CN102993003A - Acetate preparation method - Google Patents
Acetate preparation method Download PDFInfo
- Publication number
- CN102993003A CN102993003A CN2011102689602A CN201110268960A CN102993003A CN 102993003 A CN102993003 A CN 102993003A CN 2011102689602 A CN2011102689602 A CN 2011102689602A CN 201110268960 A CN201110268960 A CN 201110268960A CN 102993003 A CN102993003 A CN 102993003A
- Authority
- CN
- China
- Prior art keywords
- alcohol
- ether
- sec
- reaction
- acetate
- 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.)
- Granted
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
The invention relates to an acetate preparation method. The method comprises the following steps: carrying out a contact reaction of sec-butyl acetate and alcohol in the presence of an ester exchange catalyst under an ester exchange reaction condition, adding products obtained after the contact reaction into a separation tower, controlling the tower top temperature to separate unreacted sec-butyl acetate and sec-butyl alcohol generated after the reaction from the tower top, and carrying out normal-pressure or reduced-pressure flash evaporation to separate acetate generated after the reaction from a tower bottom fraction, wherein the alcohol is alcohol having a general formula of R(OH)n and/or polyol alkylether having at least one hydroxy group, R is a C5-C20 n-valence alkyl group, a C5-C20 n-valence alkenyl group, a C5-C12 n-valence cycloalkyl group or a C7-C20 n-valence aryl group, and n is an integer in a range of 1-5. The method has the advantages of high conversion rate of the alcohol as a reaction raw material, and high acetate selectivity.
Description
Technical field
The present invention relates to a kind of preparation method of acetic ester.
Background technology
Usually, the preparation method of acetic ester generates corresponding acetic ester with acetic acid, diacetyl oxide or alkali salt acetate (sylvite, sodium salt etc.) and the reaction under the effect of catalyzer of corresponding alcohol.Yet this method causes equipment corrosion easily, causes environmental pollution, and the product separation complex process, and cost is higher.
Ester exchange method also is a kind of method for preparing acetic ester relatively more commonly used, concrete, the method mainly is that ester and alcohol are reacted under the katalysis of transesterification catalyst (such as an acidic catalyst, basic catalyst, biological enzyme agent etc.), generate a kind of new ester and a kind of new alcohol, this reaction is the alcoholysis reaction of ester, is the reversed reaction of the esterification of acid and alcohol.Because this reaction is reversible, so the yield of general objectives product is lower, this also is that transesterification reaction is used one of principal element of not too popularizing in industrial production.
What industrial application was slightly many at present generally is to adopt the alcohol of the cheaper lower member ester of the prices such as methyl acetate, ethyl acetate and higher carbon number to carry out the senior ester of transesterify production acetic acid, yet still there are the shortcomings such as low conversion rate, product separation complexity in present Technology.
Summary of the invention
The objective of the invention is to have the complicated shortcoming of low conversion rate, product separation in order to overcome the existing method for preparing acetic ester, a kind of preparation method of new acetic ester is provided.
The invention provides a kind of preparation method of acetic ester, the method comprises: in the presence of transesterification catalyst, under the transesterification reaction condition, with sec-butyl acetate and pure contact reacts, the product that obtains after the described contact reacts is added in the knockout tower, control the sec-butyl alcohol that tower top temperature generates to isolate unreacted sec-butyl acetate and reaction from cat head, and from the tower reactor cut, isolate the acetic ester of reaction generation by atmospheric flashing or vacuum flashing; Described alcohol is that general formula is R (OH)
nAlcohol and/or have the polyol alkyl ether of at least one hydroxyl, wherein, R is the n valency alkyl of C5-C20, the n valency thiazolinyl of C5-C20, the n valency cycloalkyl of C5-C12 or the n valency aryl of C7-C20, n is the integer of 1-5.
The preparation method of acetic ester according to the present invention can obtain transformation efficiency and the acetic ester selectivity of higher alcohol as reaction raw materials.
Method according to the present invention, technique is simple, and lower to the production unit requirement, raw material is easy to get, and energy consumption is low, thereby greatly reduces production cost; And, need not to use acetic acid, sulfuric acid etc. as raw material, reduced equipment corrosion and environmental pollution.
Embodiment
The preparation method of acetic ester according to the present invention comprises: in the presence of transesterification catalyst, under the transesterification reaction condition, with sec-butyl acetate and pure contact reacts, the product that obtains after the described contact reacts is added in the knockout tower, the sec-butyl alcohol that the control tower top temperature generates to isolate unreacted sec-butyl acetate and reaction from cat head, the acetic ester that reaction generates all or substantially all enters the tower reactor cut, and isolates the acetic ester that this reaction generates by atmospheric flashing or vacuum flashing from the tower reactor cut; Described alcohol is that general formula is R (OH)
nAlcohol and/or have the polyol alkyl ether of at least one hydroxyl, wherein, R is the n valency alkyl of C5-C20, the n valency thiazolinyl of C5-C20, the n valency cycloalkyl of C5-C12 or the n valency aryl of C7-C20, n is the integer of 1-5.
In the present invention, n valency alkyl refers to that corresponding alkane loses n hydrogen atom structure afterwards.Similarly, n valency thiazolinyl refers to that corresponding alkene loses n hydrogen atom structure afterwards; N valency cycloalkyl refers to that corresponding naphthenic hydrocarbon loses n hydrogen atom structure afterwards; N valency aryl refers to that corresponding aromatic hydrocarbons loses n hydrogen atom structure afterwards.Wherein n hydrogen atom can also can be the hydrogen atom on the different carbon atoms for the hydrogen atom on the same carbon atom.
Method according to the present invention, the tower top temperature of knockout tower is controlled at the azeotropic temperature scope interior (such as 100-105 ℃) of sec-butyl acetate and sec-butyl alcohol usually, so that sec-butyl acetate and sec-butyl alcohol isolate from cat head, and the acetic ester that reaction is generated is retained in the tower reactor.
Method according to the present invention, described transesterification reaction condition can suitably be selected in the transesterification reaction condition of routine.Under the preferable case, described transesterification reaction condition comprises: temperature of reaction is 100-200 ℃, and the reaction times is 3-10 hour.
Method according to the present invention, the mol ratio of sec-butyl acetate and described polyol alkyl ether can be 2-5: 1.
As the described alcohol of reaction raw materials of the present invention, in the preferred case, at general formula R (OH)
nIn, R is the n valency alkyl of C5-C18, the n valency thiazolinyl of C5-C12, the n valency cycloalkyl of C5-C8 or the n valency aryl of C7-C10, n is 1 or 2.Concrete, what described alcohol for example can be in primary isoamyl alcohol, octanol, nonyl alcohol, Geraniol, undecyl alcohol, lauryl alcohol, hexadecanol, stearyl alcohol, hexalin, cyclopentanol, methyl-cyclohexanol, Terpineol 350, rosin alcohol, phenylcarbinol, phenylethyl alcohol, methylbenzyl alcohol and the styryl carbinol is at least a.
As the described alcohol of reaction raw materials of the present invention, described polyol alkyl ether can be for the conventional polyol alkyl ether that uses in this area, as long as described polyol alkyl ether can transesterification reaction can occur with sec-butyl acetate.
Under the preferable case, described polyol alkyl ether has the structural formula shown in the formula (I),
Formula (I)
Wherein, R
1, R
2And R
3Identical or different, independently of one another at least a in the hydroxyalkyl that is selected from the alkyl of hydrogen, hydroxyl, C1-C5 and C1-C5, and R
1, R
2And R
3In at least one be the hydroxyalkyl of hydroxyl or C1-C5, R
4Be the alkyl of C1-C10, m is the integer of 0-5, and t is the integer of 1-5.
Under above-mentioned preferable case, when t greater than 1, when being 2-5, a plurality of R
3Between can be identical or different, a plurality of R
4Between also can be identical or different.
Under further preferable case, in order to obtain the pure alkyl oxide transformation efficiency of more much higher unit, described polyol alkyl ether is at least a in ethylene glycol monoalkyl ether, propylene-glycol monoalky lether, butyleneglycol monoalky lether, glycerol monoalky lether and the tetramethylolmethane monoalky lether, and the carbonatoms of described alkyl is 1-10.Carbonatoms is that the alkyl of 1-10 is such as thinking methyl, ethyl, propyl group, sec.-propyl, butyl, isobutyl-, amyl group, isopentyl etc.Concrete, what described polyol alkyl ether for example can be in ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, propylene glycol monomethyl ether, dihydroxypropane single-ether, butyleneglycol monomethyl ether, butyleneglycol list ether, glycerol monomethyl ether, the single ether of glycerol, tetramethylolmethane monomethyl ether and the tetramethylolmethane list ether is at least a.
Method according to the present invention, described transesterification catalyst can use with the catalytic amount of routine.Under the preferable case, with respect to the consumption of the described polyol alkyl ether of 100 weight parts, the consumption of described transesterification catalyst is the 1-5 weight part.
Method according to the present invention, described transesterification catalyst can be the conventional various transesterification catalysts that use in this area, for example can be in sodium hydroxide, potassium hydroxide, yellow soda ash, salt of wormwood, cesium carbonate, tosic acid, zinc acetate, lead acetate, cadmium acetate, calcium oxide, zinc oxide, plumbous oxide, sodium methylate, tetrabutyl titanate, stannous octoate, sulfuric acid, phosphoric acid, polyphosphoric acid, acidic molecular sieve and the ion exchange resin at least a.Described acidic molecular sieve for example can be ZSM-5 molecular sieve, Y zeolite and H beta-molecular sieve.Described ion exchange resin can be acidic ion exchange resin or deacidite, and described acidic ion exchange resin for example can be styrene type cation exchange resin (such as commercially available D001 type, D201 type and D732 type Zeo-karb) or sulfonic group Zeo-karb (such as commercially available DWN type Zeo-karb); The anionite-exchange resin that described deacidite for example can obtain after the sodium hydroxide solution pre-treatment for quaternary ammonium group anionite-exchange resin, tertiary amine fundamental mode anionite-exchange resin or these anionite-exchange resin is such as 201 * 4 commercially available types, 201 * 4H type, D201 type and D301 type anionite-exchange resin.
The invention will be further described by the following examples.
In the following Examples and Comparative Examples, the transformation efficiency of alcohol and the selectivity of acetic ester calculate according to following calculating formula respectively:
The charging capacity of the transformation efficiency of alcohol=(residual volume of the alcohol that adds as reaction raw materials in the charging capacity-reaction product of alcohol)/alcohol * 100%
The mole number of the alcohol of the mole number of the acetic ester that the selectivity of acetic ester=reaction generates/be converted * 100%
Embodiment 1
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and lauryl alcohol are added in the tank reactor as 3: 1 take mol ratio, and with respect to the add-on of the described lauryl alcohol of 100 weight parts, to the D301 anionite-exchange resin that wherein adds 2 weight parts (available from Langfang prosperous chemical building material of prosperous Sheng company limited) as catalyzer, under normal pressure, 140 ℃ of lower reactions 3 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out vacuum flashing, collects lauryl acetate.
Learn that by calculating the selectivity of lauryl acetate is 100%, the transformation efficiency of lauryl alcohol is 99.4%.
Comparative Examples 1
Method according to embodiment 1 prepares lauryl acetate, and difference is to replace sec-butyl acetate with methyl acetate.
Learn that by calculating the selectivity of lauryl acetate is 89.7%, the transformation efficiency of lauryl alcohol is 86.5%.
Embodiment 2
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and phenylethyl alcohol are added in the tank reactor as 3: 1 take mol ratio, and with respect to the add-on of the described phenylethyl alcohol of 100 weight parts, to the cesium carbonate that wherein adds 3 weight parts as catalyzer, under normal pressure, 150 ℃ of lower reactions 3 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out vacuum flashing, collects Phenylethyl ethanoate.
Learn that by calculating the selectivity of Phenylethyl ethanoate is 100%, the transformation efficiency of phenylethyl alcohol is 99.6%.
Embodiment 3
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and geraniol are added in the tank reactor as 3: 1 take mol ratio, and with respect to the add-on of the described geraniol of 100 weight parts, to the zinc oxide that wherein adds 2 weight parts as catalyzer, under normal pressure, 120 ℃ of lower reactions 3 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out vacuum flashing, collects citronellyl acetate.
Learn that by calculating the selectivity of citronellyl acetate is 100%, the transformation efficiency of geraniol is 99.3%.
Embodiment 4
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and styryl carbinol are added in the tank reactor as 3: 1 take mol ratio, and with respect to the add-on of the described styryl carbinol of 100 weight parts, to the tosic acid that wherein adds 2 weight parts as catalyzer, under normal pressure, 115 ℃ of lower reactions 3 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out vacuum flashing, collects cinnamyl acetate.
Learn that by calculating the selectivity of cinnamyl acetate is 100%, the transformation efficiency of styryl carbinol is 99.7%.
Embodiment 5
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and cyclopentanol are added in the tank reactor as 5: 1 take mol ratio, and with respect to the add-on of the described cyclopentanol of 100 weight parts, to the styrene type cation exchange resin that wherein adds 5 weight parts (available from Changsha Da Yu chemical industry company limited, trade mark D001) as catalyzer, under normal pressure, 125 ℃ of lower reactions 5 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out vacuum flashing, collects the acetic acid cyclopentyl ester.
Learn that by calculating the selectivity of acetic acid cyclopentyl ester is 100%, the transformation efficiency of cyclopentanol is 99.6%.
Embodiment 6
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and Terpineol 350 are added in the tank reactor as 4: 1 take mol ratio, and with respect to the add-on of the described Terpineol 350 of 100 weight parts, to the ZSM-5 molecular sieve that wherein adds 4 weight parts (available from Nanjing Ji Cang nanosecond science and technology company limited) as catalyzer, under normal pressure, 135 ℃ of lower reactions 5 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out vacuum flashing, collects terpinyl acetate.
Embodiment 7
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and ethylene glycol monoethyl ether (available from rich ground, east, Shenzhen Chemical trade company limited) are added in the tank reactor as 4: 1 take mol ratio, and with respect to the consumption of the described ethylene glycol monoethyl ether of 100 weight parts, to the tetrabutyl titanate that wherein adds 5 weight parts as catalyzer, under normal pressure, 120 ℃ of lower reactions 4 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out atmospheric flashing, collects ethylene glycol monoethyl ether acetate.
Learn that by calculating the selectivity of ethylene glycol monoethyl ether acetate is 100%, the transformation efficiency of ethylene glycol monoethyl ether is 99.6%.
Comparative Examples 2
Method according to embodiment 7 prepares ethylene glycol monoethyl ether acetate, and difference is to replace sec-butyl acetate with methyl acetate.
As a result, learn by calculating that the selectivity of ethylene glycol monoethyl ether acetate is 89.6%, the transformation efficiency of ethylene glycol monoethyl ether is 85.7%.
Embodiment 8
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and propylene glycol monomethyl ether (available from rich ground, east, Shenzhen Chemical trade company limited) are added in the tank reactor as 3: 1 take mol ratio, and with respect to the consumption of the described propylene glycol monomethyl ether of 100 weight parts, to the sodium methylate that wherein adds 2 weight parts as catalyzer, under normal pressure, 135 ℃ of lower reactions 5 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out atmospheric flashing, collects propylene glycol methyl ether acetate.
Learn that by calculating the selectivity of propylene glycol methyl ether acetate is 100%, the transformation efficiency of propylene glycol monomethyl ether is 99.4%.
Embodiment 9
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and butyleneglycol list ether (available from HONEST JOY HOLDINGS LIMITED) are added in the tank reactor as 5: 1 take mol ratio, and with respect to the consumption of the described butyleneglycol list ether of 100 weight parts, to the styrene type cation exchange resin that wherein adds 1 weight part (available from Changsha Da Yu chemical industry company limited, trade mark D001) as catalyzer, under normal pressure, 150 ℃ of lower reactions 3 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out atmospheric flashing, collects the butyleneglycol monoethyl ether acetate.
Learn that by calculating the selectivity of butyleneglycol monoethyl ether acetate is 100%, the transformation efficiency of butyleneglycol list ether is 99.5%.
Embodiment 10
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and glycerol monomethyl ether (available from Shanghai uncut jade light Industrial Co., Ltd.) are added in the tank reactor as 2: 1 take mol ratio, and with respect to the consumption of the described glycerol monomethyl ether of 100 weight parts, to the CaO that wherein adds 3 weight parts as catalyzer, under normal pressure, 160 ℃ of lower reactions 6 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out atmospheric flashing, collects the glycerol methyl ether acetate.
Learn that by calculating the selectivity of glycerol methyl ether acetate is 100%, the transformation efficiency of glycerol monomethyl ether is 99.1%.
Embodiment 11
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and tetramethylolmethane monomethyl ether (available from Guangzhou big uncle chemical industry company limited) are added in the tank reactor as 3: 1 take mol ratio, and with respect to the consumption of the described tetramethylolmethane monomethyl ether of 100 weight parts, to the D301 anionite-exchange resin that wherein adds 4 weight parts (available from Langfang prosperous chemical building material of prosperous Sheng company limited) as catalyzer, under normal pressure, 170 ℃ of lower reactions 6 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out atmospheric flashing, collects the tetramethylolmethane methyl ether acetate.
Learn that by calculating the selectivity of tetramethylolmethane methyl ether acetate is 100%, the transformation efficiency of tetramethylolmethane monomethyl ether is 99.2%.
Embodiment 12
Present embodiment is used for illustrating the preparation method of described acetic ester of the present invention.
Sec-butyl acetate and tetramethylolmethane list ether (available from Guangzhou big uncle chemical industry company limited) are added in the tank reactor as 3: 1 take mol ratio, and with respect to the consumption of the described tetramethylolmethane list ether of 100 weight parts, to the ZSM-5 molecular sieve that wherein adds 3 weight parts (available from Nanjing Ji Cang nanosecond science and technology company limited) as catalyzer, under normal pressure, 180 ℃ of lower reactions 8 hours.Reaction is added to the product that obtains in the knockout tower after finishing, and control top gaseous phase reflux temperature is 100 ℃, to remove the azeotrope of sec-butyl acetate and sec-butyl alcohol, then the tower reactor cut is carried out atmospheric flashing, collects the tetramethylolmethane monoethyl ether acetate.
Learn that by calculating the selectivity of tetramethylolmethane monoethyl ether acetate is 100%, the transformation efficiency of tetramethylolmethane list ether is 99.0%.
Result by above-described embodiment can find out, method according to the present invention can obtain higher raw alcohol transformation efficiency and acetic ester selectivity.Particularly, embodiment 1 is compared with Comparative Examples 1 and embodiment 7 is compared and can find out with Comparative Examples 2, with respect to transformation efficiency and the reaction preference of using methyl acetate and raw alcohol to carry out transesterify, by selecting sec-butyl acetate and raw alcohol to carry out transesterification reaction, obtained raw alcohol transformation efficiency and the acetic ester selectivity of obvious raising among the present invention.
Claims (10)
1. the preparation method of an acetic ester, the method comprises: in the presence of transesterification catalyst, under the transesterification reaction condition, with sec-butyl acetate and pure contact reacts, the product that obtains after the described contact reacts is added in the knockout tower, control the sec-butyl alcohol that tower top temperature generates to isolate unreacted sec-butyl acetate and reaction from cat head, and from the tower reactor cut, isolate the acetic ester of reaction generation by atmospheric flashing or vacuum flashing; Described alcohol is that general formula is R (OH)
nAlcohol and/or have the polyol alkyl ether of at least one hydroxyl, wherein, R is the n valency alkyl of C5-C20, the n valency thiazolinyl of C5-C20, the n valency cycloalkyl of C5-C12 or the n valency aryl of C7-C20, n is the integer of 1-5.
2. method according to claim 1, wherein, described transesterification reaction condition comprises: temperature of reaction is 100-200 ℃, the reaction times is 3-10 hour.
3. method according to claim 1, wherein, the mol ratio of sec-butyl acetate and described alcohol is 2-5: 1.
4. according to claim 1 or 3 described methods, wherein, at described general formula R (OH)
nIn, R is the n valency alkyl of C5-C18, the n valency thiazolinyl of C5-C12, the n valency cycloalkyl of C5-C8 or the n valency aryl of C7-C10, n is 1 or 2.
5. method according to claim 4, wherein, general formula is R (OH)
nAlcohol be at least a in primary isoamyl alcohol, octanol, nonyl alcohol, Geraniol, undecyl alcohol, lauryl alcohol, hexadecanol, stearyl alcohol, hexalin, cyclopentanol, methyl-cyclohexanol, Terpineol 350, rosin alcohol, phenylcarbinol, phenylethyl alcohol, methylbenzyl alcohol and the styryl carbinol.
6. according to claim 1 or 3 described methods, wherein, described polyol alkyl ether has the structural formula shown in the formula (I),
Formula (I)
Wherein, R
1, R
2And R
3Identical or different, independently of one another at least a in the hydroxyalkyl that is selected from the alkyl of hydrogen, hydroxyl, C1-C5 and C1-C5, and R
1, R
2And R
3In at least one be the hydroxyalkyl of hydroxyl or C1-C5, R
4Be the alkyl of C1-C10, m is the integer of 0-5, and t is the integer of 1-5.
7. method according to claim 6, wherein, described polyol alkyl ether is at least a in ethylene glycol monoalkyl ether, propylene-glycol monoalky lether, butyleneglycol monoalky lether, glycerol monoalky lether and the tetramethylolmethane monoalky lether, and the carbonatoms of described alkyl is 1-10.
8. method according to claim 7, wherein, described polyol alkyl ether is at least a in the single ether of ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, propylene glycol monomethyl ether, dihydroxypropane single-ether, butyleneglycol monomethyl ether, butyleneglycol list ether, glycerol monomethyl ether, glycerol, tetramethylolmethane monomethyl ether and the tetramethylolmethane list ether.
9. method according to claim 1, wherein, with respect to the consumption of the described alcohol of 100 weight parts, the consumption of described transesterification catalyst is the 1-5 weight part.
10. according to claim 1 or 9 described methods, wherein, described transesterification catalyst is at least a in sodium hydroxide, potassium hydroxide, yellow soda ash, salt of wormwood, cesium carbonate, tosic acid, zinc acetate, lead acetate, cadmium acetate, calcium oxide, zinc oxide, plumbous oxide, sodium methylate, tetrabutyl titanate, stannous octoate, sulfuric acid, phosphoric acid, polyphosphoric acid, acidic molecular sieve and the ion exchange resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110268960.2A CN102993003B (en) | 2011-09-13 | 2011-09-13 | A kind of preparation method of acetic ester |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201110268960.2A CN102993003B (en) | 2011-09-13 | 2011-09-13 | A kind of preparation method of acetic ester |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN102993003A true CN102993003A (en) | 2013-03-27 |
| CN102993003B CN102993003B (en) | 2016-01-06 |
Family
ID=47922188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201110268960.2A Active CN102993003B (en) | 2011-09-13 | 2011-09-13 | A kind of preparation method of acetic ester |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN102993003B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106831423A (en) * | 2017-02-03 | 2017-06-13 | 荆楚理工学院 | The synthetic method of the tertiary monobutyl ether acetate of diethylene glycol (DEG) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU734182A1 (en) * | 1977-07-07 | 1980-05-15 | Ярославский политехнический институт | Method of producing secondary butanol |
| CN101239907A (en) * | 2008-02-26 | 2008-08-13 | 华东师范大学 | Method for preparing glycol methyl ether acetate |
| CN101851159A (en) * | 2010-05-14 | 2010-10-06 | 重庆大学 | Method for synthetizing alcohol ester acetate by single step of ethyl acetate and alcohol ester exchange |
-
2011
- 2011-09-13 CN CN201110268960.2A patent/CN102993003B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU734182A1 (en) * | 1977-07-07 | 1980-05-15 | Ярославский политехнический институт | Method of producing secondary butanol |
| CN101239907A (en) * | 2008-02-26 | 2008-08-13 | 华东师范大学 | Method for preparing glycol methyl ether acetate |
| CN101851159A (en) * | 2010-05-14 | 2010-10-06 | 重庆大学 | Method for synthetizing alcohol ester acetate by single step of ethyl acetate and alcohol ester exchange |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106831423A (en) * | 2017-02-03 | 2017-06-13 | 荆楚理工学院 | The synthetic method of the tertiary monobutyl ether acetate of diethylene glycol (DEG) |
Also Published As
| Publication number | Publication date |
|---|---|
| CN102993003B (en) | 2016-01-06 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| Murugan et al. | Synthesis of diethyl carbonate from dimethyl carbonate and ethanol using KF/Al2O3 as an efficient solid base catalyst | |
| US9790444B2 (en) | Methods to produce fuels | |
| US20070260078A1 (en) | Integrated process for the manufacture of biodiesel | |
| CN102993006B (en) | Sec-butyl acetate ester exchange method | |
| Mat et al. | Solid catalysts and theirs application in biodiesel production | |
| CN101347743B (en) | Method for preparing catalyst for producing propylene transformed from methanol with high ratio of propylene/ethylene | |
| EP2820004A1 (en) | Process for preparing carbonate and diol products | |
| RU2014138168A (en) | METHOD FOR PRODUCING ACETIC ACID AND DIMETHYL ETHER | |
| CN101993785A (en) | Integrated biodiesel production process | |
| CN101492528A (en) | Method for synthesis of alicyclic epoxy resin with catalysis of solid supported heteropoly acid catalyst | |
| CN102093164A (en) | Method for simultaneously preparing glycol and carbonate by catalysis | |
| CN101186568A (en) | Process for preparing (meth)acrylic acid | |
| EP3015445A1 (en) | A method for producing an aromatic hydrocarbon with an oxygenate as raw material | |
| CN102992956A (en) | Preparation method of 2-butyl alcohol | |
| CN102993003B (en) | A kind of preparation method of acetic ester | |
| Zhang et al. | A review on biodiesel production by transesterification catalyzed by ionic liquid catalysts | |
| CN101234948A (en) | Method for hydrolyze annular carbonic ester by using ionic liquid as catalyst | |
| CN101804995A (en) | Method for preparing high-silicon mordenite by using raw mineral material | |
| CN102992984A (en) | Methyl ethyl ketone preparation method | |
| CN102351693A (en) | Preparation method for methoxyethyl methacrylate | |
| CN102993008B (en) | Preparation method of polyol alkyl ether acetate | |
| EP2917199B1 (en) | Process for manufacturing biofuels | |
| CN102993007A (en) | Alcohol acetate preparation method | |
| EP2042588A1 (en) | Process for the esterification and transesterification of fats | |
| CN101781199B (en) | Chemical synthesis method of O-acylcalix[4]arene |
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 | ||
| CP03 | Change of name, title or address | ||
| CP03 | Change of name, title or address |
Address after: 414012 Lu Kou Zhen Chang Lian Long Kou, Yunxi District, Yueyang City, Hunan Province (opposite to Chang Lian hospital) Patentee after: Hunan Changlian New Material Technology Co.,Ltd. Address before: 414012 Yunxi District, Hunan City, Yueyang Province, Changling Patentee before: HUNAN CHANGLING PETROCHEMICAL TECHNOLOGY DEVELOPMENT Co.,Ltd. |