Fine-tuning the molecular energy levels by incorporating thiophene units onto the π-backbone of core

• 作 者: Dong Lu Xiao-Chun Yang Bing Leng Xiao-Di Yang Cong-Wu Ge Xue-Shun Jia Xi-Ke Gao
• 机 构: Department of Chemistry, College of Science, Shanghai University,Key Laboratory of Synthetic and Sel
• 出 处: Chinese Chemical Letters
• 发表日期: 2016年07期
• 关键词: thiophene expanded backbone naphthalene tuning orbital unchanged have reversible

A series of core-expanded naphthalene diimides(NDI-DTYM) and thiophene-based derivatives(1a-c)were designed and synthesized to investigate the relationship between molecular structures and the highest occupied molecular orbital(HOMO) energy levels but has little impact on the lowest unoccupied molecular orbital(LUMO) energy levels.The results demonstrated that increasing the number of thiophene units can gradually elevate the HOMO energy levels but had little impact on the LUMO energy levels.The n-channel organic field-effect transistors(OFETs) based on 1b and 1c have demonstrated that these almost unchanged LUMO energy levels are proper to transport electrons.

A series of core-expanded naphthalene diimides (NDI-DTYM) and thiophene-based derivatives (1a-c) were designed and synthesized to investigate the relationship between molecular structures and the highest committed molecular orbital (HOMO) energy levels but has little impact on the lowest unoccupied molecular orbital (LUMO) energy levels. The results demonstrates that increasing the number of thiophene units can gradually elevate the HOMO energy levels but little impact on the LUMO energy levels. The n-channel organic field-effect transistors (OFETs) based on 1b and 1c have demonstrated that these almost unchanged LUMO energy levels are proper to transport electrons.