From the Synthesis of Biobased Cyclic Carbonate to Polyhydroxyurethanes: A Promising Route towards Renewable Non‐Isocyanate Polyurethanes

With a global production of around 18 million tons (6th among all polymers) and a wide range of applications, such as rigid and soft foams, elastomers, coatings, and adhesives, polyurethanes (PUs) are a major polymer family. Nevertheless, they present important environmental and health issues. Recen...

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Published in:ChemSusChem Vol. 12; no. 15; pp. 3410 - 3430
Main Authors: Carré, Camille, Ecochard, Yvan, Caillol, Sylvain, Avérous, Luc
Format: Journal Article
Language:English
Published: Germany Wiley Subscription Services, Inc 08-08-2019
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Abstract With a global production of around 18 million tons (6th among all polymers) and a wide range of applications, such as rigid and soft foams, elastomers, coatings, and adhesives, polyurethanes (PUs) are a major polymer family. Nevertheless, they present important environmental and health issues. Recently, new and safer PUs, called non‐isocyanate polyurethanes (NIPUs), have become a promising alternative to replace conventional PUs. Sustainable routes towards NIPUs are discussed herein from the perspective of green chemistry. The main focus is on the reaction between biobased carbonates and amines, which offers an interesting pathway to renewable polyhydroxyurethanes (PHUs). An overview of different routes for the synthesis of PHUs draws attention to the green synthesis of cyclic carbonate (CC) compounds and the aminolysis reaction. Current state‐of‐the‐art of different biobased building blocks for the synthesis of PHUs focuses on CC compounds. Three classes of compounds are defined according to the feedstock: 1) vegetable fats and oils, 2) starch and sugar resources, and 3) wood derivatives. Finally, biobased PHU properties are discussed. Going full circle: Polyhydroxyurethanes, for the preparation of non‐isocyanate polyurethanes, are the best candidate to replace polyurethanes. This Review focuses on sustainable ways to synthesize cyclocarbonates from renewable resources. Different parameters that affect the aminolysis reaction and properties of the resulting materials are also discussed.
AbstractList With a global production of around 18 million tons (6th among all polymers) and a wide range of applications, such as rigid and soft foams, elastomers, coatings, and adhesives, polyurethanes (PUs) are a major polymer family. Nevertheless, they present important environmental and health issues. Recently, new and safer PUs, called non-isocyanate polyurethanes (NIPUs), have become a promising alternative to replace conventional PUs. Sustainable routes towards NIPUs are discussed herein from the perspective of green chemistry. The main focus is on the reaction between biobased carbonates and amines, which offers an interesting pathway to renewable polyhydroxyurethanes (PHUs). An overview of different routes for the synthesis of PHUs draws attention to the green synthesis of cyclic carbonate (CC) compounds and the aminolysis reaction. Current state-of-the-art of different biobased building blocks for the synthesis of PHUs focuses on CC compounds. Three classes of compounds are defined according to the feedstock: 1) vegetable fats and oils, 2) starch and sugar resources, and 3) wood derivatives. Finally, biobased PHU properties are discussed.
With a global production of around 18 million tons (6th among all polymers) and a wide range of applications, such as rigid and soft foams, elastomers, coatings, and adhesives, polyurethanes (PUs) are a major polymer family. Nevertheless, they present important environmental and health issues. Recently, new and safer PUs, called non‐isocyanate polyurethanes (NIPUs), have become a promising alternative to replace conventional PUs. Sustainable routes towards NIPUs are discussed herein from the perspective of green chemistry. The main focus is on the reaction between biobased carbonates and amines, which offers an interesting pathway to renewable polyhydroxyurethanes (PHUs). An overview of different routes for the synthesis of PHUs draws attention to the green synthesis of cyclic carbonate (CC) compounds and the aminolysis reaction. Current state‐of‐the‐art of different biobased building blocks for the synthesis of PHUs focuses on CC compounds. Three classes of compounds are defined according to the feedstock: 1) vegetable fats and oils, 2) starch and sugar resources, and 3) wood derivatives. Finally, biobased PHU properties are discussed. Going full circle: Polyhydroxyurethanes, for the preparation of non‐isocyanate polyurethanes, are the best candidate to replace polyurethanes. This Review focuses on sustainable ways to synthesize cyclocarbonates from renewable resources. Different parameters that affect the aminolysis reaction and properties of the resulting materials are also discussed.
Author Carré, Camille
Avérous, Luc
Ecochard, Yvan
Caillol, Sylvain
Author_xml – sequence: 1
  givenname: Camille
  surname: Carré
  fullname: Carré, Camille
  organization: Université de Strasbourg
– sequence: 2
  givenname: Yvan
  surname: Ecochard
  fullname: Ecochard, Yvan
  organization: Université de Montpellier
– sequence: 3
  givenname: Sylvain
  surname: Caillol
  fullname: Caillol, Sylvain
  organization: Université de Montpellier
– sequence: 4
  givenname: Luc
  orcidid: 0000-0002-2797-226X
  surname: Avérous
  fullname: Avérous, Luc
  email: luc.averous@unistra.fr
  organization: Université de Montpellier
BackLink https://www.ncbi.nlm.nih.gov/pubmed/31099968$$D View this record in MEDLINE/PubMed
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Issue 15
Keywords biomass
polyurethane
polymers
cyclic carbonates
green chemistry
synthesis design
Language English
License 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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PublicationTitle ChemSusChem
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Snippet With a global production of around 18 million tons (6th among all polymers) and a wide range of applications, such as rigid and soft foams, elastomers,...
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SubjectTerms Amines
biomass
Carbonates
cyclic carbonates
Elastomers
Fats
green chemistry
Isocyanates
Organic chemistry
Plastic foam
polymers
polyurethane
Polyurethane resins
synthesis design
Title From the Synthesis of Biobased Cyclic Carbonate to Polyhydroxyurethanes: A Promising Route towards Renewable Non‐Isocyanate Polyurethanes
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fcssc.201900737
https://www.ncbi.nlm.nih.gov/pubmed/31099968
https://www.proquest.com/docview/2269334090
Volume 12
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