Curable composition

Patent metadata

Field	Value
Publication number	US-11279795-B2
Application number	US-201816492298-A
Country	US
Kind code	B2
Filing date	Jun 26, 2018
Priority date	Jun 29, 2017
Publication date	Mar 22, 2022
Grant date	Mar 22, 2022

Abstract

Provided are curable compositions including a base part comprising an amine-reactive curable resin and a curative part comprising a polymeric toughener dissolved in an amine. The polymeric toughener, optionally a rubbery polymer or thermoplastic polymer, is solid at ambient conditions with a weight average molecular weight of at least 5,000 g/mol while the amine is a liquid at ambient conditions. The curable composition is cured by mixing the base and curative parts with each other. Hardened compositions obtained thereof can achieve increased toughener loading, resulting in high peel and shear strength performance over a wide range of temperatures, including at temperatures exceeding 180° F. (82° C.).

First claim

What is claimed is:

1. A two-part curable composition comprising:
a base part comprising an amine-reactive curable resin; and
a curative part comprising a polymeric toughener dissolved in an amine to incorporate the polymeric toughener and the amine into a homogeneous liquid solution which is not a dispersion, the polymeric toughener being solid at ambient conditions with a weight average molecular weight of at least 5,000 g/mol and the amine being liquid at ambient conditions,
wherein the curable composition can be cured by mixing the base and curative parts with each other.

2. The curable composition of claim 1 , wherein the polymeric toughener comprises a rubbery polymer.

3. The curable composition of claim 2 , wherein the rubbery polymer has a weight average molecular weight of at least 10,000 g/mol.

4. The curable composition of claim 1 , wherein the polymeric toughener contains an amine group that is reactive with the amine-reactive curable resin.

5. The curable composition of claim 4 , wherein the polymeric toughener comprises one or more of polytetrahydrofuran amine, polybutadiene, and acrylonitrile butadiene rubber.

6. The curable composition of claim 1 , wherein the polymeric toughener comprises a thermoplastic polymer.

7. The curable composition of claim 6 , wherein the thermoplastic polymer has a weight average molecular weight of at least 20,000 g/mol.

8. The curable composition of claim 6 , wherein the thermoplastic polymer lacks any amine group that is reactive with the amine-reactive curable resin.

9. The curable composition of claim 6 , wherein the thermoplastic polymer comprises one or more of poly(hydroxyl ether of bisphenol A), poly(phenyl oxide), poly(ether ether ketone), poly(ether sulfone), poly(vinyl butyral), poly(methyl methacrylate) and polyamide.

10. The curable composition of claim 1 , wherein the amine comprises one or more of tetraethylenepentamine, N-aminoethylpiperazine, bis(aminopropyl)piperazine, diethylenetriamine, triethylenetetramine, 4,7,10-trioxatridecane-1,13-diamine, octahydro-4,7-methano-1H-indenedimethylamine, bicyclo[2.2.1]heptanebis(methylamine), meta-xylenediamine, isophoronediamine, and cyclohexanediamine.

11. The curable composition of claim 1 , wherein the base part further comprises a multifunctional epoxy having an epoxy functionality greater than 2.

12. The curable composition of claim 11 , wherein the multifunctional epoxy comprises tetraglycidyl methylenedianiline.

13. The curable composition of claim 1 , wherein the base part further comprises a rubbery polymer or thermoplastic polymer having a weight average molecular weight of from 5,000 g/mol to 10,000,000 g/mol.

14. A method of making a two-part curable composition, the method comprising:
providing a base part comprising one or more amine-reactive curable resins; and
obtaining a curative part by dissolving a polymeric toughener in an amine that is liquid at ambient conditions to incorporate the polymeric toughener and the amine into a homogeneous liquid solution which is not a dispersion, wherein the polymeric toughener comprises a rubbery polymer, thermoplastic polymer, or combination thereof, each polymeric toughener being solid at ambient conditions and having a weight average molecular weight of at least 5,000 g/mol;
wherein the base part and curative part are reactive upon mixing with each other to obtain a cured composition.

15. A method of curing a two-part curable composition, the method comprising:
dissolving a polymeric toughener in an amine, the polymeric toughener and the amine being incorporated into a homogeneous liquid solution which is not a dispersion, to obtain a curative, wherein the polymeric toughener comprises a rubbery polymer, thermoplastic polymer, or combination thereof, each polymeric toughener being solid at ambient conditions and having a weight average molecular weight of at least 5,000 g/mol, and the amine being a liquid at ambient conditions; and
mixing the curative with an amine-reactive curable resin to obtain a cured composition.

Assignees

• 3M Innovative Properties Co

Inventors

• Chen Lianzhou
• Newman Michael S

Classifications

• C08G59/5013

  containing more than seven carbon atoms, e.g. fatty amines · CPC title

• C08L9/02

  Copolymers with acrylonitrile · CPC title

• C08F110/08

  Butenes · CPC title

• C09J163/00 Primary

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

• C08L71/02

  Polyalkylene oxides · CPC title