A new simple pyrene-substituted acylhydrazone derivative, 4-(3,4-dioctyloxy) phenyl-l-pyrene acylhydrazone (PAH-8), was designed and synthesized. The PAH-8 can form thermo-reversible organogel in DMSO, and shows g...A new simple pyrene-substituted acylhydrazone derivative, 4-(3,4-dioctyloxy) phenyl-l-pyrene acylhydrazone (PAH-8), was designed and synthesized. The PAH-8 can form thermo-reversible organogel in DMSO, and shows gelation-induced enhanced fluorescence emission. Xerogel exhibits ribbon-like fibrous aggregates with widths of 0.5- 1 μm. The PAH-8 organogel indicates photo-responsive behaviors due to the trans-cis isomerizations of-C = N- bond upon exposure to visible or UV light. Upon visible light irradiation, the partial trans-cis isomerization of the -C=N- bond causes the fiber morphology to disappear, resulting in gel-sol transition, whereas the PAH-8 organogel exhibits few photoisomerizations from trans to cis transition without breakage of the gel state upon UV light irradiation.展开更多
Aggregation-induced emission-active 4-(3,4,5-bis(octyloxy)phenyl-9-anthracene acylhydrazone (AHP- T8) has been designed and synthesized, and the photo-responsive properties of organogel and xerogel irradiated by ...Aggregation-induced emission-active 4-(3,4,5-bis(octyloxy)phenyl-9-anthracene acylhydrazone (AHP- T8) has been designed and synthesized, and the photo-responsive properties of organogel and xerogel irradiated by visible light were investigated systematically. AHP-T8 can form thermo-reversible gels in some of the tested solvents. The enhanced fluorescence emission has been observed after gelation although the dilute solution of AHP-T8 was almost non-fluorescent. When the organogel was exposed under visible light, the gel-sol phase transition occurred, and the corresponding morphology, fluorescence intensity, intermolecular hydrogen bonding and the structure all changed. In addition, the xerogel is more sensitive to visible light than that of organogel. The photoresponsive behaviour of AHP-T8 upon irradiation by visible light was demonstrated to be due to the E-Z isomerizations of -C=N-group. rather than the photodimerization of anthracene groups展开更多
基金Supporting information for this article is available on the WWW under http://dx.doi.org/10.1002/cjoc.201700388 or from the author.Acknowledgement This work was supported by the Natural Science Foundation of Jilin Province (20170101112JC) and Project 985-Automotive Engineering of Jilin University.
文摘A new simple pyrene-substituted acylhydrazone derivative, 4-(3,4-dioctyloxy) phenyl-l-pyrene acylhydrazone (PAH-8), was designed and synthesized. The PAH-8 can form thermo-reversible organogel in DMSO, and shows gelation-induced enhanced fluorescence emission. Xerogel exhibits ribbon-like fibrous aggregates with widths of 0.5- 1 μm. The PAH-8 organogel indicates photo-responsive behaviors due to the trans-cis isomerizations of-C = N- bond upon exposure to visible or UV light. Upon visible light irradiation, the partial trans-cis isomerization of the -C=N- bond causes the fiber morphology to disappear, resulting in gel-sol transition, whereas the PAH-8 organogel exhibits few photoisomerizations from trans to cis transition without breakage of the gel state upon UV light irradiation.
基金supported by the Natural Science Foundation of Jilin Province(No. 20170101112JC)Project 985-Automotive Engineering of Jilin University
文摘Aggregation-induced emission-active 4-(3,4,5-bis(octyloxy)phenyl-9-anthracene acylhydrazone (AHP- T8) has been designed and synthesized, and the photo-responsive properties of organogel and xerogel irradiated by visible light were investigated systematically. AHP-T8 can form thermo-reversible gels in some of the tested solvents. The enhanced fluorescence emission has been observed after gelation although the dilute solution of AHP-T8 was almost non-fluorescent. When the organogel was exposed under visible light, the gel-sol phase transition occurred, and the corresponding morphology, fluorescence intensity, intermolecular hydrogen bonding and the structure all changed. In addition, the xerogel is more sensitive to visible light than that of organogel. The photoresponsive behaviour of AHP-T8 upon irradiation by visible light was demonstrated to be due to the E-Z isomerizations of -C=N-group. rather than the photodimerization of anthracene groups