New D-π-A chromophores incorporating (5,5-dimethylcyclohex-2-en-1-ylidene)- or (6-methyl-4H-pyran-4-ylidene)-malononitrile moiety

被引：2
|
作者：
Slobodinyuk, D. G. [1 ]
Vasyanin, A. N. [2 ]
Lunegov, I., V [2 ]
Sklyaeva, E., V [2 ]
Abashev, G. G. [1 ,2 ]
机构：
[1] Russian Acad Sci, Ural Branch, Perm Fed Res Ctr, Inst Tech Chem, 3 Ul Akad Koroleva, Perm 614013, Russia
[2] Perm State Univ, 15 Ul Bukireva, Perm 614990, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2022年 / 71卷 / 02期
基金：
俄罗斯基础研究基金会;
关键词：
N; N-dimethylaminophenyl; malononitrile; nonlinear optical chromophores; electron donor-acceptor compounds; electronic absorption spectra; fluorescence; NONLINEAR-OPTICAL CHROMOPHORES; PROAROMATIC DONORS; ACCEPTOR;
D O I：
10.1007/s11172-022-3417-2
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
New D-pi-A-type chromophores that simultaneously incorporate N,N-dimethylaminophenyl moiety as the terminal electron-donating group and either (5,5-dimethylcyclohex-2-en-1-ylidene)malononitrile (DCM-1) or (6-methyl-4H-pyran-4-ylidene)malononitrile (DCM-2) unit as the terminal electron-withdrawing group were synthesized. Vinylene moiety and azo group served as the pi-spacer. A comparative analysis of optical and electrochemical properties of the synthesized chromophores revealed that the replacement of the DCM-1 unit with the DCM-2 moiety led to chromophore band gap broadening and a decrease in the molar extinction coefficient value; while the replacement of the DCM-1 unit with the DCM-2 one in the chromophores bearing the vinylene pi-spacers led to a sharp increase in the fluorescence quantum yield.
引用
收藏
页码：341 / 349
页数：9
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