Co-assembling chiral molecules with achiral compounds via non-covalent interactions like areneperfluoroarene(AP) interactions offers an effective approach for fabricating chiral functional materials.Herein,chiral mole...Co-assembling chiral molecules with achiral compounds via non-covalent interactions like areneperfluoroarene(AP) interactions offers an effective approach for fabricating chiral functional materials.Herein,chiral molecules L/D-PF1 and L/D-PF2 with pyrene groups were synthesized and its chiroptical properties upon co-assembly with achiral compound octafluoronaphthalene(OFN) through AP interaction were systemically studied.The co-assembly of L/D-PF1/OFN and L/D-PF2/OFN exhibited distinct chiroptical properties such as circular dichroism(CD) and circularly polarized luminescence(CPL) signals.Chirality transfer from the chirality center of L/D-PF1 and L/D-PF2 to the achiral OFN and chiral amplification were successfully achieved.Besides,no significant CPL signal was observed in the self-assembly of L/DPF1 or L/D-PF2 while co-assembly with OFN exhibited obvious CPL amplification induced by AP interaction.Notably,a reversal CD signal and CPL signal could be observed in L/D-PF2/OFN when the molar ratio changed from 1:1 to 1:2 while not found in L/D-PF1/OFN,indicating that that minor structural changes of molecules could cause large changes in assembly.In addition,a series of computational calculations were conducted to verify the AP interaction between L-PF1/L-PF2 and OFN.This work demonstrated that arene-perfluoroarene interaction could drive chiral transfer,chiral amplification and chiral inversion and provided a new method for the preparation of chiroptical materials.展开更多
The fluorination strategy has been proven effective in significantly enhancing the photovoltaic performance of organic solar cells(OSCs) based on non-fused ring electron acceptors(NFREAs).However,research on the impac...The fluorination strategy has been proven effective in significantly enhancing the photovoltaic performance of organic solar cells(OSCs) based on non-fused ring electron acceptors(NFREAs).However,research on the impact of fluorination positions at side chains on NFREAs device performance remains scant.In this study,we introduce two isomeric NFREAs,designated as GA-2F-E and GA-2F,distinguished by their fluorination positions at the side chains.Both NFREAs share a thiophene[3,2-b]thiophene core,but their side chains differ:GA-2F-E features two(4-butylphenyl)-N-(4-fluorophenyl) amino groups,whereas GA-2F's side chains consist of bis(4-fluorophenyl)amino and bis(4-butylphenyl)amino groups attached to opposite sides of the core.To delve into the influence of fluorination positions on the optoelectronic properties,aggregation behavior,and overall efficiency of the acceptor molecules,a comprehensive investigation was conducted.The findings reveal that,despite similar photophysical properties and comparable absorption bandwidths,GA-2F-E,with fluorine atoms positioned on both sides of the molecular framework,demonstrates more compact π-π stacking,reduced bimolecular recombination,superior exciton transport,and a more balanced,higher mobility.As a result of these advantages,OSCs optimized with D18:GA-2F-E achieve a remarkable power conversion efficiency(PCE) of 16.45 %,surpassing the 15.83 %PCE of devices utilizing D18:GA-2F.This research underscores the potential of NFREAs in future applications and highlights the significance of fluorination positions in enhancing OSC performance,paving the way for the development of more efficient NFREAs.展开更多
基金financially supported by the National Natural Science Foundation of China (Nos.22171165 and 22371170)Natural Science Foundation of Shandong Province (No.ZR2022MB080)Scientific and Technological Frontiers in Project of Henan Province(No.242102110192)。
文摘Co-assembling chiral molecules with achiral compounds via non-covalent interactions like areneperfluoroarene(AP) interactions offers an effective approach for fabricating chiral functional materials.Herein,chiral molecules L/D-PF1 and L/D-PF2 with pyrene groups were synthesized and its chiroptical properties upon co-assembly with achiral compound octafluoronaphthalene(OFN) through AP interaction were systemically studied.The co-assembly of L/D-PF1/OFN and L/D-PF2/OFN exhibited distinct chiroptical properties such as circular dichroism(CD) and circularly polarized luminescence(CPL) signals.Chirality transfer from the chirality center of L/D-PF1 and L/D-PF2 to the achiral OFN and chiral amplification were successfully achieved.Besides,no significant CPL signal was observed in the self-assembly of L/DPF1 or L/D-PF2 while co-assembly with OFN exhibited obvious CPL amplification induced by AP interaction.Notably,a reversal CD signal and CPL signal could be observed in L/D-PF2/OFN when the molar ratio changed from 1:1 to 1:2 while not found in L/D-PF1/OFN,indicating that that minor structural changes of molecules could cause large changes in assembly.In addition,a series of computational calculations were conducted to verify the AP interaction between L-PF1/L-PF2 and OFN.This work demonstrated that arene-perfluoroarene interaction could drive chiral transfer,chiral amplification and chiral inversion and provided a new method for the preparation of chiroptical materials.
基金financially supported by the National Natural Science Foundation of China (Nos.22375024,21975031,51933001,and 21734009)。
文摘The fluorination strategy has been proven effective in significantly enhancing the photovoltaic performance of organic solar cells(OSCs) based on non-fused ring electron acceptors(NFREAs).However,research on the impact of fluorination positions at side chains on NFREAs device performance remains scant.In this study,we introduce two isomeric NFREAs,designated as GA-2F-E and GA-2F,distinguished by their fluorination positions at the side chains.Both NFREAs share a thiophene[3,2-b]thiophene core,but their side chains differ:GA-2F-E features two(4-butylphenyl)-N-(4-fluorophenyl) amino groups,whereas GA-2F's side chains consist of bis(4-fluorophenyl)amino and bis(4-butylphenyl)amino groups attached to opposite sides of the core.To delve into the influence of fluorination positions on the optoelectronic properties,aggregation behavior,and overall efficiency of the acceptor molecules,a comprehensive investigation was conducted.The findings reveal that,despite similar photophysical properties and comparable absorption bandwidths,GA-2F-E,with fluorine atoms positioned on both sides of the molecular framework,demonstrates more compact π-π stacking,reduced bimolecular recombination,superior exciton transport,and a more balanced,higher mobility.As a result of these advantages,OSCs optimized with D18:GA-2F-E achieve a remarkable power conversion efficiency(PCE) of 16.45 %,surpassing the 15.83 %PCE of devices utilizing D18:GA-2F.This research underscores the potential of NFREAs in future applications and highlights the significance of fluorination positions in enhancing OSC performance,paving the way for the development of more efficient NFREAs.
