物理化学学报Issue(2)：589-594,6.DOI:10.3866/PKU.WHXB201512083
有机荧光分子2-氰基-3-（3,4-二甲氧基苯基）-2-丙烯酰胺的可逆压致变色和质子刺激响应性能
Reversible Piezochromism and Protonation Stimuli-Response of (Z)-2-Cyano-3-(3,4-dimethoxyphenyl)acrylamide
摘要
Abstract
A 3-aryl-2-cyano acrylamide derivative (Z)-2-cyano-3-(3,4-dimethoxy-phenyl)acrylamide (CDMPA) was designed and synthesized, which exhibited piezochromism and acidchromism properties. Under external mechanical force stimuli, CDMPA showed a red-shift of 20 nm in its fluorescence emission and the mechanical y induced luminescence color could return to the original state via heating or solvent vapor treatment. Powder X-ray diffraction (XRD) and fluorescence lifetime experiments indicated that the piezochromic luminescence could be attributed to the transformation from the crystal ine to the amorphous phase. Additionally, the fluorescence color changed from blue to yel ow with a red-shift of 33 nm using the stimulus of protonation. The emission color was recovered upon fuming with dimethyl formamide (DMF) vapor. Infrared (IR) spectra of CDMPA powder and theoretical calculation of the frontier molecular orbitals showed that protonation of the amino moieties in CDMPA had a significant effect on the frontier molecular orbitals and, thus, caused the acidchromism phenomenon. This study provides comprehensive insight into the stimuli-responsive luminescent mechanisms within this type of compound and the reversible switching of emission color may enable discovery of novel applications of CDMPA for detection and sensing devices.关键词
丙烯酰胺衍生物/多刺激响应/荧光转换/前线分子轨道/荧光寿命Key words
Acrylamide derivative/Multi-stimuli response/Fluorescence switching/Frontier molecular orbital/Fluorescence lifetime分类
化学化工引用本文复制引用
边高峰,黄华,占玲玲,吕晓静,曹枫,张诚,张玉建..有机荧光分子2-氰基-3-（3,4-二甲氧基苯基）-2-丙烯酰胺的可逆压致变色和质子刺激响应性能[J].物理化学学报,2016,(2):589-594,6.基金项目
Foundation of Zhejiang Province, China (LY15E030006, LY15E030002), Natural Science Foundation of Zhejiang University of Technology, China (1401101002408), and Natural Science Foundation of Huzhou, China (2014YZ02).国家自然科学基金(51203138,51273179,51573165,51406030),浙江省自然科学基金(LY15E030006, LY15E030002),浙江工业大学自然科学基金(1401101002408)及湖州自然科学基金(2014YZ02)资助项目 （LY15E030006, LY15E030002）
