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

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 hydrox...

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محفوظ في:
التفاصيل البيبلوغرافية
المؤلف الرئيسي: Elaridi, Jomana (author)
مؤلفون آخرون: Ezzeddine, Alaa (author), Koubeissi, Ali (author), Vladimirov, Nikolay (author), Bouhadir, Kamal H. (author)
التنسيق: article
منشور في: 2018
الوصول للمادة أونلاين:http://hdl.handle.net/10725/8397
https://doi.org/10.1080/15685551.2018.1448232
http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php
https://www.tandfonline.com/doi/full/10.1080/15685551.2018.1448232
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author Elaridi, Jomana
author2 Ezzeddine, Alaa
Koubeissi, Ali
Vladimirov, Nikolay
Bouhadir, Kamal H.
author2_role author
author
author
author
author_facet Elaridi, Jomana
Ezzeddine, Alaa
Koubeissi, Ali
Vladimirov, Nikolay
Bouhadir, Kamal H.
author_role author
dc.creator.none.fl_str_mv Elaridi, Jomana
Ezzeddine, Alaa
Koubeissi, Ali
Vladimirov, Nikolay
Bouhadir, Kamal H.
dc.date.none.fl_str_mv 2018-08-30T11:15:15Z
2018-08-30T11:15:15Z
2018
2018-08-30
dc.identifier.none.fl_str_mv 1568-5551
http://hdl.handle.net/10725/8397
https://doi.org/10.1080/15685551.2018.1448232
Elaridi, J., Ezzeddine, A., Abramian, L., Koubeissi, A., Vladimirov, N., & Bouhadir, K. H. (2018). Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines. Designed monomers and polymers, 21(1), 64-74.
http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php
https://www.tandfonline.com/doi/full/10.1080/15685551.2018.1448232
dc.language.none.fl_str_mv en
dc.relation.none.fl_str_mv Designed Monomers and Polymers
dc.rights.*.fl_str_mv info:eu-repo/semantics/openAccess
dc.title.none.fl_str_mv Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines
dc.type.none.fl_str_mv Article
info:eu-repo/semantics/publishedVersion
info:eu-repo/semantics/article
description 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%.
eu_rights_str_mv openAccess
format article
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identifier_str_mv 1568-5551
Elaridi, J., Ezzeddine, A., Abramian, L., Koubeissi, A., Vladimirov, N., & Bouhadir, K. H. (2018). Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines. Designed monomers and polymers, 21(1), 64-74.
language_invalid_str_mv en
network_acronym_str LAURepo
network_name_str Lebanese American University repository
oai_identifier_str oai:laur.lau.edu.lb:10725/8397
publishDate 2018
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repository.name.fl_str_mv
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spelling Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidinesElaridi, JomanaEzzeddine, AlaaKoubeissi, AliVladimirov, NikolayBouhadir, Kamal H.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%.PublishedN/A2018-08-30T11:15:15Z2018-08-30T11:15:15Z20182018-08-30Articleinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article1568-5551http://hdl.handle.net/10725/8397https://doi.org/10.1080/15685551.2018.1448232Elaridi, J., Ezzeddine, A., Abramian, L., Koubeissi, A., Vladimirov, N., & Bouhadir, K. H. (2018). Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines. Designed monomers and polymers, 21(1), 64-74.http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.phphttps://www.tandfonline.com/doi/full/10.1080/15685551.2018.1448232enDesigned Monomers and Polymersinfo:eu-repo/semantics/openAccessoai:laur.lau.edu.lb:10725/83972021-03-19T10:43:17Z
spellingShingle Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines
Elaridi, Jomana
status_str publishedVersion
title Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines
title_full Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines
title_fullStr Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines
title_full_unstemmed Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines
title_short Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines
title_sort Synthesis and polymerization of 1-(2-diallylaminoethyl) pyrimidines
url http://hdl.handle.net/10725/8397
https://doi.org/10.1080/15685551.2018.1448232
http://libraries.lau.edu.lb/research/laur/terms-of-use/articles.php
https://www.tandfonline.com/doi/full/10.1080/15685551.2018.1448232