Effects of enchained ester groups on the living carbocationic polymerization of vinyl ethers

Shepherd, Walter (2012) Effects of enchained ester groups on the living carbocationic polymerization of vinyl ethers. Doctoral thesis, Northumbria University.

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Abstract

A series of chloro - substituted 4-(ethenyloxy)butyl benzoate and acetate monomers were polymerized in toluene at -20 and 4o C using an HCl etherate / ethylaluminum dichloride (EtAlCl2) initiator system in the presence and absence of an externally added esters. The systems were evaluated in accordance with established criteria to determine the degree of “livingness” of each system in the presence and absence of the added ester. The effects of the enchainment of the of the ester moiety was studied by comparison with the polymerization characteristics of 4-(ethenyloxy)butane in the presence and absence of the externally added ester corresponding to the enchained ester moiety. The effect of the “intramolecular” ester on the living nature of the system was studied and it was determined that the enchained ester moiety is less effective in inducing a living system than the equivalent ester added externally. Further, it was determined that the degree to which an enchained or externally added ester is able to induce “livingness” in a system is directly proportional to the pKa of the conjugate carboxylic acid of the ester.

Item Type: Thesis (Doctoral)
Uncontrolled Keywords: living polymerizations, quasi-living polymerizations, controlled polymerizations, aromatic ester side chains, aliphatic ester side chains, Lewis acid co-iniatiators
Subjects: F100 Chemistry
Department: Faculties > Health and Life Sciences > Applied Sciences
University Services > Graduate School > Master of Philosophy
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Depositing User: Ellen Cole
Date Deposited: 19 Feb 2015 16:31
Last Modified: 21 Mar 2020 10:29
URI: https://nrl.northumbria.ac.uk/id/eprint/21420

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