JP2014139321A5 - - Google Patents
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- Publication number
- JP2014139321A5 JP2014139321A5 JP2014054256A JP2014054256A JP2014139321A5 JP 2014139321 A5 JP2014139321 A5 JP 2014139321A5 JP 2014054256 A JP2014054256 A JP 2014054256A JP 2014054256 A JP2014054256 A JP 2014054256A JP 2014139321 A5 JP2014139321 A5 JP 2014139321A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- polyurethane prepolymer
- meth
- stage
- acrylated
- 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
- 150000001875 compounds Chemical class 0.000 claims description 38
- 229920001730 Moisture cure polyurethane Polymers 0.000 claims description 28
- 239000000203 mixture Substances 0.000 claims 22
- 238000000034 method Methods 0.000 claims 19
- 239000004970 Chain extender Substances 0.000 claims 16
- 230000005855 radiation Effects 0.000 claims 16
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims 14
- 238000006243 chemical reaction Methods 0.000 claims 12
- 239000012736 aqueous medium Substances 0.000 claims 8
- 230000003472 neutralizing effect Effects 0.000 claims 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims 4
- 239000008346 aqueous phase Substances 0.000 claims 4
- 239000003795 chemical substances by application Substances 0.000 claims 4
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 150000002433 hydrophilic molecules Chemical class 0.000 claims 4
- 239000012948 isocyanate Substances 0.000 claims 4
- 150000002513 isocyanates Chemical class 0.000 claims 4
- 229920001228 polyisocyanate Polymers 0.000 claims 4
- 239000005056 polyisocyanate Substances 0.000 claims 4
- 150000003077 polyols Chemical class 0.000 claims 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 3
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 2
- 125000003277 amino group Chemical group 0.000 claims 2
- 125000000129 anionic group Chemical group 0.000 claims 2
- 239000006185 dispersion Substances 0.000 claims 2
- 239000002609 medium Substances 0.000 claims 2
- 238000006386 neutralization reaction Methods 0.000 claims 2
- 229920005862 polyol Polymers 0.000 claims 2
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- ITWBWJFEJCHKSN-UHFFFAOYSA-N 1,4,7-triazonane Chemical compound C1CNCCNCCN1 ITWBWJFEJCHKSN-UHFFFAOYSA-N 0.000 claims 1
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 claims 1
- JZUHIOJYCPIVLQ-UHFFFAOYSA-N 2-methylpentane-1,5-diamine Chemical compound NCC(C)CCCN JZUHIOJYCPIVLQ-UHFFFAOYSA-N 0.000 claims 1
- RNLHGQLZWXBQNY-UHFFFAOYSA-N 3-(aminomethyl)-3,5,5-trimethylcyclohexan-1-amine Chemical compound CC1(C)CC(N)CC(C)(CN)C1 RNLHGQLZWXBQNY-UHFFFAOYSA-N 0.000 claims 1
- IGSBHTZEJMPDSZ-UHFFFAOYSA-N 4-[(4-amino-3-methylcyclohexyl)methyl]-2-methylcyclohexan-1-amine Chemical compound C1CC(N)C(C)CC1CC1CC(C)C(N)CC1 IGSBHTZEJMPDSZ-UHFFFAOYSA-N 0.000 claims 1
- DZIHTWJGPDVSGE-UHFFFAOYSA-N 4-[(4-aminocyclohexyl)methyl]cyclohexan-1-amine Chemical compound C1CC(N)CCC1CC1CCC(N)CC1 DZIHTWJGPDVSGE-UHFFFAOYSA-N 0.000 claims 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims 1
- 229920002873 Polyethylenimine Polymers 0.000 claims 1
- 125000002723 alicyclic group Chemical group 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 claims 1
- QFTYSVGGYOXFRQ-UHFFFAOYSA-N dodecane-1,12-diamine Chemical compound NCCCCCCCCCCCCN QFTYSVGGYOXFRQ-UHFFFAOYSA-N 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims 1
- 229920000768 polyamine Polymers 0.000 claims 1
- 238000003847 radiation curing Methods 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06007921A EP1845143A1 (en) | 2006-04-14 | 2006-04-14 | Aqueous radiation curable polyurethane compositions |
| EP06007921.7 | 2006-04-14 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009504683A Division JP6082173B2 (ja) | 2006-04-14 | 2007-03-30 | 水性放射線硬化性ポリウレタン組成物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014139321A JP2014139321A (ja) | 2014-07-31 |
| JP2014139321A5 true JP2014139321A5 (https=) | 2015-08-13 |
| JP5886348B2 JP5886348B2 (ja) | 2016-03-16 |
Family
ID=37654720
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009504683A Active JP6082173B2 (ja) | 2006-04-14 | 2007-03-30 | 水性放射線硬化性ポリウレタン組成物 |
| JP2014054256A Active JP5886348B2 (ja) | 2006-04-14 | 2014-03-18 | 水性放射線硬化性ポリウレタン組成物 |
| JP2014258177A Withdrawn JP2015078381A (ja) | 2006-04-14 | 2014-12-22 | 水性放射線硬化性ポリウレタン組成物 |
| JP2017018278A Abandoned JP2017082243A (ja) | 2006-04-14 | 2017-02-03 | 水性放射線硬化性ポリウレタン組成物 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009504683A Active JP6082173B2 (ja) | 2006-04-14 | 2007-03-30 | 水性放射線硬化性ポリウレタン組成物 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014258177A Withdrawn JP2015078381A (ja) | 2006-04-14 | 2014-12-22 | 水性放射線硬化性ポリウレタン組成物 |
| JP2017018278A Abandoned JP2017082243A (ja) | 2006-04-14 | 2017-02-03 | 水性放射線硬化性ポリウレタン組成物 |
Country Status (14)
| Country | Link |
|---|---|
| US (2) | US9085655B2 (https=) |
| EP (4) | EP1845143A1 (https=) |
| JP (4) | JP6082173B2 (https=) |
| KR (2) | KR101476090B1 (https=) |
| CN (1) | CN101421368B (https=) |
| AU (1) | AU2007239561B2 (https=) |
| BR (1) | BRPI0710502B1 (https=) |
| CA (1) | CA2648977C (https=) |
| DK (2) | DK2013302T3 (https=) |
| ES (2) | ES2726031T3 (https=) |
| PT (1) | PT2457966T (https=) |
| SI (1) | SI2457966T1 (https=) |
| TW (2) | TWI417309B (https=) |
| WO (1) | WO2007118781A1 (https=) |
Families Citing this family (48)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2254922B1 (en) * | 2008-03-18 | 2013-08-21 | Cytec Surface Specialties, S.A. | Aqueous radiation curable polyurethane compositions |
| EP2130846A1 (en) * | 2008-06-06 | 2009-12-09 | Cytec Surface Specialties, S.A. | Aqueous radiation curable polyurethane compositions |
| EP2143748A1 (en) * | 2008-07-10 | 2010-01-13 | Cytec Surface Specialties, S.A. | Aqueous radiation curable polyurethane compositions |
| DE102009008950A1 (de) | 2009-02-13 | 2010-08-19 | Bayer Materialscience Ag | Wässrige Beschichtungssysteme auf Basis physikalisch trocknender Urethanacrylate |
| DE102009008949A1 (de) * | 2009-02-13 | 2010-08-19 | Bayer Materialscience Ag | Wässrige Beschichtungssysteme auf Basis physikalisch trocknender Urethanacrylate |
| WO2011015540A1 (de) | 2009-08-06 | 2011-02-10 | Basf Se | Strahlungshärtbare wasserdispergierbare polyurethane und polyurethandispersionen |
| WO2011033852A1 (ja) * | 2009-09-18 | 2011-03-24 | Dic株式会社 | アクリル変性ウレタンウレア樹脂組成物及びそれを用いて得られた成形品 |
| JP5638866B2 (ja) * | 2009-12-09 | 2014-12-10 | 日本化薬株式会社 | ポリウレタン化合物、それを含有する活性エネルギー線硬化型樹脂組成物及びその用途 |
| AU2010333021B2 (en) | 2009-12-19 | 2015-04-09 | Bayer Intellectual Property Gmbh | Low-viscosity polyurethane acrylate dispersions |
| DE102010009896A1 (de) * | 2010-03-02 | 2011-09-08 | Bayer Materialscience Ag | Wässrige Polyurethandispersionen |
| EP2468830A1 (en) * | 2010-12-27 | 2012-06-27 | Cytec Surface Specialties, S.A. | Radiation Curable Polyurethane Compositions |
| EP2468782A1 (en) | 2010-12-27 | 2012-06-27 | Cytec Surface Specialties, S.A. | Radiation curable compositions |
| EP2546300A1 (en) | 2011-07-14 | 2013-01-16 | Cytec Surface Specialties, S.A. | Radiation curable aqueous dispersions |
| EP2557094A1 (en) | 2011-08-09 | 2013-02-13 | Cytec Surface Specialties, S.A. | Aqueous radiation curable coating compositions |
| JP2013082863A (ja) * | 2011-09-26 | 2013-05-09 | Asahi Kasei Chemicals Corp | 水分散性ウレタン（メタ）アクリレートおよび塗料組成物 |
| EP2581397B1 (de) * | 2011-10-14 | 2014-12-10 | Allnex IP S.à.r.l. | Verfahren zur herstellung von niedrigviskosen, wasserverdünnbaren urethan(meth)acrylaten |
| JP5382277B2 (ja) * | 2011-10-19 | 2014-01-08 | Ｄｉｃ株式会社 | 活性エネルギー線硬化型樹脂組成物、接着剤及び積層フィルム |
| EP2757118A1 (en) * | 2013-01-17 | 2014-07-23 | Allnex Belgium, S.A. | Radiation curable aqueous compositions with reversible drying. |
| JP6197334B2 (ja) * | 2013-03-29 | 2017-09-20 | Dic株式会社 | 水性樹脂組成物及びそれを塗布して得られる物品 |
| KR101812132B1 (ko) * | 2013-03-29 | 2017-12-26 | 디아이씨 가부시끼가이샤 | 우레탄 수지 조성물, 코팅제 및 물품 |
| CN103274967B (zh) * | 2013-04-23 | 2014-11-12 | 江苏利田科技股份有限公司 | 一种3官能度聚氨酯丙烯酸酯及其制备方法和应用 |
| EP3083736B1 (en) | 2013-12-19 | 2018-03-07 | DSM IP Assets B.V. | Polymeric composition |
| WO2015116028A1 (en) | 2014-01-28 | 2015-08-06 | Hewlett-Packard Development Company, L.P. | Ink set including a pre-treatment fixing fluid and a fixable, uv curable ink |
| US20160362515A1 (en) * | 2014-02-28 | 2016-12-15 | Arkema France | Curable aqueous polyurethane dispersions made from renewable resources |
| KR101600390B1 (ko) * | 2014-04-15 | 2016-03-07 | 김재익 | 유연성이 우수한 하드코팅 조성물 및 이를 이용한 하드코팅 형성방법 |
| US11046107B2 (en) * | 2014-04-18 | 2021-06-29 | Tarkett Gdl S.A. | Actinic radiation cured polyurethane coating for decorative surface coverings |
| EP2947108A1 (en) * | 2014-05-21 | 2015-11-25 | Allnex Belgium, S.A. | Radiation curable aqueous compositions with controlled polymer flow |
| WO2016068983A1 (en) * | 2014-10-31 | 2016-05-06 | Hewlett-Packard Development Company, L.P. | Radiation curable binder dispersion for an inkjet ink |
| SE537921C2 (sv) | 2014-12-04 | 2015-11-24 | Perstorp Ab | Radiation curing coating composition |
| PL3233958T3 (pl) * | 2014-12-17 | 2021-02-22 | Basf Se | Kompozycja powlekająca do utwardzania promieniowaniem na bazie poliuretanów o wydłużonych łańcuchach i usieciowanych |
| WO2016122563A1 (en) * | 2015-01-30 | 2016-08-04 | Hewlett-Packard Development Company, L.P. | Radiation curable binder dispersion |
| CN107250193B (zh) * | 2015-01-30 | 2021-03-12 | 惠普发展公司，有限责任合伙企业 | 基于聚氨酯的粘结剂分散体 |
| US20180010004A1 (en) * | 2015-01-30 | 2018-01-11 | Hewlett-Packard Development Company, L.P. | Colorless radiation curable binder dispersion |
| CN105131778A (zh) * | 2015-09-14 | 2015-12-09 | 江苏龙昇高分子材料科技有限公司 | 一种含有环氧-有机硅树脂改性的聚氨酯-丙烯酸水分散体的水性中涂漆 |
| US20180273797A1 (en) * | 2015-09-16 | 2018-09-27 | Covestro Deutschland Ag | Coated films with particularly high resistance to hydrolysis, and moldings made of same |
| WO2017069729A1 (en) * | 2015-10-19 | 2017-04-27 | Hewlett-Packard Development Company, L.P. | Ultraviolet (uv) curable inkjet ink compositions |
| US10829583B2 (en) * | 2015-10-28 | 2020-11-10 | Hewlett-Packard Development Company, L.P. | Radiation curable polyurethane-based binder dispersion |
| WO2018078160A1 (en) * | 2016-10-28 | 2018-05-03 | Dsm Ip Assets B.V. | Thermosetting compositions and forming three-dimensional objects therefrom |
| US10907057B2 (en) | 2017-01-31 | 2021-02-02 | Hewlett-Packard Development Company, L.P. | Reactive polyurethane dispersions |
| ES2907615T3 (es) * | 2017-02-08 | 2022-04-25 | Covestro Netherlands Bv | Composición de recubrimiento acuoso |
| JP7109186B2 (ja) * | 2017-12-27 | 2022-07-29 | 株式会社Ｄｎｐファインケミカル | ウレタン（メタ）アクリレート系組成物、活性エネルギー線重合性組成物、及び積層体 |
| EP3594258A1 (en) * | 2018-07-09 | 2020-01-15 | Allnex Belgium, S.A. | Radiation curable composition |
| IT202000001963A1 (it) * | 2020-01-31 | 2021-07-31 | Lamberti Spa | Metodo per rivestire un substrato mediante polimerizzazione a fascio di elettroni |
| EP4015548A1 (en) * | 2020-12-18 | 2022-06-22 | Allnex Belgium, S.A. | Aqueous bio-based energy curable polyurethane composition |
| WO2022229081A1 (en) * | 2021-04-26 | 2022-11-03 | Covestro Deutschland Ag | Method for producing an at least partially coated object |
| EP4177282A1 (en) | 2021-11-04 | 2023-05-10 | Arkema France | Polyglycerin-based urethane (meth)acrylate |
| CA3240686A1 (en) * | 2021-12-14 | 2023-06-22 | Ramanathan S. Lalgudi | Bio-based polyols, esters, and surfactants |
| CN116003720A (zh) * | 2022-12-27 | 2023-04-25 | 武汉工程大学 | 一种环氧酯改性水性聚氨酯乳液及其制备方法 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3816855A1 (de) * | 1988-05-18 | 1989-11-23 | Roehm Gmbh | Verfahren zur herstellung kratzfest beschichteter kunststoffbahnen |
| DE4021126C2 (de) * | 1990-07-03 | 1998-01-29 | Basf Lacke & Farben | Lacke und Verwendung der Lacke zur Lackierung von Automobilkarosserien |
| JP3079669B2 (ja) | 1991-07-24 | 2000-08-21 | 日本電気株式会社 | 画像処理装置 |
| JP3334280B2 (ja) * | 1993-10-05 | 2002-10-15 | 大日本インキ化学工業株式会社 | 水溶性活性エネルギー線硬化型樹脂の製造方法 |
| AT401524B (de) * | 1994-07-27 | 1996-09-25 | Vianova Kunstharz Ag | Verfahren zur herstellung von wasserverdünnbaren urethanharzen und deren verwendung |
| JPH09279017A (ja) | 1996-04-16 | 1997-10-28 | Dainippon Ink & Chem Inc | 活性エネルギー線硬化型水性ポリウレタン樹脂組成物 |
| AT404733B (de) * | 1997-04-09 | 1999-02-25 | Vianova Kunstharz Ag | Verfahren zur herstellung von strahlungshärtbaren wasserverdünnbaren urethanharzen und deren verwendung |
| JPH11209448A (ja) | 1998-01-30 | 1999-08-03 | Hitachi Chem Co Ltd | 光硬化性樹脂組成物 |
| JP2000137325A (ja) * | 1998-11-04 | 2000-05-16 | Kansai Paint Co Ltd | 有機溶剤型感光性レジスト組成物及びレジストパターン形成方法 |
| US6239209B1 (en) * | 1999-02-23 | 2001-05-29 | Reichhold, Inc. | Air curable water-borne urethane-acrylic hybrids |
| EP1179549A1 (en) * | 2000-08-11 | 2002-02-13 | Akzo Nobel N.V. | Polyamines as crosslinker for binder compositions which may be used in the preparation of coating compositions |
| AU2002210574B2 (en) * | 2000-10-25 | 2006-08-24 | Allnex Netherlands B.V. | Photoactivatable water borne coating composition |
| JP3877581B2 (ja) | 2000-11-30 | 2007-02-07 | 日本化薬株式会社 | 高分子固体電解質用樹脂組成物、高分子固体電解質及びポリマー電池 |
| KR100760276B1 (ko) | 2000-11-30 | 2007-09-19 | 니폰 가야꾸 가부시끼가이샤 | 고분자 고체 전해질용 수지 조성물, 고분자 고체 전해질및 폴리머 전지 |
| JP2003040965A (ja) | 2001-08-01 | 2003-02-13 | Kansai Paint Co Ltd | 不飽和基含有ウレタン樹脂及びそれを用いた活性エネルギー線硬化組成物 |
| US20040242763A1 (en) * | 2001-11-28 | 2004-12-02 | Michel Tielemans | Radiation-curable polyurethane dispersion |
| CN1200053C (zh) * | 2002-07-25 | 2005-05-04 | 上海飞凯光电材料有限公司 | 一种辐射固化涂料 |
| EP1646669A1 (en) | 2003-07-14 | 2006-04-19 | Cytec Surface Specialties, S.A. | Waterborne self-crosslinkable polyurethane dispersions and polyurethane: acrylic hybrid dispersions |
| EP1584636A1 (de) | 2004-04-08 | 2005-10-12 | Surface Specialties Austria GmbH | Wässrige Bindemittel für strahlenhärtbare Lacke |
| US20070149704A1 (en) * | 2005-06-17 | 2007-06-28 | Reichhold, Inc. | Radiation curable polyurethane dispersions |
-
2006
- 2006-04-14 EP EP06007921A patent/EP1845143A1/en not_active Withdrawn
-
2007
- 2007-03-30 KR KR1020137033912A patent/KR101476090B1/ko active Active
- 2007-03-30 PT PT121559082T patent/PT2457966T/pt unknown
- 2007-03-30 SI SI200732174T patent/SI2457966T1/sl unknown
- 2007-03-30 CN CN2007800134413A patent/CN101421368B/zh active Active
- 2007-03-30 CA CA2648977A patent/CA2648977C/en active Active
- 2007-03-30 BR BRPI0710502A patent/BRPI0710502B1/pt active IP Right Grant
- 2007-03-30 KR KR1020087024973A patent/KR101498294B1/ko active Active
- 2007-03-30 ES ES07727581T patent/ES2726031T3/es active Active
- 2007-03-30 ES ES12155908T patent/ES2867381T3/es active Active
- 2007-03-30 US US12/225,874 patent/US9085655B2/en active Active
- 2007-03-30 DK DK07727581.6T patent/DK2013302T3/en active
- 2007-03-30 WO PCT/EP2007/053109 patent/WO2007118781A1/en not_active Ceased
- 2007-03-30 JP JP2009504683A patent/JP6082173B2/ja active Active
- 2007-03-30 AU AU2007239561A patent/AU2007239561B2/en active Active
- 2007-03-30 EP EP07727581.6A patent/EP2013302B1/en active Active
- 2007-03-30 EP EP12155908.2A patent/EP2457966B1/en active Active
- 2007-03-30 DK DK12155908.2T patent/DK2457966T3/da active
- 2007-03-30 EP EP21161181.9A patent/EP3865550A1/en active Pending
- 2007-04-12 TW TW096112842A patent/TWI417309B/zh active
- 2007-04-12 TW TW102138650A patent/TW201414762A/zh unknown
-
2014
- 2014-03-18 JP JP2014054256A patent/JP5886348B2/ja active Active
- 2014-12-22 JP JP2014258177A patent/JP2015078381A/ja not_active Withdrawn
-
2015
- 2015-06-12 US US14/737,866 patent/US9873818B2/en active Active
-
2017
- 2017-02-03 JP JP2017018278A patent/JP2017082243A/ja not_active Abandoned
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