JP2013523972A5 - - Google Patents
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- Publication number
- JP2013523972A5 JP2013523972A5 JP2013503742A JP2013503742A JP2013523972A5 JP 2013523972 A5 JP2013523972 A5 JP 2013523972A5 JP 2013503742 A JP2013503742 A JP 2013503742A JP 2013503742 A JP2013503742 A JP 2013503742A JP 2013523972 A5 JP2013523972 A5 JP 2013523972A5
- Authority
- JP
- Japan
- Prior art keywords
- coating composition
- isocyanate
- polyurea coating
- group
- reaction product
- 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.)
- Pending
Links
- 229920002396 Polyurea Polymers 0.000 claims description 49
- 239000008199 coating composition Substances 0.000 claims description 49
- 239000012948 isocyanate Substances 0.000 claims description 49
- -1 aliphatic isocyanate Chemical class 0.000 claims description 42
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 28
- 239000007795 chemical reaction product Substances 0.000 claims description 22
- 239000000463 material Substances 0.000 claims description 21
- 150000002513 isocyanates Chemical class 0.000 claims description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 13
- 239000005057 Hexamethylene diisocyanate Substances 0.000 claims description 10
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 10
- 239000000758 substrate Substances 0.000 claims description 10
- 239000005058 Isophorone diisocyanate Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- 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 description 8
- 229910052751 metal Inorganic materials 0.000 claims description 8
- 239000002184 metal Substances 0.000 claims description 8
- 108010064470 polyaspartate Proteins 0.000 claims description 8
- 239000008204 material by function Substances 0.000 claims description 7
- AVWRKZWQTYIKIY-UHFFFAOYSA-N urea-1-carboxylic acid Chemical compound NC(=O)NC(O)=O AVWRKZWQTYIKIY-UHFFFAOYSA-N 0.000 claims description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- 229920000805 Polyaspartic acid Polymers 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 125000000962 organic group Chemical group 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 5
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 claims description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 4
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- XXROGKLTLUQVRX-UHFFFAOYSA-N allyl alcohol Chemical compound OCC=C XXROGKLTLUQVRX-UHFFFAOYSA-N 0.000 claims description 4
- 125000003277 amino group Chemical group 0.000 claims description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 230000009477 glass transition Effects 0.000 claims description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 229920000570 polyether Polymers 0.000 claims description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 4
- 239000013638 trimer Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 125000002723 alicyclic group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical class CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 claims description 2
- BBMCTIGTTCKYKF-UHFFFAOYSA-N 1-heptanol Chemical class CCCCCCCO BBMCTIGTTCKYKF-UHFFFAOYSA-N 0.000 claims description 2
- PQSMEVPHTJECDZ-UHFFFAOYSA-N 2,3-dimethylheptan-2-ol Chemical compound CCCCC(C)C(C)(C)O PQSMEVPHTJECDZ-UHFFFAOYSA-N 0.000 claims description 2
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 claims description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical class CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000006555 catalytic reaction Methods 0.000 claims description 2
- 239000011248 coating agent Substances 0.000 claims description 2
- 238000000576 coating method Methods 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 claims description 2
- 150000004985 diamines Chemical class 0.000 claims description 2
- 150000002191 fatty alcohols Chemical class 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical class CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 2
- ZWRUINPWMLAQRD-UHFFFAOYSA-N nonan-1-ol Chemical class CCCCCCCCCO ZWRUINPWMLAQRD-UHFFFAOYSA-N 0.000 claims description 2
- 229920000768 polyamine Polymers 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 239000000126 substance Substances 0.000 description 6
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical class OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
- 229910001335 Galvanized steel Inorganic materials 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical group [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical class CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 1
- 239000008397 galvanized steel Substances 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910001092 metal group alloy Inorganic materials 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000008521 reorganization Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32242110P | 2010-04-09 | 2010-04-09 | |
| US61/322,421 | 2010-04-09 | ||
| PCT/US2011/000609 WO2011126562A2 (en) | 2010-04-09 | 2011-04-05 | Two-component, polyaspartic coating compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013523972A JP2013523972A (ja) | 2013-06-17 |
| JP2013523972A5 true JP2013523972A5 (enExample) | 2014-05-22 |
Family
ID=44763449
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013503742A Pending JP2013523972A (ja) | 2010-04-09 | 2011-04-05 | ポリアスパラギン酸２成分被覆組成物 |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US20130203934A1 (enExample) |
| EP (1) | EP2556126A4 (enExample) |
| JP (1) | JP2013523972A (enExample) |
| KR (1) | KR20130040810A (enExample) |
| CN (1) | CN102834474A (enExample) |
| CA (1) | CA2795335A1 (enExample) |
| MX (1) | MX2012011531A (enExample) |
| WO (1) | WO2011126562A2 (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2726526T3 (pl) * | 2011-07-01 | 2017-02-28 | Ppg Industries Ohio, Inc. | Powłoki polimocznikowe zawierające silan |
| BR112014003329A2 (pt) * | 2011-08-19 | 2017-03-14 | Ppg Europe Bv | composição de revestimento, uso da composição e substrato |
| US10703933B2 (en) | 2012-06-26 | 2020-07-07 | The Sherwin-Williams Company | Coreactants for polyurea coatings |
| WO2014209267A1 (en) * | 2013-06-24 | 2014-12-31 | Valspar Sourcing, Inc. | Coreactants for polyurea coatings |
| US10683424B2 (en) * | 2013-02-05 | 2020-06-16 | Evonik Operations Gmbh | Low gloss, high solids polyurea coatings |
| US9085712B2 (en) | 2013-03-14 | 2015-07-21 | Bayer Materialscience Llc | Fast cure aspartate polysiloxane hybrid coating |
| EP2970556A4 (en) | 2013-03-15 | 2016-10-26 | Covestro Llc | POLYASPARTIC ACID COATING COMPOSITIONS |
| KR20150131374A (ko) * | 2013-03-19 | 2015-11-24 | 벤코렉스 프랑스 | 알로파네이트 조성물 |
| CN106029729B (zh) * | 2014-02-25 | 2019-11-08 | 涂层国外知识产权有限公司 | 包含二异氰酸酯扩链的二天冬氨酸酯的涂料组合物 |
| WO2015130501A1 (en) * | 2014-02-25 | 2015-09-03 | Axalta Coating Systems Ip Co., Llc | Coating compositions comprising diisocyanate chain extended bisaspartates |
| CN103834282B (zh) * | 2014-03-03 | 2016-04-27 | 深圳市威尔地坪材料有限公司 | 一种耐候防腐聚脲涂料及其制备方法和使用方法 |
| US9714363B2 (en) * | 2014-12-23 | 2017-07-25 | Super Skin Systems, Inc. | Silicone polyurea |
| CN105482674A (zh) * | 2015-02-08 | 2016-04-13 | 深圳市彩田化工有限公司 | 一种仿pvc地板的涂料及其制备方法 |
| EP3061779B2 (de) * | 2015-02-27 | 2022-01-05 | Mipa Se | Beschichtungsmittel und deren Verwendung, insbesondere zur Ausbildung einer Schutzbeschichtung auf einer Oberfläche |
| JP6410259B2 (ja) * | 2015-04-28 | 2018-10-24 | 関西ペイント株式会社 | パテ組成物及びこれを用いた補修塗装方法 |
| CN106609108B (zh) * | 2015-10-26 | 2019-06-14 | 中国京冶工程技术有限公司 | 一种防水涂料的制备方法 |
| CN106609100B (zh) * | 2015-10-26 | 2019-06-21 | 中国京冶工程技术有限公司 | 一种防水涂料及其应用 |
| CN105949987B (zh) * | 2016-07-11 | 2018-07-31 | 广东遂达工程技术有限公司 | 一种亚胺改性聚天门冬氨酸酯防水防腐涂料及制备方法与应用 |
| CN107603440B (zh) * | 2017-08-22 | 2021-07-09 | 山西省建筑科学研究院 | 聚脲型建筑用反射隔热涂料的制备方法 |
| WO2019063583A1 (en) * | 2017-09-30 | 2019-04-04 | Covestro Deutschland Ag | COATING SYSTEM |
| CN109912767B (zh) * | 2017-12-12 | 2021-12-10 | 万华化学（北京）有限公司 | 一种聚氨酯填缝胶组合物、填缝胶及其制备方法 |
| EP3505549A1 (de) * | 2017-12-28 | 2019-07-03 | Covestro Deutschland AG | Silanmodifizierte polyharnstoffverbindungen auf basis isocyanurat- und allophanatgruppen aufweisender polyisocyanate |
| DE102018202050A1 (de) | 2018-02-09 | 2019-08-14 | Glue Tec Industrieklebstoffe Gmbh & Co. Kg | Zweikomponenten-strukturklebstoffe |
| EP3788089A1 (en) * | 2018-04-30 | 2021-03-10 | Evonik Operations GmbH | Polyurea compositions from polyaspartic esters and secondary heterocyclic amines derived aspartic esters |
| US11492440B2 (en) | 2018-07-27 | 2022-11-08 | Axalta Coating Systems Ip Co., Llc | Clearcoat compositions and methods of forming clearcoat compositions |
| KR102095020B1 (ko) * | 2019-08-21 | 2020-03-30 | 주식회사 정석케미칼 | 내구성 및 시인성이 우수한 2액형 폴리우레아 노면 표지용 도료 조성물 및 이를 이용한 노면 표지용 도막을 형성하는 방법 |
| US11827788B2 (en) | 2019-10-07 | 2023-11-28 | Covestro Llc | Faster cure polyaspartic resins for faster physical property development in coatings |
| CN112824471B (zh) * | 2019-11-19 | 2024-05-03 | 立邦涂料（中国）有限公司 | 高耐候透明涂层组合物及其制备方法和应用 |
| US20210238443A1 (en) * | 2020-01-30 | 2021-08-05 | Covestro Llc | Low-nco polyisocyanate compositions |
| US20230121036A1 (en) * | 2020-03-04 | 2023-04-20 | Basf Coatings Gmbh | Kit-of-parts for curable polyaspartic acid ester-based coating compositions |
| CN112251181B (zh) * | 2020-09-29 | 2022-07-08 | 上海牛元工贸有限公司 | 一种低收缩的美缝剂及其制备方法 |
| CN113801551B (zh) * | 2021-08-26 | 2022-08-19 | 广东华润涂料有限公司 | 双组分涂料组合物以及由其制成的制品 |
| CN114085600A (zh) * | 2021-10-27 | 2022-02-25 | 中国航发北京航空材料研究院 | 一种聚天门冬氨酸酯聚脲雷达吸波涂料及其制备方法 |
| KR102487285B1 (ko) * | 2022-05-24 | 2023-01-11 | 대화페인트공업주식회사 | 초속경화형 무황변 폴리우레아 노면표지용 도료조성물과 이의 제조 방법 및 이를 이용한 노면표지 형성 방법 |
| CN115322723A (zh) * | 2022-08-10 | 2022-11-11 | 潮州市猛犸象建材科技有限公司 | 一种聚脲沙感美缝剂的制作方法 |
| JPWO2024147294A1 (enExample) * | 2023-01-06 | 2024-07-11 | ||
| CN116426199B (zh) * | 2023-03-23 | 2024-04-19 | 华南理工大学 | 低粘滞聚天门冬氨酸酯聚脲及其制备方法与应用 |
| CN117126588B (zh) * | 2023-09-20 | 2025-04-29 | 辽宁鑫丰实业有限公司 | 一种无溶剂聚脲涂料及其制备方法和应用 |
| CN117946575B (zh) * | 2024-01-04 | 2024-09-06 | 宁波劲豪光学科技有限公司 | 一种相机镜圈用涂层材料及其制备方法和应用 |
| CN118772760B (zh) * | 2024-09-09 | 2025-06-27 | 浙江睿高新材料股份有限公司 | 一种改性聚脲涂料及其制备方法 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2018803C (en) * | 1989-06-23 | 2001-05-15 | Christian Zwiener | A process for the production of polyurethane coatings |
| US5124427A (en) * | 1991-01-22 | 1992-06-23 | Miles Inc. | Polyisocyanates containing allophanate and isocyanurate groups, a process for their production and their use in two-component coating compositions |
| US5208334A (en) * | 1991-07-22 | 1993-05-04 | Miles Inc. | Process for the production of polyisocyanates containing allophanate and isocyanurate groups |
| US5235018A (en) * | 1991-07-22 | 1993-08-10 | Miles Inc. | Polyisocyanates containing allophanate and isocyanurate groups, a process for their production and their use in two-component coating compositions |
| US5736604A (en) * | 1996-12-17 | 1998-04-07 | Bayer Corporation | Aqueous, two-component polyurea coating compositions |
| US6891012B2 (en) * | 2003-05-23 | 2005-05-10 | Bayer Materialscience Llc | Powder coatings produced with crosslinkers capable of curing at low temperatures and coated articles produced therefrom |
| US7342056B2 (en) * | 2004-06-17 | 2008-03-11 | 3M Innovative Properties Company | Pavement marking comprising modified isocyanate |
| MX2007002429A (es) * | 2004-09-02 | 2007-05-04 | Ppg Ind Ohio Inc | Revestimiento de varios componentes que incluye una capa de revestimiento de poliurea. |
| US8742052B2 (en) * | 2005-01-11 | 2014-06-03 | Nuplex Resins B.V. | Polyurea compound |
| US7968198B2 (en) * | 2005-08-25 | 2011-06-28 | Ppg Industries Ohio, Inc. | Polyurea coating comprising a polyamine/mono(meth)acrylate reaction product |
| DE102005047562A1 (de) * | 2005-10-04 | 2007-04-05 | Bayer Materialscience Ag | Zweitkomponenten-Systeme für die Herstellung flexibler Beschichtungen |
| ES2672628T3 (es) * | 2006-05-16 | 2018-06-15 | Coatings Foreign Ip Co. Llc | Composición de recubrimiento altamente productiva para la renovación del acabado de automóviles |
| DE102008024352A1 (de) * | 2008-05-20 | 2009-11-26 | Bayer Materialscience Ag | Polyharnstoffzusammensetzung |
-
2011
- 2011-04-05 WO PCT/US2011/000609 patent/WO2011126562A2/en not_active Ceased
- 2011-04-05 KR KR1020127026237A patent/KR20130040810A/ko not_active Withdrawn
- 2011-04-05 CN CN2011800179317A patent/CN102834474A/zh active Pending
- 2011-04-05 MX MX2012011531A patent/MX2012011531A/es unknown
- 2011-04-05 US US13/639,923 patent/US20130203934A1/en not_active Abandoned
- 2011-04-05 EP EP11766272.6A patent/EP2556126A4/en not_active Withdrawn
- 2011-04-05 CA CA2795335A patent/CA2795335A1/en not_active Abandoned
- 2011-04-05 JP JP2013503742A patent/JP2013523972A/ja active Pending
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