CN1044457A - A kind of industrial process of ethyl glycollate - Google Patents
A kind of industrial process of ethyl glycollate Download PDFInfo
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- CN1044457A CN1044457A CN 89105014 CN89105014A CN1044457A CN 1044457 A CN1044457 A CN 1044457A CN 89105014 CN89105014 CN 89105014 CN 89105014 A CN89105014 A CN 89105014A CN 1044457 A CN1044457 A CN 1044457A
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- ethyl glycollate
- industrial process
- oxyacetic acid
- glycollate
- ethyl
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Abstract
A kind of is raw material is produced ethyl glycollate through oxyacetic acid industrial process with the halogenated acetic acids, characteristics of the present invention are principles of utilizing azeotropic to anhydrate, in water distilling apparatus, be catalyzer with the acidic cpd, employing and water, the solvent that the ethanol azeotropic point is low are dewatering agent, and oxyacetic acid is produced ethyl glycollate with the ethanol direct esterification.This processing method has that production method is simple and direct, reliable, short yield height of cycle, device structure rationally, be easy to advantage such as control, and all recyclable utilization of byproduct.
Description
The invention relates to the halogenated acetic acids is raw material is produced ethyl glycollate through oxyacetic acid industrial process.
Oxyacetic acid structurally contains hydroxyl and carboxyl simultaneously, and easily intermolecular esterification is carried out in dehydration, is difficult to produce ethyl glycollate from the oxyacetic acid direct esterification.Existing in the world at present several production methods are according to the existing method of ethanol production acetoacetic ester indirectly such as pressurization, cyanalcohol method, ester-interchange method that adopts of report.For example:
1. I Org Chem, 15,901～7(1950) is a raw material with dioxan, formaldehyde, HCN, through CH
2(OH) CN forms ethyl glycollate with ethanol, hydrochloric acid reflux decomposition again, and yield is 50%.
2. Ing, Eng, Chem, 51,139～42(1959) introduce with ethanol and Paraformaldehyde 96, NiI
2-Sio
2Containing 94%CO, 6%N
2Mixed gas exists down, at 200kg/cm
2, heating 3 hours under 200 ℃ of conditions, can be converted into ethyl glycollate 24～50%.
3. E, Pnysik, Chem, 38,184～202(1963) are in ebullated bed, and ethyl diazoacetate resolves into ethyl glycollate and N by the polystyrolsulfon acid catalyzer
2
By top listed method as can be seen, all do not produce ethyl glycollate through esterification by oxyacetic acid, and the operational path complexity, appointed condition is had relatively high expectations, and yield is also lower.
The object of the invention order is: seeking a kind of halogenated acetic acids that is suitable for is raw material is produced ethyl ester through oxyacetic acid simple and direct effective commercial run.
The object of the present invention is achieved like this: this technology is that halogenated acetic acids, carbonate, yellow soda ash or salt of wormwood and water are reacted under reflux temperature, and the reaction times was at 8～20 hours; Then through distillation (or decompression) dehydration, dewater again behind the filtering halogen and make oxyacetic acid, with oxyacetic acid and dehydrated alcohol and with water, ethanol azeotropic point be 50～75 ℃ azeotropy dehydrant, as mixing such as tetracol phenixin or chloroform or benzene, with the vitriol oil or HCl is that catalyzer carries out esterification, and temperature of reaction is 60～125 ℃, 5～10 hours reaction times, carry out rectifying after the reaction, the cut of collecting under 69 ± 1%/25mmHg is ethyl glycollate immediately.
The present invention is owing to adopted with oxyacetic acid direct esterification production ethyl glycollate, and therefore have following advantage: production method is simple and direct, reliable, and the cycle is short, the yield height; Device structure is reasonable, is easy to control.The ethyl glycollate of being produced also have delicate fragrance, nontoxic, purity is high, no impurity taste, is applicable to advantages such as synthetic.The present invention also has the advantage that recycles after solvent and the processing such as ethanol recovery and drying, thereby has reduced raw material consumption, so this technology is the good industrial process of producing ethyl glycollate at present.
To be further described specific embodiments of the present invention by embodiment below:
Embodiment 1
In reactor, drop into 47, the 25kg pure water, 29, the anhydrous sodium carbonate of 5kg, the 215kg pure water, back flow reaction 11 hours, through distillation dehydration, remove by filter behind the sodium-chlor again that dehydration can obtain oxyacetic acid crude product 36kg, in another reactor, drop into above-mentioned oxyacetic acid crude product, add 85 liter dehydrated alcohols, 35 liter benzene, 0.9kg the vitriol oil, heating is 8 hours under normal pressure, and temperature is 60～125 ℃, react and distill, steaming desolventizes the back and collects 69 ± 1 ℃/25mmHg fraction, and productive rate is 60%～83%, and content is greater than 98%.
Embodiment 2
In reactor, drop into 69.5kg bromoacetic acid, 36.5kg Anhydrous potassium carbonate, 190kg pure water, back flow reaction 18 hours, decompression dehydration, removing by filter behind the Potassium Bromide again, dehydration can obtain oxyacetic acid crude product 37kg to doing, in another reactor, drop into above-mentioned oxyacetic acid crude product, add 150 liter dehydrated alcohols, 70 liter chloroforms, 0.3kg hydrochloric acid, normal pressure heated 5 hours down, temperature is 60～125 ℃ reacts, and redistillation, steaming desolventize 69 ± 1 ℃/25mmHg of back collection fraction and be ethyl glycollate.
Claims (5)
1, a kind of industrial process of ethyl glycollate, it is characterized in that it is that halogenated acetic acids, carbonate and water are reacted under reflux temperature, reaction times was at 8～20 hours, behind distillation (or decompression) dehydration, filtering halogen, dewater again then and make oxyacetic acid, oxyacetic acid and dehydrated alcohol and the lower dewatering agent of azeotropic point are mixed, carry out esterification with the vitriol oil or HCL catalyzer, carry out rectifying after the reaction, the fraction under 69 ± 1 ℃/25mmHg is ethyl glycollate.
2, the industrial process of a kind of ethyl glycollate according to claim 1 is characterized in that halogenated acetic acids is meant Mono Chloro Acetic Acid and bromoacetic acid.
3, the industrial process of a kind of ethyl glycollate according to claim 1 is characterized in that carbonate mainly is meant salt of wormwood and yellow soda ash.
4, the industrial process of a kind of ethyl glycollate according to claim 1, it is characterized in that the lower dewatering agent of azeotropic point be meant with water, ethanol azeotropic point be 50～75 ℃ azeotropy dehydrant, as tetracol phenixin, chloroform, benzene etc.
5, the industrial process of a kind of ethyl glycollate according to claim 1, the temperature that it is characterized in that esterification is 60～125 ℃, the time is 5～10 hours.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 89105014 CN1044457A (en) | 1989-01-24 | 1989-01-24 | A kind of industrial process of ethyl glycollate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 89105014 CN1044457A (en) | 1989-01-24 | 1989-01-24 | A kind of industrial process of ethyl glycollate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1044457A true CN1044457A (en) | 1990-08-08 |
Family
ID=4855786
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 89105014 Pending CN1044457A (en) | 1989-01-24 | 1989-01-24 | A kind of industrial process of ethyl glycollate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1044457A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100408544C (en) * | 2005-10-27 | 2008-08-06 | 上海大学 | Synthesis method of glycollate |
-
1989
- 1989-01-24 CN CN 89105014 patent/CN1044457A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100408544C (en) * | 2005-10-27 | 2008-08-06 | 上海大学 | Synthesis method of glycollate |
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