CN106631891A - Preparation method of benzonitrile - Google Patents
Preparation method of benzonitrile Download PDFInfo
- Publication number
- CN106631891A CN106631891A CN201611205197.8A CN201611205197A CN106631891A CN 106631891 A CN106631891 A CN 106631891A CN 201611205197 A CN201611205197 A CN 201611205197A CN 106631891 A CN106631891 A CN 106631891A
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- CN
- China
- Prior art keywords
- benzonitrile
- air
- ammonia
- toluene
- raw material
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/24—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons
- C07C253/28—Preparation of carboxylic acid nitriles by ammoxidation of hydrocarbons or substituted hydrocarbons containing six-membered aromatic rings, e.g. styrene
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01C—AMMONIA; CYANOGEN; COMPOUNDS THEREOF
- C01C1/00—Ammonia; Compounds thereof
- C01C1/24—Sulfates of ammonium
- C01C1/242—Preparation from ammonia and sulfuric acid or sulfur trioxide
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/32—Separation; Purification; Stabilisation; Use of additives
- C07C253/34—Separation; Purification
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a preparation method of benzonitrile, which adopts toluene, ammonia gas and air as raw materials, and the ratio of toluene to ammonia gas to air is 1:(1.5-2):(2-10). The preparation method comprises the steps: toluene is gasified and mixed with the ammonia gas, the gas mixture enters a fluidized bed filled with air, a benzonitrile crude product is produced at reaction temperature of 300-500 DEG C and reaction pressure of 0.01-0.1Mpa in existence of a catalyst, after the benzonitrile crude product is rectified and purified, the content is greater than or equal to 99.8%, the total yield is greater than or equal to 90%, and excess ammonia gas is absorbed by sulfuric acid to generate ammonium sulfate for agricultural use, thus reducing environmental pollution.
Description
Technical field
The invention belongs to chemical production technical field, is related to a kind of preparation method of benzonitrile.
Background technology
Benzonitrile also known as benzonitrile, colourless oil liquid, the smell for having almond.Cold water is slightly soluble in, hot water is dissolved in, second is soluble in
Alcohol, ether.Benzonitrile is important organic synthesis intermediate.The intermediate of the high grade paints such as benzoguanamine is mainly used as,
Be also simultaneously synthetic pesticide, veterinary drug, fluorinated liquid crystal material, aliphatic amine, benzoic intermediate, and can as itrile group rubber,
The solvent of resin, polymer and coating etc..
Initially with toluene, the direct gaseous oxidation in the presence of ammonia produces benzene to Nippon Shokubai Kagaku Kogyo Co., Ltd. in 1964
Formonitrile HCN, changes and originally first produced benzoic acid with liquid-phase oxidation of toluene, then with ammonia generates benzoic history again.
With the high grade paints such as benzoguanamine extensive application and efficient fluoro-containing pesticide usage amount step up with
And the expansion of high-end fluorinated liquid crystal material market, benzonitrile while demand increases, content of the downstream product to benzonitrile
Also more and more higher is required, the market demand of especially content >=99.9% benzonitrile progressively rises.
At present the technique of domestic production benzonitrile predominantly with industrial by-products benzoic acid as raw material produce benzonitrile and with
Toluene produces benzonitrile for raw material by gas phase ammonoxidation.CN103012204 propose with benzoic acid leftover bits and pieces as raw material, plus
Heat is lower and ammonia reaction is obtained after crude product, and the content that benzonitrile finished product is obtained by separation and rectification and purification is 99.5%, and yield is
75% -80%, there is a problem of that yield is low with content, while there is the reaction time short then reacting not exclusively and the reaction time is long
The shortcoming that then impurity substantially increases.
CN102219701 proposes that the synthetic method of benzonitrile adopts toluene, ammonia, air for raw material, in raw material proportioning,
Raw material proportioning is toluene:Ammonia:Air=1:2-10:2-10, reaction temperature be 300-500 DEG C, reaction pressure be 0.01-
0.1Mpa, generates benzonitrile under catalyst existence condition, and the highest yield of benzonitrile is 89.1%, and most of yield is 85%
Left and right, and the content of benzonitrile is not referred to, while not referring to three-protection design yet.
CN103664696 proposes that the synthetic method of benzonitrile adopts toluene, ammonia, air for raw material, in raw material proportioning,
Raw material proportioning is toluene:Ammonia:Air=1:2-10:10-50, reaction temperature be 300-500 DEG C, reaction pressure be 0.01-
0.1Mpa, generates benzonitrile under catalyst existence condition, and the yield of benzonitrile is 83% or so.To benzonitrile synthesis three
Useless process is also to refer to.
The content of the invention
The present invention improves original raw material proportioning for the deficiency of existing process technology, and its yield reaches more than 90%, contains
Amount reaches more than 99.8%, and product quality can fully meet the demand of domestic and international high-end market, simultaneously because change proportioning, no
But reduce the generation of waste gas and be easily handled, really realize that industrial scale is produced.
The present invention is achieved by the following technical programs.
A kind of preparation method of benzonitrile, adopts toluene, ammonia, air for raw material, and in raw material proportioning, raw material proportioning is
Toluene:Ammonia:Air=1:1.5-2:2-10, is mixed after first toluene is gasified with ammonia, and gaseous mixture is entered back into
Jing is passed through in the fluid bed of air, and reaction temperature is 300-500 DEG C, and reaction pressure is 0.01-0.1Mpa, is existed in catalyst
Under the conditions of generate benzonitrile crude product, crude product benzonitrile is after rectification and purification, and content >=99.8%, total recovery >=90% is excessive
Ammonia agricultural ammonium sulfate is generated after sulfuric acid absorption.
Due to the utilization of above-mentioned technical proposal, the present invention has compared with prior art following advantages：
A kind of preparation method of benzonitrile of the present invention, adopts toluene, ammonia, air for raw material, in raw material proportioning, raw material proportioning
For toluene:Ammonia:Air=1:1.5-2:2-10, technique and operation are practical in actual production process, and step is simple, its receipts
Rate reaches more than 90%, and content reaches more than 99.8%, while excess of ammonia gas carries out absorbing by the concentrated sulfuric acid generates agricultural sulfuric acid
Ammonium, reduces the discharge of waste gas, is conducive to environmental protection.
Specific embodiment
Embodiment 1
To gasify to after 180 DEG C or so Jing the toluene indirectly heat of metering, after mixing with excessive preheated ammonia fluid bed is sent into
Reactor, adds the air of Jing meterings by the way that under catalyst action, at 380 DEG C, gas phase carries out ammoxidation under pressure 0.03Mpa
Reaction, the mol ratio of air inflow is toluene:Ammonia:Air=1:1.5:6, benzonitrile crude product is obtained after reaction, crude product benzonitrile is again
Finished product benzonitrile is obtained Jing after rectifying, the content of benzonitrile is 99.9%, and yield is 91%.Excess of ammonia gas is carried out by the concentrated sulfuric acid
Absorb and generate agricultural ammonium sulfate.
Embodiment 2
To gasify to after 180 DEG C or so Jing the toluene indirectly heat of metering, after mixing with excessive preheated ammonia fluid bed is sent into
Reactor, adds the air of Jing meterings by the way that under catalyst action, at 384 DEG C, gas phase carries out ammoxidation under pressure 0.04Mpa
Reaction, the mol ratio of air inflow is toluene:Ammonia:Air=1:1.8:5, benzonitrile crude product is obtained after reaction, crude product benzonitrile is again
Finished product benzonitrile is obtained Jing after rectifying, the content of benzonitrile is 99.9%, and yield is 91.5%.Excess of ammonia gas is entered by the concentrated sulfuric acid
Row absorbs and generates agricultural ammonium sulfate.
Embodiment 3
To gasify to after 180 DEG C or so Jing the toluene indirectly heat of metering, after mixing with excessive preheated ammonia fluid bed is sent into
Reactor, adds the air of Jing meterings by the way that under catalyst action, at 382 DEG C, gas phase carries out ammoxidation under pressure 0.02Mpa
Reaction, the mol ratio of air inflow is toluene:Ammonia:Air=1:2:7, obtain benzonitrile crude product after reaction, crude product benzonitrile Jing again
Finished product benzonitrile is obtained after rectifying, the content of benzonitrile is 99.9%, and yield is 92%.Excess of ammonia gas is inhaled by the concentrated sulfuric acid
Midwifery is into agricultural ammonium sulfate.
Claims (1)
1. a kind of preparation method of benzonitrile, adopts toluene, ammonia, air for raw material, and in raw material proportioning, raw material proportioning is first
Benzene:Ammonia:Air=1:1.5-2:2-10, is mixed after first toluene is gasified with ammonia, and gaseous mixture is entered back into
It is passed through in the fluid bed of air, reaction temperature is 300-500 DEG C, and reaction pressure is 0.01-0.1Mpa, there is bar in catalyst
Benzonitrile crude product is generated under part, crude product benzonitrile is after rectification and purification, and content >=99.8%, total recovery >=90% is excessive
Ammonia generates agricultural ammonium sulfate after sulfuric acid absorption, reduces environmental pollution.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611205197.8A CN106631891A (en) | 2016-12-23 | 2016-12-23 | Preparation method of benzonitrile |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201611205197.8A CN106631891A (en) | 2016-12-23 | 2016-12-23 | Preparation method of benzonitrile |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106631891A true CN106631891A (en) | 2017-05-10 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201611205197.8A Pending CN106631891A (en) | 2016-12-23 | 2016-12-23 | Preparation method of benzonitrile |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN106631891A (en) |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101037398A (en) * | 2007-04-25 | 2007-09-19 | 上海涂料有限公司上海南大化工厂 | Production method of benzonitrile |
| CN102219710A (en) * | 2010-04-15 | 2011-10-19 | 中国石油化工股份有限公司 | Method for preparing cyanobenzene |
| CN103664696A (en) * | 2012-09-05 | 2014-03-26 | 中国石油化工股份有限公司 | Method for preparing cyanobenzene |
-
2016
- 2016-12-23 CN CN201611205197.8A patent/CN106631891A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101037398A (en) * | 2007-04-25 | 2007-09-19 | 上海涂料有限公司上海南大化工厂 | Production method of benzonitrile |
| CN102219710A (en) * | 2010-04-15 | 2011-10-19 | 中国石油化工股份有限公司 | Method for preparing cyanobenzene |
| CN103664696A (en) * | 2012-09-05 | 2014-03-26 | 中国石油化工股份有限公司 | Method for preparing cyanobenzene |
Non-Patent Citations (1)
| Title |
|---|
| 王翠萍: "《煤焦化产品回收与加工》", 30 April 2014 * |
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| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20170510 |
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| RJ01 | Rejection of invention patent application after publication |