Dissertation/Thesis Abstract

Design, Synthesis and Characterization of Fluorescent Dyes and Liquid Crystal Semiconductors
by Semyonov, Alexander N., Ph.D., Kent State University, 2006, 392; 10817888
Abstract (Summary)

A series of new 3,6-diphenyl-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione (DPP) fluorescent dyes has been synthesized and their fluorescent properties studied. Some of the prepared DPP compounds have been utilized in single-molecule fluorescent spectroscopy experiments. The dyes have been shown to posses high quantum yields and useful (up to 84 nm) Stokefs shifts. Maleimide, hydroxy, halogen and some other functional groups have been incorporated into the DPP bicyclic structure. N,Nœ-Diarylated DPPs have been prepared by two new methods. Cysteine-specific fluorescent probes based on Nile Red and DCDHF fluorophore cores have been synthesized and applied to testing of the local polarity and conformational changes in a single-cysteine mutant of GroEL chaperonin of E. coli. A series of iodinated aromatic compounds has been prepared and purified to study charge transport in organic molecular crystals. Several polyalkyl- and polyalkoxy- acenes (anthracenes, tetracenes) and some important key intermediates en route to polyalkoxypentacenes have been prepared. None of the synthesized compounds exhibited mesogenic properties. A reliable, highly effective purification protocol has been elaborated for purification of hexapentyloxytriphenylene and its analogs. New trinitro-HAT-5 has been synthesized and characterized as a discotic liquid crystal in the temperature range 34c140C.

Indexing (document details)
Advisor: Twieg, Robert
School: Kent State University
Department: Chemical Physics
School Location: United States -- Ohio
Source: DAI-B 79/08(E), Dissertation Abstracts International
Subjects: Organic chemistry, Condensed matter physics
Keywords: 3, 4-c]pyrrole-1, 4-dione, 5-dihydropyrrolo[3, 6-diphenyl-2, Discotic liquid crystals, Dyes, Organic semiconductors, Single-molecule spectroscopy
Publication Number: 10817888
ISBN: 978-0-355-84475-7
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