![Sodium (2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)-2-heptenoate structure](https://static.chemtradehub.com/structs/811/81129-83-1-441c.webp "Sodium (2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)-2-heptenoate structure")
Sodium (2Z)-7-{[(2R)-2-amino-2-carboxyethyl]sulfanyl}-2-({[(1S)-2,2-dimethylcyclopropyl]carbonyl}amino)-2-heptenoate
CAS Number:
81129-83-1
Molecular Formula:
C16H25N2NaO5S
Isosorbide monoacrylate: a sustainable monomer for the production of fully bio-based polyacrylates and thermosets
Literature Information
Publication Date
2020-10-13
DOI
10.1039/D0PY00957A
Impact Factor
5.582
Authors
Audrey Sahut, Nicolas Jacquel, René Saint-Loup, Patrice Woisel, Jonathan Potier
View Original
Abstract
Isosorbide monoacrylate (IMA) is a fully bio-based monomer formed by the reaction between isosorbide and acrylic acid. From a fundamental point of view and as a potential substitute for the current petro-based and carcinogenic monomers, it is crucial to understand its behaviour during a conventional radical polymerization. To this end, the radical polymerizability of IMA has been investigated in depth under various conditions (i.e. different solvents or [IMA]/[Initiator(AIBN)] ratios). In all cases, plateaus are reached for Mn. The Mayo method of IMA free radical polymerization was carried out and the transfer to monomer (CtrM) constant was determined to be up to 1.4 × 10−3. Depending on the molecular weight, PIMA with a large range of Tg from room temperature to higher than 100 °C could be obtained. Furthermore, the treatment of high-Tg PIMA with succinic anhydride leads to a high-performance thermoset featuring thermomechanical properties close to those of commercial epoxy resins such as DGEBA-based resins (Tg = 116 °C and E′ = 4 GPa).
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Source Journal
Polymer Chemistry
CiteScore:
8.6
Self-citation Rate:
7.3%
Articles per Year:
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