WO2005021615A1 - Bindemittel für strahlenhärtbare wässrige lacke - Google Patents
Bindemittel für strahlenhärtbare wässrige lacke Download PDFInfo
- Publication number
- WO2005021615A1 WO2005021615A1 PCT/EP2004/009339 EP2004009339W WO2005021615A1 WO 2005021615 A1 WO2005021615 A1 WO 2005021615A1 EP 2004009339 W EP2004009339 W EP 2004009339W WO 2005021615 A1 WO2005021615 A1 WO 2005021615A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- compounds
- olefinically unsaturated
- isocyanates
- groups
- fatty acids
- Prior art date
Links
Classifications
-
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/675—Low-molecular-weight compounds
-
- 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
- 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
-
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
-
- 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
- C08G18/8141—Unsaturated isocyanates or isothiocyanates masked
- C08G18/815—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen
- C08G18/8158—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen
- C08G18/8175—Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen with unsaturated compounds having only one group containing active hydrogen with esters of acrylic or alkylacrylic acid having only one group containing active hydrogen
-
- 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
-
- 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
Definitions
- the invention also relates to mixtures of the binders according to the invention with aqueous dispersions of acrylate copolymers
- the Epoxidveibmditch A have at least two epoxy groups per molecule and can be ahphatic, aiornaüsch odei mixed aiomattsch-akpha ⁇ sch Suitable aliphatic Di- odei polyepoxides are rnsbesondeie alpha, omega-diepoxyalkanes such as 1,5-D ⁇ e ⁇ oxyhexan odei 1, 7-D ⁇ cidoxoalcohol with two- Odei polyhydric alcohols having 2 to 20 carbon atoms such as Butandioldiglycidylau ei Odei Hexandioldiglycidyladier and T xiediylolpiOpantriglycidylaÜiei, Adiei of glycidyl alcohol with polyethylene Odei poly piopyl
- Suitable mixed aromatic-aliphatic di- Odei polyepoxides are the Diglycidylatiier of bisphenol A, bisphenol F, DihydiOxydrphenyl Odei DiliydiOxydiphenylsulfon Likewise suitable are addition products of the aforementioned di- Odei polyepoxides of two or mehifunktionelle hydroxy compounds, such as obtained by Advancement-Reaküon epoxy resins based on from Bisphenol A.
- the unsaturated fatty acids B are aliphatic linear or branched monocarboxylic acids and have at least one olefinic double bond and 6 to 30 carbon atoms. Suitable are inter alia pal itoleic acid, oleic acid, elaidic acid, linoleic acid, linolenic acid, cleaved stearic acid, arachidonic acid and their mixture, erucasate the technical mixtures obtained from the saponification of oils.
- fatty acids and mixtures of these fatty acids which have at least two olefinic double bonds and which are likewise preferably not conjugated are particularly preferred.
- fatty acids and mixtures of these fatty acids which have at least two olefinic double bonds and which are likewise preferably not conjugated are particularly preferred.
- linseed fatty acid, tallow fatty acid and sunflower oil fatty acid are particularly preferred.
- the olefinically unsaturated monomers C contain at least a mass fraction of 10% of an olefinically unsaturated acid, preferably an olefinically unsaturated carboxylic acid or dicarboxylic acid. It is also possible to use half esters of olefinically unsaturated dicarboxylic acids with one mole of an alcohol and one mole of each dicarboxylic acid.
- Preferred olefinically unsaturated sauces are acrylic and metiiacrylic acid, vinyl acetic acid and croton and isociotonic acid.
- the half esters include monomethyl esters of maleic acid dei Furnaisauie, or dei Itacon-, Citracon- or odei Mesaconsaure preferred to use.
- esters of the acids mentioned with e- or polyhydric alcohols such as methyl (med ⁇ ) acrylate, ad ⁇ yl (me ⁇ ) acrylate, n- or ⁇ so-propyl- (meti ⁇ ) acrylate, n- or partial butyl (med ⁇ ) acrylate or 2-ethylhexyl (meti ⁇ ) acrylate are used, as are diesters of the dicarboxylic acids mentioned, such as Drmediylmale at, and the hydroxy-functional ⁇ ⁇ Erbmditch (which are also used as compounds D) such as hydroxyethyl (meti ⁇ ) acrylate, HydiOxypiOpyl (meti ⁇ ) acrylate ; Hydroxybutyl
- the invention also relates to a process for the preparation of the binders ABCDE, in which the epoxy compounds A are reacted with the unsaturated fatty acids B to form adducts, the amounts of the starting materials being chosen so that at least 0.5 per mole of the epoxy groups in A. mol of the acid groups of the fatty acids B. A ratio of at least 0.7 mol / mol and in particular 0.9 mol / mol to 1.0 mol / mol is preferred.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Macromonomer-Based Addition Polymer (AREA)
- Polyurethanes Or Polyureas (AREA)
- Adhesives Or Adhesive Processes (AREA)
Abstract
Description
Claims
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006524305A JP5173188B2 (ja) | 2003-08-27 | 2004-08-20 | 放射線硬化水性塗料用の接着剤 |
US10/568,239 US7728054B2 (en) | 2003-08-27 | 2004-08-20 | Binding agents for radiation-cured aqueous paints |
KR1020067004016A KR101116597B1 (ko) | 2003-08-27 | 2004-08-20 | 방사선-경화성 수성 페인트용 결합제 |
EP04764323.4A EP1660554B1 (de) | 2003-08-27 | 2004-08-20 | Bindemittel für strahlenhärtbare wässrige lacke |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ATA1346/2003 | 2003-08-27 | ||
AT0134603A AT412721B (de) | 2003-08-27 | 2003-08-27 | Bindemittel für strahlenhärtbare wässrige lacke |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2005021615A1 true WO2005021615A1 (de) | 2005-03-10 |
Family
ID=33314989
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2004/009339 WO2005021615A1 (de) | 2003-08-27 | 2004-08-20 | Bindemittel für strahlenhärtbare wässrige lacke |
Country Status (8)
Country | Link |
---|---|
US (1) | US7728054B2 (de) |
EP (1) | EP1660554B1 (de) |
JP (1) | JP5173188B2 (de) |
KR (1) | KR101116597B1 (de) |
CN (1) | CN100549058C (de) |
AT (1) | AT412721B (de) |
TW (1) | TWI347347B (de) |
WO (1) | WO2005021615A1 (de) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102010009896A1 (de) | 2010-03-02 | 2011-09-08 | Bayer Materialscience Ag | Wässrige Polyurethandispersionen |
WO2012089495A1 (en) * | 2010-12-27 | 2012-07-05 | Cytec Surface Specialties, S.A. | Radiation curable compositions and compound |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2557094A1 (de) | 2011-08-09 | 2013-02-13 | Cytec Surface Specialties, S.A. | Wässrige Zusammensetzungen für strahlenausgehärteten Beschichtungen |
KR101925983B1 (ko) | 2011-12-14 | 2018-12-07 | 엘지디스플레이 주식회사 | 액정표시소자 및 그 제조방법 |
CN104031228B (zh) * | 2014-06-17 | 2016-08-17 | 苏州博莱特新材料有限公司 | 一种无苯无酮改性丙烯酸酯树脂及其制备方法 |
CN113185672B (zh) * | 2021-06-21 | 2023-06-30 | 中国林业科学研究院林产化学工业研究所 | 一种高光固化活性的水性环氧衣康酸酯树脂的制备方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH679310A5 (en) * | 1989-07-04 | 1992-01-31 | Sicpa Holding Sa | Hydrocarbon-urethane-acrylate cpds. used in ink, varnish, paint, etc. - prepd. by reacting hydroxy-acrylate with di:isocyanate and then hydrocarbon, esp. alkyd resin or castor oil |
EP0726162A1 (de) * | 1995-02-13 | 1996-08-14 | New Oji Paper Co., Ltd. | Hochglänzende Druckschicht |
US5691425A (en) * | 1991-07-05 | 1997-11-25 | Hoechst Ag | Polyurethane dispersions |
EP0694531B1 (de) | 1994-07-27 | 1998-09-16 | Vianova Resins Aktiengesellschaft | Verfahren zur Herstellung von wasserverdünnbaren Urethanharzen und deren Verwendung |
AT404733B (de) | 1997-04-09 | 1999-02-25 | Vianova Kunstharz Ag | Verfahren zur herstellung von strahlungshärtbaren wasserverdünnbaren urethanharzen und deren verwendung |
Family Cites Families (15)
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JPS4814790B1 (de) * | 1970-10-12 | 1973-05-10 | ||
JPS4918799B1 (de) * | 1970-12-24 | 1974-05-13 | ||
JPS5519248B2 (de) * | 1973-04-13 | 1980-05-24 | ||
GB1462668A (en) * | 1973-12-21 | 1977-01-26 | Mitsubishi Rayon Co | Curable resin and preparation thereof |
JPS5230883B2 (de) * | 1973-12-21 | 1977-08-11 | ||
JPS574646B2 (de) * | 1974-05-30 | 1982-01-27 | ||
DE2853921A1 (de) * | 1978-12-14 | 1980-07-03 | Basf Ag | Strahlungshaertbare waessrige bindemitteldispersionen |
JPS6011523A (ja) * | 1983-06-29 | 1985-01-21 | Asahi Denka Kogyo Kk | ポリウレタン物質の製造方法 |
DE3508450A1 (de) * | 1985-03-09 | 1986-09-11 | Rütgerswerke AG, 6000 Frankfurt | Durch strahlung vernetzbare bindemittel und ihre verwendung |
JPH05117343A (ja) * | 1991-10-31 | 1993-05-14 | Dainippon Ink & Chem Inc | 紫外線硬化型樹脂組成物 |
JPH05271367A (ja) * | 1992-03-30 | 1993-10-19 | Dainippon Ink & Chem Inc | 紫外線硬化型樹脂組成物 |
US6235397B1 (en) * | 1995-02-13 | 2001-05-22 | Oji Paper Co., Ltd. | High gloss printing sheet |
BR0110847B1 (pt) * | 2000-05-19 | 2012-05-29 | composição aglutinante reticulável aquosa, composição de revestimento, método de revestir um substrato, revestimento reticulado, e, composição de vedação aquosa. | |
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 |
JP2004352851A (ja) * | 2003-05-29 | 2004-12-16 | Shinnakamura Kagaku Kogyo Kk | 脂肪酸基を有する化合物およびそれらの重合物 |
-
2003
- 2003-08-27 AT AT0134603A patent/AT412721B/de not_active IP Right Cessation
-
2004
- 2004-08-02 TW TW093123100A patent/TWI347347B/zh not_active IP Right Cessation
- 2004-08-20 KR KR1020067004016A patent/KR101116597B1/ko not_active IP Right Cessation
- 2004-08-20 JP JP2006524305A patent/JP5173188B2/ja not_active Expired - Fee Related
- 2004-08-20 EP EP04764323.4A patent/EP1660554B1/de not_active Not-in-force
- 2004-08-20 CN CNB2004800244049A patent/CN100549058C/zh not_active Expired - Fee Related
- 2004-08-20 WO PCT/EP2004/009339 patent/WO2005021615A1/de active Application Filing
- 2004-08-20 US US10/568,239 patent/US7728054B2/en not_active Expired - Fee Related
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CH679310A5 (en) * | 1989-07-04 | 1992-01-31 | Sicpa Holding Sa | Hydrocarbon-urethane-acrylate cpds. used in ink, varnish, paint, etc. - prepd. by reacting hydroxy-acrylate with di:isocyanate and then hydrocarbon, esp. alkyd resin or castor oil |
US5691425A (en) * | 1991-07-05 | 1997-11-25 | Hoechst Ag | Polyurethane dispersions |
EP0694531B1 (de) | 1994-07-27 | 1998-09-16 | Vianova Resins Aktiengesellschaft | Verfahren zur Herstellung von wasserverdünnbaren Urethanharzen und deren Verwendung |
EP0726162A1 (de) * | 1995-02-13 | 1996-08-14 | New Oji Paper Co., Ltd. | Hochglänzende Druckschicht |
EP0726162B1 (de) | 1995-02-13 | 1998-05-13 | Oji Paper Co., Ltd. | Hochglänzende Druckschicht |
AT404733B (de) | 1997-04-09 | 1999-02-25 | Vianova Kunstharz Ag | Verfahren zur herstellung von strahlungshärtbaren wasserverdünnbaren urethanharzen und deren verwendung |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102010009896A1 (de) | 2010-03-02 | 2011-09-08 | Bayer Materialscience Ag | Wässrige Polyurethandispersionen |
WO2011107398A1 (de) | 2010-03-02 | 2011-09-09 | Bayer Materialscience Ag | Wässrige polyurethandispersionen |
US9676894B2 (en) | 2010-03-02 | 2017-06-13 | Covestro Deutschland Ag | Aqueous polyurethane dispersions |
WO2012089495A1 (en) * | 2010-12-27 | 2012-07-05 | Cytec Surface Specialties, S.A. | Radiation curable compositions and compound |
EP2476673A1 (de) * | 2010-12-27 | 2012-07-18 | Cytec Surface Specialties, S.A. | Strahlungshärtbare Zusammensetzungen und Verbindungen |
Also Published As
Publication number | Publication date |
---|---|
US20060264527A1 (en) | 2006-11-23 |
KR101116597B1 (ko) | 2012-04-18 |
CN100549058C (zh) | 2009-10-14 |
US7728054B2 (en) | 2010-06-01 |
TW200513507A (en) | 2005-04-16 |
JP2007503492A (ja) | 2007-02-22 |
JP5173188B2 (ja) | 2013-03-27 |
TWI347347B (en) | 2011-08-21 |
ATA13462003A (de) | 2004-11-15 |
KR20060121830A (ko) | 2006-11-29 |
AT412721B (de) | 2005-06-27 |
EP1660554A1 (de) | 2006-05-31 |
EP1660554B1 (de) | 2014-11-05 |
CN1842556A (zh) | 2006-10-04 |
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