EP0734433A1 - Compositions assouplissantes concentrees liquides, de viscosite stable - Google Patents

Compositions assouplissantes concentrees liquides, de viscosite stable

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Publication number
EP0734433A1
EP0734433A1 EP95904876A EP95904876A EP0734433A1 EP 0734433 A1 EP0734433 A1 EP 0734433A1 EP 95904876 A EP95904876 A EP 95904876A EP 95904876 A EP95904876 A EP 95904876A EP 0734433 A1 EP0734433 A1 EP 0734433A1
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EP
European Patent Office
Prior art keywords
group
fabric softening
alkyl
formula
hydrocarbyl
Prior art date
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Granted
Application number
EP95904876A
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German (de)
English (en)
Other versions
EP0734433B1 (fr
EP0734433B2 (fr
Inventor
John Cort Severns
Alice Marie Vogel
Errol Hoffman Wahl
Robert Mermelstein
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Procter and Gamble Co
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Procter and Gamble Co
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Classifications

    • 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
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/645—Mixtures of compounds all of which are cationic
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic compounds
    • C11D1/62—Quaternary ammonium compounds

Definitions

  • the present invention relates to concentrated aqueous textile treatment compositions.
  • it relates to textile treatment compositions for use in the rinse cycle of a textile laundering operation to provide fabric softening/static control benefits, the compositions being characterized by excellent storage stability and excellent viscosity stability after freeze/thaw cycling.
  • Aqueous textile treatment compositions suitable for providing fabric softening and static control benefits during laundering are well-known in the art and have found wide-scale commercial application.
  • aqueous, rinse-added, fabric softening compositions contain, as the active softening component, substantially water-insoluble cationic materials having two long alkyl chains. Typical of such materials are di-hydrogenated tallow di-methyl ammonium chloride and imidazolinium compounds substituted with two stearyl groups. These materials are normally prepared in the form of a dispersion in water.
  • Cationic softener materials are normally supplied by the manufacturer containing about 70%-90% of active material in an organic liquid such as isopropanol or ethanol, sometimes containing a minor amount of water (up to 10%).
  • Retail fabric softening compositions are then prepared by dispersion of the softener in warm or hot water under carefully controlled conditions.
  • the physical form and dispersibility constraints of these industrial concentrates are such as to preclude their direct use by the domestic consumer; indeed, they can pose severe processing problems even for the industrial supplier of retail fabric softening compositions.
  • the present invention contains diester quaternary ammonium material (hereinafter referred to as "DEQA") as an essential component. Two primary types of DEQA are preferred.
  • the first type of DEQA preferably comprises, as the primary active, compounds of the formula:
  • each R substituent is a short chain Cj-Cg, preferably C1-C3 alkyl or hydroxyalkyl group, e.g., methyl (most preferred), ethyl, propyl, hydroxyethyl, and the like, benzyl or mixtures thereof; each m is 2 or 3; each n is from 1 to about 4; each Y is -O-(O)C-, or -C(O)-O-, but not -OC(O)O-; each R 2 is a long chain C 12- C22 hydrocarbyl, or substituted hydrocarbyl substituent, preferably C15-C19 alkyl or alkylene, most preferably C15-C17 straight chain alkyl or alkylene such that the Iodine Value (hereinafter referred to as IV) of the parent fatty acid of this R 2 group is less than about 10, preferably less than about 5, most preferably less than about 2; and the counterion, Xv”), can be any softener
  • the anion can also, but less preferably, carry a double charge in which case ⁇ ( ⁇ ) represents half a group.
  • These materials containing a divalent anion, in general, are more difficult to formulate as stable concentrated liquid compositions.
  • Carbonate esters, i.e., where Y - -O-C(O)O-, are unstable compounds and are not included as (A)(1) compounds.
  • substituents R and R 2 can optionally be substituted with various groups such as alkoxyl or hydroxyl groups, and can be straight, or branched so long as the R 2 groups maintain their basically hydrophobic character.
  • the preferred compounds can be considered to be diester variations of ditallow dimethyl ammonium chloride (hereinafter referred to as "DTDMAC”), which is a widely used fabric softener. At least 80% of the DEQA is in the diester form, and from 0% to about 20% can be DEQA monoester (e.g., only one of the ester groups is hydrolyzed to yield either- Y-H, or an -OH group).
  • the diester when specified, it can include the monoester that is present.
  • the percentage of monoester should be as low as possible, preferably no more than about 2.5%.
  • some monoester can be preferred.
  • the overall ratios of diester to monoester are from about 100:1 to about 2:1, preferably from about 50:1 to about 5: 1, more preferably from about 13:1 to about 8:1.
  • the di/monoester ratio is preferably about 11: 1.
  • the level of monoester present can be controlled in manufacturing the DEQA.
  • the above compounds used as the biodegradable quaternized ester-amine softening material in the practice of this invention, can be prepared using standard reaction chemistry.
  • an amine of the formula RN(CH2CH2OH)2 is esterified at both hydroxyl groups with an acid chloride of the formula R 2 C(O)Cl, then quaternized with ah alkyl halide, RX, to yield the desired reaction product (wherein R and R 2 are as defined hereinbefore).
  • RX alkyl halide
  • stable liquid compositions herein are formulated at a neat pH in the range of from about 2 to about 5, preferably from about 2 to about 4.5, more preferably from about 2.5 to about 4.
  • Suitable Bronsted acids include the inorganic mineral acids, carboxylic acids, in particular the low molecular weight (C1-C5) carboxylic acids, and alkylsulfonic acids.
  • Suitable inorganic acids include HCl, H2SO4, HNO3 and H3PO4.
  • Suitable organic acids include formic, acetic, citric, methylsulfonic and ethylsulfonic acids.
  • Preferred acids are hydrochloric, phosphoric, and citric acids. 2.
  • the primary active has the general formula:
  • C(O)R 2 is derived from hardened tallow fatty acid.
  • each R is a methyl or ethyl group and preferably each R 2 is in the range of C ⁇ to C19 Degrees of branching and substitution can be present in the alkyl chains.
  • the anion X J n the molecule is the same as in DEQA (1) above.
  • the diester when specified, it can include the monoester that is present.
  • the amount of monoester that may be present is the same as in DEQA (1).
  • the present invention may also contain mixtures of the two primary types of DEQA.
  • compositions prepared by the present invention contain as an essential component a co-active fabric softening material, as described hereinafter, which is different from the biodegradable diester quaternary ammonium softening material
  • each Y 2 is either: -N(R ⁇ )C(O)-, in which each R ⁇ is selected from the group consisting of Cj-Cg alkyl, alkenyl, hydroxy alkyl group or hydrogen; -OC(O)-; or a single covalent bond; wherein each R 3 is independently, hydrocarbyl, preferably alkyl, groups containing from about 11 to about 31, preferably from about 13 to about 17, carbon atoms, more preferably straight chain alkyl groups, and wherein each n 2 independently is from about 2 to about 4, preferably with both n 2 's being 2.
  • each R 3 can optionally be substituted with various groups such as alkoxyl or hydroxyl, or can be branched, but such materials are not preferred herein.
  • R 3 can optionally be unsaturated (e.g., alkenyl groups).
  • a preferred co-active fabric softening material of the present invention is the reaction product of higher fatty acids with a polyamine selected from the group consisting of hydroxyalkylenediamines and dialkylenetriamines and mixtures thereof, the process of which is disclosed in U.S. Pat. No. 5,013,846, Walley, issued May 7, 1993 and incorporated herein by reference. These reaction products are mixtures of several compounds in view of the multifunctional structures of polyamines (see, for example, the publication by H.W. Eckert in Fette-Seifen-Anstrichstoff, September 1972, pages 527-533).
  • a fatty acid of the formula R 3 COOH is reacted with a hydroxyalkylenediamine of the formula NH2-(CH2) n 2-NH-(CH2) n 2OH to form an intermediate imidazoline precursor, which is then reacted with a methyl ester of a fatty acid of the formula:
  • R 3 , and n 2 are as previously defined.
  • the above list is intended to be illustrative of other types of substituted imidazoline softening materials which can optionally be used in the present invention, but which are not preferred.
  • Di(2-amidoethyl)methyl quaternary ammonium salts are also suitable for use as Component (B) in the compositions of the invention herein, especially those having the formula:
  • each R 7 is selected from the group consisting of C14 to C20 alkyl and alkenyl groups, wherein each R° is selected from methyl, ethyl, and -(C m H2 m O) n 3H, wherein n 3 is from 1 to about 5, preferably 3, and wherein m, and X ⁇ ⁇ * have the same meaning as before.
  • This class of agents is disclosed in U.S. Pat. No. 4,134,840, Minegishi et al., issued January 16, 1979, incorporated herein by reference.
  • Exemplary materials are di((2-hydrogenatedtallowamidoethyl) ethoxylated (2 ethoxy groups) methyl ammonium methylsulfate, di(2-oleylamidoethyl) propoxylated (3-propoxy groups) methyl ammonium bromide, di(2-palmitoleylamidoethyl) dimethyl ammonium ethylsulfate and di(2-stearylamidoethyl) propoxylated (2 propoxy groups) methyl ammonium methylsulfate.
  • An exemplary commercial material suitable for use as Component (B) herein is di(2-tallowamidoethyl) ethoxylated methyl ammonium methylsulfate (such that the IN. Component B is about 31) sold under the name Varisoft 222, from Witco Chemical Company.
  • a co-active fabric softening material for use as component (B) in the composition of the invention herein can also have the formula: (-3) wherein each R S C15 - C17 alkyl group such that the IV of the parent fatty acid of this R 9 group is from about 20 to about 100, preferably from about 30 to about 70, most preferably from about 35 to about 60; and X has the same meaning as before.
  • a preferred fabric softening material of the present invention is prepared according to the synthesis disclosed in U.S. Pat. No. 3,915,867, Kang et al., issued October 28, 1975 and incorporated herein by reference.
  • the fabric softening material of this invention generally comprises the reaction of purified C ⁇ -Cjg fatty acid alkylester mixture, triethanolamine, and a quaternizing reagent, preferably dimethyl- sulfate.
  • the select fatty acid alkylesters are preferably a mixture of substantial amounts of oleic, palmitic, stearic acid alkyl esters and may include minor amounts of other fatty substances.
  • a co-active fabric softening material suitable for use as Component (B) in the composition of the invention can also have the formula:
  • each R ⁇ 0 is a Ci2 - 22 hydrocarbyl or substituted hydrocarbyl substituent, preferably C15 - C19 alkyl or alkylene, most preferably C15 - C ⁇ straight chain alkyl or alkylene such that the IV of the parent fatty acid of this R 10 group is from about 20 to about 100, preferably from about 30 to about 70, most preferably from about 35 to about 60; and R and X have the same meaning as before.
  • Tallow is a convenient and inexpensive source of long chain alkyl and alkenyl materials.
  • a specific example of a diester quaternary ammonium compound suitable for use in this invention herein include: l,2-ditallowyloxy-3-(trimethyl ammonio)propane chloride.
  • Suitable diester quaternary ammoniums of this invention are obtained by, e.g.: replacing "tallowyl” in the above compounds with, for example, cocoyl, palmoyl, lauryl, oleyl, stearyl, palmityl, or the like; replacing "methyl” in the above compounds with ethyl, propyl, isopropyl, butyl, isobutyl, t-butyl, or the hydroxy substituted analogs of these radicals; replacing "chloride” in the above compounds with bromide, methylsulfate, formate, sulfate, nitrate, and the like.
  • the anion is merely present as a counterion of the positively charged quaternary ammonium compounds disclosed herein.
  • the scope of this invention is not considered limited to any particular anion.
  • the materials herein can be prepared by standard esterification and quaternization reactions, using readily available starting materials. General methods for preparation are disclosed in U.S. Pat. No. 4,137,180, incorporated herein by reference.
  • a co-active fabric softening material suitable for use as Component (B) in the composition of the invention can also have the formula:
  • each R is a long chain C12-C22 hydrocarbyl, or substituted hydrocarbyl substituent, preferably C15-C19 alkyl or alkylene, most preferably 15-C17 straight chain alkyl or alkylene such that the IV of the parent fatty acid of this R! 1 group is from about 20 to about 100, preferably from about 30 to about 70, most preferably from about 35 to about 60; and each m, n, Y, R and Xw have the same meaning as before.
  • the DEQA (A) material is (1)
  • the requirement for component (B) is not met by this material and it is preferably not present, except in small amounts unless, a third softener active is present in the mixture.
  • the present invention may also contain mixtures of the various co-active fabric softening materials.
  • compositions of the present invention herein comprise from about 15% to about 35%, preferably from about 20% to about 32%, most preferably from about 22% to about 27% of component (A) + component (B).
  • the ratio of component (A) to component (B) is from about 0.2: 1 to about 8: 1, preferably from about 0.25:1 to about 4:1, most preferably from about 0.3: 1 to about 1.5: 1.
  • the present invention utilizes an acid of sufficient concentration to keep the pH at the desired level and optionally, to fully protonate component (B) to the extent that it is not already quaternized.
  • the composition of the present invention is prepared using a molten premix of components (A) + (B), (hereinafter referred to as premix).
  • premix molten premix of components (A) + (B), (hereinafter referred to as premix).
  • premix molten premix of components (A) + (B), (hereinafter referred to as premix).
  • premix molten premix of components (A) + (B), (hereinafter referred to as premix).
  • premix molten premix of components (A) + (B), (hereinafter referred to as premix).
  • the premix is injected into an acid/water seat, then high shear milling is conducted and, electrolyte is added in no specific order.
  • the electrolyte is selected from the group consisting of the Group I A and IIA metals of the periodic table of elements, e.g., calcium chloride, sodium chloride, potassium bromide, and lithium chloride, and ammonium salts, e.g., ammonium chloride and lysine HCl.
  • the acid/water seat has an acid concentration up to about 2%.
  • the acid to (B) molar ratio is from about 0: 1 to about 1.2: 1.
  • the acid to (A) molar ratio is from about 0: 1 to about 0.2: 1.
  • the neat pH of the final composition is preferably from about 2.5 to about 4.
  • Suitable acids include the Bronsted acids, especially inorganic mineral acids and organic acids such as carboxylic acids.
  • Carboxylic acids include, in particular, the low molecular weight (C1-C5) carboxylic acids of the formula R* 2 -COOH (R* 2 being a C1-C5 or H alkyl group).
  • Suitable organic acids are selected from the group having the formula R 1 CH2SO3H, wherein R 13 is hydrogen or C ⁇ to C4 alkyl-
  • Suitable specific organic acids include formic, methylsulfonic, ethylsulfonic, citric, gluconi ⁇ , and aromatic carboxylic acids like benzoic acid.
  • Suitable inorganic acids include HCl, HBr, H2SO4, H 2 SO 3 , HNO3, and H3PO4.
  • Preferred acids are phosphoric, formic, acetic, hydrochloric, citric, and methylsulfonic acids. Mixtures of the above organic and inorganic acids are also suitable. Typically, acids such as citric, hydrochloric, phosphoric, and sulfuric are used because of their low cost and availability. (D). Liquid Carrier
  • compositions of the present invention herein comprise from about 60% to about 90%, preferably from about 65% to about 85% of an aqueous liquid carrier.
  • the preferred aqueous carrier is water which can contain minor ingredients.
  • Fully-formulated fabric softening compositions made by the process of the present invention can optionally contain one or more of the following ingredients.
  • the fabric softening compositions herein optionally contain an aqueous emulsion of a predominantly linear polydialkyl or alkyl aryl siloxane in which the alkyl groups can have from one to five carbon atoms and can be wholly, or partially, fluoridated.
  • These siloxanes act to provide improved fabric benefits.
  • Suitable silicones are polydimethyl siloxanes having a viscosity, at 25 C, of from about 100 to about 100,000 centistokes, preferably from about 1,000 to about 12,000 centistokes. In some applications as low as 1 centistoke materials are preferred.
  • the fabric softening compositions herein can contain from about 0.1% to about 10%, of the silicone component.
  • the fabric softening compositions herein contain from 0% to about 3%, preferably from about 0.01% to about 2%, of a thickening agent.
  • suitable thickening agents include: cellulose derivatives, synthetic high molecular weight polymers (e.g., carboxyvinyl polymer and polyvinyl alcohol), and cationic guar gums.
  • cellulosic derivatives that are functional as thickening agents herein can be characterized as certain hydroxyethers of cellulose, such as •
  • Methocel marketed by Dow Chemicals, Inc.; also, certain cationic cellulose ether derivatives, such as Polymer JR-125, JR-400, and JR-30M, marketed by Union Carbide.
  • cationic guar gums such as Jaguar Plus, marketed by Stein Hall, and Gendrive 458, marketed by General Mills.
  • Preferred thickening agents herein are selected from the group consisting of methyl cellulose, hydroxypropyl methylcellulose, hydroxybutyl methylcellulose, or mixtures thereof, said cellulosic polymer having a viscosity in 2% aqueous solution at 20C of from about 15 to about 75,000 centipoises.
  • an optional soil release agent may be added.
  • the addition of the soil release agent may occur in combination with the premix, in combination with the acid/water seat, before or after electrolyte addition, or after the final composition is made.
  • the softening composition prepared by the process of the present invention herein can contain from 0% to about 10%, preferably from 0.2% to about 5%, of a soil release agent.
  • a soil release agent is a polymer.
  • Polymeric soil release agents useful in the present invention include copolymeric blocks of terephthalate and polyethylene oxide or polypropylene oxide, and the like.
  • a preferred soil release agent is a copolymer having blocks of terephthalate and polyethylene oxide. More specifically, these polymers are comprised of repeating units of ethylene terephthalate and polyethylene oxide terephthalate at a molar ratio of ethylene terephthalate units to polyethylene oxide terephthalate units of from 25:75 to about 35:65, said polyethylene oxide terephthalate containing polyethylene oxide blocks having molecular weights of from about 300 to about 2000. The molecular weight of this polymeric soil release agent is in the range of from about 5,000 to about 55,000.
  • Another preferred polymeric soil release agent is a crystallizable polyester with repeat units of ethylene terephthalate units containing from about 10% to about 15% by weight of ethylene terephthalate units together with from about 10% to about 50% by ⁇ weight of polyoxyethylene terephthalate units, derived from a polyoxyethylene glycol of average molecular weight of from about 300 to about 6,000, and. the molar ratio of ethylene terephthalate units to polyoxyethylene terephthalate units in the crystallizable polymeric compound is between 2: 1 and 6: 1.
  • this polymer include the commercially available materials Zelcon 4780 (from Dupont) and Milease T (from ICI).
  • Highly preferred soil release agents are polymers of the generic formula:
  • each X can be a suitable capping group, with each X typically being selected from the group consisting of H, and alkyl or acyl groups containing from about 1 to about 4 carbon atoms, p is selected for water solubility and generally is from about 6 to about 1 13, preferably from about 20 to about 50.
  • u is critical to formulation in a liquid composition having a relatively high ionic strength. There should be very little material in which u is greater than 10. Furthermore, there should be at least 20%, preferably at least 40%, of material in which u ranges from about 3 to about 5.
  • the R' 4 moieties are essentially 1,4-phenylene moieties.
  • the term "the R 14 moieties are essentially 1,4-phenylene moieties” refers to compounds where the R* 4 moieties consist entirely of 1,4-phenylene moieties, or are partially substituted with other arylene or alkarylene moieties, alkylene moieties, alkenylene moieties, or mixtures thereof.
  • Arylene and alkarylene moieties which can be partially substituted for 1,4-phenylene include 1,3 -phenylene, 1,2-phenylene, 1,8-naphthylene, 1,4-naphthylene, 2,2-biphenylene, 4,4-biphenylene, and mixtures thereof.
  • Alkylene and alkenylene moieties which can be partially substituted include 1,2-propylene, 1,4- butylene, 1,5-pentylene, 1,6-hexamethylene, 1,7-heptamethylene, 1,8-octamethylene, 1,4-cyclohexylene, and mixtures thereof.
  • the degree of partial substitution with moieties other than 1,4-phenylene should be such that the soil release properties of the compound are not adversely affected to any great extent.
  • the degree of partial substitution which can be tolerated will depend upon the backbone length of the compound, i.e., longer backbones can have greater partial substitution for 1,4- phylene moieties.
  • compounds where the R 4 comprise from about 50% to about 100% 1,4-phenylene moieties (from 0% to about 50% moieties other than 1,4- phenylene) have adequate soil release activity.
  • polyesters made according to the present invention with a 40:60 mole ratio of isophthalic (1,3- phenylene) to terephthalic (1,4-phenylene) acid have adequate soil release activity.
  • the R ⁇ 4 moieties consist entirely of (i.e., comprise 100%) 1,4-phenylene moieties, i.e., each R ⁇ moiety is 1,4-phenylene.
  • suitable ethylene or substituted ethylene moieties include ethylene, 1,2-propylene, 1,2-butylene, 1,2-hexylene, 3-methoxy-l,2- propylene, and mixtures thereof.
  • the R ⁇ moieties are essentially ethylene moieties, 1,2-propylene moieties, or mixtures thereof. Inclusion of a greater percentage of ethylene moieties tends to improve the soil release activity of compounds. Surprisingly, inclusion of a greater percentage of 1,2-propylene moieties tends to improve the water solubility of compounds.
  • 1,2-propylene moieties or a similar branched equivalent is desirable for incorporation of any substantial part of the soil release component in the liquid fabric softener compositions.
  • each p is at least about 6, and preferably is at least about* 10.
  • the value for each n usually ranges from about 12 to about 113. Typically the value for each p is in the range of from about 12 to about 43.
  • soil release agents can also act as scum dispersants.
  • the premix can be combined with an optional scum dispersant, other than the soil release agent, and heated to a temperature at or above the melting point(s) of the components.
  • the preferred scum dispersants herein are formed by highly ethoxylating hydrophobic materials.
  • the hydrophobic material can be a fatty alcohol, fatty acid, fatty amine, fatty acid amide, amine oxide, quaternary ammonium compound, or the hydrophobic moieties used to form soil release polymers.
  • the preferred scum dispersants are highly ethoxylated, e.g., more than about 17, preferably more than about 25, more preferably more than about 40, moles of ethylene oxide per molecule on the average, with the polyethylene oxide portion being from about 76% to about 97%, preferably from about 81% to about 94%, of the total molecular weight.
  • the level of scum dispersant is sufficient to keep the scum at an acceptable, preferably unnoticeable to the consumer, level under the conditions of use, but not enough to adversely affect softening. For some purposes it is desirable that the scum is nonexistent.
  • the amount of anionic or nonionic detergent, etc., used in the wash cycle of a typical laundering process the efficiency of the rinsing steps prior to the introduction of the compositions herein, and the water hardness, the amount of anionic or nonionic detergent surfactant and detergency builder (especially phosphates and zeolites) entrapped in the fabric (laundry) will vary.
  • the minimum amount of scum dispersant should be used to avoid adversely affecting softening properties.
  • scum dispersion requires at least about 2%, preferably at least about 4% (at least 6% and preferably at least 10% for maximum scum avoidance) based upon the level of softener active.
  • levels of about 10% (relative to the softener material) or more one risks loss of softening efficacy of the product especially when the fabrics contain high proportions of nonionic surfactant which has been absorbed during the washing operation.
  • Preferred scum dispersants are: Brij 700; Varonic U-250; Genapol T-500, Genapol T-800; Plurafac A-79; and Neodol 25-50. 5.
  • Bactericides are: Brij 700; Varonic U-250; Genapol T-500, Genapol T-800; Plurafac A-79; and Neodol 25-50. 5.
  • bactericides used in the compositions of this invention include glutaraldehyde, formaldehyde, 2-bromo-2-nitro-propane-l,3-diol sold by Inolex Chemicals, located in Philadelphia, Pennsylvania, under trade name Bronopol, and a mixture of 5-chloro-2-methyl-4-isothiazoline-3-one and 2-methyl-4- isothiazoline-3-one sold by Rohm and Haas Company under the trade name Kathon CG ICP.
  • Typical levels of bactericides used in the present compositions are from about 1 to about 1,000 ppm by weight of the agent.
  • the present invention can include optional components conventionally used in textile treatment compositions, for example, short chain alcohols such as ethanol, or propylene glycol, colorants, perfumes, preservatives, optical brighteners, opacifiers, surfactants, stabilizers such as guar gum and polyethylene glycol, anti-shrinkage agents, fabric crisping agents, spotting agents, germicides, fungicides, anti-oxidants such as butylated hydroxy toluene, anti-corrosion agents, and the like.
  • short chain alcohols such as ethanol, or propylene glycol
  • colorants such as ethanol, or propylene glycol
  • perfumes preservatives, optical brighteners, opacifiers, surfactants, stabilizers such as guar gum and polyethylene glycol
  • anti-shrinkage agents such as guar gum and polyethylene glycol
  • fabric crisping agents such as spotting agents
  • germicides such as fungicides
  • anti-oxidants such as buty
  • compositions of the present invention are preferably used in the rinse cycle of the conventional automatic laundry operations.
  • rinse water has a o o temperature of from about 15 C to about 60 C.
  • Fabrics or fibers are contacted with an effective amount, generally from about 20 ml to about 300 ml (per 3.5 kg of fiber or fabric being treated), of the compositions herein in an aqueous bath.
  • an effective amount generally from about 20 ml to about 300 ml (per 3.5 kg of fiber or fabric being treated), of the compositions herein in an aqueous bath.
  • the amount used is based upon the judgment of the user, depending on concentration of the softening materials, (A) + (B), fiber or fabric type, degree of softness desired, and the like.
  • from about 20 ml to about 300 ml of 9% to 40% dispersion of the softening materials (A) + (B) are used in a 25 gallon laundry rinse bath to soften and provide antistatic benefits to a 3.5 kg load of mixed fabrics.
  • the rinse bath contains from about 20 ppm to about 250 ppm of the fabric softening materials (A) + (B) herein. More preferably for United States conditions, the rinse bath contains from about 50 ppm to about 150 ppm of the fabric softening materials (A) + (B). More preferably for European conditions, the rinse bath contains from about 250 ppm to about 450 ppm of the fabric softening materials (A) + (B). More preferably for Japanese conditions, the rinse bath contains from about 30 ppm to about 80 ppm of the fabric softening materials (A) + (B). These concentration levels achieve superior fabric softening and static control.
  • the invention is exemplified by the following non-limiting examples in which all numerical values are approximations consistent with normal experience.
  • EXAMPLE I PREPARATION
  • the first three ingredients in each Formula are co-melted in a pyrex beaker, covered with a concave watchglass, for three hours at about 80-85 C to form the premix.
  • the water, HCl, and silicone antifoam are separately weighed into a sealed o container and heated to about 83 C to form the water seat.
  • the premix is then injected into the water seat over three to four minutes at about 72 C while stirring at from about 1500 to about 3000 r.p.m..
  • a 15% aqueous solution of Lysine/HCl is added to the water seat/premix dispersion over seven minutes at about 71 C while stirring at from about 500 to about 1000 r.p.m..
  • the perfume, and the silicone DC- 200 are added to the dispersion over thirty seconds.
  • the dispersion is milled for two minutes at about 70°C at from about 4000 to about 8000 r.p.m. of the mill.
  • a 40% aqueous solution of soil release polymer is added to the dispersion over two minutes o at about 66 C while stirring at from about 500 to about 1000 r.p.m..
  • the dispersion o is then chilled in an ice bath at about 25 C for 8 minutes while stirring at from about 200 to about 500 r.p.m..
  • compositions containing mixtures of the two softener active materials, Component (A) and Component (B), (Formulas 2-4), have more stable o viscosities at temperatures down to 10 C, than compositions containing only the individual softener active Component (A) or Component (B), (Formulas 1 and 5).
  • Ditallow Imidazoline Amide in the amount of 375g is melted by heating to about 93 C.
  • This molten softener is then dispersed into 376g of deionized water at about 82°C containing 90g of a 28.25% HCl solution and 4.8g of the DC-2210 silicone antifoam over five minutes while stirring with an EKA model RW20 DZM stirrer at 400-600 r.p.m.. The resulting dispersion is stirred for an additional four o minutes.
  • a second aliquot of about 82 C deionized water in the amount of 580g is stirred into the thick dispersion over two and one half minutes.
  • a blend of 20.25g of perfume and 2.85g of DC-200 silicone fluid is then added to the dispersion over thirty seconds, followed by two and one half minutes of mixing with an IKA Ultra- Turrax T50 high shear mill at 8000 r.p.m..
  • the dispersion is then cooled to room temperature over three minutes by passing it through a small plate and frame heat exchanger.
  • the preservative in the amount of 0.3g is added at room temperature following the cool down.
  • N ⁇ N-di(hydrogenated tallowyl-oxy-ethyl)-N,N-dimethyl ammonium chloride o in the amount of 43 lg and 24g of ethanol are melted at about 91 C.
  • This molten o softener is dispersed into 954g of deionized water at about 82 C containing 8.25g of a 0.968 N HCl solution, 4.8g of DC-2210 silicone antifoam and 18.75g of a 40% solution of soil release polymer over five and one half minutes while stirring at 800- 1100 r.p.m.. Subsequently, 35g of an aqueous 15% CaC12 solution is stirred into the dispersion over four and one half minutes.
  • a blend of 20.25g of perfume and 2.85g of DC-200 silicone fluid is then added to the dispersion over thirty seconds, followed by two and one half minutes of mixing with a high shear mill at 8000 r.p.m..
  • the preservative in the amount of 0.3g is added just prior to cool-out.
  • the dispersion is then cooled to room temperature over two and one half minutes by passing through a small plate and frame heat exchanger.
  • An amount of 105g of Formula 2 is mixed with 210g of Formula 1 at room temperature.
  • Ditallow Imidazoline Amide in the amount of 214g, 115.5g N,N-di(tallowyl-oxy- ethyl)-N,N-dimethyl ammonium chloride and 19g of ethanol are co-melted at about o
  • This molten softener mixture is dispersed into 1,102g of deionized water at about 82 C containing 14.55g of HCl and 4.8g of DC-2210 silicone antifoam over five and one half minutes while stirring at 800-1100 r.p.m.. Subsequently, 37.5g of an aqueous 15% CaC12 solution is stirred into the dispersion over four and one half minutes. A blend of 20.25g of perfume and 2.85g of DC-200 silicone fluid is then added to the dispersion over thirty seconds, followed by two and one half minutes of mixing with high shear mill at 8000 r.p.m.. The dispersion is then cooled to room temperature over two and one half minutes by passing it through a small plate and frame heat exchanger.
  • the preservative in the amount of 0.3g is added at room temperature following cool- out.
  • Example III These Examples are prepared in the same manner as Example III except that the amounts of imidazoline, N,N-di(hydrogenated tallowyl-oxy-ethyl)-N,N-dimethyl ammonium chloride, ethanol, and HCl vary according to the formulas shown above.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
  • Biological Depolymerization Polymers (AREA)
  • Detergent Compositions (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne des compositions assouplissantes liquides, aqueuses et concentrées, de viscosité stable, pour tissus qui contiennent un mélange de substances assouplissantes à base d'ammonium quaternaire diester biodégradable et de substances assouplissantes spécifiques coactives, qui comprennent des composés d'imidazoline substitués et des sels d'ammonium quaternaire spécifiques. Ces compositions présentent une stabilité supérieure à la fois à des températures normales et à des températures plus basses. Le procédé le mieux adapté à la préparation de ce type de compositions fait appel à un prémélange fondu de substances assouplissantes, dispersé en une phase aqueuse par broyage à cisaillement élevé.
EP95904876A 1993-12-13 1994-12-12 Compositions assouplissantes concentrees liquides, de viscosite stable Expired - Lifetime EP0734433B2 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US16611393A 1993-12-13 1993-12-13
US166113 1993-12-13
PCT/US1994/014255 WO1995016766A1 (fr) 1993-12-13 1994-12-12 Compositions assouplissantes concentrees liquides, de viscosite stable

Publications (3)

Publication Number Publication Date
EP0734433A1 true EP0734433A1 (fr) 1996-10-02
EP0734433B1 EP0734433B1 (fr) 2000-03-22
EP0734433B2 EP0734433B2 (fr) 2004-03-24

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EP (1) EP0734433B2 (fr)
JP (1) JP3746294B2 (fr)
CN (1) CN1161450C (fr)
BR (1) BR9408310A (fr)
CA (1) CA2179007C (fr)
DE (1) DE69423650T3 (fr)
ES (1) ES2144603T5 (fr)
MA (1) MA23394A1 (fr)
WO (1) WO1995016766A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7056881B2 (en) 2000-09-05 2006-06-06 Unilever Home & Personal Care Usa A Division Of Conopco, Inc. Fabric conditioning compositions
US7078374B2 (en) 2000-09-05 2006-07-18 Unilever Home & Personal Care Usa Division Of Conopco, Inc. Method of preparing fabric conditioning compositions

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US6559117B1 (en) * 1993-12-13 2003-05-06 The Procter & Gamble Company Viscosity stable concentrated liquid fabric softener compositions
GB9816659D0 (en) * 1998-07-30 1998-09-30 Dow Europ Sa Composition useful for softening, cleaning, and personal care applications and processes for the preparation thereof
MXPA04012377A (es) * 2002-06-13 2005-02-25 Procter & Gamble Composiciones que comprenden un sistema activo suavizante de telas que comprende por lo menos dos activos cationicos suavizantes de telas.
US6927202B2 (en) 2002-09-19 2005-08-09 Unilever Home & Personal Care, Usa Division Of Conopco, Inc. Fabric conditioning compositions
CN102230278B (zh) * 2011-06-07 2013-02-13 廊坊乐万家联合家化有限公司 一种浓缩衣物柔顺剂及其制备方法
US20180371366A1 (en) * 2015-12-15 2018-12-27 Rhodia Operations Method for enhancing stability of composition by using quat and polysaccharides
US10351805B2 (en) * 2015-12-22 2019-07-16 Rhodia Operations Compositions comprising a quat and a mixture of a nonionic and two cationic polysaccharides

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7056881B2 (en) 2000-09-05 2006-06-06 Unilever Home & Personal Care Usa A Division Of Conopco, Inc. Fabric conditioning compositions
US7078374B2 (en) 2000-09-05 2006-07-18 Unilever Home & Personal Care Usa Division Of Conopco, Inc. Method of preparing fabric conditioning compositions

Also Published As

Publication number Publication date
CN1161450C (zh) 2004-08-11
CN1142847A (zh) 1997-02-12
ES2144603T5 (es) 2004-11-16
EP0734433B1 (fr) 2000-03-22
CA2179007C (fr) 2002-04-02
MA23394A1 (fr) 1995-07-01
ES2144603T3 (es) 2000-06-16
CA2179007A1 (fr) 1995-06-22
WO1995016766A1 (fr) 1995-06-22
DE69423650D1 (de) 2000-04-27
DE69423650T3 (de) 2004-11-18
JP3746294B2 (ja) 2006-02-15
DE69423650T2 (de) 2000-11-02
EP0734433B2 (fr) 2004-03-24
BR9408310A (pt) 1997-08-26
JPH09506684A (ja) 1997-06-30

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