Evaluation of (E)-1,2-di(furan-2-yl)ethene as building unit in diketopyrrolopyrrole alternating copolymers for transistors

被引:25
作者
Du, Jia [1 ]
Bulumulla, Chandima [1 ]
Mejia, Israel [2 ]
McCandless, Gregory T. [1 ]
Biewer, Michael C. [1 ]
Stefan, Mihaela C. [1 ]
机构
[1] Univ Texas Dallas, Dept Chem & Biochem, Richardson, TX 75080 USA
[2] Univ Texas Dallas, Dept Mat Sci & Engn, Richardson, TX 75080 USA
基金
美国国家科学基金会;
关键词
FIELD-EFFECT TRANSISTORS; CHARGE-CARRIER MOBILITY; THIN-FILM TRANSISTORS; FURAN SUBSTITUTED DIKETOPYRROLOPYRROLE; SEMICONDUCTING POLYMERS; CONJUGATED POLYMER; HOLE MOBILITY; ORGANIC TRANSISTORS; MOLECULAR-WEIGHT; SIDE-CHAINS;
D O I
10.1039/c7py01373f
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Alternating copolymers, poly(2,5-bis(2-decyltetradecyl)-3,6-di(furan-2-yl) pyrrolo[3,4-c] pyrrole-1,4(2H, 5H)-dione-b-(E)-1,2-di(furan-2-yl) ethene) (P(FDPP-FVF)) and poly(2,5-bis(2-decyltetradecyl)-3,6-di(thiophen2- yl) pyrrolo[3,4-c] pyrrole-1,4(2H, 5H)-dione-b-(E)-1,2-di(furan-2-yl) ethene) (P(ThDPP-FVF)), composed of (E)-1,2-di(furan-2-yl) ethene and diketopyrrolopyrrole, were synthesized and studied for solution-processable organic field effect transistors (OFETs). Highest hole mobilities of 0.45 and 0.24 cm(2) V-1 s(-1) were measured for P(FDPP-FVF) and P(ThDPP-FVF), respectively, in bottom gate-bottom contact transistor devices. Atomic force microscopy and grazing incidence X-ray diffraction experiments were employed to investigate the crystallinity and morphology for the spin-cast polymer films. It is noteworthy that the thermally annealed P(FDPP-FVF) film exhibited higher crystallinity and small pi-stacking distance of 3.47 angstrom. Moreover, considering the easy synthesis from renewable furfural and better performance of P(FDPP-FVF), our results provide an alternative design strategy for the synthesis of solution-based semiconducting polymers from renewable furan derivatives for OFETs.
引用
收藏
页码:6181 / 6187
页数:7
相关论文
共 55 条
[1]   FIELD-EFFECT MOBILITY OF POLY(3-HEXYLTHIOPHENE) [J].
ASSADI, A ;
SVENSSON, C ;
WILLANDER, M ;
INGANAS, O .
APPLIED PHYSICS LETTERS, 1988, 53 (03) :195-197
[2]   Investigation of Structure-Property Relationships in Diketopyrrolopyrrole-Based Polymer Semiconductors via Side-Chain Engineering [J].
Back, Jang Yeol ;
Yu, Hojeong ;
Song, Inho ;
Kang, Il ;
Ahn, Hyungju ;
Shin, Tae Joo ;
Kwon, Soon-Ki ;
Oh, Joon Hak ;
Kim, Yun-Hi .
CHEMISTRY OF MATERIALS, 2015, 27 (05) :1732-1739
[3]   Small band gap copolymers based on furan and diketopyrrolopyrrole for field-effect transistors and photovoltaic cells [J].
Bijleveld, Johan C. ;
Karsten, Bram P. ;
Mathijssen, Simon G. J. ;
Wienk, Martijn M. ;
de Leeuw, Dago M. ;
Janssen, Rene A. J. .
JOURNAL OF MATERIALS CHEMISTRY, 2011, 21 (05) :1600-1606
[4]   Mobility overestimation due to gated contacts in organic field-effect transistors [J].
Bittle, Emily G. ;
Basham, James I. ;
Jackson, Thomas N. ;
Jurchescu, Oana D. ;
Gundlach, David J. .
NATURE COMMUNICATIONS, 2016, 7
[5]   Thin film morphology and charge carrier mobility of diketopyrrolopyrrole based conjugated polymers [J].
Chandran, Deepak ;
Marszalek, Tomasz ;
Zajaczkowski, Wojciech ;
Madathil, Pramod Kandoth ;
Vijayaraghavan, Ratheesh K. ;
Koh, Yun-Hyuk ;
Park, Sung-yeoun ;
Ochsmann, Julian Robert ;
Pisula, Wojciech ;
Lee, Kwang-Sup .
POLYMER, 2015, 73 :205-213
[6]   High-performance field-effect transistors based on furan-containing diketopyrrolopyrrole copolymer under a mild annealing temperature [J].
Chen, Huajie ;
Guo, Yunlong ;
Mao, Zupan ;
Gao, Dong ;
Yu, Gui .
JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2014, 52 (14) :1970-1977
[7]   Naphthalenediimide-Based Copolymers Incorporating Vinyl-Linkages for High-Performance Ambipolar Field-Effect Transistors and Complementary-Like Inverters under Air [J].
Chen, Huajie ;
Guo, Yunlong ;
Mao, Zupan ;
Yu, Gui ;
Huang, Jianyao ;
Zhao, Yan ;
Liu, Yunqi .
CHEMISTRY OF MATERIALS, 2013, 25 (18) :3589-3596
[8]   Highly p-Extended Copolymers with Diketopyrrolopyrrole Moieties for High-Performance Field-Effect Transistors [J].
Chen, Huajie ;
Guo, Yunlong ;
Yu, Gui ;
Zhao, Yan ;
Zhang, Ji ;
Gao, Dong ;
Liu, Hongtao ;
Liu, Yunqi .
ADVANCED MATERIALS, 2012, 24 (34) :4618-4622
[9]   Enhanced Solid-State Order and Field-Effect Hole Mobility through Control of Nanoscale Polymer Aggregation [J].
Chen, Mark S. ;
Lee, Olivia P. ;
Niskala, Jeremy R. ;
Yiu, Alan T. ;
Tassone, Christopher J. ;
Schmidt, Kristin ;
Beaujuge, Pierre M. ;
Onishi, Seita S. ;
Toney, Michael F. ;
Zettl, Alex ;
Frechet, Jean M. J. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (51) :19229-19236
[10]   Effect of Chalcogens on Electronic and Photophysical Properties of Vinylene-Based Diketopyrrolopyrrole Copolymers [J].
Dhar, Joydeep ;
Mukhopadhay, Tushita ;
Yaacobi-Gross, Nir ;
Anthopoulos, Thomas D. ;
Salzner, Ulrike ;
Swaraj, Sufal ;
Patil, Satish .
JOURNAL OF PHYSICAL CHEMISTRY B, 2015, 119 (34) :11307-11316