CN103288640A - Synthesis method of hydroxypropyl acrylate - Google Patents
Synthesis method of hydroxypropyl acrylate Download PDFInfo
- Publication number
- CN103288640A CN103288640A CN2013101940950A CN201310194095A CN103288640A CN 103288640 A CN103288640 A CN 103288640A CN 2013101940950 A CN2013101940950 A CN 2013101940950A CN 201310194095 A CN201310194095 A CN 201310194095A CN 103288640 A CN103288640 A CN 103288640A
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- CN
- China
- Prior art keywords
- molecular sieve
- propylene glycol
- zeolite molecular
- glycol monoacrylate
- hydroxypropyl acrylate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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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 invention discloses a synthesis method of hydroxypropyl 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 65-70 DEG C, and reacting for 2-3 hours; and distilling to obtain the hydroxypropyl 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 hydroxypropyl 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 Propylene glycol monoacrylate.
Background technology
Propylene glycol monoacrylate (CAS:25584-83-2) 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.
Propylene glycol monoacrylate is reacted in the presence of catalyzer by vinylformic acid and propylene oxide 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 Propylene glycol monoacrylate is disclosed as CN102267905A, adopt iron trichloride to make catalyzer, be stopper with the MEHQ, 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 hydroxypropyl acrylate 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 Propylene glycol monoacrylate, step is as follows:
Vinylformic acid is joined in the reactor, add the magnetic zeolite molecular sieve again, add propylene oxide after stirring again, reactor is heated to 65～70 ℃, reaction 2～3h, and distillation obtains Propylene glycol monoacrylate.
Further, described magnetic zeolite molecular sieve is pressed 3～5% addings of vinylformic acid quality.
Further, described propylene oxide 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, has meso-hole structure by the magnetic zeolite molecular sieve, utilize reacting that its duct can the property selected, suppressed the generation of side reaction, need not to re-use stopper, thereby be conducive to the product separation purifying, and the productive rate of Propylene glycol monoacrylate can reach more than 97%, and 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 the 80g propylene oxide again, the off-response still is heated to 65 ℃, react after 3 hours, underpressure distillation is collected and is obtained 174g Propylene glycol monoacrylate (productive rate 97%, purity 99.0%).
Embodiment 2
100g vinylformic acid is joined in the reactor, add 5g magnetic zeolite molecular sieve again, stir, add the 76.8g propylene oxide again, the off-response still is heated to 68 ℃, react after 3 hours, underpressure distillation is collected and is obtained 168.4g Propylene glycol monoacrylate (productive rate 98%, purity 99.2%).
Embodiment 3
100g vinylformic acid is joined in the reactor, add 4g magnetic zeolite molecular sieve again, stir, add the 78g propylene oxide again, the off-response still is heated to 70 ℃, react after 2 hours, underpressure distillation is collected and is obtained 170g Propylene glycol monoacrylate (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 Propylene glycol monoacrylate still can reach more than 92%.
Claims (3)
1. the synthetic method of a Propylene glycol monoacrylate 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 propylene oxide after stirring again, reactor is heated to 65～70 ℃, reaction 2～3h, and distillation obtains Propylene glycol monoacrylate.
2. according to the synthetic method of the described Propylene glycol monoacrylate 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 Propylene glycol monoacrylate of claim 1, it is characterized in that described propylene oxide and acrylic acid mol ratio are 1:1.01～1.05.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013101940950A CN103288640A (en) | 2013-05-23 | 2013-05-23 | Synthesis method of hydroxypropyl acrylate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013101940950A CN103288640A (en) | 2013-05-23 | 2013-05-23 | Synthesis method of hydroxypropyl acrylate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN103288640A true CN103288640A (en) | 2013-09-11 |
Family
ID=49090243
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2013101940950A Pending CN103288640A (en) | 2013-05-23 | 2013-05-23 | Synthesis method of hydroxypropyl acrylate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103288640A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114835578A (en) * | 2022-06-10 | 2022-08-02 | 安徽三禾化学科技有限公司 | Preparation method of hydroxypropyl acrylate |
-
2013
- 2013-05-23 CN CN2013101940950A patent/CN103288640A/en active Pending
Non-Patent Citations (5)
| Title |
|---|
| 刘福安等: "分子筛催化羧酸与环氧化合物的加成反应", 《应用化学》 * |
| 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）》 * |
| 曹吉林等: "磁性4A沸石分子筛的合成与表征", 《天津大学学报》 * |
| 曹彩红等: "甲基丙烯酸缩水甘油酯合成及其催化剂研究现状", 《江苏化工》 * |
| 汪多仁: "丙烯酸酯的开发与应用进展", 《增塑剂》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114835578A (en) * | 2022-06-10 | 2022-08-02 | 安徽三禾化学科技有限公司 | Preparation method of hydroxypropyl acrylate |
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| AD01 | Patent right deemed abandoned |
Effective date of abandoning: 20160406 |
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| C20 | Patent right or utility model deemed to be abandoned or is abandoned |