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Synthesis and post-polymerisation functionalisation of aliphatic poly(carbonate)s

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Tempelaar, Sarah (2012) Synthesis and post-polymerisation functionalisation of aliphatic poly(carbonate)s. PhD thesis, University of Warwick.

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Official URL: http://webcat.warwick.ac.uk/record=b2582259~S1

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Abstract

This work describes the controlled organocatalytic ring-opening
polymerisation (ROP) of cyclic carbonates with pendant groups for the
preparation of functional aliphatic poly(carbonate)s and poly(estercarbonate)
s. Their subsequent post-polymerisation functionalisations were
studied yielding a range of functional aliphatic poly(carbonate)s.
Chapter 1 reviews the preparation of cyclic carbonates with pendant
functionalities, their ring-opening polymerisation and the postpolymerisation
modifications of the resulting poly(carbonate)s. The properties
and some applications of functional poly(carbonate)s are also discussed.
Chapter 2, 3 and 4 describe the controlled ring-opening polymerisation of
allyl- functional cyclic carbonate MAC (5-Methyl-5-allyloxycarbonyl-1,3-
dioxan-2-one) and propargyl- functional cyclic carbonate MPC (5-Methyl-5-
propargyloxycarbonyl-1,3-dioxan-2-one) using organic catalysts. Successful
functionalisation of allyl-functional poly(carbonate)s was achieved via radical
addition of thiol-containing molecules to the pendant allyl esters (Chapter 2),
while functionalisation of propargyl-functional poly(carbonate)s was realised
via the Huisgen 1,3-dipolar cycloaddition of azides to the pendant propargyl
groups (Chapter 3). In addition, the copolymerisation of MAC and MPC and
the subsequent orthogonal functionalisation of a copolymer was investigated
(Chapter 4). Chapter 5 describes the copolymerisation of MAC (and MPC)
with stereopure lactide, with resulting copolymers with opposite chiralities
being succesfully applied in stereocomplexation.
Chapters 6 summarises the results obtained in Chapters 2, 3, 4 and 5 whilst
Chapter 7 provides the experimental methodologies.

Item Type: Thesis or Dissertation (PhD)
Subjects: Q Science > QD Chemistry
Library of Congress Subject Headings (LCSH): Ring-opening polymerization, Aliphatic compounds -- Synthesis
Official Date: March 2012
Dates:
DateEvent
March 2012Submitted
Institution: University of Warwick
Theses Department: Department of Chemistry
Thesis Type: PhD
Publication Status: Unpublished
Supervisor(s)/Advisor: Dove, Andrew
Sponsors: Engineering and Physical Sciences Research Council (EPSRC)
Extent: xxviii, 273 leaves : ill., charts
Language: eng

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