Synthesis of Perfluoroalkyl Gelators and Their Selective Gelation Ability for Fluorinated Solvents

Synthesis of Perfluoroalkyl Gelators and Their Selective Gelation Ability for Fluorinated Solvents
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DOI:
10.1246/bcsj.20180261
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发表时间:
2019-01-01
影响因子:
4
通讯作者:
Shibata, Mitsuhiro
Shibata, Mitsuhiro
中科院分区:
化学3区
文献类型:
--
作者:
Shimasaki, Toshiaki;Ohno, Yuki;Shibata, Mitsuhiro

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新型无氢键全氟烷基胶凝剂-双(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-十五烷基辛基)异邻苯二甲酸酯(1 m),双对苯二甲酸(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-十五氟辛基)酯(1 p)和三-合成了1,3,5-三羧酸(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-十五氯辛基)苯酯(2)。采用密度泛函理论B3 LYP/cc-pVDZ方法研究了它们的分子结构.考察了1 m、1 p和2的凝胶化能力,并与它们的正辛基同系物1 m '、1 p'和2 '进行了比较。这些凝胶因子在普通有机溶剂中均不能形成凝胶,但在含氟溶剂中形成凝胶效果较好。
Novel perfluoroalkyl gelators without hydrogen bonds-bis(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl) iso-phthalate (1m), bis(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl) terephthalate (1p), and tris-(2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl) benzene-1,3,5-tricarboxylate (2)-were synthesized. Their molecular structures were investigated by density functional theory calculations at the B3LYP/cc-pVDZ level. The gelation abilities of 1m, 1p, and 2 were examined and compared to their normal octyl homologues 1m', 1p', and 2'. None of the gelators could be gelated in common organic solvents, but gelated well in fluorinated solvents.