EP2582780B1 - Thickened fabric softener - Google Patents
Thickened fabric softener Download PDFInfo
- Publication number
- EP2582780B1 EP2582780B1 EP11719810.1A EP11719810A EP2582780B1 EP 2582780 B1 EP2582780 B1 EP 2582780B1 EP 11719810 A EP11719810 A EP 11719810A EP 2582780 B1 EP2582780 B1 EP 2582780B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fabric softener
- softening
- textile
- compound
- fabric
- Prior art date
- 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.)
- Revoked
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2006—Monohydric alcohols
- C11D3/201—Monohydric alcohols linear
- C11D3/2013—Monohydric alcohols linear fatty or with at least 8 carbon atoms in the alkyl chain
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2075—Carboxylic acids-salts thereof
- C11D3/2079—Monocarboxylic acids-salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; Carbonates
Definitions
- the invention relates to a thickened fabric softener.
- the invention also relates to the use of the fabric softener and to a method for its production.
- Fabric softeners are added to the laundry in the last rinse of the machine wash to prevent the effect of "dry drying” occurring during drying laundry.
- the dry rigidity is due to the formation of hydrogen bonds between the cellulose fibers.
- the cationic surfactants of the softener penetrate into the fiber or lie on the fiber surface, combine with the negative charges and weaken the interactions. Due to the reduced stiffness of the garment, the force required for ironing is reduced and the wearing comfort is increased.
- Liquid fabric softeners are divided into two types: "normal” fabric softeners containing from 1 to 5% by weight of softening compounds and "concentrated” fabric softeners containing from 5 to 80% by weight of softening compounds.
- the acceptance of a fabric softener product by the users is determined not only by the actual performance but also strongly by the viscosity of the product, with medium to high viscosities preferred by the users.
- viscosities in the range of 100 to 500 mPas are aimed for.
- the viscosity is often too low after preparation and thickeners are added to the products to increase the viscosity.
- fatty acids in particular of unsaturated fatty acids, as thickeners in fabric conditioners is described.
- fatty acids in particular palm kernel fatty acid and rapeseed oil fatty acid, are used.
- EP 0122141 A2 discloses fabric softeners containing hydrogenated fatty acids, especially hardened tallow fatty acid or hydrogenated rapeseed oil fatty acid.
- fatty alcohols can also be used for viscosity regulation, as in EP 0394133 A1 is specified.
- WO 94/04642 A2 discloses a liquid fabric softener with a quaternized triethanolamine diester and a C 16-18 alcohol
- WO 94/04643 A1 describes a liquid fabric softener containing such a quaternary ammonium compound and a C16-18 alcohol.
- a combination of distearyldimethylammonium chloride and a C 16-18 -alcohol is also available in US 4844823 described.
- WO 03/022969 A1 are fabric softener containing quaternary ammonium compounds and hardened Taalkohol known.
- C 8 -C 20 -alcohols are according to GB 1487432 A used together with quaternary ammonium compounds.
- EP 0013780 A1 discloses fabric softeners containing from 8% to 22% of a cationic fabric softening compound and from 0.5% to 4% of a viscosity regulator, the latter being selected from C 10-20 non-cyclic hydrocarbons, C 9-24 fatty acids or their esters with C 1-3 Alcohols and C 10-18 fatty alcohols.
- the liquid softener contains palmitic acid as a thickening agent. This thickener causes even in very small amounts a sufficiently high thickening of the fabric conditioner and is thus an inexpensive and effective thickener.
- the fabric softening compound is selected from the group of quaternary ammonium compounds, cationic polymers, polysiloxanes, fabric softening clays, and mixtures thereof.
- the fabric softener contains a quaternary ammonium compound as fabric softening compound.
- the quaternary ammonium compound is a compound of the following formula: wherein R 4 is an aliphatic alk (en) yl radical having 11 to 21 carbon atoms with 0, 1, 2 or 3 double bonds and / or optionally with substituents; R 5 is H, OH or O (CO) R 7 , R 6 is, independently of R 5, H, OH or O (CO) R 8 , where R 7 and R 8 are each independently an aliphatic alk (ene) ylrest having 11 to 21 carbon atoms with 0, 1, 2 or 3 double bonds.
- m, n and p can each independently be 1, 2 or 3 and
- X - can be either halide, methosulfate, methophosphate or phosphate ion as well as mixtures of these anions.
- Particularly low-priced fabric softeners with a viscosity which is accepted as sufficiently high by the consumer are obtained when the ratio of C 16 fat to fabric-softening compound is less than 25: 1 and is preferably in the range from 150: 1 to 50: 1
- the invention further relates to the use of the fabric softener according to the invention for conditioning textile fabrics.
- the invention relates to the use of palmitic acid for increasing the viscosity of a softener, containing 1 to 5 wt .-% fabric softening compound, based on the total softener.
- the invention also relates to a process for the preparation of a softener comprising from 1 to 5% by weight of fabric softening quaternary ammonium compound based on the total fabric softener and a C 16 fatty material which is palmitic acid wherein the fabric softening quaternary ammonium compound and the C 16 fatty material are melted together and the resulting melt is dispersed in a solvent.
- This procedure is particularly simple, since no additional dosage system for the C 16 fat material is needed.
- Fabric softeners according to the invention necessarily contain from 1 to 5% by weight of textile-softening compound, based on the total softener, and a C 16 -fatty material.
- the C 16 fat material acts as a thickener.
- the C 16 fat material is palmitic acid.
- Palmitic acid is the most abundant saturated fatty acid in many vegetable and animal fats and fatty oils. It has surprisingly been found that palmitic acid shows a very good thickening performance even with very small amounts in normal softeners, and in particular in the case of normal fabric softeners with quaternary ammonium compounds as fabric softening compound.
- the fabric softeners contain a fabric softening component. These may include quaternary ammonium compounds, cationic polymers, polysiloxanes, fabric softening clays, and mixtures thereof.
- the fabric softening component preferably comprises quaternary ammonium compounds such as monoalk (en) yltrimethylammonium compounds, dialk (en) yldimethylammonium compounds, mono-, di- and / or triesters of fatty acids with alkanolamines.
- quaternary ammonium compounds such as monoalk (en) yltrimethylammonium compounds, dialk (en) yldimethylammonium compounds, mono-, di- and / or triesters of fatty acids with alkanolamines.
- quaternary ammonium compounds are shown, for example, in the formulas (I) and (II): wherein in (I) R is an acyclic alkyl radical having 12 to 24 carbon atoms, R 1 is a saturated C 1 -C 4 alkyl or hydroxyalkyl radical, R 2 and R 3 are either R or R 1 or are an aromatic radical , X- represents either a halide, methosulfate, methophosphate or phosphate ion, as well as mixtures of these.
- Examples of cationic compounds of the formula (I) are monotaltrimethylammonium chloride, monostearyltrimethylammonium chloride, didecyldimethylammonium chloride, ditallowdimethylammonium chloride or dihexadecylammonium chloride.
- R 4 is an aliphatic alk (en) yl radical having 11 to 21 carbon atoms with 0, 1, 2 or 3 double bonds and / or optionally with substituents
- R 5 is H, OH or O (CO) R 7
- R 6 is independent of R 5 for H, OH or O (CO) R 8
- R 7 and R 8 are each independently an aliphatic alk (en) yl radical having 11 to 21 carbon atoms with 0, 1, 2 or 3 double bonds.
- m, n and p can each independently be 1, 2 or 3.
- X - may be either a halide, methosulfate, methophosphate or phosphate ion as well as mixtures of these anions.
- R 5 represents the group O (CO) R 7 .
- R 5 is the group O (CO) R 7 and R 4 and R 7 are alk (en) yl radicals having 15 to 17 carbon atoms.
- R 6 is also OH.
- Preferred esterquats as softening component are methyl N- (2-hydroxyethyl) -N, N-di (tallowacyloxyethyl) ammonium methosulfate, methyl N- (2-hydroxyethyl) -N, N-di (palmacyloxyethyl) ammonium methosulfate, 1 , 2-bis [tallowacyloxy] -3-trimethylammoniumpropane chloride, N, N-dimethyl-N, N-di (tallowacyloxyethyl) ammonium methosulfate, N, N-dimethyl-N, N-di (tallowacyloxyethyl) ammonium chloride or methyl N , N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) ammonium methosulfate.
- the acyl groups are preferred whose corresponding fatty acids have an iodine number between 1 and 100, preferably between 5 and 80, more preferably between 10 and 60 and in particular between 15 and 45 and which have a cis / trans isomer ratio (in% by weight) of greater than 30:70, preferably greater than 50:50 and in particular equal to or greater than 60:40.
- methylhydroxyalkyldialkoyloxyalkylammonium methosulfates sold by Stepan under the trademark Stepantex® or the products from Cognis known under Dehyquart®, the products known from Rewoquat® from Evonik and the products from Kao known under Tetranyl®.
- ester group O (CO) R where R is a long-chain alk (en) yl radical
- softening compounds which have the following groups: RO (CO), N (CO) R or RN (CO) of these groups, N (CO) R groups are preferred.
- cationic polymers are also suitable fabric softening compounds. Some of these additionally have skin and / or textile-care properties. Suitable cationic polymers include in particular those described in " CTFA International Cosmetic Ingredient Dictionary, Fourth Edition, JM Nikitakis, et al, Editors, published by the Cosmetic, Toiletry, and Fragrance Association, 1991 are described and summarized under the collective name "Polyquaternium”.
- Polysiloxanes which can preferably be used as a fabric-softening compound are polydimethylsiloxanes or substituted polysiloxanes of the general formula (CH 3 ) 3 Si [O-Si (CH 3 ) 2 ] n - [O-Si (CH 3 ) ⁇ (CH 2 ) 3 -NH- (CH 2 ) 2 -NH 2 ⁇ ] x -OSi (CH 3 ) 3 , where the sum n + x is a number between 2 and 10,000.
- a suitable fabric softening clay is, for example, a smectite clay.
- Preferred smectite clays are beidellite clays, hectorite clays, laponite clays, montmorillonite clays, nontronite clays, saponite clays, sauconite clays, and mixtures thereof.
- Montmorillonite clays are the preferred softening clays.
- Bentonites contain mainly montmorillonites and can serve as a preferred source of fabric softening clay.
- the fabric softening compound is present in amounts of from 1 to 5% by weight and preferably in amounts of from 2.5 to 4% by weight, based in each case on the total fabric softener.
- the amount of C 16 fat material used as the thickening agent is preferably from 0.01 to 0.5% by weight, and preferably from 0.015 to 0.4% by weight, and most preferably from 0.02 to 0 , 1 wt .-%, each based on the total fabric softener.
- the ratio of C 16 fat material to fabric softening compound is less than 10: 1 and in particular less than 25: 1. It is most preferred that the ratio C 16 fat to fabric softening compound be in the range of 150: 1 to 50: 1.
- the viscosity of the fabric softeners is preferably in the range of 100 to 300 mPas, determined using a Brookfield viscometer RV DV II + P; Spindle 2 at 20 rpm and 20 ° C.
- the fabric softeners may contain further ingredients which further improve the performance and / or aesthetic properties of the softener.
- preferred fabric softeners additionally contain one or more substances from the group of enzymes, electrolytes, nonaqueous solvents, pH adjusters, perfumes, perfume carriers, perfume microcapsules, fluorescers, dyes, soil release polymers, optical brighteners, grayness inhibitors , Anti-shrinkage agents, anti-wrinkling agents, color transfer inhibitors, antimicrobial agents, germicides, fungicides, antioxidants, preservatives, corrosion inhibitors, antistatic agents, bittering agents, ironing aids, repellents and impregnating agents and UV absorbers.
- the softeners of the present invention particularly preferably contain electrolytes, non-aqueous solvents, pH adjusters, perfume and / or dyes as further ingredients.
- the fabric softeners according to the invention can be used for conditioning textile fabrics.
- the preparation of the fabric softeners can be obtained by techniques familiar to those skilled in the art for the preparation of fabric conditioners. This can be done for example by mixing the raw materials, optionally using high-shear mixing equipment. It is advisable to melt together the softening component (s) and the C 16 fat material followed by dispersing the melt in a solvent, preferably water. The other ingredients can be integrated into the softener by simply adding.
- Table 1 shows fabric softeners E1 to E3 according to the invention and comparative softeners V1 to V4 (data in% by weight of active substance).
- Table 1 E1 E2 E3 V1 V2 V3 V4 esterquat * 4 4 4 4 4 4 2-propanol 0.44 0.44 0.44 0.44 0.44 0.44 palmitic 0.04 0.08 0.4 - - - - oleic acid - - - - 0.08 - - - - - - 0.4 - lauric acid - - - - - - - - 0.4 pH adjusters 0.05 0.05 0.05 0.05 0.05 0.05 0.05 0.05 0.05 0.05 0.05 0.05 MgCl 2 0.1 0.1 0.1 0.1 0.1 0.1 0.1 dye + + + + + + + + + + Perfume** + + + + + + + + + + + + + + + + + + + + + + + Perfume** + + + + + + + + + + +
- Samples E1 to E3 were storage stable for several weeks and showed no undesirable changes. In particular, samples E1 to E3 showed very little Viscosity changes or fluctuations during storage. To determine the storage stability, the compositions were stored in electronically controlled heating chambers. The storage time at 40 ° C was 4 weeks and at 23 ° C for 12 weeks. This was followed by visual and olfactory matching of the compositions.
Description
Die Erfindung betrifft einen verdickten Weichspüler. Die Erfindung betrifft auch die Verwendung des Weichspülers sowie ein Verfahren zu seiner Herstellung.The invention relates to a thickened fabric softener. The invention also relates to the use of the fabric softener and to a method for its production.
Weichspüler werden der Wäsche im letzten Spülgang der Maschinenwäsche zugesetzt, um den bei trocknender Wäsche auftretenden Effekt der "Trockenstarre" zu unterbinden. Die Trockenstarre hat ihre Ursache in der Ausbildung von Wasserstoffbrückenbindungen zwischen den Cellulosefasern. Die kationischen Tenside des Weichspülers dringen in die Faser ein bzw. legen sich auf die Faseroberfläche, verbinden sich mit den negativen Ladungen und schwächen so die Wechselwirkungen. Durch die so verminderte Steifheit des Wäschestücks vermindert sich der Kraftaufwand beim Bügeln und der Tragekomfort wird erhöht.Fabric softeners are added to the laundry in the last rinse of the machine wash to prevent the effect of "dry drying" occurring during drying laundry. The dry rigidity is due to the formation of hydrogen bonds between the cellulose fibers. The cationic surfactants of the softener penetrate into the fiber or lie on the fiber surface, combine with the negative charges and weaken the interactions. Due to the reduced stiffness of the garment, the force required for ironing is reduced and the wearing comfort is increased.
Flüssige Weichspüler werden in zwei Typen unterteilt: "normale" Weichspüler mit einem Gehalt von 1 bis 5 Gew.-% an weichmachenden Verbindungen und "konzentrierte" Weichspüler mit einem Gehalt von 5 bis 80 Gew.-% an weichmachenden Verbindungen.Liquid fabric softeners are divided into two types: "normal" fabric softeners containing from 1 to 5% by weight of softening compounds and "concentrated" fabric softeners containing from 5 to 80% by weight of softening compounds.
Die Akzeptanz eines Weichspüler-Produkts durch die Anwender wird neben der eigentlichen Leistung auch stark von der Viskosität des Produkts bestimmt, wobei mittlere bis hohe Viskositäten von den Anwendern bevorzugt werden. Für normale Weichspüler werden Viskositäten im Bereich von 100 bis 500 mPas (bestimmt mit einem Brookfield-Viskosimeter RV DV II + P; Spindel 2 bei 20 rpm und 20 °C) angestrebt.The acceptance of a fabric softener product by the users is determined not only by the actual performance but also strongly by the viscosity of the product, with medium to high viscosities preferred by the users. For normal fabric softeners, viscosities in the range of 100 to 500 mPas (determined using a Brookfield viscometer RV DV II + P, spindle 2 at 20 rpm and 20 ° C.) are aimed for.
Insbesondere bei normalen Weichspülern ist nach der Herstellung die Viskosität oft zu niedrig und es werden den Produkten Verdicker zur Erhöhung der Viskosität zugesetzt. In der
Daneben können auch Fettalkohole zur Viskositätsregulierung eingesetzt werden, wie in
In addition, fatty alcohols can also be used for viscosity regulation, as in
Allerdings besteht weiterhin ein Bedarf an möglichst effektiven und preiswerten Verdickungsmitteln für normale Weichspüler. Eine Aufgabe dieser Erfindung war daher die Bereitstellung eines verdickten Weichspülers mit 1 bis 5 Gew.-% weichmachender Verbindung, der preiswert herzustellen ist.However, there is still a need for most effective and inexpensive thickening agents for normal fabric softeners. It was therefore an object of this invention to provide a thickened fabric softener with 1 to 5% by weight of softening compound which is inexpensive to produce.
Diese Aufgabe wird gelöst durch einen flüssigen Weichspüler, enthaltend
- a) 1 bis 5 Gew.-% textilweichmachende Verbindung und
- b) 0,01 bis 0,5 Gew.-%, bezogen auf den gesamten Weichspüler, eines C16-Fettmaterials, das Palmitinsäure ist.
- a) 1 to 5 wt .-% fabric softening compound and
- b) 0.01 to 0.5% by weight, based on the total fabric softener, of a C 16 fatty material which is palmitic acid.
Es hat sich überraschenderweise gezeigt, dass der Einsatz des genannten, gesättigten C16-Fettmaterials bei geringeren Mengen zu höheren Viskositätswerten in normalen Weichspülern führt, als bei Verwendung ungesättigter Fettmaterialien oder von Fettmaterialien mit längeren oder kürzeren Alkylketten. Die Verwendung eines gesättigten C16-Fettmaterials hat weiterhin den Vorteil, dass diesse während der Lagerung des Weichspülers, insbesondere nach der ersten Benutzung, nicht zu schlecht riechenden Verbindungen oxidiert werden kann.It has surprisingly been found that the use of said saturated C 16 -fatty material at lower levels leads to higher viscosity values in normal fabric softeners than when using unsaturated fatty materials or fatty materials with longer or shorter alkyl chains. The use of a saturated C 16 fat material also has the advantage that it can not be oxidized to bad-smelling compounds during storage of the softener, especially after the first use.
Der flüssige Weichspüler enthält Palmitinsäure als Verdickungsmittel. Dieses Verdickungsmittel bewirkt bereits in sehr geringen Mengen eine ausreichend hohe Verdickung des Weichspülers und ist somit ein preiswertes und effektives Verdickungsmittel.The liquid softener contains palmitic acid as a thickening agent. This thickener causes even in very small amounts a sufficiently high thickening of the fabric conditioner and is thus an inexpensive and effective thickener.
Es ist auch bevorzugt, dass die textilweichmachende Verbindung ausgewählt ist aus der Gruppe der quaternären Ammoniumverbindungen, kationischen Polymeren, Polysiloxane, textilweichmachende Tone und Mischungen daraus.It is also preferred that the fabric softening compound is selected from the group of quaternary ammonium compounds, cationic polymers, polysiloxanes, fabric softening clays, and mixtures thereof.
Diese Verbindungen sind effektive und kommerziell gut erhältliche textilweichmachende Verbindungen.These compounds are effective and commercially available fabric softening compounds.
Weiterhin ist es vorteilhaft, dass der Weichspüler als textilweichmachende Verbindung eine quaternäre Ammoniumverbindung enthält.Furthermore, it is advantageous that the fabric softener contains a quaternary ammonium compound as fabric softening compound.
Es ist insbesondere bevorzugt, dass die quaternäre Ammoniumverbindung eine Verbindung der folgenden Formel ist:
Bei Weichspülern, die quaternäre Ammoniumverbindungen und insbesondere Mono-, Di- und/oder Triester von Fettsäuren mit Alkanolaminen als textilweichmachende Verbindungen enthalten, wird eine besonders starke Erhöhung der Viskosität durch ein C16-Fettmaterial erzielt.In fabric softeners which contain quaternary ammonium compounds and in particular mono-, di- and / or triesters of fatty acids with alkanolamines as fabric-softening compounds, a particularly high increase in the viscosity is achieved by a C 16 -fatty material.
Besonders preiswerte Weichspüler mit einer vom Verbraucher als ausreichend hoch akzeptierten Viskosität werden erhalten, wenn das Verhältnis C16-Fettmaterial zu textilweichmachender Verbindung kleiner 25 : 1 ist und bevorzugt im Bereich von 150 : 1 zu 50 : 1 liegtParticularly low-priced fabric softeners with a viscosity which is accepted as sufficiently high by the consumer are obtained when the ratio of C 16 fat to fabric-softening compound is less than 25: 1 and is preferably in the range from 150: 1 to 50: 1
Die Erfindung betrifft weiterhin die Verwendung des erfindungsgemäßen Weichspülers zum Konditionieren von textilen Flächengebilden.The invention further relates to the use of the fabric softener according to the invention for conditioning textile fabrics.
Außerdem betrifft die Erfindung die Verwendung von Palmitinsäure zur Erhöhung der Viskosität eines Weichspülers, enthaltend 1 bis 5 Gew.-% textilweichmachende Verbindung, bezogen auf den gesamten Weichspüler.In addition, the invention relates to the use of palmitic acid for increasing the viscosity of a softener, containing 1 to 5 wt .-% fabric softening compound, based on the total softener.
Die Erfindung betrifft auch ein Verfahren zur Herstellung eines Weichspülers, enthaltend 1 bis 5 Gew.-% textilweichmachende, quaternäre Ammoniumverbindung, bezogen auf den gesamten Weichspüler, und ein C16-Fettmaterial, welches Palmitinsäure ist, bei dem die textilweichmachende, quaternäre Ammoniumverbindung und das C16-Fettmaterial zusammen aufgeschmolzen werden und die erhaltene Schmelze in einem Lösungsmittel dispergiert wird.The invention also relates to a process for the preparation of a softener comprising from 1 to 5% by weight of fabric softening quaternary ammonium compound based on the total fabric softener and a C 16 fatty material which is palmitic acid wherein the fabric softening quaternary ammonium compound and the C 16 fatty material are melted together and the resulting melt is dispersed in a solvent.
Diese Verfahrensführung ist besonders einfach, da kein zusätzliches Dosierungssystem für das C16-Fettmaterial benötigt wird.This procedure is particularly simple, since no additional dosage system for the C 16 fat material is needed.
Im Folgenden werden erfindungsgemäße Weichspüler, unter anderem anhand von Beispielen, eingehend beschrieben.Fabric softeners according to the invention, inter alia by way of examples, are described in detail below.
Erfindungsgemäße Weichspüler enthalten zwingend 1 bis 5 Gew.-% textilweichmachende Verbindung, bezogen auf den gesamten Weichspüler, und ein C16-Fettmaterial. Dabei fungiert das C16-Fettmaterial als Verdickungsmittel.Fabric softeners according to the invention necessarily contain from 1 to 5% by weight of textile-softening compound, based on the total softener, and a C 16 -fatty material. The C 16 fat material acts as a thickener.
Das C16-Fettmaterial ist Palmitinsäure.The C 16 fat material is palmitic acid.
Palmitinsäure ist die am häufigsten vorkommende gesättigte Fettsäure in vielen pflanzlichen und tierischen Fetten und fetten Ölen. Es hat sich überraschenderweise gezeigt, dass Palmitinsäure schon bei sehr geringen Mengen eine besonders gute Verdickerleistung bei normalen Weichspülern, und insbesondere bei normalen Weichspülern mit quaternären Ammoniumverbindungen als textilweichmachende Verbindung, zeigt.Palmitic acid is the most abundant saturated fatty acid in many vegetable and animal fats and fatty oils. It has surprisingly been found that palmitic acid shows a very good thickening performance even with very small amounts in normal softeners, and in particular in the case of normal fabric softeners with quaternary ammonium compounds as fabric softening compound.
Neben dem C16-Fettmaterial enthalten die Weichspüler eine textilweichmachende Komponente. Diese kann quaternäre Ammoniumverbindungen, kationische Polymere, Polysiloxane, textilweichmachende Tone und Mischungen daraus umfassen.In addition to the C 16 fat material, the fabric softeners contain a fabric softening component. These may include quaternary ammonium compounds, cationic polymers, polysiloxanes, fabric softening clays, and mixtures thereof.
Die textilweichmachende Komponente umfasst vorzugsweise quaternäre Ammoniumverbindungen wie Monoalk(en)yltrimethylammonium-Verbindungen, Dialk(en)yldimethylammonium-Verbindungen, Mono-, Di- und/oder Triester von Fettsäuren mit Alkanolaminen.The fabric softening component preferably comprises quaternary ammonium compounds such as monoalk (en) yltrimethylammonium compounds, dialk (en) yldimethylammonium compounds, mono-, di- and / or triesters of fatty acids with alkanolamines.
Geeignete Beispiele für quaternäre Ammoniumverbindungen sind beispielsweise in den Formeln (I) und (II) gezeigt:
Verbindungen der Formel (II) sind so genannte Esterquats. Esterquats zeichnen sich durch eine hervorragende biologische Abbaubarkeit aus. In Formel (II) steht R4 für einen aliphatischen Alk(en)ylrest mit 11 bis 21 Kohlenstoffatomen mit 0, 1, 2 oder 3 Doppelbindungen und/oder gegebenenfalls mit Substituenten; R5 steht für H, OH oder O(CO)R7, R6 steht unabhängig von R5 für H, OH oder O(CO)R8, wobei R7 und R8 unabhängig voneinander jeweils für einen aliphatischen Alk(en)ylrest mit 11 bis 21 Kohlenstoffatomen mit 0, 1, 2 oder 3 Doppelbindungen steht. m, n und p können jeweils unabhängig voneinander den Wert 1, 2 oder 3 haben. X- kann entweder ein Halogenid-, Methosulfat-, Methophosphat- oder Phosphation sowie Mischungen aus diesen Anionen sein. Bevorzugt sind Verbindungen, bei denen R5 die Gruppe O(CO)R7 darstellt. Besonders bevorzugt sind Verbindungen, bei denen R5 die Gruppe O(CO)R7 darstellt und R4 und R7 Alk(en)ylreste mit 15 bis 17 Kohlenstoffatomen sind. Insbesondere bevorzugt sind Verbindungen, bei denen R6 zudem für OH steht.Compounds of formula (II) are so-called ester quats. Esterquats are characterized by excellent biodegradability. In formula (II) R 4 is an aliphatic alk (en) yl radical having 11 to 21 carbon atoms with 0, 1, 2 or 3 double bonds and / or optionally with substituents; R 5 is H, OH or O (CO) R 7 , R 6 is independent of R 5 for H, OH or O (CO) R 8 , wherein R 7 and R 8 are each independently an aliphatic alk (en) yl radical having 11 to 21 carbon atoms with 0, 1, 2 or 3 double bonds. m, n and p can each independently be 1, 2 or 3. X - may be either a halide, methosulfate, methophosphate or phosphate ion as well as mixtures of these anions. Preference is given to compounds in which R 5 represents the group O (CO) R 7 . Particular preference is given to compounds in which R 5 is the group O (CO) R 7 and R 4 and R 7 are alk (en) yl radicals having 15 to 17 carbon atoms. Particularly preferred are compounds in which R 6 is also OH.
Verbindungen der Formel (II) werden bevorzugt als textilweichmachenden Verbindungen in den erfindungsgemäßen Weichspülern eingesetzt.Compounds of the formula (II) are preferably used as fabric softening compounds in the fabric softeners according to the invention.
Bevorzugt einsetzbare Esterquats als weichmachende Komponente sind Methyl-N-(2-hydroxyethyl)-N,N-di(talgacyloxyethyl)ammonium-methosulfat, Methyl-N-(2-hydroxyethyl)-N,N-di(palmacyloxyethyl)ammoniummethosulfat, 1,2-Bis-[talgacyloxy]-3-trimethylammoniumpropanchlorid, N,N-Dimethyl-N,N-di(talgacyloxyethyl)ammonium-methosulfat, N,N-Dimethyl-N,N-di(talgacyloxyethyl)ammoniumchlorid oder Methyl-N,N-bis(stearoyloxyethyl)-N-(2-hydroxyethyl)ammonium-methosulfat.Preferred esterquats as softening component are methyl N- (2-hydroxyethyl) -N, N-di (tallowacyloxyethyl) ammonium methosulfate, methyl N- (2-hydroxyethyl) -N, N-di (palmacyloxyethyl) ammonium methosulfate, 1 , 2-bis [tallowacyloxy] -3-trimethylammoniumpropane chloride, N, N-dimethyl-N, N-di (tallowacyloxyethyl) ammonium methosulfate, N, N-dimethyl-N, N-di (tallowacyloxyethyl) ammonium chloride or methyl N , N-bis (stearoyloxyethyl) -N- (2-hydroxyethyl) ammonium methosulfate.
Werden quaternierte Verbindungen der Formel (II) eingesetzt, die ungesättigte Alkylketten aufweisen, sind die Acylgruppen bevorzugt, deren korrespondierenden Fettsäuren eine Jodzahl zwischen 1 und 100, bevorzugt zwischen 5 und 80, mehr bevorzugt zwischen 10 und 60 und insbesondere zwischen 15 und 45 aufweisen und die ein cis/trans-Isomerenverhältnis (in Gew.-%) von größer als 30 : 70, vorzugsweise größer als 50 : 50 und insbesondere gleich oder größer als 60 : 40 haben. Handelsübliche Beispiele sind die von Stepan unter dem Warenzeichen Stepantex® vertriebenen Methylhydroxyalkyldialkoyloxyalkylammoniummethosulfate oder die unter Dehyquart® bekannten Produkte von Cognis, die unter Rewoquat® bekannten Produkte von Evonik bzw. die unter Tetranyl® bekannten Produkte von Kao.If quaternized compounds of the formula (II) are used which have unsaturated alkyl chains, the acyl groups are preferred whose corresponding fatty acids have an iodine number between 1 and 100, preferably between 5 and 80, more preferably between 10 and 60 and in particular between 15 and 45 and which have a cis / trans isomer ratio (in% by weight) of greater than 30:70, preferably greater than 50:50 and in particular equal to or greater than 60:40. Commercially available examples are the methylhydroxyalkyldialkoyloxyalkylammonium methosulfates sold by Stepan under the trademark Stepantex® or the products from Cognis known under Dehyquart®, the products known from Rewoquat® from Evonik and the products from Kao known under Tetranyl®.
Anstelle der Estergruppe O(CO)R, wobei R für einen langkettigen Alk(en)ylrest steht, können weichmachende Verbindungen eingesetzt werden, die folgende Gruppen aufweisen: RO(CO), N(CO)R oder RN(CO) weisen, wobei von diesen Gruppen N(CO)R-Gruppen bevorzugt sind.Instead of the ester group O (CO) R, where R is a long-chain alk (en) yl radical, it is possible to use softening compounds which have the following groups: RO (CO), N (CO) R or RN (CO) of these groups, N (CO) R groups are preferred.
Weiterhin sind auch kationische Polymere geeignete textilweichmachende Verbindungen. Diese weisen teilweise zusätzlich haut- und/oder textilpflegende Eigenschaften auf. Geeignete kationische Polymere umfassen insbesondere solche, die in "
Polysiloxane, welche bevorzugt als textilweichmachende Verbindung eingesetzt werden können, sind Polydimethylsiloxane oder substituierte Polysiloxane der allgemeinen Formel (CH3)3Si-[O-Si(CH3)2]n-[O-Si(CH3){(CH2)3-NH-(CH2)2-NH2}]x-OSi(CH3)3, wobei die Summe n + x eine Zahl zwischen 2 und 10.000 ist.Polysiloxanes which can preferably be used as a fabric-softening compound are polydimethylsiloxanes or substituted polysiloxanes of the general formula (CH 3 ) 3 Si [O-Si (CH 3 ) 2 ] n - [O-Si (CH 3 ) {(CH 2 ) 3 -NH- (CH 2 ) 2 -NH 2 }] x -OSi (CH 3 ) 3 , where the sum n + x is a number between 2 and 10,000.
Ein geeigneter textilweichmachender Ton ist beispielsweise ein Smectit-Ton. Bevorzugte Smectit-Tone sind Beidellit-Tone, Hectorit-Tone, Laponit-Tone, Montmorillonit-Tone, Nontronit-Tone, Saponit-Tone, Sauconit-Tone und Mischungen daraus. Montmorillonit-Tone sind die bevorzugten weichmachenden Tone. Bentonite enthalten hauptsächlich Montmorillonite und können als bevorzugte Quelle für den textilweichmachenden Ton dienen.A suitable fabric softening clay is, for example, a smectite clay. Preferred smectite clays are beidellite clays, hectorite clays, laponite clays, montmorillonite clays, nontronite clays, saponite clays, sauconite clays, and mixtures thereof. Montmorillonite clays are the preferred softening clays. Bentonites contain mainly montmorillonites and can serve as a preferred source of fabric softening clay.
In dem erfindungsgemäßen Weichspülern ist die textilweichmachende Verbindung in Mengen von 1 bis 5 Gew.-% und vorzugsweise in Mengen von 2,5 bis 4 Gew.-%, jeweils bezogen auf den gesamten Weichspüler, enthalten.In the fabric softeners according to the invention, the fabric softening compound is present in amounts of from 1 to 5% by weight and preferably in amounts of from 2.5 to 4% by weight, based in each case on the total fabric softener.
Die Menge an C16-Fettmaterial, welches als Verdickungsmittel eingesetzt wird, beträgt vorzugsweise von 0,01 bis 0,5 Gew.-% und vorzugsweise von 0,015 bis 0,4 Gew.-% und ganz besonders bevorzugt zwischen 0,02 und 0,1 Gew.-%, jeweils bezogen auf den gesamten Weichspüler.The amount of C 16 fat material used as the thickening agent is preferably from 0.01 to 0.5% by weight, and preferably from 0.015 to 0.4% by weight, and most preferably from 0.02 to 0 , 1 wt .-%, each based on the total fabric softener.
Es ist insbesondere bevorzugt, dass das Verhältnis C16-Fettmaterial zu textilweichmachender Verbindung kleiner 10 : 1 und insbesondere kleiner 25 : 1 ist. Es ist ganz besonders bevorzugt, dass das Verhältnis C16-Fettmaterial zu textilweichmachender Verbindung im Bereich von 150 : 1 zu 50 : 1 liegt.It is particularly preferred that the ratio of C 16 fat material to fabric softening compound is less than 10: 1 and in particular less than 25: 1. It is most preferred that the ratio C 16 fat to fabric softening compound be in the range of 150: 1 to 50: 1.
Die Viskosität der Weichspüler liegt vorzugsweise im Bereich von 100 bis 300 mPas, bestimmt mit einem Brookfield-Viskosimeter RV DV II + P; Spindel 2 bei 20 rpm und 20 °C.The viscosity of the fabric softeners is preferably in the range of 100 to 300 mPas, determined using a Brookfield viscometer RV DV II + P; Spindle 2 at 20 rpm and 20 ° C.
Neben dem C16-Fettmaterial und der textilweichmachenden Verbindung können die Weichspüler weitere Inhaltsstoffe enthalten, die die anwendungstechnischen und/oder ästhetischen Eigenschaften des Weichspülers weiter verbessern. Im Rahmen der vorliegenden Erfindung enthalten bevorzugte Weichspüler zusätzlich einen oder mehrere Stoffe aus der Gruppe der Enzyme, Elektrolyte, nichtwässrigen Lösungsmittel, pH-Stellmittel, Parfüme, Parfümträger, Parfüm-Mikrokapseln, Fluoreszenzmittel, Farbstoffe, Soil-Release-Polymeren, optischen Aufheller, Vergrauungsinhibitoren, Einlaufverhinderer, Knitterschutzmittel, Farbübertragungsinhibitoren, antimikrobiellen Wirkstoffe, Germizide, Fungizide, Antioxidantien, Konservierungsmittel, Korrosionsinhibitoren, Antistatika, Bittermittel, Bügelhilfsmittel, Phobier- und Imprägniermittel sowie UV-Absorber. Besonders bevorzugt enthalten die Weichspüler der vorliegenden Erfindung Elektrolyte, nichtwässrige Lösungsmittel, pH-Stellmittel, Parfüm und/oder Farbstoffe als weitere Inhaltsstoffe.In addition to the C 16 fat material and the textile softening compound, the fabric softeners may contain further ingredients which further improve the performance and / or aesthetic properties of the softener. In the context of the present invention, preferred fabric softeners additionally contain one or more substances from the group of enzymes, electrolytes, nonaqueous solvents, pH adjusters, perfumes, perfume carriers, perfume microcapsules, fluorescers, dyes, soil release polymers, optical brighteners, grayness inhibitors , Anti-shrinkage agents, anti-wrinkling agents, color transfer inhibitors, antimicrobial agents, germicides, fungicides, antioxidants, preservatives, corrosion inhibitors, antistatic agents, bittering agents, ironing aids, repellents and impregnating agents and UV absorbers. The softeners of the present invention particularly preferably contain electrolytes, non-aqueous solvents, pH adjusters, perfume and / or dyes as further ingredients.
Die erfindungsgemäßen Weichspüler können zum Konditionieren von textilen Flächengebilden verwendet werden.The fabric softeners according to the invention can be used for conditioning textile fabrics.
Die Herstellung der Weichspüler kann nach dem Fachmann geläufigen Techniken zur Herstellung von Weichspülern erhalten werden. Dies kann beispielsweise durch Aufmischen der Rohstoffe, gegebenenfalls unter Einsatz von hochscherenden Mischapparaturen, geschehen. Es empfiehlt sich ein gemeinsames Aufschmelzen der weichmachenden Komponente(n) und des C16-Fettmaterials gefolgt von einem Dispergieren der Schmelze in einem Lösungsmittel, vorzugsweise Wasser. Die weiteren Inhaltsstoffe können durch einfaches Zumischen in die Weichspüler integriert werden.The preparation of the fabric softeners can be obtained by techniques familiar to those skilled in the art for the preparation of fabric conditioners. This can be done for example by mixing the raw materials, optionally using high-shear mixing equipment. It is advisable to melt together the softening component (s) and the C 16 fat material followed by dispersing the melt in a solvent, preferably water. The other ingredients can be integrated into the softener by simply adding.
In Tabelle 1 sind erfindungsgemäße Weichspüler E1 bis E3 sowie Vergleichsweichspüler V1 bis V4 gezeigt (Angaben in Gew.-% Aktivstoff).
** Da das Parfüm auch Einfluss auf die Viskosität nimmt, wurde in allen Weichspülern ein identisches Parfüm eingesetzt.
*** Die Viskosität der Weichspüler wurde mittels eines Brookfield-Viskosimeter RV DV II + P; Spindel 2 bei 20 rpm und 20 °C bestimmt.
** As the perfume also influences the viscosity, an identical perfume was used in all softeners.
*** The viscosity of the fabric softener was measured by means of a Brookfield RV DV II + P viscometer; Spindle 2 determined at 20 rpm and 20 ° C.
Die Proben E1 bis E3 waren über mehrere Wochen lagerstabil und zeigten keinerlei unerwünschte Veränderungen. Insbesondere zeigten die Proben E1 bis E3 nur sehr geringe Viskositätsänderungen bzw. -schwankungen während der Lagerung. Zur Bestimmung der Lagerstabilität wurden die Zusammensetzungen in elektronisch gesteuerten Wärmekammern gelagert. Die Lagerzeit bei 40 °C betrug 4 Wochen und bei 23 °C 12 Wochen. Danach erfolgte eine visuelle und olfaktorische Abmusterung der Zusammensetzungen.Samples E1 to E3 were storage stable for several weeks and showed no undesirable changes. In particular, samples E1 to E3 showed very little Viscosity changes or fluctuations during storage. To determine the storage stability, the compositions were stored in electronically controlled heating chambers. The storage time at 40 ° C was 4 weeks and at 23 ° C for 12 weeks. This was followed by visual and olfactory matching of the compositions.
Die Ergebnisse zeigen deutlich, dass Palmitinsäure bessere Verdickerleistungen zeigt als ungesättigte Fettsäuren (siehe V2) sowie als gesättigte Fettsäuren mit kürzeren (siehe V4) und längeren (siehe V3) Alkylketten.The results clearly show that palmitic acid shows better thickening performance than unsaturated fatty acids (see V2) as well as saturated fatty acids with shorter (see V4) and longer (see V3) alkyl chains.
Claims (8)
- A liquid fabric softener, containinga) from 1 to 5 wt.% of textile-softening compound, based on the total fabric softener, andb) from 0.01 to 0.5 wt.%, based on the total fabric softener, of a C16 fatty material, which is palmitic acid.
- The liquid fabric softener according to claim 1, characterized in that the textile-softening compound is selected from the group of the quaternary ammonium compounds, cationic polymers, polysiloxanes, textile-softening clays, and mixtures thereof.
- The liquid fabric softener according to one of claims 1 or 2, characterized in that the textile-softening compound is a quaternary ammonium compound.
- The liquid fabric softener according to claim 3, characterized in that the quaternary ammonium compound is a compound of the following formula:
- The liquid fabric softener according to one of claims 1 to 4, characterized in that the ratio of C16 fatty material to textile-softening compound is less than 25:1.
- The use of a liquid fabric softener according to one of claims 1 to 5 for conditioning textile fabrics.
- The use of palmitic acid for increasing the viscosity of a liquid fabric softener containing from 1 to 5 wt.% of textile-softening compound, based on the total fabric softener.
- A method for preparing a fabric softener containing from 1 to 5 wt.% textile-softening, quaternary ammonium compound, based on the total fabric softener, and a C16 fatty material, which is palmitic acid, wherein the textile-softening, quaternary ammonium compound and the C16 fatty material are melted together and the resulting melt is dispersed in a solvent.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
PL11719810T PL2582780T3 (en) | 2010-06-17 | 2011-05-10 | Thickened fabric softener |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE201010030217 DE102010030217A1 (en) | 2010-06-17 | 2010-06-17 | Thickened softener |
PCT/EP2011/057554 WO2011157490A1 (en) | 2010-06-17 | 2011-05-10 | Thickened fabric softener |
Publications (2)
Publication Number | Publication Date |
---|---|
EP2582780A1 EP2582780A1 (en) | 2013-04-24 |
EP2582780B1 true EP2582780B1 (en) | 2018-01-24 |
Family
ID=44626406
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP11719810.1A Revoked EP2582780B1 (en) | 2010-06-17 | 2011-05-10 | Thickened fabric softener |
Country Status (5)
Country | Link |
---|---|
US (1) | US9090853B2 (en) |
EP (1) | EP2582780B1 (en) |
DE (1) | DE102010030217A1 (en) |
PL (1) | PL2582780T3 (en) |
WO (1) | WO2011157490A1 (en) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102012220466A1 (en) * | 2012-11-09 | 2014-05-15 | Henkel Ag & Co. Kgaa | Textile Care |
WO2019048556A1 (en) | 2017-09-06 | 2019-03-14 | Evonik Degussa Gmbh | Microemulsion comprising quaternary ammonium compound, especially for production of fabric softener formulations |
ES2939182T3 (en) | 2017-09-25 | 2023-04-19 | Evonik Operations Gmbh | Storage-stable concentrates containing polysiloxanes and their use, preferably in textile care compositions |
EP3818137B1 (en) * | 2018-07-05 | 2022-11-09 | Evonik Operations GmbH | Active substances for highly viscous washing and cleaning formulations |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0293955A2 (en) | 1987-05-01 | 1988-12-07 | The Procter & Gamble Company | Quaternary isopropyl ester ammonium compounds as fiber and fabric treatment compositions |
EP0302567A2 (en) | 1987-08-07 | 1989-02-08 | The Procter & Gamble Company | Method for preparing biodegradable fabric softening compositions |
EP0763592A1 (en) | 1995-09-18 | 1997-03-19 | The Procter & Gamble Company | Stabilised fabric softening compositions |
WO2009030601A1 (en) | 2007-09-08 | 2009-03-12 | Unilever Plc | Improvements relating to fabric conditioners |
WO2009080401A2 (en) | 2007-12-20 | 2009-07-02 | Unilever Plc | Improvements relating to fabric treatment compositions |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3974076A (en) * | 1974-01-11 | 1976-08-10 | The Procter & Gamble Company | Fabric softener |
ATE4334T1 (en) * | 1979-01-11 | 1983-08-15 | The Procter & Gamble Company | CONCENTRATED FABRIC SOFTENING COMPOSITION. |
US4555349A (en) * | 1983-04-08 | 1985-11-26 | Lever Brothers Company | Fabric softening compositions |
US4844823A (en) * | 1985-01-30 | 1989-07-04 | Colgate-Palmolive Company | Fabric softener composition containing di-esterified long chain fatty acid quaternary ammonium salt |
AU634493B2 (en) * | 1989-04-21 | 1993-02-25 | Colgate-Palmolive Company, The | A stable medium viscosity fabric softening composition comprising cationic softener, fatty alcohol and cationic polymer |
EP0656935A1 (en) * | 1992-08-21 | 1995-06-14 | Colgate-Palmolive Company | Rinse cycle fabric softener |
WO1994004642A2 (en) * | 1992-08-21 | 1994-03-03 | Colgate-Palmolive Company | Fabric conditioning composition |
JP3357453B2 (en) * | 1993-09-10 | 2002-12-16 | 花王株式会社 | Liquid soft finish composition, novel quaternary ammonium salt and method for producing the salt |
WO1997046654A1 (en) * | 1996-06-03 | 1997-12-11 | The Procter & Gamble Company | Fabric softening compositions |
GB0121804D0 (en) * | 2001-09-10 | 2001-10-31 | Unilever Plc | Fabric conditioning compositions |
US6984618B2 (en) * | 2001-12-05 | 2006-01-10 | The Procter & Gamble Company | Softening-through-the wash composition |
GB2388610A (en) * | 2002-05-17 | 2003-11-19 | Procter & Gamble | Detergent composition containing silicone and fatty acid |
DE102007020790B4 (en) * | 2007-05-03 | 2009-10-01 | Rudolf Gmbh & Co. Kg Chemische Fabrik | Fluorocarbon polymer-free preparations based on water and / or organic solvents and their use as a finish on fabrics and textile substrates obtained therefrom |
-
2010
- 2010-06-17 DE DE201010030217 patent/DE102010030217A1/en not_active Withdrawn
-
2011
- 2011-05-10 EP EP11719810.1A patent/EP2582780B1/en not_active Revoked
- 2011-05-10 PL PL11719810T patent/PL2582780T3/en unknown
- 2011-05-10 WO PCT/EP2011/057554 patent/WO2011157490A1/en active Application Filing
-
2012
- 2012-12-17 US US13/716,270 patent/US9090853B2/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0293955A2 (en) | 1987-05-01 | 1988-12-07 | The Procter & Gamble Company | Quaternary isopropyl ester ammonium compounds as fiber and fabric treatment compositions |
EP0302567A2 (en) | 1987-08-07 | 1989-02-08 | The Procter & Gamble Company | Method for preparing biodegradable fabric softening compositions |
EP0763592A1 (en) | 1995-09-18 | 1997-03-19 | The Procter & Gamble Company | Stabilised fabric softening compositions |
WO2009030601A1 (en) | 2007-09-08 | 2009-03-12 | Unilever Plc | Improvements relating to fabric conditioners |
WO2009080401A2 (en) | 2007-12-20 | 2009-07-02 | Unilever Plc | Improvements relating to fabric treatment compositions |
Non-Patent Citations (4)
Title |
---|
"Animal Fats", BAILEY'S INDUSTRIAL OIL AND FAT PRODUCTS, 2005, XP055534641 |
"Whole Cut Tallow Fatty Acids", TWIN RIVERS TECHNOLOGIES, Retrieved from the Internet <URL:https://www.twinriverstechnologies.com/products/vegetable fatty acids.html> |
LUNDBERG ET AL.: "Surfactants Containing Hydrolyzable Bonds", ADV POLYM SCI, vol. 218, 2008, Berlin Heidelberg, pages 57 - 82, XP055534656 |
STRAYER DENNIS: "Food Fats and Oils", INSTITUTE OF SHORTENING AND EDIBLE OILS, 2006, XP055534650 |
Also Published As
Publication number | Publication date |
---|---|
US9090853B2 (en) | 2015-07-28 |
PL2582780T3 (en) | 2018-07-31 |
US20130102520A1 (en) | 2013-04-25 |
WO2011157490A1 (en) | 2011-12-22 |
EP2582780A1 (en) | 2013-04-24 |
DE102010030217A1 (en) | 2011-12-22 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1006176B1 (en) | Low-concentrated highly viscous aqueous softener compositions | |
EP1141189B1 (en) | Clear softening agent formulations | |
EP0813862A2 (en) | Perfume oil concentrates in the form of transparent aqueous microemulsions | |
EP2582780B1 (en) | Thickened fabric softener | |
DE60105803T2 (en) | METHOD FOR PRODUCING A WET-WEAKMAKER COMPOSITION | |
DE69532508T2 (en) | Fabric softening composition | |
EP0920486B2 (en) | Aqueous laundry softening agent with high zeta potential | |
DE602004008217T2 (en) | Easily dispersible concentrated esterquat compositions | |
DE60126988T2 (en) | AVIVISING COMPOSITIONS FOR FIBERS, CONTAINING NON-TENSIONS | |
DE60116527T2 (en) | softener | |
DE60217923T2 (en) | softener | |
DE4446137A1 (en) | Quaternized triethanolamine difatty acid esters | |
EP3818137B1 (en) | Active substances for highly viscous washing and cleaning formulations | |
DE2724821C2 (en) | ||
DE3730444C2 (en) | ||
DE60101480T3 (en) | WÄSCHEWEICH DETERGENT | |
EP0515423A1 (en) | Active agent combination for textile treatment | |
DE69713180T3 (en) | Fabric softening composition | |
EP2909294B1 (en) | Fabric softener composition with trialkanolamine-based ester quat | |
WO1993021291A1 (en) | Low-viscosity aqueous textile-treatment agents | |
EP0924291B1 (en) | Aqueous softener with improved softness | |
DE4405702A1 (en) | Highly concentrated aqueous fabric softener with improved storage stability | |
CH663962A5 (en) | STABLE, WATER-BASED, CONCENTRATED SOFT SOFT DETERGENT COMPOSITION. | |
WO2010003741A1 (en) | Scented laundry softener | |
DE102012206943A1 (en) | Aqueous textile treatment composition useful for imparting dirt-repellent properties of textile fabrics, preferably cotton, comprises a copolymer of vinyl amine and N-vinylformamide |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
17P | Request for examination filed |
Effective date: 20121018 |
|
AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
DAX | Request for extension of the european patent (deleted) | ||
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: EXAMINATION IS IN PROGRESS |
|
17Q | First examination report despatched |
Effective date: 20161028 |
|
GRAP | Despatch of communication of intention to grant a patent |
Free format text: ORIGINAL CODE: EPIDOSNIGR1 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: GRANT OF PATENT IS INTENDED |
|
INTG | Intention to grant announced |
Effective date: 20170908 |
|
GRAS | Grant fee paid |
Free format text: ORIGINAL CODE: EPIDOSNIGR3 |
|
GRAA | (expected) grant |
Free format text: ORIGINAL CODE: 0009210 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE PATENT HAS BEEN GRANTED |
|
AK | Designated contracting states |
Kind code of ref document: B1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
REG | Reference to a national code |
Ref country code: GB Ref legal event code: FG4D Free format text: NOT ENGLISH |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: EP |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: REF Ref document number: 965789 Country of ref document: AT Kind code of ref document: T Effective date: 20180215 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: FG4D Free format text: LANGUAGE OF EP DOCUMENT: GERMAN |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R096 Ref document number: 502011013647 Country of ref document: DE |
|
REG | Reference to a national code |
Ref country code: FR Ref legal event code: PLFP Year of fee payment: 8 |
|
REG | Reference to a national code |
Ref country code: NL Ref legal event code: MP Effective date: 20180124 |
|
REG | Reference to a national code |
Ref country code: LT Ref legal event code: MG4D |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: NL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: ES Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: HR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: NO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180424 Ref country code: LT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: FI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: CY Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LV Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: SE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: IS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180524 Ref country code: GR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180425 Ref country code: RS Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: BG Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180424 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R026 Ref document number: 502011013647 Country of ref document: DE |
|
PLBI | Opposition filed |
Free format text: ORIGINAL CODE: 0009260 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: RO Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: EE Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: AL Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 |
|
PLAX | Notice of opposition and request to file observation + time limit sent |
Free format text: ORIGINAL CODE: EPIDOSNOBS2 |
|
26 | Opposition filed |
Opponent name: UNILEVER PLC / UNILEVER NV Effective date: 20181024 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: CZ Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: SK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: SM Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: DK Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
REG | Reference to a national code |
Ref country code: BE Ref legal event code: MM Effective date: 20180531 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MC Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 |
|
REG | Reference to a national code |
Ref country code: IE Ref legal event code: MM4A |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: SI Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: CH Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180531 Ref country code: LI Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180531 |
|
PLBB | Reply of patent proprietor to notice(s) of opposition received |
Free format text: ORIGINAL CODE: EPIDOSNOBS3 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: LU Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180510 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: IE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180510 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: BE Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180531 |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: MM01 Ref document number: 965789 Country of ref document: AT Kind code of ref document: T Effective date: 20180510 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: AT Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180510 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: TR Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: PT Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT Effective date: 20180124 Ref country code: HU Free format text: LAPSE BECAUSE OF FAILURE TO SUBMIT A TRANSLATION OF THE DESCRIPTION OR TO PAY THE FEE WITHIN THE PRESCRIBED TIME-LIMIT; INVALID AB INITIO Effective date: 20110510 |
|
PG25 | Lapsed in a contracting state [announced via postgrant information from national office to epo] |
Ref country code: MK Free format text: LAPSE BECAUSE OF NON-PAYMENT OF DUE FEES Effective date: 20180124 |
|
PLAB | Opposition data, opponent's data or that of the opponent's representative modified |
Free format text: ORIGINAL CODE: 0009299OPPO |
|
R26 | Opposition filed (corrected) |
Opponent name: UNILEVER PLC / UNILEVER NV Effective date: 20181024 |
|
REG | Reference to a national code |
Ref country code: DE Ref legal event code: R064 Ref document number: 502011013647 Country of ref document: DE Ref country code: DE Ref legal event code: R103 Ref document number: 502011013647 Country of ref document: DE |
|
RDAF | Communication despatched that patent is revoked |
Free format text: ORIGINAL CODE: EPIDOSNREV1 |
|
RDAG | Patent revoked |
Free format text: ORIGINAL CODE: 0009271 |
|
STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: PATENT REVOKED |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: FR Payment date: 20210525 Year of fee payment: 11 Ref country code: IT Payment date: 20210527 Year of fee payment: 11 Ref country code: DE Payment date: 20210520 Year of fee payment: 11 |
|
REG | Reference to a national code |
Ref country code: CH Ref legal event code: PL |
|
REG | Reference to a national code |
Ref country code: FI Ref legal event code: MGE |
|
27W | Patent revoked |
Effective date: 20210120 |
|
GBPR | Gb: patent revoked under art. 102 of the ep convention designating the uk as contracting state |
Effective date: 20210120 |
|
PGFP | Annual fee paid to national office [announced via postgrant information from national office to epo] |
Ref country code: GB Payment date: 20210525 Year of fee payment: 11 Ref country code: PL Payment date: 20210430 Year of fee payment: 11 |
|
REG | Reference to a national code |
Ref country code: AT Ref legal event code: MA03 Ref document number: 965789 Country of ref document: AT Kind code of ref document: T Effective date: 20210120 |