Color-changing marking composition system

• US 5,460,647 A
• Filed: 02/10/1995
• Issued: 10/24/1995
• Est. Priority Date: 02/10/1995
• Status: Expired due to Term

• Current Assignee: Crayola LLC (Hallmark Cards Incorporated)
• Original Assignee: Binney & Smith Inc.
• Inventors: Fistner, David C., Snedeker, Colin M.
• Primary Examiner(s): KLEMANSKI, HELENE G
• Application Number:
  US08/386,964
• Time in Patent Office: 256 Days
• Field of Search: 106/22 A, 106/22 B, 106/21 R, 106/21 A, 106/19 B
• US Class Current: 523/161
• CPC Class Codes: C09D 13/00 Pencil-leads; Crayon compositions; Chalk compositions

Abstract

A color-changing marking composition system, suitable for use in the form of crayons and pencils, comprising a first marking composition comprising wax, a Leuco dye capable of changing color upon contact with a color change-inducing compound, and a solvent capable of solubilizing the dye; and a second marking composition comprising wax and a color change-inducing compound, which is capable of inducing a color change in a Leuco dye with which it is brought in contact.

Claims

1. A color-changing marking composition system comprising:

(a) a first marking composition comprising a wax, a Leuco dye which changes color when contacted with a color change-inducing compound, and a solvent capable of solubilizing the dye; and

(b) a second marking composition comprising a wax and a color change-inducing compound which induces a color change in the dye when contacted with the dye.

2. The color-changing marking composition system of claim 1, wherein said Leuco dye in said first marking composition is selected from the group consisting of 6-(dimethylamino)-3,3-bis(4-dimethyl-amino)phenyl-(3H)-isobenzofuranone, 6'"'"'-(diethylamino)-3'"'"'-methyl-2'"'"'(phenylamino)spiro isobenzofuran-1(3H)-9'"'"'-(9H)xanthen)-3-one, 2'"'"'-di(phenylmethyl)amino-6'"'"'-(diethylamino)spiro(isobenzofuran-1(3H), 9'"'"'-(9H)xanthen)-3-one, and 3,3-bis(1-butyl-2-methyl-1H-indol-3-yl)-1-3H)-isobenzofuranone.

3. The color-changing marking composition system of claim 1, wherein said Leuco dye in said first marking composition is present in an amount from about 0.5 wt. % to about 5 wt. %.

4. The color-changing marking composition system of claim 3, wherein said Leuco dye in said first marking composition is present in an amount from about 1 wt. % to about 3 wt. %.

5. The color-changing marking composition system of claim 1, wherein said color change-inducing compound is a Lewis acid.

6. The color-changing marking composition system of claim 5, wherein said Lewis acid is a phenolic resin.

7. The color-changing marking composition system of claim 1, wherein said color change-inducing compound is present in an amount from about 10 wt. % to about 50 wt. %.

8. The color-changing marking composition system of claim 7, wherein said color change-inducing compound is present in an amount from about 15 wt. % to about 35 wt. %.

9. The color-changing marking composition system of claim 1, wherein said wax in said first and second marking compositions is selected from the group consisting of paraffin, stearyl alcohol, stearamide, and mixtures thereof.

10. The color-changing marking composition system of claim 9, wherein,

in the first marking composition, paraffin is present in an amount up to about 70 wt. %, stearyl alcohol is present in an amount from about 20 wt. % to about 50 wt. %, and stearamide is present in an amount from about 20 wt. % to about 70 wt. %;

and

in the second marking composition, paraffin is present in an amount up to about 70 wt. % and stearamide is present in an amount from about 20 wt. % to about 50 wt. %.

11. The color-changing marking composition system of claim 10, wherein,

in the first marking composition, paraffin is present in an amount from about 20 wt. % to about 60 wt. %, stearyl alcohol is present in an amount from about 20 wt. % to about 30 wt. %, and stearamide is present in an amount from about 20 wt. % to about 30 wt. %;

and

in the second marking composition, paraffin is present in an amount from about 20 wt. % to about 50 wt. %. and stearamide is present in an amount from about 25 wt. % to about 40 wt. %.

12. The color-changing marking composition system of claim 1, wherein said second marking composition additionally comprises a compatibilizer.

13. The color-changing marking composition system of claim 12, wherein said solvent in said first marking composition and said compatibilizer in said second marking composition is butyl benzyl phthalate.

14. The color-changing marking composition system of claim 12, wherein,

in said first marking composition, said solvent is present in an amount from about 1 wt. % to about 10 wt. %;

and

in said second marking composition, said compatibilizer is present in an amount from about 5 wt. % to about 20 wt. %.

15. The color-changing marking composition system of claim 14, wherein,

in said first marking composition, said solvent is present in an amount from about 2 wt. % to about 6 wt. %;

and

in said second marking composition, said compatibilizer is present in an amount from about 10 wt. % to about 12 wt. %.

16. The color-changing marking composition system of claim 1, wherein said first marking composition additionally comprises a pigment.

17. The color-changing marking composition system of claim 16, wherein said pigment is present in an amount from about 0.5 wt. % to about 10 wt. %.

18. The color-changing marking composition system of claim 17, wherein said pigment is present in an amount from about 1 wt. % to about 3 wt. %.

19. The color-changing marking composition system of claim 1, wherein said first marking composition comprises from about 20 wt. % to about 60 wt. % paraffin, from about 20 wt. % to about 30 wt. % stearyl alcohol, from about 20 wt. % to about 30 wt. % stearamide, from about 1 wt. % to about 3 wt. % Leuco dye, from about 1 wt. % to about 3 wt. % pigment, and from about 2 wt. % to about 6 wt. % butyl benzyl phthalate, and

said second marking composition comprises from about 20 wt. % to about 50 wt. % paraffin, from about 25 wt. % to about 40 wt. % stearamide, from about 15 wt. % to about 35 wt. % phenolic resin, and from about 10 wt. % to about 12 wt. % butyl benzyl phthalate.

20. The color-changing marking composition system of claim 1, wherein said first marking composition comprises about 40 wt. % paraffin, about 26 wt. % stearyl alcohol, about 26 wt. % stearamide, about 2 wt. % Leuco dye, about 2 wt. % pigment, and about 4 wt. % butyl benzyl phthalate, and

said second marking composition comprises about 33 wt. % paraffin, about 33 wt. % stearamide, about 25 wt. % phenolic resin, and about 10 wt. % butyl benzyl phthalate.