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溶剂法合成抗氧剂2,2-硫代双[3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯]

肖婷婷,伍 钦,林晓琼   

  1. 华南理工大学化学与化工学院,广东 广州 510640
  • 出版日期:2012-12-05 发布日期:2012-12-05

Synthesis of antioxidant 2,2 - thio-bis - (3,5 - di-tert-butyl -4- hydroxyphenyl) in solvent

XIAO Tingting, WU Qin, LIN Xiaoqiong   

  1. South China University of Technology,School of Chemistry and Chemical Engineering,Guangzhou 510640, Guangdong,China
  • Online:2012-12-05 Published:2012-12-05

摘要: 本试验以硫代二甘醇和3,5-二叔丁基-4-羟基苯基丙酸甲酯(又称3,5-甲酯)为原料用溶剂法合成2,2-硫代双[3-(3,5-二叔丁基-4-羟基苯基)丙酸甲酯],作为燃油抗氧剂,并对合成过程中的催化剂量、温度、酯醇摩尔比等对收率的影响做了较深入研究。结果表明合成催化剂用量应为3,5-甲酯质量分数的3.5%,温度范围应在155~160 ℃,原料摩尔比为1.77∶1(3,5-甲酯∶硫代二甘醇)。根据Fenton反应原理用分光光度法对抗氧剂进行表征,自由基消除率达到99%以上,并将抗氧剂应用到汽油中进行诱导时间的测试,获得较好的抗氧化 效果。

关键词: 抗氧剂, 硫代二甘醇, 溶剂法, 合成工艺

Abstract: The thio-diethylene glycol and 3,5 - di-tert-butyl-4 - hydroxyphenyl propionate are used to synthesize 2,2-thio-bis-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate in solvent. The effects of technique parameters on the product yield were studied, including catalyst loading, reaction temperature, and the ratio of raw material. Results show that catalyst loading should be 3.5% of 3,5- di-tert-butyl-4-hydroxyphenyl propionate in mass fraction, reaction temperature should be within 155~160℃, the mole ratio of raw material should be 1.77∶1(3,5-di-tert-butyl-4-hydroxyphenyl propionate:thio-diethylene glycol). Spectrophotometry was used to test the rate of scavenging effects of the hydroxyl free radical based on Fenton Oxidation experiment and results shows that the rate of scavenging effects of the hydroxyl free radical was higher than 99%. Antioxidant was also applied to gasoline and oxidation induction time was measured. The result showed the great effect of antioxidant 2,2-thio-bis-(3,5-di-tert-butyl-4-hydroxyphenyl) was achieved when it was applied to gas.

Key words: antioxidant, thio-diethylene, solvent, synthetic process

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