Catalyst-free one-step synthesis of ortho-tetraaryl perylene diimides for efficient OPV non-fullerene acceptors

被引:42
作者
Li, Xiangchun [1 ,4 ,5 ]
Wang, Hengbin
Schneider, Julia A. [1 ,6 ]
Wei, Zitang [1 ]
Lai, Wen-Yong [4 ,5 ,7 ,8 ]
Huang, Wei [4 ,5 ,7 ,8 ]
Wudl, Fred [1 ]
Zheng, Yonghao [1 ,2 ,3 ]
机构
[1] Univ Calif Santa Barbara, Calif NanoSyst Inst, Santa Barbara, CA 93106 USA
[2] Univ Elect Sci & Technol China, Sch Optoelect Informat, Chengdu 610054, Peoples R China
[3] Univ Elect Sci & Technol China, Ctr Appl Chem, Chengdu 610054, Peoples R China
[4] Nanjing Univ Posts & Telecommun, Jiangsu Natl Synerget Innovat Ctr Adv Mat SICAM, Key Lab Organ Elect & Informat Displays KLOEID, 9 Wenyuan Rd, Nanjing 210023, Jiangsu, Peoples R China
[5] Nanjing Univ Posts & Telecommun, Jiangsu Natl Synerget Innovat Ctr Adv Mat SICAM, Inst Adv Mat IAM, 9 Wenyuan Rd, Nanjing 210023, Jiangsu, Peoples R China
[6] Univ Calif Santa Barbara, Mitsubishi Chem Ctr Adv Mat, Santa Barbara, CA 93106 USA
[7] Nanjing Tech Univ, Jiangsu Natl Synerget Innovat Ctr Adv Mat SICAM, Key Lab Flexible Elect KLOFE, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
[8] Nanjing Tech Univ, Jiangsu Natl Synerget Innovat Ctr Adv Mat SICAM, Inst Adv Mat IAM, 30 South Puzhu Rd, Nanjing 211816, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
ORGANIC SOLAR-CELLS; ELECTRON-ACCEPTORS; RING-FUSION; PERFORMANCE; CRYSTAL; CONSTRUCTION; GENERATION; BISIMIDES; TRANSPORT; CORE;
D O I
10.1039/c7tc00263g
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
ortho-Functionalized perylene diimides (PDIs) display better electronic properties than their bay-substituted counterparts, yet their synthesis requires expensive catalysts. We report the regioselective 2,5,8,11-functionalization of PDI via the less commonly observed 1,4-addition of aryl Grignard reagents. This direct functionalization offers a simple and low-cost method to synthesize desirable ortho-substituted PDIs. Four tetraarylated PDIs are reported along with their electronic and optoelectronic properties. Preliminary organic photovoltaic devices using these molecules as non-fullerene acceptors showed good power conversion efficiencies (PCEs) up to 5%, a new record for an acceptor with a single PDI core.
引用
收藏
页码:2781 / 2785
页数:5
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