CN103288639A - Synthesis method of hydroxyethyl acrylate - Google Patents
Synthesis method of hydroxyethyl acrylate Download PDFInfo
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- CN103288639A CN103288639A CN2013101940946A CN201310194094A CN103288639A CN 103288639 A CN103288639 A CN 103288639A CN 2013101940946 A CN2013101940946 A CN 2013101940946A CN 201310194094 A CN201310194094 A CN 201310194094A CN 103288639 A CN103288639 A CN 103288639A
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- hydroxyethyl acrylate
- molecular sieve
- zeolite molecular
- synthetic method
- synthesis method
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/584—Recycling of catalysts
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Abstract
The invention discloses a synthesis method of hydroxyethyl acrylate, which comprises the following steps of: adding acrylic acid into a reaction kettle, and then adding into a magnetic zeolite molecular sieve; stirring uniformly, and then adding epoxypropane; heating the reaction kettle to 60-65 DEG C, and reacting for 2-3 hours; and distilling to obtain the hydroxyethyl acrylate. According to the synthesis method disclosed by the invention, by adopting the magnetic zeolite molecular sieve as a catalyst, a polymerization inhibitor is not required, thus the separation and purification of products are facilitated; and moreover, the yield of the hydroxyethyl acrylate can exceed 97%, the catalyst can be recycled, and the synthesis cost is reduced.
Description
Technical field
The present invention is specifically related to a kind of synthetic method of Hydroxyethyl acrylate.
Background technology
Hydroxyethyl acrylate (CAS:818-61-1) is the active functional monomer of a kind of character, is usually used in the properties-correcting agent of thermosetting coating, tackiness agent, fibre finish and synthetic resins multipolymer, also can be used as the bridging property monomer of acrylic resin.
Hydroxyethyl acrylate is reacted in the presence of catalyzer by vinylformic acid and oxyethane and makes, for preventing the polymerization in reaction process of material vinylformic acid, reaction needs to add stopper usually, as Resorcinol, methyl hydroquinone, anthracene, phenothiazine, phenothiazine, hydroquinone monomethyl ether and MEHQ etc., catalyzer is commonly used pyridine, trichlorine assumed name's aluminium, alkali metal salts of acrylic acids, organo-chromium compound, trivalent iron salt or organoiron compound, organophosphorus or sulphur compound etc., a kind of synthetic method of Hydroxyethyl acrylate is disclosed as CN101906036A, adopt iron trichloride to make catalyzer, be stopper with the Resorcinol, but existing synthetic method catalyzer can't be accomplished to recycle.
Summary of the invention
The objective of the invention is to solve the defective that existing method can't reclaim catalyzer, the method for the acrylic acid synthesizing hydroxyl ethyl ester of the recyclable utilization of a kind of catalyzer is provided.
The present invention realizes that the technical scheme that above-mentioned purpose adopts is as follows:
A kind of synthetic method of Hydroxyethyl acrylate, step is as follows:
Vinylformic acid is joined in the reactor, add the magnetic zeolite molecular sieve again, add oxyethane after stirring again, reactor is heated to 60～65 ℃, reaction 2～3h, and distillation obtains Hydroxyethyl acrylate.
Further, described magnetic zeolite molecular sieve is pressed 3～5% addings of vinylformic acid quality.
Further, described oxyethane and acrylic acid mol ratio are 1:(1.01～1.05).
Compare with existing method, after the present invention adopts the magnetic zeolite sieve peg-raking catalyst, need not to re-use stopper, thereby be conducive to the product separation purifying, and the productive rate of Hydroxyethyl acrylate can reach more than 96%, and by product is few, and this may to have a meso-hole structure relevant with zeolite molecular sieve, the recyclable recycling of catalyzer reduces synthetic cost.
The specific embodiment mode
Be described in further details below in conjunction with the present invention of embodiment.
Magnetic zeolite molecular sieve of the present invention be according to Cao Jilin etc. " magnetic 4A zeolite molecular sieve synthetic with characterize " [
University Of Tianjin's journal2009 the 42nd the 2nd phases of volume] " 1.3 product synthetic method " synthetic obtaining of the 184th page.
Embodiment 1
100g vinylformic acid is joined in the reactor, add 3g magnetic zeolite molecular sieve again, stir, add 60.5g oxyethane again, the off-response still is heated to 65 ℃, react after 3 hours, underpressure distillation is collected and is obtained 155g Hydroxyethyl acrylate (productive rate 97%, purity 99.1%).
Embodiment 2
100g vinylformic acid is joined in the reactor, add 5g magnetic zeolite molecular sieve again, stir, add 58.2g oxyethane again, the off-response still is heated to 60 ℃, react after 3 hours, underpressure distillation is collected and is obtained 147.6g Hydroxyethyl acrylate (productive rate 96%, purity 99.2%).
Embodiment 3
100g vinylformic acid is joined in the reactor, add 4g magnetic zeolite molecular sieve again, stir, add 59g oxyethane again, the off-response still is heated to 63 ℃, react after 2 hours, underpressure distillation is collected and is obtained 151.8g Hydroxyethyl acrylate (productive rate 97.5%, purity 99.0%).
The recycling of catalyzer: with the magnetic zeolite molecular sieve in the electro-magnet recovery reaction solution, the magnetic zeolite molecular sieve that reclaims was calcined 2～3 hours in 180～200 ℃ after washing, after the magnetic zeolite molecular sieve recycle and reuse 8 times, the productive rate of Hydroxyethyl acrylate still can reach more than 93%.
Claims (3)
1. the synthetic method of a Hydroxyethyl acrylate is characterized in that, the step of described synthetic method is as follows:
Vinylformic acid is joined in the reactor, add the magnetic zeolite molecular sieve again, add oxyethane after stirring again, reactor is heated to 60～65 ℃, reaction 2～3h, and distillation obtains Hydroxyethyl acrylate.
2. according to the synthetic method of the described Hydroxyethyl acrylate of claim 1, it is characterized in that described magnetic zeolite molecular sieve is pressed 3～5% of vinylformic acid quality and added.
3. according to the synthetic method of the described Hydroxyethyl acrylate of claim 1, it is characterized in that described oxyethane and acrylic acid mol ratio are 1:(1.01～1.05).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310194094.6A CN103288639B (en) | 2013-05-23 | 2013-05-23 | A kind of synthetic method of Hydroxyethyl acrylate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201310194094.6A CN103288639B (en) | 2013-05-23 | 2013-05-23 | A kind of synthetic method of Hydroxyethyl acrylate |
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| Publication Number | Publication Date |
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| CN103288639A true CN103288639A (en) | 2013-09-11 |
| CN103288639B CN103288639B (en) | 2016-02-17 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201310194094.6A Active CN103288639B (en) | 2013-05-23 | 2013-05-23 | A kind of synthetic method of Hydroxyethyl acrylate |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3340295A (en) * | 1963-12-23 | 1967-09-05 | Celanese Corp | Process of producing a monoester of an alkylene glycol moiety and a carboxylic acid |
| CN1313273A (en) * | 2000-03-13 | 2001-09-19 | 株式会社日本触媒 | Production of hydroxyalkyl(methyl) acrylic ester |
| CN1461745A (en) * | 2002-05-31 | 2003-12-17 | 上海高桥石化丙烯酸厂 | Preparation method of (methyl) acrylic acid hydroxy alkyl ester |
-
2013
- 2013-05-23 CN CN201310194094.6A patent/CN103288639B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3340295A (en) * | 1963-12-23 | 1967-09-05 | Celanese Corp | Process of producing a monoester of an alkylene glycol moiety and a carboxylic acid |
| CN1313273A (en) * | 2000-03-13 | 2001-09-19 | 株式会社日本触媒 | Production of hydroxyalkyl(methyl) acrylic ester |
| CN1461745A (en) * | 2002-05-31 | 2003-12-17 | 上海高桥石化丙烯酸厂 | Preparation method of (methyl) acrylic acid hydroxy alkyl ester |
Non-Patent Citations (3)
| Title |
|---|
| 周宏等: "改性分子筛催化酯化反应的研究", 《安庆师院学报（自然科学版）》, vol. 1, no. 1, 28 February 1995 (1995-02-28), pages 1 - 2 * |
| 曹吉林等: "磁性4A沸石分子筛的合成与表征", 《天津大学学报》, vol. 42, no. 2, 28 February 2009 (2009-02-28) * |
| 汪多仁: "丙烯酸酯的开发与应用进展", 《增塑剂》, no. 3, 31 December 2006 (2006-12-31), pages 30 - 36 * |
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| CN103288639B (en) | 2016-02-17 |
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Effective date of registration: 20160113 Address after: 214000 Xinhua Road, Wuxi province national high tech Industrial Development Zone, No. innovation Creative Industrial Park, building, room 109, B, China, Jiangsu Applicant after: JIANGSU GAOBO ZHIRONG TECHNOLOGY Co.,Ltd. Address before: Xishan District of Beizhen tin Zhang Jing Yao Tang Wan 214000 Jiangsu city of Wuxi Province Applicant before: WUXI HUAMING CHEMICAL Co.,Ltd. |
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Inventor after: Tan Yongxiang Inventor before: Chen Guoliang |
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Effective date of registration: 20170413 Address after: 528000 Foshan, Sanshui District, Sanshui District, Guangdong Avenue, No. 17 Patentee after: FOSHAN SANSHUI ZHENGHONG RESIN CO.,LTD. Address before: Tianhe District Tong East Road Guangzhou city Guangdong province 510665 B-101 No. 5, room B-118 Patentee before: GUANGDONG GAOHANG INTELLECTUAL PROPERTY OPERATION Co.,Ltd. Effective date of registration: 20170413 Address after: Tianhe District Tong East Road Guangzhou city Guangdong province 510665 B-101 No. 5, room B-118 Patentee after: GUANGDONG GAOHANG INTELLECTUAL PROPERTY OPERATION Co.,Ltd. Address before: 214000 Xinhua Road, Wuxi province national high tech Industrial Development Zone, No. innovation Creative Industrial Park, building, room 109, B, China, Jiangsu Patentee before: JIANGSU GAOBO ZHIRONG TECHNOLOGY Co.,Ltd. |