Use this URL to cite or link to this record in EThOS: http://ethos.bl.uk/OrderDetails.do?uin=uk.bl.ethos.441642
Title: Synthesis characterisation and photophysical properties of [60]fullerene containing polymers
Author: Tollan, Christopher Mark.
ISNI:       0000 0001 3534 4936
Awarding Body: Manchester Metropolitan University
Current Institution: Manchester Metropolitan University
Date of Award: 2007
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Abstract:
A range of acrylic polymers incorporating azafulleroids and aziridinofullerenes have been prepared. This was achieved through the synthesis of 3-bromopropyl acrylate. which was subsequently copolymerised with other acrylic monomers. Nucleophilic substitution of the bromine atom using sodium azide afforded the corresponding azido substituted acrylic copolymer. The azido group is capable of forming a triazoline derivative with [60]fullerene, which after extrusion of nitrogen, leads to the formation of iminofullerene monoadducts attached to the acrylic polymer backbone. Various fulleropyrrolidine monoadducts have been prepared by [3+2] cycloaddition of azomethine ylides to [60]fullerene through use ofN-substituted and unsubstituted a-amino acids in conjunction with benzaldehyde derivatives. Fulleropyrrolidine and azafulleroid acrylic monomers have been prepared. The fulleropyrrolidine monomer was formed by the creation of an amide bond between acryloyl chloride and the pyrrolidine ring nitrogen of 2-phenylfulleropyrrolidine. For the azafulleroid acrylic monomer an acrylic azide was reacted directly with [60] fullerene. An investigation of the conditions required to polymerise the above monomers has been carried out using a variety of cationic initiators. An investigation into the reaction of an acid chloride containing polymer with 2- phenylfulleropyrrolidine in a similar fashion to the formation of the acrylic fulleropyrrolidine monomer above has also been performed. This has lead to the formation of various soluble fullerene/acrylic polymers. Various synthetic routes were investigated in order to form a fullerene functionalised with an alcohol group. It was hoped that such an alcoholic fullerene might provide a useful precursor to an acrylic monomer. While attempting to form an alcoholic fullerene it was found that (5,6)-open 3-iminofulleropropyl benzoate forms three products on addition of a molar ratio of a methanolic sodium hydroxide solution in sunlight. Similar products are absent in the same reaction with (6,6)-open 3-iminofulleropropyl benzoate. The relatively rapid formation of such well-defined products in the presence of sodium hydroxide is intriguing. Characterisation of these products is also included in this study.
Supervisor: Not available Sponsor: Not available
Qualification Name: Thesis (Ph.D.) Qualification Level: Doctoral
EThOS ID: uk.bl.ethos.441642  DOI: Not available
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