FTIR study of conjugation in selected aromatic polyazomethines

被引:29
作者
Kaczmarczyk, Bozena [1 ]
机构
[1] Ctr Polymer & Carbon Mat PAS, PL-41819 Zabrze, Poland
关键词
Aromatic polyazomethines; Conjugation; FTIR spectra; OPTICAL-PROPERTIES; PROTON-TRANSFER; MAIN-CHAIN; POLYKETANILS; AZOMETHINES; PHOTOLUMINESCENCE; 3,8-DIAMINO-6-PHENYLPHENANTHRIDINE; DERIVATIVES; POLYIMINES; KETIMINES;
D O I
10.1016/j.molstruc.2013.05.036
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A series of aromatic polyazomethines synthesized from reactions between selected aromatic diamines and either terephthalaldehyde or 4,4'-diformyltriphenylamine were characterized using infrared spectroscopy. In this report the influence of diamine structure on the C=N stretching frequency and the conjugation of pi-electrons in polymers are discussed. The results of infrared spectroscopy were confirmed by analyzing the H-1 NMR spectra of the relevant compounds. Special attention was given to the conjugation in the polyimines and model compounds with ortho-substituted alkyl groups to the amine phenyl rings. For the model compounds geometry optimizations were calculated. (c) 2013 Elsevier B.V. All rights reserved.
引用
收藏
页码:179 / 184
页数:6
相关论文
共 52 条
[1]   Electroluminescent polymers [J].
Akcelrud, L .
PROGRESS IN POLYMER SCIENCE, 2003, 28 (06) :875-962
[2]   A fluorescent all-fluorene polyazomethine-towards soluble conjugated polymers exhibiting high fluorescence and electrochromic properties [J].
Barik, Satyananda ;
Skene, W. G. .
POLYMER CHEMISTRY, 2011, 2 (05) :1091-1097
[3]   First-principies studies of internal rotation in protonated trans-N-benzylideneaniline [J].
Bednarski, Henryk ;
Domanski, Marian ;
Weszka, Jan ;
Sohlberg, Karl .
JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2009, 908 (1-3) :122-124
[4]  
Bellamy L. J., 1969, ADV INFRARED GROUP F
[5]  
Bellamy L.J., 1975, INFRARED SPECTRA COM, P299
[6]   Spectral investigation of conjugated azomethines: A large palette of colors possible with acid and oxidant doping [J].
Bolduc, Andreanne ;
Rivier, Lucie ;
Dufresne, Stephane ;
Skene, W. G. .
MATERIALS CHEMISTRY AND PHYSICS, 2012, 132 (2-3) :722-728
[7]   Phenylazomethine dendrimer complexes as novel hole-transporting materials of organic light-emitting diodes [J].
Cho, JS ;
Takanashi, K ;
Higuchi, M ;
Yamamoto, KT .
SYNTHETIC METALS, 2005, 150 (01) :79-82
[8]   SYNTHESIS OF THERMALLY STABLE POLYMERIC AZOMETHINES BY POLYCONDENSATION REACTIONS [J].
DALELIO, GF ;
SCHOENIG, RK .
JOURNAL OF MACROMOLECULAR SCIENCE-REVIEWS IN MACROMOLECULAR CHEMISTRY, 1969, C 3 (01) :105-&
[9]   3-hexyl tetra-substituted sesquithienylene-phenylene polyazomethines with high molecular weight. Mechanistic considerations [J].
Destri, S ;
Khotina, IA ;
Porzio, W .
MACROMOLECULES, 1998, 31 (04) :1079-1086
[10]  
Farcas A, 2007, REV ROUM CHIM, V52, P887