CN110218163A - The synthetic method of n-butyl isocyanate - Google Patents
The synthetic method of n-butyl isocyanate Download PDFInfo
- Publication number
- CN110218163A CN110218163A CN201910417344.5A CN201910417344A CN110218163A CN 110218163 A CN110218163 A CN 110218163A CN 201910417344 A CN201910417344 A CN 201910417344A CN 110218163 A CN110218163 A CN 110218163A
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- CN
- China
- Prior art keywords
- butyl isocyanate
- synthetic method
- butyl
- formyl chloride
- amine base
- 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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C263/00—Preparation of derivatives of isocyanic acid
- C07C263/04—Preparation of derivatives of isocyanic acid from or via carbamates or carbamoyl halides
Abstract
The invention discloses a kind of synthetic method of n-butyl isocyanate, include the following steps: to choose n-butyl amine base formyl chloride, in organic solvent, under catalyst, 8-15h is reacted at 80-160 DEG C of temperature, n-butyl isocyanate, reaction equation are obtained by thermal decomposition are as follows:
Description
Technical field
The invention belongs to chemosynthesis technical field, in particular to a kind of synthetic method of n-butyl isocyanate.
Background technique
N-butyl isocyanate is important organic synthesis intermediate, the chemical synthesis process of prior art n-butyl isocyanate
It is to be obtained by the phosgene or surpalite of isopropylamine and severe toxicity for Material synthesis.Since phosgene is hypertoxic gas, either testing
There is biggish security risk in room or test or industrialized production.Though and surpalite is liquid, encounters active carbon, iron
Or organic amine etc. is easily broken down into phosgene, and transport and storage process are more difficult, there is also biggish safety in use process
Hidden danger.Therefore, the problem of how a kind of method of safe and reliable synthesis n-butyl isocyanate is provided, is current urgent need to resolve.
Summary of the invention
In view of the above-mentioned deficiencies in the prior art, the technical problem to be solved by the present invention is that providing a kind of synthesis ring piperazine
The new method of ketone.
In order to solve the above technical problems, technical solution provided by the invention are as follows: a kind of synthetic method of n-butyl isocyanate,
Include the following steps:
It chooses n-butyl amine base formyl chloride and under catalyst, reacts 8- at Yu Wendu 80-160 DEG C in organic solvent
15h obtains n-butyl isocyanate, reaction equation by thermal decomposition are as follows:
Preferably, the catalyst is triethylamine, pyridine, N- methylpyrrole or N- picoline.
Preferably, the organic solvent be toluene, dimethylbenzene, n-hexane, methylene chloride, chloroform, dichloroethanes,
Any one in chlorobenzene and dichloro-benzenes.
Preferably, the molar ratio of the n-butyl amine base formyl chloride and the catalyst is 1:0.05~0.1.
Preferably, the molar ratio of the n-butyl amine base formyl chloride and the catalyst is 1:0.05.
Preferably, the molar ratio of the consumption of organic solvent and the additional amount of the n-butyl amine base formyl chloride is 3-20:
1。
Preferably, the specific steps of the synthetic method of the n-butyl isocyanate include:
In the 1000ml four-hole bottle equipped with mechanical agitator, constant pressure funnel, reflux condensing tube and thermometer, it is added
The n-butylamine-based formyl chloride of 200g, the triethylamine of 10g and the toluene of 700g, start stirring, under temperature rising reflux, are stirred to react 10h,
After reaction, product n-butyl isocyanate is steamed.
Preferably, the specific steps of the synthetic method of the n-butyl isocyanate include:
In the 1000ml four-hole bottle equipped with mechanical stirring, constant pressure funnel, reflux condensing tube and thermometer, it is added
The n-butylamine-based formyl chloride of 1mol, the N- methylpyrrole of 0.1mol and the chlorobenzene of 3mol start stirring, heating, and 90 DEG C of Yu Wendu
Left and right is stirred to react 15h, after reaction, steams product n-butyl isocyanate.
The present invention is include at least the following beneficial effects:
The synthetic method of n-butyl isocyanate of the invention reacts system with n-butyl amine base formyl chloride directly in atent solvent
Obtain n-butyl isocyanate.The chemical synthesis process eliminates security risk from technique source, is a rational technology, production peace
Entirely, reaction yield is high, production cost is low, the n-butyl isocyanate preparation method of basic no three wastes.
Present invention process route is advanced, avoids the phosgene and surpalite of severe toxicity, and safety easy to operate, reaction yield is high,
Production cost is low, and the three wastes are few, has biggish implementary value and economic results in society.
Specific embodiment
The present invention will be further described in detail below with reference to the embodiments, to enable those skilled in the art referring to specification
Text can be implemented accordingly.
It should be appreciated that such as " having ", "comprising" and " comprising " term used herein are not precluded one or more
The presence or addition of a other elements or combinations thereof.
A kind of synthetic method of the n-butyl isocyanate of the present embodiment, which comprises the steps of:
It chooses n-butyl amine base formyl chloride and under catalyst, reacts 8- at Yu Wendu 80-160 DEG C in organic solvent
15h obtains n-butyl isocyanate, reaction equation by thermal decomposition are as follows:
Wherein, the catalyst is triethylamine, pyridine, N- methylpyrrole or N- picoline.
Wherein, the organic solvent is toluene, dimethylbenzene, n-hexane, methylene chloride, chloroform, dichloroethanes, chlorobenzene
With any one in dichloro-benzenes.
Wherein, the molar ratio of the n-butyl amine base formyl chloride and the catalyst is 1:0.05~0.1.
Wherein, the molar ratio of the n-butyl amine base formyl chloride and the catalyst is 1:0.05.
Wherein, the molar ratio of the consumption of organic solvent and the additional amount of the n-butyl amine base formyl chloride is 3-20:1.
Specific embodiment is given below, with the invention will be further described
Embodiment 1
In the 1000ml four-hole bottle equipped with mechanical stirring, constant pressure funnel, reflux condensing tube and thermometer, it is added
The n-butylamine-based formyl chloride of 200g, the triethylamine of 10g and the toluene of 700g, start stirring, under temperature rising reflux, are stirred to react 10h,
After reaction, product n-butyl isocyanate 138.8g, yield 95% are steamed, content is 99% (GC) or more.
Embodiment 2
In the 1000ml four-hole bottle equipped with mechanical stirring, constant pressure funnel, reflux condensing tube and thermometer, it is added
The n-butylamine-based formyl chloride of 1mol, the N- methylpyrrole of 0.1mol and the chlorobenzene of 3mol start stirring, heating, and 90 DEG C of Yu Wendu
Left and right is stirred to react 15h, after reaction, steams product n-butyl isocyanate 91g, yield 92%, content is 99% (GC)
More than.
Process route of the invention is advanced, avoids the phosgene and surpalite of severe toxicity, safety easy to operate, reaction yield
Height, production cost is low, and the three wastes are few, has biggish implementary value and economic results in society.
Although the embodiments of the present invention have been disclosed as above, but its is not only in the description and the implementation listed
With it can be fully applied to various fields suitable for the present invention, for those skilled in the art, can be easily
Realize other modification, therefore without departing from the general concept defined in the claims and the equivalent scope, the present invention is simultaneously unlimited
In specific details.
Claims (8)
1. a kind of synthetic method of n-butyl isocyanate, which comprises the steps of:
It chooses n-butyl amine base formyl chloride and under catalyst, reacts 8-15h at Yu Wendu 80-160 DEG C in organic solvent,
N-butyl isocyanate, reaction equation are obtained by thermal decomposition are as follows:
2. the synthetic method of n-butyl isocyanate as described in claim 1, which is characterized in that the catalyst be triethylamine,
Pyridine, N- methylpyrrole or N- picoline.
3. the synthetic method of n-butyl isocyanate as described in claim 1, which is characterized in that the organic solvent be toluene,
Any one in dimethylbenzene, n-hexane, methylene chloride, chloroform, dichloroethanes, chlorobenzene and dichloro-benzenes.
4. the synthetic method of n-butyl isocyanate as claimed in claim 2, which is characterized in that the n-butyl amine base formyl chloride with
The molar ratio of the catalyst is 1:0.05~0.1.
5. the synthetic method of n-butyl isocyanate as claimed in claim 2, which is characterized in that the n-butyl amine base formyl chloride with
The molar ratio of the catalyst is 1:0.05.
6. the synthetic method of n-butyl isocyanate as claimed in claim 3, which is characterized in that the consumption of organic solvent and institute
The molar ratio for stating the additional amount of n-butyl amine base formyl chloride is 3-20:1.
7. the synthetic method of the n-butyl isocyanate as described in any one of claim 1-6, which is characterized in that its specific step
Suddenly include:
In the 1000ml four-hole bottle equipped with mechanical agitator, constant pressure funnel, reflux condensing tube and thermometer, 200g is added
N-butylamine-based formyl chloride, the triethylamine of 10g and the toluene of 700g start stirring, under temperature rising reflux, are stirred to react 10h, react
After, steam product n-butyl isocyanate.
8. the synthetic method of the n-butyl isocyanate as described in any one of claim 1-6, which is characterized in that its specific step
Suddenly include:
In the 1000ml four-hole bottle equipped with mechanical stirring, constant pressure funnel, reflux condensing tube and thermometer, it is added 1mol's
N-butylamine-based formyl chloride, the N- methylpyrrole of 0.1mol and the chlorobenzene of 3mol start stirring, and heating, 90 DEG C of Yu Wendu or so are stirred
It mixes reaction 15h and steams product n-butyl isocyanate after reaction.
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| CN201910417344.5A CN110218163A (en) | 2019-05-20 | 2019-05-20 | The synthetic method of n-butyl isocyanate |
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| CN201910417344.5A CN110218163A (en) | 2019-05-20 | 2019-05-20 | The synthetic method of n-butyl isocyanate |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114315648A (en) * | 2022-01-11 | 2022-04-12 | 黎明化工研究设计院有限责任公司 | Method for reducing content of hydrolytic chlorine in isocyanate |
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| CN1844091A (en) * | 2006-05-08 | 2006-10-11 | 江苏安邦电化有限公司 | Process for preparing butyl isocyanate |
| CN101357898A (en) * | 2008-08-29 | 2009-02-04 | 江苏安邦电化有限公司 | Process for preparing n-butyl isocyanate |
| CN103638688A (en) * | 2013-12-24 | 2014-03-19 | 湖南国发精细化工科技有限公司 | Recycling method for phosgene in tail gas generated in calorescence reaction for synthesizing normal-butyl isocyanate |
| CN103848759A (en) * | 2012-12-05 | 2014-06-11 | 湖南国发精细化工科技有限公司 | Method for applying esterification tail gas produced in synthesis of butyl isocyanate to salification |
| CN104447411A (en) * | 2014-11-27 | 2015-03-25 | 湖南国发精细化工科技有限公司 | Refining method for normal-butyl isocyanate |
| CN105254535A (en) * | 2015-10-26 | 2016-01-20 | 安徽广信农化股份有限公司 | Refining method for n-butyl isocyanate |
| CN107162934A (en) * | 2017-06-07 | 2017-09-15 | 江苏蓝丰生物化工股份有限公司 | The synthetic method of isopropyl isocyanate |
| CN108689882A (en) * | 2018-04-24 | 2018-10-23 | 江苏蓝丰生物化工股份有限公司 | The synthetic method of t-butylisocyanate |
-
2019
- 2019-05-20 CN CN201910417344.5A patent/CN110218163A/en active Pending
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| HU187838B (en) * | 1982-12-29 | 1986-02-28 | Mta Koezponti Kemiai Kutato Intezete,Hu | Process for preparing aliphatic isocyanates |
| CN1844091A (en) * | 2006-05-08 | 2006-10-11 | 江苏安邦电化有限公司 | Process for preparing butyl isocyanate |
| CN101357898A (en) * | 2008-08-29 | 2009-02-04 | 江苏安邦电化有限公司 | Process for preparing n-butyl isocyanate |
| CN103848759A (en) * | 2012-12-05 | 2014-06-11 | 湖南国发精细化工科技有限公司 | Method for applying esterification tail gas produced in synthesis of butyl isocyanate to salification |
| CN103638688A (en) * | 2013-12-24 | 2014-03-19 | 湖南国发精细化工科技有限公司 | Recycling method for phosgene in tail gas generated in calorescence reaction for synthesizing normal-butyl isocyanate |
| CN104447411A (en) * | 2014-11-27 | 2015-03-25 | 湖南国发精细化工科技有限公司 | Refining method for normal-butyl isocyanate |
| CN105254535A (en) * | 2015-10-26 | 2016-01-20 | 安徽广信农化股份有限公司 | Refining method for n-butyl isocyanate |
| CN107162934A (en) * | 2017-06-07 | 2017-09-15 | 江苏蓝丰生物化工股份有限公司 | The synthetic method of isopropyl isocyanate |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN114315648A (en) * | 2022-01-11 | 2022-04-12 | 黎明化工研究设计院有限责任公司 | Method for reducing content of hydrolytic chlorine in isocyanate |
| CN114315648B (en) * | 2022-01-11 | 2023-03-03 | 黎明化工研究设计院有限责任公司 | Method for reducing content of hydrolytic chlorine in isocyanate |
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Application publication date: 20190910 |
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