2020
DOI: 10.1002/pol.20200030
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Synthesis of partially bio‐based triepoxides from naturally occurring myo‐inositol and their polyadditions

Abstract: Partially bio‐based triepoxides, 1,3,5‐tri‐O‐methyl‐2,4,6‐tri‐O‐(oxiran‐2‐yl‐methyl)‐myo‐inositol (4) and 2,4,6‐tri‐O‐(oxiran‐2‐yl‐methyl)‐myo‐inositol 1,3,5‐orthoacetate (5), were synthesized from naturally occurring myo‐inositol. These two triepoxides differ from each other in terms of rigidity of the core structure; while the former triepoxide has a more flexible cyclohexane core, the latter has a highly rigid adamantane‐like orthoester core. Triepoxide 5 readily reacted with nucleophilic monomers such as d… Show more

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Cited by 2 publications
(1 citation statement)
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“…[24][25][26] Orthoester 1, a triol with a rigid adamantane-like motif, is a useful precursor for rigid monomers (Scheme 1). [26][27][28] For example, the reaction of 1 with phenyl isocyanate affords a diol-type monomer 26 : Polyaddition of the diol with HMDI gives a linear polyurethane. The T g was 105 C, which is comparable to the aforementioned T g value for isosorbidederived polyurethane.…”
Section: Introductionmentioning
confidence: 99%
“…[24][25][26] Orthoester 1, a triol with a rigid adamantane-like motif, is a useful precursor for rigid monomers (Scheme 1). [26][27][28] For example, the reaction of 1 with phenyl isocyanate affords a diol-type monomer 26 : Polyaddition of the diol with HMDI gives a linear polyurethane. The T g was 105 C, which is comparable to the aforementioned T g value for isosorbidederived polyurethane.…”
Section: Introductionmentioning
confidence: 99%