EP3484435A1 - Oral care composition comprising composite particles containing cationic germicide - Google Patents
Oral care composition comprising composite particles containing cationic germicideInfo
- Publication number
- EP3484435A1 EP3484435A1 EP17736616.8A EP17736616A EP3484435A1 EP 3484435 A1 EP3484435 A1 EP 3484435A1 EP 17736616 A EP17736616 A EP 17736616A EP 3484435 A1 EP3484435 A1 EP 3484435A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composite particles
- composition according
- composition
- particles
- cationic
- 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.)
- Withdrawn
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/0241—Containing particulates characterized by their shape and/or structure
- A61K8/0254—Platelets; Flakes
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/24—Phosphorous; Compounds thereof
-
- 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
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/42—Amides
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics 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
-
- 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
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/413—Nanosized, i.e. having sizes below 100 nm
Definitions
- the present invention relates to an oral care composition
- an oral care composition comprising composite particles, said particles containing a water-insoluble inorganic component, such as hydroxyapatite, and a cationic germicide, such as cetylpyridinium chloride.
- the oral care composition of the present invention prevents the formation of biofilm, aids remineralization of damaged enamel and provides prolonged teeth whitening. Furthermore, the oral care composition provides prolonged, residual antimicrobial activity.
- Therapies for treating oral disease are primarily directed to active plaques, i.e., bacterial deposits on the surface of a tooth.
- active plaques i.e., bacterial deposits on the surface of a tooth.
- Such therapies primarily rely on patient self-care, which typically consists of tooth brushing and interstitial hygiene using either dental floss or a toothpick.
- Toothpaste is used to promote oral hygiene: it serves as an abrasive that aids in removing the dental plaque and food from the teeth, assists in suppressing halitosis, and delivers active ingredients (most commonly fluoride) to help prevent tooth decay (dental caries) and gum disease (gingivitis).
- Abrasives constitute at least 50% of a typical toothpaste.
- Representative abrasives include particles of aluminum hydroxide (AI(OH)3), calcium carbonate (CaCOs), various calcium hydrogen phosphates, various silicas and zeolites, and hydroxyapatite (Ca5(P04)30H).
- Antiseptic agents have been used to inhibit the formation of dental plaque.
- Cetyl pyridinium chloride and chlorhexidine are cationic germicides used for such purposes.
- Dental hygiene and denture preparations typically contain anti-plaque and/or anti-tartar agents, as well as antimicrobial agents. Antimicrobial action may only briefly affect the formation of plaque by either reducing the colony number of bacteria in the
- US 2012/0251981 describes a method for preventing or treating periodontal disease, comprising:
- the antimicrobial composition can include hydroxyapatite having a particle size ranging from 10-200 nm.
- the antimicrobial composition can also contain one or more of:
- fluoride triclosan, sodium bicarbonate, sweetening agent, detergent, chlorhexidine, cetylpyridinium, stannous fluoride and an amine fluoride.
- Soriano de Souza et al. (Adsorption of chlorhexidine on synthetic hydroxyapatite and in vitro biological activity, Colloids and Surfaces B: Biointerfaces 87 (201 1 ) 310-318) describes adsorption of chlorhexidine on synthetic hydroxyapatite (HA). Tubes containing 100 mg of HA sintered at 1 100 °C were incubated with aqueous
- CHX was frozen via liquid nitrogen and ground to obtain a particle size of 0.62 microns.
- a nanocomposite was fabricated with amorphous calcium phosphate (ACP) + 10% CHX. Adding CHX fillers to ACP was found to greatly increase the antimicrobial capability.
- Nanocomposites with CHX reduced the biofilm metabolic activity by 10-20 folds and reduced the acid production, compared to the controls.
- WO 2007/137606 describes biologically active nanoparticles of a carbonate-substituted non-stoichiometric hydroxyapatite, having a crystallinity degree lower than 40% a length (L) from 20-200 nm, a width (W) of 5-30 nm and an aspect ratio (L/W) of 2 to 40.
- nanoparticles preferably have a flattened acicular shape which is most adapted to interact with the dentine and enamel surface (page 6, lines 1 -2).
- the nanoparticles may contain an effective amount of an antibacterial metal ion, wherein the metal is preferably selected from Zn, Cu and Ag (page 10, lines 1 -14).
- Korean patent application KR 1020030016539 relates to toothpaste compositions containing granules of inorganic water-insoluble material that have been coated with cetylpyridinium chloride. These granules have a particle size in the range of 100 to 750 ⁇ .
- the examples of the Korean patent application describe the preparation of such granules by coating silica particles with a coating solution that contains cetylpyridinium chloride and water-soluble polymer.
- US2003/175217 A1 discloses thixotropic oral and dental care agents containing one or more nano particulate inorganic compounds selected from the group consisting of metal oxides, metal oxide hydrates, metal hydroxides, metal carbonates, metal phosphates and of metal silicates.
- EP2810917 A1 (UAB Moksliniu Lab, 2014) discloses a method to prepare calcium hydroxyapatite nano crystals of the desired morphology intended for the treatment of skeletal disorders.
- US4273759 A (Colgate Palmolive, 1981 ) discloses antibacterial oral compositions containing an antibacterial antiplaque agent such as cetyl pyridinium chloride and an peroxy diphosphate salt for reducing the staining of dental surfaces without substantially diminishing the antibacterial and antiplaque activity of the agent.
- BIOMATERIALS ELSEVIER SCIENCE PUBLISHERS BV., BARKING, GB, vol. 29, no. 36, 1 December 2008 (2008-12-01 ), pages 4855-4863, discloses a general methodology for predicting the conditions for the formation of plate-shaped structures by precipitation. It also discloses several applications of such materials.
- NORBERTO ROVERI ET AL "Surface Enamel Remineralization: Biomimetic Apatite Nanocrystals and Fluoride Ions Different Effects", JOURNAL OF NANOMATERIALS, vol. 2, no. 2, January 2009 (2009-01 -01 ), pages 1 149-9, discloses a method for altered enamel surface remineralization by carbonate-hydroxyapatite nanocrystals which mimic the composition, structure, nanodimensions, and morphology of dentine apatite crystals and resemble closely natural apatite chemical-physical properties.
- NORBERTO ROVERI ET AL "Evolving application of biomimetic
- the inventors have developed an oral care composition that prevents the formation of biofilm, aids remineralization of damaged enamel, provides prolonged teeth whitening as well as prolonged, residual antimicrobial activity.
- the oral care composition of the present invention comprises composite particles that contain a water-soluble inorganic compound in combination with a cationic germicide, have a flaky shape and a thickness of 15-80 nm. More particularly, the oral care composition comprises composite particles containing:
- X is selected from OH, F and CI
- A is selected from C, P, Si and combinations thereof;
- n 1 to 5;
- said particles are flaky shaped, having a thickness of 30 to 50 nm.
- cationic germicides that can be used include
- cetyl pyridinium halides and chlorhexidine cetyl pyridinium halides and chlorhexidine.
- the aforementioned composite particles are deposited into the teeth crevices, thereby replenishing lost enamel and brightening the teeth (whitening). Additional benefits are realized by the slow release of cationic germicide from the deposited composite particles. In particular, this slow release provides prolonged antimicrobial activity and effectively prevents the formation of biofilm.
- the composite particles can be used as an abrasive component in toothpaste in the same way as common abrasives.
- compositions of the present invention may also advantageously be used as an antiseptic composition in other areas than oral care.
- a first aspect of the invention relates to a composition
- a composition comprising composite particles, said particles containing:
- X is selected from OH, F and CI
- A is selected from C, P, Si and combinations thereof;
- n 1 to 5;
- said particles are flaky shaped, having a thickness of 15 to 80 nm.
- water-insoluble' refers to a material that has a solubility in demineralized water at 20°C of less than 10 mg/l.
- 'germicide' refers to a disinfectant that can safely be used in oral care compositions.
- 'cationic germicide' refers to an ionic germicide that contains at least one cation.
- the composite particle of the present invention is considered to be flaky when its least dimension is less than 60% of its mean dimension.
- the composite particle is considered to be flaky and elongated when it is flaky and when its length is greater than 180% of its mean dimension.
- composition according to the present invention encompasses oral care compositions containing small amounts of the composite particles as well as compositions containing high levels of these composite particles and that can be applied as ingredients in oral care compositions.
- the composition of the present invention typically contains at least 5 wt.% of the composite particles. More preferably, the composition contains 15-60 wt.% and most preferably 30-50 wt.% of the composite particles.
- the composite particles have a surface Zeta Potential of more than +10 mV, more preferably of +15 to +40 mV.
- Zeta potential is a scientific term for electrokinetic potential in colloidal dispersions, usually denoted using the Greek letter zeta ( ⁇ ).
- the zeta potential is the potential difference between the dispersion medium and the stationary layer of fluid attached to the dispersed particle.
- the zeta potential is a key indicator of the stability of colloidal dispersions.
- the magnitude of the zeta potential indicates the degree of electrostatic repulsion between adjacent, similarly charged particles in a dispersion.
- a high zeta potential e.g. in excess of +40 mV
- the solution or dispersion will resist aggregation.
- attractive forces may exceed this repulsion and the dispersion may break and flocculate.
- the inorganic component in the present composition is preferably selected from Ca 5 (P0 4 )3(OH); Ca 5 (P0 4 ) 3 F; Ca 5 (P0 4 ) 3 CI; CaC0 3 ; Ca 2 Si0 4 and combinations thereof. Even more preferably, the inorganic component is selected from Ca5(P0 4 )3(OH);
- the inorganic component is Ca5(P0 4 )3F; Cas(P0 4 )3CI and combinations thereof.
- the inorganic component is Ca5(P0 4 )3(OH), i.e. hydroxyapatite.
- the inorganic component is present in the composite particles in crystalline form.
- the cationic germicide in the composite particles is a cationic quaternary ammonium compound, preferably cetyl pyridinium halide, more preferably cetyl pyridinium chloride.
- the cationic germicide is a cationic bisbiguanide, preferably a chlorhexidine.
- the composite particles in the composition of the present invention typically contain 90- 99.95 wt.% of the inorganic component and 0.05-10 wt.% of the cationic germicide. More preferably, the composite particles contain 92-97 wt.% of the inorganic component and 3-8 wt.% of the cationic germicide.
- the combination of the inorganic component and the cationic germicide typically represents at least 95 wt.%, most preferably at least 97 wt.% of the composite particles.
- the composite particles in the present composition preferably have a thickness in the range of 20-70 nm, most preferably of 30-50 nm.
- the composite particles preferably are flaky and elongated in shape.
- the composite particles have a length of at least 100 nm, more preferably of 150-750 nm, most preferably of 200 to 500 nm.
- the composite particles have a length:thickness ratio of at least 3:1 preferably at least 5:1.
- the composition containing the composite particles is an oral care composition containing 5-90 wt.%, preferably 16-60 wt.% and most preferably 30-50 wt.% of the composite particles.
- oral care compositions according to the present invention include toothpaste, tooth powder, tooth soap mouthwash. More preferably, the oral care composition is a toothpaste or tooth powder. Most preferably, the oral care composition is a toothpaste.
- the toothpaste according to the present invention typically comprises one or more of:
- a polishing agent preferably a polishing agent selected from the
- anionic surfactant • 0.25-4 wt.% of anionic surfactant; • 5-60 wt.% of at polyvalent alcohol selected from sorbitol, glycerol, 1 ,2-propylene glycol and combinations thereof.
- the toothpaste contains at least two of the above mentioned three types of ingredients in a concentration as indicated.
- the composition contains at least 50 wt.%, preferably at least 80 wt.% of the composite particles.
- Such compositions can suitably be applied as in an ingredient in the manufacture of oral care products.
- the composition preferably is a slurry that can easily be mixed into an oral care composition.
- Another aspect the invention relates to the use of a composition as defined herein before as a dentifrice or in the manufacture of a dentifrice.
- Yet another aspect of the invention relates to a method of preparing composite particles as defined herein, said method comprising the steps of:
- the pH is maintained at pH of at least 8 by the addition of sodium hydroxide, potassium hydroxide or a combination thereof.
- the mixtures were poured in hydrothermal bottles.
- the bottles were stoppered and heated at 90 °C for 3 hours.
- the hydroxyapatite (HA) particles that had formed were filtered, washed with copious amount of water and ethanol and dried under vacuum.
- the flake-shaped HA particles that were formed had an average length of approximately 250 nm and an average thickness of approximately 60 nm.
- Example 1 The performance of the HA particles of Example 1 was evaluated by analysing their antimicrobial efficacy.
- Slurries were prepared by vortexing 50 mg of the HA particles in 1 ml distilled water. Next, each of the slurries was added to one side of a square HA disk having dimension of 2 cm X 2 cm and allowed to dry under laminar flow (laminar flow was used to avoid contamination with atmospheric bacteria).
- S. mutans UA159 was inoculated in Tryptone yeast extract (TY medium) broth overnight at 37°C in 5% CO2 incubator. Overnight culture was diluted in the ratio 1 :20 in low molecular weight medium (LMW i.e TY medium filtered through 10KDa filter), and incubated at 37°C until they reach 0.5OD (mid log phase). The mid log phase culture was diluted to 1 :250 in LMW medium containing 2% sucrose.
- LMW low molecular weight medium
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Cosmetics (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP16179545 | 2016-07-14 | ||
PCT/EP2017/066089 WO2018010962A1 (en) | 2016-07-14 | 2017-06-29 | Oral care composition comprising composite particles containing cationic germicide |
Publications (1)
Publication Number | Publication Date |
---|---|
EP3484435A1 true EP3484435A1 (en) | 2019-05-22 |
Family
ID=56464048
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP17736616.8A Withdrawn EP3484435A1 (en) | 2016-07-14 | 2017-06-29 | Oral care composition comprising composite particles containing cationic germicide |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP3484435A1 (en) |
CN (1) | CN109475473A (en) |
BR (1) | BR112019000655A2 (en) |
WO (1) | WO2018010962A1 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT202100011492A1 (en) | 2021-05-05 | 2022-11-05 | Kalichem Srl | FUNCTIONALIZED BIOMIMETIC HYDROXYAPATITE |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4273759A (en) | 1979-05-18 | 1981-06-16 | Colgate-Palmolive Company | Antibacterial oral composition |
GB8811830D0 (en) * | 1988-05-19 | 1988-06-22 | Unilever Plc | Oral compositions |
US5900230A (en) * | 1997-08-18 | 1999-05-04 | Squigle, Inc. | Dental products to treat and prevent periodontal disease |
DE10028974A1 (en) * | 2000-06-16 | 2002-01-03 | Henkel Kgaa | Thixotropic oral and dental care products |
US6355229B1 (en) * | 2001-06-27 | 2002-03-12 | Church & Dwight Co., Inc. | Oral composition containing cetylpyridinium chloride and guar hydroxypropyltrimonium chloride and method of using the same |
KR20030016539A (en) | 2001-08-21 | 2003-03-03 | 엘지.필립스디스플레이(주) | Deflection Yoke for CRT |
US20040258630A1 (en) * | 2003-06-23 | 2004-12-23 | Boyd Thomas J. | Antiplaque breath freshening consumable film |
EP2029480B1 (en) | 2006-05-30 | 2017-05-03 | Coswell S.p.A. | Biologicallly active nanoparticles of a carbonate-substituted hydroxyapatite, process for their preparation and compositions incorporating the same |
US20090013481A1 (en) * | 2007-07-12 | 2009-01-15 | Allwyn Colaco | Composition to impart benefit agents to anionic substrates and methods of its use |
EP2241304B1 (en) * | 2008-01-17 | 2015-03-25 | National University Corporation Okayama University | Dental oral composition |
KR101229176B1 (en) * | 2010-07-19 | 2013-02-01 | 김기영 | Powder-type dentifrice composition contained silver particles and manufacturing method thereof |
US20120251981A1 (en) | 2011-03-22 | 2012-10-04 | Klox Technologies Inc. | Device and method for administering teeth whitening and antimicrobial compositions |
LT6147B (en) | 2013-06-04 | 2015-04-27 | Uab Mokslinių Tyrimų Plėtros Laboratorija | A method for producing calcium hydroxyapatite nano-crystals of desired morphology |
CN104398390B (en) * | 2014-11-24 | 2017-10-03 | 浙江大学 | Silane coupling agent and its method are rinsed in dentine primary coat |
-
2017
- 2017-06-29 EP EP17736616.8A patent/EP3484435A1/en not_active Withdrawn
- 2017-06-29 CN CN201780043519.XA patent/CN109475473A/en active Pending
- 2017-06-29 WO PCT/EP2017/066089 patent/WO2018010962A1/en active Search and Examination
- 2017-06-29 BR BR112019000655A patent/BR112019000655A2/en not_active IP Right Cessation
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IT202100011492A1 (en) | 2021-05-05 | 2022-11-05 | Kalichem Srl | FUNCTIONALIZED BIOMIMETIC HYDROXYAPATITE |
WO2022233986A1 (en) | 2021-05-05 | 2022-11-10 | Kalichem S.r.l. | Functionalized biomimetic hydroxyapatite |
Also Published As
Publication number | Publication date |
---|---|
BR112019000655A2 (en) | 2019-04-24 |
CN109475473A (en) | 2019-03-15 |
WO2018010962A1 (en) | 2018-01-18 |
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