Chem. J. Chinese Universities ›› 1990, Vol. 11 ›› Issue (6): 595.

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Syntheses and Properties of Schiff Base Type and Secondary Amine Type Bis-Crown Ethers

Zhang Zheng, Zhu Chunsheng, Cao Jianguo, Wang Zhilin   

  1. Department of Chemistry, Nanjing University, Nanjing
  • Received:1988-11-22 Online:1990-06-24 Published:1990-06-24

Abstract: Reaction of 2-HOC6H4CHO with X-R-X [R=- CH2CH2-, - (CH2)3-, - (CH2)4-, -(CH2)6-, -CH2CH2(OCH2CH2)2-, X=Br, p-CH3C6H4SO3-] in the presence of K2CO3 in DMF gave 2-OHC-C6H4-OROC6H4CHO-2, which were condensed with 4'-aminobenzo-15-crown-5 to give five new schiff base type bis-crown ethers. Reduction of these schiff bases with LiAlH4 gave secondary amine type bis-crown ethers. Results of conductivity measurement showed that these bis-crown ethers formed 2 : 1 (crown ether : metal ion) sandwich type complexes with potassium, rubidium chlorides or formed 1 : 1 complexes with sodium ion. In addition, the bis-crown ethers were used as an active substance in PVC membrane potassium ion selective electrodes, and the liner range, selective coefficient were also measured.

Key words: Bis-crown ethers, Schiff base, Conductiometry, Ion selective electrode

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