Benzobisthiazole polymer with resonance-assisted hydrogen bonds(RAHBs)has been synthesized for both organic field-effect transistor and polymer solar cell applications.The properties of the hydrogen bonded polymer are...Benzobisthiazole polymer with resonance-assisted hydrogen bonds(RAHBs)has been synthesized for both organic field-effect transistor and polymer solar cell applications.The properties of the hydrogen bonded polymer are compared with the reference polymer without RAHBs.Single-crystal X-ray diffraction analyses of the building block reveal that the RAHB interactions are formed between the carbamate hydrogen and imine nitrogen of the thiazoles.The hydrogen donor and acceptor are connected byπ-conjugated molecular framework and the hydrogen-bridged quasi aromatic rings lock the conformation of the building block.The building block adopted a layered sandwich packing in crystal instead of slipped herringbone stacking which was often found in the crystal of benzobisthiazole derivatives.The polymer PCBTZ-TT with RAHBs showed deeper HOMO/LUMO energy level(about 0.2 eV)than reference polymer.The PCBTZ-TT demonstrated the hole mobility of0.96 cm^(2)·V^(-1)·s^(-1) in field-effect transistor devices and achieved power conversion efficiency of 13.6%in solar cell devices with Y6 as acceptor without any additive.展开更多
Two copolymers of P1 and P2 comprising benzothiadiazole, 1,4-bis(dodecyloxy)-benzene units were synthesized by Sonogashira coupling polymerization based on ethynyl-linked 1,2,5,6-naphthalenediimide. Their thermal, o...Two copolymers of P1 and P2 comprising benzothiadiazole, 1,4-bis(dodecyloxy)-benzene units were synthesized by Sonogashira coupling polymerization based on ethynyl-linked 1,2,5,6-naphthalenediimide. Their thermal, optical, electrochemical as well as charge transport properties were studied. Bottom-gate top-contact organic field-effect transistors (OFETs) measurements of P1 and P2 thin films showed different charge transport behaviors. P1 displayed pure electron transport behaviors in OFETs with electron mobility up to 10^-3 cm^2·V-1·s^-1, while P2 exhibited hole transport features. The molecular structure analysis revealed that the structure of P1 has the acceptor-linker-acceptor' (A-L-A') characteristic, and P2 possesses the donor-linker-acceptor (D-L-A) structure feature. The results demonstrate that different molecular structures lead them to have distinct charge transport behaviors. In particular, the first pure electron transport copolymer in OFETs based on 1,2,5,6-naphthalenediimide is achieved.展开更多
基金financially supported by the National Natural Science Foundation of China(No.21674060)the National Key R&D Program of China(No.2019YFA0706100)。
文摘Benzobisthiazole polymer with resonance-assisted hydrogen bonds(RAHBs)has been synthesized for both organic field-effect transistor and polymer solar cell applications.The properties of the hydrogen bonded polymer are compared with the reference polymer without RAHBs.Single-crystal X-ray diffraction analyses of the building block reveal that the RAHB interactions are formed between the carbamate hydrogen and imine nitrogen of the thiazoles.The hydrogen donor and acceptor are connected byπ-conjugated molecular framework and the hydrogen-bridged quasi aromatic rings lock the conformation of the building block.The building block adopted a layered sandwich packing in crystal instead of slipped herringbone stacking which was often found in the crystal of benzobisthiazole derivatives.The polymer PCBTZ-TT with RAHBs showed deeper HOMO/LUMO energy level(about 0.2 eV)than reference polymer.The PCBTZ-TT demonstrated the hole mobility of0.96 cm^(2)·V^(-1)·s^(-1) in field-effect transistor devices and achieved power conversion efficiency of 13.6%in solar cell devices with Y6 as acceptor without any additive.
基金financially supported by the National Natural Science Foundation of China(No.21674126)the"Strategic Priority Research Program"(No.XDB12010100)the Shanghai Science and Technology Committee(No.16JC1400603)
文摘Two copolymers of P1 and P2 comprising benzothiadiazole, 1,4-bis(dodecyloxy)-benzene units were synthesized by Sonogashira coupling polymerization based on ethynyl-linked 1,2,5,6-naphthalenediimide. Their thermal, optical, electrochemical as well as charge transport properties were studied. Bottom-gate top-contact organic field-effect transistors (OFETs) measurements of P1 and P2 thin films showed different charge transport behaviors. P1 displayed pure electron transport behaviors in OFETs with electron mobility up to 10^-3 cm^2·V-1·s^-1, while P2 exhibited hole transport features. The molecular structure analysis revealed that the structure of P1 has the acceptor-linker-acceptor' (A-L-A') characteristic, and P2 possesses the donor-linker-acceptor (D-L-A) structure feature. The results demonstrate that different molecular structures lead them to have distinct charge transport behaviors. In particular, the first pure electron transport copolymer in OFETs based on 1,2,5,6-naphthalenediimide is achieved.