Phenothiazine‐S,S‐dioxide‐ and fluorene‐based light‐emitting polymers: Introduction of e−‐deficient S,S‐dioxide into e−‐rich phenothiazine |
| |
Authors: | Jonghee Lee Jeong‐Ik Lee Moo‐Jin Park Young Kwan Jung Nam Sung Cho Hoon Je Cho Do‐Hoon Hwang Sang‐Kyu Lee Jong‐Hwa Park Jiwon Hong Hye Yong Chu Hong‐Ku Shim |
| |
Affiliation: | 1. Department of Chemistry and School of Molecular Science (Brain Korea 21), Korea Advanced Institute of Science and Technology, Daejeon 305‐701, Republic of Korea;2. Basic Research Laboratory, Electronics and Telecommunications Research Institute, 161 Gajeon‐Dong, Yuseong‐Gu, Daejeon 305‐350, Korea;3. Polymer Science and Engineering Program, Korea Advanced Institute of Science and Technology, Daejeon 305‐701, Republic of Korea;4. Department of Applied Chemistry, Kumoh National Institute of Technology, Kumi 730‐701, Korea;5. Department of Chemistry and School of Molecular Science (Brain Korea 21), Korea Advanced Institute of Science and Technology, Daejeon 305‐701, Republic of KoreaDepartment of Chemistry and School of Molecular Science (Brain Korea 21), Korea Advanced Institute of Science and Technology, Daejeon 305‐701, Republic of Korea |
| |
Abstract: | A novel series of poly(10‐hexyl‐phenothiazine‐S,S‐dioxide‐3,7‐diyl) and poly(9,9′‐dioctyl‐fluorene‐2,7‐diyl‐alt‐10‐hexyl‐3,7‐phenothiazine‐S,S‐dioxide) (PFPTZ‐SS) compounds were synthesized through Ni(0)‐mediated Yamamoto polymerization and Pd(II)‐catalyzed Suzuki polymerization. The synthesized polymers were characterized by 1H NMR spectroscopy and elemental analysis and showed higher glass transition temperatures than that of pristine polyfluorene. In terms of photoluminescence (PL), the PFPTZ‐SS compounds were highly fluorescent with bright blue emissions in the solid state. Light‐emitting devices were fabricated with these polymers in an indium tin oxide/poly(3,4‐ethylene dioxythiophene):poly(styrene sulfonate)/polymer/Ca/Al configuration. The electroluminescence (EL) of the copolymers differed from the PL characteristics: the EL device exhibited a redshifted greenish‐blue emission in contrast to the blue emission observed in the PL. Additionally, this unique phenothiazine‐S,S‐dioxide property, triggered by the introduction of an electron‐deficient SO2 unit into the electron‐rich phenothiazine, gave rise to improvements in the brightness, maximum luminescence intensity, and quantum efficiency of the EL devices fabricated with PFPTZ‐SS. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 1236–1246, 2007 |
| |
Keywords: | electron affinity fluorescence light‐emitting diodes (LED) luminescence phenothiazine‐S,S‐dioxide |
|
|