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

来源：

JOURNAL OF MATERIALS CHEMISTRY C | 2017年 / 5卷 / 11期

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

页码：2781 / 2785

页数：5

共 42 条

[1] 2,5,8,11-Tetraboronic Ester Perylenediimides: A Next Generation Building Block for Dye-Stuff Synthesis [J].