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Salvia-0724Thesis(2).pdf (6.87 MB)

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Controlling Carbodiimide-Driven Reaction Networks Through the Reversible Formation of Pyridine Adducts

Salvia, William Stephen
http://orcid.org/0000-0002-8083-2207
http://rave.ohiolink.edu/etdc/view?acc_num=miami1721816298897633

Abstract Details

2024, Master of Science, Miami University, Chemistry and Biochemistry.
Chapter 1 introduces carbodiimide-driven anhydride formation from carboxylic acids, a useful reaction in a variety of non-equilibrium systems. It also introduces established techniques for regulating this reaction. Multiple strategies to control deactivation (anhydride hydrolysis) rates have been reported, but control over activation (anhydride formation) rates is limited. It also explores the role that pyridine already plays within established carbodiimide systems. Chapter 2 explores the reversible reaction of pyridine derivatives with 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide methiodide in water to form adducts. These adducts are unreactive with carboxylic acids and thus reduce the anhydride formation rate while prolonging carbodiimide lifetime. The best results are obtained with 4-methoxypyridine. We demonstrate that this strategy can be used to control the formation of transient polymer network hydrogels, in one example increasing the time to reach peak modulus by 86% and the lifetime by 43%. Chapter 3 concludes and summarizes the work completed in Chapters 1-2 and provides future directions and opportunities with the carbodiimide adduct system. The appendix includes supporting information.
C. Scott Hartley (Advisor)
Dominik Konkolewicz (Committee Member)
Rock Mancini (Committee Member)
David Tierney (Committee Member)
107 p.
Chemistry; Organic Chemistry
Nonequilibrium Systems Chemistry; Kinetic Control; Regulation; Transient Covalent Bond

Recommended Citations

Citations

  • Salvia, W. S. (2024). Controlling Carbodiimide-Driven Reaction Networks Through the Reversible Formation of Pyridine Adducts [Master's thesis, Miami University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=miami1721816298897633

    APA Style (7th edition)

  • Salvia, William. Controlling Carbodiimide-Driven Reaction Networks Through the Reversible Formation of Pyridine Adducts. 2024. Miami University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=miami1721816298897633.

    MLA Style (8th edition)

  • Salvia, William. "Controlling Carbodiimide-Driven Reaction Networks Through the Reversible Formation of Pyridine Adducts." Master's thesis, Miami University, 2024. http://rave.ohiolink.edu/etdc/view?acc_num=miami1721816298897633

    Chicago Manual of Style (17th edition)

miami1721816298897633
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© 2024, all rights reserved.
This open access ETD is published by Miami University and OhioLINK.
Release 3.2.12