Synthesis and study of new photochromic halogen-substituted spiropyrans of the indoline series

被引：2
|
作者：
Pugachev, A. D. [1 ]
Rostovtseva, I. A. [1 ]
Makarova, N. I. [1 ]
Ievlev, M. Yu. [2 ]
Dmitriev, V. S. [1 ]
Ozhogin, I. V. [1 ]
Tkachev, V. V. [3 ]
Utenyshev, A. N. [3 ]
Borodkina, I. G. [1 ]
Metelitsa, A. V. [1 ]
Aldoshin, S. M. [3 ]
Minkin, V. I. [1 ]
Luk'yanov, B. S. [1 ]
机构：
[1] Southern Fed Univ, Res Inst Phys & Organ Chem, 194-2 Prosp Stachki, Rostov Na Donu 344090, Russia
[2] Chuvash State Univ, 15 Moskovskii Prosp, Cheboksary 428015, Russia
[3] Russian Acad Sci, Fed Res Ctr Problems Chem Phys & Med Chem, 1 Prosp Akad Semenova, Chernogolovka 142432, Moscow Region, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2023年 / 72卷 / 11期
关键词：
spiropyran; photochromism; synthesis; CrystalExplorer; NMR; photovoltaics; DSSC;
D O I：
10.1007/s11172-023-4068-7
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
New indoline spiropyrans containing chlorine and bromine atoms in position 5 of the indoline moiety of the molecule as a substituent were synthesized and studied. The structures of the synthesized compounds were confirmed by NMR and IR spectroscopy. The molecular structure of the chlorine-substituted derivative was determined by X-ray diffraction analysis, and intermolecular interactions in the crystal were studied using the CrystalExplorer21.5 software package. The spectral kinetic studies revealed photochromic properties of novel spiropyrans in an acetonitrile solution. The photoelectrochemical characteristics of dye-sensitized solar cells (DSSC) made from the synthesized compounds before and after UV irradiation were studied in comparison.
引用
收藏
页码：2637 / 2648
页数：12
相关论文
共 50 条
  • [1] Synthesis and study of new photochromic halogen-substituted spiropyrans of the indoline series
    A. D. Pugachev
    I. A. Rostovtseva
    N. I. Makarova
    M. Yu. Ievlev
    V. S. Dmitriev
    I. V. Ozhogin
    V. V. Tkachev
    A. N. Utenyshev
    I. G. Borodkina
    A. V. Metelitsa
    S. M. Aldoshin
    V. I. Minkin
    B. S. Luk’yanov
    [J]. Russian Chemical Bulletin, 2023, 72 : 2637 - 2648
  • [2] New Photochromic Salt Spiropyrans of Indoline Series
    A. D. Pugachev
    M. B. Lukyanova
    V. V. Tkachev
    B. S. Lukyanov
    N. I. Makarova
    G. V. Shilov
    I. A. Rostovtseva
    L. S. Lapshina
    V. I. Minkin
    S. M. Aldoshin
    [J]. Doklady Chemistry, 2019, 484 : 58 - 63
  • [3] New Photochromic Salt Spiropyrans of Indoline Series
    Pugachev, A. D.
    Lukyanova, M. B.
    Tkachev, V. V.
    Lukyanov, B. S.
    Makarova, N., I
    Shilov, G., V
    Rostovtseva, I. A.
    Lapshina, L. S.
    Minkin, V., I
    Aldoshin, S. M.
    [J]. DOKLADY CHEMISTRY, 2019, 484 (2) : 58 - 63
  • [4] Photochromic properties of indoline spiropyrans of the coumarin series
    V. A. Barachevsky
    R. E. Karpov
    O. V. Venidiktova
    T. M. Valova
    Yu. P. Strokach
    V. S. Miroshnikov
    T. A. Chibisova
    V. F. Traven
    [J]. Russian Chemical Bulletin, 2005, 54 : 2425 - 2431
  • [5] Photochromic properties of indoline spiropyrans of the coumarin series
    Barachevsky, VA
    Karpov, RE
    Venidiktova, OV
    Valova, TM
    Strokach, YP
    Miroshnikov, VS
    Chibisova, TA
    Traven, VF
    [J]. RUSSIAN CHEMICAL BULLETIN, 2005, 54 (10) : 2425 - 2431
  • [6] New formyl-substituted spiropyrans of indoline series
    Voloshin, NA
    Volobushko, NV
    Voloshina, EN
    Shelepin, NE
    Minkin, VI
    [J]. KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1996, (11-12): : 1654 - 1656
  • [7] QUANTUM YIELDS OF PHOTOREACTIONS IN A SERIES OF PHOTOCHROMIC INDOLINE SPIROPYRANS
    GALBERSHTAM, MA
    KHROLOVA, OR
    BOBYLEVA, GK
    PODYACHEV, YB
    SAMOILOVA, NP
    BULGAKOV, VM
    ZASUKHIN, YV
    [J]. HIGH ENERGY CHEMISTRY, 1979, 13 (03) : 198 - 203
  • [8] SYNTHESIS OF SERIES OF 3-SUBSTITUTED PHOTOCHROMIC BENZOTHIAZOLINE SPIROPYRANS
    SAMAT, A
    GUGLIELM.R
    METZGER, J
    [J]. HELVETICA CHIMICA ACTA, 1972, 55 (05) : 1782 - &
  • [9] Structure and Photochromic Properties of New Spiropyrans of Indoline Series Containing Free Carboxylic Groups
    Ozhogin, I. V.
    Chernyshev, A. V.
    Butova, V. V.
    Lukyanov, B. S.
    Radchenko, E. A.
    Mukhanov, E. L.
    Soldatov, A. V.
    [J]. JOURNAL OF SURFACE INVESTIGATION, 2020, 14 (03): : 534 - 539
  • [10] Structure and Photochromic Properties of New Spiropyrans of Indoline Series Containing Free Carboxylic Groups
    I. V. Ozhogin
    A. V. Chernyshev
    V. V. Butova
    B. S. Lukyanov
    E. A. Radchenko
    E. L. Mukhanov
    A. V. Soldatov
    [J]. Journal of Surface Investigation: X-ray, Synchrotron and Neutron Techniques, 2020, 14 : 534 - 539
12345