CN109400857B - Soft unsaturated polyester resin for furniture industry and preparation method thereof - Google Patents
Soft unsaturated polyester resin for furniture industry and preparation method thereof Download PDFInfo
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- CN109400857B CN109400857B CN201811077032.6A CN201811077032A CN109400857B CN 109400857 B CN109400857 B CN 109400857B CN 201811077032 A CN201811077032 A CN 201811077032A CN 109400857 B CN109400857 B CN 109400857B
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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
- C08G63/66—Polyesters containing oxygen in the form of ether groups
- C08G63/668—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds
- C08G63/676—Polyesters containing oxygen in the form of ether groups derived from polycarboxylic acids and polyhydroxy compounds in which at least one of the two components contains aliphatic unsaturation
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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
- C08G63/78—Preparation processes
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/06—Unsaturated polyesters
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- Macromonomer-Based Addition Polymer (AREA)
Abstract
The invention belongs to the field of unsaturated polyester resin synthesis, and particularly relates to a soft unsaturated polyester resin for furniture industry and a preparation method thereof, wherein the raw materials for preparing the soft unsaturated polyester resin comprise the following components in parts by weight: 50-80 parts of diethylene glycol, 20-30 parts of 1, 4-butanediol, 3-8 parts of stearic acid, 20-30 parts of dipropylene glycol, 10-30 parts of tetrahydrophthalic anhydride, 20-35 parts of maleic anhydride, 0.01-0.05 part of tin trifluoromethanesulfonate, 10-15 parts of isopentenoic acid, 0.04-0.06 part of polymerization inhibitor, 60-80 parts of diluent and 0.5-1 part of volatilization inhibitor. The soft unsaturated polyester resin has good flexibility, high flexibility, impact resistance and cracking resistance after being cured, has good flexibility for the flexible modeling for covering edges and corners of furniture, and can be used for the unsaturated polyester resin products of flexible materials for covering in the furniture industry.
Description
Technical Field
The invention relates to the field of unsaturated polyester resin preparation, in particular to soft unsaturated polyester resin for furniture industry and a preparation method thereof.
Background
The unsaturated polyester resin handicraft is mainly the polycondensation product of dihydric alcohol, unsaturated dibasic acid and saturated dihydric alcohol, and is mixed with unsaturated monomer diluent containing free radical, and finally under the action of initiator, accelerator and the like, the copolymerization and crosslinking are carried out to form a substance with a net structure. And the flexible resin is a special variety of unsaturated polyester. The flexible resin is cured at room temperature, has flexible property and light color after being cured, can be used as wood-like products such as furniture, floors and the like, can be filled with various fillers such as talcum powder, limestone powder, light microbeads and the like, and can be made into products with different flexibility and quality; the resin can be mixed with sand to be used as an emergency road surface for road and bridge maintenance, and the resin can be bonded into the road surface by only 7 to 8 percent; or as modified resin to mix with other resins to increase flexibility, and has wide application.
The flexible resin is generally prepared by replacing part or all of saturated acid with dibasic fatty acid such as adipic acid or sebacic acid, the elongation of the flexible resin can reach over 90 percent, and the common unsaturated polyester resin has larger brittleness after being cured and the elongation at break is only about 2.0 percent. According to the characteristic, flexible resin products applied to various fields appear on the market continuously, however, at present, an unsaturated polyester resin product which has good flexibility after curing, high flexibility, impact resistance and cracking resistance, has good flexibility for the flexible modeling for covering edges and corners of furniture and has outstanding performance effect when being used for a flexible material for covering in the furniture industry does not exist.
Disclosure of Invention
The invention aims to overcome the defects and provide the soft unsaturated polyester resin which has good flexibility, impact resistance, cracking resistance and fatigue resistance after being cured, can be used alone or mixed with other resins for improving the comprehensive performance and is used in the furniture industry and the preparation method thereof.
In order to achieve the purpose, the technical solution of the invention is as follows:
a soft unsaturated polyester resin for furniture industry is prepared from the following raw materials in parts by weight: 50-80 parts of diethylene glycol, 20-30 parts of 1, 4-butanediol, 3-8 parts of stearic acid, 20-30 parts of dipropylene glycol, 10-30 parts of tetrahydrophthalic anhydride, 20-35 parts of maleic anhydride, 0.01-0.05 part of tin trifluoromethanesulfonate, 10-15 parts of isopentenoic acid, 0.04-0.06 part of polymerization inhibitor, 60-80 parts of diluent and 0.5-1 part of volatilization inhibitor.
The preparation method of the soft unsaturated polyester resin for the furniture industry comprises the following steps:
(1) putting prepared diethylene glycol, 1, 4-butanediol, stearic acid, dipropylene glycol and tetrahydrophthalic anhydride into a reaction kettle, heating to 200 +/-5 ℃ under the protection of nitrogen to perform constant-temperature reaction, vacuumizing when the acid value is reduced to 60mgKOH/g until the acid value is less than 20mgKOH/g, stopping heating, and cooling to 140-160 ℃;
(2) adding maleic anhydride into the reaction kettle in the step (1), keeping a nitrogen environment, gradually heating to 200 +/-5 ℃ at a heating rate of 5-15 ℃/min, carrying out constant-temperature reaction, and stopping heating when the acid value reaches 20-30 mgKOH/g;
(3) when the temperature in the reaction kettle in the step (2) is reduced to 130 ℃, adding isoprene diluted acid and tin trifluoromethanesulfonate, preserving the temperature at 125-130 ℃, and stopping heating when the acid value is less than 25 mgKOH/g;
(4) and (4) putting the polyester obtained in the step (3) into a dilution kettle, uniformly stirring and mixing the polyester with a diluent, a polymerization inhibitor and a volatilization inhibitor at the temperature of 60-85 ℃, cooling and discharging to obtain the unsaturated polyester resin.
Preferably, the polymerization inhibitor is one or more of methyl hydroquinone, hydroquinone and copper naphthenate.
Preferably, the diluent is styrene, and although the effect is better and excellent vinyl monomer, the styrene blending is easier to implement in the production process in terms of cost and final curing effect.
Preferably, the volatilization inhibitor is BYK-S740 in Germany and Merican 109 in Huachang, and the addition of the volatilization inhibitor can reduce air inhibition, inhibit the dissipation loss of styrene and reduce air pollution.
Preferably, the soft unsaturated polyester resin for the furniture industry is prepared from the following raw materials in parts by weight: 65 parts of diethylene glycol, 24 parts of 1, 4-butanediol, 6 parts of stearic acid, 22 parts of dipropylene glycol, 18 parts of tetrahydrophthalic anhydride, 26 parts of maleic anhydride, 0.02 part of tin trifluoromethanesulfonate, 11 parts of isopentenoic acid, 0.05 part of a polymerization inhibitor, 75 parts of a diluent and 0.8 part of a volatilization inhibitor.
Preferably, the soft unsaturated polyester resin for the furniture industry is used for surrounding coating of furniture in the furniture industry.
A soft resin product is prepared by adding an accelerator accounting for 0.01-0.5 percent of the total weight of soft unsaturated polyester resin and a curing agent accounting for 0.5-1.5 percent of the total weight of the soft unsaturated polyester resin into the soft unsaturated polyester resin, pouring and molding, and then carrying out room temperature curing molding within a certain time to obtain the soft unsaturated polyester resin product.
Preferably, the accelerator is one of cobalt isooctanoate and cobalt naphthenate; the curing agent is one of methyl ethyl ketone peroxide and cyclohexanone peroxide.
By adopting the technical scheme, the invention has the beneficial effects that: the invention firstly carries out polymerization reaction on diethylene glycol, 1, 4-butanediol, stearic acid, dipropylene glycol, tetrahydrophthalic anhydride and maleic anhydride, prepares high-flexibility unsaturated polyester resin by introducing flexible alkyl chains, and then adds isoprene acid at the later stage of the reaction and reacts under the promotion of tin trifluoromethanesulfonate, further improves the flexibility, the crack resistance and the curing effect of the unsaturated polyester, and the obtained modified unsaturated polyester resin has excellent flexibility, impact resistance, crack resistance and fatigue resistance, retains excellent curing performance, is suitable for surrounding cladding of furniture made of various materials.
Detailed Description
The invention is further illustrated by the following specific examples.
Example 1
(1) Synthesis of soft unsaturated polyester resin
Putting 55 parts of prepared diethylene glycol, 20 parts of 1, 4-butanediol, 4 parts of stearic acid, 22 parts of dipropylene glycol and 15 parts of tetrahydrophthalic anhydride into a reaction kettle, heating to 200 +/-5 ℃ under the protection of nitrogen to perform constant-temperature reaction, vacuumizing until the acid value is less than 20mgKOH/g when the acid value is reduced to 60mgKOH/g, stopping heating, and cooling to 140-160 ℃; at the moment, continuously adding 21 parts of maleic anhydride into the reaction kettle, keeping the nitrogen environment, gradually heating to 200 +/-5 ℃ at the heating rate of 5-15 ℃/min for carrying out constant-temperature reaction, and stopping heating when the acid value reaches 20-30 mgKOH/g; when the temperature in the reaction kettle is reduced to 130 ℃, adding 10 parts of isoprene acid and 0.02 part of tin trifluoromethanesulfonate, preserving the temperature at 125-130 ℃, and stopping heating when the acid value is less than 25 mgKOH/g; and (2) putting the polyester obtained in the reaction kettle into a dilution kettle, uniformly stirring and mixing the polyester with 65 parts of styrene, 0.04 part of methyl hydroquinone and 0.5 part of Germany ByK-S740 auxiliary agent at the temperature of 60-85 ℃, cooling and discharging to obtain the soft unsaturated polyester resin.
(2) Preparation of Soft resin articles
Adding cobalt iso-octoate accounting for 0.02 percent of the total weight of the soft unsaturated polyester resin and methyl ethyl ketone peroxide accounting for 0.5 percent of the total weight of the soft unsaturated polyester resin into the soft unsaturated polyester resin, pouring a column into a silica gel mold, and carrying out room temperature curing molding within a certain time to obtain the soft unsaturated polyester resin.
Example 2
(1) Synthesis of soft unsaturated polyester resin
Putting 65 parts of prepared diethylene glycol, 24 parts of 1, 4-butanediol, 6 parts of stearic acid, 22 parts of dipropylene glycol and 18 parts of tetrahydrophthalic anhydride into a reaction kettle, heating to 200 +/-5 ℃ under the protection of nitrogen to perform constant-temperature reaction, vacuumizing until the acid value is less than 20mgKOH/g when the acid value is reduced to 60mgKOH/g, stopping heating, and cooling to 140-160 ℃; at the moment, continuously adding 26 parts of maleic anhydride into the reaction kettle, keeping the nitrogen environment, gradually heating to 200 +/-5 ℃ at the heating rate of 5-15 ℃/min for carrying out constant-temperature reaction, and stopping heating when the acid value reaches 20-30 mgKOH/g; when the temperature in the reaction kettle is reduced to 130 ℃, adding 11 parts of isoprene acid and 0.02 part of tin trifluoromethanesulfonate, preserving the temperature at 125-130 ℃, and stopping heating when the acid value is less than 25 mgKOH/g; and (2) putting the polyester obtained in the reaction kettle into a dilution kettle, and mixing the polyester with 75 parts of styrene at the temperature of 60-85 ℃ in a mass ratio of 1: 0.05 part of hydroquinone/copper naphthenate 1 and 0.8 part of German Bick BYK-S740 auxiliary agent are stirred and mixed evenly, and the mixture is cooled and discharged to prepare the soft unsaturated polyester resin.
(2) Preparation of Soft resin articles
Adding cobalt iso-octoate accounting for 0.25 percent of the total weight of the soft unsaturated polyester resin and methyl ethyl ketone peroxide accounting for 1.2 percent of the total weight of the soft unsaturated polyester resin into the soft unsaturated polyester resin, pouring a column into a silica gel mold, and carrying out room temperature curing molding within a certain time to obtain the soft unsaturated polyester resin.
Example 3
(1) Synthesis of soft unsaturated polyester resin
Putting 71 parts of prepared diethylene glycol, 25 parts of 1, 4-butanediol, 6 parts of stearic acid, 25 parts of dipropylene glycol and 24 parts of tetrahydrophthalic anhydride into a reaction kettle, heating to 200 +/-5 ℃ under the protection of nitrogen to perform constant-temperature reaction, vacuumizing when the acid value is reduced to 60mgKOH/g until the acid value is less than 20mgKOH/g, stopping heating, and cooling to 140-160 ℃; at the moment, continuously adding 28 parts of maleic anhydride into the reaction kettle, keeping the nitrogen environment, gradually heating to 200 +/-5 ℃ at the heating rate of 5-15 ℃/min for carrying out constant-temperature reaction, and stopping heating when the acid value reaches 20-30 mgKOH/g; when the temperature in the reaction kettle is reduced to 130 ℃, adding 12 parts of isoprene acid and 0.03 part of tin trifluoromethanesulfonate, preserving the temperature at 125-130 ℃, and stopping heating when the acid value is less than 25 mgKOH/g; and (3) putting the polyester obtained in the reaction kettle into a dilution kettle, uniformly stirring and mixing with 70 parts of styrene, 0.05 part of hydroquinone and 0.8 part of Huachang Merican 109 auxiliary agent at the temperature of 60-85 ℃, cooling and discharging to obtain the soft unsaturated polyester resin.
(2) Preparation of Soft resin articles
Adding cobalt naphthenate accounting for 0.35 percent of the total weight of the soft unsaturated polyester resin and cyclohexanone peroxide accounting for 1.35 percent of the total weight of the soft unsaturated polyester resin into the soft unsaturated polyester resin, pouring a column into a silica gel mold, and carrying out room temperature curing molding within a certain time to obtain the soft unsaturated polyester resin.
Example 4
(1) Synthesis of soft unsaturated polyester resin
Putting 80 parts of prepared diethylene glycol, 30 parts of 1, 4-butanediol, 8 parts of stearic acid, 30 parts of dipropylene glycol and 30 parts of tetrahydrophthalic anhydride into a reaction kettle, heating to 200 +/-5 ℃ under the protection of nitrogen to perform constant-temperature reaction, vacuumizing until the acid value is less than 20mgKOH/g when the acid value is reduced to 60mgKOH/g, stopping heating, and cooling to 140-160 ℃; at the moment, continuously adding 35 parts of maleic anhydride into the reaction kettle, keeping the nitrogen environment, gradually heating to 200 +/-5 ℃ at the heating rate of 5-15 ℃/min for carrying out constant-temperature reaction, and stopping heating when the acid value reaches 20-30 mgKOH/g; when the temperature in the reaction kettle is reduced to 130 ℃, adding 15 parts of isoprene acid and 0.05 part of tin trifluoromethanesulfonate, preserving the temperature at 125-130 ℃, and stopping heating when the acid value is less than 25 mgKOH/g; and (2) putting the polyester obtained in the reaction kettle into a dilution kettle, and mixing the polyester with 80 parts of styrene at the temperature of 60-85 ℃ in a mass ratio of 1: 0.06 part of methyl hydroquinone/copper naphthenate 2 and 1 part of German Bick BYK-S740 auxiliary agent are stirred and mixed evenly, and the mixture is cooled and discharged to prepare the soft unsaturated polyester resin.
(2) Preparation of Soft resin articles
Adding cobalt naphthenate accounting for 0.5 percent of the total weight of the soft unsaturated polyester resin and methyl ethyl ketone peroxide accounting for 1.5 percent of the total weight of the soft unsaturated polyester resin into the soft unsaturated polyester resin, pouring a column into a silica gel mold, and then carrying out room temperature curing molding for a certain time to obtain the soft unsaturated polyester resin.
Examples 1 to 4, some properties of the soft unsaturated polyester resin are shown in the following table:
the above description is only a preferred embodiment of the present invention, and should not be taken as limiting the scope of the present invention, and all equivalent variations and modifications made in the claims of the present invention should be included in the scope of the present invention.
Claims (8)
1. The soft unsaturated polyester resin for the furniture industry is characterized in that raw materials for preparing the soft unsaturated polyester resin comprise the following components in parts by weight: 50-80 parts of diethylene glycol, 20-30 parts of 1, 4-butanediol, 3-8 parts of stearic acid, 20-30 parts of dipropylene glycol, 10-30 parts of tetrahydrophthalic anhydride, 20-35 parts of maleic anhydride, 0.01-0.05 part of tin trifluoromethanesulfonate, 10-15 parts of isopentenoic acid, 0.04-0.06 part of polymerization inhibitor, 60-80 parts of diluent and 0.5-1 part of volatilization inhibitor;
the preparation method comprises the following steps:
(1) putting prepared diethylene glycol, 1, 4-butanediol, stearic acid, dipropylene glycol and tetrahydrophthalic anhydride into a reaction kettle, heating to 200 +/-5 ℃ under the protection of nitrogen to perform constant-temperature reaction, vacuumizing when the acid value is reduced to 60mgKOH/g until the acid value is less than 20mgKOH/g, stopping heating, and cooling to 140-160 ℃;
(2) adding maleic anhydride into the reaction kettle in the step (1), keeping a nitrogen environment, gradually heating to 200 +/-5 ℃ at a heating rate of 5-15 ℃/min, carrying out constant-temperature reaction, and stopping heating when the acid value reaches 20-30 mgKOH/g;
(3) when the temperature in the reaction kettle in the step (2) is reduced to 130 ℃, adding isoprene diluted acid and tin trifluoromethanesulfonate, preserving the temperature at 125-130 ℃, and stopping heating when the acid value is less than 25 mgKOH/g;
(4) and (4) putting the polyester obtained in the step (3) into a dilution kettle, uniformly stirring and mixing the polyester with a diluent, a polymerization inhibitor and a volatilization inhibitor at the temperature of 60-85 ℃, cooling and discharging to obtain the unsaturated polyester resin.
2. A soft unsaturated polyester resin for furniture industry according to claim 1, characterized in that: the raw materials for preparing the soft unsaturated polyester resin comprise the following components in parts by weight: 65 parts of diethylene glycol, 24 parts of 1, 4-butanediol, 6 parts of stearic acid, 22 parts of dipropylene glycol, 18 parts of tetrahydrophthalic anhydride, 26 parts of maleic anhydride, 0.02 part of tin trifluoromethanesulfonate, 11 parts of isopentenoic acid, 0.05 part of a polymerization inhibitor, 75 parts of a diluent and 0.8 part of a volatilization inhibitor.
3. A soft unsaturated polyester resin for furniture industry according to claim 1, characterized in that: the polymerization inhibitor is one or more of methyl hydroquinone, hydroquinone and copper naphthenate.
4. A soft unsaturated polyester resin for furniture industry according to claim 1, characterized in that: the diluent is styrene.
5. A soft unsaturated polyester resin for furniture industry according to claim 1, characterized in that: the volatilization inhibitor is selected from BYK-S740 in Germany and Merican 109 in Huachang.
6. Use of a soft unsaturated polyester resin for the furniture industry according to claim 1, characterized in that: the coating is used for coating the periphery of furniture in the furniture industry.
7. A soft resin product is characterized in that the soft unsaturated polyester resin of any one of claims 1 to 5 is added with 0.01 to 0.5 percent of accelerator and 0.5 to 1.5 percent of curing agent based on the total weight of the soft unsaturated polyester resin, and the soft unsaturated polyester resin product is obtained by room temperature curing molding in a certain time after casting molding.
8. A soft resin article according to claim 7, wherein: the accelerant is one of cobalt iso-octoate and cobalt naphthenate; the curing agent is one of methyl ethyl ketone peroxide and cyclohexanone peroxide.
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| CN201811077032.6A CN109400857B (en) | 2018-09-15 | 2018-09-15 | Soft unsaturated polyester resin for furniture industry and preparation method thereof |
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| CN110172294A (en) * | 2019-05-28 | 2019-08-27 | 广西华砻树脂有限公司 | A kind of unsaturated polyester resin for coating and preparation method thereof |
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| CN102206311A (en) * | 2011-04-22 | 2011-10-05 | 常州华科树脂有限公司 | Saturated polyester for sheet moulding compound or bulk molding compound (SMC/BMC) low-shrinking agent and preparation method thereof |
| CN102551277A (en) * | 2012-01-09 | 2012-07-11 | 广东溢达纺织有限公司 | Thermo-oxidative aging resistant unsaturated polyester resin button and preparation method thereof |
| CN102603992A (en) * | 2012-03-08 | 2012-07-25 | 宜兴市兴合树脂有限公司 | Unsaturated polyester resin for pultrusion and preparation method for same |
| CN104926998A (en) * | 2015-01-31 | 2015-09-23 | 宜兴市兴合树脂有限公司 | Unsaturated polyester resin used for bulk molding compound and preparation method thereof |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI439591B (en) * | 2011-01-31 | 2014-06-01 | Taiwan Textile Res Inst | Polyester heat storage material and preparation method thereof |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102046693A (en) * | 2008-05-21 | 2011-05-04 | 东丽纤维研究所（中国）有限公司 | Method for producing aliphatic polyester resin, and an aliphatic polyester resin composition |
| CN102206311A (en) * | 2011-04-22 | 2011-10-05 | 常州华科树脂有限公司 | Saturated polyester for sheet moulding compound or bulk molding compound (SMC/BMC) low-shrinking agent and preparation method thereof |
| CN102551277A (en) * | 2012-01-09 | 2012-07-11 | 广东溢达纺织有限公司 | Thermo-oxidative aging resistant unsaturated polyester resin button and preparation method thereof |
| CN102603992A (en) * | 2012-03-08 | 2012-07-25 | 宜兴市兴合树脂有限公司 | Unsaturated polyester resin for pultrusion and preparation method for same |
| CN104926998A (en) * | 2015-01-31 | 2015-09-23 | 宜兴市兴合树脂有限公司 | Unsaturated polyester resin used for bulk molding compound and preparation method thereof |
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