Synthesis of a new conjugated 2,2′-(1,4-phenylenedivinylene)bis-quinoxaline and a series of styryl derivatives of quinoxaline and quinoline as promising electro- and photoluminescent materials

Abstract

A new poly(p-phenylenedivinylene) oligomer 2,2'-(1,4-phenylenedivinylene)bisquinoxaline, a promising candidate in organic electroluminescent devices, was synthesised via a Knoevenagel condensation reaction of 2-methylquinoxaline with 1,4-benzenedicarbaldehyde. The same synthetic strategy was applied to obtain substituted styryl dyes, derivatives of quinoxaline, whereas styryl derivatives of quinoline were prepared by "Anil Synthesis". The considered dyes are of interest as fluorescence emitting materials.Organic compounds used as electroluminescent materials can be divided into two major classes, the first one is based on low molecular weight compounds like fluorescent dyes and metal chelates, and the second one involves polymeric materials [1]. The nitrogen/oxygen-containing π-electron deficient heterocycles such as oxadiazoles, triazoles, triazines, pyridines, pyrimidines, quinolines, and quinoxalines are potential candidates for ETL (electron-transporting layer) materials [2]. Polyquinoxalines (PQxs), for example, combine advantageous features such as high electron affinity, good thermal stability, and good processability with sufficiently low refractive indices [3]. Due to their chemical structure PQxs have been utilized as electron n PPV

3-Phenyl/Pyridinyl Derivatives of <i>Trans</i>-2-(aryl/heteryl)vinyl-3<i>H</i>-quinazolin-4-ones: Synthesis and Fluorescent Properties

“…Taking into account the growing interest to modification the core of conjugated molecules in order to estimate structural effects on the LED properties [9], we wish to report the synthesis and photophysical behavior study of 3-phenyl-trans-2-styryl-substituted 3H-quinazolin-4-ones and their analogs in current work. Considering an opportunity to improve the electronic conductivity by incorporating of fluorine atoms into styryl derivatives Ph-CH= CH-C 6 H 4 -CH=CH-Ph [10,11], a number of novel fluorinated 3-phenyl-trans-2-styryl-3H-quinazolin-4-ones have been obtained.…”

Recent synthetic efforts in the preparation of 2-(3,4)-alkenyl (aryl) quinoline molecules towards anti-kinetoplastid agents

“…The use of N-aryl imines or in situ generated N-aryl imines as alternatives to aldehydes and N-sulfonyl imines in the process of olenation with 2-methylquinolines was also reported. 83,84 An interesting, simple and efficient method for the synthesis of 2vinylquinolines from of 2-methylquinolines via an ironcatalysed C(sp 3 )-H functionalization was recently developed by Wang and co-workers. 85 They used the N,N- .…”

Synthesis, Characterization and Optoelectronic Properties of Oligo(<i>p</i>-Phenylenvinylidenequinolines) with Different Substituents

“…Optical properties of the oligomers from five or more monomeric units are similar to their polymeric counterparts [1,2]. Recently, oligo(p-phenylenvinylidenes) (OPPV) have attracted much attention as promising materials for organic light emitting diodes (OLED) due to their special electronic properties [3][4][5][6]; thus several OPV containing substituted quinolines have been studied, and it has been found that the substituents have a noticeable influence on their optical and electrical properties [7][8][9]. In the present work, three oligo(p-phenylenvinylidenes) having different end groups were synthesized and their optoelectronic properties were analyzed both as films and in solution.…”