Chinese Journal of Chemistry

Cover image for Vol. 31 Issue 11

Special Issue: Organic Solids

November, 2013

Volume 31, Issue 11

Pages 1357–1462

  1. Cover Picture

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    3. Editorial
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      Cover Picture: Synthesis and Photovoltaic Properties of Polythiophene Incorporating with 3,4-Difluorothiophene Units (Chin. J. Chem. 11/2013) (page 1357)

      Linquan Huang, Dong Yang, Qiang Gao, Yan Liu, Shengmei Lu, Jian Zhang and Can Li

      Version of Record online: 18 NOV 2013 | DOI: 10.1002/cjoc.201390026

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      The cover picture shows a new polythiophene derivative PHTDFT designed for polymer solar cells. The introduction of fluorine atoms to the polymer backbones simultaneously lowers the HOMO energy level and narrows the bandgap. Benefiting from the lower HOMO, PHTDFT:PC61BM (1:1) polymer solar cells obtain a power conversion efficiency of 1.11% and an impressed open-circuit voltage of 0.79 V under solar illumination AM1.5 (100 mW/cm2). More details are discussed in the article by Zhang et al. on page 1385–1390.

  2. Editorial

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      Special Issue of "Organic Solids" (page 1359)

      Weishi Li

      Version of Record online: 18 NOV 2013 | DOI: 10.1002/cjoc.201390027

  3. Contents

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    2. Cover Picture
    3. Editorial
    4. Contents
    5. Full Papers
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  4. Full Papers

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    5. Full Papers
    1. Donor-Acceptor Oligomers and Polymers Composed of Benzothiadiazole and 3-Hexylthiophene: Effect of Chain Length and Regioregularity (pages 1367–1379)

      Jintu Wang, Huaiying Ye, Hongjiao Li, Chongyu Mei, Jun Ling, Weishi Li and Zhiquan Shen

      Version of Record online: 16 SEP 2013 | DOI: 10.1002/cjoc.201300519

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      A series of donor-acceptor oligomer OBTThn (n=1–7) and polymer PBTTh1 and PBTTh2 composed of alternative 2,1,3-benzothiadiazole and 3-hexylthiophene have been designed and synthesized. The different orientation pattern of the side hexyl chains endows the polymers different regioregularity. It was found that the chain length of the oligomers and polymers has great impact on their photophysical, electrochemical and photovoltaic properties. Whereas, the side-chain regioregularity has less influence on their basic physical properties and photovoltaic performance.

    2. Improved Photovoltaic Performance of MEH-PPV/PCBM Solar Cells via Incorporation of Si Nanocrystals (pages 1380–1384)

      Quanxiang Yan, Lijian Zuo, Zhuowei Gu, Ligong Yang, Rong Wang, Mang Wang and Hongzheng Chen

      Version of Record online: 17 JUN 2013 | DOI: 10.1002/cjoc.201300303

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      By adding suitable amounts of SiNCs into MEH-PPV:PCBM blend, the device performance such as external quantum efficiency, short circuit current density and power conversion efficiency improved.

    3. Synthesis and Photovoltaic Properties of Polythiophene Incorporating with 3,4-Difluorothiophene Units (pages 1385–1390)

      Linquan Huang, Dong Yang, Qiang Gao, Yan Liu, Shengmei Lu, Jian Zhang and Can Li

      Version of Record online: 16 SEP 2013 | DOI: 10.1002/cjoc.201300505

      Thumbnail image of graphical abstract

      Two new polythiophene derivatives incorporating with 3,4-difluorothiphene units, PHTDFT and PDHOTDFT, show lower HOMO and narrower bandgap than that of P3HT. Benefiting from the lower HOMO, PHTDFT:PC61BM (1:1) polymer solar cells obtain a power conversion efficiency of 1.11% and an impressed open-circuit voltage of 0.79 V under solar illumination AM1.5 (100 mW/cm2).

    4. Bromination of Isothianaphthene Derivatives towards the Application in Organic Electronics (pages 1391–1396)

      Guankui Long, Xiangjian Wan, Peng Yun, Jiaoyan Zhou, Yongsheng Liu, Miaomiao Li, Mingtao Zhang and Yongsheng Chen

      Version of Record online: 17 OCT 2013 | DOI: 10.1002/cjoc.201300579

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      Isothianaphthene derivatives have been brominated successfully, which could be used directly as bulilding block in Stille couplings towards the application in organic electronics. A planar copolymer with the trans-ethene was synthesized which shows broad absorption with edge to 967 nm in film.

    5. Synthesis and Physical Properties of Benzopyridazine-Based Conjugated Molecules (pages 1397–1403)

      Yuezeng Su, Wei Xu, Feng Qiu, Dongqing Wu, Ping Liu, Minzhao Xue and Fan Zhang

      Version of Record online: 16 SEP 2013 | DOI: 10.1002/cjoc.201300509

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      A series of organic conjugated molecules containing 2,3-benzopyridiazine as electron-withdrawing core and thiophene derivatives as electron-donating arms have been synthesized successfully. The optical properties and electrochemical behaviors of these molecules can be fine-tuned through changing the position of alkyl chains in the thiophene rings.

    6. Dithieno[a,e]pentalene Based Conjugated Polymers: Synthesis and Characterization (pages 1404–1408)

      Chao Hu and Qing Zhang

      Version of Record online: 2 OCT 2013 | DOI: 10.1002/cjoc.201300516

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      The concept of introducing π-conjugated but anti-aromatic repeating units into conjugated polymers has been explored. The thermal stability, optical and electrochemical properties of dithieno[a,e]pentalenes (DTP) based polymers have been characterized. The effect of introducing electron withdrawing repeating units into DTP based polymer on the physical properties of polymer has also been investigated. The new polymers showed broad absorption in visible and near-infrared region.

    7. Ladder-type Diindenopyrazine Based Conjugated Copolymers for Organic Solar Cells with High Open-circuit Voltages (pages 1409–1417)

      Shanci Chen, Changquan Tang, Zhigang Yin, Yunlong Ma, Dongdong Cai, Dhanavel Ganeshan and Qingdong Zheng

      Version of Record online: 2 OCT 2013 | DOI: 10.1002/cjoc.201300500

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      Three conjugated polymers based on ladder-type diindenopyrazine were synthesized for photovoltaic applications. The resulting solar cells using these polymers as donor materials showed a high open-circuit voltage of 1.00 V with a power conversion efficiency of 2.53%.

    8. Organic Fluorescent Molecule with High Solid State Luminescent Efficiency and Protonation Stimuli-response (pages 1418–1422)

      Suqian Ma, Jibo Zhang, Jinlong Chen, Lijuan Wang, Bin Xu and Wenjing Tian

      Version of Record online: 4 NOV 2013 | DOI: 10.1002/cjoc.201300583

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    9. Efficient Polymer Solar Cells Based on Solution-processed Vanadium Oxide as Hole-extracting Layer (pages 1423–1427)

      Biao Xiao, Xiaoping Cheng, Baofeng Zhao and Hongbin Wu

      Version of Record online: 14 NOV 2013 | DOI: 10.1002/cjoc.201300626

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      Efficient polymer solar cells from regioregular poly(3-hexylthiophene) (P3HT):fullerene derivative [6,6]-phenyl-C61 butyric acid methyl ester (PC61BM) mixtures were demonstrated, in which solution-processed vanadium oxide (VOx) was used as a hole-extracting layer (HEL).

    10. New Core-Expanded Naphthalene Diimides for n-Channel Organic Thin Film Transistors (pages 1428–1438)

      Yunbin Hu, Zhongli Wang, Xu Zhang, Xiaodi Yang, Hongxiang Li and Xike Gao

      Version of Record online: 2 OCT 2013 | DOI: 10.1002/cjoc.201300585

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    11. Controlling Morphology of Active Layer by Tuning Coplanarity of the Centrality in Acceptor-Donor-Acceptor Small Molecules for Photovoltaic Application (pages 1439–1448)

      Pan Zhang, Chao Li, Yue Zhao, Yaowen Li and Yingfeng Tu

      Version of Record online: 2 OCT 2013 | DOI: 10.1002/cjoc.201300512

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      A series of acceptor-donor-acceptor alternative small molecules (SMs) were synthesized containing electron-donating central building moieties of phenothiazine, 2,7-carbazole and thieno[3,4-b]thiophene and electron-accepting moieties of tetrazine on both sides.

    12. Thickness Uniformity Adjustment of Inkjet Printed Light-emitting Polymer Films by Solvent Mixture (pages 1449–1454)

      Rubo Xing, Tengling Ye, Yan Ding, Zicheng Ding, Dongge Ma and Yanchun Han

      Version of Record online: 17 OCT 2013 | DOI: 10.1002/cjoc.201300507

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      Solvent mixtures (a solvent with higher volatility, higher surface energy and lower viscosity, with another solvent with lower volatility, lower surface energy and higher viscosity) were used to improve thickness uniformity of inkjet printed polymer films. More flat films were obtained instead of films with concave-lens like cross-section. Combination of intense Marangoni flow at early drying process and weak complementary flow at the later drying process was used to explain this improvement. Array of pixels with higher effective light-emitting area proportion was obtained.

    13. Novel Donor-Acceptor Copolymers Based on Dithienosilole and Ketone Modified Thieno[3,4-b]thiophene for Photovoltaic Application (pages 1455–1462)

      Lie Chen, Shujiao Cai, Xianbo Wang and Yiwang Chen

      Version of Record online: 4 NOV 2013 | DOI: 10.1002/cjoc.201300562

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      Two novel donor-acceptor copolymers PDTSTT and PDTSDTTT containing dithienosilole and ketone modified thieno[3,4-b]thiophene are synthesized for the polymer solar cells. The two copolymers have broad absorption bands and low-lying HOMO energy levels. The insertion of thiophene bridges in PDTSDTTT can well relieve the steric hindrance between two units to induce a more compact packing and more favorable morphology. Without any treatment, the PDTSDTTT exhibits efficiency of 1% and relatively high open-circuit voltage of 0.75 V with blending PC61BM in a typical bulk heterojunction.

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