Theses and Dissertations - UTB/UTPA
Synthesis and characterization of 4,4-prime-distyrylbiphenyl and its applications in organic field effect transistors
Date of Award
Master of Science (MS)
Dr. Jason Parsons
Dr. Elamin E. Ibrahim
Dr. Narayan Bhat
4,4’-distyrylbiphenyl (DSBP), an ambipolar small molecule with electroluminescent properties, was synthesized following two synthetic protocols. Accordingly, biphenyl was bromomethylated using a mixture of paraformaldehyde and hydrogen bromide in 20% to 60% isolated yields. Bromomethylated biphenyl was then reacted with triphenyl phosphine, or with triethyl phosphate to yield the corresponding triphenyl phosphonium bromide or triethyl phosphonate, respectively. DSBP was synthesized by reaction of the triphenyl phosphonium bromide or triethyl phosphonate with freshly distilled benzaldehyde according to the Wittig, or Horner-Wadsworth-Emmons protocols. DSBP from the Wittig reaction resulted in a mixture of cis-trans isomers, while the product from the Horner-Wadsworth-Emmons reaction yielded trans DSBP exclusively. All organic products were characterized by 1H-NMR, 13C-NMR, and FTIR. Transistors fabricated with DSBP as the electroactive displayed a hole mobility of 4 X 10 -4 cm2/V-s and an electron mobility of 1 X 10 -5 cm2/V-s, albeit without light emission.
University of Texas-Pan American
Copyright 2011 Nestor A. Santos Jr. All Rights Reserved.