KR102100532B1 - 가역적 건조성을 갖는 방사선 경화성 수성 조성물 - Google Patents
가역적 건조성을 갖는 방사선 경화성 수성 조성물 Download PDFInfo
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- KR102100532B1 KR102100532B1 KR1020157022045A KR20157022045A KR102100532B1 KR 102100532 B1 KR102100532 B1 KR 102100532B1 KR 1020157022045 A KR1020157022045 A KR 1020157022045A KR 20157022045 A KR20157022045 A KR 20157022045A KR 102100532 B1 KR102100532 B1 KR 102100532B1
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Classifications
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
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- C09D175/04—Polyurethanes
- C09D175/06—Polyurethanes from polyesters
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- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/0804—Manufacture of polymers containing ionic or ionogenic groups
- C08G18/0819—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups
- C08G18/0823—Manufacture of polymers containing ionic or ionogenic groups containing anionic or anionogenic groups containing carboxylate salt groups or groups forming them
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4236—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups
- C08G18/4238—Polycondensates having carboxylic or carbonic ester groups in the main chain containing only aliphatic groups derived from dicarboxylic acids and dialcohols
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/44—Polycarbonates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
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- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
- C08G18/673—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen containing two or more acrylate or alkylacrylate ester groups
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/73—Polyisocyanates or polyisothiocyanates acyclic
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/81—Unsaturated isocyanates or isothiocyanates
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Medicinal Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Manufacturing & Machinery (AREA)
- Polyurethanes Or Polyureas (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Paints Or Removers (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP13151649.4A EP2757118A1 (en) | 2013-01-17 | 2013-01-17 | Radiation curable aqueous compositions with reversible drying. |
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Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6802712B2 (ja) | 2014-06-23 | 2020-12-16 | カーボン，インコーポレイテッド | 三次元物体の製造に使用する多様な硬化機構を有するポリウレタン樹脂 |
| KR20170115070A (ko) | 2015-02-05 | 2017-10-16 | 카본, 인크. | 비연속 노광에 의한 적층체 제조방법 |
| US10391711B2 (en) | 2015-03-05 | 2019-08-27 | Carbon, Inc. | Fabrication of three dimensional objects with multiple operating modes |
| US9458334B1 (en) | 2015-07-01 | 2016-10-04 | Electronics For Imaging, Inc. | Aqueous radiation curable ink composition |
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| US10975193B2 (en) | 2015-09-09 | 2021-04-13 | Carbon, Inc. | Epoxy dual cure resins for additive manufacturing |
| US10647873B2 (en) | 2015-10-30 | 2020-05-12 | Carbon, Inc. | Dual cure article of manufacture with portions of differing solubility |
| WO2017079502A1 (en) | 2015-11-05 | 2017-05-11 | Carbon, Inc. | Silicone dual cure resins for additive manufacturing |
| WO2017112483A2 (en) | 2015-12-22 | 2017-06-29 | Carbon, Inc. | Accelerants for additive manufacturing with dual cure resins |
| WO2017112751A1 (en) | 2015-12-22 | 2017-06-29 | Carbon, Inc. | Blocked silicone dual cure resins for additive manufacturing |
| JP6944935B2 (ja) | 2015-12-22 | 2021-10-06 | カーボン，インコーポレイテッド | 二重硬化樹脂を用いた積層造形による複数の中間体からの複合生産物の製作 |
| US10343331B2 (en) | 2015-12-22 | 2019-07-09 | Carbon, Inc. | Wash liquids for use in additive manufacturing with dual cure resins |
| US10501572B2 (en) | 2015-12-22 | 2019-12-10 | Carbon, Inc. | Cyclic ester dual cure resins for additive manufacturing |
| EP3341792A1 (en) | 2015-12-22 | 2018-07-04 | Carbon, Inc. | Dual precursor resin systems for additive manufacturing with dual cure resins |
| WO2017112571A1 (en) | 2015-12-22 | 2017-06-29 | Carbon, Inc. | Dual cure additive manufacturing of rigid intermediates that generate semi-rigid, flexible, or elastic final products |
| US10500786B2 (en) | 2016-06-22 | 2019-12-10 | Carbon, Inc. | Dual cure resins containing microwave absorbing materials and methods of using the same |
| US10653135B2 (en) * | 2016-07-11 | 2020-05-19 | Covestro Llc | Methods for treating seeds with an aqueous composition and seeds treated therewith |
| US10941308B2 (en) | 2016-07-27 | 2021-03-09 | Sun Chemical Corporation | Water-based electrically-insulating energy-curable fluids |
| KR20190062529A (ko) * | 2016-10-13 | 2019-06-05 | 바스프 코팅스 게엠베하 | 지방족 모노카르복실산의 염을 기재로 하는 코팅재 시스템 |
| CN110023056B (zh) * | 2016-11-21 | 2021-08-24 | 卡本有限公司 | 通过递送反应性组分用于后续固化来制造三维物体的方法 |
| WO2018165090A1 (en) | 2017-03-09 | 2018-09-13 | Carbon, Inc. | Tough, high temperature polymers produced by stereolithography |
| US10316213B1 (en) | 2017-05-01 | 2019-06-11 | Formlabs, Inc. | Dual-cure resins and related methods |
| WO2018237038A1 (en) | 2017-06-21 | 2018-12-27 | Carbon, Inc. | Method of additive manufacturing |
| EP3677650B1 (en) | 2017-08-29 | 2022-09-28 | FUJIFILM Corporation | Ink composition, method for producing same, and image forming method |
| EP3728483B1 (en) * | 2017-12-22 | 2025-01-01 | Henkel AG & Co. KGaA | Undercoating and articles of manufacture coated therewith |
| JP2021516180A (ja) * | 2018-03-02 | 2021-07-01 | フォームラブス, インコーポレーテッドFormlabs, Inc. | 潜在性硬化樹脂および関連する方法 |
| US11053400B2 (en) | 2018-07-13 | 2021-07-06 | Sun Chemical Corporation | Electron beam-curable compositions comprising poly(alkoxylates) |
| US11504903B2 (en) | 2018-08-28 | 2022-11-22 | Carbon, Inc. | 1K alcohol dual cure resins for additive manufacturing |
| CN110498898A (zh) * | 2019-07-24 | 2019-11-26 | 浙江瑞通光电材料有限公司 | 一步法合成的紫外光固化的水溶性聚氨酯丙烯酸酯低聚物及其方法 |
| CN111072898B (zh) * | 2019-12-06 | 2022-03-11 | 上海华峰新材料研发科技有限公司 | 合成革用水性高透明性聚氨酯染料树脂及其制备方法 |
| CN113185910A (zh) * | 2021-05-20 | 2021-07-30 | 东莞市冠力胶业有限公司 | 一种水性替塑胶的涂布工艺 |
| US20250145756A1 (en) | 2022-03-18 | 2025-05-08 | Basf Se | Re-dispersible or re-soluble aqueous ethylenically unsaturated aqueous polyurethane compositions with improved water-resistance |
| CN120752275A (zh) * | 2023-02-21 | 2025-10-03 | 巴斯夫涂料有限公司 | 连续生产水性聚氨酯-聚脲分散体的方法和水性聚氨酯-聚脲分散体 |
| WO2024175286A1 (en) * | 2023-02-21 | 2024-08-29 | Basf Coatings Gmbh | Process for continuous production of aqueous polyurethane-polyurea dispersions |
| CN116135933B (zh) * | 2023-04-03 | 2024-02-09 | 苏州市贝特利高分子材料股份有限公司 | 一种水性丝网印刷油墨及其制备方法 |
| KR102815088B1 (ko) * | 2024-04-01 | 2025-05-29 | 구자은 | 필름 형성 및 박리성이 우수한 화장용 수분산 폴리우레탄, 그 제조 방법, 및 이를 포함하는 화장료 조성물 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012089538A1 (en) * | 2010-12-27 | 2012-07-05 | Cytec Surface Specialties, S.A. | Radiation curable compositions |
Family Cites Families (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1081906A (en) | 1975-09-02 | 1980-07-22 | Hans H. Kuhn | Fugitive tints |
| US4284729A (en) | 1980-03-31 | 1981-08-18 | Milliken Research Corporation | Process for coloring thermosetting resins |
| US4507407A (en) | 1984-06-25 | 1985-03-26 | Milliken Research Corporation | Process for in situ coloration of thermosetting resins |
| CA1243669A (en) | 1984-06-25 | 1988-10-25 | Edward W. Kluger | Reactive colorants |
| US4761502A (en) | 1986-09-08 | 1988-08-02 | Milliken Research Corporation | Polyalkyleneoxytrifluoromethylaniline compounds |
| US4751254A (en) | 1987-01-20 | 1988-06-14 | Milliken Research Corporation | Process for in situ coloration of thermosetting resins |
| US4846846A (en) | 1988-06-20 | 1989-07-11 | Milliken Research Corporation | Process for preparing polyurethane resins colored with anthraquinone colorants and products produced thereby |
| JP3310331B2 (ja) * | 1992-06-05 | 2002-08-05 | 大日本インキ化学工業株式会社 | 新規なエネルギー線硬化性樹脂組成物 |
| US5643356A (en) | 1993-08-05 | 1997-07-01 | Kimberly-Clark Corporation | Ink for ink jet printers |
| EP0732382B1 (en) | 1995-03-17 | 1999-06-02 | Toyo Ink Manufacturing Co., Ltd. | Inkjet ink and process for the production thereof |
| US5864002A (en) | 1996-10-18 | 1999-01-26 | Milliken Research Corporation | Process for coloring polymer resins and products thereof |
| DE19957604A1 (de) * | 1999-11-30 | 2001-05-31 | Bayer Ag | Polyurethan-Emulsionen |
| AU1057402A (en) * | 2000-10-25 | 2002-05-06 | Akzo Nobel Nv | Photoactivatable water borne coating composition |
| KR20040030831A (ko) | 2001-07-20 | 2004-04-09 | 유씨비 소시에떼아노님 | 조사 경화성 중합체 잉크 조성물 |
| US20040242763A1 (en) * | 2001-11-28 | 2004-12-02 | Michel Tielemans | Radiation-curable polyurethane dispersion |
| DE10360043A1 (de) * | 2003-12-18 | 2005-07-21 | Basf Ag | Mit Polyadditionsprodukten umhüllte Pigmente, Verfahren zu ihrer Herstellung und ihre Verwendung |
| JP2007002051A (ja) | 2005-06-22 | 2007-01-11 | Yokohama Rubber Co Ltd:The | アンダーコーティング剤組成物 |
| EP1845143A1 (en) | 2006-04-14 | 2007-10-17 | Cytec Surface Specialties, S.A. | Aqueous radiation curable polyurethane compositions |
| GB0612803D0 (en) * | 2006-06-28 | 2006-08-09 | Lucite Int Uk Ltd | Polymeric composition |
| DE102007026196A1 (de) | 2007-06-04 | 2008-12-11 | Basf Se | Verfahren zur Herstellung wasseremulgierbarer Polyurethanacrylate |
| JP4403312B2 (ja) * | 2008-05-22 | 2010-01-27 | Ｄｉｃ株式会社 | 水性複合樹脂組成物、それを含むコーティング剤、及びそれを用いた積層体 |
| EP2143748A1 (en) | 2008-07-10 | 2010-01-13 | Cytec Surface Specialties, S.A. | Aqueous radiation curable polyurethane compositions |
| DE102010003308A1 (de) * | 2009-03-31 | 2011-01-13 | Basf Se | Strahlungshärtbare wasseremulgierbare Polyurethan(meth)acrylate |
| CN102549060B (zh) * | 2009-07-31 | 2016-01-20 | 3M创新有限公司 | 含有多元醇化合物的含氟聚合物组合物及其制备方法 |
| GB201007043D0 (en) * | 2010-04-28 | 2010-06-09 | 3M Innovative Properties Co | Process for producing ptfe and articles thereof |
| JP5903765B2 (ja) * | 2011-03-15 | 2016-04-13 | 東ソー株式会社 | 高親水性の水性ポリウレタン樹脂分散組成物 |
| CN103608375B (zh) | 2011-06-14 | 2015-09-09 | 巴斯夫欧洲公司 | 可辐射固化聚氨酯水分散体 |
-
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012089538A1 (en) * | 2010-12-27 | 2012-07-05 | Cytec Surface Specialties, S.A. | Radiation curable compositions |
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| KR20150106960A (ko) | 2015-09-22 |
| TW201433604A (zh) | 2014-09-01 |
| IL238940A0 (en) | 2015-07-30 |
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| US20150322291A1 (en) | 2015-11-12 |
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| EP2945973B2 (en) | 2022-09-21 |
| CN104955861A (zh) | 2015-09-30 |
| WO2014111349A1 (en) | 2014-07-24 |
| JP2018138670A (ja) | 2018-09-06 |
| US10487236B2 (en) | 2019-11-26 |
| TWI600710B (zh) | 2017-10-01 |
| EP2945973B1 (en) | 2019-10-16 |
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