Alsuhaymi, Lamyaa (2019) Developing advanced polymer colloids via thiol-ene click chemistry. PhD thesis, University of Warwick.

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Abstract

Thiol-allyl cross-linked microstructure polymer particles were prepared via a high shear suspension polymerisation technique using the thiol-ene click reaction of hexa-allyl (HA) with pentaerythritol tetrakis(3-mercaptopropionate) (tetrathiol, 4T), trimethylolpropane tris(3-mercaptopropionate) (trithiol, 3T), 2,2′-(ethylenedioxy) diethanethiol (dithiol, 2T, TEGDT) and 1,6-hexanedithiol (dithiol, 2T, HDT). HA was made as the result of a one-step reaction by combining the epoxy ring opening reaction with the Michael addition reaction reagent. 1H NMR, 13CNMR, 1H COSY NMR FT-IR and mass specrometry were used for characterisation. Various acrylate monomers of 2-hydroxyethyl acrylate (HEA), methyl acrylate (MA), ethylene glycol methyl ether acrylate (EGMEA) and 2 (diethylamino)ethyl acrylate (DEAEA) were introduced into the residual thiol functional groups on the surface of tetrathiol-HA microsphere polymer particles via the thiol-ene Michael addition reaction. The chemical structure and composition of these particles was studied using FT-IR, Raman spectroscopy and energy dispersive X-ray spectroscopy (EDX), and illustrated that producing particles with the residual of the thiol functional group achieved excellent structure and functionality before and after the post polymerisation functionalization. The investigation using EDX mapping confirms that C, N, O and S and are uniformly spread over particles before and after post polymerisation functionalization. We explore the role of parameters such as the molar ratio of the thiol monomer, homogenizer speed, crosslinking density, photo polymerization time and thermal curing method in terms of the glass transition temperatures (Tg) and the surface morphology of the cross-linked microsphere thiol-allyl particles, before and after post-polymerization functionalization, as well as different types and volumes of the solvents used in the functionalization process. The Tg and the morphology of these particles was analysed by Differential Scanning Calorimetry (DSC) and using scanning electron microscopy (SEM). Water-in-oil (W/O) high internal phase emulsions (HIPEs) containing trimethylolpropane tris(3-mercaptopropionate) (trithiol) and dipentaerythritol penta/hexaacrylate (oil phase) were emulsified via the use of three different pieces of equipment - an overhead stirrer (300 rpm), a vortex mixer (30 Hertz), and a homogenizer (up to 8000 rpm). A porous polymeric foam with an interconnected pore structure was produced by polymerisation of the continuous phase of the HIPEs. It was characterised by SEM.

Item Type:	Thesis or Dissertation (PhD)
Subjects:	Q Science > QD Chemistry
Library of Congress Subject Headings (LCSH):	Polymer colloids, Thiols, Polymers -- Experiments, Combinatorial chemistry
Official Date:	March 2019
Dates:	Date Event March 2019 UNSPECIFIED
Institution:	University of Warwick
Theses Department:	Department of Chemistry
Thesis Type:	PhD
Publication Status:	Unpublished
Supervisor(s)/Advisor:	Haddleton, David M.
Sponsors:	Saudi Arabia. Wizārat al-Taʻlīm al-ʻĀlī
Format of File:	pdf
Extent:	xvii, 181 leaves : illustrations, charts
Language:	eng

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