Meso-π-Extended/Deficient BODIPYs and Low-Band-Gap Donor-Acceptor Copolymers for Organic Optoelectronics

被引:6
作者
Can, Ayse [1 ]
Choi, Gi-Seok [2 ]
Ozdemir, Resul [1 ]
Park, Soyoon [3 ]
Park, Jin Su [2 ]
Lee, Yongchul [3 ]
Deneme, Ibrahim [1 ]
Mutlugun, Evren [4 ]
Kim, Choongik [3 ]
Kim, Bumjoon J. [2 ]
Usta, Hakan [1 ]
机构
[1] Abdullah Gul Univ, Dept Nanotechnol Engn, TR-38080 Kayseri, Turkey
[2] Korea Adv Inst Sci & Technol KAIST, Dept Chem & Biomol Engn, Daejeon 34141, South Korea
[3] Sogang Univ, Dept Chem & Biomol Engn, Seoul 04107, South Korea
[4] Abdullah Gul Univ, Dept Elect & Elect Engn, TR-38080 Kayseri, Turkey
关键词
conjugated polymers; BODIPY; organic solar cells; organic semiconductors; LUMO; POLYMER SOLAR-CELLS; CHANNEL SEMICONDUCTORS; MECHANICALLY ROBUST; CONJUGATED POLYMERS; ELECTRON-DONOR; ENERGY-LEVELS; PERFORMANCE; POLY(3-HEXYLTHIOPHENE); THIAZOLE;
D O I
10.1021/acsapm.1c01856
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
The realization of pi-deficient acceptors and their donor-acceptor copolymers has become a key research focus for the realization of versatile organic optoelectronic materials and devices. Herein, we demonstrate the theoretical design, synthesis, and physicochemical/optoelectronic characterization of two meso-pi-extended/deficient BODIPY building blocks (2OD-T2BDY and 2OD-TTzBDY) and a library of donor-acceptor copolymers with low band gap (E-g = 1.30-1.35 eV) based on these building blocks. These building blocks, to the best of our knowledge, are the first examples of BODIPYs with meso-pi-extension. A library of BODIPY building blocks with varied meso units/substituents is studied to reveal the meso effects on the semiconducting BODIPY's optoelectronic properties. The building blocks showed favorable pi-acceptor electronic/structural properties with meso-pi-delocalized and stabilized LUMOs (ca. -3.6 eV) and large ground-state dipole moments of 4.9-5.5 D. Consistent with the theoretical/experimental pi-electronic structures, all copolymers functioned as p-type semiconductors in field-effect transistors and as donor materials in the bulk heterojunction organic photovoltaics. Power conversion efficiencies of up to 4.4% with a short-circuit current of 12.07 mA cm(-2) were achieved. This study demonstrates a unique meso-pi-extension strategy to realize BODIPYs with favorable pi-acceptor properties, and our findings could open up future materials design avenues in various organic optoelectronic applications.
引用
收藏
页码:1991 / 2005
页数:15
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