Rigid diols bearing two adamantane‐like components: Synthesis from naturally occurring myo‐inositol and application to the synthesis of high‐Tg polyurethanes

Author:

Sudo Atsushi1ORCID,Morihiro Akane1,Ochi Haruka1

Affiliation:

1. Graduate School of Science and Engineering Kindai University Higashi Osaka Osaka Japan

Abstract

Abstractmyo‐inositol, a naturally occurring cyclic hexaol, was converted into conformationally constrained diols 4 bearing two adamantane‐like components in the molecule. For the synthesis of 4, an orthoester derivative of myo‐inositol bearing an adamantane‐like rigid structure on which three hydroxyl groups were attached was used as the precursor. Two molecules of the orthoester were tethered via acetalization using two axially oriented hydroxyl groups, successfully constructing the core structure of 4. Polyaddition of 4 with diisocyanate was performed to obtain the corresponding polyurethanes, with glass transition temperatures (Tg) ranging from 150 to 210°C.

Publisher

Wiley

Subject

Materials Chemistry,Polymers and Plastics,Physical and Theoretical Chemistry

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