JP2020508383A5 - - Google Patents
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- Publication number
- JP2020508383A5 JP2020508383A5 JP2019545996A JP2019545996A JP2020508383A5 JP 2020508383 A5 JP2020508383 A5 JP 2020508383A5 JP 2019545996 A JP2019545996 A JP 2019545996A JP 2019545996 A JP2019545996 A JP 2019545996A JP 2020508383 A5 JP2020508383 A5 JP 2020508383A5
- Authority
- JP
- Japan
- Prior art keywords
- polyurea
- composition
- formula
- amino
- epoxy
- 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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- -1 hydroxyl compound Chemical class 0.000 claims description 21
- 125000001931 aliphatic group Chemical group 0.000 claims description 19
- 125000002723 alicyclic group Chemical group 0.000 claims description 7
- 239000003085 diluting agent Substances 0.000 claims description 6
- 150000004985 diamines Chemical class 0.000 claims description 3
- 239000000203 mixture Substances 0.000 claims 50
- 229920002396 Polyurea Polymers 0.000 claims 41
- 150000001875 compounds Chemical class 0.000 claims 25
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims 25
- 238000000034 method Methods 0.000 claims 22
- 239000004593 Epoxy Substances 0.000 claims 13
- 239000005056 polyisocyanate Substances 0.000 claims 13
- 229920001228 polyisocyanate Polymers 0.000 claims 13
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 12
- 125000003118 aryl group Chemical group 0.000 claims 9
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 8
- 239000011248 coating agent Substances 0.000 claims 8
- 238000000576 coating method Methods 0.000 claims 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 8
- 150000002148 esters Chemical class 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 150000001412 amines Chemical class 0.000 claims 6
- 229920001296 polysiloxane Polymers 0.000 claims 6
- 235000013870 dimethyl polysiloxane Nutrition 0.000 claims 4
- 238000002156 mixing Methods 0.000 claims 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 claims 4
- 229920000728 polyester Polymers 0.000 claims 4
- 229920000570 polyether Polymers 0.000 claims 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims 3
- 239000000654 additive Substances 0.000 claims 3
- 150000001408 amides Chemical class 0.000 claims 3
- 239000003054 catalyst Substances 0.000 claims 3
- 238000001723 curing Methods 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 239000004205 dimethyl polysiloxane Substances 0.000 claims 3
- 239000000945 filler Substances 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 229910052739 hydrogen Inorganic materials 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- 239000000049 pigment Substances 0.000 claims 3
- 229920000515 polycarbonate Polymers 0.000 claims 3
- 239000004417 polycarbonate Substances 0.000 claims 3
- 239000005077 polysulfide Substances 0.000 claims 3
- 229920001021 polysulfide Polymers 0.000 claims 3
- 150000008117 polysulfides Polymers 0.000 claims 3
- 229920002635 polyurethane Polymers 0.000 claims 3
- 239000004814 polyurethane Substances 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- WYTZZXDRDKSJID-UHFFFAOYSA-N (3-aminopropyl)triethoxysilane Chemical compound CCO[Si](OCC)(OCC)CCCN WYTZZXDRDKSJID-UHFFFAOYSA-N 0.000 claims 2
- SJECZPVISLOESU-UHFFFAOYSA-N 3-trimethoxysilylpropan-1-amine Chemical compound CO[Si](OC)(OC)CCCN SJECZPVISLOESU-UHFFFAOYSA-N 0.000 claims 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims 2
- 239000005058 Isophorone diisocyanate Substances 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 150000002009 diols Chemical class 0.000 claims 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims 2
- 229920001519 homopolymer Polymers 0.000 claims 2
- NIMLQBUJDJZYEJ-UHFFFAOYSA-N isophorone diisocyanate Chemical compound CC1(C)CC(N=C=O)CC(C)(CN=C=O)C1 NIMLQBUJDJZYEJ-UHFFFAOYSA-N 0.000 claims 2
- 238000013008 moisture curing Methods 0.000 claims 2
- HXLAEGYMDGUSBD-UHFFFAOYSA-N 3-[diethoxy(methyl)silyl]propan-1-amine Chemical compound CCO[Si](C)(OCC)CCCN HXLAEGYMDGUSBD-UHFFFAOYSA-N 0.000 claims 1
- 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 1
- 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 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 claims 1
- 235000003704 aspartic acid Nutrition 0.000 claims 1
- 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 1
- PZBGPIWNBPQHBR-UHFFFAOYSA-N butyl 3-(3-trimethoxysilylpropylamino)propanoate Chemical compound CCCCOC(=O)CCNCCC[Si](OC)(OC)OC PZBGPIWNBPQHBR-UHFFFAOYSA-N 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000008199 coating composition Substances 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- UJTGYJODGVUOGO-UHFFFAOYSA-N diethoxy-methyl-propylsilane Chemical compound CCC[Si](C)(OCC)OCC UJTGYJODGVUOGO-UHFFFAOYSA-N 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- XCOASYLMDUQBHW-UHFFFAOYSA-N n-(3-trimethoxysilylpropyl)butan-1-amine Chemical compound CCCCNCCC[Si](OC)(OC)OC XCOASYLMDUQBHW-UHFFFAOYSA-N 0.000 claims 1
- 229920001921 poly-methyl-phenyl-siloxane Polymers 0.000 claims 1
- 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 1
- ARKBFSWVHXKMSD-UHFFFAOYSA-N trimethoxysilylmethanamine Chemical compound CO[Si](CN)(OC)OC ARKBFSWVHXKMSD-UHFFFAOYSA-N 0.000 claims 1
- 229920006305 unsaturated polyester Polymers 0.000 claims 1
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims 1
- FMGBDYLOANULLW-UHFFFAOYSA-N 3-isocyanatopropyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)CCCN=C=O FMGBDYLOANULLW-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US15/442,909 US10190020B2 (en) | 2014-10-22 | 2017-02-27 | Siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes |
| US15/442,909 | 2017-02-27 | ||
| PCT/US2018/019369 WO2018156864A1 (en) | 2017-02-27 | 2018-02-23 | Siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020508383A JP2020508383A (ja) | 2020-03-19 |
| JP2020508383A5 true JP2020508383A5 (enExample) | 2021-08-26 |
| JP7145577B2 JP7145577B2 (ja) | 2022-10-03 |
Family
ID=63253075
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019545996A Active JP7145577B2 (ja) | 2017-02-27 | 2018-02-23 | 尿素リンケージおよび末端アルコキシシランを有するシロキサンベースのコーティング含有ポリマー |
Country Status (4)
| Country | Link |
|---|---|
| EP (1) | EP3585845B1 (enExample) |
| JP (1) | JP7145577B2 (enExample) |
| ES (1) | ES2998477T3 (enExample) |
| WO (1) | WO2018156864A1 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110894355B (zh) * | 2019-11-25 | 2021-07-27 | 东莞市吉鑫高分子科技有限公司 | 一种高透防静电热塑性聚氨酯弹性体及其制备方法 |
| GB2591099B (en) * | 2020-01-14 | 2023-05-24 | Gkn Aerospace Services Ltd | Coating compositions |
| CN114276508B (zh) * | 2021-12-30 | 2023-04-18 | 贵州理工学院 | 一种有机硅改性聚脲的制备方法 |
| CN115353800B (zh) * | 2022-09-22 | 2023-10-24 | 佛山市万化科技有限公司 | 一种抗污单组分聚脲及其制备方法 |
Family Cites Families (6)
| 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 |
| US20070129527A1 (en) * | 2005-12-06 | 2007-06-07 | Griswold Roy M | Silylated polyurethane-polyurea protective coating compositions |
| 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 |
| 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 |
| AU2015337050B2 (en) * | 2014-10-22 | 2019-10-10 | The Government Of The United States Of America, As Represented By The Secretary Of The Navy | Two-component siloxane-based coatings containing polymers with urea linkages and terminal alkoxysilanes |
-
2018
- 2018-02-23 WO PCT/US2018/019369 patent/WO2018156864A1/en not_active Ceased
- 2018-02-23 JP JP2019545996A patent/JP7145577B2/ja active Active
- 2018-02-23 EP EP18758003.0A patent/EP3585845B1/en active Active
- 2018-02-23 ES ES18758003T patent/ES2998477T3/es active Active
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