CN1063695A - The preparation method of rubber anti-chark agent - Google Patents
The preparation method of rubber anti-chark agent Download PDFInfo
- Publication number
- CN1063695A CN1063695A CN 92101700 CN92101700A CN1063695A CN 1063695 A CN1063695 A CN 1063695A CN 92101700 CN92101700 CN 92101700 CN 92101700 A CN92101700 A CN 92101700A CN 1063695 A CN1063695 A CN 1063695A
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- China
- Prior art keywords
- phthalimide
- reaction
- mixed solvent
- salt
- dicyclohexyl
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Abstract
The present invention relates to a kind of method for preparing N-cyclohexyl thio phthalimide (rubber anti-chark agent C.T.P) by dicyclohexyl bisulfide and phthalimide salt.Present method adopts C
4～C
10Straight or branched is C
1～C
2The alkanes mixed solvent system, chlorination and condensation reaction are finished in same reactor, through mechanical filter, drying treatment directly obtains product.This method makes work simplification, and is with short production cycle, and production efficiency improves, and yield has improved 60%.
Description
The present invention relates to a kind of method for preparing N-cyclohexyl thio phthalimide with dicyclohexyl bisulfide and phthalimide salt.Be called for short rubber anti-chark agent (C.T.P).
The method that some production scorch retarder are arranged at present, for example: U.S. Pat 4,377, having described in 700 with phthalimide and cyclohexyl thio time SULPHURYL CHLORIDE is raw material, in the presence of the basic metal or the alkaline earth metal hydroxides aqueous solution, prepare the method for N-cyclohexyl thio phthalimide.This method as solvent or reaction medium, adds emulsifying agent, pentane, in order to reaction with water.Wherein alkali is as the receptor of hydrochloric acid in the reaction.This method is with certain productive rate preparing product, but the solvent system composition is more, must wash with solvent behind the product separation, could guarantee purity.
According to the method for Chemical Abstracts VO198:107158h record, be raw material with dicyclohexyl bisulfide and phthalimide potassium, at CCl
4In the solution and Cl prepared in reaction product.
In addition, the method for present domestic use also adopts dicyclohexyl bisulfide and phthalimide sodium salt, carries out chlorination in toluene solution, contracts and the prepared in reaction product.
In two kinds of above-mentioned methods, because reaction product C.T.P is dissolved in CCl
4Or in the toluene solution,, need further concentrate, separate out, and just can obtain product with the gasoline precipitation so product separation is difficult.The method of domestic use particularly, the production cycle is long, complex process, equipment used is many, and production efficiency is low, and yield is about 50%.
Purpose of the present invention: obtain a kind ofly preparing the processing method of the simplification of scorch retarder by the solvent system that changes reaction process, and then enhance productivity and productive rate with dicyclohexyl bisulfide and phthalimide salt.
Main points of the present invention: with dicyclohexyl bisulfide and chlorine at C
4～C
10Straight chain and/or side group be C
1～C
2The branched paraffin mixed solvent system in carry out chlorination reaction, temperature of reaction: 5 ℃-20 ℃, obtain cyclohexyl time SULPHURYL CHLORIDE.Reaction formula is as follows:
Add phthalimide salt then, under 0 ℃ of-10 ℃ of temperature, carry out condensation reaction, obtain N-cyclohexyl thio phthalimide.Because product C .T.P is insoluble to the alkanes mixed solvent system, so condensation reaction limit, limit separates out product, obtains the solid-liquid two-phase system.Reaction formula as
Above-mentioned solid-liquid two-phase system is carried out directly obtaining product-scorch retarder after mechanical filter, the drying.
Above-mentioned mixed solvent is C preferably
6～C
8Straight chain and/or branched alkane hydro carbons mixed solvent.
Above-mentioned phthalimide salt can be used phthalimide sodium or phthalimide potassium.
Effect of the present invention: because the present invention has adopted the alkanes mixed solvent system, make the technology for preparing scorch retarder with dicyclohexyl bisulfide and phthalimide salt simplify greatly, removed processing steps such as concentrating, separate out, reclaim solvent, shortened the production cycle, by 20 hours/cycle, shorten to 4 hours/cycle.Product yield has improved 60%.
In addition, present method equipment used also reduces because of the simplification of technology, and total overall reaction is only finished in a reactor.
Embodiment 1:
In the reactor that a band stirs, by weight adding:
7 parts of 30 parts of butane of hexane
10 parts of dicyclohexyl bisulfides
Mix the back and feed 3 parts in chlorine, reaction is 3-6 minute under 7 ℃ of-8 ℃ of temperature, adds while stirring
40 parts in phthalimide sodium
Under 3 ℃ of-5 ℃ of temperature, stirred 30 minutes, carry out mechanical filter, drying products then.
Product yield 85% is in used phthalimide sodium salt and dicyclohexyl bisulfide.
Embodiment 2:
In the reactor that a band stirs, by weight adding:
15 parts of 22 parts of heptane of iso-pentane
10 parts of dicyclohexyl bisulfides
Mix the back and feed 3 parts in chlorine, reaction is 3-6 minute under 13 ℃ of-15 ℃ of temperature, adds while stirring
40 parts in phthalimide sodium
Under 7 ℃ of-8 ℃ of temperature, stirred 30 minutes, post precipitation carries out mechanical filter, drying products.
Product yield 86% is in used phthalimide sodium and dicyclohexyl bisulfide.
Embodiment 3
In the reactor that a band stirs, by weight adding:
22 parts of 15 parts of octanes of heptane
40 parts of dicyclohexyl bisulfides
Mix the back and feed 3 parts in chlorine, reaction is 3-6 minute under 18 ℃ of-19 ℃ of temperature, adds while stirring
40 parts of phthalimide potassiums
Under 9 ℃ of-10 ℃ of temperature, stirred 30 minutes, post precipitation carries out mechanical filter, drying products.
Product yield 85% is in used phthalimide potassium and dicyclohexyl bisulfide.
Claims (3)
1, a kind of is the method for feedstock production N-cyclohexyl thio phthalimide with dicyclohexyl bisulfide and phthalimide salt, it is characterized in that: with dicyclohexyl bisulfide and chlorine at C
4～C
10Straight chain and/or side group be C
1～C
2Branched alkane hydro carbons mixed solvent in carry out chlorination reaction, 5 ℃-20 ℃ of temperature of reaction add phthalimide salt then and carry out condensation reaction, 0 ℃-10 ℃ of temperature of reaction in same solvent system.
2, method according to claim 1 is characterized in that: employed alkanes mixed solvent system is C preferably
6～C
8Straight chain and/or side chain be C
1～C
2The alkanes mixed solvent.
3, method according to claim 1 is characterized in that: phthalimide salt is phthalimide sodium or phthalimide potassium.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 92101700 CN1022484C (en) | 1992-03-17 | 1992-03-17 | Preparing method for rubber anti-chark agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 92101700 CN1022484C (en) | 1992-03-17 | 1992-03-17 | Preparing method for rubber anti-chark agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1063695A true CN1063695A (en) | 1992-08-19 |
| CN1022484C CN1022484C (en) | 1993-10-20 |
Family
ID=4939259
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN 92101700 Expired - Fee Related CN1022484C (en) | 1992-03-17 | 1992-03-17 | Preparing method for rubber anti-chark agent |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1022484C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108623512A (en) * | 2017-03-17 | 2018-10-09 | 东丽精细化工株式会社 | N-（Cyclohexyl thio）The manufacturing method and manufacturing device of phthalimide |
-
1992
- 1992-03-17 CN CN 92101700 patent/CN1022484C/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108623512A (en) * | 2017-03-17 | 2018-10-09 | 东丽精细化工株式会社 | N-（Cyclohexyl thio）The manufacturing method and manufacturing device of phthalimide |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1022484C (en) | 1993-10-20 |
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| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| C17 | Cessation of patent right | ||
| CF01 | Termination of patent right due to non-payment of annual fee |