Methods, compositions and uses relating thereto

Abstract

A method of combatting colour loss from a dyed material, the method comprising the steps of: (1) contacting the material with a composition comprising an electrophilic species selected from aldehydes, succinimidyl esters, and mixtures thereof; (2) contacting the material with a composition comprising a chelating agent and/or a salt of an amine and/or a carboxylic acid.

Claims

1. A method of combatting colour loss from a dyed material, the method comprising the steps of: (1) contacting the material with a composition comprising a hydroxy-substituted aldehyde selected from the group consisting of hydroxydecanal, 2-hydroxydodecanal, 2-hydroxytetradecanal, 2-hydroxyhexanal, 2-hydroxyoctanal, 2-hydroxypropanal, 6-hydroxyhexanal, 3-hydroxypropanal, 4-hydroxy-but-2-enal, 2-hydroxybutanal, 3-hydroxybutanal and 4-hydroxybutanal; and (2) contacting the material with a composition comprising a) a chelating agent and/or b) a salt of an amine and a carboxylic acid.

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 method according to claim 1 wherein step (1) is carried out before step (2).

6. A method according to claim 1 wherein step (2) is carried out before step (1).

7. The method according to claim 1 wherein steps (1) and (2) are carried out simultaneously and the material is contacted with a single composition comprising: a hydroxy-substituted aldehyde selected from the group consisting of hydroxydecanal, 2-hydroxydodecanal, 2-hydroxytetradecanal, 2-hydroxyhexanal, 2-hydroxyoctanal, 2-hydroxypropanal, 6-hydroxyhexanal, 3-hydroxypropanal, 4-hydroxy-but-2-enal, 2-hydroxybutanal, 3-hydroxybutanal and 4-hydroxybutanal; and a) a chelating agent and/or b) a salt of an amine and a carboxylic acid.

8. A method according to claim 1 wherein the aldehyde is selected from the group consisting of 2-hydroxypropanal, 2-hydroxyhexanal, and 2-hydroxyoctanal.

9. The method according to claim 1 wherein the composition further comprises a succinimidyl ester of formula (IV): ##STR00017## wherein R is optionally substituted hydrocarbyl group having at least 5 carbon atoms; and R.sup.1 is hydrogen or a sulfonate moiety.

10. The method according to claim 9 wherein R is phenyl or CH.sub.3(CH.sub.2).sub.n wherein n is 5 to 10.

11. The method according to claim 1 wherein the chelating agent is a polycarboxylic acid derived chelating agent.

12. The method according to claim 1 wherein the chelating agent is selected from the group consisting of diethylene triamine pentaacetic acid DTPA, glutamic acid N,N-diacetic acid GLDA and mixtures thereof.

13. The method according to claim 1 wherein the amine salt of a carboxylic acid is an amine salt of a carboxylic acid wherein the carboxylic acid has 4 to 10 carbon atoms.

14. The method according to claim 13 wherein the amine salt is diethanolamine salt or triethanolamine salt of octanoic acid or hexanoic acid.

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

16. 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

(1) The hydroxy-substituted aldehyde compounds used in the present invention were prepared using the following method:

(2) These are formed from corresponding 1,2-diol compounds by selective oxidation of the alpha alcohol. In a three necked flask, a copper catalyst in a high temperature oil were weighed. The flask was then fitted with side arm, a receiving flask and a water cooled condenser. The reaction was heated with stirring to the correct temperature under a flow of nitrogen and/or vacuum.

(3) The required alcohol was added continuously at a constant rate. The product was collected by distillation from the reaction mixture. The vacuum or nitrogen was adjusted to ensure the aldehyde was distilled over rapidly to reduce the chance of further oxidation. The exact conditions depend on aldehyde being produced. A yield of greater than 75% is typical.

EXAMPLE 2

(4) Wool swatches were dyed with an oxidative red dye formed as follows:

(5) ##STR00016##

(6) The dyed swatches were immersed in an aqueous solution comprising the test compounds listed in table 1 in the specified amounts 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. The reading of the colour intensity of the resultant cloth was measured using standard reflectometry and compared with a deionised water control (containing 0.1 wt % SLES). In this case the difference in reflectance of light having a wavelength of 457 nm was measured.

(7) The results in table 1 are the absolute values of ΔR457 wherein ΔR457 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.

(8) TABLE-US-00001 TABLE 1 Amount in wt % Composition 2-hydroxyoctanal GLDA** Amine salt* ΔR457 1 0.00 0.00 0.00 6.1 2 0.00 1.25 0.50 3.6 3 0.50 1.18 0.54 2.1 4 1.00 1.27 0.24 2.3 5 0.50 1.25 0.00 4 6 0.82 0.04 0.50 3.7 *The amine salt used in the examples was the triethanolamine salt of octanoic acid. **The amount refers to the amount as free acid.

EXAMPLE 3

(9) The tests of example 2 were repeated except the components were added to an aqueous composition comprising 10 wt % of a commercial shampoo formulation rather than 0.1 wt % SLES.

(10) The results in table 2 are the absolute values of ΔR457 wherein ΔR457 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.

(11) TABLE-US-00002 TABLE 2 Amount in wt % Composition 2-hydroxyoctanal GLDA** Amine salt* ΔR457 1 0.00 0.00 0.00 5.9 2 0.00 1.25 0.50 3.8 3 0.00 2.50 0.50 2.4 4 0.26 0.00 0.49 4.9 5 0.50 1.25 0.00 2.5 6 0.50 2.50 0.50 1.2 7 0.54 1.18 0.54 3.3 8 1.00 1.25 0.80 0.5 9 1.00 1.27 0.24 2.2 10 1.00 2.50 0.00 1.4 11 1.00 2.50 1.00 0 *The amine salt used in the examples was the triethanolamine salt of octanoic acid. **The amount refers to the amount as free acid.