Vinylazulenes chromophores: Synthesis and characterization

被引:20
作者
Birzan, Liviu [1 ]
Cristea, Mihaela [1 ]
Draghici, Constantin C. [1 ]
Tecuceanu, Victorita [1 ]
Maganu, Maria [1 ]
Hanganu, Anamaria [1 ]
Razus, Alexandru C. [1 ]
Buica, George Octavian [2 ]
Ungureanu, Eleonora Mihaela [2 ]
机构
[1] Roumanian Acad, Inst Organ Chem CD Nenitescu, 202B Spl Independentei, Bucharest 060023, Romania
[2] Univ Politehn Bucuresti, Fac Appl Chem & Mat Sci, 1-7 Gheorghe Polizu, Bucharest 011061, Romania
关键词
Azulenes; Knoevenagel condensation; Chromophores; Bathochromic effect; Redox potentials; CONJUGATED OLIGOMERS; AZULENE DERIVATIVES; MOLECULES; FILMS; POLY(4-AZULEN-1-YL-2,6-BIS(2-THIENYL)PYRIDINE); SPECTROSCOPY; POLYMERS; STATE;
D O I
10.1016/j.dyepig.2016.02.033
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Several vinylazulenes containing heterocyclic units were prepared using Knoevenagel condensation. The condensation took place between electron rich 1-azulenecarbaldehyde derivatives and their vinylogues with heterocycles. The catalysts were chosen in order to catalyze the reaction without giving side reactions, such as heterocycle decomposition or formylazulene decarbonylation. Several NMR signals were briefly discussed. The optical properties of the colored substances were evidenced as a function of their structure. The pH-dependence of the chromophores was evidenced for two compounds; as well as their active solvatochromism. Their electrochemical properties were evaluated from the redox potentials and correlated to their structure. (C) 2016 Published by Elsevier Ltd.
引用
收藏
页码:246 / 255
页数:10
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