Bent-Shaped p-Type Small-Molecule Organic Semiconductors: A Molecular Design Strategy for Next-Generation Practical Applications

被引:117
作者
Okamoto, Toshihiro [1 ,2 ,3 ,4 ]
Yu, Craig P. [1 ,2 ]
Mitsui, Chikahiko [1 ,2 ]
Yamagishi, Masakazu [5 ]
Ishii, Hiroyuki [6 ]
Takeya, Jun [1 ,2 ,3 ,7 ]
机构
[1] Univ Tokyo, Grad Sch Frontier Sci, MIRC, Kashiwa, Chiba 2778561, Japan
[2] Univ Tokyo, Grad Sch Frontier Sci, Dept Adv Mat Sci, Kashiwa, Chiba 2778561, Japan
[3] Natl Inst Adv Ind Sci & Technol, Univ Tokyo Adv Operandomeasurement Technol Open I, Kashiwa, Chiba 2778561, Japan
[4] JST, PRESTO, Kawaguchi, Saitama 3320012, Japan
[5] Natl Inst Technol, Toyama Coll, Dept Appl Chem & Chem Engn, Toyama, Toyama 9398630, Japan
[6] Univ Tsukuba, Fac Pure & Appl Sci, Dept Appl Phys, Tsukuba, Ibaraki 3058573, Japan
[7] Natl Inst Mat Sci, Tsukuba, Ibaraki 2050044, Japan
基金
日本学术振兴会; 日本科学技术振兴机构;
关键词
INDEPENDENT CHEMICAL-SHIFTS; FIELD-EFFECT TRANSISTOR; PHYSICAL VAPOR GROWTH; HIGH-PERFORMANCE; CHARGE-TRANSPORT; MOBILITY POLYMER; THIN-FILMS; ACENES; PENTACENE; HETEROARENES;
D O I
10.1021/jacs.9b10450
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Significant progress has been made in both molecular design and fundamental scientific understanding of organic semiconductors (OSCs) in recent years. Suitable charge-carrier mobilities (mu) have been obtained by many high-performance OSCs (mu > 10 cm(2) V-1 s(-1)), but drawbacks remain, including low solution processability and poor thermal durability. In addition, since aggregation of OSCs involves weak intermolecular interactions, the molecules are perpetually in thermal motion, even in the solid state, which disrupts charge-carrier transport. These issues limit potential applications of OSCs. The present work examines a molecular design for hole-transporting (p-type) OSCs based on the "bent-shaped" geometry with specific molecular orbital configurations, which aims to enhance effective intermolecular orbital overlaps, stabilize crystal phases, suppress detrimental molecular motions in the solid state, and improve solution processability. The results indicated that such OSCs have high mu and suitable solution processability, and are resistant to ambient and thermal conditions, making them suitable for practical applications.
引用
收藏
页码:9083 / 9096
页数:14
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