JP2018509483A5 - - Google Patents
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- Publication number
- JP2018509483A5 JP2018509483A5 JP2017504737A JP2017504737A JP2018509483A5 JP 2018509483 A5 JP2018509483 A5 JP 2018509483A5 JP 2017504737 A JP2017504737 A JP 2017504737A JP 2017504737 A JP2017504737 A JP 2017504737A JP 2018509483 A5 JP2018509483 A5 JP 2018509483A5
- Authority
- JP
- Japan
- Prior art keywords
- functional
- epoxy
- amino
- alkoxysilane
- mixture
- 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.)
- Granted
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- 239000000203 mixture Substances 0.000 claims 28
- -1 amino compound Chemical class 0.000 claims 17
- 125000001931 aliphatic group Chemical group 0.000 claims 13
- 239000011248 coating agent Substances 0.000 claims 12
- 238000000576 coating method Methods 0.000 claims 12
- 239000004593 Epoxy Substances 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 10
- 229920002396 Polyurea Polymers 0.000 claims 9
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 6
- 125000002723 alicyclic group Chemical group 0.000 claims 6
- 150000001412 amines Chemical class 0.000 claims 6
- 125000003118 aryl group Chemical group 0.000 claims 6
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 6
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims 6
- 150000002148 esters Chemical class 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 6
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims 5
- 239000005056 polyisocyanate Substances 0.000 claims 5
- 229920001228 polyisocyanate Polymers 0.000 claims 5
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims 4
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 claims 4
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical group O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims 4
- 229920000570 polyether Polymers 0.000 claims 4
- 229920001296 polysiloxane Polymers 0.000 claims 4
- 230000001588 bifunctional effect Effects 0.000 claims 3
- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 claims 2
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims 2
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 230000000996 additive effect Effects 0.000 claims 2
- 150000001408 amides Chemical class 0.000 claims 2
- 235000003704 aspartic acid Nutrition 0.000 claims 2
- OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 claims 2
- PZBGPIWNBPQHBR-UHFFFAOYSA-N butyl 3-(3-trimethoxysilylpropylamino)propanoate Chemical compound CCCCOC(=O)CCNCCC[Si](OC)(OC)OC PZBGPIWNBPQHBR-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 238000009833 condensation Methods 0.000 claims 2
- 230000005494 condensation Effects 0.000 claims 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 229920001519 homopolymer Polymers 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- BFXIKLCIZHOAAZ-UHFFFAOYSA-N methyltrimethoxysilane Chemical compound CO[Si](C)(OC)OC BFXIKLCIZHOAAZ-UHFFFAOYSA-N 0.000 claims 2
- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 claims 2
- 229920000515 polycarbonate Polymers 0.000 claims 2
- 239000004417 polycarbonate Substances 0.000 claims 2
- 229920000728 polyester Polymers 0.000 claims 2
- 239000005077 polysulfide Substances 0.000 claims 2
- 229920001021 polysulfide Polymers 0.000 claims 2
- 150000008117 polysulfides Polymers 0.000 claims 2
- 229920002635 polyurethane Polymers 0.000 claims 2
- 239000004814 polyurethane Substances 0.000 claims 2
- 239000002904 solvent Substances 0.000 claims 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 claims 2
- 239000003054 catalyst Substances 0.000 claims 1
- 150000004985 diamines Chemical class 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201462067052P | 2014-10-22 | 2014-10-22 | |
| US62/067,052 | 2014-10-22 | ||
| PCT/US2015/048478 WO2016064481A1 (en) | 2014-10-22 | 2015-09-04 | Two-component siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018509483A JP2018509483A (ja) | 2018-04-05 |
| JP2018509483A5 true JP2018509483A5 (OSRAM) | 2020-11-12 |
| JP6831320B2 JP6831320B2 (ja) | 2021-02-17 |
Family
ID=55761299
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2017504737A Active JP6831320B2 (ja) | 2014-10-22 | 2015-09-04 | 尿素結合と末端アルコキシシランとを有するポリマーを含有する２成分シロキサン系コーティング |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US9587143B2 (OSRAM) |
| EP (1) | EP3209739B1 (OSRAM) |
| JP (1) | JP6831320B2 (OSRAM) |
| KR (1) | KR102542236B1 (OSRAM) |
| AU (1) | AU2015337050B2 (OSRAM) |
| CA (1) | CA2960413C (OSRAM) |
| ES (1) | ES2747965T3 (OSRAM) |
| WO (1) | WO2016064481A1 (OSRAM) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10190020B2 (en) | 2014-10-22 | 2019-01-29 | The United States Of America, As Represented By The Secretary Of The Navy | Siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes |
| EP3263616B8 (de) * | 2016-06-27 | 2020-01-15 | Evonik Operations GmbH | Alkoxysilan-funktionalisierte allophanat-haltige beschichtungsmittel |
| EP3263618A1 (de) * | 2016-06-27 | 2018-01-03 | Evonik Degussa GmbH | Alkoxysilan-funktionalisierte allophanate |
| WO2018156864A1 (en) | 2017-02-27 | 2018-08-30 | The Government of the United State of America, as represented by the Secretary of the Navy | Siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes |
| WO2018160455A1 (en) * | 2017-03-03 | 2018-09-07 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Moisture-curable omniphobic coatings |
| MX2020004825A (es) | 2017-11-07 | 2020-08-13 | Henkel IP & Holding GmbH | Polimeros de silano modificados y uso de los mismos en composiciones adhesivas. |
| FR3080387B1 (fr) | 2018-04-20 | 2020-11-13 | Mermet | Fil composite renforce, procede de preparation et textile comprenant un tel fil |
| CN109504283B (zh) * | 2018-11-08 | 2021-02-05 | 江苏科技大学 | 一种具有刚性分子结构的有机硅涂料 |
| WO2020225310A1 (en) * | 2019-05-06 | 2020-11-12 | Basf Coatings Gmbh | Silane-based coating composition |
| US11499001B2 (en) | 2020-01-03 | 2022-11-15 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Single-component polysiloxane non-skid / non-slip coatings |
| JP7684231B2 (ja) * | 2019-06-14 | 2025-05-27 | ザ ガバメント オブ ザ ユナイテッド ステイツ オブ アメリカ，アズ リプレゼンテッド バイ ザ セクレタリー オブ ザ ネイビー | １成分ポリシロキサン滑り止め／ノンスリップコーティング |
| US11827788B2 (en) | 2019-10-07 | 2023-11-28 | Covestro Llc | Faster cure polyaspartic resins for faster physical property development in coatings |
| JP2021066799A (ja) * | 2019-10-23 | 2021-04-30 | 旭化成株式会社 | 塗料組成物及びフィルム |
| US20230062261A1 (en) * | 2019-12-17 | 2023-03-02 | Basf Se | Polyurea copolymer |
| GB2591099B (en) * | 2020-01-14 | 2023-05-24 | Gkn Aerospace Services Ltd | Coating compositions |
| BE1029530B1 (fr) | 2021-06-25 | 2023-01-30 | Sichem | Procédé d'obtention d'un revêtement |
| CN113462162B (zh) * | 2021-06-25 | 2022-12-09 | 江苏创为交通科技发展有限公司 | 一种钢桥面铺装专用二阶纤维增韧冷拌环氧粘层油制备方法及用途 |
| CN113773501B (zh) * | 2021-09-08 | 2023-03-24 | 广东致格纳米科技有限公司 | 一种可固化硅基杂化树脂的制备方法 |
| CN117795011A (zh) * | 2021-10-08 | 2024-03-29 | 瓦克化学股份公司 | 一种组合物 |
| BE1029958B1 (fr) | 2021-11-24 | 2023-06-19 | Sichem | Revêtement biocide amélioré |
| CN115612385B (zh) * | 2022-10-09 | 2024-07-12 | 中昊北方涂料工业研究设计院有限公司 | 一种ipn结构弹性涂料组合物及其制备方法 |
| CN115772365A (zh) * | 2022-12-08 | 2023-03-10 | 苏州蓝沃奇纳米科技有限公司 | 一种仿瓷涂料及其制备方法 |
| CN117801670A (zh) * | 2023-12-28 | 2024-04-02 | 江苏云湖新材料科技有限公司 | 一种异氰酸酯固化聚硅氧烷涂料及其制备方法 |
| WO2025147343A1 (en) * | 2024-01-02 | 2025-07-10 | Covestro Llc | Ethylenically unsaturated compounds, methods for their preparation, and the use thereof in coating compositions |
| US12428514B2 (en) | 2024-01-02 | 2025-09-30 | Covestro Llc | Ethylenically unsaturated compounds, methods for their preparation, and the use thereof in coating compositions |
| WO2025147337A1 (en) * | 2024-01-02 | 2025-07-10 | Covestro Llc | Polysilanes, methods for their preparation, and the use thereof in coating compositions |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1745526B2 (de) * | 1967-03-16 | 1980-04-10 | Union Carbide Corp., New York, N.Y. (V.St.A.) | Verfahren zur Herstellung vulkanisierbarer, unter wasserfreien Bedingungen beständiger Polymerisate |
| US3676478A (en) | 1968-12-04 | 1972-07-11 | Bayer Ag | Silyl-substituted urea derivatives |
| DE2243628A1 (de) | 1972-09-06 | 1974-03-14 | Bayer Ag | Polymere mit alkoxysilyl-substituierten biuretgruppen und verfahren zu ihrer herstellung |
| US5312943A (en) | 1992-10-13 | 1994-05-17 | Caschem, Inc. | Dual curing conformal coatings |
| DE10103027A1 (de) * | 2001-01-24 | 2002-07-25 | Bayer Ag | Zweikomponenten-Polyurethan-Bindemittel als Haftvermittler |
| CN1288214C (zh) | 2001-12-14 | 2006-12-06 | 旭化成株式会社 | 用于形成具有低折光指数薄膜的涂布组合物 |
| FR2864537B1 (fr) * | 2003-12-24 | 2006-02-17 | Rhodia Chimie Sa | Synthese de biurets et d'isocyanates a fonctions alcoxysilanes, formulations en contenant et leurs applications |
| US20090042042A1 (en) | 2005-04-05 | 2009-02-12 | Chugoku Marine Paints, Ltd. | Tei Coat for Organopolysiloxane Antifouling Coat, Composite Coats, and Ships and Underwater Structures Covered with the Composite Coats |
| EP1717254A1 (de) * | 2005-04-29 | 2006-11-02 | Sika Technology AG | Feuchtigkeitshärtende Zusammensetzung mit erhöhter Dehnbarkeit |
| DE102005026085A1 (de) | 2005-06-07 | 2006-12-14 | Construction Research & Technology Gmbh | Silan-modifizierte Harnstoff-Derivate, Verfahren zu ihrer Herstellung und deren Verwendung als Rheologiehilfsmittel |
| US20070032623A1 (en) * | 2005-08-05 | 2007-02-08 | Bayer Material Science Llc | Low surface energy polyisocyanates and their use in one-or two-component coating compositions |
| FR2889848B1 (fr) * | 2005-08-17 | 2007-09-21 | Saint Gobain Performance Plast | Materiau cellulaire resistant a l'hydrolyse, composition et procedes de fabrication |
| DE102005041925A1 (de) | 2005-09-03 | 2007-04-26 | Bayer Materialscience Ag | 2K PUR-Systeme enthaltend OH-funktionelle Polydimethylsiloxane |
| US20070129527A1 (en) | 2005-12-06 | 2007-06-07 | Griswold Roy M | Silylated polyurethane-polyurea protective coating compositions |
| EP2102261B1 (en) * | 2007-01-12 | 2010-09-15 | Dow Corning Corporation | Silicone-containing composition |
| US8378037B2 (en) * | 2007-12-26 | 2013-02-19 | Momentive Performance Materials Inc. | Moisture-curable silylated polyurea and adhesive, sealant and coating compositions containing same |
| WO2009143003A1 (en) | 2008-05-19 | 2009-11-26 | Ppg Industries Ohio, Inc. | Coating compositions comprising polyurea and a polysiloxane |
| EP2236532A1 (de) | 2009-03-31 | 2010-10-06 | Bayer MaterialScience AG | Nanopartikelmodifizierte hydrophile Polyisocyanate |
| US8133964B2 (en) * | 2010-06-29 | 2012-03-13 | Science Applications International Corporation | Single-component coating having alkoxysilane-terminated N-substituted urea resins |
| EP2562223A1 (de) * | 2011-08-26 | 2013-02-27 | Sika Technology AG | Zweikomponentige Zusammensetzung auf Basis von silanfunktionellen Polymeren |
| JP5797981B2 (ja) * | 2011-09-06 | 2015-10-21 | 東洋ゴム工業株式会社 | 研磨パッド |
| WO2013090127A1 (en) * | 2011-12-15 | 2013-06-20 | Momentive Performance Materials, Inc. | Moisture curable organopolysiloxane compositions |
| WO2014131757A1 (de) * | 2013-02-26 | 2014-09-04 | Sika Technology Ag | Zweikomponentige zusammensetzung |
| CN105008424A (zh) | 2013-03-06 | 2015-10-28 | 涂料外国Ip有限公司 | 双组分涂料组合物 |
| CA2898297C (en) | 2013-03-14 | 2022-03-22 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Single-component moisture-curable coatings based on n-substituted urea polymers with extended chains and terminal alkoxysilanes |
| JP6175851B2 (ja) * | 2013-03-28 | 2017-08-09 | 三菱ケミカル株式会社 | ポリオール混合物及びポリウレタンの製造方法 |
-
2015
- 2015-09-04 AU AU2015337050A patent/AU2015337050B2/en active Active
- 2015-09-04 WO PCT/US2015/048478 patent/WO2016064481A1/en not_active Ceased
- 2015-09-04 ES ES15852973T patent/ES2747965T3/es active Active
- 2015-09-04 EP EP15852973.5A patent/EP3209739B1/en active Active
- 2015-09-04 CA CA2960413A patent/CA2960413C/en active Active
- 2015-09-04 JP JP2017504737A patent/JP6831320B2/ja active Active
- 2015-09-04 US US14/845,407 patent/US9587143B2/en active Active
- 2015-09-04 KR KR1020177002532A patent/KR102542236B1/ko active Active
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