Electron-deficient molecules: photophysical, electrochemical, and thermal investigations of naphtho[2,3-f]quinoxaline-7,12-dione derivatives

被引：17
作者：
Shaikh, Azam M. [1 ]
Sharma, Bharat K. [1 ]
Kamble, Rajesh M. [1 ]
机构：
[1] Univ Mumbai, Dept Chem, Santacruz East, Bombay 400098, Maharashtra, India
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2016年 / 52卷 / 02期
关键词：
LIGHT-EMITTING-DIODES; SULFATE SALT CATALYST; QUINOXALINE DERIVATIVES; TRANSPORT MATERIALS; INHIBITORS; EFFICIENT; POLYMER; DEVICES;
D O I：
10.1007/s10593-016-1842-6
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In this work, we have prepared a series of 2,3-disubstituted naphtho[2,3-f]quinoxaline-7,12-dione derivatives by condensing 1,2-diaminoanthraquinone and various benzil compounds in glacial acetic acid with excellent yield and fully characterized. Optical properties of the synthesized compounds were studied in solvents of varying polarity and thin solid film. Electrochemical properties of the compounds were studied by the cyclic voltammetry. The ionization potentials (HOMO) and electron affinity (LUMO) were found to be in the range of -6.364 to -6.644 eV and -3.247 to -3.511 eV, respectively. Thermal investigations were carried out by thermogravimetric analysis and differential scanning calorimetry.
引用
收藏
页码：110 / 115
页数：6
相关论文
共 22 条
  • [1] Tuning of HOMO levels of carbazole derivatives: New molecules for blue OLED
    Agarwal, Neeraj
    Nayak, Pabitra K.
    Ali, Farman
    Patankar, Meghan P.
    Narasimhan, K. L.
    Periasamy, N.
    [J]. SYNTHETIC METALS, 2011, 161 (5-6) : 466 - 473
  • [2] Propylsulfonic acid functionalized nanozeolite clinoptilolite as heterogeneous catalyst for the synthesis of quinoxaline derivatives
    Baghbanian, Seyed Meysam
    [J]. CHINESE CHEMICAL LETTERS, 2015, 26 (09) : 1113 - 1116
  • [3] Thiophene-linked polyphenylquinoxaline: A new electron transport conjugated polymer for electroluminescent devices
    Cui, YT
    Zhang, XJ
    Jenekhe, SA
    [J]. MACROMOLECULES, 1999, 32 (11) : 3824 - 3826
  • [4] Fukuda T, 1996, APPL PHYS LETT, V68, P2346, DOI 10.1063/1.115853
  • [5] Potent quinoxaline-based inhibitors of PDGF receptor tyrosine kinase activity. Part 2: The synthesis and biological activities of RPR127963 an orally bioavailable inhibitor
    He, W
    Myers, MR
    Hanney, B
    Spada, AP
    Bilder, G
    Galzcinski, H
    Amin, D
    Needle, S
    Page, K
    Jayyosi, Z
    Perrone, MH
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, 13 (18) : 3097 - 3100
  • [6] Kamble R. M., 2015, CHEM SCI T, V4, P781
  • [7] Kamble R.M, 2015, CAN CHEM T, V3, P158
  • [8] Synthesis of quinoxaline derivatives bearing the styryl and phenylethynyl groups and application to a fluorescence derivatization reagent
    Katoh, A
    Yoshida, T
    Ohkanda, J
    [J]. HETEROCYCLES, 2000, 52 (02) : 911 - 920
  • [9] Synthesis and biological activity of new quinoxaline antibiotics of echinomycin analogues
    Kim, YB
    Kim, YH
    Park, JY
    Kim, SK
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (02) : 541 - 544
  • [10] Kulkarni AP, 2004, CHEM MATER, V16, P4556, DOI 10.1021/cm0494731
123