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Direct Evidence for the Effect of Intermolecular Hydrogen Bonding on Organogels

Direct Evidence for the Effect of Intermolecular Hydrogen Bonding on Organogels
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摘要 In order to get direct evidence for the effect of intermolecular hydrogen bonding on the organogels, one arnide 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. In order to get direct evidence for the effect of intermolecular hydrogen bonding on the organogels, one arnide 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.
出处 《Chemical Research in Chinese Universities》 SCIE CAS CSCD 2014年第5期821-824,共4页 高等学校化学研究(英文版)
基金 Supported by the National Natural Science Foundation of China(Nos.21072076, 51103057, 51073071) and the Natural Science Foundation of Jilin Province, China(No.201215009).
关键词 Intermolecular hydrogen bonding ORGANOGEL Hexagonal columnar structure Schiff base Hydrazide de- rivative Intermolecular hydrogen bonding Organogel Hexagonal columnar structure Schiff base Hydrazide de- rivative
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