Modified amine curing agents, their preparation and use in curable compositions

Patent metadata

Field	Value
Publication number	US-10196479-B2
Application number	US-201815990058-A
Country	US
Kind code	B2
Filing date	May 25, 2018
Priority date	Dec 2, 2014
Publication date	Feb 5, 2019
Grant date	Feb 5, 2019

Abstract

A method for producing a modified form of an aromatic amine compound represented by the following structure I:

where A is an amine group —NHR, R is independently selected from hydrogen, linear and branched alkyl groups having 1 to 6 carbon atoms, preferably A is NH 2 ; X is a halogen selected from Cl, Br, F, I, and At, or hydrogen (H). The method includes heating the aromatic amine compound, in its initial crystalline form, to a temperature above its melting point in order to obtain a molten material, then cooling the molten material to a temperature below the melting point of the crystalline compound so as to produce an amorphous, glassy form of the aromatic amine compound. The modified aromatic amine compound is suitable as a curing agent in resin compositions that are used for fabricating fiber-reinforced composites.

First claim

What is claimed is:

1. A curable epoxy-based composition comprising:
(a) an epoxy component, which includes at least one polyepoxide; and
(b) an aromatic amine compound in an amorphous, glassy form, represented by the following structure:

2. The curable epoxy-based composition of claim 1 , wherein the composition has a viscosity of less than 5 Poise at a temperature in the range of about 80° C. to about 130° C.

3. The curable epoxy-based composition of claim 1 , wherein the aromatic amine compound in an amorphous, glassy form is prepared by heating the aromatic amine compound, in its initial crystalline form, to a temperature of 1° C. to 50° C. above its melting point, as determined by Differential Scanning calorimetry (DSC), in order to obtain a molten material, then cooling the molten material to a temperature of 30° C. or lower.

4. A curable epoxy-based composition comprising:
(a) an epoxy component, which includes at least one polyepoxide; and
(b) a modified aromatic amine compound in amorphous, glassy form,
wherein the modified aromatic amine compound is 9,9-Bis(4-amino-3-chlorophenyl) fluorene represented by the following structure:

and
the modified aromatic amine is the only amine compound in amorphous, glassy form.

5. The curable epoxy-based composition of claim 4 , wherein the composition has a viscosity of less than 5 Poise at a temperature in the range of about 80° C. to about 130° C.

6. The curable epoxy-based composition of claim 4 , wherein the modified aromatic amine compound is prepared by heating the aromatic amine compound, in its initial crystalline form, to a temperature of 1° C. to 50° C. above its melting point, as determined by Differential Scanning calorimetry (DSC), in order to obtain a molten material, then cooling the molten material to a temperature of 30° C. or lower.

Assignees

• Cytec Ind Inc

Inventors

• Meegan Jonathan E

Classifications

• C08J5/24

  Impregnating materials with prepolymers which can be polymerised in situ, e.g. manufacture of prepregs · CPC title

• C08G59/5033 Primary

  aromatic · CPC title

• C08J2363/00

  Characterised by the use of epoxy resins; Derivatives of epoxy resins · CPC title

• C07C211/50

  with at least two amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton · CPC title

• C08K5/18

  with aromatically bound amino groups · CPC title