CA1294880C - Method of applying cosmetics to a substrate - Google Patents

Method of applying cosmetics to a substrate

Info

Publication number
CA1294880C
CA1294880C CA000537311A CA537311A CA1294880C CA 1294880 C CA1294880 C CA 1294880C CA 000537311 A CA000537311 A CA 000537311A CA 537311 A CA537311 A CA 537311A CA 1294880 C CA1294880 C CA 1294880C
Authority
CA
Canada
Prior art keywords
cosmetic
substrate
film forming
carrier
slurry
Prior art date
Legal status (The legal status 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 status listed.)
Expired - Fee Related
Application number
CA000537311A
Other languages
French (fr)
Inventor
Charles T. Fellows
Robert C. Haines
George T. Brown, Jr.
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Qmax Technology Group Inc
Original Assignee
Qmax Technology Group Inc
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 Qmax Technology Group Inc filed Critical Qmax Technology Group Inc
Application granted granted Critical
Publication of CA1294880C publication Critical patent/CA1294880C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/11Encapsulated compositions
    • AHUMAN NECESSITIES
    • A45HAND OR TRAVELLING ARTICLES
    • A45DHAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
    • A45D40/00Casings or accessories specially adapted for storing or handling solid or pasty toiletry or cosmetic substances, e.g. shaving soaps or lipsticks
    • A45D40/0087Casings or accessories specially adapted for storing or handling solid or pasty toiletry or cosmetic substances, e.g. shaving soaps or lipsticks for samples
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • A61K8/65Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A45HAND OR TRAVELLING ARTICLES
    • A45DHAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
    • A45D2200/00Details not otherwise provided for in A45D
    • A45D2200/10Details of applicators
    • A45D2200/1009Applicators comprising a pad, tissue, sponge, or the like
    • A45D2200/1027Tissues, i.e. thin applicator sheets
    • AHUMAN NECESSITIES
    • A45HAND OR TRAVELLING ARTICLES
    • A45DHAIRDRESSING OR SHAVING EQUIPMENT; EQUIPMENT FOR COSMETICS OR COSMETIC TREATMENTS, e.g. FOR MANICURING OR PEDICURING
    • A45D2200/00Details not otherwise provided for in A45D
    • A45D2200/10Details of applicators
    • A45D2200/1009Applicators comprising a pad, tissue, sponge, or the like
    • A45D2200/1036Applicators comprising a pad, tissue, sponge, or the like containing a cosmetic substance, e.g. impregnated with liquid or containing a soluble solid substance
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/80Process related aspects concerning the preparation of the cosmetic composition or the storage or application thereof
    • A61K2800/87Application Devices; Containers; Packaging
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S261/00Gas and liquid contact apparatus
    • Y10S261/88Aroma dispensers
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10STECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S428/00Stock material or miscellaneous articles
    • Y10S428/905Odor releasing material
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/15Sheet, web, or layer weakened to permit separation through thickness

Abstract

ABSTRACT

METHOD OF APPLYING COSMETICS TO
A SUBSTRATE AND ARTICLE
A unique system for distributing and sampl-ing cosmetics is disclosed. The cosmetics which are normally dry, are combined with a liquid carrier and film forming agent and deposited onto a substrate.
The film forming agent acts to microencapsulate the cosmetic and lightly bond the cosmetic to the sub-strate. When the film forming agent dries, it protects the cosmetic. Thus, the cosmetic can be applied to a substrate and covered with a paperboard sheet. Access to the cosmetic can be provided by a tear strip. Greasy cosmetics, such as lipstick, can also be applied to a substrate according to the present invention. These cosmetics are first microencapsulated with gelatin and the formed microparticles are secondarily encapsulated with a film forming agent and deposited onto a substrate.
This method permits cosmetics to be distributed through the mail and as magazine inserts and the like.

Description

~4~

METHOD OF APPLYING COSMETICS TO
A SUBSTRATE AND ARTICLE
Back~round of the Invention The present invention reIates to cosmetics.
More particularly the present invention relates to a method of applying cosmetics to a substrate such as paper stock, plastics, fabrics, or foils.
Further, the present invention relates to microencapsulated cosmetics deposited onto a sub- :
strate~, suitable for mass distribution through the mails and the like.~ :
: : ~ Traditionally, cosmetics have been packaged in containers such~as bottles, jars, flasks, boxes, a:nd tubes.~ Cosmetic houses go to great expense in ; seIscting a;container type, style and design which provides a competitive advantag`e in gaining and~
keeping marketing elegance:and appeal~or identity of respect1ve~cosmetic products. They avoid the res~
taurant type:mustard, ketchup~ and sugar packets~which:::
: would be crushed-open~in the mail.
~ :: : : : : :
:;: : The~fragrance houses and cosmetic manu-: facturers are also searching for new methods~of :

~ : .
2~ 8~

pxomoting and of distributing cosmetics such as the highest quality, multi-colored types in magazine inserts and or direct mailers. Providing cosmetic products in traditional packaging forms which would be carried via magazine inserts or direct mailers is either impossible or economically unattractive using current technology.
There is also a problem with traditional methods of demonstrating cosmetics at cosmetic coun-ters. Due to the recent concern with communicable diseases, cosmetic wearers are unwilling to sample onto themselves the open cosmetics from a communal dispenser as is customary at a cosmetic counter. To overcome this concern, very small quantities of the cosmetics must be provided in sample packages. Again with current accepted methods this is cost prohibi-tive.
In the last few years designer houses creating fashionable fragrances have employed pull-apart, or scratch-open products containing printed areas utilizing microencapsulation techniques. Basically, fragrance oils, i.e. "perfumes", are transferred into an encapsulated form which is mixable with water.
This is formulated into an aqueous vehicle delivery system which includes water soluble or colloidal binders. Thus the encapsulated fragrance is converted into a non-polluting vehicle type of prlntable ink or coating. The coating is normally applied as a thin .

.

film to a paper surface and an opposing surface i5 brought into contact with the still wet coating and the laminated areas allowed to dry. The fragrance ink acts as a dry mastik which adheres to both of the opposed paper surfaces, cementing them temporarily together. Co-adhesive strength of the connecting composition or thin coating is very poor. When the two opposing paper surfaces are pulled or jerked apart, the microencapsulation is ruptured and the fragrance is released. This provides a very economical means for fragrance houses to sample and to distribute samples of their fragrances via mass distribution methods. The action of opening becomes a memorable event to the senses.
Unfortunately, this technology cannot be easily transferred to cosmetics. Cosmetics typically are dry or cohesive powders or oily or emulsion type dispersions or easily meltable pastes, such as lip-stick, which have a very defined appearance and feel.
Any attempt to apply the cosmetic to a substrate for mass mailing must not bleed or leak or stain the substrate nor can the cosmetic itself be alt~red in its own color, feel or appearance. Unfortunately, the cosmetic cannot be directly applied to the substrate since it will, in the case of powders, simply fall off from the substrate, or in the case of a non-drying paste, remain tacky and rub off on everything it touches. Summertime shipping temperatures for mail or ~ -3-freight which can reach 150F. and more can destroy such items.
Further, in order for a cosmetic to be attractive as possible when provided on a paper substrate, such as colorful and economical mailers, the cosmetic should be in a form suitable to be applied conveniently by means of using standard printing techniques.
To be printable, the cosmetic must be provided in a fluidized form. It is known to for-mulate a cosmetic such as blush as a liquid. This is discussed in Murphy et al, U. S. Patent No. 4,337,8S9.
The Murphy reference relates to one modern method of forming a molded cosmetic powder cake. In this method, the cosmetic is formed as a slurry of the cosmetic, a fatty alcohol and a vaporizable siloxane.
This is heated, extruded or poured into a shaped receiver cavity and cooled to form a solidified cake of cosmetic. This is then dried in order to evaporate the siloxane carrier, yielding the proper texture.
The printing process is generally a very rapid process where the printed material frequently reverses direction around small rollers in order to control tension, tracking, flatness, and the like.
This requires substantial adhesive strength in thè
coating applled to the substrate. The slurry of cosmetic disclosed in Murphy is simply deposited lnto a cavity where it is allowed to dry and set. Once .

.~.. . ... . .

dried, the cosmetic has relatively little adhesive strength and therefore this slur~y would not adhere if it were to be printed as an "ink" in the form of a thin film onto a substrate. Accordingly, the material disclosed in Murphy is totally unsuitable for use in preparation of a cosmetic to be deposited onto a substrate.
Summary of the Invention The present invention is premised upon the realization that cosmetic forms can be formulated into a printable slurry which will adhere onto a substrate if the cosmetic is first surrounded, then microencap-sulated by an appropriate film forming agent. The film forming agent, upon microencapsulating the cosmetic particulates provides for suitable "mother-liquor" phase-out adherence as the fluid evaporates upon the substrate but does not noticeably alter the appearance or texture of the cosmetic. The microencapsulating coating further permits the final (resultant) deposit of cosmetic to be easily removed from the substrate when wiped by the finger or a blush applicator.
In a preferred embodiment the present invention comprises the formation of a liquified mass of a cosmetic including a liquid carrier, such as ethanol, a film forming agent such as polyvinyl pyrrolidone and a plasticizer. This liquified mass is processed, then printed onto a substrate. The carrier volatiles are then evaporated, leaving behind the cosmetic microencapsulated by the film forming agent and also adhered to the substrate.
A cover sheet which includes a tear strip is adhered to the substrate with the tear strip located above the microencapsulated cosmetic. The dried film or polymer-rich skin surface results from drying of the cosmetic moiety through this surface, and con-veniently also prevents the cosmetic from adhering to the tear strip or contacting force of the cover sheet.
When the tear strip is pulled away or removed, the cosmetic area remains lightly adhered to the substrate and suitable for use as if no adhesive was present at all.
The present invention permits non-dry cosmetics, such as lipstick, to be deposited in a similar manner. However, the non-dry cosmetic must first be preliminarily microencapsulated as if to form a dry, particulate cosmetic. Such dry cosmetic particulates are then formed into a slurry including a liquid carrier, plasticizer, and film forming agent.
This slurry is secondarily reencapsulated and concur~
rently deposited on a substrate to form a coating containing the microencapsulated particles of a non-dry cosmetic, yet having suitable handling charac-teristics.
` This article can be used as a convenience sample at a cosmetic sales counter or it may be widely distributed as a magazine insert or as a direct mailer or with the Sunday newspaper in targeted sales areas or for promotional purposes.
The advantages of the present invention will be further appreciated in light of the detailed description and drawing in which:
Brief Description of the Drawings Fig. 1 is a an exploded view of a preferred embodiment of the present invention.
Fig. 2 is a perspective view of an alternate embodiment of the present invention.
Fig. 3 i5 a cross sectional view taken at line 3-3 of Fig. 2.
Detailed Description According to the present invention, a cosmetic such as blush or lipstick is first compounded into a slurry which can then be printed onto a web or substrate by using standard printing techniques or coating methods. This slurry is applied`or deposited onto a substrate. The slurry, upon drying, provides a microencapsulated cosmetic layer. The mlcroencap-sulation enables the cosmetic to adhere to the sub-strate at the same~time, and does not adversely effect the desirable characteristics of the cosmetic.
To formulate the cosmetic slurry a dry, controlled-particulate-sized cosmetic is combined into a liquid carrler containing the dissolved or dispered a film forming agent as well as any additional or . . . .

optional colorations or components such as plastici-zers, vitamins, and the like.
The present invention utilizes a range of cosmetics such as the dry-powder blush and extending through non-dry~ tacky cosmetics such as lipstick.
The non-dry cosmetics must first be modified to a dry micro-particulate form for use in the present in-vention. The dry talc-based cosmetic powders can generally be used as purchased without the preliminary microencapsulation.
Cosmetic powders, as purchased, are dry particulate compositions including primarily an inert base or particulate component in combination with added plasticizers, coloring agents and fragrances.
The inert components can include materials of the form of finely divided aluminum hydroxide, koalin, talc, mica, corn starch, calcium carbonate, calcined clays, silicas, aluminum oxide, aluminum silicate. Polymers such as nylons, polyolefins, and the like are also used. ~These are combined wlth suitable fragrances, sterilants, plasticizers, coloring agents and the like to provide the dry-cosmetics suitable for use in the present invention. The inert filler particulate portion in such cosmetic powders generally comprises about 70-90% of the "dry" cosmetic weight.
The film forming agent used to microencap-sulate the dry particulate cosme~ic is compo~sed of one or more polymers which are soluble in the carrier and :
.. ,,~................................................................
' .

which during carrier evaporation will form into a relatively thin, weak coating around the cosmetic particulates and provide overall adhesive integrity for the cosmetic onto the substrate. The film forming agent can be natural or synthetic film forming agent such as nylons or polyamide, cellulose esters, starch esters, their ethers, or carboxylates, polyvinyl pyrrolidones, SBR block type copolymers, silicones as well as polyurethane including those formed from 10 toluene diisocyanate pracursorsO
The film forming agent should be nontoxic, clear and not noticeably alter the appearance or properties of the cosmetic. The final film forming agent provides only weak adhesion between the parti-15 culate and to the substrate so that rubbing one's finger across the exposed microencapsulated cosmetic surface will thereby remove the cosmetic from its substrate. Upon drying, the film forming agent also serves to prevent the cosmetic evaporation interface 20 from adhering to other contacted surfaces such as a cover sheet.
Preferably water or alcohol soluble polymers are used, particularly those which provide a trans-parent coating. The preferred film forming components 25 are polyvinyl pyrrolidone and highly hydrolyzed polyvlnyl alcohol. These are non-toxic and approved CTFA and F.D.A. cosmetics ingredients.

._9_ z~

The cosmetic particulate and film former are combined with an effective amount of carrier to provide for a liquid slurry of cosmetic. The carrier can be any BP, USP, CTFA or pharmaceutically ac-ceptable solvent which will at least partially dis-solve and or colloidally disperse micelles of the film forming component. Suitable carriers may include water, alcohols suitable for fluidization of the composition (generally C2 - C28), aromatic solvents, aliphatic solvents, N-methyl-2-pyrrolidone, butyro-lactone, ketones, ethers, esters, volatile siloxanes, and mixtures. Particularly suitable are water ethanol, isopropanol, isoparrafin type naptha, cyclodimethicone and methyl ethyl ketone. A mixture of solvents may ~ also be used. The solvent is combined with the film forming agent and cosmetic in an effective amount to provide a slurry which flows at application tempera-ture. Preferably the fluidizing carrier is provided in a suficient quantity to provide a suitable viscosity for the ease in printing of the cosmetic slurry.
When the caxrier has a very low viscosity, a blend of carriers can be used. Particularly when thé
carrier is ethanol, or isopropanol, added water may be required to control or increase the viscosity and permit the cosmetic to remain in suspension.
The present invention can also optionally include plasticizers to maintain the feel of the cosmetic after the carrier is evaporated. Suitable ~-10 ......
. .
' -' plasticizers include fatty acid esters such as iso-propyl myristate, isopropyl palmitate, magnesium stearate, as well as oils, glycerine, vitamin E, vitamin D3, cholesteric esters, silicones, trigly-cerides, phytosterols and the like. Mixtures of plasticizers may be preferred to impart an appropriate feel and impart other desired characteristics. For examplel the silicone plasticizers are excellent lubricants which assist in maintaining the applicator orifice clean and permit the cosmetic particles to fit tightly together once applied. Isopropyl myristate is a tacky plasticizer which promotes adhesion.
Preferably the cosmetic slurry will include about 30 to 65 parts by weight of cosmetic, from about .1 up to about 10 parts by weight of one or more plasticizers, from about .1 to about 5 parts by weight of film forming component (solids), and from about 1 to about 65 parts by weight of carrier. It is im-portant to maintain the amount of ilm forming solids at an effective level relative to the amount o~
particulate material solids and related surface area in the cosmetic so as to provide also for effective~
adhesion of the cosmetic to a substrate. This pro-vides for light adherence of the cosmetic to the substrate permitting the cosmetic to be easily removed from itself as well as from its own sur-face substrate for use by an indivldual utilizing their finger or commercial brush or foam applicator.
.
' '' 2~
-12~
The slurry is formulated by combining the plasticizer and fluid carrier (excluding any water used to increase viscosity) in a high speed blender.
The film forming component is then added and next added the cosmetic powder or particulates and finally any water needed to increase viscosity. This is incorporated without substantially altering the particle size of the cosmetics using standard blenders for example a Colloid Mill of the Graco type.
In a preferred embodiment of the present invention the slurry will include:
Cosmetic Particulates 49.0 Weight %
Iso-propyl myristate .6 ~eight %
Polydimethlsiloxane .6 Weight Polyvinyl pyrrolidone .6 Weight %
Ethanol 48.2 ~eight %
Water I.0 Weight ~
The slurry is formed up to by combining the components in the following order:
1. Alcohol 2. Isopropyl myristate 3. Polydimethlylsiloxane 4. Polyvinyl pyrrolidone ~: 5. Cosmetic Powder Particulates 6~ Water The~cosmetic slurry can be applied to a variety of different substrates including paper, plastic, and fabric. Further, ~he slurry can be applied by various techniques including extrusion, spraying, incIuding~ centrifugal and electrostatic types of~spraying, and process for ink and transfer `
printing.; In one embodiment the slurry is deposited onto the substrate~with an airless (pressure) spray - ~.

.. . . . .
:
.

,~

applicator at about 35 psi through a course nozzle.
In another, the cosmetic and related fluidizing carrier may be passed through an electrostatic sprayer.
When a volatile carrier, such as ethanol is used, there is no need to actively drive off the carrier. Typically the high speeds and surface air flows encountered in a printing operation and the paper absorption will quickly cause the carrier to evaporate. When a less volatile carrier i~ employed, or for some reason, the slurry must set quickly, heat may be applied to the web either before or after application of the slurry. Specifically, heat ovens and lamps have been used to preheat the substrate and also the freshly applied cosmetic. Heating elements can be used in cooperation with the spray apparatus to heat the slurry and the atomizing air prior to atomization and deposition. Ovens are commonly used for curing inks.
The evaporative drying of the carrier leaves the coating of cosmetic deposited upon the substrate and also encapsulated by the film forming component.
The film forming component coats the cosmetic mi-cro-particles and also coats and adheres to the substrate. Generally, the thickness of the wall of the microcapsule will be from about 200 anystrom to up to 2-6 thousand microns. Preferably, this film former is water soluble or soluble in a common make-up remover such as cold cream or soapy waterO This improves the ~osmetic making it easier to remove.
As shown in Figure 1 there is a preferred embodiment of the present invention where the cosmetic slurry is applied to a paper or plastic film or even a paperbcard substrate to be used as a direct mailer or magazine insert. In this embodiment there is a base sheet or substrate 11. Printed onto a central portion 12 of the base sheet 11 is a narrower strip 13 of the cosmetic slurry.
The base may be transparent or can be the same color as the cosmetic. This would improve the appearance of the article as the cosmetic is removed.
A peripheral area 14 of the base sheet 11 is uncoated by the slurry. After partial or substantial drying of the slurry, a cover sheet 15 is bonded to the base sheet so that the bonding occurs only at thQ peri~
pheral area 14 according to the product design re-quirements.
The cover sheet 15 includes a suitably located perforated area tear strip 16 which, when the cover sheet 15 i5 bonded to the base sheet 11, is aligned over the strip 13 of cosmetic. The cover sheet prevents any unwanted or pre-use exposure of the cosmetic. It furthermore serves a sanitary function, preventing contamination of the sample.
To access the cosmetic the tear strip 16 is torn from the cover sheet 15 exposing the cosmetic strip 13, which in its current form, is microencap-sulated and only lightly adhered to the base sheet 11.
Since the cosmetic is protected by a polymer enriched dry skin film as well as by the encapsulation pro-cedure beneath, it does not adhere to surfaces of the tear strip 16. The cosmetic structural adherence is controlled by controlling the amount of film forming agent solids to permit the end user of the cosmetic to easily wipe it from the supporting base sheet 11 and once applied to remove it from the users skin. This article is appropriate ~or inserting into magazines, and for uncontrolled handling and distribution by mail as well as for sanitary customer sampling as upon a cosmetic sale counter.
As shown in FigsO 2 and 3, this invention can be practiced in a variety of different ways providing fle~ibility and permitting creativity. The article shown in Figs. 2 and 3 also includes base sheet 21 which include a flap or cover 22 adapted to fold over base sheet 21 as indicated by arrow 23.
Deposited on base sheet 21 are two strlps 24 and 25 of the microencapsulated cosmetic of the present inven-tion.
The strips 24 and 25 are covered by cover sheet 26. Cover sheet 26 includes two perforated portions 27 and 28 provided to align over strips 24 and 25 when sheet 26 is bonded to base sheet 21 ' Perforated portion 28 includes an aperture 29 which exposes a portion of cosmetic strip 24.
When used, the flap 22 is folded over cover sheet 26 protecting the cosmetic exposed at aperture 29. As soon as the user opens the flap, the cosmetic exposed at aperture 29 is visible and can be used immediately. This calls the users attention to the tear strips 27 and 28 encouraging her to remove the strips and sample the cosmetic.
This invention can be used in many different applications. The cosmetic can be deposited onto colored or transparent substrates as well as flat or shaped substrates. The cover sheet can be folded onto or glued to the substrate and likewise can be opague or transparent.
The present invention is also suitable for use with never-dry or paste cosmetics, paxticularly mascaras and lipsticks. Lipsticks are primariIy emulsions which include high molecule welght oils (greases) along with fillers, plasticizers, fra-grances, flavors and coloring agents. With such paste cosmetics there obviously would be no problem with expected levels of adherence to a substrate since they are naturally tacky. The problem encountered with 2~ these cosmetics is that they are designed to remain in this tacky state and to resist change. Accordingly, when such cosmetics are applied to a substrate and subsequently covered with a cover sheet, the cosmetic ~9~

adheres to the cover ~heet as well as to the sub-strate. This provides an article with a very unat-tractive, greasy, bleeding, "melting" or "spoiled'~
appearance.
To avoid this severe problem, the paste cosmetics are first made non-sticky by enclosing them within a non-sticky wall as microdroplets by microen-capsulating in order to form dry, "leak-proof" and particulate cosme~ics. The preliminary sizing of the micro-particulates by microencapsulation permits the cosmetics to be secondarily or subsequently micro-encapsulated by a variety of film forming solids which will also adhere to the substrate according to the present invention. This permits normally incom-patible liquid, sticky, or paste cosmetics to be made useable with this method.
Preferably the preliminary encapsulation is conducted using a liquid crystal phenomenon or method known as "coacervation". According to the coacer-vation method, the non-dry, hydrophobic, oleophilic cosmetic, particularly such as a lipstick, is quickly heated and melted forming a liquid. This~is promptly dispersed into slurry form of microdroplets within a coacervating solution comprising an aqueous sol of a coacervatable colloid at a temperature above the phase change or the gel point of the coacervatable colloid~
A coacervating inducing agent is then added, where ~Z9~88~1 upon a film of the coacervate deposits around each of the microparticulates of the cosmetic.
The term "coacervatable colloid" is intended to refer to a gellable hydrophilic colloid which, in an aqueous sol with the addition of a coacervating induction agent, forms both a liquid colloid rich and colloid poor phase. The colloid rich phase deposits about any convenient nuclei which in this case are the micro-oleophilic particulates. The colloid poor phase constitutes the equilibrium liquid, the mother liquid.
Suitable, gellable, hydrophilic colloids include gelatin, agar-agar, albumen, alginates, caseinj pectins, starch and fibrinogen, the preferred colloid being gelatin. The primary thickness of the - coacervate membrane enclosing the oleophilic cosmetic particles will depend on the amount of calloid pro-vided (available) for formation of the coacervate and the size of, or surface area of cosmetic particles being covered and encapsulated. The secondary thick~
ness is the added encapsulation provided by the ink formulation used.
The term "coacervating agent" refers to materiaIs capable of initiating or inducing the separation into a colloid rich phase and a colloid poor phase from an original homogeneous or single phase colloidal sol~ Such substances contempla~ed by the term i'coacervating agent" include aqueous -lR~

. .

-- ~a;2s~

solutions of electrolytes including organic and inor-ganic salts; for example salts having alkali or alkali-metal cations such as sodium, ammonium, magne-sium and potassium, also organic or inorganic anions such as sulfate, phosphate, acetate, formate, and also liquid systems which are water soluble and in which the coacervating colloid is less soluble than in water, for example gum arabic and carrageenan. A
critical temperature as well as concentration exists for each coacervating agent below which coacervation will not occur. The pH is important and should be neutral to slightly acidic. These parameters are generally well known to those o ordinary skill in the art.
A thickening agent such as acacia, tragacanth, methyl cellulose, carboxy methyl cellulose, and magnesium aluminum silicate as well as other thicken-ing agents such as polyglycol, glycerine, and syrups can be added provided they do not affect the desired application properties.
Preferably, a gelatin sol is combined with the cosmetic both at about 55C. The coacervating agent, preferably gum arabic or carrageenan at about 55C is then added under constant and vigorous stirring. The temperature is maintained at approxi-mately 55C through this processing period including mechanical sizing, dispersing and mixing. Coacer-vation enshrouding should occur rapidly~on con~act of l~g~

the gelatin sol to the cosmetic particulate dispersed emulsion when initiated by the coacervating agent.
The temperature of the coacervating solution and equipment is then allowed to go down to room tempera-ture (taking about 30 minutes) and then is subsequently quick chilled to about 10C to gel the coacervate. A
cross-linking agent such as formaldehyde or more preferably gluteraldehyde is added to the now "gelled" o coacervate micro-walls in order to harden and to insolublize the coacervate. The hardened coacervate coated product is then filtered, washed, and dried to yield small particles of encapsulated emulsion.
The ultimate particle size of the coacervate product is dependent in part on the degree of the core particulates, their degree of dispersion or the overall size of the emulsion agglomerated cosmetic particles residing in the coacervate sol slurry. The particle size is enlarged slightly as a function of the applied thickness of the coacervate wall thickness of coating. Also of importa~ce in this regard is the degre~ of fineness of the ultimate particles in this dispersion o the cosmetic and coacervati~e colloid~
and the severity of the reactions from the coacer-vating agent. The more complete and rapid the mixing, the smaller are the formed "core" droplets that are presented as nuclei about which the coacer~ate will form, and hence the thinner will be the coacervate wall for a given amount of coacervate polymers. These nuclei are preferably in the range from 15 to 200 microns in diameter although they can be manufactured up to 5000 microns for requirements of some applica-tions.
The finally treated coacervate, ~once separated and dried), can be treated as dry plastic powders or particulates containing the cosmetic.
These formed "microencapsulated" particles are then compounded as described before for coatings which are then coated onto substrates in the same manner that the dry cosmetic was coated onto its substrate as previously described. In other words, a cosmetic slurry of the microencapsulated particles is formed by combining the microencapsulated particles with a - liquid carrier, a film forming agent, as well as optional components such as plasticizers, vitamins, and the like.
As with the dry cosmetics, the microen~
capsulated particles should comprise 30 to 65 ~BW by weight of the slurry. The plasticizer should comprise from about .1 PBW up to about 10 PBW by weight~ The film forming component should comprise from about .1 up to about 5 PBW by weight of the final slurry on a solids basis and the carrier should be ~orm 1 to 65 PBW of the slurry. Further, the amount of film-forming solids has to be maintained at an effective level relative to the microencapsulated particles solids to provide~for the encapsulation of these .. . .

~4~38C~

cosmetic microcapsules simultaneously with the adher-ing of the microencapsulated cosmetic particles to the substrate.
The following table presents the preferred range as parts by weight of the components for pre~
liminary testing of the microencapsulation properties:
Wei~ht Ranges Preferred Cosmetic as re~eived 35-65 Parts 49 Parts Gelatin 1-15 Parts 7 Parts Coacervating Agent1-15 Parts 7 Parts Gluteraldehyde (50%) 0.1-8 Parts 1 Parts Water 60-90 Parts sufficient to provide co-acervation The invention will be further appreciated in light of the following detailed example in which commercially available "Charles of the Ritz" brand of lipstick is formed into a microencapsulated droplet slurry than filtered to a damp articulated "presscake"
of microcapsular material which can be dried. This can be subsequently redispersed in a thin microen-: 20 capsulated form according to the method of the present invention with additional film forming agent which also permits its simultaneous adherence to a substrate and which also prevents it from subsequently adhering to a cov~r sheet due to the evaporating concentrating and filming of the polymer at the air-drying interface on the exposed surface. This dried film resists adhesion to the adjacent dry paper surface.

* trade mark ~ , .

Example To a beaker, add 500 mls of distilled water and 10 grams of gelatin. Heat quickly to 50C under agitation to put the gelatin into solution. At as soon as the solution is complete, promptly adjust pH
to 7.0 with a solution of NaOH. Maintaining a tem-perature of 50C, add 1 ml of 70% sorbitol solution.
Heat 100 gms of Charles of the Ritz*lipstick to 55C.
Under slow agitation, add the heated (melted) cosmetic into the heated gelatin solution. Slowly increase the energy input of agitation to reduce the surface areas of the cosmetic droplets to desired overall droplet size. When the desired droplet size is reached, the gelatin is coacervated by phasing out the gelatin onto the droplets by adding 50 mls of a 2%
solution of carrageen in distilled water. ~This may be hot or cold.).
Next, (after coacervation~, remove heat and continue to cool down with agitation until room temperature is reached (about 30 minutes for 600ml).
Cool to 10C, in about 5 minutes, in an ice bath~
maintaining agitation. Add 3 ml of 50~ gluteralde-hyde. Maintain 10C for another 1/2 hour then allow the process to slowly come up to room temperatuxe.
Wash and filter the encapsulated cosmetic material three (3) times to assure cleanliness for body contact uses.

* trade mark :~2~4~8~

The following table discloses the preferred remaining components used to microencapsulate the preliminarily microencapsulated cosmetic particles:

Parts by Weight Preferred Isopropyl myristate .l~S .6 Polydimethlsiloxane .1-5 .6 Polyvinyl pyrrolidone .1-5 .6 Ethanol .1-65 48.2 Water tas needed) 1.0-65 about 1.0 The slurry is formed in the same manner as previously descrihed in the first description when using the dry cosmetic, and is then printed onta or applied to a substrate in the same manner.
Thus according to the present invention, cosmetics that are dry, particulate cosmetics as well as tacky or pasty cosmetics, can be similarly applied to or be provided on a paper, plastic, fabric, or foil substrate covered with a removable covering sheet or - windowing area suitable for use as a màss mailer.
Further, both solid and tacky cosmetics can be simul-taneously provided side-by-side in the same "mass-mailer". For example, with embodiment shown in Figs. 2 and 3, strip 27 could be blush which is normally a dry particulate cosmetic. Strip 28 could be lipstick. These two incompatible materials can be held on a single substrate without commingling.

Claims (38)

1. A method of applying a particulate cosmetic to a substrate comprising:
forming a slurry of microcapsules of said cosmetic by combining said cosmetic, a liquid carrier and a film forming component, said film forming component provided in an amount effective to microencapsulate and bind said cosmetic to a substrate when the carrier evaporates;
adding a plasticizer in an amount effective to prevent said film forming component from altering the texture of said cosmetic after the carrier has evaporated;
applying said slurry to said substrate;
evaporating the carrier to thereby form a microencapsulated cosmetic adhered to said substrate wherein said cosmetic comprises inert particulate matter, coloring agents and fragrances and wherein said effective amount of the film forming component is less than about 12% based on the total of said film forming component on a solid basis and said inert particulate matter.
2. The method claimed in claim 1 wherein said film forming component is selected from the group consisting of polyvinyl pyrrolidone, polyvinylalcohol, polyurethane, SBR block copolymers, cellulose, methylcellulose, silicone and mixtures thereof.
3. The method claimed in claim 1 wherein said plasticizer is selected from the group consisting of fatty acid esters, triglycerides, glycerine, vitamin E, vitamin D3, silicones, cholestric esters, phytosterols and mixtures thereof.
4. The method claimed in claim 1 wherein said carrier is added in an amount effective to provide a slurry having a viscosity from about 2 to about 800 cps.
5. The method claimed in claim 4 wherein said carrier is selected from the group consisting of C2-C28 alcohols, aromatic solvents, aliphatic solvents, ketones, ethers, volatile siloxanes, water, N-methyl-2-pyrrolidone and mixtures thereof.
6. The method claimed in claim 5 wherein said carrier is selected from the group consisting of water, ethanol, isopropanol, isoparrafin naptha, cyclodimethicone and mixtures thereof.
7. The method claimed in claim 1 wherein said slurry is formed by adding said plasticizer to said carrier with agitation;
and adding said film forming component to said carrier and plasticizer with agitation to form a film forming component containing mixture; and adding said cosmetic to said film forming component containing mixture with agitation to form encapsulated particles of cosmetic and subsequently homogenizing said final mixture without reducing the particle size of said cosmetic.
8. The method claimed in claim 1 wherein said slurry is extruded onto said substrate.
9. The method claimed in claim 1 wherein said slurry is sprayed onto said substrate.
10. The method claimed in claim 9 wherein said slurry is electrostatically sprayed onto said substrate.
11. The method claimed in claim 1 wherein said slurry is deposited onto said substrate with a printing press.
12. The method claimed in claim 1 wherein said substrate is paper.
13. A method of applying a non-dry cosmetic to a substrate comprising:
forming discrete microencapsulated particles of said non-dry cosmetic;
forming a slurry by combining the discrete particles of said cosmetic with a liquid carrier and a film forming component, said film forming component provided in an amount effective to microencapsulate said discrete particles and bind said particles to a substrate when said carrier evaporates;
wherein said slurry comprises 30-65 parts by weight microencapsulated particles, 0.1-10 parts by weight plasticizer, 0.1-5 parts. by weight film forming component, and 1-65 parts by weight carrier;
applying said slurry to said substrate wherein said substrate comprises a first sheet;
evaporating the carrier to thereby form microencapsulated microcapsules of said cosmetic adhered to said substrate;
covering said sheet with a cover sheet co-extensive with said first sheet whereby said film forming component acts to adhere said microencapsulated particles of said non-dry cosmetic to said first sheet and acts to prevent said microencapsulated particles of said non-dry cosmetic from adhering to said cover sheet.
14. The method claimed in claim 13 wherein said discrete particles of said non-dry cosmetics are gelatin encapsulated.
15. A method of applying particulate cosmetics to a substrate wherein said cosmetic comprises inert particulate matter, coloring agents and fragrances, said method comprising:

forming a slurry of microcapsules of said cosmetic by combining said cosmetic, a liquid carrier and a film forming component, said film forming component provided in an amount effective to microencapsulate and bind said cosmetic to a substrate when said carrier evaporates wherein said substrate is a first sheet;
adding a plasticizer in an amount effective to prevent said film forming component from altering the texture of said cosmetic after said carrier has evaporated;
applying said slurry to said first sheet;
evaporating the carrier to thereby form a microencapsulated cosmetic adhered to said first sheet;
binding a second sheet to said first sheet with said microencapsulated cosmetic between said first sheet and said second sheet wherein said film forming component maintains said microencapsulated cosmetic adhered to said first sheet but prevents said microencapsulated cosmetic from adhering to said second sheet.
16. The method claimed in claim 15 wherein said cosmetic comprises 70-90 percent inert particulate matter and said slurry comprises about:

Cosmetic 35 - 65 PBW
Film Forming Component .1 - 5 PBW
Carrier 1 - 65 PBW
Plasticizer .1 - 10 PBW
17. The method claimed in claim 16 comprising:

Cosmetic 49.0 PBW
Polyvinyl pyrrolidone .6 PBW
Ethanol 48.2 PBW
Water 1 PBW
Polydimethylsiloxane .6 PBW
Isopropyl myristate .6 PBW
18. The method claimed in claim 15 wherein said slurry is deposited on a central portion of said first sheet.
19. The method claimed in claim 15 wherein said second sheet includes a tear strip and said tear strip is centered over said cosmetic.
20. A substrate with a particulate cosmetic applied thereto produced by a method comprising the following steps:
(a) forming a slurry of microcapsules of said cosmetic by combining said cosmetic, a liquid carrier and a film forming component, said film forming component provided in an amount effective to microencapsulate and bind said cosmetic to a substrate when said carrier evaporates;
(b) adding a plasticizer in an amount effective to prevent said film forming component from altering the texture of said cosmetic after said carrier has evaporated;
(c) applying said slurry to said substrate;
(d) evaporating said carrier to thereby form a microencapsulated cosmetic adhered to said substrate wherein said cosmetic comprises inert particulate matter, coloring agents and fragrances and wherein said effective amount of the film forming component is less than about 12% based on the total of said film forming component on a solid basis and said inert particulate matter.
21. The article of Claim 20 wherein said film forming component is selected from the group consisting of polyvinyl pyrrolidone, polyvinylalcohol, polyurethane, SBR
block copolymers, cellulose, methylcellulose, silicone and mixtures thereof.
22. The article of Claim 20 wherein said plasticizer is selected from the group consisting of fatty acid esters, triglycerides, glycerine, vitamin E, vitamin D3, silicones, cholesteric esters, phytosterols and mixtures thereof.
23. The article of Claim 20 wherein said carrier is added in an amount effective to provide a slurry having a viscosity from about 2 to about 800 cps.
24. The article of Claim 23 wherein said carrier is selected from the group consisting of C2-C28 alcohols, aromatic solvents, aliphatic solvents, ketones, ethers, volatile siloxanes, water, N-methyl-2-pyrrolidone and mixtures thereof.
25. The article of Claim 24 wherein said carrier is selected from the group consisting of water, ethanol, isopropanol, isoparrafin naptha, cyclodimethicone and mixtures thereof.
26. The article of Claim 20 wherein said slurry is formed by adding said plasticizer to said carrier with agitation; and said film forming component is added to said carrier and plasticizer with agitation to form a film forming component containing mixture; and said cosmetic is added to said film forming component containing mixture with agitation to form encapsulated particles of cosmetic and said final mixture is subsequently homogenized without reducing the particle size of said cosmetic.
27. The article of Claim 20 wherein said slurry is extruded onto said substrate.
28. The article of Claim 20 wherein said slurry is sprayed onto said substrate.

31:
29. The article of Claim 28 wherein said slurry is electrostatically sprayed onto said substrate.
30. The article of Claim 20 wherein said slurry is deposited onto said substrate with a printing press.
31. The article of Claim 20 wherein said substrate is paper.
32. A substrate with a particulate cosmetic applied thereto wherein said cosmetic comprises inert particulate matter, coloring agents and fragrances, produced by a method comprising the following steps:
(a) forming a slurry of microcapsules of said cosmetic by combining said cosmetic, a liquid carrier and a film forming component, said film forming component provided in an amount effective to microencapsulate and bind said cosmetic to a substrate when said carrier evaporates wherein said substrate is a first sheet;
(b) adding a plasticizer in an amount effective to prevent said film forming component from altering the texture of said cosmetic after said carrier has evaporated;
(c) applying said slurry to said first sheet;
(d) evaporating said carrier to thereby form a microencapsulated cosmetic adhered to said first sheet;
(e) binding a second sheet to said first sheet with said microencapsulated cosmetic between said first sheet and said second sheet wherein said film forming component maintains said microencapsulated cosmetic adhered to said first sheet but prevents said microencapsulated cosmetic from adhering to said second sheet.
33. The article of Claim 32 wherein said cosmetic comprises 70-90 percent inert particulate matter and said slurry comprises about:
Cosmetic 35-65 PBW
Film Forming Component .1-5 PBW
Carrier 1-65 PBW
Plasticizer .1-10 PBW.
34. The article of Claim 33 comprising:
Cosmetic 49.0 PBW
Polyvinyl pyrrolidone .6 PBW
Ethanol 48.2 PBW
Water 1.0 PBW
Polydimethysiloxane .6 PBW
Isopropyl myristate .6 PBW.
35. A substrate with a non-dry cosmetic applied thereto produced by a method comprising the following steps:
(a) forming discrete microencapsulated particles of said non-dry cosmetic;
(b) forming a slurry by combining said discrete particles of said cosmetic with a liquid carrier and a film forming component, said film forming component provided in an amount effective to microencapsulate said discrete particles and bind said particles to a substrate when said carrier evaporates;
wherein said slurry comprises 30-65 parts by weight microencapsulated particles, .1-10 parts by weight plasticizer, .1-5 parts by weight film forming component, and 1-65 parts by weight carrier;

(c) applying said slurry to said substrate wherein said substrate comprises a first sheet;
(d) evaporating said carrier to thereby form microencapsulated microcapsules of said cosmetic adhered to said substrate;
(e) covering said first sheet with a cover sheet co-extensive with said first sheet whereby said film forming component acts to adhere said microencapsulated particles of said non-dry cosmetic to said first sheet and acts to prevent said microencapsulated particles of said non-dry cosmetic from adhering to said cover sheet.
36. The article of claim 35 wherein said discrete particles of said non-dry cosmetics are gelatin encapsulated.
37. The article of claim 35 wherein said slurry is applied on a central portion of said first sheet.
38. The article of claim 35 wherein said cover sheet includes a tear strip and said tear strip is centered over said cosmetic.
CA000537311A 1986-05-27 1987-05-15 Method of applying cosmetics to a substrate Expired - Fee Related CA1294880C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US06/867,199 US4752496A (en) 1986-05-27 1986-05-27 Method of applying cosmetics to a substrate and article
US867,199 1986-05-27

Publications (1)

Publication Number Publication Date
CA1294880C true CA1294880C (en) 1992-01-28

Family

ID=25349319

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000537311A Expired - Fee Related CA1294880C (en) 1986-05-27 1987-05-15 Method of applying cosmetics to a substrate

Country Status (4)

Country Link
US (1) US4752496A (en)
EP (1) EP0247864A3 (en)
JP (1) JPS6327417A (en)
CA (1) CA1294880C (en)

Families Citing this family (95)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5037139A (en) * 1985-04-10 1991-08-06 Webcraft Technologies, Inc. Advertising sampler and method of manufacture
US5089269A (en) * 1987-11-07 1992-02-18 Shiseido Company Ltd. Cosmetic containing fine soft microcapsules
US4925667A (en) * 1986-05-27 1990-05-15 Qmax Technology Group, Inc. Substrate with particulate cosmetic
US5647941A (en) * 1986-06-17 1997-07-15 Color Prelude, Inc. Method of making a lipstick sampler
US5566693A (en) * 1986-06-17 1996-10-22 Color Prelude, Inc. Fragrance sampler
US5690130A (en) * 1986-06-17 1997-11-25 Color Prelude Inc. Cosmetic sampler with integral applicator
US5192386A (en) * 1986-06-17 1993-03-09 Alford Industries Inc. Method of making a cosmetic sampler
EP0255843A1 (en) * 1986-08-05 1988-02-17 Württembergische Parfümerie-Fabrik GmbH Process for preparing differently coloured solid powder formulations
WO1989010146A1 (en) * 1988-04-22 1989-11-02 Jos. Hunkeler Ag A method of making a strippable material containing odorant, and intermediate product produced by applying part of said method
US4940584A (en) * 1988-06-17 1990-07-10 Webcraft Technologies Fragrance enhanced powder sampler and method of making the same
US4952400A (en) * 1988-06-17 1990-08-28 Webcraft Technologies, Inc. Powder and microcapsule fragrance enhanced sampler
US4944960A (en) * 1988-09-23 1990-07-31 Sundholm Patrick J Method and apparatus for coating paper and the like
US4904524A (en) * 1988-10-18 1990-02-27 Scott Paper Company Wet wipes
US4889755A (en) * 1988-11-01 1989-12-26 Minnesota Mining And Manufacturing Company Fragrance releasing pull-out sampler
GB8900549D0 (en) * 1989-01-11 1989-03-08 Stackhouse Alan L Laminates
AU3892589A (en) * 1989-04-19 1990-10-25 Michael Berman Microencapsulated particles in dry powder form, products containing same and methods of making same
US5206019A (en) * 1989-05-30 1993-04-27 Moleculon, Inc. Soap compositions containing liquid-loaded powders
US5000947A (en) * 1989-05-30 1991-03-19 Moleculon, Inc. Shaped articles containing liquefiable powders for delivery of cosmetic and other personal care agents
US5209932A (en) * 1989-05-30 1993-05-11 Moleculon, Inc. Foot care compositions
US5223251A (en) * 1989-05-30 1993-06-29 Purepac, Inc. Skin fragrance compositions
US5223267A (en) * 1989-05-30 1993-06-29 Purepac, Inc. Analgesic compositions
US5206022A (en) * 1989-05-30 1993-04-27 Moleculon, Inc. Insect repellent compositions
US5209923A (en) * 1989-05-30 1993-05-11 Moleculon, Inc. Sunscreen composition
US5290570A (en) * 1989-05-30 1994-03-01 Purepac, Inc. Lotions containing liquid-loaded powder
US5320835A (en) * 1989-10-25 1994-06-14 Avon Products, Inc. Cosmetic formulation having a palette of color shades renewable by mechanical action
US5204105A (en) * 1990-04-10 1993-04-20 Chanel, Inc. Cosmetic composition
US5066521A (en) * 1990-07-02 1991-11-19 Barbara Blair Reiter Composition and process for coating synthetic fibers
US5460808A (en) * 1991-05-15 1995-10-24 Chanel, Inc. Mascara composition
US5254331A (en) * 1991-09-12 1993-10-19 Chanel, Inc. Skin cream composition
US5242521A (en) * 1991-09-25 1993-09-07 The Lehigh Press, Inc. Method of making a controllable fragrance sampler
US5215759A (en) * 1991-10-01 1993-06-01 Chanel, Inc. Cosmetic composition
US5391373A (en) * 1992-07-01 1995-02-21 Chanel, Inc. Skin cream composition
US5248537A (en) * 1992-07-22 1993-09-28 Danbury Printing & Litho, Inc. Non-contaminating fragrance releasing insert for magazines
US5439172A (en) * 1992-07-29 1995-08-08 The Beautiful Bouquet Company Limited Planar sampler for a liquid volatile material and method
US5474805A (en) * 1993-01-21 1995-12-12 Vaughn; Larry F. Method for preparing and producing printed palettes of water color inks or paints containing microencapsulated scents
US5352441A (en) * 1993-09-09 1994-10-04 Chanel, Inc. Powder-based lip liner cosmetic composition
US5658580A (en) * 1993-09-09 1997-08-19 Chanel, Inc. Skin cream composition
EP0671901B1 (en) * 1993-10-01 1998-01-14 R.P. Scherer Corporation Compositions for dispensing fragrances
US5637401A (en) * 1994-06-08 1997-06-10 Fragrance Technology Trust Odorant composition, delivery system and method
ES2132767T3 (en) * 1994-12-19 1999-08-16 Procter & Gamble TISSUE PAPER PRODUCT WITH MEDICATION.
JP2923218B2 (en) * 1995-01-30 1999-07-26 株式会社日立製作所 Sample processing method
US5571503A (en) * 1995-08-01 1996-11-05 Mausner; Jack Anti-pollution cosmetic composition
US5601810A (en) * 1995-11-22 1997-02-11 Chanel, Inc. Mascara composition
US6139872A (en) * 1996-08-14 2000-10-31 Henkel Corporation Method of producing a vitamin product
US5928748A (en) * 1997-01-31 1999-07-27 Arcade, Inc. Laminated page and method for making same
US5918908A (en) * 1997-02-27 1999-07-06 Arcade, Inc. Advertisement page with incorporated sample material which can be trimmed to fit flush with the edges of a publication and methods of making same
US5799675A (en) * 1997-03-03 1998-09-01 Color Prelude, Inc. Screen printed product sampler in hermetically sealed package
US5922331A (en) * 1997-03-26 1999-07-13 Chanel, Inc. Skin cream composition
US5953885A (en) * 1997-04-08 1999-09-21 Retail Communications Corp. Cosmetic sampler and method of making using bulk thin film application techniques
US6691872B1 (en) 1997-04-08 2004-02-17 Aki, Inc. Method of making a cosmetic sampler using bulk thin film application techniques
US5980960A (en) * 1997-04-25 1999-11-09 Arcade, Inc. Sampler applicator having a stretchy layer
EP1015344A4 (en) 1997-07-11 2002-01-02 Arcade Inc Sampler and method of applying sample material to a substrate
US5916949A (en) 1997-08-18 1999-06-29 Mattel, Inc. Moldable compositions and method of making the same
US6070392A (en) 1998-04-23 2000-06-06 Retail Communications Corp. Hot pour product sampler and method of making using bulk thin film application techniques
US6190730B1 (en) 1998-05-22 2001-02-20 Color Prelude, Inc. Cosmetic sampler with sample screen printed on film
US6006916A (en) * 1998-06-12 1999-12-28 Color Prelude, Inc. Cosmetic sampler with applicator backing
US6306407B1 (en) * 1998-07-30 2001-10-23 Color Access, Inc. Topical moisture regulating compositions
EP1199956A1 (en) 1999-07-09 2002-05-02 Bourjois Article for applying a topical composition and method for preparing same
FR2795928B1 (en) 1999-07-09 2001-09-07 Bourjois ARTICLE FOR THE APPLICATION OF A TOPICAL COMPOSITION AND ITS PREPARATION METHOD
US20090250530A1 (en) * 2008-04-04 2009-10-08 Blaine Stambaugh Product for liquid delivery fragrance samples
WO2002001982A1 (en) 2000-07-05 2002-01-10 Majic Beauty Pty Ltd. Application of cosmetics
US20050048279A1 (en) * 2001-08-31 2005-03-03 Ekin Group, Llc Composition and methods for applying a scent to an article
US6899931B2 (en) 2001-09-07 2005-05-31 S. C. Johnson Home Storage, Inc. Film material
US20030047844A1 (en) * 2001-09-07 2003-03-13 Jose Porchia Method of producing an electrically charged film
US20030060350A1 (en) * 2001-09-07 2003-03-27 Taylor Pamela J. Method of protecting a surface
US6846449B2 (en) 2001-09-07 2005-01-25 S. C. Johnson Home Storage, Inc. Method of producing an electrically charged film
US20030084914A1 (en) * 2001-11-08 2003-05-08 L'oreal Cosmetic articles having encapsulated liquid and method of making same
US20060110080A1 (en) * 2002-02-27 2006-05-25 Thomas Toby R Packages and structures with selective dosing of active agent
US20060291756A1 (en) * 2002-02-27 2006-12-28 Thomas Toby R Web materials with active agent for use in forming reclosable packages
US7306809B2 (en) * 2002-09-13 2007-12-11 Lipo Chemicals, Inc. Optically activated particles for use in cosmetic compositions
US6938832B2 (en) * 2002-10-07 2005-09-06 David P. Sada Scent strip
US7004313B2 (en) * 2002-12-31 2006-02-28 Kimberly-Clark Worldwide, Inc. Disposable dispenser with fragrance delivery system
US7919666B2 (en) * 2002-12-31 2011-04-05 Kimberly-Clark Worldwide, Inc. Personal care articles with fragrance delivery system
US20040254322A1 (en) * 2003-06-10 2004-12-16 Trent John S. Easily torn charged or uncharged films and methods and compositions for producing same
US20050005504A1 (en) * 2003-06-30 2005-01-13 Munagavalasa Murthy S. Volatile insect control sheet and method of manufacture thereof
US7452547B2 (en) * 2004-03-31 2008-11-18 Johnson&Johnson Consumer Co., Inc. Product for treating the skin comprising a polyamine microcapsule wall and a skin lightening agent
US20070024465A1 (en) * 2004-12-20 2007-02-01 Howell Thomas A Portable container with speaker attached
US7614812B2 (en) * 2005-09-29 2009-11-10 Kimberly-Clark Worldwide, Inc. Wiper with encapsulated agent
US7914891B2 (en) 2005-12-28 2011-03-29 Kimberly-Clark Worldwide, Inc. Wipes including microencapsulated delivery vehicles and phase change materials
EP1993565A2 (en) 2006-01-19 2008-11-26 Solazyme, Inc. Nutraceutical compositions from microalgae and related methods of production and administration
US7497351B2 (en) 2006-05-30 2009-03-03 Kimberly-Clark Worldwide, Inc. Wet wipe dispensing system
US7654412B2 (en) 2006-05-30 2010-02-02 Kimberly-Clark Worldwide, Inc. Wet wipe dispensing system for dispensing warm wet wipes
US8192841B2 (en) * 2006-12-14 2012-06-05 Kimberly-Clark Worldwide, Inc. Microencapsulated delivery vehicle having an aqueous core
JP5628033B2 (en) * 2007-08-01 2014-11-19 エイボン プロダクツ インコーポレーテッド Cosmetic applicator
US8789492B2 (en) * 2008-07-15 2014-07-29 Awi Licensing Company Coating apparatus and method
ITTO20110690A1 (en) 2011-07-28 2013-01-29 Turati Idrofilo Spa WIPES FOR THE APPLICATION OF AN ACTIVE PRINCIPLE ON THE SKIN
US20130125910A1 (en) 2011-11-18 2013-05-23 Avon Products, Inc. Use of Electrophoretic Microcapsules in a Cosmetic Composition
TWI805687B (en) * 2018-02-08 2023-06-21 日商花王股份有限公司 Composition for coating film formation
IT202000001663A1 (en) * 2020-01-29 2021-07-29 Intercos Italiana Cosmetic product pod with ecological support and its manufacturing process.
US11007134B1 (en) 2020-03-31 2021-05-18 L'oreal Ceramide containing capsules, ceramide compositions, and cosmetic compositions thereof
WO2021202493A1 (en) 2020-03-31 2021-10-07 L'oreal Ceramide containing capsules, ceramide compositions, and cosmetic compositions thereof
FR3113244B1 (en) 2020-08-07 2023-03-17 Oreal Capsules containing ceramide, ceramide compositions, and related cosmetic compositions
WO2022006032A1 (en) 2020-06-30 2022-01-06 L'oreal Cosmetic composition having retinol
FR3113833B1 (en) 2020-09-08 2023-12-01 Oreal COSMETIC COMPOSITION CONTAINING RETINOL
FR3123136A1 (en) 2021-05-18 2022-11-25 Idscent PERFUME SAMPLE CARD

Family Cites Families (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3303046A (en) * 1963-12-30 1967-02-07 Ibm Method for making liquid-filled porous plastics and products
GB1136099A (en) * 1966-01-27 1968-12-11 Ncr Co Liquid-containing pressure- or heat-sensitive dry sheet material
US3499962A (en) * 1967-08-24 1970-03-10 Nat Starch Chem Corp Encapsulation of water insoluble materials
US3565559A (en) * 1968-03-11 1971-02-23 Sumitomo Chemical Co Process for making microcapsules
US3516846A (en) * 1969-11-18 1970-06-23 Minnesota Mining & Mfg Microcapsule-containing paper
JPS5070532A (en) * 1973-10-26 1975-06-12
US4217344A (en) * 1976-06-23 1980-08-12 L'oreal Compositions containing aqueous dispersions of lipid spheres
JPS5455741A (en) * 1977-10-05 1979-05-04 Koyo Sangyo Co Production of room aromatizing agent
JPS5585515A (en) * 1978-12-25 1980-06-27 Lion Corp Smell preparation
JPS58143760A (en) * 1982-02-22 1983-08-26 サンスタ−株式会社 Composition for aromatic material and aromatic material using same
US4601863A (en) * 1984-02-09 1986-07-22 Kanzaki Paper Manufacturing Co., Ltd. Process for producing powder of microcapsules
DE3415156A1 (en) * 1984-04-21 1985-10-31 geb. Ehrmuth Heide 8100 Garmisch-Partenkirchen Brehm Layer support with microencapsulated perfuming agents
AU568782B2 (en) * 1984-12-21 1988-01-07 Minnesota Mining And Manufacturing Company Microencapsulated layer on label

Also Published As

Publication number Publication date
EP0247864A2 (en) 1987-12-02
US4752496A (en) 1988-06-21
EP0247864A3 (en) 1989-03-22
JPS6327417A (en) 1988-02-05

Similar Documents

Publication Publication Date Title
CA1294880C (en) Method of applying cosmetics to a substrate
US4925667A (en) Substrate with particulate cosmetic
US4988557A (en) Fragrance sampling device
US4661388A (en) Pad fragrance sampling device
US5445821A (en) Fragrance sampler and applicator with simulated container and removable cap
EP1054767B1 (en) Product sampler
US4952400A (en) Powder and microcapsule fragrance enhanced sampler
US3418250A (en) Microcapsules, process for their formation and transfer sheet record material coated therewith
CA1316285C (en) Fragrance releasing crayons
US5093182A (en) Sustained-release, print-compatible coatings for fragrance samplers
US3888689A (en) Aqueous printing ink containing perfume-containing microcapsules
US5953885A (en) Cosmetic sampler and method of making using bulk thin film application techniques
US5474805A (en) Method for preparing and producing printed palettes of water color inks or paints containing microencapsulated scents
US3578482A (en) Method of coating a substrate with capsules
JPH10506939A (en) Thermochromic ink, fingernail lacquer and method of use
CA1264673A (en) On page fragrance sampling device
US5150791A (en) Cosmetic color display apparatus and methods
US7348024B2 (en) Pull apart fragrance sampler
US4844885A (en) Frangible capsules containing composition
EP0441036A2 (en) Quinoline derivatives, processes for their preparation, intermediates, and pharmaceutical compositions containing these derivatives
JPH02280828A (en) Dry powder-like microcapsule particles, carriers carrying them, and manufacture thereof
US6071569A (en) Method of applying sample material to a substrate
WO1993013938A1 (en) Water color paint containing microencapsulated fragrances or flavors
JP2865313B2 (en) Method for manufacturing liquid releasing structure
JPS63209879A (en) Formation of odoriferous image

Legal Events

Date Code Title Description
MKLA Lapsed