Flavoring composition

Abstract

A fragrance composition and / or textile care composition containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde is provided for fragrance in textiles containing synthetic fibers and for odor neutralization.

Description

【Technical Field】 【0001】 Technical Field The present invention relates to a fragrance composition and a textile care composition for imparting a fragrance to textiles containing synthetic fibers, and to the use of such a fragrance composition on textiles containing polyester fibers, and to a method for imparting a fragrance to textiles containing synthetic fibers. 【Background Art】 【0002】 Background It is well known that adding a fragrance to the surface of a fabric or textile can improve its comfort and enhance the consumer acceptance of these products. 【0003】 A classical method of imparting a fragrance to textiles is to use a fabric conditioner containing a cationic surfactant during the rinse cycle, i.e., after washing the fabric with a laundry detergent. In these products, it is generally recognized that the deposition of the fragrance is promoted by the deposition of the cationic surfactant on the negatively charged cotton substrate. 【0004】 In contrast, detergents are formulated to remove substances such as dirt, grease, and oil from textiles rather than deposit substances on them, so the adhesion of odor molecules to textiles during the washing cycle is much less. 【0005】 Therefore, the underlying problem of the present invention is to provide a method for imparting a fragrance to textiles containing synthetic fibers, especially polyester-containing substrates, especially polyester fibers and / or substrates containing textiles. 【0006】 Details, examples, and preferences provided in connection with one or more specific aspects of the present invention described herein are further described herein and apply equally to all aspects of the present invention. Any possible combination of variations of the embodiments, examples, and preferences described herein is included in the present invention unless otherwise stated herein or unless explicitly stated otherwise in the context. [Overview of the project] 【0007】 Detailed explanation This invention is based on the remarkable discovery that 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde, a precursor suitable for releasing fragrance compounds, works particularly well in textiles, including synthetic fibers. 【0008】 This specification provides a fragrance composition comprising 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde for fragrance in textiles including synthetic fibers. 【0009】 3-Ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde is a homoallyl ether of ethyl vanillin and can release ethyl vanillin and benzylacetone when exposed to air. Exposure of the compound to air means exposure to molecular oxygen, which can cause oxidative cleavage of the compound and the release of at least ethyl vanillin and benzylacetone. The perceived odor is surprisingly described as vanilla and raspberry. The compound is listed in WO2023065203. 【0010】 When comparing the performance of the precursor in different textiles, it was surprisingly found that the compound 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde performed significantly better in textiles made of or containing synthetic fibers than in pure cotton. The fragrance imparting effect of the fragrance composition can be confirmed in the textile after the textile treated with the composition has been dried and the compound has been exposed to air. 【0011】 In the context of this application, the term “textile” refers to a wide range of products, including not only fabrics obtained by other techniques such as weaving and knitting, but also nonwoven materials or coatings, fibers, filaments, threads and yarns. 【0012】 Synthetic fibers refer to a group of fibers obtained through chemical synthesis, such as polyester, nylon, acrylic fibers (including Orlon), and polyolefin fibers. They can be used alone or in combination with other synthetic or non-synthetic fibers. 【0013】 For example, textiles containing synthetic fibers are composed of polyester or polyester-containing fibers. Polyester-containing fabrics and nonwovens may contain 100% pure polyester fibers or polyester fibers blended with other fibers (typically cotton and / or wool). Typical products include clothing, curtains, drapes, upholstery, wall coverings, carpets, and bed sheets and pillows. Typically, the percentage of polyester fibers in a blend ranges from 1% to 90%, particularly from 30% to 75%. For example, a polyester / cotton blend may contain 30% to 60% polyester. Blends may also contain regenerated cellulose (e.g., viscose, known by the trademark Rayon), polyamides, and poly(ether-urethane) copolymers (known by the trademarks Elastane, Spandex, or Lycra). 【0014】 For example, a fragrance composition containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde is provided for fragrance application to polyester-containing fabrics. 【0015】 The fragrance composition may contain only 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde, or it may be mixed with a wide range of natural and currently available synthetic molecules, such as essential oils, alcohols, aldehydes and ketones, ethers and acetals, esters and lactones, macrocyclic and heterocyclic compounds, and / or one or more components or excipients that have been conventionally used in combination with odorants in fragrance compositions, such as carrier materials and other auxiliary agents commonly used in the art. Known fragrance molecules and other components are described, for example, in "Perfume and Flavor Chemicals," S. Arctander, Ed., Vol. I & II, Allured Publishing Corporation, Carol Stream, USA, 2003, and include naturally derived or synthetic fragrance compounds and essential oils. 【0016】 In a further embodiment, 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde may be used in combination with other fragrance precursors, further homoallyl ethers, or precursors having different chemical structures. The combination of precursors enables the release of a perfume accord. 【0017】 In one aspect of the present invention, a textile care composition comprising 3-ethoxy-4-((4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde is provided for fragrance to textiles containing synthetic fibers. For example, such textiles containing synthetic fibers include polyester. 【0018】 The fragrance-imparting effect of the textile care composition can be confirmed in the textile after the textile treated with the composition has been dried and the textile care composition has been exposed to air. 【0019】 For example, textile care compositions can be selected from the group consisting of powder detergents, liquid detergents, sports laundry detergents, detergent pods, detergent sheets, laundry soaps, laundry tablets, pre-wash treatments, fabric softeners, dryer sheets, textile fresheners, carpet cleaners, ironing aids, fragrance boosters, and the like. 【0020】 The textile care composition of the present invention comprises at least 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde and a consumer product base. 【0021】 Consumer product bases are designed for each product to fulfill its intended purpose. Generally, the base compositions of various types of detergents, fabric softeners, and other textile care compositions are well-known. 【0022】 For example, sports laundry detergents are specifically designed for sportswear, which is often made of synthetic fibers, such as polyester. After contact with sweat, using a sports laundry detergent that may contain cationic surfactants with antibacterial properties can remove associated odors. 【0023】 3-Ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde can be used in textile care compositions in amounts of 0.001 to 30% by weight (e.g., up to about 10% by weight or up to 20% by weight), more preferably 0.01 to 5% by weight. However, these values ​​are given as examples only, as even experienced perfumers may find that the effects are different, or that lowering or increasing the concentration can lead to the creation of new fragrances. 【0024】 In one aspect, there is provided a textile care composition comprising a compound 3-ethoxy-4-((4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde at an allowable amount. For example, the textile care composition comprises from 0.000001 wt% to 90 wt% (including 0.00001 wt%, 0.0001 wt%, 0.001 wt%, 0.01 wt%, 0.01 wt%, 0.05 wt%, 0.1 wt%, 0.5 wt%, 1 wt%, 5 wt%, 8 wt%, 10 wt%, 15 wt%, 20 wt%, 25 wt%, 30 wt%, 50 wt%, 60 wt%, 65 wt%) based on the total amount of the textile care composition. 【0025】 In a further aspect, there is provided the use of 3-ethoxy-4-((4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde for imparting a fragrance to textiles comprising synthetic fibers. 【0026】 For example, there is provided the use of 3-ethoxy-4-((4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde for imparting a fragrance to synthetic fibers comprising polyester. 【0027】 The olfactory performance of the compound 3-ethoxy-4-((4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde in synthetic fibers, particularly polyester fibers, is suitable for such use. 【0028】 In a further aspect, there is provided the use of 3-ethoxy-4-((4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde for malodor neutralization. 【0029】 For example, there is provided the use of 3-ethoxy-4-((4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde for malodor neutralization of textiles comprising synthetic fibers, particularly synthetic fibers comprising polyester. 【0030】 Furthermore, 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde was found to perform well when textiles were exposed to tumble drying conditions or general heat. For example, textiles were first treated with a fabric detergent and / or fabric softener containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde and then dried in a dryer. Alternatively, washed textiles were dried in a dryer in the presence of a dryer sheet containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde. Textiles treated in this way often exhibit a vanilla raspberry scent. 【0031】 In addition to the olfactory properties of the 3-ethoxy-4-((4-methyl-6-phenylhexa-3-en-1-yl)oxy)benzaldehyde compound in synthetic fibers, it has been further discovered that the compound possesses remarkable odor-neutralizing properties. When an odor is released in the presence of an odor, such as the odor of male sweat, the compound can reduce the intensity of the odor while providing a desired odor intensity. 【0032】 The odor-neutralizing effect of the compound can be confirmed in the textile after it has been treated with the compound or a composition containing it, dried, and then exposed to air. 【0033】 In a further aspect, a method is provided for imparting fragrance to textiles, including synthetic fibers, comprising the following steps. a) Treating textiles with a composition containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde, and b) Exposing the textile to air. 【0034】 For example, the method is provided in which the textile contains polyester. 【0035】 The compound 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde itself is almost odorless. When textiles are treated with a composition containing the compound and dried, the compound is exposed to the surrounding air, and therefore molecular oxygen. The compound is cleaved, possibly by oxidative cleavage, and after a certain period of time, the fragrant compounds ethyl vanillin and benzylacetone are released. 【0036】 In a further aspect, a method is provided for enhancing the perception of fragrance in textiles, including synthetic fibers, by using 3-ethoxy-4-((4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde as a fragrance component. 【0037】 The present invention will now be further described with reference to the following non-limiting examples. These examples are for illustrative purposes only, and it will be understood that changes and modifications can be made by those skilled in the art. 【0038】 example Example 1: Performance of textiles made from different fibers 0.2% by weight of 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde was incorporated into an unscented liquid detergent base by magnetic stirring at room temperature for 24 hours. 【0039】 Using 65g of the liquid detergent sample prepared above, one odorless towel (100% cotton), one odorless T-shirt containing polyester fibers (95% cotton + 5% polyester), and one odorless synthetic T-shirt (100% polyester), a washing machine cycle at 40°C was performed. The odor intensity of the damp fabrics and the fabrics hung to dry (1, 3, and 7 days) was evaluated by a panel of experts. Odor intensity was recorded on an intensity scale from 0 (odorless) to 5 (very strong). 【0040】 [Table 1] 【0041】 As can be seen from Table 1, cotton fabrics washed with a detergent sample containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde had almost no odor, while polyester fabrics washed with the same sample under the same conditions exhibited a strong vanilla raspberry fragrance after 1, 3, and 7 days. Blended fibers containing polyester also exhibited a fragrance after 3 and 7 days, but the intensity was lower compared to 100% polyester fabrics. 【0042】 Example 2: Smell strength A 100% polyester fabric (5cm x 5cm) was stripped before use. It was then washed in a European washing machine (40°C - 1,000 rpm), using one unit dose (65g) per wash. The unit dose contained 0.20% 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde ("compound", sample 3), 0.20% by weight of ethyl vanillin and benzylacetone (sample 1), or an unscented liquid detergent base (sample 2). 【0043】 Hand towels (100% cotton) were used as test cloths and ballast, with a total washing load of 1.6 kg. The cloths were hung to dry and left in an unscented room at 25°C for 4 days. One hour before evaluation, the cloths were placed in 125 ml amber bottles and sealed with lids. Each sample was coded with a random code number. For evaluation, panelists were asked to remove the bottle lids, smell the samples, replace the lids, and provide feedback. 【0044】 Overall perceived intensity was assessed by a trained sensory panel using a line scale from 0 to 100. All overall perceived intensities were scaled against an internal reference sample set to 15. The order of samples assessed by the panelists was predetermined using balanced randomization. A 2-minute interval was left between assessments of each sample to ensure monotonic assessment and minimize carryover effects of fragrances and odors. Each sample was assessed twice by 20 panelists, resulting in 40 assessments per sample. 【0045】 Before analysis, we checked the data for outliers and extreme deviations from normal values. 【0046】 The reliability of the data was confirmed, and data from panelists with low differentiation, consensus, and reproducibility may have been removed from the analysis. The data was analyzed using analysis of variance (ANOVA). A significance level of 5% (95% confidence level) was used. The ANOVA included product, panelist, and replicate as factors. Pairwise comparisons of products were performed using Benjamin-Hochberg correction across multiple tests. Estimated product means are reported. The product means are indicated by letters if they are statistically significantly different, and share the same letter otherwise. 【0047】 [Table 2] 【0048】 The compound 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde exhibits a significantly higher fragrance intensity than two molecules of equivalent doses that release it. 【0049】 Example 3: Odor neutralization A 100% polyester fabric (5cm x 5cm) was stripped before use. It was then washed in a European washing machine (40°C - 1,000 rpm), with one unit dose (65g) used per wash. The unit dose contained 0.20% 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde (Sample 1), 0.20% by weight of ethyl vanillin and benzylacetone (Sample 2), or an unscented liquid detergent base (Sample 2). 【0050】 Hand towels (100% cotton) were used as test cloths and ballast, with a total washing load of 1.6 kg. The cloths were hung to dry and left overnight in a 25°C, fragrance-free room for four days. One hour before evaluation, 20 μL of diluted male sweat malodor was pipetteed onto filter paper and placed in a 125 ml amber bottle. The cloths were then placed on top of the filter paper, and the bottle was sealed with the lid. Each sample was coded with a random code number. For evaluation, panelists were asked to remove the lid from the bottle, smell the sample, replace the lid, and provide feedback. 【0051】 A trained sensory panel evaluated the perceived intensity of malodors and fragrances on a line scale from 0 to 100. All perceived intensities of malodors and fragrances were scaled relative to a malodor control sample. The perceived intensity of male sweat malodor was set to 35, and the perceived intensity of fragrances was set to 0. 【0052】 The order in which the panelists evaluated the samples was predetermined using balanced randomization. A 5-minute interval was left between evaluations of each sample to ensure monotonical evaluation and minimize carryover effects of fragrances and odors. Each sample was evaluated twice by 20 panelists, resulting in 40 evaluations per sample. 【0053】 Before analysis, we checked the data for outliers and extreme deviations from normal values. 【0054】 The reliability of the data was confirmed, and data from panelists with low differentiation, consensus, or reproducibility may have been removed from the analysis. The data was analyzed using analysis of variance (ANOVA). A significance level of 5% (95% confidence level) was used. Separate ANOVAs were performed for the intensity of malodorous and fragrance. The ANOVA had product, panelist, and replicate as factors. Pairwise comparisons of products were performed using the Benjamin-Hochberg correction across multiple tests. Estimated product means are reported. The product means are indicated by letters if they are statistically significantly different, and share the same letter otherwise. 【0055】 [Table 3] 【0056】 When evaluated from the bottles, fabrics washed with a sample containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde had significantly lower and significantly different perceived odor intensity (PMI) than fabrics washed with Mix 1:1 ethyl vanillin 0.10% + benzylacetone 0.10% or an unscented base. 【0057】 [Table 4] 【0058】 When cloths dried for four days were compared to sample 5 in the presence of male sweat odor, sample 8 had a significantly stronger perceived fragrance intensity (PFI) than fabrics washed with a 1:1 ethyl vanillin 0.10% + benzylacetone 0.10% mix (sample 6) or an unscented base (sample 7), in which no significant difference in PFI was observed. 【0059】 The use of 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde in polyester fabrics significantly reduced the perceived intensity of sweat odor. Furthermore, it resulted in a significantly higher odor reduction than the two released molecules, ethyl vanillin and benzylacetone. The compound used remains perceptible even in the presence of odor and exhibits a significantly higher fragrance intensity than the two released molecules.

Claims

[Claim 1] A fragrance composition containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde for fragrance application to textiles containing synthetic fibers. [Claim 2] The fragrance composition according to claim 1, wherein the synthetic fiber contains polyester. [Claim 3] A textile care composition containing 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde for fragrance application to textiles containing synthetic fibers. [Claim 4] The textile care composition according to claim 3, wherein the synthetic fiber contains polyester. [Claim 5] A textile care composition according to claim 3 or 4, selected from the group consisting of powder detergent, liquid detergent, sports laundry detergent, detergent pod, detergent sheet, laundry soap, laundry tablet, laundry pre-treatment, fabric softener, drying sheet, textile freshener, carpet cleaner, ironing aid, and fragrance enhancer. [Claim 6] A textile care composition according to any one of claims 3 to 5, further comprising a cationic surfactant. [Claim 7] Use of 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde to add fragrance to textiles containing synthetic fibers. [Claim 8] The use according to claim 7, wherein the synthetic fiber contains polyester. [Claim 9] Use of 3-ethoxy-4-((4-methyl-6-phenylhexy-3-en-1-yl)oxy)benzaldehyde for odor neutralization. [Claim 10] The use according to claim 9 in synthetic textiles, in particular synthetic fibers, and more particularly synthetic fibers containing polyester. [Claim 11] A method for adding fragrance to textiles containing synthetic fibers, a) Treating the textile with the composition described in any one of claims 3 to 6, and b) Exposing the textile to the air, The method, including the method described above. [Claim 12] A method for adding fragrance to a textile according to claim 11, wherein the textile contains polyester. [Claim 13] A method for enhancing the fragrance perception of a fragrance on a textile containing synthetic fibers by using 3-ethoxy-4-(4-methyl-6-phenylhex-3-en-1-yl)oxy)benzaldehyde as a fragrance component.

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