Two Novel Low-Bandgap Copolymers Based on Indacenodithiophene/Indacenodithienothiophene and Benzothiadiazole Dicarboxylic Imide: Structural Design and DFT/TD-DFT Investigation

基于茚并二噻吩/茚并二噻吩并噻吩和苯并噻二唑二羧酸酰亚胺的两种新型低带隙共聚物:结构设计和DFT/TD-DFT研究

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Abstract

In the present study, two novel donor-acceptor (D-A) conjugated copolymers, PIDTBDI and PIDTTBDI, were successfully synthesized via Stille coupling polymerization. These alternating copolymers incorporate indacenodithiophene and indacenodithienothiophene as donor units, coupled with benzothiadiazole dicarboxylic imide as the electron-deficient acceptor unit. The influence of extended conjugation on the structural, optical, thermal, and electrochemical properties of the copolymers was systematically investigated and confirmed by density functional theory (DFT). XRD analysis confirmed that both polymers are amorphous. Thermogravimetric analysis revealed that both materials possess excellent thermal stability, with decomposition temperatures exceeding 270 °C. The theoretical and experimental values of the energy gap confirmed the thermal stability of the studied polymers. The molecular weight was determined to be 10,673 Da for PIDTBDI and 7149 Da for PIDTTBDI. Despite the variation in molecular weight, both copolymers exhibited comparable optical and electrochemical bandgaps of approximately 1.57 and 1.69 eV, respectively. Electrochemical measurements showed that PIDTBDI has a HOMO energy level of -5.30 eV and a LUMO level of -3.61 eV, while PIDTTBDI displays HOMO and LUMO levels of -5.28 eV and -3.59 eV, respectively. These results indicate that minor structural differences can considerably affect the electronic characteristics of the polymers, thus altering their overall efficacy in solar cell applications.

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