MX2008008826A - Room temperature curable organopolysiloxane composition - Google Patents
Room temperature curable organopolysiloxane compositionInfo
- Publication number
- MX2008008826A MX2008008826A MX/A/2008/008826A MX2008008826A MX2008008826A MX 2008008826 A MX2008008826 A MX 2008008826A MX 2008008826 A MX2008008826 A MX 2008008826A MX 2008008826 A MX2008008826 A MX 2008008826A
- Authority
- MX
- Mexico
- Prior art keywords
- composition
- group
- nanoclay
- independently
- carbon atoms
- Prior art date
Links
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- 229920001296 polysiloxane Polymers 0.000 title claims description 9
- 230000035699 permeability Effects 0.000 claims abstract description 33
- 239000012802 nanoclay Substances 0.000 claims abstract description 27
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 claims abstract description 20
- -1 carbomethoxyphenyl Chemical group 0.000 claims description 25
- 239000004927 clay Substances 0.000 claims description 25
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 16
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- 239000003054 catalyst Substances 0.000 claims description 12
- 239000000945 filler Substances 0.000 claims description 12
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- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims 1
- 239000004696 Poly ether ether ketone Substances 0.000 claims 1
- 239000004708 Very-low-density polyethylene Substances 0.000 claims 1
- 239000002253 acid Chemical class 0.000 claims 1
- XECAHXYUAAWDEL-UHFFFAOYSA-N acrylonitrile butadiene styrene Chemical compound C=CC=C.C=CC#N.C=CC1=CC=CC=C1 XECAHXYUAAWDEL-UHFFFAOYSA-N 0.000 claims 1
- 235000012211 aluminium silicate Nutrition 0.000 claims 1
- 230000003078 antioxidant effect Effects 0.000 claims 1
- 239000000440 bentonite Substances 0.000 claims 1
- 229910000278 bentonite Inorganic materials 0.000 claims 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims 1
- 230000003115 biocidal effect Effects 0.000 claims 1
- 239000000975 dye Substances 0.000 claims 1
- 229910021485 fumed silica Inorganic materials 0.000 claims 1
- DALYXJVFSIYXMA-UHFFFAOYSA-N hydrogen sulfide dimer Chemical class S.S DALYXJVFSIYXMA-UHFFFAOYSA-N 0.000 claims 1
- 229920000092 linear low density polyethylene Polymers 0.000 claims 1
- 239000004707 linear low-density polyethylene Substances 0.000 claims 1
- ARYZCSRUUPFYMY-UHFFFAOYSA-N methoxysilane Chemical compound CO[SiH3] ARYZCSRUUPFYMY-UHFFFAOYSA-N 0.000 claims 1
- 150000004714 phosphonium salts Chemical group 0.000 claims 1
- 229920002530 polyetherether ketone Polymers 0.000 claims 1
- 239000011118 polyvinyl acetate Substances 0.000 claims 1
- 229920000915 polyvinyl chloride Polymers 0.000 claims 1
- 229920000131 polyvinylidene Polymers 0.000 claims 1
- 229940088417 precipitated calcium carbonate Drugs 0.000 claims 1
- 150000003512 tertiary amines Chemical class 0.000 claims 1
- 150000003568 thioethers Chemical class 0.000 claims 1
- ZNXDCSVNCSSUNB-UHFFFAOYSA-N trimethoxy-[2-(oxiran-2-ylmethoxy)ethyl]silane Chemical compound CO[Si](OC)(OC)CCOCC1CO1 ZNXDCSVNCSSUNB-UHFFFAOYSA-N 0.000 claims 1
- 229920001866 very low density polyethylene Polymers 0.000 claims 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 239000000565 sealant Substances 0.000 description 11
- 238000000034 method Methods 0.000 description 10
- 238000002156 mixing Methods 0.000 description 10
- 239000000463 material Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 7
- 239000002245 particle Substances 0.000 description 7
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 5
- 239000011229 interlayer Substances 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 description 4
- 238000004299 exfoliation Methods 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 229920010346 Very Low Density Polyethylene (VLDPE) Polymers 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 238000011065 in-situ storage Methods 0.000 description 3
- 239000010410 layer Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- HMMGMWAXVFQUOA-UHFFFAOYSA-N octamethylcyclotetrasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 HMMGMWAXVFQUOA-UHFFFAOYSA-N 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- 229910052615 phyllosilicate Inorganic materials 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 238000007789 sealing Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 229910052718 tin Inorganic materials 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000004809 Teflon Substances 0.000 description 2
- 229920006362 Teflon® Polymers 0.000 description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 2
- HUCVOHYBFXVBRW-UHFFFAOYSA-M caesium hydroxide Chemical compound [OH-].[Cs+] HUCVOHYBFXVBRW-UHFFFAOYSA-M 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- NGDPCAMPVQYGCW-UHFFFAOYSA-N dibenzothiophene 5-oxide Chemical compound C1=CC=C2S(=O)C3=CC=CC=C3C2=C1 NGDPCAMPVQYGCW-UHFFFAOYSA-N 0.000 description 2
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- XYIBRDXRRQCHLP-UHFFFAOYSA-N ethyl acetoacetate Chemical compound CCOC(=O)CC(C)=O XYIBRDXRRQCHLP-UHFFFAOYSA-N 0.000 description 2
- 229940093858 ethyl acetoacetate Drugs 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- 238000009413 insulation Methods 0.000 description 2
- 239000000138 intercalating agent Substances 0.000 description 2
- 238000005342 ion exchange Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000006386 neutralization reaction Methods 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000004590 silicone sealant Substances 0.000 description 2
- 229910021647 smectite Inorganic materials 0.000 description 2
- 239000010936 titanium Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- VXUYXOFXAQZZMF-UHFFFAOYSA-N titanium(IV) isopropoxide Chemical compound CC(C)O[Ti](OC(C)C)(OC(C)C)OC(C)C VXUYXOFXAQZZMF-UHFFFAOYSA-N 0.000 description 2
- ROTQATPBCXREFU-UHFFFAOYSA-N 1-[dimethoxy(methyl)silyl]propyl 2-methylprop-2-enoate Chemical compound CO[Si](C)(OC)C(CC)OC(=O)C(C)=C ROTQATPBCXREFU-UHFFFAOYSA-N 0.000 description 1
- URXZKGGRKRRVDC-UHFFFAOYSA-N 1-[dimethoxy(propyl)silyl]oxyethanamine Chemical compound CCC[Si](OC)(OC)OC(C)N URXZKGGRKRRVDC-UHFFFAOYSA-N 0.000 description 1
- JBHRGAHUHVVXQI-UHFFFAOYSA-N 1-triethoxysilylpropan-1-amine Chemical compound CCO[Si](OCC)(OCC)C(N)CC JBHRGAHUHVVXQI-UHFFFAOYSA-N 0.000 description 1
- OPWQHYSPLFFRMU-UHFFFAOYSA-N 1-trimethoxysilylpropan-1-amine Chemical compound CCC(N)[Si](OC)(OC)OC OPWQHYSPLFFRMU-UHFFFAOYSA-N 0.000 description 1
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-L L-tartrate(2-) Chemical compound [O-]C(=O)[C@H](O)[C@@H](O)C([O-])=O FEWJPZIEWOKRBE-JCYAYHJZSA-L 0.000 description 1
- 241000446313 Lamella Species 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- 239000002033 PVDF binder Substances 0.000 description 1
- IYAVYMAGJPJCNJ-UHFFFAOYSA-N S=[SH2] Chemical class S=[SH2] IYAVYMAGJPJCNJ-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- IRAHWHMVJUNRST-UHFFFAOYSA-N bis(6-methylheptyl) benzene-1,2-dicarboxylate dibutyltin Chemical compound C(CCCCC(C)C)OC(C=1C(C(=O)OCCCCCC(C)C)=CC=CC1)=O.C(CCC)[Sn]CCCC IRAHWHMVJUNRST-UHFFFAOYSA-N 0.000 description 1
- 229910052797 bismuth Inorganic materials 0.000 description 1
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 description 1
- 235000010216 calcium carbonate Nutrition 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 239000002734 clay mineral Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- FQMNUIZEFUVPNU-UHFFFAOYSA-N cobalt iron Chemical compound [Fe].[Co].[Co] FQMNUIZEFUVPNU-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001923 cyclic compounds Chemical class 0.000 description 1
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000007580 dry-mixing Methods 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910000765 intermetallic Inorganic materials 0.000 description 1
- 239000002563 ionic surfactant Substances 0.000 description 1
- CYPPCCJJKNISFK-UHFFFAOYSA-J kaolinite Chemical compound [OH-].[OH-].[OH-].[OH-].[Al+3].[Al+3].[O-][Si](=O)O[Si]([O-])=O CYPPCCJJKNISFK-UHFFFAOYSA-J 0.000 description 1
- 229920004889 linear high-density polyethylene Polymers 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- GCHSKZYGFZYKBO-UHFFFAOYSA-N methoxycarbonyl(phenyl)tin Chemical compound COC(=O)[Sn]C1=CC=CC=C1 GCHSKZYGFZYKBO-UHFFFAOYSA-N 0.000 description 1
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- INJVFBCDVXYHGQ-UHFFFAOYSA-N n'-(3-triethoxysilylpropyl)ethane-1,2-diamine Chemical compound CCO[Si](OCC)(OCC)CCCNCCN INJVFBCDVXYHGQ-UHFFFAOYSA-N 0.000 description 1
- UGKIMWPNMQHSAA-UHFFFAOYSA-N n-(1-trimethoxysilylpropan-2-yl)aniline Chemical compound CO[Si](OC)(OC)CC(C)NC1=CC=CC=C1 UGKIMWPNMQHSAA-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 description 1
- 229920001643 poly(ether ketone) Polymers 0.000 description 1
- 229920002981 polyvinylidene fluoride Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- JTQPTNQXCUMDRK-UHFFFAOYSA-N propan-2-olate;titanium(2+) Chemical compound CC(C)O[Ti]OC(C)C JTQPTNQXCUMDRK-UHFFFAOYSA-N 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- 150000003609 titanium compounds Chemical class 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
Abstract
This invention relates to a room temperature curable composition containing,inter alia, diorganopolysiloxane(s) and organic nanoclay(s), the cured composition exhibiting low permeability to gas(es).
Description
COMPOSITION OF ORGANOPOLISILOXANE CURABLE AT AMBIENT TEMPERATURE FIELD OF THE INVENTION This invention relates to a composition curable at room temperature that exhibits, upon curing, low permeability to the gas (s). BACKGROUND OF THE INVENTION Room temperature curable compositions (RTC) are well known for use as sealants or sealants. In the manufacture of Glass Insulating Units (IGU), for example, the glass panels are placed parallel to each other and sealed at their periphery such that the space between the panels, or the interior space, is completely enclosed. The interior space is typically filled with a gas or mixture of gases of low thermal conductivity, for example, argon. Current temperature curable silicone sealant compositions, while effective to some degree, still have only limited ability to prevent the loss of insulating gas from the interior space of an IGU. Over time, the gas will escape by reducing the thermal insulation effectiveness of the IGU to the point of disappearing. Therefore, there is a need for a RTC composition of reduced gas permeability.
compared to that of the known RTC compositions. When used as the sealant for an IGU, a RTC composition of reduced gas permeability will retain the insulating gas intra-panels for a longer period of time compared to that of a more permeable PTC composition and will therefore extend the insulation properties of the IGU over a longer period of time. BRIEF DESCRIPTION OF THE INVENTION The present invention is based on the discovery that curable silanol-terminated diorganopolysiloxane combined with filler of a certain type when curing exhibits reduced gas permeability. The composition is especially suitable for use as a sealant where the high gas barrier properties in conjunction with the desired softness, processability and elasticity characteristics are important performance criteria. In accordance with the present invention, a curable composition is provided which comprises: a) at least one diorganopolysiloxane terminated in silanol; b) at least one crosslinker for the finished diorganopolysiloxane (s) in silanol; c) at least one catalyst for the crosslinking reaction; d) at least one organic nanoclay, and, optionally,
e) at least one solid polymer having a gas permeability that is less than the permeability of the crosslinked diorganopolysiloxane (s). When used as a gas barrier, for example, in the manufacture of an IGU, the above composition reduces the gas loss (s) thus providing a longer service life of the article in which it is employed. BRIEF DESCRIPTION OF THE DRAWINGS Figure 1 is a graphical presentation of permeability data for the sealant compositions of Comparative Examples 1-2 and Examples 1-3 and 5-8. Figure 2 is a graphical display of permeability data for the sealant compositions of Comparative Examples 1-2 and Examples 4 and 9. DETAILED DESCRIPTION OF THE INVENTION The curable sealant composition of the present invention is obtained by mixing (a) at least one diorganopolysiloxane; (b) at least one crosslinker for the diorganopolysiloxane (s); (c) at least one catalyst for the crosslinking reaction; (d) at least one organic nanoclay; and, optionally, (e) at least one solid polymer having a gas permeability that is lower than the permeability of the crosslinked diorganopolysiloxane (s), the composition following the cure exhibits low permeability to the gas (s). ).
The compositions of the invention are useful for the manufacture of sealants, coatings, adhesives, gaskets, and the like, and are particularly suitable for use in intended sealants for glass insulating units. The viscosity of the dilanganopolysiloxane terminated in silanol which is employed in the curable composition of the invention can vary widely and advantageously varies within the range of from about 1,000 to about 200,000 cps at 25 ° C. Suitable silanol-terminated diorganopolysiloxanes (a) include those of the general formula:
MaDbD'c
where "a" is 2, and "b" is equal to or greater than 1 and "c" is zero or positive; Month
where "x" is 0, 1 or 2 and "y" is either 0 or 1, subject to the limitation that x + y is less than or equal to 2, R1 and R2 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms; D is
R3R4SiO? 2;
wherein R3 and R4 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms; and D 'is R5RdSi02 / 2 wherein R5 and R6 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms. Suitable crosslinkers (b) for the silanol-terminated diorganopolysiloxane (s) present in the composition of the invention include alkylsilicates of the general formula:
(R140) (Rl50) (R160) (R170) Yes
wherein R14, R15, R16 and R17 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms. Crosslinkers of this type include, n-propyl silicate, tetraethylo silicate and methyltrimethoxysilane and similar alkyl-substituted alkoxysilane compounds, and the like. The catalysts (c) suitable for the crosslinking reaction of the finished diorganopolysiloxane (s) in silanol can be any of those known to be useful for facilitating the crosslinking of such siloxanes. The catalyst can be a non-metallic compound or a metal-containing compound. Examples of useful metal-containing compounds include those of tin, titanium, zirconium,
lead, cobalt iron, antimony, manganese, bismuth and zinc. In one embodiment of the present invention, tin-containing compounds useful as crosslinking catalysts include dibutyltin dilaurate, dibutyltin diacetate, dibutyltin dimethoxide, tin octoate, isobutyltin triceroate, dibutyltin oxide, soluble dibutyltin oxide, bis dibutyltin diisooctylphthalate, bis-tripropoxysilyl dioctyltin, dibutyltin bis-acetylacetone, silylated dibutyltin dioxide, carbomethoxyphenyl tin tris-uberate, isobutyltin tricernate, dimethyltin dibutyrate, dimethyltin di-neodecanoate, triethyltin tartrate, dibutyltin dibenzoate, tin oleate, tin naphthenate, butyl tin-2-ethylhexylhexoate, tin butyrate, diorganotin bis-diketonates, and the like. Useful titanium-containing catalysts include: chelated titanium compounds, for example, 1,3-propanedioxytitanium bis (ethylacetoacetate); bis (ethylacetoacetate) of diisopropoxytitanium, and tetraalkyl titanates, for example, tetra n-butyl titanate and tetraisopropyl titanate. In yet another embodiment of the present invention, the diorganotin bis-diketonates are used to facilitate crosslinking in the silicone sealant or sealant composition.
The curable composition of the present invention includes at least one organic nanoclay filler (d). The nanoclays have a unique morphology with a dimension being in the range of nanometers. The nanoclays can form chemical complexes with an intercalator that bonds ionically to the surfaces in the middle of the layers that form the clay particles. This association of intercalant and clay particles results in a material that is compatible with many different types of host resins that allow the clay filler to disperse therein. The term "exfoliation" as used herein describes a process wherein the nanoclay lamella packs are separated from each other in a polymer matrix. During the exfoliation, the lamellae in the outermost region of each package are broken, exposing more lamellae for separation. The term "gallery" as used herein describes the space between the parallel layers of clay lamellae. The spacing of the gallery changes depending on the nature of the molecule or the polymer that occupies the space. An inter-layered space between the individual nanoclay lamellae varies, again depending on the type of molecules that occupy the space. The term "interleaver" as used herein includes
any inorganic or organic compound that is able to enter the clay gallery and bond to its surface. The term "interleaved" as used herein designates a clay-chemical complex where the spacing of the clay gallery has incrd due to the process of surface modification. Under the appropriate conditions of temperature and shear, an interlayer is capable of exfoliation in a resin matrix. The expression "low gas permeability (s)" as applied to the cured composition of this invention will be understood to mean a coefficient of permeability to argon of not greater than about 900 barriers (1 barrier = 10").
(STP) / cm sec (cmHg)) mred according to the variable volume method - constant pressure at a pressure of 7.03 kg / cm2 (100 psi) and temperature of 25 ° C. The term "modified clay" as used herein means a clay material that has been treated with any inorganic or organic compound that is capable of undergoing ion exchange reactions with the cations present on the interlayer surfaces of the clay. The term "nanoclay" as used herein describes clay materials that possess a unique morphology with a dimension being in the nanometer range. Nanoclays can form chemical complexes with an interlayer that
It bonds ionically to the surfaces in the middle of the layers that form the clay particles. This association of intercalant and clay particles results in a material that is compatible with many different types of host resins that allow the clay filler to disperse therein. The term "organic nanoclay" as used herein describes a nanoclay that has been treated or modified with an organic intercalator. The term "organoarcilla" as used herein means a clay or other layered material that has been treated with organic molecules (variously referred to as "exfoliation agents", "surface modifiers" or "intercalators") that are capable of ion exchange reactions with the cations present in the inter-layer surfaces of the clay. The nanoclays can be natural or synthetic materials. This distinction may influence the particle size and for this invention, the particles should have a side dimension of between about 0.01 μm and about 5 μm, and preferably between about 0.05 μm and about 2 μm, and more preferably between about 0.1 μm and about 1 μm. The thickness or vertical dimension of the particles can generally vary
between about 0.5 nm and about 10 nm and preferably between about 1 nm and about 5 nm. Useful nanoclays for providing the organic nanoclay filler component of the composition of the invention include natural or synthetic phyllosilicates, particularly smectite clays such as montmorillonite, sodium montmorillonite, calcium montmorillonite, magnesium montmorillonite, nontronite, beidelite, volkonskoite, laponite. , hectorite, saponite, sauconite, magadite, kenyaite, sobockite, svindordite, stevensite, talc, mica, kaolinite, vermiculite, halloysite, aluminate oxides, or hydrotalcites, and the like, and mixtures thereof. In another embodiment, useful nanoclays include micaceous minerals such as illite and mixed stratified illite / smectite minerals such as rectorite, tarosovite, ledikite and mixtures of ilutas with one or more of the clay minerals named above. Any foamed, swellable material that sufficiently absorbs organic molecules to incr the inter-layer spacing between the phyllosilicate lamellae adjacent to at l about 5 angstroms, or at l about 10 angstroms, (when the phyllosilicate is mred dry) may
used to produce the filler component to provide the curable composition of the invention. In an embodiment of the present invention, organic compounds that are useful for treating nanoclays and layered materials to provide the filler component herein include cationic surfactants such as ammonium, ammonium chloride, alkylammonium (primary, secondary, tertiary and quaternary), phosphonium or sulfonium sulfide derivatives, phosphines or aliphatic, aromatic or arylaliphatic amines. Other organic treatment agents for the nanoclays that may be used herein include amine compounds and / or quaternary ammonium compounds R6 R7 R8 N + X'each independently is an alkoxysilane group, alkyl group or alkenyl group of up to 60 carbon atoms and X is an anion such as Cl ", F", S04 ~, etc. Optionally, the curable composition herein may also contain at least one solid polymer (e) having a gas permeability that is less than the permeability of the crosslinked diorganopolysiloxane. Suitable polymers include polyethylenes such as low density polyethylene
(LDPE), very low density polyethylene (VLDPE), linear low density polyethylene (LLDPE) and high density polyethylene
(HDPE); polypropylene (PP), polyisobutylene (PIB), acetate
polyvinyl (PVAc), polyvinyl alcohol (PVoH), polystyrene, polycarbonate, polyester, such as polyethylene terephthalate
(PET), polybutylene terephthalate (PBT), polyethylene naptalate (PEN), glycol-modified polyethylene terephthalate (PETG), polyvinyl chloride (PVC), polyvinylidene chloride, polyvinylidene fluoride, thermoplastic polyurethane (TPU), acrylonitrile -butadiene-styrene (ABS), polymethylmethacrylate (PMMA), polyvinyl fluoride (PVF), polyamides (nylons), polymethylpentene, polyimide (Pl), polyetherimide (PEI), polyether ketone ether (PEEK), polysulfone, polyether sulfone, ethylene chlorotrifluoroethylene, polytetrafluoroethylene (PTFE), cellulose acetate, cellulose acetate butyrate, plasticized polyvinyl chloride, ionomers (Surtyn), polyphenylene sulfide (PPS), maleic-styrene anhydride, modified polyphenylene oxide (PPO), and the like and mix them. The optional polymer (s) may also be elastomeric in nature, examples include, but are not limited to ethylene-propylene rubber (EPDM), polybutadiene, polychloroprene, polyisoprene, polyurethane (TPU), styrene-butadiene styrene (SBS), styrene-ethylene-butadiene-styrene (SEEBS), polymethylphenyl siloxane (PMPS), and the like. These optional polymers can be mixed either alone or in combinations or in the form of copolymers, for example
polycarbonate-ABS blends, polycarbonate polyester blends, grafted polymers such as, silane grafted polyethylenes, and silane-grafted polyurethanes. In one embodiment of the present invention, the curable composition contains a polymer selected from the group consisting of low density polyethylene (LDPE), very low density polyethylene (VLDPE), linear low density polyethylene (LLDPE), high density polyethylene. (HDPE), and mixtures thereof. In another embodiment of the invention, the curable composition has a polymer selected from the group consisting of low density polyethylene (LDPE), very low density polyethylene (VLDPE), linear low density polyethylene (LLDPE), and mixture thereof. . In yet another embodiment of the present invention, the optional polymer is a linear low density polyethylene (LLDPE). The curable composition may contain one or more other fillers in addition to component (d) of organic nanoclay. Additional fillers suitable for use herein include colloidal calcium carbonates and precipitates that have been treated with compounds such as stearic acid or stearate ester; reinforcing silicas such as fumed silicas, precipitated silicas, silica gels and hydrophobic silicas and silica gels; crushed and ground quartz, alumina, aluminum hydroxide, titanium hydroxide,
diatomaceous earth, iron oxide, carbon black, graphite, mica, talc, and the like, and mixtures thereof. The curable composition of the present invention may also include one or more alkoxysilanes as adhesion promoters. Useful adhesion promoters include N-2-aminoethyl-3-aminopropyltriethoxysilane, α-aminopropyltriethoxy-silane, α-aminopropyltrimethoxysilane, aminopropyltrimethoxy-silane, bis-β-trimethoxysilylpropyl) amine, N-phenyl-β-aminopropyltrimethoxysilane, triaminofunctionaltrimethoxysilane,? -aminopropylmethyl-diethoxysilane,? -aminopropylmethyl-diethoxysilane, methacryloxypropyltrimethoxysilane, methylaminopropyltrimethoxy-silane,? -glycidoxypropylethyl-dimethoxysilane,? -glycidoxypropyltrimethoxysilane,? -glycide-xylethyltrimethoxysilane, beta- (3,4-epoxycyclohexyl) -propyltrimethoxysilane, β- ( 3, 4-epoxycyclohexyl) ethylmethyldimethoxy-silane, isocyanatopropyltriethoxysilane, isocyanatopropylmethyldimethoxysilane, β-cyanoethyltrimethoxysilane, α-aryloxypropyltrimethoxysilane, α-methacryloxypropylmethyldimethoxysilane, 4-amino-3, 3-di-ethylbutyltrimethoxysilane, and N-ethyl-3-trimethoxysilyl -2-methylpropanamine and the like. In one embodiment, the adhesion promoter can be a combination of n-2-aminoethyl-3-aminopropyltrimethoxysilane and 1,3,5-tris (trimethoxysilylpropyl) isocyanurate. The compositions of the present invention can also
include one or more non-ionic surfactants such as polyethylene glycol, polypropylene glycol, ethoxylated castor oil, oleic acid ethoxylate, alkylphenol ethoxylates, copolymers of ethylene oxide (EO) and propylene oxide (PO) and copolymers of silicones and polyethers (copolymers) silicone polyether), copolymers of silicones and copolymers of ethylene oxide and propylene oxide and mixtures thereof. The curable compositions of the present invention can still include other ingredients that are conventionally employed in compositions containing RTC silicone such as colorants, pigments, plasticizers, antioxidants, UV stabilizers, biocides, etc., in known and conventional amounts provided that do not interfere with the properties desired for the cured compositions. The amounts of finished diorganopolysiloxane (s) in silanol, crosslinker (s), crosslinking catalyst (s), organic nanoclay (s), optional solid (s) polymer (s) of lower permeability to the gas that the crosslinked diorganopolysiloxane (s), optional filler (s) are (s) different from the organic nanoclay, optional adhesion promoter (s) and ionic surfactant (s) ( s) optional (s) may vary widely and,
advantageously, they can be selected from the ranges indicated in the following table.
TABLE 1: Quantity Ranges (Percent in Weight) of the Components of the Curable Composition of the Invention
The curable compositions herein can be obtained by methods that are well known in the art, for example, melt mixing, extrusion mixing, solution mixing, dry mixing, mixing in a Banbury mixer, etc., in the presence of moisture for provide a substantially homogeneous mixture. Preferably, the methods for mixing the polymers of diorganopolysiloxane with polymers can be carried out by contacting the components in a drum or other physical medium.
of mixing, followed by melt mixing in an extruder. Alternatively, the components can be melt-blended directly in an extruder, Brabender or any other melt mixing means. The invention is illustrated by the following non-limiting examples. COMPARATIVE EXAMPLE 1 AND EXAMPLES 1-4 A mixture of silanol-terminated polydimethylsiloxanes (PDMS), specifically, Silanol 5000, a silanol-terminated polydimethylsiloxane of 5000 is nominal and Silanol 50,000, a silanol-terminated polydimethylsiloxane of 50,000 is nominal, both available at from Gelest, Inc., were mixed in a 100 ml beaker with Cloisite 15A ("C-15A", a modified montmorillonite clay with 125 milliequivalents of dimethyl ammonium chloride dehydrogenated bait per 100 g of available clay from from Southern Clay Products) or SF ME100 (a synthetic fluorohectorite having the general formula NaMg2.5Si4O? 0 (Fa0Hi-C () 2 (0.8 <= a < = l.0) available from Unicorp, Japan) using a hand mixer for 10-15 minutes and then placed in a vacuum desiccator for 5 minutes to remove the air bubbles generated during mixing.The mixtures were made with the amounts of nanoclay varying in the range from 1 to 10 percent by weight.
Following the above procedure, the curable compositions of the following Examples were obtained: Comparative Example 1: Mixture of 50 grams (Silanol 5000 and Silanol 50000 @ 50:50) Example 1: Mixture of 48.75 grams (Silanol 5000 and Silanol 50000 @ 50: 50) + 1.25 grams of Cloisite C-15A clay Example 2: Mixture of 47.5 grams (Silanol 5000 and Silanol 50000 @ 50:50) + 2.5 grams of Cloisite C-15A clay Example 3: Mixture of 45 grams (Silanol 5000 and Silanol 50000 @ 50:50) + 5 grams of Cloisite clay C-15A Example 4: Mix of 45 grams (Silanol 5000 and Silanol 50000 @ 50:50) + 5 grams of clay SF ME100 The above-mentioned mixtures were then used to make sheets cured as follows: the PDMS-nanoclay formulations were mixed with n-propyl silicate ("NPS", a crosslinker) and solubilized dibutyl tin oxide ("DBTO", a crosslinking catalyst), as listed in Table 2, using a hand mixer for 5-7 minutes with the air bubbles being removed by vacuum. Each mixture was poured into a mold to form Teflon sheets and kept for 24 hours under ambient conditions (25 ° C and 50% humidity) to partially cure the PDMS components. The partially cured sheets were removed from the mold after 24 hours and kept at
room temperature for seven days to complete the cure.
TABLE 2 Curable Compositions
The permeability to argon of the above curable compositions was measured using a gas permeability mechanism. The measurements were based on the variable volume method at 100 psi pressure and at a temperature of 25 ° C. The permeability measurements were repeated under identical conditions 2-3 times to ensure reproducibility. The permeability data are graphically presented in Figures 1 and 2. COMPARATIVE EXAMPLE 2 AND EXAMPLES 5-9 To provide a C-15A clay to 1 percent by weight (see Example 5, Table 3): 227.7 g of OMCTS
(octamethylcyclotetrasiloxane) and 2.3 g of C-15A were introduced into a three-necked round bottom flask equipped with a stirrer in the cap and condenser. The mixture was stirred at 250 rpm for 6 hours at room temperature. The temperature was increased to 175 ° C while stirring was continued. 0.3 g of CsOH in 1 ml of water was added to the reaction vessel through a septum. After 15 minutes, the OMCTS polymerization was started and 0.5 ml of water was then added with 0.5 ml of additional water being added after 5 minutes. Heating and stirring was continued for 1 hour after which 0.1 ml of phosphoric acid was added for neutralization. The pH of the reaction mixture was determined after 30 minutes. Stirring and heating was continued for another 30 minutes and the pH of the reaction mixture was determined again to ensure complete neutralization. The distillation of the cyclic compounds was carried out at 175 ° C and subsequently the mixture was cooled to room temperature. The same procedure was followed with 2.5, 5 and 10% by weight of C-15A (see Examples 6-8, Table 3). Similar in-situ polymerization procedures were followed with 10% high aspect ratio clay (SF ME100) (see Example 9, Table 3). The in-situ polymer with different amounts of clay was then used to
make cured sheets as follows: PDMS-nanoclay formulations The in-situ mixed with crosslinker and catalyst NPS DBTO solubilized using a hand mixer for 5-7 min with air bubbles being removed by vacuum. The mixture was then poured into a mold to form Teflon sheets and kept for 24 hours under ambient conditions (25 ° C and 50% humidity). The partially cured sheets were removed from the mold after 24 hours and kept at room temperature for seven days to complete the cure.
TABLE 3 Curable Compositions
The permeability to argon was measured using a gas permeability mechanism as in the examples
previous The measurements were based on the variable volume method at 7.03 kg / cm2 (100 psi) of pressure and at a temperature of 25 ° C. The measurements were repeated under identical conditions 2-3 times to ensure reproducibility. The permeability data are presented graphically in Figures 1 and 2. As shown in the data, the permeability to argon in the case of the cured sealing compositions of the invention (Examples 1-3 and 5-8 of Figure 1 and Examples 4 and 9 of Figure 2) were significantly less than that of the cured sealing compositions outside the scope of the invention
(Comparative Examples 1 and 2 of Figures 1 and 2). In all, while the argon permeability coefficients of the sealant compositions of Comparative Examples 1 and 2 exceed the 900 barriers, those of Examples 1-9 Illustrative of the sealing compositions of this invention did not exceed 900 barriers and in some cases , were well below this level of argon permeability coefficient (see, in particular, examples 3, 8 and 9). While the preferred embodiments of the present invention have been illustrated and described in detail, various modifications of, for example, the components, the
Materials and parameters will become apparent to those skilled in the art, and it is intended to cover all such modifications and changes within the scope of this invention in the appended claims.
Claims (23)
- CLAIMS: 1. A curable composition, characterized in that it comprises: a) at least one diorganopolysiloxane terminated in silanol; b) at least one crosslinker for the finished diorganopolysiloxane (s) in silanol; c) at least one catalyst for the crosslinking reaction, - d) at least one organic nanoclay; and, optionally, e) at least one solid polymer having a gas permeability that is less than the permeability of the crosslinked diorganopolysiloxane (s).
- 2. The composition of claim 1, characterized in that the diorganopolysiloxane terminated in silanol (a) has the general formula: MaDbD'c where "a" is 2, and "b" is equal to or greater than 1 and "c" is zero or positive; Month (HO) 3.x.yR ^ R2ySi01 / 2 where "x" is 0, 1 or 2 and "y" is either 0 or 1, subject to the limitation that x + y is less than, or equal to 2, R1 and R2 each independently is a hydrocarbon group monovalent of up to 60 carbon atoms; D is R3R4SiO? / 2¡ wherein R3 and R4 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms; and D 'is • R5R6Si02 / 2 wherein R5 and R6 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms.
- 3. The composition of claim 1, characterized in that the crosslinker (b) is an alkylsilicate having the formula: (R, 40) (150) (Rl60) (R170) Si where R14, R15, R16 and R17 are independently selected from the monovalent Ci to C6 hydrocarbon radicals.
- 4. The composition of claim 1, characterized in that the catalyst (c) is a tin catalyst. The composition of claim 4, characterized in that the tin catalyst is selected from the group consisting of dibutyltin dilaurate, dibutyltin diacetate, dibutyltin dimethoxide, tin octoate, isobutyltin tricermate, dibutyltin oxide, bis-diisooctylphthalate of dibutyltin, bis-tripropoxysilyl dioctyltin, dibutyltin bis-acetylacetone, silylated dibutyltin dioxide, carbomethoxyphenyl tris-uberate tin, isobutyltin triceroate, dimethyltin dibutyrate, dimethyltin di-neodecanoate, triethyltin tartarate, dibutyltin dibenzoate, tin oleate, tin naphthenate, butyl tin-2-ethylhexylhexoate, tin butyrate, diorganotin bis-diketonates, and mixtures thereof 6. The composition of claim 1, characterized in that the nanoclay portion of the organic nanoclay (d) is selected from the group consisting of montmorillonite, sodium montmorillonite, calcium montmorillonite, magnesium montmorillonite, nontronite, beidelite, volkonskoite, laponite, hectorite, saponite, sauconite, magadite, kenyaite, sobockite, svindordite, estevensite, vermiculite, halloysite, aluminate oxides, hydrotalcite, illite, rectorite, tarosovite, ledikite, kaolinite, and mixtures thereof. The composition of claim 1, characterized in that the organic portion of the organic nanoclay (d) is at least one tertiary amine compound R3R4R5N and / or a compound R6RR8N + X "of quaternary ammonium wherein R3, R4, R5, R6, R7 and R8 each independently is an alkyl, alkenyl or alkoxy silane group of up to 60 carbon atoms and X is an anion 8. The composition of claim 6, characterized wherein the nanoclay portion of the organic nanoclay (d) is modified with ammonium, primary alkylammonium, secondary alkylammonium, tertiary alkylammonium, quaternary alkylammonium, phosphonium derivatives of aliphatic, aromatic or arylaliphatic sulphides, phosphines or amines or sulphonium sulfonium derivatives , aliphatic, aromatic or arylaliphatic phosphines or amines. The composition of claim 1, characterized in that the solid polymer (e) is selected from the group consisting of low density polyethylene, very low density polyethylene, linear low density polyethylene, high density polyethylene., polypropylene, polyisobutylene, polyvinyl acetate, polyvinyl alcohol, polystyrene, polycarbonate, polyester, such as, polyethylene terephthalate, polybutylene terephthalate, polyethylene naptalate, glycol-modified polyethylene terephthalate, polyvinyl chloride, polyvinylidene chloride, fluoride polyvinylidene, thermoplastic polyurethane, acrylonitrile-butadiene-styrene, polymethylmethacrylate, polyvinyl fluoride, polyamides, polymethylpentene, polyimide, polyetherimide, polyether ether ketone, polysulfone, polyether sulfone, ethylene chlorotrifluoroethylene, polytetrafluoroethylene, cellulose acetate, cellulose acetate butyrate, plasticized polyvinyl chloride, ionomers, polyphenylene sulfide, maleic-styrene anhydride, modified polyphenylene oxide, ethylene-propylene rubber, polybutadiene, polychloroprene, polyisoprene, polyurethane, styrene-butadiene-styrene, styrene-ethylene-butadiene-styrene, polymethylphenyl siloxane and mixtures thereof. The composition of claim 1, characterized in that it further comprises at least one optional component selected from the group consisting of adhesion promoter, surfactant, dye, pigment, plasticizer, filler different from organic nanoclay, antioxidant, UV stabilizer, and biocide The composition of claim 10, characterized in that the adhesion promoter is selected from the group consisting of n-2-aminoethyl-3-aminopropyltrimethoxysilane, 1,3,5-tris (trimethoxysilylpropyl) isocyanurate,? -aminopropyltriethoxy-silane ?, aminopropyltrimethoxysilane, aminopropyltrimethoxysilane, bis -? - trimetoxisilipropil) amine, N-phenyl -? - aminopropyltrimethoxysilane, triaminofuncionaltrimetoxisilano, -aminopropilmetildietoxisilano, -aminopropilmetildietoxi silane methacryloxypropyltri ethoxysilane, methoxysilane metilaminopropiltri-, -glicidoxipropiletildimetoxisilano,???? - glycido-xipropiltrimethoxysilane, β-glycidoxyethyltrimethoxysilane, β- (3, 4-epoxycyclohexyl) propyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethylmethyldimethoxysilane, isocyanatopropyltriethoxysilane, isocyanatopropylmethyldimethoxy silane, β-cyanoethyltrimethoxysilane, α-aryloxypropyltrimethoxysilane, β-methacryloxypropylmethyldimethoxysilane, 4-amino-3,3-dimethylbutyltrimethoxysilane, n-ethyl-3-trimethoxy-silyl-2-methylpropanamine, and mixtures thereof . The composition of claim 10, characterized in that the surfactant is a nonionic surfactant selected from the group consisting of polyethylene glycol, polypropylene glycol, ethoxylated castor oil, oleic acid ethoxylate, alkylphenol ethoxylates, copolymers of ethylene oxide and oxide of propylene and copolymers of silicones and polyethers, copolymers of silicones and copolymers of ethylene oxide and propylene oxide and mixtures thereof. The composition of claim 12, characterized in that the nonionic surfactant is selected from the group consisting of copolymers of ethylene oxide and propylene oxide, copolymers of silicones and polyethers, copolymers of silicones and copolymers of ethylene oxide and oxide of propylene and mixtures thereof. The composition of claim 10, characterized in that the filler other than the organic nanoclay is selected from the group consisting of calcium carbonate, precipitated calcium carbonate, colloidal calcium carbonate, calcium carbonate treated with stearate or acid compounds stearic, fumed silica, precipitated silica, silica gels, hydrophobic silicas, hydrophilic silica gels, crushed quartz, ground quartz, alumina, aluminum hydroxide, titanium hydroxide, clay, kaolin, montmorillonite bentonite, diatomaceous earth, iron oxide, carbon black and graphite, mica, talc, and mixtures thereof. 15. The composition of claim 1, characterized in that: the diorganopolysiloxane terminated in silanol (a) has the general formula: MaDbD'c where "a" is 2, and "b" is equal to or greater than 1 and "c" is zero or positive; Month where "x" is 0, 1 or 2 and "y" is either 0 or 1, subject to the limitation that x + y is less than or equal to 2, R1 and R2 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms; D is R SiOtó; wherein R3 and R4 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms; and D 'is wherein R5 and R6 each independently is a monovalent hydrocarbon group of up to 60 carbon atoms; the crosslinker (b) is an alkylsilicate having the formula: (R140) (R150) (R, 60) (R! 70) Si where R14, R15, R16 and R17 are independently selected from monovalent hydrocarbon radicals of up to 60 carbon atoms; the catalyst (c) is a tin catalyst; and, the nanoclay portion of the organic nanoclay (d) is selected from the group consisting of montmorillonite, sodium montmorillonite, calcium montmorillonite, magnesium montmorillonite, nontronite, beidelite, volkonskoite, laponite, hectorite, saponite, sauconite, magadite, kenyaite, sobockite, svindordite, stevensite, vermiculite, halloysite, aluminate oxides, hydrotalcite, illite, rectorite, tarosovite, ledikite, kaolinite and, mixtures thereof, the organic portion of the nanoclay (d) being at least one compound R3R4R5N of tertiary amine and / or compound R6R7R8N + X "of quaternary ammonium wherein R3, R4, R5, R6, R7 and R8 each independently are an alkyl, alkenyl or alkoxy silane group of up to 60 carbon atoms and X is an anion 16. The cured composition of claim 1. 17. The cured composition of claim 9. 18. The cured composition of claim 10. 19. The cured composition of claim 15. The composition of claim 16, characterized in that it exhibits an argon permeability coefficient of no greater that approximately 900 barriers. The composition of claim 17, characterized in that it exhibits a coefficient of permeability to argon of not greater than about 900 barriers. 22. The composition of claim 18, characterized in that it exhibits an argon permeability coefficient of no greater than about 900 barriers. The composition of claim 19, characterized in that it exhibits an argon permeability coefficient of no greater than about 900 barriers.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11327894 | 2006-01-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2008008826A true MX2008008826A (en) | 2008-09-26 |
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