Lateral extension induces columnar mesomorphism in crucifix shaped quinoxalinophenanthrophenazines
作者:Ala'a O. El-Ballouli、Himadri Kayal、Chen Shuai、Tarek A. Zeidan、Farah S. Raad、Siwei Leng、Brigitte Wex、Stephen Z.D. Cheng、S. Holger Eichhorn、Bilal R. Kaafarani
DOI:10.1016/j.tet.2014.11.050
日期:2015.1
mesomorphism of board shaped dyes based on quinoxalino[2′,3′:9,10]phenanthro[4,5-abc]phenazine (TQPP) derivatives that was induced by an increase in lateral bulk. TQPP derivatives with protons, tert-butyl and 4-tert-butyl-phenyl groups in positions 2 and 11 are compared, as well as dodecylthio, dodecyloxy, phytanylthio, and phytanyloxy side-chains. Only derivatives with 4-tert-butyl-phenyl groups display columnar
此处报道的是基于侧向体积增加而诱导的基于喹喔啉[2',3':9,10]菲[4,5- abc ]吩嗪(TQPP)衍生物的板状染料的柱状同构。比较了在2和11位具有质子,叔丁基和4-叔丁基苯基的TQPP衍生物,以及十二烷硫基,十二烷氧基,植烷硫基和植烷氧基侧链。仅与4-衍生物叔丁基苯基基团过温度的宽范围内显示柱状液晶相,而所有其他TQPPs不除了用化合物的液晶叔丁基团和phytanyloxy侧链,显示了胶原ř中间相在26°C的温度范围内。植烷酰基的唯一连接不能有效地诱导柱状中间相。但是,大体积基团横向连接到TQPP核会引起柱状的同构,这是因为平面内的长宽比降低,并且柱中的分子倾向于扭曲或螺旋π堆积,而不是平行的共面堆积。