123rd General Meeting of the KCS

Type Poster Presentation
Area Material Chemistry
Room No. Exhibition Hall 2
Time 4월 19일 (금요일) 11:00~12:30
Code MAT.P-477
Subject Geometry Isomer Effects of Terphenyl Backbone Based Donor-∏-Acceptor Dyads on the Intramolecular Charge Transfer
Authors Minji Kim, Kyung-Ryang Wee1,*
Department of Chemistry, Daegu University, Korea
1Department of Applied Chemistry, Daegu University, Korea
Abstract The geometry effects of ortho, meta, and para-terphenyl isomer structure on the intramolecular charge transfer (ICT) process of the donor (D)-∏-acceptor (A) dyads (D-∏-A) were studied to understand the structure-properties relationship. These terphenyl based D-∏-A dyads were prepared by two-step palladium catalyzed Suzuki-Miyaura coupling reactions, consisting triphenylamine (TPA) as an electron donor and 1,2-diphenyl-benzimidazole (imi) units as an electron acceptor, respectively. The photophysical and electrochemical properties of the terphenyl backbone based ortho (O), meta (M) and para (P) dyads were compared with each other. In the steady state absorption spectra, a gradual red-shift property was observed in the order of O < M < P due to each terphenyl isomer conjugation effects. In particular, the emission spectra of the all of para-terphenyl D-∏-A showed similar emission maximum of 475 nm and bathochromic shift property with increasing the solvent polarity, which is attributed to the ICT process. Emission quantum yields of the para-terphenyl D-∏-A isomers were showed in the order of PO >> M and the emission lifetimes were recorded 7.85 (O), 11.6 (M) and 2.02 (P) ns in CH2Cl2, respectively. Based on experimental results, we assumed that P dyad is through bond ICT process, while O and M isomers are through space ICT process. In addition, the distance of the donor-acceptor of M dyad is larger than that of O dyad, resulting in slow through space ICT with a nonradiative quenching process. In the DFT/TDDFT calculations, this result is well agreed with experimental data.
E-mail qkqh8619@naver.com