5′,5"-(9,10-Bis((4-hexylphenyl)ethynyl) anthracene-2,6-diyl)bis(5-hexyl-2,2′-bithiophene) as an Organic Semiconductor and its Application to Thin Film Transistors

被引:4
作者
Bae, Suk Young [1 ]
Jo, So Young [1 ]
Kim, Kyung Hwan [1 ]
Lee, Tae Wan [1 ]
Choi, Dong Hoon [1 ]
机构
[1] Korea Univ, Dept Chem, Res Inst Nat Sci, Seoul 136701, South Korea
关键词
Anthracene; bithiophene; conjugated molecules; mobility; organic thin film transistor; semiconductor; HIGH-PERFORMANCE; DERIVATIVES; MOBILITY;
D O I
10.1080/15421406.2011.563718
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
New anthracene-containing conjugated molecules have been synthesized through Stille coupling reaction. 2,6-Dibromo-9,10-bis(4-hexylphenyl) ethynyl) anthracene and 2,6-dibromo-9,10-bis(phenylethynyl) anthracene were reacted with tributyl (5'-hexyl-2,2'-bithiophen-5-yl) stannane to yield 5',5"-(9,10-bis(phenylethynyl) anthracene-2,6-diyl) bis(5-hexyl-2,2'-bithiophene), 1 and 5',5"-(9,10-bis((4-hexyl phenyl) ethynyl) anthracene-2,6-diyl) bis(5-hexyl-2,20-bithiophene), 2. The molecule, 2 only exhibit good solubility in common organic solvents and good self-film-forming properties. The semiconducting properties of the molecule, 2 were evaluated in organic thin film transistors (OTFTs). The molecule, 2 exhibits charge carrier mobilities-as high as 5.3 x 10(-3) cm(2) V-1 s(-1) (I-ON/I-OFF=2.43 x 10(5)) without thermal annealing process.
引用
收藏
页码:175 / 181
页数:7
相关论文
共 9 条
  • [1] High-performance organic single-crystal transistors on flexible substrates
    Briseno, Alejandro L.
    Tseng, Ricky J.
    Ling, Mang-Mang
    Falcao, Eduardo H. L.
    Yang, Yang
    Wudl, Fred
    Bao, Zhenan
    [J]. ADVANCED MATERIALS, 2006, 18 (17) : 2320 - +
  • [2] Highly soluble [1]benzothieno[3,2-b]benzothiophene (BTBT) derivatives for high-performance, solution-processed organic field-effect transistors
    Ebata, Hideaki
    Izawa, Takafumi
    Miyazaki, Eigo
    Takimiya, Kazuo
    Ikeda, Masaaki
    Kuwabara, Hirokazu
    Yui, Tatsuto
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (51) : 15732 - +
  • [3] Tetrathienoacene copolymers as high mobility, soluble organic semiconductors
    Fong, Hon Hang
    Pozdin, Vladimir A.
    Amassian, Aram
    Malliaras, George G.
    Smilgies, Detlef-M.
    He, Mingqian
    Gasper, Susan
    Zhang, Feixia
    Sorensen, Michael
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (40) : 13202 - 13203
  • [4] Contact-induced crystallinity for high-performance soluble acene-based transistors and circuits
    Gundlach, D. J.
    Royer, J. E.
    Park, S. K.
    Subramanian, S.
    Jurchescu, O. D.
    Hamadani, B. H.
    Moad, A. J.
    Kline, R. J.
    Teague, L. C.
    Kirillov, O.
    Richter, C. A.
    Kushmerick, J. G.
    Richter, L. J.
    Parkin, S. R.
    Jackson, T. N.
    Anthony, J. E.
    [J]. NATURE MATERIALS, 2008, 7 (03) : 216 - 221
  • [5] High-mobility anthracene-based X-shaped conjugated molecules for thin film transistors
    Jung, Ki Hwa
    Bae, Suk Young
    Kim, Kyung Hwan
    Cho, Min Ju
    Lee, Kwangyeol
    Kim, Zee Hwan
    Choi, Dong Hoon
    Lee, Dong Hoon
    Chung, Dae Sung
    Park, Chan Eon
    [J]. CHEMICAL COMMUNICATIONS, 2009, (35) : 5290 - 5292
  • [6] Room-temperature self-organizing characteristics of soluble acene field-effect transistors
    Lee, Wi Hyoung
    Lim, Jung Ah
    Kim, Do Hwan
    Cho, Jeong Ho
    Jang, Yunseok
    Kim, Yong Hoon
    Han, Jeong In
    Cho, Kilwon
    [J]. ADVANCED FUNCTIONAL MATERIALS, 2008, 18 (04) : 560 - 565
  • [7] Liquid-crystalline semiconducting polymers with high charge-carrier mobility
    Mcculloch, I
    Heeney, M
    Bailey, C
    Genevicius, K
    Macdonald, I
    Shkunov, M
    Sparrowe, D
    Tierney, S
    Wagner, R
    Zhang, WM
    Chabinyc, ML
    Kline, RJ
    Mcgehee, MD
    Toney, MF
    [J]. NATURE MATERIALS, 2006, 5 (04) : 328 - 333
  • [8] 2,6-bis[2-(4-pentylphenyl)vinyl]anthracene: A stable and high charge mobility organic semiconductor with densely packed crystal structure
    Meng, Hong
    Sun, Fangping
    Goldfinger, Marc B.
    Gao, Feng
    Londono, David J.
    Marshal, Will J.
    Blackman, Greg S.
    Dobbs, Kerwin D.
    Keys, Dalen E.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (29) : 9304 - 9305
  • [9] Soluble and easily crystallized anthracene derivatives: Precursors of solution-processable semiconducting molecules
    Park, Jong-Hwa
    Chung, Dae Sung
    Park, Jong-Won
    Ahn, Taek
    Kong, Hoyoul
    Jung, Young Kwan
    Lee, Jonghee
    Yi, Mi Hye
    Park, Chan Eon
    Kwon, Soon-Ki
    Shim, Hong-Ku
    [J]. ORGANIC LETTERS, 2007, 9 (13) : 2573 - 2576