CN104744989A - Extinction curing agent for epoxy resin powder coating, preparation method of extinction curing agent and powder coating composition - Google Patents
Extinction curing agent for epoxy resin powder coating, preparation method of extinction curing agent and powder coating composition Download PDFInfo
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- CN104744989A CN104744989A CN201510185098.7A CN201510185098A CN104744989A CN 104744989 A CN104744989 A CN 104744989A CN 201510185098 A CN201510185098 A CN 201510185098A CN 104744989 A CN104744989 A CN 104744989A
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- curing agent
- acid
- powder coating
- dulling
- extinction
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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
- C08G59/00—Polycondensates containing more than one epoxy group per molecule; Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups
- C08G59/18—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing
- C08G59/40—Macromolecules obtained by polymerising compounds containing more than one epoxy group per molecule using curing agents or catalysts which react with the epoxy groups ; e.g. general methods of curing characterised by the curing agents used
- C08G59/44—Amides
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- 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
- C09D163/00—Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins
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- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/03—Powdery paints
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- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
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- Engineering & Computer Science (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Paints Or Removers (AREA)
Abstract
The invention discloses an extinction curing agent for an epoxy resin powder coating. The extinction curing agent is prepared by reaction between polybasic acid and polyamine, wherein the polybasic acid consists of the following components: 60-80mol% of a copolymer containing fumaric acid and methylfumaric acid in a mole ratio of 1:1 and Mn of 800-1200, 10-25mol% of tartaric acid, 5-10mol% of citric acid, and 1-5mol% of 1,2-diamino-cyclohexane tetracetic acid; and the polyamine consists of the following components: 5-30mol% of ethidene diamine, 45-75mol% of diethylenetriamine and 10-55mol% of o-phenylenediamine. Besides, the invention also discloses a method for preparing the extinction curing agent and a powder coating composition containing the extinction curing agent. The extinction curing agent disclosed by the invention is good in extinction effect and stable in mechanical property, is good in baking resistance, cannot become yellow easily, and can basically achieve the extinction effect of a B68 extinction curing agent, and the use cost is significantly reduced.
Description
Technical field
The invention belongs to art of powder coatings; In particular to a kind of auxiliary agent and preparation method thereof and powder paint compositions of powder coating, particularly relate to a kind of low gloss epoxy powder coating matting agent and preparation method thereof and powder paint compositions.
Technical background
Containing a large amount of volatile organic matter (VOC) in traditional solvent-borne coating, be mainly used as the organic solvent of dispersion medium.In production and use procedure, these organic solvents can volatilize and enter in air, pollute, bring harm to human health to air.Since last century, the seventies came out, develop the megatrend that not solvent-laden environment-friendly type coating has become coating industry.The advantage such as can to reclaim completely owing to having pollution-free, energy-conservation, high coating strength and excess coating material, not solvent-laden powder coating is widely used in the application of the materials such as automotive industry, household electrical appliance, office accommodations, outdoor building.
The chemical quenching solidification of epoxy-resin systems powder coating is the most frequently used is exactly B68 dulling and curing agent, the complex compound that this is is reactive agent with Pyromellitic Acid and 2-benzylimidazoline, have delustring obviously, solidify the advantages such as excellent, film forming is fine and smooth.But, along with Pyromellitic Acid price one tunnel is high in recent years, cause the use cost of B68 dulling and curing agent sharply to increase, therefore solve the delustring problem of solidification of epoxy-resin systems in the urgent need to the dulling and curing agent of development of new.
Summary of the invention
For the demand, the invention provides a kind of epoxy powder coating dulling and curing agent and preparation method thereof and powder paint compositions.
In order to solve the problem, in a first aspect of the present invention, the technical scheme provided is as follows: a kind of epoxy powder coating dulling and curing agent, and it is reacted by polyprotonic acid and polyamine makes, and it is characterized in that,
Described polyprotonic acid composed as follows:
The fumaric acid of the mol ratio 1:1 of 60-80mol%, Mn=800-1200 and the multipolymer of methylfumaric acid;
The tartrate of 10-25mol%;
The citric acid of 5-10mol%;
1, the 2-diamino hexamethylene tetraacethyl of 1-5mol%;
Described polyamine composed as follows:
The quadrol of 5-30mol%;
The diethylenetriamine of 45-75mol%;
The O-Phenylene Diamine of 10-55mol%.
In one preferred embodiment, described polyprotonic acid is composed as follows:
The fumaric acid of the mol ratio 1:1 of 65-75mol%, Mn=800-1200 and the multipolymer of methylfumaric acid;
The tartrate of 12-20mol%;
The citric acid of 6-9mol%;
1, the 2-diamino hexamethylene tetraacethyl of 2-5mol%;
Described polyamine composed as follows:
The quadrol of 10-25mol%;
The diethylenetriamine of 50-70mol%;
The O-Phenylene Diamine of 15-40mol%.
In further preferred embodiment, described polyprotonic acid composed as follows:
The fumaric acid of the mol ratio 1:1 of 65-70mol%, Mn=800-1200 and the multipolymer of methylfumaric acid;
The tartrate of 15-20mol%;
The citric acid of 6-8mol%;
1, the 2-diamino hexamethylene tetraacethyl of 3-5mol%;
Described polyamine composed as follows:
The quadrol of 15-20mol%;
The diethylenetriamine of 55-65mol%;
The O-Phenylene Diamine of 20-30mol%.
In a second aspect of the present invention, the technical scheme provided is as follows: a kind of preparation method of epoxy powder coating dulling and curing agent, comprises the following steps:
A, polyprotonic acid is added reactor, then add ethanol in proper amount as solvent, mix and blend;
B, in polyprotonic acid, add polyamine, back flow reaction;
C, distillation remove alcohol solvent, and reaction mixture is down to room temperature, crystallization, vacuum filtration is also dried, and namely obtains product.
In one preferred embodiment, the fumaric acid of the mol ratio 1:1 of consisting of of described polyprotonic acid: 60-80mol%, Mn=800-1200 and the multipolymer of methylfumaric acid; The tartrate of 10-25mol%; The citric acid of 5-10mol%; 1, the 2-diamino hexamethylene tetraacethyl of 1-5mol%.Described polyamine composed as follows: the quadrol of 5-30mol%; The diethylenetriamine of 45-75mol%; The O-Phenylene Diamine of 10-55mol%.
In one preferred embodiment, described polyprotonic acid is composed as follows: the fumaric acid of the mol ratio 1:1 of 65-75mol%, Mn=800-1200 and the multipolymer of methylfumaric acid; The tartrate of 12-20mol%; The citric acid of 6-9mol%; 1, the 2-diamino hexamethylene tetraacethyl of 2-5mol%.Described polyamine composed as follows: the quadrol of 10-25mol%; The diethylenetriamine of 50-70mol%; The O-Phenylene Diamine of 15-40mol%.
In further preferred embodiment, described polyprotonic acid composed as follows: the fumaric acid of the mol ratio 1:1 of 65-70mol%, Mn=800-1200 and the multipolymer of methylfumaric acid; The tartrate of 15-20mol%; The citric acid of 6-8mol%; 1, the 2-diamino hexamethylene tetraacethyl of 3-5mol%.Described polyamine composed as follows: the quadrol of 15-20mol%; The diethylenetriamine of 55-65mol%; The O-Phenylene Diamine of 20-30mol%.
Preferably, in stepb, first in polyprotonic acid, add quadrol and diethylenetriamine, be warming up to 78 DEG C of back flow reaction 1-2h; Then drip the ethanolic soln of O-Phenylene Diamine, time for adding remains on 1h, and then carries out back flow reaction 3-5h.
In a third aspect of the present invention, the technical scheme provided is as follows: a kind of powder paint compositions, comprising: epoxy powder coating base-material; And dulling and curing agent of the present invention.
The consumption of described dulling and curing agent can be determined according to required extinction effect.Generally speaking, the weight content of described dulling and curing agent is the 2-20% of epoxy powder coating base-material, further preferably 5-15%, and most preferably 5-10%; It will be appreciated by those skilled in the art that above-mentioned content can adjust as required.
Compared with prior art, when adding a certain amount of dulling and curing agent of the present invention in epoxy powder coating base-material, there is good extinction effect, stable mechanical performance; There is good resistance to baking simultaneously, not easily xanthochromia occurs; Substantially can reach the extinction effect of B68 dulling and curing agent, significantly reduce use cost.
Embodiment
Form with preferred implementation provides by object/of the present invention or scheme.For the understanding of the present invention to the explanation of these embodiments, and unrestricted other feasible modes, these other feasible embodiments can be learnt by practice of the present invention.
Below by embodiment, the present invention is further elaborated, but obvious scope of the present invention is not limited in following examples.
Embodiment 1
The dulling and curing agent of embodiment 1 is prepared according to following method:
A, by multipolymer (the mol ratio 1:1 of the fumaric acid of 60mol% and methylfumaric acid, Mn=800-1200), the tartrate of 25mol%, the citric acid of 10mol%, 1 of 5mol%, 2-diamino hexamethylene tetraacethyl adds in reactor successively, add ethanol in proper amount again as solvent, mix and blend;
B, in above-mentioned polyprotonic acid, add the quadrol of 5mol% and the diethylenetriamine of 45mol%, after mixing, back flow reaction 1h is carried out at the boiling point about 78 DEG C being progressively warming up to ethanol, then the ethanolic soln of 50mol% O-Phenylene Diamine is dripped, time for adding remains on 1h, and then carries out back flow reaction 3h;
C, last, distillation removes alcohol solvent, and reaction mixture is down to room temperature and carries out crystallization, and vacuum filtration is also dried and namely obtained embodiment 1 product.
Embodiment 2
The dulling and curing agent of embodiment 2 is prepared according to following method:
A, by multipolymer (the mol ratio 1:1 of the fumaric acid of 80mol% and methylfumaric acid, Mn=800-1200), the tartrate of 10mol%, the citric acid of 5mol%, 1 of 5mol%, 2-diamino hexamethylene tetraacethyl adds in reactor successively, add appropriate ethanol again as solvent, mix and blend;
B, in above-mentioned polyprotonic acid, add the quadrol of 10mol% and the diethylenetriamine of 75mol%, after mixing, back flow reaction 2h is carried out at the boiling point about 78 DEG C being progressively warming up to ethanol, then the ethanolic soln of 15mol% O-Phenylene Diamine is dripped, time for adding remains on 1h, and then carries out back flow reaction 4h;
C, last, distillation removes alcohol solvent, and reaction mixture is down to room temperature and carries out crystallization, and vacuum filtration is also dried and namely obtained embodiment 2 product.
Embodiment 3
The dulling and curing agent of embodiment 3 is prepared according to following method:
A, by multipolymer (the mol ratio 1:1 of the fumaric acid of 75mol% and methylfumaric acid, Mn=800-1200), the tartrate of 15mol%, the citric acid of 7.5mol%, 1 of 2.5mol%, 2-diamino hexamethylene tetraacethyl adds in reactor successively, add appropriate ethanol again as solvent, mix and blend;
B, in above-mentioned polyprotonic acid, add the quadrol of 30mol% and the diethylenetriamine of 45mol%, after mixing, back flow reaction 1.5h is carried out at the boiling point about 78 DEG C being progressively warming up to ethanol, then the ethanolic soln of 25mol% O-Phenylene Diamine is dripped, time for adding remains on 1h, and then carries out back flow reaction 5h;
C, last, distillation removes alcohol solvent, and reaction mixture is down to room temperature and carries out crystallization, and vacuum filtration is also dried and namely obtained embodiment 3 product.
Application Example 1-3 and Application comparison example 1
Use the dulling and curing agent of embodiment 1-3 and the formula Application and preparation embodiment 1-3 of B68 dulling and curing agent according to lower list 1 and the powder paint compositions of Application comparison example 1 respectively.
Table 1
Can be found by contrast, use dulling and curing agent of the present invention to have good extinction effect, stable mechanical performance; There is good resistance to baking simultaneously, not easily xanthochromia occurs; Substantially can reach the extinction effect of B68 dulling and curing agent, significantly reduce use cost.
The foregoing is only the preferred embodiments of the present invention, be not limited to the present invention, for a person skilled in the art, the present invention can have various modifications and variations.Within the spirit and principles in the present invention all, any amendment done, equivalent replacement, improvement etc., be all included within protection scope of the present invention.
Claims (7)
1. an epoxy powder coating dulling and curing agent, it is reacted by polyprotonic acid and polyamine makes, and it is characterized in that,
Described polyprotonic acid composed as follows:
The fumaric acid of the mol ratio 1:1 of 60-80mol%, Mn=800-1200 and the multipolymer of methylfumaric acid;
The tartrate of 10-25mol%;
The citric acid of 5-10mol%;
1, the 2-diamino hexamethylene tetraacethyl of 1-5mol%;
Described polyamine composed as follows:
The quadrol of 5-30mol%;
The diethylenetriamine of 45-75mol%;
The O-Phenylene Diamine of 10-55mol%.
2. dulling and curing agent according to claim 1, wherein,
Described polyprotonic acid composed as follows:
The fumaric acid of the mol ratio 1:1 of 65-75mol%, Mn=800-1200 and the multipolymer of methylfumaric acid;
The tartrate of 12-20mol%;
The citric acid of 6-9mol%;
1, the 2-diamino hexamethylene tetraacethyl of 2-5mol%;
Described polyamine composed as follows:
The quadrol of 10-25mol%;
The diethylenetriamine of 50-70mol%;
The O-Phenylene Diamine of 15-40mol%.
3. dulling and curing agent according to claim 2, wherein,
Described polyprotonic acid composed as follows:
The fumaric acid of the mol ratio 1:1 of 65-70mol%, Mn=800-1200 and the multipolymer of methylfumaric acid;
The tartrate of 15-20mol%;
The citric acid of 6-8mol%;
1, the 2-diamino hexamethylene tetraacethyl of 3-5mol%;
Described polyamine composed as follows:
The quadrol of 15-20mol%;
The diethylenetriamine of 55-65mol%;
The O-Phenylene Diamine of 20-30mol%.
4. prepare a method for the epoxy powder coating dulling and curing agent described in any one of claim 1-3, comprise the following steps:
A, polyprotonic acid is added reactor, then add ethanol in proper amount as solvent, mix and blend;
B, in polyprotonic acid, add polyamine, back flow reaction;
C, distillation remove alcohol solvent, and reaction mixture is down to room temperature, crystallization, vacuum filtration is also dried, and namely obtains product.
5. method according to claim 4, wherein, in stepb, first adds quadrol and diethylenetriamine, is warming up to 78 DEG C of back flow reaction 1-2h in polyprotonic acid; Then drip the ethanolic soln of O-Phenylene Diamine, time for adding remains on 1h, and then carries out back flow reaction 3-5h.
6. a powder paint compositions, comprising: epoxy powder coating base-material; And the dulling and curing agent described in any one of claim 1-3.
7. powder paint compositions according to claim 6, wherein, the weight content of described dulling and curing agent is the 2-20% of epoxy powder coating base-material.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510185098.7A CN104744989B (en) | 2015-04-19 | 2015-04-19 | Epoxy powder coating dulling and curing agent and preparation method thereof and powder paint compositions |
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| CN201510185098.7A CN104744989B (en) | 2015-04-19 | 2015-04-19 | Epoxy powder coating dulling and curing agent and preparation method thereof and powder paint compositions |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108503813A (en) * | 2018-04-18 | 2018-09-07 | 黄山华惠科技有限公司 | A kind of carboxy resin curing agent, preparation method and application composition |
| CN109513587A (en) * | 2018-12-29 | 2019-03-26 | 安徽科蓝特铝业有限公司 | A kind of zero-fault zero diopter Electrostatic Spraying of powder Coatings coating method |
| CN109824500A (en) * | 2018-08-09 | 2019-05-31 | 阜阳市诗雅涤新材料科技有限公司 | A kind of preparation method and application of 2- benzylimidazoline and Pyromellitic Acid anhydride adduct |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN108503813A (en) * | 2018-04-18 | 2018-09-07 | 黄山华惠科技有限公司 | A kind of carboxy resin curing agent, preparation method and application composition |
| CN108503813B (en) * | 2018-04-18 | 2020-02-18 | 黄山华惠科技有限公司 | Curing agent for carboxyl resin, preparation method and application composition |
| CN109824500A (en) * | 2018-08-09 | 2019-05-31 | 阜阳市诗雅涤新材料科技有限公司 | A kind of preparation method and application of 2- benzylimidazoline and Pyromellitic Acid anhydride adduct |
| CN109513587A (en) * | 2018-12-29 | 2019-03-26 | 安徽科蓝特铝业有限公司 | A kind of zero-fault zero diopter Electrostatic Spraying of powder Coatings coating method |
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| CN104744989B (en) | 2016-09-14 |
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Inventor after: Fang Xianghong Inventor after: Yang Zhiping Inventor after: Wang Yonglei Inventor after: Tang Zengrong Inventor after: He Ling Inventor after: Hong Xiaoping Inventor after: Zhao Yongjin Inventor before: Fang Xianghong Inventor before: Yang Zhiping Inventor before: Wang Yonglei Inventor before: Tang Zengrong Inventor before: He Ling Inventor before: Hong Xiaoping |
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Effective date of registration: 20160803 Address after: 245900, Anhui Huangshan City Huizhou District Circular Economy Park prosperous road extension section Applicant after: Mount Huang Zhong Ze novel material company limited Applicant after: Huangshan Huahui Technology Co., Ltd. Address before: 245900 Anhui Province, Huangshan City Huizhou District Chengdong Industrial Park District No. 3 Street Applicant before: Huangshan Huahui Technology Co., Ltd. |
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