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    Home > Angelw. Chem. Int. ed.: Shanghai organic Research Institute has made progress in organic optoelectronic functional molecules based on azulene

    Angelw. Chem. Int. ed.: Shanghai organic Research Institute has made progress in organic optoelectronic functional molecules based on azulene

    • Last Update: 2018-02-27
    • Source: Internet
    • Author: User
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    Perylene diimide (PDI) is a kind of dye / pigment molecule, whose molecular structure is composed of naphthalene ring and imide group, which has been widely used in production practice and organic semiconductor material research A new structural block of organic semiconductor materials, called azulene diimide (bazdi), was designed and synthesized by Gao Xike group in the Key Laboratory of Shanghai Institute of organic chemistry, Chinese Academy of Sciences Its molecular structure consists of two azulene rings and two imide units Considering that azulene and naphthalene are isomers of each other, the molecular skeleton of bazdi and PDI is only different from that of two hydrogen atoms in terms of chemical composition, which makes the physical and chemical properties and photoelectric functions of bazdi compounds much anticipated The results show that bazdi has unique molecular structure and physicochemical properties, and is expected to become an important kind of organic semiconductor structural block The chemical structure and components of perylene diimide (PDI) and azulene diimide (bazdi) (source: Shanghai Institute of organic chemistry, Chinese Academy of Sciences) introduce azulene units connected at 2,6-position into the main chain of conjugated polymer, which can make full use of azulene's molecular dipole (D-A structure), obtain strong intermolecular force, and then obtain high photoelectric performance Therefore, the design and synthesis of conjugated polymer based on 2,6-azulene unit is of great significance Recently, our research group expanded π - position of bazdi at 6,6 、 - position Two cases of conjugated polymer P (tbazdi TPD) and P (tbazditfb) based on azulene 2,6-position connection were reported for the first time It has been applied to the research of OFET and all PSC Based on P (tbazdi-tpd), the OFET device exhibits an electron mobility of up to 0.42cm 2 v-1s-1, which is one of the highest performance of the bottom gate OFET device based on n-type polymer In addition, all PSC devices constructed with P (tbazdi TPD) as the acceptor and ptb7 th as the donor show 1.82% photoelectric conversion efficiency, which indicates that such polymers also have great potential in all PSC devices Azulene resonance structure and its 2, The results of grazing incidence wide angle X-ray diffraction of 6-position conjugated polymer P (tbazdi TPD) and P (tbazditfb) (source: Shanghai Institute of organic chemistry, Chinese Academy of Sciences) films show that the two polymers are arranged on the substrate in the form of edge on, and their π - π stacking distance is about 3.55 Å, which is one of the shortest π - stacking distance in high performance polymer semiconductor materials The results show that the conjugated polymer based on 2,6-azulene unit can make full use of the molecular dipole (D-A structure) of azulene to obtain strong π - stacking Therefore, it is an effective strategy to introduce 2,6-connected azulene unit into the main chain of conjugated polymer to obtain high-performance organic photoelectric materials This work not only provides ideas for the research of high performance organic photoelectric materials based on azulene, but also contributes to the development of azulene chemistry Relevant work has been published on angelw Chem Int ed 2018, 57, 1322-1326 (highlighted by synfacts 2018, 14, 0258 and advanced science news) Xin Hanshen, a doctoral student, is the first author of the above paper The above research work has been greatly supported by the National Natural Science Foundation of China, the strategic leading science and technology program of the Chinese Academy of Sciences (class B), the "one hundred talents program" of Shanghai organic Research Institute and the Shanghai Science and Technology Commission Paper link: http://onlinelibrary.willey.com/doi/10.1002/anie.201711802/full correspondence Author: Gao Xike researcher http://sourcedb.sioc.cas.cn/cn/expert/yjy/200906/t20090621_.html
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