CN115612380B - Indoor mixed powder coating polyester resin and preparation method thereof - Google Patents
Indoor mixed powder coating polyester resin and preparation method thereof Download PDFInfo
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- CN115612380B CN115612380B CN202211320101.8A CN202211320101A CN115612380B CN 115612380 B CN115612380 B CN 115612380B CN 202211320101 A CN202211320101 A CN 202211320101A CN 115612380 B CN115612380 B CN 115612380B
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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
- C09D167/00—Coating compositions based on polyesters obtained by reactions forming a carboxylic ester link in the main chain; Coating compositions based on derivatives of such polymers
- C09D167/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
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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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/12—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/40—Polyesters derived from ester-forming derivatives of polycarboxylic acids or of polyhydroxy compounds, other than from esters thereof
- C08G63/42—Cyclic ethers; Cyclic carbonates; Cyclic sulfites; Cyclic orthoesters
-
- 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
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/78—Preparation processes
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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
-
- 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
- C09D5/18—Fireproof paints including high temperature resistant paints
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/02—Flame or fire retardant/resistant
Abstract
The invention relates to an indoor mixed powder coating polyester resin, which is polymerized by using cane molasses, epichlorohydrin, adipic acid, neopentyl glycol, terephthalic acid, tetrabromobisphenol A diglycidyl ether and succinic anhydride. The polyester resin system has excellent flame retardant property, and the oxygen index can reach more than 30 percent; the coating formed by the polyester and the E-12 epoxy resin through 80/20 low-temperature curing has high hardness and better leveling property, enhances the adhesive force between the coating and a base material, completely meets the application requirements of the conventional 80/20 polyester resin, and provides a new mode for the comprehensive utilization of the cane molasses.
Description
Technical Field
The invention relates to the field of powder coatings, in particular to an indoor mixed type powder coating polyester resin and a preparation method thereof.
Background
The powder coating has the advantages of no solvent, recoverability and the like, the development is faster and faster at present, the indoor mixed powder coating has larger and larger output, the indoor powder coating is mainly divided into 50/50, 60/40, 70/30 and 80/20, along with the rising price of E-12 epoxy resin in recent years, the cost of downstream powder coating manufacturers is obviously increased, how to increase the consumption of polyester resin to reduce the cost of the powder coating is more and more concerned, 80/20 indoor mixed polyester resin is prepared by adopting 80 parts by mass of polyester resin and 20 parts by mass of E-12 epoxy resin, the system has excellent cost advantage, but the softening point (110-120 ℃) of the polyester resin of the system is obviously higher than that of E-12 epoxy resin (88-98 ℃), the leveling property of a coating film of the system is poor, the adhesive force of the coating film of the system is slightly poor, and how to overcome the defects of the 80/20 mixed system are obviously promoted. Meanwhile, as the indoor mixed powder coating is mainly used for coating indoor furniture, the flame retardant performance to a certain extent can be realized, and the performance is basically not possessed by the current indoor powder coating; the cane molasses is a byproduct of the cane sugar industry, has high yield and low added value, is mainly used in the industries such as feed and the like at present, and is a difficulty in the industry in how to improve the added value, expand and increase the application field of the cane molasses.
In order to solve the problems, the invention uses the cane molasses to obtain a polyester coating system with excellent performance through formulation design; the coating formed by solidifying the polyester and the E-12 epoxy resin at a low temperature of 80/20 has high hardness, better leveling property, enhanced adhesion between the coating and a substrate and excellent flame retardant property; the other performances can completely meet the application requirements of the conventional 80/20 polyester resin; also provides a new way for the comprehensive utilization of the cane molasses.
Disclosure of Invention
The invention relates to an indoor mixed powder coating polyester resin, which is prepared by the polymerization of raw materials including cane molasses, epichlorohydrin, adipic acid, neopentyl glycol, terephthalic acid, tetrabromobisphenol A diglycidyl ether and succinic anhydride.
The indoor mixed powder coating polyester resin comprises the following raw materials in parts by weight:
the raw materials also contain a certain amount of catalyst and antioxidant.
Wherein the catalyst is tetrabutyl titanate, and the dosage is 0.3-0.6% of the mass of the cane molasses; the antioxidant is antioxidant 1010, and the dosage is 1-2% of the mass of the cane molasses; the cane molasses is a viscous liquid with a solid content of 70-80%, and the balance being water, and can be a commercial product. For example: the sugar cane molasses had a solids content of 75% and the balance water, purchased from the company of the guangxi chinese Fu Xin sugar industry, inc.
The method for preparing the indoor mixed powder coating polyester resin comprises the following steps:
A. adding cane molasses with the formula amount into a reaction kettle, starting a vacuum system, and carrying out heating dehydration reaction at 100-105 ℃;
B. after no obvious moisture is distilled out, closing a vacuum system, adding adipic acid, a catalyst and epichlorohydrin in the formula amount into a reaction kettle, and performing esterification chain extension reaction;
C. sampling to test the acid value of the polymer, adding the terephthalic acid, the neopentyl glycol and the tetrabromobisphenol A diglycidyl ether according to the formula amount when the acid value is less than 10mgKOH/g, heating and then carrying out heat preservation reaction;
D. when the acid value of the polymer reaches 25-30mgKOH/g, continuing the heat preservation reaction, and starting a vacuum system to carry out the vacuum polycondensation reaction;
E. when the acid value of the polymer reaches 6-10mgKOH/g, adding succinic anhydride with the formula amount, heating to carry out end-capping reaction, when the acid value of the final polymer reaches 20-25mgKOH/g, stopping the reaction, discharging at high temperature while the final polymer is hot, cooling the polyester resin, and crushing and granulating to obtain the polyester resin for the powder coating.
In the step B, the esterification chain extension reaction is carried out at 110-115 ℃; in the step C, gradually heating to 210-220 ℃ at a heating rate of 6-8 ℃/h, and carrying out heat preservation reaction; in the step D, the vacuum degree is controlled to be between-0.096 and-0.098 Mpa; in the step E, raising the temperature to 225-230 ℃ to carry out end-capping reaction; in step E, the polyester resin is cooled by a steel belt with condensed water.
The obtained polyester resin has the appearance of pale yellow transparent particles, the acid value of 20-25mgKOH/g and the softening point of 90-105 ℃.
For example, the method for preparing the indoor mixed powder coating polyester resin comprises the following steps:
A. adding cane molasses with the formula amount into a reaction kettle, starting vacuum, and heating and dehydrating at 100-105 ℃;
B. after no obvious moisture is distilled out, closing a vacuum system, adding adipic acid, a catalyst and epichlorohydrin with formula amounts into a reaction kettle, and performing esterification chain extension reaction at 110-115 ℃;
C. sampling to test the acid value of the polymer, adding the terephthalic acid, the neopentyl glycol and the tetrabromobisphenol A diglycidyl ether according to the formula amount when the acid value is less than 10mgKOH/g, gradually heating to 210-220 ℃ at the heating rate of 6-8 ℃/h, and preserving heat for reaction;
D. when the acid value of the polymer reaches 25-30mgKOH/g, continuing the heat preservation reaction, starting a vacuum system to carry out the vacuum polycondensation reaction, and controlling the vacuum degree to be between-0.096 and-0.098 Mpa;
E. when the acid value of the polymer reaches 6-10mgKOH/g, adding succinic anhydride with the formula amount, heating to 225-230 ℃ for end capping reaction, stopping the reaction when the acid value of the final polymer reaches 20-25mgKOH/g, discharging at high temperature while the final polymer is hot, cooling the polyester resin by using a steel belt with condensed water, and crushing and granulating to obtain the polyester resin for the powder coating.
The invention also relates to an application of the indoor mixed type powder coating polyester resin or the indoor mixed type powder coating polyester resin obtained by the preparation method in 80/20 powder coating.
The invention has the beneficial effects that:
1. the invention relates to an indoor mixed powder coating polyester resin, which is polymerized by using cane molasses, epichlorohydrin, adipic acid, neopentyl glycol, terephthalic acid, tetrabromobisphenol A diglycidyl ether and succinic anhydride; the obtained polyester and E-12 epoxy resin are cured at a low temperature of 80/20 (150 ℃/20min, for example) to obtain the powder coating, and the polyester resin can be formulated to endow the coating of the powder coating with excellent performance. For example, the polyester chain segment contains high content of flame retardant elements bromine and chlorine, so that the coating has excellent flame retardant property, and the oxygen index can reach more than 30%; due to the multi-functionality of the cane molasses, the softening point before solidification is low, the low-temperature melt fluidity is good, and the coating film formed by solidification is high in hardness and good in leveling; the polyester chain segment formed by the multi-functionality of the cane molasses, the participation of epichlorohydrin, tetrabromobisphenol A diglycidyl ether and the like has high ester bond content, so that the adhesive force of a coating film and a base material is enhanced; the other performances can completely meet the application requirements of the conventional 80/20 polyester resin;
2. the invention not only provides a polyester resin product with excellent performance, but also realizes the comprehensive utilization of the cane molasses through the process and the formula, further expands the application field and the added value of the byproduct molasses of sugar production, and has important market prospect.
Detailed Description
For the purposes of promoting an understanding of the invention, reference will now be made in detail to various exemplary embodiments of the invention, which should not be considered as limiting the invention in any way, but rather as describing in more detail certain aspects, features and embodiments of the invention.
The raw materials are all commercially available, for example, the sugar cane molasses has a solid content of 75% and the balance is water, and are purchased from Fu Xin sugar industry Co., ltd.
Example 1
An indoor mixed powder coating polyester resin comprises the following raw materials in parts by mass:
the catalyst is tetrabutyl titanate, and the dosage is 0.4% of the mass of the cane molasses; the antioxidant is antioxidant 1010, and the dosage is 1% of the mass of the cane molasses.
The method for preparing the indoor mixed powder coating polyester resin comprises the following steps:
A. adding cane molasses with the formula amount into a reaction kettle, starting vacuum, and heating and dehydrating at 102 ℃;
B. after no obvious moisture is distilled out, closing a vacuum system, adding adipic acid, a catalyst and epichlorohydrin in the formula amount into a reaction kettle, and performing esterification chain extension reaction at 115 ℃;
C. sampling to test the acid value of the polymer, adding the terephthalic acid, the neopentyl glycol and the tetrabromobisphenol A diglycidyl ether according to the formula amount when the acid value is less than 10mgKOH/g, gradually heating to 220 ℃ at the heating rate of 8 ℃/h, and preserving heat for reaction;
D. when the acid value of the polymer reaches 30mgKOH/g, continuing the heat preservation reaction, starting a vacuum system to carry out the vacuum polycondensation reaction, and controlling the vacuum degree to be-0.098 Mpa;
E. when the acid value of the polymer reaches 8mgKOH/g, adding succinic anhydride with the formula amount, heating to 230 ℃ for end-capping reaction, stopping the reaction when the acid value of the final polymer reaches the expected value, discharging at high temperature while the final polymer is hot, cooling the polyester resin by using a steel belt with condensed water, and crushing and granulating to obtain the polyester resin for the powder coating.
The polyester resin obtained was pale yellow transparent particles in appearance, had an acid value of 21mgKOH/g and a softening point of 92 ℃.
Example 2
An indoor mixed powder coating polyester resin comprises the following raw materials in parts by mass:
the catalyst is tetrabutyl titanate, and the dosage is 0.5% of the mass of the cane molasses; the antioxidant is antioxidant 1010, and the dosage is 2% of the mass of the cane molasses.
The preparation method is the same as in example 1.
The polyester resin obtained was pale yellow transparent particles in appearance, had an acid value of 25mgKOH/g and a softening point of 102 ℃.
Example 3
An indoor mixed powder coating polyester resin comprises the following raw materials in parts by mass:
the catalyst is tetrabutyl titanate, and the dosage is 0.5% of the mass of the cane molasses; the antioxidant is antioxidant 1010, and the dosage is 2% of the mass of the cane molasses.
The preparation method is the same as in example 1.
The polyester resin obtained was pale yellow transparent particles in appearance, had an acid value of 22mgKOH/g and a softening point of 99 ℃.
Example 4
An indoor mixed powder coating polyester resin comprises the following raw materials in parts by mass:
the catalyst is tetrabutyl titanate, and the dosage is 0.5% of the mass of the cane molasses; the antioxidant is antioxidant 1010, and the dosage is 2% of the mass of the cane molasses.
The preparation method is the same as in example 1.
The polyester resin obtained was pale yellow transparent particles in appearance, had an acid value of 23mgKOH/g and a softening point of 97 ℃.
Comparative example 1
The common commercial 80/20 polyester resin has an acid value of 23mgKOH/g and a softening point of 117 ℃, and is available from Guangzhou Yi Ind technology Co., ltd; coating curing conditions: 150 ℃/20min.
Comparative example 2
Otherwise, as in comparative example 1, the coating curing condition was changed to 180℃for 15min only.
80/20 powder coating formulation: 480 parts by mass of the polyester resin obtained in the above example/comparative example, 120 parts by mass of the E-12 epoxy resin, 8 parts by mass of the leveling agent, 10 parts by mass of the gloss enhancer, and 3 parts by mass of benzoin.
Preparing a paint coating: the powder coating is prepared by mixing the materials in the powder coating formulations of examples 1-4 and comparative examples 1-2 according to the ratio of 80/20, extruding, tabletting and crushing the materials by a double-screw extruder respectively, and crushing and sieving the tablets. The powder coating is sprayed on the medium density fiberboard substrate after surface treatment by adopting an electrostatic spray gun, and is solidified by 150 ℃/20min, thus obtaining the coating.
Performance comparison
Coating index detection basis: GB/T21776-2008, inspection Standard guidelines for powder coatings and coatings thereof; the adhesion test standard is according to GB/T9286-1998, cross-cut test of paint films of color paint and varnish; the leveling grade test is carried out according to the PCI leveling grade, and the 10 grade is the best and the 0 grade is the worst; the oxygen index test of the coating film is according to GB 8624-2012 classification of combustion properties of building materials and articles.
Polyester resins prepared in the above examples and comparative examples the coating formulations provided in accordance with the present invention were tested for coating properties and the results are shown in table 1 below.
TABLE 1 appearance of powder coating film
Therefore, the coating film prepared by the product has good comprehensive performance, is smooth and glossy, has high gloss, has 50cm impact performance, passes through positive and negative impact, has good adhesive force, is basically 1-0 level, has a leveling level of more than 6 levels, has an oxygen index of more than 30 percent, achieves a flame retardant level, and has certain flame retardant property. Whereas the conventional polyester resin used in comparative example 1, due to its low functionality, could not be sufficiently cured at 150 ℃/20mi n, resulting in poor properties such as impact, gloss, adhesion, etc.; the curing temperature of the comparative example 1 is increased to 180 ℃ in the comparative example 2, so that full curing is finally realized, the appearance, gloss and impact of the coating are good, but the leveling grade is slightly worse than that of the product of the invention, and the coating does not have flame retardant property.
It is apparent that the above examples are given by way of illustration only and are not limiting of the embodiments. Other variations or modifications of the above teachings will be apparent to those of ordinary skill in the art. It is not necessary here nor is it exhaustive of all embodiments. And obvious variations or modifications thereof are contemplated as falling within the scope of the present invention.
Claims (8)
1. An indoor mixed powder coating polyester resin is prepared by the polymerization of raw materials including cane molasses, epichlorohydrin, adipic acid, neopentyl glycol, terephthalic acid, tetrabromobisphenol A diglycidyl ether and succinic anhydride; the raw materials comprise the following components in parts by weight: :
15-20 parts of cane molasses;
56-70 parts of adipic acid;
38-45 parts of epichlorohydrin;
68-80 parts of terephthalic acid;
13-18 parts of tetrabromobisphenol A diglycidyl ether;
40-50 parts of neopentyl glycol;
20-30 parts of succinic anhydride;
the raw materials also contain a certain amount of catalyst and antioxidant;
the method for preparing the indoor mixed powder coating polyester resin comprises the following steps:
A. adding cane molasses with the formula amount into a reaction kettle, starting a vacuum system, and carrying out heating dehydration reaction at 100-105 ℃;
B. after no moisture is distilled out, closing a vacuum system, adding adipic acid, a catalyst and epichlorohydrin in the formula amount into a reaction kettle, and performing esterification chain extension reaction;
C. sampling to test the acid value of the polymer, adding the terephthalic acid, the neopentyl glycol and the tetrabromobisphenol A diglycidyl ether according to the formula amount when the acid value is less than 10mgKOH/g, heating and then carrying out heat preservation reaction;
D. when the acid value of the polymer reaches 25-30mgKOH/g, continuing the heat preservation reaction, and starting a vacuum system to carry out the vacuum polycondensation reaction;
E. when the acid value of the polymer reaches 6-10mgKOH/g, adding succinic anhydride with the formula amount, heating to carry out end-capping reaction, when the acid value of the final polymer reaches 20-25mgKOH/g, stopping the reaction, discharging at high temperature while the final polymer is hot, cooling the polyester resin, and crushing and granulating to obtain the polyester resin for the powder coating.
2. An indoor mixed powder coating polyester resin as claimed in claim 1, wherein the catalyst is tetrabutyl titanate, and the dosage is 0.3-0.6% of the mass of the cane molasses; the antioxidant is antioxidant 1010, and the dosage is 1-2% of the mass of the cane molasses; the sugar cane molasses is a viscous liquid with a solid content of 70-80% and the balance being water.
3. A method of preparing the indoor hybrid powder coating polyester resin of claim 1 or 2, comprising the steps of:
A. adding cane molasses with the formula amount into a reaction kettle, starting a vacuum system, and carrying out heating dehydration reaction at 100-105 ℃;
B. after no moisture is distilled out, closing a vacuum system, adding adipic acid, a catalyst and epichlorohydrin in the formula amount into a reaction kettle, and performing esterification chain extension reaction;
C. sampling to test the acid value of the polymer, adding the terephthalic acid, the neopentyl glycol and the tetrabromobisphenol A diglycidyl ether according to the formula amount when the acid value is less than 10mgKOH/g, heating and then carrying out heat preservation reaction;
D. when the acid value of the polymer reaches 25-30mgKOH/g, continuing the heat preservation reaction, and starting a vacuum system to carry out the vacuum polycondensation reaction;
E. when the acid value of the polymer reaches 6-10mgKOH/g, adding succinic anhydride with the formula amount, heating to carry out end-capping reaction, when the acid value of the final polymer reaches 20-25mgKOH/g, stopping the reaction, discharging at high temperature while the final polymer is hot, cooling the polyester resin, and crushing and granulating to obtain the polyester resin for the powder coating.
4. A method of preparing an indoor mixed powder coating polyester resin as claimed in claim 3, wherein in step B, the esterification chain extension reaction is carried out at 110 to 115 ℃.
5. A method of preparing an indoor mixed powder coating polyester resin according to claim 3, wherein in step C, the temperature is gradually raised to 210-220 ℃ at a temperature raising rate of 6-8 ℃/h, and a heat-preserving reaction is performed.
6. A method of preparing an indoor mixed powder coating polyester resin as claimed in claim 3, wherein in step D, the vacuum degree is controlled to be-0.096 to-0.098 Mpa.
7. A method of preparing an indoor mixed powder coating polyester resin as claimed in claim 3, wherein in step E, the capping reaction is carried out by heating to 225-230 ℃; in step E, the polyester resin is cooled by a steel belt with condensed water.
8. Use of an indoor mixed powder coating polyester resin according to claim 1 or 2 or prepared by the preparation method according to claims 3-7 in 80/20 powder coating.
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| CN110835403A (en) * | 2019-11-18 | 2020-02-25 | 黄山学院 | Epoxy resin for low-temperature curable flame-retardant powder coating and preparation method thereof |
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2022
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| KR910011971A (en) * | 1989-12-28 | 1991-08-07 | 김충세 | Manufacturing method of low temperature curing polyester resin and powder coating composition containing same |
| JPH08157749A (en) * | 1994-12-12 | 1996-06-18 | New Japan Chem Co Ltd | Powder coating resin composition |
| JP2002173637A (en) * | 2000-12-07 | 2002-06-21 | Nippon Paint Co Ltd | Thermosetting powdery paint composition |
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| CN110835403A (en) * | 2019-11-18 | 2020-02-25 | 黄山学院 | Epoxy resin for low-temperature curable flame-retardant powder coating and preparation method thereof |
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| CN115612380A (en) | 2023-01-17 |
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