CN108017538A - A kind of preparation method of n-butyl acetate - Google Patents
A kind of preparation method of n-butyl acetate Download PDFInfo
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- CN108017538A CN108017538A CN201711423933.1A CN201711423933A CN108017538A CN 108017538 A CN108017538 A CN 108017538A CN 201711423933 A CN201711423933 A CN 201711423933A CN 108017538 A CN108017538 A CN 108017538A
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- packed tower
- butyl acetate
- butanol
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- chloroacetic chloride
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/14—Preparation of carboxylic acid esters from carboxylic acid halides
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- 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 the preparation method of n-butyl acetate,Belong to technical field of fine,The present invention is using n-butanol and chloroacetic chloride as raw material,Using packed tower lactate synthesis technique synthesizing n-butyl acetate product,N-butyl acetate prepared by the method for the present invention,Its molar product yield reaches more than 99.5%,Without side reaction,Product content is high,Reach commercially available highest target level of product quality i.e. urethane level quality standard,And the raw material that the present invention uses is silane coupling agent accessory substance,Cost of material is low,And chloroacetic chloride activity is strong,Also can the moment completion chemical reaction in packed tower with n-butanol without using catalyst,In addition,Due to without using catalyst,Without side reaction in whole reaction process,Compared with existing n-butyl acetate product processes,It is simple with technique,Cost is low,It is efficient,The high advantage of quality standard,Solves the deficiency of existing production technology,It can be adapted to industrial-scale production.
Description
Technical field
The present invention relates to a kind of preparation method of n-butyl acetate, belongs to technical field of fine.
Background technology
N-butyl acetate is a kind of colourless transparent liquid, it can be mixed with alcohol, ketone, ester and most of common organic solvents
Molten, natural product are present in the plants such as apple, banana, cherry, grape, volatile, be insoluble in water, can dissolve grease shen brain,
Natural gum, rosin etc., there is anesthetic effect, irritant.
N-butyl acetate is a kind of important Organic chemical products, and important organic synthesis intermediate, is widely used in
The industry such as organic synthesis, plastics, coating；It is the primary solvent of the industries such as chemical industry, military project, medicine, particularly varnish, artificial
The good solvent of the materials such as leather, plastics, in addition, it still manufactures the primary raw material of paint, airplane paint, available for spices, makeup
Product, food additives, Antisepticize and mildew preventive and medicine compound probability in, such as industrially：N-butyl acetate manufacture nitrocotton,
A kind of solvent is used as in cellulose lacquer coating, artificial leather, coated paper, plastics polisher and safety glass, spices and flavor enhancement；
Pharmaceutically：It can be used to production erythromycin and produce polyurethanes, printing thin film and cosmetics；In chemistry：As day
The solvent of right glue and synthetic resin, fluorescent-lamp fluorescent powder strippant, it is also possible to which perform an analysis reagent, extractant etc.；In synthetic perfume
On：For preparing the type essence such as banana, apricot, pineapple, strawberry, candy.
Commercially supply falls short of demand for n-butyl acetate product, and industrial production is mainly using sulfuric acid as catalyst at present, with just
Butanol and acetic acid are raw material, which mainly has a disadvantage that：
1）Sulfuric acid has oxidation, sulfonation, dehydration and isomerization at the same time, causes some side reactions to occur, and locates after reaction product
Reason is complicated；
2）The substantial amounts of waste liquor contamination environment of by-product, etching apparatus.For this reason, the new catalyst for substituting sulfuric acid is carried out both at home and abroad
Numerous studies, such as various molecular sieves, solid-carrying heteropolyacid, solid super-strong acid, strong-acid ion exchange resin, phase transfer etc. are catalyzed
Agent, according to document announcement, above-mentioned catalyst has certain improvement compared with sulfuric acid catalyst, but in the side such as reaction efficiency and side reaction
Face effect is not particularly evident.
For the problems of current n-butyl acetate production technology, it is necessary to study a kind of new n-butyl acetate synthesis
Technique, can solve the deficiency of existing production technology and realize industrialized production.
The content of the invention
It is an object of the invention to:A kind of deficiency that can solve existing production technology is provided and realizes industrialization
The preparation method of the n-butyl acetate of production.
The technical scheme is that：
A kind of preparation method of n-butyl acetate, it is characterised in that：It comprises the following steps：
1）, in the constant pressure funnel A on esterification packed tower top add n-butanol, the constant pressure addition in esterification packed tower lower part
Add chloroacetic chloride in funnel B, the mol ratio of n-butanol and chloroacetic chloride is 1:1.05~1.2；
2）, after stock, open magnetic stirring apparatus, open the oily abundant heating unit outside three-necked flask；
3）, after the abundant temperature of oil reaches 100 DEG C, start to instill the n-butanol on packed tower top with the speed of 230g ~ 270g/h
In packed tower, chloroacetic chloride instills packed tower lower part with the speed of 300g/h and carries out esterification, and the hydrogen chloride of by-product passes through originally
Water, which absorbs, is prepared into concentrated hydrochloric acid, avoids hydrogen chloride excessive, pollutes environment, and reaction whole-process control kettle temperature is 85 DEG C ~ 95 DEG C；
4）, after chloroacetic chloride and n-butanol raw material be added dropwise, keep 85 DEG C of -95 DEG C of agings of kettle temperature anti-material in three-necked flask
Answer 1h；
5）, carry out air-distillation after aging reaction, first collect the chloroacetic chloride raw material that boiling point is 50 DEG C -51 DEG C/760mmHg,
The cut that boiling point is 124 DEG C -126 DEG C/760mmHg is regathered, obtains n-butyl acetate product, n-butyl acetate molar product yield
For more than 99.5%, product content 99.7%（GC）More than.
The reaction equation of the present invention is as follows：
CH3COCl + CH3CH2CH2CH2OH → CH3COOCH2CH2CH2CH3 + HCl
The beneficial effects of the present invention are：
The present invention is using n-butanol and chloroacetic chloride as raw material, using packed tower lactate synthesis technique synthesizing n-butyl acetate product, sheet
N-butyl acetate prepared by inventive method, its molar product yield reach more than 99.5%, and no side reaction, product content is high, reaches
Commercially available superlative degree target level of product quality, that is, urethane level quality standard, and the raw material that the present invention uses is silane coupling agent by-product
Thing, cost of material is low, and chloroacetic chloride activity is strong, without using catalyst also can with n-butanol in packed tower moment, to complete chemistry anti-
Should, further, since without using catalyst, without side reaction in whole reaction process, with existing n-butyl acetate production work
Skill is compared, and has the advantage that technique is simple, cost is low, efficient, quality standard is high, the deficiency for solving existing production technology,
It can be adapted to industrial-scale production.
Embodiment
Embodiment 1：
1080g n-butanols are added in packed tower top constant pressure funnel A is esterified, in the constant pressure addition leakage of esterification packed tower lower part
Struggle against and add 1200g chloroacetic chlorides in B, after stock, open magnetic stirring apparatus, open the oily abundant heating outside three-necked flask and fill
Put, after the abundant temperature of oil reaches 90 DEG C, start with the speed of 270g/h to instill the n-butanol on packed tower top in packed tower, second
Acyl chlorides instills packed tower lower part with the speed of 300g/h and carries out esterification, and the hydrogen chloride of by-product is absorbed by tap water to be prepared into
Concentrated hydrochloric acid, avoids hydrogen chloride excessive, pollutes environment, and reaction whole-process control kettle temperature is 85 DEG C, and chloroacetic chloride is added dropwise with n-butanol raw material
After, the material in three-necked flask is kept into 90 DEG C of aging reaction 1h of kettle temperature, carries out air-distillation after aging reaction, first
The chloroacetic chloride raw material 55g that boiling point is 50 DEG C/760mmHg is collected, the cut that boiling point is 124 DEG C/760mmHg is regathered, obtains acetic acid
N-butyl product 1690g, n-butyl acetate molar product yield are 99.8%, product content 99.75%（GC）.
Embodiment 2：
1030g n-butanols are added in packed tower top constant pressure funnel A is esterified, in the constant pressure addition leakage of esterification packed tower lower part
Struggle against and add 1200g chloroacetic chlorides in B, after stock, open magnetic stirring apparatus, open the oily abundant heating outside three-necked flask and fill
Put, after the abundant temperature of oil reaches 90 DEG C, start with the speed of 257.5g/h to instill the n-butanol on packed tower top in packed tower,
Chloroacetic chloride instills packed tower lower part with the speed of 300g/h and carries out esterification, and the hydrogen chloride of by-product is absorbed by tap water to be prepared
Into concentrated hydrochloric acid, avoid hydrogen chloride excessive, pollute environment, reaction whole-process control kettle temperature is 95 DEG C, and chloroacetic chloride is dripped with n-butanol raw material
After adding, the material in three-necked flask is kept into 90 DEG C of aging reaction 1h of kettle temperature, air-distillation is carried out after aging reaction,
The chloroacetic chloride raw material 108g that boiling point is 51 DEG C/760mmHg is first collected, the cut that boiling point is 126 DEG C/760mmHg is regathered, obtains second
Sour N-butyl product 1610g, n-butyl acetate molar product yield are 99.75%, product content 99.85%（GC）.
Embodiment 3：
985g n-butanols are added in packed tower top constant pressure funnel A is esterified, in the constant pressure addition leakage of esterification packed tower lower part
Struggle against and add 1200g chloroacetic chlorides in B, after stock, open magnetic stirring apparatus, open the oily abundant heating outside three-necked flask and fill
Put, after the abundant temperature of oil reaches 90 DEG C, start with the speed of 246g/h to instill the n-butanol on packed tower top in packed tower, second
Acyl chlorides instills packed tower lower part with the speed of 300g/h and carries out esterification, and the hydrogen chloride of by-product is absorbed by tap water to be prepared into
Concentrated hydrochloric acid, avoids hydrogen chloride excessive, pollutes environment, and reaction whole-process control kettle temperature is 90 DEG C, and chloroacetic chloride is added dropwise with n-butanol raw material
After, the material in three-necked flask is kept into 90 DEG C of aging reaction 1h of kettle temperature, carries out air-distillation after aging reaction, first
The chloroacetic chloride raw material 158g that boiling point is 50 DEG C/760mmHg is collected, the cut that boiling point is 125 DEG C/760mmHg is regathered, obtains acetic acid
N-butyl product 1540g, n-butyl acetate molar product yield are 99.65%, product content 99.90%（GC）.
Embodiment 4
940g n-butanols are added in packed tower top constant pressure funnel A is esterified, in the constant pressure addition leakage of esterification packed tower lower part
Struggle against and add 1200g chloroacetic chlorides in B, after stock, open magnetic stirring apparatus, open the oily abundant heating outside three-necked flask and fill
Put, after the abundant temperature of oil reaches 90 DEG C, start with the speed of 235g/h to instill the n-butanol on packed tower top in packed tower, second
Acyl chlorides instills packed tower lower part with the speed of 300g/h and carries out esterification, and the hydrogen chloride of by-product is absorbed by tap water to be prepared into
Concentrated hydrochloric acid, avoids hydrogen chloride excessive, pollutes environment, and reaction whole-process control kettle temperature is 85 DEG C, and chloroacetic chloride is added dropwise with n-butanol raw material
After, the material in three-necked flask is kept into 90 DEG C of aging reaction 1h of kettle temperature, carries out air-distillation after aging reaction, first
The chloroacetic chloride raw material 205g that boiling point is 51 DEG C/760mmHg is collected, the cut that boiling point is 126 DEG C/760mmHg is regathered, obtains acetic acid
N-butyl product 1470g, n-butyl acetate molar product yield are 99.80%, product content 99.95%（GC）.
Claims (1)
- A kind of 1. preparation method of n-butyl acetate, it is characterised in that：It comprises the following steps：1）, in the constant pressure funnel A on esterification packed tower top add n-butanol, the constant pressure addition in esterification packed tower lower part Add chloroacetic chloride in funnel B, the mol ratio of n-butanol and chloroacetic chloride is 1:1.05~1.2；2）, after stock, open magnetic stirring apparatus, open the oily abundant heating unit outside three-necked flask；3）, after the abundant temperature of oil reaches 100 DEG C, start to instill the n-butanol on packed tower top with the speed of 230g ~ 270g/h In packed tower, chloroacetic chloride instills packed tower lower part with the speed of 300g/h and carries out esterification, and the hydrogen chloride of by-product passes through originally Water, which absorbs, is prepared into concentrated hydrochloric acid, avoids hydrogen chloride excessive, pollutes environment, and reaction whole-process control kettle temperature is 85 DEG C ~ 95 DEG C；4）, after chloroacetic chloride and n-butanol raw material be added dropwise, keep 85 DEG C of -95 DEG C of agings of kettle temperature anti-material in three-necked flask Answer 1h；5）, carry out air-distillation after aging reaction, first collect the chloroacetic chloride raw material that boiling point is 50 DEG C -51 DEG C/760mmHg, The cut that boiling point is 124 DEG C -126 DEG C/760mmHg is regathered, obtains n-butyl acetate product.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201711423933.1A CN108017538A (en) | 2017-12-25 | 2017-12-25 | A kind of preparation method of n-butyl acetate |
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| CN201711423933.1A CN108017538A (en) | 2017-12-25 | 2017-12-25 | A kind of preparation method of n-butyl acetate |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115677497A (en) * | 2022-11-01 | 2023-02-03 | 上海橡实化学有限公司 | Production method of ethyl benzoate |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104945250A (en) * | 2014-03-31 | 2015-09-30 | 中国石油化工股份有限公司 | Method for synthesizing n-butyl acetate |
| CN106631783A (en) * | 2016-10-18 | 2017-05-10 | 山东益丰生化环保股份有限公司 | Preparation method for n-butyl acetate |
| CN106749387A (en) * | 2017-01-17 | 2017-05-31 | 荆州市江汉精细化工有限公司 | A kind of preparation method of methyl dimethoxy epoxide hydrogen silane |
-
2017
- 2017-12-25 CN CN201711423933.1A patent/CN108017538A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104945250A (en) * | 2014-03-31 | 2015-09-30 | 中国石油化工股份有限公司 | Method for synthesizing n-butyl acetate |
| CN106631783A (en) * | 2016-10-18 | 2017-05-10 | 山东益丰生化环保股份有限公司 | Preparation method for n-butyl acetate |
| CN106749387A (en) * | 2017-01-17 | 2017-05-31 | 荆州市江汉精细化工有限公司 | A kind of preparation method of methyl dimethoxy epoxide hydrogen silane |
Non-Patent Citations (3)
| Title |
|---|
| RINA GHOSH等: "Facile catalyzed acylation of alcohols, phenols, amines and thiols based on ZrOCl2Æ8H2O and acetyl chloride in solution and in solvent-free conditions", 《TETRAHEDRON LETTERS》 * |
| 张巧玲等: "《化工工艺学》", 31 July 2015, 国防工业出版社 * |
| 谢筱娟等: "聚乙二醇相转移催化梭酸醋的合成", 《化学研究与应用》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115677497A (en) * | 2022-11-01 | 2023-02-03 | 上海橡实化学有限公司 | Production method of ethyl benzoate |
| CN115677497B (en) * | 2022-11-01 | 2024-05-14 | 山东华泰新材料技术研发有限公司 | Production method of ethyl benzoate |
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Application publication date: 20180511 |
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