Push-pull isomeric chromophores with vinyl- and divinylquinoxaline-2-one units as π-electron bridge: Synthesis, photophysical, thermal and electro-chemical properties

被引：24

作者：

Kalinin, Alexey A. ^{[1
]}

Sharipova, Sirina M. ^{[1
]}

Burganov, Timur I. ^{[1
]}

Dudkina, Yulia B. ^{[1
]}

Khamatgalimov, Ayrat R. ^{[1
]}

Katsyuba, Sergey A. ^{[1
]}

Budnikova, Yulia H. ^{[1
]}

Balakina, Marina Yu. ^{[1
]}

机构：

[1] Russian Acad Sci, AE Arbuzov Inst Organ & Phys Chem, Kazan Sci Ctr, Arbuzov Str 8, Kazan 420088, Russia

来源：

DYES AND PIGMENTS | 2017年 / 146卷

基金：

俄罗斯基础研究基金会;

关键词：

NLO chromophore; Divinylquinoxaline-2-ones; Solvatochromic behavior; Electrochemistry; Thermostability; POLYMER SOLAR-CELLS; OXIDATION; ENERGY;

D O I：

10.1016/j.dyepig.2017.06.062

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A method of synthesis of a new class of push-pull chromophores with vinylquinoxalinone conjugated bridges has been proposed; two isomeric pairs of chromophores with dimethyl aniline donor and dicyanovinyl or tricyanofuran acceptors linked via vinyl-7(6)-quinoxalinon-3-yl or vinyl-7(6)-quinoxalinone-3-vinyl bridges, correspondingly, have been synthesized and systematically investigated. The solvatochromic behavior, thermal stability and electrochemical properties were studied to establish the structure-property relationships. Chromophore 7-DMA-VQ(on)V-TCF exhibits the minimal HOMO-LUMO energy gap (Delta E 0.84 eV) and the highest thermal stability (T-d = 313 degrees C). (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：82 / 91

页数：10

共 4 条

[1] D-π-A′-π-A chromophores with quinoxaline core in the π-electron bridge and charged heterocyclic acceptor moiety: Synthesis, DFT calculations, photophysical and electro-chemical properties
Kalinin, Alexey A.
Sharipova, Sirina M.
Levitskaya, Alina I.
Dudkina, Yulia B.
Burganov, Timur I.
Fominykh, Olga D.
Katsyuba, Sergey A.
Budnikova, Yulia H.
Balakina, Marina Yu.
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2021, 407
[2] Electron-Withdrawing Substituted Quinazoline Push-Pull Chromophores: Synthesis, Electrochemical, Photophysical and Second-Order Nonlinear Optical Properties
Moshkina, Tatiana N.
Le Poul, Pascal
Barsella, Alberto
Pytela, Oldrich
Bures, Filip
Robin-Le Guen, Francoise
Achelle, Sylvain
Nosova, Emiliya V.
Lipunova, Galina N.
Charushin, Valery N.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 2020 (33) : 5445 - 5454
[3] Novel push-pull organic dyes bearing Indan-2-one/Inden-1-ylidene and coumarin: Synthesis and photophysical properties
Ozbek, Beguem Berna
Aktan, Ebru
Seferoglu, Zeynel
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2022, 432
[4] 2ND-ORDER NONLINEAR OPTICAL-PROPERTIES OF POLED POLYMERS OF VINYL CHROMOPHORE MONOMERS - STYRENE, METHACRYLATE, AND VINYL BENZOATE DERIVATIVES HAVING ONE-AROMATIC-RING PUSH-PULL CHROMOPHORES
HAYASHI, A
GOTO, Y
NAKAYAMA, M
KALUZYNSKI, K
SATO, H
KATO, K
KONDO, K
WATANABE, T
MIYATA, S
CHEMISTRY OF MATERIALS, 1992, 4 (03) : 555 - 562

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