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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (12): 1552-1557. 上一篇    下一篇

研究论文

苯丙炔酸和苯丙烯酸酯苯并菲盘状液晶的合成及介晶性

汪必琴，雷柏林，杨高帆，赵可清*，余文浩，胡平，丁涪江   

  1. (四川师范大学化学与材料科学学院 成都 610068)
  • 收稿日期:2007-07-04 修回日期:2007-09-13 发布日期:2007-12-04
  • 通讯作者: 赵可清

Synthesis and Mesomorphism of Triphenylene Discogens with a Phenylpropionyloxy or 3-Phenylpropenoyloxy Side Chain

WANG Bi-Qin, LEI Bo-Lin, YANG Gao-Fan, ZHAO Ke-Qing*
YU Wen-Hao, HU Ping, DING Fu-Jiang   

  1. (College of Chemistry and Materials Science, Sichuan Normal University, Chengdu 610068)
  • Received:2007-07-04 Revised:2007-09-13 Published:2007-12-04
  • Contact: ZHAO Ke-Qing

PDF

1092

被引次数

18 | 6

合成了7个含苯丙炔酸和苯丙烯酸酯链的苯并菲盘状液晶化合物C18H6(OCnH2n＋1)5O2CR' [R'＝C≡CC6H5, n＝4～9 (1a～1f); R'＝CH＝CHC6H5, n＝6 (1g)]. 该系列化合物结构通过1H NMR, IR和元素分析表征. 液晶性通过差示扫描量热法和偏光显微镜进行了研究, 结果显示: 化合物均为六方柱状相热致型液晶; 含苯丙炔酸酯链苯并菲盘状液晶化合物1a～1f, 随着烷氧链的增长, 清亮点呈现逐渐下降的趋势; 对于含苯丙烯酸酯链苯并菲化合物1g与具有同样软链长度的炔基酯链苯并菲化合物1c比较, 具有更低的熔点和结晶点, 而它们的清亮点几乎一致, 因而化合物1g有更宽的介晶性温度范围.

关键词: 盘状液晶, 苯并菲, 苯丙炔酸, 六方柱状相, 苯丙烯酸

Seven new triphenylene discogens with a phenylpropionyloxy or 3-phenylpropenoyloxy side chain, C18H6(OCnH2n＋1)5OC(O)R' [R'＝C≡CC6H5, n＝4～9 (1a～1f); R'＝CH＝CHC6H5, n＝6 (1g)], were synthesized. Their structures were characterized by 1H NMR, IR spectra and elemental analy-sis. Their mesomorphism was investigated with differential scanning calorimetry and polarizing optical mi-croscopy. The result showed that all these triphenylene derivatives exhibited enantiotropic hexagonal co-lumnar mesophases. DSC investigations showed that the clearing points of the triphenylenes containing phenylpropionyloxy 1a～1f gradually decreased with n from 4 to 9. The compound 1g containing phenylpropenoyloxy has almost the same clear point with, but lower melting point and crystallization point and wider columnar mesophase range than its counterpart compound 1c.

Key words: triphenylene, phenylpropiolate, phenylpropenoate, hexagonal columnar mesophase, discotic liquid crystal