Thesis Title

Synthesis of Furan-Based Poly(Ethylene Glycol) Derivatives and Their Diels-Alder Reactions

Author

Almary Chacon

Date of Graduation

Summer 2001

Degree

Master of Science in Chemistry

Department

Chemistery

Committee Chair

Reza Herati

Subject Categories

Chemistry

Abstract

Poly (ethylene glycol) (PEG) and its derivatives exhibit many useful properties, which have led to a vast array of biomedical and biotechnical applications. Several PEG derivatives have been prepared for use in these applications. However, there is a continuous interest in new PEG derivatives that are easily prepared and possess useful properties. In this work, we have synthesized two new furan-based PEG derivatives namely, 2-[methoxypoly(oxyethylene) furan and 3-[methoxypoly(oxyethylene)methylene]furan. The Diels-Alder reactions of the above derivatives with maleic anhydride, N-phenylmaleimide, N-2-mehylphenylmaleimide, maleimide, and diethylacetylene dicarboxylate have been investigated. The products of these reactions have been characterized by spectroscopic techniques such as ¹H NMR, ¹³C NMR and IR. In addition, aromatization of the Diels-Alder adducts obtained from the reaction of 5-[methoxypoly(oxyethylene)]-(3E)-1, 3 pentadiene amd 5-methoxyethoxy-(3E)-1, 3-pentadiene with diethylacetylene dicarboxylate by DDQ has been achieved, and these products have also been characterized by spectroscopic techniques.

Copyright

© Almary Chacon

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