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Crosslinking interactions of the dioxolenium ion for molecules based on 2-bromo-3-hydroxypropionic acid

Clark, Lillian
Jahangiri, Parisa
Sánchez Flores, Alicia
Carey, Vanessa
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2025
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Poster
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Crosslinking,Polymers
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Clark, L., Jahangiri, P., Sánchez Flores, A., Carey, V., & Pugh, C. Crosslinking interactions of the dioxolenium ion for molecules based on 2-bromo-3-hydroxypropionic acid. -- FYRE in STEM Showcase, 2025.
Abstract
Aromatic polymers provide excellent mechanical strength in comparison to their aliphatic counterparts. Unfortunately, these polymers have difficulties with material processing and manufacturing. To mitigate this issue, a thermal crosslinker is used with aeromantic polymers to strengthen and stabilize while avoiding byproducts. This study investigates the crosslinking interactions between methyl-3-acetoxy-2-bromo propionate (Acetoxy-BrH) which undergoes rearrangement to a dioxolenium ion, a more reactive intermediate, and electron rich aromatic compounds such as diphenyl ether(DFE). Since crosslinked polymers demonstrate increased thermal and mechanical stability, differential scanning calorimetry is used to monitor the reaction and determine rearrangement and crosslinking. An endothermic thermal transition of the Acetoxy-BrH can be seen beginning at 86.06 ˚C, which is indicative of rearrangement. Additionally, the brominated dimer undergoes electrophilic aromatic substitution when reacted with DFE. Further reactions between Acetoxy-BrH and other electron rich aromatic compounds will be studied and developed.
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Poster and abstract presented at the FYRE in STEM Showcase, 2025.
Research project completed at the Department of Chemistry and Biochemistry.
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Wichita State University
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FYRE in STEM 2025
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