Sheet containing a fragrance composition encapsulated in capsules and method for manufacturing the same

Abstract

Various aspects presented herein relate to the field of perfumery. In particular, the present disclosure provides dryer sheets comprising encapsulated perfume compositions.

Description

Technical Field

[0001] The present disclosure relates to the field of fragrances. In particular, the present disclosure provides compositions and methods for manufacturing fabric softeners or dryer sheets that include encapsulated fragrance compositions.

[0002] Background of the Invention Well-known products in the laundry industry are fabric softeners or dryer sheets. In use, consumers generally use at least one sheet during the drying cycle of the washing process. Fabric softeners or dryer sheets typically include a substrate material such as a web, which holds one or more components to impart desired benefits to the clothing. These components can include, for example, fragrances, antistatic agents, color transfer inhibitors, whiteners, enzymes, soil repellents, wrinkle reducers, fabric softeners, and the like.

[0003] In a general process for manufacturing fabric softeners or dryer sheets, a large roll of web material is guided at high speed through various coating, smoothing, and drying / cooling steps, during which one or more components are applied to the web. However, in conventional manufacturing methods, in many cases, the fragrance cannot be effectively transferred to the fabric dried in an automatic clothes dryer.

[0004] The present invention relates to a composition that can be applied to a product to improve the transfer of fragrance to fabric dried in an automatic clothes dryer.

[0005] Summary of the Invention In one aspect, the present disclosure provides a method comprising: a) preparing a roll-shaped substrate including a web; b) unwinding a portion of the roll-shaped substrate; c) in a first coating step, applying a varnish containing an encapsulated fragrance composition to the unwound portion of the roll-shaped substrate.

[0006] ​In a further embodiment, the method further includes, in a subsequent coating step, adding at least one agent selected from the group consisting of at least one antistatic agent, at least one color transfer inhibitor, at least one whitening agent, at least one enzyme, at least one antifouling agent, at least one wrinkle reducer, and at least one fiber softener to the unwound portion of the rolled substrate.

[0007] In a further embodiment, the method further includes a step of adding a protective overprint layer on top of the varnish layer in a subsequent coating step.

[0008] In one aspect, this disclosure is, a) A substrate including a web; b) A varnish layer comprising a encapsulated fragrance composition applied to at least one surface of the substrate; We offer products that include [this].

[0009] In a further embodiment, the product further includes a protective overprint layer on top of a varnish layer containing a encapsulated fragrance composition applied to at least one surface of a substrate.

[0010] In a further embodiment, the product further comprises at least one agent selected from the group consisting of at least one antistatic agent, at least one color transfer inhibitor, at least one whitening agent, at least one enzyme, at least one stain repellent, at least one wrinkle reducer, and at least one fabric softener.

[0011] In a further embodiment, the substrate includes a nonwoven fabric web.

[0012] In a further embodiment, the product is a dryer sheet.

[0013] In a further embodiment, the product is a wipe.

[0014] Although the claims that specifically identify and assert the present invention are described at the end of this specification, the present invention is considered to be better understood from the following description with respect to the accompanying drawings. [Brief explanation of the drawing]

[0015] [Figure 1] This figure shows a comparison between the fragrance intensity perceived by subjects on a sensory test panel from a dryer sheet manufactured by one embodiment of the method presented herein and the fragrance intensity perceived by subjects on a sensory test panel from a dryer sheet manufactured by a conventional method. [Figure 2] This figure shows the results of a sensory panel evaluation comparing the performance of a dryer sheet manufactured by one embodiment of the method presented herein with that of a commercially available dryer sheet (left two columns). The error was calculated using a 95% confidence interval. The dryer sheet manufactured by one embodiment of the method presented herein was a dryer sheet containing microcapsules containing fragrance oil A (second two columns from the left), fragrance oil B (second two columns from the right), and fragrance oil C (right two columns). [Figure 3] This figure shows the results of a sensory panel evaluation comparing the performance of a dryer sheet manufactured by the method described herein with that of a commercially available dryer sheet (left two columns). The error was calculated using a 95% confidence interval. The dryer sheet manufactured by one embodiment described herein was a dryer sheet containing microcapsules containing fragrance oil A (second two columns from the left) and fragrance oil B (second two columns from the right). [Figure 4a] This figure shows the results of the effect of cleaning on the adhesion of wax and fragrance capsules to commercially available dryer sheets. [Figure 4b] This figure shows the results of the effect of cleaning on the adhesion of wax and fragrance capsules to commercially available dryer sheets. [Figure 5a] This figure shows the results of the effect of cleaning on the adhesion of wax and fragrance capsules to dryer sheets manufactured by one embodiment of the method presented herein. [Figure 5b] This figure shows the results of the effect of cleaning on the adhesion of wax and fragrance capsules to dryer sheets manufactured by one embodiment of the method presented herein.

[0016] Detailed explanation The following description refers to specific embodiments that may be implemented, which are provided for illustrative purposes only. These embodiments are described in detail so that those skilled in the art can carry out the invention described herein, and it will be understood that other embodiments may be utilized and logical modifications may be made without departing from the scope of the embodiments presented herein. Accordingly, the following description of exemplary embodiments should not be constrained, and the scope of the various embodiments presented herein is defined by the appended claims.

[0017] The abstract is provided in accordance with 37 C. FR § 1.72(b) to allow the reader to quickly grasp the nature and essence of the technical disclosure. The abstract is submitted with the understanding that it is not to be used to interpret or limit the scope or meaning of the claims.

[0018] Method: In some embodiments, a sheet comprising an encapsulated fragrance composition is coated with the encapsulated fragrance composition and at least one agent selected from the group consisting of an optional antistatic agent, at least one color transfer inhibitor, at least one whitening agent, at least one enzyme, at least one soil repellent, at least one wrinkle reducing agent, and at least one fabric softener. In one embodiment, a roll-shaped substrate comprising a web is coated with the encapsulated fragrance composition and at least one agent selected from the group consisting of an optional antistatic agent, at least one color transfer inhibitor, at least one whitening agent, at least one enzyme, at least one soil repellent, at least one wrinkle reducing agent, and at least one fabric softener by sequentially passing it through an applicator roller coated with the same. In some embodiments, a protective overprint layer can be added by passing a roll-shaped substrate comprising a web over a roller coated with the protective overprint layer. In one embodiment, the present disclosure provides a method comprising: a) preparing a roll-shaped substrate comprising a web; b) unwinding a portion of the roll-shaped substrate; c) in a first coating step, applying a varnish containing an encapsulated fragrance composition to the unwound portion of the roll-shaped substrate.

[0019] In some embodiments, a protective overprint layer can be added by passing a roll-shaped substrate comprising a web over a roller coated with the protective overprint layer.

[0020] In one embodiment, the present disclosure a) preparing a roll-shaped substrate comprising a web; b) unwinding a portion of the roll-shaped substrate; c) in a first coating step, applying a varnish containing an encapsulated fragrance composition to the unwound portion of the roll-shaped substrate; and provides a method comprising.

[0021] In one embodiment, a varnish containing an encapsulated fragrance composition is applied to the unwound portion of a roll-shaped substrate by flexographic printing. In such an embodiment, an anilox roll is coated with a slurry of the varnish containing the encapsulated fragrance composition, and the unwound portion of the roll-shaped substrate passes over the anilox roll at a speed ranging from 60 to 105 feet / min, during which time the slurry adheres to the surface of the unwound portion of the roll-shaped substrate. The speed can be increased to a tolerance range permitted by the mechanical directional strength of the nonwoven fabric.

[0022] Those skilled in the art will readily understand that the amount of slurry adhering to the surface of the unwound portion of the rolled substrate can be changed by changing several parameters, such as the speed at which the unwound portion of the rolled substrate passes over the anilox roll, the amount of material conveyed by the anilox roll, and the number, size, and shape of the anilox cells.

[0023] In one embodiment, the conveying rate of the anilox roll is 1 billion to 20 billion cubic microns per square inch.

[0024] In a further embodiment, the method further includes a step of adding a protective overprint layer on the varnish layer in a subsequent coating step. In one embodiment, the protective overprint layer comprises a PEG solution. In some embodiments, the PEG solution is 60% concentrated in water.

[0025] In a further embodiment, the method further includes, in a subsequent coating step, adding at least one agent selected from the group consisting of at least one antistatic agent, at least one color transfer inhibitor, at least one whitening agent, at least one enzyme, at least one antifouling agent, at least one wrinkle reducer, and at least one fiber softener to the unwound portion of the rolled substrate. Non-limiting examples of the at least one agent are disclosed in U.S. Patent No. 5,246,603 and U.S. Patent No. 6,297,210.

[0026] Substrate: Suitable materials that can be used as a substrate include sponges, paper, and woven and nonwoven fabrics. In one embodiment, the substrate is a nonwoven fabric substrate. Nonwoven fabric substrates used herein may include bound fiber or filamentous products having a web or carded fiber structure (where the fiber strength is suitable to allow carding), or may include fiber mats in which the fibers or filaments are distributed in a disordered or random arrangement (i.e., the arrangement of fibers in a carded web where partial orientation of fibers is frequently present, and completely disordered distribution orientation), or substantially aligned. The fibers or filaments may be natural (e.g., wool, silk, jute, hemp, cotton, linen, sisal, or ramie) or synthetic (e.g., rayon, cellulose esters, polyvinyl derivatives, polyolefins, polyamides, or polyesters).

[0027] The substrate can be configured to obtain desired physical properties, such as absorbency, tensile strength, and thickness. While not intended to be limited to any particular theory, desired absorbency can be achieved, for example, by increasing the thickness of the fabric, i.e., by layering multiple carded webs or mats until they are thick enough to obtain the required absorbency, or by attaching fibers of sufficient thickness to the screen.

[0028] Nonwoven fabric substrates can be manufactured by any method readily selected by those skilled in the art. An example is the method disclosed in U.S. Patent No. 5,246,603.

[0029] The roll-shaped substrate containing encapsulated fragrance can then be processed to provide products such as wipes, tissues, and dryer sheets.

[0030] Therefore, in one embodiment, a roll-shaped substrate containing encapsulated fragrance is further processed to provide a product configured for conditioning fabrics in an automatic clothes dryer. In such an embodiment, the product is a dryer sheet.

[0031] An example of a dryer sheet suitable for manufacture by the method disclosed herein is the dryer sheet disclosed in U.S. Patent No. 5,246,603. Another example of a dryer sheet suitable for manufacture by the method disclosed herein is the dryer sheet disclosed in U.S. Patent No. 6,297,210.

[0032] Alternatively, in one embodiment, a roll-shaped substrate containing encapsulated fragrance is further processed to provide a product configured to transfer the fragrance to a surface. In such an embodiment, the product is a wipe.

[0033] An example of a wipe suitable for manufacture by the method disclosed herein is the wipe disclosed in U.S. Patent No. 7,285,520. Another example of a wipe suitable for manufacture by the method disclosed herein is the wipe disclosed in U.S. Patent No. 5,863,663.

[0034] Encapsulated fragrance composition: In some embodiments, the fragrance composition is encapsulated by a method comprising the following general steps: First, an oil-in-water or water-in-oil emulsion is prepared using a monomer or polymer (such as a polyisocyanate) soluble in the oil phase and a polymer (such as a polyamine or polyol) soluble in the aqueous phase. Then, under specific conditions (such as temperature and pH), these polymers react with each other at the oil-water interface to form a polymer shell. As a result, an aqueous core-shell microcapsule slurry is obtained, and the fragrance composition is contained within the core of the microcapsule.

[0035] While not intended to be limited to any particular theory, the properties of a microcapsule shell depend on the properties of the monomer or polymer present in the oil and aqueous phases, respectively. For example, polyurea shells are obtained when polyisocyanates react with polyamines, while polyurethane shells are obtained when polyisocyanates react with polyols.

[0036] Methods for producing such microcapsules are widely disclosed in the prior art. Examples of methods for preparing polyurea and polyurethane-based microcapsule slurries are described, for example, in International Publication 2007 / 004166, European Patent No. 2300146, or European Patent No. 2579976.

[0037] The material used to encapsulate the fragrance composition may be a microcapsule, which is widely described in the prior art, preferably a core-shell type having a polymer shell.

[0038] The properties of the polymer shells from the microcapsules of this disclosure may vary. In non-limiting examples, the shells may be aminoplast-based, polyurea-based, or polyurethane-based. The shells may also be hybrids, such as organic-inorganic hybrids, including hybrid shells composed of at least two types of cross-linked inorganic particles, or shells obtained from hydrolysis and condensation reactions of polyalkoxysilane macromonomer compositions.

[0039] According to one embodiment, the shell comprises an aminoplast copolymer such as melamine-formaldehyde or urea-formaldehyde or cross-linked melamine-formaldehyde or melamine-lyoxal.

[0040] In another embodiment, the shell is a polyurea base, for example, but not limited to, isocyanate-based monomers and amine-containing crosslinking agents, such as guanidine carbonate and / or guanazole. A particular polyurea microcapsule comprises a polyurea wall, which is a polymerization reaction product between at least one polyisocyanate containing at least two isocyanate functional groups and at least one reactant selected from the group consisting of amines (e.g., water-soluble guanidine salts and guanidine); a colloidal stabilizer or emulsifier; and a encapsulated fragrance. However, the use of amines may be omitted.

[0041] According to another embodiment, the microcapsule has a shell as described in International Publication No. 2019243426.

[0042] In a particular embodiment, the colloidal stabilizer comprises an aqueous solution of 0.1% to 0.4% polyvinyl alcohol and 0.6% to 1% cationic copolymer of vinylpyrrolidone and quaternized vinylimidazole (all percentages are defined by weight relative to the total weight of the colloidal stabilizer). In another embodiment, the emulsifier is an anionic or amphiphilic biopolymer, which in one embodiment can be selected from the group consisting of gum arabic, soy protein, gelatin, sodium caseinate, and mixtures thereof.

[0043] In another embodiment, the shell is polyurethane-based, manufactured from, for example, but not limited to, polyisocyanates and polyols, polyamides, polyesters, and the like.

[0044] According to another embodiment, the microcapsules have a polymer shell obtained by a complex coacervation in which the shell may be cross-linked, as described in International Publication No. 2014044840.

[0045] The preparation of aqueous dispersions / slurries of core-shell microcapsules is well known to those skilled in the art. In one embodiment, the microcapsule wall material may contain any suitable resin, particularly melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, and the like. Suitable resins include reaction products of aldehydes and amines, and suitable aldehydes include formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluryl, and mixtures thereof. Suitable melamines include methylolmelamine, methylated methylolmelamine, iminomelamine, and mixtures thereof. Suitable ureas include dimethylolurea, methylated dimethylolurea, urea-resorcinol, and mixtures thereof. Suitable materials for manufacturing can be obtained from one or more of the following companies: Solutia Inc. (St. Louis, Missouri, USA), Cytec Industries (West Paterson, New Jersey, USA), and Sigma-Aldrich (St. Louis, Missouri, USA).

[0046] According to one embodiment, the microcapsule is a one-shell aminoplast core-shell microcapsule obtained by a process comprising the following steps: 1) A step of mixing a fragrance oil with at least one polyisocyanate having at least two isocyanate functional groups to form an oil phase; 2) A step of dispersing or dissolving an aminoplast resin and an optional stabilizer in water to form an aqueous phase; 3) A step of preparing an oil-in-water dispersion containing an average droplet size of 1 to 100 microns by mixing the oil phase and the aqueous phase; 4) A step of performing a curing step to form the wall of the microcapsule; and 5) Optionally, the final dispersion is dried to obtain dried core-shell microcapsules.

[0047] According to one embodiment, the core-shell microcapsule is a formaldehyde-free capsule. A general process for preparing a formaldehyde-free aminoplast microcapsule slurry includes the following steps: 1) a. Polyamine components in the form of melamine or a mixture of melamine and at least one C1-C4 compound containing two NH2 functional groups; b. Glyoxal and C 4~6 An aldehyde component in the form of a mixture of 2,2-dialkoxy-ethanal and an optional glyoxalate, wherein the mixture contains 1 / 1 to 10 / 1 glyoxal / C 4~6 Aldehyde components having a molar ratio of 2,2-dialkoxy-ethanal; and c. Proton acid catalyst; A step of preparing an oligomeric composition containing the reaction products of, or obtained by reacting them together; 2) a.Oil; b.Aqueous medium: c. At least one oligomer composition obtained in step 1, d. i.C4~C 12 Aromatic or aliphatic diisocyanates or triisocyanates and their biuretes, triuretes, trimers, trimethylolpropane adducts, and mixtures thereof; and / or ii. Di- or tri-oxirane compounds of the following formula: A-(oxiran-2-ylmethyl) n [In the formula, n [where represents 2 or 3, and 1 optionally represents a C2-C6 group containing 2-6 nitrogen and / or oxygen atoms] At least one crosslinking agent selected from the following: e. C1-C4 compounds containing two optional NH2 functional groups; A step of preparing an oil-in-water dispersion containing droplets with a size of 1 to 600 microns; 3) A step of heating the dispersion; 4) A step of cooling the dispersion.

[0048] The above process is described in detail in International Publication No. 2013 / 068255.

[0049] In another embodiment, the microcapsule shell is polyurea or polyurethane-based. Examples of processes for preparing polyurea and polyurea-based microcapsule slurries are described, for example, in International Publication 2007 / 004166, European Patent Application Publication 2300146, and European Patent Application Publication 25799. Generally, the process for preparing polyurea or polyurethane-based microcapsule slurries includes the following steps: a) A step of dissolving at least one polyisocyanate having at least two isocyanate groups in oil to form an oil phase; b) A step of preparing an aqueous solution of an emulsifier or colloidal stabilizer for forming an aqueous phase; c) A step of adding an oil phase to an aqueous phase to form an oil-in-water dispersion, wherein the average droplet size is 1 to 500 μm, preferably 5 to 50 μm; and d) A step of applying conditions sufficient to induce interfacial polymerization and form microcapsules in the form of a slurry.

[0050] According to a particular aspect of the present invention, the microcapsules are coated with a polymer selected from the group consisting of polysaccharides, biopolymers, cationic polymers, and mixtures thereof to form an outer coating of the microcapsules.

[0051] Polysaccharide polymers are well known to those skilled in the art. Examples of nonionic polysaccharides include, but are not limited to, locust bean gum, xyloglucan, guar gum, hydroxypropyl guar, hydroxypropyl cellulose and hydroxypropyl methylcellulose, pectin, and mixtures thereof.

[0052] In a particular embodiment, the coating consists of a cationic coating.

[0053] Cationic polymers are also well known to those skilled in the art. In some embodiments, cationic polymers have a cationic charge density of at least 0.5 meq / g, or at least about 1.5 meq / g, or less than about 7 meq / g, or less than about 6.2 meq / g. The cationic charge density of cationic polymers can be measured by the Kjeldahl method, which is described in the United States Pharmacopeia as a chemical test for nitrogen measurement. In some embodiments, cationic polymers are selected from those containing units comprising primary, secondary, tertiary, and / or quaternary amine groups, which may form part of the polymer backbone or have side substituents directly linked thereto. In some embodiments, the weight-average (Mw) molecular weight of cationic polymers is 10,000 to 3.5 M Daltons, or 50,000 to 2 M Daltons.

[0054] In certain embodiments, cationic polymers based on acrylamide, methacrylamide, N-vinylpyrrolidone, quaternized N,N-dimethylaminomethacrylate, diallyldimethylammonium chloride, quaternized vinylimidazole (3-methyl-1-vinyl-1H-imidazole-3-iumu chloride), vinylpyrrolidone, acrylamidopropyltrimonium chloride, cassia hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride, or polygalactomannan, 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride, and cellulose hydroxypropyltrimonium chloride are used. In some embodiments, the copolymer must be selected from the group consisting of polyquaternium-5, polyquaternium-6, polyquaternium-7, polyquaternium-10, polyquaternium-11, polyquaternium-16, polyquaternium-22, polyquaternium-28, polyquaternium-43, polyquaternium-44, polyquaternium-46, cassia hydroxypropyltrimonium chloride, guar hydroxypropyltrimonium chloride or polygalactomannan 2-hydroxypropyltrimethylammonium chloride ether, starch hydroxypropyltrimonium chloride, and cellulose hydroxypropyltrimonium chloride.

[0055] Specific examples of commercially available products include Salcare® SC60 (a cationic copolymer of acrylamidopropyltrimonium chloride and acrylamide, supplied by BASF) or Luviquat®, for example, PQ 11N, FC 550, or Style (a quaternary copolymer of polyquaternium-11~68 or vinylpyrrolidone, supplied by BASF), or Jaguar® (C13S or C17, supplied by Rhodia).

[0056] According to any of the above embodiments, the aforementioned polymer is added in an amount of approximately 0% to 5% w / w, or even approximately 0.1% to 2% w / w, and this percentage is expressed on a w / w basis relative to the total weight of the microcapsule slurry.

[0057] In this specification, “fragrance oil” (or “fragrance”) means an ingredient or composition that is liquid at about 20°C. According to any of the above embodiments, a fragrance oil may be a fragrance component alone, or a mixture of components in the form of a fragrance composition. “Fragrance component” as used herein means a compound used primarily for the purpose of imparting or modifying a scent. In other words, for such a component to be considered a fragrance component, it must not only have a scent, but also be recognized by those skilled in the art as being able to impart or modify the scent of a composition in a positive or pleasant way. For the purposes of this disclosure, fragrance oils include not only combinations of fragrance components with substances that together improve, enhance, or modify the delivery of the fragrance component, such as fragrance precursors, emulsions, or dispersions, but also combinations that provide additional benefits beyond modifying or imparting a scent, such as persistence, blooming, odor suppression, antimicrobial effects, microbial stability, and pest control.

[0058] The properties and types of fragrance components present in the hydrophobic interior are not guaranteed to be described in more detail herein and are not exhaustive in any case, and can be selected by those skilled in the art based on common sense, as well as according to the intended use or application and the desired sensory effect. In general terms, these fragrance components belong to a diverse chemical classification, including alcohols, aldehydes, ketones, esters, ethers, acetates, nitriles, terpenoids, nitrogen or sulfur heterocyclic compounds, and essential oils, and the fragrance components may be of natural or synthetic origin. Many of these components are listed in any case in relevant texts such as S. Arctander's book *Perfume and Flavor Chemicals*, 1969, Montclair, New Jersey, USA, or more recent versions thereof, or other works of similar nature, as well as in the extensive patent literature in the field of fragrances. It is also understood that the components may be compounds known to release various types of fragrance compounds in a controlled manner.

[0059] In particular, the following are some commonly used fragrance components in fragrance formulations: Aldehyde components: decanal, dodecanal, 2-methyl-undecinal, 10-undecenal, octanal, nonanal, and / or nonenal; Aromatic herbal components: Eucalyptus oil, camphor, eucalyptol, 5-methyltricyclo[6.2.1.0~2,7~]undecane-4-one, 1-methoxy-3-hexanethiol, 2-ethyl-4,4-dimethyl-1,3-oxatian, 2,2,7 / 8,9 / 10-tetramethylspiro[5.5]undec-8-en-1-one, menthol, and / or alpha-pinene; Balsam components: Coumarin, ethyl vanillin, and / or vanillin; Citrus components: Dihydromyrcenol, citral, orange oil, linalyl acetate, citronellyl nitrile, orange terpene, limonene, 1-p-menthen-8-yl acetate, and / or 1,4(8)-p-mentadiene; Floral components: Methyl dihydrojasmonate, linalool, citronellol, phenylethanol, 3-(4-tert-butylphenyl)-2-methylpropanal, hexyl cinnamaldehyde, benzyl acetate, benzyl salicylate, tetrahydro-2-isobutyl-4-methyl-4(2H)-pyranol, beta-ionone, methyl 2-(methylamino)benzoate, (E)-3-methyl-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-3-buten-2-one, (1E)-1-(2,6,6-trimethyl-2-cyclohexen (2E)-1-(2,6,6-trimethyl-1,3-cyclohexadiene-1-yl)-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, (2E)-1-[2,6,6-trimethyl-3-cyclohexen-1-yl]-2-buten-1-one, (2E)-1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, 2,5-dimethyl-2-indanmethanol, 2,6,6-trimethyl-3-cyclohexen- 1-Carboxylate, 3-(4,4-dimethyl-1-cyclohexen-1-yl)propanal, hexyl salicylate, 3,7-dimethyl-1,6-nonadien-3-ol, 3-(4-isopropylphenyl)-2-methylpropanal, berzyl acetate, geraniol, p-menth-1-en-8-ol, 4-(1,1-dimethylethyl)-1-cyclohexyl acetate, 1,1-dimethyl-2-phenylethyl acetate, 4-cyclohexyl-2-methyl-2-butanol, amyl salicylate, methyl cis-dihydrojasmonate, 3- Tyl-5-phenyl-1-pentanol, verzylpropionate, geranyl acetate, tetrahydrolinalool, cis-7-p-menthanol, propyl(S)-2-(1,1-dimethylpropoxy)propanoate, 2-methoxynaphthalene, 2,2,2-trichloro-1-phenylethyl acetate, 4 / 3-(4-hydroxy-4-methylpentyl)-3-cyclohexen-1-carbaldehyde, amyl cinnamaldehyde, 8-decene-5-olido, 4-phenyl-2-butanone, isononyl acetate, 4-(1,1-dimethylethyl)-1-cyclohexyl, berzyl isobutyrate, and / or a mixture of methyl ionone isomers; Fruity components: Gamma-undecalactone, 2,2,5-trimethyl-5-pentylcyclopentanone, 2-methyl-4-propyl-1,3-oxatian, 4-decanolide, ethyl 2-methylpentanoate, hexyl acetate, ethyl 2-methylbutanoate, gamma-nonalactone, allyl heptanoate, 2-phenoxyethyl isobutyrate, ethyl 2-methyl-1,3-dioxolan-2-acetate, 3-(3,3 / 1,1-dimethyl-5-indanyl)propanal, diethyl 1,4-cyclohexanedicarboxylate, 3-methyl-2-hexen-1-yl acetate, 1-[3,3-dimethylcyclohexyl]ethyl[3-ethyl-2-oxyranyl]acetate, and / or diethyl 1,4-cyclohexanedicarboxylate; Green components: 2-methyl-3-hexanone(E)-oxime, 2,4-dimethyl-3-cyclohexen-1-carbaldehyde, 2-tert-butyl-1-cyclohexyl acetate, styraryl acetate, allyl(2-methylbutoxy)acetate, 4-methyl-3-decen-5-ol, diphenyl ether, (Z)-3-hexen-1-ol, and / or 1-(5,5-dimethyl-1-cyclohexen-1-yl)-4-penten-1-one; Musk components: 1,4-dioxa-5,17-cycloheptadecanedione, (Z)-4-cyclopentadecen-1-one, 3-methylcyclopentadecanone, 1-oxa-12-cyclohexadecen-2-one, 1-oxa-13-cyclohexadecen-2-one, (9Z)-9-cycloheptadecen-1-one, 2-{1S)-1-[(1R)-3,3-dimethylcyclohexyl]ethoxy}-2-oxoethylpropionate 3-methyl-5-cyclopenta Decen-1-one, 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-g-2-benzopyran, (1S,1'R)-2-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxy]-2-methylpropylpropanoate, oxacyclohexadecan-2-one, and / or (1S,1'R)-[1-(3',3'-dimethyl-1'-cyclohexyl)ethoxycarbonyl]methylpropanoate; Woody components: 1-[(1RS,6SR)-2,2,6-trimethylcyclohexyl]-3-hexanol, 3,3-dimethyl-5-[(1R)-2,2,3-trimethyl-3-cyclopenten-1-yl]-4-penten-2-ol, 3,4'-dimethylspiro[oxiran-2,9'-tricyclo[6.2.1.02,7]undec[4]ene, (1-ethoxyethoxy)cyclododecane, 2,2,9,11-tetramethylspiro[5.5]undec-8-ene-1-yl acetate, 1-(octahydro-2,3,8,8-tetramethyl-2-naphthalenyl)-1-ethanone, patchouli oil, patch Terpene fraction of yori oil, clearwood®, (1'R,E)-2-ethyl-4-(2',2',3'-trimethyl-3'-cyclopenten-1'-yl)-2-buten-1-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, methylcedyl ketone, 5-(2,2,3-trimethyl-3-cyclopentenyl)-3-methylpentan-2-ol, 1-(2,3,8,8-tetramethyl-1,2,3,4,6,7,8,8a-octahydronaphthalene-2-yl)ethane-1-one, and / or isobornyl acetate; Other ingredients (e.g., amber, powdery, spicy, or watery): dodecahydro-3a,6,6,9a-tetramethyl-naphtho[2,1-b]furan and any stereoisomers thereof, heliotropin, anisaldehyde, eugenol, cinnamaldehyde, clove oil, 3-(1,3-benzodioxol-5-yl)-2-methylpropanal, 7-methyl-2H-1,5-benzodioxepin-3(4H)-one, 2,5,5-trimethyl-1,2,3,4,4a,5,6,7-octahydro-2-naphthalenol, 1-phenylvinyl acetate, 6-methyl-7-oxa-1-thia-4-azaspiro[4.4]nonane, and / or 3-(3-isopropyl-1-phenyl)butanal.

[0060] The fragrance bases described herein are not limited to the above-mentioned fragrance components, and in any case, many other such combination components are described in relevant texts such as the book *Perfume and Flavor Chemicals*, 1969, Montclair, New Jersey, USA by S. Arctander, or its more recent editions, or other works of a similar nature, as well as in the extensive patent literature in the field of fragrances. It is also understood that the components may be compounds known to release various types of fragrance compounds, also known as pro-perfumes or pro-fragrances, in a controlled manner. Non-limiting examples of suitable propoperumes include 4-(dodecylthio)-4-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-butanone, 4-(dodecylthio)-4-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2-butanone, trans-3-(dodecylthio)-1-(2,6,6-trimethyl-3-cyclohexen-1-yl)-1-butanone, 2-phenylethyloxo(phenyl)acetate, or mixtures thereof.

[0061] High-intensity fragrance: According to another embodiment, the oil phase (or oily core) is Fragrance oil containing at least 15% by weight of high-intensity fragrance raw materials with a Log T of less than -4, and 25-100% by weight of fragrance oil, Density is 1.07 g / cm³ 3 Higher density equilibrium material is 0-75% by weight. include.

[0062] High-intensity fragrance ingredients with Log T < -4 and 1.07 g / cm³ 3 The properties of density equilibrium materials with higher densities are described in International Publication No. 2018115250, which is included by reference.

[0063] The fragrance components can be dissolved in solvents currently used in the fragrance industry. Examples of such solvents include diethyl phthalate, isopropyl myristate, Abalyn® (rosin resin, available from Eastman), benzyl benzoate, ethyl citrate, limonene, or other terpenes, or isoparaffins. In one embodiment, the solvent is highly hydrophobic and sterically hindered, such as Abalyn® or benzyl benzoate. In one embodiment, the fragrance contains less than 30% solvent. In another embodiment, the fragrance contains less than 20% or less than 10% solvent, all of which are determined by weight relative to the total weight of the fragrance. In one embodiment, the fragrance contains essentially no solvent.

[0064] Figure 1 shows the perceived fragrance intensity of a sensory test panel made from a dryer sheet manufactured by one embodiment of the method presented herein, compared to the perceived fragrance intensity of a sensory test panel made from a dryer sheet manufactured by a conventional method (commercially available dryer sheet).

[0065] A method according to one embodiment presented herein includes a flexographic printing method using an open-channel, hexagonal-celled anilox roller having 17.2 billion cubic microns per square inch, wherein a encapsulated slurry of fragrance is printed onto a nonwoven fabric, and a molten quaternary ammonium salt is then applied to the portion of the web unwound from the roll.

[0066] The present invention is best illustrated by the following embodiments, but is not limited thereto.

[0067] Examples Example 1: Manufacture of a dryer sheet by the method according to the embodiments presented herein. Printed dryer sheets were prepared using an APEX roller, 17.2 BCM: with tension roller, no overprint, with ink and encapsulated fragrance slurry (0.15% w / w encapsulated fragrance - Sample 1 - left two columns - Figure 1), using UV400V, with heating fan, and blower blocked from the tray. Then, 1.5 g of quat was gently roller-coated onto the printed sheet using the bath roller method. As a control, dryer sheets were treated with commercially available encapsulated material premixed in quat (0.4% w / w encapsulated fragrance 1 - Sample 2 - middle two columns - Figure 1), and gently roller-coated onto the sheet using the bath roller method. Finally, a commercially available dryer sheet was included as an additional control - Sample 3 (right two columns - Figure 1).

[0068] The performance of the printed dryer sheets was compared with control and commercially available dryer sheets. The results are shown in Figure 1. It is noteworthy that the dryer sheet manufactured using the composition in the embodiment presented herein (Sample 1) showed comparable performance before rubbing and significantly higher performance after rubbing, with a fragrance level 16.7–37.5% higher on the printed sheet than on Samples 2 and 3. Furthermore, microscopic observation showed that no capsules remained on Sample 1 after use, indicating 100% adhesion, while Samples 2 and 3 still had visible capsules in the web, indicating inefficient adhesion.

[0069] Example 2: Performance of a dryer sheet by a method according to one embodiment presented herein Separate fragrance formulations were encapsulated using the following method: an oil phase was prepared by mixing polyisocyanate (trimethylolpropane adduct of xylylene diisocyanate, Takenate® D-110N, supplied by Mitsui Chemicals) with a core oil composed of fragrance oils. The oil phase consisted of 2% Takenate® D-110N and 98% core oil. After using the encapsulated Takenate® D-110N, the melamine-formaldehyde wall was crosslinked.

[0070] To prepare the capsule slurry, a blend of acrylamide and acrylic acid copolymer, along with two melamine-formaldehyde resins, was dissolved in water to form an aqueous phase. A fragrance premix oil was then added to this solution, and the pH was adjusted to 5 with acetic acid. The temperature was raised to 90°C over 2 hours to cure the capsules. At this point, the capsules were formed, crosslinked, and stable. Subsequently, a 3% Salcare SC60 (acrylamidopropyltrimonium chloride / acrylamide copolymer) solution in water was added to the mixture at 90°C and reacted at 90°C for 1 hour. Then, as is typically done with aminoplast capsules, a solution of ethylene urea (50% by weight in water) was added as an agent to capture residual free formaldehyde. The final slurry contained approximately 3% w / w ethylene urea relative to the weight of the slurry. The mixture was allowed to cool to room temperature. The final pH was adjusted to 7 with sodium hydroxide.

[0071] [Table 1]

[0072] Different fragrance compositions were encapsulated separately: fragrance oil A (see Table 1), fragrance oil B (see Table 2), and fragrance oil C (see Table 3). The encapsulated fragrance compositions were attached to separate dryer sheets. The test dryer sheets were sized to contain an effective encapsulation amount of 1.38% in 1.5 g of ester quat. Fabric softener was attached to the dryer sheets along with fragrance oil D at a concentration of 3.00%. This amount of free oil / encapsulated oil added is consistent with the latest known oil levels in commercially available dryer sheets. A laundry load of 32 13" x 13" cotton towels was washed in a Maytag stacking washer / dryer with a 64-liter drum capacity. One sheet was added to each load of laundry during a drying cycle run at normal heat for 50 minutes.

[0073] [Table 2-1] [Table 2-2]

[0074] [Table 3]

[0075] [Table 4-1] [Table 4-2]

[0076] The samples were blind-coded. Panelists were instructed to evaluate the towels in a random order. They evaluated the strength of each sample before rubbing. Then, the panelists were instructed to rub the towels and evaluate their strength after rubbing.

[0077] The scale ranges from 0 to 10, where 0 represents no scent, 5 represents a moderate scent, and 10 represents a very strong scent. The results are shown in Figures 2 and 3. Dryer sheets containing microcapsules with fragrance oils A, B, and C were found to perform significantly better after rubbing compared to a single commercially available dryer sheet. Dryer sheets containing encapsulated fragrance oil C were found to perform significantly better before rubbing. Furthermore, the perceived change in intensity was greater with the microcapsules containing fragrance oils A and B compared to the commercially available dryer sheet. Compared to the commercially available dryer sheet, the microcapsules containing fragrance oils A and B still performed significantly better after rubbing.

[0078] Example 3: Performance-ANOVA test of a dryer sheet by a method according to one embodiment presented herein. Samples were prepared using conventional "bath" and "spray" methods for dry sheet applications, with (i) microcapsules containing 1.38% fragrance B and 3.0% unencapsulated softener (effective amount in 1.5g ester quat) (Sample 1), and (i) microcapsules containing 1.38% fragrance A and 3.0% unencapsulated softener (effective amount in 1.5g ester quat) (Sample 2). The microcapsules were stirred in molten quat and then roller-coated onto nonwoven fabric on a hot plate. The softener was added by spraying from an aerosol bottle. The washing / drying method was the same as described in Example 2 above. Data were scored using 3-cell ANOVA. A commercially available dryer sheet was included as a control. The results are shown below.

[0079] [Table 5]

[0080] Sample 2, coated by printing, was found to be statistically significantly stronger at both the pre-rubbing and post-rubbing stages. During the pre-rubbing stage, Sample 2 coated by the bath process and the benchmark were found to be statistically equivalent. After rubbing, Sample 2 coated via the bath was found to be statistically significantly stronger than the benchmark. This suggests that both the fragrance and the application method improve performance compared to commercially available dryer sheets.

[0081] Sample 1, coated by printing, was found to be statistically significantly stronger both before and after rubbing. Before rubbing, Sample 1 coated by the bath process and the benchmark were found to be statistically significantly stronger than the benchmark. Even after rubbing, Sample 1 coated via the bath was found to be statistically significantly stronger than the benchmark. This suggests that both the fragrance and the application method improve performance compared to commercially available dryer sheets.

[0082] The goal of the ANOVA test was to demonstrate that the printing process produces greater strength than the conventional bath process.

[0083] Example 4: Microscopic analysis of a dryer sheet by the method according to one embodiment presented herein, compared with a commercially available dryer sheet. Samples of printed dryer sheets were prepared according to the method described above. Small marks were made on the sheets using a black marker to photograph the same area of ​​the nonwoven fabric before and after washing. Due to the relatively large depth of the sheets (approximately 5 mil, i.e., 0.127 mm), numerous photographs were taken at various focal levels. The washing / drying method was the same as that described in Example 2 above. The results for commercially available dryer sheets are shown in Figures 4a and 4b. The results for printed dryer sheets prepared according to the method described above are shown in Figures 5a and 5b.

[0084] Referring to Figures 4a and 4b, large clusters of wax and capsules are still visible after washing, especially when multiple threads are bundled together. In contrast, referring to Figures 5a and 5b, no wax or capsules were visible.

[0085] Example 5: Effect of microcapsule thickness and degree of crosslinking on the performance of dryer sheets by the method according to the embodiments presented herein Referring to the table below, the fragrance oil was encapsulated in microcapsules with thinner walls than those described in the examples above. The target addition amount per sheet was approximately 1.00%, but the residual amount after application was very small, around 0.02% in most cases. Due to the stability of the remaining capsules, these data suggest that most of the capsules either did not adhere to the initial location or were destroyed during application.

[0086] [Table 6]

[0087] Any publications cited throughout this document are incorporated herein by reference in their entirety. While various aspects of the present invention have been illustrated above by reference to examples and preferred embodiments, it will be understood that the scope of the present invention is defined not by the foregoing description, but by the following claims, which are to be appropriately interpreted under the principles of patent law.

Claims

1. a) A substrate including a web; b) A varnish layer containing a encapsulated fragrance composition, applied by flexographic printing to at least one surface of the substrate; Products containing, The aforementioned capsule-encapsulated fragrance composition is encapsulated in an aminoplast-based microcapsule. The product wherein the microcapsules have an outer coating formed of a polymer selected from the group consisting of polysaccharides, biopolymers, cationic polymers, and mixtures thereof.

2. The product according to claim 1, further comprising a protective overprint layer on the upper surface of the varnish layer.

3. The product according to claim 1 or 2, further comprising at least one agent selected from the group consisting of at least one antistatic agent, at least one color transfer inhibitor, at least one whitening agent, at least one enzyme, at least one antifouling agent, at least one wrinkle reducer, and at least one fabric softener.

4. The product according to any one of claims 1 to 3, wherein the base material includes a nonwoven fabric web.

5. A dryer sheet, the product according to any one of claims 1 to 4.

6. A wipe, the product according to any one of claims 1 to 5.

7. A method for manufacturing an article according to any one of claims 1 to 6, a) A step of preparing a roll-shaped substrate including a web; b) A step of unwinding a portion of the roll-shaped substrate; c) In the first coating step, a step of applying a varnish containing a encapsulated fragrance composition to the unwound portion of the roll-shaped substrate by flexographic printing; Includes, The aforementioned capsule-encapsulated fragrance composition is encapsulated in an aminoplast-based microcapsule. The method wherein the microcapsule has an outer coating formed of a polymer selected from the group consisting of polysaccharides, biopolymers, cationic polymers, and mixtures thereof.

8. The method according to claim 7, further comprising the step of adding at least one agent selected from the group consisting of at least one antistatic agent, at least one color transfer inhibitor, at least one whitening agent, at least one enzyme, at least one antifouling agent, at least one wrinkle reducer, and at least one fiber softener to the unwound portion of the roll-shaped substrate in a subsequent coating step.

9. The method according to claim 7 or 8, further comprising the step of adding a protective overprint layer on the varnish layer in a subsequent coating step.

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