高等学校化学学报 ›› 1983, Vol. 4 ›› Issue (3): 323.

• 论文 • 上一篇    下一篇

冠醚化合物的合成(Ⅲ)——饱和漆酚冠醚的合成及其异构体分离

黄载福, 喻宗源   

  1. 武汉大学化学系
  • 收稿日期:1981-12-08 出版日期:1983-06-24 发布日期:1983-06-24

SYNTHESIS OF CROWN ETHERS FROM SATURATED URUSHIOL AND SEPARATION OF THEIR POSITIONAL ISOMERS

Huang Zaifu, Yu Zongyuan   

  1. Department of Chemistry, Wuhan University, Wuhan
  • Received:1981-12-08 Online:1983-06-24 Published:1983-06-24

摘要: 本文采用我国生漆为起始原料,经催化氢化与缩合反应,合成了五种长链烷基取代的二苯并冠醚即饱和漆酚冠醚,并使用分步结晶法和薄板层析法对其顺反异构体进行了分离。

Abstract: Saturated Urushiol, prepared by the catalytic hydrogenation of the Chinese lacquer was condensed with dichlorides of polyethylene glycol to give five dibenzo crown ethers with n-pentadecyl groups on the two benzene rings.R =n-C15H31; Ⅰ(n=1). anti-; Ⅱ(n=1),syn-;Ⅲ(n = 2), anti-;Ⅳ (n=2),syn-;Ⅴ(n =3), anti-(syn-). The crude products were purified by continuous extraction and fractional crystallization. The positional isomers of DSUl8-C-6 were separatd by TLC. The structures of the new compounds were determined by infrared spectra, ultraviolet spectra,mass spectra,'HNMRspectra, X-ray crystallography and elementary analysis.The long alkyl chains on the benzene rings improved the lipophilicity of the crown ethers. They were soluble in various organic solvent, and showed improved activity as phase tranfer catalyst. DSU30-C-10 has been shown to be a very attractive neutral carrier for making potassium-selective PVCmembrance electrode.

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