Premium
Polythiourethanes Crosslinked with Dynamic Disulfide Bonds: Synthesis via Nonisocyanate Approach, Thermomechanical and Reprocessing Properties
Author(s) -
Ge Wenming,
Zhao Bingjie,
Liu Weiming,
Nie Kangming,
Zheng Sixun
Publication year - 2021
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.202000718
Subject(s) - diglycidyl ether , thermosetting polymer , propylene oxide , polymer chemistry , materials science , oxide , carbon disulfide , ether , disulfide bond , elastomer , dynamic mechanical analysis , bisphenol a , polymer , epoxy , chemistry , organic chemistry , composite material , copolymer , ethylene oxide , metallurgy , biochemistry
Polythiourethanes (PTUs) crosslinked with dynamic disulfide bonds are synthesized via a nonisocyanate approach. First, a difunctional five‐membered cyclic trithiocarbonate ( 1 ) is synthesized via the reaction of diglycidyl ether of bisphenol A (DGEBA) with carbon disulfide (CS 2 ). Thereafter, the step‐growth polymerizations of 1 with α,ω‐diamino poly(propylene oxide)s with various molar masses are carried out to obtain a series of linear poly(mercapto thiourethane)s. These linear poly(mercapto thiourethane)s are readily crosslinked upon formation of disulfide bonds, which are generated via radical coupling reaction with the side mercapto groups. These crosslinked PTUs can be tailored into the materials from thermosetting plastics to crosslinked elastomers, depending on the molar masses of α,ω‐diamino poly(propylene oxide)s. More importantly, these crosslinked PTUs display excellent reprocessing properties at elevated temperatures, which is attributable to the metathesis reaction of dynamic disulfide bonds.