CN103965025A - 2,3-butanediol monoether and preparation method thereof - Google Patents
2,3-butanediol monoether and preparation method thereof Download PDFInfo
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- CN103965025A CN103965025A CN201410221768.1A CN201410221768A CN103965025A CN 103965025 A CN103965025 A CN 103965025A CN 201410221768 A CN201410221768 A CN 201410221768A CN 103965025 A CN103965025 A CN 103965025A
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- butanediol
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/02—Preparation of ethers from oxiranes
- C07C41/03—Preparation of ethers from oxiranes by reaction of oxirane rings with hydroxy groups
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Abstract
The invention relates to 2,3-butanediol monoether and a preparation method of the 2,3-butanediol monoether, belonging to the technical field of organic synthesis. A chemical structural formula of the 2,3-butanediol monoether is shown in the specification, wherein n is 1, 2, 3 or 4; according to the preparation method of the 2,3-butanediol monoether, 2,3-butanediol monoether is prepared by the reaction between 2,3-epoxy butane and alcohol CnH2n+2O; the 2,3-butanediol monoether provided by the invention has the characteristics of simple preparation technology, low cost, wide application field and environmental protection; the preparation method of the 2,3-butanediol monoether is easy and feasible, and easy to implement, the reaction conversion per pass is above 60%, and the selectivity is above 90%.
Description
Technical field
The present invention relates to a kind of 2,3-butanediol monoether and preparation method thereof, belong to technical field of organic synthesis.
Background technology
Alcohol ether solvent is a kind of oxo solvent, is mainly the low-carbon alcohol ether of ethylene glycol and propylene glycol.Existing ehter bond in composition, has again hydroxyl.The former has lipophilicity, solubilized hydrophobic compound, and the latter has wetting ability, solubilized water-soluble cpds.Alcohol ether solvent uses with other solvent in solvent borne paint, is characterized in keeping the levelling property of film after most of solvent evaporates.Alcohol ether solvent and water have good intermiscibility, are widely used in water-borne coatings, make solubility promoter.
Alcohol ether has stable chemical property and solubility property, is the solvent of industrial frequent use, also can be used for medical extractant and organic intermediate simultaneously.In addition, it is good topcoating solvent and military jet fuel freezing point depressant; Also can make the clean-out system of metal and glass; Also can be used for cosmetic industry, perfume industry, medicine industry, oil field industry etc. multi-field, apply very extensive.Butanediol ethere market demand constantly increases in recent years, and application is constantly widened, except as gas absorbent, extraction agent and paint remover, also for synthetic, industrial goods additive, clean-out system compound, the caking agent compound of the polymeric material of electrochemistry, macromolecular material, organic compound, medicine intermediate, prepare the field such as boride and organo-metallic.
The use of at present external butanediol ethere is more and more extensive, and supply falls short of demand to be applied to battery, electronic original part etc. at the butanediol ethere of Japanese high-quality, often needs import to satisfy the demands; Clariant Co., Ltd of the U.S. also produces in a large number butanediol ethere and sells to all over the world; India also grows with each passing day to the demand of butanediol ethere.But China also needs further exploratory development to the exploitation of butanediol ethere.
Summary of the invention
The object of this invention is to provide a kind of 2,3-butanediol monoether, it has the advantages that preparation technology is simple, cost is low, Application Areas is wide; The present invention provides its preparation method simultaneously.
The chemical structural formula of 2,3-butanediol monoether of the present invention is as follows:
Wherein, n=1,2,3 or 4.
The preparation method of described 2,3-butanediol monoether is with 2,3-butylene oxide ring and alcohol C
nh
2n+2o reaction makes;
Equation is as follows:
Wherein, n=1,2,3 or 4.
Reaction can be reacted in fixed-bed reactor, 70～150 DEG C of temperature of reaction, reaction pressure 0.5～2MPa, air speed 0.5～4h
-1.Reaction also can be selected the reactor of other kind.
Reaction can not adopt catalyzer also can adopt catalyzer, the preferred heteropolyacid of catalyzer, solid super-strong acid, molecular sieve or ion exchange resin, and described catalyzer is this area custom catalysts, is commercially available prod.
Alcohol ether of the present invention can be for each association areas such as solvent, organic intermediate, additive, clean-out systems.
The present invention has following beneficial effect:
2,3-butanediol monoether of the present invention has that preparation technology is simple, cost is low, Application Areas is wide, the feature of environmental protection; Its preparation method is simple, be easy to realize, and reaction per pass conversion is more than 60%, and selectivity is more than 90%.
Embodiment
Below in conjunction with embodiment, the present invention is described further.
Embodiment 1
Described 2,3-butanediol monoether, its chemical structural formula is as follows:
Wherein, n=1, is 2,3-butanediol monomethyl ether.
Its preparation method is in fixed-bed reactor, with 2,3-butylene oxide ring and methyl alcohol for raw material, at 70 DEG C, 2MPa, air speed 0.5h
-1lower reaction makes; Equation is as follows:
Wherein, n=1.
This reaction per pass conversion 66.5%, selectivity 98.2%.
Embodiment 2
Described 2,3-butanediol monoether, its chemical structural formula is as embodiment 1.Wherein, n=1, is 2,3-butanediol monomethyl ether.
Its preparation method is in fixed-bed reactor, with 2,3-butylene oxide ring and methyl alcohol for raw material, taking solid super-strong acid as catalyzer, at 100 DEG C, 1MPa, air speed 2h
-1lower reaction makes; Equation is as embodiment 1.This reaction per pass conversion 76.7%, selectivity 98.5%.
Embodiment 3
Described 2,3-butanediol monoether, its chemical structural formula is as follows:
Wherein, n=2.For 2,3-butanediol list ether.
Its preparation method is in fixed-bed reactor, with 2,3-butylene oxide ring and ethanol for raw material, at 80 DEG C, 1MPa, air speed 0.5h
-1lower reaction makes; Equation is as follows:
Wherein, n=2.
This reaction per pass conversion 64.7%, selectivity 98.3%.
Embodiment 4
Described 2,3-butanediol monoether, its chemical structural formula is as embodiment 3.Wherein, n=2, is 2,3-butanediol list ether.
Its preparation method is in fixed-bed reactor, with 2,3-butylene oxide ring and ethanol for raw material, taking heteropolyacid as catalyzer, at 90 DEG C, 0.8MPa, air speed 2h
-1lower reaction makes; Equation is as embodiment 3.This reaction per pass conversion 75.6%, selectivity 98.4%.
Embodiment 5
Described 2,3-butanediol monoether, its chemical structural formula is as follows:
Wherein, n=3, is 2,3-butanediol list propyl ether.
Its preparation method is in fixed-bed reactor, with 2,3-butylene oxide ring and propyl alcohol for raw material, at 120 DEG C, 1MPa, air speed 3h
-1lower reaction makes; Equation is as follows:
Wherein, n=3.
This reaction per pass conversion 64.2%, selectivity 98.5%.
Embodiment 6
Described 2,3-butanediol monoether, its chemical structural formula is as embodiment 5.Wherein, n=3, is 2,3-butanediol list propyl ether.
Its preparation method is in fixed-bed reactor, with 2,3-butylene oxide ring and propyl alcohol for raw material, taking molecular sieve as catalyzer, at 110 DEG C, 1.5MPa, air speed 2h
-1lower reaction makes; Equation is as embodiment 5.This reaction per pass conversion 73.2%, selectivity 98.6%.
Embodiment 7
Described 2,3-butanediol monoether, its chemical structural formula is as follows:
Wherein, n=4, is 2,3-butanediol monobutyl ether.
Its preparation method is in fixed-bed reactor, with 2,3-butylene oxide ring and butanols for raw material, at 150 DEG C, 0.8MPa, air speed 3h
-1lower reaction makes; Equation is as follows:
Wherein, n=4.
This reaction per pass conversion 62.8%, selectivity 98.7%.
Embodiment 8
Described 2,3-butanediol monoether, its chemical structural formula is as embodiment 7.Wherein, n=4, is 2,3-butanediol monobutyl ether.
Its preparation method is in fixed-bed reactor, with 2,3-butylene oxide ring and butanols for raw material, taking ion exchange resin as catalyzer, at 100 DEG C, 1MPa, air speed 4h
-1lower reaction makes; Equation is as embodiment 7.This reaction per pass conversion 71.9%, selectivity 98.8%.
Claims (4)
1. a 2,3-butanediol monoether, is characterized in that, its chemical structural formula is as follows:
Wherein, n=1,2,3 or 4.
2. a preparation method for 2,3-butanediol monoether claimed in claim 1, is characterized in that: with 2,3-butylene oxide ring and alcohol C
nh
2n+2o reaction makes;
Equation is as follows:
Wherein, n=1,2,3 or 4.
3. the preparation method of 2,3-butanediol monoether according to claim 2, is characterized in that: 70～150 DEG C of temperature of reaction, reaction pressure 0.5～2MPa, air speed 0.5～4h
-1, in fixed-bed reactor, react and make.
4. according to the preparation method of the 2,3-butanediol monoether described in claim 2 or 3, it is characterized in that: reaction adopts catalyzer, and catalyzer is one or more in heteropolyacid, solid super-strong acid, molecular sieve or ion exchange resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410221768.1A CN103965025A (en) | 2014-05-23 | 2014-05-23 | 2,3-butanediol monoether and preparation method thereof |
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| CN201410221768.1A CN103965025A (en) | 2014-05-23 | 2014-05-23 | 2,3-butanediol monoether and preparation method thereof |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106946663A (en) * | 2017-04-06 | 2017-07-14 | 广州印田新材料有限公司 | Epoxide one-step method prepares the synthetic method of alcohol ether |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2808442A (en) * | 1953-06-16 | 1957-10-01 | Shell Dev | Production of hydroxy ethers |
| US4650600A (en) * | 1983-09-17 | 1987-03-17 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Liquid crystal phase |
| CN101190878A (en) * | 2006-11-21 | 2008-06-04 | 中国石油化工股份有限公司 | Method for preparing propylene glycol ether |
-
2014
- 2014-05-23 CN CN201410221768.1A patent/CN103965025A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2808442A (en) * | 1953-06-16 | 1957-10-01 | Shell Dev | Production of hydroxy ethers |
| US4650600A (en) * | 1983-09-17 | 1987-03-17 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Liquid crystal phase |
| CN101190878A (en) * | 2006-11-21 | 2008-06-04 | 中国石油化工股份有限公司 | Method for preparing propylene glycol ether |
Non-Patent Citations (2)
| Title |
|---|
| STN: "139253-95-5", 《STN》, 28 February 1992 (1992-02-28) * |
| STN: "524960-48-3", 《STN》, 4 June 2003 (2003-06-04) * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106946663A (en) * | 2017-04-06 | 2017-07-14 | 广州印田新材料有限公司 | Epoxide one-step method prepares the synthetic method of alcohol ether |
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Application publication date: 20140806 |
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