Effect of Hyperconjugation on Photovoltaic Performance in Pseduo-2D Perylene Diimide Derivatives  

作　　者：Zhilong He Yuwen Hong Guangyu Li Tong Shan Yi Zhang Hongliang Zhong 

机构地区：[1]Schoolof Chemistry and Chemical Engineering,Shanghai Key Lab of Electrical Insulation and Thermal Aging,Shanghai Jiao Tong University,Shanghai200230,China [2]Shanghai Institute of Organic Chemistry,Chinese Academy of Sciences,Shanghai 200032,China [3]Shenzhen Research Institute,Shanghai Jiao Tong University,Shenzhen,Guangdong 518057,China

出　　处：《Chinese Journal of Chemistry》2024年第7期725-730,共6页中国化学（英文版）

基　　金：supported by the Natural Science Foundation of Shanghai (21ZR1435100);Shenzhen Science and Technology Innovation Commission (2021SZVUP075);the Oceanic Interdisciplinary Program of Shanghai Jiao Tong University (SL2022MS015).

摘　　要：Theπ-πinteraction is acknowledged as the predominant factor to determine the molecular packing in organic photovoltaic materials,while other non-covalent intermolecular interactions especially theσ-πhyperconjugation are often ignored.Herein,a perylene diimide(PDI)derivative named FIDT-PDI is designed and synthesized to shed light into the effect of hyperconjugation on the molecular packing and further the photovoltaic performance.Dynamic NMR and 2D NOE NMR demonstrate the formation of intermolecularσ-πhyperconjugation between the C—H bond of the PDI moiety in one molecule and the phenyl sidechain in another molecule of FIDT-PDI.Benefiting from theσ-πhyperconjugation,FIDT-PDI with twisted backbone reversely exhibits more ordered packing and stronger crystallinity compared with another PDI derivative FIDTT-PDI which has better planarity,consequently achieving superior PCE and higher carrier mobility.This contribution is the first paradigm to unravel the structure-property relationship betweenσ-πhyper-conjugation of conjugated materials and corresponding photovoltaic performance.

关 键 词：HYPERCONJUGATION Weak intermolecular interactions CONFORMATION Organic solar cells Nonfullerene acceptor Perylene diimide 

分 类 号：TB34[一般工业技术—材料科学与工程] TM914.4[电气工程—电力电子与电力传动]