Softener formulations comprising mixtures of cationic surfactants

Abstract

The present invention provides mixtures comprising cationic surfactants, as well as softening compositions and uses thereof. Advantageously, the mixture of the invention allows the preparation of stable and homogeneous softening dispersions, not sensitive to water hardness.

Description

[0001] SOFTENER FORMULATIONS COMPRISING MIXTURES OF CATIONIC SURFACTANTS

[0002] FIELD OF THE INVENTION

[0003] The present invention relates to mixtures of cationic surfactants . The invention also relates to softener compositions prepared by directly dispersing, at cold temperatures , the mixtures of cationic surfactants in water, wherein such softener compositions are stable upon storage .

[0004] STATE OF THE ART

[0005] Quaternary ester ammonium compounds , commonly referred to as "esterquats" ( EQ ) have found broad use as fabric softener actives due to their high softening performance ( e . g . , for softening textile fibers and fabrics as well as keratinous fibers , such as hair ) , their biodegradability, reasonably low aquatic toxicity, and good cosmetic compatibility .

[0006] Softener formulations comprising esterquats need specific manufacture procedures ( including stirring and temperature conditions ) to ensure stability and avoid phase separation in the aqueous dispersion . There is still a demand for softener active formulations , which in combination with perfume , show a clear viscous liquid that can be directly, and easily dispersed in water, at temperatures from 5 °C to 40 ° C, including tap water , wherein such formulations are homogeneous and stable upon storage .

[0007] Another requirement for the softener formulations is the reduction of their environmental footprint from manufacturing to their use as softening ingredients , thus , obtaining more sustainable products that can contribute to various advantageous effects , such as water reduction, plastic reduction, energy reduction and / or ecological acceptability of the products and their use . The possibility to disperse , with cold temperatures , from 5 ° C to 40 ° C, the softening agent in water that is not sensitive to water hardness , that is , water that does not need to be deionized, makes possible to lessen the necessity of resources to treat the water for softening agent producers , as well as it makes it possible for the final consumer to directly prepare a fabric softener at home , from concentrated softener agents , directly dispersing the softening agent in the tap water which is easily available at households .

[0008] WO2016096614A1 describes a fabric treatment agent comprising specific esterquats . The fabric softener formulation with high storage stability is provided only in the additional presence of cationic thickeners and non-ionic emulsifiers .

[0009] EP1136471A1 describes cationic surfactants obtained from alkanolamines , dicarboxylic acids and fatty alcohols . Patent describes that such cationic surfactant show efficacy in softening and conditioning natural and synthetic fibres .

[0010] In view of the above , the present invention aims at the problem of providing esterquat-based softener compositions capable to be easily and fast dispersed in water , providing homogeneous and stable dispersions , not sensitive to water hardness , as well as being easily prepared at room temperature and stable upon storage .

[0011] SUMMARY OF THE INVENTION

[0012] As a solution to the above problems , the present invention provides a mixture of cationic surfactants that is obtainable from a process comprising the steps : Step I : esterification of a ) with b ) , and Step II : cation formation from the reaction products of Step I , wherein : a ) is a hydroxyl group-containing compound or a mixture of hydroxyl group-containing compounds comprising a . l wherein : a . l ) is an alkanolamine or a mixture of alkanolamines of the general formula ( I ) : in which R1 is selected from hydrogen, a C1-C6 alkyl group, and the residue

[0013] - R2- O-(CHCH2O)n-H l

[0014] R3

[0015] R2 is a C1-C6 alkylene group, R3 is hydrogen or methyl, n is 0 or an integer from 1 to 20; b) is a mixture of compounds containing one or more carboxylic groups comprising b.l and b.2, wherein: b.l) is a monocarboxylic acid or a mixture of monocarboxylic acids of formula (II) :

[0016] R6-COOH (II)

[0017] In which R6 is a linear or branched C6-C23 alkyl or alkenyl group; or an alkyl ester or glyceride thereof, preferably a linear or branched C6-C23 alkyl or alkenyl ester; and b.2) is a dicarboxylic acid or mixture of dicarboxylic acids of the general formula (III) , or reactive derivative ( s ) thereof :

[0018] HOOC-L-COOH (III)

[0019] Wherein L is a saturated or unsaturated, linear or branched group having 1 to 10 carbon atoms, or a cyclic group having 3 to 10 carbon atoms, each of which atoms is optionally substituted by a C1-C6 saturated or unsaturated group; and is preferably represented by (CH(Rll) )m or by (C6- ClOarylene ) optionally substituted by one or more Rll, in which each Rll is independently a hydrogen, OH or a C1-C6 saturated or unsaturated group, m is 0 or an integer from 1 to 10, wherein for mb2 the chain (CH)m optionally contains one or more double bonds and / or cyclic group (s) ;

[0020] Wherein a.l) , b.l) and b.2) are introduced in the reaction system of Step I in amounts resulting in the following molar ratios: the molar ratio of monoacid ( s ) / diacid ( s ) (b.l / b.2) is 2.5 to 5.0; wherein the mixture has a saponification value from 140 to 205 mg KOH / g, wherein the saponification index is determined according to method ISO 3657.

[0021] The present invention further provides a softener composition.

[0022] The softener composition can be a diluted softener composition or a concentrated softener composition comprising such mixture. The compositions can be used to softening fabrics or fibres, e.g. , by comprising mixing, particularly dispersing, the composition with water, preferably with tap water, or by introducing the concentrated composition directly into a washing machine.

[0023] The present invention further provides the use of the softener composition ( s ) for softening fabrics and / or keratin-based-fibres. This aspect can alternatively be formulated as a method for softening fabrics and / or keratin-based fibers, the method comprising contacting the fibers with the softener composition of the invention; or, alternatively, the method comprising: mixing the composition of the invention with water; and then contacting the resulting softening composition to textiles or fabrics.

[0024] DETAILED DESCRIPTION OF THE INVENTION

[0025] Terms not specifically defined herein should be given the meanings that would be given to them by one of s kill in the art in light of the disclosure and the context . As used in the specification, however, unless specified to the contrary, the following terms have the meaning indicated and the following conventions are adhered to .

[0026] Throughout the present specification and the accompanying clauses , the words "comprise" and variations such as "comprises" , "comprising" are to be interpreted inclusively . That is , these words are intended to convey the possible inclusion of other elements or integers not specifically recited, where the context allows . The word "comprise" also includes the term "consists of" . For the purposes of the present invention, any ranges given include both the lower and the upper end-points of the range . All percentages are weight percentages , unless otherwise indicated .

[0027] For the purposes of the present invention, any ranges given include both the lower and the upper end-points of the range .

[0028] The present inventors have surprisingly found that particular mixtures of cationic surfactants ( esterquats ( EQ ) ) obtainable by reacting a combination of mono- and di-carboxylic acids with alkanoamine ( s ) , and subsequent cation formation, can give in combination with perfume , clear and stable viscous liquids , that are capable of providing softening effect , that can be easily dispersed into water, including tap water, thus providing homogenous and stable dispersions , not sensitive to water hardness , as well as being easily prepared at room temperatures and stable upon storage . These effects can be observed even in the absence of further additives . MIXTURES OF CATIONIC SURFACTANTS

[0029] The mixture comprising cationic surfactants is obtainable by a process comprising the steps: Step I: esterification of a) with b) , and Step II: cation formation from the reaction products of Step I, wherein: a) is a hydroxyl group-containing compound or a mixture of hydroxyl group-containing compounds comprising a.l, wherein: a.l) is an alkanolamine or a mixture of alkanolamines of the in which R1 is selected from hydrogen, a C1-C6 alkyl group, and the residue

[0030] - R2- O-(CHCH2O)n-H l

[0031] R3

[0032] R2 is a C1-C6 alkylene group, R3 is hydrogen or methyl, n is 0 or an integer from 1 to 20; b) is a mixture of compounds containing one or more carboxylic groups comprising b.l and b.2, wherein: b.l) is a monocarboxylic acid or a mixture of monocarboxylic acids of formula (II) :

[0033] R6-COOH (II)

[0034] In which R6 is a linear or branched C6-C23 alkyl or alkenyl group; or an alkyl ester or glyceride thereof, preferably a linear or branched C6-C23 alkyl or alkenyl ester; and b.2) is a dicarboxylic acid or mixture of dicarboxylic acids of the general formula (III) , or reactive derivative ( s ) thereof :

[0035] HOOC-L-COOH (III)

[0036] Wherein L is a saturated or unsaturated, linear or branched group having 1 to 10 carbon atoms, or a cyclic group having 3 to 10 carbon atoms, each of which atoms is optionally substituted by a C1-C6 saturated or unsaturated group; and is preferably represented by (CH(Rll) )m or by (C6- ClOarylene ) optionally substituted by one or more Rll, in which each Rll is independently a hydrogen, OH or a C1-C6 saturated or unsaturated group, m is 0 or an integer from 1 to 10, wherein for mb2 the chain (CH)m optionally contains one or more double bonds and / or cyclic group (s) ;

[0037] Wherein b.l) and b.2) are introduced in the reaction system of Step I in amounts resulting in the molar ratio of monoacid ( s ) / diacid ( s ) (b.l / b.2) from 2.5 to 5.0; wherein the saponification value of the mixture of cationic surfactants is from 140 to 205, preferably from 150 to 190, more preferably from 150 to 180 mg of KOH / g of mixture of cationic surfactant .

[0038] In the context of the invention, the process followed to obtain the mixture of the invention is performed in the absence of any polyol. As a polyol, it is understood any alcohol compound containing two or more hydroxyl groups. In a preferred embodiment, the process followed to obtain the mixture of the invention is perfomed in the absence of trimethylolpropane (TMP) , glycerine and neopentyl glycol .

[0039] Saponification value (SAP value) is the number of miligrams (mg) of potassium hydroxide which is required to saponify 1 g of product. It can be determined according to method ISO 3657. In an embodiment of the invention, the saponification value of the mixture of cationic surfactants is from 140 to 205, preferably from 150 to 190, more preferably from 150 to 180 mg of KOH / g of mixture of cationic surfactant, wherein saponification value is determined according to ISO 3657.

[0040] In an embodiment of the invention, the molar ratio of monoacid / diacid (bl / b2) is 2.5 to 5.0, preferably from 2.5 to 4.0, more preferably from 3.0 to 4.0. In another embodiment of the invention, the equivalent ratio between organic carboxylic groups and organic hydroxyl groups (COOH / OH) present in the system is from 0.4 to 0.8, preferably from 0.5 to 0.7.

[0041] Without wishing to be bound by theory, these particular ratios can contribute to even further improving the softening effect and / or stability of the formulations formed by using the mixtures of cationic surfactants according to the invention.

[0042] In an embodiment of the invention, the saponification value of the mixture of the invention is from 150 to 180 mg KOH / g, and the molar ratio of monoacid / diacid (bl / b2) is from 3.0 to 4.0.

[0043] In an embodiment of the invention, the alkanolamine ( s ) of formula (I) is / are selected from triethanolamine, N-methyldiethanolamine, N-methyldiisopropanolamine and triisopropanolamine, each of which is optionally alkoxylated with ethylene oxide or propylene oxide, and mixtures thereof.

[0044] In an embodiment of the invention, in the dicarboxylic acid(s) of formula (III) , each L is selected from ethane-1, 2-diyl, 1- hydroxyethane-1 , 2-diyl , cis-ethene-1, 2-diyl, trans-ethene-1 , 2- diyl, propane-1, 2-diyl, propane-1 , 3-diyl , butane-1 , 4-diyl , pentane-1 , 5-diyl , hexane-1, 6-diyl, cyclohexane-1, 4-diyl, octane- 1,8-diyl and 1 , 4-phenylenyl; preferably butane-1, 4-diyl, hexane- 1, 6-diyl or octane-1, 8-diyl . In another embodiment of the invention, the dicarboxylic acid of formula (III) is selected from succinic, malic, glutaric, adipic, sebacic, pimelic, suberic, maleic and terephthalic acid, acids obtained by thermal oligomerisation of unsaturated fatty acids, and mixtures thereof.

[0045] In an embodiment of the invention, the reactive derivative ( s ) of the dicarboxylic acid(s) of the general formula (III) are one or more selected from halide, anhydride, preferably mixed anhydride with acetic acid or cyclic anhydride.

[0046] The monocarboxylic acid(s) of formula (II) are synthetic fatty acids and / or are obtained from fats or oils of natural origin, and are optionally hydrogenated; or are derived from oils of vegetal origin which are optionally hydrogenated.

[0047] In an embodiment of the invention, the monocarboxylic acid(s) of formula (II) are selected from those which are obtained from tallow, palm, olive, coconut, sunflower, soya, rapeseed, grape marc and grape, each of which can be hydrogenated, partially hydrogenated, or non-hydrogenated .

[0048] In an embodiment of the invention, the carboxylic monoacid (s) of formula (II) is one or more selected from caproic acid, caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid, isotridecanoic acid, myristic acid, palmitic acid, palmoleic acid, stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinic acid, linoleic acid, linolenic acid, eleostearic acid, arachic acid, gadoleic acid, behenic acid and erucic acid, and mixtures thereof which are obtained for example by pressure splitting of natural fats and oils, in the reduction of aldehydes from Roelen's oxosynthesis or dimerization of unsaturated fatty acids, stearic acids, isostearic acid, palmitic acid, myristic acid, lauric acid, capric acid, caprylic acid, 2-ethylhexanoic acid, 2-octyldodecanoic acid, capric acid, oleic acid, linoleic acid, linolenic acid, partially hydrogenated coconut fatty acid, palm fatty acid, partially hydrogenated distilled palm fatty acid, hydrogenated distilled palm fatty acid, palm kernel fatty acid, tallow fatty acid, distilled tallow fatty acid, and rapeseed fatty acid .

[0049] In an embodiment of the invention, the iodine value of the carboxylic monoacid (s) of formula (II) is from 0 to 150, preferably from 30 to 100, more preferably from 65 to 85.

[0050] In an embodiment of the invention, the molar ratio of monoacid / diacid (bl / b2) in the mixture of cationic surfactants is from 3.0 to 4.0, the saponification value is from 150 to 180 mg KOH / g, and the iodine value of the monocarboxylic acid is from 65 to 85.

[0051] In another embodiment of the invention, the compounds corresponding to a.l can be from natural origin or from synthetic origin .

[0052] Step I is an esterification step of reacting a) with b) . In an exemplary embodiment, monoacid b.l and diacid b.2 are combined with alkanolamine a.l. The obtained mixture is heated. Preferably, the mixture is heated to reflux under atmospheric pressure, e.g. , for 1-5, preferably 2-4 hours at 140-200 °C, preferably 160-180°C. Preferably, step I is performed until no more water is distilled off the reaction mixture.

[0053] The reaction product obtained from step I is subjected to cation formation in step II. Preferably, an organic solvent is added before step II. The organic solvent does not play an active role in a chemical reaction, but it is added for the purpose of facilitating the reaction taking place in step II. Step II can correspond to the formation of the addition salts of the alkanolamine esters obtained from Step I with mineral or organic acids, preferably wherein the mineral or organic acids are one or more selected from hydrochloric, sulphuric, phosphoric, citric and lactic acid. Alternatively, step II can correspond to the quaternisation of reaction mixtures of Step I with alkylating agent (s) , preferably wherein the alkylating agents are one or more selected from methyl chloride, methyl bromide, dimethyl sulphate, diethyl sulphate and dimethyl carbonate. Step II can be performed at room temperature or elevated temperature, e.g. , 40-100 °C, preferably 50-90 °C; preferably for 1-5 hours, more preferably 2- 4 hours, or until the virtually complete absence of amine value was verified by acid / base assay.

[0054] In an embodiment of the invention, the mixture further comprises an organic solvent, preferably an alcohol, more preferably ethanol, n-propanol or isopropanol, butanols, glycol, propane or butanediol, glycerol, diglycol, propyl or butyl diglycol, ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol propyl ether, ethylene glycol mono-n-butyl ether, diethylene glycol methyl ether, diethylene glycol ethyl ether, propylene glycol methyl, ethyl or propyl ether, dipropylene glycol methyl or ethyl ether, methoxy, ethoxy or butoxy triglycol, 1- butoxyethoxy-2-propanol, 3-methyl-3-methoxybutanol, or propylene glycol t-butyl ether. Preferably the organic solvent is ethanol, n-propanol or isopropanol, or propylene glycol, more preferably ethanol, isopropanol. The solvent is preferably added after step I and before step II.

[0055] In the context of the invention, the organic solvents used to facilitate step II are not recognized as polyols as defined in step I .

[0056] In an embodiment of the invention, the content of the organic solvent in the cationic surfactant mixture is 0-30%, preferably 0-20%, more preferably 10-20% by weight. In an embodiment of the invention, the mixture is essentially water-free .

[0057] In an embodiment of the invention, the mixture essentially consists of the reaction products of steps I and II , and optionally an organic solvent . Preferably, the mixture consists of the reaction products of steps I and II and solvent , if any, and unreacted starting materials as well as inevitable impurities from the production process , if any .

[0058] The mixture of the invention, due to the process followed, based on the esterification of monocarboxylic acids and dicarboxylic acid with alkanolamines , comprises one or more quaternary ester ammonium compounds of formula ( IV) :

[0059] X1

[0060] R7-C(O)-Tq— O-(CH2)m— N— (CH2)r-R9 A IV

[0061] (CH2)p-R8

[0062] Wherein

[0063] XI represents a hydroxyalkyl group containing 1 to 4 carbon atoms or an alkyl group containing 1 to 4 carbon atoms ; preferably Xi is a methyl group ;

[0064] R7 is a linear or branched C6-C23 alkyl or alkenyl group, preferably a C10-C22 alkyl or alkenyl group, more preferably a C14-C20 alkyl or alkenyl group, even more preferably a C16-C18 alkyl or alkenyl group ;

[0065] R8 and R9 each independently represent -H, -OH or -O-Tq-C (0 ) -R7 ;

[0066] T represents a - ( OCH2CH2 ) a- (OCHR4CH2 ) b- group, wherein R4 represents an alkyl group containing 1 to 4 carbon atoms , a represents a number within the range of 0 to 20 , b represents a number within the range of 0 to 6 , and the sum of a+b represents the average alkoxylation degree which corresponds to a number from 0 to 26 ; preferably from 0 to 6 , most preferred 0 ; q represents a number within the range of 0 to 26 ; m, r, p each independently represent a number within the range from 1 to 4 , and A represents an anion.

[0067] In an embodiment of the invention where q is not 0, and a+b is not 0, the quaternary ester ammonium compound of the invention is an ethoxylated and / or propoxylated esterquat. The order of sequence of the ethylene oxide and the propylene oxide group is not critical for the invention.

[0068] In a preferred embodiment, the quaternary ammonium compound is preferably non-ethoxylated, non-propoxylated .

[0069] In a preferred embodiment, m, r, and p are equal to 2. In another preferred embodiment m and p are equal to 2 and r is equal to 1.

[0070] Also in a preferred embodiment, q represents a number within the range of 0 to 10, more preferably within the range of 0 to 6, most preferred 0.

[0071] A preferably represents an halide, phosphate or alkylsulphate, more preferably an alkylsulphate, most preferred methylsulphate.

[0072] In another embodiment, the mixture of the invention comprises at least one or more quaternary mono-ester ammonium compound of formula (IV.1) , at least one or more quaternary di-ester ammonium compound of formula (IV.2) and / or at least one quaternary triester ammonium compound of formula (IV.3)

[0073] X1 l

[0074] R7-C(O)-Tq— O-(CH2)m— N+— (CH2)r-R9 A IV.1

[0075] (CH2)p— R8

[0076] X1 R7-C(O)-Tq-O-(CH2)m— N+— (CH2)r-R9 A’ IV.2

[0077] (CH2)p— O— Tq-C(O) - R7

[0078] X1 l

[0079] R7-C(O)-Tq— O-(CH2)m— N+— (CH2)r-O-Tq-C(O)— R7 A

[0080] (CH2)p-O-Tq-C(O)-R7 wherein R8 and R9 each independently represents -H, or -OH; and XI, R7, T, a, b, q, m, r, p and A are as hereinabove described.

[0081] In another embodiment of the present invention, the mixture comprises or consists of at least one quaternary mono-ester ammonium compound of formula (IV.1) , at least one quaternary diester ammonium compound of formula (IV.2) , and at least one quaternary tri-ester ammonium compound of formula (IV.3) , wherein m=n=p; R7 is a linear alkyl or alkenyl group containing from 14 to 20 carbon atoms, preferably derived from (hydrogenated and / or non-hydrogenated) tallow fatty acid, palm fatty acid, oleic fatty acid or mixtures thereof; R8 and R9 each represent -OH, q is 0 (i.e. the compound is not alkoxylated) ; Xi is a methyl group; and A- is selected from a halide, phosphate and alkylsulphate, preferably alkylsulphate.

[0082] In another embodiment of the present invention, the mixture comprises or consists of at least one or more quaternary mono-, di- or tri-ester ammonium compounds represented by formula (IV.1) , (IV.2) , (IV.3) , as defined above, wherein R8 and R9 independently represent -OH; each m, r, p represents number 2, and XI, R7, T, a, b, q, m, r, p and A have the meanings as indicated above for formula ( IV . 1 ) , ( IV . 2 ) , ( IV . 3 ) .

[0083] In another embodiment of the present invention, R7 is a linear or branched alkyl containing 5 to 23 carbon atoms or a linear alkenyl group containing 5 to 23 carbon atoms and from 1 to 3 double bonds ; preferably, the alkyl or alkenyl group contains from 11 to 21 carbon atoms .

[0084] In an embodiment of the invention, the mixture comprises at least a quaternary mono-ester ammonium compound, at least a quaternary di-ester ammonium compound, and at least a quaternary tri-ester ammonium compound, wherein the total content of quaternary ester ammonium compound is from 30 to 90% wt . , preferably from 40 to 70% wt . , based on the total weight of mixture of cationic surfactant .

[0085] The content of quaternary ester ammonium is determined by HPLC using a C18 reverse phase column and an evaporative light scattering detector ( ELSD ) .

[0086] The mixture of the invention can also comprise a quaternized alkanolamine , obtained from the alkylation of free alkanolamine in step I I of reaction .

[0087] In an embodiment of the invention, the mixture of the invention further comprises a quaternized alkanolamine in an amount up to 10% wt . , preferably from 1 to 6% wt . , more preferably from 2 to 4 % %wt . , based on the total weight of the mixture of cationic surfactants .

[0088] The content of quaternized alkanolamine is analyzed by HPLC using a Cationic Exchange column and an evaporative light scattering detector ( ELSD ) . In another embodiment of the invention, the iodine value of the mixture of cationic surfactants obtainable by the hereinabove described process is from 0 to 100 , preferably from 20 to 80 , more preferably from 30 to 50 .

[0089] SOFTENER COMPOSITIONS

[0090] Further provided is a softener composition, preferably a fabricsoftening and / or keratin-based-f ibres-sof tening composition, comprising the mixture of cationic surfactants according to the invention . These softener compositions can be diluted softener compositions , wherein water content is higher than 50 & wt . , preferably higher than 80% wt . , more preferably higher than 85 % wt . , based on the total weight of the fabric softener and / or the compositions can be concentrated softener compositions , wherein water content is lower than 50% wt . , preferably lower than 30% wt . , more preferably lower than 10% wt . , even more preferably lower than 5% wt . , most preferably lower than 1% wt . , based on the total weight of the fabric softener . Such concentrated compositions can be directly added to the washing machine and / or can be added in a soluble pouch and / or are suitable for being dispersed in cold water by consumer at home .

[0091] Such compositions exhibit advantageous storage stability under various conditions , as well as further advantageous properties , such as handleability ( simple handling ) and / or softening properties .

[0092] In an embodiment of the invention, the softener composition further comprises a perfume .

[0093] The perfume consists of one or more substance ( s ) and / or the average ClogP of the perfume substance ( s ) is from 0 . 5 to 8 , preferably from 2 to 7 . In another embodiment, the weight ratio between the mixture comprising the cationic surfactants and the perfume is from 99:1 to 40:60, preferably from 95:5 to 70:30, more preferably from 90:10 to 75:25.

[0094] The composition preferably further comprises water.

[0095] In an embodiment of the invention, the water content is preferably higher than 50% wt . , more preferably higher than 80% wt . , most preferably higher than 85% wt . , based in the total weight of the softener composition. The solid residue is preferably lower than 50 wt . , more preferably lower than 25% wt . , even more preferably between 2 and 15% wt . , based on the total weight of the softener composition .

[0096] In an embodiment of the invention, the composition can be dispersed in water, wherein water is deionized.

[0097] In another embodiment of the invention, the composition can be dispersed in water, wherein water is tap water.

[0098] In a preferred embodiment, the composition can be dispersed in water, wherein water has a hardness value from 0 to 800 ppm of CaCO3, from 0 to 600 ppm CaCO3, from 0 to 400 ppm CaCO3, from 0 to 200 ppm CaCO3, from 5 to 800 ppm CaCO3, from 5 to 600 ppm CaCO3, from 5 to 400 ppm CaCO3, from 5 to 200 ppm CaCO3, from 10 to 800 ppm CaCO3, from 10 to 600 ppm CaCO3, from 10 to 400 ppm CaCO3, from 10 to 200 ppm CaCO3.

[0099] Water hardness can be defined as the concentrations of calcium and magnesium ions in water expressed in terms of calcium carbonate. Whereas deionized water is water that has been treated to have a water hardness of 0 ppm CaC03 or lower than 5 ppm CaC03, preferably lower than 3 ppm CaC03, water available at households, that is, tap water has typically hardness values from 10 to 400 ppm of CaCO3. Water hardness can be measured according to UNE-EN 12829.

[0100] In an embodiment of the invention, the composition can be dispersed in water at a temperature from 5°C to 40°C, preferably from 10 to 30°C, more preferably from 15°C to 25°C.

[0101] In another embodiment, the composition is homogeneously and easily dispersed in water.

[0102] In another embodiment of the invention, the composition further comprises a thickener , e.g. , a thickening polymer. The weight ratio the cationic surfactant mixture to the thickener is preferably from 150:1 to 10:5, more preferably from 100:1 to 10:2. A thickener may be added to increase the viscosity of the composition. Suitable thickeners are, e.g. , PEG-150 distearate, Hydroxyethyl cellulose, hydroxymethyl cellulose and derivatives thereof, PEG-120 Methyl Glucose Dioleate, PEG-120 Methyl Glucose Trioleate, (and) propanediol, and ethoxylated Sorbitan Triisostearate (e.g., PEG-160 Sorbitan Triisostearate, such as Kaopan TW IS-559S from Kao Chemicals Europe, S.L. ) , and copolymers of acrylamide and dimethyl amino ethyl methacrylate methyl chloride cross- methylene bisacrylamide (such as FLOSOFT 222 manufactured by SNF) .

[0103] In a preferred embodiment of the invention, the perfume is mixed with the mixture of cationic surfactants before the dispersion of the composition in water.

[0104] In another embodiment of the invention, the perfume is mixed with the mixture of the invention under constant stirring at a temperature from 5°C to 40°C. The premix of perfume and mixture of cationic surfactants is then added to water, under constant stirring, at a temperature from 5°C to 40°C, preferably from 10°C to 30°, more preferably from 15°C to 25°C. In another embodiment of the invention, the mixture of the perfume with the mixture of the invention, including the cationic surfactants as well as the quaternary ester ammonium compound ( s ) is a clear viscous liquid that can be directly, and easily dispersed in water , wherein such diluted formulations are stable upon storage .

[0105] In another embodiment of the invention, the composition further comprises an encapsulated perfume , which is different from the perfume hereinabove described . Preferably the perfume is encapsulated in a biodegradable microcapsule , more preferably the microcapsule is based on chitosan .

[0106] In an embodiment of the invention, the encapsulated perfume is added to the mixture together with the perfume in the premix , alternatively, it is added to the mixture after the dispersion with water .

[0107] Preferably, such compositions exhibit advantageous storage stability .

[0108] In an embodiment of the invention, the softener compositions are stable upon storage at a range of temperature from 5 ° C to 40 ° C, preferably from 10 °C to 30 °C , more preferably from 15 °C to 25 °C for at least 2 months , preferably at least 3 months , more preferably at least 6 months .

[0109] In another embodiment of the invention, the softener composition can be dispersed in water and is stable upon storage for at least three months , and the mixture of cationic surfactant is characterized by a molar ratio of monoacid / diacid (bl / b2 ) from 3 . 0 to 4 . 0 , and the saponification value is from 150 to 180 mg KOH / g .

[0110] In another embodiment of the invention, the softener composition can be dispersed in water and is stable upon storage for at least three months , and the mixture of cationic surfactant is characterized by a molar ratio of monoacid / diacid (bl / b2 ) from 3 . 0 to 4 . 0 , the iodine value of the monocarboxylic acid is from 65 to 85 , and the saponification value is from 150 to 180 mg KOH / g .

[0111] In another embodiment , the softener composition may have a viscosity at 20 °C of 5 to 500 cps , as measured on a Brookfield LVT viscometer with spindle 2 at 60 rpm.

[0112] In an embodiment of the invention, the softener composition of the invention is an aqueous dispersion including the mixture of cationic surfactants and quaternary ester ammonium compound, as defined hereinabove : from 3 to 20% wt . , preferably from 5 to 15% wt . , more preferably from 5 to 12 % wt . based on the total weight of the softener composition, of the mixture of cationic surfactant and quaternary ester ammonium compound hereinabove described; from 0 . 2 to 5 % wt . , preferably from 0 . 3 to 3% wt . , more preferably from 0 . 5 to 2 % wt . , based on the total weight of the softening composition of a perfume ; and from 0 to 1 . 0 , preferably from 0 to 0 . 5 of a thickener .

[0113] CONCENTRATED COMPOSITIONS

[0114] The present invention further provides a concentrated softener composition comprising the mixture of cationic surfactants and as described hereinabove , and having a water content lower than 50% wt . , preferably lower than 30% wt . , more preferably lower than 10% wt . , even more preferably lower than 5% wt , most preferably lower than 1% wt . The term "concentrated" refers to this compositions having a content of water below 50% wt . In an embodiment, the concentrated composition comprises 40% wt . , or more, preferably from 40% to 90% wt . , more preferably from 70 to 90% wt . of the mixture of cationic surfactant.

[0115] In an embodiment of the invention, the concentrated softener composition further comprises a perfume, preferably wherein the perfume consists of one or more substance (s) and / or the ClogP of the perfume substance (s) is from 0.5 to 8, preferably from 2 to 7.

[0116] In another embodiment, concentrated composition is one wherein the weight ratio between the mixture of cationic surfactant and quaternary ester ammonium compound, as defined hereinabove, and the perfume is from 99:1 to 40:60, preferably from 95:5 to 70:30, more preferably from 90:10 to 75:25.

[0117] These concentrated compositions are liquid and clear at temperatures from 5°C to 80°C, preferably from 10°C to 60°C, more preferably from 15°C to 40°C, even more preferably from 15°C to 25°C.

[0118] In a preferred embodiment, the invention provides a concentrated softener composition suitable for preparing a domestic softener formulation by dilution. Such compositions are preferably liquid at temperatures from 5°C to 80°C, preferably from 10 to 60°C, more preferably from 15°C to 40°C, even more preferably from 15°C to 25°C; comprises the mixture including the cationic surfactant mixture as described hereinabove, and has a water content lower than 50% wt . , preferably lower than 30%wt. , more preferably lower than 10% wt . , even more preferably lower than 5%wt, most preferably lower than 1% wt .

[0119] These concentrated compositions are suitable for being dispersed in cold water (for instance by consumer at home) , they are suitable for preparing a unit dose softener and / or they can be directly added into the washing machine (i.e with automatic dosing washing machines or auto-dosing bottles) . In one embodiment, the concentrated softener composition can be dispersed in water at a temperature from 5°C to 40°C, preferably from 10 to 30°C, more preferably from 15°C to 25°C.

[0120] In another embodiment, the concentrated softener composition can be dispersed in tap water, such as water directly obtained from a faucet or tap connected to the main supply of the local water system, that has not been distilled and / or deionized.

[0121] In another embodiment, the concentrated softener composition can be dispersed in water, wherein the water has a hardness value from 0 to 800, from 0 to 600 ppm CaCO3, from 0 to 400 ppm CaCO3, from 0 to 200 ppm CaCO3, from 5 to 800 ppm CaCO3, from 5 to 600 ppm CaCO3, from 5 to 400 ppm CaCO3, from 5 to 200 ppm CaCO3, from 10 to 800 ppm CaCO3, from 10 to 600 ppm CaCO3, from 10 to 400 ppm CaCO3, from 10 to 200 ppm CaCO3.

[0122] Preferably, such compositions exhibit advantageous storage stability.

[0123] In an embodiment of the invention, the concentrated softener compositions are stable upon storage at a range of temperature from 5°C to 40°C, preferably from 10°C to 30°C, more preferably from 15°C to 25°C for at least 2 months, preferably at least 3 months, more preferably at least 6 months.

[0124] In another embodiment of the invention, the concentrated softening compositions are suitable for being dispersed in cold water by consumer at home, wherein obtained compositions are stable for at least three months, wherein the mixture of cationic surfactant is characterized by a molar ratio of monoacid / diacid (bl / b2) from 3.0 to 4.0, and the saponification value is from 150 to 180 mg KOH / g. In another embodiment of the invention, the concentrated softening compositions are suitable for being dispersed in cold water by consumer at home , wherein obtained compositions are stable for at least three months , wherein the mixture of cationic surfactant is characterized by a molar ratio of monoacid / diacid (bl / b2 ) from 3 . 0 to 4 . 0 , the iodine value of the monocarboxylic acid is from 65 to 85 and the saponification value is from 150 to 180 mg KOH / g .

[0125] In another embodiment of the composition, the concentrated softener compositions may have a viscosity at 20 ° C of 200-50 , 000 cps , as measured on a Brookfield LVT viscometer with spindle 2 at 60 rpm or with spindle 4 at 12 rpm. Preferably, such compositions are non-newtonian and have a viscosity of 200 to 5 , 000 mPas as measured on a Brookfield LVT viscometer with spindle 4 at 12 rpm, optionally 200 to 800 mPas ; or are newtonian and have a viscosity of 200 to 800 mPas as measured on a Brookfield LVT viscometer with spindle 2 at 30 rpm .

[0126] In another embodiment of the invention, the composition further comprises an encapsulated perfume , which is different from the perfume hereinabove described . Preferably the perfume is encapsulated in a biodegradable microcapsule , more preferably the microcapsule is based on chitosan .

[0127] In an embodiment of the invention, the encapsulated perfume is added to the mixture after the dispersion with water .

[0128] In another embodiment of the invention, the concentrated softening compositions is suitable for preparing a unit dose softener contained in a water-soluble pouch .

[0129] In an embodiment of the invention, the water soluble pouch wherein the concentrated softener is contained is in form of tablet or capsule . Preferably, the water-soluble pouch is formed or comprises polyvinyl alcohol . In another embodiment of the invention, the concentrated softening composition is suitable for preparing a unit dose softener contained in a water-soluble pouch, wherein obtained compositions are homogenously and easily dispersed once added in situ (i.e. , in the washing machine) , without agglomerated particles which would not allow a good softening effect of the composition, wherein, in the definition of the cationic mixture, the molar ratio of monoacid / diacid (bl / b2) is from 3.0 to 4.0, and the saponification value is from 150 to 180mg KOH / g.

[0130] In another embodiment of the invention, the concentrated softening compositions are suitable for preparing a unit dose softener contained in a water-soluble pouch, wherein obtained compositions are homogenously and easily dispersed once added in situ (i.e. , in the washing machine) , without agglomerated particles which would not allow a good softening effect of the composition, wherein in the definition of the cationic mixture the molar ratio of monoacid / diacid (bl / b2) from 3.0 to 4.0, the iodine value of the monocarboxylic acid is from 65 to 85 and the saponification value is from 150 to 180 mg KOH / g.

[0131] USES

[0132] The use of the mixture of cationic surfactants to prepare a fabric softener is an embodiment of the invention.

[0133] The softener composition can be used to soften fabrics by treating the fabric with the composition. This can be done during the nonrinse and rinse process using a liquid fabric softener.

[0134] In an embodiment of the invention, the method for conditioning (i.e., softening) textiles or fabrics comprises the steps of contacting one or more fabric articles with the softener composition of the invention at one or more points during the laundering process , and allowing the fabric articles to dry or mechanically tumble-drying them.

[0135] In another embodiment of the invention, the method for conditioning ( i . e . , softening ) textiles or fabrics comprises dispersing the softener composition of the invention in water , contacting one or more fabric articles with the softener composition thus obtained at one or more points during the laundering process , and allowing the fabric articles to dry or mechanically tumble-drying them.

[0136] The use of the softener composition of the invention for the conditioning treatment of textiles is another embodiment of the invention .

[0137] As used herein, a stable softener composition refers to a composition which maintains their appearance , colour , viscosity, as well as any other parameter of initial dispersion remains the same , or with little variation, within an interval of time , immediately after their preparation and after storage . Preferably compositions are stable for at least 2 months , preferably at least 3 months , even more preferably at least 6 months .

[0138] In an embodiment of the invention, a stable softener composition refers to a composition which maintains its viscosity, within an interval of time , immediately after its preparation and after storage . Preferably compositions are stable for at least 2 months , preferably at least 3 months , even more preferably at least 6 months .

[0139] In the context of the invention, a stable composition which "maintains its viscosity within an interval of time" encompasses variations up to ± 10% , up to ± 9% , up to ± 8% , up to ± 7% , up to ± 6% , up to ± 5 % , up to ± 4 % , up to ± 3% , up to ± 2% , or up to 1% in the viscosity value of the composition immediately after its preparation .

[0140] As used herein, in cases where a ratio (e.g. , molar ratio) "x / y" between compound (s) within a first definition "x" and compound (s) under a second definition "y" is 0, this means that compounds within the first definition "x" are absent or essentially absent.

[0141] As used herein, viscosity is measured on a Brookfield LVT viscometer at 20 °C with a spindle 2 at 30 or 60 rpm (preferably: for low viscosities) , or with a spindle 4 at 12 rpm (preferably: for high viscosities) .

[0142] As used herein, "iodine number" (or "iodine value", or "iodine adsorption value", commonly abbreviated as IV) describes the degree of unsaturation, e.g. , of a fatty acid, and can be determined according to EN 14111:2003. Iodine value is the mass of iodine in grams that is consumed by 100 grams of a chemical substance or composition. Iodine value is commonly used to determine the amount of unsaturation in fats, oils and waxes. Thus, the iodine value is suitable to determine the degree of unsaturations of the carboxylic acids of the present invention.

[0143] In the context of the invention, iodine value can be calculated from the original source of fatty acid (i.e. the carboxylic acids) , alternatively it can be measured from the composition as hereinabove defined, comprising the mixture of cationic surfactants and the quaternary ester ammonium compound.

[0144] As used herein, "room temperature" is understood as a temperature from 5 to 40°C, preferably from 10 to 30°C.

[0145] As used herein, "cold water" is understood as water at a temperature from 5°C to 40°C, preferably from 10°C to 30°C, more preferably from 15°C to 25°C. As used herein, "tap water" is understood as non-deionized water, that is , water that is not free of dissolved minerals . The content of minerals is expressed as water hardness , which is quantified in ppm of CaCO3 . For deionized water, it is considered that the content of ppm of CaCO3 is 0 or lower than 5 ppm CaCO3 , preferably lower than 3 ppm CaCO3 .

[0146] As used herein "to disperse" is understood as to the formation of a dispersion, that is , a system wherein particles of one material are distributed evenly in a continuous phase of another material , thus , allowing the formation of a colloid or suspension . Within the invention, the mixture of cationic surfactants and quaternary ester ammonium compounds are evenly distributed in water obtaining a dispersion . The final appearance of the obtained dispersion is opaque , homogeneous and liquid .

[0147] As used herein, ClogP refers to the calculated octanol / water partitioning coefficient ( P ) of a fragrance ingredient expressed in the form of its logarithm to the base 10 . The octanol / water partitioning coefficient of a fragrance ingredient is the ratio between its equilibrium concentrations in octanol and in water .

[0148] The logP value of many fragrance ingredients has been reported; for example , the Pomona92 database , available from Daylight Chemical Information Systems , Inc . ( Daylight CIS ) , Irvine , Calif . , contains many, along with citations to the original literature . Clog values can be calculated using the fragment approach as described in "Partition Coefficients and Their Uses" by A Leo , C Hansch and D Elkins in Chem. Rev. vol 71 ( 6 ) pages 525 -616 ( 1971 ) . Alternatively, the Clog values can also be calculated by the "CLOGP" program available within the Chemoffice Ultra Software version 9 available from CambridgeSof t Corporation, 100 CambridgePark Drive , Cambridge , MA 02140 USA or CambridgeSof t Corporation, 8 Signet Court , Swanns Road, Cambridge CB5 8LA UK . Alternatively, ClogP values can also be calculated in US EPA CompTox Chemicals Dashboard (https: / / comptox.epa.gov / dashboard, v2.2.1 ) .

[0149] As used herein, a fabric-textile material comprises materials such natural, synthetic and artificial fibres. Natural fibres include vegetal fibres such cotton, or keratinic fibres (wool, silk) . Some common man-made fibres, are polyester, polyamide, acrylic, modal, polyurethane, viscose and mixtures thereof.

[0150] EXAMPLES :

[0151] The following examples are given in order to provide a person skilled in the art with a sufficiently clear and complete explanation of the present invention, but should not be considered as limiting of the essential aspects of its subject, as set out in the preceding portions of this description.

[0152] The first part of the Examples section refers to the preparation of the mixture of cationic surfactants.

[0153] The second part refers to the preparation of a fabric softener composition according to the invention and the determination of the stability of the dispersion.

[0154] Example 1 : Synthetic procedure

[0155] Preparation of Mixture of cationic surf actants-Compound A (according to the invention) :

[0156] Esterification:

[0157] 128.3 grams (0.48 mol) of palm fatty acid and 604.7 grams (2.14 mol) of oleic fatty acid were introduced in an inert atmosphere into a glass reactor, together with 325.2 grams (2.18 mol) of triethanolamine and 95.8 grams (0.66 mol) of adipic acid, which were added with stirring. The mixture was heated for at least 4 hours at 160-180°C in order to remove water from the reaction. The final point of the reaction is monitored by an acid value assay until the value is below 4 mg KOH / g. (Iodine value of total monocarboxylic acid is 80) .

[0158] A yellowish liquid product from the esterification was obtained, consisting essentially of a mixture of unesterified fatty acids and adipic acid, mono-, di- and triesterif ied triethanolamine with fatty acids, mono-, di- and triesterif ied triethanolamine with adipic acid or a combination thereof, together with unreacted triethanolamine .

[0159] Quaternisation :

[0160] 142 grams (2.36 mol) of 2-propanol were added with stirring to 1029.3 grams of the product from esterification step (containing 2.07 mol of esterified product) . Then, 248.4 grams (1.97 mol) of dimethyl sulphate were added with stirring at a temperature of 50-90°C. After four hours of digestion, the virtually complete absence of amine value is verified by acid / base assay. 1403.6 grams of the final product is obtained.

[0161] Calculations :

[0162] Molar ratio monocarboxylic acid / dicarboxylic acid:

[0163] (0.48 mol palm fatty acid + 2.14 mol oleic fatty acid) / 0.66 mol adipic acid = 4.0

[0164] Saponification value: 162.5 mg KOH / g

[0165] Preparation of Compound B (comparative)

[0166] Esterification:

[0167] 121.9 grams (0.45 mol) of palm fatty acid and 574.4 grams (2.04 mol) of oleic fatty acid were introduced in an inert atmosphere into a glass reactor, together with 412.2 grams (2.77 mol) of triethanolamine and 182.0 grams (1.25 mol) of adipic acid, which were added with stirring. The mixture was heated for at least 4 hours at 160-180°C in order to remove water from the reaction. The final point of the reaction was monitored by an acid value assay until the value is below 4 mg KOH / g. Iodine value of total monocarboxylic acid is 80) .

[0168] A yellowish liquid product from the esterification was obtained, consisting essentially of a mixture of unesterified fatty acids and adipic acid, mono-, di- and triesterif ied triethanolamine with fatty acids, mono-, di- and triesterif ied triethanolamine with adipic acid or a combination thereof, together with unreacted triethanolamine .

[0169] Quaternisation :

[0170] 161.8 grams (2.69 mol) of 2-propanol were added with stirring to 1141.0 grams of the product from esterification step (containing 2.63 mol of esterified product) . Then, 314.8 grams (2.50 mol) of dimethyl sulphate were added with stirring at a temperature of 50-90°C. After four hours of digestion, the virtually complete absence of amine value was verified by acid / base assay. 1597.4 grams of the final product was obtained.

[0171] Calculations :

[0172] Molar ratio monocarboxylic acid / dicarboxylic acid:

[0173] (0.45 mol palm fatty acid + 2.04 mol oleic fatty acid) / 1.25 mol adipic acid = 2.0

[0174] Saponification value: 181.2

[0175] Preparation of Compound C ( comparative )

[0176] Esterification:

[0177] 1144.9 grams (4.06 mol) of Oleic fatty acid (iodine value 95) and 351.7 grams (2.36 mol) of triethanolamine were introduced in an inert atmosphere into a glass reactor, which was added with stirring. The mixture was heated for at least 4 hours at 160- 180°Cn in order to remove water from the reaction. The final point of the reaction was monitored by an acid value assay until the value was below 4 mg KOH / g. A yellowish liquid product from the esterification was obtained, consisting essentially of a mixture of unesterified fatty acids mono-, di- and triesterif ied triethanolamine.

[0178] Quaternisation :

[0179] 182.0 grams (3.03 mol) of 2-propanol were added with stirring to 1368.9 grams of the product from esterification step (containing 2.27 mol of esterified product) . Then, 269.1 grams (2.14 mol) of dimethyl sulphate were added with stirring at a temperature of 50-90°C. After four hours of digestion, the virtually complete absence of amine value was verified by acid / base assay. 1802.1 grams of the final product was obtained.

[0180] Saponification value: 133.2

[0181] Example 2 : preparation of fabric softening compositions

[0182] Example A (according to the invention)

[0183] Preparation of the composition comprising the perfume and the mixture of cationic surfactants :

[0184] 94.4 grams of the mixture of compound A was added to a vessel at room temperature under proper stirring. 15 grams of the perfume (commercial standard fabric softener fragrance for blue line products, available from KAO Chemicals Europe) was added to the vessel under stirring. Mixture was stirred for 5 minutes at room temperature. A clear, homogeneous and viscous mixture was obtained .

[0185] Preparation of the fabric softener:

[0186] 450 grams of water (water hardness 20°fH = 200 ppm CaCOs) were added to a vessel under stirring at 150 rpm. 50 grams of the mixture above prepared were added to the water under constant stirring. An opaque dispersion was obtained in 15 seconds. Afterwards , a study of stability of dispersion was carried on, based on study of viscosity of dispersion at several times .

[0187] Table 1 showed results for dispersion time and stability for softener compositions . Complete dispersion was observed for

[0188] Example A ( according to the invention ) , as well as it showed stable formulations ( showing no- or little- variations in viscosity) , at different temperatures , during a prolonged period of time .

[0189] Viscosity was measured with a Brookfield LVT viscometer with spindle 2 at 60 rpm. Differences in viscosity for different times ( 24h, 28h, 56 days ,

[0190] 84 days ) were not significative . Example B (comparative)

[0191] Preparation of the premix with perfume:

[0192] 94.4 grams of compound B were added to a vessel at room temperature under proper stirring. 15 grams of the perfume (commercial standard fabric softener fragrance for blue line products, available from KAO Chemicals Europe) were added to the vessel under stirring. Mixture was stirred for 5 minutes at room temperature. A clear, homogeneous and viscous mixture was obtained .

[0193] Preparation of the fabric softener:

[0194] 450 grams of water (water hardness 20°fH = 200 ppm CaCOs) were added to a vessel under stirring at 150 rpm. 50 grams of the mixture above prepared were added to the water under constant stirring. After 5 minutes, an opaque dispersion was obtained. After 7 days, dispersion showed separation.

[0195] The inventors found that under the same conditions as the ones necessary to prepare dispersion A (according to the invention) , it was not possible to obtain a dispersion stable upon storage with a mixture having a molar ratio monocarboxylic acid / dicarboxylic acid below 2.5.

[0196] Example C (comparative)

[0197] Preparation of the composition comprising the perfume and the mixture of cationic surfactants :

[0198] 94.4 grams of compound C were added to a vessel at room temperature under proper stirring. 15 grams of the perfume BLUESKY SF 154641 (commercial standard fabric softener fragrance for blue line products, available from KAO Chemicals Europe) were added to the vessel under stirring. Mixture was stirred for 5 minutes at room temperature. A pasty, mucus-like product was obtained, even after 5 minutes of stirring. The inventors found that under the same conditions as the ones necessary to prepare dispersion A ( according to the invention) , it was not possible to obtain a dispersion, but a mucus-like paste , when the mixture had a saponification value below 140 .

Claims

CLAIMS1. A mixture comprising cationic surfactants, the mixture being obtainable by a process comprising the steps:Step I: esterification of a) with b) , andStep II: cation formation from the reaction products of Step I, wherein : a) is a hydroxyl group-containing compound or a mixture of hydroxyl group-containing compounds comprising a.l wherein:- a.l. is an alkanolamine or a mixture of alkanolamines of the general formula (I) :In which R1 is selected from hydrogen, a C1-C6 alkyl group, and the residue- R2- O-(CHCH2O)n-H l R3R2 is a C1-C6 alkylene group, R3 is hydrogen or methyl, n is 0 or an integer from 1 to 20 b) is a mixture of compounds containing one or more carboxylic groups comprising b.l and b.2, wherein:-b .1 is a monocarboxylic acid or a mixture of monocarboxylic acids of formula (II) :R6-COOH (II)In which R6 is a linear or branched C6-C23 alkyl or alkenyl group; or an alkyl ester or glyceride thereof, preferably a linear or branched C6-C23 alkyl or alkenyl ester; and-b.2 is a dicarboxylic acid or a mixture of dicarboxylic acids of the general formula (III) , or reactive derivative ( s ) thereof :HOOC-L-COOH (III)Wherein L is a saturated or unsaturated, linear or branched group having 1 to 10 carbon atoms, or a cyclic group having 3 to 10 carbon atoms, each of which carbon atoms is optionally substituted by a C1-C6 saturated or unsaturated group; and is preferably represented by (CH(Rll) )m or by (C6-C10 arylene) optionally substituted by one or more Rll, in which each Rll is independently a hydrogen, OH or a Cl- C6 saturated or unsaturated group, m is 0 or an integer from 1 to 10, wherein for mb2 , the chain (CH)m optionally contains one or more double bonds and / or cyclic group (s) ;Wherein a.l) , b.l) and b.2) are introduced in the reaction system of Step I in amounts resulting in the following molar ratios :- the molar ratio of monoacid(s) / diacid(s) (b.l / b.2) is from 2.5 to 5.0, preferably from 2.5 to 4.0, more preferably from 3.0 to 4.0; wherein the mixture has a saponification value from 140 to 205 mg KOH / g.

2. The mixture according to claim 1, wherein: the alkanolamine ( s ) of formula (I) is selected from triethanolamine, N-methyldiethanolamine, N- methyldiisopropanolamine and triisopropanolamine, each of which is optionally alkoxylated with ethylene oxide or propylene oxide, and mixtures thereof; and / or- the dicarboxylic acid(s) of formula (III) is selected from succinic, malic, glutaric, adipic, sebacic, pimelic,suberic, maleic and terephtalic acid, acids obtained by thermal oligomerization of unsaturated fatty acids , and mixtures thereof ; and / or- the monocarboxylic acid ( s ) of formula ( I I ) are synthetic fatty acids or are obtained from fats or oils of natural origin and are optionally hydrogenated, preferably from oils of vegetal origin which are optionally hydrogenated, preferably wherein the monocarboxylic acids of formula ( I I ) are selected from those which are obtained from tallow, palm, olive , coconut , sunflower, soya, rapeseed, grape marc and grape , each of which can be hydrogenated, partially hydrogenated, or non-hydrogenated; and / or- the compounds corresponding to a . 1 are from natural origin .3 . The mixture according to any of the preceding claims , wherein :- Step II corresponds to the formation of the addition salts of the alkanolamine esters obtained from Step I with mineral or organic acids , preferably wherein the mineral or organic acids are one or more selected from hydrochloric, sulphiric, phosphoric, citric and lactic acid; or- Step II corresponds to the quaternization of reaction mixtures of Step I with alkylating agent ( s ) , preferably wherein the alkylating agent are one or more selected from methyl chloride , methyl bromide , dimethyl sulphate , diethyl sulphate and dimethyl carbonate .4 . The mixture according to any of the preceding claims , which further comprises one or more quaternary ester ammonium compounds of formula ( IV) in a total amount from 30 to 90% wt . , preferably from 40 to 70% wt . based in the total weight of the mixture of cationic surfactants , wherein the compound of formula ( IV) is :X1R7-C(0)-Tq— O-(CH2)m— N— (CH2)r-R9 A(CH2)p-R8WhereinXI represents a hydroxyalkyl group containing 1 to 4 carbon atoms or an alkyl group containing 1 to 4 carbon atoms; preferably Xi is a methyl group;R7 is a linear or branched C6-C23 alkyl or alkenyl group;R8 and R9 each independently represent -H, -OH or -O-Tq-C (O ) -R7 ;T represents a - (OCH2CH2 ) a- (OCHR4CH2 ) b- group, wherein R4 represents an alkyl group containing 1 to 4 carbon atoms, a represents a number within the range of 0 to 20, b represents a number within the range of 0 to 6, and the sum of a+b represents the average alkoxylation degree which corresponds to a number from 0 to 26; preferably from 0 to 6, most preferred 0; q represents a number within the range of 0 to 26; m, r, p each independently represent a number within the range from 1 to 4 , and A represents an anion.

5. A softener composition, preferably a fabric softener and / or a keratin-based-f ibres-sof tening composition, comprising the mixture according to any one of the preceding claims.

6. The softener composition according to claim 5, further comprising a perfume, wherein:- the perfume consists of one or more substance (s) and / or- the average ClogP of the perfume is from 0.5 to 8, and / or- the weight ratio between the mixture as defined in any of the preceding claims 1-4, and the perfume is from 99:1 to 40:60, preferably from 95:5 to 70:30, more preferably from 90:10 to 75:25; particularly, the perfume has a ClogP value from 0.5 to 8, preferably from 2 to 7 , and the weight ratio between the mixture as defined in any of the preceding claims 1-4, and the perfume is from 99:1 to 40:60, preferably from 95:5 to 70:30, more preferably from 90:10 to 75:25.

7. The softener composition according to any one of the claims 5 to 6, further comprising water, wherein the water content ishigher than 50% wt . , more preferably higher than 80% wt . , most preferably higher than 85% wt . , based in the total weight of the softener composition.

8. The softener composition according to any of the claims 5 to 6, wherein the water content is lower than 50% wt . , more preferably lower than 30% wt . , even more preferably lower than 10% wt . , most preferably lower than 5% wt .

9. The softener composition according to claim 7 or 8, wherein water has a hardness value from 0 to 800 ppm of CaCO310. The softener composition according to claims 7 to 9, which is a dispersed aqueous composition.

11. The softener composition according to claims 5 to 9, which is stable upon storage for at least 2 months, preferably for at least 3 months, more preferably from at least 6 months, at a range of temperature from 5°C to 40°C, preferably from 10°C to 30°C, more preferably from 15°C to 25°C.

12. A process for preparing an aqueous softener composition, the process comprising mixing the composition as defined in claim 5 with water.

13. Use of the softener composition according to claims 5 to 11 for softening fabrics and / or keratin-based-fibres.14 Use of the softener composition according to claims 11 to 12 for softening fabrics and / or keratin-based-fibres comprising preparing a fabric softener comprising mixing the composition as defined in any of the claims 5-9, or 11, with water.

15. A method for softening and conditioning textiles or fabrics, comprising the step of contacting a softener composition accordingto claims 5 to 7, 9-11 to textiles or fabrics; or, alternatively, the method comprising: mixing the composition as defined in any of the claims 5-6, or 8-11, with water; and then contacting the resulting softening composition to textiles or fabrics.

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