Synthesis and polymerization of 1-(2-diallylaminoethyl)pyrimidines

Autor: Jomana Elaridi, Alaa Ezzeddine, Lara Abramian, Ali Koubeissi, Nikolay Vladimirov, Kamal H. Bouhadir
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Zdroj: Designed Monomers and Polymers, Vol 21, Iss 1, Pp 64-74 (2018)
Druh dokumentu: article
ISSN: 1568-5551
15685551
DOI: 10.1080/15685551.2018.1448232
Popis: We report the preparation and characterization of three pyrimidine-based monomers, specifically: 1-(2-diallylaminoethyl)uracil, 1-(2-diallylaminoethyl)thymine and 1-(2-diallylaminoethyl)cytosine. Monomer synthesis was initiated by reaction of the pyrimidine with ethylene carbonate to form the hydroxyethyl adduct which was subsequently chlorinated to afford the chloroethyl intermediate. Reaction of the chloroethyl derivatives with diallylamine resulted in the desired monomers. We demonstrated a two-fold increase in the overall yield of the three monomers in comparison to reported procedures. The cyclopolymerization and cyclo-copolymerization of 1-(2-diallylaminoethyl)pyrimidine trifluoroacetate salts in water resulted in low-yield homopolymers. In contrast, the neutral 1-(2-diallylaminoethyl)pyrimidines cyclo-copolymerized with sulfur dioxide and V-50 initiator to yield the corresponding copolymers in higher yields ranging from 30 to 60%.
Databáze: Directory of Open Access Journals
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