[己氧基的引入对4-硝基芪化合物荧光性质的影响]

[Influence of introducing hexyloxy group on fluorescence property of 4-nitrostilbene compounds].

作者信息

Chen Lan, Xia Xue-Wei, Lu Jian-Mei, Xu Qing-Feng, Li Na-Jun, Wang Li-Hua

机构信息

Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and Chemical Engineering, Suzhou University, Suzhou 215123, China.

出版信息

Guang Pu Xue Yu Guang Pu Fen Xi. 2009 Jan;29(1):176-9.

PMID:19385233

Abstract

Two new stilbene derivatives, 4-methacryloxyl-4'-nitrostilbene (NS) and 4-(6-methacryloxyl)-hexyloxy-4'-nitrostilbene (HNS), were synthesized and characterized by FTIR, UV-Vis, HPLC and 1H NMR. The influence of structure, concentration and solvent polarity on the fluorescence of the two compounds was investigated in the present paper. Results showed that both NS and HNS have concentration quenching effect and the fluorescence spectrum exhibited a red shift with the increase in the polarity of solvents. Moreover, the donor-acceptor structure is formed in HNS due to the introduction of donor group hexyloxy, which leads to a 72 nm red shift of the maximum wavelength of fluorescence compared with NS, and the fluorescence generated from such composite in DMF solution would change from yellow to orange.

摘要

合成了两种新的芪衍生物，4-甲基丙烯酰氧基-4'-硝基芪（NS）和4-(6-甲基丙烯酰氧基)己氧基-4'-硝基芪（HNS），并通过傅里叶变换红外光谱（FTIR）、紫外可见光谱（UV-Vis）、高效液相色谱（HPLC）和核磁共振氢谱（1H NMR）对其进行了表征。本文研究了结构、浓度和溶剂极性对这两种化合物荧光的影响。结果表明，NS和HNS均具有浓度猝灭效应，且荧光光谱随溶剂极性的增加而发生红移。此外，由于引入了供电子基团己氧基，HNS中形成了供体-受体结构，与NS相比，其荧光最大波长发生了72 nm的红移，并且该复合物在N，N-二甲基甲酰胺（DMF）溶液中产生的荧光将从黄色变为橙色。