CA2014991C - Fabric softener composition - Google Patents
Fabric softener composition Download PDFInfo
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- CA2014991C CA2014991C CA002014991A CA2014991A CA2014991C CA 2014991 C CA2014991 C CA 2014991C CA 002014991 A CA002014991 A CA 002014991A CA 2014991 A CA2014991 A CA 2014991A CA 2014991 C CA2014991 C CA 2014991C
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
- C11D3/2013—Monohydric alcohols linear fatty or with at least 8 carbon atoms in the alkyl chain
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3746—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3769—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines
- C11D3/3773—(Co)polymerised monomers containing nitrogen, e.g. carbonamides, nitriles or amines in liquid compositions
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Abstract
Stable aqueous fabric softening compositions based on water-dispersible cationic fabric softeners such as the di-long chain, di-should chain quaternary ammonium salts are provided using a combination of fatty alcohol and cationic water-soluble polymer to improve the rheological properties to enhance the softening performance. Both concentrated and ready-for-use formulations can be prepared. The active ingredients concentration in the concentrated formula is generally in the range of 11 to 20% by weight while for the ready-for-use formulations, concentration of the active ingredients may range from about 3 to about 8% by weight. In either case, the weight ratio of cationic softening agent to fatty alcohol may range from about 100:1 to about 1:1 and the ratio of cationic softener to cationic water-soluble polymer may range from about 100:1 to 1:1. These compositions have medium viscosity and are easily dispersible. Methods for making the compositions are also disclosed.
Description
FABRIC SOFTENER COI~OSITIONS
Hackaround of the Invention The present invention relates to fabric softener compositions, especially adapted for use in the rinse cycle of a laundering process and, in particular, to both the concentrated and ready-for-use ag;ueous fabric softener compositions which are stable at both low and high ambient temperature, i.e. the compositions do not form a gel, and which are easily dispersible in water when used.
Compositions containing quaternary ammonium salts having at least one long chain hydrocarbyl group are commonly used to provide fabric softening benefits when employed in a laundry rinse operation; for example, see U.S. Patents 3,349,033; 3,644,203; 3,946,115; 3,997,453; 4,073,735;
4,119,545; etc.
For most aqueous softener compositions containing cationic quaternary ammonium compounds or imidazolinium compounds as active ingredients, c:oncentrations of such cationics has, in general, been lj~mited to the range of about 3 to 6 or 7~ by weight (see, e.g., U.S. Patent 3,904,533 and U.S. Patent 3,920,565). Such a low concentration is generally necessitated by the fact that cat:Lonics form gels in water systems at concentrations at above about 8~. While the use of electrolytes to lower the viscosity of such compositions is known (see, e.g. U.S. Patent 4,199,545), such electrolytes are far from satisfactory. From a functional point of view, these electrolytes often do not perform as required, particularly at concentration of the cationics in the neighbourhood of about 12-15$. Further, while the performance of the electrolytes may mitigate some of the gelling problem, their use is far from satisfactory in providing a highly concentrated aqueous system of cationics which does noi~ gel or scarcely change in viscosity within the usual range of temperatures encountered in the handling thereof, for example 0° F (about -18°C) up to about 140° F (about 60°C).
Hackaround of the Invention The present invention relates to fabric softener compositions, especially adapted for use in the rinse cycle of a laundering process and, in particular, to both the concentrated and ready-for-use ag;ueous fabric softener compositions which are stable at both low and high ambient temperature, i.e. the compositions do not form a gel, and which are easily dispersible in water when used.
Compositions containing quaternary ammonium salts having at least one long chain hydrocarbyl group are commonly used to provide fabric softening benefits when employed in a laundry rinse operation; for example, see U.S. Patents 3,349,033; 3,644,203; 3,946,115; 3,997,453; 4,073,735;
4,119,545; etc.
For most aqueous softener compositions containing cationic quaternary ammonium compounds or imidazolinium compounds as active ingredients, c:oncentrations of such cationics has, in general, been lj~mited to the range of about 3 to 6 or 7~ by weight (see, e.g., U.S. Patent 3,904,533 and U.S. Patent 3,920,565). Such a low concentration is generally necessitated by the fact that cat:Lonics form gels in water systems at concentrations at above about 8~. While the use of electrolytes to lower the viscosity of such compositions is known (see, e.g. U.S. Patent 4,199,545), such electrolytes are far from satisfactory. From a functional point of view, these electrolytes often do not perform as required, particularly at concentration of the cationics in the neighbourhood of about 12-15$. Further, while the performance of the electrolytes may mitigate some of the gelling problem, their use is far from satisfactory in providing a highly concentrated aqueous system of cationics which does noi~ gel or scarcely change in viscosity within the usual range of temperatures encountered in the handling thereof, for example 0° F (about -18°C) up to about 140° F (about 60°C).
In U.S. Patent 3,974,076, there is disclosed a quaternary ammonium-containing softening composition of conventional cationic concentrations, i.a. about 3~ to about 8$. These compositions are characterized by the very small particle size of the substantially water-insoluble quaternary ammonium softening compound, i.e. 90~ by weight of the quaternary ammonium compound exists as particles which pass through a 1.2 micron filter. The components of the composition are present in the proportions of from about 2 parts to about 10 parts (preferably from about 3 to about 8 parts) by weight of the water dispersible quaternary ammonium compound; from about 0.1 to 2 parts by weight of the C8 to C20 fatty alcohol, with the weight ratio of quaternary compound to alcohol being in the range of from about 100:1 to about 5:1;
from about 0.1~ to about 2.0$ by weight of a nonionic surfactant, the balance being a water-soluble liquid carrier.
In fact, the use of fatty alcohols as softening ingredients or as viscosity regulating agents in fabric softening compositions has been described elsewhere in the patent literature. For example, U.S. Patent 4,213,867 to Cukier and Khan describes fabric conditioning compositions containing quaternary ammonium compounds and fatty alcohols or phosphoric acid esters thereof in admixture with a diluent;
the compositions are pumpable at room temperature and are easily dispersed in water. Theser compositions are highly concentrated base mixes for subsequent dilution prior to distribution and use. The compositions generally contain between about 50 to 80% of quaternary ammonium compound, diluent (Cl to C4 alkanol plus water) constituting between about 15 to 35~ of the base mix and a third - 3a -.a ~.
from about 0.1~ to about 2.0$ by weight of a nonionic surfactant, the balance being a water-soluble liquid carrier.
In fact, the use of fatty alcohols as softening ingredients or as viscosity regulating agents in fabric softening compositions has been described elsewhere in the patent literature. For example, U.S. Patent 4,213,867 to Cukier and Khan describes fabric conditioning compositions containing quaternary ammonium compounds and fatty alcohols or phosphoric acid esters thereof in admixture with a diluent;
the compositions are pumpable at room temperature and are easily dispersed in water. Theser compositions are highly concentrated base mixes for subsequent dilution prior to distribution and use. The compositions generally contain between about 50 to 80% of quaternary ammonium compound, diluent (Cl to C4 alkanol plus water) constituting between about 15 to 35~ of the base mix and a third - 3a -.a ~.
component is an amount of from about 5 to 25% which is a C1g to C2g fatty alcohol or a phosphoric acid ester thereof or mixtures thereof. The base mix is diluted with water to form an aqueous emulsion of 2-10% concentration based on the combined active ingredients, i.e. quaternary ammonium compound and fatty alcohol or phosphate ester.
U.S. Patent 4,386,000 to Turner, et al. describes a concentrated fabric softening composition containing a cationic softener and a viscosity control agent which is a combination of a first component, which is a noncyclic hydrocarbon, fatty acid, fatty acid ester, or fatty alcohol, with a water-soluble cationic polymer having an average molecular weight in the range of from about 2,000 to about 250,000. The water-insoluble cationic fabric softener is present in the composition in an amount of from 8% to 22% and the viscosity regulator system includes from 0.5 to 6% of the first regulator component and from about 0.05 to about 1% of the water-soluble cationic polymer as the second regulator component.
The Turner, et al. Patent is stated to be an improvement over the Verbruggen European Patent Application 79200801.3 corresponding to Verbruggen U.S. Patent 4,426,299.
The Verbruggen patent discloses concentrated fabric softening compositions comprising water-insoluble cationic fabric softener and a viscosity control agent which may be a noncyclic hydrocarbon, a fatty acid, or ester thereof, or a fatty alcohol at a ratio of fabric softener to viscosity control agent of from 5:1 to 20:1. According to Turner, et al. these compositions are less effective as viscosity reducing agents and concentrated compositions at temperatures close to or above the Krafft point of the cationic softener.
European Patent Application 0086105 describes fabric softening compositions containing a cationic softener, lanolin and a viscosity control agent which may be an electrolyte, a polymer such as a polyethylene glycol, a C1z-C4o hydrocarbon and halogen derivatives thereof, Cg-C24 fatty acids, fatty acid esters thereof, Clo-C1a fatty alcohols or water miscible solvents. The cationic softener's present in amounts of 0.5 to 30% by weight, the lanolin in amounts of from 0.25 to 40% by weight, and when the viscosity control agent is the fatty alcohol, it is present in amounts of 0.25 to 15% by weight.
The aqueous medium comprises at least 25% of the composition and preferably at least 40% of the composition. However, none of the actual examples shown in this patent include fatty alcohol viscosity adjusting agent.
United Kingdom Patent Application GB 2,007,734A
describes a fabric softener concentrate for subsequent dilution to the final concentration of active ingredients. The concentrate contains a fatty quaternary ammonium salt which contains at least one long chain alkyl group of 8 to 30 carbon atoms; and an oil or substantially water-insoluble compound having oily/fatty properties. The latter includes, among others, long chain fatty alcohols. Proportions of quaternary fabric softener to fatty alcohol compound of 1:9, 1:5, 4:6, 9:10 or 9:1 by weight are shown, generally with a lower alkanol alone or with an additional nonionic surfactant to provide liquid concentrate or diluted composition. The fabric softening compositions, i.e. the concentrates diluted with water, are described as including from 3 to 20% by weight of active ingredients. However, the actual examples only show amounts of active ingredients ranging from about 2.33 to 10% by weight.
French Patent 2,298,600 and corresponding German Patent 2,503,026 to Hoechst A.G. describe liquid aqueous preparations for laundry softening-rinsing agents, which include a germicidal agent. These preparations include a mixture of a quaternary ammonium salt cationic fabric softener and an alkyl imidazolinium compound fabric softener compound at a weight ratio of 2:1 to 1:2; about 1 to 6% by weight of a cationic disinfecting agent; about 0.5 to 5% by weight of a long chain fatty alcohol; about 0.1 to 5% by weight of a lower alkanol having about 1 to 3 carbon atoms; 0 to about by 5%
weight of a nonionic emulsifier and the balance water, perfume, coloring matter and optical brighteners.
German De 3,150,179-A1 to Hoechst A.G. relates to concentrated liquid premixtures of cationic fabric softeners with alkoxylated amines and an additional ingredient which may be a fatty alcohol. Example 3 of this patent shows a concentrate containing 40% of the cationic fabric softener, 45%
oleyl alcohol and 15% alkoxylated amine. Example 5 shows a concentrate including 70% by weight of the cationic quaternary ammonium salt fabric softener, 20% isostearyl alcohol and 10%
alkoxylated amine.
U.S. Patent 3,644,203 to Lamberti, et al. discloses a fabric softening composition which is a mixture of a (a) cationic fabric softener and (b) a complex of (i) C12 to C2a fatty alkanol or alkane diol and (ii) alkali metal alkyl (Cl2 to Cla) sulfate at a ratio of (a) : (b) between 1.4:1 and 10:1 and a molar ratio (i):(ii) between 1:1 and 1:2.
In British Patent 1,604,030 and substantial equivalent disclosures in U.S. Patents 4,179,382 and 4,237,016 and European Patent Specification 0002085 published March 2, 1983, there is a disclosure of cationic copolymers interalia, of dialkylaminoalkyl methacrylate with styrene, neutral acrylic ester and N-vinyl pyrrolidone as scavangers for anionic-surfactant carry over when used with cationic softeners in the rinse cycle. The softening properties of the general class of polymeric cationic salts is also suggested.
While satisfactory results may be obtained with one or more of these prior art fabric softener compositions still further improvements are desired in terms of softening performance, ease of handling, storage stability, dispersibility in cold water, viscosity control and overall cost effectiveness.
Summary of the Invention The present invention provides low and high temperature stable, aqueous softener composition based upon cationic fabric softening compounds and a fatty alcohol having an alkyl or alkenyl group of from about 10 to about 24 carbon atoms, and a water-soluble cationic polymer.
More particularly, the present invention provides stable, aqueous, cold and warm water-dispersible fabric softener compositions which comprise:
(A) 3 to 35~ by combined wej.ght of (i) a cationic fabric softener, (11) a fatty alcohol having an alkyl or alkenyl group with from about 10 to about: 24 carbon atoms and (iii) a water-soluble cationic polymer at; a weight ratio of (1):(11) of from about 100:1 to 1:1 and of: (1):(111) of about 100:1 to 1:1;
(H) 0 to 0.5~ by weight of a water-soluble electrolyte;
(C) 0 to 5~ by weight of an emulsifier; and (D) balance to 100°s of water and optionally, one or more of perfume, colorant, optical br:lghtener, and disinfectant.
Detailed Description of Preferred Embodiments The compositions of the present invention are stable aqueous compositions which contain mixtures of (i) a cationic _ 7 _ B
fabric softener which is preferably a water-dispersible quaternary ammonium compound salt or a water-dispersible alkyl imidazolinium compound salt as hereinafter described in more detail, (11) a fatty - 7a -_ g _ alcohol, and a cationic water-soluble polymer, also as hereinafter described.
Softening agents are used to render fabrics or textile soft, and the terms "softening" and "softener" refer to the handle, hand, touch, or feel; this is the tactile impression given by fabrics or textiles to the hand or body and is of aesthetic and commercial importance. The cationic fabric softeners used in the present invention may be any of the commercially available and known cationic fabric softeners and preferably are of the water-insoluble albeit water-dispersible quaternary ammonium compound salt or alkyl imidazolinium compound salt type including at least one, and preferably two hydrophobic groups containing at least 12 and preferably at least 14 carbon atoms.
One preferred class of the cationic softeners are the quaternary ammonium salts of the formula I:
R
R3- ~ - R1 wherein R represents a hydrocarbyl group of from about 12 to 24 and preferably about 14 to 22 carbon atoms; R1 represents lower alkyl of 1 to 4, preferably 1 to 3, carbon atoms, or a hydrocarbyl group of from 12 to 24, preferably 14 to 22, carbon atoms; R2 and R3 represent lower alkyl of 1 to 4, preferably 1 to 3, carbon atoms, and X represents an anion cable of imparting water solubility of dispersibility, such as halide, e.g. chloride, bromide and iodide; sulfate, methosulfate, nitrite, nitrate, phosphate, and carboxylate, e.g. acetate, adipate, propionate, phthalate, benzoate, oleate, etc.
_ g _ The hydrocarbyl groups are preferably alkyl but may be alkeny, aryl, or aralkyl and may include various substituents or interrupting groups such as halo, amide, hydroxyl, and carboxyl substituents or interrupting functional groups and ethoxy or polyethoxy interrupting groups. In addition, one or more of the lower alkyl groups may also be substituted, for example, by an hydroxy group. Typical cationic fabric softener compounds of formula I include the following:
distearyl dimethyl ammonium chloride ditallow dimethyl ammonium chloride dihexadecyl dimethyl ammonium chloride distearyl dimethyl ammonium bromide di(hydrogenated tallow) dimethyl ammonium bromide distearyl di(isopropyl) ammonium chloride distearyl dimethyl ammonium methosulfate.
A highly preferred class of the cationic fabric softeners of formula I are the water-insoluble compounds wherein the groups R and R1 are C14 to C18, RZ is methyl or ethyl and R3 is methyl, ethyl, isopropyl, n-propyl, hydroxyethyl or hydroxypropyl.
A second preferred class of the cationic fabric softener active ingredient are the imidazolinium compounds of the formula II:
X-+N ~ -C -N-IC-R
aH4 ( s R~
wherein R4 is hydrogen or lower alkyl of 1 to 4 and preferably 1 to 3 and especially preferably 1 or 2 carbon atoms, RS is an alkyl containing from 9 to 25 carbon atoms, preferably linear higher alkyl of from about 13 to 23 and especially preferably 13 to 19 carbon atoms, R6 is an alkyl containing from 8 to 25 carbons and preferably a substantially linear higher alkyl group of about 13 to 23, and preferably 13 to 19 carbon atoms; R~ is hydrogen or an alkyl containing from 1 to 4 carbon atoms, preferably 1 or 2 carbon atoms, and X is as defined above.
Typical examples of the alkyl imidazolinium compounds of formula II include:
methyl-1-tallow amido-ethyl-2-tallow imidazolinium methyl sulfate, methyl-1-oleyl amido-ethyl-2-oleyl imidazolinium methyl sulfate, 1-methyl-1-(palmitoylamido)-ethyl-2-octadecyl-4,5-dihydroimidazolinium chloride, 2-hepadecyl-1-methyl-1-(2-stearylamido)-ethyl-imidazolinium chloride, 2-lauryl-1-hydroxyethyl-1-oleyl-imidazolinium chloride.
The water dispersible cationic fabric softeners which can be used in the compositions of the present invention are not limited to those described above and any of the other known useful water dispersible cationic fabric softeners can be used.
Furthermore, mixtures of the above mentioned cationic fabric softeners can also be used. The amount of softener may range from about 2 to about 35% and generally up to 6, 8 or 10% for the so-called 1:1 use formulation and from about 10, 12 or 15%
up to 20, 25, 30 and 35% for the so-called "3:1 concentrates".
The second ingredient of the compositions is the fatty alcohol wherein the hydrophobic group may be a straight or branched chain alkyl or alkenyl group having from about 10 to 24, preferably from about 10 to 20, especially preferably from about 12 to 20 carbon atoms. Specific examples, of the fatty alcohol include decanol, dodecanol, tetradecanol, pentadecanol, hexadecanol, octadecanol, lauryl alcohol, palmityl alcohol, stearyl alcohol, oleyl alcohol, and mixtures thereof. Furthermore, the fatty alcohol may be of natural or synthetic origin and may include, for example, mixed alcohol, such as C16 to C18 alcohols prepared by Ziegler polymerization of ethylene.
The fatty alcohol is present in the composition in a lesser amount relative to the cationic fabric softener such that the ratio, by weight, of the cationic fabric softener to fatty alcohol is in the range of from about 100:1 to about 1:1, preferably from about 10:1 to about 3:1, especially preferably about 6:1 to 3:1. Within these proportions, the fatty alcohol may be present in the formulation, based on the total weight of the aqueous composition, in the range of from about 1 to 10% by weight, preferably about 2.0 to 5% by weight, for the concentrated formulation, and in the range of from about 0.2 to 2%, preferably from about 0.1 to 1.5% by weight for the ready-to-use formulation.
The amount of water-soluble cationic polymer relative to the cationic softener, on a weight basis, is such that the ratio of softener to polymer ranges from about 100:1 to 1:1, preferably 50:1 to 2:1, more preferably 30:1 to 5:1.
The cationic polymers are generally the polymerized and quaternized amine derivatives of acrylic acid, methacrylic - lla -acid, and methacrylamide. The homopolymers are preferred but copolymers with less than about 50 mole % of polymerizable comonomers (B) may be used. Illustrative monomers (before quaternization) are N,N-dimethyl amino acrylate N,N-diethyl amino acrylate N,N-dimethyl amino methacrylate N,N-diethyl amino methacrylate N-N-di-isopropyl amino methacrylate and copolymers with e.g. N-vinyl pyrrolidone vinyl methyl ether Suitable molecular weights range from about 50,000 to several million (e. g. 100,000; 250,000; 400,000; 1 million, 2 million etc.).
The most preferred material is a homopolymer of the monomer unit of the formula:
C'.H3 O CH3 CHz C--C-O-CH2 C:H2 N~ C'.H3 ~3 ' The total amount of the active fabric softening components (cationic fabric softener plus fatty alcohol) should be at least about 11~ by weight, preferably at least 12$ by weight, more preferably about 12 to 20~ by weight, especially preferably 12 to 16~ by weight, for the concentrated formulation. Within these high concentrations of the fabric softening components, highly stable and pourable compositions can be obtained which do not gel upon addition to cold or warm water. Furthermore, in view of the high total amounts of the active fabric softening components, the consumer is provided with a wide choice in suitable dosages which can still provide effective softening over wide ranges of fabric loads. Generally, however, it is sufficient to provide the compositions of this invention in amounts which provide a concentration in the range of from about 10 ppm to 10,000 ppm, preferably from about. 50 ppm to about 500 ppm, of total active ingredients when added to the rinse liquor of a washing cycle. Accordingly, the formulations should be TY
d..
r diluted prior to use in an amount depending on the starting concentration and desired level oi: performance, from about 1 to 4 times, preferably 2 to 3 times with water. Tap water is sufficient for this purpose. For the ready-to-use formula, which can be added directly to the fabrics, generally during the rinse cycle of the overall washing operation in an automatic washing machine, the total - 12 a. -amount of active softening ingredients will be from about 3 to 8%, preferably from about 3.5 to 6% by weight, based on the total composition.
It is one of the outstanding advantages of the present invention that it is not required to include any additional ingredients such as nonionic surfactant emulsifiers, lower alkanols, etc. to formulate stable homogeneous pourable compositions from the mixed cationic fabric softener and fatty alcohol. However, compositions of just cationic softener and fatty alcohol tend to be of too low a viscosity and the addition of the polymer not only overcomes this deficiency but also does not detract from softening performance.
The use of nonionic surfactant dispersants may be resorted to and in this regard references is made to U.S.
Patent 3,974,076, Col. 5 line 14 to Col. 7 line 13 and the nonionics and their amounts mentioned are incorporated herein by reference. Also, useful are the ethoxylated amines and their salts described in U.S. Patent 4,772,403.
In addition to the foregoing components of the softening compositions of this invention, there may also be included numerous conventional, supplemental and optional ingredients which do not adversely affect the stability and/or functional characteristics of the instant compositions. Thus, for example, there may be present the ubiquitous perfumes, dyes, pigments, opacifiers, germicides, optical brighteners, anti-corrosion agents, preservatives, and the like. Where used, each of these components may comprise up to about 0.5%, preferably up to about 0.5%, preferably up to about 0.2%, for example from 0.001% to about 0.1% by weight of the aqueous composition. The use of perfumes, dyes and optical brighteners are especially preferred additives in terms of consumer appeal.
The balance of the compositions of the present invention is provided by water which may be distilled, deionized or tap water.
As noted above, it is generally not required to add any additional ingredients to the active fabric softening components in order to provide the homogeneous stable low viscosity pourable and dispersible fabric softening compositions of this invention.
For example, in the case of one preferred embodiment of the invention wherein the cationic fabric softener is distearyl dimethyl ammonium chloride (DSDMAC) and wherein the fatty alcohol is a C16 to C18 alkyl alcohol, the composition is prepared directly using a high pressure homogenizes thus, a mixture of DSDMAC and the C16-C18 alcohol when dispersed in hot water forms a gel which can be broken in a high pressure homogenizes resulting, after cooling, in a stable liquid product.
The following examples will serve to illustrate the present invention without being deemed limitative thereof.
Parts are by weight unless otherwise indicated.
L'Y21MDT.T~' T
A composition is prepared containing Weight Di-hydrogenated tallow dimethyl ammonium chloride 3.6 C16 - C18 alcohol 0.9 Homopolymeric N,N-dimethyl ammonium ethyl methacrylate chloride 0.2 - 14a -This composition gives better softness than one without the polymer. Furthermore, the viscosity without the polymer is very low (20 - 40 cps) whereas with it, the viscosity ranges from 100 to 400 cps.
U.S. Patent 4,386,000 to Turner, et al. describes a concentrated fabric softening composition containing a cationic softener and a viscosity control agent which is a combination of a first component, which is a noncyclic hydrocarbon, fatty acid, fatty acid ester, or fatty alcohol, with a water-soluble cationic polymer having an average molecular weight in the range of from about 2,000 to about 250,000. The water-insoluble cationic fabric softener is present in the composition in an amount of from 8% to 22% and the viscosity regulator system includes from 0.5 to 6% of the first regulator component and from about 0.05 to about 1% of the water-soluble cationic polymer as the second regulator component.
The Turner, et al. Patent is stated to be an improvement over the Verbruggen European Patent Application 79200801.3 corresponding to Verbruggen U.S. Patent 4,426,299.
The Verbruggen patent discloses concentrated fabric softening compositions comprising water-insoluble cationic fabric softener and a viscosity control agent which may be a noncyclic hydrocarbon, a fatty acid, or ester thereof, or a fatty alcohol at a ratio of fabric softener to viscosity control agent of from 5:1 to 20:1. According to Turner, et al. these compositions are less effective as viscosity reducing agents and concentrated compositions at temperatures close to or above the Krafft point of the cationic softener.
European Patent Application 0086105 describes fabric softening compositions containing a cationic softener, lanolin and a viscosity control agent which may be an electrolyte, a polymer such as a polyethylene glycol, a C1z-C4o hydrocarbon and halogen derivatives thereof, Cg-C24 fatty acids, fatty acid esters thereof, Clo-C1a fatty alcohols or water miscible solvents. The cationic softener's present in amounts of 0.5 to 30% by weight, the lanolin in amounts of from 0.25 to 40% by weight, and when the viscosity control agent is the fatty alcohol, it is present in amounts of 0.25 to 15% by weight.
The aqueous medium comprises at least 25% of the composition and preferably at least 40% of the composition. However, none of the actual examples shown in this patent include fatty alcohol viscosity adjusting agent.
United Kingdom Patent Application GB 2,007,734A
describes a fabric softener concentrate for subsequent dilution to the final concentration of active ingredients. The concentrate contains a fatty quaternary ammonium salt which contains at least one long chain alkyl group of 8 to 30 carbon atoms; and an oil or substantially water-insoluble compound having oily/fatty properties. The latter includes, among others, long chain fatty alcohols. Proportions of quaternary fabric softener to fatty alcohol compound of 1:9, 1:5, 4:6, 9:10 or 9:1 by weight are shown, generally with a lower alkanol alone or with an additional nonionic surfactant to provide liquid concentrate or diluted composition. The fabric softening compositions, i.e. the concentrates diluted with water, are described as including from 3 to 20% by weight of active ingredients. However, the actual examples only show amounts of active ingredients ranging from about 2.33 to 10% by weight.
French Patent 2,298,600 and corresponding German Patent 2,503,026 to Hoechst A.G. describe liquid aqueous preparations for laundry softening-rinsing agents, which include a germicidal agent. These preparations include a mixture of a quaternary ammonium salt cationic fabric softener and an alkyl imidazolinium compound fabric softener compound at a weight ratio of 2:1 to 1:2; about 1 to 6% by weight of a cationic disinfecting agent; about 0.5 to 5% by weight of a long chain fatty alcohol; about 0.1 to 5% by weight of a lower alkanol having about 1 to 3 carbon atoms; 0 to about by 5%
weight of a nonionic emulsifier and the balance water, perfume, coloring matter and optical brighteners.
German De 3,150,179-A1 to Hoechst A.G. relates to concentrated liquid premixtures of cationic fabric softeners with alkoxylated amines and an additional ingredient which may be a fatty alcohol. Example 3 of this patent shows a concentrate containing 40% of the cationic fabric softener, 45%
oleyl alcohol and 15% alkoxylated amine. Example 5 shows a concentrate including 70% by weight of the cationic quaternary ammonium salt fabric softener, 20% isostearyl alcohol and 10%
alkoxylated amine.
U.S. Patent 3,644,203 to Lamberti, et al. discloses a fabric softening composition which is a mixture of a (a) cationic fabric softener and (b) a complex of (i) C12 to C2a fatty alkanol or alkane diol and (ii) alkali metal alkyl (Cl2 to Cla) sulfate at a ratio of (a) : (b) between 1.4:1 and 10:1 and a molar ratio (i):(ii) between 1:1 and 1:2.
In British Patent 1,604,030 and substantial equivalent disclosures in U.S. Patents 4,179,382 and 4,237,016 and European Patent Specification 0002085 published March 2, 1983, there is a disclosure of cationic copolymers interalia, of dialkylaminoalkyl methacrylate with styrene, neutral acrylic ester and N-vinyl pyrrolidone as scavangers for anionic-surfactant carry over when used with cationic softeners in the rinse cycle. The softening properties of the general class of polymeric cationic salts is also suggested.
While satisfactory results may be obtained with one or more of these prior art fabric softener compositions still further improvements are desired in terms of softening performance, ease of handling, storage stability, dispersibility in cold water, viscosity control and overall cost effectiveness.
Summary of the Invention The present invention provides low and high temperature stable, aqueous softener composition based upon cationic fabric softening compounds and a fatty alcohol having an alkyl or alkenyl group of from about 10 to about 24 carbon atoms, and a water-soluble cationic polymer.
More particularly, the present invention provides stable, aqueous, cold and warm water-dispersible fabric softener compositions which comprise:
(A) 3 to 35~ by combined wej.ght of (i) a cationic fabric softener, (11) a fatty alcohol having an alkyl or alkenyl group with from about 10 to about: 24 carbon atoms and (iii) a water-soluble cationic polymer at; a weight ratio of (1):(11) of from about 100:1 to 1:1 and of: (1):(111) of about 100:1 to 1:1;
(H) 0 to 0.5~ by weight of a water-soluble electrolyte;
(C) 0 to 5~ by weight of an emulsifier; and (D) balance to 100°s of water and optionally, one or more of perfume, colorant, optical br:lghtener, and disinfectant.
Detailed Description of Preferred Embodiments The compositions of the present invention are stable aqueous compositions which contain mixtures of (i) a cationic _ 7 _ B
fabric softener which is preferably a water-dispersible quaternary ammonium compound salt or a water-dispersible alkyl imidazolinium compound salt as hereinafter described in more detail, (11) a fatty - 7a -_ g _ alcohol, and a cationic water-soluble polymer, also as hereinafter described.
Softening agents are used to render fabrics or textile soft, and the terms "softening" and "softener" refer to the handle, hand, touch, or feel; this is the tactile impression given by fabrics or textiles to the hand or body and is of aesthetic and commercial importance. The cationic fabric softeners used in the present invention may be any of the commercially available and known cationic fabric softeners and preferably are of the water-insoluble albeit water-dispersible quaternary ammonium compound salt or alkyl imidazolinium compound salt type including at least one, and preferably two hydrophobic groups containing at least 12 and preferably at least 14 carbon atoms.
One preferred class of the cationic softeners are the quaternary ammonium salts of the formula I:
R
R3- ~ - R1 wherein R represents a hydrocarbyl group of from about 12 to 24 and preferably about 14 to 22 carbon atoms; R1 represents lower alkyl of 1 to 4, preferably 1 to 3, carbon atoms, or a hydrocarbyl group of from 12 to 24, preferably 14 to 22, carbon atoms; R2 and R3 represent lower alkyl of 1 to 4, preferably 1 to 3, carbon atoms, and X represents an anion cable of imparting water solubility of dispersibility, such as halide, e.g. chloride, bromide and iodide; sulfate, methosulfate, nitrite, nitrate, phosphate, and carboxylate, e.g. acetate, adipate, propionate, phthalate, benzoate, oleate, etc.
_ g _ The hydrocarbyl groups are preferably alkyl but may be alkeny, aryl, or aralkyl and may include various substituents or interrupting groups such as halo, amide, hydroxyl, and carboxyl substituents or interrupting functional groups and ethoxy or polyethoxy interrupting groups. In addition, one or more of the lower alkyl groups may also be substituted, for example, by an hydroxy group. Typical cationic fabric softener compounds of formula I include the following:
distearyl dimethyl ammonium chloride ditallow dimethyl ammonium chloride dihexadecyl dimethyl ammonium chloride distearyl dimethyl ammonium bromide di(hydrogenated tallow) dimethyl ammonium bromide distearyl di(isopropyl) ammonium chloride distearyl dimethyl ammonium methosulfate.
A highly preferred class of the cationic fabric softeners of formula I are the water-insoluble compounds wherein the groups R and R1 are C14 to C18, RZ is methyl or ethyl and R3 is methyl, ethyl, isopropyl, n-propyl, hydroxyethyl or hydroxypropyl.
A second preferred class of the cationic fabric softener active ingredient are the imidazolinium compounds of the formula II:
X-+N ~ -C -N-IC-R
aH4 ( s R~
wherein R4 is hydrogen or lower alkyl of 1 to 4 and preferably 1 to 3 and especially preferably 1 or 2 carbon atoms, RS is an alkyl containing from 9 to 25 carbon atoms, preferably linear higher alkyl of from about 13 to 23 and especially preferably 13 to 19 carbon atoms, R6 is an alkyl containing from 8 to 25 carbons and preferably a substantially linear higher alkyl group of about 13 to 23, and preferably 13 to 19 carbon atoms; R~ is hydrogen or an alkyl containing from 1 to 4 carbon atoms, preferably 1 or 2 carbon atoms, and X is as defined above.
Typical examples of the alkyl imidazolinium compounds of formula II include:
methyl-1-tallow amido-ethyl-2-tallow imidazolinium methyl sulfate, methyl-1-oleyl amido-ethyl-2-oleyl imidazolinium methyl sulfate, 1-methyl-1-(palmitoylamido)-ethyl-2-octadecyl-4,5-dihydroimidazolinium chloride, 2-hepadecyl-1-methyl-1-(2-stearylamido)-ethyl-imidazolinium chloride, 2-lauryl-1-hydroxyethyl-1-oleyl-imidazolinium chloride.
The water dispersible cationic fabric softeners which can be used in the compositions of the present invention are not limited to those described above and any of the other known useful water dispersible cationic fabric softeners can be used.
Furthermore, mixtures of the above mentioned cationic fabric softeners can also be used. The amount of softener may range from about 2 to about 35% and generally up to 6, 8 or 10% for the so-called 1:1 use formulation and from about 10, 12 or 15%
up to 20, 25, 30 and 35% for the so-called "3:1 concentrates".
The second ingredient of the compositions is the fatty alcohol wherein the hydrophobic group may be a straight or branched chain alkyl or alkenyl group having from about 10 to 24, preferably from about 10 to 20, especially preferably from about 12 to 20 carbon atoms. Specific examples, of the fatty alcohol include decanol, dodecanol, tetradecanol, pentadecanol, hexadecanol, octadecanol, lauryl alcohol, palmityl alcohol, stearyl alcohol, oleyl alcohol, and mixtures thereof. Furthermore, the fatty alcohol may be of natural or synthetic origin and may include, for example, mixed alcohol, such as C16 to C18 alcohols prepared by Ziegler polymerization of ethylene.
The fatty alcohol is present in the composition in a lesser amount relative to the cationic fabric softener such that the ratio, by weight, of the cationic fabric softener to fatty alcohol is in the range of from about 100:1 to about 1:1, preferably from about 10:1 to about 3:1, especially preferably about 6:1 to 3:1. Within these proportions, the fatty alcohol may be present in the formulation, based on the total weight of the aqueous composition, in the range of from about 1 to 10% by weight, preferably about 2.0 to 5% by weight, for the concentrated formulation, and in the range of from about 0.2 to 2%, preferably from about 0.1 to 1.5% by weight for the ready-to-use formulation.
The amount of water-soluble cationic polymer relative to the cationic softener, on a weight basis, is such that the ratio of softener to polymer ranges from about 100:1 to 1:1, preferably 50:1 to 2:1, more preferably 30:1 to 5:1.
The cationic polymers are generally the polymerized and quaternized amine derivatives of acrylic acid, methacrylic - lla -acid, and methacrylamide. The homopolymers are preferred but copolymers with less than about 50 mole % of polymerizable comonomers (B) may be used. Illustrative monomers (before quaternization) are N,N-dimethyl amino acrylate N,N-diethyl amino acrylate N,N-dimethyl amino methacrylate N,N-diethyl amino methacrylate N-N-di-isopropyl amino methacrylate and copolymers with e.g. N-vinyl pyrrolidone vinyl methyl ether Suitable molecular weights range from about 50,000 to several million (e. g. 100,000; 250,000; 400,000; 1 million, 2 million etc.).
The most preferred material is a homopolymer of the monomer unit of the formula:
C'.H3 O CH3 CHz C--C-O-CH2 C:H2 N~ C'.H3 ~3 ' The total amount of the active fabric softening components (cationic fabric softener plus fatty alcohol) should be at least about 11~ by weight, preferably at least 12$ by weight, more preferably about 12 to 20~ by weight, especially preferably 12 to 16~ by weight, for the concentrated formulation. Within these high concentrations of the fabric softening components, highly stable and pourable compositions can be obtained which do not gel upon addition to cold or warm water. Furthermore, in view of the high total amounts of the active fabric softening components, the consumer is provided with a wide choice in suitable dosages which can still provide effective softening over wide ranges of fabric loads. Generally, however, it is sufficient to provide the compositions of this invention in amounts which provide a concentration in the range of from about 10 ppm to 10,000 ppm, preferably from about. 50 ppm to about 500 ppm, of total active ingredients when added to the rinse liquor of a washing cycle. Accordingly, the formulations should be TY
d..
r diluted prior to use in an amount depending on the starting concentration and desired level oi: performance, from about 1 to 4 times, preferably 2 to 3 times with water. Tap water is sufficient for this purpose. For the ready-to-use formula, which can be added directly to the fabrics, generally during the rinse cycle of the overall washing operation in an automatic washing machine, the total - 12 a. -amount of active softening ingredients will be from about 3 to 8%, preferably from about 3.5 to 6% by weight, based on the total composition.
It is one of the outstanding advantages of the present invention that it is not required to include any additional ingredients such as nonionic surfactant emulsifiers, lower alkanols, etc. to formulate stable homogeneous pourable compositions from the mixed cationic fabric softener and fatty alcohol. However, compositions of just cationic softener and fatty alcohol tend to be of too low a viscosity and the addition of the polymer not only overcomes this deficiency but also does not detract from softening performance.
The use of nonionic surfactant dispersants may be resorted to and in this regard references is made to U.S.
Patent 3,974,076, Col. 5 line 14 to Col. 7 line 13 and the nonionics and their amounts mentioned are incorporated herein by reference. Also, useful are the ethoxylated amines and their salts described in U.S. Patent 4,772,403.
In addition to the foregoing components of the softening compositions of this invention, there may also be included numerous conventional, supplemental and optional ingredients which do not adversely affect the stability and/or functional characteristics of the instant compositions. Thus, for example, there may be present the ubiquitous perfumes, dyes, pigments, opacifiers, germicides, optical brighteners, anti-corrosion agents, preservatives, and the like. Where used, each of these components may comprise up to about 0.5%, preferably up to about 0.5%, preferably up to about 0.2%, for example from 0.001% to about 0.1% by weight of the aqueous composition. The use of perfumes, dyes and optical brighteners are especially preferred additives in terms of consumer appeal.
The balance of the compositions of the present invention is provided by water which may be distilled, deionized or tap water.
As noted above, it is generally not required to add any additional ingredients to the active fabric softening components in order to provide the homogeneous stable low viscosity pourable and dispersible fabric softening compositions of this invention.
For example, in the case of one preferred embodiment of the invention wherein the cationic fabric softener is distearyl dimethyl ammonium chloride (DSDMAC) and wherein the fatty alcohol is a C16 to C18 alkyl alcohol, the composition is prepared directly using a high pressure homogenizes thus, a mixture of DSDMAC and the C16-C18 alcohol when dispersed in hot water forms a gel which can be broken in a high pressure homogenizes resulting, after cooling, in a stable liquid product.
The following examples will serve to illustrate the present invention without being deemed limitative thereof.
Parts are by weight unless otherwise indicated.
L'Y21MDT.T~' T
A composition is prepared containing Weight Di-hydrogenated tallow dimethyl ammonium chloride 3.6 C16 - C18 alcohol 0.9 Homopolymeric N,N-dimethyl ammonium ethyl methacrylate chloride 0.2 - 14a -This composition gives better softness than one without the polymer. Furthermore, the viscosity without the polymer is very low (20 - 40 cps) whereas with it, the viscosity ranges from 100 to 400 cps.
Claims (11)
1. A stable aqueous fabric softening composition comprising, by weight:
(a) 2% to 35% of a dispersible, water-insoluble, cationic fabric softener selected from the group consisting of quaternary ammonium salts having the formula:
(wherein R represents a hydrocarbyl group of from 12 to 24 carbon atoms: R1 represents a lower alkyl group of 1 to 4 carbon atoms or a hydrocarbyl group of from 12 to 24 carbon atoms, R2 and R3 each represent a lower alkyl group of 1 or 4 carbon atoms and X represents chloride, bromide or methosulfate): and an imidazolinium compound having the formula:
(wherein R4 is hydrogen or a lower alkyl group of 1 to 4 carbon atoms, R5 is an alkyl group of 9 to 25 carbon atoms, R6 is an alkyl group of 8 to 25 carbon atoms, R7 is hydrogen or an alkyl group of 1 to 4 carbon atoms and X is chloride, bromide or methosulfate) and mixtures thereof;
(b) 0.1% to 10% of a C10-C24 fatty alkanol or alkenol, the weight ratio of the cationic softener to the alkanol or alkenol being from 10:1 to 3:1; and (c) a water-soluble cationic polymer which is a quaternized amine derivative of a homopolymer or copolymer of acrylic acid, methacrylic acid or methacrylamide having a molecular weight of 50,000 to 2,000,000, the weight ratio of the cationic softener to the cationic polymer being from 50:1 to 2:1; the total weight of (a), (b) and (c) being 3% to 35%
of the composition; and (d) the balance being water, wherein the composition has a viscosity of from 100 to 400 centipoises and produces improved softening properties as compared with a composition which does not contain the cationic polymer.
(a) 2% to 35% of a dispersible, water-insoluble, cationic fabric softener selected from the group consisting of quaternary ammonium salts having the formula:
(wherein R represents a hydrocarbyl group of from 12 to 24 carbon atoms: R1 represents a lower alkyl group of 1 to 4 carbon atoms or a hydrocarbyl group of from 12 to 24 carbon atoms, R2 and R3 each represent a lower alkyl group of 1 or 4 carbon atoms and X represents chloride, bromide or methosulfate): and an imidazolinium compound having the formula:
(wherein R4 is hydrogen or a lower alkyl group of 1 to 4 carbon atoms, R5 is an alkyl group of 9 to 25 carbon atoms, R6 is an alkyl group of 8 to 25 carbon atoms, R7 is hydrogen or an alkyl group of 1 to 4 carbon atoms and X is chloride, bromide or methosulfate) and mixtures thereof;
(b) 0.1% to 10% of a C10-C24 fatty alkanol or alkenol, the weight ratio of the cationic softener to the alkanol or alkenol being from 10:1 to 3:1; and (c) a water-soluble cationic polymer which is a quaternized amine derivative of a homopolymer or copolymer of acrylic acid, methacrylic acid or methacrylamide having a molecular weight of 50,000 to 2,000,000, the weight ratio of the cationic softener to the cationic polymer being from 50:1 to 2:1; the total weight of (a), (b) and (c) being 3% to 35%
of the composition; and (d) the balance being water, wherein the composition has a viscosity of from 100 to 400 centipoises and produces improved softening properties as compared with a composition which does not contain the cationic polymer.
2. A fabric softening composition in accordance with claim 1, wherein the cationic polymer (c) is a homopolymer of the following monomer unit:
3. A fabric softening composition in accordance with claim 1 wherein the total weight of (a), (b) and (c) is about 3% to 8% of the composition and the composition is a ready-to-use formula which can be added directly to fabrics in the rinse cycle of an automatic washing machine.
4. A fabric softening composition in accordance with claim 3, wherein the total weight of (a), (b) and (c) is 3.5%
to 6% of the composition.
to 6% of the composition.
5. A fabric softening composition in accordance with claim 3 or 4, which contains, by weight, 3% to 5% of the cationic softener (a), 0.75% to 1.5% of the alkanol or alkenol (b) and 0.1% to 0.5% by weight of the water-soluble polymer which is a homopolymer of the following monomer unit:
6. A fabric softening composition in accordance with claim 5 wherein the softener (a) as dimethyl dihyrogenated tallow ammonium chloride and the component (b) is a C12-C20 alkanol, with a weight ratio of the softener to the alkanol being from 6:1 to 3:1.
7. A fabric softening composition in accordance with claim 1, wherein the total weight of (a), (b) and (c) is at least about 11% by weight and the composition is to be diluted from 1 to 4 times with water prior to use and is non-gelling on storage.
8. A fabric softening composition in accordance with claim 7 wherein the total weight of (a), (b) and (c) is 12% to 20% of the composition.
9. A fabric softening composition in accordance with claim 7 or 8 wherein the water-soluble cationic polymer is a homopolymer of the following monomer unit:
10. A fabric softening composition in accordance with claim 9 wherein the cationic softener is a dimethyl di-CH14-C22 alkyl ammonium chloride and there is present a C12-C20 alkanol, with a weight ratio of the softener to the alkanol being from 6:1 to 3:1 and a weight ratio of the cationic softener to the polymer is from 30:1 to 5:1.
11. A fabric softening composition in accordance with claim 1, wherein:
the cationic fabric softener (a) has the formula (I) in which R and R1 each represent an alkyl or alkenyl group of 14 to 22 carbon atoms and R2, R3 and X are as defined in claim 1;
the ingredient (b) is a C12-C20 alkanol; and the cationic polymer (c) is a homopolymer of a monomer unit of a formula:
having a molecular weight of from 50,000 to 2 million.
the cationic fabric softener (a) has the formula (I) in which R and R1 each represent an alkyl or alkenyl group of 14 to 22 carbon atoms and R2, R3 and X are as defined in claim 1;
the ingredient (b) is a C12-C20 alkanol; and the cationic polymer (c) is a homopolymer of a monomer unit of a formula:
having a molecular weight of from 50,000 to 2 million.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34118989A | 1989-04-21 | 1989-04-21 | |
| US341,189 | 1989-04-21 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2014991A1 CA2014991A1 (en) | 1990-10-21 |
| CA2014991C true CA2014991C (en) | 2000-08-08 |
Family
ID=23336576
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002014991A Expired - Fee Related CA2014991C (en) | 1989-04-21 | 1990-04-20 | Fabric softener composition |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0394133B1 (en) |
| AT (1) | ATE157393T1 (en) |
| AU (1) | AU634493B2 (en) |
| BR (1) | BR9001856A (en) |
| CA (1) | CA2014991C (en) |
| DE (1) | DE69031321D1 (en) |
| DK (1) | DK95990A (en) |
| GR (1) | GR1000480B (en) |
| MY (1) | MY106255A (en) |
| NZ (1) | NZ233281A (en) |
| PT (1) | PT93810B (en) |
| TR (1) | TR27517A (en) |
| ZA (1) | ZA902891B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1994011482A1 (en) † | 1992-11-16 | 1994-05-26 | The Procter & Gamble Company | Fabric softening compositions with dye transfer inhibitors for improved fabric appearance |
| DE4313085A1 (en) * | 1993-04-21 | 1994-10-27 | Stockhausen Chem Fab Gmbh | Stable aqueous dispersions of quaternary ammonium compounds and imidazoline derivatives |
| GB9515805D0 (en) * | 1995-08-02 | 1995-10-04 | Jeyes Group Plc | Compositions |
| AU734821B2 (en) * | 1996-09-19 | 2001-06-21 | Procter & Gamble Company, The | Fabric softeners having increased performance |
| IT1295355B1 (en) * | 1997-10-17 | 1999-05-12 | 3V Sigma Spa | THICKENERS FOR ACID WATER COMPOSITIONS |
| US6949500B2 (en) | 2002-12-16 | 2005-09-27 | Colgate-Palmolive Company | Fabric softener compositions containing a mixture of cationic polymers as rheology modifiers |
| PL377316A1 (en) * | 2002-12-16 | 2006-01-23 | Colgate-Palmolive Company | Concentrated fabric softener compositions containing rheology modifiers to maintain stability and flowability upon dilution |
| US7135451B2 (en) | 2003-03-25 | 2006-11-14 | The Procter & Gamble Company | Fabric care compositions comprising cationic starch |
| GB0714589D0 (en) † | 2007-07-27 | 2007-09-05 | Unilever Plc | Fabric softening composition |
| DE102010030217A1 (en) | 2010-06-17 | 2011-12-22 | Henkel Ag & Co. Kgaa | Thickened softener |
| JP5805845B2 (en) | 2011-03-30 | 2015-11-10 | ザ プロクター アンド ギャンブルカンパニー | Fabric care composition comprising an initial stabilizer |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4237016A (en) * | 1977-11-21 | 1980-12-02 | The Procter & Gamble Company | Textile conditioning compositions with low content of cationic materials |
| DE3167297D1 (en) * | 1980-01-07 | 1985-01-03 | Procter & Gamble | Fabric softening composition |
| US4772403A (en) * | 1985-01-30 | 1988-09-20 | Colgate Palmolive Company | Fabric softener composition |
| US4885102A (en) * | 1987-07-17 | 1989-12-05 | Kao Corporation | Cloth-softening liquid composition containing quaternary ammonium compound and a polyether derivative or cationic surfactant polymer |
-
1989
- 1989-10-06 AU AU42642/89A patent/AU634493B2/en not_active Ceased
-
1990
- 1990-04-10 NZ NZ233281A patent/NZ233281A/en unknown
- 1990-04-17 ZA ZA902891A patent/ZA902891B/en unknown
- 1990-04-18 DK DK095990A patent/DK95990A/en not_active Application Discontinuation
- 1990-04-19 MY MYPI90000642A patent/MY106255A/en unknown
- 1990-04-19 PT PT93810A patent/PT93810B/en not_active IP Right Cessation
- 1990-04-19 DE DE69031321T patent/DE69031321D1/en not_active Expired - Lifetime
- 1990-04-19 AT AT90401065T patent/ATE157393T1/en active
- 1990-04-19 EP EP90401065A patent/EP0394133B1/en not_active Expired - Lifetime
- 1990-04-20 BR BR909001856A patent/BR9001856A/en not_active IP Right Cessation
- 1990-04-20 CA CA002014991A patent/CA2014991C/en not_active Expired - Fee Related
- 1990-04-23 GR GR900100302A patent/GR1000480B/en unknown
- 1990-04-30 TR TR00484/90A patent/TR27517A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CA2014991A1 (en) | 1990-10-21 |
| BR9001856A (en) | 1991-06-18 |
| GR1000480B (en) | 1992-07-30 |
| PT93810B (en) | 1997-02-28 |
| ATE157393T1 (en) | 1997-09-15 |
| DE69031321D1 (en) | 1997-10-02 |
| ZA902891B (en) | 1991-12-24 |
| DK95990D0 (en) | 1990-04-18 |
| NZ233281A (en) | 1993-02-25 |
| EP0394133A1 (en) | 1990-10-24 |
| EP0394133B1 (en) | 1997-08-27 |
| PT93810A (en) | 1990-11-20 |
| AU4264289A (en) | 1990-10-25 |
| DK95990A (en) | 1990-10-22 |
| GR900100302A (en) | 1991-09-27 |
| TR27517A (en) | 1995-06-07 |
| AU634493B2 (en) | 1993-02-25 |
| MY106255A (en) | 1995-04-29 |
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