Synthesis and electrical properties of novel oligomer semiconductors for organic field-effect transistors (OFETs): Asymmetrically end-capped acene-heteroacene conjugated oligomers

Dyes and Pigments

Volumn 112, Issue , 2015, Pages 220-226

  Back, Jang Yeol ^a   Kim, Yebyeol ^b   An, Tae Kyu ^b   Kang, Moon Seong ^a   Kwon, Soon Ki ^a   Park, Chan Eon ^b   Kim, Yun Hi ^a  

^a Gyeongsang National University   (South Korea)

^b Pohang University of Science and Technology (POSTECH)   (South Korea)

Author keywords

Conjugated core modification; End group; Organic field effect transistor; Small molecule semiconductor; Solubility

Indexed keywords

AROMATIC COMPOUNDS; CYCLIC VOLTAMMETRY; MOLECULES; NAPHTHALENE; OLIGOMERS; ORGANIC FIELD EFFECT TRANSISTORS; SOLUBILITY;

CONJUGATED OLIGOMER; CORE MODIFICATION; END GROUPS; MORPHOLOGICAL CHARACTERISTIC; NAPHTHALENE MOIETIES; ORGANIC FIELD-EFFECT TRANSISTOR (OFETS); PHOTOCHEMICAL PROPERTIES; SMALL MOLECULES;

SYNTHESIS (CHEMICAL);

EID: 84905459987     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2014.07.008     Document Type: Article

References (28)

1. I. Kang, T.K. An, J-a Hong, H.-J. Yun, R. Kim, and D.S. Chung et al. Effect of selenophene in a DPP copolymer incorporating a vinyl group for high-performance organic field-effect transistors Adv Mater 25 4 2013 524 528
2. Y. Yuan, G. Giri, A.L. Ayzner, A.P. Zoombelt, S.C.B. Mannsfeld, and J. Chen et al. Ultra-high mobility transparent organic thin film transistors grown by an off-centre spin-coating method Nat Commun 5 2014
3. H.E. Katz Recent advances in semiconductor performance and printing processes for organic transistor-based electronics Chem Mater 16 23 2004 4748 4756
4. L. Zhang, C-a Di, G. Yu, and Y. Liu Solution processed organic field-effect transistors and their application in printed logic circuits J Mater Chem 20 34 2010 7059 7073
5. A.R. Brown, C.P. Jarrett, D.M. de Leeuw, and M. Matters Field-effect transistors made from solution-processed organic semiconductors Synth Met 88 1 1997 37 55 (Pubitemid 127413072)
6. 2/V·s J Am Chem Soc 127 14 2005 4986 4987 (Pubitemid 40523435)
7. S. Allard, M. Forster, B. Souharce, H. Thiem, and U. Scherf Organic semiconductors for solution-processable field-effect transistors (OFETs) Angew Chem Int Ed 47 22 2008 4070 4098
8. P. Gao, D. Beckmann, H.N. Tsao, X. Feng, V. Enkelmann, and M. Baumgarten et al. Dithieno[2,3-d;2′,3′-d′]benzo[1,2-b;4,5-b′] dithiophene (DTBDT) as semiconductor for high-performance, solution-processed organic field-effect transistors Adv Mater 21 2 2009 213 216
9. D. Sung Chung, T. Kyu An, C. Eon Park, H.-J. Yun, S.-K. Kwon, and Y.-H. Kim High-speed solution-processed organic single crystal transistors using a novel triisopropylsilylethynyl anthracene derivative Appl Phys Lett 101 19 2012 193304
10. T.K. An, S.H. Jang, S.-O. Kim, J. Jang, J. Hwang, and H. Cha et al. Synthesis and transistor properties of asymmetric oligothiophenes: relationship between molecular structure and device performance Chem Eur J 19 42 2013 14052 14060
11. T.K. An, S.-M. Park, S. Nam, J. Hwang, S.-J. Yoo, and M.-J. Lee et al. Thin film morphology control via a mixed solvent system for high-performance organic thin film transistors Sci Adv Mater 5 9 2013 1323 1327
12. J. Zhang, G. Wu, C. He, D. Deng, and Y. Li Triphenylamine-containing D-A-D molecules with (dicyanomethylene)pyran as an acceptor unit for bulk-heterojunction organic solar cells J Mater Chem 21 11 2011 3768 3774
13. H. Minemawari, T. Yamada, H. Matsui, Jy Tsutsumi, S. Haas, and R. Chiba et al. Inkjet printing of single-crystal films Nature 475 7356 2011 364 367
14. D.H. Kim, Y.D. Park, Y. Jang, H. Yang, Y.H. Kim, and J.I. Han et al. Enhancement of field-effect mobility due to surface-mediated molecular ordering in regioregular polythiophene thin film transistors Adv Funct Mater 15 1 2005 77 82 (Pubitemid 40183839)
15. P. Atkins, and J. De Paula Physical chemistry 2006 Oxford University Press
16. X. Guo, R.P. Ortiz, Y. Zheng, M.-G. Kim, S. Zhang, and Y. Hu et al. Thieno[3,4-c]pyrrole-4,6-dione-Based polymer semiconductors: toward high-performance, air-stable organic thin-film transistors J Am Chem Soc 133 34 2011 13685 13697
17. L. Wang, G. Nan, X. Yang, Q. Peng, Q. Li, and Z. Shuai Computational methods for design of organic materials with high charge mobility Chem Soc Rev 39 2 2010 423 434
18. J. Mei, Y. Diao, A.L. Appleton, L. Fang, and Z. Bao Integrated materials design of organic semiconductors for field-effect transistors J Am Chem Soc 135 18 2013 6724 6746
19. T.K. An, S.-H. Hahn, S. Nam, H. Cha, Y. Rho, and D.S. Chung et al. Molecular aggregation-performance relationship in the design of novel cyclohexylethynyl end-capped quaterthiophenes for solution-processed organic transistors Dyes Pigments 96 3 2013 756 762
20. S-o Kim, T.K. An, J. Chen, I. Kang, S.H. Kang, and D.S. Chung et al. H-Aggregation strategy in the design of molecular semiconductors for highly reliable organic thin film transistors Adv Funct Mater 21 9 2011 1616 1623
21. M.V. Zhigalko, O.V. Shishkin, L. Gorb, and J. Leszczynski Out-of-plane deformability of aromatic systems in naphthalene, anthracene and phenanthrene J Mol Struct 693 1-3 2004 153 159 (Pubitemid 38510457)
22. S. Paolo, S. Irakli, F. Viola, M. Klaus, and P.R. Jürgen Nanoribbons from conjugated macromolecules on amorphous substrates observed by SFM and TEM Nanotechnology 10 1 1999 77
23. M.W. Lee, S.B. Cha, S.J. Yang, S.W. Park, K. Kim, and N.G. Park et al. Synthesis of organic dyes with linkers between 9.9-dimethylfluorenyl terminal and a-cyanoacrylic acid anchor, effect of the linkers on UV-vis absorption spectra, and photo- voltaic properties in dye-sensitized solar cells Bull Korean Chem Soc 30 10 2009 2269 2279
24. H. Klauk Organic thin-film transistors Chem Soc Rev 39 7 2010 2643 2666
25. M.C. Hwang, J.-W. Jang, T.K. An, C.E. Park, Y.-H. Kim, and S.-K. Kwon Synthesis and characterization of new thermally stable poly(naphthodithiophene) derivatives and applications for high-performance organic thin film transistors Macromolecules 45 11 2012 4520 4528
26. A. Facchetti, J. Letizia, M.-H. Yoon, M. Mushrush, H.E. Katz, and T.J. Marks Synthesis and characterization of diperfluorooctyl-substituted phenylene-thiophene oligomers as n-type semiconductors. Molecular structure-film microstructure-mobility relationships, organic field-effect transistors, and transistor nonvolatile memory elements Chem Mater 16 23 2004 4715 4727
27. J.M.G. Cowie Polymer characterization-chain dimensions, structures, and morphology V. Arrighi, Polymers: chemistry and physics of modern materials 3 ed. 2008 CRC Press Boca Raton 253 277
28. J.M.G. Cowie The crystalline state and partially ordered structures V. Arrighi, Polymers: chemistry and physics of modern materials 3 ed. 2008 CRC Press Boca Raton 279 319