Fragrance Process

Abstract

A method for extending the olfactory effect of a fragrance added to a washed item, comprising adding a fragrance to the laundry, wherein the fragrance comprises at least one compound selected from the group consisting of ethyl (Z)-2-acetyl-4-methyltridec-2-enoate; ethyl N,S-bis(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)cysteinate; 4-(dodecylthio)-4-methylpentan-2-one; 1-butoxy-3-((1E,4Z)-hepta-1,4-dien-1-yl)benzene; and 2-ethoxy-4-((1E,4Z)-hepta-1,4-dien-1-yl)phenol. It has been found that washed items that are washed with at least one of the compounds and then stored, for example, in a cupboard, closet, or drawer, retain a substantial proportion of the fragrance for a longer period of time.

Description

[Technical Field]

[0001] The present disclosure relates to fragrance formulations, and more particularly to means of extending the olfactory effect of such fragrances. [Background technology]

[0002] Fragrances are common additives to laundry laundry, either as fragrance rinses or as components of laundry preparations such as detergent compositions or fabric softeners. The fragrance odor is generally evident after the laundry is completed, dried, and stored in a closed, retractable storage space such as a drawer, cupboard, or closet. Upon initial storage, the fragrance is apparent for a while when the space is opened, but generally fades and is undetectable after several openings. Summary of the Invention

[0003] It has now surprisingly been found that it is possible to significantly prolong the olfactory effect of a fragrance so that it is detectable even after numerous openings and after a considerable amount of time has passed. Accordingly, there is provided a method for extending the olfactory effect of a fragrance added to washed items, the method comprising adding a fragrance to the wash, the fragrance comprising at least one compound selected from the group consisting of: Ethyl (Z)-2-acetyl-4-methyltridec-2-enoate; Ethyl N,S-bis(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)cysteinate; 4-(dodecylthio)-4-methylpentan-2-one; 1-butoxy-3-((1E,4Z)-hepta-1,4-dien-1-yl)benzene; and 2-Ethoxy-4-((1E,4Z)-hepta-1,4-dien-1-yl)phenol.

[0004] The compound selected from the above group (hereinafter simply referred to as "compound") is a fragrance precursor, i.e., it decomposes under specific conditions, such as exposure to moisture or oxygen, to release at least one fragrance material. Such compounds are described, for example, in International Publications WO2007 / 143873, WO2018 / 096176, and WO2012 / 085287. More than one such compound may be used.

[0005] In a specific embodiment, the compound comprises ethyl (Z)-2-acetyl-4-methyltridec-2-enoate, which may be used alone or in combination with at least one of the other compounds listed above.

[0006] Under these circumstances, it is not surprising that the use of such a compound or compounds results in a fragrant smell, but it is completely unexpected that they can also extend the life of fragrances added to laundry, and it is equally completely unexpected that the presence of such compounds ensures that the full, original olfactory effect of the fragrance lasts for a significantly longer period than would otherwise be the case.

[0007] As mentioned above, the extended-life effect is particularly pronounced when the washed items are stored in a closed, retractable storage space. The extent and nature of the extended-life effect vary depending on the nature of the compound(s) or compounds (more than one may be used) and the nature of the fragrance. The extended-life effect can range from very short to very long in time, and from a weak to strong olfactory standpoint. Typically, washed items washed using a laundry preparation incorporating the above-mentioned compound(s) and then stored in a closed, retractable storage space have a strong odor up to 5-6 days after storage, persisting for as long as 14 days. This is in contrast to washed items washed using a laundry preparation without the above-mentioned compound(s), in which case the odor becomes significantly weaker and may even be completely undetectable after three days of storage. Additionally, washed items containing the compound retain a substantial portion of the original olfactory properties of the perfume after this time, while washed items without the compound retain very little, or sometimes none at all.

[0008] Determining a suitable formulation to provide any desired extension can be accomplished by exercising ordinary skill in the art, and given the limited number of compounds mentioned above, this is not an unduly burdensome endeavor.

[0009] The proportion of compounds present in a fragrance depends on the nature of the fragrance and the olfactory effect desired. Typically, they are present in a weight percentage of 0.1 to 30%, although in certain cases it is feasible and acceptable to use proportions outside these limits.

[0010] The fragrance may be composed of any of the ingredients known to be useful in fragrance compositions. Typical, non-limiting examples of suitable ingredients include:

[0011] - essential oils and extracts, such as bead onion, costus root oil, oakmoss absolute, geranium oil, tree moss absolute, basil oil, fruit oils such as bergamot oil and mandarin oil, myrtle oil, palmarosa oil, patchouli oil, petitgrain oil, jasmine oil, rose oil, sandalwood oil, absinthe oil, lavender oil or ylang-ylang oil;

[0012] - Alcohols, such as cinnamic alcohol, cis-3-hexenol, citronellol, Ebanol TM , Eugenol, Farnesol, Geraniol, Super Muguet TM , Linalool, Menthol, Nerol, Phenylethyl Alcohol, Rhodinol TM , Sandalore TM , terpineol or timberol TM ;

[0013] - Aldehydes and ketones, e.g. Azurone (R) (7-(3-methylbutyl)-1,5-benzodioxepin-3-one), Anisaldehyde, Alpha-Amyl Neonamide, Georgywood TM , Hydroxycitronellal, Iso E (R) Super, Isoraldeine (R) , Hedione (R) , 3-(4-isobutyl-2-methylphenyl)propanal, maltol, methyl cedryl ketone, methyl ionone, verbenone, or vanillin;

[0014] - Ethers and acetals, e.g. Ambrox (R) , geranyl methyl ether, rose oxide, or Spirambrene (R) ; - Esters and lactones, e.g. benzyl acetate, cedryl acetate, gamma-decalactone, Helvetolide (R) , γ-undecalactone or vetiveryl acetate;

[0015] - Macrocyclic compounds, e.g., ambrettolide, ethylene brassylate or exaltolide (R) ; and - Heterocyclic compounds, e.g. isobutylquinoline.

[0016] The fragrance formulation may also contain conventional adjuvants such as malodor inhibitors, solvents and surfactants, present in art-recognized proportions.

[0017] The fragrance containing compounds may be added separately to the laundry towards the end of the wash cycle, for example as a fragrance rinse in a suitable solvent, or may be incorporated into laundry products such as fabric softeners, tumble dry sheets, or powder or liquid detergents, in the latter case, the fragrance being added at a rate of 0.3% to 2% by weight of the laundry preparation.

[0018] In particular embodiments: - ethyl (Z)-2-acetyl-4-methyltridec-2-enoate is added to fabric softeners or to tumble dry sheets in a weight percentage of up to 20%; - ethyl N,S-bis(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)cysteinate is added to high-density liquid and powder detergents and fabric conditioners in a weight percentage of up to 1%; 4-(Dodecylthio)-4-methylpentan-2-one is added to high-density liquid detergents and fabric conditioners in amounts up to 5% by weight.

[0019] The present disclosure is further described with reference to the following examples which depict specific embodiments, but which are not intended to be limiting in any way.

[0020] Example: A basic fragrance suitable for fabric softeners [Table 1]

[0021] 1) Javanol = ((1-methyl-2-(1,2,2-trimethylbicyclo(3.1.0)-hex-3-ylmethyl)-cyclopropyl)methanol) 2) Radjanol = 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol This accord imparted a fresh, floral-fruity character in the neat product and on wet and dry fabrics.

[0022] Two samples of this fragrance were modified by replacing the dipropylene glycol (DPG) solvent with an equal weight of the following: (i) ethyl (Z)-2-acetyl-4-methyltridec-2-enoate, and (ii) A mixture of ethyl (Z)-2-acetyl-4-methyltridec-2-enoate (6 parts), ethyl N,S-bis(4-oxo-4-(2,6,6-trimethylcyclohex-3-en-1-yl)butan-2-yl)cysteinate (4 parts) and 4-(dodecylthio)-4-methylpentan-2-one (1 part). The fragrances modified in this way were designated B and C, respectively.

[0023] Three fragrances were each added to a sample of unfragranced fabric softener base at 1% by weight of the fabric softener base. The fabric softener with the unaltered fragrance was designated "Fabsoft A," while the other two fabric softeners were designated "Fabsoft B" and "Fabsoft C" to match the added modified scent. A sample of the fragrance was set aside for comparison.

[0024] The fabric softener was prepared one day before testing. The laundry consisted of one towel (100% cotton), one T-shirt (95% cotton, Elasthane TMIt consisted of one (5%) polyether-urea) and one (100% synthetic fiber) sports T-shirt. The wash cycle was 18 minutes and 1200 rpm spin.

[0025] At the end of the various cycles, the washed items were removed and first dried on a clothesline for one day. They were then placed in boxes to simulate storage in a cupboard or drawer and, after six days of storage, tested by trained perfumers. The perfumers rated the scent intensity on a scale of 0 (weak) to 5 (extremely strong) and also rated the olfactory quality compared to the original fragrance. The results were as follows:

[0026] [Table 2]

[0027] All compounded samples not only smelled stronger but also maintained more of the original fragrance characteristics, with the single compound fragrance (B) slightly outperforming the mixture (C), while the sample containing the unaltered fragrance not only smelled weaker but also lost most of its original olfactory characteristics.

Claims

1. 1. A method for extending the inherent olfactory effect of a fragrance added to a washed item, comprising: Adding fragrance to laundry The fragrance comprises ethyl (Z)-2-acetyl-4-methyltridec-2-enoate, Ethyl (Z)-2-acetyl-4-methyltridec-2-enoate prolongs the olfactory effect of fragrances that are not derived from ethyl (Z)-2-acetyl-4-methyltridec-2-enoate. The method.

2. The method of claim 1, wherein ethyl (Z)-2-acetyl-4-methyltridec-2-enoate is present in the fragrance in the range of 1 to 30% by weight.

3. 10. The method of claim 1, wherein the fragrance is added as a fragrance in a solvent.

4. The method of claim 1 wherein the fragrance is added as part of a laundry product.

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