Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Preparation method of dithiocarbamic acid sulfurized cross-linking agent

A technology of dithiocarbamate and dibenzyldithiocarbamate, applied in the field of preparation of 1,6 bis-hexane

Inactive Publication Date: 2014-07-16
JIANGSU QIXIANG HIGH NEW MATERIAL
View PDF6 Cites 5 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] However, this product is currently monopolized by foreign companies. At present, German patent DE2256511 reports a preparation of 1,6 bis(N,N-dibenzothiazole carbamoyl The method of dithio)-hexane, it uses compound A hexamethylene-1,6-dithiosulfuric acid disodium salt dihydrate and compound B dibenzyl dithiocarbamate sodium salt as reactant, with water As a solvent, the product is prepared under the catalysis of sodium acetate and formaldehyde. This preparation method has the following disadvantages: 1) The chemical reaction is a metathesis reaction, and the use of an aqueous phase system is not conducive to the movement of the reaction equilibrium, resulting in a longer reaction time. 2) The reaction produces a large amount of wastewater containing acetate and formaldehyde, which is difficult to biochemically treat; 3) The yield of the product prepared by this method can only reach about 80%

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Preparation method of dithiocarbamic acid sulfurized cross-linking agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Put 39g of hexamethylene-1,6-bisthiosulfate disodium salt dihydrate, 31.3g of sodium dibenzyldithiocarbamate and 390g of dioxane into a 1000mL three-necked flask, and stir at 20°C for 10 hours. Filtrate to obtain 16 g of white sodium sulfate solids, 400 g of reaction solution of dioxane, after the reaction solution was concentrated to dryness, 70 g of product with a content of 98% was obtained, and the yield was 95%.

[0022] Embodiment 2, 3, 4, 5, the reaction temperature is respectively 0 ℃, 5 ℃, 10 ℃, 50 ℃, all the other implementations are as embodiment 1. The analysis results are shown in Table 1.

[0023] Table 1 Determination results using dioxane as reaction system

[0024]

[0025] It can be seen from Table 1 that as the temperature increases, the purity of the product does not change much, but the yield increases, and the product yield and purity are better at a temperature of 20°C.

Embodiment 6

[0027] 39g of hexamethylene-1,6-bisthiosulfate disodium salt dihydrate, 31.3g of sodium dibenzyldithiocarbamate and 390g of tetrahydrofuran were successively put into a 1000mL three-necked flask, and stirred at 20°C for 10 hours. After filtration, 18 g of white sodium sulfate solid and 410 g of the reaction solution of tetrahydrofuran were obtained. After the reaction solution was concentrated to dryness, 68 g of the product with a content of 98% was obtained, and the yield was 90.4%.

Embodiment 7

[0029] 39g of hexamethylene-1,6-bisthiosulfate disodium salt dihydrate, 31.3g of sodium dibenzyldithiocarbamate and 390g of toluene were successively put into a 1000mL three-necked flask, and stirred at 20°C for 20 hours. Filtrate to obtain 16 g of white sodium sulfate solid and 400 g of the reaction solution of toluene. After the reaction solution was concentrated to dryness, 60 g of the product with a content of 96.7% was obtained, and the yield was 80.3%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses a preparation method of a dithiocarbamic acid sulfurized cross-linking agent, and particularly relates to a preparation method of 1,6 bis(N,N-bisbenzothiazole carbamyl disulfide)-hexane. The sulfurized cross-linking agent 1,6 bis(N,N-bisbenzothiazole carbamyl disulfide)-hexane is obtained by taking hexamethylene-1,6-bis- thiosulfuric acid disodium salt dihydrate and dibenzyl dithiocarbamic acid sodium salt as reactants and generating double decomposition reaction in an organic solvent, and the organic solvent is dioxane, methanol, tetrahydrofuran, ethanol, dichloromethane or methylbenzene. The preparation method disclosed by the invention has the advantages of easiness for operation, short time, high productivity and less pollution; according to the preparation method, obtained by-product sodium sulfate can be industrially utilized.

Description

[0001] technical field [0002] The invention relates to a preparation method of dithiocarbamic acid compounds, in particular to a preparation method of 1,6 bis(N,N-dibenzothiazolecarbamoyldithio)-hexane. Background technique [0003] As we all know, the heat aging resistance of natural rubber (NR) is not good, so there is a serious vulcanization reversion phenomenon during the vulcanization process, and it is easy to age during use, resulting in a significant drop in performance. 1,6 bis(N,N-dibenzothiazolecarbamoyl dithio)-hexane is a kind of dithiocarbamate vulcanization crosslinking agent, which has been used as a green environmental protection rubber vulcanization crosslinking agent. It can significantly improve the anti-vulcanization reversion performance and heat aging resistance of rubber, and can improve the dynamic performance of rubber without adverse effects on other properties of rubber. It is a rubber additive in line with the green and energy-saving developmen...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C07C333/30C07D277/78
Inventor 尹兴昌姚翔彭华龙郑洪良
Owner JIANGSU QIXIANG HIGH NEW MATERIAL
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com