EP1149891A1 - Kostengünstige Weichspülmittel für den Nachspülgang enthaltend Esterquatverbindungen auf Basis von Triglyceriden - Google Patents

Kostengünstige Weichspülmittel für den Nachspülgang enthaltend Esterquatverbindungen auf Basis von Triglyceriden Download PDF

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Publication number
EP1149891A1
EP1149891A1 EP01110249A EP01110249A EP1149891A1 EP 1149891 A1 EP1149891 A1 EP 1149891A1 EP 01110249 A EP01110249 A EP 01110249A EP 01110249 A EP01110249 A EP 01110249A EP 1149891 A1 EP1149891 A1 EP 1149891A1
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EP
European Patent Office
Prior art keywords
rinse cycle
fabric softener
cycle fabric
alkyl
triglyceride
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Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Application number
EP01110249A
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English (en)
French (fr)
Inventor
Robert O. Keys
Floyd E. Friedli
Joseph Toney
Hans-Jürgen Kohle
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Evonik Goldschmidt Corp
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Goldschmidt Chemical Corp
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Publication date
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Publication of EP1149891A1 publication Critical patent/EP1149891A1/de
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Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/645Mixtures of compounds all of which are cationic
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds

Definitions

  • the present invention relates to fabric softeners, and more particularly to fabric softener concentrates and formulations that are added during the rinse cycle of a laundering process.
  • the present invention is directed to a rinse cycle fabric softener concentrate that comprises at least one anionic scavenger and at least one triglyceride-based ester quaternary ammonium (quat) compound.
  • the rinse cycle fabric softener concentrate of the present invention provides improved performance, i.e., softening, dye transfer inhibition and water dispersibility at a lower manufacturing cost than heretofore possible with prior art fabric softeners that are based on quaternized fatty acid di- or trialkanol amine ester salts.
  • a liquid fabric softener containing at least one softening agent such as a cationic quaternary ammonium compound or salt thereof directly into the laundering process.
  • An example of a typically prior art fabric softener agent is an ester quat having the following formula: wherein each R 1 is the same or different and is a C 7-21 alkyl; R 2 and R 3 are the same or different and are hydrogen, C 1-6 hydrocarbyl group or a hydroxy alkyl such as hydroxy ethyl or hydroxy propyl; and a is from 1 to 6, preferably 2 to 3.
  • hydrocarbyl is used herein to denote aliphatic (i.e., a linear or branched, saturated or unsaturated hydrocarbon group, that is, alkyl, alkenyl and alkynyl groups), cycloaliphatic, aryl, alkaryl and aralkyl groups. Salts of the above illustrated ester quats are also known and have been used in the capacity as a rinse cycle fabric softening agent.
  • the prior art ester quats are typically prepared by reacting a trialkanol amine (triethanol amine) with a fatty acid to produce an ester amine and thereafter the ester amine is quaternized in the presence of a quaternization agent such as DMS (dimethyl sulfate) or methyl chloride to produce the ester quat.
  • a quaternization agent such as DMS (dimethyl sulfate) or methyl chloride
  • liquid fabric softener typically occurs during the rinse cycle itself.
  • the overall softening performance of prior art fabric softeners is hindered due to high levels of residual anionics which are typically present in the washing liquor; the high level of residual anionics in the laundry liquor is the result of utilizing detergents that contain a high concentration of anionic surfactants which are not typically removed prior to the rinsing cycle. This is particularly the case in North America wherein high levels of anionic surfactants are employed in the detergent, and little or no rinsing occurs prior to the addition of the fabric softener.
  • the hindered softening performance of prior art fabric softeners can be attributed to the high affinity that the cationic softening agents have for negatively charged species and/or surfaces.
  • the anionics compete with the negatively charged surfaces of the laundered fabric for the cationic fabric softener agent and complexation of the anionics and the cationic fabric softener agent occurs.
  • Complexation of the anionics with the cationic fabric softener agent is undesirable since it significantly reduces the overall amount of fabric softener agent present in the rinse cycle which is needed to obtain a high degree of softening.
  • prior art fabric softeners can not achieve a high degree of softness.
  • the present invention is related to an improved rinse cycle fabric softener concentrate that comprises a blend of the following quaternary ammonium compounds: (i) about 1 to about 50 weight % of at least one anionic scavenger; and (ii) about 50 to about 99 weight % of at least one triglyceride-based ester quat.
  • triglyceride-based ester quat is used herein to denote any ester quat that is produced by reacting an alkanol amine with a vegetable and/or animal based fatty oil, i.e., triglyceride, having the formula: wherein R 1 , R 2 and R 3 are the same or different and are linear or branched, saturated or unsaturated, C 9 -C 21 alkyl or a linear or branched C 1 -C 4 alkyl, with the proviso that at least one of R 1 , R 2 or R 3 is a linear or branched C 9 -C 21 alkyl, to produce an ester amine and thereafter quaternizing the ester amine in the presence of an alkylating agent.
  • R 1 , R 2 or R 3 are linear or branched C 9 -C 21 alkyls. In an even more preferable embodiment of the present invention, each of R 1 , R 2 or R 3 is a linear or branched C 9 -C 21 alkyl.
  • the triglyceride may be used in conjunction with a fatty acid having the formula: wherein R 4 CO is an aliphatic, linear or branched acyl radical containing from 5 to 21 carbon atoms.
  • the mole ratio of triglyceride to alkanol amine employed in producing the triglyceride-based ester quat is from about 0.5:1 to about 1.5:1, preferably from about 0.6:1 to about 1:1, and most preferably from about 0.7:1 to about 1:1.
  • the rinse cycle fabric softener concentrate of the present invention may be used with conventional liquid carriers such as water; C 1-4 monohydric alcohols; C 2-10 polyhydric glycols, diols or triols; polyalkenylene glycols; and mixtures thereof to form a liquid rinse cycle fabric softener formulation.
  • concentration of the inventive rinse cycle fabric softener concentrate in the liquid fabric softener formulation is from about 2 to about 40 weight %.
  • the rinse cycle fabric softener concentrate or liquid fabric softener formulation of the present invention is used in the rinse cycle of any laundering process wherein conventional detergents are employed.
  • the inventive concentrate or formulation is used in a laundering liquor wherein the detergent contains a high level of anionic surfactants present therein.
  • the term "high level of anionics" refers to a detergent composition that contains at least 10% or more of an anionic surfactant present therein.
  • the rinse cycle fabric softener formulation of the present invention is used in an amount of from about 0.05 to about 0.4 weight % of said fabric softener formulation, per 100 grams of fabric to be laundered.
  • the inventive rinse cycle fabric softener concentrate or formulation is effective in preventing dye transfer and improving the softness of a laundered fabric. Moreover, the presence of the anionic scavenger in the fabric softener increases the water dispersibility of the active agents present in the fabric softener. The increased water dispersibility results in a higher solids rinse cycle fabric softener formulation that contains up to 25% of softening actives present therein. More preferably, the rinse cycle fabric softener formulation of the present invention contains from about 2 to about 40 % of softening actives present therein.
  • a clear concentrate in another embodiment, comprises at least one anionic scavenger and at least one oil-based ester quat selected from triglycerides containing unsaturated fatty acids having 0, 1, 2 or 3, preferably 1; double bond and an iodine value of from 40 to 150.
  • oil-based ester quats include, but are not limited to: canol, soybean and other like vegetable oils which are reacted with an alkanol amine and thereafter quaternized.
  • the clear concentrate can be used to form a clear formulation containing at least one of the above-mentioned liquid carriers and optionally a conventional surfactant (anionic, nonionic, amphoteric and/or zwitterionic) and/or a conventional detergent salt.
  • a conventional surfactant anionic, nonionic, amphoteric and/or zwitterionic
  • the formulation When used in a clear formulation, the formulation may include up to 65% of softening actives present therein.
  • the present invention is directed to a rinse cycle fabric softener concentrate and formulation which include a blend of quaternary ammonium compounds that comprises at least one anionic scavenger and at least one triglyceride-based ester quat.
  • the at least one triglyceride-based ester quat is used in the present invention as a cationic softening agent and is used in place of conventional ester quats that are based on the reaction of alkanol amines and fatty acids.
  • the fabric softener concentrate of the present invention contains from about 1 to about 50 weight % of the at least one anionic scavenger and from about 50 to about 99 weight % of the at least one triglyceride-based ester quat. In a preferred embodiment of the present invention, the fabric softener concentrate of the present invention contains from about 2 to about 20 weight % of the at least one anionic scavenger and from about 80 to about 98 weight % of the at least one triglyceride-based ester quat.
  • the fabric softener concentrate of the present invention contains from about 5 to about 15 weight % of the at least one anionic scavenger and from about 85 to about 95 weight % of the at least one triglyceride-based ester quat.
  • the anionic scavenger employed in the present invention is any compound that is capable of increasing the amount of cationic softening agent present in the laundry liquor by complexing with the anionics therein.
  • anionic scavengers that can be employed in the present invention include, but are not limited to: (i) Mono-long chain alkyl-containing quaternary ammonium compounds having the formula: [R 5 N + (R 6 ) 3 ]X - wherein R 5 is a C 8-22 alkyl or alkenyl group, preferably C 10-18 alkyl or alkenyl, and even more preferably a C 16-18 alkyl or alkenyl; each R 6 is a C 1-6 alkyl group, benzyl, hydrogen or a polyethoxylated chain with from 2 to 20 oxyethylene units; and X is an anion such as chloride, bromide, methyl sulfate, ethyl sulfate, formate, acetate, carbonate, sulfate, nitrate and other like anions.
  • Examples of the above mono-long chain alkyl-containing quaternary ammonium compounds include, but are not limited to: monolauryltrimethyl ammonium chloride, monotallow trimethylammonium chloride and monooleyl trimethyl ammonium chloride.
  • the R 5 group can also be attached to the cationic nitrogen atom through a group containing one or more ester, amide, ether, amine, etc., linking groups. Such linking groups are preferably with 1 to 4 carbon atoms of the nitrogen atom.
  • Mono-alkyl cationic C 8-22 alkyl choline esters having the formula: R 5 -C(O)-O-CH 2 CH 2 N + (R 6 ) 3 X - wherein R 5 , R 6 and X are as defined hereinabove.
  • alkyl choline esters that can be employed in the present invention include, but are not limited to: C 12-14 coco choline ester and C 16-18 tallow choline ester.
  • Poly-quaternary ammonium compounds having the formula: wherein R 7 is substituted or unsubstituted C 2-12 alkylene, substituted or unsubstituted C 2-12 hydroalkylene; each R 8 is independently C 1-4 alkyl, each R 9 is independently C 1-22 alkyl, C 3-22 alkenyl, R 10 -Q-(CH 2 ) m -, where R 10 is C 1-22 alkyl, C 3-22 alkenyl, and mixtures thereof; m is from 1 to 6; Q is a carbonyl unit; and X is an anion.
  • Amide quats having the formula: wherein R 17 is a C 7-22 alkyl, each R 18 is the same or different and is a C 1-4 alkyl, 1 is from 2
  • a highly preferred anionic scavenger employed in the present invention is a polyquat compound having the formula: wherein R 11 is a C 10-24 , preferably C 16-18 , saturated or unsaturated alkyl, an ether having the formula R 11 OR 13 - where R 11 is as defined above and R 13 is a C 1-6 hydrocarbyl group, preferably R 13 is a C 2-4 alkyl, or an amido having the formula R 11 C(O)NR 14 -, where R 11 is as defined above and R 14 is a C 2-6 , preferably a C 2-3 , alkyl; R 12 is a C 2-12 , preferably C 2-3 , alkyl; x is 0-5, preferably 0 to 1; n is the number of moles of monovalent anion A to provide a net zero charge, preferably n is from 2 to 3; and A is a monovalent anion including, but not limited to: chloride, bromide, methyl sulfate, ethyl sul
  • suitable polyquats having R 11 equal to a C 10-24 alkyl include, but are not limited to: tallow diquat and tallow triquat. Of these alkyl-containing polyquats, tallow diquat is most highly preferred.
  • polyquats having R 11 equal to an ether include, but are not limited to: C 12-18 ether propyl diquats. Of these ether-containing polyquats, C 14-15 ether propyl diquats are highly preferred.
  • Illustrative examples of polyquats having R 11 equal to amido (R 11 C(O)NR 14 -) include, but are not limited to: tallow amidopropyl diquat and stearyl amidopropyl diquat. Of these amido-containing polyquats, stearyl amidopropyl diquat is preferred.
  • tallow diquat is most highly preferred.
  • the diquat is typically used in an amount of from about 5 to about 15 weight % in the rinse cycle fabric softener concentrate.
  • the anionic scavenger increases the cationic charge in the laundry liquor by complexing with any anionic detergent species present therein.
  • the anionic scavengers described above have a higher charge density as compared to the triglyceride-based ester quat present in the blend; therefore, the anionic scavengers have a higher affinity for complexing with the anionics present in the laundering liquor than the other quaternary ammonium compound present, i.e., triglyceride-based ester quat, in the rinse cycle fabric softener concentrate.
  • the triglyceride-based ester quat of the inventive fabric softener concentrate includes any ester quat that is produced by reacting an alkanol amine with a vegetable and/or an animal based fatty oil, i.e., triglyceride, to produce an ester amine and thereafter quaternizing the ester amine in the presence of an alkylating agent.
  • the triglyceride employed in the present invention in producing the triglyceride-based ester quat includes compounds having the formula: wherein R 1 , R 2 and R 3 are the same or different and are linear or branched, saturated or unsaturated, C 9 -C 21 alkyl or a linear or branched C 1 -C 4 alkyl, with the proviso that at least one of R 1 , R 2 or R 3 is a linear or branched C 9 -C 21 alkyl. In a preferred embodiment of the present invention, each R 1 , R 2 and R 3 is the same or different and is a C 9 -C 21 alkyl.
  • the triglyceride used in producing the triglyceride-based ester quat is a compound wherein R 1 is a C 15 -C 17 alkyl, R 2 is a C 15 -C 17 alkyl, and R 3 is a C 15 -C 17 alkyl.
  • Highly preferred triglyceride-based ester quats employed in the present invention are partially hydrogenated canola, partially hydrogenated tallow or partially hydrogenated palm stearine. When one of these highly preferred triglyceride-based ester quats is employed, it is typically used in an amount of from about 85 to about 95 weight %.
  • the alkanol amines employed in producing the triglyceride-based ester quat is a compound having the following formula: wherein R 15 is a C 1-18 alkyl or a - (CH 2 ) p OH group, and p is from 1 to 6.
  • suitable alkanol amines include, but are not limited to: triethanol amine and methyldiethanol amine.
  • the mole ratio of triglyceride to alkanol amine employed in producing the triglyceride-based ester quat is from about 0.5:1 to about 1.5:1, preferably from about 0.6:1 to about 1:1, and most preferably from about 0.7:1 to about 1:1.
  • the alkanol amine and triglyceride are reacted togther under conventional esterification reaction conditions that are capable of producing an ester amine.
  • the esterification reaction may be carried out at temperature of from about 120°C to about 220°C under pressures from about 0.01 to about 1 bar. Other temperatures and pressures may also be used in the present invention.
  • the esterification reaction is carried out in the presence of a conventional esterification catalyst such as sodium hypophosphite.
  • the catalyst employed in the esterification reaction is used in a catalytic effective amount of from about 0.01 to about 0.1%, by weight, based on the total weight of starting reactants.
  • a conventional cocatalyst such as an alkaline metal and/or alkaline earth metal may be optionally used in the esterification reaction in amounts of from about 50 to about 1000 ppm.
  • ester amine is subjected to a conventional quaternization process in the presence of an alkylating agent such as methyl chloride, dimethyl sulfate, diethyl sulfate, dimethyl carbonate, diethyl carbonate and other like compounds that are capable of alkylating the ester amine.
  • an alkylating agent such as methyl chloride, dimethyl sulfate, diethyl sulfate, dimethyl carbonate, diethyl carbonate and other like compounds that are capable of alkylating the ester amine.
  • the quaternization reaction employed in the present invention typically uses a molar ratio of ester amine to alkylating agent of from about 1:0.95 to about 1:1.05, and the reaction may be carried out in the absence of water or in a small amount of solvent such as isopropyl alcohol (IPA).
  • IPA isopropyl alcohol
  • the triglyceride may be used in conjunction with a fatty acid having the formula: wherein R 4 CO is an aliphatic, linear or branched acyl radical containing 5 to 21 carbon atoms, preferably 11 to 17 carbon atoms, and 0 and/or 1, 2 or 3 double bonds.
  • fatty acids that fit the above formula include, but are not limited to: caproic acid, caprylic acid, 2-ethyl hexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselic acid, linoleic acid, linolenic acid, elaeostearic acid, arachic acid, gadoleic acid, behenic acid, erucic acid and mixtures thereof obtained, for example, by the high pressure hydrolysis of natural fats and oils, in the reduction of aldehydes from Roelen's oxosynthesis or in the dimerization of unsaturated fatty acids.
  • Technical fatty acids or so-called synthetic fatty acids
  • containing 12 to 18 carbon atoms such as coconut oil, palm oil, palm kernel oil or tallow
  • the mole ratio of fatty acid to alkanol amine is from about 1.5:1 to about 2.7:1, more preferably, from about 1.7:1 to about 2.5:1.
  • the mole ratio of fatty acid to alkanol amine is from about 2:1 to about 2.2:1.
  • the rinse cycle fabric softener concentrate of the present invention is a blend of the above mentioned quaternary ammonium compounds that is made utilizing conventional processes that are well known to those skilled in the art for making fabric softeners.
  • the rinse cycle fabric softener concentrate of the present invention can be made by separately adding each ingredient to a reaction vessel. Mixing by hand, or with a mechanical mixer is typically carried out to ensure that a substantially homogeneous mixture of the components is obtained.
  • the blend may be made at room temperature or, if desired, elevated temperatures can be employed.
  • the ingredients of the blend may be added in a one shot process, or alternatively the ingredients may be added dropwise or in small incremental amounts.
  • the rinse cycle fabric softener concentrate of the present invention may be made by melting and mixing the individual components together utilizing melt mixing techniques that are well known to those skilled in the art.
  • the rinse cycle fabric softener concentrate of the present invention may be made into a liquid fabric softener formulation by introducing the same into a liquid carry under high shear mixing conditions.
  • the mixing may be conducted at room temperature, or alternatively, temperatures of from 40°C to 90°C can be employed.
  • Suitable liquid carries that may be employed in the present invention include, but are not limited to: water; C 1-4 monohydric alcohols; C 2-10 polyhydric glycols, diols, or triols; polyalkenylene glycols; and mixtures and combinations thereof.
  • the inventive rinse cycle fabric softener concentrate is used with a liquid carrier
  • the inventive rinse cycle fabric softener concentrate is present in a concentration of from about 20 to about 40 weight %.
  • inventive rinse cycle fabric softener concentrate may be used with other conventional materials that are typically present in liquid rinse cycle fabric softeners.
  • brighteners, soil removers, solvotropes, perfumes, dyes, bactericides, chelating agents, silicones, and the like may be present in the liquid fabric softener formulation of the present invention.
  • the only limitation on the liquid fabric softener of the present invention is that it contains at least the inventive rinse cycle fabric softener concentrate therein. Since the rinse cycle fabric softener concentrate of the present invention is capable of efficiently inhibiting dye transfer, there is no need to add a separate dye transfer inhibition agent into the inventive liquid rinse cycle fabric softener formulation.
  • the rinse cycle fabric softener concentrate or formulation of the present invention can be added during the rinse cycle of a laundering process wherein any detergent is present in the laundry liquor. That is, the inventive rinse cycle fabric softener concentrate or formulation can be added to a laundering liquor that contains anionic surfactants, non-ionic surfactants, amphoteric surfactants, zwitterionic surfactants or any combinations or mixtures thereof.
  • the inventive rinse cycle fabric softener concentrate or formulation may be used with any conventional detergent that includes a high level of anionic surfactants present therein. That is, the rinse cycle fabric softener concentrate or formulation of the present invention is used with a detergent that contains from about 10 to about 80 weight % of at least one anionic surfactant present therein. More preferably, the detergent contains from about 30 to about 70 weight % of at least one anionic surfactant present therein.
  • Suitable anionic surfactants that can be employed in the detergent composition include water soluble salts, preferably the alkali metal, ammonium and alkylammonium salts of organic sulfuric acid reaction products having in their molecular structure an alkyl group containing from about 10 to about 20 carbon atoms and a sulfonic acid or sulfuric acid ester group. (Included in the term “alkyl” is the alkyl portions of acyl groups).
  • anionic surfactants are the sodium and potassium alkyl sulfates, especially those obtained by sulfating higher C 8-18 alcohols, such as those produced by reducing the glycerides of tallow or coconut oil; and the sodium and potassium alkylbenzene sulfonates in which the alkyl group is straight chained or branched, and the alkyl contains from about 9 to about 15 carbon atoms.
  • the alkylbenzene sulfonates of the former type are described, for example, in U.S. Patent Nos. 2,220,099 and 2,477,383, the contents of each reference is incorporated herein by reference.
  • alkylbenzene sulfonates are linear straight chain alkylbenzene sulfonates in which the average number of carbon atoms in the alkyl group is from about 10 to 15, abbreviated as C 10-15 LAS.
  • the alkali salts, particularly the sodium salts of these anionic surfactants are preferred.
  • Alkylbenzene sulfonates and processes for producing the same are disclosed, for example, in U.S. Patent No. 2,220,099 and 2,477,383.
  • alkyl alkoxylated sulfates include alkyl alkoxylated sulfates. These compounds are water-soluble salts or acids having the formula R 16 O(Y) q SO 3 M wherein R 16 is an unsubstituted C 10-24 alkyl or hydroxyalkyl group having a C 10-18 alkyl or hydroxyalkyl group, Y is an ethoxy or propoxy unit, q is greater than zero, preferably q is between about 0.5 and about 6, and M is hydrogen or a water soluble cation which can be, for example, a metal cation (e.g., sodium, potassium, lithium, calcium, magnesium, etc.), ammonium or substituted-ammonium cation.
  • a metal cation e.g., sodium, potassium, lithium, calcium, magnesium, etc.
  • substituted ammonium cations include, but are not limited to: methyl-, ethyl-, dimethyl-, trimethyl-ammonium and quaternary ammonium cations, such as tetramethyl-ammonium, dimethyl piperdinum and cations derived from alkanol amines such as monoethanol amine, diethanol amine and triethanol amine, and mixtures thereof.
  • alkyl alkoxylated sulfates include: C 12-18 alkyl polyethoxylate (1.0) sulfate, C 12-18 alkyl polyethoxylate (2.25) sulfate, C 12-18 alkyl polyethoxylate (3.0) sulfate, C 12-18 alkyl polyethoxylate (4.0) sulfate, wherein M is sodium or potassium.
  • anionic surfactants useful in the detergent composition include sodium alkyl glyceryl ether sulfonates, particularly those ethers of higher alcohols derived from tallow and coconut oil; sodium coconut oil fatty acid monoglyceride sulfonates and sulfates.
  • Still further anionic surfactants include water-soluble salts of esters of alpha-sulfonated fatty acids containing from about 6 to about 20 carbon atoms in the fatty acid portion of the compound and from 1 to about 10 carbon atoms in the ester group; water-soluble salts of 2-acyloxyalkane-1-sulfonic acids containing from about 2 to about 9 carbon atoms in the acyl portion of the compound and from about 9 to about 23 carbon atoms in the alkane moiety; water-soluble salts of olefin and paraffin sulfonates containing from about 12 to about 20 carbon atoms; and beta-alkyloxy alkane sulfonates containing from 1 to about 3 carbon atoms in the alkyl group and from about 8 to about 20 carbon atoms in the alkane moiety.
  • the detergent may optionally include one or more nonionic surfactants therein.
  • Typical nonionic surfactants that can be present in the detergent composition include polyethylene, polypropylene and polybutylene oxide condensates of alkyl phenols.
  • Other examples of nonionic surfactants include: condensation products of primary and secondary aliphatic alcohols, alkylpolysaccharides, condensation products of ethylene oxide with a hydrophobic base formed by the condensation of propylene oxide with propylene glycol, condensation products of ethylene oxide with the product resulting from the reaction of propylene oxide and ethylenediamine, and polyhydroxy fatty acid amides.
  • the detergent may also include any conventional amphoteric or zwitterionic surfactant therein. It is noted the use of the inventive rinse cycle fabric softener formulation is not limited to a specific type of detergent, but rather the rinse cycle fabric softener formulation of the present invention can be used with any conventional detergent.
  • the detergent composition may also include conventional detergent builders, enzymes, bleaching agents, bleach activators, polymeric soil release agents, chelating agents, soil release and anti-redeposition agents, dispersing agents, optical brighteners, whitening agents, betaines, sultanies and other like components that may be typically used in laundry detergents. Since all these compounds are conventional, a detailed description of the optional components is not provided herein. A detailed description of these detergent components however can be found in WO 98/53034, the contents of which is incorporated herein by reference.
  • the rinse cycle fabric softener concentration or formulation of the present invention is typically added to the rinse cycle of a laundry process utilizing conventional washing temperatures of about 20°C to about 60°C and rinsing temperatures of about 10°C to about 50°C.
  • the rinse cycle fabric softener concentrate or formulation of the present invention is effective over a wide range of water hardness levels.
  • the rinse cycle fabric softener concentrate or formulation of the present invention may be used in laundering operations by adding the formulation to a laundering vessel in amounts that are typically used.
  • inventive rinse cycle formulation of the present invention is used in an amount of from about 20 g to about 120 g solids content of fabric softener with a 3 to 8 pound load of clothing to be washed.
  • the particular amount of fabric softener used in the rinsing cycle is not however critical to the present invention.
  • dye transfer inhibition was determined by measuring the average delta E utilizing ASTM Test No. D-5548-94, "Evaluating Color Transfer or Color Loss of Dyed Fabric in Home Laundry", the content of which is incorporated herein by reference. Specifically, swatches of nylon fabric dyed with Acid Red 151, and cotton fabric dyed with either Direct Blue 90 or Direct Blue 1, were washed under standardized, identical conditions (90 rpm, 40 minutes, about 50°C, water hardness about 110 rpm) together with a swatch of undyed (white) cotton fabric (swatches dyed with different dyes were not washed together). The washed, dyed and undyed, swatches were recovered, rinsed in 20°C rinse water and air dried.
  • a lower delta E value represents less dye transfer and thus a better performing product.

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EP01110249A 2000-04-26 2001-04-25 Kostengünstige Weichspülmittel für den Nachspülgang enthaltend Esterquatverbindungen auf Basis von Triglyceriden Withdrawn EP1149891A1 (de)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100854099B1 (ko) 2007-02-05 2008-08-26 오성화학공업주식회사 티타늄 알콕사이드계 촉매를 이용한 섬유유연제의 제조방법
KR100861699B1 (ko) 2007-02-05 2008-10-07 오성화학공업주식회사 알칼리 촉매를 이용한 개선된 섬유유연제의 제조방법
US12083205B2 (en) 2018-07-12 2024-09-10 Stepan Corporation Esterquat compositions

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0284036A2 (de) * 1987-03-27 1988-09-28 Hoechst Aktiengesellschaft Verfahren zur Herstellung von quaternären Esteraminen und ihre Verwendung
EP0798287A1 (de) * 1996-03-25 1997-10-01 Henkel Kommanditgesellschaft auf Aktien Verfahren zur Herstellung von Esterquats
WO1998012292A1 (en) * 1996-09-19 1998-03-26 The Procter & Gamble Company Fabric softeners having increased performance
WO1999005247A1 (en) * 1997-07-24 1999-02-04 Akzo Nobel N.V. Fabric softener composition
WO1999045089A1 (en) * 1998-03-02 1999-09-10 The Procter & Gamble Company Concentrated, stable, translucent or clear, fabric softening compositions
US5961966A (en) * 1996-12-09 1999-10-05 Croda, Inc. Quaternary fatty diesters of hydroxypropyl diethanol amine

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0284036A2 (de) * 1987-03-27 1988-09-28 Hoechst Aktiengesellschaft Verfahren zur Herstellung von quaternären Esteraminen und ihre Verwendung
EP0798287A1 (de) * 1996-03-25 1997-10-01 Henkel Kommanditgesellschaft auf Aktien Verfahren zur Herstellung von Esterquats
WO1998012292A1 (en) * 1996-09-19 1998-03-26 The Procter & Gamble Company Fabric softeners having increased performance
US5961966A (en) * 1996-12-09 1999-10-05 Croda, Inc. Quaternary fatty diesters of hydroxypropyl diethanol amine
WO1999005247A1 (en) * 1997-07-24 1999-02-04 Akzo Nobel N.V. Fabric softener composition
WO1999045089A1 (en) * 1998-03-02 1999-09-10 The Procter & Gamble Company Concentrated, stable, translucent or clear, fabric softening compositions

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100854099B1 (ko) 2007-02-05 2008-08-26 오성화학공업주식회사 티타늄 알콕사이드계 촉매를 이용한 섬유유연제의 제조방법
KR100861699B1 (ko) 2007-02-05 2008-10-07 오성화학공업주식회사 알칼리 촉매를 이용한 개선된 섬유유연제의 제조방법
US12083205B2 (en) 2018-07-12 2024-09-10 Stepan Corporation Esterquat compositions

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