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EP-4214303-B1 - IMPROVEMENTS IN OR RELATING TO ORGANIC COMPOUNDS

EP4214303B1EP 4214303 B1EP4214303 B1EP 4214303B1EP-4214303-B1

Inventors

  • POPE, ALEXANDER SPENCER
  • SELEZNEFF, Anne-Sylvie
  • BLONDEAU, PHILIPPE

Dates

Publication Date
20260506
Application Date
20210122

Claims (10)

  1. A fragrance composition consisting of: a) From 70 to 92 wt.-%, preferably from 85 to 91 wt.-%, of at least two fragrance ingredients selected from the group consisting of 2-cyclohexylidene-2-phenylacetonitrile; 2-cyclohexylidene-2-(o-tolyl)acetonitrile; (E)-3,7-dimethylnona-1,6-dien-3-ol; 3-(4-(tert-butyl)phenyl)-2-methylpropanal; 3-(4-(2-methylpropyl)-2-methylphenyl)-propanal; 3-methylbut-2-en-1-yl acetate; 1-(2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone; (E)-4-methyldec-3-en-5-ol; (1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane; (4Z)-hept-4-en-2-yl 2-hydroxybenzoate; 6-methoxy-2,6-dimethyloctanal; Eucalyptus Globulus Oil and Patchouli Oil, referred to as Group A fragrance ingredients; b) From 5 to 29.5 wt.-%, preferably from 8 to 12 wt.-%, of at least two fragrance ingredients selected from the group consisting of 4-methyl-2-phenyl-3,6-dihydro-2H-pyran; (Z)-hex-3-en-1-yl methyl carbonate; 2-methoxynaphtalene; 1-methyl-2-(5-methylhex-4-en-2-yl)cyclopropylmethanol; 1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; 3-ethoxy-4-hydroxybenzaldehyde; 2,2,2-trichloro-1-phenylethyl acetate; (Z)-3-methylcyclotetradec-5-enone; 1,3,4,5,6,7-hexahydro-β-1,1,5,5-pentamethyl-2H-2,4a-methanonaphthalene-8-ethanol; 2-ethoxy-4-(methoxymethyl)phenol; (1-methyl-2-((1,2,2-trimethylbicyclo[3.1.0]-hexan-3-yl)methyl)-cyclopropyl)methanol; (E)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol and (2E,5E)-5,6,7-trimethylocta-2,5-dien-4-one, referred to as Group B fragrance ingredients; and c) From 0.5 to 3 wt.-%, preferably from 0.9 to 1.5 wt.-%, of at least one fragrance ingredient selected from the group consisting of decahydro-2,2,6,6,7,8,8-heptamethyl indenofuran; (2-methoxyethyl)benzene; 2-methyl-4-propyl-1,3-oxathiane; 2-(2,4-dimethylcyclohexyl)pyridine; ethyl cyclohexyl carboxylate; (2E,6Z)-nona-2,6-dienenitrile; (E)-dec-4-enal; (Z)-dec-4-enal; (Z)-non-6-enal; 5-tert-butyl-2-methyl-5-propyl-2H-furan; 1-(5,5-dimethylcyclohex-1-en-1-yl)pent-4-en-1-one; 1-methoxy-7,9-dimethyl-2-oxaspiro[5.5]undec-8-ene; 2,4-dimethyl-4-phenyltetrahydrofuran and 2,4,7-trimethyloct-6-en-1-ol, referred to as Group C fragrance ingredients.
  2. A fruity fragrance accord according to claim 1, consisting of: a) From 70 to 92 wt.-%, preferably from 85 to 91 wt.-%, of at least two fragrance ingredients selected from the group consisting of 2-cyclohexylidene-2-phenylacetonitrile; (E)-3,7-dimethylnona-1,6-dien-3-ol; 3-(4-(tert-butyl)phenyl)-2-methylpropanal; 3-(4-(2-methylpropyl)-2-methylphenyl)propanal; 3-methylbut-2-en-1-yl acetate; (4Z)-hept-4-en-2-yl 2-hydroxybenzoate and 6-methoxy-2,6-dimethyloctanal, referred to as Group A' fragrance ingredients; b) From 5 to 29.5 wt.-%, preferably from 8 to 12 wt.-%, of at least two fragrance ingredients selected from the group consisting of 2-methoxynaphtalene; 1-methyl-2-(5-methylhex-4-en-2-yl)cyclopropyl-methanol; 1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one; methyl 2,4-dihydroxy-3,6-dimethylbenzoate; 3-ethoxy-4-hydroxy-benzaldehyde and (2E,5E)-5,6,7-trimethylocta-2,5-dien-4-one, referred to as Group B' ingredients; and c) From 0.5 to 3 wt.-%, preferably from 0.9 to 1.5 wt.-%, of at least one fragrance ingredient selected from the group consisting of (2-methoxyethyl)benzene; 2-methyl-4-propyl-1,3-oxathiane; (Z)-non-6-enal; ethyl cyclohexyl carboxylate; (2E,6Z)-nona-2,6-dienenitrile; (E)-dec-4-enal; (Z)-dec-4-enal; 5-tert-butyl-2-methyl-5-propyl-2H-furan; 1-(5,5-dimethylcyclohex-1-en-1-yl)pent-4-en-1-one; 1-methoxy-7,9-dimethyl-2-oxaspiro[5.5]undec-8-ene; 2,4-dimethyl-4-phenyltetrahydrofuran and 2,4,7-trimethyloct-6-en-1-ol, referred to as Group C' ingredients.
  3. A floral fragrance accord according to claim 1, consisting of: a) From 70 to 92 wt.-%, preferably from 85 to 91 wt.-%, of at least two fragrance ingredients selected from the group consisting of 2-cyclohexylidene-2-phenylacetonitrile; 2-cyclohexylidene-2-(o-tolyl)acetonitrile; 3-(4-(tert-butyl)phenyl)-2-methylpropanal, 3-(4-(2-methylpropyl)-2-methylphenyl)propanal; (4Z)-hept-4-en-2-yl 2-hydroxybenzoate; 6-methoxy-2,6-dimethyloctanal and Patchouli oil, referred to as Group A" ingredients; b) From 5 to 29.5 wt.-%, preferably from 8 to 12 wt.-%, of at least two fragrance ingredients selected from the group consisting of 4-methyl-2-phenyl-3,6-dihydro-2H-pyran; 1-methyl-2-(5-methylhex-4-en-2-yl)cyclopropylmethanol; 2,2,2-trichloro-1-phenylethyl acetate; (1-methyl-2-((1,2,2-trimethylbicyclo[3.1.0]hexan-3-yl)methyl)cyclopropyl)methanol; (E)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol and (2E,5E)-5,6,7-trimethylocta-2,5-dien-4-one, referred to as Group B" ingredients; and c) From 0.5 to 3 wt.-%, preferably from 0.9 to 1.5 wt.-%, of at least one fragrance ingredient selected from the group consisting of decahydro-2,2,6,6,7,8,8-heptamethyl indenofuran; (2E,6Z)-nona-2,6-dienenitrile; 5-tert-butyl-2-methyl-5-propyl-2H-furan; 2-(2,4-dimethylcyclohexyl)-pyridine; 1-(5,5-dimethylcyclohex-1-en-1-yl)pent-4-en-1-one; (Z)-non-6-enal; 2,4-dimethyl-4-phenyltetrahydrofuran and 2,4,7-trimethyloct-6-en-1-ol, referred to as Group C" fragrance ingredients.
  4. A citrus fragrance accord according to claim 1, consisting of: a) From 70 to 92 wt.-%, preferably from 85 to 91 wt.-%, of at least two fragrance ingredients selected from the group consisting of 2-cyclohexylidene-2-(o-tolyl)acetonitrile and 3-methylbut-2-en-1-yl acetate; (4Z)-hept-4-en-2-yl 2-hydroxybenzoate and 6-methoxy-2,6-dimethyloctanal, referred to as Group A‴ ingredients; b) From 5 to 29.5 wt.-%, preferably from 8 to 12 wt.-%, of at least two fragrance ingredients selected from the group consisting of (Z)-hex-3-en-1-yl methyl carbonate; 2-methoxynaphtalene and 1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one, referred to as Group B‴ ingredients; and c) From 0.5 to 3 wt.-%, preferably from 0.9 to 1.5 wt.-%, of at least one fragrance ingredient selected from the group consisting of (Z)-non-6-enal; ethyl cyclohexyl carboxylate; (E)-dec-4-enal and (Z)-dec-4-enal and 2,4,7-trimethyloct-6-en-1-ol, referred to as Group C‴ ingredients.
  5. A clean green and aromatic fragrance accord according to claim 1, consisting of: a) From 70 to 92 wt.-%, preferably from 85 to 91 wt.-%, of at least two fragrance ingredients selected from the group consisting of (E)-3,7-dimethylnona-1,6-dien-3-ol; 3-(4-(tert-butyl)phenyl)-2-methylpropanal; 3-(4-(2-methylpropyl)-2-methylphenyl)propanal; 1-(2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone; (E)-4-methyldec-3-en-5-ol; (1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane; (4Z)-hept-4-en-2-yl 2-hydroxybenzoate; 6-methoxy-2,6-dimethyloctanal and Eucalyptus Globulus oil, referred to as Group Aʺʺ ingredients; b) From 5 to 29.5 wt.-%, preferably from 8 to 12 wt.-%, of at least two fragrance ingredients selected from the group consisting of 1-(2,6,6-trimethyl-1-cyclohex-3-enyl)but-2-en-1-one; 1,3,4,5,6,7-hexahydro-β-1,1,5,5-pentamethyl-2H-2,4a-methanonaphthalene-8-ethanol and (E)-2-ethyl-4-(2,2,3-trimethylcyclopent-3-en-1-yl)but-2-en-1-ol, referred to as Group Bʺʺ ingredients; and c) From 0.5 to 3 wt.-%, preferably from 0.9 to 1.5 wt.-%, of at least one fragrance ingredient selected from the group consisting of 2-methyl-4-propyl-1,3-oxathiane; 1-(5,5-dimethylcyclohex-1-en-1-yl)pent-4-en-1-one; 1-methoxy-7,9-dimethyl-2-oxaspiro[5.5]undec-8-ene and 2,4-dimethyl-4-phenyltetrahydrofuran, referred to as Group Cʺʺ ingredients.
  6. A fragrance composition comprising: a) From 5 to 30 wt.-% of a fragrance accord according to one of claims 1 to 5; and b) From 70 to 95 wt.-%, of at least one other fragrance ingredient, wherein the at least one other fragrance ingredient is different from those employed in the fragrance accord according to one of claims 1 to 5.
  7. A use of a fragrance accord according to one of claims 1 to 5 for enhancing the bloom linearity of a fragrance composition, in particular on fabrics.
  8. A laundry care product comprising a fragrance composition according to claim 6.
  9. A method for enhancing the bloom linearity of a fragrance composition, in particular on fabrics, the method comprising the steps of: a) Providing a fragrance accord according to one of claims 1 to 5; b) Providing at least one other fragrance ingredient that is different from the fragrance ingredients employed in fragrance accord ; c) Admixing 1 to 30 wt.-%, preferably 8 to 20 wt.-%, of the fragrance accord according to one of claims 1 to 5 with 70 to 99 wt.-%, preferably 80 to 92 wt.-%, of the at least one other fragrance ingredient, in order to obtain a fragrance composition.
  10. The method according to claim 9 for enhancing the bloom linearity of a fragrance composition on fabrics, the method additionally comprising the steps of: d) Adding 0.1 to 5 wt.-%, preferably 0.2 to 2.5 wt.-%, still more preferably 0.3 to 1 wt.-%, of the fragrance composition obtained in step c) into a fabric care product base, preferably laundry detergent, still more preferably a liquid laundry detergent, in order to obtain a perfumed fabric care product; and e) Treating a fabric with the perfumed fabric care product obtained in step d) by performing a wash or a rinse cycle.

Description

The present invention relates to a fragrance accord, to a use of such a fragrance accord for enhancing the bloom linearity of a fragrance composition, and to a method for enhancing the bloom linearity of a fragrance composition. One sought after benefit of perfumed products is the generation of a nice odor that increases the comfort of the user and leads to an olfactive cue related to the product efficacy. In fabric laundry, this traditionally translates to the generation of a powerful blooming odor on wet fabrics, combined with long lasting odor on dry fabrics. Both blooming and long lasting odors have the additional advantage of signalizing freshness and cleanness of the freshly washed fabrics. Today consumers are however increasingly keen to experience improved benefits with perfumed products. The capability of consumer products to generate odors that fill the room where a product is applied is becoming a key performance indicator conditioning product repurchasing. In fabric care, room filling enhances the action of the perfumed product during the line drying stage and reinforce the perception of cleanness and hygiene in the room where the fabric is let to dry. In particular, it is highly desirable that room filling during line drying is perceived by the consumers as a continuation of the fresh and clean impression he/she has experienced when getting the laundry out of the wash machine. In other words, it is highly desirable that the fragrance composition employed to perfume the fabric care product is capable of providing an "extended" (or "linear") bloom that preferably lasts as long as the fabric is moist. US 9,885,009 B2 discloses a fabric conditioning composition comprising a mixture of microcapsules having different release profiles that significantly increase the perfume perception during multiple stages of a laundry process. The microcapsules differ in properties due to their polymer walls having been made using the same polymer and different cure temperatures, curing times, or a combination thereof. Such an approach requires the use of microcapsules to achieve the desired perception profile. WO 2018/071897 A1 discloses high performing, high impact bloom accords containing fragrance ingredients having pre-defined experimental velocities. The experimental velocity is calculated as the distance the fragrance travels divided by the so-called speed of diffusivity. The disclosed composition rules are, however, not directed to delivering bloom linearity on fabrics. WO 2017/012947 A1 discloses compacted perfume compositions providing blooming performance. Creating such linear fragrance bloom is difficult. Commercial products typically provide either a strong bloom that is perceived on the wet fabrics taken out of the wash machine on the cost of room filling during the drying stage, or vice versa. On the other hand, attempts to provide an optimal balance between bloom and room filling typically result in depressing both effects. Furthermore, in order for the consumer to perceive bloom linearity, the fragrance intensity perceived during the drying stage should preferably be higher than the intensity perceived out of the machine. Under these conditions, the consumer is less prone to fatigue or habituation that otherwise could occur under real life conditions. It is therefore a problem underlying the present invention to address the above-mentioned shortcomings in the prior art. In particular, it is a problem underlying the present invention to provide fragrance compositions for fabric care products that offer linear bloom that starts at the moment where the fabric is taken out of the wash machine and is perceived as room-filling during the line drying stage, and are hedonically pleasant to the consumer all over the time the product is applied and perceived. This problem is solved by the subject-matter of the independent claims. In a first aspect, the present invention provides a fragrance accord consisting of: a) From 70 to 92 wt.-%, preferably from 85 to 91 wt.-%, of at least two fragrance ingredients selected from the group consisting of 2-cyclohexylidene-2-phenylacetonitrile (Peonile); 2-cyclohexylidene-2-(o-tolyl)acetonitrile (Petalia); (E)-3,7-dimethylnona-1,6-dien-3-ol (Ethyl Linalool); 3-(4-(tert-butyl)phenyl)-2-methylpropanal (Lilial); 3-(4-(2-methylpropyl)-2-methylphenyl)propanal (Nympheal); 3-methylbut-2-en-1-yl acetate (Prenyl Acetate); 1-(2,3,8,8-tetramethyl-1,2,3,4,5,6,7,8-octahydronaphthalen-2-yl)ethanone (Sylvamber); (E)-4-methyldec-3-en-5-ol (Undecavertol); (1s,4s)-1,3,3-trimethyl-2-oxabicyclo[2.2.2]octane (Eucalyptol); (4Z)-hept-4-en-2-yl 2-hydroxybenzoate (Karmaflor); 6-methoxy-2,6-dimethyloctanal (Calypsone); Eucalyptus Globulus Oil and Patchouli Oilreferred to as Group A fragrance ingredients;b) From 5 to 29.5 wt.-%, preferably from 8 to 12 wt.-%, of at least two fragrance ingredients selected from the group consisting of 4-methyl-2-phenyl-3,6-dihydro-2H-pyran (Rosyrane); (Z)-hex-3-en-1-