Synthesis and Characterizations of Carbazole and Thiophene-Containing Derivatives for Organic Solar Cell Applications
Date Issued
2010
Date
2010
Author(s)
Chen, Yan-Nian
Abstract
In this study, two carbazole derivatives (O1 and O2) with thiophene and benzothiadiazole-containing donor-acceptor structure were synthesized via Ullmann coupling and Suzuki coupling reactions. During the synthesizing process, three extra N-carbazole endcapped derivatives (CBC, CTC, and C2TC) were obtained. We also tried polymerizing the carbazole derivative monomers with thiophene and benzothiadiazole-containing side chain via Yamamoto coupling reaction, and Homopolymer P1 were synthesized with weight-average molecular weight of 4333 g/ mol, PDI 1.28. All derivatives were found with good thermal stability, and 5% thermal degradation temperature over 350 oC. The optical properties indicated that the absoption and emission maxma were red-shifted with increasing number of thiophene unit. The optical band gap of O1, O2 and P1 are 2.20 eV, 2.05 eV, 2.18 eV respectively. We also observed that the HOMO of these derivatives increased with increasing number of thiophene unit. The energy level of the three N-carbazole endcapped derivatives were found suitable for application of hole transporting layer of OLED. The preliminary bulk heterojunction solar cell device were fabricated with compound O1 and O2. The power conversion efficiency of the device based on O1: PCBM = 1 : 2 and O2: PCBM = 1 : 4 are 0.056% and 0.045% under AM 1.5G solar simulator.
Subjects
carbazole
thiophene
benzothiadiazole
donor-accepto
bulk heterojunction solar cell
Type
thesis
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