BRPI1009928B1 - MOISTURE CURED RESIN COMPOSITION, CURED COMPOSITION, SEALANT, COATING, PRIMER, OR MOISTURE CURED ADHESIVE AND HOT MELT COMPOSITION - Google Patents

Abstract

MOISTURE-CURING SILIATED POLYMER COMPOSITIONS CONTAINING REACTIVE MODIFIERS. A moisture-curable resin composition comprising (a) a moisture-curable polymer having at least one hydrolyzable silyl group; (b) a reactive modifier; (c) a catalyst to catalyze the reaction between the moisture-curable polymer (a) and the reactive modifier (b) under curing conditions, and optionally, the composition may contain one or more conventional components, including pigments, fillers, curing catalysts, colorants, plasticizers, thickeners, coupling agents, extenders, volatile organic solvents, wetting agents, tackifiers, crosslinking agents, thermoplastic polymers, ultraviolet stabilizers, and combinations thereof. The moisture-curable resin composition is useful in the production of adhesives, including hotmelt adhesives, primers, sealants, and coatings.

Description

Field of Invention

[001] The present invention relates to moisture-curable resin compositions having low organic volatile contents but having a desired low viscosity, which upon curing provide a cured product with a desirable combination of high modulus and tensile strength. More particularly, the present invention relates to moisture-curable resin compositions containing silylated polymers and reactive modifiers and to moisture-curable sealant, including hotmelt adhesive, primer, and coating compositions containing moisture-curable resin compositions.

Basis of the Invention

[002] Hydrolyzable silane-terminated polymers are commonly used in the adhesives, sealants, and coatings market. This is at least partially attributed to their environmentally friendly, low-volatility, and characteristic organic content. Certain hydrolyzable silane-terminated polymers and their use in sealants, adhesives, and coatings have been disclosed in the art. Illustratively, U.S. Patent No. 3,627,722 discloses polyurethane sealants made from an isocyanate-terminated polymer in which at least five percent of the isocyanate groups are end-blocked with trialkoxysilyl groups. U.S. Patent No. 7,319,128 discloses organyloxysilyl-terminated polymers obtained by reacting hydroxyl-terminated organic polymers with isocyanate-functional silanes in the presence of a catalyst. U.S. Patent No. 6,001,946 discloses curable silane-terminated polymers based on maleate adducts of aminoalkylsilanes.

[003] Unfortunately, compared to conventional urethane-based adhesives and sealants, cured products made from hydrolyzable silane-terminated polymers tend to have lower modulus and tensile strength than might be desired. Efforts have been made to improve the modulus and tensile strength of products made from silylated polymers. Illustratively, U.S. Patent No. 5,990,257 discloses silylated polyurethanes prepared with extremely low unsaturation polyether polyols in the formation of the polyurethane prepolymer that are silylated. The '257 patent discloses that these silylated polyurethanes exhibit improved mechanical properties upon curing a low tack sealant. Similarly, U.S. Patent No. 6,498,210 describes a silylated polyurethane polymer containing unreacted or low-molecular-weight isocyanate terminating groups. The '210 patent discloses that such polymers provide improved tensile strength after curing. Furthermore, U.S. Patent No. 6,001,946 discloses a class of N-silylalkyl-aspartic acid ester-terminated polyurethane polymers and sealant formulations made from silylated polymers that are said to exhibit improved elongation, tensile strength, and tear resistance.

[004]Until now, resin compositions employing hydrolyzable polymer-terminated silanes have typically required the use of volatile organic solvents in order to provide a desirable viscosity prior to curing. To meet increasingly stringent environmental regulations, efforts have previously been made to reduce the volatile organic content of resin compositions. For example, U.S. Patent No. 5,719,251 discloses certain reactive organosilicon compounds that can be used to provide coatings, adhesives, and the like that allegedly possess low volatile organic content. However, this patent does not disclose any compositions exhibiting a combination of low volatile organic content and low viscosity prior to curing, improved modulus, and improved tensile strength after curing.

[005] In hotmelt applications, thermoplastic polymers containing tackifiers, fillers, and other additives are typically used. These hotmelt compositions are solid at room temperature but flow at elevated temperatures. Because the compositions are primarily composed of a crosslinked thermoplastic component, they are often low in modulus and are susceptible to creep and cold flow under static load, making them unsuitable for many applications where adhesive joint strength is critical, such as that required for bonding heavy metal sheets in truck trailer construction. The weight on the joints, combined with vibration and ambient heat and humidity resulting from sun exposure in hot, humid climates, can cause adhesive joints made with known hotmelt adhesives to distort and eventually fail.

[006] Moisture-curable adhesive hotmelt compositions are known in the art that partially address the above deficiencies. These compositions generally contain a thermoplastic component such as a chlorinated paraffin or plasticizer, styrene block copolymer, butyl rubber, or poly-α-olefins, and a silylated polyurethane based on polyols or polyamines containing a polybutadiene, polyester, acrylic, polycarbonate, or polythioether base. Moisture-curable adhesive hotmelt compositions contain a continuous phase of the thermoplastic component in which the silylated urethane is dispersed and crosslinked during the application process. The continuous thermoplastic phase, however, remains susceptible to creep and cold deformation when placed under static loading. Where the silylated polyurethane component of a moisture-curable hotmelt resin composition is incompatible with its thermoplastic component, little or no crosslinking will occur between the two, thus giving rise to phase separation of the cured material. Single-component and moisture-curable hotmelt compositions may therefore exhibit insufficient strength and modulus due to the thermoplastic polymer debonding from the silylated polyurethane under static load. The silylated polyurethane phase may also be too elastomeric and too low in modulus to provide the desired levels of bond strength.

[007]Therefore, there is a continuing need in the silane-terminated hydrolyzable polymer community for a resin composition that has a desirably low organic volatile content and low viscosity before cure, and that after cure has high modulus and tensile strength. The present invention provides a solution to this need.

Summary of the Invention

[008] One aspect of the present invention relates to a moisture-curable resin composition comprising (a) a moisture-curable polymer having at least one hydrolyzable silyl group; (b) a reactive modifier, and (c) a catalyst for catalyzing the reaction between the moisture-curable polymer (a) and the reactive modifier (b) under curable conditions. Optionally, the composition may contain one or more conventional components, including fillers, plasticizers, thixotropy, ultraviolet stabilizers, hydroxyl-terminated polymers, and adhesion promoters.

[009]The reactive modifier (b) of the present invention is a compound of the general formula (1) or (2): G1[-R1SiR2a(OR3)3-a]b (Formula 1); and G2[-SiR4c(OR5)3-c]d (Formula 2) Characterized by:

[0010]G1 is selected from the group consisting of a cyclic divalent or polyvalent hydrocarbon group containing 5 to 16 carbon atoms, a cyclic divalent or polyvalent heterocarbon group containing 3 to 16 carbon atoms in which heteroatoms are selected from the group consisting of silicon, oxygen and sulfur, and a cyclic divalent or polyvalent silicon group containing 3 to 8 silicon atoms and 3 to 8 oxygen atoms;

[0011]G2 is selected from the group consisting of a linear monovalent or divalent hydrocarbon group containing 3 to 16 carbon atoms, and a linear monovalent or divalent heterocarbon containing 3 to 16 carbon atoms in which heteroatoms are selected from the group consisting of silicon, oxygen and sulfur;

[0012] each occurrence of R1 is independently selected from the group consisting of a covalent bond between the silicon atom and G1, a divalent hydrocarbon group containing from 1 to 18 carbon atoms, and optionally the divalent hydrocarbon group containing at least one heteroatom selected from the group consisting of silicon, oxygen, and sulfur;

[0013]each occurrence of R2 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[0014]each occurrence of R3 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[0015]each occurrence of R4 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[0016]each occurrence of R5 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[0017]each occurrence of a, b, c, and d is independently an integer, characterized by being from 0 to 2; b is 2 to 6; c is 0 to 2; and d is either 1 or 2, with the exceptions that (i) when R1 is a chemical bond, then the silicon atom is covalently bonded to a carbon atom of G1; (ii) when R1 contains a heteroatom, the silicon atom is bonded to a carbon atom of R1; (iii) when G2 contains a heteroatom, the terminal atoms of G2 are carbon atoms; and (iv) when the silicon atom is bonded to G2, the silicon atom is covalently bonded to a terminal carbon of G2.

[0018] In another aspect, the present invention is directed to a cured composition prepared from the aforementioned moisture curable composition. In another aspect, the present invention relates to sealants including hot melt sealants, adhesives including hot melt adhesives, primers and coatings containing the aforementioned moisture curable composition.

[0019]These and other aspects become apparent when reading the following detailed description of the invention.

Detailed Description of the Invention

[0020] The present invention relates to moisture-curable resin compositions comprising: (a) a moisture-curable polymer having at least one hydrolyzable silyl group; (b) a reactive modifier of general formula 1 or 2, and (c) a catalyst for catalyzing the reaction between the moisture-curable polymer (a) and the reactive modifier (b) under curable conditions. The moisture-curable resin composition according to the present invention has a low organic volatile content, but at the same time has a low viscosity. The resin composition is stable under free moisture conditions. Upon application and in the presence of moisture, the moisture-curable polymer (a) and the reactive modifier (b) hydrolyze and react with themselves and each other to provide a cured elastomer with high modulus.

[0021]The moisture curable polymer (a) has at least one hydrolyzable silyl group that is linked to the polymer chain through an ether (-O-) linking group or carbonyl group, wherein the carbonyl is linked to heteroatoms selected from the group consisting of oxygen, nitrogen and sulfur, with the proviso that at least one heteroatom is nitrogen.

[0022]In one embodiment of the present invention the moisture curable polymer (a) has the general formula (3): characterized by:

[0023] each occurrence of R6 is an independent monovalent or polyvalent organic polymer fragment having a number average molecular weight of 500 to 25,000 grams per mole (g/mol);

[0024] each occurrence of R7 is independently a divalent hydrocarbylene group containing 1 to 12 carbon atoms that is selected from the group consisting of divalent alkylene, alkenylene, arenylene, arylene, and aralkylene, and optionally the divalent hydrocarbylene group containing at least one heteroatom selected from the group consisting of oxygen, nitrogen, and sulfur;

[0025]each occurrence of A1 is independently selected from divalent oxygen (-O), sulfur (-S), or nitrogen substituted of the structure (-) 2NR8, where R8 is hydrogen, alkyl, alkenyl, arenyl, aryl, aralkyl, or -R7SiX1X2X3 group, where each R8, in addition to hydrogen, contains 1 to 18 carbon atoms, and with the provisos that when A1 is oxygen or sulfur, then A2 is (-) and 2NR8 and when it is 0, then A1 is oxygen;

[0026]each occurrence of A2 is independently selected from divalent oxygen (-O), sulfur (-S), or nitrogen substituted structures of the structure (-)2NR8, NR8-(C=O)NR8,-NR8(C=O)O-, and

[0027]-NR8(C=O)S-, characterized in that R8 is hydrogen, alkyl, alkenyl, arenyl, aryl, aralkyl or -R7SiX1X2X3 group, wherein each R8, in addition to hydrogen, contains 1 to 18 carbon atoms, and with the proviso that when A2 is oxygen or sulfur, then it is A1(-)2NR8;

[0028] each occurrence of X1 is independently R9O, where each R9 is independently selected from the group consisting of hydrogen, alkyl, alkenyl, arenyl, aryl, aralkyl, and groups, where each R9, in addition to hydrogen, contains 1 to 18 carbon atoms and optionally contains at least one oxygen or sulfur atom;

[0029] each occurrence of X2 and X3 is independently selected from the group consisting of R9O and R10 characterized in that each R9 is independently selected from the group consisting of hydrogen, alkyl, alkenyl, arenyl, aryl, aralkyl and, characterized in that

[0030]each R9, other than hydrogen, contains 1 to 18 carbon atoms and optionally contains at least one oxygen or sulfur atom and each R10 is independently an alkyl group containing 1 to 6 carbon atoms, and each occurrence of subscripts and f is an independent form and characterized by the integer being 0 or 1 and f being from 1 to 6.

[0031]As used herein, "alkyl" includes straight, branched, and cyclic alkyl groups; "alkenyl" includes any straight, branched, or cyclic alkenyl group containing one or more carbon-carbon double bonds, where the point of substitution may be at a carbon-carbon double bond or elsewhere in the group; "aryl" includes any aromatic hydrocarbon from which a hydrogen atom has been removed; "aralkyl" includes, but is not limited to, any of the above-referenced alkyl groups in which one or more hydrogen atoms have been replaced by the same number of like and/or different aryl (as defined herein) substituents; and "arenyl" includes any of the above-referenced aryl groups in which one or more hydrogen atoms have been replaced by the same number of like and/or different alkyl (as defined herein) substituents.

[0032] Specific examples of alkyls include, but are not limited to, methyl, ethyl, propyl, and isobutyl. Specific examples of alkenyls include, but are not limited to, vinyl, propenyl, allyl, methallyl, norbornane ethylidenyl, norbornyl ethylidene, norbornene ethylidenyl, and norbornenyl ethylidene. Specific examples of aryls include, but are not limited to, phenyl and naphthalenyl. Specific examples of aralkyls include, but are not limited to, benzyl and phenethyl. Specific examples of arenyls include, but are not limited to, tolyl and xylyl.

[0033] The moisture curable polymer (a) includes, but is not limited to, (1) polyurethane-terminated isocyanatosilane polymers as described in U.S. Patent No. 5,990,257 and U.S. Patent No. 7,319,128, which are incorporated herein by reference in their entireties, (2) aminosilane-terminated polyurethane prepolymers as described in U.S. Patent No. 6,197,912 and U.S. Patent No. 6,001,946, which are incorporated herein by reference in their entireties, and (3) hydrolyzable silane-terminated polyethers as described in U.S. Patent Application No. 2006/0173121, which is incorporated herein by reference in its entirety. The moisture curable polymer (a) may be present in the composition in an amount by weight of from 30 percent to 95 percent by weight based on the total weight of components (a), (b) and (c), preferably in an amount by weight of from 50 percent to 90 percent by weight based on the total weight of components (a), (b) and (c), and more preferably in an amount of from 60 percent by weight to 80 percent by weight based on the total weight of components (a), (b) and (c).

[0034]The moisture-curable polymer (a) can be prepared from a polyol reagent or a combination of polyol reagents. Combinations or mixtures of polyol reagents are often used to achieve specific physical properties of the moisture-curable polymer resin, such as flowability, tensile modulus, and adhesion. The average molecular weight of the polyol reagent is specifically 300 to 24,000 grams per mole (g/mol), and more specifically 1,000 to 20,000 grams per mole. These polyols optionally contain other organic functional groups, including the non-limiting examples of urethane, thiourethane, urea, biuret, ester, thioester, ether, thioether, amide, and so on.

[0035] A moisture-curable polymer containing a silyl group may be used in combination with a moisture-curable polymer containing two or more silyl groups to lower the Tg and increase the flexibility of the moisture-curable polymer (a). The moisture-curable polymer containing a silyl group functions as a reactive plasticizer that becomes incorporated into the polymer network during curing. However, if the polyol mixture's average hydroxyl functionality is too low, then the silylated polymer composition of the moisture-curable resin may cure poorly. It is therefore preferable to have sufficient average functionality in the reactant polyols so that the moisture-curable polymer (a) prepared from it cures upon exposure to moisture. The average hydroxyl functionality of the polyol reagent mixture is specifically 1.6 to 6.0 hydroxyl groups per polyol molecule, more specifically 1.8 to 3.0 hydroxyl groups per polyol molecule, and most specifically 1.95 to 2.5 hydroxyl groups per polyol molecule.

[0036] The moisture curable polymer (a) can be prepared from a mixture of a low number average molecular weight polyol reactant and a high number average molecular weight polyol reactant. The moisture curable polymer (a) prepared from this mixture of polyol reactants after curing and at low strains has a high modulus while maintaining high elongation at break values. The average molecular weight of the low molecular weight polyol is specifically from 300 to 2,000 grams per mole, more specifically from 500 to 1,200 grams per mole, and most specifically from 800 to 1,000 grams per mole. The average molecular weight of high molecular weight polyol is specifically 2,000 to 24,000 grams per mole, more specifically 4,000 to 12,000 grams per mole, and most specifically 8,000 to 10,000 grams per mole. The weight ratio of low molecular weight polyol reagent to high molecular weight polyol reagent is specifically 0.01 to 3, more specifically 0.5 to 1, and most specifically 0.2 to 0.5.

[0037] Representative non-limiting examples of polyols include hydroxyl-terminated polyalkylene oxides, such as hydroxyl-terminated polypropylene oxide, hydroxyl-terminated polyethylene oxide, and hydroxyl-terminated polybutylene oxide; polyoxyalkylene triols; polycaprolactone diols and triols; hydroxyl-terminated unsaturated rubbers, such as hydroxyl-terminated polybutane diene copolymer; polyol and polyester diols made from saturated aliphatic diacids and diols or triols, unsaturated diacids and diols or triols, saturated polyacids and diols or aromatic diacids and diols or triols, and the like; polytetramethylene glycols and diols or other triols.

[0038] The polyols employed may have a very low level of unsaturation and, therefore, high functionality. Such polyols are typically prepared with complex metal catalysts for the polymerization of alkylene oxide, resulting in polyols having a low level of ethylenic terminal unsaturation. The polyols have an ethylenic terminal unsaturation that is specifically less than 0.4 milliequivalents per gram (meq/g) of polyol, more specifically less than 0.1 milliequivalents per gram of polyol, and even more specifically, less than 0.02 milliequivalents per gram of polyol. The average molecular weight of the polyols is specifically in the range between 500 and 24,000 grams per mole, and more specifically from 2,000 to 12,000 grams per mole.

[0039]The moisture curable polymer (a) may additionally include a hydroxyl terminated polymer. The addition of hydroxyl terminated polymer may further facilitate condensation curing of the composition. Furthermore, the properties of the cured products are enhanced in modulus, tensile strength, as well as hardness, while flexibility remains essentially the same or is slightly reduced in some cases.

[0040]The moisture curable polymer (a) of the present invention may be prepared by any of several synthetic methods including those described below.

Synthetic Method 1: Reaction of a Polyol with a Polyisocyanate and then with a Hydrolyzable Silane Containing Active Hydrogen-Functional Group to provide a moisture-curable polymer containing at least one hydrolyzable silyl group

[0041]The aforementioned hydroxyl-functional polyols are converted to isocyanate-terminated prepolymers in a manner known by reaction with polyisocyanates. These prepolymers are prepared by reacting an excess of polyisocyanate with a polyol or a combination of polyols typically in the presence of a catalyst.

[0042]The prepolymer-terminated isocyanate after the reaction of the polyol with the polyisocyanate has the general formula (4):R6(-N=C=O)f(4)

[0043] characterized in that R6 and f have the meanings mentioned above. It is understood that R6 polymer fragment contains a urethane group as a result of the reaction of the polyol with an isocyanate group. According to one embodiment of the invention, isocyanate-terminated prepolymer is prepared by reacting diisocyanates with polyols in different ratios of NCO to OH ranging specifically 1.1 to 2.0, more specifically 1.4 to 1.9 and most specifically 1.5 to 1.8.

[0044] Suitable polyisocyanates include any from which polyurethane polymers can be prepared by the usual sequence of reaction with the polyol to form a prepolymer. Useful diisocyanates include, for example, toluene 2,4-diisocyanate, toluene 2,6-diisocyanate, a mixture of 2,4- to 2,6-toluene diisocyanate isomers and most [TDI markets are the mixture], 4,4'-diphenyl-methanediisocyanate, isophorone diisocyanate, dicyclohexylmethane-4,4'-diisocyanate, various liquid diphenylmethane-diisocyanates containing a mixture of 2,4- to 4,4'-isomers, and the like, and mixtures thereof. Preferably, the functional isocyanate monomer employed is an isophorone diisocyanate (IPDI) available from Bayer under the trade name Desmodur ID 230 or tetramethylxylylene diisocyanate (TMXDI).

[0045]A catalyst may be used in the preparation of the above-mentioned prepolymer-terminated isocyanates. Suitable catalysts are metal salts or bases, and include the non-limiting examples of bismuth salts, such as bismuth trisneodecanoate and carboxylates of other bismuths; zirconium compounds or aluminum compounds, such as zirconium chelates and aluminum chelates; dialkyltin dicarboxylates, such as dibutyltin dilaurate and dibutyltin acetate, tertiary amines, the tin salts of carboxylic acids, such as stannous octoate and tin acetate, and so on.

[0046] In a second process step, the isocyanate-terminated prepolymer of general formula (4) is reacted with silane(s) containing an active hydrogen-functional group to prepare a moisture-curable polymer (a). The silanes containing an active hydrogen-functional group are provided by the general formula (5): HA2R7-SiX1X2X3 (5)

[0047] characterized in that R7 is independently a divalent hydrocarbylene group containing 1 to 12 carbon atoms selected from the group consisting of divalent alkylene, alkenylene, arenylene, arylene, and aralkylene, and optionally contains at least one heteroatom selected from the group consisting of oxygen and sulfur; each occurrence of A2 is independently selected from the group consisting of oxygen (-O-), sulfur (-S), (-)2NR8, -NR8(C=O)NR8, -NR8(C=O)O-, and -NR8(C=O)S-, characterized in that R8 is hydrogen, alkyl, alkenyl, arenyl, aralkyl, or -R7SiX1X2X3 group, where each R8, in addition to hydrogen, contains 1 to 18 carbon atoms, and X1, X2, and X3 have the previously mentioned meanings.

[0048]The silane termination reactions of the present invention may be any type as is known in the art, for example, those reactions disclosed in U.S. Patent No. 6,197,912 and U.S. Patent No. 5,990,257, the entire contents of which are incorporated by reference.

[0049] Organofunctional silanes include active hydrogen, for example, primary and secondary amino-alkoxysilanes, ureidoalkoxysilane, carbamosilane, thiocarbamatosilane and mercaptoalkoxysilanes. Representative examples of suitable aminosilanes include, but are not limited to, N-phenyl-aminomethyltrimethoxysilane, N-cyclohexyl-aminomethyltrimethoxysilane, aminomethyltrimethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, N-methyl-3-aminopropyltrimethoxysilane, N-butyl-3-aminopropyltrimethoxysilane, 4-amino-3,3-dimethylbutyltrimethoxysilane, N-cyclohexyl-3-aminopropyltrimethoxysilane, 3-aminopropyltrimethoxysilane dibutyl maleate adduct, 4-amino-3,3-dimethylbutyltrimethoxysilane dibutyl maleate adduct, 3-aminopropyltriethoxysilane, bis-(3-trimethoxysilylpropyl)amine, 3-aminopropylmethyldimethoxysilane, 3-aminopropyldimethyl (methylethyloximate) silane, N-methyl-3-amino-2-methylpropyltrimethoxysilane,N-ethyl-3-amino-2-methylpropyltrimethoxysilane,N-ethyl-3-amino-2-methylpropyldiethoxymethylsilane, N-ethyl-3-amino-2-methylpropyltriethoxysilane,N-ethyl-3-amino-2-methylpropylmethyldimethoxysilane,N-butyl-3-amino-2-methylpropyltrimethoxysilane,3 - (N-methyl-2-amino-1-methyl-1-ethoxy) propyltrimethoxysilane,N-ethyl-4-amino-3,3-dimethylbutyldimethoxymethylsilane,N-ethyl-4-amino-3,3-dimethylbutyltrimethoxysilane,bis-(3-trimethoxysilyl-2-methylpropyl) amine, N-(3'-trimethoxysilylpropyl)-3-amino-2-methylpropyltrimethoxysilane, 3-mercaptopropyltrimethoxysilane, 3-mercaptopropyltriethoxysilane, 3-mercaptopropylmethyldimethoxysilane, 3-ureidopropyltrimethoxysilane, 3-ureidopropylmethyldimethoxysilane, O-carbamate (3-trimethoxysilylpropyl) and mixtures thereof.

Synthetic Method 2: Reaction of a Polyol with a hydrolyzable silane containing an isocyanate-functional group to become a moisture-curable polymer containing at least one hydrolyzable silyl group.

[0050]The aforementioned hydroxyl-functional polyols are converted to moisture-curable polymer (a) in a manner known by reaction with an isocyanate-functional silane. The moisture-curable polymer (a) is prepared by reacting a polyol or a combination of polyols generally in the presence of a catalyst with less than one equivalent to slightly more than one equivalent of hydrolyzable silane containing an isocyanate group. The NCO-to-OH ratio is specifically 0.3 to 1.1, more specifically 0.5 to 1, and most specifically 0.95 to 0.99. When the NCO-to-OH ratio is less than 1, the moisture-curable polymer (a) has residual hydroxyl groups, which can be advantages for improving adhesion to substrates.

[0051] Suitable hydrolyzable silanes containing an isocyanate-functional group for use in preparation components (a) of the present invention have the general formula (6):OCN-R7-SiX1X2X3(6) characterized in that R7 and X1, X2 and X3 have the meanings mentioned above.

[0052] Specific hydrolyzable silanes containing an isocyanate-functional group, represented by general formula (6), that are suitable for use herein include, but are not limited to, isocyanatomethyltrimethoxysilane, isocyanatomethylmethyldimethoxysilane, 3-isocyanatopropyltrimethoxysilane, 3-isocyanatoisopropyltrimethoxysilane, 4-isocyanatobutyltrimethoxysilane, 2-isocyanato-1,1-dimethylethyltrimethoxysilane, 3-isocyanatopropyltriethoxysilane, 3-isocyanatoisopropyltriethoxysilane, 4-isocyanatobutyltriethoxysilane, 2-isocyanato-1,1-dimethylethyltriethoxysilane, 3-isocyanatopropylmethyldimethoxysilane, 3-isocyanatoisopropyldimethylmethoxysilane, 4-isocyanatobutylphenyldimethoxysilane, 2-(4-isocyanatophenyl)ethylmethyldimethoxysilane and the like.

Method 3: Reaction of Polyols with Ethylenically Unsaturated Halo-Compounds and Silanes Containing a Si-H Group to Provide a Moisture Curable Polymer Containing at Least One Hydrolyzable Silyl Group.

[0053]The aforementioned hydroxyl-functional polyols are converted to ethylenically unsaturated prepolymers in the known manner by reaction with ethylenically unsaturated halo compounds. These prepolymers are prepared by reacting less equivalent amounts of ethylenically unsaturated halo compounds with a polyol or a combination of polyols typically in the presence of a catalyst.

[0054] Ethylenically unsaturated halo compounds useful in the preparation of the ethylenically unsaturated polymers are provided by the general formula (7):Y1R11C(R12)=CH2 (7) characterized in that R11 is a divalent hydrocarbylene group containing 1 to 10 carbon atoms selected from the group consisting of divalent alkylene, alkenylene, arenylene, arylene, and aralkylene, and optionally contains at least one heteroatom selected from the group consisting of oxygen and sulfur; R12 is a hydrogen or an alkyl group of 1 to 6 carbon atoms, and each Y1 is independently a halogen atom selected from the group consisting of Cl-, Br-, and I-. The reaction conditions are well known in the art, e.g., U.S. Patents 3,951,888 and 3,971,751, the entire contents of which are incorporated by reference.

[0055] Representative non-limiting examples of ethylenically unsaturated halogenated compounds, as represented by general formula (7), include allyl chloride, allyl bromide, allyl iodide, metallyl chloride, metallyl bromide, 6-chlorohexene, chloromethylstyrene, and so on.

[0056]In the final step, the ethylenically unsaturated prepolymer is hydrosilated with hydrolyzable hydridosilane of Formula (8):HSiX1X2X3(8)characterized by X1, X2, and X3 having the meanings mentioned previously. The conditions for hydrosilation of intermediates containing carbon-carbon double bonds are well known in the art, as described in the "Comprehensive Handbook of Hydrosilation," B. Marciniec (ed.), Pergamon Press, New York (1992), which is incorporated in its entirety by reference herein.

[0057] Useful hydrolyzable hydridosilanes include, but are not limited to, H-Si(OCH3)3, H-Si(OCH2CH3)3, H-SiCH3(OCH3)3, H-SiCH3(OCH2CH3)2, H-Si(CH3)2OCH3, H-Si(CH3)2OCH2CH3, and so on.

[0058] Preferably, moisture curable polymer (a) is provided by Formula (3) characterized in that R6 is a polymer specifically having a number average molecular weight of 500 to 25,000 grams per mole, more specifically of 1,000 to 20,000 grams per mole and most specifically of 4,000 to 12,000 grams per mole. The flexibility of the cured moisture curable polymer (a) is improved when the Tg is from -20°C to -80°C, more specifically from -25°C to -40°C and most specifically from -30°C to -35°C. Preferably, R7 is an alkylene or arylene of 1 to 6 carbon atoms, more preferably 1 to 3 carbon atoms and most preferably three carbon atoms; A1 is oxygen or nitrogen substituted of the structure (-)2NR8, characterized in that R8 is specifically hydrogen, alkyl or aryl, where each R8, in addition to hydrogen, specifically contains 1 to 10 carbon atoms, and more specifically from 1 to 6 carbon atoms; A2 is nitrogen substituted of the structure (-)2NR8, characterized in that R8 is specifically hydrogen, alkyl or aryl, where each R8, in addition to hydrogen, specifically contains 1 to 10 carbon atoms, and more specifically from 1 to 6 carbon atoms; X1 and X2 are methoxy, ethoxy or propoxy and X3 is methyl, methoxy, ethoxy or propoxy.

[0059] Representative examples of moisture curable polymers (a) include, but are not limited to, polymers from Momentive Performance Materials, Inc., sold under the trade names SPUR 1010, 1015, and 1050, which are trimethoxysilyl-terminated polypropylene oxide-based polyurethanes of varying molecular weights.

[0060] The moisture curable polymer (a) may be present in the composition in an amount of between 30 weight percent to 90 weight percent based on the total weight of components (a), (b) and (c), preferably in an amount of between 50 weight percent to 90 weight percent based on the total weight of components (a), (b) and (c), and more preferably in an amount of 60 weight percent to 80 weight percent based on the total weight of components (a), (b) and (c).

[0061]As used herein, the term "reactive modifier" refers to a compound containing a hydrolyzable silyl group that, when combined with a moisture-curable polymer having at least one hydrolyzable silyl group, decreases the viscosity and increases the modulus of a resulting silylated-cured polymer composition compared to a silylated-cured polymer composition not containing the reactive modifier.

[0062]The reactive modifier (b) is a compound of the general formula (1) or (2):G1[-R1SiR2a(OR3)3-a]b (Formula 1); andG2[-SiR4c(OR5)3-c]d (Formula 2)characterized by:

[0063]G1 is selected from the group consisting of a cyclic divalent or polyvalent hydrocarbon group containing 5 to 16 carbon atoms, a cyclic divalent or polyvalent heterocarbon group containing 3 to 16 carbon atoms in which heteroatoms are selected from the group consisting of silicon, oxygen and sulfur, and a cyclic divalent or polyvalent silicone group containing 3 to 8 silicon atoms and 3 to 8 oxygen atoms;

[0064]G2 is selected from the group consisting of a monovalent or divalent linear hydrocarbon group containing 3 to 16 carbon atoms, and a monovalent or divalent linear heterocarbon group containing 3 to 16 carbon atoms characterized in that the heteroatom is selected from the group consisting of silicon, oxygen and sulfur;

[0065] each occurrence of R1 is independently selected from the group consisting of a covalent bond between the silicon atom and G1, a divalent hydrocarbon group containing from 1 to 18 carbon atoms, and optionally at least one heteroatom selected from the group consisting of oxygen, silicon, and sulfur;

[0066]each occurrence of R2 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[0067]each occurrence of R3 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[0068] each occurrence of R4 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[0069] each occurrence of R5 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[0070]each occurrence of a, b, c, and d is independently an integer, characterized by being 0 to 2; b being 2 to 6; c being 0 to 2; and d being either 1 or 2, with the exceptions that (i) when R1 is a chemical bond, then the silicon atom is covalently bonded to a carbon atom of G1; (ii) when R1 contains a heteroatom, the silicon atom is bonded to a carbon atom of R1; (iii) when G2 contains a heteroatom, the terminal atoms of G2 are carbon atoms; and (iv) when the silicon atom is bonded to G2, the silicon atom is covalently bonded to a terminal carbon of G2.

[0071]In connection with the reactive modifier (b) of Formula (1), G2 may be a divalent or polyvalent cyclic hydrocarbon group which include "cyclic aliphatic" and aryl groups. Cyclic aliphatic groups are derived from cyclic aliphatic hydrocarbons from which two or more hydrogen atoms have been removed and may contain one or more carbon-carbon double bonds, and "aryl" groups are derived from aromatic hydrocarbons from which two or more hydrogen atoms have been removed. These cyclic hydrocarbon groups may be monocyclic, bicyclic, or polycyclic groups.

[0072] Specific and non-limiting examples of cyclic aliphatic hydrocarbons from which the G1 group is derived include cyclopentane, cyclohexane, cycloheptane, cyclooctane, cyclooctatriene, cyclododocane, norbornane, norbornene, cyclododecatriene, and the like. Specific and non-limiting examples of cyclic aromatic hydrocarbons from which the G1 group is derived include benzene, toluene, xylene, naphthalene, ethylbenzene, and so on. Specific and non-limiting heteroatom structures of the cyclic ring from which G1 group is derived include, tetrahydrofuran, furan, thiophene-tetrahydro[1,4]-dioxane, 1,3-bis-(2-ethyl-cyclohexyl)-1,1,3,3-tetramethyl-disiloxane, 2,2,4,4,6,6-hexamethyl[1,3,5,2,4,6]-trioxatrisilinane, and so on. Specific and non-limiting examples of cyclic silicones from which the G1 group is derived include 2,2,4,6-tetramethyl-[1,3,5,2,4,6] trioxatrisilinane, 2,4,6-trimethyl-[1,3,5,2,4,6] trioxatrisilinane, 2,4,6,8-tetramethyl-[1,3,5,7,2,4,6,8] tetroxatetrasilocane, 2,2,4,6,8-pentamethyl [1,3,5,7,2,4,6,8] tetroxatetrasilocane, 2,2,4,4,6,8-hexamethyl [1,3,5,7,2,4,6,8] tetroxatetrasilocane and the like.

[0073] In connection with the reactive modifier (b) of Formula (2), a monovalent and divalent linear hydrocarbon group containing 3 to 16 carbon atoms, and a monovalent or divalent linear heterocarbon group containing 3 to 16 carbon atoms characterized in that the heteroatom is selected from the group consisting of silicon, oxygen and sulfur. The monovalent linear hydrocarbon group includes alkyl and alkenyl. Divalent linear hydrocarbon groups include alkylene and alkenylene. Divalent heterocarbon groups include alkylene groups containing at least one oxygen, silicon or sulfur atom and terminal carbon atoms.

[0074] Specific and non-linear limiting examples of monovalent and divalent hydrocarbons from which the G2 group is derived include pentane, hexane, heptane, octane, decane, dodecane, hexadecane, and so on. Specific and non-linear examples of limiting divalent heteroatoms from which G2 is derived include dipropylether, 3,5-dioxadecane, dipropylthio ether, dipropyldisulfide, dipropyltetrasulfide, and so on.

[0075] Reactive modifiers (b) of the present invention can be prepared by various methods known in the art. In one method, the reactive modifiers are prepared by reacting a divalent or polyvalent organic cyclic group containing at least two alkenyl groups, i.e., groups containing a carbon-carbon double bond, with a hydrolyzable hydridosilane of Formula (8):HSiX1X2X3(8)

[0076] characterized by X1, X2 and X3 having the meanings mentioned above. The conditions for hydrosylation of intermediates containing carbon-carbon double bonds are well known in the art, as described in the "Comprehensive Handbook of Hydrosylation," B. Marciniec (ed.), Pergamon Press, New York (1992), which is incorporated in its entirety by reference herein.

[0077] Representative, non-limiting examples of the reactive modifiers (b) include, but are not limited to, 1,2,4-tris-[2-(trimethoxysilanyl)-ethyl]-cyclohexane, 1,2,4-tris-[2-(methyl-dimethoxysilanyl)-ethyl]-cyclohexane, 1,2,4-tris-[2-(triethoxysilanyl)-ethyl]-cyclohexane, 1,2,4-tris-[2-(tripropoxysilanyl)-ethyl]-cyclohexane, 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-2-vinylcyclohexane, 1,4-bis-[2-(dimethoxymethylsilanyl)-ethyl]-2-vinylcyclohexane, 1,4-bis-[2-(dimethoxymethylsilanyl)-ethyl]-2-vinylcyclohexane, 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-2-vinylcyclohexane, 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-2-vinylcyclohexane, 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-2-vinylcyclohexane, (triethoxy-silanyl)-ethyl]-2-vinyl-cyclohexane, 2,5-bis-[2-(trimethoxy-silanyl)-ethyl]-bicyclo [2.2.1] heptane, 2,5-bis-[2-(methyl-dimethoxy-silanyl)-ethyl]-bicyclo [2.2. 1] heptane, 2,5-bis-[2-(triethoxy-silanyl)-ethyl]-bicyclo[2.2.1] heptane, 1,4-bis-[2-(trimethoxy-silanyl)-ethyl]-benzene, 1,4-bis-[2-(methyl-dimethoxy-silanyl)-ethyl]-benzene, 1,4-bis-[2- (triethoxysilanyl)-ethyl]-benzene, 2,4,6-tris-[2-(trimethoxy-silanyl)-ethyl]-2,4,6-trimethyl-[1,3,5,2,4,6] trioxatrisilinane, 2,4,6-tris-[2-(methyl-dimethoxy-silanyl)-ethyl]-2,4,6-trimethyl- [1,3,5,2,4,6] trioxatrisilinane, 2,4,6-tris-[2-(triethoxy-silanyl)-ethyl]-2,4,6-trimethyl-[1,3,5,2,4,6] trioxatrisilinane, trimethoxy-pentyl-silane, dimethoxy-methyl-pentyl-silane, triethoxy-hexyl-silane, trimethoxy-hexyl-silane, dimethoxy-methyl-hexyl-silane, triethoxy-hexyl-silane, trimethoxy-octyl-silane, dimethoxy-methyl-octyl-silane, triethoxy-octyl-silane, trimethoxy-hexadecyl-silane, dimethoxy-methyl-hexadecyl-silane, triethoxy-hexadecyl-silane, 1 - (trimethoxy-silanyl) -3 - [3 - (trimethoxy-silanyl)-propylsulfanyl] propane, 1 - (dimethoxy-methyl-silanyl) -3 - [3 - (dimethoxy-methyl-silanyl)-propylsulfanyl] propane, 1 - (triethoxy-silanyl) -3 - [3 - (triethoxy-silanyl)-propylsulfanyl] propane, 1 - (trimethoxy-silanyl) -3 - [3 - (trimethoxy-silanyl)-propyldisulfanyl] propane, 1 - (dimethoxy-methyl-silanyl) -3 - [3 - (dimethoxy-methyl-silanyl)-propyldisulfanyl] propane, 1 - (trimethoxy-silanyl) -3 - [3 - (trimethoxy-silanyl)-propyltetrasulfanyl] propane, 1 - (triethoxy-silanyl) -3 - [3-(triethoxy-silanyl)-propyltetrasulfanyl] propane, 1,8-bis-(trimethoxy-silanyl)-hexane, 1,8-bis-(dimethoxy-methyl-silanyl)-hexane, 1,8-bis-(triethoxy-silanyl)-hexane, 1,8-bis-(trimethoxy-silanyl)-octane, 1,8-bis-(dimethoxy-methyl-silanyl)-octane, 1,8-bis-(triethoxy-silanyl)-octane, 1 - [2 - (trimethoxy-silanyl)-ethyl] -3 - [3 - (trimethoxy-silanyl)-propyl] -1,1,3,3-tetramethyl-disiloxane, 1 - [2 - (triethoxysilanyl)-ethyl] -3 - [3 - (triethoxysilanyl)-propyl]-1,1,3,3-tetramethyl-disiloxane and combinations thereof.

[0078] In one embodiment, the reactive modifier (b) is selected from the group consisting of 1,2,4-tris-[2-(trimethoxysilanyl)-ethyl]-cyclohexane, 1,2,4-tris-[2-(triethoxysilanyl)-ethyl]-cyclohexane, 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-2-vinyl-cyclohexane, 2,5-bis-[2-(trimethoxysilanyl)-ethyl]-bicyclo[2.2.1]heptane, 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-benzene, 2,4,6-tris-[2-(trimethoxysilanyl)-ethyl]-2,4,6-trimethyl-[1,3,5,2,4,6] trioxatrisilinane, 2,4,6-tris-[2-(triethoxysilanyl)-ethyl]-2,4,6-trimethyl-[1,3,5,2,4,6] trioxatrisilinane, trimethoxyhexylsilane, triethoxyhexylsilane, trimethoxyoctylsilane, triethoxyoctylsilane, 1-(trimethoxysilanyl)-3-[3-(trimethoxysilanyl)-propyltetrasulfanyl]propane, 1-(trimethoxysilanyl)-3-[3-(trimethoxysilanyl)-propyltetrasulfanyl]propane and 1-(triethoxysilanyl)-3-[3-(triethoxysilanyl)-propyltetrasulfanyl]propane, and combinations thereof.

[0079] In another embodiment, the reactive modifier (b) is selected from the group consisting of 1,2,4-tris-[2-(triethoxysilanyl)-ethyl]-cyclohexane, triethoxyoctylsilane, 1-(triethoxysilanyl)-3-[3-(triethoxysilanyl)-propyldisulfanyl]propane, and 1-(triethoxysilanyl)-3-[3-(triethoxysilanyl)-propyltetrasulfanyl]propane, and combinations thereof.

[0080] Reactive modifier (b) may be present in the silylated moisture-curable polymer composition in an amount effective to decrease the viscosity of a composition and increase the modulus of a cured composition for a particular application. In one embodiment, reactive modifier (b) may be present in the composition in a weight amount of from 5 percent to 70 percent by weight based on the total weight of components (a), (b), and (c), preferably in a weight amount of from 10 percent to 50 percent by weight based on the total weight of components (a), (b), and (c), and more preferably in a weight amount of from 20 percent to 40 percent by weight based on the total weight of components (a), (b), and (c).

[0081] The catalyst (c) of the moisture-curable composition may be any catalyst that is effective in promoting the reaction between the moisture-curable polymer (a) and the reactive modifier (b) that occurs upon exposure to moisture. Suitable curing catalysts include, but are not limited to, organometallic catalysts, amine catalysts, and so on. Preferably, the catalyst is selected from the group consisting of organic dibutyltin, zirconium complexes, aluminum chelate, titanic chelate, organic zinc, organic cobalt, organic iron, organic nickel, and organobismuth, and mixtures thereof. Amine catalysts are selected from the group consisting of primary amines, secondary amines, tertiary amines, and aminosilane, and mixtures thereof. The catalyst may be a mixture of organometallic catalyst and amine catalyst.

[0082] Representative examples of catalysts include, but are not limited to, dibutyltin oxide, dibutyltin dilaurate, dioctyltin dilaurate, dibutyltin diacetate, stannous octoate, tin acetate, tin oxide, morpholine, 3-aminopropyltrimethoxysilane, 2-(aminoethyl)-3-aminopropyltrimethoxysilane, triisopropylamine, bis-(2-dimethylaminoethyl) ether, and piperazine. Other useful catalysts include zirconium-containing aluminum and bismuth-containing complexes such as KAT™ XC6212, K-KAT™ 5218, and K-KAT™ 348, supplied by Reis Industries Inc., titanium chelates such as TYZOR® grades available from DuPont, KRT™ grades available from Kenrich Petrochemical, Inc., amines such as NIAX™ amine A-501, available from Momentive Performance Materials, Inc., and so on.

[0083] The catalyst may be present in the moisture curable composition in an amount of 0.05 weight percent to 5 weight percent based on the total weight of components (a), (b), and (c), preferably in an amount of 0.1 weight percent to 3 weight percent based on the total weight of components (a), (b), and (c), and more preferably in an amount of 0.5 weight percent to 2 weight percent based on the total weight of components (a), (b), and (c).

[0084]For practical application the moisture curable composition may optionally contain additives such as pigments, fillers, curable catalysts, colorants, plasticizers, thickeners, coupling agents, extenders, volatile organic solvents, wetting agents, tackifiers, crosslinking agents, thermoplastic polymers, and UV stabilizers. Typical additives may be used in amounts familiar to one skilled in the art.

[0085] Typical fillers suitable for formulating the moisture-curable composition of the present invention include, for example, reinforcing fillers such as silica, precipitated silica, clays, talc, aluminum silicates, calcium carbonates, and others. Plasticizers commonly used in the moisture-curable resin composition of the present invention may also be used in the invention to modify properties and to facilitate the use of higher filler levels. Exemplary plasticizers include phthalates, dibenzoates, glycol, diethylene dipropylene, phenols, alkylsulfonates, phenathres, alkyl/diaryl phosphates, and mixtures thereof, and the like. The moisture-curable resin composition of the present invention may include various thixotropic or anti-sagging agents. Various castor waxes, colloidal silica, treated clays, and polyamides typify this class of additives. Stabilizers that may be incorporated into the moisture-curable resin composition of this invention include, for example, hindered amine and dialkylhydroxyamine. Adhesion promoters are useful in the moisture-curable composition of the present invention, for example, alkoxysilane adhesion promoters.

[0086] Thermoplastic polymers may be selected from any of a number of addition and condensation polymers including homopolymer types, copolymers of two or more copolymerizable monomers, and blends of two or more polymers. Thermoplastic polymer (i) advantageously has a melt flow rate of 10 to 500 grams per 10 minutes, preferably 150 to 450 grams per 10 minutes, and more preferably 200 to 400 grams per 10 minutes. Examples of suitable thermoplastic polymers are as follows:

[0087] Polymers of mono-olefins and diolefins, for example, polypropylene, polyisobutylene, polybutene-1-ene, poly-4-methylpent-1-ene polyethylene, polyisoprene or polybutadiene, as well as polymers of cycloolefins, for example, of cyclopentene or norbornene, (optionally crosslinked), for example, density polyethylene, high-density polyethylene (HDPE), high-density high molecular weight polyethylene (HDPE-HMW), high-density and ultra-high molecular weight polyethylene (HDPE-UHMW), medium-density polyethylene (MDPE), low-density (LDPE), linear low-density polyethylene (LLDPE), (VLDPE) and (ULDPE). Polyolefins, i.e., polymers of monoolefins such as those mentioned above and, preferably, polyethylene and polypropylene, can be prepared by methods such as radical polymerization (usually under high pressure and at elevated temperature) and catalytic polymerization employing a catalyst typically containing one or more metals from groups IVb, Vb, VIb, and VIII of the Periodic Table. These metals typically have one or more ligands, typically oxides, halides, alcoholates, esters, ethers, amines, alkyls, alkenyls, and/or aryls that may be either p- or s-coordinated. These metal complexes may be in free form or fixed to substrates, typically activated magnesium chloride, titanium(III) chloride, alumina, or silicon oxide. These catalysts may be soluble or insoluble in the polymerization medium. Catalysts can be used alone in the polymerization, or other activators can be used, typically metal alkyls, metal hydrides, metal alkyl halides, metal alkyl oxides, or metal alkiloxanes, said metals being elements of groups Ia, IIa, and/or III-A of the Periodic Table. Activators can be conveniently modified with ester, ether, amine, or silyl ether groups. These systems are typically called Phillips, Standard Oil Indiana, Ziegler (-Natta), TNZ (DuPont), metallocene, or single-site catalysts (SSC).

[0088]2. Blends of the polymers mentioned in (1), for example, blends of polypropylene with polyisobutylene, polypropylene with polyethylene (for example, PP/HDPE, PP/LDPE) and blends of different types of polyethylene (for example, LDPE/HDPE).

[0089]3. Copolymers of mono-olefins and diolefins with each other or with other vinyl monomers, for example, ethylene/propylene copolymers of linear low-density polyethylene (LLDPE) and their blends with low-density polyethylene (LDPE), propylene/but-1-ene copolymers, propylene/isobutylene copolymers, ethylene/but-1-ene copolymers, ethylene/hexene copolymers, ethylene/methylpentene copolymers, ethylene/heptene copolymers, ethylene/octene copolymers, propylene/butadiene copolymers, isobutylene/isoprene copolymers, ethylene/alkyl acrylate copolymers, ethylene/alkyl methacrylate copolymers, ethylene/vinyl acetate copolymers and their copolymers with carbon monoxide or ethylene/acrylic acid copolymers and their salts (ionomers), as well as terpolymers of ethylene with propylene and a diene such as hexadiene, dicyclopentadiene or ethylidene-norbornene; and blends of such copolymers with each other and with polymers mentioned in (1), e.g., polypropylene/ethylene-propylene copolymers, LDPE/ethylene-vinyl acetate (EVA) copolymers, LDPE/ethylene-acrylic acid (EAA) copolymers, LLDPE/EVA, LLDPE/CEA and alternating or random polyalkylene/carbon monoxide copolymers and their blends with other polymers, e.g., polyamides.

[0090]4. Hydrocarbon resins (e.g., C5 to C9), including their hydrogenated modifications and mixtures of polyalkylenes and starch.

[0091]5. Polystyrene, poly(p-methylstyrene), poly(a-methylstyrene).

[0092]6. Copolymers of styrene or methylstyrene with dienes or acrylic derivatives, for example, styrene/butadiene, styrene/acrylonitrile, styrene/alkyl methacrylate, styrene/butadiene/alkyl acrylate, styrene/butadiene/alkyl methacrylate, styrene/maleic anhydride, styrene/acrylonitrile/methyl acrylate; high impact strength blends of a copolymer of styrene and another polymer, such as a polyacrylate, a diene polymer or an ethylene-propylene/diene terpolymer, and block copolymers of styrene, such as styrene/butadiene/styrene, styrene/isoprene/styrene, styrene/ethylene/butylene/styrene, and styrene/ethylene/propylene/styrene.

[0093]7. Graft copolymers of styrene or a methylstyrene such as styrene on polybutadiene, styrene on styrene-polybutadiene copolymers or polybutadiene acrylonitrile; styrene and acrylonitrile (or methacrylate) on polybutadiene, acrylonitrile, styrene and methyl methacrylate on polybutadiene, maleic anhydride and styrene on polybutadiene; styrene, acrylonitrile and maleic anhydride or maleimide on polybutadiene, styrene and maleimide on polybutadiene, styrene and alkyl acrylates or methacrylates on polybutadiene, styrene and acrylonitrile on ethylene/propylene/diene terpolymers; styrene and acrylonitrile, polyalkyl acrylates or polyalkyl methacrylates, styrene and acrylonitrile in acrylate/butadiene copolymers, as well as their mixtures with the copolymers listed in (6), for example, the copolymer mixtures known as ABS, MBS, ASA or AES polymers.

[0094]8. Halogen-containing polymers such as polychloroprene, chlorinated rubbers, chlorinated and brominated isobutylene-isoprene copolymers (halobutyl rubber), chlorinated or sulfo-chlorinated polyethylene, copolymers of ethylene and ethylene with chlorine, epichlorohydrin homo- and copolymers, especially halogen-containing polymers of vinyl compounds such as polyvinyl chloride, polyvinylidene chloride, polyvinyl fluoride, polyvinylidene fluoride and copolymers thereof, such as vinyl chloride/vinylidene chloride, vinyl chloride/vinyl acetate or vinylidene chloride/vinyl acetate copolymers.

[0095]9. Polymers derived from alpha, beta-unsaturated and their derivatives, such as polyacrylates and polymethacrylates; polymethyl methacrylate, polyacrylamides and polyacrylonitriles, impact-modified with butyl acrylate.

[0096]10. Copolymers of monomers mentioned in (9) with each other or with other unsaturated monomers, such as acrylonitrile/butadiene copolymers, acrylonitrile/alkyl acrylate copolymers, acrylonitrile/alkoxyalkyl acrylate or acrylonitrile/vinyl halide copolymers or acrylonitrile/alkyl methacrylate/butadiene terpolymers.

[0097]11. Polymers derived from unsaturated alcohols and amines or the acyl derivatives or acetals thereof, for example, polyvinyl alcohol, polyvinyl acetate, polyvinyl stearate, polyvinyl benzoate, polyvinyl maleate, polyvinyl butyral, polyallyl phthalate or polyallyl melamine, as well as their copolymers with olefins, such as those covered in (1) above.

[0098]12. Homopolymers and copolymers of cyclic ethers, such as polyalkylene glycols, polyethylene oxide, polypropylene oxide, and copolymers of this product with bis-glycidyl ethers.

[0099]13. Polyacetals, such as polyoxymethylene and those polyoxymethylenes derived from ethylene oxide as comonomer; polyacetals modified with thermoplastic polyurethanes, acrylates or MBS.

[00100]14. Polyphenylene oxides and sulfides, and mixtures of polyphenylene oxides with styrene polymers or polyamides.

[00101]15. Polyurethanes derived from the reaction of hydroxyl-terminated polyethers, polyesters or polybutadienes with aliphatic or aromatic polyisocyanates, as well as precursors thereof.

[00102]16.Polyamides and copolyamide derivatives of diamines and dicarboxylic acids and/or of aminocarboxylic acids or the corresponding lactams, for example polyamide 4, polyamide 6, polyamide 6/6, 6/10, 6/9, 6/12, 4/6 and 12/12, polyamide 11, polyamide 12, aromatic polyamides obtained from m-xylene diamine and adipic acid; polyamides obtained from hexamethylenediamine and isophthalic and/or terephthalic acid and with or without an elastomer as modifier, for example poly-2,4,4-isophthalamide, trimethylhexamethylene terephthalamide or poly-m-phenylene; block copolymers of said polyamide with polyolefins, olefin copolymers, ionomers or chemically bonded or grafted elastomers, or with polyethers, for example with polyethylene glycol, polypropylene glycol or polytetramethylene glycol, as well as polyamides or copolyamides modified with EPDM or ABS and polyamides condensed during processing (RIM polyamide systems).

[00103]17. Polyureas, Polyimides, polyamide-imides, polyetherimides, polyesterimides, polyidantoins and polybenzimidazoles.

[00104]18. Polyesters derived from dicarboxylic acids and diols and/or from hydroxycarboxylic acids or corresponding lactones, for example, polyethylene terephthalate, polybutylene terephthalate, poly-1,4-dimethylolcyclohexane terephthalate and polyhydroxybenzoates, as well as copolyether esters, block-derived hydroxyl-terminated polyethers; and also polyesters modified with polycarbonates or MBS.

[00105]19. Polycarbonates and polyester carbonates.

[00106]20. Polysulfones, polyether sulfones and polyether ketones.

[00107] Representative non-limiting examples of some commercially available thermoplastic polymers include atactic polypropylene copolymers available under the REXTACT™ series of trade names including REXTACT™ RT 2535 and RT 2585 (Rexene Products Company) and EASTOFLEX™ series of trade names including EASTOFLEX™ E1060 (Eastman Chemical Company); ethylene vinyl acetate copolymers available under the Elvax™ series of trade names including ELVAX™ 420 and 2609 (DuPont), and ULTRATHENE™ series of trade names including ULTRATHENE™ 7710 (Millennium Petrochemicals); ethylene methyl acrylate copolymers available under the OPTEMA™ series of trade names (Exxon Chemical Company); Ethylene n-butyl acrylate copolymers available under the LOTRYLT™ series of trade names (Elf Atochem North America), the ESCORENET™ series of trade names including ethylene vinyl acetate copolymer UL 7710 (Exxon Chemical Company) and the ENATHENE™ series of trade names (Millennium Petrochemicals); ethylene n-butyl acrylate carbon monoxide terpolymers available under the ELVALOY™ series of trade names (DuPont); ethylene acrylic copolymers available under the ELVALOY™ series of trade names (DuPont); and, acrylic polymers available under the ELVACITE™ series of trade names (ICI Acrylics).

[00108] Tackifiers are substances that can be added to adhesive compositions to improve their initial and prolonged tack range. A preferred group of tackifiers are hydrocarbons containing from 6 to 10 thousand carbon atoms, optionally containing at least one oxygen atom, and having a ring and ball softening temperature of 70 to 120°C and preferably 8 to 10°C. Suitable tackifiers herein are aliphatic, cycloaliphatic, aromatic, aliphatic-aromatic, aromatic-modified alicyclic and alicyclic hydrocarbon resins and hydrogenated derivatives thereof; terpenes, polyterpenes and modified terpenes, such as terpene-modified phenolic resins and hydrogenated derivatives thereof; natural and modified rosin, hydrogenated rosin, dimerized rosin, and polymerized rosin; rosin esters, such as glycerol and pentaerythritol esters of natural and modified rosin, glycerol esters of organic fatty acids, wood rosins, glycerol esters of hydrogenated rosin, glycerol esters of polymerized rosin, pentaerythritol esters of hydrogenated phenolic resin, and modified pentaerythritol esters of rosin; alpha-methyl styrene resins and their hydrogenated derivatives, and low molecular weight polylactic acid. Other useful tackifiers are those disclosed in U.S. Patent No. 6,355,317, the entire contents of which are incorporated by reference.

[00109] Representative non-limiting examples of tackifier-specific resins that may be used herein include partially hydrogenated cycloaliphatic petroleum hydrocarbon resins available under the EASTOTACT™ series of tradenames such as EASTOTACT™ H-100, H-115, H-130, and H-142 in grades E, R, L, and W, which have varying levels of hydrogenation from at least hydrogenated (E) to most hydrogenated (W) (Eastman Chemical Company); the ESCOREZ™ series of tradenames such as ESCOREZ 5300 and ESCOREZ 5400 (Exxon Chemical Company), and the tradename HERCOLITE™ 2100 (Hercules); partially hydrogenated aromatic hydrocarbon-modified petroleum resins available under the tradename ESCOREZ™ 5600 (Exxon Chemical Company); aliphatic-aromatic petroleum hydrocarbon resins available under the trade designation WINGTACK EXTRA (Goodyear Chemical Company); styrene terpene resins made from d-limonene available under the trade designations ZONATACT™ 105 LITE (Arizona Chemical Company); hydrogenated aromatic hydrocarbon resins available under the trade designation REGAL-REZ™ 1094 (Hercules); and alpha-methyl styrene resins available under the trade designations KRISTALEX™ 3070, 3085, and 3100 (Hercules).

[00110] In one embodiment of the present invention, the moisture curable resin composition comprises 50 weight percent to 90 weight percent component (a), a moisture curable polymer having at least one hydrolyzable group, from 10 weight percent to 50 weight percent component (b), a reactive modifier having the general formula (1) or (2) as set forth above, and from 0.1 weight percent to 3 weight percent component (c), a catalyst for catalyzing the reaction between components (a) and (b) under curing conditions, all weight percentages based on the total weight of components (a), (b), and (c), where G1 is a divalent or polyvalent cyclic hydrocarbon containing 6 to 10 carbon atoms; G2 is a linear monovalent or divalent hydrocarbon containing 6 to 12 carbon atoms; each occurrence of R1 and R7 is independently an alkylene group of 1 to 6 carbon atoms; each occurrence of R2, R3, R4, R5, R9, and R10 is independently an alkyl group of 1 to 4 carbon atoms; R8 is hydrogen; each occurrence of A1 is independently oxygen (-O-) or -NR8; each occurrence of A2 is independently oxygen (-O-) or -NR8; a is 0 or 1; b is 2 or 3; c is 0 or 1; d is 1 or 2; e is 1; and f is 2.

[00111] In another embodiment of the present invention, the moisture curable resin composition comprises moisture from 60 weight percent to 80 weight percent of component (a), a moisture curable polymer having at least one hydrolyzable group, from 20 weight percent to 40 weight percent of component (b), a reactive modifier having a general formula (1) or formula (2) as set forth above, and from 0.5 weight percent to 2 weight percent of component (c), a catalyst for catalyzing the reaction between components (a) and (b) under curing conditions, all weight percentages based on the total weight of components (a), (b), and (c), where G1 is a divalent hydrocarbon derivable or polyvalent cyclic from cyclohexane, cyclooctane, and cyclodecane; G2 is a linear monovalent or divalent hydrocarbon derivable from pentane, hexane, octane, decane, or dodecane; each occurrence of R1 and R7 is independently ethylene, methylene, or propylene; each occurrence of R2, R3, R4, R5, R9, and R10 is independently methyl or ethyl; R8 is hydrogen; each occurrence of A1 is independently oxygen (-O-) or -NR8; each occurrence of A2 is independently oxygen (-O-) or -NR8; a is 0; b is 3; c is 0; d is 1; e is 1; and f is 2.

[00112] In yet another embodiment of the present invention, the moisture curable resin composition comprises 60 weight percent to 80 weight percent of component (a), a moisture curable polymer having at least one hydrolyzable group, from 20 weight percent to 40 weight percent of component (b), a reactive modifier (b) having the general formula (1) or formula (2) as set forth above, and from 0.5 weight percent to 2 weight percent of component (c), a catalyst for catalyzing the reaction between components (a) and (b) under curing conditions, all weight percentages based on the total weight of components (a), (b) and (c), wherein G1 is a divalent or polyvalent cyclic hydrocarbon derivatized from cyclohexane, cyclooctane and cyclodecane; G2 is a linear monovalent or divalent hydrocarbon derivable from pentane, hexane, octane, decane, or dodecane; each occurrence of R1 and R7 is independently ethylene, methylene, or propylene; each occurrence of R2, R3, R4, R5, R9, and R10 is independently methyl or ethyl; R8 is hydrogen; each occurrence of A1 is independently oxygen (-O-); a is 0 or 1; b is 2 or 3; c is 0 or 1; d is 1 or 2; e is 0; and f is 2.

[00113] In still another embodiment of the present invention, the moisture curable resin composition comprises from 1 weight percent to 25 weight percent of component (a), a moisture curable polymer having at least one hydrolyzable group, from 0.5 weight percent to 10 weight percent of component (b), a reactive modifier (b) having the general formula (1) or formula (2) as set forth above, 0.05 to 2 weight percent of a catalyst (c), from 25 weight percent to 80 weight percent of a thermoplastic polymer, and from 25 weight percent to 75 weight percent of an adhesive, all weight percentages based on the total weight of components (a), (b), the thermoplastic polymer, and the adhesive.

[00114] The moisture curable resin composition of the invention may have a viscosity of less than 25,000 cP, specifically from a range of 500 cP to 20,000 cP, and more specifically from 2,000 to 15,000 cP without the use of volatile organic solvents or using less than 25 weight percent volatile organic solvents, based on the total weight of components (a), (b), and (c), such as 1 to 10 weight percent volatile organic solvents, based on the total weight of components (a), (b), and (c).

[00115] In another aspect, the present invention also relates to curable compositions produced from the foregoing mention of moisture-curable resin and sealant compositions, including hotmelt sealants, primers, adhesives, including hotmelt adhesives, and coatings containing such cured compositions. Illustratively, cured compositions include hotmelt compositions. The term "hotmelt composition," as used herein, is a material that is solid at room temperature and melts upon heating for application to a substrate and resolidifies upon cooling to form a solid bond between the solid material and the substrate. Hotmelt compositions include, but are not limited to, hotmelt sealants and hotmelt adhesives. The cured composition of the invention can be produced by contacting a moisture-curable composition with water, said moisture-curable composition comprising:

[00116](a) a moisture curable polymer having at least one hydrolyzable silyl group;

[00117](b) a reactive modifier of the general formula (1) or of the formula (2): G1[-R1SiR2a(OR3)3-a]b (Formula 1); and G2[-SiR4c(OR5)3-c]d (Formula 2) characterized by:

[00118]G1 is selected from the group consisting of a divalent or polyvalent cyclic hydrocarbon group containing 5 to 16 carbon atoms, a divalent or polyvalent cyclic heterocarbon group containing 3 to 16 carbon atoms in which the heteroatom is selected from the group consisting of oxygen, silicon and sulfur, and a divalent or polyvalent cyclic silicone group containing 3 to 8 silicon atoms and 3 to 8 oxygen atoms;

[00119]G2 is selected from the group consisting of a monovalent or divalent linear hydrocarbon group containing 3 to 16 carbon atoms, and a monovalent or divalent linear heterocarbon containing 3 to 16 carbon atoms in which heteroatoms are selected from the group consisting of oxygen, silicon and sulfur;

[00120] each occurrence of R1 is independently selected from the group consisting of a covalent bond between the silicon atom and G1, a divalent hydrocarbon group containing from 1 to 18 carbon atoms, and optionally the divalent hydrocarbon group having at least one heteroatom selected from the group consisting of silicon, oxygen, and sulfur;

[00121]each occurrence of R2 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[00122] each occurrence of R3 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[00123] each occurrence of R4 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[00124] each occurrence of R5 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms;

[00125]each occurrence of a, b, c, and d is independently an integer characterized by 0 to 2; b is 2 to 6; c is 0 to 2; and d is 1 or 2, with the exceptions that, (i) when R1 is a chemical bond, then the silicon atom is covalently bonded to a carbon atom of G1; (ii) when R1 contains a heteroatom, the silicon atom is bonded to a carbon atom of R1; (iii) when G2 contains a heteroatom, the terminal atoms of G2 are carbon atoms; and (iv) when the silicon atom is bonded to G2, the silicon atom is covalently bonded to a terminal carbon of G2 and

[00126] (c) a catalyst for catalyzing the reaction between the moisture-curable polymer (a) and reactive modifier (b) under moisture-curing conditions. As used herein, "water" means atmospheric moisture, steam, liquid water, ice, or water mixed with other organic compounds, such as organic solvents, and preferably atmospheric moisture. The effective portion of water is an amount sufficient to react with the hydrolyzable silyl groups and effect curing of the composition. Cured compositions of the invention advantageously have a Young's modulus of greater than 1.50 MPa, preferably 2.00 MPa to 15 MPa, and more preferably 3.00 MPa to 10 MPa, while maintaining a % elongation at rest of at least 75 percent, and preferably 90 percent to 50 percent.

[00127]The following examples serve to illustrate, but in no way limit, the scope of the present invention. All parts and percentages are by weight and all temperatures are in degrees Celsius unless expressly indicated otherwise.

EXAMPLES

[00128]The chemical names of the reactive modifiers according to the present invention and the chemical names of compounds used in the comparative compositions are given in Table 1.Table 1Chemical name of reactive modifiers

Example 1 Preparation of 1,2,4-tris-[2-(trimethoxysilanyl)-ethyl]-cyclohexane, component 1

[00129]To a 500 ml round-bottom flask equipped with an addition funnel, thermometer, condenser, and a magnetic stirrer were charged 1,2,4-trivinylcyclohexane (50 grams, 0.31 mol, from Acros Organics) and platinum catalyst (10 ppm H2PtCl6 solution from Sigma-Aldrich). The mixture was heated to 90°C, and dry air was bubbled into the reaction mixture. Trimethoxysilane (124 grams, 1.02 mol, from Momentive) was added to the flask using an addition funnel over a period of 70 minutes at a rate such as to maintain the reaction temperature at approximately 90°C. The reaction was recatalyzed with platinum catalysts (10 ppm platinum divinyltetramethyldisiloxane complex, containing 1.9% Pt, catalyst from Karstedt, see US 377452) and promoted with spray drying in air. The reaction was monitored using gas chromatography. After the reaction was complete, excess trimethoxysilane was removed by vacuum distillation. The final product is a clear yellow liquid.

Example 2: Preparation of 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-2-vinyl-cyclohexane, component 2

[00130]To a 5-liter round-bottom flask equipped with an addition funnel, thermocouple, condenser, and a magnetic stirrer were charged trivinylcyclohexane (1390 grams, 8.6 moles) and platinum catalyst (25 ppm platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in Aldrich's xylenes). The mixture was heated to 110°C, and then trimethoxysilane (836 grams, 6.9 moles) was added dropwise while spraying dry air through the flask. To minimize trishydrosylation, more than one molar equivalent of trivinylcyclohexane was used relative to trimethoxysilane. The reaction was exothermic during the addition. The temperature was maintained at approximately 110°C by blowing cool air along the side of the flask. After the addition, the reaction temperature was then maintained at approximately 110 °C for several more hours. The reaction was monitored using gas chromatography. An inhibitor, 1,3,5-trimethyl-2,4,6-(3,5-di-tert-butyl-4-hydroxybenzyl)benzene, was added to the flask. The products were vacuum distilled at a pressure below 1 torr to separate the desired product from other impurities. The 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-2-vinyl-cyclohexane was collected at temperatures of 125 °C to 173 °C.

Example 3: Preparation of 1,4-bis-[2-(triethoxysilanyl)-ethyl]-2-vinyl-cyclohexane, component 3

[00131]To a 5 liter round bottom flask equipped with an addition funnel, thermocouple, condenser, and magnetic stirrer were charged 1,2,4-trivinylcyclohexane (1390 g rams, 8.6 moles) and platinum catalyst (25 ppm platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylenes from Aldrich). The mixture was heated to 110°C, and triethoxysilane (1132 grams, 6.9 moles, from Momentive Performance Materials, Inc.) was added dropwise while spraying dry air through the flask. The reaction was exothermic during the addition. The reaction temperature was maintained at approximately 110°C with a stream of cool air along the side of the flask. After addition, the reaction was stirred an additional few hours at 110 °C. The reaction was monitored using gas chromatography. The products were vacuum distilled at a pressure below 1 torr to separate the dihydrolyzed products, 1,4-bis-[2-(triethoxysilanyl)-ethyl]-2-vinyl-cyclohexane, and its stereoisomers from the unreacted trivinylcylcohexane monohydrolyzed product.

Example 4 Preparation of component 4 1-(2-{2,5-bis-[2-(trimethoxysilanyl)-ethyl]-cyclohexyl}-ethyl)-3-(2-{2,4-bis-[2-(trimethoxysilanyl)-ethyl]-cyclohexyl}-ethyl)-1,1,3,3-tetramethyl-disiloxane

[00132]To a 3 liter round bottom flask equipped with an addition funnel, Friedrich condenser, thermocouple, stir bar, and a nitrogen line were charged 1,4-bis-[2-(triethoxysilanyl)-ethyl]-2-vinylcyclohexane (1072 grams, 2.9 moles, from Example 2) and platinum catalysts (1.27 grams, 100 ppm Pt, from a 3 wt % solution of platinum(0)-1,3-divinyl-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylenes). When the reaction mixture was heated to 112°C, 1,1,3,3-tetramethyldisiloxane (194 grams, 1.45 moles, from Gelest Inc.) was added at a rate to maintain the reaction temperature between 112°C and 119°C. The mixture was recatalyzed with platinum catalysts (200 ppm Pt), and dry air was intermittently bubbled into the reaction mixture. All unreacted components were removed, and the high-molecular-weight product was purified by Kugel vacuum distillation.

Example 5 Preparation of 2,5-bis-[2-(trimethoxysilanyl)-ethyl]-bicyclo[2.2.1]heptane, component 5

[00133]To a three-necked, 3-liter round-bottom flask equipped with a magnetic stir bar, Friedrich condenser, thermocouple, addition funnel, and a nitrogen line were charged 5-vinyl-2-norbornene (544 grams, 4.53 moles, from Sigma-Aldrich) and platinum catalyst (18.4 grams, 250 ppm Pt, 3 wt % solution of (0-platinum)-1,3-divinyl-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylenes). The mixture was heated to 80°C, and trichlorosilane (1,227.3 grams, 9.05 moles, from Sigma-Aldrich) was added over eight hours using an addition funnel. The reaction temperature was maintained between 78°C and 140°C. An additional amount of platinum catalyst (250 ppm Pt) was added to keep the reaction hydrolyzed. The product mixing ratio was approximately 1:1 weight percent mono- and bis-silylated vinyl norbornene.

[00134]The mixture was then charged into a 5 liter round bottom flask, which was equipped with a 6-inch Vigaraux column, distillation head, said funnel, magnetic stir bar, and thermocouple. A large excess of trimethylorthoformate and methanol (1:4 molar ratio) was added to the vinyl chlorosilylated norbornene mixture using an addition funnel at 65°C under reduced vacuum (160 mmHg). The hydrogen chloride formed during the reaction was removed, and methanol trimethylformate from the mixture was added until the chloride content was below 0.5 weight percent by titration. The mono- and bis-trimethoxysilylated vinyl norobornene constituents were isolated by vacuum distillation at 88 °C and 3 mmHg and 133 °C and 155 °C at 2 mmHg, respectively. Example 6 Preparation of 1-(2-{6-[2-(trimethoxysilanyl)-ethyl]-bicyclo[2.2.1]hept-2-yl}-ethyl)-3-(2-{5-[2-(trimethoxysilanyl)-ethyl]-bicyclo[2.2.1]hept-2-yl}-ethyl)-1,1,3,3-tetramethyl-disiloxane, component 6 To a three-necked, 3-liter round-bottom flask equipped with a magnetic stir bar, Friedrich condenser, said funnel, thermocouple, and a nitrogen line were charged (2-bicyclo[2.2.1] English:hept-5-en-2-yl-ethyl)-trimethoxy-silane (600 grams, 2.71 mole, the 2 comparatives as described below) and platinum catalyst (1.13 grams, 100 ppm Pt, from a 3 wt % solution of platinum(0)-1,3-divinyl-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylenes). While the reaction flask was being heated, tetramethyldisiloxane (173 grams, 1.29 moles) was added using an addition funnel. Addition was initiated when the reaction temperature reached 108 °C. The reaction temperature was maintained between 108 °C and 114 °C. An additional platinum catalyst (40 ppm Pt) was added recatalyzing the mixture. All unreacted components were removed by vacuum distillation at over 105 °C and 4 mmHg pressure. The high molecular weight product was further purified using a Kugel distillation.

Example 7 Preparation of 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-benzene component, 7

[00135]To a three-necked, 2-liter round-bottom flask equipped with a magnetic stir bar, Friedrich condenser, said funnel, thermocouple, and a nitrogen line were charged with divinylbenzene (400 grams, 3.07 moles, PCI technical grade) and platinum (3.28 grams, 100 ppm Pt, platinum(0)-1,3-divinyl-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylenes) catalyst. The mixture was heated to 74°C at which time said trichlorosilane (745 grams, 5.5 moles) was started. The addition took approximately 90 minutes. The temperature of the reaction mixture was maintained between 74°C and 107°C. All low-boiling components were removed by vacuum after the reaction was complete.

[00136]To a three-necked, 3-liter round-bottom flask equipped with a 6-inch Vigaraux distillation head, Claisen adapter, thermocouple, magnetic stirrer, and said funnel was charged 1,4-bis-[2-(trichlorosilanyl)-ethyl]-benzene (724 grams, 1.8 moles). The silane was heated to 60°C. 9498 ethanol, 10.8 moles was added dropwise under a vacuum of 60 mmHg, followed by the addition of sodium ethoxide (2.5 grams) in ethanol (1618 grams, 35 moles). Excess ethanol was removed by distillation at a temperature of 99°C and 1 mmHg. The residual material was further purified using a Kugel distillation.

Example 8 Preparation of 2,4,6,8-tetrakis-[2-(trimethoxysilanyl)-ethyl]-2,4,6,8-tetramethyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane, component 9

[00137]Vinyltrimethoxysilane (203 grams, 1.37 mol from Momentive Performance Materials, Inc.) was charged into a 500 mL round-bottom flask equipped with a heating mantle, temperature controller, addition funnel, and a magnetic stirrer. Platinum catalysts (platinum(0)-1,3-divinyl-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylenes, 10 ppm Pt) was added to the reactor. The reaction was heated to 80°C and then 1,3,5,7-tetramethylcyclotetrasiloxane (75 grams, 0.31 mol from Gelest) was added dropwise over 30 minutes. The temperature was maintained by a water bath and did not exceed 105°C. After the addition, the reactor temperature was maintained at 80°C for 16 hours. The product was transferred to a single neck flask and stripped using a rotary evaporator for 1.5 hours at 7 torr and 100°C. The resulting liquid exhibited a viscosity of 46.8 Cst and was clear and nearly colorless.

Example 9 Preparation of 2,4,6-tris-[2-(triethoxysilanyl)-ethyl]-2,4,6-trimethyl-trioxatrisilinane[1,3,5,2,4,6] component, 10

[00138] 1,3,5-Trivinyltrimethylcyclotrisiloxane (100 grams, 0.39 mol from Momentive Performance Materials, Inc.) was charged into a 500 mL round-bottom flask equipped with a heating mantle, temperature controller, addition funnel, and a magnetic stirrer. Platinum catalyst (platinum(0)-1,3-divinyl-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylenes, 15 ppm Pt) was added and the mixture was heated to 80°C. Triethoxysilane (198 grams, 1.21 mol from Momentive Performance Materials, Inc.) was added dropwise over 2 hours using an addition funnel. After completion of the triethoxysilane addition, the reactor temperature was maintained at 80°C for 48 hours. The reaction was monitored periodically using gas chromatography. The product was transferred to 1 single tube from the neck of the flask and stripped using a rotary evaporator at 1.2 torr and 75°C for 1.5 hours. The resulting product was clear and nearly colorless.

Example 10 Preparation of comparative (2-bicyclo[2.2.1]hept-5-en-2-yl-ethyl)-trimethoxy-silane, component 2

[00139]To a 5 liter round bottom flask equipped with an addition funnel, Friedrich condenser, thermocouple, stir bar, and nitrogen line, were charged 5-vinyl-2-norbornene (1500 grams, 12.48 moles, from Sigma-Aldrich), platinum catalyst (4.5 grams of a 3 wt % solution of platinum(0)-1,3-divinyl-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex in xylenes), and aniline (2.87 grams, 0.031 moles). The mixture was gently heated to 100°C, and then trimethoxysilane (1372.5 grams, 11.23 moles from Momentive Performance Materials, Inc.) was incrementally charged to the flask. The reaction temperature was maintained by controlling the addition and heating rate. The reaction mixture temperature was maintained at a distance of 63 °C from 118 °C. The mixture was recatalyzed with an additional 1.3 grams of Pt complex, and house air was intermittently bubbled into the reaction mixture using a small-gauge stainless steel needle inserted through a rubber septum. After the trimethoxysilane had been consumed, the mixture was purified by vacuum distillation. The monotrimethoxysilylated product was isolated at 93 °C and 3 mmHg, leaving behind the bistrimethoxysilylated constituent.

Example 11 Preparation of trimethoxysilyl terminated polyurethane polymer, moisture curable polymer (a)

[00140]To a four neck reaction was charged polypropylene glycol (1000 grams, 0.125 mol, average molecular weight 8000 grams per mol from Bayer under the trade name Acclaim™ 8200 diol). The polyol was stirred and sparged with nitrogen gas at 60°C for 16 hours. The polyol temperature was cooled to 45°C and then isophorone diisocyanate (14.01 grams, 0.063 mol from Bayer) and tin catalyst (dibutyltin dilaurate, 7.5 ppm Sn, from Chemtura under the trade name Fomrez™ SUL-4) were added. After the isotherm ceased the reaction mixture was heated to 75°C and maintained at this temperature with stirring and under a blanket of nitrogen gas. The isocyanate content was checked every half hour using an n-butylamine titration method. When the isocyanate content was no longer detectable, 3-isocyanatopropyltrimethoxysilane (29.09 grams, 0.126 mol from Momentive Performance Materials, Inc.) was added, and the reaction mixture was stirred at 75°C until the isocyanate content was no longer detectable. The viscosity was approximately 40,000 cP at room temperature.

Examples 12 to 23 and comparative examples 1 to 9 Preparation of moisture-curable resin compositions, curing and mechanical properties of the cured compositions

[00141] A series of 21 compositions were prepared by mixing the trimethoxysilyl-terminated polyurethane polymer, moisture-curable polymer of Example 11 (80 grams), tin, catalyst (0.8 grams of 11A Fomrex™ UL from Momentive Performance Materials, Inc.), and one of the modified reactive components 1 through 12 or comparative components 1 through 9 (20 grams). Each mixture was stirred with a Speed MixerDAC 400 for 30 seconds at 17,000 revolutions per minute (rpm). The mixture was a clear liquid with low viscosity. The mixture was then cast to a film and cured in a humidity chamber at 50% relative humidity and 35°C for 10 days.

[00142] After curing, the mechanical properties of moisture-curable resin compositions containing trimethoxysilyl-terminated polymer (a), polyurethane of Example 11, UL Fomrex™ 11A catalyst (c), and one of the reactive modifiers (b), components 1 through 12, or comparative components 1 through 9, were tested in accordance with ASTMC661 and D412. All results are listed in Table 2. Table 2 Mechanical Properties of Moisture-Curable Resin Compositions Example Component Reactive Modifier Used in Moisture-Curable Resin Composition

[00143] From Table 2, it is seen that employing 20 weight percent of reactive modifiers (b) of the present invention in a moisture-curable composition containing polymer (a) and catalyst (c) significantly increases the tensile strength and modulus of moisture-curable resin compositions. Compared to a product made from a polyurethane composition containing only silylate and catalyst, Comparative Example 8, the moisture-curable resin compositions in Examples 12 to 24 containing moisture-curable polymer (a), a reactive modifier (b), and catalyst (c) according to the present invention gain modulus and tensile strength by a factor of five times or more.

[00144] Another advantage of using the reactive modifiers according to the present invention is viscosity control. Results in Table 2 demonstrate that products obtained from moisture-curable resin compositions, Examples 12 to 24, have much lower viscosity than resin made from the composition that does not include any reactive modifiers (Comparative Example 8). This advantage is favorable for many adhesive applications.

[00145]The results also demonstrate that, in order to gain reinforcement, reactive modifiers must have at least two silane groups hydrosylated to a polyvalent cyclic hydrocarbon or heterocarbon group. For example, Comparison Compound 1 contains a cyclohexane nucleus, which is similar to the nuclei of reactive modifiers 1 through 4. However, unlike reactive modifiers 1 through 4, Comparison Compound 1 contains only one silyl group. The results in Table 2 indicate that when a comparison compound is included in the moisture-curable resin composition, the cured products do not have any improvements in mechanical properties over the control in the comparative examples. 8 Conversely, the results show when reactive modifiers 1 through 4 each contain two or three silane groups, which are included in the moisture-curable compositions, the cured products have significant improvements in tensile strength, modulus, and hardness, with elongation approaching 100%. The same results can be observed when comparing reactive modifiers 5 and 6 with comparison compound 2.

[00146]Next, the relationship between the mechanical properties of the cured products and the crosslinking density of the curable composition is studied and the results are presented in Table 3. In Table 3, the equivalent weight of the Si(OCH3)3 group in the curable compositions are calculated to represent the crosslinking density of the resins obtained after curing.

[00147]The results show that an increase in crosslink density may or may not affect the modulus of the cured resins. According to Table 3, Comparative 2 composition has a relatively low crosslink density. After curing, this composition exhibits no improvement in all mechanical properties. However, Example compositions 17, 19, 20, and 21, each of which has a similar low crosslink density as Comparative Composition 2, all exhibit improvements in tensile strength upon cure. Table 3. Mechanical properties of moisture-curable resin compositions of different weight percent equivalent trimethoxysilyl groups

Example 22 Preparation of moisture curable resin composition, curing and mechanical properties of the cured composition

[00148] Into Speed MixerDAC 400 were charged 1-(trimethoxysilanyl)-3-[3-(trimethoxysilanyl)-propyldisulfanyl]propane (25 grams, obtained from Momentive Performance Materials under the trade name Silquest™ -1589 silane), polymer-terminated trimethoxysilyl polyurethane, moisture-curable polymer (a) of Example 11 (75 grams), dibutyltin dioxide (1 gram, obtained from Momentive Performance Materials, Inc. under the trade name Fomrez™ 11A), and bis(2-dimethylaminoethyl)ether (0.5 grams, obtained from Momentive Performance Materials, Inc. under the trade name Niax™ catalyst A-501). The mixture was stirred for 30 seconds at 17,000 rpm to provide a clear liquid. A film was prepared and cured in a humidity chamber at 50% relative humidity and 25°C for 10 days. The cured film was tested in accordance with ASTM C 661 and D412. The cured film had a tensile strength at break of 4.94 MPa (717 psi), Young's modulus of 5.03 MPa (731 psi), elongation at break % of 140, and an A strength of 48.

Examples 23 to 34 and Comparative Examples 10 to 20

[00149] A series of compositions were prepared by mixing the trimethoxysilyl-terminated polyurethane polymer, moisture-curable polymer (a) of Example 11, tin catalyst (Fomrex™ UL 11A from Momentive Performance Materials, Inc.), and one of the reactive modifying components 11 or 12 and comparative components 5 through 8 in various amounts of the reactive additive. The amount of reactive additive (b) is expressed as a weight percent based on the total weight of components (a), (b), and (c). The amounts of reactive additives used in the composition are presented in Table 4. Each mixture was stirred with a Speed Mixer DAC 400 for 30 seconds at 17,000 revolutions per minute (rpm). The mixture was a clear liquid with low viscosity. The mixture was then cast to a film and cured in a humidity chamber at 50% relative humidity and 25°C for 10 days.

[00150] After curing, the mechanical properties of moisture-curable resin compositions containing polymer-terminated trimethoxysilyl (a) polyurethane of Example 11, Fomrex™ UL 11A catalyst (c) and one of the reactive modifiers (b), components 11 to 13 and comparative components 5 to 8, were tested in accordance with ASTM C 661 and D412. All results are listed in Table 4. Table 4. Mechanical properties of moisture-curable resin compositions with different concentrations of reactive modifier

[00151]The results presented in Table 4 illustrate the benefit of using high loading of the reactive additive (b). Young's modulus for the moisture-curable resin composition of Example 26, which contained 40 weight percent of the reactive additive 11, was six times greater than the modulus of the moisture-curable resin composition of Comparative Example 2, which contained 10 weight percent of the additive of Comparative 8, while maintaining the equivalent % elongation.

Example 35 Preparation of moisture curable resin composition, curing and mechanical properties of the cured composition before and after aging at 120 ° C for 3 days

[00152]The moisture curable resin composition was prepared in accordance with Example 22. The composition was cured and the mechanical properties were tested in accordance with ASTM C 661 and D412. The cured resin composition samples were subjected to heating in an oven at 120°C for 3 days and the mechanical properties were determined. The cured films were tested in accordance with ASTM C 661 and D412. The mechanical properties of the cured resin composition before and after aging at 120°C for 3 days are presented in Table 5.

Example 36 Preparation of moisture curable resin composition, curing and mechanical properties of the cured composition before and after aging at 120 ° C for 3 days

[00153] Into Speed Mixer DAC 400 were charged triethoxy-octyl-silane (28.5 grams, obtained from Momentive Performance Materials under the trade name Silquest™ A-137 silane), vinyltrimethoxysilane (1.5 grams, obtained from Momentive Performance Materials under the trade name Silquest™ A-171 silane), polymer-terminated trimethoxysilyl polyurethane, a moisture-curable polymer (a) of Example 11 (70 grams), dibutyltin dioxide (1 gram, obtained from Momentive Performance Materials, Inc. under the trade name Fomrez™ 11A) and bis(2-dimethylaminoethyl) ether (0.5 grams, obtained from Momentive Performance Materials, Inc. under the trade name Niax™ catalyst A-501). The mixture was stirred for 30 seconds at 17,000 rpm to produce a clear liquid. A film was prepared and cured in a humidity chamber at 50% relative humidity and 25°C for 10 days. The cured mechanical properties of the film were tested according to ASTM C 661 and D412. The cured resin composition samples were subjected to heating in an oven at 120°C for 3 days, and the mechanical properties were determined. The cured films were tested according to ASTM C 661 and D412. The mechanical properties of the cured resin composition before and after aging at 120°C for 3 days are presented in Table 5.

Comparative example 21 Preparation of moisture curable resin composition, curing and mechanical properties of the cured composition before and after aging at 120 ° C for 3 days

[00154] In Speed Mixer DAC 400 were charged trimethoxysilyl-terminated polyurethane polymer, a moisture-curable polymer (a) with sample 11 (100 grams), and dibutyltin dioxide (1 gram, obtained from Momentive Performance Materials, Inc. under the trade name Fomrez™ 11A). The mixture was stirred for 30 seconds at 17,000 rpm to provide a clear liquid. A film was prepared and cured in a humidity chamber at 50% relative humidity and 25°C for 7 days. The cured mechanical properties of the film were tested in accordance with ASTM C 661 and D412. The cured resin composition samples were subjected to heating in an oven at 120°C for 3 days and the mechanical properties were determined. A cured film was tested in accordance with ASTM C 661 and D412. The mechanical properties of the cured resin composition before and after aging at 120 °C for 3 days are presented in Table 5. Table 5. Heat resistance of (a) moisture-curable polymers containing different reactive modifiers (b)

[00155] As shown in Table 5, the cured compositions of the present invention prepared from Examples 35 and 36 had improved heat resistance after aging at 120°C for 3 days, compared to the conventional resin composition prepared from Comparative Example 21. Without any additional thermal stabilizers, the mechanical properties of the cured resin composition of Example 35 remained essentially the same after the 120°C heat treatment. Although the cured resin composition of Example 36 showed moderate reduction after the 120°C heat treatment, the reduction in mechanical properties was much less than the conventional resin composition of Comparative Example 21.

Examples 37 Primary composition and its properties

[00156] Into a mixing vessel were charged trimethoxysilyl-terminated polyurethane polymer, a moisture-curable polymer (a) of Example 11 (80 grams), tin, catalyst (0.8 grams of Fomrex™ UL 11A from Momentive Performance Materials, Inc.), and triethoxyoctyl silane (20 grams of Silquest™ A-137 from Momentive Performance Materials). The mixture was stirred with a Speed Mixer DAC 400 for about 1 minute at 17,000 revolutions per minute (rpm). The mixture (33 grams) was diluted with glycidoxypropyltrimethoxysilane (22 grams of Silquest™ A-187 silane from Momentive Performance Materials, Inc.), trimethoxymethylsilane (44 grams of Silquest™ A-1630 silane from Momentive Performance Materials, Inc.), polyalkyleneoxide-modified polymethylsiloxane (1 gram of Silwet™ L-7500 from Momentive Performance Materials, Inc.), toluene (850 grams), and n-heptane (50 grams). The primer was brushed onto a thermoplastic olefin roofing membrane and dried overnight. Next, a bead of low-modulus build sealant based on a silylated polyurethane polymer (SPUR™ 1015 from Momentive Performance Materials, Inc.) was applied on top of the primer coat, and cured in a humidity chamber at 50% relative humidity and 25°C for 7 days. The coat strength using a specimen with a linear width of 1 inch (2.54 cm) and the failure mode were determined and are reported in Table 6.

Examples 38 Primary composition and its properties

[00157] Into a mixing vessel were charged trimethoxysilyl terminated polyurethane polymer, Example 11 moisture curable polymer (a) (80 grams), tin catalyst (0.8 grams of Fomrex™ UL 11A from Momentive Performance Materials, Inc.), and triethoxyoctylsilane (20 grams of Silquest™ A-137 from Momentive Performance Materials). The mixture was stirred with a Speed Mixer DAC 400 for about 1 minute at 17,000 revolutions per minute (rpm). The mixture (33 grams) was diluted with glycidoxypropyltrimethoxysilane (22 grams of Silquest™ A-187 silane from Momentive Performance Materials, Inc.), trimethoxymethylsilane (44 grams of Silquest™ A-1630 silane from Momentive Performance Materials, Inc.), and modified polyalkyleneoxide polymethylsiloxane (1 gram of Silwet™ L-7500 from Momentive Performance Materials, Inc.), isododecane (740 grams), and acetone (160 grams). A primer was brushed onto a thermoplastic olefin roofing membrane and dried overnight. Next, a bead of low modulus build sealant based on a silylated polyurethane polymer (SPUR™ 1015 from Momentive Performance Materials, Inc.) was applied on top of the primer coat and cured in a humidity chamber at 50% relative humidity and 25°C for 7 days. The coat strength using a specimen with a linear width of 1 inch (2.54 cm) and the failure mode were determined and are reported in Table 6.

Comparative examples 22 TPO Primer and its properties

[00158] A TPO primer from Chem Link, Inc. was brushed onto a thermoplastic olefin roofing membrane, dried overnight, and then a bead of low modulus building sealant based on a silylated polyurethane polymer (SPUR™ 1015 from Momentive Performance Materials, Inc.) was applied and cured in a humidity chamber at 50% relative humidity and 25°C for 7 days. The layer strength using a sample with a linear width of 1 inch (2.54 cm) and the failure mode were determined and are reported in Table 6. Table 6. Layer Strength and Failure Mode of Prepared Thermoplastic Olefin Membranes

Example 39 Hot melt adhesive composition of the invention

[00159] A thermoplastic polymer (42 grams of Escorene™ Polyvinylacetate UL 7710 from the Exxon Mobil Chemical Company, having a melt index of 420 grams per 10 minutes, a density of 0.941 g/cm3, a vinyl acetate content of 26.7 weight percent, and a tensile strength at break of 232 psi), an aromatic tackifier (41.8 grams of Escorez™ 2394, an aliphatic aromatic resin modified by the ExxonMobil Chemical Company, having a softening point of 9°C), an aliphatic tackifier (4.5 grams of Escorez™ 1304, an aliphatic hydrocarbon resin from the ExxonMobil Chemical Company, having a softening point of 100°C), and free radical stabilizer (0.4 grams of Irganox 1010 from Ciba Specialty Chemicals) were mixed in a hopper roller blade mix mixer for 15 to 30 minutes at a temperature of 170°C at a rotor speed of 120 revolutions per minute (rpm). The hopper was attached to a Brabender Plasticorder. When well mixed, polymer-terminated trimethoxysilyl polyurethane, moisture-curable polymer (a) with example 11 (8.0 grams) was added and mixed for 15 to 30 minutes. Trimethoxyvinylsilane (1.65 grams of Silquest™ A-171 from Momentive Performance Materials, Inc.) and free radical generating agent (0.15 grams of Triganox™ 42S from AkzoNobel Corporation) were then added and mixed for 15 to 30 minutes at 170°C and a rotor speed of 120 rpm. The physical properties of the hot melt adhesive and its adhesion to the bare aluminum substrate are presented in Table 7.

Comparative example 23 Comparative hot melt adhesive composition

[00160] A thermoplastic polymer (42 grams of Polyvinylacetate Escorene™ UL 7710 from ExxonMobil Chemical Company, having a melt index of 420 grams per 10 minutes, a density of 0.941 g/cm3, a vinyl acetate content of 26.7 weight percent, and a tensile strength at break of 232 psi), an aromatic tackifier (43.3 grams of Escorez™ 2394, an aliphatic aromatic resin modified by ExxonMobil Chemical Company, having a softening point of 9°C), an aliphatic tackifier (4.5 grams of Escorez™ 1304, an aliphatic hydrocarbon resin from ExxonMobil Chemical Company, having a softening point of 100°C), and free radical stabilizer (0.4 grams of Irganox™ 1010 from Ciba Specialty Chemicals) were prepared. mixed in a reservoir roller blade mix mixer for 15 to 30 minutes at a temperature of 170°C at a rotor speed of 120 revolutions per minute (rpm). The reservoir was attached to a Brabender Plasticorder. When well mixed, polymer-terminated trimethoxysilyl polyurethane, moisture-curable polymer (a) with example 11 (8.0 grams), and triethoxyoctylsilane (1.5 grams of Silquest™ A-137 from Momentive Performance Materials, Inc.) were added and mixed for 15 to 30 minutes. Trimethoxyvinylsilane (1.65 grams of Silquest™ A-171 from Momentive Performance Materials, Inc.) and free radical generating agent (0.15 grams of Triganox™ 42S from AkzoNobel Corporation) were then added and mixed for 15 to 30 minutes at 170°C and a rotor speed of 120 rpm. The physical properties of the hot melt adhesive and its adhesion to the bare aluminum substrate are presented in Table 7. Table 7. Physical properties and adhesion to bare aluminum of hot melt adhesives

[00161]The addition of triethoxy-octyl-silane to the formulation resulted in a 13 percent increase in maximum loading.

[00162]It will be understood that other working examples or where otherwise indicated, all expression figures in quantities of materials, and so forth, stated in the specification and claims are understood to be modified in all instances by the term "about".

[00163]It will be understood that any numerical range recited herein includes all sub-range bands and therewith any combination of the various parameters of such bands or sub-ranges.

[00164]It shall further be stated that any compound, material or substance that is expressly or implicitly disclosed in the specification and/or recited in a claim as belonging to a group of structurally, compositionally and/or functionally related compounds, materials or substances includes individual representatives of the group and all combinations thereof.

Claims (18)

1. A moisture-curable resin composition comprising: (a) a moisture-curable polymer having at least one hydrolyzable silyl group having the general formula (3): wherein: each occurrence of R 6 is a polyvalent organic polymer fragment having a number average molecular weight of 500 to 25,000 grams per mole and derived from hydroxyl-terminated polypropylene oxide having urethane functional groups, terminal ethylenic unsaturation of less than 0.02 milliequivalents per gram of polyol, and a number average molecular weight of 300 to 24,000 grams per mole; each occurrence of R 7 is independently a divalent alkylene or arylene group containing from 1 to 6 carbon atoms; each occurrence of A 1 is a divalent oxygen (-O-); each occurrence of A 2 is independently a substituted nitrogen of the structure -NR 8 -, where R 8 is hydrogen; each occurrence of X 1 is independently methoxy, ethoxy, or propoxy; each occurrence of X 2 is independently methoxy, ethoxy, or propoxy; each occurrence of X 3 is independently methyl, methoxy, ethoxy, or propoxy; and,each occurrence of subscripts e and f is independently an integer, where e is 1 and f is 2;(b) a reactive modifier of either general Formula (1) or Formula (2): G1[-R1SiR2a(OR3)3-a]b (Formula 1); andG2[-SiR4c(OR5)3-c]d (Formula 2)where:G1 is selected from the group consisting of a divalent or polyvalent cyclic hydrocarbon group containing 5 to 16 carbon atoms, a divalent or polyvalent cyclic heterocarbon group containing 3 to 16 carbon atoms, where the heteroatoms are selected from the group consisting of oxygen and silicon; and a cyclic divalent or polyvalent silicone group containing 3 to 8 silicon atoms and 3 to 8 oxygen atoms; G2 is selected from the group consisting of a linear monovalent or divalent hydrocarbon group containing 3 to 16 carbon atoms, and a linear monovalent or divalent heterocarbon containing 3 to 16 carbon atoms, wherein the heteroatoms are selected from the group consisting of oxygen and silicon; each occurrence of R1 is independently selected from the group consisting of a covalent bond between a silicon atom and G1, a divalent hydrocarbon group containing from 1 to 18 carbon atoms, and a divalent hydrocarbon group containing from 1 to 18 carbon atoms and at least one heteroatom selected from the group consisting of silicon and oxygen; each occurrence of R2 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms; each occurrence of R3 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms; each occurrence of R4 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms; each occurrence of R5 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms; each occurrence of a, b, c and d is independently an integer, where a is 0 to 2; b is 2 to 6; c is 0 to 2, and d is 1 or 2, with the conditions that,i) when R1 is a chemical bond, then the silicon atom is covalently bonded to a carbon atom of G1;ii) when R1 contains a heteroatom, the silicon atom is bonded to a carbon atom of R1;iii) when G2 contains a heteroatom, the terminal atoms of G2 are carbon atoms; andiv) when the silicon atom is bonded to G2, the silicon atom is covalently bonded to a terminal carbon of G2; and (c) a catalyst for catalyzing the reaction between moisture-curable polymer (a) and reactive modifier (b) under moisture-curing conditions, wherein catalyst (c) is a compound selected from the group consisting of organic dibutyltin, zirconium complex, aluminum chelate, titanic chelate, organic zinc, organic cobalt, organic iron, organic nickel, organobismuth, amine, and combinations thereof, wherein component (a) is present in an amount of 50 wt % to 90 wt %, based on the total weight of components (a), (b), and (c); component (b) is present in an amount of 10 wt % to 50 wt %, based on the total weight of components (a), (b), and (c); and component (c) is present in an amount of 0.1 wt % to 3 wt %, based on the total weight of components (a), (b), and (c). 2. The moisture-curable resin composition of claim 1, wherein the catalyst (c) is an organic dibutyltin. 3. The moisture-curable resin composition of claim 1, wherein the reactive modifier (b) is selected from the group consisting of 1,2,4-tris-[2-(trimethoxysilanyl)-ethyl]-cyclohexane, 1,2,4-tris-[2-(dimethoxymethylsilanyl)-ethyl]-cyclohexane, 1,2,4-tris-[2-(triethoxysilanyl)-ethyl]-cyclohexane, 1,2,4-tris-[2-(tripropoxysilanyl)-ethyl]-cyclohexane, 1,4-bis-[2-(trimethoxysilanyl)-ethyl]-2-vinyl-cyclohexane, 1,4-bis-[2-(dimethoxysilanyl)-ethyl]-cyclohexane, 1,4-bis-[2-(dimethoxysilanyl)-ethyl]-cyclohexane, 1,4-bis-[2-(dimethoxysilanyl)-ethyl]-cyclohexane, 1,4-bis-[2-(tri ... methyl-silanyl)-ethyl]-2-vinyl-cyclohexane, 1,4-bis-[2-(triethoxy-silanyl)-ethyl]-2-vinyl-cyclohexane, 1-(2-{2,5-bis-[2-(trimethoxy-silanyl)-ethyl]-cyclohexyl}-ethyl)-3-(2-{2,4-bis-[2- (trimethoxy-silanyl)-ethyl]-cyclohexyl}-ethyl)-1,1,3,3-tetramethyl-disiloxane, 1-(2-{2,5-bis-[2-(dimethoxy-methyl-silanyl)-ethyl]-cyclohexyl}-ethyl)-3-(2-{2,4-bis-[2-(dimethoxy-methyl-silanyl)-ethyl] -ciclohexil} -ethyl)-1,1,3,3-tetramethyl-dis-siloxane, 1-(2-{2,5-bis-[2-(triethoxysilanyl)-ethyl]-cyclohexyl}-ethyl)-3-(2-{2,4-bis-[2-(triethoxysilanyl)-ethyl]-cyclohexyl}-ethyl) -1,1,3,3-tetramethyl-disiloxane, 2,5-bis-[2-(trimethoxy-silanyl)-ethyl]-bicyclo[2.2.1]heptane, 2,5-bis-[2-(dimethoxy-methyl-silanyl)-ethyl]-bicyclo[2.2.1]heptane, 2,5-bis-[2-(triethoxy-silanyl) -ethyl] -bicyclo [2.2.1] heptane, 1- (2- {6- [2-(trimethoxy-silanyl)-ethyl]-bicyclo[2.2.1]hept-2-yl}-ethyl)-3-(2-{5-[2-(trimethoxy-silanyl)-ethyl]-bicyclo[2.2.1]hept-2-yl}-ethyl)-1,1,3,3-tetramethyldisiloxane, 1-(2-{6-[2- (dimethoxy-methyl-silanyl)-ethyl]-bicyclo[2.2.1]hept-2-yl}-ethyl)-3-(2-{5-[2-(dimethoxy-methyl-silanyl)-ethyl]-bicyclo[2.2.1]hept-2-yl}-ethyl)-1,1,3,3-tetramethyl-dis-siloxane, 1-(2-{6-[2- (triethoxysilanyl) -ethyl] -bicyclo [2.2.1] hept-2-yl} -ethyl) -3- (2- {5- [2- (triethoxy-silanyl) -ethyl] -bicyclo [2.2.1] hept-2-yl} -ethyl) -1,1,3,3-tetramethyl-disiloxane, 1,4-bis- [2- (trimethoxy-silanyl) -ethyl]-benzene - 1,4-bis-[2-(dimethoxy-methyl-silanyl)-ethyl]-benzene, 1,4-bis-[2-(triethoxy-silanyl)-ethyl]-benzene, 2,4,6,8-tetrakis-[2-(trimethoxy-silanyl)-ethyl]-2,4,6,8-tetramethyl-[1,3,5,7,2,4,6,8] tetroxatetrasilocan, 2,4,6,8-tetrakis-[2-(dimethoxy-methyl-silanyl)-ethyl]-2,4,6,8-tetramethyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane, 2,4,6,8-tetrakis-[2-(triethoxy-silanyl)-ethyl]-2,4,6,8-tetramethyl- [1,3,5,7,2,4,6,8] tetroxatetrasilocane, 2,4,6-tris- [2- (trimethoxy-silanyl) -ethyl] - 2,4,6-trimethyl- [1,3,5,2,4,6] trioxatrisilinane, 2,4,6-tris- [2- (dimethoxy-methyl-silanyl) -ethyl] -2,4,6-trimethyl- [1,3,5,2,4,6] trioxatrisilinane, 2,4,6-tris- [2- (triethoxy-silanyl) -ethyl] -2,4,6-trimethyl- [1,3,5,2,4,6] trioxatrisilane, trimethoxy-pentyl-silane, dimethoxy-methyl-pentyl-silane, triethoxy-hexyl-silane, trimethoxy-hexyl-silane, dimethoxy-methyl-hexyl-silane, trimethoxy-octyl-silane, dimethoxy-methyl-octyl-silane, triethoxy-octyl-silane, trimethoxy-hexadecyl-silane, dimethoxy-methyl-hexadecyl-silane, tri-ethoxy-hexadecyl-silane, 1,6-bis-(trimethoxy-silanyl)-hexane, 1,6-bis-(dimethoxy-methyl-silanyl) -he-xane, 1,6-bis-(triethoxy-silanyl)-hexane, 1,8-bis-(trimethoxy-silanyl)-octane, 1,8-bis-(dimethoxy-methyl-silanyl)-octane, 1,8-bis-(triethoxy-silanyl)-octane, 1-[2-(trimethoxy-silanyl)-ethyl]-3- [3-(tri-methoxy-silanyl)-propyl]-1,1,3,3-tetramethyl-disiloxane, 1-[2-(dimethoxy-methyl-silanyl)-ethyl]-3-[3-(dimethoxy-methyl-silanyl)-propyl]-1,1,3,3-tetramethyl-disiloxane, 1-[2-(triethoxy-silanyl)-ethyl]-3-[ 3- (triethoxy-silanyl) -propyl]-1,1,3,3-tetramethyl-disiloxane and combinations thereof. 4. The moisture-curable resin composition of claim 3, wherein the reactive modifier (b) is selected from the group consisting of 1,2,4-tris-[2-(triethoxysilanyl)-ethyl]-cyclohexane, 2,4,6,8-tetrakis-[2-(triethoxysilanyl)-ethyl]-2,4,6,8-tetramethyl-[1,3,5,7,2,4,6,8]tetroxatetrasilocane, triethoxy-octyl-silane, and combinations thereof. 5. The moisture-curable resin composition of claim 1 wherein G1 is a divalent or polyvalent cyclic hydrocarbon containing from 6 to 10 carbon atoms; G2 is a linear monovalent or divalent hydrocarbon containing from 6 to 12 carbon atoms; each occurrence of R1 and R7 is independently an alkylene group of 1 to 6 carbon atoms; each occurrence of R2, R3, R4, R5, R9, and R10 is independently an alkyl group of 1 to 4 carbon atoms; a is 0 or 1; b is 2 or 3; c is 0 or 1; d is 1 or 2. 6. The moisture-curable resin composition of claim 1 wherein component (a) is present in an amount of 60 weight percent to 80 weight percent based on the total weight of components (a), (b), and (c); component (b) is present in an amount of 20 weight percent to 40 weight percent based on the total weight of components (a), (b), and (c); and component (c) is present in an amount of 0.5 weight percent to 2 weight percent based on the total weight of components (a), (b), and (c), and wherein G1 is a cyclic divalent or polyvalent hydrocarbon derivable from cyclohexane, cyclooctane, and cyclodecane; G2 is a linear monovalent or divalent hydrocarbon derivable from pentane, hexane, octane, decane, or dodecane; each occurrence of R1 and R7 is independently methylene, ethylene, or propylene; each occurrence of R2, R3, R4, R5, R9, and R10 is independently methyl or ethyl; a is 0; b is 3; c is 0; d is 1. 7. The moisture-curable resin composition of claim 1 wherein component (a) is present in an amount of 60 weight percent to 80 weight percent based on the total weight of components (a), (b), and (c); component (b) is present in an amount of 20 weight percent to 40 weight percent based on the total weight of components (a), (b), and (c); and component (c) is present in an amount of 0.5 weight percent to 2 weight percent based on the total weight of components (a), (b), and (c), and wherein G1 is a cyclic divalent or polyvalent hydrocarbon derivable from cyclohexane, cyclooctane, and cyclodecane; G2 is a linear monovalent or divalent hydrocarbon derivable from pentane, hexane, octane, decane, and dodecane; each occurrence of R1 and R7 is independently methylene, ethylene, or propylene; each occurrence of R2, R3, R4, R5, R9, and R10 is methyl or ethyl; a is 0 or 1; b is 2 or 3; c is 0 or 1; d is 1 or 2. 8. Moisture curable resin composition according to claim 1, CHARACTERIZED by the fact that the reactive modifier (b) has the general formula (1): G1[-R1SiR2a(OR3)3-a]b (Formula 1) in which: G1 is selected from the group consisting of a cyclic divalent or polyvalent hydrocarbon group containing 5 to 16 carbon atoms, a cyclic divalent or polyvalent heterocarbon group containing 3 to 16 carbon atoms, in which the heteroatoms are selected from the group consisting of oxygen and silicon; and a divalent or polyvalent cyclic silicone group containing 3 to 8 silicon atoms and 3 to 8 oxygen atoms; each occurrence of R 1 is independently selected from the group consisting of a covalent bond between a silicon atom and G 1, a divalent hydrocarbon group containing from 1 to 18 carbon atoms, and a divalent hydrocarbon group containing from 1 to 18 carbon atoms and at least one heteroatom selected from the group consisting of silicon and oxygen; each occurrence of R 2 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms; each occurrence of R 3 is a monovalent hydrocarbon containing from 1 to 12 carbon atoms; each occurrence of a and b is independently an integer, where a is 0 to 2; b is 2 to 6, with the conditions that, (i) when R1 is a chemical bond, then the silicon atom is covalently bonded to a carbon atom of R1, (ii) when R1 contains a heteroatom, the silicon atom is bonded to a carbon atom of R1. 9. The moisture-curable resin composition of claim 1 wherein the reactive modifier (b) has the general formula (2): G2[-SiR4c(OR5)3-c]d (Formula 2) wherein: G2 is selected from the group consisting of a linear monovalent or divalent hydrocarbon group containing 3 to 16 carbon atoms; and a linear monovalent or divalent heterocarbon containing 3 to 16 carbon atoms, wherein the heteroatoms are selected from the group consisting of oxygen and silicon; each occurrence of R4 is a monovalent hydrocarbon containing 1 to 12 carbon atoms; each occurrence of R5 is a monovalent hydrocarbon containing 1 to 12 carbon atoms; each occurrence of c and d is independently an integer, wherein c is 0 to 2; and d is either 1 or 2, with the conditions that, (iii) when G2 contains a heteroatom, the terminal atoms of G2 are carbon atoms; and (iv) when the silicon atom is bonded to G2, the silicon atom is covalently bonded to a terminal carbon of G2. 10. The moisture curable resin composition of claim 1 further containing a thermoplastic polymer and a tackifier, wherein component (a) is present in an amount of 1% to 25%, component (b) is present in an amount of 0.5% to 10%, component (c) is present in an amount of 0.5% to 2%, the thermoplastic polymer is present in an amount of 25% to 80%, and the tackifier is present in an amount of 25% to 75%, all percentages being weight percentages based on the total weight of components (a), (b), (c), the thermoplastic polymer, and the tackifier. 11. Cured composition CHARACTERIZED by the fact that it is produced by contacting a moisture curable composition with water, said moisture curable composition comprising: (a) a moisture curable polymer having at least one hydrolyzable silyl group having the general formula (3): wherein: each occurrence of R 6 is a polyvalent organic polymer fragment having a number-average molecular weight of 500 to 25,000 grams per mole and derived from hydroxyl-terminated polypropylene oxide having urethane functional groups, terminal ethylenic unsaturation of less than 0.02 milliequivalents per gram of polyol, and a number-average molecular weight of 300 to 24,000 grams per mole; each occurrence of R 7 is independently a divalent alkylene or arylene group containing 1 to 6 carbon atoms; each occurrence of A 1 is a divalent oxygen (-O); each occurrence of A 2 is independently a substituted nitrogen of the structure -NR 8 -, where R 8 is hydrogen; each occurrence of X 1 is independently methoxy, ethoxy, or propoxy; each occurrence of X 2 is independently methoxy, ethoxy, or propoxy; each occurrence of X 3 is independently methyl, methoxy, ethoxy, or propoxy; and each occurrence of subscripts e and f is independently an integer, where e is 1 and f is 2;(b) a reactive modifier of either general Formula (1) or Formula (2): G1[-R1SiR2a(OR3)3-a]b (Formula 1); andG2[-SiR4c(OR5)3-c]d (Formula 2)where:G1 is selected from the group consisting of a divalent or polyvalent cyclic hydrocarbon group containing 5 to 16 carbon atoms, a divalent or polyvalent cyclic heterocarbon group containing 3 to 16 carbon atoms, where the heteroatoms are selected from the group consisting of oxygen and silicon; and a cyclic divalent or polyvalent silicone group containing 3 to 8 silicon atoms and 3 to 8 oxygen atoms; G2 is selected from the group consisting of a linear monovalent or divalent hydrocarbon group containing 3 to 16 carbon atoms and a linear monovalent or divalent heterocarbon group containing 3 to 16 carbon atoms, wherein the heteroatoms are selected from the group consisting of oxygen and silicon; each occurrence of R1 is independently selected from the group consisting of a covalent bond between a silicon atom and G1, a divalent hydrocarbon group containing 1 to 18 carbon atoms, and at least one heteroatom selected from the group consisting of oxygen and silicon; each occurrence of R2 is a monovalent hydrocarbon containing 1 to 12 carbon atoms; each occurrence of R3 is a monovalent hydrocarbon containing 1 to 12 carbon atoms; each occurrence of R4 is a monovalent hydrocarbon containing 1 to 12 carbon atoms;each occurrence of R5 is a monovalent hydrocarbon containing 1 to 12 carbon atoms;each occurrence of a, b, c and d is independently an integer, where a is 0 to 2; b is 2 to 6; c is 0 to 2, and d is 1 or 2, with the conditions that,(i) when R1 is a chemical bond, then the silicon atom is covalently bonded to a carbon atom of G1;(ii) when R1 contains a heteroatom, the silicon atom is bonded to a carbon atom of R1;(iii) when G2 contains a heteroatom, the terminal atoms of G2 are carbon atoms, and(iv) when the silicon atom is bonded to G2, the silicon atom is covalently bonded to a terminal carbon of G2; and (c) a catalyst for catalyzing the reaction between moisture-curable polymer (a) and reactive modifier (b) under moisture-curing conditions wherein catalyst (c) is a compound selected from the group consisting of organic dibutyltin, zirconium complex, aluminum chelate, titanic chelate, organic zinc, organic cobalt, organic iron, organic nickel, organobismuth, amine, and combinations thereof, wherein component (a) is present in an amount of 50 wt % to 90 wt %, based on the total weight of components (a), (b), and (c); component (b) is present in an amount of 10 wt % to 50 wt %, based on the total weight of components (a), (b), and (c); and component (c) is present in an amount of 0.1 wt % to 3 wt %, based on the total weight of components (a), (b), and (c). 12. The cured composition of claim 11, wherein component (a) is present in an amount of 60 weight percent to 80 weight percent based on the total weight of (a), (b), and (c); component (b) is present in an amount of 20 weight percent to 40 weight percent based on the total weight of (a), (b), and (c), and component (c) is present in an amount of 0.5 weight percent to 2 weight percent based on the total weight of (a), (b), and (c). 13. Cured composition, according to claim 11, CHARACTERIZED by the fact that the catalyst (c) is an organic dibutyltin. 14. The cured composition of claim 11 wherein the reactive modifier (b) is selected from the group consisting of 1,2,4-tris-[2-(trimethoxysilanyl)ethyl]-cyclohexane, 1,2,4-tris-[2-(dimethoxymethylsilanyl)ethyl]-cyclohexane, 1,2,4-tris-[2-(triethoxysilanyl)ethyl]-cyclohexane, 1,2,4-tris-[2-(tripropoxysilanyl)ethyl]-cyclohexane, 1,4-bis-[2-(trimethoxysilanyl)ethyl]-2-vinyl-cyclohexane, 1,4-bis-[2-(dimethoxymethylsilanyl)ethyl]-2-vinyl-cyclohexane, 1,4-bis-[2-(triethoxy-silanyl)-ethyl]-2-vinyl-cyclohexane, 1-(2-{2,5-bis-[2-(trimethoxy-silanyl)-ethyl]-cyclohexyl}-ethyl)-3-(2-{2,4-bis-[2-(trimethoxy-silanyl)-ethyl]-cyclohexyl}-ethyl)- 1,1,3,3-tetramethyl-disiloxane, 1-(2-{2,5-bis-[2-(dimethoxy-methyl-silanyl)-ethyl]-cyclohexyl}-ethyl)-3-(2-{2,4-bis-[2-(dimethoxy-methyl-silanyl)-ethyl]-cyclohexyl}-ethyl)- 1,1,3,3-tetramethyldisiloxane, 1- (2- {2,5-bis-[2-(triethoxy-silanyl)-ethyl]-cyclohexyl}-ethyl)-3-(2-{2,4-bis-[2-(triethoxy-silanyl)-ethyl]-cyclohexyl}-ethyl)-1,1,3,3-tetramethyl-disiloxane, 2,5-bis-[2-(trimethoxy-silanyl)-ethyl] -bicyclo[2.2.1] heptane, 2,5-bis-[2-(dimethoxy-methyl-silanyl)-ethyl]-bicyclo[2.2.1] heptane, 2,5-bis-[2-(triethoxy-silanyl)-ethyl]-bicyclo[2.2.1] heptane, 1-(2-{6-[2-(trimethoxy-silanyl)-ethyl] -bike [2.2.1] hept-2-yl}-ethyl)-3-(2-{5-[2-(trimethoxy-silanyl)-ethyl]-bicyclo[2.2.1]hept-2-yl}-ethyl)-1,1,3,3-tetramethyl-disiloxane, 1-(2-{6-[2-(dimethoxy-methyl-silanyl)-ethyl]-bicyclo[2.2.1]hept -2-yl} -ethyl) -3- (2- {5[2- (dimethoxy-methyl-silanyl) -ethyl] -bicyclo [2.2.1] hept-2-yl} -ethyl) -1,1,3,3-tetramethyl-disiloxane, 1(2- {6- [2- (triethoxy-silanyl) -ethyl] -bicyclo [2.2.1] hept-2-yl} -ethyl) -3- (2- {5-[2-(triethoxy-silanyl)-ethyl]-bicyclo[2.2.1]hept-2-yl}-ethyl)-1,1,3,3-tetramethyl-disiloxane, 1,4-bis-[2-(trimethoxy-silanyl)-ethyl]-benzene, 1,4-bis-[2-(dimethoxy-methyl-silanyl)-ethyl]-benzene, 1,4-bis-[2-(triethoxy-silanyl)-ethyl]-benzene, 2,4,6,8-tetrakis-[2-(trimethoxy-silanyl)-ethyl]-2,4,6,8-tetramethyl-[1,3,5,7,2,4,6,8]tetro-xatetrasilocane, 2,4,6,8-tetrakis-[2- (dimethoxy-methyl-silanyl) -ethyl] -2,4,6,8-tetramethyl- [1,3,5,7,2 4,6,8] tetroxatetrasilocane, 2,4,6,8- tetrakis- [2- (triethoxy-silanyl) -ethyl] -2,4,6,8-tetramethyl- [1,3,5,7,2,4,6,8] tetroxatetrasilocane, 2,4,6-tris-[2-(trimethoxy-silanyl)-ethyl]-2,4,6-trimethyl-[1,3,5,2,4,6] trioxatrisilinane, 2,4,6-tris-[2-(dimethoxy-methyl-silanyl)-ethyl]-2,4,6-trimethyl- [1,3,5,2,4,6] trioxatrisilinane, 2,4,6-tris- [2- (triethoxysilanyl)-ethyl]-2,4,6-trimethyl-[1,3,5,2,4,6] trioxatrisilinane, trimethoxy-pentyl-silane, dimethoxy-methyl-pentyl-silane, triethoxy-hexyl-silane, trimethoxy-hexyl-silane, dimethoxy-methyl-pentyl-silane, trimethoxy-octyl-silane, dimethoxy-methyl-octyl-silane, triethoxy-octyl-silane, trimethoxy-hexadecyl-silane, dimethoxy-methyl-hexadecyl-silane, triethoxy-hexa-decyl-silane, 1,6-bis-(trimethoxy-silanyl)-hexane, 1,6-bis-(dimethoxy-methyl-silanyl)-hexane, 1,6-bis- (triethoxysilanyl)-hexane, 1,8-bis- (trimethoxy-silanyl)-octane, 1,8-bis-(dimethoxy-methyl-silanyl)-octane, 1,8-bis-(triethoxy-silanyl)-octane, 1-[2-(trimethoxy-silanyl)-ethyl]-3-[3-(trimethoxy-silanyl)-propyl]-1,1,3,3-tetramethyl-disiloxane, 1- [2- (dimethoxy-methyl-silanyl) -ethyl] -3- [3- (dimethoxy-methyl-silanyl) -propyl] -1,1,3,3-tetramethyl-disiloxane, 1- [2- (triethoxy-silanyl) -ethyl] -3- [3- (triethoxy-silanyl) -propyl] -1,1,3,3-tetramethyl-disiloxane, and combinations thereof. 15. A moisture-curable sealant, coating, primer, or adhesive containing the moisture-curable resin composition of claim 1. 16. Hot melt composition CHARACTERIZED by the fact that it contains the moisture curable resin composition, as defined in claim 1. 17. The moisture curable resin composition of claim 1 further comprising at least one additive selected from the group consisting of pigments, fillers, curing catalysts, colorants, plasticizers, thickeners, coupling agents, extenders, volatile organic solvents, wetting agents, tackifiers, crosslinking agents, thermoplastic polymers, UV stabilizers, and combinations thereof. 18. The moisture curable resin composition of claim 3, further comprising at least one additive selected from the group consisting of pigments, fillers, curing catalysts, colorants, plasticizers, thickeners, coupling agents, extenders, volatile organic solvents, wetting agents, tackifiers, crosslinking agents, thermoplastic polymers, UV stabilizers, and combinations thereof.