Synthesis of Low Molecular Weight Anionic Acrylamide-based Polymers for Determination of Structure/Binding Interactions with α-Gliadin

Primary Submission Contact

Hannah Kolell

Faculty Sponsor

Sarah E. Morgan

Faculty Sponsor Email Address

sarah.morgan@usm.edu

College

Arts and Sciences

Department/Program

Chemistry

Document Type

Poster Presentation

Date

Fall 10-28-2016

Abstract

Experimental conditions for the synthesis of short, anionic acrylamide based polymers with controlled molecular weight and molecular weight distribution were determined for the preparation of materials that can be used as therapeutic agents for celiac disease. Aqueous reversible addition- fragmentation chain- transfer (aRAFT) polymerization was used to perform kinetic studies to elucidate polymerization conditions to obtain poly(2-acrylamido-2--methylpropane sulfonate) (polyAMPS) with target degrees of polymerization of 5, 15, and 25. Chain transfer agents (CTA) 4-cyano-4-(ethylsulfanylthiocarbonylsulfanyl) pentanoic acid (CEP) and 4-cyanopentanoic acid dithiobenzoate (CTP) were synthesized and their structures confirmed using 1H-NMR. Kinetics studies showed CTP is a suitable CTA for target DP of 5 while CEP is preferred for DPs 15 and 25 for the polymerization of AMPS. The internal standard sodium benzenesulfonate was used as a reference to quantify monomer conversion, which allowed for Mn and DP calculations. From these calculations the time of polymerization for DP 15 has been determined.

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