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Synthesis, liquid crystalline and gelation properties of 4-semifluoroalkoxybiphenyl derivatives
Journal of Fluorine Chemistry ( IF 1.7 ) Pub Date : 2019-07-12 , DOI: 10.1016/j.jfluchem.2019.109348
Ban-Peng Cao , Chunyang Shen , Yuan Xu , Qi Zhou , Yuki Morita , Hiroaki Okamoto , Qiang Xiao

4-Semifluoroalkoxybiphenyl derivatives 1 and 2(n) (n = 4–6, 8 and 10) were designed, synthesized and their physic-chemical properties were examined. The effects of chemical structure on liquid crystalline and gelation properties were investigated. The clear point for 2(n) declines as the carbon number of terminal alkoxyl chain enlarges from 4 to 10. The clear point for 2(4) is 172 °C while 2(10) is 135 °C. The gelation properties for 2(n) are superior to those for 1, where the linking group of gelators 2(n) between a perfluoroalkyl group and biphenyl core are longer than that of 1. In compounds 2(n), the longer alkoxyl chain at the terminal position, the better gelation properties. The phase selective property of compound 2(10) in THF solution is better than in toluene. 10 wt% 2(10) solution in THF can selectively gelatinize oils and amines from aqueous-organic biphasic mixtures. Interestingly, 10 wt% 2(10) solution in THF also selectively gelatinize organic compound from homogeneous aqueous-organic mixtures. Gels formed by compounds 2(n) as supramolecular gels were investigated their thermoreversible and rheological property.



中文翻译:

4-半氟烷氧基联苯衍生物的合成,液晶性能和凝胶化性质

设计,合成了4-半氟烷氧基联苯衍生物12(n)(n = 4–6、8和10),并检查了它们的理化性质。研究了化学结构对液晶和凝胶性质的影响。随着末端烷氧基链碳原子数从4增加到10,2 (n)的透明点下降。2(4)的透明点为172°C,而2(10)的透明点为135°C。2(n)的胶凝特性优于1的胶凝特性,其中全氟烷基和联苯核之间的胶凝剂2(n)的连接基团比1的长。在化合物中由图2(n)可知,末端位置的烷氧基链越长,凝胶化性越好。化合物2(10)在THF溶液中的相选择性能优于在甲苯中。THF中的10 wt%2(10)溶液可以选择性地使有机有机相混合物中的油和胺胶化。有趣的是,在THF中的10 wt%2(10)溶液还可以从均质的水性有机混合物中选择性地使有机化合物糊化。研究了由化合物2(n)作为超分子凝胶形成的凝胶的热可逆和流变性质。

更新日期:2019-07-12
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