CN105348087A - Continuous production process of parachlorobenzoyl chloride - Google Patents
Continuous production process of parachlorobenzoyl chloride Download PDFInfo
- Publication number
- CN105348087A CN105348087A CN201510933074.5A CN201510933074A CN105348087A CN 105348087 A CN105348087 A CN 105348087A CN 201510933074 A CN201510933074 A CN 201510933074A CN 105348087 A CN105348087 A CN 105348087A
- Authority
- CN
- China
- Prior art keywords
- continuous production
- chloride
- parachlorobenzoyl
- production processes
- parachlorobenzoyl chloride
- 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.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/60—Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/58—Preparation of carboxylic acid halides
- C07C51/64—Separation; Purification; Stabilisation; Use of additives
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a continuous production process of parachlorobenzoyl chloride, and belongs to the technical field of fine chemical industry. The continuous production process comprises the steps of adding parachlorobenzoic-acid and thionyl chloride into a reaction still on the premise of the presence of a phase transfer catalyst, so as to obtain reaction liquid; performing atmospheric distillation on the reaction liquid to separate out unreacted thionyl chloride; then adding the unreacted thionyl chloride into a thin film evaporator for performing vacuum distillation, so as to obtain the parachlorobenzoyl chloride. According to the continuous production process provided by the invention, the problems of unstable product quality, low degree of automation equipment and high labor intensity in an interrupter method process are solved, and the continuous production process has the characteristics of simple process route, short production cycle, and high product yield, and the occurrence of side reaction is avoided while the production capacity is improved.
Description
Technical field
The present invention relates to a kind of continuous production processes of parachlorobenzoyl chloride, belong to technical field of fine.
Background technology
Along with the fast development of macromolecular material, parachlorobenzoyl chloride becomes a kind of important chemical intermediate gradually, more and more receive the concern of numerous researchists, the performance of its excellence obtains and is widely used in medicine intermediate, dyestuff intermediate and sanitas etc.Step production technique is mostly adopted to prepare parachlorobenzoyl chloride at present, batch process has the advantages that equipment is simple, versatility is wide, when demand is lower, adopt this method comparatively economical, but along with production-scale expansion, adopt batch process when producing parachlorobenzoyl chloride, there is the problems such as the low and labour intensity of different batches unstable product quality, automation degree of equipment is large.
Summary of the invention
The object of this invention is to provide a kind of continuous production processes of parachlorobenzoyl chloride, have the advantages that technological process is simple, with short production cycle, product yield is high.
The continuous production processes of parachlorobenzoyl chloride of the present invention, under phase-transfer catalyst existence condition, Chlorodracylic acid and sulfur oxychloride are joined in reactor and reacts, obtain reaction solution, then reaction solution is first carried out air distillation to isolate unreacted sulfur oxychloride, joined again in thin-film evaporator and carried out underpressure distillation, obtained parachlorobenzoyl chloride.
Wherein:
Described phase-transfer catalyst be tertiary amine and have in the quaternary ammonium salt of ion pair any one or multiple, wherein, tertiary amine is 1,4-lupetazin, DMA, N, N-Diethyl Aniline, N, N, N ', N '-Tetramethyl Ethylene Diamine, triethylenediamine, 1,8-diazabicyclo, Tributylamine, DMAP and pyridine; The quaternary ammonium salt with ion pair is benzyltriethylammoinium chloride, 4-propyl bromide, Tetrabutyl amonium bromide, four n-octyl brometo de amonios, tetrabutylammonium chloride, 4-butyl ammonium hydrogen sulfate, 4-propyl ammonium chloride, tri-n-octyl methyl ammonium chloride, Dodecyl trimethyl ammonium chloride and tetradecyl trimethyl ammonium chloride;
Described Chlorodracylic acid and the mol ratio of sulfur oxychloride are 1:1.01-1.15.
Described phase-transfer catalyst consumption is the 0.05-0.1wt% of Chlorodracylic acid.
The described reaction times is 4-10h, has reacted follow-up continuation of insurance temperature 1h.
The temperature of described underpressure distillation is 115-132 DEG C, and the vacuum tightness of underpressure distillation is 630-750mmHg.
The thin-film evaporator used in the present invention has the feature that range of viscosities is wide and turndown ratio is large that heat transfer coefficient is high, evaporation capacity is large, low-temperature evaporation is effective, residence time of material is short, be suitable for, and is progressively promoted and applies in the industries such as chemical industry, light industry, pharmacy, environmental protection and food.
Beneficial effect of the present invention is as follows:
Continuous production processes of the present invention has the advantages that operational path is succinct, with short production cycle, product yield is high, while raising throughput, turn avoid the generation of side reaction.
Embodiment
Below in conjunction with embodiment, the present invention is described further.
Embodiment 1
The continuous production processes of parachlorobenzoyl chloride is as follows:
(1) 498kg Chlorodracylic acid and 382kg sulfur oxychloride are joined in reactor, then add 0.249kgN, N-Diethyl Aniline reaction 4h, until emerge without gas, continue insulation again 1 hour, through air distillation to reclaim unreacted sulfur oxychloride, obtain parachlorobenzoyl chloride crude product;
(2) parachlorobenzoyl chloride crude product is joined in thin-film evaporator, feed rate is 3.7kg/min, adjustment vacuum tightness is 750mmHg, underpressure distillation is carried out at 115 DEG C, obtain 545kg parachlorobenzoyl chloride, yield is 97.9%, after testing, and the chromatographic content 99.1% of parachlorobenzoyl chloride.
Embodiment 2
The continuous production processes of parachlorobenzoyl chloride is as follows:
(1) 996kg Chlorodracylic acid and 832kg sulfur oxychloride are joined in reactor, and then add 0.34kg tetradecyl trimethyl ammonium chloride and 0.407g4-Dimethylamino pyridine reaction 7h, until emerge without gas, continue insulation again after 1 hour, through air distillation to reclaim unreacted sulfur oxychloride, obtain parachlorobenzoyl chloride crude product;
(2) parachlorobenzoyl chloride crude product is joined in thin-film evaporator, feed rate is 3.9kg/min, adjustment vacuum tightness is 690mmHg, underpressure distillation is carried out at 125 DEG C, obtain 1086kg parachlorobenzoyl chloride, yield is 97.5%, after testing, and the chromatographic content 98.9% of parachlorobenzoyl chloride.
Embodiment 3
The continuous production processes of parachlorobenzoyl chloride is as follows:
(1) 664kg Chlorodracylic acid and 579kg sulfur oxychloride are joined in reactor, then 0.664kgN '-Tetramethyl Ethylene Diamine reaction 10h is added, until emerge without gas, continue insulation again after 1 hour, through air distillation to reclaim unreacted sulfur oxychloride, obtain parachlorobenzoyl chloride crude product;
(2) parachlorobenzoyl chloride crude product is joined in thin-film evaporator, feed rate is 4.1kg/min, adjustment vacuum tightness is 630mmHg, underpressure distillation is carried out at 132 DEG C, obtain 728.4kg parachlorobenzoyl chloride, yield is 98.1%, after testing, and the chromatographic content 99.3% of parachlorobenzoyl chloride.
Claims (9)
1. the continuous production processes of a parachlorobenzoyl chloride, it is characterized in that: under phase-transfer catalyst existence condition, Chlorodracylic acid and sulfur oxychloride are joined in reactor and reacts, obtain reaction solution, after air distillation, underpressure distillation, obtain parachlorobenzoyl chloride;
Described phase-transfer catalyst be tertiary amine and have in the quaternary ammonium salt of ion pair any one or multiple.
2. the continuous production processes of parachlorobenzoyl chloride according to claim 1, is characterized in that: the mol ratio of Chlorodracylic acid and sulfur oxychloride is 1:1.01-1.15.
3. the continuous production processes of parachlorobenzoyl chloride according to claim 1, is characterized in that: phase-transfer catalyst consumption is the 0.05-0.1wt% of Chlorodracylic acid.
4. the continuous production processes of parachlorobenzoyl chloride according to claim 1, is characterized in that: the quaternary ammonium salt with ion pair is benzyltriethylammoinium chloride, 4-propyl bromide, Tetrabutyl amonium bromide, four n-octyl brometo de amonios, tetrabutylammonium chloride, 4-butyl ammonium hydrogen sulfate, 4-propyl ammonium chloride, tri-n-octyl methyl ammonium chloride, Dodecyl trimethyl ammonium chloride and tetradecyl trimethyl ammonium chloride.
5. the continuous production processes of parachlorobenzoyl chloride according to claim 1, it is characterized in that: tertiary amine is 1,4-lupetazin, N, accelerine, N, N-Diethyl Aniline, N, N, N ', N '-Tetramethyl Ethylene Diamine, triethylenediamine, 1,8-diazabicyclo, Tributylamine, DMAP and pyridine.
6. the continuous production processes of parachlorobenzoyl chloride according to claim 1, is characterized in that: the reaction times is 4-10h.
7. the continuous production processes of parachlorobenzoyl chloride according to claim 1, is characterized in that: reacted follow-up continuation of insurance temperature 1h.
8. the continuous production processes of parachlorobenzoyl chloride according to claim 1, is characterized in that: the temperature of underpressure distillation is 115-132 DEG C.
9. the continuous production processes of parachlorobenzoyl chloride according to claim 1, is characterized in that: the vacuum tightness of underpressure distillation is 630-750mmHg.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510933074.5A CN105348087A (en) | 2015-12-14 | 2015-12-14 | Continuous production process of parachlorobenzoyl chloride |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510933074.5A CN105348087A (en) | 2015-12-14 | 2015-12-14 | Continuous production process of parachlorobenzoyl chloride |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN105348087A true CN105348087A (en) | 2016-02-24 |
Family
ID=55324175
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510933074.5A Pending CN105348087A (en) | 2015-12-14 | 2015-12-14 | Continuous production process of parachlorobenzoyl chloride |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105348087A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107793312A (en) * | 2016-08-31 | 2018-03-13 | 江苏万隆科技有限公司 | The preparation method of 2,3,4,5 tetrachloro chlorobenzoyl chlorides |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0027941B1 (en) * | 1979-10-26 | 1982-12-08 | Bayer Ag | Process for the preparation of carboxylic acid halides |
| CN102093209A (en) * | 2009-12-14 | 2011-06-15 | 烟台氨纶股份有限公司 | Method for preparing aromatic dimethyl chloride |
| CN104003868A (en) * | 2014-05-26 | 2014-08-27 | 中国平煤神马能源化工集团有限责任公司技术中心 | Preparation and purification method of paraphthaloyl chloride with high purity |
| CN104230703A (en) * | 2014-09-30 | 2014-12-24 | 烟台裕祥精细化工有限公司 | Method for synthesizing high-purity benzoyl chloride |
-
2015
- 2015-12-14 CN CN201510933074.5A patent/CN105348087A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0027941B1 (en) * | 1979-10-26 | 1982-12-08 | Bayer Ag | Process for the preparation of carboxylic acid halides |
| CN102093209A (en) * | 2009-12-14 | 2011-06-15 | 烟台氨纶股份有限公司 | Method for preparing aromatic dimethyl chloride |
| CN104003868A (en) * | 2014-05-26 | 2014-08-27 | 中国平煤神马能源化工集团有限责任公司技术中心 | Preparation and purification method of paraphthaloyl chloride with high purity |
| CN104230703A (en) * | 2014-09-30 | 2014-12-24 | 烟台裕祥精细化工有限公司 | Method for synthesizing high-purity benzoyl chloride |
Non-Patent Citations (1)
| Title |
|---|
| 郑飞浪等: "苯基呋喃-2-甲酮类化合物的合成及其抑制血管平滑肌细胞(VSMC)增殖活性", 《中国药物化学杂志》 * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107793312A (en) * | 2016-08-31 | 2018-03-13 | 江苏万隆科技有限公司 | The preparation method of 2,3,4,5 tetrachloro chlorobenzoyl chlorides |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP3438271A3 (en) | Decanedioic acid produced by microbial fermentation and preparation method thereof | |
| CN104261491A (en) | Method for synthesizing high-purity nickel disulfide | |
| CN105348087A (en) | Continuous production process of parachlorobenzoyl chloride | |
| CN106966882A (en) | A kind of preparation method of tetrachloroquinone | |
| CN101863753B (en) | Method for preparing palmitoyl chloride | |
| CN105348085A (en) | Continuous preparation technology of m-methyl benzoyl chloride | |
| CN105330531B (en) | To the continuous production processes of methyl benzoyl chloride | |
| CN101544682B (en) | 11-keto-16,17-epoxyprogesterone and industrial production method | |
| CN107868053A (en) | A kind of preparation method of the hydrocarbyl carbonate salt of sulfuric acid one | |
| CN105481681A (en) | Preparation method of o-phthaloyl chloride | |
| CN103086900B (en) | Method of production of glycine by circulation environmental-friendly method in alcohol phase | |
| CN105153023B (en) | The synthetic method of 2 amino, 4 bromopyridine | |
| CN105523902B (en) | The preparation method of 2 chloroethyl propyl ethers | |
| CN111574381B (en) | Method for preparing 2-chloroethylamine hydrochloride | |
| CN113912550A (en) | Method for preparing 2,4, 5-trichloropyrimidine | |
| CN101786958A (en) | Method for synthesizing N-ethyl-N hydroxyethyl meta-aminotoluene | |
| CN105367754A (en) | M-benzene type epoxy vinyl ester glass fiber reinforced plastic resin and synthetic method thereof | |
| CN103288688A (en) | Preparation method of 1-naphthylamine 5-sulfonic acid | |
| CN105330525A (en) | Preparation method of 7-hydroxy-1-indanone | |
| CN109020879A (en) | A kind of preparation method of the chloro- 3- trichloromethyl pyridine of 2- | |
| CN109896984A (en) | A kind of production technology of dimethylaminosulfonyl chloride | |
| CN102249931B (en) | Method for synthesizing 3,3'-dimethyl-4,4'-diamidodiphenylmethane | |
| CN105622368B (en) | Recycling Mother Solution uses the method for preparing m-terephthal aldehyde | |
| CN105330535A (en) | Synthesis technology of m-toluoyl chloride | |
| CN113121358A (en) | Preparation method of 2-bromo-5-fluoro-4-nitroaniline |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20160224 |