JP2013067800A5 - - Google Patents
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- Publication number
- JP2013067800A5 JP2013067800A5 JP2012219599A JP2012219599A JP2013067800A5 JP 2013067800 A5 JP2013067800 A5 JP 2013067800A5 JP 2012219599 A JP2012219599 A JP 2012219599A JP 2012219599 A JP2012219599 A JP 2012219599A JP 2013067800 A5 JP2013067800 A5 JP 2013067800A5
- Authority
- JP
- Japan
- Prior art keywords
- cyclohexane
- bis
- isocyanotomethyl
- composition
- composition according
- 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
Links
- 239000000203 mixture Substances 0.000 claims description 43
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 22
- 229920001228 polyisocyanate Polymers 0.000 claims description 15
- 239000005056 polyisocyanate Substances 0.000 claims description 15
- 239000013638 trimer Substances 0.000 claims description 14
- 239000008199 coating composition Substances 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 12
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 11
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 10
- 239000002981 blocking agent Substances 0.000 claims description 10
- 239000011248 coating agent Substances 0.000 claims description 8
- 238000000576 coating method Methods 0.000 claims description 8
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 8
- 239000003973 paint Substances 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical group CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- -1 aliphatic hydrocarbon polyol Chemical class 0.000 claims description 6
- 239000003054 catalyst Substances 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 150000002923 oximes Chemical class 0.000 claims description 6
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 claims description 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 4
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 150000002443 hydroxylamines Chemical class 0.000 claims description 4
- 150000002460 imidazoles Chemical class 0.000 claims description 4
- 150000003951 lactams Chemical class 0.000 claims description 4
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 4
- 150000002989 phenols Chemical class 0.000 claims description 4
- 229920005906 polyester polyol Polymers 0.000 claims description 4
- 150000003217 pyrazoles Chemical class 0.000 claims description 4
- 150000003852 triazoles Chemical class 0.000 claims description 4
- 238000005829 trimerization reaction Methods 0.000 claims description 4
- 125000002723 alicyclic group Chemical group 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- QXRRAZIZHCWBQY-UHFFFAOYSA-N 1,1-bis(isocyanatomethyl)cyclohexane Chemical compound O=C=NCC1(CN=C=O)CCCCC1 QXRRAZIZHCWBQY-UHFFFAOYSA-N 0.000 claims description 2
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 claims description 2
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 claims description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 2
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 2
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 2
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 239000003822 epoxy resin Substances 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- 150000002466 imines Chemical class 0.000 claims description 2
- 229920000647 polyepoxide Polymers 0.000 claims description 2
- 229920000570 polyether Polymers 0.000 claims description 2
- 150000003077 polyols Chemical class 0.000 claims description 2
- 238000007363 ring formation reaction Methods 0.000 claims description 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- BQUDLWUEXZTHGM-UHFFFAOYSA-N ethyl propaneperoxoate Chemical compound CCOOC(=O)CC BQUDLWUEXZTHGM-UHFFFAOYSA-N 0.000 claims 1
- 229920000642 polymer Polymers 0.000 description 7
- 238000009472 formulation Methods 0.000 description 3
- 239000000654 additive Substances 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000010960 cold rolled steel Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 229910000831 Steel Inorganic materials 0.000 description 1
- 230000000903 blocking effect Effects 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 description 1
- 229910000398 iron phosphate Inorganic materials 0.000 description 1
- WBJZTOZJJYAKHQ-UHFFFAOYSA-K iron(3+) phosphate Chemical compound [Fe+3].[O-]P([O-])([O-])=O WBJZTOZJJYAKHQ-UHFFFAOYSA-K 0.000 description 1
- 229920002959 polymer blend Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US60710704P | 2004-09-03 | 2004-09-03 | |
| US60/607,107 | 2004-09-03 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007530472A Division JP5191733B2 (ja) | 2004-09-03 | 2005-09-02 | ブロックドイソシアネート及びその塗料組成物における使用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013067800A JP2013067800A (ja) | 2013-04-18 |
| JP2013067800A5 true JP2013067800A5 (enExample) | 2015-06-25 |
| JP5778647B2 JP5778647B2 (ja) | 2015-09-16 |
Family
ID=35355819
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007530472A Expired - Lifetime JP5191733B2 (ja) | 2004-09-03 | 2005-09-02 | ブロックドイソシアネート及びその塗料組成物における使用 |
| JP2012219599A Expired - Lifetime JP5778647B2 (ja) | 2004-09-03 | 2012-10-01 | ブロックドイソシアネート及びその塗料組成物における使用 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007530472A Expired - Lifetime JP5191733B2 (ja) | 2004-09-03 | 2005-09-02 | ブロックドイソシアネート及びその塗料組成物における使用 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US20080033086A1 (enExample) |
| EP (1) | EP1789466B1 (enExample) |
| JP (2) | JP5191733B2 (enExample) |
| KR (1) | KR101250703B1 (enExample) |
| CN (1) | CN101072806B (enExample) |
| AT (1) | ATE532808T1 (enExample) |
| AU (1) | AU2005282549A1 (enExample) |
| BR (1) | BRPI0515235B1 (enExample) |
| CA (1) | CA2577785C (enExample) |
| MX (1) | MX2007002611A (enExample) |
| WO (1) | WO2006029141A1 (enExample) |
| ZA (1) | ZA200701641B (enExample) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2152787B1 (en) * | 2007-05-21 | 2011-11-16 | Dow Global Technologies LLC | Coated object |
| EP2036937A1 (en) * | 2007-09-13 | 2009-03-18 | Stichting Dutch Polymer Institute | Polycarbonate and process for producing the same |
| CN101469259B (zh) * | 2007-12-27 | 2012-09-19 | 上海轻工业研究所有限公司 | 聚氨酯反应性热熔结构胶 |
| FR2927631B1 (fr) * | 2008-02-15 | 2010-03-05 | Arkema France | Utilisation d'un promoteur d'adherence dans une solution de nettoyage de la surface d'un substrat a base de tpe et/ou de pa, pour augmenter l'adherence dudit substrat avec les joints de colle aqueux. |
| CN102477251B (zh) | 2010-11-22 | 2015-05-13 | 罗门哈斯公司 | 包含源自二(异氰酸根合甲基)环己烷和源自脂族二异氰酸酯的异氰尿酸酯组合物的双组分聚氨酯涂料组合物 |
| JP5566360B2 (ja) * | 2010-11-22 | 2014-08-06 | ローム アンド ハース カンパニー | ビス（イソシアナトメチル）シクロヘキサンからのイソシアヌラート組成物および第三級アミン触媒を含むポリウレタンコーティング組成物 |
| JP6247492B2 (ja) | 2012-11-06 | 2017-12-13 | ダウ グローバル テクノロジーズ エルエルシー | 水性皮革コーティング組成物および皮革をコーティングするための方法 |
| CN105745511B (zh) * | 2013-11-18 | 2018-04-06 | 纳幕尔杜邦公司 | 复合材料和包含所述复合材料的防弹护甲制品 |
| WO2017200054A1 (ja) | 2016-05-20 | 2017-11-23 | 三井化学株式会社 | 硬化性組成物、塗料、太陽電池用塗料、太陽電池バックシート用塗料、接着剤、太陽電池用接着剤、太陽電池バックシート用接着剤、シートの製造方法、および、硬化剤 |
| CN109890865B (zh) * | 2016-10-18 | 2021-12-07 | 科思创德国股份有限公司 | 通过封闭型多异氰酸酯的催化交联制造塑料 |
| WO2020041489A1 (en) * | 2018-08-21 | 2020-02-27 | The Secant Group, Llc | Controlled-release urethane-elastomers for use in implantable products |
| EP3800213A1 (en) | 2019-10-01 | 2021-04-07 | Cromogenia Units, S.A. | Blocked isocyanate polyurethane compositions using a new blocking agent, method of manufacture and uses thereof |
| CN110804146B (zh) * | 2019-12-06 | 2021-09-07 | 万华化学集团股份有限公司 | 一种存储稳定的封闭型异氰酸酯组合物及其制备方法和应用 |
| CN111647382B (zh) * | 2020-06-30 | 2022-03-25 | 浙江华峰热塑性聚氨酯有限公司 | 一种tpu粘合剂的制备方法及其用途 |
| CN112266464B (zh) * | 2020-11-06 | 2022-05-03 | 广东也乐新材料制造有限公司 | 一种高耐性封闭型水性聚异氰酸酯的制备方法及其应用 |
| CN112557582B (zh) * | 2020-12-17 | 2022-11-01 | 南通恒华粘合材料科技有限公司 | 一种聚酯多元醇羟值测定的方法 |
| CN115925581B (zh) * | 2021-08-09 | 2024-12-03 | 万华化学集团股份有限公司 | 一种制备异氰酸酯的方法 |
| EP4163314B1 (de) * | 2021-10-05 | 2023-12-06 | Evonik Operations GmbH | Verfahren zur herstellung fester polyurethanhärter |
| CN114276520B (zh) * | 2021-12-08 | 2023-09-19 | 万华化学集团股份有限公司 | 一种封闭多异氰酸酯组合物及其制备方法与应用 |
| CN114736350B (zh) * | 2022-05-25 | 2023-12-19 | 安徽科瑞达新材料有限公司 | 一种脂肪族二异氰酸酯的二聚体加成产物的制备方法 |
| IT202300016509A1 (it) * | 2023-08-03 | 2025-02-03 | Maflon S P A | Composizione di poliisocianati bloccati, uso di detta composizione, e metodo di preparazione |
Family Cites Families (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2105777C3 (de) * | 1971-02-08 | 1976-02-05 | Veba Chemie Ag | Pulverförmige Überzugsmasse |
| DE2215080C3 (de) * | 1972-03-28 | 1978-10-12 | Bayer Ag, 5090 Leverkusen | Pulverförmige Überzugsmittel |
| DE2707656C2 (de) * | 1977-02-23 | 1986-04-17 | Bayer Ag, 5090 Leverkusen | Pulverförmige Überzugsmittel |
| DE2916201A1 (de) * | 1979-04-21 | 1980-10-30 | Huels Chemische Werke Ag | Verfahren zur trimerisierung von diisocyanaten |
| JPS5698136A (en) * | 1980-01-08 | 1981-08-07 | Kanegafuchi Chem Ind Co Ltd | Continuous manufacture of laminated substance |
| JPS579773A (en) * | 1980-06-23 | 1982-01-19 | Takeda Chem Ind Ltd | Production of polyisocyanate |
| DE3046409A1 (de) * | 1980-12-10 | 1982-07-15 | Bayer Ag, 5090 Leverkusen | Beschichtungsmittel und ein verfahren zur herstellung von ueberzuegen |
| US4395529A (en) * | 1981-07-20 | 1983-07-26 | Cargill, Incorporated | Coating powders for protective films based on epsilon-caprolactam blocked isocyanates |
| US4491663A (en) * | 1982-04-14 | 1985-01-01 | Ford Motor Company | Trifunctional blocked isocyanate containing an isocyanurate ring |
| US5246557A (en) * | 1984-02-29 | 1993-09-21 | The Baxenden Chemical Co. | Blocked isocyanates |
| CA1334848C (en) * | 1988-08-05 | 1995-03-21 | William E. Slack | Process for the production of polyisocyanates which contain isocyanurate groups |
| US4973646A (en) * | 1990-04-09 | 1990-11-27 | Eastman Kodak Company | Powder coating compositions |
| JP3056280B2 (ja) * | 1990-05-24 | 2000-06-26 | 三井化学株式会社 | ポリイソシアナト−イソシアヌレート及びその製造方法、ならびにこれらの用途 |
| US5159045A (en) * | 1990-05-24 | 1992-10-27 | Mitsui Toatsu Chemicals, Inc. | Polyisocyanato-isocyanurate, and preparation process and use of the same |
| US5232988A (en) * | 1992-02-25 | 1993-08-03 | Miles Inc. | Blocked polyisocyanates prepared from partially trimerized cyclic organic diisocyanates having (cyclo)aliphatically bound isocyanate groups and their use for the production of coatings |
| DE4213361A1 (de) | 1992-04-23 | 1993-10-28 | Bayer Ag | Verfahren zur Herstellung von Isocyanatpräpolymeren und ihre Verwendung zur Herstellung von Beschichtungsmitteln |
| US5817732A (en) * | 1993-02-12 | 1998-10-06 | Asahi Kasei Kogyo Kabushiki Kaisha | Blocked polyisocyanate and coating composition |
| CA2116167C (en) * | 1993-03-15 | 2007-05-15 | Myron W. Shaffer | One-component coating compositions containing oxime- or lactam-blocked polyisocyanates which have improved resistance to yellowing |
| US5510443A (en) * | 1993-03-15 | 1996-04-23 | Bayer Corporation | Process for preparing a coating with improved resistance to yellowing and the resulting coating |
| JP3712295B2 (ja) | 1996-04-12 | 2005-11-02 | 旭化成ケミカルズ株式会社 | ブロックポリイソシアネート組成物及びそれを用いた一液性熱硬化組成物 |
| US5939547A (en) * | 1997-12-22 | 1999-08-17 | Bayer Corporation | Formation of blocked isocyanurate group-containing polyisocyanates from partially blocked isocyanates |
| JPH11240936A (ja) * | 1998-02-26 | 1999-09-07 | Mitsubishi Gas Chem Co Inc | ポリイソシアネートオリゴマーおよび該ポリイソシアネートオリゴマーを用いたポリウレタン塗料 |
| US6355761B1 (en) * | 1999-05-12 | 2002-03-12 | Basf Coatings Ag | Coating composition |
| DE19860049A1 (de) * | 1998-12-23 | 2000-06-29 | Basf Ag | Härtbare Zubereitungen |
| JP2000290493A (ja) * | 1999-04-09 | 2000-10-17 | Asahi Chem Ind Co Ltd | ブロックポリイソシアネート組成物 |
| US6252121B1 (en) * | 1999-07-27 | 2001-06-26 | Union Carbide Chemicals & Plastics Technology Corporation | Metal-ligand complex catalyzed processes |
| US6660385B2 (en) * | 2000-10-11 | 2003-12-09 | Kansai Paint Co., Ltd. | Cationic paint composition |
| DE10123419A1 (de) * | 2001-05-14 | 2002-11-21 | Bayer Ag | Verfahren zur Herstellung von aliphatischen Polyisocyanaten mit Uretdion-Isocyanurat- sowie Iminooxadiazindionstruktur |
| US20040087754A1 (en) * | 2002-10-31 | 2004-05-06 | Paul Foley | Polyurethane compounds and articles prepared therefrom |
| MXPA05004674A (es) * | 2002-10-31 | 2005-06-08 | Dow Global Technologies Inc | Dispersion de poliuretano y articulos preparados a partir de ella. |
| JP4467563B2 (ja) * | 2003-02-28 | 2010-05-26 | ダウ グローバル テクノロジーズ インコーポレイティド | イソシアヌレート基を含有するポリイソシアネート混合物の製造 |
-
2005
- 2005-09-02 US US11/660,774 patent/US20080033086A1/en not_active Abandoned
- 2005-09-02 CN CN2005800372164A patent/CN101072806B/zh not_active Expired - Lifetime
- 2005-09-02 MX MX2007002611A patent/MX2007002611A/es unknown
- 2005-09-02 BR BRPI0515235A patent/BRPI0515235B1/pt active IP Right Grant
- 2005-09-02 AU AU2005282549A patent/AU2005282549A1/en not_active Abandoned
- 2005-09-02 CA CA2577785A patent/CA2577785C/en not_active Expired - Lifetime
- 2005-09-02 KR KR1020077007528A patent/KR101250703B1/ko not_active Expired - Lifetime
- 2005-09-02 EP EP05795032A patent/EP1789466B1/en not_active Expired - Lifetime
- 2005-09-02 JP JP2007530472A patent/JP5191733B2/ja not_active Expired - Lifetime
- 2005-09-02 WO PCT/US2005/031685 patent/WO2006029141A1/en not_active Ceased
- 2005-09-02 AT AT05795032T patent/ATE532808T1/de active
-
2007
- 2007-02-23 ZA ZA200701641A patent/ZA200701641B/xx unknown
-
2012
- 2012-10-01 JP JP2012219599A patent/JP5778647B2/ja not_active Expired - Lifetime
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