CN104230703A - Method for synthesizing high-purity benzoyl chloride - Google Patents
Method for synthesizing high-purity benzoyl chloride Download PDFInfo
- Publication number
- CN104230703A CN104230703A CN201410517084.6A CN201410517084A CN104230703A CN 104230703 A CN104230703 A CN 104230703A CN 201410517084 A CN201410517084 A CN 201410517084A CN 104230703 A CN104230703 A CN 104230703A
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- Prior art keywords
- benzoyl chloride
- purity
- synthetic method
- reaction
- sulfur oxychloride
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- 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
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- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B7/00—Halogens; Halogen acids
- C01B7/01—Chlorine; Hydrogen chloride
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01D—COMPOUNDS OF ALKALI METALS, i.e. LITHIUM, SODIUM, POTASSIUM, RUBIDIUM, CAESIUM, OR FRANCIUM
- C01D5/00—Sulfates or sulfites of sodium, potassium or alkali metals in general
- C01D5/14—Preparation of sulfites
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- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention relates to a method for synthesizing high-purity benzoyl chloride, and belongs to the technical field of fine chemical engineering synthesis. The method comprises the following steps: (1) by taking benzoic acid and thionyl chloride as raw materials, under the action of a catalyst, heating, stirring and performing backflow reaction, and when a solution is clear and transparent, recycling redundant thionyl chloride to obtain obtaining a coarse benzoyl chloride product; (2) performing reduced pressure distillation on the obtained coarse benzoyl chloride product in a reduced pressure distillation tower, and collecting the fraction of 90-120 DEG C to obtain a finished benzoyl chloride product. The method is simple and convenient in process, high in reaction yield, high in security in the production process and good in product quality.
Description
Technical field
The present invention relates to a kind of synthetic method of high-purity benzoyl chloride, belong to fine chemistry industry technical field of organic synthesis.
Background technology
Benzoyl chloride is important organic synthesis intermediate, is widely used in the synthesis of agricultural chemicals, medicine, dyestuff, spices and auxiliary agent etc.The Benzoyl chloride of China is mainly for the production of important industrial chemicals such as benzoyl peroxide, Benzophenones compound, peruscabins.
The method of current industrial production Benzoyl chloride is mainly, α-trichlorotoluene zotrichloride is generated at catalyst action with toluene and liquid chlorine, again with α-trichlorotoluene zotrichloride and phenylformic acid or water for raw material, iron trichloride be catalyzer to produce Benzoyl chloride, the Benzoyl chloride of generation is purified by distillation tower distillation, but the method complicated operation, energy consumption is large, and yield is low, and quality product is lower, and produce a large amount of solid waste, aftertreatment difficulty.In addition, raw material liquid chlorine is highly toxic product, higher to the requirement of conversion unit, the poor stability of production process.
Summary of the invention
The object of the invention is to solve the weak point that above-mentioned prior art exists, provide that a kind of technique is simple and direct, reaction yield is high, in production process security high, the synthetic method of the Benzoyl chloride of good product quality.
The synthetic method of a kind of high-purity benzoyl chloride that the present invention relates to, its special character is to comprise the following steps:
1, with phenylformic acid and sulfur oxychloride for raw material, under the effect of catalyzer, carry out heated and stirred back flow reaction, when after solution clear, reclaim unnecessary sulfur oxychloride, obtain Benzoyl chloride crude product;
Described catalyzer is dimethyl formamide (DMF), any one in iron trichloride, benzyltriethylammoinium chloride;
2, the Benzoyl chloride crude product obtained is carried out underpressure distillation under 20-50mmHg (absolute pressure) in vacuum still, collect the cut of 90-120 DEG C, obtain Benzoyl chloride finished product.
For dimethyl formamide DMF as catalyzer, reaction equation is:
Wherein, the mass ratio of phenylformic acid and sulfur oxychloride is 1:(1.1-5.0), preferred 1:(1.1-2.5);
In above-mentioned reaction, best use catalyzer is DMF, and the quality of catalyzer is 0.001-0.030 times of benzoic acid Mass, is preferably 0.003-0.010 doubly;
In above-mentioned reaction, when reflux, temperature controls at 30-70 DEG C, and the reaction times is 1 – 6 hours.
The by-product hydrochloric acid of above-mentioned reaction is after water absorbs, and make the hydrochloric acid of 33%, sulfur dioxide gas makes S-WAT finished product after absorbing by liquid caustic soda.
Compared with prior art, the present invention is without the need to using hypertoxic raw material liquid chlorine, with phenylformic acid, sulfur oxychloride, catalyzer dimethyl formamide for raw material, get final product the Benzoyl chloride of synthesis of high purity, temperature of reaction of the present invention controls at 30-70 DEG C, and reaction conditions is gentle, and the few and easily process of safety simple to operate, the three wastes, product yield can reach more than 90%, the purity of toluene acyl chlorides can reach more than 99.5%, be a kind of method of applicable suitability for industrialized production, there is good application prospect.
Embodiment
Below provide the specific embodiment of the present invention, be used for that the present invention is described further.
Embodiment 1
The synthetic method of the high-purity benzoyl chloride of the present embodiment, comprise following procedure of processing: by phenylformic acid 600g, sulfur oxychloride 660g is in reactor, add N, dinethylformamide 1.8g, back flow reaction at 30 DEG C, react after 3 hours, solution clear, reaction terminates, in vacuum still, carry out underpressure distillation reclaim unnecessary sulfur oxychloride, underpressure distillation under control vacuum tightness 20-50mmHg, removing front-end volatiles, collect the cut of 90-120 DEG C, obtain the Benzoyl chloride finished product that achromaticity and clarification is transparent, yield 90%, content is 99.5%, for the tail gas HCl that reaction generates, SO
2, first absorb with water and make hydrochloric acid, then make S-WAT with alkali liquor absorption.
Embodiment 2
The synthetic method of the high-purity benzoyl chloride of the present embodiment, comprise following procedure of processing: feed intake phenylformic acid 400g, sulfur oxychloride 800g is in reactor, add N, dinethylformamide 2.8g, back flow reaction at 50 DEG C, react after 2 hours, solution clear, reaction terminates, in vacuum still, carry out underpressure distillation reclaim unnecessary sulfur oxychloride, underpressure distillation under control vacuum tightness 20-50mmHg, removing front-end volatiles, collect the cut of 90-120 DEG C, obtain the Benzoyl chloride finished product that achromaticity and clarification is transparent, yield 91%, content is 99.7%, for the tail gas HCl that reaction generates, SO2, first absorb with water and make hydrochloric acid, S-WAT is made again with alkali liquor absorption.
Embodiment 3
The synthetic method of the high-purity benzoyl chloride of the present embodiment, comprise following procedure of processing: the phenylformic acid 300g that feeds intake, sulfur oxychloride 750g are in reactor, add N, dinethylformamide 3g, back flow reaction at 50 DEG C, after reaction 1.5h, solution clear, reaction terminates, and unnecessary sulfur oxychloride is reclaimed in underpressure distillation, underpressure distillation under control vacuum tightness 20-50mmHg, removing front-end volatiles, collect the cut of 90-120 DEG C, obtain the Benzoyl chloride finished product that achromaticity and clarification is transparent, yield 90%, content is 99.6%.For tail gas HCl, SO2 that reaction generates, first absorb with water and make hydrochloric acid, then make S-WAT with alkali liquor absorption.
Above-described embodiment is only be described the preferred embodiment of the present invention; not scope of the present invention is set; under the prerequisite not departing from spirit of the present invention; the distortion that those of ordinary skill in the art do technical scheme of the present invention and improvement, all should fall in protection domain that claims of the present invention determine.
Claims (6)
1. a synthetic method for high-purity benzoyl chloride, is characterized in that comprising the following steps:
1) with phenylformic acid and sulfur oxychloride for raw material, under the effect of catalyzer, carry out heated and stirred back flow reaction, when after solution clear, reclaim unnecessary sulfur oxychloride, obtain Benzoyl chloride crude product;
2) the Benzoyl chloride crude product obtained is carried out underpressure distillation in vacuum still, collect the cut of 90-120 DEG C, obtain Benzoyl chloride finished product.
2. according to the synthetic method of a kind of high-purity benzoyl chloride according to claim 1, it is characterized in that described catalyzer is dimethyl formamide DMF, any one in iron trichloride, benzyltriethylammoinium chloride.
3. according to the synthetic method of a kind of high-purity benzoyl chloride according to claim 1, it is characterized in that the mass ratio of described phenylformic acid and sulfur oxychloride is 1:(1.1-5.0).
4., according to the synthetic method of a kind of high-purity benzoyl chloride according to claim 5, it is characterized in that the add-on of described catalyzer is 0.003-0.010 times of benzoic acid Mass.
5. according to the synthetic method of a kind of high-purity benzoyl chloride according to claim 1, it is characterized in that described step 1) is when reflux, temperature controls at 30-70 DEG C, and the reaction times is 1 – 6 hours.
6., according to the synthetic method of a kind of high-purity benzoyl chloride according to claim 1, it is characterized in that described step 2) in vacuum tightness in vacuum still be 20-50mmHg.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
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| CN201410517084.6A CN104230703A (en) | 2014-09-30 | 2014-09-30 | Method for synthesizing high-purity benzoyl chloride |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201410517084.6A CN104230703A (en) | 2014-09-30 | 2014-09-30 | Method for synthesizing high-purity benzoyl chloride |
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| CN201410517084.6A Pending CN104230703A (en) | 2014-09-30 | 2014-09-30 | Method for synthesizing high-purity benzoyl chloride |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105348087A (en) * | 2015-12-14 | 2016-02-24 | 山东凯盛新材料有限公司 | Continuous production process of parachlorobenzoyl chloride |
| CN105348085A (en) * | 2015-12-14 | 2016-02-24 | 山东凯盛新材料有限公司 | Continuous preparation technology of m-methyl benzoyl chloride |
| CN110818555A (en) * | 2019-11-18 | 2020-02-21 | 怀化泰通新材料科技有限公司 | Preparation method of 2-4-6-trimethylbenzoyl chloride |
| CN113501755A (en) * | 2021-07-03 | 2021-10-15 | 江苏万隆化学有限公司 | Environment-friendly halogenated benzoyl chloride manufacturing process |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020166564A1 (en) * | 1997-12-19 | 2002-11-14 | Sung Michael T. | Silica resin filter for smoking articles |
| CN101633841A (en) * | 2009-04-18 | 2010-01-27 | 江南大学 | Amido metal iridium complex electrophosphorescent luminescent material adopting phenylpyrazole main ligand and preparation thereof |
| CN103724188A (en) * | 2013-12-18 | 2014-04-16 | 河南能源化工集团研究院有限公司 | Method for preparing paraphthaloyl 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 |
-
2014
- 2014-09-30 CN CN201410517084.6A patent/CN104230703A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20020166564A1 (en) * | 1997-12-19 | 2002-11-14 | Sung Michael T. | Silica resin filter for smoking articles |
| CN101633841A (en) * | 2009-04-18 | 2010-01-27 | 江南大学 | Amido metal iridium complex electrophosphorescent luminescent material adopting phenylpyrazole main ligand and preparation thereof |
| CN103724188A (en) * | 2013-12-18 | 2014-04-16 | 河南能源化工集团研究院有限公司 | Method for preparing paraphthaloyl 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 |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105348087A (en) * | 2015-12-14 | 2016-02-24 | 山东凯盛新材料有限公司 | Continuous production process of parachlorobenzoyl chloride |
| CN105348085A (en) * | 2015-12-14 | 2016-02-24 | 山东凯盛新材料有限公司 | Continuous preparation technology of m-methyl benzoyl chloride |
| CN110818555A (en) * | 2019-11-18 | 2020-02-21 | 怀化泰通新材料科技有限公司 | Preparation method of 2-4-6-trimethylbenzoyl chloride |
| CN113501755A (en) * | 2021-07-03 | 2021-10-15 | 江苏万隆化学有限公司 | Environment-friendly halogenated benzoyl chloride manufacturing process |
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Application publication date: 20141224 |