Synthesis and characteristics of novel fluorescence dyes based on chromeno[4,3,2-de][1,6]naphthyridine framework

被引:14
|
作者
Wang, Haiying [1 ]
Shi, Jingjing [1 ]
Wang, Chao [1 ]
Zhang, Xiaoxiao [1 ]
Zhao, Lingling [1 ]
Wan, Yu [1 ]
Wu, Hui [1 ]
机构
[1] Jiangsu Normal Univ, Sch Chem & Chem Engn, Jiangsu Key Lab Green Synthet Funct Mat, Xuzhou 221116, Peoples R China
关键词
Chromene; Naphthyridine; Carbazole; Chemical calculation; Electrochemical; Fluorescent; HOLE-TRANSPORTING MATERIALS; LIGHT-EMITTING-DIODES; ELECTROLUMINESCENT DEVICES; DERIVATIVES; POLYMERS; FLUORENE; EMITTERS; POTENT;
D O I
10.1016/j.saa.2012.10.075
中图分类号
O433 [光谱学];
学科分类号
0703 ; 070302 ;
摘要
A series of entirely new framework chromeno[4,3,2-de][1,6]naphthyridine derivatives containing carbazole groups have been carefully designed and prepared. The relationship of photoluminescence property and structure of these compounds was systematically investigated via UV-vis, fluorescence and electrochemical analyzer. The HOMO and LUMO distributions of these compounds were calculated by density functional theory (DFT) (B3LYP; 6-31G*) method. These compounds exhibited high fluorescence quantum yields, desirable HOMO levels and high thermal stability, indicating that the combination of chromeno[4,3,2-de][1,6]naphthyridine and carbazole could be an efficient means to enhance hole-transporting ability and fluorescent quantum yield. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码:62 / 67
页数:6
相关论文
共 50 条
  • [41] Synthesis and antitumor cytotoxicity evaluation of pyrido[4,3,2-de]quinolines and isoquinolino [6,5,4,3-cde] quinolines
    Ding, QZ
    Jia, GF
    Lown, JW
    ANTI-CANCER DRUG DESIGN, 2000, 15 (02): : 99 - 108
  • [42] Synthetic studies of benzo[b]pyrrolo[4,3,2-de][1,10]phenanthroline
    Kitahara, Y
    Mizuno, T
    Kubo, A
    TETRAHEDRON, 2004, 60 (19) : 4283 - 4288
  • [43] Reactions of 1H-2,3-diketopyrido[4,3,2-de] quinoline with acetone and acetophenone:: A novel synthesis of the isoquinolino[6,5,4,3-cde]quinoline nucleus
    Ding, QZ
    Lown, JW
    HETEROCYCLIC COMMUNICATIONS, 1998, 4 (06) : 535 - 545
  • [44] A SIMPLE SYNTHESIS OF AAPTAMINE, A 1H-BENZO[DE][1,6]-NAPHTHYRIDINE ALKALOID
    BASSOLI, A
    MADDINELLI, G
    RINDONE, B
    TOLLARI, S
    CHIOCCARA, F
    JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1987, (03) : 150 - 151
  • [45] Synthesis of novel chromeno[1,6]naphthyridine derivatives in PEG-400 via catalyst-free, one-pot, and multicomponent reactions
    Asilpour, Fatemeh
    Saberi, Dariush
    Hasaninejad, Alireza
    NEW JOURNAL OF CHEMISTRY, 2023, 48 (01) : 237 - 243
  • [46] From benzofuro-, benzothieno- and 10-methylindolo-[2,3-b]-fused benzothiopyrano[4,3,2-de]quinolines to the corresponding benzothiopyrano[4,3,2-de]1,8-naphthyridines: synthesis and properties of these hexacyclic heteroaromatic compounds
    Mast, Nicolas
    Erb, William
    Nauton, Lionel
    Moreau, Pascale
    Mongin, Olivier
    Roisnel, Thierry
    Macaigne, Margaux
    Robert, Thomas
    Bach, Stephane
    Picot, Laurent
    Thiery, Valerie
    Hurvois, Jean-Pierre
    Mongin, Florence
    NEW JOURNAL OF CHEMISTRY, 2022, 47 (01) : 258 - 283
  • [47] CHEMISTRY OF INDOLES .8. SYNTHESIS OF 5-SUBSTITUTED PYRROLO[4,3,2-DE]ISOQUINOLINE DERIVATIVES
    SOMEI, M
    YAMADA, F
    KANEKO, C
    CHEMISTRY LETTERS, 1979, (02) : 123 - 126
  • [48] Synthesis of novel benzo[h][1,6]naphthyridine derivatives from 4-aminoquinoline and cyclic β-ketoester
    Toche, Raghunath B.
    Pagar, Balasaheb P.
    Zoman, Ravindra R.
    Shinde, Goraksha B.
    Jachak, Madhukar N.
    TETRAHEDRON, 2010, 66 (27-28) : 5204 - 5211
  • [49] The synthesis of γ-Fe2O3@SiO2-L-histidine as a magnetic nanocatalyst for the preparation of new chromeno[1,6]naphthyridine derivatives
    Shojaei, Mojdeh
    Fallahi, Hamid
    Shirzaei, Farhad
    Shaterian, Hamid Reza
    MONATSHEFTE FUR CHEMIE, 2025, 156 (03): : 337 - 349
  • [50] The synthesis of γ-Fe2O3@SiO2-L-histidine as a magnetic nanocatalyst for the preparation of new chromeno[1,6]naphthyridine derivatives
    Mojdeh Shojaei
    Hamid Fallahi
    Farhad Shirzaei
    Hamid Reza Shaterian
    Monatshefte für Chemie - Chemical Monthly, 2025, 156 (3) : 337 - 349