CN103288639B - A kind of synthetic method of Hydroxyethyl acrylate - Google Patents
A kind of synthetic method of Hydroxyethyl acrylate Download PDFInfo
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- CN103288639B CN103288639B CN201310194094.6A CN201310194094A CN103288639B CN 103288639 B CN103288639 B CN 103288639B CN 201310194094 A CN201310194094 A CN 201310194094A CN 103288639 B CN103288639 B CN 103288639B
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- hydroxyethyl acrylate
- synthetic method
- reactor
- molecular sieve
- zeolite molecular
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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
Abstract
The present invention discloses a kind of synthetic method of Hydroxyethyl acrylate, the step of this synthetic method is as follows: joined by vinylformic acid in reactor, add magnetic zeolite molecular sieve again, oxyethane is added again after stirring, reactor is heated to 60 ~ 65 DEG C, reaction 2 ~ 3h, distillation obtains Hydroxyethyl acrylate.After the present invention adopts magnetic zeolite sieve peg-raking catalyst, without the need to re-using stopper, thus be conducive to product separation purifying, and the productive rate of Hydroxyethyl acrylate can reach more than 96%, the recyclable recycling of catalyzer, reducing synthesis cost.
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 cross-linking functional group's monomer of acrylic resin.
Hydroxyethyl acrylate reacts obtained in the presence of a catalyst by vinylformic acid and oxyethane, be polymerized in reaction process for preventing material vinylformic acid, reaction needs to add stopper usually, as Resorcinol, methyl hydroquinone, anthracene, phenothiazine, phenothiazine, hydroquinone monomethyl ether and MEHQ etc., what catalyzer was conventional has pyridine, trichlorine assumed name aluminium, alkali metal salts of acrylic acids, organo-chromium compound, trivalent iron salt or organoiron compound, organophosphorus or sulphur compound etc., as CN101906036A discloses a kind of synthetic method of Hydroxyethyl acrylate, iron trichloride is adopted to make catalyzer, take Resorcinol as stopper, but existing synthetic method catalyzer cannot be accomplished to recycle.
Summary of the invention
The object of the invention is to solve the defect that existing method cannot reclaim catalyzer, a kind of method of acrylic acid synthesizing hydroxyl ethyl ester of catalyzer recoverable is provided.
It is as follows that the present invention realizes the technical scheme that above-mentioned purpose adopts:
A synthetic method for Hydroxyethyl acrylate, step is as follows:
Joined in reactor by vinylformic acid, then add magnetic zeolite molecular sieve, add oxyethane again after stirring, reactor is heated to 60 ~ 65 DEG C, and reaction 2 ~ 3h, distillation obtains Hydroxyethyl acrylate.
Further, described magnetic zeolite molecular sieve adds by 3 ~ 5% of vinylformic acid quality.
Further, described oxyethane and acrylic acid mol ratio are 1:(1.01 ~ 1.05).
Compared with the conventional method, after the present invention adopts magnetic zeolite sieve peg-raking catalyst, without the need to re-using stopper, thus be conducive to product separation purifying, and the productive rate of Hydroxyethyl acrylate can reach more than 96%, by product is few, and this may to have meso-hole structure relevant with zeolite molecular sieve, the recyclable recycling of catalyzer, reduces synthesis cost.
specific embodiment mode
Below in conjunction with embodiment, the present invention is described in further details.
Magnetic zeolite molecular sieve of the present invention be according to " syntheses and properties of magnetic 4A zeolite molecular sieve " such as Cao Jilin [
university Of Tianjin's journal42nd volume the 2nd phase in 2009] " 1.3 product synthetic method " synthesis of the 184th page obtains.
Embodiment 1
100g vinylformic acid is joined in reactor, then adds 3g magnetic zeolite molecular sieve, stir, add 60.5g oxyethane again, off-response still, be heated to 65 DEG C, 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 reactor, then adds 5g magnetic zeolite molecular sieve, stir, add 58.2g oxyethane again, off-response still, be heated to 60 DEG C, 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 reactor, then adds 4g magnetic zeolite molecular sieve, stir, add 59g oxyethane again, off-response still, be heated to 63 DEG C, 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: reclaim the magnetic zeolite molecular sieve in reaction solution with electro-magnet, the magnetic zeolite molecular sieve reclaimed is calcined 2 ~ 3 hours in 180 ~ 200 DEG C after washing, after magnetic zeolite molecular sieve recycle and reuse 8 times, the productive rate of Hydroxyethyl acrylate still can reach more than 93%.
Claims (1)
1. a synthetic method for Hydroxyethyl acrylate, is characterized in that, the step of described synthetic method is as follows:
Joined in reactor by vinylformic acid, then add magnetic 4A zeolite molecular sieve, add oxyethane again after stirring, reactor is heated to 60 ~ 65 DEG C, reaction 2 ~ 3h, and distillation obtains Hydroxyethyl acrylate;
Described magnetic 4A zeolite molecular sieve adds by 3 ~ 5% of vinylformic acid quality;
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 |
Publications (2)
| Publication Number | Publication Date |
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| CN103288639A CN103288639A (en) | 2013-09-11 |
| CN103288639B true 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 |
|---|
| 丙烯酸酯的开发与应用进展;汪多仁;《增塑剂》;20061231(第3期);第31页右栏第3段，第31页左栏第3段 * |
| 改性分子筛催化酯化反应的研究;周宏等;《安庆师院学报（自然科学版）》;19950228;第1卷(第1期);第1页第1段，第2页第4段 * |
| 磁性4A沸石分子筛的合成与表征;曹吉林等;《天津大学学报》;20090228;第42卷(第2期);第483页摘要 * |
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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. |
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