Synthesis, structure and function of oligo(1,8-pyrenylenes)

Walsh, Joshua C. (2021) Synthesis, structure and function of oligo(1,8-pyrenylenes). Doctoral (PhD) thesis, Memorial University of Newfoundland.

[img] [English] PDF - Accepted Version
Available under License - The author retains copyright ownership and moral rights in this thesis. Neither the thesis nor substantial extracts from it may be printed or otherwise reproduced without the author's permission.

Download (7MB)


This thesis is divided into four chapters. Chapter 1 will show progress towards a review of applications utilizing the pyrene core to show the utility of one of the most studied molecules in chemistry is far from fully realized. Chapter 2 shows a monomer‐through-pentamer series of oligo(1,8‐pyrenylene)s was synthesized using a two‐step iterative synthetic strategy. The trimer, tetramer and pentamer are mixtures of atropisomers that interconvert slowly at room temperature (VTNMR analysis). They are classified as functional molecular liquids (FMLs) well below room temperature, as indicated by POM, DSC and SWAXS analysis. The oligomers are highly fluorescent both in the liquid state and in dilute solution and an investigation of their photophysical properties demonstrated that delocalization plays a larger role in their excited states than it does in related pyrene‐based oligomers. Chapters 3 and 4 outline progress in using the oligomers as starting points for different molecular systems will also be covered, attempting to put more ‘F’ in the FMLs.

Item Type: Thesis (Doctoral (PhD))
Item ID: 15001
Additional Information: Includes bibliographical references.
Keywords: Pyrene, Oligomer, Organic, Fluorescence, atropisomerism
Department(s): Science, Faculty of > Chemistry
Date: March 2021
Date Type: Submission
Digital Object Identifier (DOI):
Library of Congress Subject Heading: Pyrene (Chemical)--Structure; Oligomers.

Actions (login required)

View Item View Item


Downloads per month over the past year

View more statistics