Dithienobenzothiadiazole-Based Donor-Acceptor Polymer: Synthesis and Characterization for Organic Field-Effect Transistor

Jun Huang; Mingyuan Pei; Hee Su Kim; Hoichang Yang; Do-Hoon Hwang

Macromolecular Research, Vol.27, No.3, 227-231, March, 2019

DOI10.1007/s13233-019-7055-y Export Citation

Dithienobenzothiadiazole-Based Donor-Acceptor Polymer: Synthesis and Characterization for Organic Field-Effect Transistor

Jun Huang, Mingyuan Pei¹, Hee Su Kim, Hoichang Yang^{1, †}, and Do-Hoon Hwang^†

Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, Busan 46241, Korea
¹Department of Applied Organic Materials Engineering, Inha University, Incheon 22212, Korea

E-mail:,

Conjugated polymers with coplanar conformation backbones can form a closer π-π stacking self-assembly in solid films, producing high charge-carrier mobility in organic field-effect transistors (OFETs). In this work, a new donor-acceptor (D-A) copolymer (PDTFBT-TVT) including (E)-2-(2-(thiophen-2-yl)vinyl)thiophene and dithienobenzothiadiazole conjugated units is synthesized via Stille copolymerization. It is found that PDTFBT-TVT has a good planar backbone structure with an optical band gap of 1.89 eV. Spun-cast film contains preferentially edge-on orientated polymer chains with respect to a polymer-treated SiO2 dielectric, yielding a hole mobility (μh) of 0.06 cm2 V-1 s-1 in OFET. Thermal annealing enhanced the π-conjugated ordering and orientation of PDTFBT-TVT chains in the spun-cast films. The annealed film-based OFETs show a considerable enhancement in μh up to 0.22 cm2 V-1 s-1, as well as high on/off current ratio of > 106.

Keywords:dithienobenzothiadiazole;donor-acceptor copolymer;organic field-effect transistor

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[Referenced By]

[1] Dimitrakopoulos CD, Malenfant PRL, Adv. Mater., 14(2), 99 (2002)

[2] Sirringhaus H, Brown P, Friend R, Nielsen MM, Bechgaard K, Langeveld-Voss B, Spiering A, Janssen RA, Meijer E, Herwig P, Nature, 401, 685 (1999)

[3] Yan H, Chen Z, Zheng Y, Newman C, Quinn JR, Dotz F, Kastler M, Facchetti A, Nature, 457, 679 (2009)

[4] Wang C, Dong H, Hu W, Liu Y, Zhu D, Chem. Rev., 112, 2208 (2011)

[5] Havinga E, Ten Hoeve W, Wynberg H, Polym. Bull., 29, 119 (1992)

[6] Kang I, Yun HJ, Chung DS, Kwon SK, Kim YH, J. Am. Chem. Soc., 135(40), 14896 (2013)

[7] Jang M, Kim SH, Lee HK, Kim YH, Yang H, Adv. Funct. Mater., 25(25), 3833 (2015)

[8] Dou JH, Zheng YQ, Lei T, Zhang SD, Wang Z, Zhang WB, Wang JY, Pei J, Adv. Funct. Mater., 24(40), 6270 (2014)

[9] Kim JH, Park JB, Xu F, Kim D, Kwak J, Grimsdale AC, Hwang DH, Energy Environ. Sci., 7, 4118 (2014)

[10] Kim G, Kang SJ, Dutta GK, Han YK, Shin TJ, Noh YY, Yang C, J. Am. Chem. Soc., 136(26), 9477 (2014)

[11] Li J, Zhao Y, Tan HS, Guo Y, Di CA, Yu G, Liu Y, Lin M, Lim SH, Zhou Y, Su H, Ong BS, Sci. Rep., 2, 754 (2012)

[12] Tseng HR, Phan H, Luo C, Wang M, Perez LA, Patel SN, Ying L, Kramer EJ, Nguyen TQ, Bazan GC, Heeger AJ, Adv. Mater., 26(19), 2993 (2014)

[13] Lim B, Baeg KJ, Jeong HG, Jo J, Kim H, Park JW, Noh YY, Vak D, Park JH, Park JW, Kim DY, Adv. Mater., 21(27), 2808 (2009)

[14] Chen HJ, Guo YL, Yu G, Zhao Y, Zhang J, Gao D, Liu HT, Liu YQ, Adv. Mater., 24(34), 4618 (2012)

[15] Arroyave FA, Richard CA, Reynolds JR, Org. Lett., 14, 6138 (2012)

[16] Mei CY, Liang L, Zhao FG, Wang JT, Yu LF, Li YX, Li WS, Macromolecules, 46(19), 7920 (2013)

[17] Chen ZH, Cai P, Chen JW, Liu XC, Zhang LJ, Lan LF, Peng JB, Ma YG, Cao Y, Adv. Mater., 26(16), 2586 (2014)

[18] Zhang X, Chen L, Wang G, Zhang ZG, Li Y, Shen P, Synth. Met., 211, 121 (2016)

[19] Kim H, Lee H, Jeong Y, Park JU, Seo D, Heo H, Lee D, Ahn Y, Lee Y, Synth. Met., 211, 75 (2016)

[20] Planells M, Nikolka M, Hurhangee M, Tuladhar PS, White AJ, Durrant JR, Sirringhaus H, McCulloch I, J. Mater. Chem. C, 2, 8789 (2014)

[21] Huang J, Zhu YX, Chen JW, Zhang LJ, Peng JB, Cao Y, Macromol. Rapid Commun., 35(22), 1960 (2014)

[22] Pei M, Huang J, Jang M, Kim JH, Lee M, Chen J, Hwang DH, Yang H, J. Phys. Chem. C, 120, 903 (2016)

[23] Crouch DJ, Skabara PJ, Lohr JE, McDouall JJ, Heeney M, McCulloch I, Sparrowe D, Shkunov M, Coles SJ, Horton PN, Chem. Mater., 17, 6567 (2005)

[24] Jang M, Kim SH, Lee HK, Kim YH, Yang H, Adv. Funct. Mater., 25(25), 3833 (2015)