DE3784242T2 - Hydroxy-funktionelle disiloxane und polysiloxan-oligomere. - Google Patents
Hydroxy-funktionelle disiloxane und polysiloxan-oligomere.Info
- Publication number
- DE3784242T2 DE3784242T2 DE8787305103T DE3784242T DE3784242T2 DE 3784242 T2 DE3784242 T2 DE 3784242T2 DE 8787305103 T DE8787305103 T DE 8787305103T DE 3784242 T DE3784242 T DE 3784242T DE 3784242 T2 DE3784242 T2 DE 3784242T2
- Authority
- DE
- Germany
- Prior art keywords
- carbon atoms
- polysiloxane
- alkyl
- formula
- reaction
- 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 - Lifetime
Links
- -1 POLYSILOXANE Polymers 0.000 title claims abstract description 60
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 59
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 22
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 18
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 9
- 229920001400 block copolymer Polymers 0.000 claims abstract description 8
- 125000003709 fluoroalkyl group Chemical group 0.000 claims abstract description 8
- 238000006243 chemical reaction Methods 0.000 claims description 40
- 238000000034 method Methods 0.000 claims description 10
- 229920002635 polyurethane Polymers 0.000 claims description 7
- 239000004814 polyurethane Substances 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 229920000515 polycarbonate Polymers 0.000 claims description 5
- 239000004417 polycarbonate Substances 0.000 claims description 5
- 239000000853 adhesive Substances 0.000 claims description 4
- 230000001070 adhesive effect Effects 0.000 claims description 4
- 229920002492 poly(sulfone) Polymers 0.000 claims description 4
- 229920000728 polyester Polymers 0.000 claims description 4
- 229920001610 polycaprolactone Polymers 0.000 claims description 3
- 239000004632 polycaprolactone Substances 0.000 claims description 3
- 239000004753 textile Substances 0.000 claims description 3
- 239000012038 nucleophile Substances 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract description 24
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 abstract description 21
- 229910052710 silicon Inorganic materials 0.000 abstract description 5
- 229910018540 Si C Inorganic materials 0.000 abstract description 3
- 125000003118 aryl group Chemical group 0.000 abstract description 3
- 239000010703 silicon Substances 0.000 abstract description 3
- 229910010271 silicon carbide Inorganic materials 0.000 abstract description 3
- 239000001257 hydrogen Substances 0.000 abstract description 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 18
- 239000000047 product Substances 0.000 description 13
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 239000003377 acid catalyst Substances 0.000 description 7
- 239000003054 catalyst Substances 0.000 description 7
- 238000011067 equilibration Methods 0.000 description 7
- SOWNUSZVWBLBEM-UHFFFAOYSA-N 4-[[3-hydroxybutyl(dimethyl)silyl]oxy-dimethylsilyl]butan-2-ol Chemical compound CC(O)CC[Si](C)(C)O[Si](C)(C)CCC(C)O SOWNUSZVWBLBEM-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 238000005160 1H NMR spectroscopy Methods 0.000 description 5
- CWUHERHJSPPFHQ-UHFFFAOYSA-N 2,2-dimethyloxasilinane Chemical compound C[Si]1(C)CCCCO1 CWUHERHJSPPFHQ-UHFFFAOYSA-N 0.000 description 5
- STMDPCBYJCIZOD-UHFFFAOYSA-N 2-(2,4-dinitroanilino)-4-methylpentanoic acid Chemical compound CC(C)CC(C(O)=O)NC1=CC=C([N+]([O-])=O)C=C1[N+]([O-])=O STMDPCBYJCIZOD-UHFFFAOYSA-N 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 5
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 4
- 230000007062 hydrolysis Effects 0.000 description 4
- 238000006460 hydrolysis reaction Methods 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 239000004593 Epoxy Substances 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- MFIBZDZRPYQXOM-UHFFFAOYSA-N [dimethyl-[3-(oxiran-2-ylmethoxy)propyl]silyl]oxy-dimethyl-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound C1OC1COCCC[Si](C)(C)O[Si](C)(C)CCCOCC1CO1 MFIBZDZRPYQXOM-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 238000005227 gel permeation chromatography Methods 0.000 description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 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
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000011541 reaction mixture Substances 0.000 description 3
- 230000001105 regulatory effect Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- OZJPLYNZGCXSJM-UHFFFAOYSA-N 5-valerolactone Chemical compound O=C1CCCCO1 OZJPLYNZGCXSJM-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LGRFSURHDFAFJT-UHFFFAOYSA-N Phthalic anhydride Natural products C1=CC=C2C(=O)OC(=O)C2=C1 LGRFSURHDFAFJT-UHFFFAOYSA-N 0.000 description 2
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 2
- 150000008064 anhydrides Chemical class 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- JHIWVOJDXOSYLW-UHFFFAOYSA-N butyl 2,2-difluorocyclopropane-1-carboxylate Chemical compound CCCCOC(=O)C1CC1(F)F JHIWVOJDXOSYLW-UHFFFAOYSA-N 0.000 description 2
- 230000003197 catalytic effect Effects 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000000539 dimer Substances 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 150000002596 lactones Chemical class 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000007142 ring opening reaction Methods 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- ISPWSRVEMSGMKS-UHFFFAOYSA-N 3-[[3-hydroxypropyl(dimethyl)silyl]oxy-dimethylsilyl]propan-1-ol Chemical compound OCCC[Si](C)(C)O[Si](C)(C)CCCO ISPWSRVEMSGMKS-UHFFFAOYSA-N 0.000 description 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000006136 alcoholysis reaction Methods 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 229920000249 biocompatible polymer Polymers 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000012512 characterization method Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000001276 controlling effect Effects 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 239000003822 epoxy resin Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000005755 formation reaction Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 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
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- 238000001020 plasma etching Methods 0.000 description 1
- 238000012643 polycondensation polymerization Methods 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000006798 ring closing metathesis reaction Methods 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000000565 sealant Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- KCIKCCHXZMLVDE-UHFFFAOYSA-N silanediol Chemical class O[SiH2]O KCIKCCHXZMLVDE-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000725 trifluoropropyl group Chemical group [H]C([H])(*)C([H])([H])C(F)(F)F 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C08G77/14—Polysiloxanes containing silicon bound to oxygen-containing groups
- C08G77/16—Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0834—Compounds having one or more O-Si linkage
- C07F7/0838—Compounds with one or more Si-O-Si sequences
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/10—Compounds having one or more C—Si linkages containing nitrogen having a Si-N linkage
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
-
- 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
- C08G77/045—Polysiloxanes containing less than 25 silicon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Silicon Polymers (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/840,843 US4689383A (en) | 1986-03-18 | 1986-03-18 | Hydroxyl-functional disiloxanes and polysiloxane oligomers |
| CA000538942A CA1337908C (en) | 1986-03-18 | 1987-06-05 | Hydroxyl-functional disiloxanes and polysiloxane oligomers |
| AU73874/87A AU7387487A (en) | 1986-03-18 | 1987-06-05 | Hydroxyl functional disiloxanes and polysiloxane oligomers |
| EP87305103A EP0294525B1 (en) | 1986-03-18 | 1987-06-09 | Hydroxyl-functional disiloxanes and polysiloxane oligomers |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DE3784242D1 DE3784242D1 (de) | 1993-03-25 |
| DE3784242T2 true DE3784242T2 (de) | 1993-06-09 |
Family
ID=27423803
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8787305103T Expired - Lifetime DE3784242T2 (de) | 1986-03-18 | 1987-06-09 | Hydroxy-funktionelle disiloxane und polysiloxan-oligomere. |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US4689383A (forum.php) |
| EP (1) | EP0294525B1 (forum.php) |
| JP (1) | JPS6416793A (forum.php) |
| AT (1) | ATE85797T1 (forum.php) |
| AU (1) | AU7387487A (forum.php) |
| CA (1) | CA1337908C (forum.php) |
| DE (1) | DE3784242T2 (forum.php) |
| ES (1) | ES2053539T3 (forum.php) |
| GR (1) | GR3007414T3 (forum.php) |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH02255688A (ja) * | 1989-03-29 | 1990-10-16 | Toshiba Silicone Co Ltd | ヒドロキシル基含有有機ケイ素化合物 |
| JPH02255689A (ja) * | 1989-03-29 | 1990-10-16 | Toshiba Silicone Co Ltd | グリシドキシ基含有有機ケイ素化合物 |
| DK0412704T3 (da) * | 1989-08-07 | 1999-11-01 | Procter & Gamble | Hårkonditionerings- og stylingsammensætninger |
| US5658557A (en) * | 1989-08-07 | 1997-08-19 | The Procter & Gamble Company | Hair care compositions comprising silicone-containing copolymers |
| EP0475130B1 (en) * | 1990-08-30 | 1997-12-03 | Kao Corporation | Siloxane derivative, its use as emulsifier and cosmetic preparations |
| JP2613124B2 (ja) * | 1990-08-30 | 1997-05-21 | 花王株式会社 | 新規シロキサン誘導体、その製造方法及びこれを含有する化粧料 |
| US5113005A (en) * | 1991-06-07 | 1992-05-12 | Abbott Laboratories | Process for synthesis of silyl alcohols |
| US5443504A (en) * | 1991-09-30 | 1995-08-22 | Hill; John D. | Basic skeletal muscle energy conversion system |
| US5344385A (en) * | 1991-09-30 | 1994-09-06 | Thoratec Laboratories Corporation | Step-down skeletal muscle energy conversion system |
| BR9510141A (pt) * | 1995-01-09 | 1997-12-30 | Procter & Gamble | Composição aquosa para fixar o cabelo |
| US5733538A (en) * | 1995-06-07 | 1998-03-31 | Thoratec Laboratories, Inc. | Surface-modifying copolymers having cell adhesion properties |
| US5667771A (en) * | 1996-03-21 | 1997-09-16 | The Procter & Gamble Company | Rinse-off hair care compositions using grafted copolymers |
| US5665337A (en) * | 1996-03-21 | 1997-09-09 | The Procter & Gamble Company | Low residue hair care compositions using grafted copolymers |
| US5653968A (en) * | 1996-03-21 | 1997-08-05 | The Proctor & Gamble Company | Rinse-off hair care compositions |
| US5653969A (en) * | 1996-03-21 | 1997-08-05 | The Procter & Gamble Company | Low residue hair care compositions |
| WO1998003574A1 (fr) * | 1996-07-18 | 1998-01-29 | Asahi Glass Company Ltd. | Composes organosilicies fluores et leur procede de preparation |
| US5830447A (en) * | 1996-09-04 | 1998-11-03 | The Procter & Gamble Company | Personal care compositions |
| US5863527A (en) * | 1996-09-04 | 1999-01-26 | The Proctor & Gamble Company | Personal care compositions |
| US5916548A (en) * | 1996-09-04 | 1999-06-29 | The Procter & Gamble Company | Personal care compositions |
| US5804173A (en) * | 1996-09-04 | 1998-09-08 | The Procter & Gamble Company | Personal care compositions |
| US6555117B2 (en) | 1997-04-25 | 2003-04-29 | The Procter & Gamble Company | Personal care compositions containing linear toughened silicone grafted polymers |
| US5929173A (en) * | 1997-05-12 | 1999-07-27 | The Procter & Gamble Company | Toughened grafted polymers |
| US6165457A (en) * | 1997-05-12 | 2000-12-26 | The Procter & Gamble Company | Personal care compositions containing toughened grafted polymers |
| US6225434B1 (en) | 1997-08-01 | 2001-05-01 | Ppg Industries Ohio, Inc. | Film-forming compositions having improved scratch resistance |
| US5939491A (en) * | 1997-08-01 | 1999-08-17 | Ppg Industries Ohio, Inc. | Curable compositions based on functional polysiloxanes |
| US5952443A (en) * | 1997-08-01 | 1999-09-14 | Ppg Industries Ohio, Inc. | Acetoacetate functional polysiloxanes |
| US5916992A (en) * | 1997-08-01 | 1999-06-29 | Ppg Industries Ohio, Inc. | Polysiloxane polyols |
| US6623791B2 (en) | 1999-07-30 | 2003-09-23 | Ppg Industries Ohio, Inc. | Coating compositions having improved adhesion, coated substrates and methods related thereto |
| AU770696B2 (en) | 1999-07-30 | 2004-02-26 | Ppg Industries Ohio, Inc. | Cured coatings having improved scratch resistance, coated substrates and methods related thereto |
| CN1261508C (zh) | 1999-07-30 | 2006-06-28 | 匹兹堡玻璃板工业俄亥俄股份有限公司 | 具有改进抗刮性的涂料组合物、涂覆基材及其有关方法 |
| JP2003506518A (ja) | 1999-07-30 | 2003-02-18 | ピーピージー インダストリーズ オハイオ， インコーポレイテッド | 改良ひっかき抵抗性を有するコーティング組成物、コート基材及びそれに関連する方法 |
| US6610777B1 (en) | 1999-07-30 | 2003-08-26 | Ppg Industries Ohio, Inc. | Flexible coating compositions having improved scratch resistance, coated substrates and methods related thereto |
| US6635341B1 (en) | 2000-07-31 | 2003-10-21 | Ppg Industries Ohio, Inc. | Coating compositions comprising silyl blocked components, coating, coated substrates and methods related thereto |
| DE10109842A1 (de) * | 2001-03-01 | 2002-10-02 | Consortium Elektrochem Ind | Verfahren zur Herstellung von Hydroxyalkylpolysiloxanen |
| DE10139963A1 (de) * | 2001-08-14 | 2003-03-06 | Wacker Chemie Gmbh | Quaternäre Ammoniumgruppen aufweisende Organopolysiloxane und Verfahren zu deren Herstellung |
| SE526027C2 (sv) | 2003-05-23 | 2005-06-14 | Gambro Lundia Ab | Biokompatibel polymerkomposition, förfarande för beredning av en biokompatibel sampolymerkomposition, artikel med en film av en polymerkomposition och användning av en biokompatibel polymerkomposition för en medicinsk anordning |
| WO2009105625A2 (en) * | 2008-02-21 | 2009-08-27 | Webster Dean C | Uv-curable low surface energy coatings |
| JP2009256660A (ja) * | 2008-03-27 | 2009-11-05 | Chisso Corp | ジオルガノポリシロキサン化合物及びその製造方法 |
| JP6105920B2 (ja) | 2011-12-27 | 2017-03-29 | 東レ・ダウコーニング株式会社 | 共変性オルガノポリシロキサン、それを含有してなる油中水型エマルション用乳化剤、外用剤および化粧料 |
| JP6313540B2 (ja) | 2011-12-27 | 2018-04-18 | 東レ・ダウコーニング株式会社 | ジグリセリン誘導体変性シリコーン、それを含有してなる油中水型エマルション用乳化剤、外用剤および化粧料 |
| JP6369888B2 (ja) | 2011-12-27 | 2018-08-08 | 東レ・ダウコーニング株式会社 | 新規液状オルガノポリシロキサン及びその利用 |
| PL3336129T3 (pl) | 2016-12-16 | 2021-09-20 | Henkel Ag & Co. Kgaa | Sposób wytwarzania polisiloksanów funkcjonalizowanych grupami hydroksylowymi |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2381138A (en) * | 1942-05-14 | 1945-08-07 | Gen Electric | 2-halogenoethoxy silicon compounds |
| US2381137A (en) * | 1942-05-14 | 1945-08-07 | Gen Electric | Process of preparing tetrakis-2-chloroethyl silicate |
| US2898361A (en) * | 1958-06-26 | 1959-08-04 | Dow Corning | Preparation of organodisiloxane esters |
| US3083219A (en) * | 1961-03-15 | 1963-03-26 | Gen Electric | Intercondensation of tetrahydrofuran with organohalosilanes |
| US3426057A (en) * | 1963-09-06 | 1969-02-04 | Bernard Kanner | Isocyanate compounds and process for preparing same |
| GB1257650A (en) * | 1968-12-30 | 1971-12-22 | Ici Ltd | Nitrogen containing polyoxyalkylene polysiloxane copolymers |
| US4160775A (en) * | 1978-03-28 | 1979-07-10 | Union Carbide Corporation | Process for the preparation of novel organosilicon compounds |
| DE2912485A1 (de) * | 1979-03-29 | 1980-10-09 | Henkel Kgaa | Neue quartaere polysiloxanderivate, deren verwendung in haarkosmetika, sowie diese enthaltende haarwasch- und haarbehandlungsmittel |
| US4576999A (en) * | 1982-05-06 | 1986-03-18 | General Electric Company | Ultraviolet radiation-curable silicone release compositions with epoxy and/or acrylic functionality |
| US4590224A (en) * | 1984-08-20 | 1986-05-20 | The Dow Chemical Company | Siloxane-containing polyisocyanurate |
| DE3509810C1 (de) * | 1985-03-19 | 1986-05-15 | Th. Goldschmidt Ag, 4300 Essen | Verfahren zur Herstellung von Polyurethanformteilen |
| DE3517612A1 (de) * | 1985-05-15 | 1987-01-02 | Titmus Eurocon Kontaktlinsen | Modifizierter siliconkautschuk und seine verwendung als material fuer eine optische linse sowie optische linse aus diesem material |
-
1986
- 1986-03-18 US US06/840,843 patent/US4689383A/en not_active Expired - Lifetime
-
1987
- 1987-06-05 AU AU73874/87A patent/AU7387487A/en not_active Abandoned
- 1987-06-05 CA CA000538942A patent/CA1337908C/en not_active Expired - Fee Related
- 1987-06-09 ES ES87305103T patent/ES2053539T3/es not_active Expired - Lifetime
- 1987-06-09 AT AT87305103T patent/ATE85797T1/de not_active IP Right Cessation
- 1987-06-09 DE DE8787305103T patent/DE3784242T2/de not_active Expired - Lifetime
- 1987-06-09 EP EP87305103A patent/EP0294525B1/en not_active Expired - Lifetime
- 1987-06-22 JP JP62155246A patent/JPS6416793A/ja active Pending
-
1993
- 1993-03-19 GR GR920403055T patent/GR3007414T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA1337908C (en) | 1996-01-09 |
| AU7387487A (en) | 1988-12-08 |
| US4689383A (en) | 1987-08-25 |
| DE3784242D1 (de) | 1993-03-25 |
| ATE85797T1 (de) | 1993-03-15 |
| EP0294525A1 (en) | 1988-12-14 |
| GR3007414T3 (forum.php) | 1993-07-30 |
| JPS6416793A (en) | 1989-01-20 |
| EP0294525B1 (en) | 1993-02-17 |
| ES2053539T3 (es) | 1994-08-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8364 | No opposition during term of opposition | ||
| 8327 | Change in the person/name/address of the patent owner |
Owner name: GOLDSCHMIDT AG, 45127 ESSEN, DE |
|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: GOLDSCHMIDT GMBH, 45127 ESSEN, DE |