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Engineering polymers based on 1,1-diphenylethylene derivatives: polymer substrates as precursors for membrane development

A series of new, well-defined poly(ether ether sulfone), poly(ether ether ketone) and
polyimide derivatives containing the diphenylethylene moiety were prepared by step-growth
polymerization methods.
Poly(ether ether sulfone) derivatives were prepared by two step-growth polymerization
methods:
(a) The cesium fluoride catalyzed polycondensation reactions of 4,4´-difluorodiphenylsulfone
with different mole percentage ratios of silylated bisphenol derivatives, 2,2-bis(4-tbutyldimethylsiloxyphenyl)
propane and 1,1-bis(4-t-butyldimethylsiloxyphenyl)ethylene
in N-methyl-2-pyrrolidone at 150 °C.
(b) The potassium carbonate catalyzed nucleophilic aromatic substitution polycondensation
reactions of 4,4´-difluorodiphenylsulfone with different mole percentage ratios of
bisphenol A and 1,1-bis(4-hydroxyphenyl)ethylene in N,N-dimethylacetamide and
toluene at 165 °C.
Poly(ether ether ketone) derivatives were prepared by the cesium fluoride catalyzed
polymerization reactions of 4,4´-difluorobenzophenone with different mole percentage ratios
of 2,2-bis(4-t-butyldimethylsiloxyphenyl)propane and 1,1-bis[4-(t-butyldimethylsiloxy)-
phenyl]ethylene in N-methyl-2-pyrrolidone at 150 °C.
Polyimide derivatives were prepared by step-growth polymerization methods by the
polycondensation reactions of 4,4´-oxydiphthalic anhydride with different mole percentage
ratios of 2,2-bis[4-(4-aminophenoxy)phenyl]propane and 1,1-bis(4-aminophenyl)ethylene.
The intermediate polyamic acids were subjected to thermal imidization processes to provide
the corresponding polyimide derivatives.
Due to the regiospecific introduction of the 1,1-diphenylethylene group along the polymer
backbone, the different poly(ether ether sulfone), poly(ether ether ketone) and polyimide
derivatives were subjected to post-polymerization sulfonation reactions via the thiol-ene
reaction using sodium 3-mercapto-1-propane sulfonate as sulfonating agent and AIBN as
initiator in N-methyl-2-pyrrolidone/dimethylsulfoxide at 75 °C for 5 days. The 1,1-
diphenylethylene derivatives and the different polymeric compounds were characterized by
size exclusion chromatography, dilute solution viscometry, 1H NMR and 13C NMR
spectrometry, FTIR spectroscopy, thermogravimetric analysis, differential scanning
calorimetry, X-ray diffraction, atomic force microscopy, transmission electron microscopy,
elemental analysis, energy dispersive spectroscopy and ion exchange capacity measurements. / Chemistry / M.Sc.(Chemistry)

Identiferoai:union.ndltd.org:netd.ac.za/oai:union.ndltd.org:unisa/oai:umkn-dsp01.int.unisa.ac.za:10500/11898
Date January 2012
CreatorsKasiama, Mizolo Ginette
ContributorsSummers, G. J.(Gabriel Jeffrey),1957-
Source SetsSouth African National ETD Portal
LanguageEnglish
Detected LanguageEnglish
TypeDissertation
Format1 online resource (xii, 259 leaves)
RightsUniversity of South Africa

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