Leuco Triphenylmethane Colorants As Bluing Agents In Laundry Care Compositions
US-2018245025-A1 · Aug 30, 2018 · US
US10696928B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10696928-B2 |
| Application number | US-201916352913-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 14, 2019 |
| Priority date | Mar 21, 2018 |
| Publication date | Jun 30, 2020 |
| Grant date | Jun 30, 2020 |
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Detergent compositions comprising a water-soluble film and a leuco colorant. At least about 10% of the leuco colorant is incorporated into the water-soluble film. Methods of making such detergent compositions. A detergent composition including (a) at least one laundry care ingredient and (b) a leuco composition. The leuco composition has a first color state and a second color state and the mole ratio of second color state to first color state is from 2:98 to 5:95. Also disclosed are methods of determining the approximate functional age of a detergent composition comprising the steps of (a) providing a detergent composition that includes at least one laundry care ingredient and a leuco composition, (b) providing a functional age scale that includes a plurality of distinct colors that correspond to a unique functional age and (c) comparing the color of the detergent composition with the functional age scale.
Opening claim text (preview).
What is claimed is: 1. A detergent composition comprising: a) a first composition; b) a water-soluble film; and c) a leuco colorant wherein said first composition is selected from the group consisting of a liquid detergent, a granular detergent, or a tablet detergent, and wherein at least about 30% of said leuco colorant is incorporated into said water-soluble film. 2. A detergent composition according to claim 1 , wherein the leuco colorant is selected from the group consisting of a diarylmethane leuco, a triarylmethane leuco, an oxazine leuco, a thiazine leuco, a hydroquinone leuco, an arylaminophenol leuco and mixtures thereof. 3. A detergent composition according to claim 1 , wherein the leuco colorant is selected from one or more compounds selected from the group consisting of: and (f) mixtures thereof; wherein the ratio of Formula I-V to its oxidized form is at least 1:3; wherein each individual R o , R m and R p group on each of rings A, B and C is independently selected from the group consisting of hydrogen, deuterium and R 5 ; wherein each R 5 is independently selected from the group consisting of halogens, nitro, alkyl, substituted alkyl, aryl, substituted aryl, alkaryl, substituted alkaryl, —C(O)R 1 , —C(O)OR 1 , —C(O)O − , —C(O)NR 1 R 2 , —OC(O)R 1 , —OC(O)OR 1 , —OC(O)NR 1 R 2 , —S(O) 2 R 1 , —S(O) 2 OR 1 , —S(O) 2 O − , —S(O) 2 NR 1 R 2 , —NR 1 C(O)R 2 , —NR 1 C(O)OR 2 , —NR 1 C(O)SR 2 , —NR 1 C(O)NR 2 R 3 , —OR 1 , —NR 1 R 2 , —P(O) 2 R 1 , —P(O)(OR 1 ) 2 , —P(O)(OR 1 )O − , and —P(O)(O − ) 2 ; wherein at least one of the R o and R m groups on at least one of the three rings A, B or C is hydrogen; each R p is independently selected from hydrogen, —OR 1 and —NR 1 R 2 ; wherein G is independently selected from the group consisting of hydrogen, deuterium, C 1 -C 16 alkoxide, phenoxide, bisphenoxide, nitrite, nitrile, alkyl amine, imidazole, arylamine, polyalkylene oxide, halides, alkylsulfide, aryl sulfide, and phosphine oxide; wherein R 1 , R 2 and R 3 are independently selected from the group consisting of hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, alkaryl, substituted alkaryl, and R 4 ; R 4 is a organic group composed of one or more organic monomers with said monomer molecular weights ranging from 28 to 500; wherein e and f are independently integers from 0 to 4; wherein each R 20 and R 21 is independently selected from the group consisting of a halogen, a nitro group, alkyl groups, substituted alkyl groups, —NC(O)OR 1 , —NC(O)SR 1 , —OR 1 , and —NR 1 R 2 ; wherein each R 25 is independently selected from the group consisting of a monosaccharide moiety, a disaccharide moiety, an oligosaccharide moiety, a polysaccharide moiety, —C(O)R 1 , —C(O)OR 1 , —C(O)NR 1 R 2 ; wherein each R 22 and R 23 is independently selected from the group consisting of hydrogen, an alkyl group, and substituted alkyl groups; wherein R 30 is positioned ortho or para to the bridging amine moiety and is selected from the group consisting of —OR 38 and —NR 36 R 37 , wherein each R 36 and R 37 is independently selected from the group consisting of hydrogen, an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, an acyl group, R 4 , —C(O)OR 1 , —C(O)R 1 , and —C(O)NR 1 R 2 ; wherein R 38 is selected from the group consisting of hydrogen, an acyl group, —C(O)OR 1 , —C(O)R 1 , and —C(O)NR 1 R 2 ; wherein g and h are independently integers from 0 to 4; wherein each R 31 and R 32 is independently selected from the group consisting of an alkyl group, a substituted alkyl group, an aryl group, a substituted aryl group, an alkaryl, substituted alkaryl, —C(O)R 1 , —C(O)OR 1 , —C(O)O − , —C(O)NR 1 R 2 , —OC(O)R 1 , —OC(O)OR 1 , —OC(O)NR 1 R 2 , —S(O) 2 R 1 , —S(O) 2 OR 1 , —S(O) 2 O − , —S(O) 2 NR 1 R 2 , —NR 1 C(O)R 2 , —NR 1 C(O)OR 2 , —NR 1 C(O)SR 2 , —NR 1 C(O)NR 2 R 3 , —OR 1 , —NR 1 R 2 , —P(O) 2 R 1 , —P(O)(OR 1 ) 2 , —P(O)(OR 1 )O − , and —P(O)(O − ) 2 ; wherein —NR 34 R 35 is positioned ortho or para to the bridging amine moiety and R 34 and R 35 are independently selected from the group consisting of hydrogen, an alkyl, a substituted alkyl, an aryl, a substituted aryl, an alkaryl, a substituted alkaryl, and R 4 ; wherein R 33 is independently selected from the group consisting of hydrogen, —S(O) 2 R 1 , —C(O)N(H)R 1 ; —C(O)OR 1 ; and —C(O)R 1 ; wherein when g is 2 to 4, any two adjacent R 31 groups may combine to form a fused ring of five or more members wherein no more than two of the atoms in the fused ring may be nitrogen atoms; wherein X 40 is selected from the group consisting of an oxygen atom, a sulfur atom, and NR 45 ; wherein R 45 is independently selected from the group consisting of hydrogen, deuterium, an alkyl, a substituted alkyl, an aryl, a substituted aryl, an alkaryl, a substituted alkaryl, —S(O) 2 OH, —S(O) 2 O − , —C(O)OR 1 , —C(O)R 1 , and —C(O)NR 1 R 2 ; wherein R 40 and R 41 are independently selected from the group consisting of —OR 1 and —NR 1 R 2 ; wherein j and k are independently integers from 0 to 3; wherein R 42 and R 43 are independently selected from the group consisting of an alkyl, a substituted alkyl, an aryl, a substituted aryl, an alkaryl, a substituted alkaryl, —S(O) 2 R 1 , —C(O)NR 1 R 2 , —NC(O)OR 1 , —NC(O)SR 1 , —C(O)OR 1 , —C(O)R 1 , —OR 1 , —NR 1 R 2 ; wherein R 44 is —C(O)R 1 , —C(O)NR 1 R 2 , and —C(O)OR 1 ; wherein any charge present in any of the compounds is balanced with a suitable independently selected internal or external counterion. 4. A detergent composition according to claim 3 , wherein the leuco colorant conforms to the structure of Formula VI, wherein each R 4 is independently selected from the group consisting of H, Methyl, Ethyl, ((CH 2 CH 2 O) a (C 3 H 6 O) b )H, and mixtures thereof, wherein each index a is independently an integer from 1-100 and each index b is independently an integer from 0-50, and wherein the sum of all the independently selected a integers in all R 4 groups is no more than 200, and the sum of all the independently selected b integers in all R 4 groups is no more than 100. 5. A detergent composition according to claim 4 , wherein the leuco colorant conforms to the structure of Formula VII wherein each index c is independently 0, 1 or 2; each R 4 is independently selected from the group consisting of H, Me, Et, ((CH 2 CH 2 O) a (C 3 H 6 O) b )H, and mixtures thereof, wherein each index a is independently an integer from 1-50; each index b is independently an integer from 0-25 and wherein the sum of all the independently selected a integers in the leuco colorant is no more than 100, and the sum of all the independently selected b integers in the leuco colorant is no more than 50. 6. A detergent composition according to claim 5 , wherein the leuco colorant conforms to the structure of Formula VIII wherein R 8 is H or CH 3 and each index b is independently on average about 1 to 2. 7. A detergent composition according to claim 1 , wherein at least about 50% of the leuco colorant is incorporated into the water-soluble film. 8. A detergent composition according to claim 1 , wherein substantially all of the leuco colorant is incorporated into the water-soluble film. 9. A detergent composition according to claim 1 , wherein the deterg
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