WO2024046952A1 - Perfectionnements apportés ou se rapportant à des composés organiques - Google Patents

Perfectionnements apportés ou se rapportant à des composés organiques Download PDF

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Publication number
WO2024046952A1
WO2024046952A1 PCT/EP2023/073494 EP2023073494W WO2024046952A1 WO 2024046952 A1 WO2024046952 A1 WO 2024046952A1 EP 2023073494 W EP2023073494 W EP 2023073494W WO 2024046952 A1 WO2024046952 A1 WO 2024046952A1
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Prior art keywords
clogp
methyl
seq
acetate
ingredient
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PCT/EP2023/073494
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English (en)
Inventor
Leigh Murphy
Elisabeth Rinaudo
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Novozymes A/S
Givaudan Sa
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Application filed by Novozymes A/S, Givaudan Sa filed Critical Novozymes A/S
Publication of WO2024046952A1 publication Critical patent/WO2024046952A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38—Cationic 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
    • 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/001—Softening compositions
    • 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
    • C11D3/38—Products with no well-defined composition, e.g. natural products
    • C11D3/386—Preparations containing enzymes, e.g. protease or amylase
    • C11D3/38645—Preparations containing enzymes, e.g. protease or amylase containing cellulase
    • 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
    • C11D3/50—Perfumes
    • 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
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/12—Soft surfaces, e.g. textile

Definitions

  • the invention is generally concerned with methods and compositions for creating, modifying, improving or augmenting the olfactory impression of one or more perfume ingredients in a perfume composition when delivered onto a textile from a laundry care product, such as a fabric conditioner or a laundry scent booster, and particularly when such a product contains reduced levels of cationic surfactants.
  • a laundry care product such as a fabric conditioner or a laundry scent booster
  • fragrance care products such as detergents, fabric conditioner compositions and scent booster compositions enable consumers to enjoy the magical fragrance experience during these different stages of the laundry care process.
  • Fabric conditioner compositions are water-based textile conditioning compositions primarily intended to be added to a washing machine during the rinse-cycle of a clothes-washing process.
  • the major component of a fabric conditioner composition is a cationic surfactant, which softens textiles and offers static control. Apart from this surfactant, they typically contain minor amounts of other materials, such as emulsifiers.
  • cellulase enzymes to fabric conditioner compositions. In particular, enzymes have been employed to improve the condition of textiles (e.g. reduce pilling), and as well to improve water-absorbency of textiles. It is also conventional for fabric conditioner compositions to include aesthetic additives, such as colours and perfumes.
  • the pleasant odour remaining on a shirt after ironing informs the wearer that not only is it clean and fresh, but it is almost new again.
  • the user of a deodorant stays “fresh” even after a hard day at the office.
  • the floor cleaner has not only cleaned the floor, but the room remains “clean” after many hours.
  • Skilled perfumers can achieve both desirable hedonics, as well as all manner of such secondary functional benefits because they understand how perfumes interact with the complex chemistry used in consumer products, as well as the chemistry of the targeted substrates. For example, it is generally known that the softness of laundered garments is achieved by delivering a cationic surfactant to the surface of the fabric. It is also known that perfume ingredients associate with surfactant aggregates and absorption of perfume is concomitant with the deposition of cationic surfactants on a textile. In this way, cationic surfactants actually promote perfume deposition and therefore perfume impact on freshly laundered fabrics.
  • the perfumer uses perfume ingredients that are empirically known to deposit well on fabrics, then the initial deposition on wet fabric can be translated into improved perfume tenacity and odour impact during dry down and subsequently during storage and use by consumers. Conversely, reducing the level of cationic surfactants may reduce the deposition of perfume and limit its olfactive performance on both wet and dry stages of the washing cycle.
  • perfumers need to adjust and adapt their perfume design principles to balance hedonic and functional effects having regard to the new realities of consumer product chemistry. More particularly, perfumers need to counteract any attenuation or modulation of olfactive signal from a perfume delivered from a consumer product containing reduced levels of surfactant, and in particular of cationic surfactant.
  • the odour impression of a perfume composition delivered onto a textile from a laundry care product can be modulated depending on whether and to what extent the textile is treated or has been treated with cellulase enzymes. More particularly, the applicant found that in products containing a cellulase enzyme, and particularly those containing reduced levels of cationic surfactant, certain perfume ingredients deposited more preferentially on textiles treated with those products, compared with similar products that did not contain cellulase enzymes.
  • the surprising discovery that the affinity of certain perfume ingredients for a textile surface can change depending on whether or not the textile has been treated with a cellulase enzyme, provides the skilled perfumer with a means to alter the olfactive impression of a perfume deposited onto a textile.
  • the applicant found a group of perfume ingredients that exhibited a particularly pronounced modulation of olfactive impression when deposited on cellulase-treated textiles, so much so that the olfactive impression is detectable by human subjects exhibiting normal olfactive acuity. Still more particularly, the applicant has found that there was a relationship between the propensity of a perfume ingredient to deposit preferentially on enzyme-treated cotton-containing textiles, compared to untreated cotton-containing textiles and the molecular features of these ingredients.
  • the deposition of perfumery ingredients on cellulase- treated cotton is governed by two contributions: a first contribution which is reflected by a high ClogP value, and a second contribution, which is referred to herein as an ingredient’s Affinity Factor and is associated with the presence of electron-rich chemical functionalities, such as aromatic rings; nitrogen-containing functionality, including N-atoms in a heterocycle, nitrile, amine, oxime, and amide; carbonyl functionality; carbon-carbon double or triple bonds; and secondary or tertiary hydroxyl functionality.
  • the invention provides in a first aspect a laundry care product comprising a cationic surfactant, a cellulase enzyme and a perfume composition, wherein the perfume composition comprises: at least one ingredient having a ClogP of 3 or greater ingredient; and/or at least one ingredient having an Affinity Factor A that is equal to or greater than 3 wherein the Affinity Factor A is given by the following formula (Equation 1):
  • nN refers to a nitrogen-containing functional group, including N-atom in a heterocycle, a nitrile, an amine, an amide, or an oxime, and takes the value of the number of such functional groups contained in the ingredient
  • nstOH refers to secondary or tertiary hydroxyl functional group, and takes the value of the number of such functional groups contained in the ingredient
  • nAld refers to aldehyde or alpha-beta unsaturated aldehyde functionality, and takes the value of the number of such functional groups in the ingredient
  • nLac refers to a lactone functional group, and takes the value of the number of lactone or also pyranone functional groups in the ingredient
  • nKet refers to a ketone functional group, and takes the value of the number of ketone or alpha-beta
  • ClogP is the calculated octanol/water partition coefficient.
  • ClogP is calculated by using the calculation software embedded in ChemDraw professional software version 18.1 .0.535. ChemDraw is part of the ChemOffice software platform commercialized by Perkin Elmer.
  • the invention provides in a second aspect a method of creating, modifying, improving or augmenting the olfactive impression of one or more perfume ingredients in a perfume composition deposited on a textile, the method comprising the step of the simultaneous, sequential or separate treatment of the textile with a perfume composition as defined herein and a cellulase enzyme.
  • the invention provides in a third aspect the use of an enzyme having cellulase activity in a laundry care product for creating, modifying, improving or augmenting the olfactive impression of one or more perfume ingredients in a perfume composition as defined herein, deposited on a textile from a laundry care product.
  • Bloom The term is a measure of intensity of a perfume signal that is assessed by skilled evaluators immediately on opening the window of a wash machine (so-called “out of the machine” stage) and at a distance of from 0.5 to 2 meters from the window. Assessment is made according to a standardized procedure, an example of which is further described in Example 3, below.
  • Cellulase The term “cellulolytic enzyme” or “cellulase” or “enzyme having cellulase activity” means one or more (e.g., several) enzymes that catalyze the decomposition of cellulosic material by hydrolysis of beta-1 , 4-glycosidic bonds. Such enzymes include endoglucanase(s), cellobiohydrolase(s), beta-glucosidase(s), or combinations thereof.
  • the two basic approaches for measuring cellulolytic activity include: (1) measuring the total cellulolytic activity, and (2) measuring the individual cellulolytic activities (endoglucanases, cellobiohydrolases, and betaglucosidases) as reviewed in Zhang et al., Outlook for cellulase improvement: Screening and selection strategies, 2006, Biotechnology Advances 24: 452-481.
  • Total cellulolytic activity is usually measured using insoluble substrates, including Whatman N°1 filter paper, microcrystalline cellulose, bacterial cellulose, algal cellulose, cotton, pretreated lignocellulose, etc.
  • the most common total cellulolytic activity assay is the filter paper assay using Whatman N°1 filter paper as the substrate. The assay was established by the International Union of Pure and Applied Chemistry (IUPAC) (Ghose, 1987, Measurement of cellulase activities, Pure Appl. Chem. 59: 257-68).
  • cellulolytic enzyme activity may be determined by measuring the increase in hydrolysis of a cellulosic material by cellulolytic enzyme(s) under the following conditions: 1-50 mg of cellulolytic enzyme protein/g of cellulose in PCS (or other pretreated cellulosic material) for 3-7 days at a suitable temperature, e.g., 50°C, 55°C, or 60°C, compared to a control hydrolysis without addition of cellulolytic enzyme protein.
  • a suitable temperature e.g., 50°C, 55°C, or 60°C
  • Typical conditions are 1 ml reactions, washed or unwashed PCS, 5% insoluble solids, 50 mM sodium acetate pH 5, 1 mM MnS04, 50°C, 55°C, or 60°C, 72 hours, sugar analysis by AMINEX® HPX- 87H column (Bio-Rad Laboratories, Inc., Hercules, CA, USA).
  • the cellulases applied in the present invention may be expressed with or without signal peptide or with part of the signal peptide depending on the actual expression conditions.
  • a Fabric softener (also referred to herein as fabric conditioner, fabric conditioner composition or solely softener) is a composition that is typically applied to laundry during the rinse cycle in a washing machine or when washing by hand. Fabric softeners coat the surface of a fabric with chemical compounds that are electrically charged, neutralizing the charge of the fabric and causing threads to "stand up" from the surface so the fabric feels softer and makes it fluffier. Fabric softeners are available as solutions and solids and may also be impregnated in dryer sheets used in a clothes dryer.
  • Fabric softener agent is an ingredient that is comprised in fabric softener compositions such as chemical compounds that are electrically charged. These compounds cause threads in the fabric to lift up from the surface of the textile and thereby give the fabric a softer feel of the textile.
  • the fabric softener agent is one or more cationic softeners.
  • the softener will usually comprise from about from about 0.5% to about 40% by weigh of a cationic surfactant, for example from about 0.5% to about 30%, in particular from about 1% to about 20%, from about 3% to about 10%, such as from about 3% to about 5%, from about 8% to about 12% or from about 10% to about 12%.
  • Non-limiting examples of cationic surfactants include bis(Acyloxyethyl)hydroxyethyl Methylammonium Methosulphate, Dipalmoylethyl hydroxyethylmonium methosulfate, dihydrogenated tallow hydroxyethylmonium methosulfate, distearoylethyl hydroxyethylmonium methosulfate, dioleoyl ethyl hydroxyethylmonium methosulfate alkyl quaternary ammonium compounds, alkoxylated quaternary ammonium (AQA) compounds, other ester quats, and combinations thereof.
  • the cationic softeners bind by electrostatic attraction to the negatively charged groups on the surface of the textile and neutralize their charge and thereby impart lubricity.
  • fragment means a polypeptide having one or more (e.g., several) amino acids absent from the amino and/or carboxyl terminus of a mature polypeptide main; wherein the fragment has enzyme activity.
  • a fragment contains at least 85%, e.g., at least 90% or at least 95% of the amino acid residues of the mature polypeptide of an enzyme.
  • Family GH45 cellulase refers to Glycosyl hydrolases are enzymes that catalyze the hydrolysis of the glycosyl bond. There are over 100 classes of Glycosyl hydrolases which have been classified, see Henrissat et al. (1991) A classification of glycosyl hydrolases based on amino-acid sequence similarities', J. Biochem. 280: 309-316 and the CAZY website at www.cazy.org. The glycoside hydrolases of family 45 (GH45) have so far been identified as endoglucanase (EC 3.2.1.4). Within the definition falls enzymes which are commonly known as “cellulases”. Such enzymes comprise also enzymes that may be known as endoglucanases.
  • Laundry care product refers to products, particularly detergent and surfactant products that are used to create an effect on a treated textile including stain or soil removal; bleaching, disinfecting, softening or conditioning; or to impart colour or a pleasant fragrance.
  • the term includes, but is not limited to fabric softeners and scent-boosters.
  • Room-Filling refers to a measure of intensity that is assessed by skilled evaluators at a defined time (for example between 15 and 60 minutes) after the fabric has been put to line drying, at a distance of from 0.5 to 2 meters from the line. Assessment is made according to a standardized procedure, an example of which is further described in Example 3, below.
  • Rinse cycle is defined herein as a rinsing operation wherein textile is exposed to water for a period of time by circulating the water and optionally mechanically treat the textile in order to rinse the textile and finally the superfluous water is removed.
  • a rinse cycle may be repeated one, two, three, four, five or even six times at the same or at different temperatures.
  • a scent booster is a composition that is applied to textiles during the laundry process to impart a long-lasting fragrance impression to textiles particularly during dry stages such as storage, ironing or wearing of clothing.
  • Scent boosters typically comprise free and/or encapsulated fragrance oil entrained in a solid matrix material.
  • a scent booster is presented in a granular or pastille format.
  • Sequence identity The relatedness between two amino acid sequences or between two nucleotide sequences is described by the parameter “sequence identity”.
  • the sequence identity between two amino acid sequences is determined using the Needleman-Wunsch algorithm (Needleman and Wunsch, 1970, J. Mol. Biol. 48: 443-453) as implemented in the Needle program of the EMBOSS package (EMBOSS: The European Molecular Biology Open Software Suite, Rice et al., 2000, Trends Genet. 16: 276- 277), preferably version 5.0.0 or later.
  • the parameters used are gap open penalty of 10, gap extension penalty of 0.5, and the EBLOSUM62 (EMBOSS version of BLOSUM62) substitution matrix.
  • the output of Needle labeled “longest identity” (obtained using the -nobrief option) is used as the percent identity and is calculated as follows:
  • Signal peptide is a sequence of amino acids attached to the N-terminal portion of a protein, which facilitates the secretion of the protein outside the cell. The mature form of an extracellular protein will often lack the signal peptide, which may be cleaved off during the secretion process.
  • Textile refers to any textile material including yarns, yarn intermediates, fibers, non-woven materials, natural materials, synthetic materials, and any other textile material, fabrics made of these materials and products made from fabrics (e.g., garments and other articles).
  • the textile or fabric may be in the form of knits, wovens, denims, non-wovens, felts, yarns, and towelling.
  • the textile may be cellulose based such as natural cellulosics, including cotton, flax/linen, jute, ramie, sisal or coir or manmade cellulosics (e.g.
  • the textile or fabric may also be blends of cellulose based and non-cellulose based fibers.
  • blends are blends of cotton and/or rayon/viscose with one or more companion material such as wool, synthetic fiber (e.g. polyamide fiber, acrylic fiber, polyester fiber, polyvinyl chloride fiber, polyurethane fiber, polyurea fiber, aramid fiber), and/or cellulose-containing fiber (e.g. rayon/viscose, ramie, flax/linen, jute, cellulose acetate fiber, lyocell).
  • Fabric may be conventional washable laundry, for example stained household laundry. When the term fabric or garment is used it is intended to include the broader term textiles as well.
  • the textile contemplated in the present invention may be any pure form, such as 100% cotton, 100% polyester or the like, or it may be any blend of different types of textile, such as 50% cotton and 50% polyester.
  • the textile is a mixture of at least 50% polyester and at least 20% cotton.
  • the textile may have been pre-washed (treated) in a laundering process.
  • the laundering process may be done at various temperatures depending on the textile, the level of dirt on the textile, or any other aspect that may be dependent on the temperature.
  • the invention is not limited to any specific temperature.
  • the pre-washing has been done at a temperature of at least 5°C, such as at least 10 °C, at least 15 °C, at least 20 °C, at least 25 °C, at least 30 °C, at least 35 °C, at least 40 °C, at least 45 °C, or at least 50 °C, or at least 60 °C.
  • variant means a polypeptide having enzyme activity comprising an alteration, i.e., a substitution, insertion, and/or deletion, at one or more (e.g., several) positions.
  • a substitution means replacement of the amino acid occupying a position with a different amino acid;
  • a deletion means removal of the amino acid occupying a position; and
  • an insertion means adding an amino acid adjacent to and immediately following the amino acid occupying a position.
  • Wash cycle is defined herein as a washing operation wherein textile is exposed to the wash liquor for a period of time by circulating the wash liquor and textile in a washing machine.
  • a wash cycle may be repeated one, two, three, four, five or even six times at the same or at different temperatures. The wash cycle if often followed by a rinse cycle and finally a centrifugation cycle where water is removed from the textile. It is known for the skilled person to determine which is the wash cycle during laundry wash.
  • Wash liquor The term “wash liquor” is intended to mean the solution or mixture of water and detergents optionally including enzymes used for laundry.
  • the present invention relates to the use of perfume compositions and cellulase enzymes in combination to create, modify, improve or augment the olfactive impression of one or more perfume ingredients deposited onto a textile treated with a cellulase enzyme, as well as the design of perfume compositions for use in laundry care products containing cellulase enzymes, and particularly those laundry care products containing reduced levels of cationic surfactants.
  • the applicants have found that by treating textiles with cellulase enzymes and specifically designed perfume compositions in laundry care products, the olfactive impression of one or more perfume ingredients in the perfume composition can be modulated in a manner that is detectable by people with normal olfactive acuity during all stages of the laundry process, as well as during storage and subsequent use. Still more particularly, the modulation effect of the olfactive impression increases over multiple wash-cycles using a cellulase enzyme.
  • perfume compositions not constructed in accordance with the present invention do not exhibit the aforementioned synergies with cellulase enzymes, or at least not to any extent that would be perceivable by a person with normal olfactive acuity.
  • the invention also relates to a method for improving the condition of a textile comprising contacting the textile surface with a cellulase enzyme, and particularly a cellulase enzyme in combination with a cationic surfactant.
  • a cellulase enzyme and particularly a cellulase enzyme in combination with a cationic surfactant.
  • the applicants found that despite reducing the level of cationic surfactant employed in a fabric conditioner composition, conditioning and anti-static properties remain unaffected, but anti-pilling properties were nevertheless improved over multiple wash-cycles, by adding effective levels of a cellulase enzyme to the composition.
  • perfume ingredients meeting one or both contributions referred to hereinabove exhibit an increased propensity to deposit preferentially on enzyme-treated cotton-containing textile. Furthermore, the higher the ClogP of an ingredient, and/or the higher its Affinity Factor, the higher will be the differential of deposition between untreated cotton-containing textiles and cotton-containing textiles treated with cellulase enzymes.
  • the perfume composition contains at least one ingredient meeting both contributions, that is a ClogP of 3 or greater, or more particularly 3.5 or greater, or still more particularly 4 or greater, and an Affinity Factor equal to or greater than 3, greater than 3.5, greater than 4, greater than 4.5, greater than 5, or greater than 5.5.
  • the perfume composition contains at least one ingredient meeting both contributions, and more particularly still the composition contains at least one ingredient meeting both contributions and having a molecular weight Mw of 200 g/mol or higher.
  • HEXYL CINNAMIC ALDEHYDE 5
  • 1-(2,3,8,8-tetramethyl-1 ,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone e.g.
  • 2-cyclohexylidene-2-(o-tolyl)acetonitrile e.g.
  • 2-phenyl-ethanal e.g.
  • BOURGEONAL
  • perfume compositions useful in laundry care products according to the invention include independently at least 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12 , 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24 or 25 or more perfume ingredients that meet the ClogP contribution referred to above, and/or at least 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12 , 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24 or 25 or more perfume ingredients that meet the Affinity Factor contribution referred to above, it being understood that such perfume ingredients may fulfil one or both of the ClogP and Affinity Factor contributions.
  • perfume ingredients referred to herein above may represent the total perfume ingredient content in the perfume composition, or they may form only part of the perfume composition, in which case the perfume composition comprises other perfume ingredients that do not comply with the ClogP and Affinity Factor contributions, but which nevertheless are used by the skilled perfumer to complement the total perfume composition having regard to the particular hedonic or functional effect that is desired to be achieved.
  • the perfume ingredients conforming to one or both of the ClogP and Affinity Factor contributions represent 100 wt% of the total perfume composition, or less, for example, 90 wt% or less, 80 wt% or less, 70 wt% or less, 60 wt% or less, 50 wt% or less, 40 wt% or less, 30 wt% or less, 20 wt% or less, 10 wt % or less, 5 wt% or less, 2 wt% or less, or 1 wt% or less of the total pefume composition employed in the present invention.
  • the perfume composition useful in the present invention may be employed at a level selected by a skilled person to create a desired hedonic and/or functional effect. Typically, however, this might be in the range of 0.05 to 10 wt%, more particular 0.05 to 2.5 wt%, more particularly from 0.1 to 1.5 wt.-%, still more particularly from 0.2 to 1 wt.-%, based on the weight of the laundry care product.
  • perfume ingredients of the perfume composition employed in the laundry care product according to the invention may be encapsulated. Any media useful in the encapsulation of perfume compositions described in the art, may be employed in the present invention. Non-limiting examples of encapsulating media useful in the present invention are disclosed in the following prior art references: US 2003/215417; US 2003/216488; US 2003/158344; US 2003/165692; US 2004/071742; US 2004/071746; US 2004/072719; US 2004/072720; EP 1 ,393,706; US 2003/203829; US 2003/195133; US 2004/087477; US 2004/0106536; US 6,645,479; and US 6,200,949.
  • Encapsulated perfume compositions may be prepared using a range of conventional methods known to those skilled in the art for making shell capsules, such as interfacial polymerization, and polycondensation.
  • Non-limiting examples of materials suitable for making shell of the microcapsule include urea-formaldehyde, melamine-formaldehyde, phenol-formaldehyde, gelatin, polyurethane, polyamides and the like.
  • Cationic surfactants present in laundry care products of the present invention are derived from non-renewable petrochemical resources. Accordingly, another advantage of the present invention resides in the discovery that the laundry care products can be rendered more sustainable by reducing the cationic surfactant load. The inventors achieved this by with the addition of a cellulase enzyme.
  • cellulase enzymes can be obtained from renewable agricultural sources, naturally found in the environment and readily biodegradable.
  • the replacement of cationic surfactants by cellulase enzymes addresses the United Nations’ Sustainable Development Goals, in particular Goal 12 “Responsible consumption and production”: replacing cationic surfactants with cellulase enzymes allows the producer - and thus the end user - to move from a potential fossil feedstock to a renewable feedstock and reduce the volume of persistent chemicals emitted to the environment.
  • Enzymes useful in exercise of the present invention are cellulase enzymes, in particular the family of GH45 cellulase enzymes. It has not previously been shown that using a cellulase enzyme, such as a family of GH45 cellulase enzymes, together with selected perfume ingredients, can be employed to modulate the olfactive impression of a perfume composition deposited onto a textile from a laundry care product.
  • the enzyme is a cellulase having at least 60% sequence identity to SEQ ID NO: 1 , SEQ ID NO: 2, SEQ ID NO: 3, SEQ ID NO: 4, SEQ ID NO: 5, SEQ ID NO: 6, SEQ ID NO: 7, or SEQ ID NO: 8, SEQ ID NO: 9. SEQ ID NO: 10, or SEQ ID NO: 11.
  • the cellulase may be anyone having at least 60% sequence identity to SEQ ID NO: 1 , SEQ ID NO: 2, SEQ ID NO: 3, SEQ ID NO: 4, SEQ ID NO: 5, SEQ ID NO: 6, SEQ ID NO: 7, or SEQ ID NO: 8, SEQ ID NO: 9.
  • the cellulase has at least 65%, such as 70%, such as 75%, such as 80%, such as 85%, such as 90%, such as 91 %, such as 92%, such as 93%, such as 94%, such as 95%, such as 96%, such as 97%, such as 98%, such as 99%, or such as 100%, sequence identity to SEQ ID NO: 1 , SEQ ID NO: 2, SEQ ID NO: 3, SEQ ID NO: 4, SEQ ID NO: 5, SEQ ID NO: 6, SEQ ID NO: 7, or SEQ ID NO: 8, SEQ ID NO: 9.
  • SEQ ID NO: 10 or SEQ ID NO: 11 , or a fragment of SEQ ID NO: 1 , SEQ ID NO: 2, SEQ ID NO: 3, SEQ ID NO: 4, SEQ ID NO: 5, SEQ ID NO: 6, SEQ ID NO: 7, or SEQ ID NO: 8, SEQ ID NO: 9. SEQ ID NO: 10, or SEQ ID NO: 11 , having cellulase activity.
  • Suitable cellulases include those of bacterial or fungal origin. Chemically modified or protein engineered mutants are included. Suitable cellulases include cellulases from the genera Bacillus, Pseudomonas, Humicola, Fusarium, Thielavia, Acremonium, e.g., the fungal cellulases produced from Humicola insolens, Myceliophthora thermophila and Fusarium oxysporum disclosed in US 4,435,307, US 5,648,263, US 5,691 ,178, US 5,776,757 and WO 89/09259.
  • Additional suitable cellulases are the alkaline or neutral cellulases having colour care benefits.
  • Examples of such cellulases are cellulases described in EP 0 495 257, EP 0 531 372, WO 96/11262, WO 96/29397, WO 98/08940.
  • Other examples are cellulase variants such as those described in WO 94/07998, EP 0 531 315, US 5,457,046, US 5,686,593, US 5,763,254, WO 95/24471 , WO 98/12307 and W099/001544.
  • cellulases are endo-beta-1 , 4-glucanase enzyme having a sequence of at least 97% identity to the amino acid sequence of position 1 to position 773 of SEQ ID NO:2 of WO 2002/099091 or a family 44 xyloglucanase, which a xyloglucanase enzyme having a sequence of at least 60% identity to positions 40-559 of SEQ ID NO: 2 of WO 2001/062903.
  • cellulases include Celluzyme, Carezyme, Carezyme Premium, Celluclean, Celluclean Classic, Cellusoft, Whitezyme, Celluclean 4500T and Celluclean 5000L (all registered trademarks of Novozymes A/S), Clazinase and Puradax HA (registered trademarks of Genencor International Inc.), KAC-500(B) (registered trademark of Kao Corporation), Revitalenz 200 and Revitalenz 2000 (registered trademarks of Danisco/Dupont), and Biotouch FLX1 , Biotouch FCL75, Biotouch DCL and Biotouch FCC45 (registered trademarks of AB Enzymes).
  • the amount of cellulase enzyme that is employed in products according to the invention is in the range of 0.05 wt % to 2 wt % based on the total weight of the laundry care product, such as a fabric conditioner, such as in the range of 0.1 wt % to 1.5 wt %, 0.1 wt % to 1 wt %, 0.1 wt % to 0.5 wt %, based on the total weight of the laundry care product.
  • the amount of cellulase that is employed is in the range of 0.5 wt % to 25 wt % based on the dry matter weight of the laundry care product, such as a fabric conditioner, such as in the range of 1 wt % to 20 wt %, 1 wt % to 15 wt %, 1 wt % to 5 wt % based on the dry matter weight of the laundry care product.
  • the laundry care product, and particularly a fabric conditioner can comprise from about from about 0.5% to about 15% by weight of a cationic surfactant, for example from about 0.5 wt % to about 12wt %, in particular from about 1 wt % to about 10 wt %, from about 2 wt % to about 8 wt %, such as from about 3 wt % to about 5 wt %, from about 8 wt % to about 12 wt % or from about 8 wt % to about 10 wt %.
  • a cationic surfactant for example from about 0.5 wt % to about 12wt %, in particular from about 1 wt % to about 10 wt %, from about 2 wt % to about 8 wt %, such as from about 3 wt % to about 5 wt %, from about 8 wt % to about 12 wt % or from about 8 wt % to about 10
  • a laundry care product containing a reduced level of cationic surfactant would typically contain about 5 wt% or less, more particularly about 5 wt% to about 0.5 wt%, or about 4 wt% to about 0.5 wt%, or about 3 wt % to about 0.5 wt%, or about 2 wt% to about 0.5 wt%, or about 1 wt % to about 0.5 wt%.
  • Non-limiting examples of cationic surfactants include bis(acyloxyethyl)hydroxyethyl methylammonium methosulphate, dipalmoylethyl hydroxyethylmonium methosulfate, dihydrogenated tallow hydroxyethylmonium methosulfate, distearoylethyl hydroxyethylmonium methosulfate, dioleoyl ethyl hydroxyethylmonium methosulfate alkyl quaternary ammonium compounds, alkoxylated quaternary ammonium (AQA) compounds, other ester quats, and combinations thereof.
  • AQA alkoxylated quaternary ammonium
  • Typical cationic surfactants include but are not limited to quaternary ammonium salts having one or two alkyl chain comprising 10 to 22 carbon atoms, and optionally hydroxyl groups, and two to three alkyl groups having 1 to 4 carbon or hydroxyalkyl or hydroxyl groups, or alkoxy groups, having typically about 1 to about 10 ethylene oxide moieties, and an anion selected from the group of halides, hydroxides, acetates and methylsulfate, such as ditallowalkyldimethyl (or diethyl or dihydroxyethyl) ammonium chloride, ditallowalkyldimethylammonium methyl sulfate, methyl tallowalkyl amido ethyl, ditallowalkyldimethylammonium methyl sulfate, dihexadecylalkyl dimethyl (or diethyl, or dihydroxyethyl) ammonium chloride, dioctadecyl- al
  • a laundry care product according to the invention can contain small amounts of non-ionic surfactants, such as for example about 0.1 % to about 10% by weight.
  • nonionic surfactants include polysorbates, polyethylene glycol ethers, Polyoxyethylene alkyl ethers, alcohol ethoxylates (AE or AEO), alcohol propoxylates, propoxylated fatty alcohols (PFA), alkoxylated fatty acid alkyl esters, such as ethoxylated and/or propoxylated fatty acid alkyl esters, alkylphenol ethoxylates (APE), nonylphenol ethoxylates (NPE), alkylpolyglycosides (APG), alkoxylated amines, fatty acid monoethanolamides (FAM), fatty acid diethanolamides (FADA), ethoxylated fatty acid monoethanolamides (EFAM), propoxylated fatty acid monoethanolamides (PFAM), polyhydroxyalkyl fatty acid amides
  • the laundry care product is a fabric conditioner or softener composition that may comprise about 0-10% by weight, such as about 0.1 % to about 5% of a builder or co-builder, or a mixture thereof.
  • the level of builder is typically 0-1 %, particularly 0-0.5%.
  • the builder and/or co-builder may particularly be a chelating agent that forms water-soluble complexes with Ca and Mg ions. Any builder and/or co-builder known in the art for use in fabric conditioner compositions may be utilized.
  • Non-limiting examples of builders include zeolites, diphosphates (pyrophosphates), triphosphates such as sodium triphosphate (STP or STPP), carbonates such as sodium carbonate, soluble silicates such as sodium metasilicate, layered silicates (e.g., SKS-6 from Hoechst), ethanolamines such as 2-aminoethan- 1 -ol (MEA), diethanolamine (DEA, also known as 2,2’-iminodiethan-1-ol), triethanolamine (TEA, also known as 2,2’,2”-nitrilotriethan-1 -ol), and (carboxymethyl)inulin (CMI), and combinations thereof.
  • zeolites such as 2-aminoethan- 1 -ol (MEA), diethanolamine (DEA, also known as 2,2’-iminodiethan-1-ol), triethanolamine (TEA, also known as 2,2’,2”-nitrilotriethan-1 -ol), and (carboxy
  • the fabric conditioner or softener composition may also comprise 0 to 5 wt %, more particularly about 0 wt % to about 2 wt %, of a detergent co-builder.
  • the detergent composition may include a co-builder alone, or in combination with a builder, for example a zeolite builder.
  • co-builders include homopolymers of polyacrylates or copolymers thereof, such as poly(acrylic acid) (PAA) or copoly(acrylic acid/maleic acid) (PAA/PMA).
  • PAA/PMA copoly(acrylic acid/maleic acid)
  • Further non-limiting examples include citrate, chelators such as aminocarboxylates, aminopolycarboxylates and phosphonates, and alkyl- or alkenylsuccinic acid.
  • NTA 2, 2’, 2”- nitrilotriacetic acid
  • EDTA ethylenediaminetetraacetic acid
  • DTPA diethylenetriaminepentaacetic acid
  • IDS iminodisuccinic acid
  • EDDS ethylenediamine-N,N’-disuccinic acid
  • MGDA methylglycinediacetic acid
  • GLDA glutamic acid-N,N-diacetic acid
  • HEDP 1-hydroxyethane- 1 ,1-diphosphonic acid
  • EDTMPA ethylenediaminetetra(methylenephosphonic acid)
  • DTMPA or DTPMPA diethylenetriaminepentakis(methylenephosphonic acid)
  • EDG N-(2- hydroxyethyl)iminodiacetic acid
  • ASMA aspartic acid-N-monoacetic acid
  • ASDA aspartic acid- N,N-diacetic acid
  • ASDA aspartic acid-N-mono
  • N,N-diacetic acid ISDA
  • PHDA phenylalanine-N,N-diacetic acid
  • ANDA anthranilic acid-N,N-diacetic acid
  • SLDA sulfanilic acid-N,N-diacetic acid
  • TIDA taurine-N,N-diacetic acid
  • SMDA sulfomethyl-N,N-diacetic acid
  • HEDTA N-(2-hydroxyethyl)ethylenediamine-N,N’,N”-triacetic acid
  • DEG diethanolglycine
  • DTPMP diethylenetriamine penta(methylenephosphonic acid)
  • ATMP aminotris(methylenephosphonic acid)
  • the fabric conditioner or softener composition may comprise 0 to 10 wt %, more particularly
  • polymer O.2 to 5 wt %, still more particularly 0.2 to 5 wt %, more particularly still 0.2 to 2 wt %, and still more particularly 0.2 to 1 wt % of a polymer.
  • Any polymer known in the art for use in fabric conditioner compositions may be utilized.
  • the polymer may function as a co-builder as mentioned above, or may provide anti-redeposition, fiber protection, soil release, dye transfer inhibition, antifoaming properties, perfume encapsulation and lubricity.
  • Some polymers may have more than one of the above-mentioned properties and/or more than one of the below-mentioned motifs.
  • Exemplary polymers include polyquaterniums, melamine polymers, siloxanes, silicones, carboxymethyl)cellulose (CMC), poly(vinyl alcohol) (PVA), poly(vinylpyrrolidone) (PVP), poly(ethyleneglycol) or poly(ethylene oxide) (PEG), ethoxylated poly(ethyleneimine), carboxymethyl inulin (CMI), and polycarboxylates such as PAA, PAA/PMA, poly-aspartic acid, and lauryl methacrylate/acrylic acid copolymers , hydrophobically modified CMC (HM-CMC), copolymers of terephthalic acid and oligomeric glycols, copolymers of poly(ethylene terephthalate) and poly(oxyethene terephthalate) (PET-POET), PVP, poly(vinylimidazole) (PVI), poly(vinylpyridine-N-oxide) (PVPO or PVPNO) and polyviny
  • exemplary polymers include sulfonated polycarboxylates, polyethylene oxide and polypropylene oxide (PEO-PPO) and diquaternium ethoxy sulfate.
  • PEO-PPO polypropylene oxide
  • diquaternium ethoxy sulfate diquaternium ethoxy sulfate.
  • Other exemplary polymers are disclosed in, e.g., WO 2006/130575. Salts of the above-mentioned polymers are also contemplated.
  • the fabric conditioner or softener compositions may contain adjunct materials.
  • These optional ingredients include solvents (including isopropyl alcohol, propylene glycol, alkane/cycloalkane), anti-shrink agents, anti-soil redeposition agents, anti-wrinkling agents, bactericides, preservatives (including benzisothiazolinone, methylisothiazolinone and/or lactic acid), binders, dyes, enzyme stabilizers (including boric acid, borates, CMC, and/or polyols such as propylene glycol), emulsion stabilizers, antifoam agents (including dimethicone), skin conditioning agents (including capryl ic/capric glycerides, ethylhexyl stearate, or cocos oil , either alone or in combination.
  • solvents including isopropyl alcohol, propylene glycol, alkane/cycloalkane
  • anti-shrink agents including isopropyl alcohol
  • the second and third aspects of the invention relates to a method of creating, modifying, improving or augmenting the olfactive impression of one or more perfume ingredients of a perfume composition deposited on a textile, the method comprising the step of the simultaneous, sequential or separate treatment of the textile with a perfume composition as defined herein and a cellulase enzyme, as well as the use of perfume compositions and cellulase enzymes in such methods.
  • the method relies upon the selection of certain perfume ingredients based on one or both of the two contributions referred to herein above related to the ClogP and the Affinity Factor A of the ingredients. These contributions provide a useful tool for perfumers to create perfume compositions for use in laundry care products containing a cellulase enzyme, and particularly those products containing a reduced level of cationic surfactant. In such products, the perfumer can take advantage of observed synergies between cellulase enzymes and certain perfume ingredients by combining both the perfume and cellulase enzyme in the same product.
  • the perfume composition and the cellulase enzyme may be applied to a textile separately and sequentially from different laundry care products.
  • a first laundry care product such as a detergent or a fabric conditioner
  • a second laundry care product such as a scent booster
  • a perfume composition as defined herein that contains perfume ingredients designed to deliver an olfactive impression when delivered onto a textile that is compatible with the perfume of the first laundry care product.
  • Such an embodiment might be useful or desirable when the perfume employed in the first laundry care product delivers a desirable olfactive impression to a consumer when smelled “neat”, that is, when smelled from the bottle or when poured into a machine to start a wash cycle, but the perfume signal is subsequently distorted when deposited on textile treated with a cellulase enzyme during one or more wash cycles.
  • a perfume composition designed according to the invention in a second laundry care product can be used to balance the olfactive impression delivered onto textile by the first laundry care product, whilst retaining the neat perfume rendition of that first laundry care product.
  • Such second laundry care products containing perfume compositions designed in accordance with the present invention and which may or may not contain cellulase enzymes form another aspect of the invention.
  • the olfactive impression created, modified, improved or augmented may be related to the delivery onto a treated textile of a fresh note, a floral note, a sweet note, a creamy note or an oriental note; and/or it is related to increased bloom intensity or room-filling intensity.
  • a laundry care product comprising a cationic surfactant, an enzyme having cellulase activity and a perfume composition, wherein the perfume composition comprises:
  • Ar refers to an aromatic ring, and takes the value of 2 if one or more aromatic ring is present in the ingredient, or zero if the ingredient contains no aromatic rings;
  • nN refers to a nitrogen-containing functional group, including N-atom in a heterocycle, a nitrile, an amine, an amide, or an oxime, and takes the value of the number of such functional groups contained in the ingredient;
  • nstOH refers to secondary or tertiary hydroxyl functional group, and takes the value of the number of such functional groups contained in the ingredient;
  • nAld refers to aldehyde or alpha-beta unsaturated aldehyde functionality, and takes the value of the number of such functional groups in the ingredient;
  • nLac refers to a lactone functional group, and takes the value of the number of lactone or also pyranone functional groups in the ingredient;
  • nKet refers to a ketone functional group, and takes the value of the number of
  • the product according to E1 wherein the enzyme having cellulase activity is selected from group consisting of glycoside hydrolase family 5 (GH5), glycoside hydrolase family 7 (GH7), glycoside hydrolase family 12 (GH12), glycoside hydrolase family 44 (GH44) and glycoside hydrolase family 45 (GH45).
  • E3 The product according to any of E1 or E2, wherein the cellulase has at least 60% sequence identity to any of SEQ ID NO: 1 , SEQ ID NO: 2, SEQ ID NO: 3, SEQ ID NO: 4, SEQ ID NO: 5, SEQ ID NO: 6, SEQ ID NO: 7, or SEQ ID NO: 8, SEQ ID NO: 9. SEQ ID NO: 10, or SEQ ID NO: 11.
  • E5. The product according to any of the preceding embodiments wherein the cellulase is present in an amount of 0.5 wt % to 25 wt % based on the dry matter weight of the laundry care product.
  • the product comprises a cationic surfactant in an amount of about 5 wt % or less based on the total weight of the product, such as 0.2 wt % to 5 wt% based on the total weight of the product, such as 0.5 wt % to 4.5 wt % based on the total weight of the product, such as 0.5 wt % to 4 wt % based on the total weight of the product, such as 0.5 wt % to 3 wt % based on the total weight of the product, such as 0.5 wt % to 2 wt % based on the total weight of the product.
  • a cationic surfactant in an amount of about 5 wt % or less based on the total weight of the product, such as 0.2 wt % to 5 wt% based on the total weight of the product, such as 0.5 wt % to 4.5 wt % based on the total weight of the product, such as 0.5
  • the cationic surfactant is selected from the group consisting of bis(Acyloxyethyl)hydroxyethyl Methylammonium Methosulphate, Dipalmoylethyl hydroxyethylmonium methosulfate, dihydrogenated tallow hydroxyethylmonium methosulfate, distearoylethyl hydroxyethylmonium methosulfate, dioleoyl ethyl hydroxyethylmonium methosulfate alkyl quaternary ammonium compounds, alkoxylated quaternary ammonium (AQA) compounds, ester quats, and combinations thereof.
  • the cationic surfactant is selected from the group consisting of bis(Acyloxyethyl)hydroxyethyl Methylammonium Methosulphate, Dipalmoylethyl hydroxyethylmonium methosulfate, dihydrogenated t
  • HEXYL CINNAMIC ALDEHYDE 5
  • 1- (2,3,8,8-tetramethyl-1 ,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone e.g.
  • ClogP 4.65
  • undecan-2-one e.g.
  • ClogP 4.44
  • E)-3,7- dimethylocta-1 ,3,6-triene e.g.
  • 2,6,6-trimethylbicyclo[3.1.1]hept-2-ene e.g.
  • (E)-1 ,2- dimethoxy-4-(prop-1-en-1-yl)benzene e.g.
  • BENZOATE, A 3.5
  • the perfume composition comprises, independently, at least 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12, 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24 or 25 or more perfume ingredients having a ClogP of 3 or greater, and/or at least 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12 , 13, 14, 15, 16, 17, 18, 19, 20, 21 , 22, 23, 24 or 25 or more perfume ingredients that have an Affinity Factor that is equal to or greater than 3, wherein an ingredient having both a ClogP of 3 or greater, and an Affinity Factor equal to or greater than 3, is counted only once..
  • a method of creating, modifying, improving or augmenting the olfactive impression of one or more perfume ingredients in a perfume composition defined in any of the embodiments 1 , 8, 9, 10 and 11 deposited onto a textile from a laundry care product comprising the step of the simultaneous, sequential or separate treatment of the textile with the perfume composition, and a cellulase enzyme, preferably the cellulase enzyme of any of the embodiments 2 or 3 in an amount disclosed in embodiment 4 or 5.
  • the perfume of Table 1 was prepared by mixing all perfume ingredients at the indicated levels.
  • Example 2 Washing, rinsing and olfactive evaluation procedures
  • a first step two loads of cotton fabrics consisting of 5 small cotton terry towels, 5 t-shirts 95% cotton 15% Lycra and 5 t-shirts 100% cotton were subjected to 20 laundering cycles, using 65 g of an unperfumed generic liguid high duty laundry care detergent, for 45 minutes at a temperature of 40°C.
  • the loads were dried each time in a tumble dryer operating at 70 °C.
  • the aim of this step was to age the fabric.
  • each load was subjected to an additional 20 laundering cycles, including this time a rinsing cycle with an unperfumed dilute fabric conditioner having a dry matter content of 4.54 wt.-%, based on the total weight of the conditioner.
  • the conditioner was used as such, whereas in the other load (B), 0.1 wt.-% of cellulase was added, based on the total weight of the conditioner.
  • the aim of this step was to prepare two batches of cotton fabric, one having undergone a conventional laundering history, the other having undergone an enzymatic treatment.
  • wash and rinse cycles were performed in a European front-loaded wash machine.
  • the wash and rinse cycles were carried out during 50 minutes at 40 °C, followed by spin drying at 1000 rpm.
  • the machine was disposed in a 10 m 3 booth with an air flow of 25 air exchanges per hour.
  • the panelists were instructed to enter the booth in pairs and one panelist to open the machine door.
  • the panelists stand back against the booth door and the intensity of the odor at this location was assessed at the moment the odor was first detected.
  • the washed fabrics were immediately transferred to a line drying set-up disposed in the booth.
  • the air exchange was stopped and the fabric let for drying for 30 minutes.
  • the panelists were instructed to assess through the porthole of the booth.
  • the olfactive evaluation was performed by a panel of 5 expert panelists.
  • Pentane extraction was performed with a Speed Extractor (Buchi) to measure the perfume deposition on the garments.
  • a known amount of material from the washed garments was placed in the SpeedExtractor.
  • the solvent (pentane) under pressure was used to extract the material.
  • Methyl decanoate 50pL of 10000ppm solution or 0.5mg was used as internal standard.
  • Table 3 shows the amount of perfume ingredients deposited on the fabric of loads A and B:

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Abstract

L'invention concerne un produit d'entretien du linge comprenant une enzyme ayant une activité cellulase, un tensioactif cationique et une composition de parfum, la composition de parfum présentant une impression olfactive améliorée, modifiée ou augmentée lorsqu'elle est déposée sur un textile traité avec l'enzyme.
PCT/EP2023/073494 2022-08-30 2023-08-28 Perfectionnements apportés ou se rapportant à des composés organiques WO2024046952A1 (fr)

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