TY - JOUR
T1 - Alkoxy-Substituted Anthra[1,2- c:5,6- c′]bis([1,2,5]thiadiazole) (ATz)
T2 - A New Electron-Acceptor Unit in the Semiconducting Polymers for Organic Electronics
AU - Mori, Hiroki
AU - Nishinaga, Shuhei
AU - Takahashi, Ryosuke
AU - Nishihara, Yasushi
N1 - Funding Information:
This study was partly supported by ACT-C, JST Grant JPMJCR12YW, Japan, Grant-in-Aid for Scientific Research on Innovative Areas, “New Polymeric Materials On the basis of Element-Blocks (No. 2401)”, MEXT, Grant 15H00751, Japan, Electric Technology Research Foundation of Chugoku, Chugoku Regional Innovation Research Center, and JKA through its promotion funds from KEIRIN RACE (2018M-184). The GIWAXS experiments were performed at BL46XU of SPring-8 with the approval of the Japan Synchrotron Radiation Research Institute (JASRI) (Proposals 2015B1904 and 2016B1875). We gratefully thank Prof. Itaru Osaka (Hiroshima University) and Dr. Tomoyuki Koganezawa (JASRI) for the measurement of GIWAXS images, Prof. Koichi Mitsudo and Prof. Seiji Suga (Okayama University) for the CV measurements, Prof. Naoshi Ikeda (Okayama University) for the AFM images, Prof. Yoshihiro Kubozono (Okayama University) for the EQE spectra and measurement of thickness, and Ms. Megumi Kosaka and Mr. Motonari Kobayashi at the Department of Instrumental Analysis, Advanced Science Research Center, Okayama University, for the measurements of elemental analyses and the SC-NMR Laboratory of Okayama University for the NMR spectral measurements.
Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/7/24
Y1 - 2018/7/24
N2 - A new type of thiadiazole-based acceptor unit and its donor-acceptor copolymers were synthesized and characterized to develop the high-performance semiconducting polymers for organic field-effect transistors (OFETs) and organic photovoltaics (OPVs). We successfully synthesized an anthra[1,2-c:5,6-c′]bis([1,2,5]thiadiazole) (ATz) core and ATz-quaterthiophene copolymers. These copolymers possess a wide energy gap of ca. 1.8 eV and a deeper HOMO energy levels around â?5.4 eV than that of typical thiadiazole-oligothiophene copolymers. Such weak electron-accepting nature may be due to the decreased electron affinity of the ATz core by an existence of alkoxy groups with strong electron-donating ability. The ATz copolymers exhibited good semiconducting properties with hole mobility of up to 0.03 cm2 V-1 s-1 and photovoltaic response with PCE of up to 5.7%, despite the unfavorable molecular orders, thin-film structure, and/or amorphous structure.
AB - A new type of thiadiazole-based acceptor unit and its donor-acceptor copolymers were synthesized and characterized to develop the high-performance semiconducting polymers for organic field-effect transistors (OFETs) and organic photovoltaics (OPVs). We successfully synthesized an anthra[1,2-c:5,6-c′]bis([1,2,5]thiadiazole) (ATz) core and ATz-quaterthiophene copolymers. These copolymers possess a wide energy gap of ca. 1.8 eV and a deeper HOMO energy levels around â?5.4 eV than that of typical thiadiazole-oligothiophene copolymers. Such weak electron-accepting nature may be due to the decreased electron affinity of the ATz core by an existence of alkoxy groups with strong electron-donating ability. The ATz copolymers exhibited good semiconducting properties with hole mobility of up to 0.03 cm2 V-1 s-1 and photovoltaic response with PCE of up to 5.7%, despite the unfavorable molecular orders, thin-film structure, and/or amorphous structure.
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U2 - 10.1021/acs.macromol.8b01230
DO - 10.1021/acs.macromol.8b01230
M3 - Article
AN - SCOPUS:85050682035
VL - 51
SP - 5473
EP - 5484
JO - Macromolecules
JF - Macromolecules
SN - 0024-9297
IS - 14
ER -
