CN104540909A - 水分可固化的聚硅氧烷涂料组合物 - Google Patents
水分可固化的聚硅氧烷涂料组合物 Download PDFInfo
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- CN104540909A CN104540909A CN201380034418.8A CN201380034418A CN104540909A CN 104540909 A CN104540909 A CN 104540909A CN 201380034418 A CN201380034418 A CN 201380034418A CN 104540909 A CN104540909 A CN 104540909A
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- -1 polysiloxane Polymers 0.000 title claims abstract description 96
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 70
- 239000008199 coating composition Substances 0.000 title description 3
- 239000000203 mixture Substances 0.000 claims abstract description 169
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical group [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims abstract description 28
- 150000001409 amidines Chemical class 0.000 claims abstract description 22
- 239000001257 hydrogen Substances 0.000 claims description 53
- 229910052739 hydrogen Inorganic materials 0.000 claims description 53
- 239000000463 material Substances 0.000 claims description 49
- ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 claims description 39
- 238000000576 coating method Methods 0.000 claims description 35
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 31
- 239000011248 coating agent Substances 0.000 claims description 30
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- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 239000002585 base Substances 0.000 claims description 24
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 claims description 23
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 claims description 23
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- 238000000034 method Methods 0.000 claims description 20
- 150000001336 alkenes Chemical class 0.000 claims description 18
- 125000003118 aryl group Chemical group 0.000 claims description 18
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 125000000962 organic group Chemical group 0.000 claims description 15
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- 125000005348 fluorocycloalkyl group Chemical group 0.000 claims description 8
- YUWBVKYVJWNVLE-UHFFFAOYSA-N [N].[P] Chemical compound [N].[P] YUWBVKYVJWNVLE-UHFFFAOYSA-N 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- ZSTLPJLUQNQBDQ-UHFFFAOYSA-N azanylidyne(dihydroxy)-$l^{5}-phosphane Chemical compound OP(O)#N ZSTLPJLUQNQBDQ-UHFFFAOYSA-N 0.000 claims description 5
- OEBXWWBYZJNKRK-UHFFFAOYSA-N 1-methyl-2,3,4,6,7,8-hexahydropyrimido[1,2-a]pyrimidine Chemical compound C1CCN=C2N(C)CCCN21 OEBXWWBYZJNKRK-UHFFFAOYSA-N 0.000 claims description 4
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- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000001072 heteroaryl group Chemical group 0.000 claims description 4
- 125000004415 heterocyclylalkyl group Chemical group 0.000 claims description 4
- 125000002769 thiazolinyl group Chemical group 0.000 claims description 4
- RSJKGSCJYJTIGS-UHFFFAOYSA-N undecane Chemical compound CCCCCCCCCCC RSJKGSCJYJTIGS-UHFFFAOYSA-N 0.000 claims description 4
- ZFDWWDZLRKHULH-UHFFFAOYSA-N 1,2-dimethyl-5,6-dihydro-4h-pyrimidine Chemical compound CN1CCCN=C1C ZFDWWDZLRKHULH-UHFFFAOYSA-N 0.000 claims description 3
- YQHJFPFNGVDEDT-UHFFFAOYSA-N 2-tert-butyl-1,1,3,3-tetramethylguanidine Chemical compound CN(C)C(N(C)C)=NC(C)(C)C YQHJFPFNGVDEDT-UHFFFAOYSA-N 0.000 claims description 3
- QQVIHTHCMHWDBS-UHFFFAOYSA-N perisophthalic acid Natural products OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 2
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- NSRBCQCXZAYQHF-UHFFFAOYSA-N n-[[tert-butylimino-bis[[tris(dimethylamino)-$l^{5}-phosphanylidene]amino]-$l^{5}-phosphanyl]imino-bis(dimethylamino)-$l^{5}-phosphanyl]-n-methylmethanamine Chemical compound CN(C)P(N(C)C)(N(C)C)=NP(=NC(C)(C)C)(N=P(N(C)C)(N(C)C)N(C)C)N=P(N(C)C)(N(C)C)N(C)C NSRBCQCXZAYQHF-UHFFFAOYSA-N 0.000 claims description 2
- GKTNLYAAZKKMTQ-UHFFFAOYSA-N n-[bis(dimethylamino)phosphinimyl]-n-methylmethanamine Chemical compound CN(C)P(=N)(N(C)C)N(C)C GKTNLYAAZKKMTQ-UHFFFAOYSA-N 0.000 claims description 2
- MUJOVVKDDICVMS-UHFFFAOYSA-N diazaphosphinine Chemical compound C1=CN=NP=C1 MUJOVVKDDICVMS-UHFFFAOYSA-N 0.000 claims 1
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- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 7
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- 238000006555 catalytic reaction Methods 0.000 description 7
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 6
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- OPSKRIKFYGJQGJ-UHFFFAOYSA-N 2,4,6,8-tetraethyl-1,3,5,7,2$l^{3},4$l^{3},6$l^{3},8$l^{3}-tetraoxatetrasilocane Chemical compound CC[Si]1O[Si](CC)O[Si](CC)O[Si](CC)O1 OPSKRIKFYGJQGJ-UHFFFAOYSA-N 0.000 description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on 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; Coating compositions based on derivatives of such polymers
- C09D183/04—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
- C08G77/06—Preparatory processes
- C08G77/08—Preparatory processes characterised by the catalysts used
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on 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; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—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
- C08G77/045—Polysiloxanes containing less than 25 silicon 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
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/29—Compounds containing one or more carbon-to-nitrogen double bonds
- C08K5/31—Guanidine; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/49—Phosphorus-containing compounds
- C08K5/5399—Phosphorus bound to nitrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
- Silicon Polymers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
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| US201261665146P | 2012-06-27 | 2012-06-27 | |
| US61/665,146 | 2012-06-27 | ||
| PCT/US2013/046072 WO2014025456A2 (en) | 2012-06-27 | 2013-06-17 | Moisture-curable polysiloxane coating composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN104540909A true CN104540909A (zh) | 2015-04-22 |
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| CN201380034418.8A Pending CN104540909A (zh) | 2012-06-27 | 2013-06-17 | 水分可固化的聚硅氧烷涂料组合物 |
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| Country | Link |
|---|---|
| US (1) | US9175188B2 (enExample) |
| EP (1) | EP2867316A2 (enExample) |
| JP (1) | JP6150889B2 (enExample) |
| CN (1) | CN104540909A (enExample) |
| WO (1) | WO2014025456A2 (enExample) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109467707A (zh) * | 2017-09-07 | 2019-03-15 | 青岛科技大学 | 线性聚磷腈化合物及其制备方法和用途 |
| CN114269869A (zh) * | 2019-08-02 | 2022-04-01 | 3M创新有限公司 | 包含聚有机硅氧烷和氨基官能硅烷的组合物及其使用方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013101938A1 (en) * | 2011-12-27 | 2013-07-04 | Dow Corning Corporation | Organopolysiloxanes including silicon-bonded trialkylsilyl-substituted organic groups |
| US9175188B2 (en) | 2012-06-27 | 2015-11-03 | 3M Innovative Properties Company | Moisture-curable polysiloxane coating composition |
| CA2966343A1 (en) | 2014-10-28 | 2016-05-06 | 3M Innovative Properties Company | Spray application system components comprising a repellent surface & methods |
| EP3368618B1 (en) | 2015-10-28 | 2020-11-25 | 3M Innovative Properties Company | Articles subject to ice formation comprising a repellent surface |
| CN108348937A (zh) | 2015-10-28 | 2018-07-31 | 3M创新有限公司 | 包括拒液表面的喷雾施用系统部件和方法 |
| US10351729B2 (en) * | 2016-03-03 | 2019-07-16 | Motorola Mobility Llc | Polysiloxane films and methods of making polysiloxane films |
| WO2017189475A1 (en) | 2016-04-26 | 2017-11-02 | 3M Innovative Properties Company | Articles subject to ice formation comprising a repellent surface comprising a siloxane material |
| US20220010169A1 (en) * | 2018-11-26 | 2022-01-13 | 3M Innovative Properties Company | Curable coating compositions, methods, and articles |
| US20220098432A1 (en) | 2019-02-13 | 2022-03-31 | Dow Global Technologies Llc | Moisture-curable polyolefin formulation |
| EP3924420A4 (en) | 2019-02-13 | 2022-10-12 | Dow Global Technologies Llc | MOISTURE CURE POLYOLEFIN FORMULATION |
| EP3966276A1 (en) | 2019-05-08 | 2022-03-16 | 3M Innovative Properties Company | Nanostructured article |
| CN113874421B (zh) | 2019-06-04 | 2023-01-24 | 美国陶氏有机硅公司 | 甲硅烷基氢化物与硅氧烷之间的热引发的酸催化反应 |
| EP3980429B1 (en) | 2019-06-04 | 2023-05-10 | Dow Silicones Corporation | Bridged frustrated lewis pairs as thermal trigger for reactions between si-h and si-or |
| US12247105B2 (en) | 2019-06-04 | 2025-03-11 | Dow Silicones Corporation | Thermally initiated acid catalyzed reaction between silyl hydride and alpha-beta unsaturated esters |
| KR20220016903A (ko) | 2019-06-04 | 2022-02-10 | 다우 실리콘즈 코포레이션 | Si-H와 에폭사이드의 반응을 위한 열 트리거로서의 가교된 불완전 루이스 쌍 |
| US12104019B2 (en) | 2019-06-04 | 2024-10-01 | Dow Silicones Corporation | Bridged frustrated Lewis pairs as thermal trigger for reactions between Si—H and alpha-beta unsaturated esters |
| KR20220016900A (ko) | 2019-06-04 | 2022-02-10 | 다우 실리콘즈 코포레이션 | Si-H와 Si-O-Si의 반응을 위한 열 트리거로서의 가교된 불완전 루이스 쌍 |
| KR20220016906A (ko) | 2019-06-04 | 2022-02-10 | 다우 실리콘즈 코포레이션 | 실릴 수소화물과 실릴 에테르 및/또는 실라놀 사이의 열적으로 개시되는 산 촉매 반응 |
| CN110484129B (zh) | 2019-07-02 | 2022-01-25 | 昆山联滔电子有限公司 | 带有防护涂层的产品及其制备方法 |
| JP7415466B2 (ja) * | 2019-11-14 | 2024-01-17 | 株式会社レゾナック | 撥水処理剤、撥水構造体、及び撥水構造体の製造方法 |
| US11708494B2 (en) * | 2020-02-14 | 2023-07-25 | Icp Construction, Inc. | Oleophobic and hydrophobic composition |
| WO2021247210A1 (en) | 2020-06-04 | 2021-12-09 | Dow Silicones Corporation | Epoxy-curable silicone release coating composition and methods for its preparation and use |
| CN116867856A (zh) | 2020-11-10 | 2023-10-10 | 3M创新有限公司 | 用于制备涂覆制品的方法 |
| JP7623678B2 (ja) * | 2020-12-15 | 2025-01-29 | 日東化成株式会社 | 重合体の硬化に用いる硬化触媒を含む湿気硬化型組成物、硬化物の製造方法 |
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| WO2010146254A1 (fr) * | 2009-06-19 | 2010-12-23 | Bluestar Silicones France | Composition silicone reticulable par deshydrogenocondensation en presence d'un catalyseur non mettalique |
| WO2010149869A1 (fr) * | 2009-06-19 | 2010-12-29 | Bluestar Silicones France | Composition silicone reticulable par deshydrogenocondensation en presence d'un catalyseur non metallique |
| WO2012003160A1 (en) * | 2010-06-30 | 2012-01-05 | 3M Innovative Properties Company | Curable composition comprising dual reactive silane functionality |
| WO2012003108A1 (en) * | 2010-06-30 | 2012-01-05 | 3M Innovative Properties Company | Curable polysiloxane coating composition |
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| US3250808A (en) | 1963-10-31 | 1966-05-10 | Du Pont | Fluorocarbon ethers derived from hexafluoropropylene epoxide |
| US4181752A (en) | 1974-09-03 | 1980-01-01 | Minnesota Mining And Manufacturing Company | Acrylic-type pressure sensitive adhesives by means of ultraviolet radiation curing |
| JP3976350B2 (ja) | 1997-03-14 | 2007-09-19 | スリーエム カンパニー | 反応性シラン官能性を有する要求に応じて硬化する、湿分硬化性組成物 |
| JP2007161746A (ja) * | 2005-12-09 | 2007-06-28 | Shin Etsu Chem Co Ltd | シリコーンエマルジョン組成物及び木材の処理方法 |
| US9611399B2 (en) | 2011-11-15 | 2017-04-04 | 3M Innovative Properties Company | Fluorinated coatings with lubricious additive |
| US9175188B2 (en) | 2012-06-27 | 2015-11-03 | 3M Innovative Properties Company | Moisture-curable polysiloxane coating composition |
-
2013
- 2013-06-17 US US14/407,776 patent/US9175188B2/en active Active
- 2013-06-17 EP EP13731608.9A patent/EP2867316A2/en not_active Withdrawn
- 2013-06-17 WO PCT/US2013/046072 patent/WO2014025456A2/en not_active Ceased
- 2013-06-17 JP JP2015520273A patent/JP6150889B2/ja not_active Expired - Fee Related
- 2013-06-17 CN CN201380034418.8A patent/CN104540909A/zh active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010146254A1 (fr) * | 2009-06-19 | 2010-12-23 | Bluestar Silicones France | Composition silicone reticulable par deshydrogenocondensation en presence d'un catalyseur non mettalique |
| WO2010149869A1 (fr) * | 2009-06-19 | 2010-12-29 | Bluestar Silicones France | Composition silicone reticulable par deshydrogenocondensation en presence d'un catalyseur non metallique |
| WO2012003160A1 (en) * | 2010-06-30 | 2012-01-05 | 3M Innovative Properties Company | Curable composition comprising dual reactive silane functionality |
| WO2012003108A1 (en) * | 2010-06-30 | 2012-01-05 | 3M Innovative Properties Company | Curable polysiloxane coating composition |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109467707A (zh) * | 2017-09-07 | 2019-03-15 | 青岛科技大学 | 线性聚磷腈化合物及其制备方法和用途 |
| CN109467707B (zh) * | 2017-09-07 | 2022-02-01 | 青岛科技大学 | 线性聚磷腈化合物及其制备方法和用途 |
| CN114269869A (zh) * | 2019-08-02 | 2022-04-01 | 3M创新有限公司 | 包含聚有机硅氧烷和氨基官能硅烷的组合物及其使用方法 |
| CN114269869B (zh) * | 2019-08-02 | 2023-09-19 | 3M创新有限公司 | 包含聚有机硅氧烷和氨基官能硅烷的组合物及其使用方法 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2867316A2 (en) | 2015-05-06 |
| JP2015527436A (ja) | 2015-09-17 |
| WO2014025456A3 (en) | 2014-05-08 |
| US20150141570A1 (en) | 2015-05-21 |
| US9175188B2 (en) | 2015-11-03 |
| WO2014025456A2 (en) | 2014-02-13 |
| JP6150889B2 (ja) | 2017-06-21 |
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