WO2009052643A1 - Anti-malodour compositions - Google Patents
Anti-malodour compositions Download PDFInfo
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- WO2009052643A1 WO2009052643A1 PCT/CH2008/000439 CH2008000439W WO2009052643A1 WO 2009052643 A1 WO2009052643 A1 WO 2009052643A1 CH 2008000439 W CH2008000439 W CH 2008000439W WO 2009052643 A1 WO2009052643 A1 WO 2009052643A1
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
- A61L9/013—Deodorant compositions containing animal or plant extracts, or vegetable material
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- 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
Definitions
- This disclosure relates to a method of reducing malodour and to compositions for use therein.
- malodour perception reduction composition for use in a method as hereinabove defined.
- the proportions of Group A or Group B compounds stated hereinabove include only those compounds which are present to the extent of at least 0.1% by weight. It is of course possible and permissible to include quantities of Group A and Group B compounds below 0.1%, and while these may have some hedonic effect, they are not considered to contribute significantly to the malodour counteraction.
- Standard perfumery ingredients any ingredient normally found in perfumes, including perfume molecules, and any necessary solvents and other commonly-used ancillary materials.
- Perfume ingredients are well known to those skilled in the art, and include those mentioned, for example, in S. Arctander, “Perfume and Flavor Chemicals” (Montclair, N.J., 1969), in S. Arctander, “Perfume and Flavor Materials of Natural Origin” (Elizabeth, N. J., 1960) and in “Flavor and Fragrance Materials - 1991", Allured Publishing Co. Wheaton, 111. USA.
- Perfume ingredients may include natural products such as extracts, essential oils, absolutes, resinoids, resins, concretes etc., and also synthetic substances such as hydrocarbons, alcohols, aldehydes, ketones, ethers, acids, esters, acetals, ketals, nitriles, etc., including saturated and unsaturated compounds, aliphatic, macrocyclic and heterocyclic compounds.
- ingredients Although it is possible for such ingredients to be completely absent, in a particular embodiment, they will be present. More particularly, they are present in a proportion of from 5 - 10% by weight of the composition. This allows the skilled person suitable latitude to formulate the composition such that it can both perform its function and have a desirable fragrance.
- At least 6% by weight of Group A materials is present.
- compositions comprise at least 2 Group A materials plus at least 2 Group B ingredients, other particular compositions comprise at least 6 Group A plus 6 Group B ingredients with the proviso that at least 0.1% of a material must be present before it may be considered to contribute significantly towards the efficacy of the compositions, i.e. materials present at concentrations below 0.1% w/w are ignored in the calculation of the number and amount of Group A or Group B ingredients in the composition.
- Oxacycloheptadecan-2-one (cyclohexadecanolide [Silvanone tm ]* );
- Silvanone tm is a commercial blend of the compounds cyclopentadecanone and cyclohexadecanolide.
- Group A compounds are selected from:
- composition for use in the method comprises a combination of a compound A blend and a compound B blend, selected as follows from the abovementioned compounds: Compound A blend Compound B blend
- the method may be used for the reduction in the perception of malodour in all household substrates, such as those found in bathrooms, laundries and drying rooms.
- a consumer product adapted for the cleaning and care of household substrates comprising a product base and a malodour perception reduction composition as hereinabove defined. It is especially effective in connection with fabric cleaning and care, and may be used in conjunction with any consumer product normally used such purposes, for example, washing detergents, fabric conditioners and fabric treatment products.
- product base is meant all the known standard ingredients for any desired consumer product. These will vary widely, depending on the nature of the composition, but the skilled person will easily be able to provide any suitable product base. Typical examples of such standard ingredients include surfactants, fillers and extenders, abrasives, rheology modifiers, thickeners, gelling agents, and the like.
- the malodour perception reduction compound for use in the method of this description may be added by any suitable means and in any suitable form.
- it may be added as a liquid preparation, or it may be in some way encapsulated for protection and/or later/controlled release, by, for example, being adsorbed on to a carrier, absorbed into a porous carrier or encapsulated within microcapsules.
- the amounts of the compounds used in consumer products will vary considerably, depending on the nature of the product and the effect desired. However, an appropriate quantity may be determined in every case by routine experimentation by the skilled person. As a general guide, the proportions of compound A in a consumer product will vary between 0.001 and 0.2%, more particularly between 0.01 and 0.1%, and those of compound B between 0.1 and 1%, more particularly between 0.2 and 0.6%, all being by weight of the total consumer product.
- the invention also relates to use of a composition or a consumer product according to the invention in reducing or ameliorating mildew and/or mould malodour.
- Fragrance formulated to the guidelines described herein will counteract the mould and/or mildew malodour which can build up during e.g. drying of fabric/clothing etc in humid climates and household surfaces in warm and humid environments such as bathrooms, laundries and the like.
- MPPCs malodour perception prevention compositions
- the sensory panel consists of a pool of between 25 and 35 members, who are all screened and then trained over a period of 6 months. Training includes learning to identify individual odour characters in complex mixtures, and to score their perceived intensity using a ratio scoring technique (Magnitude Estimation). The level of efficiency of the panel is continuously monitored to ensure a high level of accuracy and reproducibility.
- Each panel member assesses each sample for the intensity of malodour and MPPC that can be perceived in the headspace of the glass vessel using a line scale anchored at the extremes (0-100).
- the malodour control is used as a standard (perceived intensity 75) against which all other perceived intensities are scaled.
- perfume only controls detailed above hidden blanks (malodour but no MPPC) are included as further internal controls.
- the scores for each of the panellists are normalised and averaged to give a consensus score across the whole panel.
- Geovertol [5,8a-dimethyl-l,3,4,7,8,8a-hexahydronaphthalen-4a(2H)-ol] imparts a odour similar to a mould/mildew malodour and was used in testing as a 10% dilution in diethyl phthalate (DEP).
- DEP diethyl phthalate
- MPPC formulations 3.2, 3.3, 3.4, 3.5 and 3.6 detailed in Table 1 were made according to the description.
- Formulations 3.1, 3.7 and 3.8 are not according to the description.
- Formulations created following the guidelines meet the minimum target of 55% malodour reduction (relative to the Control malodour intensity) in Sensory Experimental Testing Procedures.
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Abstract
A method of reducing the perception of mildew and mould malodour on a household substrate, such as fabric or hard surfaces, comprising the treatment of the substrate with a composition comprising (i) from 3-15% by weight of at least one Group A compound (as herein defined); (ii) from 25%-97% by weight of at least one Group B compound (as herein defined) and (iii) up to 25% by weight of standard perfumery ingredients.
Description
ANTI-MALODOUR COMPOSITIONS
This disclosure relates to a method of reducing malodour and to compositions for use therein.
The development of a musty, mildew malodour on household substrates (by which is meant fabric, especially during the line drying stage of the washing process, and household surfaces) is a common problem, particularly in countries with high temperature and humidity. The problem is particularly noticeable on household surfaces in areas where condensation is prevalent, e.g. in bathrooms after washing or in rooms suffering excessive condensation arising for example from inadequate ventilation coupled with good thermal insulation. One possible source of the malodour is the development of mould or fungus. The common approach to this problem has been the use of known antifungal and antibacterial agents. However, the use of such materials has accompanying disadvantages. It has been suggested that essential oils be used in such applications.
It has now been found that the use of combinations of particular compounds can significantly reduce the perception of mould and/or mildew malodour on such surfaces. There is therefore provided a method of reducing the perception of mildew and mould malodour on a household substrate, comprising the treatment of the substrate with a composition comprising
(i) from 3-15% by weight of at least one compound selected from the group consisting of
2-methyl-undecanal; prop-2-enyl [(2-methylbutyl)oxy] acetate; 3,7-dimethyloct-6- enenitrile; 1 -(2,6, 10-trimethylcyclododeca-2,5,9-trien- 1 -yl)ethanone; (2E)- 1 -(2,6,6- trimethylcyclohex-3-en-l-yl)but-2-en-l-one; l,l-dimethyl-2-phenylethyl acetate; 3- (ethyloxy)-4-hydroxybenzaldehyde; tricyclo[5.2.1.0(2>6>] dec-4-en-8-yl acetate; 1- naphthalen-1-ylethanone; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; 4-(4- hydroxyphenyl)butan-2-one; (hereinafter identified as "Group A") and
(ii) from 25-97% by weight of at least one compound selected from the group consisting of
2,6, 10-trimethylundec-9-enal; 1 - {[( 1 R,2S)-2-( 1 , 1 -dimethylethyl)cyclohexyl]oxy}butan-2- ol; pentyl 2-hydroxybenzoate; ethyl (2-methyl-l,3-dioxolan-2-yl)acetate; phenylmethyl acetate; ethyl 6-acetyloxy)-hexanoate; 3-[4-(l,l-dimethylethyl)phenyl]propanal; 1,3,3- trimethyl-2-oxabicyclo-[2.2.2]octane; 2H-chromen-2-one; methyl 1 ,4-dimethylcyclo- hexanecarboxylate; 2,6-dimethyloct-7-en-2-ol; 2-cyclohexylpropan-l-ol; tricyclo- [5.2.1.0{2>6>]dec-4-en-8-yl propanoate; 3-[3-(l-methylethyl)phenyl]butanal; 2-(l- methylpropyl)cyclohexanone; 4,6,6,7,8,8-hexamethyl-l,3,4,6,7,8-hexahydroindeno[5,6- {c} ]pyran; (3E)-4-(2,6,6-trimethylcyclohex-2-en- 1 -yl)but-3-en-2-one; (3E)-4-(2,6,6- trimethylcyclohex-l-en-l-yl)but-3-en-2-one; (3E)-4-methyldec-3-en-5-ol; (3E,6E)-3,7- dimethylnona-3,6-dienenitrile; l-methyl-4-(l-methylethenyl)cyclohex-l-ene; 3,7- dimethylocta-l,6-dien-3-ol; ethyl 2-methylpentanoate; methyl (2E)-3-phenylprop-2- enoate; 2-[2-(4-methylcyclohex-3-en- 1 -yl)propyl]cyclopentanone; cyclohexylidene- (phenyl)acetonitrile; 2-cyclohexylhepta-l,6-dien-3-one; 2-[2-(4-methylcyclohex-3-en-l- yl)propyl]cyclopentanone; 2-(phenyloxy)ethanol; 2-phenylethanol; l-methyl-3-(2- methylpropyl)cyclohexanol; cyclopentadecanone; oxacycloheptadecan-2-one; 3,7- dimethyloctan-3-ol; and cyclohexadec-5-en-l-one; (hereinafter identified as "Group B");
and
(iii) up to 25% of the composition consisting of standard perfumery ingredients.
There is additionally provided a malodour perception reduction composition for use in a method as hereinabove defined.
For the purposes of this disclosure, the proportions of Group A or Group B compounds stated hereinabove include only those compounds which are present to the extent of at least 0.1% by weight. It is of course possible and permissible to include quantities of Group A and Group B compounds below 0.1%, and while these may have some hedonic effect, they are not considered to contribute significantly to the malodour counteraction.
By "standard perfumery ingredients" is meant any ingredient normally found in perfumes, including perfume molecules, and any necessary solvents and other commonly-used
ancillary materials. Perfume ingredients are well known to those skilled in the art, and include those mentioned, for example, in S. Arctander, "Perfume and Flavor Chemicals" (Montclair, N.J., 1969), in S. Arctander, "Perfume and Flavor Materials of Natural Origin" (Elizabeth, N. J., 1960) and in "Flavor and Fragrance Materials - 1991", Allured Publishing Co. Wheaton, 111. USA. Perfume ingredients may include natural products such as extracts, essential oils, absolutes, resinoids, resins, concretes etc., and also synthetic substances such as hydrocarbons, alcohols, aldehydes, ketones, ethers, acids, esters, acetals, ketals, nitriles, etc., including saturated and unsaturated compounds, aliphatic, macrocyclic and heterocyclic compounds.
Although it is possible for such ingredients to be completely absent, in a particular embodiment, they will be present. More particularly, they are present in a proportion of from 5 - 10% by weight of the composition. This allows the skilled person suitable latitude to formulate the composition such that it can both perform its function and have a desirable fragrance.
In a particular embodiment, at least 6% by weight of Group A materials is present.
Particular compositions comprise at least 2 Group A materials plus at least 2 Group B ingredients, other particular compositions comprise at least 6 Group A plus 6 Group B ingredients with the proviso that at least 0.1% of a material must be present before it may be considered to contribute significantly towards the efficacy of the compositions, i.e. materials present at concentrations below 0.1% w/w are ignored in the calculation of the number and amount of Group A or Group B ingredients in the composition.
The following list gives the commonly-used trivial names of the compounds and/or a trade mark under which the compound is commercially available:
Group A
2-methyl-undecanal (aldehyde MNA); prop-2-enyl [(2-methylbutyl)oxy]acetate (allyl amyl glycolate);
3,7-dimethyloct-6-enenitrile [citronellyl nitrile];
1 -(2,6, 10-trimethylcyclododeca-2,5 ,9-trien- 1 -yl)ethanone (Cyclisone tm); (2E)- 1 -(2,6,6-trimethylcyclohex-3-en- 1 -yl)but-2-en- 1 -one (damascone delta); l,l-dimethyl-2-phenylethyl acetate (dimethyl benzyl carbinyl acetate); 3-(ethyloxy)-4-hydroxybenzaldehyde (ethyl vanillin); tricyclo[5.2.1.0{2'6>]dec-4-en-8-yl acetate [Jasmacyclenetm]; 1-naphthalen-l-ylethanone (methyl naphthyl ketone); methyl 2,4-dihydroxy-3,6-dimethylbenzoate (moss oakmoss synthetic); 4-(4-hydroxyphenyl)butan-2-one (raspberry ketone).
Group B
2,6, 10-trimethylundec-9-enal [ Adoxaltm] ; l-{[(lR,2S)-2-(l,l-dimethylethyl)cyclohexyl]oxy}butan-2-ol [Amber Coretm]; pentyl 2-hydroxybenzoate [amyl salicylate]; ethyl (2-methyl-l,3-dioxolan-2-yl)acetate (Applinal tm); phenylmethyl acetate (benzyl acetate); ethyl 6-(acetyloxy)hexanoate [Berryflor1"1];
3-[4-(l,l-dimethylethyl)phenyl]propanal [Bourgeonal*™]; l,3,3-trimethyl-2-oxabicyclo[2.2.2]octane (cineole);
2H-chromen-2-one (coumarin); methyl l^-dimethylcyclohexanecarboxylate [Cyprisatetm];
2,6-dimethyloct-7-en-2-ol [dihydromyrcenol] ;
2-cyclohexylpropan-l-ol (dimethyl heptanol); tricyclotS^.l.O^'^ldec^-en-δ-yl propanoate [Florocyclenetm];
3-[3-(l -methylethyl)phenyl]butanal [Florhydraltm] ;
2-( 1 -methylpropytycyclohexanone [Freskomenthetm] ;
4,6,6,7,8,8-hexamethyl-l ,3,4,6,7,8-hexahydroindeno[5,6- {c}]pyran (Galaxolide tm);
(3E)-4-(2,6,6-trimethylcyclohex-2-en- 1 -yl)but-3-en-2-one (ionone alpha); (3E)-4-(2,6,6-trimethylcyclohex- 1 -en- 1 -yl)but-3-en-2-one (ionone beta);
(3E)-4-methyldec-3-en-5-ol [Undecavertoltm] ;
(3E,6E)-3,7-dimethylnona-3,6-dienenitrile [Lemoniletm];
1 -methyl-4-(l -methyletheny^cyclohex- 1 -ene (limonene/orange terpenes);
3,7-dimethylocta-l ,6-dien-3-ol (Linalol); ethyl 2-methylpentanoate [Manzanatetm]; methyl (2E)-3-phenylprop-2-enoate (methyl cinnamate); 2-[2-(4-methylcyclohex-3-en- 1 -yl)propyl]cyclopentanone [Nectaryltm] ; cyclohexylidene(phenyl)acetonitrile [Peoniletm] ;
2-cyclohexylhepta- 1 ,6-dien-3-one [Pharaonetm] ;
2-(phenyloxy)ethanol (phenoxyethanol)
2-phenylethanol (phenyl ethyl alcohol); l-methyl-3-(2-methylpropyl)cyclohexanol [Rossitoltm];
Cyclopentadecanone [Silvanonetm (G)]*;
Oxacycloheptadecan-2-one (cyclohexadecanolide [Silvanonetm]* );
3,7-dimethyloctan-3-ol (tetrahydrolinalol); cyclohexadec-5 -en- 1 -one [ VeI vionetm] .
* Silvanonetm is a commercial blend of the compounds cyclopentadecanone and cyclohexadecanolide.
In particular embodiments, Group A compounds are selected from
(i) 3 -(ethyloxy)-4-hydroxybenzaldehyde, (ii) tricyclo[5.2.1.0{2'6>]dec-4-en-8-yl acetate,
(iii) 3 ,7-dimethyloct-6-enenitrile,
(iv) (2E)- 1 -(2,6,6-trimethylcyclohex-3-en- 1 -yl)but-2-en- 1 -one,
(v) methyl 2,4-dihydroxy-3,6-dimethylbenzoate,
(vi) 4-(4-hydroxyphenyl)butan-2-one, (vii) 2-methyl-undecanal (aldehyde MNA), and
(viii) 1-naphthalen-l-ylethanone (methyl naphthyl ketone),
and Group B compounds from
(ix) pentyl 2-hydroxybenzoate,
(x) phenylmethyl acetate,
(xi) ethyl 6-(acetyloxy)hexanoate, (xii) 3-[4-(l , 1 -dimethylethyl)phenyl]propanal,
(xiii) 2H-chromen-2-one,
(xiv) 3-[3-(l-methylethyl)phenyl]butanal,
(xv) (3E,6E)-3,7-dimethylnona-3,6-dienenitrile,
(xvi) 3,7-dimethylocta-l ,6-dien-3-ol, (xvii) ethyl 2-methylpentanoate,
(xviii) 1 -methyl-3-(2-methylpropyl)cyclohexanol,
(xix) cyclopentadecanone,
(xx) 3,7-dimethyloctan-3-ol,
(xxi) 2,6-dimethyloct-7-en-2-ol, (xxii) tricyclo[5.2.1.0{2>6>]dec-4-en-8-yl propanoate, and
(xxiiii) cyclohexylidene(phenyl)acetonitrile
(xxiv) (3E)-4-(2,6,6-trimethylcyclohex-2-en-l-yl)but-3-en-2-one (ionone alpha);** (3E)-4-(2,6,6-trimethylcyclohex-l-en-l-yl)but-3-en-2-one (ionone beta);** (xxv) 2-[2-(4-methylcyclohex-3-en-l-yl)propyl]cyclopentanone [Nectaryltm].
** Although they can be separated, ionone alpha and ionone beta are commonly used as mixed isomers.
In further particular embodiments, the composition for use in the method comprises a combination of a compound A blend and a compound B blend, selected as follows from the abovementioned compounds:
Compound A blend Compound B blend
(i), (ii), (iv)-(vi) (ix)-(xxiii)
(i)-(vi) (ix)-(xxiii)
(vii), (viii) (ix), (x), (xxiv), (xxv)
The method may be used for the reduction in the perception of malodour in all household substrates, such as those found in bathrooms, laundries and drying rooms. There is therefore also provided a consumer product adapted for the cleaning and care of household substrates, comprising a product base and a malodour perception reduction composition as hereinabove defined. It is especially effective in connection with fabric cleaning and care, and may be used in conjunction with any consumer product normally used such purposes, for example, washing detergents, fabric conditioners and fabric treatment products.
By "product base" is meant all the known standard ingredients for any desired consumer product. These will vary widely, depending on the nature of the composition, but the skilled person will easily be able to provide any suitable product base. Typical examples of such standard ingredients include surfactants, fillers and extenders, abrasives, rheology modifiers, thickeners, gelling agents, and the like.
The malodour perception reduction compound for use in the method of this description may be added by any suitable means and in any suitable form. For example, it may be added as a liquid preparation, or it may be in some way encapsulated for protection and/or later/controlled release, by, for example, being adsorbed on to a carrier, absorbed into a porous carrier or encapsulated within microcapsules.
The amounts of the compounds used in consumer products will vary considerably, depending on the nature of the product and the effect desired. However, an appropriate quantity may be determined in every case by routine experimentation by the skilled person. As a general guide, the proportions of compound A in a consumer product will vary between 0.001 and 0.2%, more particularly between 0.01 and 0.1%, and those of compound B between 0.1 and 1%, more particularly between 0.2 and 0.6%, all being by weight of the total consumer product.
The invention also relates to use of a composition or a consumer product according to the invention in reducing or ameliorating mildew and/or mould malodour.
Fragrance formulated to the guidelines described herein will counteract the mould and/or mildew malodour which can build up during e.g. drying of fabric/clothing etc in humid climates and household surfaces in warm and humid environments such as bathrooms, laundries and the like.
The disclosure is now further described with reference to the following non-limiting examples.
Example 1: Sensory Experimental Testing Procedure
Techniques have been developed for the accurate measurement of the performance of malodour perception prevention compositions (hereinafter MPPCs) against standard malodours utilising small scale headspace assessments carried out by a sensory panel of trained sensory assessors.
The sensory panel consists of a pool of between 25 and 35 members, who are all screened and then trained over a period of 6 months. Training includes learning to identify individual odour characters in complex mixtures, and to score their perceived intensity using a ratio scoring technique (Magnitude Estimation). The level of efficiency of the panel is continuously monitored to ensure a high level of accuracy and reproducibility.
During testing all variables other than those actually under test are controlled as carefully as possible. Samples are always prepared so that they are, as far as possible, identical apart from their differences in odour. When presented to panellists they are presented in random order and given random 3-figure codes. A minimum of 30 assessments were collated for each sample.
All assessments reported in the examples were carried out in a purpose built panel suite. The suite is designed so that all external distractions (i.e., odour, noise, movement) are eliminated, and the panellists are not distracted during testing.
The MPPC and malodour are placed alongside each other in a 500ml glass vessel: 3ml of malodour in a squat 15ml jar alongside an MPPC (ImI in a 15ml upright jar). Equivalent jars containing diethyl phthalate (odourless solvent) in place of malodour were prepared using the same process. The vessel is closed and allowed to equilibrate for half an hour before assessment.
Each panel member assesses each sample for the intensity of malodour and MPPC that can be perceived in the headspace of the glass vessel using a line scale anchored at the extremes (0-100). The malodour control is used as a standard (perceived intensity 75) against which all other perceived intensities are scaled. As well as perfume only controls detailed above hidden blanks (malodour but no MPPC) are included as further internal controls. The scores for each of the panellists are normalised and averaged to give a consensus score across the whole panel.
Geovertol [5,8a-dimethyl-l,3,4,7,8,8a-hexahydronaphthalen-4a(2H)-ol] imparts a odour similar to a mould/mildew malodour and was used in testing as a 10% dilution in diethyl phthalate (DEP).
Example 2. MPPCs
MPPC formulations 3.2, 3.3, 3.4, 3.5 and 3.6 detailed in Table 1 were made according to the description. Formulations 3.1, 3.7 and 3.8 are not according to the description. Formulations created following the guidelines meet the minimum target of 55% malodour reduction (relative to the Control malodour intensity) in Sensory Experimental Testing Procedures.
Table 1 MPPC Formulations (% w/w)
KEY: (A) = group A material: (B) = Group B material
Following the methods outlined previously, the above examples give results detailed in Tables 2a and 2b.
Table 2a - Results from Testing Procedure (samples with Malodour)
Table 2b. Results from Testing Procedure (samples in absence of malodour)
Claims
1. A method of reducing the perception of mildew and mould malodour on a household substrate, comprising the treatment of the substrate with a composition comprising
(i) from 3-15% by weight of at least one compound selected from the group consisting of
2-methyl-undecanal; prop-2-enyl [(2-methylbutyl)oxy] acetate; 3,7-dimethyloct-6- enenitrile; 1 -(2,6, 10-trimethylcyclododeca-2,5 ,9-trien- 1 -yl)ethanone; (2E)- 1 -(2,6,6- trimethylcyclohex-3-en-l-yl)but-2-en-l-one; l,l-dimethyl-2-phenylethyl acetate; 3- (ethyloxy)-4-hydroxybenzaldehyde; tricyclo[5.2.1.0{2'6>] dec-4-en-8-yl acetate; 1- naphthalen-1-ylethanone; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; 4-(4- hydroxyphenyl)butan-2-one; (hereinafter identified as "Group A");
(ii) from 25%-97% by weight of at least one compound selected from the group consisting of
2,6, 10-trimethylundec-9-enal; 1 - { [(I R,2S)-2-( 1 , 1 -dimethylethyl)cyclohexyl]- oxy}butan-2-ol; pentyl 2-hydroxybenzoate; ethyl (2-methyl-l,3-dioxolan-2- yl)acetate; phenylmethyl acetate; ethyl 6-acetyloxy)-hexanoate; 3-[4-(l,l- dimethylethyl)phenyl]propanal; 1 ,3,3-trimethyl-2-oxabicyclo-[2.2.2]octane; 2H- chromen-2-one; methyl 1 ,4-dimethylcyclo-hexanecarboxylate; 2,6-dimethyloct-7-en- 2-ol; 2-cyclohexylpropan-l-ol; tricyclo-[5.2.1.0{2>6>]dec-4-en-8-yl propanoate; 3-[3- (l-methylethyl)phenyl]butanal; 2-(l-methylpropyl)cyclohexanone; 4,6,6,7,8,8- hexamethyl-1 ,3,4,6,7,8-hexahydroindeno[5,6- {c}]pyran; (3E)-4-(2,6,6-trimethyl- cyclohex-2-en- 1 -yl)but-3-en-2-one; (3E)-4-(2,6,6-trimethylcyclohex- 1 -en- 1 -yl)but-3- en-2-one; (3E)-4-methyldec-3-en-5-ol; (3E,6E)-3,7-dimethylnona-3,6-dienenitrile; 1- methyl-4-(l-methylethenyl)cyclohex-l-ene; 3,7-dimethylocta-l,6-dien-3-ol; ethyl 2- methylpentanoate; methyl (2E)-3-phenylprop-2-enoate; 2-[2-(4-methylcyclohex-3- en- 1 -yl)propyl]cyclopentanone; cyclohexylidene-(phenyl)acetonitrile; 2-cyclohexyl- hepta- 1 ,6-dien-3-one; 2-[2-(4-methylcyclohex-3-en- 1 -yl)propyl]cyclopentanone; 2- (phenyloxy)ethanol; 2-phenylethanol; 1 -methyl-3-(2-methylpropyl)cyclohexanol; cyclopentadecanone; oxacycloheptadecan-2-one; 3,7-dimethyloctan-3-ol; and cyclohexadec-5-en-l-one; (hereinafter identified as "Group B");
and
(iii) up to 25% by weight of standard perfumery ingredients.
2. A method according to claim 1 , in which the composition comprises at least 6% of at least one compound selected from Group A.
3. A method according to claim 1 , in which the proportion of standard perfumery ingredients is from 5-10%.
4. A method according to claim 1 in which the composition comprises at least 2 Group A materials plus at least 2 Group B ingredients, more preferably at least 6 Group A plus 6 Group B ingredients.
5. A method according to claim 1 , in which the Group A and Group B compounds are selected from the following:
Group A
(i) 3 -(ethyloxy)-4-hydroxybenzaldehyde,
(ii) tricyclo[5.2.1.0{2>6}]dec-4-en-8-yl acetate,
(iii) 3 ,7-dimethyloct-6-enenitrile,
(iv) (2E)- 1 -(2,6,6-trimethylcyclohex-3-en- 1 -yl)but-2-en- 1 -one,
(v) methyl 2,4-dihydroxy-3,6-dimethylbenzoate, (vi) 4-(4-hydroxyphenyl)butan-2-one, (vii) 2-methyl-undecanal (aldehyde MNA), and (viii) 1-naphthalen-l-ylethanone (methyl naphthyl ketone),
Group B
(ix) pentyl 2-hydroxybenzoate,
(x) phenylmethyl acetate,
(xi) ethyl 6-(acetyloxy)hexanoate,
(xii) 3 - [4-( 1 , 1 -dimethylethyl)phenyl]propanal,
(xiii) 2H-chromen-2-one,
(xiv) 3-[3-(l-methylethyl)phenyl]butanal,
(xv) (3E,6E)-3,7-dimethylnona-3,6-dienenitrile,
(xvi) 3,7-dimethylocta-l ,6-dien-3-ol,
(xvii) ethyl 2-methylpentanoate,
(xviii) 1 -methyl-3-(2-methylpropyl)cyclohexanol,
(xix) cyclopentadecanone,
(xx) 3,7-dimethyloctan-3-ol,
(xxi) 2,6-dimethyloct-7-en-2-ol,
(xxii) tricyclo[5.2.1.0{2'6>]dec-4-en-8-yl propanoate, and
(xxiiii) cyclohexylidene(phenyl)acetonitrile
(xxiv)(3E)-4-(2,6,6-trimethylcyclohex-2-en-l-yl)but-3-en-2-one/(3E)-4-(2,6,6- trimethylcyclohex-l-en-l-yl)but-3-en-2-one,
(xxv) 2-[2-(4-methylcyclohex-3-en- 1 -yl)propyl]cyclopentanone
6. A method according to claim 5, in which the composition comprises a blend of compounds of Group A and Group B, selected from the following:
Compound A blend Compound B blend
(i), (ii), (iv)-(vi) (ix)-(xxiii)
(i)-(vi) (ix)-(xxiii)
(vii), (viii) (ix), (x), (xxiv), (xxv)
7. A malodour perception reduction composition for use in a method according to claim 1 , comprising
(i) from 3-15% by weight of at least one compound selected from the group consisting of
2-methyl-undecanal; prop-2-enyl [(2-methylbutyl)oxy]acetate; 3,7-dimethyloct-6- enenitrile; 1 -(2,6, 10-trimethylcyclododeca-2,5,9-trien- 1 -yl)ethanone; (2E)- 1 -(2,6,6- trimethylcyclohex-3-en-l-yl)but-2-en-l-one; l,l-dimethyl-2-phenylethyl acetate; 3- (ethyloxy)-4-hydroxybenzaldehyde; tricyclo[5.2.1.0{2'6>] dec-4-en-8-yl acetate; 1- naphthalen-1-ylethanone; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; 4-(4- hydroxyphenyl)butan-2-one; (hereinafter identified as "Group A");
(ii) from 25%-97% by weight of at least one compound selected from the group consisting of
2,6,10-trimethylundec-9-enal; 1 - { [( 1 R,2S)-2-( 1 , 1 -dimethylethyl)cyclohexyl] - oxy}butan-2-ol; pentyl 2-hydroxybenzoate; ethyl (2 -methyl- l,3-dioxolan-2- yl)acetate; phenylmethyl acetate; ethyl 6-acetyloxy)-hexanoate; 3-[4-(l,l- dimethylethyl)phenyl]propanal; 1 ,3,3-trimethyl-2-oxabicyclo-[2.2.2]octane; 2H- chromen-2-one; methyl l^-dimethylcyclo-hexanecarboxylate; 2,6-dimethyloct-7-en- 2-ol; 2-cyclohexylpropan-l-ol; tricyclo-[5.2.1.0{2'6}]dec-4-en-8-yl propanoate; 3-[3- (l-methylethyl)phenyl]butanal; 2-(l-methylpropyl)cyclohexanone; 4,6,6,7,8,8- hexamethyl-1 ,3,4,6,7,8-hexahydroindeno[5,6- {c}]pyran; (3E)-4-(2,6,6-trimethyl- cyclohex-2-en- 1 -yl)but-3-en-2-one; (3E)-4-(2,6,6-trimethylcyclohex- 1 -en- 1 -yl)but-3- en-2-one; (3E)-4-methyldec-3-en-5-ol; (3E,6E)-3,7-dimethylnona-3,6-dienenitrile; 1- methyl-4-(l-methylethenyl)cyclohex-l-ene; 3,7-dimethylocta-l,6-dien-3-ol; ethyl 2- methylpentanoate; methyl (2E)-3-phenylprop-2-enoate; 2-[2-(4-methylcyclohex-3- en- 1 -yl)propyl]cyclopentanone; cyclohexylidene-(phenyl)acetonitrile; 2-cyclohexyl- hepta- 1 ,6-dien-3-one; 2-[2-(4-methylcyclohex-3-en- 1 -yl)propyl]cyclopentanone; 2- (phenyloxy)ethanol; 2-phenylethanol; 1 -methyl-3-(2-methylpropyl)cyclohexanol; cyclopentadecanone; oxacycloheptadecan-2-one; 3,7-dimethyloctan-3-ol; and cyclohexadec-5-en-l-one; (hereinafter identified as "Group B");
and
(iii) up to 25% by weight of standard perfumery ingredients.
8. A consumer product adapted for the cleaning and care of household substrates, comprising a malodour perception reduction composition according to claim 7.
9. Use, in a method of reducing the perception of mildew and mould malodour on a household substrate, of a composition comprising
(i) from 3-15% by weight of at least one compound selected from the group consisting of
2-methyl-undecanal; prop-2-enyl [(2-methylbutyl)oxy]acetate; 3,7-dimethyloct-6- enenitrile; 1 -(2,6, 10-trimethylcyclododeca-2,5,9-trien- 1 -yl)ethanone; (2E)- 1 -(2,6,6- trimethylcyclohex-3-en-l-yl)but-2-en-l-one; l,l-dimethyl-2-phenylethyl acetate; 3- (ethyloxy)-4-hydroxybenzaldehyde; tricyclo[5.2.1.0{2>6>] dec-4-en-8-yl acetate; 1- naphthalen-1-ylethanone; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; 4-(4- hydroxyphenyl)butan-2-one; (hereinafter identified as "Group A");
(ii) from 25%-97% by weight of at least one compound selected from the group consisting of
2,6, 10-trimethylundec-9-enal; 1 - {[(lR,2S)-2-(l , 1 -dimethylethyl)cyclohexyl]- oxy}butan-2-ol; pentyl 2-hydroxybenzoate; ethyl (2-methyl-l,3-dioxolan-2- yl)acetate; phenylmethyl acetate; ethyl 6-acetyloxy)-hexanoate; 3-[4-(l,l- dimethylethyl)phenyl]propanal; 1 ,3 ,3-trimethyl-2-oxabicyclo-[2.2.2]octane; 2H- chromen-2-one; methyl 1 ,4-dimethylcyclo-hexanecarboxylate; 2,6-dimethyloct-7-en- 2-ol; 2-cyclohexylpropan-l-ol; tricyclo-[5.2.1.0{2>6>]dec-4-en-8-yl propanoate; 3-[3- (l-methylethyl)phenyl]butanal; 2-(l-methylpropyl)cyclohexanone; 4,6,6,7,8, 8- hexamethyl-l,3,4,6,7,8-hexahydroindeno[5,6-{c}]pyran; (3E)-4-(2,6,6-trimethyl- cyclohex-2-en- 1 -yl)but-3 -en-2-one; (3E)-4-(2,6,6-trimethylcyclohex- 1 -en- 1 -yl)but-3- en-2-one; (3E)-4-methyldec-3-en-5-ol; (3E,6E)-3,7-dimethylnona-3,6-dienenitrile; 1- methyl-4-(l-methylethenyl)cyclohex-l-ene; 3,7-dimethylocta-l,6-dien-3-ol; ethyl 2- methylpentanoate; methyl (2E)-3-phenylprop-2-enoate; 2-[2-(4-methylcyclohex-3- en- 1 -yl)propyl]cyclopentanone; cyclohexylidene-(phenyl)acetonitrile; 2-cyclohexyl- hepta- 1 ,6-dien-3-one; 2-[2-(4-methylcyclohex-3-en- 1 -yl)propyl]cyclopentanone; 2- (phenyloxy)ethanol; 2-phenylethanol; 1 -methyl-3-(2-methylpropyl)cyclohexanol; cyclopentadecanone; oxacycloheptadecan-2-one; 3,7-dimethyloctan-3-ol; and cyclohexadec-5-en-l-one; (hereinafter identified as "Group B");
and
(iii) up to 25% by weight of standard perfumery ingredients,
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB0720851.5 | 2007-10-24 | ||
| GB0720851A GB0720851D0 (en) | 2007-10-24 | 2007-10-24 | Perfume compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO2009052643A1 true WO2009052643A1 (en) | 2009-04-30 |
Family
ID=38829857
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/CH2008/000439 Ceased WO2009052643A1 (en) | 2007-10-24 | 2008-10-22 | Anti-malodour compositions |
Country Status (2)
| Country | Link |
|---|---|
| GB (1) | GB0720851D0 (en) |
| WO (1) | WO2009052643A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9125828B2 (en) | 2010-12-13 | 2015-09-08 | Givaudan Sa | MOC compositions |
| WO2018005839A1 (en) * | 2016-06-29 | 2018-01-04 | Takasago International Corporation (Usa) | Fragrance compositions and methods of use thereof |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000001352A1 (en) * | 1998-07-07 | 2000-01-13 | Quest International B.V. | Perfume composition |
| WO2001016266A2 (en) * | 1999-09-02 | 2001-03-08 | The Procter & Gamble Company | Method of deodorizing and/or cleaning carpet using a composition comprising odor control agent |
| JP2001262196A (en) * | 2000-03-24 | 2001-09-26 | Kao Corp | Laundry products |
| EP1256623A1 (en) * | 2001-05-08 | 2002-11-13 | The Procter & Gamble Company | Kit of water-soluble or water dispersible pouches |
| WO2002090479A1 (en) * | 2001-05-04 | 2002-11-14 | The Procter & Gamble Company | Perfumed particles and articles containing the same |
| WO2004078154A1 (en) * | 2003-03-03 | 2004-09-16 | Takasago International Corporation | Pseudo body odor composition and perfume composition for inhibiting body odor |
| US20070172382A1 (en) * | 2003-05-05 | 2007-07-26 | The Procter & Gamble Company | Method of freshening air |
-
2007
- 2007-10-24 GB GB0720851A patent/GB0720851D0/en not_active Ceased
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2008
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000001352A1 (en) * | 1998-07-07 | 2000-01-13 | Quest International B.V. | Perfume composition |
| WO2001016266A2 (en) * | 1999-09-02 | 2001-03-08 | The Procter & Gamble Company | Method of deodorizing and/or cleaning carpet using a composition comprising odor control agent |
| JP2001262196A (en) * | 2000-03-24 | 2001-09-26 | Kao Corp | Laundry products |
| WO2002090479A1 (en) * | 2001-05-04 | 2002-11-14 | The Procter & Gamble Company | Perfumed particles and articles containing the same |
| EP1256623A1 (en) * | 2001-05-08 | 2002-11-13 | The Procter & Gamble Company | Kit of water-soluble or water dispersible pouches |
| WO2004078154A1 (en) * | 2003-03-03 | 2004-09-16 | Takasago International Corporation | Pseudo body odor composition and perfume composition for inhibiting body odor |
| US20070172382A1 (en) * | 2003-05-05 | 2007-07-26 | The Procter & Gamble Company | Method of freshening air |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9125828B2 (en) | 2010-12-13 | 2015-09-08 | Givaudan Sa | MOC compositions |
| WO2018005839A1 (en) * | 2016-06-29 | 2018-01-04 | Takasago International Corporation (Usa) | Fragrance compositions and methods of use thereof |
| JP2019522707A (en) * | 2016-06-29 | 2019-08-15 | 高砂香料工業株式会社 | Fragrance composition and method of use thereof |
| JP7028805B2 (en) | 2016-06-29 | 2022-03-02 | 高砂香料工業株式会社 | Fragrance composition and method of its use |
| US11384312B2 (en) | 2016-06-29 | 2022-07-12 | Takasago International Corporation | Fragrance compositions and methods of use thereof |
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| Publication number | Publication date |
|---|---|
| GB0720851D0 (en) | 2007-12-05 |
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