CN102964968A - UV (ultraviolet) light dual-curing powder paint and preparation method thereof - Google Patents
UV (ultraviolet) light dual-curing powder paint and preparation method thereof Download PDFInfo
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- CN102964968A CN102964968A CN2012104376908A CN201210437690A CN102964968A CN 102964968 A CN102964968 A CN 102964968A CN 2012104376908 A CN2012104376908 A CN 2012104376908A CN 201210437690 A CN201210437690 A CN 201210437690A CN 102964968 A CN102964968 A CN 102964968A
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Abstract
The invention relates to a UV (ultraviolet) light dual-curing powder paint and a preparation method thereof. The powder paint is characterized by comprising the following components in percentage by mass: 91-93% of epoxy acrylic resin, 3-5% of cation photoinitiator and 3-5% of free radical photoinitiator. The powder paint contains dual-curing groups; vinyl group is introduced into the resin containing epoxy group, so that the resin can implement low-temperature ultraviolet dual-curing, thereby shortening the curing time; the powder paint has excellent curing property and improved mechanical properties; and the production method is simple and easy to operate.
Description
Technical field
The present invention relates to a kind of for UV light dual cure powder coating and preparation method thereof.
Background technology
In recent years, the green chemical industry technology that adopts is advocated to the environment protection pay attention to day by day in the whole world; Therefore the UV cured powder paint is used widely gradually in daily life, such as car shell, mechanical means shell etc., application is arranged also in other electronicss.Ultraviolet light polymerization mainly contains two kinds of curing modes: radical UV curing and cation photocuring.Radical UV curing speed is fast, but cure shrinkage is large, and in the solidification process oxygen inhibition occurs easily; Cation photocuring can well avoid occurring these problems, but cation photocuring speed is slow.For making curing reaction reach optimum regime, begun in recent years the research to free radical-cationic hybrid curing system.The cationic photopolymerization initiation reaction can occur in oxirane ring in the Resins, epoxy, and the radical photoinitiator initiation reaction can occur the vinyl in the acrylic compounds.If make two kinds of reaction resin mixtures, easily form interpenetrating(polymer)networks (IPN) structure during curing, make the defectives such as system curing is inhomogeneous, unstable properties.Research is main mainly with resin having double curing groups at present, but this system is multiplex in sizing agent and liquid-type coating, and the application in powder coating is less.
Summary of the invention
The objective of the invention is to overcome the deficiencies in the prior art and a kind of double curing groups powder coating that contains is provided, its curing speed is fast, and curing performance is excellent, and production method simply is used for UV light dual cure cured powder paint and preparation method thereof.
In order to achieve the above object, technical scheme of the present invention is: a kind of for UV light dual cure powder coating, it is characterized in that comprising the epoxy acrylic resin of 91%-93%, the cation light initiator of 3%-5%, the 3%-5% free radical photo-initiation, they are mass percent.
Described epoxy acrylic resin comprises the Resins, epoxy of 92%-96%, the vinylformic acid of 3%-7%, the stopper of 0.07%-0.15%, the catalyzer of 0.4%-0.85%.
Described Resins, epoxy can be Resins, epoxy E12 or Resins, epoxy E1004.
Described stopper can be 2,6-di-tert-butyl hydroquinone or Resorcinol or MEHQ.
Described catalyzer can be ethyltriphenylphosphonium bromide or Tetrabutyl amonium bromide or tetrabutylammonium chloride.
Described cation light initiator can be 4,4 '-diacetylamino phenyl-iodide hexafluorophosphate or triaryl hexafluoro-antimonic acid sulfonium salt or mix triaryl hexafluoro-antimonic acid sulfonium salt.
Described free radical photo-initiation can be benzoin methyl ether or Benzoin ethyl ether or st-yrax n-butyl ether or dialkoxy methyl phenyl ketone or Benzene Chloride ketone or 2-hydroxy-2-methyl-1-phenyl-1-acetone or 2-hydroxyl-4'-(2-hydroxy ethoxy)-2-methyl phenyl ketone or phenyl two (2; 4,6-trimethylbenzoyl) phosphine oxide.
A kind of preparation method of UV light dual cure cured powder paint is characterized in that may further comprise the steps:
1) in the reactor that has heating unit, agitator and condensing tower, add in mass ratio the Resins, epoxy of 92%-96%, heated and stirred is warming up to 130-140 ℃, melts fully to Resins, epoxy; Add the stopper of 0.07%-0.15%, the catalyzer of 0.4%-0.85% in reactor, stirring mixes its melting and Resins, epoxy again; Slowly splash in the reactor with the vinylformic acid with 3%-7%, 0.5-1 hour drip off, insulation is 1-2 hour under 130 ℃ of-140 ℃ of temperature, decide the reactant acid number with every liter of potassium hydroxide mark of 0.05-0.1 mole drop, during to Suan Zhi＜=1mgKOH/g, while hot discharging obtains epoxy acrylic resin, and the outward appearance of the epoxy acrylic resin of gained is faint yellow transparent solid;
2) epoxy acrylic resin, the cation light initiator of 3%-5%, the mixing of 3%-5% free radical photo-initiation with gained 91%-93% grinds, and extrudes through twin screw extruder again, grinds the 160-250 mesh sieve, and gained photocuring powder coating packing keeps in Dark Place.
The present invention compared with prior art advantage is: it is for containing the double curing groups powder coating, in containing the resin of epoxide group, introduce vinyl groups, make resin can realize low temperature UV-light dual cure, shortened set time, curing performance is excellent, mechanical property improves, and production method is simple, and is easy to operate.
Embodiment
Below in conjunction with example the present invention is further described.The embodiment that the following describes is exemplary, only is used for explaining the present invention, and can not be interpreted as limitation of the present invention.
Embodiment one
The preparation of step 1 epoxy acrylic resin
In the reactor that has heating unit, agitator and condensing tower, add in mass ratio 92% Resins, epoxy E12, heated and stirred is warming up to 140 ℃, and E12 melts fully to Resins, epoxy; In reactor, add again 0.15% 2,6-di-tert-butyl hydroquinone, 0.85% ethyltriphenylphosphonium bromide stir its melting and Resins, epoxy E12 are mixed; With slowly splashing into 7% vinylformic acid in the reactor, dripped off in 1 hour, insulation is 1 hour under 140 ℃ of temperature, decide the reactant acid number with 0.1mol/L left and right sides KOH mark drop, during to Suan Zhi＜=1mgKOH/g, while hot discharging obtains epoxy acrylic resin, and gained epoxy acrylic resin outward appearance is faint yellow transparent solid.
The preparation of step 2 UV-light dual cure powder coating
Epoxy acrylic resin with 93%, 3% mixing triaryl hexafluoro-antimonic acid sulfonium salt, 2-hydroxyl-4'-(2-hydroxy ethoxy) of 3%-2-methyl phenyl ketone glue 1% phenyl two (2; 4; the 6-trimethylbenzoyl) phosphine oxide; mixing grinds; extrude through twin screw extruder; broken mistake 180 mesh sieves of regrinding, gained photocuring powder coating packing keeps in Dark Place.
Above per-cent all is weight percentage.
Embodiment two
The preparation of step 1 epoxy acrylic resin
In the reactor that has heating unit, agitator and condensing tower, add in mass ratio 94% Resins, epoxy E1004, heated and stirred is warming up to 135 ℃, and E1004 melts fully to Resins, epoxy; Add 0.11% dihydroxy-benzene, 0.69% Tetrabutyl amonium bromide in reactor, stirring mixes its melting and Resins, epoxy again; With slowly splashing into 5.2% vinylformic acid in the reactor, 0.7 hour drip off, insulation is 1.5 hours under 135 ℃ of temperature, decide the reactant acid number with 0.1mol/L left and right sides KOH mark drop, during to Suan Zhi＜=1mgKOH/g, while hot discharging obtains epoxy acrylic resin, and gained epoxy acrylic resin outward appearance is faint yellow transparent solid.
The preparation of step 2 UV-light dual cure powder coating
With 92% epoxy acrylic resin, 4% triaryl hexafluoro-antimonic acid sulfonium salt, 3% 2-hydroxy-2-methyl-1-phenyl-1-acetone and 1% phenyl two (2; 4; the 6-trimethylbenzoyl) phosphine oxide; mixing grinds; extrude through twin screw extruder; broken mistake 200 mesh sieves of regrinding, gained photocuring powder coating packing keeps in Dark Place.
Above per-cent all is weight percentage.
Embodiment three
In the reactor that has heating unit, agitator and condensing tower, add in mass ratio 96% Resins, epoxy E12, heated and stirred is warming up to 130 ℃, and E12 melts fully to Resins, epoxy; Add 0.07% MEHQ, 0.43% tetrabutylammonium chloride in reactor, stirring mixes its melting and Resins, epoxy again; With 4.5% vinylformic acid is slowly splashed in the reactor, dripped off in 0.5 hour.130 ℃ of lower insulations 2 hours, decide the reactant acid number with 0.1mol/L left and right sides KOH mark drop, during to Suan Zhi＜=1mgKOH/g, while hot discharging obtains epoxy acrylic resin, and gained epoxy acrylic resin outward appearance is faint yellow transparent solid.
The preparation of step 2 UV-light dual cure powder coating
With 91% epoxy acrylic resin, 5% 4; 4 '-diacetylamino phenyl-iodide hexafluorophosphate, 3% benzoin methyl ether and 1% phenyl two (2; 4; the 6-trimethylbenzoyl) phosphine oxide; mixing grinds; extrude through twin screw extruder, broken mistake 230 mesh sieves of regrinding, gained photocuring powder coating packing keeps in Dark Place.
In the present embodiment, can replace benzoin methyl ether with Benzoin ethyl ether or st-yrax n-butyl ether or dialkoxy methyl phenyl ketone or Benzene Chloride ketone.
Above per-cent all is weight percentage.
Although illustrated and described embodiments of the invention, those having ordinary skill in the art will appreciate that: can carry out multiple variation, modification and replacement to these embodiment in the situation that does not break away from principle of the present invention and aim, scope of the present invention is limited by claim and equivalent thereof.
Claims (8)
1. one kind is used for UV light dual cure powder coating, it is characterized in that comprising the epoxy acrylic resin of 91%-93%, the cation light initiator of 3%-5%, the 3%-5% free radical photo-initiation, and they are mass percent.
2. according to claim 1 for UV light dual cure powder coating, it is characterized in that described epoxy acrylic resin comprises the Resins, epoxy of 92%-96%, the vinylformic acid of 3%-7%, the stopper of 0.07%-0.15%, the catalyzer of 0.4%-0.85%.
3. a kind of for UV light dual cure cured powder paint according to claim 2, it is characterized in that described Resins, epoxy can be Resins, epoxy E12 or Resins, epoxy E1004.
4. a kind of for UV light dual cure cured powder paint according to claim 2, it is characterized in that described stopper can be 2,6-di-tert-butyl hydroquinone or Resorcinol or MEHQ.
5. a kind of for UV light dual cure cured powder paint according to claim 2, it is characterized in that described catalyzer can be ethyltriphenylphosphonium bromide or Tetrabutyl amonium bromide or tetrabutylammonium chloride.
6. a kind of for UV light dual cure cured powder paint according to claim 1, it is characterized in that described cation light initiator can be 4,4 '-diacetylamino phenyl-iodide hexafluorophosphate or triaryl hexafluoro-antimonic acid sulfonium salt or mix triaryl hexafluoro-antimonic acid sulfonium salt.
7. a kind of for UV light dual cure cured powder paint according to claim 1; it is characterized in that described free radical photo-initiation can be benzoin methyl ether or Benzoin ethyl ether or st-yrax n-butyl ether or dialkoxy methyl phenyl ketone or Benzene Chloride ketone or 2-hydroxy-2-methyl-1-phenyl-1-acetone or 2-hydroxyl-4'-(2-hydroxy ethoxy)-2-methyl phenyl ketone or phenyl two (2; 4,6-trimethylbenzoyl) phosphine oxide.
8. the preparation method of a UV light dual cure cured powder paint is characterized in that may further comprise the steps:
1) in the reactor that has heating unit, agitator and condensing tower, add in mass ratio the Resins, epoxy of 92%-96%, heated and stirred is warming up to 130-140 ℃, melts fully to Resins, epoxy; Add the stopper of 0.07%-0.15%, the catalyzer of 0.4%-0.85% in reactor, stirring mixes its melting and Resins, epoxy again; Slowly splash in the reactor with the vinylformic acid with 3%-7%, 0.5-1 hour drip off, insulation is 1-2 hour under 130 ℃ of-140 ℃ of temperature, decide the reactant acid number with every liter of potassium hydroxide mark of 0.05-0.1 mole drop, during to Suan Zhi＜=1mgKOH/g, while hot discharging obtains epoxy acrylic resin, and the outward appearance of the epoxy acrylic resin of gained is faint yellow transparent solid;
2) epoxy acrylic resin, the cation light initiator of 3%-5%, the mixing of 3%-5% free radical photo-initiation with gained 91%-93% grinds, and extrudes through twin screw extruder again, grinds the 160-250 mesh sieve, and gained photocuring powder coating packing keeps in Dark Place.
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Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103289540A (en) * | 2013-05-27 | 2013-09-11 | 河南新飞制冷器具有限公司 | Plastic powder releasing negative ions and manufacturing method thereof |
| CN103952062A (en) * | 2014-05-13 | 2014-07-30 | 广州申威新材料科技有限公司 | Preparation method of dually-cured photo-polymerization composition and application of obtained composition |
| CN104264248A (en) * | 2014-09-16 | 2015-01-07 | 北京化工大学 | Preparation method for controllable core-shell structure nanofiber |
| CN104558521A (en) * | 2014-12-19 | 2015-04-29 | 中钞油墨有限公司 | Free radical-positive ion-oxide conjunctiva triple curing resin and preparation method thereof |
| CN105175644A (en) * | 2015-09-21 | 2015-12-23 | 中国林业科学研究院林产化学工业研究所 | Preparation method for dual-curing resin monomer based on castor oil |
| CN105255353A (en) * | 2015-10-09 | 2016-01-20 | 安徽嘉年华漆业有限公司 | High-strength impact resistance oil paint |
| CN105255352A (en) * | 2015-10-09 | 2016-01-20 | 安徽嘉年华漆业有限公司 | Dual-cured impact-resistant anti-static paint |
| CN105733416A (en) * | 2016-04-14 | 2016-07-06 | 太仓吉达喷涂有限公司 | Environment-friendly ultraviolet light polymerization powder coating |
| WO2019032425A1 (en) | 2017-08-10 | 2019-02-14 | Sun Chemical Corporation | Uv-curable compositions comprising acylphosphine oxide photoinitiators |
| JP2021517186A (en) * | 2018-03-27 | 2021-07-15 | サン・ケミカル・コーポレーション | UV curable composition comprising a cleaved photoinitiator |
| WO2022083024A1 (en) * | 2020-10-22 | 2022-04-28 | 江南大学 | Photo-thermal dual-curing epoxy resin |
| CN116042064A (en) * | 2022-12-29 | 2023-05-02 | 佛山市三水凤铝铝业有限公司 | Low-temperature curing powder coating and preparation method thereof |
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| CN102146253A (en) * | 2011-04-02 | 2011-08-10 | 天津大学 | Ultraviolet radiation curing organic anti-corrosive paint and preparation method thereof |
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Cited By (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103289540A (en) * | 2013-05-27 | 2013-09-11 | 河南新飞制冷器具有限公司 | Plastic powder releasing negative ions and manufacturing method thereof |
| CN103952062A (en) * | 2014-05-13 | 2014-07-30 | 广州申威新材料科技有限公司 | Preparation method of dually-cured photo-polymerization composition and application of obtained composition |
| CN104264248A (en) * | 2014-09-16 | 2015-01-07 | 北京化工大学 | Preparation method for controllable core-shell structure nanofiber |
| CN104558521B (en) * | 2014-12-19 | 2017-01-25 | 中钞油墨有限公司 | Free radical-positive ion-oxide conjunctiva triple curing resin and preparation method thereof |
| CN104558521A (en) * | 2014-12-19 | 2015-04-29 | 中钞油墨有限公司 | Free radical-positive ion-oxide conjunctiva triple curing resin and preparation method thereof |
| CN105175644A (en) * | 2015-09-21 | 2015-12-23 | 中国林业科学研究院林产化学工业研究所 | Preparation method for dual-curing resin monomer based on castor oil |
| CN105255352A (en) * | 2015-10-09 | 2016-01-20 | 安徽嘉年华漆业有限公司 | Dual-cured impact-resistant anti-static paint |
| CN105255353A (en) * | 2015-10-09 | 2016-01-20 | 安徽嘉年华漆业有限公司 | High-strength impact resistance oil paint |
| CN105733416A (en) * | 2016-04-14 | 2016-07-06 | 太仓吉达喷涂有限公司 | Environment-friendly ultraviolet light polymerization powder coating |
| WO2019032425A1 (en) | 2017-08-10 | 2019-02-14 | Sun Chemical Corporation | Uv-curable compositions comprising acylphosphine oxide photoinitiators |
| US11267977B2 (en) | 2017-08-10 | 2022-03-08 | Sun Chemical Corporation | UV-curable compositions comprising acylphosphine oxide photoinitiators |
| JP2021517186A (en) * | 2018-03-27 | 2021-07-15 | サン・ケミカル・コーポレーション | UV curable composition comprising a cleaved photoinitiator |
| US11359102B2 (en) | 2018-03-27 | 2022-06-14 | Sun Chemical Corporation | UV-curable compositions comprising cleavage type photoinitiators |
| JP7330999B2 (en) | 2018-03-27 | 2023-08-22 | サン・ケミカル・コーポレーション | UV curable composition containing cleavable photoinitiator |
| WO2022083024A1 (en) * | 2020-10-22 | 2022-04-28 | 江南大学 | Photo-thermal dual-curing epoxy resin |
| CN116042064A (en) * | 2022-12-29 | 2023-05-02 | 佛山市三水凤铝铝业有限公司 | Low-temperature curing powder coating and preparation method thereof |
| CN116042064B (en) * | 2022-12-29 | 2024-03-19 | 佛山市三水凤铝铝业有限公司 | Low-temperature curing powder coating and preparation method thereof |
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Application publication date: 20130313 |