引用本文:
慕春明, 史铁钧, 史先磊. H2O2环氧化TAIC制备TGIC[J]. 应用化学,
2008, 25(9): 1090-1094.
Citation: MU Chun-Ming, SHI Tie-Jun, SHI Xian-Lei. Synthesis of Triglycidyl Isocyanurate via Oxidation of Triallyl Isocyanurate with Hydrogen Peroxide[J]. Chinese Journal of Applied Chemistry, 2008, 25(9): 1090-1094.
Citation: MU Chun-Ming, SHI Tie-Jun, SHI Xian-Lei. Synthesis of Triglycidyl Isocyanurate via Oxidation of Triallyl Isocyanurate with Hydrogen Peroxide[J]. Chinese Journal of Applied Chemistry, 2008, 25(9): 1090-1094.
H2O2环氧化TAIC制备TGIC
摘要:
在无机锰盐催化下,以H2O2为氧源环氧化三烯丙基异氰尿酸酯(TAIC)制备异氰尿酸三缩水甘油酯(TGIC),用FTIR和1H NMR测试技术分析了产物的化学结构。研究了物料配比、催化剂用量、缓冲液和反应时间对产率的影响。在n(TAIC):n(H2O2)=1:15,n(TAIC):n(无机锰盐)=1:0.1,缓冲液为NH4HCO3的乙醇溶液,反应时间为25 h,反应温度为25℃的最佳反应条件时,H2O2的利用率和TGIC的选择率分别为15%和69%。探讨了其反应的机理,得出BAP(bicarbonate activated peroxide)体系可以提供使C=C双键环氧化的活性氧;Mn2+的加入能够明显提高H2O2的利用率和TGIC的选择率。
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关键词:
- 三烯丙基异氰尿酸酯(TAIC)
- / 异氰尿酸三缩水甘油酯(TGIC)
- / 碳酸氢铵
- / H2O2
- / 反应机理
English
Synthesis of Triglycidyl Isocyanurate via Oxidation of Triallyl Isocyanurate with Hydrogen Peroxide
Abstract:
TAIC was epoxidized by H2O2 to prepare TGIC in the presence of a manganese salt and as the catalyst the chemical structure of TGIC was characterized with FT-IR and 1H NMR.The influences of the molar ratio of reactants,the amount of the catalyst,pH of the buffer solution and the reaction time on the yield were studied.When the molar ratio of TAIC to H2O2 was 1:15,the molar ratio of TAIC to manganese salt was 1:0.1,the buffer was NH4HCO3 solution in ethyl alcohol,the reaction time was 25 h and the reaction tem-perature was 25 ℃,the efficiency of H2O2 and the selectivity of TGIC were 15% and 69%,respectively.The reaction mechanism was also discussed in detail.Results show that the BAP systerm could provide reactive oxygen species to epoxidize carbon-carbon double bond,and the efficiency of H2O2 and selectivity of TGIC could be improved with the addition of Mn2+.
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