A facile approach for design of novel semiconducting thiazolo[5,4- d ] thiazole-based conjugated polymers in ambient conditions

被引:1
|
作者
Lolaeva, Alina V. [1 ]
Zhivchikova, Aleksandra N. [1 ,2 ]
Tereshchenko, Mikhail D. [1 ,3 ]
Sagdullina, Diana K. [1 ]
Gapanovich, Mikhail V. [1 ,4 ]
Chernyayev, Dmitriy A. [1 ]
Akkuratov, Alexander V. [1 ]
Kuznetsov, Ilya E. [1 ]
机构
[1] Russian Acad Sci RAS, Fed Res Ctr Problems Chem Phys & Med Chem FRC PCPM, Academician Semenov Ave 1, Chernogolovka 142432, Moscow, Russia
[2] Skolkovo Inst Sci & Technol, Nobel St 3, Moscow 143026, Russia
[3] Perm Natl Res Polytech Univ PNIPU, Komsomolsky Pr 29, Perm 614990, Perm Reg, Russia
[4] MV Lomonosov Moscow State Univ, Dept Fundamental Phys & Chem Engn, Moscow 119991, Russia
基金
俄罗斯科学基金会;
关键词
Metal -free polycondensation; Green synthesis; Thiazolothiazole; Organic semiconductors; Benzodithiophene;
D O I
10.1016/j.tetlet.2024.155072
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The design of conjugated polymers with advanced properties is a significant task for the development of organic electronics. At the same time, it is important to pay attention to the methods of their synthesis, excluding toxic and expensive reagents, following the trends in sustainability. In this study, six thiazolothiazole-based conjugated polymers with thiophene, fluorene, phenylene, and benzodithiophene moieties were synthesized and thoroughly characterized. All materials were obtained through a non -catalyzed condensation reaction of carbonyl derivatives with rubeanic acid under ambient conditions. It is shown that the optoelectronic and electrophysical properties of polymers are suitable for their application in organic or hybrid electronic devices. The certain polymers are found to be promising hole -transport interlayer materials in perovskite solar cells, thus featuring the great potential of proposed methods of development of organic semiconductors.
引用
收藏
页数:5
相关论文
共 50 条
  • [41] Donor-acceptor conjugated microporous polymers based on Thiazolo [5,4-d]thiazole building block for high-performance visible-light-induced H2 production
    Chang, Chih-Ling
    Elewa, Ahmed M.
    Wang, Jing Han
    Chou, Ho-Hsiu
    EL-Mahdy, Ahmed F. M.
    MICROPOROUS AND MESOPOROUS MATERIALS, 2022, 345
  • [42] Thermally reactive Thiazolo[5,4-d]thiazole based copolymers for high photochemical stability in polymer solar cells
    Helgesen, Martin
    Madsen, Morten V.
    Andreasen, Birgitta
    Tromholt, Thomas
    Andreasen, Jens W.
    Krebs, Frederik C.
    POLYMER CHEMISTRY, 2011, 2 (11) : 2536 - 2542
  • [43] Visual Hg(II) sensing in aqueous solution via a new 2,5-Bis(4-pyridyl) thiazolo[5,4-d]thiazole-based fluorescence coordination polymer
    Li, Xin
    Xiu, Deping
    Shi, Junjie
    Miao, Jiaran
    Yu, Yingying
    Song, Huihua
    Lin, Jin
    Feng, Qi
    Yu, Haitao
    SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 2022, 265
  • [44] Synthesis and photovoltaic properties of new conjugated polymers based on di(2-furyl)thiazolo[5,4-d]thiazole and benzo[1,2-b:4,5-b′]dithiophene
    Hu, Chao
    Wu, Zhongwei
    Cao, Kangli
    Sun, Baoquan
    Zhang, Qing
    POLYMER, 2013, 54 (03) : 1098 - 1105
  • [45] A high-performance broadband organic flexible photodetector from a narrow-bandgap thiazolo[5,4-d]thiazole containing conjugated polymer
    Mathew, Sanjana
    Halder, Sayan
    Keerthi, C. J.
    Hota, Saurjyesh
    Suntha, Maitreyi
    Chakraborty, Chanchal
    Pal, Subhradeep
    MATERIALS ADVANCES, 2024, 5 (23): : 9488 - 9499
  • [46] Synthesis of thieno[3,4-d]thiazole-based conjugated polymers and HOMO level tuning for high VOC photovoltaic cell
    Jo, Jea Woong
    Kim, Shin Sung
    Jo, Won Ho
    ORGANIC ELECTRONICS, 2012, 13 (08) : 1322 - 1328
  • [47] Synthesis of Donor-Acceptor Polymers Containing Thiazolo[5,4-d]thiazole Units via Palladium-Catalyzed Direct Arylation Polymerization
    Wakioka, Masayuki
    Ishiki, Satoru
    Ozawa, Fumiyuki
    MACROMOLECULES, 2015, 48 (22) : 8382 - 8388
  • [48] A one-step synthesis towards new ligands based on aryl-functionalised thiazolo[5,4-d]thiazole chromophores
    Knighton, Richard C.
    Hallett, Andrew J.
    Kariuki, Benson M.
    Pope, Simon J. A.
    TETRAHEDRON LETTERS, 2010, 51 (41) : 5419 - 5422
  • [49] High Molecular Weight Broad Band-Gap Polymers Based on Indolo[3,2-b]carbazole and Thiazolo[5,4-d]thiazole Derivatives for Solar Cells
    Zhong, Wenkai
    Xu, Chao
    Xiao, Biao
    Fan, Li
    Wu, Hongbin
    Zhang, Bin
    Yang, Wei
    POLYMER SCIENCE SERIES B, 2016, 58 (05) : 587 - 593
  • [50] Design, Synthesis and Biological Evaluation of Ferrocenyl Thiazole and Thiazolo[5,4-d]thiazole Catechols as Inhibitors of 5-hLOX and as Antibacterials against Staphylococcus aureus. Structural Relationship and Computational Studies
    Flores, Erick
    Munoz-Osses, Michelle
    Torrent, Claudia
    Vasquez-Martinez, Yesseny
    Gomez, Alejandra
    Cortez-San Martin, Marcelo
    Vega, Andres
    Marti, Angel A.
    Godoy, Fernando
    Mascayano, Carolina
    ORGANOMETALLICS, 2020, 39 (14) : 2672 - 2681