Color indicating epoxy resins and methods thereof

Patent metadata

Field	Value
Publication number	US-8975312-B2
Application number	US-201113704810-A
Country	US
Kind code	B2
Filing date	Jun 29, 2011
Priority date	Jun 29, 2010
Publication date	Mar 10, 2015
Grant date	Mar 10, 2015

Abstract

Described herein is an epoxy composition comprising: a first component comprising an amine-based curing agent and a first dye, having a first color; and a second component comprising a curable epoxy resin and a second dye, having a second color. Also described herein is a shelf-life-indicating composition comprising: an amine-based curing agent; and a dye selected from (i) a cationic triarylmethane dye, wherein the cationic triarylmethane dye reversibly reacts with a primary amine; (ii) a halochromic dye having a color transition range between 7-12 when measured in an aqueous solution; or (iii) combinations thereof.

First claim

What is claimed is:

1. An epoxy composition comprising: a first component comprising an amine-based curing agent and a first dye, wherein the first component has a first color; and a second component comprising a curable epoxy resin and a second dye, wherein the second component has a second color, wherein at least one of the first dye or the second dye is selected from (i) a halochromic dye and (ii) a dye that undergoes a color change when combined with primary amines.

2. The composition according to claim 1 , wherein the first component and the second component are mixed to form a mixture and wherein the mixture has a third color.

3. The composition according to claim 2 , wherein the third color is visually not an additive of the first color and the second color.

4. The composition according to claim 2 , wherein the mixture is cured and the cured mixture has a fourth color.

5. The composition according to claim 4 , wherein the first color and the second color are visually different, wherein the third color is visually different from the first color and the second color, and wherein the fourth color is visually different in color from the first color, the second color, and the third color.

6. The composition according to claim 5 , wherein the difference in color has a ΔH of at least 1 when calculated in L*C*h color space.

7. The composition according to claim 5 , wherein the difference in color has a ΔE of at least 1 when calculated in L*a*b* color space.

8. The composition according to claim 1 wherein the first dye is at least one of a triarylmethane compound, an azo compound, and combinations thereof.

9. The composition according to claim 1 wherein the second dye is at least one of a triarylmethane compound, an azo compound, and combinations thereof.

10. The composition according to claim 1 wherein at least one of the first dye and the second dye is a cationic triarylmethane compound.

11. The composition according to claim 1 , wherein at least one of the first dye and the second dye is a halochromic dye, which comprises a color transition range from pH 7-9 in an aqueous solution.

12. The composition according to claim 1 ,wherein the first dye is selected from at least one of: Patent Blue V, and Bromothymol Blue.

13. The composition according to claim 1 , wherein the second dye is selected from at least one of: Cresol Red, Erichrome Black T, and Methyl Red.

14. The composition according to claim 1 , wherein the amine-based curing agent is selected from the formula:
R 1 R 2 N—R 3 —NR 4 H  (I)

wherein R 1 , R 2 and R 4 represent, independently from each other, hydrogen, a linear or branched alkyl or a linear or branched polyoxyalkyl moiety and R 3 represent a linear or branched alkyl, alkylamine, polyaminoalkyl, polyamidoalkyl, alkylether, or polyoxyalkyl residue having at least 5 carbon atoms.

15. A 2-component epoxy comprising:
a first component comprising an amine-based curing agent and a first halochromic dye, wherein the first halochromic dye has a first color transition range and a second component comprising a curable epoxy resin comprising a second halochromic dye and having a second color transition range.

16. The 2-component epoxy according to claim 15 , wherein at least one of the first color transition range or the second color transition range is between 7-9 when measured in an aqueous solution.

17. The 2-component epoxy according to claim 15 wherein at least one of the first halochromic dye and the second halochromic dye is at least one of Cresol Red, Erichrome Black T, Thymol Blue, Bromothymol Blue, and combinations thereof.

Assignees

• Jung Adrian T
• 3M Innovative Properties Co

Inventors

• Jung Adrian T

Classifications

• C08K5/46

  with oxygen or nitrogen in the ring · CPC title

• C08K5/23

  Azo-compounds · CPC title

• C08K5/42

  Sulfonic acids; Derivatives thereof · CPC title

• C08J2385/02

  containing phosphorus · CPC title

• C08J2363/00

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