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Plant oil derived monomers for use in materials

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Woodcock, Deborah L. (2012) Plant oil derived monomers for use in materials. PhD thesis, University of Warwick.

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Abstract

The majority of work presented covers an investigation in to vegetable oil based
monomers for use in low ‘volatile organic compounds’ (VOC) or VOC free paints.
Chapter 1 provides an introduction to recent EU legislation into the reduction of
VOCs in a wide variety of paints and coatings. This is followed by an overview of
vegetable oil based chemistry and subsequently the use of vegetable oils within
materials, specifically coatings.
Chapter 2 discusses the synthesis of a selection of vegetable oil derived monomers
using a number of different diamines and aminoalcohols to produce fatty amides
with methacrylate, styrene and maleate functionalisation. A selection of 3 vegetable
oils with varying degrees of unsaturation (soybean oil, rapeseed oil and cocoa butter)
were trialled to see the effect the starting oil had on the subsequent monomers.
Removal of some or all of the unsaturation within the fatty chains of the triglycerides
and monomers was carried out, primarily as a way to potentially reduce yellowing
often found in paints derived from a vegetable oil source.
Chapter 3 introduces the technique of emulsion polymerisation, followed by the
incorporation of a selection of the methacrylate monomers synthesised in the
previous chapter into polymer latexes. Comparisons of the latex properties are made
and the results of a variety of tests (DSC, MFFT, hardness, yellowing ability)
described. Comparisons between unsaturated and epoxidised derivatives are made
and conclusions drawn.
Chapter 4 focuses on the preparation of polyurethanes (PU) from a small library of
renewable diols. These were synthesised using both cocoa butter and rapeseed oil
with diethanolamine, followed by epoxidation of the residual unsaturation in some cases. These were reacted with MDI and a variety of commercial diols (PEGs and
1,4-butanediol) and their physical properties (tensile strength, Young’s modulus,
swelling and cross-linking density) and thermal properties analysed by a variety of
methods (TGA, DSC).
Chapter 5 describes the BF3.Et2O catalysed ring-opening of a small range of
epoxidised oils derived from rapeseed and cocoa butter to give higher molecular
weight pre-polymers/oligomers suitable as polyols for PU synthesis. Two
approaches to the monomers are described.
Chapter 6 describes the experimental conditions and chemical analysis of the all the
key reactions and processes described in the thesis.

Item Type: Thesis or Dissertation (PhD)
Subjects: Q Science > QD Chemistry
T Technology > TP Chemical technology
Library of Congress Subject Headings (LCSH): Vegetable oils, Monomers, Polymerization, Polymers, Materials
Official Date: October 2012
Dates:
DateEvent
October 2012Submitted
Institution: University of Warwick
Theses Department: Department of Chemistry
Thesis Type: PhD
Publication Status: Unpublished
Supervisor(s)/Advisor: Clark, A. J. (Andrew J.)
Extent: xi, 228 leaves : illustrations.
Language: eng

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