CN102010501B - Polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint and preparation method thereof - Google Patents
Polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint and preparation method thereof Download PDFInfo
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Abstract
The invention discloses polyester resin for a beta-hydroxyalkylamide low temperature curing weather-resistant powder paint. The polyester resin is prepared from the following components by weight percent through melt polycondensation reaction: 25-45% of polyol, 40-55% of aromatic polybasic acid, 0-8% of aliphatic polybasic acid, 0-5% of branching agent, 5-15% of acidolysis agent and 0.01-0.15% of esterification catalyst. The invention also discloses a preparation method of the polyester resin. The polyester resin prepared by the method disclosed in the invention has the advantages of higher glass transition temperature and softening point and proper melt viscosity and storage stability; and the powder paint prepared from the polyester resin has the advantages of excellent levelling property and mechanical properties, good thick-film pinhole resistance and the like.
Description
Technical field
The present invention relates to a kind of vibrin and preparation method thereof, related in particular to a kind of polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint and preparation method thereof.
Background technology
Powder coating substitutes organic solvent type coating just gradually with advantages such as its economy, environmental protection, efficient and performance are remarkable, becomes the important development direction in the coating industry, is keeping faster rate of growth always.Powder coating metal building material is widely used in all respects of buildings also with characteristics such as its excellent weather resistance, ornamental and formabilities.Although the advantages of powder coating, for liquid coating, common thermosetting powder coating(s) levelling and solidification value higher (180 ℃～200 ℃), set time is length (10～30min).Like this so that powder coating can only be used for heat-resisting metal substrate, be not suitable for the thermosensitive type grounds such as wooden, papery, plastics.But along with the expansion of powder coating Application Areas, traditional condition of cure has been not suitable with new demand for development, has also consumed simultaneously higher solidification value and long set time a large amount of heat energy.At present, all be to reduce energy consumption by reducing storing temperature usually, 10 ℃ of the every reductions of storing temperature can save energy about 10%, but storing time will prolong relatively.And consider that from energy-saving and cost-reducing storing time is long, directly causes the production cycle elongated, has both wasted energy, and expends time in again, labour productivity can not get Effective Raise.Therefore low temperature cured powder coating just becomes effective energy consumption direction that reduces of paint industry.
The application facet of low temperature cured powder coating mainly contains following several situation:
(1) be applied to the application of the material of poor heat resistance, such as spring, aluminum magnesium alloy, wood materials etc. because its heat-drawn wire is low, should be adopted low temperature cured powder coating.
(2) save the energy, low temperature cured powder coating is lower because of its storing temperature, thereby can cut down the running expense of roaster, reaches the purpose of saving the energy.
(3) utilize the original production line of using the solvent-borne type baked paint, storing temperature is generally about 160 ℃ as far as possible.If use general powder coating instead, storing temperature must be controlled at about 180 ℃.Therefore, to utilize original solvent-borne type painting streamline in order adapting to, must to adopt the low-temperature bake powder coating.Like this, not only can save the energy, and can implement to change to free of contamination powder coating.
At present, document many polyvalent alcohols of having reported for work become the method for low temperature curing polyester resin with polyprotonic acid direct polymerization under the condition of organotin catalysts, but few for beta-hydroxy alkylamide low temperature curing polyester resin patent report specially.US Patent No. 6284845B1 has reported that a kind of acid number is the synthetic method of the used for powder coating low temperature curing polyester resin of 30～40mg KOH/g, an article touch upon beta-hydroxy alkylamide low temperature curing polyester resin synthetic, and synthetic resin glass temperature is lower, in the certain difficulty of the middle existence of applying of reality.Chinese patent 20091021423.9 discloses the preparation method of a kind of mixed polyester resin (50: 50), compare different monomers in the file to the impact of synthetic low temperature curing polyester resin, mainly adopted the method for part hexanodioic acid, trimellitic acid 1,2-anhydride and pyromellitic acid acid anhydride synthesizing polyester resin.But the acid number of the vibrin of gained is higher, and is mainly used in indoorly, and weather resistance is poor, and the beta-hydroxy alkylamide low temperature curing polyester resin reference that technique and prescription are 28-36mgKOH/g to synthetic acid number is little.
Summary of the invention
The purpose of this invention is to provide a kind of polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint, this vibrin has higher second-order transition temperature, softening temperature, viscosity and storage stability, and the powder coating of preparation has excellent flow leveling and mechanical property, good anti-thick film pin hole performance and aging resistance.
Another object of the present invention is to provide the preparation method of above-mentioned beta-hydroxy alkylamide low-temperature curing weather resistant vibrin.
First purpose of the present invention is achieved through the following technical solutions: a kind of polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint is obtained through melt polycondensation reaction by the component that comprises following weight percent content:
Polyvalent alcohol 25～45%
Aromatic polycarboxylic acid 40～55%
Branching agent 0-5%
Fat polyprotonic acid 0～8%
Acidolysis agent 5～15%
Esterifying catalyst 0.01～0.15%.
Polyvalent alcohol described in the present invention is neopentyl glycol, ethylene glycol, 2-methyl isophthalic acid, the mixture of one or more in ammediol, 1,3-PD, hexylene glycol, BDO and the 1,4 cyclohexane dimethanol.
Aromatic polycarboxylic acid described in the present invention is one or both the mixture in terephthalic acid and the m-phthalic acid.
Fatty polyprotonic acid described in the present invention is one or more the mixture in hexanodioic acid, sebacic acid, nonane diacid, 1,4 cyclohexanedicarboxylic acid, fumaric acid and the toxilic acid.
Branching agent described in the present invention is TriMethylolPropane(TMP), trimethylolethane or tetramethylolmethane.
Acidolysis agent described in the present invention is one or more the mixture in m-phthalic acid, hexanodioic acid, sebacic acid, 1,4 cyclohexanedicarboxylic acid, trimellitic acid 1,2-anhydride, pyromellitic acid acid anhydride, fumaric acid anhydride and the maleic anhydride.Wherein preferred m-phthalic acid and 1,4 cyclohexanedicarboxylic acid.
Esterifying catalyst described in the present invention is the organic tin compound, especially comprises Mono-n-butyltin, Dibutyltin oxide.
The preparation method of above-mentioned polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint is: in reactor, add polyvalent alcohol and the branching agent of said ratio amount, be heated to material melting; Then add successively the aromatic polycarboxylic acid of said ratio amount, fatty polyprotonic acid and esterifying catalyst, pass into nitrogen and continue temperature reaction, begin to generate and distillate to 175～185 ℃ of esterification water; Then be warming up to gradually 245～255 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, add the acidolysis agent and continue reaction 3～5h, then vacuumize polycondensation to acid number and reach 28～36mgKOH/g, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
The present invention compared with prior art has the following advantages:
The vibrin acid number of the inventive method preparation is 28～36mgKOH/g, and hydroxyl value is all less than 10mgKOH/g, and second-order transition temperature is 50～60 ℃, and melt viscosity is 2000～6000mPa.s, and number-average molecular weight is 2000～8000.The vibrin of the inventive method preparation has higher second-order transition temperature and softening temperature, and storage stability is good, solidifies the powder coating make with beta-hydroxy alkylamide and has excellent flow leveling and mechanical property, good aging resistance and anti-thick film pin hole performance.
The step that the vibrin that adopts the present invention to synthesize prepares the weather-resistant powder paint of beta-hydroxy alkylamide low-temperature curing is: synthetic vibrin is weighed up rear mixing in proportion with solidifying agent beta-hydroxy alkylamide, filler, pigment and other auxiliary agents respectively, melt extrude, cool off fragmentation, crushing screening is made powder coating and got final product.Pigment and filler comprise that titanium dioxide, barium sulfate, calcium carbonate, Ciba are green etc., and other auxiliary agents comprise st-yrax, flow agent etc.
Embodiment
The below enumerates a part of specific embodiment, and the present invention will be described, and table 1 is the embodiment of vibrin, and A～F is the comparison example of different monomers and process combination.In 10 liters of reactors, add neopentyl glycol, the 2-methyl isophthalic acid of the listed proportional quantity of table 1, ammediol, ethylene glycol, TriMethylolPropane(TMP) are heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound, 1, the 4-cyclohexane cyclohexanedimethanodibasic, logical nitrogen continues temperature reaction, and 180 ℃ of left and right sides esterification water begin to generate and distillate, then be warming up to gradually 250 ℃, acid number reached 10～20mgKOH/g to coreaction to 95% esterification water discharge in 5～10 hours, added the acidolysis agent and continued reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize the about 1～4h of polycondensation, reach 28～36mgKOH/g to acid number, get final product stopped reaction.
Acid number: 28～36mgKOH/g; Second-order transition temperature: 50～60 ℃; Softening temperature: 95～110 ℃; 200 ℃ of melt viscosities (ICI bores plate viscometer): 2000～6000mPas.
The component of table 1 vibrin and performance
Can embody by the performance of the powder coating made with the performance of the synthetic vibrin of the inventive method.The vibrin A-F that the present invention is synthesized weighs up rear mixing with beta-hydroxy alkylamide, flow agent, titanium dioxide, barium sulfate, st-yrax, pigment etc. in the ratio in the table 2 respectively, with the screw extrusion press melting extrude respectively, compressing tablet, fragmentation, then the sheet stock crushing screening is made powder coating (seeing embodiment 1-6).Powder coating adopts electrostatic gun to be sprayed on the metal sheet of surface treatment (phosphatization), solidifies through 160 ℃/10～15min, carries out various performance tests again, and the performance test results is as shown in table 2.
The composition of table 2 powder coating and coating performance
By table 1～2 as can be known, the vibrin second-order transition temperature of the inventive method preparation is suitable, melt viscosity is suitable, and the powder coating of making has excellent flow leveling, mechanical property, and good anti-thick film pin hole performance and aging resistance.
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, therefore every foundation essence technology of the present invention or composition component or content all belong in the scope of technical solution of the present invention any trickle modification, equivalent variations and modification that above embodiment does.
Claims (8)
1. a polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint is characterized in that, is obtained through melt polycondensation reaction by the component of following content:
Terephthalic acid 3.90kg, neopentyl glycol 2.1kg, ethylene glycol 0.4kg, butyl tin oxide compound 10g, 1,4 cyclohexanedicarboxylic acid 0.70kg and hexanodioic acid 0.20kg;
The preparation method is: in 10 liters of reactors, add neopentyl glycol and the ethylene glycol of said ratio amount, be heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound and 1,4 cyclohexanedicarboxylic acid, logical nitrogen continues temperature reaction, and 180 ℃ of esterification water begin to generate and distillate; Then be warming up to gradually 250 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, acid number reaches 10～20mgKOH/g, add the acidolysis agent and continue reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize polycondensation 1～4h, reach 33.0mgKOH/g to acid number, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
2. the preparation method of polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint according to claim 1 is characterized in that, in 10 liters of reactors, adds neopentyl glycol and the ethylene glycol of said ratio amount, is heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound and 1,4 cyclohexanedicarboxylic acid, logical nitrogen continues temperature reaction, and 180 ℃ of esterification water begin to generate and distillate; Then be warming up to gradually 250 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, acid number reaches 10～20mgKOH/g, add the acidolysis agent and continue reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize polycondensation 1～4h, reach 33.0mgKOH/g to acid number, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
3. a polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint is characterized in that, is obtained through melt polycondensation reaction by the component of following content:
Terephthalic acid 3.95kg, neopentyl glycol 2.7kg, butyl tin oxide compound 10g, m-phthalic acid 0.20kg, 1,4 cyclohexanedicarboxylic acid 0.45kg and hexanodioic acid 0.25kg;
The preparation method is: in 10 liters of reactors, add the neopentyl glycol of said ratio amount, be heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound and 1,4 cyclohexanedicarboxylic acid, logical nitrogen continues temperature reaction, and 180 ℃ of esterification water begin to generate and distillate; Then be warming up to gradually 250 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, acid number reaches 10～20mgKOH/g, add the acidolysis agent and continue reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize polycondensation 1～4h, reach 29.8mgKOH/g to acid number, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
4. the preparation method of polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint according to claim 3 is characterized in that, in 10 liters of reactors, adds the neopentyl glycol of said ratio amount, is heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound and 1,4 cyclohexanedicarboxylic acid, logical nitrogen continues temperature reaction, and 180 ℃ of esterification water begin to generate and distillate; Then be warming up to gradually 250 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, acid number reaches 10～20mgKOH/g, add the acidolysis agent and continue reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize polycondensation 1～4h, reach 29.8mgKOH/g to acid number, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
5. a polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint is characterized in that, is obtained through melt polycondensation reaction by the component of following content:
Terephthalic acid 3.95kg, neopentyl glycol 2.2kg, 2-methyl isophthalic acid, ammediol 0.65kg, butyl tin oxide compound 10g, m-phthalic acid 0.20kg, 1,4 cyclohexanedicarboxylic acid 0.45kg and hexanodioic acid 0.25kg;
The preparation method is: in 10 liters of reactors, add neopentyl glycol and the 2-methyl isophthalic acid of said ratio amount, ammediol is heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound and 1,4 cyclohexanedicarboxylic acid, logical nitrogen continues temperature reaction, and 180 ℃ of esterification water begin to generate and distillate; Then be warming up to gradually 250 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, acid number reaches 10～20mgKOH/g, add the acidolysis agent and continue reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize polycondensation 1～4h, reach 30.3KOH/g to acid number, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
6. the preparation method of polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint according to claim 5, it is characterized in that, in 10 liters of reactors, add neopentyl glycol and the 2-methyl isophthalic acid of said ratio amount, ammediol is heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound and 1,4 cyclohexanedicarboxylic acid, logical nitrogen continues temperature reaction, and 180 ℃ of esterification water begin to generate and distillate; Then be warming up to gradually 250 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, acid number reaches 10～20mgKOH/g, add the acidolysis agent and continue reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize polycondensation 1～4h, reach 30.3mgKOH/g to acid number, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
7. a polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint is characterized in that, is obtained through melt polycondensation reaction by the component of following content:
Terephthalic acid 3.95kg, neopentyl glycol 2.20kg, 2-methyl isophthalic acid, ammediol 0.65kg, butyl tin oxide compound 10g, m-phthalic acid 0.5kg, 1,4 cyclohexanedicarboxylic acid 0.15kg and hexanodioic acid 0.25kg;
The preparation method is: in 10 liters of reactors, add neopentyl glycol and the 2-methyl isophthalic acid of said ratio amount, ammediol is heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound and 1,4 cyclohexanedicarboxylic acid, logical nitrogen continues temperature reaction, and 180 ℃ of esterification water begin to generate and distillate; Then be warming up to gradually 250 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, acid number reaches 10～20mgKOH/g, add the acidolysis agent and continue reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize polycondensation 1～4h, reach 32.5mgKOH/g to acid number, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
8. the preparation method of polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint according to claim 7, it is characterized in that, in 10 liters of reactors, add neopentyl glycol and the 2-methyl isophthalic acid of said ratio amount, ammediol is heated to material melting; Then add successively terephthalic acid, hexanodioic acid, butyl tin oxide compound and 1,4 cyclohexanedicarboxylic acid, logical nitrogen continues temperature reaction, and 180 ℃ of esterification water begin to generate and distillate; Then be warming up to gradually 250 ℃, after coreaction 5～10 hours to 95% esterification water is discharged, acid number reaches 10～20mgKOH/g, add the acidolysis agent and continue reaction 3～5h, reach 40～50mgKOH/g to acid number, then vacuumize polycondensation 1～4h, reach 32.5mgKOH/g to acid number, namely stopped reaction obtains polyester resin for beta-hydroxyalkylamide low temperature curing weather-resistant powder paint.
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