Perfume composition capable of masking odor of formulation containing amine

Abstract

The present disclosure relates to a perfume composition containing an aldehyde perfume ingredient, more particularly to a perfume composition capable of inhibiting odor and unpleasant smell, which may arise when using a formulation containing an amine. The perfume composition of the present disclosure contains a green aldehyde perfume and, thereby, is capable of inhibiting odor and unpleasant smell which arise from a cationic material including an amine. In addition, by mixing a floral or citrus perfume, luxurious and long-lasting fragrance can be provided.

Claims

1. A method for inhibiting odor of a personal care or household care composition comprising at least one cationic ingredient selected from the group consisting of a cationic surfactant, an amphoteric surfactant and a cationic polymer, wherein the cationic surfactant is selected from cetrimonium chloride, or stearamidopropyl dimethylamine, the amphoteric surfactant is selected from cocamidopropyl betaine, cocoamphocarboxyglycinate cocoamphocarboxypropionate, alkyl amidopropyl betaine, alkyl dimethyl betaine, alkyl monoamphoacetate, sarcosinate, or alkyl amphodiacetate, and the cationic polymer is selected from cationic guar, cationic cellulose, a dimethyldiallylammonium chloride polymer, an acrylamide dimethyldiallylammonium chloride copolymer, a polyvinylpyrrolidone dimethylaminoethyl methacrylate copolymer, an acrylic acid-dimethyldiallylammonium chloride copolymer, an acrylamide-dimethylaminoethyl methacrylate methyl chloride copolymer, or a trimethylaminoethyl methacrylate polymer, wherein the odor results from the at least one cationic ingredient, and wherein the method comprises adding a compound having an aldehyde group to the personal care or household care composition.

2. The method according to claim 1, wherein the compound having an aldehyde group is one or more selected from the group consisting of trans-2-hexenal, cis-3-hexenal, 2,6-nonadienal, adoxal (2,6,10-trimethylundec-9-enal), nonanal, isocyclocitral, propanal-3-hexenyl methyl acetal, cis-3-hexen-1-yl methyl carbonate, 2,6-dimethylhept-5-enal, tricyclo[5.2.1.02,6]decane-3-carbaldehyde, phenylacetaldehyde, p-tolylacetaldehyde, 2,4-dimethyl-3-cyclohexene-1-carboxaldehyde, 2,4-dimethylcyclohex-3-ene-1-carbaldehyde, 3,6-dimethylcyclohex-3-ene-1-carboxaldehyde, 3,6- (and 4,6-)dimethylcyclohex-3-ene-1-carboxaldehyde and octahydro-1H-4,7-methanoindene-5-carbaldehyde.

3. The method according to claim 2, wherein the method further comprises adding one or more ingredients selected from the group consisting of 2-[(4-methylphenyl)methylene]-heptanal, phenylacetaldehyde, phenylacetaldehyde glycerylacetal, bergamal, boronal, bourgeonal, 2-methyl-4-(2,6,6-trimethyl-2(1)-cyclohexen-1-yl)butanal, cyclamen aldehyde, 3-(p-cumenyl)propionaldehyde, 4,8-dimethyl-4,9-decadienal, 3-(o-(and p-)ethylphenyl)-2,2-dimethylpropionaldehyde, 3-(3-isopropylphenyl)butanal, helional, 10-undecenal, lyral, melafleur, muguet aldehyde, profarnesal and syringa aldehyde ((4-methylphenyl)acetaldehyde) to the personal care or household care composition.

4. The method according to claim 3, wherein the method further comprises adding one or more ingredients selected from the group consisting of (E/Z)-3,7-dimethyl-2,6-octadienal, citronellal, 3,7-dimethyl-2,6-octadienal, decenal-4-trans, decenal-9, geraldehyde, limoxal, mandarine aldehyde, mefranal, myraldene, and tetrahydrocitral to the personal care or household care composition.

5. The method according to claim 1, wherein the compound having an aldehyde is added in an amount of 5-50 wt % based on the total weight of the personal care or household care composition.

6. The method according to claim 1, wherein the personal care or household care composition comprises a perfume with a ClogP of 4 or lower in an amount of at least 30 wt % based on the total weight of the personal care or household care composition.

7. A method for inhibiting odor of a hair care composition comprising at least one cationic ingredient selected from the group consisting of a cationic surfactant and a cationic polymer, wherein the cationic surfactant is selected from cetrimonium chloride, or stearamidopropyl dimethylamine, and the cationic polymer is selected from guar hydroxypropyltrimonium chloride, hydroxypropyl guar hydroxypropyltrimonium chloride, quaternary hydroxyethyl cellulose, a dimethyldiallylammonium chloride polymer, an acrylamide dimethyldiallylammonium chloride copolymer, or a polyvinylpyrrolidone dimethylaminoethyl methacrylate copolymer, wherein the odor results from the at least one cationic ingredient, and wherein the method comprises adding a compound having an aldehyde group to the hair care composition.

8. The method according to claim 7, wherein the hair care composition is a hair dye composition, wherein the cationic ingredient comprises a precursor and a coupler, wherein the precursor is one or more selected from the group consisting of 2-chloro-p-phenylenediamine, N-methoxyethyl-p-phenylenediamine, N,N-bis(2-hydroxyethyl)-p-phenylenediamine, 2-(2-hydroxyethyl)-p-phenylenediamine, 2,6-dimethyl-p-phenylenediamine, 4,4′-diaminodiphenylamine, 1,3-bis(N-(2-hydroxyethyl)-N-(4-aminophenyl)amino)-2-propanol, PEG-3,3,2′-p-phenylenediamine, p-aminophenol, p-methylaminophenol, 3-methyl-4-aminophenol, 2-aminomethyl-4-aminophenol, 2-(2-hydroxyethylaminomethyl)-4-aminophenol, o-aminophenol, 2-amino-5-methylphenol, 2-amino-6-methylphenol, 2-amino-5-acetamidophenol, 3,4-diaminobenzoic acid, 5-aminosalicylic acid, 2,4,5,6-tetraaminopyrimidine, 2,5,6-triamino-4-hydroxypyrimidine, 4,5-diamino-1-(4′-chlorobenzyl)pyrazole, 4,5-diamino-1-hydroxyethylpyrazole and salts thereof, o-aminophenol, p-aminophenol, toluene-2,5-diamine hydrochloride, p-phenylenediamine hydrochloride, toluene-2,5-diamine, p-phenylenediamine, p-methylaminophenol sulfate, o-aminophenol sulfate, p-aminophenol sulfate, toluene-2,5-diamine sulfate, and p-phenylenediamine sulfate; and the coupler is one or more selected from the group consisting of m-phenylenediamine, 2,4-diaminophenoxyethanol, 2-amino-4-(2-hydroxyethylamino)anisole, 2,4-diamino-5-methylphenetole, 2,4-diamino-5-(2-hydroxyethoxy)toluene, 2,4-dimethoxy-1,3-diaminobenzene, 2,6-bis(2-hydroxyethylamino)toluene, 2,4-diamino-5-fluorotoluene, 1,3-bis(2,4-diaminophenoxy)propane, m-aminophenol, 2-methyl-5-aminophenol, 2-methyl-5-(2-hydroxyethylamino)phenol, 2,4-dichloro-3-aminophenol, 2-chloro-3-amino-6-methylphenol, 2-methyl-4-chloro-5-aminophenol, N-cyclopentyl-m-aminophenol, 2-methyl-4-methoxy-5-(2-hydroxyethylamino)phenol, 2-methyl-4-fluoro-5-aminophenol, resorcin, 2-methylresorcin, 4-chlororesorcin, 1-naphthol, 1,5-dihydroxynaphthalene, 1,7-dihydroxynaphthalene, 2,7-dihydroxynaphthalene, 2-isopropyl-5-methylphenol, 4-hydroxyindole, 5-hydroxyindole, 6-hydroxyindole, 7-hydroxyindole, 6-hydroxybenzomorpholine, 3,4-methylenedioxyphenol, 2-bromo-4,5-methylenedioxyphenol, 3,4-methylenedioxyaniline, 1-(2-hydroxyethyl)amino-3,4-methylenedioxybenzene, 2,6-dihydroxy-3,4-dimethylpyridine, 2,6-dimethoxy-3,5-diaminopyridine, 2,3-diamino-6-methoxypyridine, 2-methylamino-3-amino-6-methoxypyridine, 2-amino-3-hydroxypyridine, 2,6-diaminopyridine, and salts thereof.

9. A method for inhibiting odor of a fabric care composition comprising at least one cationic ingredient comprising a cationic polymer, wherein the cationic polymer is selected from cationic guar, cationic cellulose, a dimethyldiallylammonium chloride polymer, an acrylamide-dimethyldiallylammonium chloride copolymer, a PVP-dimethylaminoethyl methacrylate copolymer, an acrylic acid-dimethyldiallylammonium chloride copolymer, an acrylamide-dimethylaminoethyl methacrylate methyl chloride copolymer or a trimethylaminoethyl methacrylate polymer, wherein the odor results from the at least one cationic ingredient-, and wherein the method comprises adding a compound having an aldehyde group to the fabric care composition.

Description

MODE FOR DISCLOSURE

(1) Hereinafter, the present disclosure is described in detail through examples. However, the examples according to the present disclosure can be modified into various other forms and the scope of the present disclosure should not be interpreted to be limited to the following examples. The examples of the present disclosure are provided to more completely explain the present disclosure to those of ordinary skill in the art.

(2) In the following examples, a hair dye was used to demonstrate the effect of the perfume composition of the present disclosure because the odor caused by an amine is strong and evaluation can be conducted relatively immediately. However, it should not be construed that the scope of the present disclosure is restricted to the hair dye.

EXAMPLE 1

(3) Perfume bases 1 to 3 containing aldehyde perfumes were prepared according to the compositions given in Table 2.

(4) TABLE-US-00002 TABLE 2 Perfume Perfume Perfume Perfume name base 1 base 2 base 3 Green Adoxal 10.0 10.0 10.0 trans-2-Hexenal 2.0 2.0 2.0 cis-3-Hexenal 1.0 1.0 1.0 2,6-Nonadienal 2.0 2.0 2.0 Leguminal 15.0 10.0 10.0 Triplal ® 12.0 10.0 10.0 Vertral 8.0 5.0 5.0 Floral Hydroxycitronellal — 3.0 5.0 Cyclamen ald. — 3.0 5.0 Helional — 5.0 5.0 Lyral — 3.0 5.0 Melafleur — 5.0 5.0 Hexyl cinnamic aldehyde — 1.0 2.0 Jasmal — 3.0 5.0 Muguet aldehyde — 5.0 5.0 Vertral — 2.0 3.0 Citrus Citronellal — — 2.0 Citral — — 2.0 Mandarine aldehyde — — 6.0 Solvent DPG 50.0 20.0 10.0 Total 100.0 100.0 100.0

(5) Perfume compositions of Preparation Example 1-9 were prepared by mixing the three perfume bases listed in Table 2 with a general-use perfume according to the weight ratios described in Table 3. As the general-use perfume, the Angel berry perfume acquired from Givaudan was used. The Angel berry perfume is a mixture of linalool (dimethyl-1,6-octadien-3-ol), 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylindeno[5,6-c]pyran, benzyl 2-hydroxybenzoate, 2-tert-butylcyclohexyl acetate, cyclopentaneacetic acid, 3-oxo-2-pentyl methyl ester, geraniol ((2E)-3,7-dimethyl-2,6-octadien-1-ol), 4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one, 3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, 2-phenoxyethyl 2-methylpropanoate, hexyl acetate and 6-acetyl-1,1,2,4,4,7-hexamethyl-1,2,3,4-tetrahydronaphthalene.

(6) TABLE-US-00003 TABLE 3 Prep. Prep. Prep. Prep. Prep. Prep. Prep. Prep. Prep. (wt %) Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 Ex. 6 Ex. 7 Ex. 8 Ex. 9 General-use perfume 95.0 95.0 95.0 80.0 80.0 80.0 50.0 65.0 60.0 Perfume base 1 5.0 20.0 50.0 Perfume base 2 5.0 20.0 50.0 Perfume base 3 5.0 20.0 50.0 Total 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0 100.0

(7) The perfume compositions of Preparation Examples 1-9 described in Table 3 were added to an agent 1 described in Table 4 in an amount of 0.7 wt % to prepare nine agent 1 compositions (Examples 1-9). As comparative examples, an agent 1 composition containing no perfume (Comparative Example 1) and an agent 1 composition containing the existing perfume (Comparative Example 2) were prepared. For Comparative Example 1, dipropylene glycol (DPG) which is commonly used as a solvent of a perfume was used instead of the perfume. For Comparative Example 2, a perfume commonly used in a hair dye was used.

(8) TABLE-US-00004 TABLE 4 No. Ingredients Contents (%) Agent 1 1 Toluene-2,5-diamine 0.50 2 Resorcinol 0.40 3 m-Aminephenol 0.10 4 Sodium cocoyl glutaminate 7.20 5 Alkyl (8-16) glycoside 2.00 6 Polyoxyethylene lauryl ether 2.00 7 Polyoxyethylene tridecyl ether 0.50 8 Propylene glycol 4.00 9 Ethanol 9.50 10 Ammonia 1.68 11 Ammonium bicarbonate 8.00 12 Monoethanolamine 2.40 13 Ascorbic acid Adequate 14 Anhydrous sodium sulfite Adequate 15 Tetrasodium EDTA dehydrate Adequate 16 Perfume 0.70 17 Purified water To 100.0 Agent 2 1 Stearyltrimethylammonium chloride 0.70 2 Polyoxyethylene (40) cetyl ether 0.46 3 Cetanol 0.74 4 Myristyl alcohol 0.21 5 Hydroxyethane diphosphonate 0.04 6 Oxyquinoline sulfate 0.01 7 Sodium hydroxide Adequate 8 Hydrogen peroxide 5.70 9 Purified water To 100.0

(9) Test Example: Sensory Evaluation of Amine Odor

(10) After mixing 50 g of the agent 1 and 30 g of the agent 2 described in Table 4, hair dyeing was conducted by applying the mixture on a hair tress. The odor of amine was evaluated immediately after the dyeing, 20 minutes after the dyeing and after washoff.

(11) The sensory evaluation was conducted by 15 people aged in their 20s to 40s with experiences in hair dyeing. Their average age was 31.5 years (5 men and 10 women). The criteria of the sensory evaluation was as follows.

(12) —Criteria of Sensory Evaluation—

(13) Score 1: Very intense amine odor (similar to squid smell).

(14) Score 2: Intense amine odor.

(15) Score 3: Moderate amine odor.

(16) Score 4: Weak amine odor.

(17) Score 5: Very weak amine odor.

(18) The result of sensory evaluation immediately after the dyeing is shown in Table 5. The result of sensory evaluation 20 minutes after the dyeing is shown in Table 6. And, the result of sensory evaluation after the washoff is shown in Table 7.

(19) TABLE-US-00005 TABLE 5 Comp. Comp. Ex. 1 Ex. 2 Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 Ex. 6 Ex. 7 Ex. 8 Ex. 9 Mean 1.32 1.98 2.45 2.54 2.54 2.93 3.01 3.02 3.27 3.29 3.20 SD 0.62 0.62 0.56 0.64 0.70 0.80 0.70 0.72 0.80 0.59 0.86

(20) TABLE-US-00006 TABLE 6 Comp. Comp. Ex. 1 Ex. 2 Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 Ex. 6 Ex. 7 Ex. 8 Ex. 9 Mean 1.47 2.13 2.80 2.93 2.93 3.37 3.45 3.43 3.60 3.61 3.53 SD 0.64 0.64 0.68 0.59 0.70 0.70 0.70 0.72 0.83 0.74 0.83

(21) TABLE-US-00007 TABLE 7 Comp. Comp. Ex. 1 Ex. 2 Ex. 1 Ex. 2 Ex. 3 Ex. 4 Ex. 5 Ex. 6 Ex. 7 Ex. 8 Ex. 9 Mean 2.87 3.00 3.40 3.48 3.48 4.08 4.10 4.10 4.08 4.44 4.42 SD 0.64 0.65 0.63 0.62 0.62 0.74 0.63 0.70 0.64 0.70 0.72

(22) Referring to the result of Table 5, there was a significant difference in amine odor between Comparative Example 1 not treated with a perfume and Comparative Example 2 treated with the existing perfume immediately after the dyeing. In addition the amine odor-masking effect was improved as the content of the aldehyde perfume was increased.

(23) Referring to the result of Table 5 and Table 6, when comparing the results for Comparative Example 1 and Comparative Example 2 immediately after the dyeing and 20 minutes after the dyeing, the amine odor was stronger 20 minutes after the dyeing than immediately after the application of the hair dye. However, for Examples 1-9 wherein the aldehyde perfume was contained, the amine odor was comparable or slightly weaker 20 minutes after the dyeing.

(24) Referring to the result of Table 7, the amine odor-masking effect was superior for Comparative Example 2 wherein the general-use perfume was contained as compared to Comparative Example 1 wherein no perfume was contained after washing off the hair dye, suggesting that a perfume has an odor-masking effect.

(25) In addition, the odor-masking effect was more superior for Examples 1-9 wherein the aldehyde perfume composition was contained as compared to Comparative Example 2. The correlation coefficient was calculated to be 0.976, which suggests that the amine odor-masking effect is more superior as the content of the aldehyde perfume is higher.