US 12,637,537 B2 · Ambient temperature curable coating and uses therein

Abstract

Disclosed is a novel room-temperature curable bio-based epoxy vitrimer with a simple design of the chemical structure. A hempseed oil-derived glycidyl ester type epoxy (HOEP) was synthesized and then blended with a bisphenol A epoxy (DER331) to manipulate the properties of the resulting vitrimer s. An aliphatic amine hardener, diethylenetriamine (DETA), was selected as hardener to realize the room temperature curing in presence of triethanolamine (TEOA) as the catalyst. Unlike the traditional glycidyl ether epoxy-amine the thermosets which are based on sable C—N and ether linkages, the epoxy vitrimer herein includes ester bonds with HOEP and hydroxyls formed from the reaction of amine and epoxy in its cross-linked network. Dynamic transesterification (DTER) between the ester bonds and hydroxyls take place at elevated temperatures, imparting the vitrimer significant stress relaxation behavior and repairability. This provided a viable method to produce room temperature curable epoxy vitrimer s.

Claims17

Dependent claims

A resin composition comprising a glycidyl ester epoxy having the following structure:

wherein:
L has one of the following structures:
and
an aliphatic amine hardener comprising isophorone diamine or a compound having the following structure:
wherein:
R1, R2, and R3 are each independently hydrogen, —(CH2)nNH2,
or —(CH2)n—NH—(CH2)m—NH2, provided that one of R1, R2 and R3 is not hydrogen
n is 1, 2, or 3;
m is 1, 2, or 3;
and
a glycidyl ether epoxy having the following structure:
wherein:
n1 is an integer from 0-10;
and
a triethanolamine catalyst.

12 more elements

Dependencies are inferred from the claim text.

Ambient temperature curable coating and uses therein

Life of this patent

Ambient temperature curable coating and uses therein

Life of this patent

Abstract

Claims17