The University of Southampton
University of Southampton Institutional Repository

The use of supramolecular chemistry in dye delivery systems

The use of supramolecular chemistry in dye delivery systems
The use of supramolecular chemistry in dye delivery systems

This thesis reports an investigation into supramolecular recognition of the sulfate/sulfonate oxoanionic group, a moiety present in the majority of reactive dyes. In the first section the problems associated with the use of reactive dyes in dyeing cotton fabrics together with a literature review of supramolecular approaches to anion recognition are discussed. Drawing on the current literature concerning anion recognition (in particular the recognition of phosphates), the main body of the thesis concerns the design and synthesis of several series of C-shaped (tweezer) and tripodal potential sulfate/sulfonate receptors. These receptors incorporate the H-bond donor groups guanidine and thiourea and to a lesser extent urea and amide functionalities. In addition the behaviour of potential tweezer-like receptor molecules based on s-triazine (derived from cyanuric chloride) has also been investigated.

The sulfate/sulfonate and related phosphonate association properties of these potential receptors have been studied. Particular emphasis has been placed on the solid-state supramolecular structures formed by these complexes as determined by single crystal X-ray structural studies, and several novel and revealing examples have been analysed in detail. NMR titration binding studies have also been undertaken in order to investigate the complexation behaviour of several receptors with "model dye" phosphonates and sulfonates in solution.

In addition a number of single crystal X-ray crystallographic studies were undertaken for other members of the Grossel research group during the course of this work, and the results of these structural studies are also reported.

University of Southampton
Merckel, Daniel A. S
3ba91499-9f0c-453f-a443-72f7ae8ad701
Merckel, Daniel A. S
3ba91499-9f0c-453f-a443-72f7ae8ad701

Merckel, Daniel A. S (2002) The use of supramolecular chemistry in dye delivery systems. University of Southampton, Doctoral Thesis.

Record type: Thesis (Doctoral)

Abstract

This thesis reports an investigation into supramolecular recognition of the sulfate/sulfonate oxoanionic group, a moiety present in the majority of reactive dyes. In the first section the problems associated with the use of reactive dyes in dyeing cotton fabrics together with a literature review of supramolecular approaches to anion recognition are discussed. Drawing on the current literature concerning anion recognition (in particular the recognition of phosphates), the main body of the thesis concerns the design and synthesis of several series of C-shaped (tweezer) and tripodal potential sulfate/sulfonate receptors. These receptors incorporate the H-bond donor groups guanidine and thiourea and to a lesser extent urea and amide functionalities. In addition the behaviour of potential tweezer-like receptor molecules based on s-triazine (derived from cyanuric chloride) has also been investigated.

The sulfate/sulfonate and related phosphonate association properties of these potential receptors have been studied. Particular emphasis has been placed on the solid-state supramolecular structures formed by these complexes as determined by single crystal X-ray structural studies, and several novel and revealing examples have been analysed in detail. NMR titration binding studies have also been undertaken in order to investigate the complexation behaviour of several receptors with "model dye" phosphonates and sulfonates in solution.

In addition a number of single crystal X-ray crystallographic studies were undertaken for other members of the Grossel research group during the course of this work, and the results of these structural studies are also reported.

Text
842325.pdf - Version of Record
Available under License University of Southampton Thesis Licence.
Download (24MB)

More information

Published date: 2002

Identifiers

Local EPrints ID: 464652
URI: http://eprints.soton.ac.uk/id/eprint/464652
PURE UUID: 471181da-0a5d-4e54-980e-a15902e61545

Catalogue record

Date deposited: 04 Jul 2022 23:54
Last modified: 05 Jul 2022 02:48

Export record

Contributors

Author: Daniel A. S Merckel

Download statistics

Downloads from ePrints over the past year. Other digital versions may also be available to download e.g. from the publisher's website.

View more statistics

Atom RSS 1.0 RSS 2.0

Contact ePrints Soton: eprints@soton.ac.uk

ePrints Soton supports OAI 2.0 with a base URL of http://eprints.soton.ac.uk/cgi/oai2

This repository has been built using EPrints software, developed at the University of Southampton, but available to everyone to use.

We use cookies to ensure that we give you the best experience on our website. If you continue without changing your settings, we will assume that you are happy to receive cookies on the University of Southampton website.

×