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Trithiocarbonate chain transfer agent and preparation method thereof

A technology of trithiocarbonate and chain transfer agent, applied in the direction of organic chemistry, etc., can solve the problems of polymerization inhibition period, low chain transfer activity of dithioester, etc., achieve narrow molecular weight distribution, wide range of applicable monomers, The effect of high polymerization activity

Inactive Publication Date: 2010-06-16
SHENZHEN OCEAN POWER INDUSTRIAL CO LTD +3
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] The selection of a suitable chain transfer agent is the key to the success of reversible addition-fragmentation chain transfer radical polymerization. The traditional dithioester chain transfer activity is not high, and even has the disadvantage of polymerization inhibition period. Therefore, people urgently need a new type of chain transfer agent. transfer agent to solve this technical problem

Method used

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  • Trithiocarbonate chain transfer agent and preparation method thereof
  • Trithiocarbonate chain transfer agent and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0028] In a dry 250 ml three-necked flask equipped with a stirrer, a 100°C thermometer and a 50 ml dropping funnel, 1.6 grams of sodium hydroxide and 53.5 grams of anhydrous ether were added. Stir at 100 rpm for 20 minutes under ice bath conditions. Slowly add 2.4 g of ethyl mercaptan dropwise, control the temperature at 10°C, and stir for 20 minutes. 3.05 grams of carbon disulfide was added dropwise, the solution began to turn yellow, and the solution was dropped in 10 minutes. Then, 10 grams of molecular sieves were added and stirred for 20 minutes. Add 3.9 grams of maleic anhydride, stir for 5 minutes, start to drop 2.4 grams of glacial acetic acid, and stop stirring after 0.5 hours of reaction to obtain a yellow solution with a small amount of white solid at the bottom. The solid was filtered off, and the solvent was evaporated to dryness with a rotary evaporator to obtain a yellow viscous liquid, which was the trithiocarbonate chain transfer agent S-ethyl-S'-(2-succinic ...

Embodiment 2

[0030] In a dry 500 ml three-necked flask equipped with a stirrer, a 100°C thermometer and a 50 ml dropping funnel, 3.2 grams of sodium hydroxide and 107 grams of anhydrous ether were added. Stir at 150 rpm for 30 minutes under ice bath conditions. 15.8 g of dodecyl mercaptan was slowly added dropwise, the solution gradually became cloudy, the temperature was controlled at 15° C., and a white slurry was obtained after the drop was completed, which was stirred for 30 minutes. 6.1 grams of carbon disulfide was added dropwise, and the solution began to turn yellow and thin. After 20 minutes, the solution was dropped to obtain a yellow suspension. There were a large amount of yellow flaky solids in the solution. Add 20 grams of molecular sieves and stir for 30 minutes. Add 7.8 grams of maleic anhydride, stir for 10 minutes, start to drop 4.8 grams of glacial acetic acid, and stop stirring after 1 hour of reaction to obtain a yellow solution with a small amount of white solid at th...

Embodiment 3

[0032] In a dry 500 ml three-necked flask equipped with a stirrer, a 100°C thermometer and a 50 ml dropping funnel, 3.2 grams of sodium hydroxide and 107 grams of anhydrous ether were added. Stir at 160 rpm for 35 minutes under ice bath conditions. Slowly add 22.3 grams of octadecyl mercaptan, the solution gradually becomes turbid, control the temperature at 15°C, and drop it in 35 minutes to obtain a white slurry, which is stirred for 35 minutes. 6.1 grams of carbon disulfide was added dropwise, and the solution began to turn yellow and thin. After 25 minutes, the solution was dripped to obtain a yellow suspension. There were a large amount of yellow flaky solids in the solution. 20 grams of molecular sieves were added and stirred for 35 minutes. Add 7.8 grams of maleic anhydride, stir for 15 minutes, start to drop 4.8 grams of glacial acetic acid, and stop stirring after 1 hour of reaction to obtain a yellow solution with a small amount of white solid at the bottom. Filter ...

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Abstract

The invention provides a trithiocarbonate chain transfer agent which is prepared from the components of sodium hydroxide, absolute ether, alkyl hydrosulfide, carbon disulfide, dehydrating agent, maleic anhydride and a catalyst. The invention also discloses a preparation method of the trithiocarbonate chain transfer agent, comprising: mixing the above components according to the set ratio, filtering after stirring, and drying by distillation to obtain the trithiocarbonate chain transfer agent. The trithiocarbonate chain transfer agent can be used for the reversible addition cracking link transfer radical polymerization of acrylate monomers, styrene monomers, acrylate monomers and vinyl acetate monomers, and can prepare homopolymer and copolymer with definite structure and narrow molecular weight distribution. According to different kinds of used alkyl hydrosulfide, the trithiocarbonate chain transfer agent can be hydrophilic or oleophilic, so that the trithiocarbonate chain transfer agent can be suitable for different polymerizing monomers and dissolvents, and can be suitable for technologies, such as solution polymerization, emulsion polymerization, dispersion polymerization, bulk polymerization and the like.

Description

technical field [0001] The invention relates to a chain transfer agent, in particular to a trithiocarbonate chain transfer agent. [0002] The invention also relates to a preparation method of the trithiocarbonate chain transfer agent. Background technique [0003] Free radical polymerization has the advantages of a wide range of monomers, diverse synthesis processes, easy operation, and low industrialization costs. At the same time, it allows monomers to carry various functional groups, and can use protic solvents and water as polymerization media. copolymerization. About 70% of current polymer materials originate from free radical polymerization. However, some elementary reactions or side reactions in free radical polymerization, such as free radical coupling termination reaction, disproportionation termination reaction, chain transfer reaction, etc., make the polymerization process difficult to control, and the obtained polymer has a wide molecular weight distribution. ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/64C08F2/38
Inventor 郭宏涛何唯平
Owner SHENZHEN OCEAN POWER INDUSTRIAL CO LTD
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