CN101462960A - Method for preparing ethoxylated neopentylglycol diacrylate - Google Patents
Method for preparing ethoxylated neopentylglycol diacrylate Download PDFInfo
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- CN101462960A CN101462960A CN 200710151077 CN200710151077A CN101462960A CN 101462960 A CN101462960 A CN 101462960A CN 200710151077 CN200710151077 CN 200710151077 CN 200710151077 A CN200710151077 A CN 200710151077A CN 101462960 A CN101462960 A CN 101462960A
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- neopentylglycol diacrylate
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- ethoxylated neopentylglycol
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Abstract
The invention belongs to a method for preparing propoxylation neopentylglycol diacrylate ester, comprising the steps as follows: (1) epoxy propane, neopentylglycol, acrylic acid, catalyst, solvent and polymerization inhibitor are put into a reaction kettle to form a mixture; (2) a valve is opened to slowly heat the mixture, and the temperature is controlled and maintained at 60-90 DEG C for a 20-40min reaction; (3) the mixture is continued to be heated to the temperature of 80-120 DEG C to react for 3-4h, then reflow is carried out for 5-7h, and then the reaction is finished; (4) soda water solution and sodium chloride water solution are added into the mixture, and after washing, quiescence and demixing the upper organic phase is extracted; (5) the upper organic phase is separated from the solvent; (6) and then cooling and pressing are carried out to obtain the end product. The method has simple process, high yield coefficient, good activity and flexibility, low color intensity, shrinking percentage and irritation, and good quality, and produces few by-products or little waste water.
Description
Technical field
The invention belongs to field of fine chemical, especially a kind of preparation method of ethoxylated neopentylglycol diacrylate fat.
Background technology
The product of conventional industries such as countries in the world coating, printing ink, tackiness agent, weaving is brought in constant renewal in recent years; new high-tech industry fast development such as electronics, information, communication and environment protection strict day by day is for the Application and Development of acrylate provides wide market.Acrylate is the important source material of preparation radiation curing product, high solid coating, powder coating, water soluble resin, polymeric flocculant, textile auxiliary agent, crosslinked polymer properties-correcting agent, petroleum pour depressant etc.Though acrylate output is little, its complex structure, of a great variety.Can be divided into polyfunctional acrylic ester, monofunctional acrylate (comprising high alkyl acrylate, extraordinary functional group's acrylate, special construction acrylate) and oligopolymer acrylate by its structure.The cured film that the acrylics material easily forms has stronger wear resistance, erosion resistance, is present most widely used polyfunctional reactant diluting monomer.Ethoxylated neopentylglycol diacrylate is a difunctional monomer, can be used as reactive thinner and is used for the EB radio polymerization, and with the acrylic acid series oligomer good intermiscibility is arranged.Existing production method mostly adopts alkyd direct esterification method, though can access corresponding product, still has following defective: 1. product complex process, and the low colourity of yield is higher, and acidity and viscosity are higher; 2. activity and snappiness are relatively poor; 3. shrinking percentage and pungency are bigger, and human body skin is produced stimulates easily; 4. by product of Sheng Chenging and wastewater flow rate are more, and be more serious to environmental influence; 5. production cost height, 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, yield height, colourity are low, activity and snappiness are better, shrinking percentage and pungency are less, and it is less to generate by product and wastewater flow rate, and quality is the preparation method of ethoxylated neopentylglycol diacrylate fat preferably.
The present invention is achieved through the following technical solutions:
A kind of preparation method of ethoxylated neopentylglycol diacrylate fat is characterized in that: the step of its preparation method is:
(1). 50-55 parts of propylene oxide, 45-50 parts of neopentyl glycol, 39-43 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 60-90 ℃ and in this temperature maintenance 20-40 minutes reaction within 1h;
(3). continue the heating mixed solution, treat that temperature rises to 80-120 ℃ of reaction 3-4h, the 5-7h that refluxes then, temperature is controlled at 80-120, and 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 binder promptly gets ethoxylated neopentylglycol diacrylate fat 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. the preparation method of this ethoxylated neopentylglycol diacrylate fat is starting material with propylene oxide, neopentyl glycol, vinylformic acid, adds certain quantity of additive, and catalyzer and solvent make final product ethoxylated neopentylglycol diacrylate fat.Present method material cost is low, and wide material sources, and the finished product pungency of producing is lower are less to the human body skin influence, and generate wastewater flow rate and the less environmental pollution degree of by product lower.
2. among the preparation method of this ethoxylated neopentylglycol diacrylate fat, to various starting material, additive, catalyzer and solvent feed ratio carry out strictness control, realized that viscosity is low, shrinking percentage is low, and the quality of the finished product and yield have had tangible improvement, have increased substantially economic benefit.
3. technology of the present invention is simple, the yield height, and activity and snappiness are better, and colourity, shrinking percentage and pungency are lower, and it is less to generate by product and wastewater flow rate, and quality is better.
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.
Need to prove: what the preparation method's of this ethoxylated neopentylglycol diacrylate fat catalyzer can be for tosic acid, methylsulphonic acid or silicotungstic acid is 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.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.
In reactor, add in the stopper, can add discoloring agent activated carbon 50-500ppm.
Embodiment 1
A kind of preparation method of ethoxylated neopentylglycol diacrylate fat, the step of its preparation method is:
(1). propylene oxide 500g, neopentyl glycol 450g, vinylformic acid 390g, catalyzer 10g and solvent 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, treat that temperature rises to 80 ℃ of reaction 3h, the 5h that refluxes then, temperature is controlled at 80 ℃, and 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 binder promptly gets ethoxylated neopentylglycol diacrylate fat finished product.
Embodiment 2
A kind of preparation method of ethoxylated neopentylglycol diacrylate fat, the step of its preparation method is:
(1). propylene oxide 550g, neopentyl glycol 500g, vinylformic acid 430g, 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 and form 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, treat that temperature rises to 120 ℃ of reaction 4h, the 7h that refluxes then, temperature is controlled at 120 ℃, and 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 binder promptly gets ethoxylated neopentylglycol diacrylate fat finished product.
Claims (5)
1. the preparation method of an ethoxylated neopentylglycol diacrylate fat, it is characterized in that: the step of its preparation method is:
(1). 50-55 parts of propylene oxide, 45-50 parts of neopentyl glycol, 39-43 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 60-90 ℃ and in this temperature maintenance 20-40 minutes reaction within 1h;
(3). continue the heating mixed solution, treat that temperature rises to 80-120 ℃ of reaction 3-4h, the 5-7h that refluxes then, temperature is controlled at 80-120, and 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 binder promptly gets ethoxylated neopentylglycol diacrylate fat finished product.
2. the preparation method of ethoxylated neopentylglycol diacrylate fat according to claim 1 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 ethoxylated neopentylglycol diacrylate fat according to claim 1 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 ethoxylated neopentylglycol diacrylate fat according to claim 1, 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 ethoxylated neopentylglycol diacrylate fat according to claim 1 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 200710151077 CN101462960A (en) | 2007-12-17 | 2007-12-17 | Method for preparing ethoxylated neopentylglycol diacrylate |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710151077 CN101462960A (en) | 2007-12-17 | 2007-12-17 | Method for preparing ethoxylated neopentylglycol diacrylate |
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| CN101462960A true CN101462960A (en) | 2009-06-24 |
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| CN 200710151077 Pending CN101462960A (en) | 2007-12-17 | 2007-12-17 | Method for preparing ethoxylated neopentylglycol diacrylate |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106397134A (en) * | 2016-08-31 | 2017-02-15 | 浙江皇马科技股份有限公司 | Preparation method of bis-hydroxypropyl neopentyl glycol ether |
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2007
- 2007-12-17 CN CN 200710151077 patent/CN101462960A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106397134A (en) * | 2016-08-31 | 2017-02-15 | 浙江皇马科技股份有限公司 | Preparation method of bis-hydroxypropyl neopentyl glycol ether |
| CN106397134B (en) * | 2016-08-31 | 2018-11-27 | 浙江皇马科技股份有限公司 | A kind of preparation method of bis-hydroxypropyl neopentyl glycol ether |
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Open date: 20090624 |