New Benzo[1,2-d:4,5-d ']bis([1,2,3]thiadiazole) (iso-BBT)-Based Polymers for Application in Transistors and Solar Cells

Bianchi, Luca1,2; Zhang, Xianhe1,2; Chen, Zhihua3; Chen, Peng1,2; Zhou, Xin1,2; Tang, Yumin1,2; Liu, Bin1,2; Guo, Xugang1,2; Facchetti, Antonio3,4,5

2019-09-10

10.1021/acs.chemmater.8b05176

CHEMISTRY OF MATERIALS   Impact Factor & Quartile

0897-4756

1520-5002

In this paper we report the rationale and implementation of a new building block for organic electronics based on 4,8-di(2-thienyl)-benzo[1,2-d:4,5-d']bis([1,2,3]-thiadiazole) (iso-BBT-T2) and realization of two alkyl-functionalized iso-BBT-tetrathiophene (T4) alternating copolymers (P1 with alkyl = 2DT and P2 with alkyl = 2DH). Compared to the previously investigated small molecules/polymers based on the conventional 4,8-di(2-thienyl)-benzo[1,2-c:4,5-c']bis[1,2,5]thiadiazole (BBT-T2), the use of the iso-BBT heterocycle widens the polymer band gap to a region (similar to 1.4 eV) compatible for use in single junction solar cells. The influence of iso-BBT vs BBT structural variation on the molecular structure, electronic characteristics, and optical properties was accessed by DFT computations, single-crystal determination, optical absorption, and electrochemical measurements. In-plane charge transport for P1 and P2 was investigated in an organic thin-film transistor (OTFT) structure demonstrating hole mobilities approaching 1 cm(2) V-1 s(-1) and further enhanced by off-center spin-coating method to 1.32 cm(2) V-1 s(-1). Using PC61BM as acceptor, a remarkable PCE of 10.28% was achieved for P1 along with a current density > 20 mA/cm(2). The substantial PCEs of these devices, despite the relatively narrow donor energy gap, is due to retention of high open circuit voltages (V-oc > 0.8 V) as the result of the small energy loss (E-loss < 0.6 eV). Atomic force microscopy, transmission electron microscopy, and X-ray diffraction characterization further support the solar cell trends and rationalize structure- property correlations. These results demonstrate that iso-BBT-T2-based polymers are promising candidates for both organic electronics and photonic applications.

SCI ; EI

English

First ; Corresponding

Shenzhen Peacock Plan project[KQTD20140630110339343]

Chemistry ; Materials Science

Chemistry, Physical ; Materials Science, Multidisciplinary

WOS:000485830300019

AMER CHEMICAL SOC

20190906561308

Atomic force microscopy ; Crystal atomic structure ; Energy dissipation ; Energy gap ; Field effect transistors ; High resolution transmission electron microscopy ; Light absorption ; Open circuit voltage ; Optical properties ; Organic polymers ; Polymer solar cells ; Single crystals ; Thin film transistors

Energy Losses (industrial and residential):525.4 ; Solar Cells:702.3 ; Semiconductor Devices and Integrated Circuits:714.2 ; Light/Optics:741.1 ; Optical Devices and Systems:741.3 ; Organic Polymers:815.1.1 ; Crystalline Solids:933.1 ; Crystal Lattice:933.1.1

MATERIALS SCIENCE

Web of Science

1.Southern Univ Sci & Technol, Dept Mat Sci & Engn, 1088 Xueyuan Rd, Shenzhen 518055, Guangdong, Peoples R China
2.Southern Univ Sci & Technol, Shenzhen Key Lab Printed Organ Elect, 1088 Xueyuan Rd, Shenzhen 518055, Guangdong, Peoples R China
3.Flexterra Inc, 8045 Lamon Ave, Skokie, IL 60077 USA
4.Northwestern Univ, Dept Chem, 2145 Sheridan Rd, Evanston, IL 60208 USA
5.Northwestern Univ, Mat Res Ctr, 2145 Sheridan Rd, Evanston, IL 60208 USA

Bianchi, Luca,Zhang, Xianhe,Chen, Zhihua,et al. New Benzo[1,2-d:4,5-d ']bis([1,2,3]thiadiazole) (iso-BBT)-Based Polymers for Application in Transistors and Solar Cells[J]. CHEMISTRY OF MATERIALS,2019,31(17):6519-6529.

Bianchi, Luca.,Zhang, Xianhe.,Chen, Zhihua.,Chen, Peng.,Zhou, Xin.,...&Facchetti, Antonio.(2019).New Benzo[1,2-d:4,5-d ']bis([1,2,3]thiadiazole) (iso-BBT)-Based Polymers for Application in Transistors and Solar Cells.CHEMISTRY OF MATERIALS,31(17),6519-6529.

Bianchi, Luca,et al."New Benzo[1,2-d:4,5-d ']bis([1,2,3]thiadiazole) (iso-BBT)-Based Polymers for Application in Transistors and Solar Cells".CHEMISTRY OF MATERIALS 31.17(2019):6519-6529.