Difluorinated 6,13-Bis(triisopropylsilylethynyl)pentacene: Synthesis, Crystallinity, and Charge-Transport Properties

被引:15
|
作者
Kim, Chang-Hyun [1 ]
Hlaing, Htay [2 ]
Payne, Marcia M. [3 ]
Parkin, Sean R. [3 ]
Anthony, John E. [3 ]
Kymissis, Ioannis [2 ]
机构
[1] Ecole Polytech, CNRS, LPICM, F-91128 Palaiseau, France
[2] Columbia Univ, Dept Elect Engn, New York, NY 10027 USA
[3] Univ Kentucky, Dept Chem, Lexington, KY 40506 USA
基金
美国国家科学基金会;
关键词
charge transport; crystal structure; organic field-effect transistors; pentacenes; semiconductors; FIELD-EFFECT TRANSISTORS; ELECTRICAL-PROPERTIES; EFFECT MOBILITY; THIN-FILMS; PERFORMANCE; PENTACENE; TEMPERATURE; INTERFACES; MORPHOLOGY; ALIGNMENT;
D O I
10.1002/cphc.201402750
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Fluorination has been demonstrated to improve stability and processing in thiophene-containing small-molecule semiconductors. Here, the impact of partial fluorination on these parameters in a pentacene derivative is examined. Although the improvement in photostability is not as dramatic, there is a clear improvement in the stability of the chromophore upon fluorination. The improvement in processability is more dramatic; devices formed by spin-coating with the fluorinated derivative perform substantially better than those formed from the nonfluorinated compound.
引用
收藏
页码:1251 / 1257
页数:7
相关论文
共 50 条
  • [31] Fabrication and Characterization of 6,13-bis(triisopropylsilylethynyl)-Pentacene Active Semiconductor Thin Films Prepared by Flow-Coating Method
    Mohamad, Khairul Anuar
    Rusnan, Fara Naila
    Seria, Dzulfahmi Mohd Husin
    Saad, Ismail
    Alias, Afishah
    Katsuhiro, Uesugi
    Hisashi, Fukuda
    PHYSICS AND MATERIALS SYMPOSIUM: INTERNATIONAL CONFERENCE ON APPLIED SCIENCES AND INDUSTRIAL TECHNOLOGY (ICASIT2015), 2015, 1674
  • [32] A 6,13-bis(Triisopropylsilylethynyl) pentacene thin-film transistor using a spun-on inorganic gate-dielectric
    Kwon, Jae-Hong
    Seo, Jung-Hoon
    Shin, Sang-Il
    Kim, Kyung-Hwan
    Choi, Dong Hoon
    Kang, In Byeong
    Kang, Hochul
    Ju, Byeong-Kwon
    IEEE TRANSACTIONS ON ELECTRON DEVICES, 2008, 55 (02) : 500 - 505
  • [33] A flexible organic thin-film transistor with 6,13-bis(triisopropylsilylethynyl) pentacene and a methyl-siloxane-based dielectric
    Kwon, Jae-Hong
    Shin, Sang-Il
    Choi, Jinnil
    Chung, Myung-Ho
    Kang, Hochul
    Ju, Byeong-Kwon
    SOLID-STATE ELECTRONICS, 2009, 53 (03) : 266 - 270
  • [34] Ultrafast Dynamics of Long-Lived Bound Triplet Pair Generated by Singlet Fission in 6,13-Bis(triisopropylsilylethynyl) Pentacene
    Zhou, Zilin
    Ma, Lin
    Guo, Deqiang
    Zhao, Xin
    Wang, Cheng
    Lin, Dabin
    Zhang, Fangteng
    Zhang, Jiahua
    Nie, Zhaogang
    JOURNAL OF PHYSICAL CHEMISTRY C, 2020, 124 (27): : 14503 - 14509
  • [35] High-performance organic charge trap flash memory devices based on ink-jet printed 6,13-bis(triisopropylsilylethynyl) pentacene transistors
    Park, Young-Su
    Chung, Seungjun
    Kim, Soo-Jin
    Lyu, Si-Hoon
    Jang, Jae-Wan
    Kwon, Soon-Ki
    Hong, Yongtaek
    Lee, Jang-Sik
    APPLIED PHYSICS LETTERS, 2010, 96 (21)
  • [36] Effect of Thermo-gradient-assisted Solvent Evaporation on the Enhancement of the Electrical Properties of 6,13-Bis(triisopropylsilylethynyl)-Pentacene Thin-film Transistors
    Keum, Chang-Min
    Bae, Jin-Hyuk
    Kim, Won-Ho
    Kim, Min-Hoi
    Park, Jaehoon
    Lee, Sin-Doo
    JOURNAL OF THE KOREAN PHYSICAL SOCIETY, 2011, 58 (05) : 1479 - 1482
  • [37] Sharp phase-separated interface of 6,13-bis(triisopropylsilylethynyl) pentacene/polystyrene blend films prepared by electrostatic spray deposition
    Onojima, Norio
    Ozawa, Takumi
    Sugai, Takuya
    Obata, Shunsuke
    Miyazawa, Yuta
    Yamanaka, Junji
    ORGANIC ELECTRONICS, 2019, 66 : 206 - 210
  • [38] Characterization of 6,13-bis(triisopropylsilylethynyl) pentacene organic thin film transistors fabricated using pattern-induced confined structure
    Kim, Kyohyeok
    Kwon, Namyong
    Chung, Ilsub
    THIN SOLID FILMS, 2014, 550 : 689 - 695
  • [39] Effects of Bending Stress on 6,13-Bis(triisopropylsilylethynyl) Pentacene (TIPS-PEN)-Based Organic Thin-Film Transistors
    Yang, Chanwoo
    Kim, Yu Jin
    Lee, Hwa Sung
    Kim, Sung-Ryong
    Kim, Se Hyun
    An, Tae Kyu
    SCIENCE OF ADVANCED MATERIALS, 2017, 9 (12) : 2234 - 2239
  • [40] Non-merohedral twin crystal of 2,3,9,10-tetrakis(triisopropylsilylethynyl)-6,13-bis(trimethylsilylethynyl)pentacene
    Jiang, Jinyue
    Kaafarani, Bilal R.
    Kirschbaum, Kristin
    Hu, Ying
    Neckers, Douglas C.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O3760 - U2601