Direct Evidence for the Effect of Intermolecular Hydrogen Bonding on Organogels

doi:10.1007/s40242-014-4062-6

Chemical Research in Chinese Universities ›› 2014, Vol. 30 ›› Issue (5): 821-824.doi: 10.1007/s40242-014-4062-6

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Direct Evidence for the Effect of Intermolecular Hydrogen Bonding on Organogels

MA Jie^1,2, WEI Jue², BAI Binglian², TAN Guangtong², WANG Haitao¹, LI Min¹

1. Key Laboratory for Automobile Materials, Ministry of Education, College of Materials Science and Engineering, Jilin University, Changchun 130012, P. R. China;
2. College of Physics, Jilin University, Changchun 130012, P. R. China

Received:2014-02-27 Revised:2014-05-21 Online:2014-10-01 Published:2014-06-09
Contact: BAI Binglian, LI Min E-mail:baibinglian@jlu.edu.cn;minli@jlu.edu.cn
Supported by:
Supported by the National Natural Science Foundation of China(Nos.21072076, 51103057, 51073071) and the Natural Science Foundation of Jilin Province, China(No.201215009).

Abstract

Abstract:

In order to get direct evidence for the effect of intermolecular hydrogen bonding on the organogels, one amide group in N-(3, 4, 5-octyloxybenzoyl)-N'-(4'-aminobenzoyl)hydrazine(D8) was replaced by a Schiff base group, forming N-(3,4,5-octyloxybenzoyl)-N'-(4'-amidobenzoyl) acylhydrazone(T8SchA). D8 and T8SchA organogels in cyclohexane show the same hexagonal columnar structure. And the hydrogen bonding was demonstrated to be still interacting in the organogels. However, although the molecular geometry of D8 was well retained in T8SchA, the molecular dipole moment of T8SchA is bigger than that of D8 due to the reduction of the number of hydrogen bonds. Thus, the decreased gelling stability of T8SchA compared to that of D8 can only be attributed to the reduction of the number of intermolecular hydrogen bonds, which provides direct evidence that intermolecular hydrogen bonding plays an important role in stabilising organogels.

Key words: Intermolecular hydrogen bonding, Organogel, Hexagonal columnar structure, Schiff base, Hydrazide derivative

MA Jie, WEI Jue, BAI Binglian, TAN Guangtong, WANG Haitao, LI Min. Direct Evidence for the Effect of Intermolecular Hydrogen Bonding on Organogels[J]. Chemical Research in Chinese Universities, 2014, 30(5): 821-824.

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Direct Evidence for the Effect of Intermolecular Hydrogen Bonding on Organogels

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