CN101462952A - Method for preparing neopentylglycol diacrylate - Google Patents
Method for preparing neopentylglycol diacrylate Download PDFInfo
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- CN101462952A CN101462952A CN 200710151069 CN200710151069A CN101462952A CN 101462952 A CN101462952 A CN 101462952A CN 200710151069 CN200710151069 CN 200710151069 CN 200710151069 A CN200710151069 A CN 200710151069A CN 101462952 A CN101462952 A CN 101462952A
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Abstract
The invention belongs to a method for preparing neopentyl glycol diacrylate ester, comprising the steps as follows: (1) neopentyl glycol, 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, within 1h the temperature is controlled and maintained at 50-80 DEG C for a 20-40min reaction; (3) when the temperature is increased to 70-120 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 has simple process, high yield coefficient, low color intensity, good activity and flexibility, low shrinking percentage 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 neopentylglycol diacrylate.
Background technology
Neopentylglycol diacrylate (NPGDA) is a kind of important trifunctional acrylate monomer, and its molecular formula is C
11H
16O
4, molecular weight is 212, is soluble in organic solvents such as low-carbon alcohol, aromatic hydrocarbon, and is water insoluble.Outward appearance is colourless or light yellow transparent oily liquid, is widely used in numerous areas, and for example: light is coated with the making of printing, tackiness agent, matrix material, photo-cured coating, printing ink, flexible printing product, photoresist material, solder resist, resist and mould.At present the production method of neopentylglycol diacrylate is mainly alkyd direct esterification method, though can access corresponding product, still has following defective: 1. the product complex process,, yield and colourity are lower, 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, and be active and snappiness is better, and shrinking percentage is less, and generation by product and wastewater flow rate are less, and quality is the preparation method of neopentylglycol diacrylate preferably.
The present invention is achieved through the following technical solutions:
A kind of preparation method of neopentylglycol diacrylate is characterized in that: the step of its preparation method is:
(1). 38-42 parts of neopentyl glycol, 58-62 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 50-80 ℃ 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 70-120 ℃, 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 70-90 ℃;
(6). the cooling press filtration promptly gets neopentylglycol diacrylate.
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 neopentylglycol diacrylate is starting material with neopentyl glycol, vinylformic acid, adds certain quantity of additive, and catalyzer and solvent make the final product neopentylglycol diacrylate.The by product that present method generates is less, and quality product is higher and highly stable, and material cost is low, wide material sources.
2. among the preparation method of this neopentylglycol diacrylate, to various starting material, additive, catalyzer and solvent feed ratio carry out strictness control, each reactant is fully reacted, and the waste water of generation is less, has alleviated the cost to the pollution and the improvement of environment, and the finished product viscosity is low, shrinking percentage is low, activity and snappiness are better, and productive rate obviously improves, and have improved economic benefit greatly.
3. technology of the present invention is simple, and yield height, colourity are low, and is active and snappiness is better, and shrinking percentage is less, and generation by product and wastewater flow rate are less, 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: among the preparation method of this neopentylglycol diacrylate, what its catalyzer can be for tosic acid, methylsulphonic acid or silicotungstic acid is wherein a kind of; Solvent is the one or more kinds of mixtures in toluene, benzene, normal hexane, the hexanaphthene, can several solvent be used by arbitrary proportion when the preparation solvent.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 neopentylglycol diacrylate, the step of its preparation method is:
(1). neopentyl glycol 380g, vinylformic acid 580g, 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 50 ℃ and in this temperature maintenance 20 minutes reaction within 1h;
(3). continue the heating mixed solution, backflow 3h when treating that temperature rises to 70 ℃, 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 70 ℃;
(6). the cooling press filtration promptly gets neopentylglycol diacrylate.
Embodiment 2
A kind of preparation method of neopentylglycol diacrylate, the step of its preparation method is:
(1). neopentyl glycol 420g, vinylformic acid 620g, 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 70 ℃ and in this temperature maintenance 40 minutes reaction within 1h;
(3). continue the heating mixed solution, backflow 5h when treating that temperature rises to 116 ℃, 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 90 ℃;
(6). the cooling press filtration promptly gets neopentylglycol diacrylate.
Claims (5)
1. the preparation method of a neopentylglycol diacrylate, it is characterized in that: the step of its preparation method is:
(1). 38-42 parts of neopentyl glycol, 58-62 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 50-80 ℃ 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 70-120 ℃, 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 70-90 ℃;
(6). the cooling press filtration promptly gets neopentylglycol diacrylate.
2. the preparation method of neopentylglycol diacrylate according to claim 1, it 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 neopentylglycol diacrylate according to claim 1, it 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 neopentylglycol diacrylate 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 neopentylglycol diacrylate 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 200710151069 CN101462952A (en) | 2007-12-17 | 2007-12-17 | Method for preparing neopentylglycol diacrylate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710151069 CN101462952A (en) | 2007-12-17 | 2007-12-17 | Method for preparing neopentylglycol diacrylate |
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| CN101462952A true CN101462952A (en) | 2009-06-24 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200710151069 Pending CN101462952A (en) | 2007-12-17 | 2007-12-17 | Method for preparing neopentylglycol diacrylate |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102548948A (en) * | 2009-10-08 | 2012-07-04 | 奥克塞有限公司 | Process for preparing polyol esters |
| CN108586237A (en) * | 2018-05-18 | 2018-09-28 | 南京林业大学 | A kind of preparation method of neopentyl glycol dimethacrylate |
| CN111138280A (en) * | 2019-12-24 | 2020-05-12 | 上海博栋化学科技有限公司 | Photoresist resin monomer synthesized from 3-ethylbicyclo [3.3.1] nonane-2, 4-diketone and synthesis method thereof |
-
2007
- 2007-12-17 CN CN 200710151069 patent/CN101462952A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102548948A (en) * | 2009-10-08 | 2012-07-04 | 奥克塞有限公司 | Process for preparing polyol esters |
| CN102548948B (en) * | 2009-10-08 | 2015-05-27 | 奥克塞有限公司 | Process for preparing polyol esters |
| CN108586237A (en) * | 2018-05-18 | 2018-09-28 | 南京林业大学 | A kind of preparation method of neopentyl glycol dimethacrylate |
| CN111138280A (en) * | 2019-12-24 | 2020-05-12 | 上海博栋化学科技有限公司 | Photoresist resin monomer synthesized from 3-ethylbicyclo [3.3.1] nonane-2, 4-diketone and synthesis method thereof |
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Open date: 20090624 |