CN105481718A - Production method of butenediol bis (propionitrile) ether - Google Patents
Production method of butenediol bis (propionitrile) ether Download PDFInfo
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- CN105481718A CN105481718A CN201510889856.3A CN201510889856A CN105481718A CN 105481718 A CN105481718 A CN 105481718A CN 201510889856 A CN201510889856 A CN 201510889856A CN 105481718 A CN105481718 A CN 105481718A
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- propionitrile
- ether
- butylene glycol
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- catalyzer
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The present invention discloses a production method of butenediol bis (propionitrile) ether. The preparation steps are as follows: reacting the raw materials of 1,4-butenediol and acrylonitrile under the catalysis of a catalyst aqueous solution at a specific temperature to generate butenediol bis (propionitrile) ether. The catalyst is at least one selected from an oxide, oxide hydroxide, carbonate, bicarbonate of alkali metal or metal oxide, hydroxide carbonate, bicarbonate and hydrocarbonate of alkaline earth; and the said specific temperature is -10 to 70 DEG C. The production method of butenediol bis (propionitrile) ether has the advantages of simple process, no waste generation, molar yield of more than 90%, and less demanding temperature for the preparation process, thus greatly reducing manufacturing costs.
Description
Technical field
The present invention relates to lithium-ion battery electrolytes additive agent field, being specifically related to can as the preparation method of two (propionitrile) ether of the butylene glycol of lithium-ion battery electrolytes additive.
Background technology
The structural formula of two (propionitrile) ether of butylene glycol is:
two (propionitrile) ether of butylene glycol a kind ofly can make the new additive agent that lithium-ion battery electrolytes result of use is more excellent, two (propionitrile) ether of butylene glycol has higher impedance, and it can form more effective film on lithium ion cell positive surface, cover the avtive spot of positive electrode surface, thus reduce lithium ion cell positive to the reactive behavior of electrolytic solution.At present, the present inventor does not find the preparation method of two (propionitrile) ether of butylene glycol in bibliographical information.
Summary of the invention
Technical problem to be solved by this invention is: by provide a kind of technique simple, produce without waste, the preparation method of butylene glycol pair (propionitrile) ether that molar yield is high.
In order to solve the problem, the technical solution adopted in the present invention is: the preparation method of two (propionitrile) ether of butylene glycol, be characterized in: preparation process is as follows: with 1, 4-butylene glycol and vinyl cyanide are reaction raw materials, at specified temp, and reaction generates two (propionitrile) ether of butylene glycol under the catalysis of the aqueous solution of catalyzer, described catalyzer is alkali-metal oxide compound, oxyhydroxide, carbonate, the oxide compound of supercarbonate or alkaline-earth metal, oxyhydroxide, carbonate, at least one in supercarbonate, described specified temp is-10 DEG C ~ 70 DEG C.
Further, the preparation method of two (propionitrile) ether of aforesaid butylene glycol, wherein: 1, the mol ratio of 4-butylene glycol and vinyl cyanide is 1: 2, the mass concentration of the aqueous solution of catalyzer is 1% ~ 10%, catalyzer and Isosorbide-5-Nitrae-butylene glycol weight ratio are 1: (10 ~ 20).
Further, the preparation method of two (propionitrile) ether of aforesaid butylene glycol, wherein: the mass concentration of the aqueous solution of catalyzer is 3% ~ 5%.
Further, the preparation method of two (propionitrile) ether of aforesaid butylene glycol, wherein: specified temp is 30 DEG C ~ 70 DEG C.
Further, the preparation method of two (propionitrile) ether of aforesaid butylene glycol, wherein: the reaction times is 16 ~ 24 hours.
Further, the preparation method of two (propionitrile) ether of aforesaid butylene glycol, wherein: after question response, the water in reactant is removed in distillation, then under the pressure of-0.01Mpa, rectification under vacuum is carried out to reactant, collect 150 DEG C ~ 160 DEG C cuts, thus obtain two (propionitrile) ether of the butylene glycol after purifying.
Reaction equation of the present invention is:
Advantage of the present invention is: the preparation method of two (propionitrile) ether of butylene glycol of the present invention, its technique simply, without waste produces, molar yield can reach more than 90%.
Embodiment
Below in conjunction with specific embodiment, the present invention is described in further detail.
Embodiment 1
In band mechanical stirring, thermometer, Dropping feeder, in the there-necked flask of prolong, add 1, 4-butylene glycol 88.1g (1mol) and vinyl cyanide 106g (2mol) stir, then slowly heat up, the potassium hydroxide aqueous solution 352g that concentration is 5% is dripped at the temperature of 30 DEG C, at the temperature of 30 DEG C, 24 hours are incubated after dropwising, then the water in reactant is removed in distillation, rectification under vacuum under the pressure of-0.01Mpa again, collect 150 DEG C ~ 160 DEG C cuts, thus obtain two (propionitrile) ether 187.5g (content is 98.34%) of highly purified butylene glycol, molar yield is 95.05%.
Embodiment 2
In band mechanical stirring, thermometer, Dropping feeder, in the there-necked flask of prolong, add 1, 4-butylene glycol 88.1g (1mol) and vinyl cyanide 106g (2mol) stir, then slowly heat up, the aqueous sodium carbonate 330g that concentration is 4% is dripped at the temperature of 50 DEG C, at the temperature of 50 DEG C, 20 hours are incubated after dropwising, then the water in reactant is removed in distillation, rectification under vacuum under the pressure of-0.01Mpa again, collect 150 DEG C ~ 160 DEG C cuts, thus obtain two (propionitrile) ether 183.2g (content is 98.11%) of highly purified butylene glycol, molar yield is 92.65%.
Embodiment 3
In band mechanical stirring, thermometer, Dropping feeder, in the there-necked flask of prolong, add 1, 4-butylene glycol 88.1g (1mol) and vinyl cyanide 106g (2mol) stir, then slowly heat up, the potassium hydroxide aqueous solution 293g that concentration is 3% is dripped at the temperature of 70 DEG C, at the temperature of 70 DEG C, 16 hours are incubated after dropwising, then the water in reactant is removed in distillation, rectification under vacuum under the pressure of-0.01Mpa again, collect 150 DEG C ~ 160 DEG C cuts, thus obtain two (propionitrile) ether 180.9g (content is 97.05%) of highly purified butylene glycol, molar yield is 90.50%.
Beneficial effect of the present invention is: the preparation method of two (propionitrile) ether of butylene glycol of the present invention, and its technique simply, without waste produces, molar yield can reach more than 90%; And less demanding to temperature of preparation process, thus greatly reduce preparation cost.
Claims (6)
1. the preparation method of two (propionitrile) ether of butylene glycol, it is characterized in that: preparation process is as follows: with 1,4-butylene glycol and vinyl cyanide are reaction raw materials, under the catalysis of the aqueous solution of specified temp and catalyzer, reaction generates two (propionitrile) ether of butylene glycol, described catalyzer is at least one in the oxide compound of alkali-metal oxide compound, oxyhydroxide, carbonate, supercarbonate or alkaline-earth metal, oxyhydroxide, carbonate, supercarbonate, and described specified temp is-10 DEG C ~ 70 DEG C.
2. the preparation method of two (propionitrile) ether of butylene glycol according to claim 1, it is characterized in that: the mol ratio of Isosorbide-5-Nitrae-butylene glycol and vinyl cyanide is 1: 2, the mass concentration of the aqueous solution of catalyzer is 1% ~ 10%, catalyzer and Isosorbide-5-Nitrae-butylene glycol weight ratio are 1: (10 ~ 20).
3. the preparation method of two (propionitrile) ether of butylene glycol according to claim 2, is characterized in that: the mass concentration of the aqueous solution of catalyzer is 3% ~ 5%.
4. the preparation method of two (propionitrile) ether of the butylene glycol according to claim 1 or 2 or 3, is characterized in that: specified temp is 30 DEG C ~ 70 DEG C.
5. the preparation method of two (propionitrile) ether of the butylene glycol according to claim 1 or 2 or 3, is characterized in that: the reaction times is 16 ~ 24 hours.
6. the preparation method of two (propionitrile) ether of the butylene glycol according to claim 1 or 2 or 3, it is characterized in that: after question response, the water in reactant is removed in distillation, then under the pressure of-0.01Mpa, rectification under vacuum is carried out to reactant, collect 150 DEG C ~ 160 DEG C cuts, thus obtain two (propionitrile) ether of the butylene glycol after purifying.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510889856.3A CN105481718A (en) | 2015-12-07 | 2015-12-07 | Production method of butenediol bis (propionitrile) ether |
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510889856.3A CN105481718A (en) | 2015-12-07 | 2015-12-07 | Production method of butenediol bis (propionitrile) ether |
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| CN105481718A true CN105481718A (en) | 2016-04-13 |
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| CN201510889856.3A Pending CN105481718A (en) | 2015-12-07 | 2015-12-07 | Production method of butenediol bis (propionitrile) ether |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106146344A (en) * | 2016-07-26 | 2016-11-23 | 张家港瀚康化工有限公司 | The preparation method of ethylene glycol bis (propionitrile) ether |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2836613A (en) * | 1956-03-14 | 1958-05-27 | Monsanto Chemicals | 3, 3'-(alkylenedioxy) dipropionitriles |
| CN103429566A (en) * | 2011-03-18 | 2013-12-04 | 株式会社Lg化学 | Method for preparing a dinitrile compound |
| CN103980156A (en) * | 2014-05-22 | 2014-08-13 | 中国科学院福建物质结构研究所 | Method for preparing alkyl diol (di-propionitrile) ether |
-
2015
- 2015-12-07 CN CN201510889856.3A patent/CN105481718A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2836613A (en) * | 1956-03-14 | 1958-05-27 | Monsanto Chemicals | 3, 3'-(alkylenedioxy) dipropionitriles |
| CN103429566A (en) * | 2011-03-18 | 2013-12-04 | 株式会社Lg化学 | Method for preparing a dinitrile compound |
| CN103980156A (en) * | 2014-05-22 | 2014-08-13 | 中国科学院福建物质结构研究所 | Method for preparing alkyl diol (di-propionitrile) ether |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106146344A (en) * | 2016-07-26 | 2016-11-23 | 张家港瀚康化工有限公司 | The preparation method of ethylene glycol bis (propionitrile) ether |
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Application publication date: 20160413 |
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