Synthesis and Characterization of Blue-Light Emissive Carbazole Containing Perfluorocyclobutyl Arylene Ether Polymers
Abstract
A series of Nalkyl/aryl carbazole 3,6substituted arylene trifluorovinyl ether (TFVE) monomers were synthesized in high purity and yield from a concise fourstep synthesis using carbazole as a starting material. Condensatefree, stepgrowth chain extension of the monomers afforded perfluorocyclobutyl (PFCB) arylene ether homo and copolymers as solution processable, optically transparent bluelight emissive materials. Arylene TFVE monomers and conversion to PFCB arylene ether polymers were structurally elucidated and purity confirmed by high resolution mass spectroscopy, NMR (1H, 13C, and 19F) spectroscopy, gel permeation chromatography, and attenuated total reflectance Fourier transform infrared analysis. Thermal analysis by differential scanning calorimetry and thermogravimetric analysis revealed glass transition temperatures >150 deg. C and onset of decomposition in nitrogen >410 deg. C with 40 wt. % char yield up to 900 deg. C. Optical and electrochemical studies included solution (tetrahydrofuran) and solid state (spin cast thin film) UVvis/fluorescence spectroscopy and cyclic voltammetry which showed structure dependence of these blue emissive systems on the nature of the Nalkyl/aryl carbazole substitution in either homo or copolymer configurations.
Document Details
- Document Type
- Technical Report
- Publication Date
- Nov 27, 2013
- Accession Number
- AD1015623
Entities
People
- Benjamin Lund
- Dennis Jr W. Smith
- Kaizheng Zhu
- Rachel Stern
- Scott T Iacono
- Stephen M. Budy
Organizations
- United States Air Force Academy