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Aqueous radiation curable polyurethane compositions

A radiation-cured, polyurethane prepolymer technology, applied in polyurea/polyurethane coatings, manufacturing tools, transportation and packaging, etc., can solve applications that are not suitable for manufacturing colored coatings, not suitable for high-speed or low-energy curing, Reduce UV light penetration and other issues

Active Publication Date: 2012-05-23
CYTEC SURFACE SPECIALTIES INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] A disadvantage of these known radiation curable compositions is their limitation to provide high reactivity, which makes them less suitable for applications requiring high speed or low energy curing
They are also less suitable for making pigmented coatings, where the presence of pigments reduces the penetration of UV light and limits good bulk curing
These compositions generally do not yield coatings with high end hardness, scratch resistance and stain resistance

Method used

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  • Aqueous radiation curable polyurethane compositions
  • Aqueous radiation curable polyurethane compositions
  • Aqueous radiation curable polyurethane compositions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065]Example 1: In a double-walled glass reactor equipped with a mechanical stirrer, thermocouple, steam condenser and dropping funnel, 45.3 g of polyester polyol (this polyol has an average molecular weight of 670, 167 mg Hydroxyl value in KOH / g and obtained from polycondensation of neopentyl glycol with a mixture of adipic and isophthalic acids in a 1:1 weight ratio), 109.2 g of acrylic acid adduct of bisphenol A diglycidyl ether (BPAAA), 34.3g of dimethylolpropionic acid (DMPA), 231.3g of 1,1'-methylenebis(4-isocyanatocyclohexane) (H12MDI), 279g of acetone, 3.1g of 622 and 0.6 g of 10% dibutyltin laurate in acetone. The reaction mixture was heated to 60° C. with stirring and maintained at reflux until the isocyanate content reached a value of 1.09 meg / g. Then 0.4 g of 4-methoxyphenol (a product comprising di-trimethylolpropane triacrylate and di-trimethylolpropane tetraacrylate) dissolved in 207.1 g of DTMPTA was slowly added to the reactor a mixture of acrylates and h...

Embodiment 2-5,7-16 and comparative example 6R

[0078] In Examples 2-5 and 7-16, the procedure described in Example 1 was repeated except using different amounts and different ingredients as specified in Table 1 below. Amounts of the different compounds are expressed in g unless otherwise stated.

[0079] In Examples 2-5, 6R and 7-16, the hexafunctional urethane acrylate EB 1290.

[0080] In Example 4, DPHA (a mixture of dipentaerythritol hydroxypentaacrylate and dipentaerythritol hexaacrylate having a hydroxyl value of 67 mg KOH / g) was used instead of DTMPTA.

[0081] In Example 5, DPHA (a mixture of dipentaerythritol hydroxypentaacrylate and dipentaerythritol hexaacrylate, which has a hydroxyl value of 67 mg KOH / g) was used instead of DTMPTA, and DPHA was also used instead of EB 1290. In comparative example 6R, compound (iv) was not used: Acrylic acid adduct of bisphenol A diglycidyl ether (BPAAA) was replaced by 15.4 g of ethylene glycol.

[0082] In Example 7, PCDL T4691 (Asahi Kasei) (polycarbonate of butanediol:...

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Abstract

The invention relates to radiation-curable aqueous composition comprising an (meth)acrylated polyurethane pre-polymer obtained from the reaction of a polyisocyanate, optionally a polyol, at least one hydrophilic compound containing at least one reactive group capable to react with isocyanate groups and which is capable to render the polyurethane pre-polymer dispersible in aqueous medium either directly or after the reaction with a neutralizing agent to provide a salt, an (meth)acrylated compound containing at least two reactive groups capable to react with isocyanate groups and an (meth)acrylated compound containing essentially one reactive group capable to react with isocyanate groups, said composition comprising an amount of (meth)acrylated and polymerizable ethylenically unsaturated groups of at least 3 meq per g.

Description

technical field [0001] The present invention relates to aqueous radiation-curable polyurethane compositions which are particularly suitable for producing highly scratch-resistant coatings. Background technique [0002] Radiation-curable polyurethane dispersions are known, since they have long been provided for coatings of different substrates such as wood, plastics and metals, exhibit good mechanical properties and chemical resistance as well as some flexibility. [0003] Ethylenically unsaturated polyurethanes have been prepared using chain extension of isocyanate-terminated ethylenically unsaturated polyurethane prepolymers with polyamines. The polymers formed are generally of high molecular weight and contain hard urea segments, which generally give rise to dispersions with high minimum film-forming temperatures and induce the need for the use of film-forming aids. Ethylenically unsaturated polyurethanes can also be prepared from blocked isocyanate-terminated polyurethan...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09D175/16C08G18/67C08G18/75C08G18/08C08G18/12
CPCC08G18/673C08G18/0823C09D175/14C08L75/16C08G18/683Y10T428/31551Y10T428/31554Y10T428/31591Y10T428/31598Y10T428/31601Y10T428/31605C08J2375/16B33Y70/00C08G18/6659C08L2666/20C09D175/06C08F290/14C08G18/67C09D5/00C09D4/00B29C64/124B29K2023/04B29K2023/10B29K2069/00B29K2075/00C08J3/28C09D175/16
Inventor 米歇尔·蒂耶勒曼迪尔克·邦坦克琼-克劳德·范奥弗尔特
Owner CYTEC SURFACE SPECIALTIES INC
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