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首页> 外文期刊>Advanced Functional Materials >Dithienocarbazole-Based Ladder-Type Heptacyclic Arenes with Silicon, Carbon, and Nitrogen Bridges: Synthesis,Molecular Properties, Field-Effect Transistors, and Photovoltaic Applications
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Dithienocarbazole-Based Ladder-Type Heptacyclic Arenes with Silicon, Carbon, and Nitrogen Bridges: Synthesis,Molecular Properties, Field-Effect Transistors, and Photovoltaic Applications

机译：具有硅，碳和氮桥的基于二噻吩并咔唑的阶梯型七环芳烃：合成，分子性质，场效应晶体管和光伏应用

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摘要

A new class of ladder-type dithienosilolo-carbazole (DTSC), dithienopyrrolocarbazole (OTPC), and dithienocyclopenta-carbazole (DTCC) units is developed in which two outer thiophene subunits are covalently fastened to the central 2,7-carbazole cores by silicon, nitrogen, and carbon bridges, respectively. The heptacyclic multifused monomers are polymerized with the benzothiadiazole (BT) acceptor by palladium-catalyzed cross-coupling to afford three alternating donor-acceptor copolymerspoly(dithienosilolo-carbazole-o/t-benzothiadiazole) (PDTSCBT), polyfdithienocyclopenta-carbazole-a/t-benzothiadiazole)(PDTCCBT), and poly(dithienopyrrolo-carbazole-a/t-benzothiadiazole) (PDTPCBT). The silole units in DTSC possess electron-accepting ability that lowers the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels of PDTSCBT, whereas stronger electron-donating ability of the pyrrole moiety in DTPC increases the HOMO and LUMO energy levels of PDTPCBT. The optical bandgaps (E_g~(opt)) deduced from the absorption edges of thin film spectra are in the following order:PDTSCBT (1.83 eV) > PDTCCBT (1.64 eV) > PDTPCBT (1.50 eV). This result indicated that the donor strength of the heptacyclic arenes is in the order:DTPC > DTCC > DTSC. The devices based on PDTSCBT and PDTCCBT exhibited high hole mobilities of 0.073 and 0.110 cm~2 V~(-1) s~(-1) respectively, which are among the highest performance from the OFET devices based on the amorphous donor-acceptor copolymers. The bulk heterojunction photovoltaic device using PDTSCBT as the p-type material delivered a promising efficiency of 5.2% with an enhanced open circuit voltage, V_(ocr) of 0.82 V.
机译：开发了新型的梯型二噻吩甲硅烷基咔唑（DTSC），二噻吩并吡咯并咔唑（OTPC）和二噻吩并环戊碳咔唑（DTCC）单元，其中两个外部噻吩亚单元通过硅共价固定在中心2,7-咔唑核上，氮桥和碳桥。通过钯催化的交叉偶联，使七环多元稠合单体与苯并噻二唑（BT）受体聚合，得到三种交替的供体-受体共聚物聚（二硫代硅基-咔唑-邻/叔-苯并噻二唑）（PDTSCBT），聚二硫代环戊-咔唑-a / t -苯并噻二唑）（PDTCCBT）和聚（二噻吩并吡咯并咔唑-a / t-苯并噻二唑）（PDTPCBT）。 DTSC中的硅烷单元具有电子接受能力，可降低PDTSCBT的最高占据分子轨道（HOMO）和最低未占据分子轨道（LUMO）能级，而DTPC中吡咯部分更强的供电子能力可提高HOMO和LUMO PDTPCBT的能量水平。从薄膜光谱的吸收边缘得出的光学带隙（E_g〜（opt））的顺序如下：PDTSCBT（1.83 eV）> PDTCCBT（1.64 eV）> PDTPCBT（1.50 eV）。该结果表明，七环芳烃的供体强度的顺序为：DTPC> DTCC> DTSC。基于PDTSCBT和PDTCCBT的器件分别具有0.073和0.110 cm〜2 V〜（-1）s〜（-1）的高空穴迁移率，这是基于基于非晶态供体-受体共聚物的OFET器件的最高性能。 。使用PDTSCBT作为p型材料的体异质结光伏器件的开路电压V_（ocr）为0.82 V，提供了有希望的5.2％的效率。

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  • 来源
    《Advanced Functional Materials》 |2012年第8期|p.1711-1722|共12页
  • 作者

    Jhong-Sian Wu; Yen-Ju Cheng; Tai-Yen Lin; Chih-Yu Chang; Peng-I. Shih; Chain-Shu Hsu;

  • 作者单位

    Department of Applied Chemistry National Chiao Tung University 1001 Ta Hsueh Road Hsin-Chu, 30010, Taiwan;

    Department of Applied Chemistry National Chiao Tung University 1001 Ta Hsueh Road Hsin-Chu, 30010, Taiwan;

    Department of Applied Chemistry National Chiao Tung University 1001 Ta Hsueh Road Hsin-Chu, 30010, Taiwan;

    Department of Applied Chemistry National Chiao Tung University 1001 Ta Hsueh Road Hsin-Chu, 30010, Taiwan;

    Department of Applied Chemistry National Chiao Tung University 1001 Ta Hsueh Road Hsin-Chu, 30010, Taiwan;

    Department of Applied Chemistry National Chiao Tung University 1001 Ta Hsueh Road Hsin-Chu, 30010, Taiwan;

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