Waterborne epoxy curing agent

Patent metadata

Field	Value
Publication number	US-12173113-B2
Application number	US-202217691221-A
Country	US
Kind code	B2
Filing date	Mar 10, 2022
Priority date	Mar 17, 2021
Publication date	Dec 24, 2024
Grant date	Dec 24, 2024

Abstract

Provided is a waterborne epoxy curing agent comprising a reaction product of a) at least one amine having at least one moiety in the formula of -QNH—, wherein Q is a divalent hydrocarbon group, and wherein the amine has at least one tertiary amino group and at least one primary amino group per molecule; and b) at least one polyether polyol modified epoxide having one or more epoxide groups. Also provided is preparation methods thereof.

First claim

The invention claimed is:

1. A waterborne epoxy curing agent comprising a reaction product of:
a) at least one amine having at least one moiety in the formula of -QNH—, wherein Q is a divalent hydrocarbon group, and wherein the amine has at least one tertiary amino group and at least one primary amino group per molecule, wherein the amine includes one or more compounds represented by formula (II):

wherein i and j are independently integers not less than 1, wherein R 1 and R 2 are independently a substituted or unsubstituted C1 to C16 alkyl, alkenyl, alkadienyl, cycloalkyl, cycloalkenyl, cycloalkadienyl, aryl, or aralkyl group, and wherein Q is —CH 2 CH 2 —, —CH 2 CH 2 CH 2 —, —CH 2 CH(CH 3 )—, —CH 2 CH 2 CH 2 CH 2 —, —CH 2 CH 2 CH(CH 3 )—, —CH 2 CH(CH 3 )CH 2 —, —CH(CH 3 )CH(CH 3 )—, or —CH 2 CH(CH 2 CH 3 )—; and
b) at least one polyether polyol modified epoxide having one or more epoxide groups.

2. A method for preparing a waterborne epoxy curing agent of claim 1 , comprising:
heating the reaction product to a temperature of 30° C. to 150° C. for 0.1 to 6 hours.

3. The method of claim 2 , wherein a stoichiometric ratio of the amine to the epoxide is within a mole ratio of 1 to 100.

4. The waterborne epoxy curing agent of claim 1 , wherein a stoichiometric ratio is in a range of 1 to 100, wherein the stoichiometric ratio is a ratio of an equivalent number in active amine hydrogen atoms of the amine to an equivalent number of epoxide groups in the polyether polyol modified epoxide.

5. The waterborne epoxy curing agent of claim 1 , wherein the at least one polyether polyol modified epoxide resin comprises the reaction product of at least one epoxide compound and at least one polyether polyol.

6. The waterborne epoxy curing agent of claim 5 , wherein the polyether polyol is selected from polyethylene glycol, polypropylene glycol, or polybutylene glycol.

7. The waterborne epoxy curing agent of claim 5 , wherein the at least one epoxide compound is a diglycidyl ether of bisphenol A, a diglycidyl ether of bisphenol F, 1,4-butanediol diglycidyl ether, cyclohexane dimethylol diglycidyl ether, resorcinol diglycidyl ether, glycerol triglycidyl ether, trimethylol propane triglycidyl ether, or novolac epoxy resin.

8. The waterborne epoxy curing agent of claim 1 further comprising water.

9. The waterborne epoxy curing agent of claim 1 , further comprising one or more catalysts.

10. The waterborne epoxy curing agent of claim 1 further comprising one or more additives selected from the group consisting of fillers, reinforcing agents, coupling agents, toughening agents, defoamers, dispersants, lubricants, colorants, marking materials, dyes, pigments, IR absorbers, UV absorbers, antistats, anti-blocking agents, nucleating agents, crystallization accelerators, crystallization delayers, conductivity additives, carbon black, graphite, carbon nanotubes, graphene, desiccants, de-molding agents, levelling auxiliaries, flame retardants, separating agents, optical lighteners, rheology additives, photochromic additives, softeners, adhesion promoters, anti-dripping agents, metallic pigments, stabilizers, metal glitters, metal coated particles, porosity inducers, glass fibers, nanoparticles, and flow assistants.

Assignees

• Evonik Operations Gmbh

Inventors

• Wakita Keiji

Classifications

• C08G59/4269

  Macromolecular compounds obtained by reactions other than those involving unsaturated carbon-to-carbon bindings (C08G59/4253 takes precedence) · CPC title

• C08G59/245

  aromatic · CPC title

• C08G59/56

  together with other curing agents · CPC title

• C08G2150/00

  Compositions for coatings · CPC title

• C08G59/5033

  aromatic · CPC title