WO2019174713A1 - Film adhésif de substance active - Google Patents

Film adhésif de substance active Download PDF

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Publication number
WO2019174713A1
WO2019174713A1 PCT/EP2018/056098 EP2018056098W WO2019174713A1 WO 2019174713 A1 WO2019174713 A1 WO 2019174713A1 EP 2018056098 W EP2018056098 W EP 2018056098W WO 2019174713 A1 WO2019174713 A1 WO 2019174713A1
Authority
WO
WIPO (PCT)
Prior art keywords
layer
adhesive film
adhesive
depot
active substance
Prior art date
Application number
PCT/EP2018/056098
Other languages
English (en)
Inventor
Ranjita SHEGOKAR
Original Assignee
Symrise Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Symrise Ag filed Critical Symrise Ag
Priority to PCT/EP2018/056098 priority Critical patent/WO2019174713A1/fr
Publication of WO2019174713A1 publication Critical patent/WO2019174713A1/fr

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K2201/00—Specific properties of additives
    • C08K2201/007—Fragrance additive
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/30—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier
    • C09J2301/302—Additional features of adhesives in the form of films or foils characterized by the chemical, physicochemical or physical properties of the adhesive or the carrier the adhesive being pressure-sensitive, i.e. tacky at temperatures inferior to 30°C
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2301/00—Additional features of adhesives in the form of films or foils
    • C09J2301/40—Additional features of adhesives in the form of films or foils characterized by the presence of essential components
    • C09J2301/41—Additional features of adhesives in the form of films or foils characterized by the presence of essential components additives as essential feature of the carrier layer
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2405/00—Presence of polysaccharides
    • C09J2405/006—Presence of polysaccharides in the substrate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J2429/00—Presence of polyvinyl alcohol
    • C09J2429/006—Presence of polyvinyl alcohol in the substrate

Definitions

  • the present invention relates to a film for providing an active substance.
  • the present invention discloses an adhesive film for providing an active substance, such as one or more of a fragrance, an anti-malodor active, and an antiperspirant.
  • the adhesive film comprises or consists of a depot layer comprising at least one active substance, wherein the adhesive film is adapted to adhere to a surface of an object.
  • a box is provided comprising a plurality of adhesive films, a method for producing the present adhesive film and the use of the present adhesive film.
  • fragrance mixtures with a plurality of different fragrance notes are used in large numbers and countless variations in perfumes, scent mixtures (perfume compositions) and perfuming for a wide variety of different fields of use, including for example cleaning agents, fabric softeners, washing powders, liquid laundry detergents, shower gels, shampoos, deodorants, body lotions etc.
  • Fine fragrances are usually applied in liquid form (liquid spray, liquid pen, mist form) directly on skin or on cloths depending upon personal choice.
  • Deodorant is used to mask body odor, uses 10-15% fragrance oil and is available in a variety of forms - liquid, cream, emulsion, roll on, mist, spray etc.
  • Liquid deodorant compositions are disclosed for instance in EP 0 866 685 A1 and EP 3 231 449 A1.
  • the present invention therefore concerns the provision of an adhesive film for providing an active substance, comprising or consisting of
  • a depot layer comprising at least one active substance, wherein
  • the adhesive film is adapted to adhere to a surface of an object.
  • the present invention also provides a box comprising a plurality of the present adhesive films, a method for preparing the present adhesive film and the use of the adhesive film(s) as/in an air freshener, in a laundry care product, in a dishwasher, in an object of daily use, in transport of perishable goods, or in hospital industry.
  • the present invention is based on the finding that free active substance(s) and/or encapsulated active substance(s) may be included in and/or provided onto an essentially solid depot layer, such that immediate and/or sustained, long-term release of the active substance(s) to the environment is rendered possible.
  • the layered structure offers the possibility to adhere the present adhesive film to a surface of any desired object. In that case, free active substance(s) are perceivable after a rather short time depending on the structure/permeability of the depot layer and of any other layer(s) applied onto the depot layer. Adhering may be provided by the depot layer itself or by an additional adhesive layer attached to the depot layer.
  • the present adhesive film is therefore applicable in a plurality of environments and useful for multiple purposes.
  • the present adhesive film is well suited for travel and may be employed in a simple stick and go manner.
  • it may offer a long-term usage, such as 1 day or more, 2 days or more, 3 days or more, 4 days or more, 5 days or more, 7 days or more, 10 days or more, 20 days or more, or 30 days or more.
  • a long-term usage such as 1 day or more, 2 days or more, 3 days or more, 4 days or more, 5 days or more, 7 days or more, 10 days or more, 20 days or more, or 30 days or more.
  • Another advantage is that loading with the active substance(s) is possible to a great extent.
  • High quantities of e.g. about 40 wt.-% or more (with reference to the overall weight of the adhesive film) may be included.
  • the structure of the adhesive film enables avoiding direct contact of the active substance(s) with skin.
  • fragrance(s) may be combined with anti-malodor actives, which is not possible with currently available forms.
  • a plurality of different new deodorant and perfume combinations is rendered possible.
  • the present adhesive film may be provided with any color and/or shape, e.g. for marking/distinguishing adhesive films. The present adhesive film may be therefore used in multiple environments and/or multiple occasions.
  • an air freshener which may be attached to a surface of different objects, such as the interior of a wardrobe or car, in a laundry care product, in a dishwasher, in an object of daily use, in transport of perishable goods, or in hospital industry having a distinct smell from conventional environments due to the specific disinfectants and other prevailing odors.
  • the present adhesive film is advantageously employed for providing an anti-flatulence effect, i.e. the use of the present adhesive film as anti-fart remedy is envisaged.
  • an anti-flatulence effect i.e. the use of the present adhesive film as anti-fart remedy is envisaged.
  • the present adhesive film can help to avoid that issue.
  • confidence of the afflicted person in public, in particular public life increases.
  • the present adhesive film may be placed inside undergarments and adhesively attached thereto or can also be formed as a 25-100 mm 2 sanitary liner. This may be likewise applied to person having a constant bad body odor.
  • An“adhesive film” as used herein pertains to a planar film of essentially constant thickness of 50 to 500 pm, such as 60 to 400 pm, 70 to 300 pm, 80 to 250 pm, 90 to 200 pm, 100 to 150 pm, 110 to 140 pm, or 120 to 130 pm.
  • An essentially constant thickness means that the thickness may vary by ⁇ 20% or less, such as 10% or less, 7,5 % or less, or 5% or less.
  • any other item such as a particular layer
  • one of the two plane sides (large-area sides) is addressed but not the edge(s) of the adhesive film (with a comparably small surface area), until otherwise stated.
  • the adhesive film adherers, preferably releasably adheres, to a surface of any object. This functionality may be either provided by the depot layer having a“sticky” chemical composition or an adhesive layer attached to the depot layer.
  • the adhesive layer may encompass any type of adhesive.
  • the adhesive layer in particular a double sided adhesive tape, is included.
  • A“depot layer” as used herein pertains to a layer in which at least one active substance is included/finely dispersed and/or located on the surface thereof.
  • the depot layer has a structure allowing release of the at least one active substance into the environment. This may be achieved by providing either a porous depot layer, wherein the pores have a size allowing passing of active substance(s) therethrough.
  • the depot layer may have a structure allowing depositing of active substance(s) onto its surface.
  • the at least one active substance may by subjected to any molecular transport process, such as diffusion, for its release.
  • the depot layer of the present invention is preferably essentially free of solvent(s), which have been used for producing the same.
  • Essentially free of solvents has the meaning that the depot layer of a (ready to use) adhesive film contains less than 10,0 wt.-% solvents, such as less than 5,0 wt.-%, less than 4,0 wt.-%, less than 3,0 wt.-%, less than 2,0 wt.-%, less than 1 ,0 wt.-%, less than 0,5 wt.-% or less than 0,1 wt.-%. It will be appreciated in this context that in some case it may be desirable still having the before mentioned amounts of solvent(s) remaining in the depot layer for providing the desired flexibility and/or functionality.
  • the depot layer may also encompass more than one layer, such as two layers, three layers, four layers, or five layers, stacked over each other.
  • Each of this plurality of layers may be made of a polymer, which may be the same or different, and/or a tissue, provided that a polymer layer is present adjacent to a tissue layer.
  • the tissue layer facilitates depositing of free active substance and/or encapsulated active substance on the surface thereof as well as between individual fibres.
  • An“adhesive layer” as used herein pertains to an adhesive provided between the depot layer and an object, wherein the object may be a carrier material used for producing the present adhesive film, a liner layer or the actual location of intended use, such as the interior of a wardrobe or a location of clothing, such as shoes.
  • the adhesive layer may be prepared as indicated hereinafter, or encompasses any known fixation system, such as hook and look fasteners, or a conventional double sided adhesive tape.
  • the present adhesive film further comprises an adhesive layer.
  • a single sided or a double sided adhesive tape is particularly preferred.
  • An“active substance”,“active compound”, or“active agent” as used herein pertains to each chemical compound release of which is desirable under the abovementioned circumstances. Examples of active agents are fragrances, anti-malodor actives, antiperspirants, herbicides, pesticides, insecticides, insect repellents, pharmaceutical active substances, pheromones and cosmetic active substances.
  • the active substance(s) may be present in the depot layer either in free form, i.e. as active substance(s) as such, and/or in encapsulated form.
  • the capsule of an encapsulated active substance is completely or at least partially impervious to the active substance.
  • encapsulated active substance(s) require action on an outer influence on the capsule, or likewise the depot layer or adhesive film, such as temperature change, pH change, or mechanical force, in particular pressure or friction, allowing the capsule to break and to provide free active substance(s).
  • the at least one active substance is selected from the group consisting of a fragrance, an anti-malodor active, and pheromones, cosmetic active, an antiperspirant, at least one anti-flatulence component, and combinations thereof.
  • the fragrance, an anti-malodor active and an antiperspirant may be provided in their free form and/or encapsulated form. Any type and number of these active substances may be combined. It is preferred that at least one fragrance is used in combination with at least one anti-malodor active. Alternatively, at least one fragrance is used in combination with at least one antiperspirant. It is particularly preferred to use a combination of at least one fragrance, at least one anti-malodor active and at least one antiperspirant. The latter combination may be particularly suitable as an inlay for shoes or a portion thereof.
  • aromatic and araliphatic aldehydes such as for example benzaldehyde; phenylacetaldehyde; 3-phenylpropanal; hydratropaldehyde; 4-methylbenzaldehyde; 4-methylphenylacetaldehyde; 3-(4- ethylphenyl)-2,2-dimethylpropanal; 2-methyl-3-(4-isopropylphenyl)propanal; 2-methyl-3- (4-tert.
  • -butyl phenyl)propanal 2-methyl-3-(4-isobutlyphenyl)propanal; 3-(4-tert.- butylphenyl)propanal; cinnamaldehyde; alpha-butylcinnamaldehyde; alpha-amylcinnam- aldehyde; alpha-hexylcinnamaldehyde; 3-methyl-5-phenylpentanal; 4-methoxy- benzaldehyde; 4-hydroxy-3-methoxybenzaldehyde; 4-hydroxy-3-ethoxybenzaldehyde; 3,4-methylenedioxybenzaldehyde; 3,4-dimethoxybenzaldehyde; 2-methyl-3-(4-methoxy- phenyl)propanal; 2-methyl-3-(4-methylenedioxyphenyl)propanal; aromatic and araliphatic ketones such as for example acetophenone; 4-methylacetophenone;
  • the active substance comprises one or more odorous substances selected from the group consisting of extracts of natural raw materials and also fractions thereof, or ingredients isolated therefrom; individual odorous substances from a group of hydrocarbons; aliphatic aldehydes and acetals thereof; aliphatic ketones and oximes thereof; aliphatic sulfur-containing compounds; aliphatic nitriles; esters of aliphatic carboxylic acids; formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates, hexanoates, crotonates, tiglinates and 3-methyl-2-butenoates of acyclic terpene alcohols; acyclic terpene aldehydes and ketones and also dimethyl and diethyl acetals thereof; formates, acetates, propionates, isobutyrates, butyrates, isovalerates, pentanoates,
  • Suitable flavours for producing the capsules of the present invention are preferably to be found e.g. in“Riechstoffe [Fragrances]”, in Steffen Arctander, in“Perfume and Flavor Chemicals”, Self-published, Montclair, N.J. 1969; H. Surburg, J. Panten, in “Common Fragrance and Flavor Materials”, 5th Edition, Wiley-VCH, Weinheim 2006.
  • the encapsulated flavour(s) and/or aroma(s) may be an aroma mixture of at least two flavours and/or aromas. Preferably, it is a mixture of at least three, four or more than five flavours and/or aromas. In most cases, the aroma mixtures are a mixture of many flavours and/or aromas. This has the advantage that the taste profile of the capsules can be influenced.
  • Suitable aroma molecules are well known in the art and may be derived from e.g. US 2017/190727 (A1 ) and US 2017/190727 (A1 ).
  • the aroma substance or these aroma substances preferably causes or cause a flavour impression, a flavour-modulating effect, a trigeminal effect and/or a salivatory stimulus.
  • anti-malodor means capable of reducing the rate of formation of unpleasant odor at the location of use.
  • a malodor usually arises from the presence/growth of microorganisms, in particular bacteria. The skilled person is well aware about the types and methods for combatting such microorganisms.
  • Sweat odor is mostly composed of branched-chained fatty acids, which are released by bacterial enzymes from odorless sweat.
  • Classic deodorant agents contrast these effects by reducing the bacterial growth. The substances used however often act unselectively also against useful skin germs and may cause skin irritation in sensitive individuals.
  • Cosmetic antiperspirants are used for eliminating body odors or for reducing their formation. Body odors are formed when fresh sweat, which is per se odorless, is decomposed by microorganisms such as staphylococci and Corynebacteria.
  • Classic antiperspirants used are in particular aluminium salts or aluminium/zirconium salts. These hinder the sweat flow by obstructing the outlets of sweat glands, in that they precipitate together with skin proteins in situ, thus causing the formation of so called plugs. An occlusion of sweat within the gland may thus be caused.
  • the "at least one anti-flatulence component” pertains to at least one active substance counteracting the effects of a flatulence episode.
  • at least one anti-malodour active and at least one fragrance may be deposited in the depot layer.
  • release of the active substance(s), i.e. anti-malodour active(s) and fragrance(s) may be triggered by chemical components accompanying the flatulence episode, such as hydrogen sulfide, methane or carbon dioxide. Release of anti-malodour active(s) and fragrance(s) to the environment will assist in reducing or avoiding embarrassment of the affected person in public.
  • the present adhesive film may be placed inside undergarments and adhesively attached thereto, or can also be formed as a 25-100 mm 2 sanitary liner. This may be likewise applied to person having a constant bad body odor.
  • the depot layer is adapted to adhere to the surface, or wherein the adhesive film further comprises an adhesive layer on a first side of the depot layer, wherein the adhesive layer is adapted to adhere to the surface.
  • the surface is preferably the surface of a consumer goods product.
  • the depot layer itself exhibits an adhesive effect.
  • the materials used for the depot layer are limited.
  • the depot layer should exhibit a reduced contents of solvent(s) and is preferably solvent free for allowing long term usage.
  • at least a minor amount of high boiling solvent(s) having e.g. a boiling temperature of 70°C or more, preferably 80°C or more, such as 90°C or more, or 70°C or more may be required for preventing the adhesive film from completely drying.
  • the use of an adhesive layer is, however, preferred.
  • the present adhesive film further comprising a liner layer onto which the adhesive film releasably adheres, preferably wherein the liner layer is a starch paper layer.
  • the liner layer may be any type of material, including for instance polymers, glass or metal, onto which the depot layer or adhesive layer releasably adheres.
  • Particular, preferred are flexible liner layers, such as a starch paper layer, or cartoon coated with a polymer layer.
  • the use flexible liner layers facilitates handling of the adhesive film, particularly removing of the liner layer before attaching the depot layer or adhesive layer onto a surface of an object.
  • the flexible liner layer may be, for instance, embodied like a medical strip allowing facilitated removal thereof.
  • the liner layer may assist in preventing drying of the depot layer or adhesive layer, thereby extending lifetime of the present adhesive film.
  • the depot layer comprises or consists of at least one polymer and optionally a solvent, preferably wherein the at least one polymer is selected from the group consisting of a polysaccharide, such as a pectin, a cellulose and/or a natural gum, a polyvinyl alcohol, polyvinylpyrrolidone (PVP) starch, acrylates, adhesives polymers at low concentrations, gums, celluloses, cross linked starches and combinations thereof.
  • a polysaccharide such as a pectin, a cellulose and/or a natural gum
  • PVP polyvinylpyrrolidone
  • the depot layer comprises or consists of at least 2 polymers, such as 3, 4, 5, 6, 7, or 8 polymers, and optionally a solvent. It is particularly preferred that the depot layer comprises or consists of at least 2 polymers, such as 3, 4, 5, 6, 7, or 8 polymers, and a solvent, such as 2, 3, 4, or 5 solvents.
  • the (finished/ready to use) adhesive film according to the present invention is essentially free of solvent(s), if present at all.
  • Exemplary polysaccharides include dextrin, derivatives of dextrin, pectin, derivatives of pectin, cellulose, derivatives of cellulose such as carboxymethylcellulose, methylcellulose, cellulose acetate, cellulose acetate-butyrate, ethyl cellulose, nitrocellulose and hydroxymethylcellulose, a natural gum, such as seaweed extracts, in particular furcellaran, agar (E406), alginic acid (E400), sodium alginate (E401 ), carrageenan (E407), gum arabic (E414), gum ghatti, gum tragacanth (E413), karaya gum (E416), guar gum (E412), locust bean gum (E410), beta-glucan, chicle gum, dammar gum, glucomannan (E425), mastic gum, psyllium seed husks, spruce gum, tara gum (E417), gellan gum (E418) and
  • polyvinyl alcohol as used herein, relates to any polyvinyl alcohol (PVHO), including PVHOs having different chemical modifications.
  • PVHO polyvinyl alcohol
  • the molecular weight of the used water-soluble polyvinyl alcohol should be selected in a way that when the solvent is removed, a solid film or a solid material arises. Consequently, the water-soluble polyvinyl alcohol should be already present as polymer. Suitable polyvinyl alcohols and their production are known to the person skilled in the art.
  • the polyvinyl alcohol can have different chemical modifications, preferably at several of the hydroxyl groups. The accomplishment of such chemical modifications is known to the person skilled in the art.
  • anionic as well as cationic modifications can be used. These and their introduction into the polyvinyl alcohol while obtaining a desired degree of saponification are known to the person skilled in the art.
  • anionic groups which are introduced into a polyvinyl alcohol for modification, comprise carboxyl groups, sulphonic acid groups, phosphoric acid groups, etc.
  • Examples for unsaturated monomers for carboxyl group modifications comprise for example ethylenically unsaturated dicarboxylic acids such as maleic acid, fumaric acid or itaconic acid, an ethylenically unsaturated dicarboxylic acid monester as a monoalkyl maleate, a monoalkyl fumarate or a monoalkyl itaconeate, an ethylenically unsaturated dicarboxylic acid diester as dialkyl maleate, dialkyl fumarate or a dialkyl itaconate, with the proviso that these diesters are converted to carboxyl groups by hydrolysis, when the obtained copolymers are hydrolysed, an ethylenically unsaturated dicarboxylic acid anhydrite as maleic acid anhydrite or itaconic acid anhydrite, an ethylenically unsaturated monocarboxylic acid as (meth)acrylic acid or crotonic acid, and salts of these
  • a polysaccharide such as a pectin, a cellulose and/or a natural gum, a polyvinyl alcohol, polyvinylpyrrolidone (PVP) and combinations thereof is preferred (in comparison to other polymers) in view of facilitated handling of these compounds.
  • a polysaccharide such as a pectin, a cellulose and/or a natural gum
  • PVP polyvinylpyrrolidone
  • Examples for other suitable polymers include one or more of a fatty alcohol alkoxylate, a fatty acid alkoxylate, and an ether sulfate.
  • fatty alcohol alkoxylate or a “fatty acid alkoxylate” as used herein designates polyalkoxylates of fatty alcohols or fatty acids, wherein the an alkoxylate portion is bound to the to the hydroxyl group of the fatty alcohol or the carboxylic group of the fatty acid.
  • the “fatty” portion may be a straight or branched, preferably straight, Cs to Cis body (with a terminal hydroxyl or carboxylic group), such as a C9 to Cu body, a C10 to C13 body, or a Cn to C12 body, having one or more double and/or triple bonds.
  • the polyalkoxylate such as a polyethylenglycole (PEG)
  • PEG polyethylenglycole
  • the polyalkoxylate has several repeating units, such as 4 to 15, 5 to 12, 6 to 10, 7 to 9, or 8 repeating units.
  • Examples of polyalkoxylate include a polyethylenglycole, preferably PEG (i.e., a PEG without modifications), a polypropylengylcole, a polybutylenglycole or polyalkoxylate having in admixture of two or three different types of residues, preferably including ethylenglycole, propylengylcole, butylenglycole residues.
  • An ether sulfate designates a compound wherein an ether or polyether group bridges a sulfate residue and an organic residue R.
  • the ether group has the general structure -O-R- 0-, wherein R’ is a linear aliphatic molecule or a branched aliphatic molecule of C-i-Cs, preferably C2-C6, C3-C5, or C4, linear or branched alkyl.
  • a polyether group consists of 2 or more, such as 3 or more, 4 or more, or 5 or more of the before mentioned ether groups, wherein R’ may be the same or different.
  • the organic residue R is a linear aliphatic molecule or a branched aliphatic molecule of C5-C20, preferably Cs-Ci6, C10-C14, or C12-C13 linear or branched alkyl.
  • An example of a particular preferred alkyl ether sulfate is sodium laureth sulfate (SLS).
  • suitable polymers are polyurethane resins; acrylate resins (pure acrylates: copolymers from alkylacrylates and alkylmethacryltates); styrene acrylates (copolymers from styrene and alkylacrylates); styrene/butadiene copolymerisates; polyvinyl esters, particularly polyvinyl acetates and copolymers of vinyl acetate with vinyl propionate; vinyl ester olefin copolymers, e.g. vinyl acetate/ethylene copolymers; vinyl ester acrylate copolymers, e.g. vinyl acetate/alkylacrylate copolymers as well as vinyl acetate/alkylacrylate/ethylene terpolymers.
  • acrylate resins pure acrylates: copolymers from alkylacrylates and alkylmethacryltates
  • styrene acrylates copolymers from styren
  • an acrylate polymer a methacrylate polymers, a gelling polymer, silicones, such as dimethicone or polydimethylsiloxane, a polysulfonic acid or a polysulfonic acid salt may be employed.
  • Polysulfonic acid salts are polymers of 2-acrylamido-2-methylpropane sulfonate.
  • the at least one active substance is included in a microcapsule, preferably a Symcap microcapsule, such as Sym Cap G or K, by Symrise.
  • capsules may be used for one or more of protecting a sensitive active constituent, providing a sustained release effect of an active constituent and providing release of an active constituent in response to specific triggers, such as mechanical force, in particular pressure and/or friction, increase in temperature, and pH changes.
  • specific triggers such as mechanical force, in particular pressure and/or friction
  • the term “capsule”, “core/shell capsule”, or “microcapsule” as used herein pertains generally to finely dispersed, liquid or solid phases, coated with film-forming polymers, wherein at the production of these the polymers deposit on the material to be covered after emulsification and coacervation or surface polymerization.
  • molten waxes which can, as microparticles, further be covered with film-forming polymers are received by a matrix (“microsponge”).
  • particles are alternatingly coated with polyelectrolytes with different charge (“layer-by-layer”-method).
  • the microscopically small capsules can be dried like powder.
  • polynuclear aggregates also called microspheres, are known, which contain two or more nuclei distributed in the continuous shell material.
  • Mono or polynuclear microcapsules can further be enclosed by an additional second, third, etc. shell.
  • the shell can consist of natural, semi-synthetic or synthetic materials. Natural shell materials are for example gum arabic, agar-agar, agarose, maltodextrines, alginic acid or the salts thereof, e.g.
  • Semi-synthetic shell materials are among other chemically modified celluloses, particularly cellulose esters and ethers, e.g. Cellulose acetate, Ethylcellulose, Hydroxypropylcellulose, Hydroxypropylmethylcellulose and Carboxymethylcellulose, as well as starch derivatives, especially starch ethers and esters.
  • Synthetic shell materials are for example polymers such as polyacrylates, polyamides, polyvinyl alcohols or polyvinylpyrrolidone, individually or in combination.
  • the shell of the core-shell capsule is completely or at least partially impervious to the active agent(s), preferably any odorous substance/fragrance or combination of different odorous substances/fragrances, in the absence of mechanical load which occurs during the actual use of the present core-shell capsule, such as in an operated washing machine.
  • the term “at least partially” as used herein indicates that a portion, such as 10% or less, preferably 5%, 4%, 3%, 2%, or 1 % or less, (referred to the total amount of odorous substances/fragrances contained in the shell) of the odorous substances/fragrances may pass the shell within a time period of 3 days to 12 months, preferably 1 week to 6 months, more preferably 2 weeks to 2 months.
  • Exemplary microcapsules may exhibit the following shell material(s): gelatine and gum arabic; maritime collagen; alginic acid and agar-agar; lactose, microcrystalline cellulose and hydroxypropylmethylcellulose; modified starch, fatty acid esters, phospholipids; modified agar-agar; phospholipids; as well as chitosan and alginates.
  • Other exemplary microcapsules encompass lipid capsules or matrix particles; gelatin capsule or matrix particles; polymeric capsules or matrix particles; polymeric lipid complex capsules or matrix particles; or any other suitable encapsulated form.
  • Microcapsules consisting of a shell membrane and a matrix containing the active ingredients can for example be obtained by (a) preparing a matrix from gelling agents, cationic polymers and active ingredients, (b) where applicable, dispersing the matrix in an oil phase and (c) treatment of the dispersed matrix with aqueous solutions of anionic polymers and thereby, if necessary, removal of the oil phase.
  • microcapsulation of such mixtures of fragrances offers the possibility of reducing or completely preventing interactions in the perfumed product or evaporation of the slightly volatile constituents.
  • the use of microcapsules provides release the constituent(s) under precisely defined conditions.
  • the microcapsules which contain fragrant substances it is necessary that the microcapsules enclose the fragrances, which are generally sensitive to oxidation, so that they are stable in storage and that only at the moment of the desired fragrance development the microcapsules are broken open by mechanical action.
  • capsules such as capsules having a different shell thickness and/or a different chemical composition of the shell.
  • Such capsules may assist in obtaining extended use of the present composition since they act different on external influences, such as one or more of temperature, pressure, friction, solvent, pH, etc.
  • the microcapsule may have a dso of 2 to 500 pm, such as 3 to 450 pm, 4 to 400 pm, 5 to 350 pm, 6 to 300 pm, 7 to 250 pm, 8 to 200 pm, 9 to 150 pm, 10 to 100 pm, 10 to 90 pm, 10 to 80 pm, 10 to 70 pm, and 10 to 60 pm. More preferably the diameter of the microcapsule is 10 to 50 pm, such as 20 to 40 pm or 25 to 35 pm.
  • the microcapsule may exhibit any shape, including e.g. rods.
  • the microcapsule is preferably essentially spherical in shape.
  • Essentially spherical has the meaning that a deviation in each spatial direction is 10% or less, such as 5%, 4%, 3% or 1 % or less. More preferably, the microcapsule is spherical in shape.
  • the adhesive layer is made of a pressure-sensitive adhesive, preferably wherein pressure-sensitive adhesive comprises an elastomer and an optional tackifier.
  • Pressure-sensitive adhesives form a bond by application of light pressure to marry the adhesive with the adherend.
  • the pressure-sensitive adhesive is preferably removable from the adherent.
  • Suitable elastomers encompass acrylics, which have the advantage that a tackifier may be omitted; bio-based acrylates, butyl rubber, ethylene-vinyl acetate, natural rubber, nitriles, silicone rubbers, styrene block copolymers, such as styrene-butadiene- styrene styrene-ethylene/butylene-styrene, styrene-ethylene/propylene, styrene-isoprene- styrene, and vinyl ethers.
  • Tackifiers are chemical compounds used in formulating adhesives to increase the tack, the stickiness of the surface of the adhesive.
  • Suitable tackifiers encompass resins, such as rosin E915 and its derivates, particularly rosin esters, terpenes and modified terpenes, aliphatic resins, cycloaliphatic resins, aromatic, hydrogenated hydrocarbon resins, and their mixtures, silicate resins, and terpene-phenol resins optionally used with ethylene-vinyl acetate adhesives.
  • a particular preferred pressure-sensitive adhesive is a double sided adhesive tape as used for instance in households or offices.
  • the depot layer comprises at least one additive, preferably wherein the at least one additive comprises a viscosity modifier.
  • additive includes substances that provide a certain texture and/or other properties to the depot layer.
  • exemplary additives include fillers, disintegrants, binding agents, absorbents, viscosity modifiers and dyes.
  • two or more, such as three, four, five, six, seven, eight, nine, ten or more additives can be used. These additives can be of the same or different type. It will be, however, appreciated that an“additive” is not a polymer used for preparing the depot layer, a polymer used for preparing an adhesive layer, or an active constituent as disclosed in the context of the present application.
  • a polysaccharide i.e.
  • a compound at least forming part of the polymer(s) included in the depot layer is not considered as e.g. a filler in the context of the present application.
  • the skilled person is furthermore well aware about employing one or more additives in the required amount(s) and/or the required use.
  • the additives can include dyes and their lacquers. These are preferably food colorants, as they necessarily need to be toxicological ly and dermatologically harmless.
  • the approved food colorants include E 129 to E 161 : allura red AC E 129 rot; aluminium E 173; amaranth E 123 rot; anthocyane E 163 violet, blue; Azorubine E 122 red; betanine E 162 red; brown FK E 154 yellowish brown; brown HT E 155 red brown; brilliant blue FCF E 133 blue; brilliant black BN E 151 violet, brown, black; calciumcarbonate E 170; canthaxanthine E 161 g; carotin; * annatto (norbixin); * capsanthine; * lycopine; * 8'-apo- caroten-8'-al; * ethyl-8'-apo-&bgr;-caroten-8'-oate E 160 a; E 160 b; E 160 c; E 160
  • the dyes are preferably used for providing a desired color to the present adhesive film, e.g. for marking purposes, thereby, allowing proper distinguishing between different adhesive films.
  • one or more antimicrobials are benzoic acid, its esters and salts, propionic acid and its salts, salicylic acid and its salts, 2,4-hexadiene acid (sorbic acid) and its salts, formaldehyde and paraformal-dehyde, 2-hydroxybiphenylether und seine salze, 2-zinksulfidopyridin-n-oxid, anorgani-sche sulfite und bisulfite, natriumiodat, chlorbutanolum, 4-ethylquecksilber-(ii)5- amino-1 ,3-bis(2-hydroxy benzoic acid, its salts and esters, dehydroacetic acid, formic acid, 1 ,6-bis(4-amidino-2-bromph
  • additives comprise cosolvents, preservatives, binders, buffers, chelating agents, antifoams, fungicides, moisturisers, bleaching agents, stain removers, opacifiers, plasticisers, brighteners, stabilisers, thickeners, oils, waxes, fats, phospholipids, mono- or polyunsaturated fatty acids, a-hydroxy acids, polyhydroxy fatty acids, dyes, colour-protection agents, pigments, plant extracts, electrolytes, or silicone derivatives. These compounds may be used alone or in combination.
  • the present adhesive film further comprises a breathable layer, wherein the breathable layer is located on a second side of the depot layer, the second side being opposite to the first side.
  • the breathable layer serves for protecting the depot layer and/or adjusting release properties of the depot layer.
  • the breathable layer may be made of the same polymers indicated above.
  • a porous polymer may be employed.
  • Such a polymer may exhibit e.g. water repellent properties rendering it suitable for humid environments, such as a dishwasher or any location in a bathroom.
  • Exemplary porous films are disclosed e.g. in EP 3 263 637, A1 EP 3 210 664 A1 and EP 3 269 350 A1.
  • the present depot layer comprises or consists of
  • At least one polymer preferably one or more of a polysaccharide, a polyvinylalcohol, a natural gum and PVP, more preferably one or more of pectin, polyvinylalcohol, xanthan gum, acrylates and PVP individually or in combination, 0.1 to 40.0 wt.-% parts by weight of the at least one active substance, preferably wherein the at least one active substance is provided as at least one free active substance and/or at least one encapsulated active substance, and
  • the present depot layer comprises or consists of
  • At least one polymer preferably one or more of a polysaccharide, a natural gum and PVP, more preferably one or more of pectin, polyvinylalcohol, xanthan gum and PVP individually or in combination,
  • a box is provided, the box comprises a plurality of the present adhesive films.
  • the box comprises a plurality of the present adhesive films, preferably adhesive films with liner layer, which are ready to use upon taking out of the box and removing the liner layer.
  • the box comprises a plurality of compartments, wherein each compartment comprises a specific adhesive film, i.e. and adhesive film which is characterized by the active substance(s) and optionally also the release profile of said active substance(s).
  • the box may have any shape.
  • the adhesive films provided in the box may have one or more of different thickness of the depot layer, offer a wide choice of fragrance versus antiperspirant active or anti-malodour active. The simultaneous use of two or more films is possible.
  • such specific adhesive films included into a box are distinguishable from each other by their shape, such as circular, rectangular, square, etc. and/or their color, such as red, green, yellow, etc..
  • shape such as circular, rectangular, square, etc.
  • color such as red, green, yellow, etc.
  • the shape and/or the color may be indicative for the designed use, such as an adhesive film for attachment to the interior of a wardrobe or on clothing.
  • a method for preparing an adhesive film for providing an active substance comprises or consists of
  • preparing a solubilised depot layer by mixing at least one polymer, at least one solvent and at least one active substance,
  • the adhesive film is adapted to adhere to a surface of an object. It is preferred that applying an adhesive layer onto the carrier material takes place.
  • the adhesive layer may be as indicated above.
  • the carrier layer represents a liner layer.
  • the carrier material is any material enabling depositing of the adhesive layer or the (solubilised) depot layer with the proviso that the contact of these layers does impede their functionality. Exemplary carrier materials correspond to the above mentioned release liners.
  • the carrier material is a release liner layer. This offers the possibility avoiding or reducing additional method steps for obtaining the finished adhesive film.
  • the liner layer has adhesive properties, such that adhering, preferably releasably adhering to a surface, such as a surface of a consumer goods product is enabled.
  • the present method for preparing an adhesive film requires the use of one or more solvents for preparing the solubilised depot layer, i.e. the depot layer in its liquid form before drying. Drying of the solubilised depot layer results in obtaining the depot layer.
  • solvent as used herein describes polar solvents, particularly preferred organic, polar solvents.
  • a polar solvent describes solvents with a higher dipole moment than n- hexanol.
  • Preferred solvents include water, n-propanol, i-propanol, ethanol and/or methanol; particularly preferably a combination of ethanol and water is used.
  • suitable solvents are selected from the group consisting of water, ethanol, isopropanol, diethylene glycol monoethyl ether, glycerine, glycerol, polyethylene glycol (PG), such as polyethylene glycol BB, for instance BB 300, 1 ,2-butylene glycol, dipropylene glycol (DPG), dipropylene glycol monomethyl ether (DPM) diethyl phthalate, methyl methoxy butanol, triethyl citrate, isopropyl myristate, paraffins, tripropylene glycol methyl ether (TMP), dioctyl adipate (DOA), isopropyl myristate (IPM), synthetic isoparaffinic solvents, such as Isopar L, triethyl citrate (TEC) and mixtures thereof.
  • PG polyethylene glycol
  • BB polyethylene glycol
  • DPG dipropylene glycol
  • DPM dipropylene glycol monomethyl
  • Suitable and preferred solvents include ether acetates, such as propylene glycol methyl ether acetate and particularly dipropylene glycol methyl ether acetate (DPMA), water, ethanol-aqueous, buffering solutions, individually or in combination.
  • ether acetates such as propylene glycol methyl ether acetate and particularly dipropylene glycol methyl ether acetate (DPMA)
  • DPMA dipropylene glycol methyl ether acetate
  • a method for preparing an adhesive film for providing an active substance comprising or consisting of providing a carrier material
  • preparing a melted depot layer by mixing at least one melted polymer, and at least one active substance,
  • the adhesive film is adapted to adhere to a surface of an object.
  • the carrier layer represents a liner layer.
  • the liner layer has adhesive properties, such that adhering, preferably releasably adhering to a surface, such as a surface of a consumer goods product is enabled.
  • the step of applying an adhesive layer onto the carrier material is followed by the step of drying the adhesive layer and/or applying the depot layer comprising the at least one active substance onto the adhesive layer is followed by the step of drying the depot layer, preferably wherein drying is performed at a temperature of 20°C to 50°C.
  • drying may be performed at any temperature with the proviso that functionality of the adhesive film is not impeded. This temperature depends from the respective ingredients and may be easily selected by the skilled person.
  • the use of the present adhesive film, or one of the plurality of the present adhesive films, as/in an air freshener, as a personal-care product, as a laundry care product, in a dishwasher, in an object of daily use, in transport of perishable goods, and in hospital industry is provided.
  • the use as/in an air freshener preferably refers to attachment of the present adhesive film to any surface of an object for fine fragrance delivery, such as the interior of a wardrobe or a car, or use in any other environment, wherein a pleasant smell is desired.
  • An example of a personal-care product includes the use of the present adhesive film as a deodorant and/or antiperspirant substitute attached to e.g. clothing, including shoes, preferably at the sole thereof, and sports clothing.
  • An example of a laundry care product includes the use of the present adhesive film attached to e.g. clothing for fine fragrance delivery.
  • Objects of daily use may pertain to any object found in a household or office, including furniture, such as upholstery, a hairbrush for providing/transferring a pleasant odor to customer’s hairs upon using the hairbrush, a suitcase, a travel bag or hand bag.
  • the transport of perishable goods preferably pertains to the transport of foodstuff, including beverages, and medicaments.
  • the receptacles used for transport these items may be provided with the present adhesive film for providing e.g. antifungal activity.
  • the use of the present adhesive film in hospital industry is also contemplated.
  • the present adhesive film may be for instance provided on hospital clothing e.g. for providing a perfume.
  • the use of the present adhesive film(s) in cloth industry and hospital industry is envisaged and particularly preferred.
  • the film can be also used on product packaging to promote consumer friendly product choice based on fragrance profile.
  • the diameter of a microcapsule is preferably determined by laser diffraction using a Malvern Mastersizer 3000 (according to the manufactures instructions). Obtained intensity values of the straylight are calculated into a dso value using a mathematical model, such as and preferably by Fraunhofer diffraction/approximation.
  • the dso value is the particle size at which 50 vol.-% of the microcapsules are finer than the dso value and 50 vol.-% are coarser.
  • Layer thicknesses or length measurements can be determined by white-light interferometry according to EN ISO 25178.
  • a Bruker VSI Contour K0 is used. The measurements are performed according to the manufacturer specifications.
  • the expression“have/contain” or“having/containing” designates an open enumeration and does not exclude other components apart from the expressly named components.
  • the expression“consists of” or“consisting of” designates a closed enumeration and excludes any other components apart from the expressly named components.
  • the expression “essentially consists of” or “essentially consisting of” designates a partially closed enumeration and designates preparations which apart from the named components only have such further components as do not materially alter the character of the preparation according to the invention.
  • a preparation is described with the use of the expression“have” or“having”, this expressly includes preparations which consist of said components or essentially consist of said components.
  • Fig. 1 a schematic view of an adhesive film according to the present invention
  • Fig. 2 a schematic view of another adhesive film according to the present invention
  • Fig. 3 a schematic view of still another adhesive film according to the present invention.
  • Fig. 4 a schematic view of a box comprising a plurality of adhesive films according to the present invention
  • Fig. 5 an application example of the adhesive film according to the present invention.
  • Adhesive film 10 has a depot layer 14 releasably adhering to liner layer 16.
  • the depot layer 14 comprises a first fragrance 22.
  • Fig. 2 shows another adhesive film 10 according to the present invention.
  • Adhesive film 10 has a depot layer 14 and liner layer 16 sandwiching an adhesive layer 12.
  • Adhesive layer 12 releasably adheres to liner layer 16.
  • the depot layer 14 is made of a non-adhesive material and comprises a first fragrance 22.
  • Fig. 3 shows a further adhesive film 10 according to the present invention.
  • Adhesive film 10 has a depot layer 14 and liner layer 16 sandwiching an adhesive layer 12.
  • Adhesive layer 12 releasably adheres to liner layer 16.
  • the depot layer 14 is made of a non-adhesive material and comprises a first fragrance 22 and encapsulated fragrance 24.
  • the depot layer has preferably the composition according to any of examples 1 to 5 indicated hereinafter.
  • Fig. 4 shows a box 30 comprising a plurality of adhesive films 10a, 10b, 10c, 10d, 10e.
  • Adhesive films 10a, 10b, 10c, 10d, 10e are located in different compartments of box 30 and may have different shapes, colors and encompasses different fragrances.
  • Fig. 5 shows a conventional lint brush 32 provided with a depot layer 14 of a flexible film.
  • the depot layer 14 encompasses several fragrances and adheres with one side thereof to the lint brush 32.
  • the other side of the depot layer 14 is provided with liner layer 16.
  • compositions of the depot layer of adhesive films are shown.
  • the ingredients of the depot layer are mixed and poured on starch paper.
  • the viscous fluid is spread such that a thickness of approx. 0.05 to 0.08 mm is obtained, until stated otherwise, and an area of 10 cm2 is covered.
  • the steps of mixing, pouring as well as drying the depot layer are carried out at a temperature of 20 to 25°C.
  • examples 1 to 5 40.0 wt.-% xanthan gum (10 wt.-% solution in water); 40.0 wt.-% PVA (40 wt.-% solution in water), 15.0 wt.-% free fragrance oil and 5.0 wt.-% silica capsules (loaded with 10 wt.-% mineral oil).
  • the starch paper layers having depot layers of examples 1 to 5 are provided with double sided adhesive tape (conventional double sided TESA film) and attached to textile surface like shirt or blouse for testing.
  • perfume release is clearly perceivable for at least 3 days, respectively.
  • Examples 3, 4, 5 show a clearly perceivable perfume release for at least 5 days, respectively.
  • a depot layer according to example 3 exhibits a thickness of 0.05 mm and has a release time of 3 days, a thickness of 1 ,0 mm has a release time of 5 days and both, a thickness of 2,0 mm and 3,0 mm, has a release time of more than 10 days.
  • a depot layer according to example 4 exhibits a thickness of 0.05 mm and has a release time of 5 days, a thickness of 1.0 mm has a release time of 8 days and both, a thickness of 2.0 mm and 3.0 mm, has a release time of more than 12 days.
  • the depot layers of examples 2, 3 and 4 were furthermore packed in commercially available saran wrap. Unwrapping after 30 days revealed that the depot layers still smelled, i.e. released free fragrance.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Fats And Perfumes (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)

Abstract

La présente invention concerne un film adhésif (10) pour fournir une substance active (20, 22), comprenant une couche de dépôt (14) comprenant au moins une substance active (20, 22), le film adhésif (10) étant conçu pour adhérer à une surface d'un objet. De plus, l'invention concerne un procédé de préparation du film adhésif (10), le procédé comprenant ou consistant en la fourniture un matériau de support, éventuellement l'application d' une couche adhésive (12) sur le matériau support, la préparation d'une couche de dépôt solubilisée par mélange d'au moins un polymère, d'au moins un solvant et d'au moins une substance active (20, 22), l'application de la couche de dépôt solubilisée sur le matériau de support ou la couche adhésive facultative (12), le séchage de la couche de dépôt solubilisée pour obtenir la couche de dépôt (14), et facultativement le retrait du matériau de support, le film adhésif (10) étant conçu pour adhérer à une surface d'un objet.
PCT/EP2018/056098 2018-03-12 2018-03-12 Film adhésif de substance active WO2019174713A1 (fr)

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EP3061500A1 (fr) 2015-02-25 2016-08-31 Symrise AG Dispersions stables
EP3269350A1 (fr) 2015-03-13 2018-01-17 Amorepacific Corporation Poudre composite ayant une poudre inorganique imprégnée avec un polymère poreux, composition cosmétique la contenant, et son procédé de préparation
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