CN102516511A - Polyester resin for high-performance aqueous coating and preparation method thereof - Google Patents
Polyester resin for high-performance aqueous coating and preparation method thereof Download PDFInfo
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Abstract
The invention discloses polyester resin for a high-performance aqueous coating. The polyester resin is prepared by mainly carrying out melt polycondensation reaction on the following raw materials in percentage by weight: 25-70% of polylol, 1-20% of branching agent, 20-35% of aromatic polybasic acid, 5-20% of fat polybasic acid, 3-15% of acidolysis agent and 0.005-0.15% of esterification catalyst. The invention further discloses a preparation method of the polyester resin. The polyester resin provided by the invention is low in viscosity and good in storage stability, the adopted process is simple and feasible, and the polyester resin is used in a polyester resin/aqueous amino resin curing system; and the prepared aqueous coating has the advantages of excellent water-fast resistance, high glaze and excellent mechanical properties.
Description
Technical field
The present invention relates to vibrin that a kind of coating uses and preparation method thereof, relate in particular to vibrin that a kind of high-performance water-based coating uses and preparation method thereof.
Technical background
Along with various countries' rules to the restriction of VOC and people enhancing to environmental consciousness, environment-friendly type coating more and more receives the attention in market.And water-borne coatings does not need special preparation of construction as a kind of environmentally friendly coating, and is applied widely, obtained to use widely.Waterborne polyester coating is one type of representative water-borne coatings, and excellent combination property is widely used in metal and woodenware surperficial protection and decoration, has characteristics such as gloss height, strong adhesion, fullness ratio height, excellent impact resistance.But because general polyester causes the application of waterborne polyester to receive certain restriction than facile hydrolysis, but through optimization of C design, the vibrin of available water-tolerant.
Lot of documents reported for work polyvalent alcohol and polyprotonic acid under the condition of organotin catalysts synthetic water-borne coatings with the method for vibrin; But be mainly used in coil coating; And the synthetic acid number is between the 65-75mg KOH/g; And solid content is lower, generally below 50%, seldom refers to the water tolerance and the storage stability of coating.Other has; Patent 200710045920 adopts the PMA acid anhydride to replace the method for trimellitic acid 1,2-anhydride to synthesize the lower water-base resin of viscosity; But acid includes phthalic acid in the monomer that adopts; Because the water tolerance of phthalic acid itself is poor, thereby causes synthetic vibrin water tolerance to be affected.At present, on the market waterborne polyester coating usually can run into the not good situation of poor water resistance and stability in storage in the process of using.
Summary of the invention
One of the object of the invention provides the vibrin that a kind of high-performance water-based coating is used; This vibrin viscosity is low, storage stability good; That adopts is simple for process; Be used for vibrin/water-compatible amino resin curing system, and the water-borne coatings of preparation have excellent in water resistance ability, high gloss and excellent mechanical property.
Two of the object of the invention provides the preparation method of the vibrin that above-mentioned high-performance water-based coating uses.
First purpose of the present invention realizes through following technical scheme: the vibrin that a kind of high-performance water-based coating is used mainly is that the raw material by following weight percent content obtains through melt polycondensation reaction:
Polyvalent alcohol: 25 ~ 70%, branching agent: 1 ~ 20%, aromatic polycarboxylic acid: 20%～35%, fatty polyprotonic acid: 5%～20%, the acidolysis agent: 3%～15%, esterifying catalyst: 0.005%～0.15%.
Polyvalent alcohol of the present invention comprises NSC 6366,2-ethyl-2-butyl-1; Ammediol, terepthaloyl moietie, 2-methyl isophthalic acid; Ammediol, 1, one or more mixtures in ammediol, pinakon and the 1,4 cyclohexane dimethanol etc.; Preferred NSC 6366 and 2-ethyl-2-butyl-1, ammediol.
As an embodiment of the invention: NSC 6366: 20～40%, 2-ethyl-2-butyl-1, ammediol: 5 ~ 30%; Branching agent: 2 ~ 20%, aromatic polycarboxylic acid: 25%～35%, fatty polyprotonic acid: 5%～20%; The acidolysis agent: 3%～15%, esterifying catalyst: 0.005%～0.15%.
Described branching agent comprises TriMethylolPropane(TMP), the mixture of one or more in trimethylolethane and the tetramethylolmethane etc., wherein preferred TriMethylolPropane(TMP).
Described aromatic polycarboxylic acid comprises one or both mixture wherein such as terephthalic acid and m-phthalic acid, preferred m-phthalic acid.
Described fatty polyprotonic acid comprises one or more mixture wherein such as hexanodioic acid, sebacic acid and 1,4 cyclohexanedicarboxylic acid, preferred hexanodioic acid or 1,4 cyclohexanedicarboxylic acid.
Described acidolysis agent comprises m-phthalic acid, hexanodioic acid, 1; The mixture of one or more in 4-cyclohexane cyclohexanedimethanodibasic, trimellitic acid 1,2-anhydride, PMA acid anhydride, fumaric acid anhydride and the maleic anhydride etc.; The mixture of one or more in preferred trimellitic acid 1,2-anhydride, m-phthalic acid and the 1,4 cyclohexanedicarboxylic acid.
Described esterifying catalyst is the organic tin compound, comprises Mono-n-butyltin, Dibutyltin oxide.
Second purpose of the present invention realizes through following technical measures: the preparation method of the vibrin that a kind of high-performance water-based coating is used may further comprise the steps:
(1) measures polyvalent alcohol and polyprotonic acid and branching agent by proportioning and place reaction kettle, add esterifying catalyst and under 160 ℃～240 ℃, carry out the esterification condensation reaction, to acid number 2 ~ 5 mgKOH/g;
(2) add the acidolysis agent and carry out end-blocking and depolymerization, synthetic is that main, end carboxyl is the vibrin that the high-performance water-based coating of assisting is used with the terminal hydroxy group.
As an embodiment of the invention: the preparation method of the vibrin that described high-performance water-based coating is used, its concrete steps are:
(1) in reaction kettle, add the polyvalent alcohol and the branching agent of proportional quantity, heat temperature raising is to material melting; Add the aromatic polycarboxylic acid of proportional quantity, fatty polyprotonic acid and esterifying catalyst then successively; Logical nitrogen continues temperature reaction, begins to generate and distillate to 180 ℃ of esterification water, is warming up to 240 ℃ then gradually; Acid number reached 2～5mgKOH/g to coreaction to 95% esterification water discharge in 5～10 hours
(2) be cooled to 185 ℃, add the acidolysis agent, reaction 0.5～1h, acid number reaches 15～60mgKOH/g, is cooled to 80 ℃, and it is that main, end carboxyl is the vibrin that the high-performance water-based coating of assisting is used with the terminal hydroxy group that stopped reaction obtains synthetic.
Vibrin of the present invention can also adopt the one-step preppn process preparation; Being about to carry out the esterification condensation reaction after polyvalent alcohol, aromatic polycarboxylic acid, fatty polyprotonic acid, branching agent, acidolysis agent and esterifying catalyst mix, also is to obtain the vibrin that high-performance water-based coating of the present invention is used.
The vibrin hydroxyl value of the inventive method preparation is 100～150mgKOH/g, and acid number 15～60mgKOH/g, melt viscosity are 50～150mPa.s, and number-average molecular weight is 1000～3000.The inventive method synthetic vibrin has suitable second-order transition temperature, softening temperature, characteristics that storage stability is good, solidifies the coating of processing with aminoresin and has excellent water boiling resistance effect, fabulous flow leveling, mechanical property.
Use step that vibrin of the present invention prepares weather resistant water-thinned coating for the synthetic vibrin through add in solubility promoter and diethylolamine, the deionized water and after process water dispersed resin, weigh up the back mixing in proportion with aminoresin, filler, pigment and other auxiliary agents again after grinding process water-borne coatings.The water tolerance of synthetic vibrin of the present invention is good, is mainly used in aminoresin solidified water-based stoving paint, and solid content reaches more than 70%, and acid number is that 15 ~ 30mg KOH/g hydroxyl value is 100 ~ 130mg KOH/g, and the coating after the curing has good water tolerance and mechanical property.
The practical implementation instance
The present invention will be described to enumerate a part of specific embodiment below, and table 1 is the instance of vibrin, and A～F is the comparison example of different monomers and process combination.With NSC 6366, the 2-ethyl-2-butyl-1 of the listed proportional quantity of table 1, ammediol, terepthaloyl moietie and TriMethylolPropane(TMP) add in the reaction kettle, and heat temperature raising is to material melting; Add m-phthalic acid, terephthalic acid, hexanodioic acid, 1,4 cyclohexanedicarboxylic acid and Dibutyltin oxide then successively, logical nitrogen continues temperature reaction; 180 ℃ of left and right sides esterification water begin to generate and distillate, and are warming up to 240 ℃ then gradually, after coreaction 5～10 hours is discharged to 95% esterification water; Acid number reaches 2～5mgKOH/g, is cooled to 185 ℃, adds to detect acid number and viscosity after 0.5 ~ 1h is reacted in the acidolysis agent; When acid number reaches 15 ~ 60mgKOH/g, hydroxyl value can be cooled to 80 ℃ after reaching 100～150mgKOH/g, and stopped reaction obtains the vibrin that high-performance water-based coating is used; The acid number of this vibrin: 15～60mgKOH/g, hydroxyl value 100～150mgKOH/g; 200 ℃ of melt viscosities (ICI bores plate viscometer): 50～150mPas, number-average molecular weight is 1000～3000.
In the vibrin of gained, add the solubility promoter butyl glycol ether, the increasing stir speed (S.S.) is dissolved 10min, is cooled to add neutralizing agent diethylolamine, deionized water about 60 ℃ again, and the back can obtain water-base resin after stirring 30min.
Trimellitic acid 1,2-anhydride, PMA acid anhydride or m-phthalic acid are adopted in the acidolysis agent.
The component of table 1 vibrin and performance
Synthetic vibrin A-F of the present invention is weighed up the back mixing with aminoresin, flow agent, white titanium pigment, permanent white, st-yrax, pigment etc. in the ratio in the table 2 respectively, process water-borne coatings after the grinding.Be sprayed on the metal sheet of surface treatment (phosphatization), solidify through 150 ℃/20～30min, then ready-made model is put into the beaker the inside immersion 24h of deionized water, carry out various performance tests again, The performance test results is as shown in table 2.
The composition of table 2 water-borne coatings and coating performance
Can be known that by table 1～table 2 the inventive method synthetic vibrin second-order transition temperature is suitable, melt viscosity is suitable, the coating gloss of processing has excellent in water resistance, satisfactory mechanical property.
The present invention can summarize with other the specific form without prejudice to spirit of the present invention or principal character.Above-mentioned embodiment of the present invention all can only be thought explanation of the present invention rather than restriction; As be not limited to the two step method preparation method of vibrin of the present invention; Adopt one-step preppn process; Being about to carry out the esterification condensation reaction after polyvalent alcohol, aromatic polycarboxylic acid, fatty polyprotonic acid, branching agent, acidolysis agent and esterifying catalyst mix, also is to obtain the vibrin that high-performance water-based coating of the present invention is used.Therefore every foundation essence technology of the present invention all belongs in the scope of technical scheme of the present invention any trickle modification, equivalent variations and modification that above embodiment did.
Claims (9)
1. the vibrin that high-performance water-based coating is used is characterized in that, mainly is that the raw material by following weight percent content obtains through melt polycondensation reaction:
Polyvalent alcohol: 25 ~ 70%, branching agent: 1 ~ 20%, aromatic polycarboxylic acid: 20%～35%, fatty polyprotonic acid: 5%～20%, the acidolysis agent: 3%～15%, esterifying catalyst: 0.005%～0.15%.
2. the vibrin that high-performance water-based coating according to claim 1 is used; It is characterized in that; Described polyvalent alcohol comprises NSC 6366,2-ethyl-2-butyl-1, ammediol, terepthaloyl moietie, 2-methyl isophthalic acid, ammediol, 1; One or more mixtures in ammediol, pinakon and the 1,4 cyclohexane dimethanol.
3. the vibrin that high-performance water-based coating according to claim 2 is used is characterized in that, described polyvalent alcohol is NSC 6366 and 2-ethyl-2-butyl-1, ammediol.
4. the vibrin that high-performance water-based coating according to claim 2 is used is characterized in that, described vibrin mainly is that the raw material by following weight percent content obtains through melt polycondensation reaction:
NSC 6366: 20～40%, 2-ethyl-2-butyl-1, ammediol: 5 ~ 30%, branching agent: 2 ~ 20%, aromatic polycarboxylic acid: 25%～35%, fatty polyprotonic acid: 5%～20%, the acidolysis agent: 3%～15%, esterifying catalyst: 0.005%～0.15%.
5. the vibrin of using according to the described high-performance water-based coating of the arbitrary claim of claim 1 to 4 is characterized in that described branching agent comprises TriMethylolPropane(TMP), the mixture of one or more in trimethylolethane and the tetramethylolmethane.
6. the vibrin that high-performance water-based coating according to claim 5 is used is characterized in that, described aromatic polycarboxylic acid comprises terephthalic acid and m-phthalic acid one or both mixture wherein.
7. the vibrin of wanting 6 described high-performance water-based coating to use according to right is characterized in that, described fatty polyprotonic acid comprises hexanodioic acid, sebacic acid and 1,4 cyclohexanedicarboxylic acid one or more mixture wherein; Described acidolysis agent comprises one or more the mixture in m-phthalic acid, hexanodioic acid, 1,4 cyclohexanedicarboxylic acid, trimellitic acid 1,2-anhydride, PMA acid anhydride, fumaric acid anhydride and the maleic anhydride; Described esterifying catalyst is the organic tin compound.
8. the preparation method of the vibrin used of a high-performance water-based coating is characterized in that, may further comprise the steps:
(1) measures polyvalent alcohol and polyprotonic acid and branching agent by proportioning and place reaction kettle, add esterifying catalyst and under 160 ℃～240 ℃, carry out the esterification condensation reaction, to acid number 2 ~ 5 mgKOH/g;
(2) add the acidolysis agent and carry out end-blocking and depolymerization, synthetic is that main, end carboxyl is the vibrin that the high-performance water-based coating of assisting is used with the terminal hydroxy group.
9. the preparation method of the vibrin that high-performance water-based coating according to claim 8 is used is characterized in that, may further comprise the steps:
(1) in reaction kettle, add the polyvalent alcohol and the branching agent of proportional quantity, heat temperature raising is to material melting; Add the aromatic polycarboxylic acid of proportional quantity, fatty polyprotonic acid and esterifying catalyst then successively; Logical nitrogen continues temperature reaction, begins to generate and distillate to 180 ℃ of esterification water, is warming up to 240 ℃ then gradually; Acid number reached 2～5mgKOH/g to coreaction to 95% esterification water discharge in 5～10 hours;
(2) be cooled to 185 ℃, add the acidolysis agent, reaction 0.5～1h, acid number reaches 15～60mgKOH/g, is cooled to 80 ℃, and it is that main, end carboxyl is the vibrin that the high-performance water-based coating of assisting is used with the terminal hydroxy group that stopped reaction obtains synthetic.
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| CN103613746A (en) * | 2013-12-04 | 2014-03-05 | 衡阳山泰化工有限公司 | Pure polyester resin for high weather-resistant outdoor powder coating and preparation method thereof |
| CN104583270A (en) * | 2012-08-17 | 2015-04-29 | 三星精密化学株式会社 | Method for preparing biodegradable aliphatic-aromatic polyester copolymer resin with improved hydrolysis resistance |
| CN105694012A (en) * | 2014-11-27 | 2016-06-22 | 合众（佛山）化工有限公司 | Preparation method of high-performance waterborne polyester resin |
| CN105431468B (en) * | 2013-06-21 | 2017-03-15 | Ppg工业俄亥俄公司 | Container coatings composition |
| CN106905824A (en) * | 2017-04-20 | 2017-06-30 | 滁州市全丰物资有限公司 | A kind of aqueous polyester resin coating and preparation method thereof |
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| CN107810219A (en) * | 2015-06-17 | 2018-03-16 | 阿科玛法国公司 | Coating for metal foil has high solids content and the hydroxylating of high covering power and/or a polyester resin of carboxylated |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN104583270A (en) * | 2012-08-17 | 2015-04-29 | 三星精密化学株式会社 | Method for preparing biodegradable aliphatic-aromatic polyester copolymer resin with improved hydrolysis resistance |
| CN104583270B (en) * | 2012-08-17 | 2016-06-29 | 乐天精密化学株式会社 | The manufacture method of biodegradable aliphatic-aromatic polyester copolymer resin that hydrolytic resistance improves |
| CN105431468B (en) * | 2013-06-21 | 2017-03-15 | Ppg工业俄亥俄公司 | Container coatings composition |
| CN103613746A (en) * | 2013-12-04 | 2014-03-05 | 衡阳山泰化工有限公司 | Pure polyester resin for high weather-resistant outdoor powder coating and preparation method thereof |
| CN105694012A (en) * | 2014-11-27 | 2016-06-22 | 合众（佛山）化工有限公司 | Preparation method of high-performance waterborne polyester resin |
| CN107810219A (en) * | 2015-06-17 | 2018-03-16 | 阿科玛法国公司 | Coating for metal foil has high solids content and the hydroxylating of high covering power and/or a polyester resin of carboxylated |
| CN106916517A (en) * | 2017-04-20 | 2017-07-04 | 滁州市全丰物资有限公司 | A kind of aqueous polyester resin paint and preparation method thereof |
| CN106905824A (en) * | 2017-04-20 | 2017-06-30 | 滁州市全丰物资有限公司 | A kind of aqueous polyester resin coating and preparation method thereof |
| CN107619471A (en) * | 2017-09-21 | 2018-01-23 | 浙江中法新材料有限公司 | High levelling polyester resin of high acid value of HAA solidifications and preparation method thereof |
| CN107964093A (en) * | 2017-09-29 | 2018-04-27 | 广东依斯特新材料有限公司 | Powdery paints hydroxyl telechelic polyester resin, preparation method and obtained powdery paints |
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| CN107987261A (en) * | 2017-11-14 | 2018-05-04 | 湖州南浔嘉骏化工有限公司 | A kind of Automotive Primer Surfacer aqueous polyester resin and preparation method |
| CN108070077A (en) * | 2017-11-14 | 2018-05-25 | 湖州南浔嘉骏化工有限公司 | A kind of high durable saturated polyester resin and preparation method |
| CN109485834A (en) * | 2018-10-25 | 2019-03-19 | 华伦纳路新材料有限公司 | PCM tin graphed sheet water-base resin and preparation method thereof |
| CN109734883A (en) * | 2018-12-28 | 2019-05-10 | 安徽神剑新材料股份有限公司 | A kind of expediting setting type polyester resin and preparation method thereof |
| CN112341610A (en) * | 2020-10-11 | 2021-02-09 | 芜湖市森沐知识产权科技服务有限公司 | Mixed polyester resin and synthetic method thereof |
| CN113105612A (en) * | 2021-02-26 | 2021-07-13 | 广东顺德纪明新材料有限公司 | Polyester resin for wet-on-wet process and preparation method and application thereof |
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| CP03 | Change of name, title or address | ||
| CP03 | Change of name, title or address |
Address after: No.5 Lisha East Road, Shatian Town, Dongguan City, Guangdong Province 523000 Patentee after: Qingtian Material Technology Co., Ltd Address before: No.16, Yufeng Road, Shiling Town, Huadu District, Guangzhou Patentee before: GUANGZHOU KINTE INDUSTRIAL Co.,Ltd. |