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The University of Southern Mississippi

2016

Thiol-ene

Articles 1 - 3 of 3

Full-Text Articles in Chemistry

Preparation And Characterization Of Singlet-Oxygen Generating Thiol-Ene Networks Containing Fullerene And Metallofullerene Derivatives, Emily Matthews Barker Aug 2016

Preparation And Characterization Of Singlet-Oxygen Generating Thiol-Ene Networks Containing Fullerene And Metallofullerene Derivatives, Emily Matthews Barker

Dissertations

This work explores the derivatization of C60 and Sc3N@C80 with S-, P-, and C- centered radicals, and is the first exploration into the functionalization of Sc3N@C80 with sulfur and phosphorous. The number of addends bound to C60, as a function of reaction time and molar ratios, as well as, structure-property relationships including thermal stability, solubility, and singlet oxygen generation were explored. Fullerene derivatives exhibiting enhanced solubility were incorporated into two different thiol-ene polymer matrices at varying thiol-ene monomer concentrations (1:1 or 1:0.75 molar equivalents) and at different C60 loadings (0, …


C60 And Sc3N@C80(Tmb-Ppo) Derivatives As Constituents Of Singlet Oxygen Generating, Thiol-Ene Polymer Nanocomposites, Emily M. Barker, Ashli R. Toles, Kyle A. Guess, J. Paige Buchanan Jul 2016

C60 And Sc3N@C80(Tmb-Ppo) Derivatives As Constituents Of Singlet Oxygen Generating, Thiol-Ene Polymer Nanocomposites, Emily M. Barker, Ashli R. Toles, Kyle A. Guess, J. Paige Buchanan

Faculty Publications

Numerous functionalization methods have been employed to increase the solubility, and therefore, the processability of fullerenes in composite structures, and of these radical addition reactions continue to be an important methodology. C60 and Sc3N@C80 derivatives were prepared via radical addition of the photodecomposition products from the commercial photoinitiator TMB-PPO, yielding C60(TMB-PPO)5 and Sc3N@C80(TMB-PPO)3 as preferred soluble derivatives obtained in high yields. Characterization of the mixture of isomers using standard techniques suggests an overall 1PPO:6TMB ratio of addends, reflecting the increased reactivity of the carbon radical. Although, a higher …


Synthesis And Characterization Of "Click Inspired" Thiol-Ene-Fullerene Nanocomposites, Amber Danielle Windham May 2016

Synthesis And Characterization Of "Click Inspired" Thiol-Ene-Fullerene Nanocomposites, Amber Danielle Windham

Dissertations

This work explores the covalent incorporation of C60 and Sc3N@C80 fullerenes into thiol-ene networks by a facile, one-pot photochemical reaction with multifunctional thiol and alkene monomers. Synthesis of disulfide bonds within the tri-functional thiol monomer served to photochemically initiate the reaction when cleaved. This was followed by thermal curing of the pre-polymer for preparation of fullerene-containing thiol-ene films. Films were characterized by standard techniques including infrared spectroscopy, gel percent, and thermogravimetric analysis. The role of C60 and Sc3N@C80 as suitable alkenes for free-radical reaction with multifunctional thiols was investigated by preparing a …