GB1128642A - Process for the production of silicone emulsions - Google Patents
Process for the production of silicone emulsionsInfo
- Publication number
- GB1128642A GB1128642A GB2380966A GB2380966A GB1128642A GB 1128642 A GB1128642 A GB 1128642A GB 2380966 A GB2380966 A GB 2380966A GB 2380966 A GB2380966 A GB 2380966A GB 1128642 A GB1128642 A GB 1128642A
- Authority
- GB
- United Kingdom
- Prior art keywords
- agents
- added
- radicals
- water
- carrying
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000839 emulsion Substances 0.000 title abstract 7
- 229920001296 polysiloxane Polymers 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 7
- -1 polysiloxanes Polymers 0.000 abstract 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 6
- 239000003960 organic solvent Substances 0.000 abstract 4
- 239000000047 product Substances 0.000 abstract 4
- 150000003839 salts Chemical class 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 3
- 239000006185 dispersion Substances 0.000 abstract 3
- 239000003995 emulsifying agent Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000007513 acids Chemical class 0.000 abstract 2
- 239000010425 asbestos Substances 0.000 abstract 2
- 230000015572 biosynthetic process Effects 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 239000007795 chemical reaction product Substances 0.000 abstract 2
- 238000000576 coating method Methods 0.000 abstract 2
- 125000005442 diisocyanate group Chemical group 0.000 abstract 2
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract 2
- 239000011521 glass Substances 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000004033 plastic Substances 0.000 abstract 2
- 229920003023 plastic Polymers 0.000 abstract 2
- 239000004014 plasticizer Substances 0.000 abstract 2
- 229920000642 polymer Polymers 0.000 abstract 2
- 229920002635 polyurethane Polymers 0.000 abstract 2
- 239000004814 polyurethane Substances 0.000 abstract 2
- 229910052895 riebeckite Inorganic materials 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- 239000004753 textile Substances 0.000 abstract 2
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 abstract 1
- 239000004215 Carbon black (E152) Substances 0.000 abstract 1
- 239000004970 Chain extender Substances 0.000 abstract 1
- 229920001730 Moisture cure polyurethane Polymers 0.000 abstract 1
- 239000005062 Polybutadiene Substances 0.000 abstract 1
- 239000004698 Polyethylene Substances 0.000 abstract 1
- 239000004793 Polystyrene Substances 0.000 abstract 1
- 229920005830 Polyurethane Foam Polymers 0.000 abstract 1
- 239000000654 additive Substances 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 239000002313 adhesive film Substances 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 239000011230 binding agent Substances 0.000 abstract 1
- 239000004927 clay Substances 0.000 abstract 1
- 239000012459 cleaning agent Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 239000007799 cork Substances 0.000 abstract 1
- 238000005260 corrosion Methods 0.000 abstract 1
- 230000007797 corrosion Effects 0.000 abstract 1
- 239000002537 cosmetic Substances 0.000 abstract 1
- 239000003431 cross linking reagent Substances 0.000 abstract 1
- 239000004205 dimethyl polysiloxane Substances 0.000 abstract 1
- 235000013870 dimethyl polysiloxane Nutrition 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 239000003792 electrolyte Substances 0.000 abstract 1
- 239000003925 fat Substances 0.000 abstract 1
- 239000000945 filler Substances 0.000 abstract 1
- 239000006260 foam Substances 0.000 abstract 1
- 239000011888 foil Substances 0.000 abstract 1
- 239000003365 glass fiber Substances 0.000 abstract 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 238000010030 laminating Methods 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- 239000000314 lubricant Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- KMBPCQSCMCEPMU-UHFFFAOYSA-N n'-(3-aminopropyl)-n'-methylpropane-1,3-diamine Chemical compound NCCCN(C)CCCN KMBPCQSCMCEPMU-UHFFFAOYSA-N 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 150000002903 organophosphorus compounds Chemical class 0.000 abstract 1
- 239000003973 paint Substances 0.000 abstract 1
- 239000000123 paper Substances 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 238000005498 polishing Methods 0.000 abstract 1
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 abstract 1
- 229920002857 polybutadiene Polymers 0.000 abstract 1
- 229920000573 polyethylene Polymers 0.000 abstract 1
- 229920002223 polystyrene Polymers 0.000 abstract 1
- 239000011496 polyurethane foam Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 230000001681 protective effect Effects 0.000 abstract 1
- 239000000565 sealant Substances 0.000 abstract 1
- 239000000377 silicon dioxide Substances 0.000 abstract 1
- 238000004513 sizing Methods 0.000 abstract 1
- 238000006561 solvent free reaction Methods 0.000 abstract 1
- 238000005507 spraying Methods 0.000 abstract 1
- 239000003381 stabilizer Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 0.000 abstract 1
- 229920001169 thermoplastic Polymers 0.000 abstract 1
- 239000004416 thermosoftening plastic Substances 0.000 abstract 1
- 239000002966 varnish Substances 0.000 abstract 1
- 239000000080 wetting agent Substances 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/61—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/38—Polysiloxanes modified by chemical after-treatment
- C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
- C08G77/388—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
- C08L83/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/06—Preparatory processes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/458—Block-or graft-polymers containing polysiloxane sequences containing polyurethane sequences
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/70—Siloxanes defined by use of the MDTQ nomenclature
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- General Chemical & Material Sciences (AREA)
- Polyurethanes Or Polyureas (AREA)
- Silicon Polymers (AREA)
Abstract
1,128,642. Silicone emulsions. FARBENFABRIKEN BAYER A.G. 27 May, 1966 [28 May, 1965], No. 23809/66. Heading C3T. Aqueous silicone emulsions free of emulsifiers are made by reacting (a) polysiloxanes of the formula R n SiCO 4-n/2, wherein n has a value of from 1 to 3, at least 2 of the R radicals are carbofunctional radicals each carrying at least 1 reactive H atom, the remaining R radicals being hydrocarbon radicals with or without inert substituents, with (b) an organic diisocyanate, and with (c) a silicon-free compound carrying at least 1 H atom reactive with -NCO groups or at least 1-NCO group and at least 1 salt type group or group capable of salt formation and, if desired, with (d) a silicon-free chain extender of M.W. not more than 300 carrying reactive H atoms, and where compounds carrying groups capable of salt formation are used, the reaction product is subsequently converted at least partly into salt form, at least the reaction with components (c) and/or (d) either taking place in an organic solvent to which water is added when the reaction is complete and the organic solvent is removed, or in water, or in a watercontaining organic solvent which may be partially removed. The siloxane carbofunctional radicals are organic radicals containing hydroxy, mercapto, carboxy or amino groups. Among the numerous examples of (c) are mercapto-, hydroxy- and amino-carboxylic and -sulphonic acids and addition products thereof, organophosphorus compounds, and compounds carrying groups which can be neutralized, quarternized or ternized with acids, e.g. mono-, di- and tri-hydric alcohols and mono-, di- and triamines. Usually the siloxane (a) is reacted with the diisocyanate (b) to form a pre-polymer which is then reacted with compd. (c) and, if desired with (d), in the presence or absence of organic solvents and water. Several other methods are described. The modified siloxanes are converted into emulsions by spraying the dissolved or liquid solvent-free reaction product into water or by using ultrasonic means. Polyfunctional cross-linking agents, many examples of which are given, may be added with the water added to prepare the emulsion. Emulsifiers may be added, if desired. The emulsions may be blended with dispersions of P.V.C., polyethylene, polystyrene, polybutadiene or polyurethanes. Fillers, plasticizers, pigments, silica sols, Al, clay and asbestos dispersions, may also be added. The products are isolated simply by removing the solvents. Alternatively, by adding electrolytes thereto coagulates are obtained which, after removal of solvent, yield oils, fats, paraffin- or wax-like plastic compositions, pastes, brittle and hard or soft and elastic adhesive films and foils, and pulverizable, crystalline, thermoplastic products. In a typical Example (1) a hydroxymethyl terminated dimethylpolysiloxane was reacted with 1,6-hexanediisocyanate and the product was dissolved in acetone and added to an acetone solution of bis-(aminopropyl)- methylamine; dimethylsulphate was then added, followed by water, and finally the acetone was distilled off leaving a stable emulsion. Uses.-For coating, impregnating and hydrophobing textiles, leather, paper, glass, wood, laminates and foam plastics; for anti-static and crease-proof finishing; as binders for fleeces, cork powder, sawdust, glass fibres, asbestos and paper-like materials; as adhesives, adhesion promotors, laminating agents, and plasticizers; as auxiliaries in textile printing and finishing; as additives for polymer dispersions; as sizing agents and leather-treating agents; as sealants, lubricants, dispersants, emulsifiers, wetting agents and antifoam-agents; as stabilizers for polyurethane foams; as cosmetic skin protectives; as polishing agents, mould release agents and hydraulic liquids; as cleaning agents for various surfaces; as levelling agents for paints and varnishes; as tarnish-proof coatings on panes of glass; as corrosion inhibitors; and for making polyurethanes or other polymers opaque.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0046173 | 1965-05-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1128642A true GB1128642A (en) | 1968-09-25 |
Family
ID=7100885
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2380966A Expired GB1128642A (en) | 1965-05-28 | 1966-05-27 | Process for the production of silicone emulsions |
Country Status (6)
| Country | Link |
|---|---|
| AT (1) | AT265642B (en) |
| BE (1) | BE681712A (en) |
| CH (1) | CH476063A (en) |
| DE (1) | DE1570576B2 (en) |
| GB (1) | GB1128642A (en) |
| NL (1) | NL6607150A (en) |
Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4758601A (en) * | 1986-06-24 | 1988-07-19 | Bayer Aktiengesellschaft | Process for the production of polysiloxane ionomers, polysiloxane ionomers and their use for the production of cellular polyurethane elastomers |
| EP0405494A3 (en) * | 1989-06-28 | 1991-11-21 | Union Carbide Chemicals And Plastics Company, Inc. | Silicone-urethane copolymers |
| US5750630A (en) * | 1994-02-04 | 1998-05-12 | Minnesota Mining And Manufacturing Company | Water-based polyurethane polymer, release coating, adhesive tape and process of preparation |
| US6072019A (en) * | 1996-07-19 | 2000-06-06 | 3M Innovative Properties Company | Water-based polyurethane polymer, release coating, adhesive tape and process of preparation |
| US6352768B1 (en) | 1999-03-02 | 2002-03-05 | Avery Dennison Corporation | Printable release coatings and stamp constructions |
| US6632537B2 (en) | 2001-01-17 | 2003-10-14 | A. Andrew Shores | Silicone and ionically modified isocyanate adduct |
| US6641922B2 (en) | 2001-01-17 | 2003-11-04 | A. Andrew Shores | Silicone and ionically modified isocyanate adduct |
| US6824820B1 (en) | 1999-06-07 | 2004-11-30 | 3M Innovative Properties Company | Polyurea-based adhesives, articles therefrom and methods of their preparation and use |
| EP1607427A1 (en) * | 2004-06-03 | 2005-12-21 | Wacker-Chemie GmbH | Hydrophilic siloxane copolymers and process for their preparation |
| EP1397245A4 (en) * | 2001-05-02 | 2008-07-02 | Andrew A Shores | Water-reducible urethane oligomers |
| DE102007012908A1 (en) | 2007-03-19 | 2008-09-25 | Momentive Performance Materials Gmbh | New polyamide-polysiloxane compounds |
| WO2008142109A1 (en) | 2007-05-21 | 2008-11-27 | Momentive Performance Materials Gmbh | Polycarbonate and/or polyurethane polyorganosiloxane compounds |
| WO2008038257A3 (en) * | 2006-09-26 | 2008-12-11 | Loctite R & D Ltd | Novel adducts and curable compositions using same |
| DE102007027027A1 (en) | 2007-06-08 | 2008-12-11 | Momentive Performance Materials Gmbh & Co. Kg | New polyurea- and/or polyurethane-polyorganosiloxane-compounds containing an amide structural unit and a polydiorganosiloxane unit useful e.g. to produce duromers, adhesives, primers for metal and plastic surfaces, polymer additives |
| WO2009021989A1 (en) * | 2007-08-14 | 2009-02-19 | Momentive Performance Materials Gmbh | Novel polyurea- and/or polyurethane-polyorganosiloxane compounds |
| DE102008013584A1 (en) | 2008-03-11 | 2009-09-17 | Momentive Performance Materials Gmbh | New polycarbonate-polyorganosiloxane and / or polyurethane-polyorganosiloxane compounds |
| US7750094B2 (en) | 2006-10-25 | 2010-07-06 | Loctite (R&D) Limited | Adducts and curable compositions using same |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4234697A (en) * | 1979-01-18 | 1980-11-18 | Dow Corning Corporation | Method of preparing cross-linked polydiorganosiloxane using organic isocyanates and products prepared therefrom |
| EP0314848B1 (en) * | 1987-11-05 | 1991-03-13 | Toray Silicone Company, Ltd. | A method for producing silicone rubber powder |
| US5356706A (en) * | 1992-12-14 | 1994-10-18 | Shores A Andrew | Release coating for adhesive tapes and labels |
| CA2115002C (en) * | 1994-02-04 | 1999-08-03 | Ashok Sengupta | Water-based polyurethane release coating |
| CA2163611A1 (en) * | 1994-12-15 | 1996-06-16 | Wayne K. Larson | Low surface energy sulfo-polyurethane or sulfo-polyurea compositions |
-
1965
- 1965-06-28 DE DE19651570576 patent/DE1570576B2/en active Granted
-
1966
- 1966-04-26 CH CH601666A patent/CH476063A/en not_active IP Right Cessation
- 1966-04-29 AT AT405666A patent/AT265642B/en active
- 1966-05-24 NL NL6607150A patent/NL6607150A/xx unknown
- 1966-05-27 GB GB2380966A patent/GB1128642A/en not_active Expired
- 1966-05-27 BE BE681712D patent/BE681712A/xx unknown
Cited By (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4758601A (en) * | 1986-06-24 | 1988-07-19 | Bayer Aktiengesellschaft | Process for the production of polysiloxane ionomers, polysiloxane ionomers and their use for the production of cellular polyurethane elastomers |
| EP0405494A3 (en) * | 1989-06-28 | 1991-11-21 | Union Carbide Chemicals And Plastics Company, Inc. | Silicone-urethane copolymers |
| US5750630A (en) * | 1994-02-04 | 1998-05-12 | Minnesota Mining And Manufacturing Company | Water-based polyurethane polymer, release coating, adhesive tape and process of preparation |
| US6072019A (en) * | 1996-07-19 | 2000-06-06 | 3M Innovative Properties Company | Water-based polyurethane polymer, release coating, adhesive tape and process of preparation |
| US6352768B1 (en) | 1999-03-02 | 2002-03-05 | Avery Dennison Corporation | Printable release coatings and stamp constructions |
| US6824820B1 (en) | 1999-06-07 | 2004-11-30 | 3M Innovative Properties Company | Polyurea-based adhesives, articles therefrom and methods of their preparation and use |
| US6632537B2 (en) | 2001-01-17 | 2003-10-14 | A. Andrew Shores | Silicone and ionically modified isocyanate adduct |
| US6641922B2 (en) | 2001-01-17 | 2003-11-04 | A. Andrew Shores | Silicone and ionically modified isocyanate adduct |
| EP1397245A4 (en) * | 2001-05-02 | 2008-07-02 | Andrew A Shores | Water-reducible urethane oligomers |
| EP1607427A1 (en) * | 2004-06-03 | 2005-12-21 | Wacker-Chemie GmbH | Hydrophilic siloxane copolymers and process for their preparation |
| US7427648B2 (en) | 2004-06-03 | 2008-09-23 | Wacker Chemie Ag | Hydrophilic siloxane copolymers and process for the preparation thereof |
| CN100339419C (en) * | 2004-06-03 | 2007-09-26 | 瓦克化学股份公司 | Hydrophilic siloxane copolymer and method for manufacturing the same |
| WO2008038257A3 (en) * | 2006-09-26 | 2008-12-11 | Loctite R & D Ltd | Novel adducts and curable compositions using same |
| US7759435B2 (en) | 2006-09-26 | 2010-07-20 | Loctite (R&D) Limited | Adducts and curable compositions using same |
| US7750094B2 (en) | 2006-10-25 | 2010-07-06 | Loctite (R&D) Limited | Adducts and curable compositions using same |
| DE102007012908A1 (en) | 2007-03-19 | 2008-09-25 | Momentive Performance Materials Gmbh | New polyamide-polysiloxane compounds |
| WO2008142109A1 (en) | 2007-05-21 | 2008-11-27 | Momentive Performance Materials Gmbh | Polycarbonate and/or polyurethane polyorganosiloxane compounds |
| DE102007023869A1 (en) | 2007-05-21 | 2008-12-18 | Momentive Performance Materials Gmbh & Co. Kg | New polycarbonate and / or polyurethane polyorganosiloxane compounds |
| DE102007027027A1 (en) | 2007-06-08 | 2008-12-11 | Momentive Performance Materials Gmbh & Co. Kg | New polyurea- and/or polyurethane-polyorganosiloxane-compounds containing an amide structural unit and a polydiorganosiloxane unit useful e.g. to produce duromers, adhesives, primers for metal and plastic surfaces, polymer additives |
| WO2009021989A1 (en) * | 2007-08-14 | 2009-02-19 | Momentive Performance Materials Gmbh | Novel polyurea- and/or polyurethane-polyorganosiloxane compounds |
| US8785587B2 (en) | 2007-08-14 | 2014-07-22 | Momentive Performance Materials Gmbh | Polyurea- and/or polyurethane-polyorganosiloxane compounds |
| DE102008013584A1 (en) | 2008-03-11 | 2009-09-17 | Momentive Performance Materials Gmbh | New polycarbonate-polyorganosiloxane and / or polyurethane-polyorganosiloxane compounds |
Also Published As
| Publication number | Publication date |
|---|---|
| NL6607150A (en) | 1966-11-29 |
| DE1570576B2 (en) | 1973-05-03 |
| DE1570576C3 (en) | 1973-11-22 |
| DE1570576A1 (en) | 1969-12-11 |
| BE681712A (en) | 1966-10-31 |
| AT265642B (en) | 1968-10-25 |
| CH476063A (en) | 1969-07-31 |
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