ES2398622T3 - Improvements related to tissue conditioners - Google Patents

Abstract

Use of a sucrose ester to reduce base odor in a composition comprising a quaternary ammonium compound having unsaturated fatty chains; wherein the sucrose ester is defined by the formula (I): M (OH) 8-x (OC (O) R ') x in which, M (OH) 8 is sucrose, in which M is the structure main sucrose base and (OH) represent the available hydroxyl groups in a sucrose molecule; x is an integer selected from 1 to 8, preferably 4; R 'is a fatty chain and is linear or branched, cyclic or acyclic, saturated or unsaturated, substituted or unsubstituted, and is independently selected from (C8-C18) and (C20-C22), with the proviso that, when R 'is C8-C18, the iodine value of the fatty chains is from 0 to 25, preferably from 0 to 20, more preferably from 1 to 5; and when R 'is C20-C22, the iodine value of the fatty chains is 0 to 120, preferably 20 to 100, more preferably 25 to 80.

Description

Improvements related to tissue conditioners

Technical field

The present invention relates to the use of sugar esters to reduce and eliminate odors from the fatty base in tissue conditioning compositions containing active ingredients having unsaturated fatty chains.

Background of the invention

The active principles of softening of tissues called "soft" derived from a raw material of acyl or fatty acid, have the advantages of easy formulation and manufacture and greater physical stability in variable climatic storage conditions, when compared with so-called softeners "hardened" (that is, those derived from total or almost completely saturated fatty compounds).

However, a disadvantage of the "soft" active ingredients is the generation of an unpleasant odor of the fatty base. This odor is believed to arise, at least in part, from the thickening of the double bonds in the fatty acid or fatty acyl chains, due to self-oxidation. The bad smell is detectable in the raw material, in the formulated products and in the substrate itself, such as a tissue, during and after treatment with these soft active ingredients.

A general approach to solving bad smell problems, found in the prior art, is to mask the bad smell with perfume.

Perfume ingredients have been used to counteract odors generated by different substrates.

For example, WO 2008/026140 A2 (Firmenich), to counteract the bad smell, uses mixtures of perfume ingredients containing at least one nitrile material in combination with another fragrance material to neutralize the bad smells of tobacco, bath or cooking, bad smells of animals, etc. in a variety of products that include textile treatment products such as fabric softeners.

WO 2006/058297 A1 (Procter & Gamble) uses perfume compositions to mask odor of fatty acid in a range of cleaning and treatment compositions including laundry and dishwashing detergents, particularly those odors that arise from chain fatty acids cuts generated by enzymes such as butyric acid.

WO 2006/066705 A1 (Unilever) discloses a bad odor reducing soap tablet composition comprising a pyranone derivative. The use of piran-4-one derivatives as a specific odor masking agent in soap tablets makes it possible to include reduced levels of perfume in the tablet composition.

US 2004/220064 is related to conferring the perception of fragrance on a product and a substrate, such as a dry tissue or hair. A fragrance delivery vehicle comprising a water insoluble oil, a conditioner containing> 0.5% by weight of a cationic active ingredient and at least 0.1% by weight of a fragrance composition comprising compounds is disclosed. specific aroma chemicals. Example 1 B discloses a softener composition comprising RYOTO ER290 in combination with HEQ derived from hardened tallow.

WO 01/46361 discloses compositions comprising (i) cationic softening compounds having two or more alkyl or alkenyl chains with a chain length of at least C8, (ii) at least one oily sugar derivative and (iii ) a deposition aid, comprising a mixture of non-ionic surfactant or surfactants and a cationic polymer or polymers. Tables 3 and 4 disclose compositions comprising RYOTO ER290 and unsaturated di (seboyloxyethyl) dimethyl ammonium chloride.

WO 01/92447 discloses tissue conditioning compositions having defined viscosity properties, comprising a cationic fabric softener and a partial fatty acid ester of a polyhydric alcohol. Example 6 discloses Tetranyl AT-7590, which is a partially saturated tallow derived triethanolamine quaternary ammonium compound having an iodine value of 34, in combination with ER290 (sucrose tetraerucate).

WO 02/04587 discloses a method for conditioning and fragrance of a substrate, which includes contacting a fragrance delivery vehicle containing a water insoluble oil, a cationic active ingredient and at least 0.1% in weight of a fragrance composition with a substrate in an aqueous solution. The examples disclose compositions comprising HEQ (dialkyloxy dimethyl ammonium chloride, where the alkyl is hardened tallow) and SPE (Ryoto ER290).

WO 03/087286 discloses a heat activated tissue treatment composition for use in a drum dryer. The composition comprises an active ingredient for treatment of tissue, water, oil, which can be an oily sugar ester compound, and an optional non-ionic surfactant. Example 10 discloses a composition comprising a tallow-based TEA quat with an IV of about 35 and the Emnon SCR-PK sugar ester oil.

WO 97/15651 discloses an aqueous fabric softening composition comprising (a) a water insoluble quaternary ammonium compound comprising at least one ester bond and two C12-28 alkyl or alkenyl groups, and (b) an ester of sucrose or an alkyl polyglucoside. Compositions comprising HEQ and sucrose esters of the Crodesta series are exemplified.

However, these approaches tend to be expensive, often requiring higher levels of specialized perfume ingredients. Additionally, in soft tissue conditioners, the base odor can often be recognized as a background odor, particularly during the time it is worn after the perfume has evaporated.

Another approach can be found in the prior art where odor masking is achieved by ingredients other than perfume. For example, WO 2008/020058 A2 (Dresden University) describes the use of mono- or di-saccharides to mask odors.

The inventors have discovered that consumers easily distinguish the bad smell from the base under a perfume. There remains a need for ways to eliminate the bad smell that arises from raw materials that contain unsaturated fatty acid chains in compositions that comprise them.

SPEs have been used as fabric softeners and are known as main softeners, core softeners and stabilizers.

More recently, in WO2007 / 078782 A1 it has been found that SPEs provide a benefit of perfume persistence (Procter & Gamble).

The inventors have now surprisingly discovered that the base odor of the raw material containing unsaturated fatty chains can be reduced or eliminated by the use of certain sugar esters (the SPE).

Exhibition of the invention

In accordance with the present invention there is provided the use of a sucrose ester to reduce the base odor in a composition comprising a quaternary ammonium compound having unsaturated fatty chains as described in any one of claims 1 to 9 , in which the sucrose ester is defined by the formula (I):

M (OH) 8-x (OC (O) R ') x

wherein, M (OH) 8 is sucrose in which M is the main basic structure of sucrose and (OH) represents the hydroxyl groups available in a sucrose molecule; x is an integer selected from 1 to 8, preferably 4; R 'is a fatty chain and is linear or branched, cyclic or acyclic, saturated or unsaturated, substituted or unsubstituted and is independently selected from (C8-C18) and (C20-C22) with the proviso that, when R' is C8-C18, the iodine value of the fatty chains is 0 to 25, preferably 0 to 20, more preferably 1 to 5; and when R 'is C20-C22, the iodine value of the fatty chains is 0 to 120, preferably 20 to 100, most preferably 25 to 80.

Other aspects of the invention provide the use of a sugar ester in a composition to improve the freshness of the washed articles, to improve the clean smell of the washed articles and to improve the persistence of the fragrance of a laundry conditioning product.

Detailed description of the invention

Sucrose esters (SPE)

The sucrose ester is composed of a sucrose moiety having one or more of its esterified hydroxyl groups. Sucrose is a disaccharide. The sucrose molecule can be represented by the formula:

M (OH) 8

in which M is the basic structure of the disaccharide and there are a total of 8 hydroxyl groups in the molecule.

In this way, a suitable sucrose ester can be represented by the following formula (I):

M (OH) 8-x (OC (O) R ') x formula (I)

wherein M (OH) 8 is sucrose, in which M is the main basic structure of sucrose and (OH) represents the hydroxyl groups available in a sucrose molecule; x is an integer selected from 1 to 8, preferably 4 and are the hydroxyl groups that are esterified and (8-x) are the hydroxyl groups that remain unchanged; R 'is a fatty chain and is linear or branched, cyclic or acyclic, saturated or unsaturated, substituted or unsubstituted. Substituent groups may include, for example, hydroxyl, halide, alkoxy and the like. R 'is independently selected from (C8-C18, preferably (C12-C18) and (C20-C22) with the proviso that when R' is C8-C18, the iodine value of the fatty chains is 0 to 25, preferably from 0 to 20, more preferably from 1 to 5, most preferably from 1 to 2; and when R 'is C20-C22, the iodine value of the fatty chains is from 0 to 120, preferably, from 20 to 100 , more preferably from 25 to 90, most preferably from 25 to 80.

A mixture of chains can be used in the SPE.

When R 'is C8-C18, the sucrose ester is preferably of a solid or substantially solid nature, and has an iodine value of 0 to 15, preferably 0 to 10, more preferably 0 to 5 and most preferably 1 to 5.

The compositions are preferably substantially free and, more preferably, free from the presence of SPE that does not conform to the formula (I) given above.

In a further embodiment, the R 'unsaturated moieties may comprise a mixture of "cis" and "trans" forms around the unsaturated sites. The "cis" / "trans" ratios may vary from about 1: 1 to about 50: 1, or from about 2: 1 to about 40: 1, or from about 3: 1 to about 30: 1, or about 4: 1 to about 20: 1.

The sucrose ester is present in compositions comprising a quaternary ammonium compound having unsaturated fatty chains, at a level of 0.1 to 5, preferably 0.2 to 4.5, more preferably 0.2 to 4% by weight of the total composition. A particularly preferred range is 0.1 to 4%, preferably 0.2 to 3%, more preferably 0.5 to 2%, even more preferably 0.6 to 1.5%.

SPE are preferably based on tallow or plants or vegetables. Preferred plant and vegetable based SPE include those derived from palm, canola, rapeseed high in erucate and soybean.

Preferred sucrose esters are the Ryoto (ex Mitsubishi) range of liquid sucrose esters, soft solids or solids, totally or partially hardened, based on vegetable oils.

An additional preferred sucrose ester is SCR-PK-H (ex Kao), which is obtained from hardened palm kernel oil with a chain length of C16 and mainly C18.

Quaternary Ammonium Compound

The present invention relates to quaternary ammonium compounds having unsaturated chains. Such compounds are typically obtained from a fatty acyl or fatty acid raw material having an iodine value of 20 to 140, preferably 20 to 60, more preferably 20 to 50, most preferably 25 to 45. The unsaturated chains They come from an unsaturated fatty raw material.

If a mixture of quaternary ammonium materials is present in the composition, the iodine value, referred to above, represents the average iodine value of the fatty acyl compounds or precursor fatty acids of all quaternary ammonium materials. present. Similarly, if any saturated quaternary ammonium material is present in the composition, the iodine value, referred to above, represents the average iodine value of the fatty acyl compounds or precursor fatty acids of all the ammonium materials Quaternary present.

Such compounds have a strong base odor of the precursor fatty compound, such as tallow or oily odors from other plant sources, such as palm. High IV softeners, therefore, require a perfume to mask the smell and higher levels of perfume that the present invention avoids.

The iodine value is defined as the number of grams of iodine absorbed per 100 g of test material. NMR spectroscopy is a suitable technique for determining the iodine value of the softening agents of the present invention using the procedure described in Anal. Chem., 34, 1136 (1962) by Johnson and Shoolery and in EP 593,542 (Unilever, 1993).

The quaternary ammonium compound is preferably present in compositions suitable for use in the invention at a level of 2% to 55%, preferably 3% to 50%, more preferably 4% to 40%, preferably 5% to 25% by weight of the total composition, for example from 6 to 20% by weight.

In another embodiment, the quaternary ammonium compound may be present at a level greater than 80%, preferably 90% by weight of the total composition.

The preferred quaternary ammonium tissue conditioner for use in the composition is suitable for use in the present invention are the so-called "quats esters".

Particularly preferred materials are the quaternary ammonium triethanolammonium (TEA) compounds which are linked by ester comprising a mixture of components linked by mono-, di- and tri-ester.

Typically, such TEA-based fabric softening compounds comprise a mixture of mono-, di- and tri-ester forms of the compound. Typically the di-ester linked component does not comprise more than 70% by weight of the fabric softening compound, preferably not more than 60%, for example not more than 55% or even not more than 45% of the fabric softening compound and at least 10% of the component bound by monoester.

A first group of quaternary ammonium compounds (QAC) suitable for use in the present invention is represented by the formula (I):

[(CH2) n (TR)] m- (R1) .N + - (CH2) n (OH)] 3-mX- (I)

wherein each R is independently selected from a C5-35 alkyl or alkenyl group; R1 represents a C1-4 alkyl, C2-4 alkenyl or C1-4 hydroxyalkyl group; T is usually O-CO. (i.e., an ester group attached to R through its carbon atom), but may alternatively be CO.O (ie, an ester group attached to R through its oxygen atom); n is a number selected from 1 to 4; m is a number selected from 1, 2 or 3; and X-is an anionic counterion such as halide or alkyl sulfate, for example, chloride or methylsulfate. Di-ester variants of formula I (ie, m = 2) are preferred and typically have mono-and tri-ester analogs associated therewith. Such materials are particularly suitable for use in the present invention.

Especially preferred agents are preparations that are rich in triethanolamine methylsulfate di-esters, otherwise referred to as "TEA quats ester".

Commercial examples include Tetranyl ™ ex Kao, AT-1 (di- [tallow ester] of triethanolammonium methylsulfate), and L5 / 90 (di- [palm ester] of triethanolammonium methyl sulfate), both ex Kao and Rewoquat ™ WE15 (a triethanolammonium methylsulfate di-ester having fatty acyl moieties derived from unsaturated fatty acids C10-C20 and C16-C18), former Witco Corporation and Stepantex (ex Stepan), of a soft range, Stepantex VT90, VA90 and SP90 .

A second group of quaternary ammonium compounds suitable for use in the invention is represented by formula (II):

(R1) 3N + - (CH2) n-CH. (CH2TR2) -TR2 X- (II)

wherein each R1 group is independently selected from C1-4 alkyl, hydroxyalkyl or C2-4 alkenyl groups; and wherein each R2 group is independently selected from C8-28 alkyl or alkenyl groups; and in which n, T and X-are as defined above.

Preferred materials of this second group include 1,2 bis [seboyloxy] -3-trimethylammonium propane chloride, 1,2 and 1,2-bis [oleoyloxy] -3-trimethylammonium propane chloride. Such materials are described in US document.

4,137,180 (Lever Brothers). Preferably, these materials also comprise an amount of the corresponding mono-ester.

A third group of quaternary ammonium compounds suitable for use in the invention is represented by formula (III):

(R1) 2-N + - [(CH2) n-T-R2] 2 X- (III)

wherein each R1 group is independently selected from C1-4 alkyl or C2-4 alkenyl groups; and wherein each R2 group is independently selected from C8-28 alkyl or alkenyl groups; and n, T and X-are as defined above. Preferred materials of this third group include bis (2-seboyloxyethyl) dimethyl ammonium chloride.

Perfumes

The compositions for use in the invention are preferably perfume free. The odor reducing effect of sugar esters is such that perfume is not required to mask the bad smell. The compositions of the invention are preferably perfume free. The odor reducing effect of sugar esters is such that perfume is not required to mask the bad smell.

Useful components of the perfume include materials of both natural and synthetic origin. They include individual compounds and mixtures. Specific examples of such components can be found in the current literature, for example, in Fenaroli's Handbook of Flavor Ingredients, 1975, CRC Press; Synthetic Food Adjuncts, 1947 by M.

B. Jacobs, edited by Van Nostrand; o Perfume and Flavor Chemicals de S. Arctander 1969, Montclair, N.J. (USA.). These substances are well known to those skilled in the art of perfumery, aromas and / or products of

consumption of flavorings, that is, that they confer a smell and / or an aroma or flavor to a traditionally scented or aromatized consumer product, or that modify the smell and / or taste of said consumer product.

Perfume in this context means not only a fully formulated product fragrance, but also selected components of this fragrance, particularly those that are susceptible to losses, such as the so-called "top notes".

The top marks are defined by Poucher (Journal of the Society of Cosmetic Chemists 6 (2): 80 [1955]). Examples of well-known top notes include citrus oils, linalool, linalyl acetate, lavender, dihydromyrcenol, rose oxide and cis-3-hexanol. The top notes typically comprise 15-25% by weight of a perfume composition and in those embodiments of the invention that contain a higher level of higher notes it is expected that at least 20% by weight is present within the encapsulation.

Some or all perfumes or pro-fragrances may be encapsulated, typically including perfume components that are advantageous to encapsulate those with a relatively low boiling point, preferably those with a boiling point of less than 300, preferably 100-250 degrees Celsius. and pro-fragrances that such components can produce.

It is also advantageous to encapsulate perfume components that have a low Clog P (ie, those that will be distributed in water), preferably a Clog P of less than 3.0. These relatively low boiling and relatively low Clog P materials have been called "late onset" perfume ingredients and include the following materials:

Allyl Caproate, Amyl Acetate, Amyl Propionate, Anisic Aldehyde, Anisole, Benzaldehyde, Benzyl Acetate, Benzyl Acetone, Benzyl Alcohol, Benzyl Formate, Iso Benzyl Valerate, Benzyl Propionate, Beta Gamma Hexenol, Camphor Gum, Levo-Carvona, d-Carvona, Cinnamic Alcohol, Cinnamon Formate, Cis-Jasmona, Cis-3-Hexenyl Acetate, Cuminic Alcohol, Cyclic C, Dimethyl Benzyl Carbinol, Dimethyl Benzyl Carbinol Acetate, Ethyl Acetate, Acetate Acetate Ethyl, Amyl Ethyl Ketone, Ethyl Benzoate, Ethyl Butyrate, Ethyl Hexyl Ketone, Ethyl Phenyl Acetate, Eucalyptol, Eugenol, Phenyle Acetate, Flower Acetate (Decenyl Tricyclo Acetate), Frutene (Tricyclic Decenyl Propionate), Geraniol, Hexen, Hexen Hexenyl Acetate, Hexyl Acetate, Hexyl Formate, Hydratropic Alcohol, Hydroxycitronal, Indone, Isoamyl Alcohol, Iso Mentone, Isopulegyl Acetate, Isoquinolone, Ligustral, Linalool, Linalool Oxide, Linalyl Formate, Mentone, Ac Methyl Ethylphenone, Methyl Amyl Ketone, Methyl Anthranilate, Methyl Benzoate, Methyl Acetate, Methyl Eugenol, Methyl Heptenone, Methyl Heptin Carbonate, Methyl Heptyl Ketone, Methyl Hethyl Ketone, Methyl Phenyl Carbinyl Acetate, Methyl Salicylate, Methyl -N-Methyl Anthranilate, Nerol, Octalactone, Octyl Alcohol, p-Cresol, P-Cresol Methyl Ether, p-Methoxy Acetophenone, p-Methyl Acetophenone, Phenoxy Ethanol, Phenyl Acetaldehyde, Phenyl Ethyl Acetate, Phenyl Ethyl Alcohol, Phenyl Ethyl Dimethyl Carbinol, Prenyl Acetate, Propyl Bornate, Pulegone, Rose Oxide, Safrol, 4-Terpinenol, Alpha-Terpinenol, and / or Viridine.

Preferred non-encapsulated perfume ingredients are those hydrophobic perfume components with a Clog P above 3. As used herein, the term "ClogP" means the base 10 logarithm of the octanol / water partition coefficient (P ). The octanol / water partition coefficient of a PRM is the ratio between its equilibrium concentrations in octanol and water. Since this measure is a proportion of the equilibrium concentration of a PRM in a non-polar solvent (octanol) with its concentration in a polar solvent (water), ClogP is also a measure of the hydrophobia of a material - the greater the ClogP value, the more hydrophobic the material will be. ClogP values can be easily calculated from a program called "CLOGP" that is available from Daylight Chemical Information Systems Inc., Irvine, Calif., USA. Octanol / water partition coefficients are described in more detail in US Patent No. 5,578,563.

Perfume components with a ClogP above 3 comprise: Super iso E, citronellol, ethyl cinnamate, Bangalol, 2,4,6-Trimethylbenzaldehyde, Hexyl cinnamicaldehyde, 2,6-Dimethyl-2-heptanol, Diisobutylcarbinol, Salicylate ethyl, phenethyl isobutyrate, ethyl hexyl ketone, propyl amyl ketone, dibutyl ketone, heptyl methyl ketone, 4,5-dihydrotoluene, caprylic aldehyde, citral, geranial, isopropyl benzoate, cyclohexaneropropionic acid, caprilyl caprilyl aldehyde , Cuminaldehyde, 1-Ethyl-4-nitrobenzene, Heptyl formate, 4lsopropylphenol, 2-lsopropylphenol, 3-lsopropylphenol, Allyl disulfide, 4-Methyl-1-phenyl-2-pentanone, 2-Propylfuran, Allyl caproate, Styrene , lsoeugenyl methyl ether, lndonaphthene, diethyl suberate, L-Mentone, racemic Mentone, p-Cresyl Isobutyrate, Butyl Butyrate, Ethyl Hexanoate, Propyl Valerate, N-Pentyl Propanoate, Hexyl Acetate, Methyl Heptanoate, trans-3,3,5-Trimethylcyclohexan ol, 3,3,5-Trimethylcyclohexanol, p-Ethyl anisate, 2-Ethyl1-hexanol, Benzyl isobutyrate, 2,5-Dimethylthiophene, 2-Isobutyl butenoate, Caprilnitrile, gamma-Nonalactone, Nerol, trans-Geraniol, 1-Vinylheptanol, Eucalyptol, 4-Terpinenol, Dihydrocarveol, Ethyl 2-Methoxybenzoate, Ethyl cyclohexanecarboxylate, 2-Ethylhexanal, Ethyl amyl carbinol, 2-Octanol, 2-Octanol, Methylphenylglycidate ethyl, Diisobutyl isoarate, Cuisolerate, Isoisolerate, Cuisolate , Isobutyl Butanoate, Isopentyl Propanoate, 2-Ethylbutyl Acetate, 6-Methyl Tetrahydroquinoline, Eugenyl Methyl Ether, Ethyl Dihydrocinnamate, 3,5-Dimethoxytoluene, Toluene, Ethyl Benzoate, n-Butyrophenone, Alpha-Terpineol, 2- Methyl methylbenzoate, methyl 4-methylbenzoate, Methyl 3, methylbenzoate, sec-butyl n-Butyrate, 1,4-Cineol, Phenylethyl alcohol, Pinanol, cis-2-Pinanol, 2,4-Dimethylacetophenone, lsoeugenol, Safrol, Methyl 2-Octinoate, o-Methylanisol, p-Cresyl methyl ether, Ethyl Anthranilate, Linalool, Phenyl Butyrate , Ethylene glycol dibutyrate, Diethyl phthalate, Phenyl mercaptan, Comic alcohol, m-Toluquinoline, 6

Methylquinoline, Lepidine, 2-Ethylbenzaldehyde, 4-Ethylbenzaldehyde, o-Ethylphenol, p-Ethylphenol, mEthylphenol, (+) - Pulegone, 2,4-Dimethylbenzaldehyde, Isoxylaldehyde, Ethyl Sorbate, Benzyl Propionate, 1,3- Acetate dimethylbutyl, isobutyl isobutanoate, 2,6-xylenol, 2,4-xylenol, 2,5-xylenol, 3,5-xylenol, methyl cinnamate, hexyl methyl ether, benzyl ethyl ether, methyl salicylate, butyl propyl ketone, Ethyl amyl ketone, Hexyl methyl ketone, 2,3-Xylenol, 3,4-Xylenol, Cyclopentadenanolide and Phenyl ethyl 2 phenylacetate 2.

It is common for a plurality of perfume components to be present in a formulation. In compositions suitable for use in the present invention it is envisioned that there are four or more, preferably five or more, more preferably six or more or even seven or more perfume components different from the given list of late-occurring perfumes given above and / or the list of perfume components with a ClogP above 3 present in the perfume.

Another group of perfumes with which the present invention can be applied are materials called "aromatherapy." These include many components also used in perfumery, including essential oil components such as Roman sap, eucalyptus, geranium, lavender, mace extract, neroli, nutmeg, herb-good, sweet violet leaves and Valerian.

In a further embodiment, the SPE described above for use in the invention can be used in encapsulated form together with a perfume.

Additional components

Co-softeners can be used. When employed, these are typically present from 0.1 to 20% and particularly from 0.5 to 10%, based on the total weight of the composition. Preferred co-softeners include fatty esters and fatty N-oxides. Fatty esters that can be employed include fatty monoesters, such as glycerol monostearate, fatty sugar esters, such as those disclosed in WO 01/46361 (Unilever).

Compositions for use in the present invention will preferably comprise a fatty complexing agent. Especially suitable fatty complexing agents include fatty alcohols and fatty acids. Of these, fatty alcohols are the most preferred.

Without wishing to be bound by theory, it is believed that the fatty complexing material will improve the viscosity profile of the composition by complexing with the mono-ester component of the fabric conditioning material, thereby providing a composition that has relatively higher levels of bound components. by di-ester and tri-ester. The components linked by di-ester and tri-ester are more stable and do not affect the initial viscosity as harmful as the mono-ester component.

It is also believed that higher levels of mono-ester bound components present in compositions comprising quaternary ammonium materials based on TEA can destabilize the composition by flocculation reduction. Using the fatty complexing material to complex it with the mono-ester linked component, the flocculation reduction decreases significantly.

In other words, the fatty complexing agent at higher levels as required in the present invention "neutralizes" the mono-ester bound component of the quaternary ammonium material. This generation of diester in situ from the mono-ester and fatty alcohol also improves the softening of the composition.

Preferred fatty acids include hardened tallow fatty acid (available under the trade name PristereneTM, ex Uniqema). Preferred fatty alcohols include hardened tallow alcohol (available under the trade names Stenol ™ and Hydrenol ™, ex Cognis and Laurex ™ CS, ex Albright and Wilson).

The fatty complexing agent is preferably present in an amount greater than 0.3 to 5% by weight based on the total weight of the composition. More preferably, the fatty component is present in an amount of 0.4 to 4%. The weight ratio of the mono-ester component of the quaternary ammonium fabric softening material to the fatty complexing agent is preferably 5: 1 to 1: 5, more preferably 4: 1 to 1: 4, most preferably 3: 1 to 1: 3, for example from 2: 1 to 1: 2.

The compositions may additionally comprise a nonionic surfactant especially when the level of quaternary ammonium compound is above about 8% by weight of the total composition. Typically these can be included in order to stabilize the compositions.

Suitable non-ionic surfactants include additional products of ethylene oxide and / or propylene oxide with fatty alcohols, fatty acids and fatty amines. Any of the alkoxylated materials of the particular type described herein can be used as the non-ionic surfactant.

Suitable surfactants are substantially water soluble surfactants of the general formula:

R-Y- (C2H4O) z-CH2-CH2-OH

wherein R is selected from the group consisting of primary, secondary and branched chain alkyl and / or acyl hydrocarbyl groups; primary, secondary and branched chain alkenyl hydrocarbyl groups; and primary, secondary and branched chain alkenyl substituted phenolic hydrocarbyl groups; the hydrocarbyl groups having a chain length of 8 to about 25, preferably 10 to 20, for example, 14 to 18 carbon atoms.

In the general formula for the ethoxylated nonionic surfactant, Y is typically:

--O--, --C (O) O--, --C (O) N (R) - or --C (O) N (R) R-

in which R has the meaning given above or may be hydrogen; and Z is at least about 8, preferably at least about 10 or 11.

Preferably, the non-ionic surfactant has a HLB of about 7 to about 20, more preferably 10 to 18, for example 12 to 16. Genapol ™ C200 (Clariant) based on a coconut chain and 20 EO groups is an example of a suitable nonionic surfactant.

The non-ionic surfactant is present in an amount of 0.01 to 10%, more preferably 0.1 to 5% by weight, based on the total weight of the composition.

Alternative stabilizing agents can be used. Alternative stabilizers include long chain ethoxylated cationic surfactant with a counter ion that is preferably an alkyl sulfate, such as methyl sulfate and ethyl sulfate and, more preferably, is a methyl sulfate counter ion.

The alternative individual long chain cationic surfactants are alkoxylated cationic quaternary ammonium surfactants. Those suitable for use in the present invention generally come from fatty alcohols, fatty acids, fatty methyl esters, alkyl substituted phenols, alkyl substituted benzoic acids and / or alkyl substituted benzoate esters, and / or fatty acids that are converted in amines that can be further reacted with another long chain alkyl or alkyl aryl group; this amine compound is then alkoxylated with one or two alkylene oxide chains each of which has less than or equal to about 50 moles of alkylene oxide moieties (for example, ethylene oxide and / or propylene oxide) by mole of amine Typical of this class are products obtained from the quaternization of primary, secondary or branched, saturated or unsaturated amines, having a hydrocarbon chain of about 12 to about 22 carbon atoms, alkoxylated with one or two oxide chains of alkylene in the amine atom, each of which has less than or equal to about 50 alkylene oxide moieties. The amine hydrocarbons for use herein have from about 12 to about 22 carbon atoms, and are preferably in a linear chain configuration. Suitable quaternary ammonium surfactants are manufactured with one or two alkylene oxide chains attached to the amine moiety, in average amounts of less than or equal to about 50 moles of alkylene oxide per alkyl chain, more preferably about 3 to about 20 moles of alkylene oxide and, most preferably, about 5 to about 12 moles of alkylene oxide per hydrophobic group, for example alkyl. Examples of suitable stabilizers of this type include Ethoquad® 18/25 C / 25 and O / 25 from Akzo and Variquat®-66 (soft tallow alkyl bis (polyoxyethyl) ammonium ethyl sulfate with a total of approximately 16 ethoxy units) from Goldschmidt.

Preferably, the compounds of the alkoxylated cationic ammonium surfactants have the following general formula:

{R1m-Y - [(R2-O) z-H] p} + X-,

wherein R1 is selected from the group consisting of saturated or unsaturated alkyl or alkyl-aryl hydrocarbons, of primary or secondary chain; said hydrocarbon chain having a length of 12 to 22; each R2 is selected from the following groups or combinations of the following groups: - (CH2) n and / or [CH (CH3 (C) 2) -; Y is selected from the following groups: = N + - (A) q; - (CH2) n-N + - (A) q; -B- (CH2) n-N + - (A) 2; - (phenyl) N + - (A) q; - (B-phenyl) -N + - (A) q, where n is from about 1 to about 4.

Each A is independently selected from the following groups: H; R1; - (R2O) z-H; - (CH2) xCH3; phenyl and substituted aryl; where 0 ≤ x ≤ approximately 3; and B is selected from the following groups: -O-; -NA-; -NA2; -C (O) O-; and -C (O) N (A) -; in which R2 is defined as hereinbefore; q = 1 or 2; and X-es and m is 1 to 4.

Preferred structures are those in which m = 1, p = 1 or 2, and 5 ≤ z ≤ 50, structures in which m = 1, p = 1 or 2, y7 ≤ z ≤ 20, and what are more preferred more preferred are structures in which m = 1, p = 1 or 2, and 9 ≤ z ≤ 12.

Preferred commercial surfactants include Tomah QC-15, cocopoli chloride (15) oxyethylene methyl ammonium (ex Tomah Products); and Rewoquat CPEM, coconut methyl pentaethoxymethyl ammonium sulfate (ex Witco).

Another class of possible alternatives to non-ionic stabilizers are long chain cationic surfactants based on quaternized amido-amine surfactants of the general structure;

R1-C (: O) -NH- [C (R2) (R3)] n-N (CH3) (R4) (R5) + X

wherein R1 = C12-30 alkyl, -alkenyl, -arylalkyl and - (cycloalkyl) alkyl; R2 and R3 = H or C1-4 alkyl; R4 and R5 = C1-4 alkyl, -alkoxyalkyl and -hydroxyalkyl; X-is a halide or methylsulfate anion, preferably a counter ion of the methylsulfate anion and n = 1-10

Preferred commercial surfactants include Rewoquat V3351, a tallow alkyl amido-amine quat methyl sulfate (ex Goldschmidt), Surfac ARF, a tallow amine ethoxy ammonium methyl sulfate (ex Surfachem).

The individual long chain cationic amido-amine surfactants for use in the present invention may be alkoxylated. These alkoxylated amido-amine single chain cationic surfactants comprise one or more alkylene oxide chains each of which has less than or equal to about 50 moles of alkylene oxide moieties (eg, ethylene oxide and / or oxide of propylene) per mole of amine. Preferred alkoxylated surfactants for use in the present invention comprise at least one ethoxylated group.

Another class of possible alternatives is given in WO 95/27771 and include amphoteric surfactants including betaines and tegobetains.

Other optional ingredients

Compositions for use in the invention may contain one or more other ingredients. Such ingredients include photobleaching agents, fluorescent agents, colorants, preservatives (eg, bactericides), pH buffering agents, perfume supports, hydrotopes, anti-redeposition agents, stain release agents, polyelectrolytes, anti-shrink agents, wrinkle agents, antioxidants, sunscreens, anti-corrosion agents, agents that confer draping, antistatic agents and ironing aids. The products of the invention preferably contain pearlizing agents and / or opacifiers.

It is believed that those polymers that are deposited on clothing as part of their activity can help in the deposition of the perfume components present. These include cationic polymer deposition aids. Suitable cationic polymeric deposition aids include cationic guar polymers such as Jaguar ™ (ex Rhone Poulenc), cationic cellulose derivatives such as Celquats ™ (ex National Starch), Flocaid ™ (ex National Starch), cationic potato starch such as SoftGel ™ (ex Aralose), cationic polyacrylamides such as PCG (ex Allied Colloids).

Product form

A composition for use in the invention may be in dry solid or liquid form. The composition may be a concentrate to be diluted, rehydrated and / or dissolved in a solvent, including water, before use. The composition may also be a composition ready for use (in use). Preferably, the composition is provided as a ready-to-use liquid comprising an aqueous phase. The aqueous phase may comprise water soluble species, such as mineral salts or short chain (C1-4) alcohols.

Mineral salts can help achieve the volume of phase required for the composition, as well as water-soluble organic salts and cationic deflocculation polymers, as described in EP 41,698 A2 (Unilever). Such salts may be present from 0.001 to 1% and preferably from 0.005 to 0.1% by weight of the total composition. Examples of suitable mineral salts for this purpose include calcium chloride and magnesium chloride. The compositions of the invention may also contain pH modifiers such as hydrochloric acid. Short chain alcohols include primary alcohols such as ethanol, propanol and butanol and secondary alcohols such as isopropanol. The short chain alcohol can be added with the cationic softening agent during the preparation of the composition.

The composition is preferably a fabric softener or fabric conditioning composition, and is preferably for use in the rinse cycle of a domestic textile washing operation, where it can be added directly in an undiluted state to a washing machine, for example, through a dispensing drawer, or for a top-loading washer, directly into the drum. As an alternative, it can be diluted before use. The compositions can also be used in a domestic hand wash operation.

The compositions used in the invention are not detergent compositions and are preferably substantially free of (for example, they are less than about 0.1% by weight, preferably less than 0.05% by weight by weight of the total composition), more preferably they are free of one or more detersive surfactants such as anionic, ampholytic, zwitterionic surfactants and cleaning soaps.

It is also possible, although less desirable, that the compositions for use in the present invention be used in industrial washing operations, for example as a finishing agent for softening new

garments before selling them to consumers.

Manufacturing procedure

In a typical manufacturing process, the cationic softening agent and SPE and any optional components, such as a co-softener or complexing agent, are heated together until a co-melt is formed. The water and other components are heated and the co-melt is added to the water with stirring.

Alternative addition procedures for the SPE will be dosed later at the end of the procedure as is or as an emulsion. If the SPE is solid, the batch temperature should be above its melting point so that it can be emulsified by the active softening principle.

Examples

The embodiments of the invention are now illustrated with reference to the following non-limiting examples. Unless stated otherwise, all proportions are given as a percentage by weight by weight of the total composition.

Example 1: Preparation of Compositions 4-7, Comparative Examples 1-3 and Control A

Compositions 4-7, Comparative Examples 1-3 and Control A were prepared in a desktop mixer equipped with a 3-phase stirrer and a recirculation bath for temperature control. The quaternary softening agent, SPE, and the complexing agent were heated together until a co-melt formed. The water was heated and the co-melt was added to the water with stirring. The batch was cooled to room temperature.

The conditions of the procedure were as follows:

Bath water temperature = 45 ° C;

Co-melt temperature = 60 ° C;

Co-melt addition time = 3 minutes;

Mixing time = 8 minutes;

Cooling time by recirculation of cold water = 5 minutes;

Mixing speed = 500 RPM;

Lot size = 200 g.

In order to evaluate the smell, perfume was not included in the compositions.

Three different sugar esters were tested. Details of fatty acid chains are given in the following table:

Sugar ester

Main Chain Length IV of the fatty chains

THSBO

C16-C18 110

ER290

C22 75

SCR-PK-H

C16-18 0

THSBO (ex Clariant) is a pure sucrose polyester based on touch hardened soybean oil. ER290 (former Mitsubishi) is a food grade pure sucrose polyester based on C22: 1 erucic acid. SCR-PK-H (ex KAO) is a sucrose polyester derived from hardened palm kernel oil (C16 and mainly

C18) and contains approximately 20% impurities, mainly fatty acids and soaps, as

specified in WO2006 / 076952 A1 (Unilever). The composition of compositions 4-7, Comparative Examples 1-3 and Control A is given in Table 1 a continuation.

Table 1: Composition of Compositions 4-7, Comparative Examples 1-3 and Control A

Component

Control Comparative examples Compositions

TO

one 2 3 4 5 6 7

Stepantex VT90

4.4 4 3.4 3 4 3.4 4 3.4

Stenol 16/18 L

0.48 0.48 0.48 0.48 0.48 0.48 0.48 0.48

THSBO

0 0.4 one 1.4 0 0 0 0

(continuation)

Component

Control Comparative examples Compositions

TO

one 2 3 4 5 6 7

ER290

0 0 0 0 0.4 one 0 0

SCR-PK-H

0 0 0 0 0 0 0.4 one

demineralized water

up to 100 up to 100 up to 100 up to 100 up to 100 up to 100 up to 100 up to 100

Stepantex VT90 (ex Stepan) is a soft tallow quaternary ammonium TEA softening compound containing 90% active ingredient and 10% IPA.

Stenol 16/18 L (ex Cognis) is a fatty alcohol (complexing agent) with a mixture of saturated C16 and 5 C18 chains.

Table 2 gives the ester distributions of the ER290 and SCR-PK sucrose polyesters used in these examples.

Table 2: Ester distribution in the sucrose polyesters ER290 and SCR-PK

Sucrose polyester

Monkey gave- Tri- Tetra- Penta- Hexa- Hepta- Octa-

ER290

0 5 17.5 19.1 20.5 20.3 10.8 3.8

SCR-PK

0 3.2 14.6 27.5 24.6 10.1 9.0 2.9

Table 3 gives the level of unsaturation and the description of the smell of the quaternary ammonium compound VT90. Table 3: Chain distribution and description of the smell of VT90

Softening material

Description of the smell C10 C12 C14 C14 uns C16 C16: 1 C18 C18: 1 C18: 2

VT90

Fat / tallow 0.1 0.1 2.7 0.3 30.6 2.2 32.6 28.6 2.8

The smell of sucrose polyesters was as follows:

THSBO -neutral to very slightly oily ER290 -neutral to very slightly oily SCR-PK-H -lightly caramelized (sucrose caramelized during the synthesis procedure).

15 Example 2: Evaluation of the base odor of Comparative Examples 1-3

Sponge controls measuring approximately 20 x 20 cm were disengaged by washing twice in a washing machine at 90 ° C. Sets of two controls were placed in Tergo containers with 1 liter of demineralized water per container and stirred for 10 minutes.

The Tergos were dosed with the formulations in the amounts shown in Table 3 above and allowed to stir for an additional 15 minutes. The controls were then removed and centrifuged and dried in line.

Table 4 shows the amount of product used in each treatment to equalize the amount of VT90 deposited in the controls.

Table 4: Product dosage in Tergo-a-meters and the level of VT90 and sucrose polyester deposited for each control for Comparative Example A and Compositions 1-3.

TO

one 2 3

Product dose / g

2.0 2.28 2.50 2.93

VT90 g / control

0.044 0.044 0.044 0.044

Sucrose Polyester g / control

0.0 0.004 0.012 0.020

25 Controls were taken online for three days. Then one control of each set was presented to a panel of experts for odor evaluation while the other was kept in a flask under fluorescent light (for odor accumulation). The smell descriptors used were based on those known in the art. The panel members described the smell and assigned a number to quantify the intensity of the smell they perceived. Table 5 summarizes the result of this evaluation.

Table 5. The average (of eight panelists) of the intensity of the odor and description of the odor of the controls treated for controls aged online for three days.

TO

one 2 3

Smell score

1.2 1.5 1.3 1.4

Odor quality

Fatty Fat, oily Fat, oily Fat, oily

The panel results show that there is very little difference between Compositions 1-3 and Control A. There was a directional worsening of the smell in the presence of soybean sucrose polyester and the rancid smell of the oil was observed by the panel.

This was reinforced by showing the panel controls held in bottles (for odor accumulation) after 7 days. The controls of Compositions 1 to 3 had developed strong stale odors with scores between 2 and 4.

Evaluation of the base odor of Compositions 4 to 7

10 This set of experiments evaluated odors in the presence of erucato based on ER290 and hard palm kernel sucrose polyesters.

The same procedure as described above was followed.

Table 6: Product dosing in Tergo-a-meters and the level of VT90 and sucrose polyesters deposited for each control.

TO

4 5 6 7

Product dose / g

2.00 2.29 2.59 2.29 2.59

VT90 g / control

0.044 0.044 0.044 0.044 0.044

ER290 g / control

0.000 0.004 0.013 0.004 0.013

15 The controls were dried in line and on the first day one set was presented to the panel and another set was stored in jars for later evaluation. Table 6 summarizes the smell quality and scores.

Table 7. Average (of 8 panelists) of odor intensity and odor quality on day 1 of the treated controls.

TO

4 5 6 7

Smell Score

1.3 0.2 0.2 0.3 0.2

Odor quality

Fat, tasteless Clean, fresh Clean, fresh Clean, fresh Clean, fresh. Indirectly sweet

Sucrose esters have effectively suppressed the base odor of the soft sebum active ingredient in the controls.

The controls kept in jars were presented to the panel after five days. The results are summarized in Table 7.

Table 8. Average (of eight panelists) of odor intensity and odor quality of controls kept in bottles for 5 days.

TO

4 5 6 7

Smell score

1.6 0.5 0.9 0.6 0.6

Odor quality

Fat, tasteless Clean, slightly green Clean, slightly green Clean, fresh, slightly green Cleansed; fresh, slightly green

The controls with sucrose polyesters according to the present invention have effectively reduced their base odor and have a clean smell.

25 Controls with SCR-PK-H were surprisingly preferred by the panel for its softness.

Claims (8)

1. Use of a sucrose ester to reduce base odor in a composition comprising a quaternary ammonium compound having unsaturated fatty chains; wherein the sucrose ester is defined by the formula (I): 5 M (OH) 8-x (OC (O) R ') x wherein, M (OH) 8 is sucrose, in which M is the main basic structure of sucrose and (OH) represents the hydroxyl groups available in a sucrose molecule; x is an integer selected from 1 to 8, preferably 4; R 'is a fatty chain and is linear or branched, cyclic or acyclic, saturated or unsaturated, substituted or unsubstituted, and is independently selected from (C8-C18) and (C20-C22), with the proviso that, 10 when R 'is C8-C18, the iodine value of the fatty chains is 0 to 25, preferably 0 to 20, more preferably 1 to 5; and when R 'is C20-C22, the iodine value of the fatty chains is 0 to 120, preferably 20 to 100, more preferably 25 to 80. 2. Use according to claim 1, wherein R 'is C8-C18 and the iodine value of the fatty chains is 0 to fifteen.

Use according to claim 1 or claim 2, wherein the sucrose ester is solid and has an iodine value of 0 to 10, preferably 0 to 5.

4. Use according to any of the preceding claims, wherein the quaternary ammonium compound is obtained from a fatty raw material having an iodine value of 20 to 140, preferably 20 to 60, more preferably 20 to 50, most preferably 25 to 45.

Use according to any of the preceding claims, wherein the sucrose ester is present at a level of 0.1 to 5, preferably 0.2 to 4.5, more preferably 0.2 to 4 % by weight of the total composition.

6. Use according to any of the preceding claims, wherein the sucrose ester is obtained from a source selected from the group consisting of tallow, plant and vegetable sources.

Use according to any of the preceding claims, wherein the quaternary ammonium compound is a triethanolammonium quaternary ammonium compound (TEA) linked by ester.

8. Use according to any of the preceding claims, wherein the quaternary ammonium compound is present at a level of 3 to 50%, preferably 4 to 40, more preferably 5 to 25, by weight of the total composition .

Use according to any of the preceding claims, wherein the composition additionally comprises a fatty complexing agent.

10. Use according to any of the preceding claims, wherein the composition additionally comprises at least one perfume. 11. Use according to claim 10, wherein the perfume is present at a level of 0.01 to 10% by weight of the total composition.