METHODS, COMPOSITIONS AND USES RELATING THERETO

Abstract

A method of combating colour loss from a dyed material, the method comprising contacting the material with a composition comprising a compound of formula (I): (I) wherein R is an optionally substituted hydrocarbyl group having at least 5 carbon atoms, and R is hydrogen or a solubilising group.

##STR00001##

Claims

1. A method of combating colour loss from a dyed material, the method comprising contacting the material with a composition comprising a compound of formula (I): ##STR00011## wherein R is an optionally substituted hydrocarbyl group having at least 5 carbon atoms, and R.sup.1 is hydrogen or a solubilising group.

2. The method according to claim 1 wherein the material is a keratinous material.

3. The method according to claim 1 wherein the material is human hair or animal hair.

4. The method according to claim 3 wherein the material is growing human hair or animal hair.

5. A hair care composition comprising a compound of formula (I): ##STR00012## wherein R is an optionally substituted hydrocarbyl group having at least 5 carbon atoms; and R.sup.1 is hydrogen or a solubilising group.

6. The composition according to claim 5 comprising two or more compounds of formula (I).

7. A method of colouring hair, the method comprising: (a) contacting the hair with a colouring composition; and (b) contacting the hair with a composition comprising a compound of formula (I): ##STR00013## wherein R is an optionally substituted hydrocarbyl group having at least 5 carbon atoms; and R.sup.1 is hydrogen or a solubilising group.

8. The method according to claim 1 wherein the composition comprising the compound of formula (I) is selected from a shampoo composition, a conditioning composition, a hair styling composition, a hair permanent waving composition, a hair relaxing composition, a hair permanent straightening composition or a hair colouring composition.

9. The method according to claim 1 wherein the composition comprising the compound of formula (I) further comprises 1 to 30 wt % of one or more surfactants.

10. The method according to claim 1 wherein R is selected from an optionally substituted alkyl, alkenyl, or aryl group having 5 to 20 carbon atoms.

11. The method according to claim 1 wherein R is an unsubstituted hydrocarbyl group.

12. The method according to claim 1 wherein R is selected from phenyl and CH.sub.3(CH.sub.2).sub.n wherein n is from 4 to 10.

13. The method according to claim 1 wherein R is n-heptyl.

14. The method according to claim 1 R.sup.1 is hydrogen or a sulfonate moiety.

15. The method according to claim 1 wherein the composition comprising the compound of formula (I) further comprises an aldehyde which is an alpha-substituted aldehyde and/or a hydroxy aldehyde.

16. The method according to claim 1 wherein the composition comprising the compound of formula (I) further comprises a polycarboxylic acid derived chelating agent.

17. The method according to claim 1 wherein the composition comprising the compound of formula (I) further comprises an amine salt of a carboxylic acid.

18. The method according to claim 1 wherein the composition comprising the compound of formula (I) further comprises a crosslinking agent comprising two or more maleic acid derived reactive moieties and a linker having two or more amino groups.

19. The method according to claim 7 wherein steps (a) and (b) are carried out simultaneously and the method involves contacting the hair with a colouring composition comprising a compound of formula (I).

20. The method according to claim 7 wherein step (b) is carried out before step (a).

21. method according to claim 7 wherein step (b) is carried out after step (a).

22. The method according to claim 7 which provides a significant reduction in colour loss after 1 to 3 washes such that the colour is visibly more intense compared with hair treated by an equivalent method excluding the compound of formula (I).

23. The method according to claim 7 which provides a reduction in colour loss of at least 10% after three washes compared with hair treated by an equivalent method excluding the compound of formula (I).

24.-25. (canceled)

26. The method according to claim 1 which reduces colour loss by at least 20%.

27. A packaged hair colouring product comprising one or more compositions wherein the one or more compositions together comprise at least one dye compound and/or one dye precursor compound and a compound of formula (I).

28. The method according to claim 1 wherein the dyed material is a textile material.

29. The method according to claim 1 which combats colour loss resulting from washing a dyed textile material in a laundry washing process.

Description

EXAMPLE 1

[0175] Wool swatches were dyed with an oxidative red dye formed as follows:

##STR00009##

[0176] The dyed swatches were immersed in an aqueous solution comprising the test compounds of formula (I) listed in table 1 at 2 wt % and 0.1 wt % SLES buffered to pH 5.5 with sodium acetate buffer for 30 minutes at 40 C. The swatches were then rinsed in water for 2 minutes and then dried. A 30 minute treatment represents a relatively severe test, equivalent to multiple regular washes.

[0177] A visual assessment was made of the cloth and this was rated on a scale of 1-5, as follows: [0178] 1 Colour significantly more intense than control and close to original colour [0179] 2 Colour visibly more intense than control [0180] 3 Colour not visibly more intense than control [0181] 4 Colour visibly less intense than control [0182] 5 Colour significantly less intense than control or colour hue change (eg, blue) or cloth greasy or spotted (reasons recorded)

[0183] For cloths visually assessed as more intense than the control (Score 1 or 2), then the actual reading of the colour intensity was measured using standard reflectometry and compared with a deionised water control (containing 0.1 wt % SLES). 100% is the amount of dye removed by the control and a number <100% shows less dye removal than the control and 0% is the colour of the original cloth. In this case the difference in reflectance of light having a wavelength of 457 nm was measured.

[0184] Table 1 details the compounds tested and the results obtained, based on the structure:

##STR00010##

[0185] Compounds 1 to 7 are of the invention. Compounds 8 to 12 are comparative examples.

TABLE-US-00001 TABLE 1 Compound R R.sup.1 Score pH 5.5 Result 1 CH.sub.3(CH.sub.2).sub.6 H 1 5% 2 CH.sub.3(CH.sub.2).sub.6 SO.sub.3Na 2 62% 3 CH.sub.3(CH.sub.2).sub.8 H 2 47% 4 CH.sub.3(CH.sub.2).sub.9 H 2 61% 5 CH.sub.3(CH.sub.2).sub.10 H 2 63% 6 C.sub.6H.sub.5 H 2 58% 7 C.sub.6H.sub.5 SO.sub.3Na 2 66% 8 H H 3 9 CH.sub.3 H 4 10 CH.sub.3CH(OH) H 3 11 CH.sub.3CH.sub.2 H 3 12 CH.sub.3(CH.sub.2).sub.2 H 4 13 CH.sub.2COCH.sub.3 H 3 14 disuccinimidyl-l- 3 tartrate

EXAMPLE 2

[0186] The wash fastness of the dyeings according to the invention was assessed according to the following method.

[0187] Wool swatch samples were initially treated as in example 1. They were then treated with a deionized water composition comprising 0.1% SLES for wetting for 15 minutes, rinsed and dried. The reflectance at 457 nm (R457) was measured. A further two washing steps with deionized water comprising 0.1% SLES were carried out for 15 minutes each.

[0188] The results in table 2 are the absolute values of R457 wherein R457 is the difference in reflectance at 457 nm between the initially dyed wool swatches and the swatches that have been treated as detailed in the table.

TABLE-US-00002 TABLE 2 Wash Wash % colour loss Compound 15 min Wash 30 min 45 min compared Composition R R.sup.1 treatment 15 min (total) (total) to control 1 CH.sub.3(CH.sub.2).sub.6 H 3.5 6.1 9.0 12.8 70 2 CH.sub.3(CH.sub.2).sub.8 H 3.5 5.7 8.2 12.3 67 3 CH.sub.3(CH.sub.2).sub.4 H 4.7 7.6 10.3 14.2 77 4 Deionised water 6.4 9.3 13.8 18.4 100 control

[0189] The results in table 2 and FIG. 1 clearly show that the present invention provides a benefit in terms of reducing subsequent leaching of dye relative to the control.