CN1297974A - Ultraviolet cured paint without yellowing - Google Patents

Ultraviolet cured paint without yellowing Download PDF

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Publication number
CN1297974A
CN1297974A CN 00109042 CN00109042A CN1297974A CN 1297974 A CN1297974 A CN 1297974A CN 00109042 CN00109042 CN 00109042 CN 00109042 A CN00109042 A CN 00109042A CN 1297974 A CN1297974 A CN 1297974A
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acrylate
ethoxyquin
resin
oxidation
bifunctional
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CN 00109042
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Chinese (zh)
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CN1091458C (en
Inventor
吴玉民
谭昊涯
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Hu'nan Yada New Material Science & Technology Co. Ltd.
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HUNAN YADA CHEMICAL BUILDING MATERIAL CO Ltd
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Abstract

The present invention relates to chemical technology and especially one kind of ultraviolet photocurable paint without yellowing used as finish of outer parts of motorcycle. The paint consists of alicyclic resin or alicyclic polyurethane acrylic resin 5-40 wt%, acrylic amino resin or methyl acrylic amino resin 5-40 wt%, monofunctional acrylate or monofunctional methancrylate 5-35 wt% or bifunctional acrylate or bifunctional methancrylate 5-30 wt%, trifunctional acrylate or trifunctional methancrylate 5-25 wt%, and light initiator 1-10 wt%. It is used for finishing white workpiece of automobile and motorcycle, and after UV cured, the coating is level, firm, tough, high temperature resistant, corrosion resistant and no yellowing.

Description

The ultraviolet-curing paint of not flavescence
The invention belongs to the photo-cured coating in the chemical field, particularly a kind of ultraviolet-curing paint that is used for automobile, the not flavescence of motorcycle external member surface coating layer.
The present invention further improves in the patent of first to file the applicant, one of series of studies that to be ultraviolet-curing paint use in automobile, motorcycle external member surface-coated.Ultraviolet-curing paint is not only energy-efficient on using, and product is pollution-free, and the formed paint film of coating also has tough and hard wear resistant, advantage such as high temperature resistant, corrosion-resistant.Ultraviolet-curing paint is applied to automobile, motorcycle external member surface Lacquer finish, improved the apparent mass of automobile, motorcycle external member greatly.Denomination of invention is " ultraviolet light cured paint specially for motorcycle ", application number is 99115412.6, and denomination of invention is " ultraviolet light cured smell-less paint specially for motorcycle ", application number is that 99115411.8 patent application has disclosed and is applied in the lip-deep ultraviolet-curing paint of motorcycle external member, but in the paint composite of mentioning in the above-mentioned patent application specification Epocryl is arranged, and Epocryl, or flavescence to a certain degree takes place in the epoxy methacrylates resin when UV-irradiation is solidified, and is not suitable for automobile, the coating of white workpiece on the motorcycle.
The ultraviolet-curing paint of not flavescence when the object of the present invention is to provide a kind of curing, and it is applied to the surperficial Lacquer finish of automobile, motorcycle external member, in order to wear-resisting, anti-wiping, oil resistant, the ageing-resistant and acidproof rain erosion performance that improves automobile, motorcycle external member.
Technical solution of the present invention is: adopt aliphatics or cycloaliphatic polyurethane acrylate resin, aliphatics or cycloaliphatic polyurethane methacrylate resin, with aminoacrylic acid resin or methylamino acrylic resin as reactive oligomers, do not adopt in existing the composition the easily Epocryl of flavescence.Coating composition of the present invention is as follows, by weight percentage:
Aliphatics or cycloaliphatic polyurethane acrylate resin, aliphatics or cycloaliphatic polyurethane methacrylate resin 5~40%
Aminoacrylic acid resin or methylamino acrylic resin 5~40%
Simple function group acrylate or simple function group methacrylic ester 5~35% or bifunctional acrylate or bifunctional methacrylic ester 5~30% or simple function group acrylate or simple function group methacrylic ester and bifunctional third
Olefin(e) acid ester or bifunctional methacrylic ester 5~30%
Trifunctional group acrylate or trifunctional methacrylic ester 5~25%
Light trigger 1~10%.
Said components is joined in the reactor by described weight percent proportioning, and stirring at normal temperatures or being heated to molten state stirs, and promptly gets the ultraviolet-curing paint of not flavescence when solidifying after the cooling.
Described aliphatics or cycloaliphatic polyurethane acrylate resin, aliphatics or cycloaliphatic polyurethane methacrylate resin by aliphatics or alicyclic polyisocyanates and polyester polyol or polyether glycol reaction after again with Hydroxyethyl acrylate or hydroxyethyl methylacrylate reaction and make, can be expressed as with general formula:
Wherein:
R can be H, CH 3
R 1Can be
Figure 0010904200062
R 2Can be polyester chain or polyether chain,
Wherein: the general formula of polyester chain is:
R 3Can be And their mixture.
R 4Can be
Figure 0010904200071
And their mixture.
Wherein: the general formula of polyether chain is:
Figure 0010904200073
The synthetic method of described aminoacrylic acid resin or methylamino acrylic resin is: in having the reactor of water trap, add Hydroxyethyl acrylate or hydroxyethyl methylacrylate 200~400 grams, terpolycyantoamino-formaldehyde resin 220~450 grams, MEHQ 0.6~1.5 gram, tosic acid 0.7~1.6 gram starts whipping appts, be warming up to 130~180 ℃, reacted 3~6 hours, reflux water-dividing finally obtains aminoacrylic acid resin or methylamino acrylic resin.
Simple function group acrylate or simple function group methacrylic ester can be butyl acrylate, butyl methacrylate, ethyl propenoate, Jia Jibingxisuanyizhi, Isooctyl acrylate monomer, Isooctyl methacrylate, Hydroxyethyl acrylate, hydroxyethyl methylacrylate, Propylene glycol monoacrylate, Rocryl 410, N-vinyl pyrrolidone or isobornyl acrylate etc.
Described bifunctional acrylate or bifunctional methacrylic ester can be tri (propylene glycol) diacrylates, the tripropylene glycol dimethacrylate, the ethoxyquin or the third oxidation neopentylglycol diacrylate, the ethoxyquin or the third oxidation neopentylglycol dimethacrylate, ethoxyquin or third oxidation-1, the 6-hexanediyl ester, ethoxyquin or third oxidation-1, the 6-hexanediol dimethacrylate, ethoxyquin or third oxidation-1, the 4-butylene glycol diacrylate, ethoxyquin or third oxidation-1, the 4-butylene glycol dimethacrylate, polyethyleneglycol diacrylate or polyethylene glycol dimethacrylate.
Described trifunctional group acrylate or trifunctional methacrylic ester can be the trimethylolpropene trimethacrylates of Viscoat 295, ethoxyquin or third oxidation of Viscoat 295, trimethylolpropene trimethacrylate, pentaerythritol triacrylate, pentaerythritol acrylate trimethyl, ethoxyquin or third oxidation.
Described light trigger is non-xanthochromic 2-methyl-2-hydroxyl-1-oxygen phenyl-propane (Darocurel173), or 1-hydroxycyclohexylphenylketone (Irgacure184).
The present invention is owing to adopt the aliphatics or the cycloaliphatic polyurethane acrylate of non-xanthochromia, aliphatics or cycloaliphatic polyurethane methacrylate resin, with aminoacrylic acid resin or methylamino acrylic resin as reactive oligomers, replace Epocryl or methyl Epocryl in the former technology, thereby the automobile of making, not flavescence of ultraviolet light cured paint specially for motorcycle, anti-xanthochromia and ageing-resistant performance have been improved greatly, be not only applicable to generally surface-coated with the look parts, and be applicable to and the coating of white workpiece also be applicable to the coating of automobile case.
Adopt the mode of spraying to be used for automobile, motorcycle white workpiece Lacquer finish ultraviolet-curing paint of the present invention, behind ultraviolet light polymerization, unconcerned smooth, smooth half-full, the tough and hard wear resistant of gained lacquer, high temperature resistant, corrosion-resistant and not flavescence have greatly improved the apparent mass of automobile, motorcycle external member.
Below in conjunction with embodiment technical scheme of the present invention is further described.
Embodiment 1.
Aliphatic urethane acrylate resin (CN965, Sartomer product) 30%
Aminoacrylic acid resin 20%
Butyl acrylate 10%
Tri (propylene glycol) diacrylate 30%
Viscoat 295 5%
2-methyl-2-hydroxyl-1-oxygen phenyl-propane 5%
Above-mentioned component is mixed in reactor, be heated to 40 ℃~50 ℃ temperature, stirred 0.5~3 hour, cooling promptly gets not flavescence automobile of the present invention, ultraviolet light cured paint specially for motorcycle, film performance such as table 1.
Embodiment 2.
Aliphatic urethane acrylate resin (CN966, Sartomer product) 5%
Aminoacrylic acid resin 40%
Isooctyl acrylate monomer 30%
Ethoxyquin Viscoat 295 22%
1-hydroxycyclohexylphenylketone 3%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Embodiment 3.
Aliphatic urethane acrylate resin (CN963, Sartomer product) 40%
Aminoacrylic acid resin 5%
Hydroxyethyl acrylate 15%
The third oxidation neopentylglycol diacrylate 20%
Pentaerythritol triacrylate 13%
1-hydroxycyclohexylphenylketone 7%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Embodiment 4.
Cycloaliphatic polyurethane acrylate resin (CN980, Sartomer product) 35%
Aminoacrylic acid resin 15%
Ethoxyquin-1,6 hexanediol diacrylate 30%
Ethoxyquin Viscoat 295 13%
1-hydroxycyclohexylphenylketone 7%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Embodiment 5
Aliphatic urethane acrylate resin (EB294, Ucb company product) 30%
Aminoacrylic acid resin 20%
Ethoxyquin-1,4 butanediol diacrylate 30%
Pentaerythritol triacrylate 12%
2-methyl-2-hydroxyl-1-oxygen phenyl-propane 8%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Embodiment 6
Aliphatic urethane acrylate resin (EB270, Ucb company product) 20%
Aminoacrylic acid resin 35%
Butyl methacrylate 30%
Viscoat 295 10%
1-hydroxycyclohexylphenylketone 5%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Embodiment 7
Aliphatic urethane acrylate resin (611-85, Changxing, Taiwan company product) 25%
Aminoacrylic acid resin 30%
Polyethyleneglycol diacrylate 30%
The third oxidation Viscoat 295 8%
1-hydroxycyclohexylphenylketone 5%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Embodiment 8.
Aliphatic urethane acrylate resin (CN966, Sartomer product) 10%
Methylamino acrylic resin 35%
Isooctyl methacrylate 30%
Ethoxyquin Viscoat 295 22%
1-hydroxycyclohexylphenylketone 3%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Embodiment 9.
Aliphatic urethane acrylate resin (CN963, Sartomer product) 10%
Methylamino acrylic resin 35%
Isooctyl acrylate monomer 25%
Ethoxyquin trimethylolpropane trimethacrylate 22%
1-hydroxycyclohexylphenylketone 8%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Embodiment 10.
Cycloaliphatic polyurethane acrylate resin (CN980, Sartomer product) 35%
Aminoacrylic acid resin 15%
Hydroxyethyl methylacrylate 15%
Ethoxyquin-1,6-hexanediol dimethacrylate 20%
Ethoxyquin trimethylolpropane trimethacrylate 13%
2-methyl-2-hydroxyl-1-oxygen phenyl-propane 2%
The mixing manufacture method is identical with embodiment 1, film performance such as table 1.
Table 1

Claims (6)

1. a ultraviolet-curing paint is characterized in that component is as follows, by weight percentage:
Aliphatics or cycloaliphatic polyurethane acrylate resin, aliphatics or cycloaliphatic polyurethane methacrylate resin 5~40%
Aminoacrylic acid resin or methylamino acrylic resin 5~40%
Simple function group acrylate or simple function group methacrylic ester 5~35% or bifunctional acrylate or bifunctional methacrylic ester 5~30% or simple function group acrylate or simple function group methacrylic ester and bifunctional third
Olefin(e) acid ester or bifunctional methacrylic ester 5~30%
Trifunctional group acrylate or trifunctional methacrylic ester 5~25%
Light trigger 1~10%.
2. coating as claimed in claim 1 is characterized in that: described aliphatics or cycloaliphatic polyurethane acrylate resin, aliphatics or cycloaliphatic polyurethane methacrylate resin are expressed as with general formula:
Figure 0010904200021
Wherein:
R is H, CH 3
R 1Be
R 2Be polyester chain or polyether chain,
Wherein: the general formula of polyester chain is: And their mixture;
Figure 0010904200032
Figure 0010904200033
And their mixture;
Wherein: the general formula of polyether chain is:
Figure 0010904200034
3. coating as claimed in claim 1 is characterized in that: described simple function group acrylate or simple function group methacrylic ester are butyl acrylate, butyl methacrylate, ethyl propenoate, Jia Jibingxisuanyizhi, Isooctyl acrylate monomer, Isooctyl methacrylate, Hydroxyethyl acrylate, hydroxyethyl methylacrylate, Propylene glycol monoacrylate, Rocryl 410, N-vinyl pyrrolidone or isobornyl acrylate.
4. coating as claimed in claim 1, it is characterized in that: described bifunctional acrylate or bifunctional methacrylic ester are tri (propylene glycol) diacrylates, the dipropylene glycol dimethacrylate, the ethoxyquin or the third oxidation neopentylglycol diacrylate, the ethoxyquin or the third oxidation neopentylglycol dimethacrylate, ethoxyquin or third oxidation-1, the 6-hexanediyl ester, ethoxyquin or third oxidation-1, the 6-hexanediol dimethacrylate, ethoxyquin or third oxidation-1, the 4-butylene glycol diacrylate, ethoxyquin or third oxidation-1, the 4-butylene glycol dimethacrylate, polyethyleneglycol diacrylate or polyethylene glycol dimethacrylate.
5. coating as claimed in claim 1 is characterized in that: described trifunctional group acrylate or trifunctional methacrylic ester are the trimethylolpropene trimethacrylates of Viscoat 295, ethoxyquin or third oxidation of Viscoat 295, trimethylolpropene trimethacrylate, pentaerythritol triacrylate, pentaerythritol acrylate trimethyl, ethoxyquin or third oxidation.
6. coating as claimed in claim 1 is characterized in that: described light trigger is non-xanthochromic 2-methyl-2-hydroxyl-1-oxygen phenyl-propane, or the 1-hydroxycyclohexylphenylketone.
CN 00109042 2000-06-07 2000-06-07 Ultraviolet cured paint without yellowing Expired - Fee Related CN1091458C (en)

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Application Number Priority Date Filing Date Title
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CN1091458C CN1091458C (en) 2002-09-25

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Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100448939C (en) * 2004-12-20 2009-01-07 比亚迪股份有限公司 Coating material solidified by ultraviolet light and prepartion method
CN101880503A (en) * 2010-07-23 2010-11-10 佛山市顺德区鸿昌涂料实业有限公司 UV surface paint applied to electrostatic coating
CN103073989A (en) * 2012-12-19 2013-05-01 青岛海诺水务科技股份有限公司 Ultraviolet-cured paint
CN101570652B (en) * 2008-04-29 2013-08-21 汉达精密电子(昆山)有限公司 Fingerprint resisting UV light oil and operating method thereof
CN103468126A (en) * 2013-10-09 2013-12-25 成都西古科技有限责任公司 Ultraviolet-cured automobile rapid refinishing paint
CN101676310B (en) * 2008-09-16 2014-02-12 日本油漆株式会社 Fingerprint resistance photo-curing combination and coating article having fingerprint resistance coating layer
CN103709892A (en) * 2013-12-30 2014-04-09 浙江荣泰科技企业有限公司 High-adhesion anti-yellowing gloss oil and preparation method thereof
CN103740263A (en) * 2013-12-25 2014-04-23 苏州市邦成电子科技有限公司 Metal finishing coating and preparation method thereof
CN106478897A (en) * 2016-09-23 2017-03-08 湖南华曙高科技有限责任公司 A kind of color inhibition photocurable resin material
CN106854432A (en) * 2015-12-09 2017-06-16 万华化学集团股份有限公司 A kind of radiation solidified aqueous coating resin and preparation method thereof
CN107201163A (en) * 2017-06-15 2017-09-26 深圳市新纶科技股份有限公司 A kind of UV is coating material solidified, coating and graphite radiating material
CN107418327A (en) * 2017-06-13 2017-12-01 安徽康瑞高科新材料技术工程有限公司 A kind of color inhibition UV photocureable coating
CN115572535A (en) * 2022-10-26 2023-01-06 上海昱彩包装材料有限公司 High-flexibility photocuring metal packaging coating and preparation method thereof

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100448939C (en) * 2004-12-20 2009-01-07 比亚迪股份有限公司 Coating material solidified by ultraviolet light and prepartion method
CN101570652B (en) * 2008-04-29 2013-08-21 汉达精密电子(昆山)有限公司 Fingerprint resisting UV light oil and operating method thereof
CN101676310B (en) * 2008-09-16 2014-02-12 日本油漆株式会社 Fingerprint resistance photo-curing combination and coating article having fingerprint resistance coating layer
CN101880503A (en) * 2010-07-23 2010-11-10 佛山市顺德区鸿昌涂料实业有限公司 UV surface paint applied to electrostatic coating
CN101880503B (en) * 2010-07-23 2012-12-05 佛山市顺德区鸿昌涂料实业有限公司 UV surface paint applied to electrostatic coating
CN103073989A (en) * 2012-12-19 2013-05-01 青岛海诺水务科技股份有限公司 Ultraviolet-cured paint
CN103468126A (en) * 2013-10-09 2013-12-25 成都西古科技有限责任公司 Ultraviolet-cured automobile rapid refinishing paint
CN103740263A (en) * 2013-12-25 2014-04-23 苏州市邦成电子科技有限公司 Metal finishing coating and preparation method thereof
CN103709892A (en) * 2013-12-30 2014-04-09 浙江荣泰科技企业有限公司 High-adhesion anti-yellowing gloss oil and preparation method thereof
CN106854432A (en) * 2015-12-09 2017-06-16 万华化学集团股份有限公司 A kind of radiation solidified aqueous coating resin and preparation method thereof
CN106478897A (en) * 2016-09-23 2017-03-08 湖南华曙高科技有限责任公司 A kind of color inhibition photocurable resin material
CN107418327A (en) * 2017-06-13 2017-12-01 安徽康瑞高科新材料技术工程有限公司 A kind of color inhibition UV photocureable coating
CN107201163A (en) * 2017-06-15 2017-09-26 深圳市新纶科技股份有限公司 A kind of UV is coating material solidified, coating and graphite radiating material
CN107201163B (en) * 2017-06-15 2019-07-23 深圳市新纶科技股份有限公司 A kind of UV is coating material solidified, coating and graphite radiating material
CN115572535A (en) * 2022-10-26 2023-01-06 上海昱彩包装材料有限公司 High-flexibility photocuring metal packaging coating and preparation method thereof

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