Date of Graduation

Spring 2018

Document Type

Honors Research Project

Degree Name

Bachelor of Science

Major

Chemistry - Biochemistry

Research Sponsor

Dr. Chrys Wesdemiotis

First Reader

Dr. David Modarelli

Second Reader

Dr. Leah Shriver

Abstract

Several glycopolymers synthesized by Activators regenerated by electron transfer atom transfer radical polymerization (ARGET ATRP), were characterized by mass spectrometry to elucidate their microstructure and architecture. Analyses were performed using Matrix Assisted Laser Desorption Ionization- Time of Flight/ Time of Flight (MALDI-ToF/ToF) and Electrospray Ionization Mass Spectrometry (ESI-MS) instruments. The linear isopropylidenated glycopolymer (P65B1) analyzed with ESI-MS also was examined with multi-stage mass spectrometry (MSn) using collision induced dissociation (CID) to examine the tetramer parent ion. This glycopolymer was found to be either cyclic or linear (sans end groups) due to the data being fit for both forms of the glycopolymer. The CL546A1 (isopropylidene protected), and CL552a1 (acetyl protected) both showed the glycopolymer to polymerize, yet without end groups on the polymer, meaning it had cyclized. The acetyl protected polymer also showed acetyl losses in the mass spectrum. The ideal MALDI-MS conditions for this glycopolymer were for the matrix DHB, the solvent of acetonitrile (ACN), and sodium trifluoroacetate (NaTFA), which was used as a cationizing agent. In ESI-MS, ACN and NaTFA were also used. Overall synthesis of glycopolymers is known to be difficult, making characterization difficult as well, as seen in the results shown.

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