IP Library Granted Patent US 10,106,513
Granted Patent B2
US 10,106,513 · App. 15/948,321 · Granted Oct 23, 2018

Method for preparing 2-mercaptobenzothiazole

Inventors: Xinmin Chen (Shanghai, CN); Libao Wu (Shanghai, CN); Song Shi (Shanghai, CN); Shang Gao (Shanghai, CN)
Assignee: Sennics Co., Ltd.
C07D277/72B01J21/04B01J21/14B01J31/0225B01J31/0284
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Quick Facts
Patent No.
US 10,106,513
App. No.
15/948,321
Granted
Oct 23, 2018
Kind
B2
Abstract

A method for preparing 2-mercaptobenzothiazole where the aniline method is adopted to perform reaction in the presence of a catalyst, and the catalyst includes sulfonic acid type imidazolium ionic liquid. The sulfonic acid type imidazolium ionic liquid is a type of acidic functionalized ionic liquid, and has the advantages of both a solid acid and a liquid acid. The sulfonic acid type imidazolium ionic liquid is adopted as an active ingredient of the catalyst, and may remarkably improve a conversion rate of the reaction raw materials and increase a yield of the 2-mercaptobenzothiazole. Meanwhile, due to the characteristics of high catalytic activity, no volatilization, low corrosion, high thermal stability and the like of the 2-mercaptobenzothiazole, the preparation method also has the comprehensive advantages of simple process, low cost, low tar yield, high environment friendliness and the like.

Claims (22)

1. A method for preparing 2-mercaptobenzothiazole, comprising

reacting aniline, carbon disulfide, and sulfur in an aniline method for making 2-mercaptobenzothiazole in presence of a catalyst,

wherein the catalyst comprises a sulfonic acid type imidazolium ionic liquid.

2. The method as claimed in claim 1 , wherein the sulfonic acid type imidazolium ionic liquid is [TSVM]HSO 4 , [MPS] 2 HSO 4 , or a combination thereof;

structure of the [TSVM]HSO 4 is as follows:

and

structure of the [MPS] 2 HSO 4 is as follows:

3. The method as claimed in claim 1 , wherein the catalyst further comprises a carrier for supporting the sulfonic acid type imidazolium ionic liquid.

4. The method as claimed in claim 3 , wherein the carrier is one or more selected from the group consisting of an activated alumina, a cordierite honeycomb ceramics, a mercaptoalkyl-functionalised silica gel, an ion exchange resin, and an HZSM molecular sieve.

5. The method as claimed in claim 4 , wherein a weight ratio of the sulfonic acid type imidazolium ionic liquid and the carrier is (0.1 to 20):100.

6. The method as claimed in claim 4 , wherein a reaction temperature is 200 to 280° C., reaction pressure is 3.0 to 8.0 MPa, and reaction time is 2 to 12 hours.

7. The method as claimed in claim 6 , wherein the reaction temperature is 240 to 250° C., the reaction pressure is 4.5 to 5.5 MPa, and the reaction time is 4 to 6 hours.

8. The method as claimed in claim 1 , wherein a molar ratio of the aniline, the carbon disulfide, and the sulfur is 1:(1.0 to 1.3):(1.1 to 2), and a weight ratio of the aniline and the sulfonic acid type imidazolium ionic liquid is 100:(1 to 5).

9. The method as claimed in claim 8 , wherein the molar ratio of the aniline, the carbon disulfide, and the sulfur is 1:(1.0 to 1.1):(1.2 to 1.5), and the weight ratio of the aniline and the sulfonic acid type imidazolium ionic liquid is 100:(1 to 2).

10. The method as claimed in claim 1 , wherein the 2-mercaptobenzothiazole is prepared by using a batchwise or a continuous production process.

11. The method as claimed in claim 2 , wherein the catalyst further comprises a carrier for supporting the sulfonic acid type imidazolium ionic liquid.

12. The method as claimed in claim 11 , wherein the carrier is one or more selected from the group consisting of an activated alumina, a cordierite honeycomb ceramics, a mercaptoalkyl-functionalised silica gel, an ion exchange resin, an HZSM molecular sieve, and a combination thereof.

13. The method as claimed in claim 12 , wherein a weight ratio of the sulfonic acid type imidazolium ionic liquid and the carrier is (0.1 to 20):100.

14. The method as claimed in claim 5 , wherein a reaction temperature is 200 to 280° C., reaction pressure is 3.0 to 8.0 MPa, and reaction time is 2 to 12 hours.

15. The method as claimed in claim 13 , wherein a reaction temperature is 200 to 280° C., reaction pressure is 3.0 to 8.0 MPa, and reaction time is 2 to 12 hours.

16. The method as claimed in claim 14 , wherein the reaction temperature is 240 to 250° C., the reaction pressure is 4.5 to 5.5 MPa, and the reaction time is 4 to 6 hours.

17. The method as claimed in claim 15 , wherein the reaction temperature is 240 to 250° C., the reaction pressure is 4.5 to 5.5 MPa, and the reaction time is 4 to 6 hours.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 3, 2018
From: CHEN, XINMIN; WU, LIBAO; SHI, SONG; GAO, SHANG
To: SENNICS CO., LTD.
Reel/Frame 046484/0907 →
Priority Claims (1)
CN 2015 1 0649388 · Oct 9, 2015 · national
Continuity (2)
Continuation PCTCN2015093613 · Nov 2, 2015
Related Publication 20180222875A1 · Aug 9, 2018