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Bifunctional organic thiosulfate and preparation method thereof

An organic thiosulfate and thiosulfate technology, applied in organic chemistry and other directions, can solve problems such as slow reaction, and achieve the effects of improving vulcanization reversion, maintaining cross-linking density, and improving stability

Active Publication Date: 2014-03-12
BEIJING RED AVENUE INNOVA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

For example, in the industry, allyl chloride and sodium thiosulfate are first used to synthesize monosodium thiosulfate monoester, and then monosodium thiosulfate is reacted with sodium sulfide to prepare diallyl trisulfide, which is used for antibacterial and antiviral , lowering blood pressure, lowering blood lipids, etc., but because allyl chloride and sodium thiosulfate aqueous solution are incompatible, the reaction is slow during the two-phase reaction process, so some studies have added phase transfer catalysts during the reaction process to improve reaction efficiency

Method used

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  • Bifunctional organic thiosulfate and preparation method thereof
  • Bifunctional organic thiosulfate and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0030] A 200mL four-necked flask equipped with a stirring device, a thermometer, and a reflux condenser was used as a reaction vessel, and 12.4g of sodium thiosulfate pentahydrate was weighed in the four-necked flask, and after adding 100mL of water and stirring to dissolve, the above solution was heated and heated to make the reaction The temperature of the solution was raised to 50°C, and 3.8 g of chloropropene was added dropwise while stirring, and at the same time, a metering pump was used to continuously add a sodium hydroxide solution with a concentration of 0.5 mol / L at a rate of 0.6 mL / h, so that the pH of the solution was 9.0 , after stirring and reacting under reflux for 6h, pour out the solution and add 100mL of ethanol, let the solution stand at 0°C for 1h, separate the solid matter, and dry it to constant weight at 55°C to obtain the bifunctional organic thiosulfate The chemical formula is CH 2 =CH-CH 2 -S 2 o 3 Na.

Embodiment 2

[0032]A 200mL four-necked flask equipped with a stirring device, a thermometer and a reflux condenser was used as a reaction vessel, and 18.6g of sodium thiosulfate pentahydrate was weighed in the four-necked flask, and after adding 100mL of water and stirring to dissolve, the above solution was heated up to make the reaction The temperature of the solution was raised to 50°C, and 5.7 g of chloropropene was added dropwise while stirring, and a sodium bicarbonate-sodium hydroxide buffer solution with a pH value of 9.6 was continuously added using a metering pump at a rate of 8.0 mL / h to make the pH of the solution After stirring and reacting for 6 hours under reflux, pour out the solution and add 300mL of ethanol, let the solution stand at 20°C for 6h, separate the solid product, dry it at 55°C to constant weight, and obtain the bifunctional organic thiosulfuric acid Salt chemical formula is CH 2 =CH-CH 2 -S 2 o 3 Na.

Embodiment 3

[0034] A 200mL four-necked flask equipped with a stirring device, a thermometer, and a reflux condenser was used as a reaction vessel, and 49.6g of sodium thiosulfate pentahydrate was weighed in the four-necked flask. The temperature of the solution was raised to 50°C, and 20 g of allyl chloride was added dropwise while stirring, and at the same time, a metering pump was used to continuously add sodium bicarbonate solution with a concentration of 0.5 mol / L at a rate of 2.0 mL / h, so that the pH of the solution was 7.5. After stirring and reacting for 9 hours under reflux, the solution was poured out and 600 mL of ethanol was added, the solution was left standing at 4°C for 6 hours, and the product was separated and dried at 50°C to constant weight to obtain the chemical formula CH 2 =CH-CH 2 -S 2 o 3 Bifunctional organothiosulfates of Na.

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Abstract

The invention relates to a bifunctional organic thiosulfate of an anti-reversion agent for rubber industry and a preparation method thereof. The bifunctional organic thiosulfate provided by the invention has two active groups, a sulfur-containing active group generates a cross-linking reaction with rubber macromolecules in a rubber vulcanization process to insert a thermostable alkyl into a sulfur crosslinking bond; in addition, when reversion occurs in an over-vulcanization or application process of vulcanized rubber, the unsaturated double bond groups of the bifunctional organic thiosulfate would generate a Diels-Adel reaction with the C=C bond in the rubber so as to generate a thermostable C-C crosslinking bond to maintain the crosslinking density of the vulcanized rubber, improve the vulcanized reversion of the vulcanized rubber and enhance the service performance and service life of the products.

Description

technical field [0001] The invention belongs to the field of processing aid materials for the rubber industry, and in particular relates to a bifunctional organic thiosulfate for improving the anti-reversion performance of rubber and a preparation method thereof. Background technique [0002] As a general-purpose rubber, natural rubber (NR) has good elasticity and mechanical properties, but the thermal stability of the polysulfide crosslinks in the vulcanizate is poor. During the vulcanization process, as the heating time prolongs, the initially formed The polysulfide cross-linking bond part will be broken, resulting in a decrease in the cross-linking density of the rubber compound, a decrease in the physical properties of the rubber compound, and a decrease in the performance of the rubber product. With the rapid development of the rubber industry, researchers have been studying how to eliminate or reduce the reversion of rubber during the vulcanization process and use, whi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C381/02C08K5/41C08L7/00C08J3/24
Inventor 赵丽丽甄博鸣董栋
Owner BEIJING RED AVENUE INNOVA
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