CN103694766A - Flatting agent for polyester-hydroxyalkylamide type powder coating and preparation method thereof - Google Patents
Flatting agent for polyester-hydroxyalkylamide type powder coating and preparation method thereof Download PDFInfo
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- CN103694766A CN103694766A CN201310615948.3A CN201310615948A CN103694766A CN 103694766 A CN103694766 A CN 103694766A CN 201310615948 A CN201310615948 A CN 201310615948A CN 103694766 A CN103694766 A CN 103694766A
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Abstract
A flatting agent for a polyester hydroxyalkylamide type powder coating and a preparation method thereof. The flatting agent comprises the components of acrylic resin synthesized from (methyl) glycidyl acrylate and other monomers, C10-C18 long-chain diacid, wax or wax analog, and a metal salt or organic metal complex. The flatting agent provided by the invention is obtained by grinding and mixing acrylic resin, C10-C18 long-chain diacid, wax or wax analog, and metal salt or organic metal complex according to the proportion at room temperature. The flatting agent provided by the invention can be used in a polyester-hydroxyalkylamide type powder coating to form a good flatting film after curing, and does not generate unfavorable influences on other performances of the film.
Description
Technical field
The present invention relates to hydroxyalkyl amide curing polyester powder coating technical field, be specifically related to a kind of polyester-hydroxyalkyl amide type used for powder coating matting agent.
Background technology
Polyester-hydroxyalkyl amide type powder coating safety and environmental protection, it is a kind of important outdoor Weather-resisting powder coating, now be widely used in open air and there is the facility that weathering resistance requires, such as fields such as architectural aluminum section, automobile, motorcycle and bicycle part, garden art metal furniture, freeway guardrail, outdoor advertising and lamp decoration, top ceilings.Raising along with people's living standard and quality, to the ornamental of coating with functionally also have higher requirement, such as the coating in field application such as automobile, engineering machinery, household electrical appliances, building materials, outdoor leisure furniture, people wish the matt effect that can provide good.Therefore invent a kind of performances such as levelling property, erosion-resisting characteristics, mechanical property and stability in storage that can not reduce coating, can make again polyester-hydroxyalkyl amide type powder coating reach the matting agent of extinction effect, there is the huge market requirement and implementary value simultaneously.
During due to the curing reaction of hydroxyalkyl amide and carboxy(l)polyester, be not subject to the catalysis of common esterifying catalyst, be difficult to adjust the curing proceeding of filming by curing catalysts or promotor and realize delustring.
On Vehicles Collected from Market, provide to be dry mixed light extinction method and a step extrusion molding light extinction method improves polyester-hydroxyalkyl amide type powder coating eliminate optical property.Being dry mixed light extinction method is to be mainly dry mixed two kinds to have differential responses activity, melt viscosity or capillary powder coating.Gel time based on two kinds of powder coating is not identical, react powder part faster and be first cross-linked into reticulated structure, reduced the mobility of system, limited the crosslinked of the lower powder of following reaction activity, the stress of two kinds of differential responses shrinks formation micro-rough surface and causes delustring.This method is very consuming time, is difficult to accurate control.May due to the difference of mixed effect, can cause circulation ratio bad, sometimes also can produce inhomogeneous surface.One step extrusion molding light extinction method has: pure physics matting agent method, the high acid value component method etc. of adding.Under this several method certain condition, can make polyester-hydroxyalkyl amide type powder coating there is eliminate optical property, but can reduce levelling property, erosion-resisting characteristics, mechanical property and the stable storing performance of coating.
Summary of the invention
For overcoming above-mentioned deficiency, a kind of polyester-hydroxyalkyl amide type used for powder coating matting agent provided by the present invention and preparation method thereof.
Sneak into this matting agent and can make polyester-hydroxyalkyl amide type powder coating reach good extinction effect, and can not reduce the performances such as levelling property, erosion-resisting characteristics, mechanical property and stability in storage of coating.Mainly at industry fields such as automobile, engineering machinery, household electrical appliances, building materials, outdoor leisure furniture, be widely used.
A kind of polyester-hydroxyalkyl amide type used for powder coating matting agent, it is characterized in that: component is the synthetic acrylic resin of (methyl) glycidyl acrylate and other monomer copolymerizations, the long-chain biatomic acid of C10～C18, wax class or wax analogue and metallic salt or organometallic complex, described synthetic acrylic resin accounts for the 10-60 wt % of matting agent total amount, the long-chain biatomic acid of C10～C18 accounts for the 10-55 wt % of matting agent total amount, wax class or wax analogue account for the 5-15 wt % of matting agent total amount, metallic salt or organometallic complex account for the 1-5 wt % of matting agent total amount.
The long-chain biatomic acid of described C10～C18, can be selected from one or more in sebacic acid, 12 diacid, tetradecyl diacid, hexadecyl diacid and octadecyl diacid.
Described wax class or wax analogue are a kind of in vegetable wax, animal wax, mineral wax and synthetic wax.
Described metallic salt or organometallic complex are a kind of in aluminum stearate, Zinic stearas, aluminium acetylacetonate or zinc acetylacetonate.
Described acrylic resin is made by following monomer copolymerization: (methyl) glycidyl acrylate accounts for the 50-80% that acrylic resin accounts for gross weight, and other monomers that can carry out copolymerization with (methyl) glycidyl acrylate account for the 20-50% of gross weight.Described acrylic resin number-average molecular weight is that 3000-20000(is preferably: 4000-15000), second-order transition temperature is 100 ℃ of 30-.
Synthesizing propylene acid resin other monomers that can carry out copolymerization with (methyl) glycidyl acrylate used are esters of acrylic acid or methyl acrylic ester and other second ethylenically unsaturated monomer.Acrylate or methacrylic ester can be used separately, or two or more monomers are combined use.This type of acrylate or methacrylic ester can be methyl acrylates, ethyl propenoate, vinylformic acid n-propyl, isopropyl acrylate, n-butyl acrylate, isobutyl acrylate, cyclohexyl acrylate, ethyl acrylate, Octyl acrylate, vinylformic acid 2-ethyl monooctyl ester, dodecylacrylate, benzyl acrylate, Hydroxyethyl acrylate, methyl methacrylate, β-dimethyl-aminoethylmethacrylate, n propyl methacrylate, isopropyl methacrylate, n-BMA, Propenoic acid, 2-methyl, isobutyl ester, cyclohexyl methacrylate, methacrylic acid-2-ethylhexyl, Octyl methacrylate, methacrylic acid 2-ethyl monooctyl ester, lauryl methacrylate, lauryl methacrylate(LMA), benzyl methacrylate, phenyl methacrylate etc.Other ethene possession monomer is vinylbenzene, Vinyl toluene, vinyl toluene, vinyl cyanide, methacrylonitrile, vinyl acetate, propionate, dodecyl vinyl etc.
Described acrylic resin adopts free radical solution polymerization method copolymerization, select (methyl) glycidyl acrylate and other acrylate or methyl acrylic ester, vinyl etc. as reaction monomers, one or both in employing benzene,toluene,xylene, the trimethyl carbinol are as reaction soln; One or more in selection 2,2'-Azobis(2,4-dimethylvaleronitrile), benzoyl peroxide, peroxidation two tert-pentyl ethene are as initiator.Described initiator amount is the 0.5-2% of total monomer weight.
A kind of polyester-hydroxyalkyl amide type used for powder coating matting agent; its preparation method is: the long-chain biatomic acid of described acrylic resin and C10～C18, wax class or wax analogue, metallic salt or organometallic complex are pulverized and mixed in proportion at normal temperatures, and gained small-particle or powdered composition are polyester-hydroxyalkyl amide type used for powder coating matting agent of the present invention.
Matting agent of the present invention is for polyester-hydroxyalkyl amide type powder coating formula, and consumption is the 2-8wt% of polyester-hydroxyalkyl amide type powder coating formula total amount;
Owing to adopting technique scheme, the present invention compares tool with currently available products and has the following advantages: the coating that polyester-hydroxyalkyl amide type powder coating forms has good extinction effect, can not have a negative impact to other performances of coating composition again simultaneously.Allow polyester-hydroxyalkyl amide type powder coating aspect eliminate optical property, have very large breakthrough, make product make up the market requirement, have the very large market space and implementary value.
Embodiment
Embodiment 1
The 2,2'-Azobis(2,4-dimethylvaleronitrile) of the Propenoic acid, 2-methyl, isobutyl ester of the methyl methacrylate of the vinylbenzene of the Tert-butyl Methacrylate of the glycidyl methacrylate of 100g, 30g, 20g, 8g, 42g, 2g is made into dropping mixing solutions.The 200g trimethyl carbinol is added in the there-necked flask of 1000ml and heat up and stir.While reaching 80 ℃-85 ℃ to temperature, start to drip mixing solutions, after 90min, drip, 80 ℃-85 ℃ insulation 2h.Under reduced pressure, steam neat solvent, temperature is no more than 160 ℃, and blowing, cooling, coarse reduction while hot, makes vinylformic acid synthetic resins A, and second-order transition temperature is 55 ℃, and number-average molecular weight is 4500.
By 14 diacid of synthetic acrylic resin A, the 110g of 50g, 30g wax material Deuteron wax MPO, 10g Zinic stearas, proportionally for the weight ratio of 6:10:3:1, carry out co-grinding, make matting agent 1.
Embodiment 2 by ten alkyl acids of synthetic acrylic resin A, 50g of 70g, the sebacic acid of 40g, 30g wax material Deuteron wax MPO, 10g aluminum stearate, proportionally for the weight ratio of 7:5::4:3:1, carry out co-grinding, make matting agent 2.
Embodiment 3
The 2,2'-Azobis(2,4-dimethylvaleronitrile) of the Propenoic acid, 2-methyl, isobutyl ester of the methyl methacrylate of the vinylbenzene of the n-BMA of the glycidyl methacrylate of 120g, 30g, 10g, 8g, 32g, 2g is made into dropping mixing solutions.The benzoyl peroxide of 1g is dissolved in the 40g trimethyl carbinol, is made into initiator and adds solution.The 200g trimethyl carbinol is added in the there-necked flask of 1000ml and heat up and stir.While reaching 80 ℃-85 ℃ to temperature, start to drip mixing solutions, after 90min, drip, 80 ℃-85 ℃ insulation 1h.Start to add initiator solution, added rear insulation 1h.Under reduced pressure, steam neat solvent, temperature is no more than 160 ℃.Blowing, cooling, coarse reduction while hot, makes vinylformic acid synthetic resins B, and second-order transition temperature is 50 ℃, and number-average molecular weight is 6500.
By the undecyl diacid of synthetic acrylic resin B, the 80g of 60g, 30 heptadecyl diacid, 25g wax Substance P olymist F-5A, 5g Zinic stearas, proportionally for the weight ratio of 12:15:6:5:1, carry out co-grinding, make matting agent 3.
Embodiment 4
The 2,2'-Azobis(2,4-dimethylvaleronitrile) of the Propenoic acid, 2-methyl, isobutyl ester of the methyl methacrylate of the Propylene glycol monoacrylate of the Tert-butyl Methacrylate of the glycidyl methacrylate of 140g, 20g, 20g, 10g, 10g, 2g is made into dropping mixing solutions.The benzoyl peroxide of 1g is dissolved in 40g toluene, is made into initiator and adds solution.250g toluene is added in the there-necked flask of 1000ml and heat up and stir.While reaching 100 ℃-105 ℃ to temperature, start to drip mixing solutions, after 80min, drip, 100 ℃-105 ℃ insulation 1h.Start to add initiator solution, added rear insulation 1h.Under reduced pressure, steam neat solvent, temperature is no more than 160 ℃.Blowing, cooling, coarse reduction while hot, makes vinylformic acid synthetic resins C, and second-order transition temperature is 43 ℃, and number-average molecular weight is 8200.
By the tridecyl diacid of synthetic acrylic resin C, the 70g of 70g, 35g 12 diacid, 15g wax material Deuteron wax MPO, 10g zinc acetylacetonate, proportionally for the weight ratio of 14:14:7:3:2, carry out co-grinding, make matting agent 4.
Embodiment 5
The 2,2'-Azobis(2,4-dimethylvaleronitrile) of the Propenoic acid, 2-methyl, isobutyl ester of the methyl methacrylate of the Isooctyl acrylate monomer of the β-dimethyl-aminoethylmethacrylate of the glycidyl methacrylate of 140g, 10g, 10g, 10g, 30g, 1g is made into dropping mixing solutions.The benzoyl peroxide of 1g is dissolved in the 40g trimethyl carbinol, is made into initiator and adds solution.The 200g trimethyl carbinol is added in the there-necked flask of 1000ml and heat up and stir.While reaching 80 ℃-85 ℃ to temperature, start to drip mixing solutions, after 80min, drip, 80 ℃-85 ℃ insulation 1h.Start to add initiator solution, added rear insulation 1h.Under reduced pressure, steam neat solvent, temperature is no more than 160 ℃.Blowing, cooling, coarse reduction while hot, makes vinylformic acid synthetic resins D, and second-order transition temperature is 37 ℃, and number-average molecular weight is 12200.
By the tetradecyl diacid of synthetic acrylic resin D, the 80g of 80g, 30g wax material Deuteron wax MPO, 10g aluminium acetylacetonate, proportionally for the weight ratio of 8:8:3:1, carry out co-grinding, make matting agent 5.
Embodiment 6
By the pentadecyl diacid of synthetic acrylic resin D, the 50g of 110g, 30g wax material Deuteron wax MPO, 10g zinc acetylacetonate, proportionally for the weight ratio of 11:5:3:1, carry out co-grinding, make matting agent 6.
Embodiment 7
The 2,2'-Azobis(2,4-dimethylvaleronitrile) of the methyl methacrylate of the vinylbenzene of the Hydroxyethyl acrylate of the glycidyl methacrylate of 160g, 10g, 10g, 20g, 2g is made into dropping mixing solutions.The benzoyl peroxide of 1g is dissolved in the 40g trimethyl carbinol, is made into initiator and adds solution.The 200g trimethyl carbinol is added in the there-necked flask of 1000ml and heat up and stir.While reaching 80 ℃-85 ℃ to temperature, start to drip mixing solutions, after 90min, drip, 80 ℃-85 ℃ insulation 1h.Start to add initiator solution, added rear insulation 1h.Under reduced pressure, steam neat solvent, temperature is no more than 160 ℃.Blowing, cooling, coarse reduction while hot, makes vinylformic acid synthetic resins E, and second-order transition temperature is 45 ℃, and number-average molecular weight is 5600.
By the octadecyl diacid of the synthetic Eudragit E of 120g, 50g, 25g wax material Deuteron wax MPO, 5g zinc acetylacetonate, proportionally for the weight ratio of 24:10:5:1, carry out co-grinding, make matting agent 7.
Embodiment 8
By the hexadecyl diacid of the synthetic Eudragit E of 120g, 40g, 30g wax material Deuteron wax MPO, 10g zinc acetylacetonate, proportionally for the weight ratio of 12:4:3:1, carry out co-grinding, make matting agent 8.
By the formula 1-8 in table one and comparative formula 1, prepare burden, then will prepare compound mixes by homogenizer, mixed material is extruded compressing tablet by twin screw extruder, forcing machine extrusion temperature is made as 95 ℃, after compressing tablet material is pulverized by pulverizer, after 180 eye mesh screens sieve, make respectively the powder coating of formula 1-8 and comparative formula 1 again.
?
Table one: the application performance of matting agent of the present invention detects formula
Remarks: 1, vibrin 2491, the vibrin that U.S. Qing Te Industrial Co., Ltd produces.
2, XL552, the hydroxyalkyl amide solidifying agent that EMS Chimie company produces, melting range 120-125 ℃, water content is less than 1.0%, hydroxyl equivalent 82g/eq.
3, the polyacrylate flow agent that PV88:Worlee company produces.
4, W-44HB: Guizhou China adds the barium sulfate that meticulous mining industry company limited produces.
5, R902: the Rutile type Titanium Dioxide that E.I.Du Pont Company produces.
Table two: film performance test data
The levelling of coating adopts ready visual contrast, evaluates with reference to PCI standard:
7,
fine6,
good5,
better4,
generally3,
poor2,
poor1,
very poor
| Project | Comparative formula 1 is filmed | Formula 1 is filmed | Formula 2 is filmed | Formula 3 is filmed | Formula 4 is filmed | Formula 5 is filmed | Formula 6 is filmed | Formula 7 is filmed | Formula 8 is filmed |
| 60 ° of gloss | 89.7 | 20 | 27 | 26 | 18 | 24 | 25 | 23 | 26 |
| Shock resistance (Kgcm) | 50 | 50 | 50 | 50 | 50 | 50 | 50 | 50 | 50 |
| Levelling (PCI) | 6 | 7 | 7 | 6 | 6 | 7 | 7 | 7 | 7 |
By table two, can find out, in comparative formula 1, not containing matting agent provided by the present invention, after solidifying, coating film gloss degree is higher, almost there is no eliminate optical property.With comparative formula 1 relatively, in other 8 formulas, contain respectively the matting agent that different embodiments of the invention make, the glossiness of filming after solidifying is all lower and other are functional, illustrate that matting agent of the present invention is applied to have good extinction effect in polyester-hydroxyalkyl amide type powder coating, and can not have a negative impact to other performances of filming.
Finally it should be noted that: above embodiment only, in order to technical scheme of the present invention to be described, is not intended to limit; Although the present invention is had been described in detail with reference to previous embodiment, those of ordinary skill in the art is to be understood that: its technical scheme that still can record aforementioned each embodiment is modified, or part technical characterictic is wherein equal to replacement; And these modifications or replacement do not make the essence of appropriate technical solution depart from the spirit and scope of various embodiments of the present invention technical scheme.
Claims (8)
1. polyester-hydroxyalkyl amide type used for powder coating matting agent, it is characterized in that: component is the synthetic acrylic resin of (methyl) glycidyl acrylate and other monomer copolymerizations, the long-chain biatomic acid of C10～C18, wax class or wax analogue and metallic salt or organometallic complex, the acrylic resin of described copolymerization accounts for the 10-60 wt % of matting agent total amount, the long-chain biatomic acid of C10～C18 accounts for the 10-55 wt % of matting agent total amount, wax class or wax analogue account for the 5-15 wt % of matting agent total amount, metallic salt or organometallic complex account for the 1-5 wt % of matting agent total amount.
2. the preparation method of polyester-hydroxyalkyl amide type used for powder coating matting agent; it is characterized in that; preparation process is: by the long-chain biatomic acid of described acrylic resin and C10～C18, wax class or wax analogue, metallic salt or organometallic complex co-grinding at normal temperatures by a certain percentage, gained small-particle or powdered composition are polyester-hydroxyalkyl amide type used for powder coating matting agent of the present invention.
3. a kind of polyester-hydroxyalkyl amide type used for powder coating matting agent according to claim 1, it is characterized in that: the long-chain biatomic acid of described C10～C18, can be selected from one or more in sebacic acid, 12 diacid, tetradecyl diacid, hexadecyl diacid and octadecyl diacid.
4. a kind of polyester-hydroxyalkyl amide type used for powder coating matting agent according to claim 1, is characterized in that: described wax class or wax analogue are a kind of in vegetable wax, animal wax, mineral wax and synthetic wax.
5. a kind of polyester-hydroxyalkyl amide type used for powder coating matting agent according to claim 1, is characterized in that: described metallic salt or organometallic complex are a kind of in aluminum stearate, Zinic stearas, aluminium acetylacetonate or zinc acetylacetonate.
6. a kind of polyester-hydroxyalkyl amide type used for powder coating matting agent according to claim 1, it is characterized in that: described acrylic resin is made by following monomer copolymerization: (methyl) glycidyl acrylate accounts for the 50-80% that acrylic resin accounts for gross weight, other monomers that can carry out copolymerization with (methyl) glycidyl acrylate account for the 20-50% of gross weight, described acrylic resin number-average molecular weight is that 3000-20000(is preferably: 4000-15000), second-order transition temperature is 30-100 ℃.
7. a kind of polyester-hydroxyalkyl amide type used for powder coating matting agent according to claim 1, it is characterized in that: synthesizing propylene acid resin other monomers that can carry out copolymerization with (methyl) glycidyl acrylate used are esters of acrylic acid or methyl acrylic ester and other second ethylenically unsaturated monomer, acrylate or methacrylic ester can be used separately, or two or more monomers are combined use.
8. a kind of polyester-hydroxyalkyl amide type used for powder coating matting agent according to claim 1, it is characterized in that: described acrylic resin adopts free radical solution polymerization method synthetic, select (methyl) glycidyl acrylate and other acrylate or methyl acrylic ester, vinyl etc. as reaction monomers, one or both in employing benzene,toluene,xylene, the trimethyl carbinol are as reaction solvent; Select one or more in 2,2'-Azobis(2,4-dimethylvaleronitrile), benzoyl peroxide, peroxidation two tert-pentyl ethene as initiator, the 0.5-2% that described initiator amount is total monomer weight.
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| CN104725543A (en) * | 2015-03-18 | 2015-06-24 | 阜阳市诗雅涤新材料科技有限公司 | Ultrahigh-acid value acrylate resin as well as synthesis method and application of resin |
| CN107880632A (en) * | 2017-11-15 | 2018-04-06 | 六安科瑞达新型材料有限公司 | A kind of epoxy polyester type powdery paints delustering agent |
| CN109354983A (en) * | 2018-10-22 | 2019-02-19 | 苏州绮联粉体涂料有限公司 | A kind of pure polyester superfine grit powder coating and preparation method thereof |
| CN110423498A (en) * | 2019-09-05 | 2019-11-08 | 安徽省华安进出口有限公司 | A kind of HAA system powdery paints delustering agent and its application |
| CN113621263A (en) * | 2021-08-20 | 2021-11-09 | 梧州市泽和高分子材料有限公司 | Extinction auxiliary agent for beta-Hydroxyalkylamide (HAA) powder coating body using carboxyl acrylic resin as main body |
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| CN110423498B (en) * | 2019-09-05 | 2021-10-29 | 安徽省华安进出口有限公司 | Flatting agent for HAA system powder coating and application thereof |
| CN113621263A (en) * | 2021-08-20 | 2021-11-09 | 梧州市泽和高分子材料有限公司 | Extinction auxiliary agent for beta-Hydroxyalkylamide (HAA) powder coating body using carboxyl acrylic resin as main body |
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| CN103694766B (en) | 2016-06-01 |
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