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Publication Date
Spring 2024
Degree Type
Thesis - Campus Access Only
Degree Name
Master of Science (MS)
Department
Chemistry
Advisor
Philip Dirlam; David Brook; Andro Rios
Abstract
Polystyrene and its derivatives play pivotal roles across various industries including material packaging, electronics, and construction. Despite extensive research on polystyrenic derivatives, halostyrenes and their polymers remain relatively underexplored. Among those, poly(4-iodostyrene) is promising for potential uses such as making charge-transfer complexes, polymer-supported hypervalent iodine reagents or post-polymer modification using palladium catalyzed cross-coupling chemistries, such as Suzuki coupling. However, due to the limited availability of 4-iodostyrene as a commercial monomer, an economically feasible and scalable synthesis route for the monomer was developed. Subsequently, the first polymerization of 4-iodostyrene utilizing a controlled method, Reversible Addition-Fragmentation chain Transfer (RAFT) polymerization, was conducted. This method offers many advantages such as precise control over molecular weight and low dispersity as well as the ability to make block polymers or to control polymer’s architecture. Previous studies revealed the efficacy of the Suzuki cross-coupling reaction for preparing compounds with diverse functionality through coupling of organoboron compounds and halogen-substituted aryl compounds, particularly iodobenzene compounds. The iodobeneze side-chain groups of our polymer, poly(4-iodostyrene) present the material as a promising candidate for Suzuki cross-coupling reaction and highlight its potential for post-polymer modification. Hence, we are reporting proof-of-concept in synthesizing styrenic polymers with diverse functionalities through developing a post-polymerization modification platform using Suzuki cross-coupling reaction on well-defined poly(iodostyrene).
Recommended Citation
Huynh, Minh Hoang, "Synthesis of Well-Defined Poly(4-Iodostyrene) and its Post-Polymer Modification Potential via Suzuki Cross-Coupling Reaction" (2024). Master's Theses. 5507.
DOI: https://doi.org/10.31979/etd.xvxn-pa2e
https://scholarworks.sjsu.edu/etd_theses/5507
