New biosourced AA and AB monomers from 1,4:3,6-dianhydrohexitols, Isosorbide, Isomannide, and Isoidide

In the present work, we propose the synthesis of a new family of sugar derived 1,4:3,6-dianhydrohexitol based AA/AB-type monomers. Unprecedented diacids based on Isomannide and Isoidide were elaborated with high yields and showed interestingly high melting point ranges (240–375 °C). Optimization of...

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Autores principales: Saadaoui, Asma, Medimagh, Raouf, Marque, Sylvain, Prim, Damien, Chatti, Saber, Casabianca, Herve, Said Zina, Mongia
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Taylor & Francis 2016
Materias:
Articles
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5812125/
https://www.ncbi.nlm.nih.gov/pubmed/29491795
http://dx.doi.org/10.1080/15685551.2016.1239175
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author Saadaoui, Asma
Medimagh, Raouf
Marque, Sylvain
Prim, Damien
Chatti, Saber
Casabianca, Herve
Said Zina, Mongia
author_facet Saadaoui, Asma
Medimagh, Raouf
Marque, Sylvain
Prim, Damien
Chatti, Saber
Casabianca, Herve
Said Zina, Mongia
author_sort Saadaoui, Asma
collection PubMed
description In the present work, we propose the synthesis of a new family of sugar derived 1,4:3,6-dianhydrohexitol based AA/AB-type monomers. Unprecedented diacids based on Isomannide and Isoidide were elaborated with high yields and showed interestingly high melting point ranges (240–375 °C). Optimization of reaction conditions (temperature, time of reaction, and reactant ratios) has been investigated to synthesize the key intermediate of a set of AB monomers with acid, ester, and acid chloride functionalities. Isosorbide based ether benzoic acid AB monomer was polymerized and characterized by NMR and DSC techniques. The results show a semicrystalline behavior of the obtained polymer thanks to the controlled stereoregular arrangement of the AB starting monomer.
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spelling pubmed-58121252018-02-28 New biosourced AA and AB monomers from 1,4:3,6-dianhydrohexitols, Isosorbide, Isomannide, and Isoidide Saadaoui, Asma Medimagh, Raouf Marque, Sylvain Prim, Damien Chatti, Saber Casabianca, Herve Said Zina, Mongia Des Monomers Polym Articles In the present work, we propose the synthesis of a new family of sugar derived 1,4:3,6-dianhydrohexitol based AA/AB-type monomers. Unprecedented diacids based on Isomannide and Isoidide were elaborated with high yields and showed interestingly high melting point ranges (240–375 °C). Optimization of reaction conditions (temperature, time of reaction, and reactant ratios) has been investigated to synthesize the key intermediate of a set of AB monomers with acid, ester, and acid chloride functionalities. Isosorbide based ether benzoic acid AB monomer was polymerized and characterized by NMR and DSC techniques. The results show a semicrystalline behavior of the obtained polymer thanks to the controlled stereoregular arrangement of the AB starting monomer. Taylor & Francis 2016-10-23 /pmc/articles/PMC5812125/ /pubmed/29491795 http://dx.doi.org/10.1080/15685551.2016.1239175 Text en © 2016 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group http://creativecommons.org/licenses/by/4.0/ This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
spellingShingle Articles
Saadaoui, Asma
Medimagh, Raouf
Marque, Sylvain
Prim, Damien
Chatti, Saber
Casabianca, Herve
Said Zina, Mongia
New biosourced AA and AB monomers from 1,4:3,6-dianhydrohexitols, Isosorbide, Isomannide, and Isoidide
title New biosourced AA and AB monomers from 1,4:3,6-dianhydrohexitols, Isosorbide, Isomannide, and Isoidide
title_full New biosourced AA and AB monomers from 1,4:3,6-dianhydrohexitols, Isosorbide, Isomannide, and Isoidide
title_fullStr New biosourced AA and AB monomers from 1,4:3,6-dianhydrohexitols, Isosorbide, Isomannide, and Isoidide
title_full_unstemmed New biosourced AA and AB monomers from 1,4:3,6-dianhydrohexitols, Isosorbide, Isomannide, and Isoidide
title_short New biosourced AA and AB monomers from 1,4:3,6-dianhydrohexitols, Isosorbide, Isomannide, and Isoidide
title_sort new biosourced aa and ab monomers from 1,4:3,6-dianhydrohexitols, isosorbide, isomannide, and isoidide
topic Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5812125/
https://www.ncbi.nlm.nih.gov/pubmed/29491795
http://dx.doi.org/10.1080/15685551.2016.1239175
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