CN101462950A - Method for preparing polyethyleneglycol (n) diacrylate - Google Patents
Method for preparing polyethyleneglycol (n) diacrylate Download PDFInfo
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- CN101462950A CN101462950A CN 200710151079 CN200710151079A CN101462950A CN 101462950 A CN101462950 A CN 101462950A CN 200710151079 CN200710151079 CN 200710151079 CN 200710151079 A CN200710151079 A CN 200710151079A CN 101462950 A CN101462950 A CN 101462950A
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- diacrylate
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Abstract
The invention belongs to a method for preparing polyethylene glycol (n) diacrylate ester, comprising the steps as follows: (1) polyethylene glycol (n), acrylic acid, catalyst, solvent and polymerization inhibitor are put into a reaction kettle to be fully mixed and stirred so as to form a mixture; (2) a steam valve of the reaction kettle is opened to slowly heat the mixture at the temperature of 70-90 DEG C for a 20-40min reaction; (3) when the temperature is increased to 80-120 DEG C, reflow is carried out for 3-5h and then the reaction is finished; (4) soda water solution and sodium chloride water solution are added into the mixture and after washing the upper organic phase is extracted; (5) the upper organic phase is separated from the solvent; (6) then cooling and filter pressing are carried out to obtain the end product. The method is simple in process, produces few by-products or little waste water, has good activity and flexibility, low color intensity, acidity, viscosity, and shrinking percentage, high yield coefficient and good quality.
Description
Technical field
The invention belongs to field of fine chemical, the preparation method of especially a kind of polyoxyethylene glycol (n) diacrylate.
Background technology
Polyoxyethylene glycol (n) diacrylate is the wider trifunctional acrylate monomer of a kind of range of application, and its outward appearance is colourless or light yellow liquid, and this product performance is for low volatilization, snappiness is good, skin irritation is low.Be mainly used in numerous areas such as coating, tackiness agent, electronics and matrix material.This product is the polyfunctional reactant diluting monomer, and the cured film of its formation has stronger wear resistance and rotproofness.Existing production method is to adopt the alcoholic acid esterification method, and is excessive with vinylformic acid, and toluene or benzene are the band water solvent, and sulfuric acid is that catalyzer makes final product, but has the following disadvantages: 1. by product of Sheng Chenging and waste water are more, and environmental pollution is more serious; 2. activity and snappiness are relatively poor; 3. colourity, acidity and viscosity are bigger, and easily muddy; 4. shrinking percentage height, yield are low, second-rate.
Summary of the invention
The objective of the invention is to overcome the deficiencies in the prior art, provide a kind of technology simple, the by product and the waste water of generation are less, activity and snappiness are better, colourity, acidity, viscosity and shrinking percentage are lower, yield height, the preparation method of the measured polyoxyethylene glycol of matter (n) diacrylate.
The present invention is achieved through the following technical solutions:
The preparation method of a kind of polyoxyethylene glycol (n) diacrylate, it is characterized in that: the step of its preparation method is:
(1). 55-60 parts of polyoxyethylene glycol (n), 40-45 parts in vinylformic acid, 1-10 parts of catalyzer, 40-60 parts of solvents and stopper 50-800ppm are put into reactor stir the formation mixed solution through thorough mixing;
(2). open the reactor steam valve and slowly heat, the control rate of heating makes its vapour pressure at 0.3-0.5Mpa, makes temperature be controlled at 70-90 ℃ and in this temperature maintenance 20-40 minutes reaction within 1h;
(3). continue the heating mixed solution, treat the 3-5h that refluxes when temperature rises to 80-120 ℃, reaction finishes;
(4). in mixed solution, add concentration and be 10% the soda ash aqueous solution and concentration and be 20% sodium chloride aqueous solution, wash 2-4 times standing demix, get upper organic phase;
(5). upper organic phase is sloughed solvent, and its vacuum degree control is greater than-0.09Mpa, and temperature is controlled at 60-80 ℃;
(6). the cooling press filtration promptly gets polyoxyethylene glycol (n) diacrylate finished product.
And described catalyzer is the wherein a kind of of tosic acid, methylsulphonic acid or silicotungstic acid.
And described solvent is wherein a kind of, the perhaps two or more mixture in toluene, benzene, normal hexane, the hexanaphthene.
And described stopper is wherein a kind of, perhaps two or more mixture of Resorcinol, MEHQ, thiodiphenylamine, copper sulfate, and its addition is respectively:
Resorcinol 100-250ppm;
MEHQ 100-500ppm;
Thiodiphenylamine 50-300ppm;
Copper sulfate 300-800ppm.
And, when adding stopper in the described reactor, adding discoloring agent 50-500ppm, this discoloring agent is an activated carbon.
Advantage of the present invention and beneficial effect are:
1. add additive among the preparation method of this polyoxyethylene glycol (n) diacrylate, and do not use sulfuric acid, optimized and produced required reaction environment, obviously reduced by product and wastewater flow rate, reduced the cost of administering blowdown, improved economic benefit.
2. among the preparation method of this polyoxyethylene glycol (n) diacrylate, be starting material with polyoxyethylene glycol (n), vinylformic acid, its wide material sources, the final product quality that this preparation method obtains is good, and yield is higher.
3. technology of the present invention is simple, and the by product and the waste water of generation are less, and activity and snappiness are better, and colourity, acidity, viscosity and shrinking percentage are lower, the yield height, and quality is good.
Embodiment
The present invention is described in further detail by following examples.Need to prove: following embodiment is illustrative, is not determinate, can not limit protection scope of the present invention with following embodiment.
Embodiment 1
The preparation method of a kind of polyoxyethylene glycol (n) diacrylate, the step of its preparation method is:
(1). polyoxyethylene glycol (n) 550g, vinylformic acid 400g, tosic acid 10g and toluene 400g are put into reactor, and add hydroquinone of polymerization retarder 100ppm, MEHQ 100ppm, thiodiphenylamine 50ppm, copper sulfate 300ppm, add discoloring agent activated carbon 50ppm simultaneously and in reaction system, stir the formation mixed solution through thorough mixing;
(2). open the reactor steam valve and slowly heat, the control rate of heating makes its vapour pressure at 0.3Mpa, makes temperature be controlled at 70 ℃ and in this temperature maintenance 20 minutes reaction within 1h;
(3). continue the heating mixed solution, backflow 3h when treating that temperature rises to 80 ℃, reaction finishes;
(4). in mixed solution, add concentration and be 10% the soda ash aqueous solution and concentration and be 20% sodium chloride aqueous solution, wash 3 times standing demix, get upper organic phase;
(5). upper organic phase is sloughed solvent, its vacuum degree control-more than the 0.09Mpa, temperature is controlled at 60 ℃;
(6). the cooling press filtration promptly gets polyoxyethylene glycol (n) diacrylate finished product.
Embodiment 2
The preparation method of a kind of polyoxyethylene glycol (n) diacrylate, the step of its preparation method is:
(1). polyoxyethylene glycol (n) 600g, vinylformic acid 450g, catalyzer 100g and solvent 600g are put into reactor, and add hydroquinone of polymerization retarder 250ppm, add discoloring agent activated carbon 500ppm simultaneously and in reaction system, stir the formation mixed solution through thorough mixing;
(2). open the reactor steam valve and slowly heat, the control rate of heating makes its vapour pressure at 0.5Mpa, makes temperature be controlled at 80 ℃ and in this temperature maintenance 40 minutes reaction within 1h;
(3). continue the heating mixed solution, backflow 5h when treating that temperature rises to 118 ℃, reaction finishes;
(4). in mixed solution, add concentration and be 10% the soda ash aqueous solution and concentration and be 20% sodium chloride aqueous solution, wash 3 times standing demix, get upper organic phase;
(5). upper organic phase is sloughed solvent, its vacuum degree control-more than the 0.09Mpa, temperature is controlled at 80 ℃;
(6). the cooling press filtration promptly gets polyoxyethylene glycol (n) diacrylate finished product.
The preparation method's of this polyoxyethylene glycol (n) diacrylate catalyzer can be for tosic acid, methylsulphonic acid or silicotungstic acid wherein a kind of; Solvent is one or several in toluene, benzene, normal hexane, the hexanaphthene, and perhaps two or more mixtures can use several solvent by arbitrary proportion when the preparation solvent.
Claims (5)
1. the preparation method of a polyoxyethylene glycol (n) diacrylate, it is characterized in that: the step of its preparation method is:
(1). 55-60 parts of polyoxyethylene glycol (n), 40-45 parts in vinylformic acid, 1-10 parts of catalyzer, 40-60 parts of solvents and stopper 50-800ppm are put into reactor stir the formation mixed solution through thorough mixing;
(2). open the reactor steam valve and slowly heat, the control rate of heating makes its vapour pressure at 0.3-0.5Mpa, makes temperature be controlled at 70-90 ℃ and in this temperature maintenance 20-40 minutes reaction within 1h;
(3). continue the heating mixed solution, treat the 3-5h that refluxes when temperature rises to 80-120 ℃, reaction finishes;
(4). in mixed solution, add concentration and be 10% the soda ash aqueous solution and concentration and be 20% sodium chloride aqueous solution, wash 2-4 times standing demix, get upper organic phase;
(5). upper organic phase is sloughed solvent, and its vacuum degree control is greater than-0.09Mpa, and temperature is controlled at 60-80 ℃;
(6). the cooling press filtration promptly gets polyoxyethylene glycol (n) diacrylate finished product.
2. the preparation method of polyoxyethylene glycol according to claim 1 (n) diacrylate is characterized in that: described catalyzer is the wherein a kind of of tosic acid, methylsulphonic acid or silicotungstic acid.
3. the preparation method of polyoxyethylene glycol according to claim 1 (n) diacrylate is characterized in that: described solvent is wherein a kind of, the perhaps two or more mixture in toluene, benzene, normal hexane, the hexanaphthene.
4. the preparation method of polyoxyethylene glycol according to claim 1 (n) diacrylate, it is characterized in that: described stopper is the wherein a kind of of Resorcinol, MEHQ, thiodiphenylamine, copper sulfate, perhaps two or more mixtures, its addition is respectively:
Resorcinol 100-250ppm;
MEHQ 100-500ppm;
Thiodiphenylamine 50-300ppm;
Copper sulfate 300-800ppm.
5. the preparation method of polyoxyethylene glycol according to claim 1 (n) diacrylate is characterized in that: when adding stopper in the described reactor, add discoloring agent 50-500ppm, this discoloring agent is an activated carbon.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710151079 CN101462950A (en) | 2007-12-17 | 2007-12-17 | Method for preparing polyethyleneglycol (n) diacrylate |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710151079 CN101462950A (en) | 2007-12-17 | 2007-12-17 | Method for preparing polyethyleneglycol (n) diacrylate |
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| Publication Number | Publication Date |
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| CN101462950A true CN101462950A (en) | 2009-06-24 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN 200710151079 Pending CN101462950A (en) | 2007-12-17 | 2007-12-17 | Method for preparing polyethyleneglycol (n) diacrylate |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103539667A (en) * | 2013-09-26 | 2014-01-29 | 上海维凯化学品有限公司 | Preparation method of low chroma o-phenyl phenoxyethyl acrylic ester |
| CN111117632A (en) * | 2019-12-24 | 2020-05-08 | 陈红喜 | Preparation method of salt-tolerant water-retaining agent |
-
2007
- 2007-12-17 CN CN 200710151079 patent/CN101462950A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103539667A (en) * | 2013-09-26 | 2014-01-29 | 上海维凯化学品有限公司 | Preparation method of low chroma o-phenyl phenoxyethyl acrylic ester |
| CN103539667B (en) * | 2013-09-26 | 2015-06-17 | 上海维凯光电新材料有限公司 | Preparation method of low chroma o-phenyl phenoxyethyl acrylic ester |
| CN111117632A (en) * | 2019-12-24 | 2020-05-08 | 陈红喜 | Preparation method of salt-tolerant water-retaining agent |
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Open date: 20090624 |