IP Library › Granted Patent US 12,404,479
Granted Patent B2
US 12,404,479 · App. 18/321,834 · Granted Sep 2, 2025

Laundry detergent composition containing graft copolymer and benefit agent

Inventors: Ming Tang (Beijing, CN); Renae Dianna Fossum (Middletown, OH); Kejing Du (Beijing, CN); Xiaoyi Ren (Beijing, CN); Zhen Zhong (Beijing, CN); Haiyan Song (Beijing, CN); Karen Hussong Strader (Springboro, OH)
Assignee: The Procter & Gamble Company
C11D3/3788C11D3/3707C11D3/50C11D2111/12
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Quick Facts
Patent No.
US 12,404,479
App. No.
18/321,834
Granted
Sep 2, 2025
Kind
B2
Abstract

A laundry detergent composition containing a graft copolymer and a benefit agent.

Claims (31)

1. A laundry detergent composition, comprising:

1) from about 0.01% to about 0.75%, by weight of the composition, of a graft copolymer comprising:

a) polyalkylene oxide which has a number average molecular weight of from 1000 to 20,000 Daltons and is based on ethylene oxide, propylene oxide, butylene oxide or mixture thereof;

b)N-vinylpyrrolidone; and

c) vinyl ester derived from a saturated monocarboxylic acid containing from 1 to 6 carbon atoms and/or a methyl or ethyl ester of acrylic or methacrylic acid;

wherein the weight ratio of (a):(b) is from 1:0.1 to 1:2, and

wherein the amount, by weight, of (a) is greater than the amount of (c);

2) from about 0.001% to about 10%, by weight of the composition, of an encapsulated benefit agent comprising a perfume having a ClogP of from about 1.0 and to about 4.0.

2. The laundry detergent composition according to claim 1 , wherein in the graft polymer

a) the polyalkylene oxide comprises of ethylene oxide units or ethylene oxide units and propylene oxide units, and

b) the vinyl ester comprises vinyl acetate.

3. The laundry detergent composition according to claim 1 , wherein the polyalkylene oxide has a number average molecular weight of from about 2000 to about 15,000 Daltons.

4. The laundry detergent composition according to claim 1 , wherein in the graft polymer, the weight ratio of (a):(c) is from about 1.0:0.1 to about 1.0:0.99.

5. The laundry detergent composition of claim 1 , wherein in the graft polymer, the weight ratio of (a):(c) is from about 1.0:0.3 to about 1.0:0.9.

6. The laundry detergent composition according to claim 1 , wherein in the graft polymer, from about 30 mol % to about 50 mol % of the grafted-on monomers of component (c) are hydrolyzed.

7. The laundry detergent composition according to claim 1 , wherein the graft polymer has a weight average molecular weight of from about 8,000 Da to about 20,000 Da.

8. The laundry detergent composition according to claim 1 , wherein the composition comprises:

from about 0.05% to about 0.5%, by weight of the composition, of the graft copolymer, and

from about 0.008% to about 2%, by weight of the composition, of the benefit agent.

9. The laundry detergent composition according to claim 1 , wherein the composition comprises:

from about 0.1% to about 0.29%, by weight of the composition, of the graft copolymer, and

from about 0.01% to about 1%, by weight of the composition, of the encapsulated benefit agent.

10. The laundry detergent composition according to claim 1 , wherein the perfume is selected from the group consisting of geraniol; menthol; (E,Z)-2,6-nonadien-1-ol; 3,6-nonadien-1-ol; 2,2-dimethyl-3-(3-methylphenyl)propan-1-ol; 2-methyl-3-[(1,7,7-trimethylbicyclo [2.2.1]hept-2-yl)oxy]propan-1-ol; 2-methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-(2E)-buten-1-ol; ethyl trimethylcyclopentene butenol; 1-(4-propan-2-ylcyclohexyl)ethanol; 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol; (Z)-3-methyl-5-(2,2,3-trimethyl-1-cyclopent-3-enyl)pent-4-en-2-ol; undecavertol; methyl dihydrojasmonate; (E,Z)-2,6-nonadien-1-al; cashmeran; iso cyclo citral; triplal; neobutenone alpha; delta damascone; alpha-pinyl isobutyraldehyde; vanillin; lilial; intreleven aldehyde; hexyl cinnamic aldehyde; adoxal; dupical; lyral; 2-tridecenal; methyl-nonyl-acetaldehyde; 4-tert-butylbenzaldehyde; dihydrocitronellal; citral; citronellal; isocyclocitral; 2,4,6-trimethoxybenzaldehyde; cuminic aldehyde; 2-methyloctanal; para tolyl acetaldehyde; o-anisaldehyde; anisic aldehyde; hexyl aldehyde; 2-methylpenanal; benzaldehyde; trans-2-hexenal; nonyl aldehyde; lauric aldehyde; beta ionone; koavone; tabanone coeur; zingerone; L-carvone; ionone gamma methyl; nectaryl; trimofix; farnesol; (E)-2-ethyl-4-(2,2,3-trimethyl-1-cyclopent-3-enyl)but-2-en-1-ol; 2-Methyl-4-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-(2E)-buten-1-ol; nerol (800); ethyl vanillin; 4-(5,5,6-Trimethylbicyclo [2.2.1]hept-2-yl)cyclohexan-1-ol; octalynol 967544; (E)-3,3-dimethyl-5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-4-penten-2-ol; 3-methyl-4-phenylbutan-2-ol; eugenol; 1-(2,2,6-trimethylcyclohexyl)hexan-3-ol; propenyl guaethol; 2-ethoxy-4-methylphenol; cyclopentol HC 937165; 3,7,11-Trimethyl-1,6,10-dodecatrien-3-ol; cedrol crude; 3,7-dimethyl-1,6-nonadien-3-ol (cis & trans); 1-methyl-3-(2-methylpropyl)cyclohexanol; 3,7-dimethyl-1,6-octadiene-3-ol; 2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol; cyclohexanepropanol,2,2-dimethyl-, 3,7-dimethyl-1-octen-7-ol; Methyl ionone; isojasmone B 11; alpha-damascone; beta-damascone; fleuramone; 3-ethoxy-4-hydroxybenzaldehyde; formyltricyclodecan; 6-methoxy dicyclopentadiene carboxaldehyde; undecylenic aldehyde; 4-hydroxy-3-methoxybenzaldehyde; 8-,9 and 10-undecenal, mixture of isomers; trans-4-decenal; 4-dodecenal; 4-(octahydro-4,7-methano-5H-inden-5-yliden)butanal; 3-cyclohexene-1-propanal; beta,4-dimethyl-, 4,8-dimethyl-4,9-decadienal; 1-methylethyl-2-methylbutanoate; ethyl-2-methyl pentanoate; 1,5-dimethyl-1-ethenylhexyl-4-enyl acetate; p-metnh-1-en-8-yl acetate; 4-(2,6,6-trimethyl-2-cyclohexenyl)-3-buten-2-one; 4-acetoxy-3-methoxy-1-propenylbenzene; 2-propenyl cyclohexanepropionate; bicyclo[2.2.1]hept-5-ene-2-carboxylic acid,3-(1-methylethyl)-ethyl ester; bycyclo [2.2.1]heptan-2-ol, 1,7,7-trimethyl-, acetate; 1,5-dimethyl-1-ethenylhex-4-enylacetate; hexyl 2-methyl propanoate; ethyl-2-methylbutanoate; 4-undecanone; 5-heptyldihydro-2 (3h)-furanone;1,6-nonadien-3-01,3,7dimethyl-; 3,7-dimethylocta-1,6-dien-3-0; 3-cyclohexene-1-carboxaldehyde, dimethyl-; 3,7-dimethyl-6-octene nitrile; 4-(2,6,6-trimethyl-1-cyclohexenyl)-3-buten-2-one; tridec-2-enonitrile; patchouli oil; ethyl tricycle [5.2.1.0]decan-2-carboxylate; 2,2-dimethyl-cyclohexanepropanol; hexyl ethanoate, 7-acetyl, 1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethyl naphtalene; allyl-cyclohexyloxy acetate; methyl nonyl acetic aldehyde; 1-spiro [4,5]dec-7-en-7-yl-4-pentenen-1-one; 7-octen-2-ol,2-methyl-6-methylene-,dihydro; cyclohexanol,2-(1,1-dimethylethyl)-, acetate; hexahydro-4,7-methanoinden-5 (6)-yl propionatehexahydro-4,7-methanoinden-5 (6)-yl propionate; 2-methoxynaphtalene; 1-(2,6,6-trimethyl-3-cyclohexenyl)-2-buten-1-one; 1-(2,6,6-trimethyl-2-cyclohexenyl)-2-buten-1-one; 3,7-dimethyloctan-3-ol; 3-buten-2-one,3-methyl-4-(2,6,6-trimehtyl-1-cyclohexen-2-yl)-; hexanoic acid, 2-propenyl ester; (z)-non-6-en-1-al;1-decyl aldehyde; 1-octanal; 4-t-butyl-methylhydrocinnamaldehyde; alpha-hexylcinnamaldehyde; ethyl-2,4-hexadienoate; 2-propenyl 3-cyclohexanepropanoate; (5-methyl-2-propan-2-ylcyclohexyl)acetate; 3,7-dimethyloct-6-en-1-al; 2-(phenoxy)ethyl 2-methylpropanoate; prop-2-enyl 2-(3-methylbutoxy)acetate; 3-methyl-1-isobutylbutyl acetate; prop-2-enyl hexanoate; prop-2-enyl 3-cyclohexylpropanoate; prop-2-enyl heptanoate; (E)-1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-2-en-1-one; (E)-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one; (E)-3-methyl-4-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-2-one; 1-(2,6,6-trimethyl-1-cyclohex-2-enyl)pent-1-en-3-one; 6,6,9a-trimethyl-1,2,3a,4,5,5a, 7,8,9,9b-decahydronaphtho [2,1-b]furan; pentyl 2-hydroxybenzoate; 7,7-dimethyl-2-methylidene-norbornane; (E)-1-(2,6,6-trimethyl-1-cyclohexenyl)but-2-en-1-one; (E)-4-(2,6,6-trimethyl-1-cyclohexenyl)but-3-en-2-one; 4-ethoxy-4,8,8-trimethyl-9-methylidenebicyclo [3.3.1]nonane; (1,7,7-trimethyl-6-bicyclo [2.2.1]heptanyl)acetate; 3-(4-tert-butylphenyl)propanal; 1,1,2,3,3-pentamethyl-2,5,6,7-tetrahydroinden-4-one; 2-oxabicyclo2.2.2octane, 1methyl4 (2,2,3trimethylcyclopentyl); [(Z)-hex-3-enyl]acetate; [(Z)-hex-3-enyl]2-methylbutanoate; cis-3-hexenyl 2-hydroxybenzoate; 3,7-dimethylocta-2,6-dienal; 3,7-dimethyloct-6-en-1-al; 3,7-dimethyl-6-octen-1-ol; 3,7-dimethyloct-6-enyl acetate; 3,7-dimethyloct-6-enenitrile; 2-(3,7-dimethyloct-6-enoxy)acetaldehyde; tetrahydro-4-methyl-2-propyl-2h-pyran-4-yl acetate; ethyl 3-phenyloxirane-2-carboxylate; hexahydro-4,7-methano-indenyl isobutyrate; 2,4-dimethylcyclohex-3-ene-1-carbaldehyde; hexahydro-4,7-methano-indenyl propionate; 2-cyclohexylethyl acetate; 2-pentylcyclopentan-1-ol; (2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-(6-cyclohexylhexoxy)-4,5-dihydroxy-2-(hydroxymethyl) oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol; (E)-1-(2,6,6-trimethyl-1-cyclohexa-1,3-dienyl)but-2-en-1-one; 1-cyclohexylethyl (E)-but-2-enoate; dodecanal; (E)-1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one; (5E)-3-methylcyclopentadec-5-en-1-one; 4-(2,6,6-trimethyl-1-cyclohex-2-enyl)butan-2-one; 2-methoxy-4-propylphenol; methyl 2-hexyl-3-oxocyclopentane-1-carboxylate; 2,6-dimethyloct-7-en-2-ol; 4,7-dimethyloct-6-en-3-one; 4-(octahydro-4,7-methano-5H-inden-5-yliden)butanal; acetaldehyde ethyl linalyl acetal; ethyl 3,7-dimethyl-2,6-octadienoate; ethyl 2,6,6-trimethylcyclohexa-1,3-diene-1-carboxylate; 2-ethylhexanoate; (6E)-3,7-dimethylnona-1,6-dien-3-ol; ethyl 2-methylbutanoate; ethyl 2-methylpentanoate; ethyl tetradecanoate; ethyl nonanoate; ethyl 3-phenyloxirane-2-carboxylate; 1,4-dioxacycloheptadecane-5,17-dione; 1,3,3-trimethyl-2-oxabicyclo [2,2,2]octane; [essential oil]; oxacyclo-hexadecan-2-one; 3-(4-ethylphenyl)-2,2-dimethylpropanal; 2-butan-2-ylcyclohexan-1-one; 1,4-cyclohexandicarboxylic acid, diethyl ester; (3aalpha,4beta, 7beta, 7aalpha)-octahydro-4,7-methano-3aH-indene-3a-carboxylic acid ethyl ester; hexahydro-4-7, menthano-1H-inden-6-yl propionate; 2-butenon-1-one, 1-(2,6-dimethyl-6-methylencyclohexyl)-; (E)-4-(2,2-dimethyl-6-methylidenecyclohexyl)but-3-en-2-one; 1-methyl-4-propan-2-ylcyclohexa-1,4-diene; 5-heptyloxolan-2-one; 3,7-dimethylocta-2,6-dien-1-ol; [(2E)-3,7-dimethylocta-2,6-dienyl]acetate; [(2E)-3,7-dimethylocta-2,6-dienyl]octanoate; ethyl 2-ethyl-6,6-dimethylcyclohex-2-ene-1-carboxylate; (4-methyl-1-propan-2-yl-1-cyclohex-2-enyl)acetate; 2-butyl-4,6-dimethyl-5,6-dihydro-2H-pyran; oxacyclohexadecen-2-one; 1-propanol,2-[1-(3,3-dimethyl-cyclohexyl)ethoxy]-2-methyl-propanoate; 1-heptyl acetate; 1-hexyl acetate; hexyl 2-methylpropanoate; (2-(1-ethoxyethoxy)ethyl) benzene; 4,4a,5,9b-tetrahydroindeno [1,2-d][1,3]dioxine; undec-10-enal; 3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one; 1-(1,2,3,4,5,6,7,8-octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-ethan-1-one; 7-acetyl, 1,2,3,4,5,6,7-octahydro-1, 1,6,7,-tetra methyl naphthalene; 3-methylbutyl 2-hydroxybenzoate; [(1R,4S,6R)-1,7,7-trimethyl-6-bicyclo [2.2.1]heptanyl]acetate; [(1R,4R,6R)-1,7,7-trimethyl-6-bicyclo [2.2.1]heptanyl]2-methylpropanoate; (1,7,7-trimethyl-5-bicyclo [2.2.1]heptanyl)propanoate; 2-methylpropyl hexanoate; [2-methoxy-4-[(E)-prop-1-enyl]phenyl]acetate; 2-hexylcyclopent-2-en-1-one; 5-methyl-2-propan-2-ylcyclohexan-1-one; 7-methyloctyl acetate; propan-2-yl 2-methylbutanoate; 3,4,5,6,6-pentamethylheptenone-2; hexahydro-3,6-dimethyl-2 (3H)-benzofuranone; 2,4,4,7-tetramethyl-6,8-nonadiene-3-one oxime; dodecyl acetate; [essential oil]; 3,7-dimethylnona-2,6-dienenitrile; [(Z)-hex-3-enyl]methyl carbonate; 2-methyl-3-(4-tert-butylphenyl)propanal; 3,7-dimethylocta-1,6-dien-3-ol; 3,7-dimethylocta-1,6-dien-3-yl acetate; 3,7-dimethylocta-1,6-dien-3-yl butanoate; 3,7-dimethylocta-1,6-dien-3-yl formate; 3,7-dimethylocta-1,6-dien-3-yl 2-methylpropanoate; 3,7-dimethylocta-1,6-dien-3-yl propanoate; 3-methyl-7-propan-2-ylbicyclo [2.2.2]oct-2-ene-5-carbaldehyde; 2,2-dimethyl-3-(3-methylphenyl)propan-1-ol; 3-(4-tert-butylphenyl)butanal; 2,6-dimethylhept-5-enal; 5-methyl-2-propan-2-yl-cyclohexan-1-ol; 1-(2,6,6-trimethyl-1-cyclohexenyl)pent-1-en-3-one; methyl 3-oxo-2-pentylcyclopentaneacetate; methyl tetradecanoate; 2-methylundecanal; 2-methyldecanal; 1,1-dimethoxy-2,2,5-trimethyl-4-hexene; [(1S)-3-(4-methylpent-3-enyl)-1-cyclohex-3-enyl]methyl acetate; 2-(2-(4-methyl-3-cyclohexen-1-yl)propyl)cyclo-pentanone; 4-penten-1-one, 1-(5,5-dimethyl-1-cyclohexen-1-yl; 1H-indene-ar-propanal,2,3,-dihydro-1,1-dimethyl-(9CI); 2-ethoxynaphthalene; nonanal; 2-(7,7-dimethyl-4-bicyclo [3.1.1]hept-3-enyl)ethyl acetate; octanal; 4-(1-methoxy-1-methylethyl)-1-methylcyclohexene; (2-tert-butylcyclohexyl) acetate; (E)-1-ethoxy-4-(2-methylbutan-2-yl)cyclohexane; 1,1-dimethoxynon-2-yne; [essential oil]; 2-cyclohexylidene-2-phenylacetonitrile; 2-cyclohexyl-1,6-heptadien-3-one; 4-cyclohexyl-2-methylbutan-2-ol; 2-phenylethyl 2-phenylacetate; (2E, 5E/Z)-5,6,7-trimethyl octa-2,5-dien-4-one; 1-methyl-3-(4-methylpent-3-enyl)cyclohex-3-ene-1-carbaldehyde; methyl 2,2-dimethyl-6-methylidenecyclohexane-1-carboxylate; 1-(3,3-dimethylcyclohexyl)ethyl acetate; 4-methyl-2-(2-methylprop-1-enyl)oxane; 1-spiro (4.5)-7-decen-7-yl-4-penten-1-one; 4-(2-butenylidene)-3,5,5-trimethylcyclohex-2-en-1-one; 2-(4-methyl-1-cyclohex-3-enyl)propan-2-ol; 4-isopropylidene-1-methyl-cyclohexene; 2-(4-methyl-1-cyclohex-3-enyl)propan-2-yl acetate; 3,7-dimethyloctan-3-ol; 3,7-dimethyloctan-3-ol; 3,7-dimethyloctan-3-yl acetate; 3-phenylbutanal; (2,5-dimethyl-4-oxofuran-3-yl)acetate; 4-methyl-3-decen-5-ol; undec-10-enal; (4-formyl-2-methoxyphenyl) 2-methylpropanoate; 2,2,5-trimethyl-5-pentylcyclopentan-1-one; 2-tert-butylcyclohexan-1-ol; (2-tert-butylcyclohexyl)acetate; 4-tert-butylcyclohexyl acetate; 1-(3-methyl-7-propan-2-yl-6-bicyclo [2.2.2]oct-3-enyl)ethanone; (4,8-dimethyl-2-propan-2-ylidene-3,3a,4,5,6,8a-hexahydro-1H-azulen-6-yl)acetate; [(4Z)-1-cyclooct-4-enyl]methyl carbonate; beta naphthol methyl ether; 1-methyl-4-(4-4-methylpentyl)cyclohex-3-ene-1-carbaldehyde-3,7-dimethylocta-1,6-dien-3-ol, and any mixtures thereof.

11. The laundry detergent composition according to claim 1 , further comprising from 0.1% to about 50%, by weight of the composition, of a surfactant.

12. The laundry detergent composition according to claim 1 , further comprising from about 1% to about 10%, by weight of the composition, of C6-C20 linear alkylbenzene sulfonate, and from about 1% to about 10%, by weight of the composition, of C6-C20 alkyl alkoxy sulfates, from about 1% to about 10%, by weight of the composition, of C6-C20 alkyl sulfates, or a combination thereof.

13. The laundry detergent composition according to claim 1 , further comprising about 0.2% to about 4%, by weight of the composition, of a fatty acid.

14. The laundry detergent composition according to claim 1 , wherein said composition is in the form of a liquid composition, a granular composition, a single-compartment pouch, a multi-compartment pouch, a sheet, a pastille or bead, a fibrous article, a tablet, a bar, flake, or a mixture thereof.

15. The laundry detergent composition according to claim 1 , wherein in the graft polymer

a) the polyalkylene oxide consists of ethylene oxide units or ethylene oxide units and propylene oxide units, and

b) the vinyl ester consists of vinyl acetate.

16. The laundry detergent composition according to claim 1 , further comprising silicones, lubricants, or a combination thereof.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 13, 2023
From: TANG, MING; DU, KEJING; REN, XIAOYI; ZHONG, ZHEN; SONG, HAIYAN; FOSSUM, RENAE DIANNA; STRADER, KAREN HUSSONG
To: THE PROCTER & GAMBLE COMPANY
Reel/Frame 064247/0568 →
Priority Claims (1)
WO PCT/CN2022/104849 · Jul 11, 2022 · international
Continuity (1)
Related Publication 20240010954A1 · Jan 11, 2024
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