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WO2019179597A1 - Formes à libération soluble dans l'eau pour une substance active - Google Patents

Formes à libération soluble dans l'eau pour une substance active Download PDF

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Publication number
WO2019179597A1
WO2019179597A1 PCT/EP2018/056882 EP2018056882W WO2019179597A1 WO 2019179597 A1 WO2019179597 A1 WO 2019179597A1 EP 2018056882 W EP2018056882 W EP 2018056882W WO 2019179597 A1 WO2019179597 A1 WO 2019179597A1
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WO
WIPO (PCT)
Prior art keywords
water
release form
oil
mixture
soluble release
Prior art date
Application number
PCT/EP2018/056882
Other languages
English (en)
Inventor
Ranjita SHEGOKAR
Jörn WIEDEMANN
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/EP2018/056882 priority Critical patent/WO2019179597A1/fr
Publication of WO2019179597A1 publication Critical patent/WO2019179597A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q13/00—Formulations or additives for perfume preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q15/00—Anti-perspirants or body deodorants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/56—Compounds, absorbed onto or entrapped into a solid carrier, e.g. encapsulated perfumes, inclusion compounds, sustained release forms

Definitions

  • the present invention relates to the provision of new release forms.
  • the present invention discloses a water-soluble release form for an active substance, comprising or consisting of 20.0 to 99.9 wt.-% of at least one of a polysaccharide, a disaccharide, a monosaccharide, a mono-sugar alcohol, a mono-sugar acid, a polyether and combinations thereof; 0.1 to 30.0 wt.-% of at least one active substance, preferably a fragrance; and 0 to 50.0 wt.-% of at least one additive selected from the group consisting of a filler, an adsorbent, a carrier material, an emulsifier or combinations thereof.
  • a product is provided comprising the present water-soluble release form, a method for producing the present water-soluble release form and the use of the present water-soluble release form.
  • liquid form liquid spray, liquid pen, mist form
  • deodorant is used to mask body odor and uses 10-15% fragrance oil and is available in a variety of forms - liquid, cream, emulsion, roll on, mist, spray etc.
  • These dosage forms have, however, the drawback of reduced stability of the fragrance(s) due to interaction with other constituents.
  • capsules which contain fragrant substances it is necessary that the capsules 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.
  • Core/shell capsules are usually produced by the fine dispersion of the core material in an aqueous phase. Then in a coacervation process the wall material is precipitated out of the phase (aqueous phase) surrounding the drops of oil onto the drops of oil deposited. The size of the drops of oil therefore directly determines the size the subsequent capsule cores.
  • aminoplasts are very frequently employed as wall material. These aminoplasts are very frequently based on the condensation of melamine and formaldehyde or other amine components or aldehydes. Methods for producing such microcapsules are known in the art.
  • US 2011/1 18161 A1 discloses a core-shell microcapsule enclosing an odorous substance, wherein the shell is made of one or more polysiloxanes bearing one or more amino groups and one or more polyisocyanates.
  • US 6,586,107 B2 discloses microcapsules having walls obtained by reacting polyisocyanates with guanidine compounds, wherein the polyisocyanates consists of a hexamethylene diisocyanate oligomer.
  • the polyisocyanates comprise a hexamethylene diisocyanate oligomer and a trimer of hexamethylene diisocyanate.
  • At least one additive preferably selected from the group consisting of a filler, an adsorbent, a carrier material, an emulsifier or combinations thereof.
  • the present invention also provides product comprising the present water-soluble release form, preferably for fragrance release, preferably wherein the product is a consumer goods product, a method for producing the present water-soluble release form, and the use of the present water-soluble release form to perfume textiles, hair, skin, surfaces and/or ambient air.
  • the present invention is based on the finding that conventional, abundant and cost-efficient starting materials, namely carbohydrates, such as table sugar and cellulose, are well suited for packing/encapsulating an active substance, particularly a fragrance.
  • the employed production methods rely on well known processes, including extrusion, extrusion- spheronization, spray drying, hot melt extrusion, or simply on drying followed by grinding.
  • the present release form is particularly suited for including at least one fragrance as the active substance(s).
  • a boosting effect for a number of consumer goods products including personal beauty care soaps, laundry and laundry soaps (especially in developing markets) and dish care soaps (especially in developing market) may be provided.
  • the present water- soluble release form offers the advantage that the release form/packing dissolves on the one hand in water but nevertheless provides a long lasting effect, depending upon usage, 1 day or more, such as 2 days or more, 3 days or more, 4 days or more, 5 days or more, 6 days or more, 7 days or more, 8 days or more, 9 days or more, 10 days or more, 20 days or more, or 30 days or more.
  • the present water-soluble release form furthermore allows combination of fragrance(s) with anti-malodor active(s), thereby allowing a deodorant/perfume combination as 2 in 1 product.
  • the present method furthermore allows producing of a water-soluble release form of (i) a broad particle diameter range of e.g. about 50 pm to 2.0 mm, (ii) particles of different shapes, (iii) combining a multitude of different active substances, and (iv) mixing release forms carrying different active substance(s), respectively.
  • the present water-soluble release form may be therefore used in multiple environments and/or multiple occasions including to perfume textiles, hair, skin, surfaces and/or ambient air, and administrate therapeutic active substance(s) e.g. in tablet form.
  • the present water-soluble release form is well suited (1 ) as aroma booster for soap (laundry, dish and personal care); (2) for fine fragrance delivery, e.g.
  • A“water-soluble release form” as used herein pertains to a highly viscous or solid release form.
  • a solid release form is preferred.
  • Highly viscous as used herein preferably refers to a viscosity, which is higher than that of BELSIL ® DM 3096 (Wacker Chemie AG, Germany) at a temperature of 25°C.
  • the employed packing/encapsulating materials i.e.
  • a polysaccharide, a disaccharide, a monosaccharide, a mono-sugar alcohol, a monosugar acid, a polyether and combinations thereof are at least partially water-soluble, such that the water-soluble release form at least partially dissolves in presence of aqueous liquids, such as water, humidity prevailing in the environment (i.e. air humidity) and body liquids, such as perspiration or saliva.
  • aqueous liquids such as water, humidity prevailing in the environment (i.e. air humidity) and body liquids, such as perspiration or saliva.
  • a“water-soluble release form” does not necessarily mean that all constituents of the water-soluble release form, i.e. one or more of a polysaccharide, a disaccharide, a monosaccharide, a mono-sugar alcohol, a mono-sugar acid, or a polyether, are completely dissolvable in water or an aqueous liquid. It is sufficient if at least one or more of the constituents of the of the water-soluble release form are (partially) water- soluble.
  • water-insoluble cellulose requires presence of another water-soluble polysaccharide, disaccharide, monosaccharide, mono-sugar alcohol, monosugar acid, and/or polyether, for instance presence of saccharose or mannitol, for rendering the release form water-soluble.
  • another water-soluble polysaccharide, disaccharide, monosaccharide, mono-sugar alcohol, monosugar acid, and/or polyether for instance presence of saccharose or mannitol, for rendering the release form water-soluble.
  • the release form of the invention may therefore comprise at most 40 wt.%, at most 20 wt.-%, at most 10 wt.-%, or at most 5 wt.% of non-water-soluble components such as e.g. oil adsorbing materials.
  • a release form as defined above comprising between 5 and 8 wt.% of non-water-soluble compounds such as oil adsorbing materials. This is particularly preferred in laundry soaps or detergents.
  • the active substance(s) are usually evenly distributed in the water-soluble release form. This has the consequence that active substance is released over time and usually follows a logarithmically decreasing function.
  • 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.
  • active agents are fragrances, flavours, anti-malodor actives, antiperspirants, herbicides, pesticides, insecticides, insect repellents, pharmaceutical active substances, pheromones and cosmetic active substances.
  • the active substance(s) is present in the present water-soluble release form either in free form, i.e. as active substance(s) as such, or associated with a carrier material, if present.
  • carrier materials encompass porous substances, such as porous silicate.
  • the active substance(s) are preferably evenly distributed in the present least partially water-soluble release form.
  • any of at least one polysaccharide, disaccharide, monosaccharide, monosugar alcohol, mono-sugar acid, and polyether employed is in industrial grade quality.
  • the term“industrial grade quality” as used herein pertains to any polysaccharide, disaccharide, monosaccharide, mono-sugar alcohol, mono-sugar acid, or polyether with accompanying impurities.
  • the impurities are contained in an amount of less than 5 wt.-% (with reference to the at least partially water-soluble polymer in industrial grade), such as less than less than 4 wt.-%, less than 3 wt.-%, less than 2 wt.-%, or less than 1 wt.-%.
  • A“polysaccharide” as used herein pertains to long chain molecules having at least 200 C- atoms or more, such as 500 C-atoms or more, 10 3 C-atoms or more, 2*10 3 C-atoms or more, 5*10 3 C-atoms or more, or 10 4 C-atoms or more.
  • Exemplary polysaccharides include starch, derivatives of starch, 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),
  • Disaccharides are well known in the art and encompass for instance cellobiose, gentiobiose, isomaltose, isomaltulose lactose, Lactulose, laminaribiose, maltose, Maltulose, melibiose, saccharose and trehalose. Said disaccharides may be used alone or in combination. Preferred are lactose, maltose, saccharose and trehalose. Particularly preferred is saccharose. Most preferred is commercially available saccharose. Monosaccharides are well known in the art and encompass for instance pentoses or hexoses. Said monosaccharides may be used alone or in combination. Preferred monosaccharides are glucose, mannose and galactose. Particularly preferred is glucose.
  • A“mono-sugar alcohol” as used herein refers to an“alditiol”, i.e. a polyol, having 3 to 6 C- atoms.
  • Mono-sugar alcohols are well known in the art and encompass for instance glycerine, sorbitol and mannitol. Said mono-sugar alcohols may be used alone or in combination.
  • Preferred are glycerine and mannitol. It is particularly preferred to use glycerine and/or mannitol in form of glycerine soap base.
  • A“mono-sugar acid” as used herein refers to any aldonic acid, ulosonic acid, uronic acid or aldaric acid having 5 to 7 C-atoms.
  • a “polyether” as used herein pertains to one or more polyalkoxylates, such as a polyethylenglycol (PEG).
  • PEG polyethylenglycol
  • the polyether has molecular weight of 500 to 2,5*10 4 g/mol, such as 10 3 to 2;5*10 4 g/mol, 2*10 3 to 10 4 g/mol, 4*10 3 to 8*10 3 g/mol, or 5*10 3 to 6*10 3 g/mol.
  • polyethers examples 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. PEG without modifications is preferred.
  • Fragrance can be loaded on an adsorbent, e.g. silicates with fine pores and these particles are then coated with starch, carbohydrates, PEG or suitable water soluble polymer individually or in combination.
  • the release profile is adjusted based on the thickness of the coating layer.
  • the water soluble carriers and a part of fragrance coated silica particles can be mixed in ratio 1 :0.1-0.9, 1 :1 , 1 :2 or 1 : 5. This provides an additional advantage for laundry soaps and dish cleaning soaps. Alongside of scent boosting effects it can provide abrasive action required for cleaning.
  • cellulose beads in combination with silicates at ratio of 1 :0.1-0.9, 1 :1 , 1 :2 or 1 : 5 can be combined and loaded with fragrance oil and coated optionally, using one or more coating layers. This combination is advisable for detergent powders and laundry soaps.
  • At least partially water-soluble polymers encompass mannitol, saccharose, glycerine (e.g. in form of glycerine soap base), PEG, starch, and cellulose. Said compounds may be used alone or in combination. Particularly preferred is the use of said compounds in industrial grade quality, such as glycerine in form of glycerine soap base.
  • the expression“room temperature” or“ambient temperature” as used herein pertains to a temperature between 20 and 25 °C, preferably 21 to 24°C, or 22 to 23°C.
  • the water-soluble release form comprises at least 60.0 wt.-% of the one or more at least partially water-soluble polymers.
  • the water-soluble release form comprises 60.0 to 85.0 wt.-%, such as 65.0 to 80.0 wt.-%, or 70.0 to 75.0 wt.-%, of the one or more at least partially water-soluble polymers.
  • the one or more at least partially water-soluble polymers comprises a polysaccharide and one or more of a disaccharide, a monosaccharide, a mono-sugar alcohol and a mono-sugar acid.
  • the water-soluble release form further comprises at least 20.0 wt.-% of a polysaccharide and at least 65.0 wt.-% of one or more of a disaccharide, a monosaccharide, a mono-sugar alcohol and a mono-sugar acid.
  • the polysaccharide is starch or cellulose.
  • the starch or cellulose is from industrial grade.
  • the disaccharide is saccharose.
  • the saccharose is from industrial grade.
  • the monosaccharide is a pentose or hexose.
  • Preferred is glucose. More preferably, glucose of industrial grade is employed.
  • the at least one active substance is selected from the group consisting of a fragrance, an anti-malodor active and an antiperspirant. These compounds may be used individually or in combination. Any type and number and combination of fragrance(s), an anti-malodor active(s) and antiperspirant(s) 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.
  • -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.
  • 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.
  • 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 additive is selected from the group consisting of a filler, an adsorbent, a carrier material, an emulsifier, a viscosity modifier, a dye, a soap base or combinations thereof.
  • a filler an adsorbent, a carrier material, an emulsifier, a viscosity modifier, a dye, a soap base or combinations thereof.
  • additive usually includes substances that provide a certain texture and/or other properties to the depot layer.
  • Exemplary additives include one or more of a filler, an adsorbent a carrier material, an emulsifier, a viscosity modifier, a dye, a soap base, a disintegrant, a binding agent, an absorbent.
  • 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.
  • an“additive” is not the at least one partially water- soluble polymer 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 at least one partially water-soluble polymer
  • exemplary fillers include compounds which readily dissolve in water but which are usually chemically inert, i.e. do not chemically react, with the other constituents.
  • examples of such compounds include conventional salts, such as sodium sulphate, potassium sulphate, sodium chloride and potassium chloride.
  • the employed salt(s) is/are of industrial grade.
  • carrier materials encompass a porous substance, in particular porous inorganic solids, such as porous silicate and mesoporous molecular sieves.
  • Suitable emulsifiers encompass a fatty alcohol alkoxylate and/or a fatty acid alkoxylate.
  • A“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, C10 to C24 body (with a terminal hydroxyl or carboxylic group), such as a Cu to C22 body, or a C16 to C20 body, optionally having one or more double and/or triple bonds.
  • the polyalkoxylate has several repeating units, such as 14 to 26, 18 to 24, or 20 to 22 repeating units.
  • Preferred emulsifiers are one or more fatty alcohol alkoxylates. More preferably the emulsifier is a Polysorbate, particularly Polysorbate 80 (E 433).
  • 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 red; 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 d; E 160 e; E 160 f ; chinoline yellow E 104; chlorophyll E 140 green; cochenile ret A E
  • 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.
  • Silicates to be used as adsorbents may be for example magnesium aluminium silicate or calcium silicate, such as FLORITE ® (available from Tomita Pharmaceuticals Co., Japan), Syloid ® silicas (available from Grace, Maryland, USA), mesoporous silca gel or granulated fumed silica. It can be advantageous to use one or more antimicrobials.
  • 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-bromphenoxy)-n-hexan and its salts, the sodium salt of ethylmercury- (ii)-thiosalicylic acid, phenylmercury and its salts, 10-unde
  • 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 water-soluble release form may also comprise conventional microcapsules, preferably a Symcap microcapsule, such as Sym Cap G or K by Symrise.
  • the microcapsule(s) may encapsulate any of the above mentioned active constituents.
  • the combination of present water-soluble release form with conventional microcapsules may be of advantage in view of the different release properties, such as the“trigger” for release, which in the present case normally involves an aqueous medium and for conventional microcapsules e.g. mechanical force, in particular pressure and/or friction, increase in temperature, and/or a pH change.
  • Exemplary conventional 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.
  • a product comprising the present water-soluble release form is provided.
  • the product is preferably a consumer goods product and/or for fragrance release.
  • the present product may be for instance in form of soap (laundry, dish and personal care).
  • the soap is preferably solid or (essentially water-free) semisolid, preferably solid, and includes one or more of the present water-soluble release forms.
  • the one or more of the present water-soluble release forms may be added during the step of mixing the particular constituents of the soap. Water, such as washing water, contacts the one or more of the present water-soluble release forms and dissolves the water-soluble constituents thereof, thereby releasing the active substance(s).
  • the present product may provide one or more receptacles/compartments, which are adapted to include one or more of the present water-soluble release forms.
  • the receptacle furthermore exhibits one or more channels or openings providing access from water from the environment, such as air humidity or washing water, to the one or more of the present water-soluble release forms.
  • the water dissolves the at least one water-soluble polymer, thereby releasing the active constituent(s), which in turn may pass into the environment through the one or more channels or openings.
  • Exemplary products encompass body scrubbers or boosters and rings, such as a toe ring (as shown in Figs. 1 , 3A and 3B hereinafter).
  • the product may have essentially each outer appearance and may be therefore provided to all consumer goods products or form a part thereof, including jewellery, such as a ring, a bracelet, or a brooch, a handle of e.g. a suitcase, travel bag or handbag,
  • the present water-soluble release form may be therefore used in multiple environments and/or multiple occasions including to perfume textiles, hair, skin, surfaces and/or ambient air, and to administrate therapeutic active substance(s) e.g. in tablet form.
  • the present water-soluble release form is well suited (1 ) as aroma booster for soap (laundry, dish and personal care); (2) for fine fragrance delivery, e.g.
  • the consumer goods product may any known product in which including of the present water-soluble release form for an active substance is desired, including for instance cleaning agents, fabric softeners, washing powders, liquid laundry detergents, shower gels, shampoos, deodorants, body lotions and other cosmetic products.
  • a water-soluble release form for an active substance comprising or consisting of
  • a water-soluble release form for an active substance comprising or consisting of
  • the water-soluble release form encompasses a dye as only additive.
  • a water-soluble release form for an active substance comprising or consisting of
  • a polysaccharide preferably starch or cellulose, a disaccharide, preferably saccharose, a mono-sugar alcohol, preferably mannitol and/or glycerine, or a polyether; preferably a polysorbate and/or a PEG;
  • the water-soluble release form encompasses a dye as only additive.
  • a water-soluble release form for an active substance comprising or consisting of
  • the water-soluble release form encompasses a dye as only additive.
  • a method for preparing a water-soluble release form comprises or consists of mixing 20.0 to 99.9 parts by weight of at least one of a polysaccharide, a disaccharide, a monosaccharide, a mono-sugar alcohol, a mono-sugar acid, a polyether and combinations thereof; 0.1 to 30.0 parts by weight of at least one active substance; 0 to 50.0 parts by weight of at least one additive selected from the group consisting of a filler, an adsorbent, a carrier material, an emulsifier or combinations thereof; and 0 to 100.0 parts by weight of a solvent to obtain a mixture; processing the mixture by (i) extruding the mixture and drying (ii) spray drying the mixture, or (iii) drying the mixture and grinding, preferably wherein
  • the processed mixture preferably the granules, either by a single layer or layer by layer;
  • the step of mixing the constituents may be performed in any suitable device. Such devices are well known in the art. Mixing may be accomplished in the presence of one or more polar solvents, preferably water or a mixture of an alcohol and water.
  • polar solvent as used herein organic, polar solvents.
  • a polar solvent pertains one or more 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. It will be appreciated that a desired (overall) polarity of a mixture of solvents may be easily adjusted by the skilled person, who is also aware about which solvents may be combined.
  • suitable solvents are selected from the group consisting of water, ethanol, isopropanol, diethylene glycol monoethyl ether, 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.
  • DPG dipropylene glycol
  • DPM dipropylene glycol monomethyl ether
  • TEC triethyl citrate
  • 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.
  • DPMA dipropylene glycol methyl ether acetate
  • any natural or synthetic liquid lipid can also be used as solvent.
  • Processing of the mixture may be essentially performed by any suitable device. It is also conveyable pouring/applying the mixture on any chemically inert surface, optionally distributing (for facilitate drying), and drying, preferably at room temperature.
  • the dried mixture may than subjected to grinding. It will be appreciated that suitable grinders are well known in the art. Alternatively, the dried mixture may be also manually grinded using e.g. a mortar. It is, however, preferred employing well established techniques, such as extrusion techniques (optionally followed by a grinding step), including extrusion-spheronization and hot-melt extrusion (in hot-melt extrusion, a water soluble polymer is considered along with the listed ingredients), and spray drying. Spray drying is usually less preferred in view of the expensive spraying device and need to use rather expensive constituents, such as constituents which usually exhibit a higher purity than industrial grade.
  • processing of the mixture also involves preparation of granules, which is within the knowledge of the skilled person.
  • Drying may be performed at any temperature with the proviso that functionality of the active substance(s) is not impeded, i.e. that it is not decomposed or otherwise reacted with any other constituent of the present water-soluble release form. This temperature depends from the respective ingredients and may be easily selected by the skilled person.
  • the step of mixing 10.0 to 100.0 parts by weight of the solvent are employed for obtaining the mixture, and the step of processing the mixture is performed by (i) extruding the mixture; or (iii) drying the mixture and grinding; preferably (i) extruding the mixture.
  • the step of processing the mixture is performed by extrusion-spheronization.
  • the extrusion of the product is a required step prior to spheronization.
  • the size of the spheres is determined by the diameter of the extrudate used for the spheronization process. For example, in order to obtain spheres with a diameter of 1 mm, a 1 mm screen is used on the extruder. In a spheronizer, it is generally possible to obtain regular spheres with a diameter ranging from about 0.5 mm to about 3 mm.
  • the method is performed at ambient temperature, preferably at a temperature of 20 to 25°C.
  • the water-soluble release form is obtainable by the present method.
  • the use of the present water- soluble release form, or the present product, for laundry care, for dish care, in particular for dishwashing, for personal care, for fine fragrance delivery, as airfreshner, forfood transport, beverage industry, for cloth industry, for refreshing sport clothes, as wardrobe airfreshner, or in hospital industry is provided.
  • the present water-soluble release form e.g. in form of granules, may have any particle size or diameter in the range of 100 nm to 2000 pm or combination of different particle sizes, such as two or more, three or more, four or more, or five or more. It will be appreciated that, depending on the preparation method and/or grinding step, the water- soluble release form may have any shape, including irregular shapes. In case of particles of irregular shape the greatest observed distance within a particle is considered to represent the particle diameter.
  • the present water-soluble release form may have any shape, such as a rod-like shape or an irregular shape.
  • the present water-soluble release form is 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.
  • a particle size between 500 pm to 2000 pm may be easily determined with e.g. the naked eye using conventional means.
  • a particle size, in particular the dso value, between 50 to 500 pm 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.
  • 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 a product according to the present invention
  • Fig. 2 a schematic view of another product according to the present invention.
  • FIG. 3A and 3B a schematic view of still another product according to the present invention.
  • a product according to the present invention is shown.
  • the product is in form of a spheroid body scrubber 10.
  • the body scrubber 10 comprises one or more compartments, such as channels 12, formed therein, having access to the environment.
  • a plurality of fragrance release forms 40 are located in these channels 12 .
  • the fragrance release form 40 has a spheroid form and are al of the same type, i.e. contain the same fragrance(s). It will be, however, appreciated that other forms and/or other types of the fragrance release forms 40, in particular a fragrance release form 40 adapted for the release of a plurality of different fragrances, may be employed.
  • the shape of the body scrubber 10 is exemplary. Rather each type of shape may be employed rendering the product suitable for including in any type of consumer goods product. Alternatively, a portion of a consumer goods product may be adapted accordingly.
  • Any consumer goods product such as a handle of a suitcase, may be provided with one or more compartments/reservoirs for one or more fragrance release forms and one or channels/openings providing access of an aqueous liquid, such as water, sweat or air humidity, to the one or more fragrance release forms, thereby dissolving the same and providing access of the active substance(s) to the environment.
  • an aqueous liquid such as water, sweat or air humidity
  • Fig. 2 another product according to the present invention is shown.
  • the product is in form of a soap 20 having a plurality of different fragrance release forms 42, 44 embedded therein.
  • Using the soap 20 allows exposition of the different fragrance release forms 42, 44 to water, thereby dissolving the polymer of the fragrance release forms 42, 44 and allowing access of the fragrances to the environment.
  • Fig. 3A shows a top view and Fig. 3B a side view of a product according to the present invention.
  • the product is in form of a ring 30 having a ring member 32 and a body membrane 34 made of a transparent material for storing a plurality of different fragrance release forms 46, 48, 50 therein. At least one opening (not shown) is formed in the body membrane 34, allowing entry of ambient air having an air humidity. Thereby, the polymer of the different fragrance release forms 46, 48, 50 is dissolved and access of the fragrances to the environment is permitted. It will be, however, appreciated that dissolving does not necessarily needs to take place for releasing the fragrances. Alternatively or in addition, mechanical forces, in particular friction, such as attrition e.g.
  • the different fragrance release forms 46, 48, 50 exhibit different colors for providing e.g. the possibility the individual fragrance(s) by their color. Examples
  • Examples 1-1 to 1-10 have been carried out by extrusion- spheronization). Drying is performed at room temperature. Dissolution of the dried spheres in tap water (at room temperature) requires 18 min. (example 1-1 ), 10 min. (examples 1-2, 1-3, 1-9, 1-10) 8 min. (example 1-4) and 12 to 15 min. (examples 1-5 to 1-8).
  • Example 1-1 1-2 1-3 1-4
  • Table 1 Bead forming process employing extrusion-spheronization. Beads of diameters between 90 to 1500 pm are obtained.
  • Example 1-5 1-6 1-7 1-8 1-9 1-10 mannitol 35 40 82 NA NA 87 saccharose 35 40 NA 82 87 NA fragrance oil 8 8 8 8 8 starch 22 12 10 10 5 5 water added till moisture content was 10-15- water was removed by drying Table 2: Bead forming process employing extrusion-spheronization. Beads of diameters between 600 to 1000 pm are obtained.
  • Examples 2-1 to 2-2 have been carried out by hot-melt extrusion spheronization.
  • Example 2-1 employs 80 parts by weight of saccharose added to 10 parts by weight of water. The obtained syrup is mixed with 20 parts by weight fragrance oil.
  • Example 2-2 employs 10 parts by weight PEG and 75 parts by weight of saccharose added to 10 parts by weight of water. The obtained syrup is mixed with 15 parts by weight fragrance oil. Drying is performed at room temperature. Dissolution of the spheres in tap water (at room temperature) requires 5 min. (examples 2-1 and 2-2).
  • Examples 3-1 to 3-4 have been carried out by mixing and extrusion using a soap machine. Drying is performed at room temperature. Dissolution of the dried spheres in tap water (at room temperature) requires 12 min. (example 3-1 ), more than 20 min. (examples 4-2 and 4-3) and more than 30 min. (example 3-4).
  • Examples 4-1 to 4-3 have been carried out by spray drying carried out at a temperature of 110°C at a spraying rate of 5 ml/min. Obtained beads are dried at 60°C. Dissolution of the dried spheres in tap water (at room temperature) requires 8 min. (examples 4-1 and 4-3) and 7 min. (example 4-2).
  • Table 4 Bead forming process employing spray drying. Beads of diameters between 700 to 1000 pm are obtained.
  • the present water-soluble release forms may be easily produced by common available methods, such as extrusion, hot-melt extrusion, extrusion- spheronization and spray drying, and even by drying and grinding, using a mixture of inexpensive, common available starting materials, particularly starting materials of industrial grade.
  • the obtained water-soluble release forms may include significant amounts of fragrance(s) and/or other active substance(s) and offer dissolution and thereby release of fragrance(s) and/or the active substance(s) over a long period. It is furthermore possible storing the present water-soluble release forms over a long period by wrapping in a commercially available saran wrap.

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Abstract

La présente invention concerne la fourniture d'une forme à libération soluble dans l'eau pour une substance active, comprenant ou consistant en 20,0 à 99,9 % en poids d'au moins un parmi un polysaccharide, un disaccharide, un monosaccharide, un alcool mono-sucre, un acide mono-sucre, un polyéther et des combinaisons de ceux-ci; 0,1 à 30,0 % en poids d'au moins une substance active; et 0 à 50,0 % en poids d'au moins un additif. De plus, l'invention concerne un produit comprenant la présente forme à libération soluble dans l'eau, une méthode de production de la présente forme à libération soluble dans l'eau et l'utilisation de la présente forme à libération soluble dans l'eau.
PCT/EP2018/056882 2018-03-19 2018-03-19 Formes à libération soluble dans l'eau pour une substance active WO2019179597A1 (fr)

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WO2023186333A1 (fr) 2022-03-30 2023-10-05 Symrise Ag Rouleau de papier faisant office de système de commande de diffusion de parfum
WO2024256257A1 (fr) * 2023-06-15 2024-12-19 Unilever Ip Holdings B.V. Composition de renforçateur de parfum de lessive comprenant un parfum et des billes de cellulose

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WO2023186333A1 (fr) 2022-03-30 2023-10-05 Symrise Ag Rouleau de papier faisant office de système de commande de diffusion de parfum
WO2024256257A1 (fr) * 2023-06-15 2024-12-19 Unilever Ip Holdings B.V. Composition de renforçateur de parfum de lessive comprenant un parfum et des billes de cellulose

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