Two part curable compositions

Patent metadata

Field	Value
Publication number	US-12454596-B2
Application number	US-202318114388-A
Country	US
Kind code	B2
Filing date	Feb 27, 2023
Priority date	Aug 25, 2020
Publication date	Oct 28, 2025
Grant date	Oct 28, 2025

Abstract

Two-part curable compositions capable of demonstrating substantially no phase separation at room temperature over time and improved adhesion strength retention at elevated temperature conditions.

First claim

What is claimed is:

1 . A composition, comprising:
(a) a polyamide made from the reaction product between a dimerized fatty acid and a member selected from the group consisting of diethylenetriamine tetraethylenepentamine, pentaethylenehexamine and triethylenetetramine; (b) a polyamide made from the reaction product between a dimerized fatty acid and diethylene glycol diaminoalkyl ether; and (c) an epoxy-amine adduct made from the reaction product of diglycidyl ether of bisphenol-A and diethylene glycol diaminoalkyl ether; and (d) optionally, a polyamine; and (e) optionally, tris-2,4,6-(dimethylaminomethyl) phenol.

2 . The composition of claim 1 , wherein the diethylene glycol diaminoalkyl ether of (b) or (c) is diethylene glycol diaminopropyl ether.

3 . The composition of claim 1 , wherein the polyamine of (d) is present.

4 . The composition of claim 1 , wherein the polyamine of (d) is selected from the group consisting of aliphatic polyamines, alicyclic polyamines, heterocyclic polyamines, aromatic polyamines, polyamines containing ether linkages in the backbone of the molecule and various mixtures thereof.

5 . The composition of claim 1 , wherein the polyamine of (d) is selected from the group consisting of ethylenediamine, diethylenetriamine, pentaethylenehexylamine, polyetherdiamine, diethylaminopropylamine, triethanolamine, dimethyl aminomethylphenol, bis(aminopropyl)piperazine, 4,4′-methylene-bis(cyclohexylamine), 2-methyl-1,5-pentanediamine and mixtures thereof.

6 . The composition of claim 1 , wherein the polyamine of (d) is tetraethylenepentamine.

7 . The composition of claim 1 , wherein the polyamine of (d) is present in an amount of about 15 percent by weight or less.

8 . The composition of claim 1 , wherein the polyamine of (d) is present in an amount of about 4 to about 15 percent by weight.

9 . The composition of claim 1 , wherein tris-2,4,6-(dimethylaminomethyl)phenol of (e) is present.

10 . The composition of claim 1 , wherein the epoxy-amine adduct of (c) is present in an amount of about 7 percent by weight or more.

11 . The composition of claim 1 , wherein the epoxy-amine adduct of (c) is present in an amount of about 7 to about 10 percent by weight.

12 . The composition of claim 1 , maintaining a single-phase at room temperature for a period of time of greater than about 6 months.

13 . The composition of claim 1 , demonstrating substantially no phase separation at room temperature for a period of time of greater than about 6 months.

14 . A two part curable composition comprising:
Part A: an epoxy resin, optionally substituted with one or more silane groups; and Part B: the composition of claim 1 .

15 . The composition of claim 14 , wherein Part B demonstrates substantially no phase separation at room temperature for a period of time of greater than about 6 months, and wherein when Part A and Part B are mixed together, dispensed onto a surface of a substrate constructed of epoxy or steel, and mated with another surface constructed of epoxy or steel, cured products thereof demonstrate at least one of the following physical properties: (a) lap shear strength on a surface constructed of epoxy of greater than or equal to about 3100 psi and lap shear strength retention at about 65° C. of greater than 50%; and (b) lap shear strength on a surface constructed of steel of greater than or equal to about 3200 psi and lap shear strength retention at about 65° C. of greater than 43%.

Assignees

• Henkel Ag & Co Kgaa

Inventors

• Liu Zhongwei
• Mamangun Donna M
• Li Ling

Classifications

• C08L2205/025

  containing two or more polymers of the same hierarchy C08L, and differing only in parameters such as density, comonomer content, molecular weight, structure · CPC title

• C08L77/08 Primary

  from polyamines and polymerised unsaturated fatty acids · CPC title

• C08G59/502

  Polyalkylene polyamines · CPC title

• C09J163/00

  Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins · CPC title

• C08L63/00 Primary

  Compositions of epoxy resins; Compositions of derivatives of epoxy resins · CPC title