CA2125483A1 - Cetylpyridinium chloride and domiphen bromide in organic solvent - Google Patents

Cetylpyridinium chloride and domiphen bromide in organic solvent

Info

Publication number
CA2125483A1
CA2125483A1 CA002125483A CA2125483A CA2125483A1 CA 2125483 A1 CA2125483 A1 CA 2125483A1 CA 002125483 A CA002125483 A CA 002125483A CA 2125483 A CA2125483 A CA 2125483A CA 2125483 A1 CA2125483 A1 CA 2125483A1
Authority
CA
Canada
Prior art keywords
microcapsules
breath
microcapsule
salts
gelatin
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.)
Abandoned
Application number
CA002125483A
Other languages
French (fr)
Inventor
Mary Ann Hunter
Judith H. Stapler
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.)
Procter and Gamble Co
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of CA2125483A1 publication Critical patent/CA2125483A1/en
Abandoned legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • 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
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/416Quaternary ammonium compounds
    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/43Guanidines
    • 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
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • 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

Abstract

The present invention relates to oral compositions in the form of microcapsules which reduce oral bacteria and provide long lasting breath protection.

Description

CETYLPYRIDINIUM CHI,ORIDE AND DOMIPHEN
BROMIDE IN ORGANIC SOLVENT

TECHNICAl FIEID
The present invention relates to ora1 compositions in the form of microcapsules which reduce oral bacteria and provide long lasting breath protection.
BACKG~OUND ~F THE INYE~TIO~
The use of breath control composit~ons such as breath mints, mouthwashes, chew~ng gums, etc. is widespread in most of the developed countries of the world. Another ~orm which has been used are mlcrocapsules containing a flavorant or other breath protection ag0nt. These execut10ns ha~e acceptance du~ not only to their usefu~ness away from a plac~ to expectorate mouthwashes but alss due to the fact that they can be sw~llowed when the user does not need any more of the actives or doesn't want the microcapsule in the mouth any longer.
Although microcapsules have been used, there are problems associated with incorporating certain breath protection agents/
antimicrobials into the core. Oftentimes the wali of the micro-capsule may develop imperfections and cause lass of the contents prematurely. Additionally, the actiYes may not be easily solubilized in the materials ~sually present in the core.
The prior art discloses a ;variety of means for providing breath protection and reducing oral bacteria. Included among such means are sprays disclosed in U.S. 3~431.208. March 4. 1969 to Bailev. Particles containing an adhesive member are disclosed in U.S. 3.911.099. October 7. 1975 to Pen Fonev et al. Another farm is a mouthwash concentrate in a unit dosage cup as disclosed in V.S. 4~312.889. Ja~nuarv 26. 1982 to Melsheimer. All of these references are incorporated herein by reference.
The present inventors have found that by incorporating the breath control/antimicrobial actives into the core of the micro-capsule along with organic diluents, problems associated with other microcapsule executions`can be avoided.

~T~TU~E ~IEE~

W 0 93/11754 2 1 2 S 4 ~ 3 2 PCT/US92/ 10500 It is therefore an object of the present invention to provide improved microcapsules~
It is another object of the present invention to provide microcapsules which provide improved breath control and reduce oral bacteria.
It is still another object of the present invention to provide improved methods of providing breath control and reducing oral bacteria.
These and other objects will become more apparent from the detailed description wh;ch follows.
All percentages and ratios used here;n are by weight unless otherwise specified. Add1tional1y, all measurements aré made at 25-C unless otherwise specified, SUMMARY Of THE INVENTION
The present invention in ane of its aspects relates to microcapsules which contain breath control actives/antimicrobials in the core of the microcapsule along with an organic d;luent.
DETAILED DESCRIPTION OE THE INVENJION
The essential as well as optional çomponents of the capsules of the present invention are described in the following para-graphs.
Ca~sule Shell Material:
The shell material of the microcapsules of the present invention can be any materials which are suitable for ingestiffh as well as retention in the oral cavity. Materials which are suit-able include gelatin, polyvinyl alcohols, waxes, gums and sugar candy type materials used in cough drops and mints, for example.
The shell material is used to form any of a wide variety of shapes such as spheres, oblong shapes, disks, puffed squares and cylinders. The shell thickness is preferably ;n the range of about 30um to about 2mm, preferably from ~bout 70um to about llOum. If the microcapsules are spherical, the particle diameter is generally in the range of from about 2mm to about 9mm, preferably from about 3mm to about 7mm.

.
-2125~83 WO 93/11754 P~/US92/10500 Breath Control Aqents/Antimicrobials Present in the Core:
The breath control agents used in the cores of the micro-capsules include quaternary ammonium salts such as pyridiniu~
salts (e.g., cetyl pyridinium ch1Oride), domiphen bromide, other cationic materials such as chlorhexidine salts, zinc salts and copper salts. Other organic agents such as triclosan and other noncationic water insoluble agents are a1so useful herein. Such materials are disc1Osed in U.S. Patent 5,043,154, August 27, 1991, incorporated by reference herein.
These breath control/antimicrobial agents are used in an amount of from about 0.001% to about 2%, preferably from about 0.005/O to about 1% of the total core contents.
Diluents for Use in Microca~sule Core:
The solubilizing agent for the breath control/antimicrobial agents used in the cores of the present microcapsules can be any of a number of materials. Preferred are ails such as corn, olive, rapeseed, sesame, peanut or sunflower. Other preferred materials are triglycerides such as Captex 300. These are used in an amount of from about 20% to about 8~h, preferably from about 65% to about 70% of the total capsu1e weight.
Additional Aaents Suitable for U~e in the Core of Ca~sule:
The core of the microcapsules of this invention may contain any number of addittonal materials to provide additional efficacy and/or sensory perceptions. Such agents may include flavo~ing agents such as thymol, eucalyptol, menthol, methyl salicylate or witch hazel. These agents are used in an amount of from about .1%
to about 25%, preferably from about 10% to about 15% of the total capsule weight.
In additi~on, a variety of sweetening agents such as sugars, corn syrups, saccharin or aspartame may also be included in the core! These~agents are used in an amount of from about .1% to about 5%, preferably from about .35% to about .5% of the total capsule weight.
Method of Manufacture:
The capsules of the present invention can be made using a variety of techniques. One method is described after the following examples.

W 0 93/11754 2 1 2 S 4 ~ 3 -4- PCT/USg2/~0500 Industrial APP1 icabilitv:
The capsules of the present invention are used by placing the capsules into the mouth and retaining them therein f~r a period sufficient to provide the desired effect.
The following examples further describe and demonstrate preferred embodiments within the scope of the present invention.
The examples are given solely for the purposes of illustration and are not to be construed as illustrative of limitations of this invention. Many variations thereof are possible without departing from the invention's spirit and scope.

The fo110wing compositions/capsules are representative of the present invention.
ComPonent ,Weiqht %
~5 Gelatin 12.578 12.328 12.578 17.578 Sorbitol Solution 2.046 2.05 2.046 2.046 (70/, Aqueous) Saccharin ~ ~ 0.372 0.500 0.372 0.450 FD&C Blue #1 0.002 0.002 0.002 FD&C Yellow #5 0.002 - 0.002 0.004 Captex 3001 72.i4Q 70.00 71.925 66.142 Flavor 12.750 15.00 12.75 13.500 Cetyl Pyridinium 0.100 - - - S
Chloride ; ~
Domiphen Bromide ~ O.OIC - - -; Chlorhexidine ; - 0.12 - -ZnC12 ~ 0.025 Sodium Lauryl ~Sulfate - - 0.300 Tricl osan - - - 0.28 1) Captex 300'is~a triglyce'ride supplied by Capitol City Product, Columbus, Ohio.
` The above~compositions~are prepared by mixing the components ` of the core in one cont~ainer and the components of the shell in another container. The shell materials are heated to provide a :
fluid medium. The ~`core ~and shell materials are then pumped :

.
:::

W O 93/1175q 212 5 4 X ~ 5 PCT/US92/10500 .

separately to a two-fluid nozzle submerged in an organic carrier medium. The capsules formed are allowed to cool and stiffen.
They are then denatured and separated for further handling.
In the above compositions any of a wide variety of other shell materials, breath control agents, sweeteners as well as other companents may be used in place of or in combination with the components listed above, WHA~I ~ I~L~IM~4.
10 ' lS

, :
: 25 "

: ~
~ 35 ~ :~

"; :: ` : :

, ,

Claims (10)

THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE
PROPERTY OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. Microcapsules suitable for reducing oral bacteria and providing breath protection comprising a shell material suitable for use in the mouth and ingesting and a core composition comprising a breath protection agent/anti-microbial selected from the group consisting of quaternary ammonium salts, other cationic salts, copper salts, zinc salts, triclosan and mixtures thereof and an organic diluent.
2. Microcapsules according to Claim 1 wherein the shell material is selected from the group consisting of polyvinyl alcohol, gelatin, waxes, gums and sugar candies.
3. Microcapsules according to Claim 2 wherein the microcapsule is in the form of a sphere, oblong, disk, a puffed square, or a cylinder and the breath control agent is a quaternary ammonium salt.
4. Microcapsules according to Claim 3 wherein the microcapsules are in the form of spheres.
5. Microcapsules according to Claim 4 wherein the microcapsules are from about 2mm to about 9mm in diameter and the shell wall thickness is from about 30µm to about 2mm.
6. Microcapsules according to Claim 5 wherein the shell material is gelatin.
7. A method of reducing oral bacteria and breath odor in the mouth wherein capsules according to Claim 1 are placed in the mouth and left therein for a time sufficient to provide a benefit.
8. A method according to Claim 7 wherein the microcapsule shell is made of gelatin.
9. A method according to Claim 8 wherein the breath control/
antimicrobial active is selected from the group consisting of cetyl pyridinium chloride, domiphen bromide and mixtures thereof,
10. A method according to Claim 9 wherein the microcapsule is in the form of a sphere.
CA002125483A 1991-12-11 1992-12-07 Cetylpyridinium chloride and domiphen bromide in organic solvent Abandoned CA2125483A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US80543291A 1991-12-11 1991-12-11
US07/805,432 1991-12-11

Publications (1)

Publication Number Publication Date
CA2125483A1 true CA2125483A1 (en) 1993-06-24

Family

ID=25191562

Family Applications (1)

Application Number Title Priority Date Filing Date
CA002125483A Abandoned CA2125483A1 (en) 1991-12-11 1992-12-07 Cetylpyridinium chloride and domiphen bromide in organic solvent

Country Status (7)

Country Link
US (2) US5286496A (en)
EP (1) EP0616526A1 (en)
CA (1) CA2125483A1 (en)
FI (1) FI942765A (en)
NO (1) NO942170D0 (en)
TR (1) TR27527A (en)
WO (1) WO1993011754A1 (en)

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US5382424A (en) 1995-01-17
US5286496A (en) 1994-02-15
FI942765A0 (en) 1994-06-10
FI942765A (en) 1994-06-10
TR27527A (en) 1995-06-07
WO1993011754A1 (en) 1993-06-24
NO942170L (en) 1994-06-10
EP0616526A1 (en) 1994-09-28
NO942170D0 (en) 1994-06-10

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