JP5043312B2 - 一液シロキサン硬化システムに使用するための立体障害反応体 - Google Patents
一液シロキサン硬化システムに使用するための立体障害反応体 Download PDFInfo
- Publication number
- JP5043312B2 JP5043312B2 JP2005162129A JP2005162129A JP5043312B2 JP 5043312 B2 JP5043312 B2 JP 5043312B2 JP 2005162129 A JP2005162129 A JP 2005162129A JP 2005162129 A JP2005162129 A JP 2005162129A JP 5043312 B2 JP5043312 B2 JP 5043312B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- sterically hindered
- crosslinking
- silicon hydride
- cross
- 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 - Fee Related
Links
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 title claims abstract description 83
- 239000000376 reactant Substances 0.000 title claims description 52
- 238000004132 cross linking Methods 0.000 claims abstract description 77
- 125000000962 organic group Chemical group 0.000 claims abstract description 56
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 53
- -1 polysiloxane Polymers 0.000 claims abstract description 52
- 229920001296 polysiloxane Polymers 0.000 claims abstract description 51
- 125000000524 functional group Chemical group 0.000 claims abstract description 47
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 35
- 239000003054 catalyst Substances 0.000 claims abstract description 30
- 229910052990 silicon hydride Inorganic materials 0.000 claims abstract description 21
- 238000000034 method Methods 0.000 claims abstract description 20
- 238000006243 chemical reaction Methods 0.000 claims description 72
- 239000000203 mixture Substances 0.000 claims description 51
- 229920000642 polymer Polymers 0.000 claims description 38
- 239000004971 Cross linker Substances 0.000 claims description 28
- 125000004432 carbon atom Chemical group C* 0.000 claims description 28
- 238000013006 addition curing Methods 0.000 claims description 20
- 238000002156 mixing Methods 0.000 claims description 20
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 18
- 229910052710 silicon Inorganic materials 0.000 claims description 17
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 16
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 16
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 14
- 239000011159 matrix material Substances 0.000 claims description 13
- 239000002245 particle Substances 0.000 claims description 12
- 150000001875 compounds Chemical class 0.000 claims description 9
- 238000004519 manufacturing process Methods 0.000 claims description 9
- 229920001577 copolymer Polymers 0.000 claims description 8
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 claims description 7
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 7
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 6
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000004344 phenylpropyl group Chemical group 0.000 claims description 6
- 229910052697 platinum Inorganic materials 0.000 claims description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
- 239000000523 sample Substances 0.000 claims description 5
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 3
- 239000002184 metal Substances 0.000 claims description 3
- 229910052751 metal Inorganic materials 0.000 claims description 3
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229910017052 cobalt Inorganic materials 0.000 claims description 2
- 239000010941 cobalt Substances 0.000 claims description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 claims description 2
- 229940050561 matrix product Drugs 0.000 claims description 2
- 229910052759 nickel Inorganic materials 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 2
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Inorganic materials [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 claims 8
- 229910018557 Si O Inorganic materials 0.000 claims 5
- 150000001721 carbon Chemical group 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract description 6
- 238000001723 curing Methods 0.000 description 19
- 239000000463 material Substances 0.000 description 18
- 239000000047 product Substances 0.000 description 15
- 238000012545 processing Methods 0.000 description 13
- 150000004678 hydrides Chemical class 0.000 description 12
- 239000001257 hydrogen Substances 0.000 description 9
- 229910052739 hydrogen Inorganic materials 0.000 description 9
- 239000000470 constituent Substances 0.000 description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 7
- 125000001424 substituent group Chemical group 0.000 description 7
- 239000000654 additive Substances 0.000 description 6
- 238000006459 hydrosilylation reaction Methods 0.000 description 6
- 230000007246 mechanism Effects 0.000 description 6
- 239000010703 silicon Substances 0.000 description 6
- 229920002554 vinyl polymer Polymers 0.000 description 6
- 229910003849 O-Si Inorganic materials 0.000 description 5
- 229910003872 O—Si Inorganic materials 0.000 description 5
- 230000008901 benefit Effects 0.000 description 5
- 230000008859 change Effects 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 229910000077 silane Inorganic materials 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000013461 design Methods 0.000 description 4
- 238000010348 incorporation Methods 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229920006254 polymer film Polymers 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- 239000000945 filler Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 239000012071 phase Substances 0.000 description 3
- 230000008569 process Effects 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 230000003335 steric effect Effects 0.000 description 3
- AWWLLLDRXYQXCS-UHFFFAOYSA-N 2-methyl-3-sulfanylprop-2-enoic acid Chemical compound SC=C(C)C(O)=O AWWLLLDRXYQXCS-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 239000004593 Epoxy Substances 0.000 description 2
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000012491 analyte Substances 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- KXHPPCXNWTUNSB-UHFFFAOYSA-M benzyl(trimethyl)azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CC1=CC=CC=C1 KXHPPCXNWTUNSB-UHFFFAOYSA-M 0.000 description 2
- 230000000903 blocking effect Effects 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 229910052794 bromium Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- ZFDLFHQAGYPRBY-UHFFFAOYSA-N chloro acetate Chemical compound CC(=O)OCl ZFDLFHQAGYPRBY-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 229910052731 fluorine Inorganic materials 0.000 description 2
- 239000011737 fluorine Substances 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- 150000002431 hydrogen Chemical class 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 2
- 230000006698 induction Effects 0.000 description 2
- 238000003475 lamination Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000007649 pad printing Methods 0.000 description 2
- 238000012216 screening Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- BFZOTKYPSZSDEV-UHFFFAOYSA-N 4-butan-2-yl-2,6-ditert-butylphenol Chemical compound CCC(C)C1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BFZOTKYPSZSDEV-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- OBNDGIHQAIXEAO-UHFFFAOYSA-N [O].[Si] Chemical group [O].[Si] OBNDGIHQAIXEAO-UHFFFAOYSA-N 0.000 description 1
- 230000004913 activation Effects 0.000 description 1
- 238000007259 addition reaction Methods 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 238000013459 approach Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- CRQQGFGUEAVUIL-UHFFFAOYSA-N chlorothalonil Chemical compound ClC1=C(Cl)C(C#N)=C(Cl)C(C#N)=C1Cl CRQQGFGUEAVUIL-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000004020 conductor Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920006037 cross link polymer Polymers 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 238000003908 quality control method Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-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
- C08G77/48—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 in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
-
- 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
- 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
- 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
-
- 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
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic 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
- 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)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/860,198 US7211637B2 (en) | 2004-06-03 | 2004-06-03 | Sterically hindered reagents for use in single component siloxane cure systems |
| US10/860,198 | 2004-06-03 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2005344114A JP2005344114A (ja) | 2005-12-15 |
| JP2005344114A5 JP2005344114A5 (https=) | 2008-07-17 |
| JP5043312B2 true JP5043312B2 (ja) | 2012-10-10 |
Family
ID=34936867
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2005162129A Expired - Fee Related JP5043312B2 (ja) | 2004-06-03 | 2005-06-02 | 一液シロキサン硬化システムに使用するための立体障害反応体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US7211637B2 (https=) |
| EP (1) | EP1602691B1 (https=) |
| JP (1) | JP5043312B2 (https=) |
| CN (1) | CN1704437B (https=) |
| CA (1) | CA2508987C (https=) |
| DE (1) | DE602005027024D1 (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8012420B2 (en) | 2006-07-18 | 2011-09-06 | Therm-O-Disc, Incorporated | Robust low resistance vapor sensor materials |
| US20110097555A1 (en) * | 2006-11-08 | 2011-04-28 | Sar Holdings International Limited | Silicone wrap for foodstuffs and method of making the same |
| US8691390B2 (en) * | 2007-11-20 | 2014-04-08 | Therm-O-Disc, Incorporated | Single-use flammable vapor sensor films |
| TW201431967A (zh) * | 2012-12-28 | 2014-08-16 | Dow Corning | 用於轉換器之可固化有機聚矽氧烷組合物的製造方法 |
| US10293301B2 (en) * | 2017-02-09 | 2019-05-21 | Saudi Arabian Oil Company | Modified siloxane composite membranes for heavy hydrocarbon recovery |
| US11331019B2 (en) | 2017-08-07 | 2022-05-17 | The Research Foundation For The State University Of New York | Nanoparticle sensor having a nanofibrous membrane scaffold |
| WO2021067109A1 (en) * | 2019-09-30 | 2021-04-08 | Dow Silicones Corporation | Networked silicones and related compositions, methods, and compounds |
| CN112941953A (zh) * | 2020-12-31 | 2021-06-11 | 南京盛凯新材料有限公司 | 一种采用eb固化生产的耐磨纸及其制备方法 |
Family Cites Families (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3234180A (en) * | 1963-08-01 | 1966-02-08 | Gen Electric | Siloxy polymers |
| US3539530A (en) * | 1968-03-01 | 1970-11-10 | Gen Electric | Flame resistant organopolysiloxane compositions |
| JPS4810947B1 (https=) * | 1969-08-15 | 1973-04-09 | ||
| US3974122A (en) * | 1974-10-19 | 1976-08-10 | Shin-Etsu Chemical Co., Ltd. | Heat-curable silicone resin compositions |
| US4329275A (en) * | 1979-07-27 | 1982-05-11 | Toshiba Silicone Co., Ltd. | Heat-curable polysiloxane composition |
| JPS63202659A (ja) * | 1987-02-18 | 1988-08-22 | Shin Etsu Chem Co Ltd | 射出成形用シリコ−ンゴム組成物 |
| JPH01132591A (ja) * | 1987-11-18 | 1989-05-25 | Toshiba Silicone Co Ltd | 二量体化されたビニルビシクロヘプチル基含有ケイ素化合物およびその製造方法 |
| JPH02117960A (ja) | 1988-09-02 | 1990-05-02 | Dow Corning Corp | マイクロカプセル化された成分を含有してなる貯蔵安定性オルガノシロキサン組成物の硬化方法 |
| AU6354190A (en) * | 1989-08-21 | 1991-04-03 | Board Of Regents Of The University Of Washington, The | Multiple-probe diagnostic sensor |
| US5122585A (en) | 1990-12-10 | 1992-06-16 | General Electric Company | One part heat curable organopolysiloxane compositions |
| JP2538426B2 (ja) * | 1991-01-31 | 1996-09-25 | 東レ・ダウコーニング・シリコーン株式会社 | オルガノポリシロキサンの製造方法 |
| US5512882A (en) * | 1991-08-07 | 1996-04-30 | Transducer Research, Inc. | Chemical sensing apparatus and methods |
| JPH0649413A (ja) * | 1992-07-30 | 1994-02-22 | Toray Dow Corning Silicone Co Ltd | 剥離性硬化皮膜形成用オルガノポリシロキサン組成物 |
| JPH06157912A (ja) * | 1992-08-13 | 1994-06-07 | General Electric Co <Ge> | 一液型熱硬化性オルガノポリシロキサン組成物の製法 |
| US5621038A (en) * | 1995-05-26 | 1997-04-15 | Osi Specialties, Inc. | Aqueous silylated polymer curable compositions |
| US5686523A (en) * | 1995-05-26 | 1997-11-11 | Osi Specialties, Inc. | Aqueous curable silane/polymer compositions |
| JP3243991B2 (ja) * | 1995-12-18 | 2002-01-07 | 信越化学工業株式会社 | 定着ロール用付加型加熱硬化性シリコーンエラストマー組成物及びその製造方法 |
| DE19920954A1 (de) * | 1999-05-06 | 2000-11-16 | Wacker Chemie Gmbh | Vernetzer |
| DE19938338A1 (de) * | 1999-08-13 | 2001-02-22 | Wacker Chemie Gmbh | Härtbare Organopolysiloxanmassen |
| US6710123B1 (en) * | 1999-11-12 | 2004-03-23 | Atofina Chemicals, Inc. | Fluoropolymers containing organo-silanes and methods of making the same |
| US6840069B2 (en) * | 2000-06-05 | 2005-01-11 | Procter & Gamble Company | Systems for controlling a drying cycle in a drying apparatus |
| DE10029347A1 (de) | 2000-06-15 | 2002-01-03 | Univ Bayreuth | Sensorfolie |
| JP3718123B2 (ja) | 2000-12-18 | 2005-11-16 | 信越化学工業株式会社 | 型取り用オルガノポリシロキサン組成物 |
| JP4009067B2 (ja) * | 2001-03-06 | 2007-11-14 | 信越化学工業株式会社 | 付加硬化型シリコーン樹脂組成物 |
| JP3580366B2 (ja) | 2001-05-01 | 2004-10-20 | 信越化学工業株式会社 | 熱伝導性シリコーン組成物及び半導体装置 |
| US6664111B2 (en) | 2001-08-22 | 2003-12-16 | 3M Innovative Properties Company | Fluorescence based oxygen sensor systems |
| US6868350B2 (en) * | 2003-04-11 | 2005-03-15 | Therm-O-Disc, Incorporated | Method and apparatus for the detection of the response of a sensing device |
| JP2004359756A (ja) * | 2003-06-03 | 2004-12-24 | Wacker Asahikasei Silicone Co Ltd | Ｌｅｄ用封止剤組成物 |
-
2004
- 2004-06-03 US US10/860,198 patent/US7211637B2/en not_active Expired - Lifetime
-
2005
- 2005-05-24 DE DE602005027024T patent/DE602005027024D1/de not_active Expired - Lifetime
- 2005-05-24 EP EP05011207A patent/EP1602691B1/en not_active Ceased
- 2005-06-01 CA CA2508987A patent/CA2508987C/en not_active Expired - Lifetime
- 2005-06-02 CN CN200510073553.0A patent/CN1704437B/zh not_active Expired - Lifetime
- 2005-06-02 JP JP2005162129A patent/JP5043312B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CA2508987C (en) | 2011-10-11 |
| EP1602691B1 (en) | 2011-03-23 |
| EP1602691A1 (en) | 2005-12-07 |
| US7211637B2 (en) | 2007-05-01 |
| CN1704437B (zh) | 2011-07-13 |
| JP2005344114A (ja) | 2005-12-15 |
| US20050272881A1 (en) | 2005-12-08 |
| DE602005027024D1 (de) | 2011-05-05 |
| CA2508987A1 (en) | 2005-12-03 |
| CN1704437A (zh) | 2005-12-07 |
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