Towards the synthesis of mono- and bi-functional amphiphilic oligothiophenes: organic materials for opto-electronic applications

R. C. Advincula, S. Inaoka, M. Park, D. Phillips, D. M. Shin

Research output: Contribution to journalArticle

Abstract

In this report, we describe our initial synthesis and characterization of mono-functional and bi-functional dibromoalkyl oligothiophenes to achieve amphiphilicity and telechelic functionality. Oligothiophenes are an important class of organic materials for opto-electronic devices and display applications. We have mono-functionalized oligothiophenes by the synthesis of a quinquethiophene bromoalkyl derivative. A bi-functional sexithiophene was derived primarily by the symmetrical coupling of terthiophene derivatives. Both were synthesized using Grignard coupling and lithiation reaction methodologies. UV-Vis, IR, NMR, MALDI-TOF-MS, and DSC confirmed the structure and physical properties of the oligomers. In addition, we have also synthesized an amphiphilic diamine derivative from the reaction of hexamethylenediamine with a bromoalkyl terthiophene derivative. Using photoluminescence, the photophysical properties of the oligomers were found to be that of typical oligothiophenes. Processing as ultrathin films for devices is currently being investigated.

Original languageEnglish
Pages (from-to)155-160
Number of pages6
JournalMaterials Research Society Symposium - Proceedings
Volume561
Publication statusPublished - 1999
Externally publishedYes

ASJC Scopus subject areas

  • Electronic, Optical and Magnetic Materials

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