IP Library › Granted Patent US 12,473,514
Granted Patent B2
US 12,473,514 · App. 17/520,230 · Granted Nov 18, 2025

Fabric softening composition comprising esterquat, cationic acrylic polymer, and germicidal cationic surfactant

Inventors: Wei Sun (Trumbull, CT); Melanie A. Nitz (Norwalk, CT); Regina Stehr (Neuss, DE)
Assignee: HENKEL AG & CO. KGAA
C11D3/0015C11D1/46C11D1/62C11D3/48C11D17/0008C11D2111/12
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,473,514
App. No.
17/520,230
Granted
Nov 18, 2025
Kind
B2
Abstract

Liquid fabric softener compositions comprising (a) water-insoluble cationic softeners, (b) water-soluble cationic antibacterial agents and (c) cationic rheology modifying polymers are described that are stable homogenous mixtures. A method for determining stability of the softener formulations or determining the amount of component (a), (b) or (c) involves calculating a stability index of the formulation according to the following equation: Stability formula index=[(wt % of the (a) component+3*(wt % of the (c) component)]/[wt % of the (b) component], wherein a desirable stability index value is 2.5 or greater than 2.5.

Claims (45)

1 . A liquid fabric softener composition consisting essentially of:

a) from 1-10% by weight water-insoluble quaternary ester or diester ammonium salt;

b) from 1-10% by weight of one or more water-soluble cationic antibacterial agents selected from the group consisting of alkyl dimethyl benzylammonium chloride, octyl decyl dimethylammonium chloride, dioctyl dimethylammonium chloride, and didecyl dimethylammonium chloride;

c) from 0.05% to 5% by weight cationic acrylics polymer; and

d) water: wherein the cationic acrylics polymer is a compound of formula (IX) or mixtures thereof

wherein

R 4 is H or CH 3 ;

Y is O or NH;

Z is a linear alkyl chain of methylene units (CH 2 )x, where x is an integer from 2 to 18; a substituted alkyl chain from 2 to 18 carbons in length having at least one hydroxyl group anywhere along the chain length; a benzene ring wherein the Y and the N substituents attach to the intervening benzene ring in a para relationship; or a branched alkyl chain having a total number of carbons atoms from 2 to 18 carbon atoms;

R 1 , R 2 , and R 3 are, independently, —CH 3 , —CH 2 —C 6 H 5 , —C 2 H 5 , -n-C 6 H 13 , -n-C 10 H 21 , -naphthalenyl, -benzofuranyl, or —CH 2 —C 6 H 4 —CH 2 —O—C 6 H 4 —CHO;

X is an anion selected from the group consisting of halides, sulfates, methosulfate, trifluoromethane sulfonate, tetrafluoroborate, carbonates, bicarbonates, and mixtures thereof;

n is between 200 to about 100 million; and

wherein the mixture is a liquid of homogeneous dispersion with a stability formula index of at least 2.5, defined by the formula (a+3c)/b.

2 . The liquid fabric softener composition of claim 1 , wherein the liquid fabric softener does not contain a nonionic polymer or an anionic polymer.

3 . The liquid fabric softener composition of claim 1 , wherein the water-insoluble quaternary ester or diester ammonium salt is selected from a compound having formula (III), formula (IV), and mixtures thereof

[(CH 3 ) 2 N + (CH 2 CH 2 OC(O)—R) 2 ]X −   (III)

[(HOCH 2 CH 2 )(CH 3 )N + (CH 2 CH 2 OC(O)—R) 2 ]X −   (IV)

wherein

R=linear saturated or unsaturated alkyl radical of 8 to 19 carbon atoms, and

X − is a halide, methyl sulfate, ethyl sulfate, methyl phosphate, nitrate, acetate, or phosphate ion.

4 . The liquid fabric softener composition of claim 1 , wherein the water-insoluble quaternary ester or diester ammonium salt is selected from a compound of formula (II) and mixtures thereof

wherein

R 4 is an aliphatic alkyl radical of 12 to 22 carbon atoms which has 0, 1, 2 or 3 double bonds;

R 5 is H, OH or O—(CO)R 7 ,

R 6 is H, OH or O—(CO)R 8 independently of R 5 ,

R 7 and R 8 each being independently an aliphatic alkyl radical of 12 to 22 carbon atoms which has 0, 1, 2 or 3 double bonds,

m, n, and p are each independently 1, 2 or 3, and

X − is a halide, methyl sulfate, ethyl sulfate, methyl phosphate, nitrate, acetate, or phosphate ion.

5 . The liquid fabric softener composition of claim 4 , wherein

R5 is O—(CO)R 7 ,

R 4 and R 7 are alkyl radicals having 16 to 18 carbon atoms, and

R 6 is OH.

6 . The liquid fabric softener composition of claim 1 , wherein the compound of formula (IX) is N,N,N-Trimethyl-2-((2-methyl-1-oxo-2-propenyl)oxy)ethanaminium chloride homopolymer.

7 . The liquid fabric softener composition of claim 6 , comprising about 0.1% to about 2% by weight N,N,N-Trimethyl-2-((2-methyl-1-oxo-2-propenyl)oxy) ethanaminium chloride homopolymer.

8 . The liquid fabric softener composition of claim 1 , wherein the water comprises greater than 50% by weight of the composition.

9 . The liquid fabric softener composition of claim 1 , wherein the composition is substantially free of an anionic polymer and a nonionic polymer.

10 . A method for imparting antimicrobial properties to a fabric, comprising adding to the final rinse cycle of textile laundry a composition according to claim 1 .

11 . An antibacterial fabric softener composition comprising:

a) from 1% to 40% by weight ditallowethyl ester dimethyl ammonium chloride or di tallowethyl hydroxyethylmonium methosulfate;

b) from 1 to 10% by weight of one or more water-soluble cationic antibacterial agents selected from the group consisting of alkyl dimethyl benzylammonium chloride, octyl decyl dimethylammonium chloride, dioctyl dimethylammonium chloride, and didecyl dimethylammonium chloride;

c) from 0.05 to 5.0% by weight N,N,N-Trimethyl-2-((2-methyl-1-oxo-2-propenyl)oxy)ethanaminium chloride homopolymer; and

d) water; wherein the fabric softener composition is a liquid of homogenous dispersion with a stability formula index of at least 2.5, defined by the formula (a+3c)/b.

12 . The fabric softener composition of claim 11 , comprising about 0.2% to about 1% by weight N,N,N-Trimethyl-2-((2-methyl-1-oxo-2-propenyl)oxy) ethanaminium chloride homopolymer.

13 . The fabric softener composition of claim 11 , comprising about 2% to about 8% by weight ditallowethyl ester dimethyl ammonium chloride.

14 . The fabric softener composition of claim 11 , comprising about 2% to about 3% by weight one or more water-soluble cationic antibacterial agents.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 22, 2023
From: HENKEL IP & HOLDING GMBH
To: HENKEL AG & CO. KGAA
Reel/Frame 062835/0124 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 18, 2021
From: SUN, WEI
To: HENKEL IP & HOLDING GMBH
Reel/Frame 058148/0853 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 18, 2021
From: NITZ, MELANIE A.
To: HENKEL IP & HOLDING GMBH
Reel/Frame 058149/0105 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 18, 2021
From: STEHR, REGINA
To: HENKEL AG & CO. KGAA
Reel/Frame 058149/0339 →
Continuity (1)
Related Publication 20230140936A1 · May 11, 2023
References Cited (28)
US 4755327A · Bernarducci et al. · 1988 [cited by applicant]
US 5798329A · Taylor et al. · 1998 [cited by applicant]
US 8143207B2 · Mayer et al. · 2012 [cited by applicant]
US 9428714B2 · Zander · 2016 [cited by applicant]
US 9469829B2 · Panandiker et al. · 2016 [cited by applicant]
US 10781402B2 · Panandiker et al. · 2020 [cited by applicant]
US 20080242584A1 · Wahl et al. · 2008 [cited by applicant]
US 20080305056A1 · Jenni · 2008 [cited by examiner]
US 20100056647A1 · Graham et al. · 2010 [cited by applicant]
US 20110082066A1 · Wrubbel et al. · 2011 [cited by applicant]
US 20140248229A1 · Krueger · 2014 [cited by examiner]
US 20140315779A1 · Zander · 2014 [cited by applicant]
US 20160287502A1 · Goutsis · 2016 [cited by examiner]
US 20170211019A1 · Sivik · 2017 [cited by examiner]
US 20180094213A1 · Schymitzek · 2018 [cited by examiner]
US 20180371365A1 · Perez-Prat Vinuesa · 2018 [cited by examiner]
US 20190233763A1 · Panandiker et al. · 2019 [cited by applicant]
US 20220088248A1 · Kritzler · 2022 [cited by examiner]
US 20220175635A1 · Van Gruijthuijsen · 2022 [cited by examiner]
US 20220348845A1 · Snow · 2022 [cited by examiner]
US 20230140928A1 · Sun · 2023 [cited by examiner]
CH 617456A5 · 1980 [cited by applicant]
GB 1089010A · 1967 [cited by applicant]
GB 2309706A · 1997 [cited by applicant]
WO 9856886A1 · 1998 [cited by applicant]
WO 2012114062A1 · 2012 [cited by applicant]
European Search Report for Application No. 22205573.3-1109 dated Mar. 24, 2023. [cited by applicant]
BASF, Home Care Rheovis FRC and Rheovis CDE. [cited by applicant]