Synthesis, Properties Of A Novel Azobenzene-containing Hydrazine Derivative

Self-assembling processes are common throughout nature and technology. Self-assembled materials, such as liquid crystals and organogels, formed by non-covalent bonding have attracted much attention because they are good candidates for the next generation of materials, for which dynamic function, environmental benignity, and low energy processing are required. Hydrogen bonding was most commonly used to direct the self-assembling process among those non-covalent interactions. Several seminal works contributed to the exponential growth of those interests. The phenomenon observed by Tanaka, that a gel can collapse upon application of an external stimulus (e.g., changing temperature), has provided an early impetus. There has considerable interest recently in the photo-isomerization of azobenzene compounds.The structure of azobenzene compounds can transfer from its usual state, Transtate into Cis state by UV illumination.which can return to the Transtate.into Cis state by UV-Vis absorption spectra,volume,surface free energy.etc. As contains azobenzene groups, under photochemistry effects, azobenzene-based chemicals will occurs reversible trans-cis photoisomerization, and with the characteristics of photo-induced orientation, in the optical processing, diffractive optics, projection display, photoswitch and many other aspects have many potential applications. Recently, the researchers used the functional assembled methods, introduced azo-benzene group into various types of functional polymers, and a series of multi-functional compounds have been synthesized.Self-assembly of molecules through noncovalent interactions into various superstructures opens new possibilities of constructing novel materials in biology and materials fields. We have designed and synthesized BNB-3-1. Through studying the effect of lateral hydrogen bonding and molecular structures on the self-assemble ability, we aimed to understanding the nature and mechanism of the self-assemble processes, which can provide new route to design functional supra-structures. Here, we also consider the stability of the gel based on Azobenzene isomerization. Moreover, to get more information from the IR spectra, the 2D correlation spectra study was carried out on R16-NO2 in the temperature range of 120-140℃, we figure out the order of groups change during heating process.The obtained results were outlined as follows:BNB-3-1 have been synthesised by us.and The molecular structures were confirmed by H NMR, FT-IR and Elemental Analysis. After a series of attemps to configuration gels.we finally achieve success in mixed solvent system.which molecular(BNB-3-1) is a gelator that have no long oxyalkyl chain.Here,in H2O and DMSO mixed solvent,the gel which we have got displayed stong gelation ability. The structure of azobenzene can transfer from its usual state, Transtate into Cis state by UV illumination.which can lead to collapse of the gel structure.According SEM.different self-assemble manner be submitted at different proportion of solution,reference to molecular configuration with lowest energy of BNB-3-1 optimized through MM2. Afterward,we studied the spectrum of BNB-3-1.After using the high-pressure mercury lamp illumination,through the UV spectrum,we can that in THF,the major factor about the conformational change is optical effect rather than the the thermal effect,but not in ethanol.We also find that the fluorescence quantum efficiency become lower gradually with the temperature rising from 20℃-40℃.Azobenzene photoisomerization almost have no relationship with the fluoerence emission spectrum.When the concentration change from 10-5M to 10-6M,the fluorescence intensity was becoming higher. During the heating process of 120-140℃the order of groups of R16-NO2 change is as follows: Alkyl chain changes in the low temperature firstly. Then the stronger hydrogen bonding becomes weaker and the inferior one fractures. Afterwards, the United amide changes. We consider that in the process the molecular structure change direction is from methoxyl group to azobenzene.Because the R16-NO2 molecular structure is similar to the BNB,so the results obtained reveal that the transition process are useful for the BNB compound.