CN108359085B - Dehydration process applied to synthesis of alkyd or polyester resin - Google Patents
Dehydration process applied to synthesis of alkyd or polyester resin Download PDFInfo
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- CN108359085B CN108359085B CN201810001142.8A CN201810001142A CN108359085B CN 108359085 B CN108359085 B CN 108359085B CN 201810001142 A CN201810001142 A CN 201810001142A CN 108359085 B CN108359085 B CN 108359085B
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- dehydrating agent
- polyester resin
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- water azeotrope
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- 229920001225 polyester resin Polymers 0.000 title claims abstract description 62
- 239000004645 polyester resin Substances 0.000 title claims abstract description 62
- 229920000180 alkyd Polymers 0.000 title claims abstract description 59
- 238000000034 method Methods 0.000 title claims abstract description 37
- 230000018044 dehydration Effects 0.000 title claims abstract description 36
- 238000006297 dehydration reaction Methods 0.000 title claims abstract description 36
- 238000003786 synthesis reaction Methods 0.000 title claims abstract description 29
- 230000015572 biosynthetic process Effects 0.000 title claims abstract description 24
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 83
- 239000012024 dehydrating agents Substances 0.000 claims abstract description 68
- 238000005886 esterification reaction Methods 0.000 claims abstract description 29
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims abstract description 26
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims abstract description 25
- 239000000178 monomer Substances 0.000 claims abstract description 16
- 230000032050 esterification Effects 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims abstract description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 89
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 34
- 238000011084 recovery Methods 0.000 claims description 16
- 239000007864 aqueous solution Substances 0.000 claims description 10
- 239000000243 solution Substances 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 description 15
- 230000002194 synthesizing effect Effects 0.000 description 11
- 239000001257 hydrogen Substances 0.000 description 10
- 229910052739 hydrogen Inorganic materials 0.000 description 10
- 229920005989 resin Polymers 0.000 description 9
- 239000011347 resin Substances 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 239000002994 raw material Substances 0.000 description 7
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
- 238000004064 recycling Methods 0.000 description 6
- 239000000370 acceptor Substances 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 238000004817 gas chromatography Methods 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 238000000926 separation method Methods 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- 229910002056 binary alloy Inorganic materials 0.000 description 1
- BTVWZWFKMIUSGS-UHFFFAOYSA-N dimethylethyleneglycol Natural products CC(C)(O)CO BTVWZWFKMIUSGS-UHFFFAOYSA-N 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Separation, Recovery Or Treatment Of Waste Materials Containing Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
A dehydration process applied to the synthesis of alkyd or polyester resin is provided, which comprises the dehydration steps: mixing the monomer of the esterification reaction with a dehydrating agent to obtain an esterification product and a dehydrating agent-water azeotrope; wherein the mass of the dehydrating agent is 3-6% of the mass of the monomer, and the dehydrating agent contains methyl isobutyl ketone. The invention utilizes the dehydrating agent containing methyl isobutyl ketone to remove water generated in the esterification reaction, does not influence the synthesis of alkyd or polyester resin, and has low residual amount of the dehydrating agent in the alkyd or polyester resin, and the residual amount is less than 0.3 per thousand.
Description
Technical Field
The invention belongs to the technical field of chemical synthesis, and particularly relates to a dehydration process applied to the synthesis of alkyd or polyester resin.
Background
The synthesis of alkyd resin and polyester belongs to esterification reaction, which generates partial water, and if the reaction is continuously carried out, the water needs to be removed, so that the esterification is further completed. The preparation method comprises two preparation methods, namely a first melting method and a second solvent method, wherein the melting method has large material loss and is basically eliminated; however, xylene is used as the dehydration solvent at present, so that xylene residues exist after synthesis, the finished resin product has a large odor, and benzene series residues cause harm to human bodies and the environment.
Disclosure of Invention
In order to solve the above problems, the present invention provides a dehydration process applied to the synthesis of alkyd or polyester resin, comprising the dehydration steps of: mixing the monomer of the esterification reaction with a dehydrating agent to obtain an esterification product and a dehydrating agent-water azeotrope; after the synthesis of the alkyd resin or the polyester resin is finished, separating the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope; wherein the mass of the dehydrating agent is 3-6% of the mass of the monomer, and the dehydrating agent contains methyl isobutyl ketone.
In certain embodiments, the dehydration process wherein the temperature at which the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope are separated is from 130 ℃ to 150 ℃ for 2 to 3 hours.
In certain embodiments, the dehydration process wherein the pressure at which the alkyd resin or polyester resin and the dehydrating agent-water azeotrope are separated is from 0.2 to 0.3 atm.
In some embodiments, the dehydration process further comprises a recovery step of adding the dehydrating agent-water azeotrope and dimethyl sulfoxide to a rectification column to obtain the dehydrating agent and the aqueous dimethyl sulfoxide solution, respectively.
In certain embodiments, the dehydration process wherein the mass of dimethyl sulfoxide is 30-80% of the mass of the dehydrating agent-water azeotrope.
In certain embodiments, the dehydration process further comprises a recovery step of adding the dehydrating agent-water azeotrope and ethylene glycol to a rectification column to obtain the dehydrating agent and the aqueous ethylene glycol solution, respectively.
In certain embodiments, the dehydration process wherein the mass of ethylene glycol is 80-130% of the mass of the dehydrating agent-water azeotrope.
In certain embodiments, in the dehydration process, the aqueous ethylene glycol solution obtained in the recovery step is used in alkyd or polyester resin synthesis when the mass of the ethylene glycol is 100-130% of the mass of the dehydrating agent-water azeotrope.
In certain embodiments, the pressure in the dehydration process in the recovery step is from 0.5 to 0.6 atm.
In certain embodiments, the time in the recovery step in the dehydration process is from 1 to 2 hours.
Has the advantages that:
the dehydration agent and the raw materials for synthesizing the alkyd or the polyester resin are added into a reaction kettle together in the dehydration process for synthesizing the alkyd or the polyester resin, an esterification reaction product is mixed with the dehydration agent in the reaction process, and water generated by the esterification reaction and the dehydration agent form a dehydration agent-water azeotrope, so that the synthesis of the alkyd or the polyester resin is not influenced. The residual quantity of the dehydrating agent in the alkyd or polyester resin is low, the residual quantity is less than 0.3 per mill, and the synthesized resin has no odor.
Detailed Description
Reference will now be made in detail to various exemplary embodiments of the invention, the detailed description should not be construed as limiting the invention but as a more detailed description of certain aspects, features and embodiments of the invention.
It is to be understood that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. Further, for numerical ranges in this disclosure, it is understood that the upper and lower limits of the range, and each intervening value therebetween, is specifically disclosed. Every smaller range between any stated value or intervening value in a stated range and any other stated or intervening value in a stated range is encompassed within the invention. The upper and lower limits of these smaller ranges may independently be included or excluded in the range.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. Although only preferred methods and materials are described herein, any methods and materials similar or equivalent to those described herein can be used in the practice or testing of the present invention. All documents mentioned in this specification are incorporated by reference herein for the purpose of disclosing and describing the methods and/or materials associated with the documents. In case of conflict with any incorporated document, the present specification will control.
As used herein, the terms "comprising," "including," "having," "containing," and the like are open-ended terms that mean including, but not limited to. As used herein, "and/or" includes any and all combinations of the stated items. Unless otherwise specified,% refers to mass volume percent.
The invention provides a dehydration process applied to the synthesis of alkyd or polyester resin, which comprises the following dehydration steps: adding a dehydrating agent and raw materials for synthesizing alkyd or polyester resin into a reaction kettle together, and mixing a monomer for esterification reaction with the dehydrating agent to obtain an esterification product and a dehydrating agent-water azeotrope; and (3) continuously adding the esterification product into the synthesis process of the alkyd resin or the polyester resin, and separating the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope after the synthesis of the alkyd resin or the polyester resin is finished, wherein the mass of the dehydrating agent is 3-6% of that of the monomer, and the dehydrating agent contains methyl isobutyl ketone. In the scheme, the temperature for separating the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope is 130-150 ℃, the time is 2-3 hours, and the reaction pressure is 0.2-0.3 atm. And the methyl isobutyl ketone is slightly soluble in water, most of the dehydrating agent and water are layered after standing, most of the dehydrating agent can be recovered, and the dehydrating agent is continuously added into the reaction kettle together with the raw materials for synthesizing the alkyd or the polyester resin for the reaction, so that the reutilization of the dehydrating agent is realized.
Methyl isobutyl ketone, i.e. 4-methyl-2-pentanone (MIBK), formula C6H12And O. In the process of synthesizing the alkyd resin or the polyester resin, water is generated in the esterification reaction, and in order to not influence the process of synthesizing the resin, a dehydrating agent is added into the esterification reaction to form a dehydrating agent-water azeotrope, so that the esterification reaction product can be used for continuously synthesizing the alkyd resin or the polyester resin. After the synthesis of the alkyd resin or the polyester resin is finished, the dehydrating agent-water azeotrope is removed from the resin at the temperature of 130-150 ℃ and the pressure of 0.2-0.3atm, and after the dehydrating agent-water azeotrope is removed, the residual amount of the azeotrope in the resin is less than 0.3 per thousand.
In the above scheme, the method further comprises a recovery step, wherein a small part of the dehydrating agent is dissolved in water in the dehydration step, the recovery step is to recover a part of the dehydrating agent slightly soluble in water, and the specific process is as follows: and adding the dehydrating agent-water azeotrope and dimethyl sulfoxide or the dehydrating agent-water azeotrope and ethylene glycol into a rectifying tower to respectively obtain the dehydrating agent and the dimethyl sulfoxide aqueous solution or respectively obtain the dehydrating agent and the ethylene glycol aqueous solution, wherein the pressure of the recovery step is 0.5-0.6 atm.
In the molecular structure, the number of the water-hydrogen bond donors and the number of the acceptors are both 1, the hydrogen bonds are easy to form hydrogen bonds with proton donors and acceptor substances, the number of the methyl isobutyl ketone hydrogen bond donors is 0, the number of the acceptors is 1, and the hydrogen bonds can only form hydrogen bonds with the proton donor substances. Therefore, the solvent with proton acceptor can easily form hydrogen bond with water, and the acting force is stronger than that of the solvent and the methyl isobutyl ketone, so that the methyl isobutyl ketone can be volatilized more easily, and the volatility of the dehydrating agent-water azeotrope can be changed. Dimethyl sulfoxide is a typical aprotic polar solvent, the number of hydrogen bond donors of which is 2, and dimethyl sulfoxide, as a proton acceptor, is more easily combined with water than methyl isobutyl ketone. The 2 hydroxyl groups in the molecular structure of the ethylene glycol are special in position, easy to form intramolecular hydrogen bonds, have strong hydrogen bonds and are easier to combine with water molecules than methyl isobutyl ketone. Therefore, in the recovery step, dimethyl sulfoxide or ethylene glycol is used for rectifying and extracting the dehydrating agent-water azeotrope, the extracting agent is recovered, and the extracting agent is reused to obtain dimethyl sulfoxide aqueous solution or ethylene glycol aqueous solution.
In the scheme, the mass of the added dimethyl sulfoxide is 30-80% of that of the dehydrating agent-water azeotrope.
The existence of the dimethyl sulfoxide breaks the balance of a dehydrating agent-water azeotrope binary system phase, recovers the dehydrating agent, and can repeatedly apply the recovered dehydrating agent to a dehydration process in the synthesis of alkyd resin or polyester resin.
In the scheme, the mass of the added glycol is 80-130% of that of the dehydrating agent-water azeotrope. When the mass of the added glycol is 40% of the mass of the dehydrating agent-water azeotrope, the azeotropic point of the dehydrating agent and water disappears, and the mass of the glycol in the present invention is 80-130% of the mass of the dehydrating agent-water azeotrope, and preferably, when the mass of the glycol is 100-130% of the mass of the dehydrating agent-water azeotrope, a high-concentration glycol solution is obtained, and the high-concentration glycol solution can be further used in the synthesis process of alkyd or polyester resin.
Examples
Example 1
Step one, adding a dehydrating agent and raw materials for synthesizing alkyd or polyester resin into a reaction kettle together, and mixing a monomer of an esterification reaction with the dehydrating agent to obtain an esterification product and a dehydrating agent-water azeotrope during the esterification reaction; wherein the mass of the dehydrating agent is 3% of the mass of the monomer, and the dehydrating agent contains methyl isobutyl ketone;
step two, after the synthesis of the alkyd resin or the polyester resin is finished, separating the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope, and reacting for 2 hours at the temperature of 130 ℃, the pressure of 0.2atm to obtain the acid resin or the polyester resin and the dehydrating agent-water azeotrope; wherein, the dehydrating agent is slightly soluble in water, after standing, part of the dehydrating agent is layered with water, and part of the dehydrating agent is obtained by separation and is continuously added into an alkyd or polyester resin synthesis reaction kettle;
step three, a recycling step, namely recycling part of the dehydrating agent dissolved in water in the step two, adding the dehydrating agent-water azeotrope and the dimethyl sulfoxide which are not separated into a rectifying tower to respectively obtain the dehydrating agent and the dimethyl sulfoxide aqueous solution, wherein the recycled reaction pressure is 0.5 atm;
in the third step, the mass of the dimethyl sulfoxide is 30% of that of the dehydrating agent-water azeotrope.
The residual quantity of the methyl isobutyl ketone in the generated alkyd or polyester resin is detected by using a gas chromatography, and the result shows that the residual quantity of the methyl isobutyl ketone is 0.3 per mill of the mass of the alkyd or polyester resin.
Example 2
Adding a dehydrating agent and a raw material for synthesizing alkyd or polyester resin into a reaction kettle together, and mixing a monomer for esterification reaction with the dehydrating agent during esterification reaction to obtain an esterification product and a dehydrating agent-water azeotrope; wherein the mass of the dehydrating agent is 6% of the mass of the monomer, and the dehydrating agent comprises methyl isobutyl ketone;
step two, after the synthesis of the alkyd resin or the polyester resin is finished, separating the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope, and reacting for 3 hours at the temperature of 150 ℃, the pressure of 0.3atm to obtain the acid resin or the polyester resin and the dehydrating agent-water azeotrope; wherein, the dehydrating agent is slightly soluble in water, after standing, part of the dehydrating agent is layered with water, and part of the dehydrating agent is obtained by separation and is continuously added into an alkyd or polyester resin synthesis reaction kettle;
and step three, a recycling step, namely recycling part of the dehydrating agent dissolved in water in the step two, adding the dehydrating agent-water azeotrope and the ethylene glycol which are not separated into the dehydrating agent-water azeotrope and the ethylene glycol into a rectifying tower to respectively obtain the dehydrating agent and the ethylene glycol aqueous solution, wherein the recycled reaction pressure is 0.6 atm.
Wherein, in the third step, the mass of the ethylene glycol is 80 percent of the mass of the dehydrating agent-water azeotrope.
The residual quantity of the methyl isobutyl ketone in the generated alkyd or polyester resin is detected by using a gas chromatography, and the result shows that the residual quantity of the methyl isobutyl ketone is 0.2 per mill of the mass of the alkyd or polyester resin.
Example 3
Step one, adding a dehydrating agent and raw materials for synthesizing alkyd or polyester resin into a reaction kettle together, and mixing a monomer of an esterification reaction with the dehydrating agent to obtain an esterification product and a dehydrating agent-water azeotrope during the esterification reaction; wherein the mass of the dehydrating agent is 5% of the mass of the monomer, and the dehydrating agent contains methyl isobutyl ketone;
step two, after the synthesis of the alkyd resin or the polyester resin is finished, separating the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope, and reacting for 2.5 hours at the temperature of 140 ℃, the pressure of 0.2atm to obtain the acid resin or the polyester resin and the dehydrating agent-water azeotrope; wherein, the dehydrating agent is slightly soluble in water, after standing, part of the dehydrating agent is layered with water, and part of the dehydrating agent is obtained by separation and is continuously added into an alkyd or polyester resin synthesis reaction kettle;
and step three, a recovery step, namely recovering part of the dehydrating agent dissolved in water in the step two, adding the dehydrating agent-water azeotrope and the ethylene glycol which are not separated into the dehydrating agent-water azeotrope and the ethylene glycol into a rectifying tower, rectifying to obtain the dehydrating agent and the ethylene glycol aqueous solution, wherein the recovered reaction pressure is 0.5 atm.
In the third step, the mass of the ethylene glycol is 100% of the mass of the dehydrating agent-water azeotrope.
The residual quantity of the methyl isobutyl ketone in the generated alkyd or polyester resin is detected by using a gas chromatography, and the result shows that the residual quantity of the methyl isobutyl ketone is 0.2 per mill of the mass of the alkyd or polyester resin.
Example 4
Step one, adding a dehydrating agent and raw materials for synthesizing alkyd or polyester resin into a reaction kettle together, and mixing a monomer of an esterification reaction with the dehydrating agent to obtain an esterification product and a dehydrating agent-water azeotrope during the esterification reaction; wherein the mass of the dehydrating agent is 5% of the mass of the monomer, and the dehydrating agent contains methyl isobutyl ketone;
step two, after the synthesis of the alkyd resin or the polyester resin is finished, separating the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope, and reacting for 2.5 hours at the temperature of 140 ℃, the pressure of 0.2atm to obtain the acid resin or the polyester resin and the dehydrating agent-water azeotrope; wherein, the dehydrating agent is slightly soluble in water, after standing, part of the dehydrating agent is layered with water, and part of the dehydrating agent is obtained by separation and is continuously added into an alkyd or polyester resin synthesis reaction kettle;
and step three, a recycling step, namely recycling a part of dehydrating agent dissolved in water, and adding the dehydrating agent-water azeotrope and the ethylene glycol which are not separated into a rectifying tower to respectively obtain the dehydrating agent and the ethylene glycol aqueous solution, wherein the recycled reaction pressure is 0.5 atm.
Wherein, in the third step, the mass of the ethylene glycol is 130% of the mass of the dehydrating agent-water azeotrope.
The residual quantity of the methyl isobutyl ketone in the generated alkyd or polyester resin is detected by using a gas chromatography, and the result shows that the residual quantity of the methyl isobutyl ketone is 0.2 per mill of the mass of the alkyd or polyester resin.
It will be apparent to those skilled in the art that various modifications and variations can be made in the specific embodiments of the present disclosure without departing from the scope or spirit of the disclosure. Other embodiments will be apparent to those skilled in the art from consideration of the specification. The specification and examples are exemplary only.
Claims (8)
1. A dehydration process applied to the synthesis of alkyd or polyester resin is characterized by comprising the steps of dehydration and recovery:
the dehydration step comprises: mixing the monomer of the esterification reaction with a dehydrating agent to obtain an esterification product and a dehydrating agent-water azeotrope; after the synthesis of the alkyd resin or the polyester resin is finished, separating the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope; wherein the mass of the dehydrating agent is 3-6% of the mass of the monomer, and the dehydrating agent contains methyl isobutyl ketone;
the recovery step is to add the dehydrating agent-water azeotrope and dimethyl sulfoxide into a rectifying tower to respectively obtain the dehydrating agent and the dimethyl sulfoxide aqueous solution; or, the recovery step is to add the dehydrating agent-water azeotrope and the ethylene glycol into a rectifying tower to respectively obtain the dehydrating agent and the ethylene glycol aqueous solution.
2. A dehydration process according to claim 1, wherein the temperature to separate the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope is in the range of 130 ℃ to 150 ℃ for 2 to 3 hours.
3. A dehydration process according to claim 1, wherein the pressure to separate the alkyd resin or the polyester resin and the dehydrating agent-water azeotrope is 0.2-0.3 atm.
4. The dehydration process according to claim 1, wherein the mass of the dimethyl sulfoxide is 30-80% of the mass of the dehydrating agent-water azeotrope.
5. The dehydration process according to claim 1, wherein the mass of said ethylene glycol is 80-130% of the mass of said dehydrating agent-water azeotrope.
6. The dehydration process according to claim 1, wherein said aqueous ethylene glycol solution obtained in said recovery step is used in alkyd or polyester resin synthesis when the mass of said ethylene glycol is 100-130% of the mass of said dehydrating agent-water azeotrope.
7. The dehydration process according to claim 1, wherein the pressure in said recovery step is 0.5-0.6 atm.
8. The dehydration process according to claim 1, wherein the time in said recovery step is 1-2 h.
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CN1657550A (en) * | 2004-02-18 | 2005-08-24 | 方学平 | Benzeneless alkyd resin for environmental protection decorative paint and its preparation method |
CN101891981A (en) * | 2010-07-23 | 2010-11-24 | 佛山市顺德区鸿昌涂料实业有限公司 | Modifier for improving flexibility of coatings and preparation method thereof |
CN103275309A (en) * | 2013-06-26 | 2013-09-04 | 兰州理工大学 | Phosphorous flame-retardant unsaturated polyester resin and preparation method thereof |
CN104004169A (en) * | 2014-06-19 | 2014-08-27 | 嘉宝莉化工集团股份有限公司 | Modified alkyd resin, preparing method thereof and double-component matte top clearing paint |
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Patent Citations (4)
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CN1657550A (en) * | 2004-02-18 | 2005-08-24 | 方学平 | Benzeneless alkyd resin for environmental protection decorative paint and its preparation method |
CN101891981A (en) * | 2010-07-23 | 2010-11-24 | 佛山市顺德区鸿昌涂料实业有限公司 | Modifier for improving flexibility of coatings and preparation method thereof |
CN103275309A (en) * | 2013-06-26 | 2013-09-04 | 兰州理工大学 | Phosphorous flame-retardant unsaturated polyester resin and preparation method thereof |
CN104004169A (en) * | 2014-06-19 | 2014-08-27 | 嘉宝莉化工集团股份有限公司 | Modified alkyd resin, preparing method thereof and double-component matte top clearing paint |
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