CN101239908B - Method for preparing glycol methyl ether acetate - Google Patents
Method for preparing glycol methyl ether acetate Download PDFInfo
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- CN101239908B CN101239908B CN2008100338775A CN200810033877A CN101239908B CN 101239908 B CN101239908 B CN 101239908B CN 2008100338775 A CN2008100338775 A CN 2008100338775A CN 200810033877 A CN200810033877 A CN 200810033877A CN 101239908 B CN101239908 B CN 101239908B
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- methyl ether
- ether acetate
- glycol methyl
- ethyl acetate
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Abstract
The invention discloses a method for preparing glycol monomethyl ether acetate, comprising using ethyl acetate and glycol methyl ether as materials, performing ester changing reaction, using an organic titanium compound as the catalyst during the synthesis process, directly performing fractionation after reaction so as to obtain glycol monomethyl ether acetate, the reaction yield is above 95%. The catalyst synthesized in the invention has the advantages of: (1) high yield of 95.5-99.6%, (2) high catalyst activity and small usage which is 0.1-1% of the total weight of reaction materials; (3) gentle reaction condition, reaction under atmosphere pressure; (4) samll corrosion on the device and no environmental contamination.
Description
Technical field
The present invention relates to the organic chemistry synthesis technical field, especially a kind of ester-interchange method prepares the method for glycol methyl ether acetate.
Background technology
Existing ehter bond in the glycol ether acetic ester molecule, carbonyl is arranged again, and carbonyl has formed the structure of ester again, thereby it has the not available performance of common organic solvents, both solubilized organic molecules, synthetic or natural macromolecular compound, can dissolve each other with water or water-soluble cpds in various degree again, it is the low toxicity advanced industrial solvent of the good high boiling point bifunctional of a class, its performance is better than glycol ether, at automobile finish, container, mechanical means, art metal furniture, the utensil topcoating, printing ink, water soluble paint, multicolor spray paint, and paint remover, industrial cleaning agent, obtained in the production of products such as woodstain using widely.At present, output in domestic does not satisfy needs far away, most of dependence on import.Therefore, develop this series products and study its performance, have important theory and using value.
The synthetic technology of glycol methyl ether acetate has three kinds of direct esterification method, one-step synthesis and ester-interchange methods.The direct esterification method is to be raw material with acetic acid and ethylene glycol monomethyl ether, with sulfuric acid, phosphoric acid, tosic acid, Zeo-karb, molecular sieve carried TiO
2/ SO
4Rare-earth salts and layer pillared clays etc. are carried out esterification method for catalyzer.Because of generating water in the reaction process, and to neutralize usually during the separating reaction liquid of reaction back, operation such as washing, and reaction raw materials ethylene glycol monomethyl ether and product glycol methyl ether acetate solubleness in water is all very big, and this makes troubles just for Separation and Recovery, wastewater treatment.For this reason, improvement and the product separation that for many years improvement of this method is concentrated on catalyzer reclaims two aspects.One-step synthesis is to be raw material with oxyethane and ritalin, with hydrotalcite calcined material, ZrCl
4-N-Methyl pyrrolidone, Zr (OPr)
4-Et
3N and AlCl
3-Et
3N etc. are catalyzer, and raw materials cost is low, and reactant is formed simple, the product separate easily, and the purity height, but by product is many.Ester-interchange method is to be raw material with vinyl acetic monomer and ethylene glycol monomethyl ether, with aluminum alkoxide, titan-alkoxide, phosphoric acid, tosic acid and organic metal salt etc. is catalyzer, generate alcohol in the product and do not generate water, by product ethanol can be used as the raw material of synthesizing glycol ether, also avoid producing complicated moisture azeotropic system, simplified lock out operation.But at said process, exist catalyst activity low, shortcomings such as catalytic efficiency difference.
Summary of the invention
The purpose of this invention is to provide the method that a kind of product yield height, speed of reaction is fast, energy consumption is less ester-interchange method prepare glycol methyl ether acetate, in building-up process, be catalyzer with the organic titanic compound, after reaction finishes, directly rectification process can obtain glycol methyl ether acetate, and reaction yield reaches more than 95%.
The concrete technical scheme that realizes the object of the invention is:
A kind of preparation method of glycol methyl ether acetate, it comprises following concrete steps:
The 1st step transesterification reaction
In the three neck containers that have induction stirring, thermometer, rectifying column, adapting pipe, recovery flask, add ethyl acetate and ethylene glycol monomethyl ether, its mol ratio is 1～8: 1, add and account for the organic titanic compound of raw material gross weight 0.1～1% as catalyzer, carrying out reflux stirs, heating and temperature control is at 70～120 ℃, the ethanol that reaction is produced steams from still head upper end azeotropic, reacts to still head upper end temperature to be higher than ethyl acetate and ethanol azeotropic temperature (promptly not having ethanol steams) stops;
The purifying of the 2nd step product
The material that the last step was obtained carries out atmospheric distillation, collects 140～145 ℃ cut, obtains the water white transparency product and is glycol methyl ether acetate.
Described organic titanic compound is tetrabutyl titanate or isopropyl titanate.
Compared with prior art, advantage of the present invention is: (1) productive rate height is 95.5～99.6%; (2) catalyst activity height, catalyst levels is little, accounts for 0.1～1% of reaction raw materials gross weight; (3) reaction conditions gentleness, normal pressure is reaction down; (4) equipment corrosion is little, does not have environmental pollution etc.
Embodiment
Below will the present invention is further elaborated by specific embodiment:
Embodiment 1
The 1st step transesterification reaction
In the 250mL three-necked bottle that has induction stirring, thermometer, rectifying column, adapting pipe, recovery flask, add the 0.6mol ethyl acetate, 0.1mol ethylene glycol monomethyl ether, 0.1g tetrabutyl titanate catalyzer, carrying out reflux stirs, heating and temperature control is at 100 ℃, the ethanol that reaction is produced steams from still head upper end azeotropic, reacts to still head upper end temperature to be higher than ethyl acetate and ethanol azeotropic temperature (promptly not having ethanol steams) stops;
The purifying of the 2nd step product
After reaction finished, catalyzer need not to separate, and material directly carries out atmospheric distillation, collects 140～145 ℃ cut, obtains water white product and is glycol methyl ether acetate.Yield is 97%.
Embodiment 2-6
Except for the following differences, all the other are identical with embodiment 1, are 0.1mol at the ethylene glycol monomethyl ether consumption, and the tetrabutyl titanate consumption is 0.1g, and ethyl acetate is pressed table 1 consumption.
Table 1
Embodiment 7-11
Except for the following differences, all the other are identical with embodiment 1, are 0.1mol at the ethylene glycol monomethyl ether consumption, and the ethyl acetate consumption is 0.6mol, and tetrabutyl titanate is pressed table 2 consumption.
Table 2
Embodiment 12
With the isopropyl titanate is catalyzer, and all the other are identical with embodiment 1, and yield is 98%.
Claims (1)
1. the preparation method of a glycol methyl ether acetate is characterized in that it is is raw material with ethyl acetate and ethylene glycol monomethyl ether, uses organic titanic compound to be catalyzer, prepares glycol methyl ether acetate by transesterification reaction, specifically may further comprise the steps:
The 1st step transesterification reaction
In the three neck containers that have induction stirring, thermometer, rectifying column, adapting pipe, recovery flask, add ethyl acetate and ethylene glycol monomethyl ether, its mol ratio is 1～8: 1, add and account for the organic titanic compound of raw material gross weight 0.1～1% as catalyzer, carrying out reflux stirs, heating and temperature control is at 70～120 ℃, the ethanol that reaction is produced steams from still head upper end azeotropic, reacts to be higher than ethyl acetate and ethanol azeotropic temperature to still head upper end temperature and promptly not have ethanol and steam and stop;
The purifying of the 2nd step product
The material that the last step was obtained carries out atmospheric distillation, collects 140～145 ℃ cut, obtains the water white transparency product and is glycol methyl ether acetate;
Wherein: described organic titanic compound is tetrabutyl titanate or isopropyl titanate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008100338775A CN101239908B (en) | 2008-02-26 | 2008-02-26 | Method for preparing glycol methyl ether acetate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2008100338775A CN101239908B (en) | 2008-02-26 | 2008-02-26 | Method for preparing glycol methyl ether acetate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101239908A CN101239908A (en) | 2008-08-13 |
| CN101239908B true CN101239908B (en) | 2010-06-09 |
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ID=39931794
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2008100338775A Expired - Fee Related CN101239908B (en) | 2008-02-26 | 2008-02-26 | Method for preparing glycol methyl ether acetate |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1199043A (en) * | 1997-05-10 | 1998-11-18 | 许绍东 | Process for preparation of polyol alkyl ether acetates and polyol acetates |
-
2008
- 2008-02-26 CN CN2008100338775A patent/CN101239908B/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1199043A (en) * | 1997-05-10 | 1998-11-18 | 许绍东 | Process for preparation of polyol alkyl ether acetates and polyol acetates |
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| CN101239908A (en) | 2008-08-13 |
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Granted publication date: 20100609 Termination date: 20140226 |