高等学校化学学报 ›› 1989, Vol. 10 ›› Issue (3): 249.

• 研究论文 • 上一篇    下一篇

含有冠醚基团的有机硅化合物(Ⅱ)--烯基氮杂冠醚的硅氢化和固载化氮杂冠醚的一些性能

陈远荫, 卢雪然, 陈荣良   

  1. 武汉大学化学系
  • 收稿日期:1987-10-05 出版日期:1989-03-24 发布日期:1989-03-24
  • 通讯作者: 陈远荫

Organosilicon Compounds Containing Crown Ether Moiety(Ⅱ) --Hydrosilylation and Immobilization of Alkenyl Azacrown Ethers and the Properties of Silicone-Supported Azacrown Etheres

Chen Yuanyin, Lu Xueran, Chen Rongliang   

  1. Department of Chemistry, Wuhan University, Wuhan
  • Received:1987-10-05 Online:1989-03-24 Published:1989-03-24

摘要: 本文报道了N-烯丙基、N-(10-十一碳烯基)氮杂15-冠-5与氨杂18-冠-6的合成、硅氢化、固载化,以及所得气相法二氧化硅固载的氮杂冠醚对苦味酸钠、钾的络合容量和正溴己烷碘代反应的相转移催化活性。

关键词: N-(10-十一碳烯基)氮杂冠醚, 硅氢化, 固载氮杂冠醚, 相转移催化

Abstract: Undecenyl dihydroxyethyl amine has been synthesized by the alkyla-tion of dihydroxyethyl amine with undecenyl chloride in the presence of a base and PEG-400 as phase transfer catalyst. The subseqver.t reaction with. polyethylene glycol ditosylates gave N-undecenyl monoaza-15-crown-5 and-18-crown-6. These alkenyl azacrown ethers and N-allyl monoaz a-l5-crown-5 and -18-crown-6 were hydrosilylated with triethoxysilane in the presence of tetrakis(tri-phenylphosphine) platinum complex as catalyst, respectively, and the terminal addition adducts, w-triethoxysilylalkyl azacrown ethers, were obtained, After immobilization of the latter compounds on fumed silica, four new silica-bound polysiloxane supported azacrown ethers formed. All fo them possessed a high thermostability. The complexation capacities of the above mentioned azacrown ethers and their immobilized products for sodium and potassium picratewere determined, and their PTC activity for the nucleophilic substitution reaction of 1-bromohexane by sodium or potassium iodide were investigated. The yield of 1-iodohexane reached 100% in some cases.

Key words: (N-10undecenyl) azacrown ethers, Hydrosilylation, Supported azacrown. ethers, Phase transfer catalysis

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