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Synthesis of Bioacrylic Polymers from Dihydro-5-hydroxyl furan-2-one (2H-HBO) by Free and Controlled Radical Polymerization
[Image: see text] In this work, dihydro-5-hydroxyl furan-2-one (2H-HBO), a renewable-sourced chemical containing the hydroxyl functionality, is converted into its acrylic counterpart for the first time through a green chemical procedure using methacrylic anhydride. This newly synthesized acrylic mon...
Autores principales: | , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2018
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641244/ https://www.ncbi.nlm.nih.gov/pubmed/31458513 http://dx.doi.org/10.1021/acsomega.7b01929 |
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author | Ray, Parijat Hughes, Timothy Smith, Craig Simon, George P. Saito, Kei |
author_facet | Ray, Parijat Hughes, Timothy Smith, Craig Simon, George P. Saito, Kei |
author_sort | Ray, Parijat |
collection | PubMed |
description | [Image: see text] In this work, dihydro-5-hydroxyl furan-2-one (2H-HBO), a renewable-sourced chemical containing the hydroxyl functionality, is converted into its acrylic counterpart for the first time through a green chemical procedure using methacrylic anhydride. This newly synthesized acrylic monomer is able to be polymerized using different techniques such as bulk, solution, and emulsion polymerization. The ability of this monomer to copolymerize with other commercially available acrylates is studied using emulsion polymerization techniques. The pendent lactone ring remains unopened during polymerization and the new monomer is able to copolymerize with other acrylates such as methyl methacrylate and styrene. Reversible addition-fragmentation chain transfer reaction emulsion polymerization is also studied with the same monomer, leading to a steady conversion (∼60%) with a low polydispersity of 1.06. The homopolymer produced from such an emulsion polymerization shows a higher molecular weight than that produced from other methods, with a glass transition temperature of around 105 °C. This demonstrates the potential of this monomer as an interesting, green replacement for methyl methacrylate in certain fields of application. |
format | Online Article Text |
id | pubmed-6641244 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2018 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-66412442019-08-27 Synthesis of Bioacrylic Polymers from Dihydro-5-hydroxyl furan-2-one (2H-HBO) by Free and Controlled Radical Polymerization Ray, Parijat Hughes, Timothy Smith, Craig Simon, George P. Saito, Kei ACS Omega [Image: see text] In this work, dihydro-5-hydroxyl furan-2-one (2H-HBO), a renewable-sourced chemical containing the hydroxyl functionality, is converted into its acrylic counterpart for the first time through a green chemical procedure using methacrylic anhydride. This newly synthesized acrylic monomer is able to be polymerized using different techniques such as bulk, solution, and emulsion polymerization. The ability of this monomer to copolymerize with other commercially available acrylates is studied using emulsion polymerization techniques. The pendent lactone ring remains unopened during polymerization and the new monomer is able to copolymerize with other acrylates such as methyl methacrylate and styrene. Reversible addition-fragmentation chain transfer reaction emulsion polymerization is also studied with the same monomer, leading to a steady conversion (∼60%) with a low polydispersity of 1.06. The homopolymer produced from such an emulsion polymerization shows a higher molecular weight than that produced from other methods, with a glass transition temperature of around 105 °C. This demonstrates the potential of this monomer as an interesting, green replacement for methyl methacrylate in certain fields of application. American Chemical Society 2018-02-20 /pmc/articles/PMC6641244/ /pubmed/31458513 http://dx.doi.org/10.1021/acsomega.7b01929 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes. |
spellingShingle | Ray, Parijat Hughes, Timothy Smith, Craig Simon, George P. Saito, Kei Synthesis of Bioacrylic Polymers from Dihydro-5-hydroxyl furan-2-one (2H-HBO) by Free and Controlled Radical Polymerization |
title | Synthesis of Bioacrylic Polymers from Dihydro-5-hydroxyl
furan-2-one (2H-HBO) by Free and Controlled Radical Polymerization |
title_full | Synthesis of Bioacrylic Polymers from Dihydro-5-hydroxyl
furan-2-one (2H-HBO) by Free and Controlled Radical Polymerization |
title_fullStr | Synthesis of Bioacrylic Polymers from Dihydro-5-hydroxyl
furan-2-one (2H-HBO) by Free and Controlled Radical Polymerization |
title_full_unstemmed | Synthesis of Bioacrylic Polymers from Dihydro-5-hydroxyl
furan-2-one (2H-HBO) by Free and Controlled Radical Polymerization |
title_short | Synthesis of Bioacrylic Polymers from Dihydro-5-hydroxyl
furan-2-one (2H-HBO) by Free and Controlled Radical Polymerization |
title_sort | synthesis of bioacrylic polymers from dihydro-5-hydroxyl
furan-2-one (2h-hbo) by free and controlled radical polymerization |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641244/ https://www.ncbi.nlm.nih.gov/pubmed/31458513 http://dx.doi.org/10.1021/acsomega.7b01929 |
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