CN101386574B - Method for preparing chloracetic acid using acetyl chloride as catalyst - Google Patents
Method for preparing chloracetic acid using acetyl chloride as catalyst Download PDFInfo
- Publication number
- CN101386574B CN101386574B CN 200710146055 CN200710146055A CN101386574B CN 101386574 B CN101386574 B CN 101386574B CN 200710146055 CN200710146055 CN 200710146055 CN 200710146055 A CN200710146055 A CN 200710146055A CN 101386574 B CN101386574 B CN 101386574B
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- CN
- China
- Prior art keywords
- acetyl chloride
- acid
- catalyst
- chloride 98min
- acetic acid
- 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.)
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- WETWJCDKMRHUPV-UHFFFAOYSA-N acetyl chloride Chemical compound CC(Cl)=O WETWJCDKMRHUPV-UHFFFAOYSA-N 0.000 title claims abstract description 25
- 239000012346 acetyl chloride Substances 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 18
- 239000003054 catalyst Substances 0.000 title claims abstract description 14
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 title claims description 15
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims abstract description 18
- 239000002253 acid Substances 0.000 claims abstract description 7
- 239000003377 acid catalyst Substances 0.000 claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 claims abstract description 5
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 claims description 3
- 238000005057 refrigeration Methods 0.000 claims description 2
- 239000002994 raw material Substances 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 10
- JXTHNDFMNIQAHM-UHFFFAOYSA-N dichloroacetic acid Chemical compound OC(=O)C(Cl)Cl JXTHNDFMNIQAHM-UHFFFAOYSA-N 0.000 abstract description 8
- 238000005660 chlorination reaction Methods 0.000 abstract description 7
- 229960005215 dichloroacetic acid Drugs 0.000 abstract description 4
- 230000035484 reaction time Effects 0.000 abstract description 2
- 239000006227 byproduct Substances 0.000 abstract 1
- 239000000047 product Substances 0.000 abstract 1
- 230000036632 reaction speed Effects 0.000 abstract 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 9
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 238000006555 catalytic reaction Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- -1 chloracetyl Chemical group 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005837 enolization reaction Methods 0.000 description 2
- 238000003912 environmental pollution Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical class CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- VGCXGMAHQTYDJK-UHFFFAOYSA-N Chloroacetyl chloride Chemical compound ClCC(Cl)=O VGCXGMAHQTYDJK-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- AVBJSYTWNUGOBN-UHFFFAOYSA-N acetic acid 2-chloroacetyl chloride Chemical compound CC(O)=O.ClCC(Cl)=O AVBJSYTWNUGOBN-UHFFFAOYSA-N 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 230000001939 inductive effect Effects 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229940032330 sulfuric acid Drugs 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention discloses a method for preparing a chloroactic acid with acetyl chloride as a catalyst. The production of acetyl chloride by the acetic acid chlorination process can be largely improved by adopting an acetyl chloride strong acid catalyst. By using the method, the reaction speed is improved, the reaction time is shortened, the purity of the product is improved, the content of dichloro acetic acid is reduced, the yield is improved and the cost is reduced. Meanwhile, the pollution is largely alleviated, the by-product hydrochloric acid meets the standard of synthetic hydrochloric acid, and the method is expected to create significant economic benefits and social benefits.
Description
Technical field
The present invention relates to the chloroacetic method take Acetyl Chloride 98Min. as Catalyst Production, belong to chemical field.
Background technology
The acetic acid chlorination process is produced Mono Chloro Acetic Acid at present, and most sulfur catalyst methods that adopt only have minority producer to adopt acetic anhydride catalyst method.Learn from reaction mechanism no matter adopt which kind of catalysis process, real catalyzer all is Acetyl Chloride 98Min..Sulphur and aceticanhydride be the generation initiator of Acetyl Chloride 98Min. only, the inductive phase that their adding only generates in order to shorten Acetyl Chloride 98Min..And whole chlorination reaction is controlled by the enolization of Acetyl Chloride 98Min..The enolization of strong acid energy catalysis Acetyl Chloride 98Min., the Acetyl Chloride 98Min. strong acid catalyst is only better acetic acid chlorination catalyst.Sulfur catalyst method is produced Mono Chloro Acetic Acid, and product purity is low, pays product hydrochloric acid of poor quality, and environmental pollution is serious.Acetic anhydride catalyst method is produced Mono Chloro Acetic Acid, although good product quality, three degree pollute little, and investment is large, and cost is high, and economical effectiveness is not remarkable.
Summary of the invention
The new catalyst that the objective of the invention is to develop that a kind of good product quality, environmental pollution are little, reduced investment, cost is low and use this new catalyst to produce chloroacetic method.
The present invention is characterized in oneself's exploitation Acetyl Chloride 98Min. strong acid catalyst; The Acetyl Chloride 98Min. that adopts simultaneously separation by deep refrigeration to reclaim in the tail gas recycles.
Main technical schemes of the present invention:
(1) Acetyl Chloride 98Min. preparation: by ice acid acid and phosphorus trichloride effect, ordinary method preparation.
(2) Acetyl Chloride 98Min. is main strong acid catalyst preparation.
The Primary Catalysts Acetyl Chloride 98Min.: promotor concentrated acid acid (or chlorsulfonic acid): the proportioning of iron trichloride is: (0.5-1.5): (0.05-0.15): (0.005-0.015).Optimizing proportioning is: 1: 0.1: 0.01.
(3) low temperature separation process is reclaimed Acetyl Chloride 98Min. and is recycled: Cryogenic Conditions is-20 ℃----60 ℃, optimal conditions is-35 ℃----45 ℃.
Can produce useful effect after the enforcement technical solution of the present invention is: improved widely speed of response and shortened the reaction times; Improve product purity and reduced dichloroacetic acid content; Improve yield, reduced cost; Simultaneously alleviate greatly pollution, made pair product hydrochloric acid reach the synthetic hydrochloric acid standard, will produce significant economic benefit and social benefit.
Embodiment
The invention will be further described below in conjunction with embodiment.
Embodiment 1:
The chloracetyl of a certain amount of acetic acid and 10% and the FeCl of 1% vitriol oil and 0.1% pack in reactor
3, pass into chlorination reaction.Prolong is cooled off by-30 ℃ of ammonia.Acetyl Chloride 98Min., chloroacetyl chloride and acetic acid, Mono Chloro Acetic Acid, two chloracetyl equal sizes in Mono Chloro Acetic Acid and dichloroacetic acid content and the phlegma in the reaction post analysis chlorated liquid, analytical results: chlorination reaction 8h, Mono Chloro Acetic Acid content reaches 88%, and chlorination reaction 12h Mono Chloro Acetic Acid content reaches 93%.
Phlegma consists of:
Acetyl Chloride 98Min. chloroacetyl chloride acetic acid, Mono Chloro Acetic Acid, dichloro acetic acid, sulfuric acid etc.
35％ 5％ 60％。
Claims (3)
1. produce chloroacetic method for one kind, it is characterized in that: take acetic acid as raw material, Acetyl Chloride 98Min. is that main strong acid is catalyzer, and comprise that the employing separation by deep refrigeration reclaims the Acetyl Chloride 98Min. in the tail gas and the step that recycles, wherein, Acetyl Chloride 98Min. is that main strong acid catalyst is the Primary Catalysts Acetyl Chloride 98Min.: the promotor vitriol oil or chlorsulfonic acid: the proportioning of iron trichloride is the catalyzer of 0.5-1.5: 0.05-0.15: 0.005-0.015; Cryogenic Conditions is-20 ℃--60 ℃.
2. the chloroacetic method of a kind of production as claimed in claim 1, it is characterized in that: the Primary Catalysts Acetyl Chloride 98Min.: the promotor vitriol oil or chlorsulfonic acid: the proportioning of iron trichloride is 1: 0.1: 0.01.
3. the chloroacetic method of a kind of production as claimed in claim 1, it is characterized in that: Cryogenic Conditions is-35 ℃--45 ℃.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710146055 CN101386574B (en) | 2007-09-10 | 2007-09-10 | Method for preparing chloracetic acid using acetyl chloride as catalyst |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 200710146055 CN101386574B (en) | 2007-09-10 | 2007-09-10 | Method for preparing chloracetic acid using acetyl chloride as catalyst |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101386574A CN101386574A (en) | 2009-03-18 |
| CN101386574B true CN101386574B (en) | 2013-01-23 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 200710146055 Expired - Fee Related CN101386574B (en) | 2007-09-10 | 2007-09-10 | Method for preparing chloracetic acid using acetyl chloride as catalyst |
Country Status (1)
| Country | Link |
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| CN (1) | CN101386574B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103613497A (en) * | 2013-12-09 | 2014-03-05 | 江苏省格林艾普化工股份有限公司 | Method for producing chloroacetic acid by use of large crystallization kettle |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1180066A (en) * | 1996-10-03 | 1998-04-29 | 北京清华紫光英力化工技术有限责任公司 | Chloroacetic acid producing process |
| CN1264697A (en) * | 2000-01-14 | 2000-08-30 | 重庆嘉陵化学制品有限公司 | Process for preparing monochloroacetic acid |
| CN1297788A (en) * | 2000-11-13 | 2001-06-06 | 广西大学 | Liquid catalyst for producing high-purity chloroacetic acid and catalytic synthesis of chloroacetic acid |
-
2007
- 2007-09-10 CN CN 200710146055 patent/CN101386574B/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1180066A (en) * | 1996-10-03 | 1998-04-29 | 北京清华紫光英力化工技术有限责任公司 | Chloroacetic acid producing process |
| CN1264697A (en) * | 2000-01-14 | 2000-08-30 | 重庆嘉陵化学制品有限公司 | Process for preparing monochloroacetic acid |
| CN1297788A (en) * | 2000-11-13 | 2001-06-06 | 广西大学 | Liquid catalyst for producing high-purity chloroacetic acid and catalytic synthesis of chloroacetic acid |
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| Publication number | Publication date |
|---|---|
| CN101386574A (en) | 2009-03-18 |
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Effective date of registration: 20180131 Address after: Hebei province Handan City Fuxing District households village cattle called River Village South (Shenglong company hospital) Patentee after: Handan Dayan air separation equipment Co., Ltd. Address before: Room 1, room 1, No. 18, green home, Beichen, North Park, Chaoyang District, Beijing Patentee before: Zhang Tiande |
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