CN103922931B - A kind of method of a step catalytically synthesizing glycol ether acetate - Google Patents
A kind of method of a step catalytically synthesizing glycol ether acetate Download PDFInfo
- Publication number
- CN103922931B CN103922931B CN201410157095.8A CN201410157095A CN103922931B CN 103922931 B CN103922931 B CN 103922931B CN 201410157095 A CN201410157095 A CN 201410157095A CN 103922931 B CN103922931 B CN 103922931B
- Authority
- CN
- China
- Prior art keywords
- oxyethane
- ethyl acetate
- reaction
- aluminum
- magnesium
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Active
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/28—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group
- C07C67/29—Preparation of carboxylic acid esters by modifying the hydroxylic moiety of the ester, such modification not being an introduction of an ester group by introduction of oxygen-containing functional groups
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The present invention relates to a kind of method of a step catalytically synthesizing glycol ether acetate, is that magnesium-aluminum-zirconium composite oxides are solid catalyst, and airtight stirring, uses N in a kettle. with ethyl acetate and oxyethane for raw material
2displace air in still, be heated to design temperature, oxyethane open loop is also embedded in the ester bond of ethyl acetate, Reactive Synthesis ethyl cellosolve acetate; Described reaction process condition is material molar ratio is ethyl acetate: oxyethane=1 ~ 9:1, and temperature of reaction is 80 ~ 160 DEG C, and catalyst quality per-cent is 0.1 ~ 5% of total mass; Adopt coprecipitation method preparation during described magnesium-aluminum-zirconium complex metal oxides, and obtain through overaging, drying, high-temperature roasting.Advantage of the present invention is: reaction only needs a step to obtain product, avoid traditional esterifications reaction harsh to equipment requirements, the problems such as product process is more difficult, and catalyzer is easily separated, reusable, energy-conserving and environment-protective.
Description
Technical field
The present invention relates to the synthesis of ethyl cellosolve acetate, specifically ethyl acetate and oxyethane are raw material, and under the effect of solid catalyst magnesium-aluminum-zirconium composite oxides, oxyethane open loop embeds ethyl acetate single step reaction synthesizing glycol ether acetate.Belong to technology of fine chemicals.
Background technology
Ethyl cellosolve acetate molecular structure contains alkyl, ehter bond, carbonyl, has good solvency action, has the excellent properties not available for common solvent.
Raw material based on oxyethane and propylene oxide is the important method of producing polyoxy alkyls fine chemicals, and glycol ether kind solvent is one of important derivative of epoxy compounds, industrially has a wide range of applications.Glycol ether ester toxicity of compound is lower, and excellent performance, progressively substitute second glycol ether series products in every field, be mainly used in the industries such as coating, ink, clean-out system.
First the traditional technology of synthesizing glycol ether acetate is after alcohol and reacting ethylene oxide generate alcohol ether, then is obtained by reacting alcohol ether-ether with Esterification, and this technique needs two steps to complete, complicated operation, energy consumption is large, high to equipment requirements, the problems such as trade effluent are produced, contaminate environment in production process.And one-step synthesis synthesizing glycol ether acetate has the advantages such as less energy-consumption, low environment pollutes, product is easily separated.But the principal element of restriction one-step synthesis development is ubiquity poor catalyst activity, the problems such as low conversion rate.Need badly and develop a kind of high reactivity, eco-friendly catalyzer, for industrialization creates conditions.
Summary of the invention
The object of the present invention is to provide a kind of method of one-step synthesis ethyl cellosolve acetate, this method avoid complex process in traditional two-step reaction, easy environmental pollution, the problems such as product process is more difficult, technique is simple, energy consumption is low, and catalyzer is easily separated, reusable, energy-conserving and environment-protective.
The object of the present invention is achieved like this: join in reactor by ethyl acetate, catalyzer, and sealing is stirred, and uses N
2displace air in still, be heated to design temperature, slowly pass into oxyethane, and control reactor temperature substantially constant, control reacting kettle inner pressure at 0.40 ~ 0.50 MPa, after oxyethane passes into setting quality, continue to react under established temperature, until still internal pressure is constant, and remain unchanged in 40 min, reaction terminates rear cooling and discharging, obtains ethyl cellosolve acetate product.
Described catalyzer is magnesium-aluminum-zirconium composite oxides solid catalysts.
Magnesium-aluminum-zirconium complex metal oxides provided by the invention is prepared in accordance with the following methods: magnesium chloride, aluminum chloride, zirconium oxychloride deionized water are mixed with certain density solution, by a certain amount of precipitation agent potassium hydroxide, salt of wormwood deionized water dissolving, and mix with the magnesium-aluminum-zirconium salts solution prepared, vigorous stirring, at 40 ~ 100 DEG C of crystallization 1 ~ 48 h, throw out is filtered out after a few hours, be dried to constant weight, be placed in retort furnace high-temperature roasting 1 ~ 8h at 200 ~ 1000 DEG C again, obtained magnesium-aluminum-zirconium compound metal oxide solid catalyzer.
Limit as to a step more of the present invention, the method of the invention Raw molar ratio is ethyl acetate: oxyethane=1 ~ 9:1, temperature of reaction is 80 ~ 160 DEG C, reaction pressure is 0.40 ~ 0.50 MPa, and catalyst quality per-cent consumption is 0.1 ~ 5% of raw acetic acid ethyl ester and oxyethane total mass.
Limit as to a step more of the present invention, feed molar proportioning comparatively suitable in the method for the invention is 4:1, temperature of reaction is 120 DEG C, catalyst quality per-cent consumption is 1.5% of raw acetic acid ethyl ester and oxyethane total mass,, magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06.
This solid catalyst gets final product and product separation after filtration, can be recycled, environmental protection and economy.
Advantage of the present invention is: reaction only needs a step to obtain product, avoids the problems such as product process in traditional two-step reaction is more difficult, has the advantages such as reactive behavior is high, energy consumption is low, environmental pollution is little.
Embodiment
By following instance, invention is described further, but does not therefore limit the present invention.
In embodiment, each substances content vapor-phase chromatography in product carries out quantitative analysis.Adopt GC9790 type gas chromatograph, split stream sampling, is furnished with temperature programming parts, flame ionization ditector.Capillary chromatograph is SE-54 (methyl polysiloxane) type 30m × 0.32mm × 0.45 μm.
In embodiment, the transformation efficiency of oxyethane obtains by following formulae discovery:
The catalyzer used in the embodiment that the present invention is all is magnesium-aluminum-zirconium compound metal oxide solid catalyzer, its preparation method is: magnesium chloride, aluminum chloride, zirconium oxychloride deionized water are mixed with certain density solution, by a certain amount of precipitation agent potassium hydroxide, salt of wormwood deionized water dissolving, and mix with the magnesium-aluminum-zirconium salts solution prepared, vigorous stirring, reaction, aging, by the soluble salt washes clean that deionized water will throw out adhere to, dry, be placed in retort furnace high-temperature roasting, obtain magnesium-aluminum-zirconium complex metal oxides.
Embodiment 1
It is in the reactor of 2L that 176.2g ethyl acetate and 3.3g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 44.0g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and temperature of reaction is constant in 120 DEG C, and wherein said reaction raw materials mol ratio is ethyl acetate: oxyethane=2:1.Oxyethane transformation efficiency is 76.99%, and ethyl cellosolve acetate productive rate is 28.80%, and diethylene glycol ether acetic ester productive rate is 24.63%.
Embodiment 2
It is in the reactor of 2L that 211.4g ethyl acetate and 3.6g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and temperature of reaction is constant in 120 DEG C, and wherein said reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1.Oxyethane transformation efficiency is 81.13%, and ethyl cellosolve acetate productive rate is 41.37%, and diethylene glycol ether acetic ester productive rate is 25.16%.
Embodiment 3
It is in the reactor of 2L that 220.3g ethyl acetate and 3.7g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 22.0g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and temperature of reaction is constant in 120 DEG C, and wherein said reaction raw materials mol ratio is ethyl acetate: oxyethane=5:1.Oxyethane transformation efficiency is 74.05%, and ethyl cellosolve acetate productive rate is 41.74%, and diethylene glycol ether acetic ester productive rate is 21.26%.
Embodiment 4
It is in the reactor of 2L that 211.4g ethyl acetate and 3.4g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 17.6g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and temperature of reaction is constant in 120 DEG C, and wherein said reaction raw materials mol ratio is ethyl acetate: oxyethane=6:1.Oxyethane transformation efficiency is 66.82%, and ethyl cellosolve acetate productive rate is 40.81%, and diethylene glycol ether acetic ester productive rate is 18.14%.
Embodiment 5
It is in the reactor of 2L that 211.4g ethyl acetate and 3.6g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 100 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.20 ~ 0.35MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and wherein said temperature of reaction is 100 DEG C.Oxyethane transformation efficiency is 67.53%, and ethyl cellosolve acetate productive rate is 33.70%, and diethylene glycol ether acetic ester productive rate is 20.76%.
Embodiment 6
It is in the reactor of 2L that 211.4g ethyl acetate and 3.6g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 110 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.20 ~ 0.35MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and wherein said temperature of reaction is 110 DEG C.Oxyethane transformation efficiency is 69.15%, and ethyl cellosolve acetate productive rate is 36.52%, and diethylene glycol ether acetic ester productive rate is 21.04%.
Embodiment 7
It is in the reactor of 2L that 211.4g ethyl acetate and 3.6g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 130 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and wherein said temperature of reaction is 130 DEG C.Oxyethane transformation efficiency is 73.82%, and ethyl cellosolve acetate productive rate is 40.19%, and diethylene glycol ether acetic ester productive rate is 22.26%.
Embodiment 8
It is in the reactor of 2L that 211.4g ethyl acetate and 3.6g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 140 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and wherein said temperature of reaction is 140 DEG C.Oxyethane transformation efficiency is 72.33%, and ethyl cellosolve acetate productive rate is 40.97%, and diethylene glycol ether acetic ester productive rate is 21.67%.
Embodiment 9
It is in the reactor of 2L that 211.4g ethyl acetate and 1.2g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and temperature of reaction is constant in 120 DEG C, and wherein said catalyst levels is 0.5%.Oxyethane transformation efficiency is 66.30%, and ethyl cellosolve acetate productive rate is 33.78%, and diethylene glycol ether acetic ester productive rate is 20.39%.
Embodiment 10
It is in the reactor of 2L that 211.4g ethyl acetate and 2.4g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and temperature of reaction is constant in 120 DEG C, and wherein said catalyst levels is 1.0%.Oxyethane transformation efficiency is 77.70%, and ethyl cellosolve acetate productive rate is 40.46%, and diethylene glycol ether acetic ester productive rate is 24.24%.
Embodiment 11
It is in the reactor of 2L that 211.4g ethyl acetate and 4.8g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and temperature of reaction is constant in 120 DEG C, and wherein said catalyst levels is 2.0%.Oxyethane transformation efficiency is 80.26%, and ethyl cellosolve acetate productive rate is 40.77%, and diethylene glycol ether acetic ester productive rate is 25.66%.
Embodiment 12
It is in the reactor of 2L that 211.4g ethyl acetate and 6.0g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and temperature of reaction is constant in 120 DEG C, and wherein said catalyst levels is 2.5%.Oxyethane transformation efficiency is 80.09%, and ethyl cellosolve acetate productive rate is 41.18%, and diethylene glycol ether acetic ester productive rate is 25.64%.
Embodiment 13
It is in the reactor of 2L that 211.4g ethyl acetate and 7.2g catalyzer (magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06) are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 26.4g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, reaction raw materials mol ratio is ethyl acetate: oxyethane=4:1, and temperature of reaction is constant in 120 DEG C, and wherein said catalyst levels is 3.0%.Oxyethane transformation efficiency is 80.25%, and ethyl cellosolve acetate productive rate is 40.64%, and diethylene glycol ether acetic ester productive rate is 25.91%.
Embodiment 14
It is in the reactor of 2L that 132.1g ethyl acetate and 2.3g catalyzer are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 22.0g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=3:1, and temperature of reaction is constant in 120 DEG C, catalyst levels is 1.5%, and wherein said catalyzer is magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:0.6:0.08.Oxyethane transformation efficiency is 63.32%, and ethyl cellosolve acetate productive rate is 30.36%, and diethylene glycol ether acetic ester productive rate is 19.62%.
Embodiment 15
It is in the reactor of 2L that 132.1g ethyl acetate and 2.3g catalyzer are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 22.0g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=3:1, and temperature of reaction is constant in 120 DEG C, catalyst levels is 1.5%, and wherein said catalyzer is magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.08.Oxyethane transformation efficiency is 71.73%, and ethyl cellosolve acetate productive rate is 32.75%, and diethylene glycol ether acetic ester productive rate is 22.50%.
Embodiment 16
It is in the reactor of 2L that 132.1g ethyl acetate and 2.3g catalyzer are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 22.0g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=3:1, and temperature of reaction is constant in 120 DEG C, catalyst levels is 1.5%, and wherein said catalyzer is magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1.4:0.08.Oxyethane transformation efficiency is 69.62%, and ethyl cellosolve acetate productive rate is 31.32%, and diethylene glycol ether acetic ester productive rate is 22.48%.
Embodiment 17
It is in the reactor of 2L that 132.1g ethyl acetate and 2.3g catalyzer are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 22.0g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=3:1, and temperature of reaction is constant in 120 DEG C, catalyst levels is 1.5%, and wherein said catalyzer is magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.03.Oxyethane transformation efficiency is 59.90%, and ethyl cellosolve acetate productive rate is 29.62%, and diethylene glycol ether acetic ester productive rate is 19.86%.
Embodiment 18
It is in the reactor of 2L that 132.1g ethyl acetate and 2.3g catalyzer are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 22.0g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=3:1, and temperature of reaction is constant in 120 DEG C, catalyst levels is 1.5%, and wherein said catalyzer is magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.15.Oxyethane transformation efficiency is 70.64%, and ethyl cellosolve acetate productive rate is 32.58%, and diethylene glycol ether acetic ester productive rate is 22.04%.
Comparative example 19
It is in the reactor of 2L that 132.1g ethyl acetate and 2.3g catalyzer are joined volume, and airtight stirring, uses N
2displace air in still, heat temperature raising, when temperature reaches 120 DEG C, continue in reactor, pass into oxyethane 22.0g, reacting kettle inner pressure is 0.30 ~ 0.50MPa, and reaction raw materials mol ratio is ethyl acetate: oxyethane=3:1, temperature of reaction is constant in 120 DEG C, catalyst levels is 1.5%, and wherein said catalyzer magnalium cation mole is 1:1 than Mg:Al, not containing zirconium.Oxyethane transformation efficiency is 50.92%, CAC productive rate be 23.12%, DCAC productive rate is 14.70%.
Claims (5)
1. a method for a step catalytically synthesizing glycol ether acetate, is characterized in that: join in reactor by ethyl acetate, magnesium-aluminum-zirconium O composite metallic oxide catalyst, and sealing is stirred, and uses N
2displace air in still, be heated to design temperature, slowly pass into oxyethane, and control reactor temperature substantially constant, control reacting kettle inner pressure at 0.40 ~ 0.50 MPa, reaction terminates rear cooling and discharging, obtains ethyl cellosolve acetate product;
The preparation method of magnesium-aluminum-zirconium O composite metallic oxide catalyst is as follows: magnesium chloride, aluminum chloride, zirconium oxychloride deionized water are mixed with certain density solution, by a certain amount of precipitation agent potassium hydroxide, salt of wormwood deionized water dissolving, and mix with the magnesium-aluminum-zirconium salts solution prepared, vigorous stirring, at 40 ~ 100 DEG C of crystallization 1 ~ 48 h, throw out is filtered out after a few hours, be dried to constant weight, be placed in retort furnace high-temperature roasting 1 ~ 8h at 200 ~ 1000 DEG C again, obtained magnesium-aluminum-zirconium compound metal oxide solid catalyzer.
2. the method for a kind of step catalytically synthesizing glycol ether acetate according to claims 1, it is characterized in that: raw material molar ratio is ethyl acetate: oxyethane=1 ~ 9:1, temperature of reaction is 80 ~ 160 DEG C, reaction pressure is 0.40 ~ 0.50MPa, and magnesium-aluminum-zirconium O composite metallic oxide catalyst mass percent is 0.1 ~ 5% of raw acetic acid ethyl ester and oxyethane total mass.
3. the method for an a kind of step catalytically synthesizing glycol ether acetate according to claim 1, is characterized in that: magnesium-aluminum-zirconium salt cation mol ratio is Mg:Al:Zr=1:1:0.06.
4. the method for a kind of step catalytically synthesizing glycol ether acetate according to claims 1 or 2, is characterized in that: material molar ratio is ethyl acetate: oxyethane=4:1; Temperature of reaction is 120 DEG C; Catalyst quality per-cent consumption is 1.5% of reactant ethyl acetate and oxyethane total mass.
5. the method for a kind of step catalytically synthesizing glycol ether acetate according to claims 3, is characterized in that: material molar ratio is ethyl acetate: oxyethane=4:1; Temperature of reaction is 120 DEG C; Catalyst quality per-cent consumption is 1.5% of reactant ethyl acetate and oxyethane total mass.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410157095.8A CN103922931B (en) | 2014-04-19 | 2014-04-19 | A kind of method of a step catalytically synthesizing glycol ether acetate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410157095.8A CN103922931B (en) | 2014-04-19 | 2014-04-19 | A kind of method of a step catalytically synthesizing glycol ether acetate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN103922931A CN103922931A (en) | 2014-07-16 |
| CN103922931B true CN103922931B (en) | 2015-10-14 |
Family
ID=51141360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201410157095.8A Active CN103922931B (en) | 2014-04-19 | 2014-04-19 | A kind of method of a step catalytically synthesizing glycol ether acetate |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN103922931B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106380401A (en) * | 2016-08-28 | 2017-02-08 | 安徽金邦医药化工有限公司 | Method for catalytic synthesis of ethylene glycol ethyl ether acetate |
| CN110003004A (en) * | 2019-04-12 | 2019-07-12 | 常州大学 | A kind of method of step insertion synthesizing propanediol ether acetate |
| CN110354834B (en) * | 2019-07-02 | 2022-06-28 | 常州大学 | Preparation method and application of magnesium-aluminum-zirconium composite oxide catalyst |
| CN111205183A (en) * | 2020-03-09 | 2020-05-29 | 徐忠杰 | High-selectivity synthesis method of ethylene glycol monoethyl ether acetate |
| CN112517039B (en) * | 2020-12-09 | 2022-09-20 | 万华化学集团股份有限公司 | Nitrogen modified composite metal oxide insertion type catalyst and application thereof |
| CN114773215B (en) * | 2022-06-22 | 2022-09-02 | 山东科兴化工有限责任公司 | Oil field oily sewage oil removing agent and preparation method and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5374750A (en) * | 1991-01-18 | 1994-12-20 | Lion Corporation | Method and manufacturing of fatty acid esters of polyoxyalkylene alkyl ethers |
| CN1315225A (en) * | 2000-03-27 | 2001-10-03 | 北京化工大学 | Compound Mg-Al oxide catalyst for alkoxylation reaction and its preparing process |
| CN101239907A (en) * | 2008-02-26 | 2008-08-13 | 华东师范大学 | Method for preparing glycol methyl ether acetate |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5636431A (en) * | 1979-09-01 | 1981-04-09 | Mitsui Toatsu Chem Inc | Preparation of alkylene glycol ether acetate |
-
2014
- 2014-04-19 CN CN201410157095.8A patent/CN103922931B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5374750A (en) * | 1991-01-18 | 1994-12-20 | Lion Corporation | Method and manufacturing of fatty acid esters of polyoxyalkylene alkyl ethers |
| CN1315225A (en) * | 2000-03-27 | 2001-10-03 | 北京化工大学 | Compound Mg-Al oxide catalyst for alkoxylation reaction and its preparing process |
| CN101239907A (en) * | 2008-02-26 | 2008-08-13 | 华东师范大学 | Method for preparing glycol methyl ether acetate |
Non-Patent Citations (2)
| Title |
|---|
| Mg-Al-O 的制备条件对一步合成乙二醇单乙醚醋酸酯的影响;黄军左等;《天然气化工》;20041231;第29卷(第2期);第29-32页 * |
| 锆离子掺杂类水滑石的制备、表征及催化活性研究;李志新等;《化工时刊》;20111111;第25卷(第11期);第5-8页 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN103922931A (en) | 2014-07-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN103922931B (en) | A kind of method of a step catalytically synthesizing glycol ether acetate | |
| CN109776337A (en) | The preparation method of 2- methoxyl group -4- nitroaniline | |
| CN110302821A (en) | Porous cobalt carbon material of N doping and the preparation method and application thereof | |
| CN114149320B (en) | Preparation method of high-yield p-hydroxybenzoic acid | |
| CN106362776A (en) | Catalyst used for synthesis of n-dodecanol ester, and preparation method and application thereof | |
| CN109485624A (en) | A kind of method that furfural aoxidizes furancarboxylic acid processed | |
| CN111170829B (en) | Preparation method of hexamethyl indanol | |
| CN110240197B (en) | Ultrathin nanosheet self-assembled multilayer BiOCl microsphere and application thereof in photocatalytic coupling of benzylamine to imine | |
| CN109438237B (en) | Preparation method of 3-ethoxy ethyl acrylate | |
| CN102030625A (en) | Method for synthesizing vanillin | |
| CN105693475A (en) | Technology method for utilizing solid acid H2SO4-SiO2 for catalyzing and preparing bisphenol | |
| CN112517013B (en) | Cu-based catalyst and method for preparing gamma-valerolactone and delta-cyclopentalactone by using same | |
| CN105152931A (en) | One-step catalytic synthesis method for 2-methoxyethanol benzoate | |
| CN107540520B (en) | Method for preparing pyromellitic acid or trimellitic acid from pinacol | |
| CN102442904B (en) | Method for synthesizing malonic ester by one-pot carbonylation | |
| CN105111044A (en) | Method for synthesizing isopentenol from butenol | |
| CN107602354A (en) | A kind of method of synthesizing propanediol butyl ether | |
| CN104447391A (en) | Methylenebisamide derivative and preparation method thereof | |
| CN114478243A (en) | Method for synthesizing dihydroxy dimethyl terephthalate by oxygen catalytic oxidation method | |
| CN112439428B (en) | Preparation method and application of solid acid catalyst | |
| CN112574007B (en) | Novel cyclohexylimine ionic liquid and method for catalyzing synthesis of butyl citrate and bisphenol F | |
| CN107778151B (en) | Method for preparing methyl ethyl ketone by sec-butyl alcohol dehydrogenation | |
| CN102942479A (en) | Method for preparing propylene glycol methyl ether acetate through two-step coupling reaction | |
| CN104289215B (en) | For catalyst of urea and ethanol synthesizing diethyl carbonate and its preparation method and application | |
| CN108069897B (en) | Method for synthesizing nicotinic acid by using carbon dioxide |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C41 | Transfer of patent application or patent right or utility model | ||
| TR01 | Transfer of patent right |
Effective date of registration: 20160701 Address after: 132105 No. 346, Kunlun street, Jilin economic and Technological Development Zone, Jilin Patentee after: Jilin Yida Chemical Co., Ltd. Address before: Gehu Lake Road Wujin District 213164 Jiangsu city of Changzhou province No. 1 Patentee before: Changzhou University Patentee before: Jiangsu Yida Chemical Co., Ltd. |