CA2206489C - Detergent composition comprising a dimethicone copolyol - Google Patents
Detergent composition comprising a dimethicone copolyol Download PDFInfo
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- CA2206489C CA2206489C CA002206489A CA2206489A CA2206489C CA 2206489 C CA2206489 C CA 2206489C CA 002206489 A CA002206489 A CA 002206489A CA 2206489 A CA2206489 A CA 2206489A CA 2206489 C CA2206489 C CA 2206489C
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/373—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicones
- C11D3/3738—Alkoxylated silicones
-
- 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
- A61K8/22—Peroxides; Oxygen; Ozone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
- A61K8/894—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a polyoxyalkylene group, e.g. cetyl dimethicone copolyol
-
- 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
- A61Q11/02—Preparations for deodorising, bleaching or disinfecting dentures
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/0052—Gas evolving or heat producing compositions
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/10—Carbonates ; Bicarbonates
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/39—Organic or inorganic per-compounds
- C11D3/3942—Inorganic per-compounds
-
- 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
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/22—Gas releasing
- A61K2800/222—Effervescent
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- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
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- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Inorganic Chemistry (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Cosmetics (AREA)
- Detergent Compositions (AREA)
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Abstract
A denture cleansing composition an inorganic persalt bleaching agent, an effervescence generator and a dimethicone copolyol selected from alkyl- and alkoxy-dimethicone copolyols having formula (1), wherein X is selected from hydrogen, alkyl, alkoxy and acyl groups having from about 1 to about 16 carbon atoms, Y is selected from alkyl and alkoxy groups having from about 8 to about 22 carbon atoms, n is from about 0 to about 200, m is from about 1 to about 40, q is from about 1 to about 100, the molecular weight of the residue (C2H4O-)x(C3H6O-)y X is from about 50 to about 2000, and x and y are such that the weight ratio of oxyethylene:oxypropylene is from about 100:0 to about 0:100. The composition provides improved antiplaque, cleansing and anti-bacterial activity together with excellent physical and in-use performance characteristics.
Description
CA 02206489 1997-0~-29 WO 96/19563 PCI'IUS95/16673 DETERGENT COMPOSITION COMPRISING A DIMETHICONE COPOLYOL
TECHNICAL FIELD
The present invention relates to cleansing compositions and especially to compositions for use in cleansing dentures and the like. In particular, the invention relates to denture cle~n~in~ compositions having enhanced antiplaque activity together with e~cellent denture cle~n~ing pelrollllance, appearance, physical and dissolution characteristics, anti-bacterial efficacy and in-use pelrormance characteristics .
BACKGROUND
Effervescent tablets and powders for cle~n~in~ dentures and the like are well known in the art. The aim of a denture cleanser product is to clean the denture as fully and as quickly as possible and especially to remove the accl.m~ tion of plaque, mucilaginous and bacterial deposits which collect while the denture is being worn. To wear a denture which has not been completely cleaned of plaque and bacterial deposits is not only unhygenic but can also within a short space of time result in a detrimental effect on the mucous membrane. Moreover bacterial deposits can lead to so-called bacterial corrosion of the plastics material used to produce the denture with consequent color-change and malodor-formation.
It is known to include silicones in dentifrice compositions, allegedly to coat the teeth and prevent cavities and st~inin~. For instance, GB-A-689,679 discloses a mouthwash cont~ining an organopolysilo~ane for preventing adhesion of, or for removing tars, stains, tartar and food particles from the teeth.
US-A-2,806,814 discloses dental preparations including, in combination, a higher aliphatic acyl amide of an amino carbo~ylic acid compound as an active and a silicone compound. The patent notes that silicone compounds have been proposed for prevention of adhesion or to facilitate the removal of tars, stains, tartar and the like from teeth.
CA 02206489 1997-0~-29 W O 96/19563 PCTrUS95/16673 The silicone compound is said to act as a synergist in improving the antibacterial and acid inhibiting activity of the active ingredient.
Dimethyl polysilo~anes are said to be particularly effective.
US-A-3624120 discloses quaternary ammonium salts of cyclic silo~cane polymers for use as cationic surf~ct~nt~e, bactericides and as anticariogenic agents.
Dentures of course are generally made of a plastics material such as acrylic and the problem of preventing plaque accllm~ tion or of removing plaque from dentures is therefore filn~l~ment~lly di~rent from the problem of plaque prevention and removal from dental enamal.
Accordingly, the present invention provides a denture cleanser having improved efficacy on plaque, mucilaginous and bacterial deposits and which at the same time provides e~ccellent denture cle~n.cin~
pelro~ ance, appearance, physical characteristics, dissolution and in-use pel~llllance characteristics.
SUMMARY OF THE INVENTION
According to a first aspect of the invention, there is provided a denture cle~n.ein~ composition comprising an inorganic persalt bleaching agent, an effervescence generator and a dimethicone copolyol selected from alkyl- and alko~y-dimethicone copolyols having the formula (1):
fH3 IH3 fH3 CH3 fH3 CH~ SiO SiO SiO SiO~i--CH3 CH3 CH3 (~,H2)3 CH3 n ¦
- - o (C2H4o-)x(c3H6o-)yx q -m CA 02206489 1997-0~-29 wherein X is selected from hydrogen, alkyl, alko~y and acyl groups having from about 1 to about 16 carbon atoms, Y is selected from alkyl and alko~y groups having from about 8 to about 22 carbon atoms, n is from about 0 to about 200, m is from about 1 to about 40, q is from about 1 to about 100, the molecular weight of the residue (C2H40-)x(C3H60-)yX is from about 50 to about 2000, prefe~ably from about 250 to about 1000 and ~ and y are such that the weight ratio of o~yethylene:o~cypropylene is from about 100:0 to about 0:100, preferably from about 100:0 to about 20:80. The present invention also relates to the use of the defined dimethicone copolyol as antiplaque agent in denture cle~n~in~ compositions All percentages and ratios herein are by weight of total composition, unless otherwise indicated.
The cle~n~in~ compositions of the invention thus comprise three essential components, a bleaching agent, a dimethicone copolyol and an effervescent base composition. Each of these will be discussed in turn.
The bleaching agent takes the form of an inorganic persalt and can be selected from any of the well-known bleaching agents known for use in denture cleansers such as the alkali metal and ammonium perslllf~te~, perborates, percarbonates and perphosphates and the alkali metal and k~line earth metal pero~ides. F.~mples of suitable bleaching agents include potassium, ammonium, sodium and lithium persulfates and perborate mono- and tetrahydrates, sodium pyrophosphate pero~cyhydrate and m~nesium, calcium, sllonlium and zinc pero~ides.
Of these, however, the aLkali metal pers~lf~te~, perborates and mi~ctures thereof are l,refeled for use herein, highly y~efelred being the alkali metal perborates. Indeed, it is a feature of the invention that the tablet compositions herein will provide e~cellent antimicrobial activity even in the absence of alkali metal persulfates.
CA 02206489 1997-0~-29 W O96/19563 PCTrUS95/16673 The amount of bleaching agent in the total composition is generally from about S to about 70% preferably from about 10% to about 50%.
In compositions comprising a mi~ture of alkali metal persulfates and perborates, the overall persulfate:perborate ratio is suitably from about 5:1 to about 1:5, more especially from about 2:1 to about 1:2.
The compositions herein also contain a dimethicone copolyol antiplaque agent. In general terms, the ~limsthicone copolyol is selected from alkyl- and alko~y-dimethicone copolyols having the formula (I):
l H3 IH3 l H3 ¦ H3 fH3 CH~ SiO SiO SiO SiO Si--CH3 CH3 CH3 (~,H2)3 CH3 n ¦
- - o-- (C2H40-)x(c3H60-)yx q -m wherein X is selected from hydrogen, alkyl, alko~cy and acyl groups having from about 1 to about 16 carbon atoms, Y is selected from alkyl and alko~cy gro~lps having from about 8 to about 22 carbon atoms, n is from about 0 to about 200, m is from about 1 to about 40, q is from about 1 to about 100, the molecular weight of the residue (C2H4O-)~c(c3H6o-)yx is from about 50 to about 2000, preferably from about 250 to about 1000 and ~c and y are such that the weight ratio of o~yethylene:o~cypropylene is from about 100:0 to about 0:100, preferably from about 100:0 to about 20:80.
In preferred embo liments, the ~lim~thicone copolyol is selected from C12 to C20 alkyl tlimethicone copolyols and mi~ctures thereof. Highly yrefelled is cetyl dimethicone copolyol marketed under the Trade Name Abil EM90. The ~imethicone copolyol is generally present in a CA 02206489 1997-0~-29 W O 96/19563 PCTrUS95/16673 level of from about 0.01 % to about 25 %, preferably from about 0.1 %
to about 5%, more preferably from about 0.5% to about 1.5% by weight.
The denture cleansing compositions also incorporate an effervescence generator which in preferled embo~liments takes the form of a solid base material which in the presence of water releases carbon dio~cide or o~ygen with effervescence. The effervescence generator ~1tili7e~1 in the compositions herein can be selected from generators which are effective under acid, neutral or ~lk~line pH conditions, but preferably it consists of a combination of a generator which is effective or most effective under acid or neutral pH conditions and a generator which is effective or most effective under ~lk~line pH conditions.
Effervescence generators which are er~clive under acid or neutral pH
conditions include a combination of at least one alkali metal carbonate or bicarbonate, such as sodium bicarbonate, sodium carbonate, sodium sesquicarbonate, potassium carbonate, potassium bicarbonate, or mi~ctures thereof, in admixture with at least one non-to~cic, physiologically-acceptable organic acid, such as tartaric, fumaric, citric, malic, maleic, gluconic, succinic, salicylic, adipic or sulphamic acid, sodium fumarate, sodium or potassium acid phosphates, betaine hydrochloride or mi~ctures thereof. Of these, malic acid is l,referred.
Effervescence generatol~ which are effective under ~lk~line pH
conditions include persalts such as alkali and ~lk~line earth metal peroxoborates as we!l as perborates, persulphates, percarl,onates, perphosphates and mi~ctures thereof as previously described, for e~cample, a mi~cture of an alkali metal perborate (anhydrous, mono- or tetrahydrate) with a monopersulphate such as Caroat R marketed by E
I du Point de Nemours Co. and which is a 2:1:1 mi~cture of monopersulphate, potassium sulphate and potassium bisulphate and which has an active o~cygen content of about 4.5 % .
In highly l,refe-led compositions, the solid base material incorporates a (bi)carbonate/acid effervescent couple optionally in combination with a perborate/persulphate o~cygen effervescence generator. The combination of generators is valuable for achieving optimum dissolution characteristics and pH conditions for achieving optimum CA 02206489 1997-0~-29 W O96/19563 PCTrUS95/16673 cle~nin~ and antimicrobial activity. The (bi)carbonate components generally comprise from about S % to about 65 %, preferably from about 25 % to SS % of the total composition; the acid components generally comprise from about 5% to about 50%, preferably from about 10% to about 30% of the total composition.
The compositions of the invention can be supplemented by other known components of denture cle~n~in~ formulations. An especially preferred additional component is an organic pero~cyacid precursor, which in general terms can be defined as a compound having a titre of at least 1 .Sml of 0. lN sodium thiosulfate in the following peracid formation test.
A test solution is prepared by dissolving the following materials in 1000 mls distilled water:
sodium pyrophosphate (Na4P2O7- 10H20) 2.5g sodium perborate (NaBO2.H2O2.3H2O) having 10.4% available o~cygen 0.615g sodium dodecylbenzene sulphonate O.Sg To this solution at 60~C an amount of activator is added such that for each atom of available o~cygen present one molecular equivalent of aclivator is inlr~ll-ce l.
The mi~ture obtained by addition of the aclivator is vigorously stirred and mqint~ine~l at 60~C. After S mim~tes from addition, a 100 ml portion of the solution is withdrawn and immediately pipetted onto a mi~ture of 250 g cracked ice and 15 ml glacial acetic acid. Potassium iodide (0.4 g) is then added and the liberated iodine is immediately titrated with 0.1 N sodium thiosulphate with starch as indicator until the first disappearance of the blue colour. The amount of sodium thiosulphate solution used in ml is the titre of the bleach activator.
- -CA 02206489 1997-0~-29 W O96/19563 PCT~US9~116673 The organic peracid precursors are typically compounds cont~inin~
one or more acyl groups, which are susceptible to perhydrolysis. The preferled activators are those of the N-acyl or O-acyl compound type cont~inin~ a acyl radical R-CO wherein R is a hydrocarbon or substituted hydrocarbon group having ~refelably from about 1 to about 20 carbon atoms. E~amples of suitable peracid precursors include:
1) Acyl organo~mi~es of the formula RCONR1R2, where RCO is carbo~ylic acyl radical, R1 is an acyl radical and R2 is an organic radical, as disclosed in US-A-3;117,148. E~amples of compounds falling under this group include:
a) N,N - diacetyl~niline and N-acetylphth~limi~e;
b) N-acylhydantoins, such as N ,N ' -diacetyl-5,5-dimethylhydantoin;
c) Polyacylated alkylene ~ nine~, such as N,N,N'N' -tetraacetylethyle~e~i~mine (TAED) and the corresponding he~methylenP~i7min~ ~AHD) derivatives, as disclosed in GB-A-907,356, GB-A-907,357 and GB-A-907,358;
d) Acylated glycolurils, such as tetraacetylglycoluril, as disclosed in GB-A-1,246,338, GB-A-1,246,339 and GB-A-1,247,429.
TECHNICAL FIELD
The present invention relates to cleansing compositions and especially to compositions for use in cleansing dentures and the like. In particular, the invention relates to denture cle~n~in~ compositions having enhanced antiplaque activity together with e~cellent denture cle~n~ing pelrollllance, appearance, physical and dissolution characteristics, anti-bacterial efficacy and in-use pelrormance characteristics .
BACKGROUND
Effervescent tablets and powders for cle~n~in~ dentures and the like are well known in the art. The aim of a denture cleanser product is to clean the denture as fully and as quickly as possible and especially to remove the accl.m~ tion of plaque, mucilaginous and bacterial deposits which collect while the denture is being worn. To wear a denture which has not been completely cleaned of plaque and bacterial deposits is not only unhygenic but can also within a short space of time result in a detrimental effect on the mucous membrane. Moreover bacterial deposits can lead to so-called bacterial corrosion of the plastics material used to produce the denture with consequent color-change and malodor-formation.
It is known to include silicones in dentifrice compositions, allegedly to coat the teeth and prevent cavities and st~inin~. For instance, GB-A-689,679 discloses a mouthwash cont~ining an organopolysilo~ane for preventing adhesion of, or for removing tars, stains, tartar and food particles from the teeth.
US-A-2,806,814 discloses dental preparations including, in combination, a higher aliphatic acyl amide of an amino carbo~ylic acid compound as an active and a silicone compound. The patent notes that silicone compounds have been proposed for prevention of adhesion or to facilitate the removal of tars, stains, tartar and the like from teeth.
CA 02206489 1997-0~-29 W O 96/19563 PCTrUS95/16673 The silicone compound is said to act as a synergist in improving the antibacterial and acid inhibiting activity of the active ingredient.
Dimethyl polysilo~anes are said to be particularly effective.
US-A-3624120 discloses quaternary ammonium salts of cyclic silo~cane polymers for use as cationic surf~ct~nt~e, bactericides and as anticariogenic agents.
Dentures of course are generally made of a plastics material such as acrylic and the problem of preventing plaque accllm~ tion or of removing plaque from dentures is therefore filn~l~ment~lly di~rent from the problem of plaque prevention and removal from dental enamal.
Accordingly, the present invention provides a denture cleanser having improved efficacy on plaque, mucilaginous and bacterial deposits and which at the same time provides e~ccellent denture cle~n.cin~
pelro~ ance, appearance, physical characteristics, dissolution and in-use pel~llllance characteristics.
SUMMARY OF THE INVENTION
According to a first aspect of the invention, there is provided a denture cle~n.ein~ composition comprising an inorganic persalt bleaching agent, an effervescence generator and a dimethicone copolyol selected from alkyl- and alko~y-dimethicone copolyols having the formula (1):
fH3 IH3 fH3 CH3 fH3 CH~ SiO SiO SiO SiO~i--CH3 CH3 CH3 (~,H2)3 CH3 n ¦
- - o (C2H4o-)x(c3H6o-)yx q -m CA 02206489 1997-0~-29 wherein X is selected from hydrogen, alkyl, alko~y and acyl groups having from about 1 to about 16 carbon atoms, Y is selected from alkyl and alko~y groups having from about 8 to about 22 carbon atoms, n is from about 0 to about 200, m is from about 1 to about 40, q is from about 1 to about 100, the molecular weight of the residue (C2H40-)x(C3H60-)yX is from about 50 to about 2000, prefe~ably from about 250 to about 1000 and ~ and y are such that the weight ratio of o~yethylene:o~cypropylene is from about 100:0 to about 0:100, preferably from about 100:0 to about 20:80. The present invention also relates to the use of the defined dimethicone copolyol as antiplaque agent in denture cle~n~in~ compositions All percentages and ratios herein are by weight of total composition, unless otherwise indicated.
The cle~n~in~ compositions of the invention thus comprise three essential components, a bleaching agent, a dimethicone copolyol and an effervescent base composition. Each of these will be discussed in turn.
The bleaching agent takes the form of an inorganic persalt and can be selected from any of the well-known bleaching agents known for use in denture cleansers such as the alkali metal and ammonium perslllf~te~, perborates, percarbonates and perphosphates and the alkali metal and k~line earth metal pero~ides. F.~mples of suitable bleaching agents include potassium, ammonium, sodium and lithium persulfates and perborate mono- and tetrahydrates, sodium pyrophosphate pero~cyhydrate and m~nesium, calcium, sllonlium and zinc pero~ides.
Of these, however, the aLkali metal pers~lf~te~, perborates and mi~ctures thereof are l,refeled for use herein, highly y~efelred being the alkali metal perborates. Indeed, it is a feature of the invention that the tablet compositions herein will provide e~cellent antimicrobial activity even in the absence of alkali metal persulfates.
CA 02206489 1997-0~-29 W O96/19563 PCTrUS95/16673 The amount of bleaching agent in the total composition is generally from about S to about 70% preferably from about 10% to about 50%.
In compositions comprising a mi~ture of alkali metal persulfates and perborates, the overall persulfate:perborate ratio is suitably from about 5:1 to about 1:5, more especially from about 2:1 to about 1:2.
The compositions herein also contain a dimethicone copolyol antiplaque agent. In general terms, the ~limsthicone copolyol is selected from alkyl- and alko~y-dimethicone copolyols having the formula (I):
l H3 IH3 l H3 ¦ H3 fH3 CH~ SiO SiO SiO SiO Si--CH3 CH3 CH3 (~,H2)3 CH3 n ¦
- - o-- (C2H40-)x(c3H60-)yx q -m wherein X is selected from hydrogen, alkyl, alko~cy and acyl groups having from about 1 to about 16 carbon atoms, Y is selected from alkyl and alko~cy gro~lps having from about 8 to about 22 carbon atoms, n is from about 0 to about 200, m is from about 1 to about 40, q is from about 1 to about 100, the molecular weight of the residue (C2H4O-)~c(c3H6o-)yx is from about 50 to about 2000, preferably from about 250 to about 1000 and ~c and y are such that the weight ratio of o~yethylene:o~cypropylene is from about 100:0 to about 0:100, preferably from about 100:0 to about 20:80.
In preferred embo liments, the ~lim~thicone copolyol is selected from C12 to C20 alkyl tlimethicone copolyols and mi~ctures thereof. Highly yrefelled is cetyl dimethicone copolyol marketed under the Trade Name Abil EM90. The ~imethicone copolyol is generally present in a CA 02206489 1997-0~-29 W O 96/19563 PCTrUS95/16673 level of from about 0.01 % to about 25 %, preferably from about 0.1 %
to about 5%, more preferably from about 0.5% to about 1.5% by weight.
The denture cleansing compositions also incorporate an effervescence generator which in preferled embo~liments takes the form of a solid base material which in the presence of water releases carbon dio~cide or o~ygen with effervescence. The effervescence generator ~1tili7e~1 in the compositions herein can be selected from generators which are effective under acid, neutral or ~lk~line pH conditions, but preferably it consists of a combination of a generator which is effective or most effective under acid or neutral pH conditions and a generator which is effective or most effective under ~lk~line pH conditions.
Effervescence generators which are er~clive under acid or neutral pH
conditions include a combination of at least one alkali metal carbonate or bicarbonate, such as sodium bicarbonate, sodium carbonate, sodium sesquicarbonate, potassium carbonate, potassium bicarbonate, or mi~ctures thereof, in admixture with at least one non-to~cic, physiologically-acceptable organic acid, such as tartaric, fumaric, citric, malic, maleic, gluconic, succinic, salicylic, adipic or sulphamic acid, sodium fumarate, sodium or potassium acid phosphates, betaine hydrochloride or mi~ctures thereof. Of these, malic acid is l,referred.
Effervescence generatol~ which are effective under ~lk~line pH
conditions include persalts such as alkali and ~lk~line earth metal peroxoborates as we!l as perborates, persulphates, percarl,onates, perphosphates and mi~ctures thereof as previously described, for e~cample, a mi~cture of an alkali metal perborate (anhydrous, mono- or tetrahydrate) with a monopersulphate such as Caroat R marketed by E
I du Point de Nemours Co. and which is a 2:1:1 mi~cture of monopersulphate, potassium sulphate and potassium bisulphate and which has an active o~cygen content of about 4.5 % .
In highly l,refe-led compositions, the solid base material incorporates a (bi)carbonate/acid effervescent couple optionally in combination with a perborate/persulphate o~cygen effervescence generator. The combination of generators is valuable for achieving optimum dissolution characteristics and pH conditions for achieving optimum CA 02206489 1997-0~-29 W O96/19563 PCTrUS95/16673 cle~nin~ and antimicrobial activity. The (bi)carbonate components generally comprise from about S % to about 65 %, preferably from about 25 % to SS % of the total composition; the acid components generally comprise from about 5% to about 50%, preferably from about 10% to about 30% of the total composition.
The compositions of the invention can be supplemented by other known components of denture cle~n~in~ formulations. An especially preferred additional component is an organic pero~cyacid precursor, which in general terms can be defined as a compound having a titre of at least 1 .Sml of 0. lN sodium thiosulfate in the following peracid formation test.
A test solution is prepared by dissolving the following materials in 1000 mls distilled water:
sodium pyrophosphate (Na4P2O7- 10H20) 2.5g sodium perborate (NaBO2.H2O2.3H2O) having 10.4% available o~cygen 0.615g sodium dodecylbenzene sulphonate O.Sg To this solution at 60~C an amount of activator is added such that for each atom of available o~cygen present one molecular equivalent of aclivator is inlr~ll-ce l.
The mi~ture obtained by addition of the aclivator is vigorously stirred and mqint~ine~l at 60~C. After S mim~tes from addition, a 100 ml portion of the solution is withdrawn and immediately pipetted onto a mi~ture of 250 g cracked ice and 15 ml glacial acetic acid. Potassium iodide (0.4 g) is then added and the liberated iodine is immediately titrated with 0.1 N sodium thiosulphate with starch as indicator until the first disappearance of the blue colour. The amount of sodium thiosulphate solution used in ml is the titre of the bleach activator.
- -CA 02206489 1997-0~-29 W O96/19563 PCT~US9~116673 The organic peracid precursors are typically compounds cont~inin~
one or more acyl groups, which are susceptible to perhydrolysis. The preferled activators are those of the N-acyl or O-acyl compound type cont~inin~ a acyl radical R-CO wherein R is a hydrocarbon or substituted hydrocarbon group having ~refelably from about 1 to about 20 carbon atoms. E~amples of suitable peracid precursors include:
1) Acyl organo~mi~es of the formula RCONR1R2, where RCO is carbo~ylic acyl radical, R1 is an acyl radical and R2 is an organic radical, as disclosed in US-A-3;117,148. E~amples of compounds falling under this group include:
a) N,N - diacetyl~niline and N-acetylphth~limi~e;
b) N-acylhydantoins, such as N ,N ' -diacetyl-5,5-dimethylhydantoin;
c) Polyacylated alkylene ~ nine~, such as N,N,N'N' -tetraacetylethyle~e~i~mine (TAED) and the corresponding he~methylenP~i7min~ ~AHD) derivatives, as disclosed in GB-A-907,356, GB-A-907,357 and GB-A-907,358;
d) Acylated glycolurils, such as tetraacetylglycoluril, as disclosed in GB-A-1,246,338, GB-A-1,246,339 and GB-A-1,247,429.
2) Acylated sulphon~mi~es, such as N-methyl-N-benzoyl-menthane sulpho~mi~le and N-phenyl-N-acetyl menth~ne sulphonamide, as disclosed in GB-A-3,183,266.
3) Carbo~cylic esters as disclosed in GB-A-836,988, GB-A-963,135 and GB-A-1,147,871. E~amples of compounds of this type include phenyl ~cet~te, sodium aceto~cy benzene sulphonate, trichloroelllyl~cet~te, sorbitol he~ ce~te, fructose pentaacetate, p-nitrob~-n7~ lehyde ~ cet~e, is~rG~e.leyl ~cet~te, acetyl aceto hydro~camic acid, and acetyl salicylic acid. Other e~amples are esters of a phenol or substit~lte~l phenol with an alpha-chlorinated lower aliphatic carboxylic acid, such as chloroacetylphenol and chloroacetylsalicylic acid, as disclosed in US-A-3,130,165.
CA 02206489 1997-0~-29 4) Carbo~cylic esters having the gernal formal Ac L wherein Ac is the acyl moiety of an organic carbo~ylic acid comprising an optionally substituted, linear or branched C6-C20 alkyl or alkenyl moiety or a C6-C20 alkyl-substituted aryl moiety and L
is a leaving group, the conjugate acid of which has a pKa in the range from 4 to 13, for e~cample o~ybenzenesulfonate or o~ybenzoate. r~eferled compounds of this type are those wherein:
a) Ac is R3-CO and R3 is a linear or branched alkyl group cont~inin~ from 6 to 20, prefelably 6 to 12, more ~referably 7 to 9 carbon atoms and wherein the longest linear alkyl chain e~ten~lin~ from and including the carbonyl carbon contains from S to 18, ~refefably 5 to 10 carbon atoms, R3 optionally being substit~te~l (preferably alpha to the carbonyl moiety) by Cl, Br, OCH3 or OC2Hs.
E~camples of this class of material include sodium 3,5,5-trimethylhe~anoylo~cybenzene sulfollate, sodium 3,5,5-trimethylhe~canoylo~cybenzoate, sodium 2-ethylhe~anoyl oxybenzenesulfonate, sodium nonanoyl o~ybenzene sulfonate and sodium octanoyl o~cybenezenesulfonate, the acylo~y group in each in~t~nce preferably being p-substituted;
b) Ac has the formula R3(AO)mXA wherein R3 is a linear or branched alkyl or alkylaryl group cont~ining from 6 to 2Q, ,referably from 6 to 15 carbon atoms in the alkyl moiety, Rs being optionally substit~lt~ by Cl, Br, OCH3, or OC2Hs, AO is o~cyethylene or o~cypropylene, m is from 0 to 100, X is O, NR4 or CO-NR4, and A is CO, CO-CO, R6-CO, CO-R6-CO, or CO-NR4-R6-CO wherein R4 is Cl-C4 alkyl and R6 is alkylene, alkenylene, arylene or alkarylene cont~ining from 1 to 8 carbon atoms in the alkylene or alkenylene moiety. Bleach activator compounds of this type include carbonic acid derivatives of the formula R3(AO)mOCOL, succinic acid deliv~tives of the formula R3OCO(CH2)2COL, glycollic acid derivatives of the CA 02206489 1997-0~-29 formula R3OCH2COL, hydro~ypropionic acid derivatives of the formula R30CH2CH2COL, o~calic acid derivatives of the formula R30COCOL, maleic and fumaric acid derivatives of the formula R30COCH=CHCOL, acyl aminocaproic acid derivatives of the formula R3CONR1(CH2)6COL, acyl glycine derivatives of the formula R3CONRlCH2COL, and amino-~o~coc~roic acid derivatives of the formula R3N(R1)CO(CH2)4COL. In the above, m is ~referably from 0 to 10, and R3 is l,referably C6-C12, more prefelably C6-Clo alkyl when m is zero and Cg-C1s when m is non-zero. The leaving group L is as defined above.
CA 02206489 1997-0~-29 4) Carbo~cylic esters having the gernal formal Ac L wherein Ac is the acyl moiety of an organic carbo~ylic acid comprising an optionally substituted, linear or branched C6-C20 alkyl or alkenyl moiety or a C6-C20 alkyl-substituted aryl moiety and L
is a leaving group, the conjugate acid of which has a pKa in the range from 4 to 13, for e~cample o~ybenzenesulfonate or o~ybenzoate. r~eferled compounds of this type are those wherein:
a) Ac is R3-CO and R3 is a linear or branched alkyl group cont~inin~ from 6 to 20, prefelably 6 to 12, more ~referably 7 to 9 carbon atoms and wherein the longest linear alkyl chain e~ten~lin~ from and including the carbonyl carbon contains from S to 18, ~refefably 5 to 10 carbon atoms, R3 optionally being substit~te~l (preferably alpha to the carbonyl moiety) by Cl, Br, OCH3 or OC2Hs.
E~camples of this class of material include sodium 3,5,5-trimethylhe~anoylo~cybenzene sulfollate, sodium 3,5,5-trimethylhe~canoylo~cybenzoate, sodium 2-ethylhe~anoyl oxybenzenesulfonate, sodium nonanoyl o~ybenzene sulfonate and sodium octanoyl o~cybenezenesulfonate, the acylo~y group in each in~t~nce preferably being p-substituted;
b) Ac has the formula R3(AO)mXA wherein R3 is a linear or branched alkyl or alkylaryl group cont~ining from 6 to 2Q, ,referably from 6 to 15 carbon atoms in the alkyl moiety, Rs being optionally substit~lt~ by Cl, Br, OCH3, or OC2Hs, AO is o~cyethylene or o~cypropylene, m is from 0 to 100, X is O, NR4 or CO-NR4, and A is CO, CO-CO, R6-CO, CO-R6-CO, or CO-NR4-R6-CO wherein R4 is Cl-C4 alkyl and R6 is alkylene, alkenylene, arylene or alkarylene cont~ining from 1 to 8 carbon atoms in the alkylene or alkenylene moiety. Bleach activator compounds of this type include carbonic acid derivatives of the formula R3(AO)mOCOL, succinic acid deliv~tives of the formula R3OCO(CH2)2COL, glycollic acid derivatives of the CA 02206489 1997-0~-29 formula R3OCH2COL, hydro~ypropionic acid derivatives of the formula R30CH2CH2COL, o~calic acid derivatives of the formula R30COCOL, maleic and fumaric acid derivatives of the formula R30COCH=CHCOL, acyl aminocaproic acid derivatives of the formula R3CONR1(CH2)6COL, acyl glycine derivatives of the formula R3CONRlCH2COL, and amino-~o~coc~roic acid derivatives of the formula R3N(R1)CO(CH2)4COL. In the above, m is ~referably from 0 to 10, and R3 is l,referably C6-C12, more prefelably C6-Clo alkyl when m is zero and Cg-C1s when m is non-zero. The leaving group L is as defined above.
5) Acyl-cyanurates, such as triacetyl- or tribenzoylcyanurates, as disclosed in US patent specification No. 3,332,882.
6) Optionally subsl;l..te~ anhydrides of benzoic or phthalic acid, for e~cample, benzoic anhydride, m-chlorobenzoic anhydride and phthalic anhydride.
Of all the above, prefelled are organic peracid precursors of types 1(c) and 4(a).
Where present, the level of pero~cyacid bleach precursor by weight of the total composition is l,refe~ably from about 0.1% to about 10%, more preferably from about 0.5 % to about 5 % and is generally added in the form of a bleach precursor agglomerate.
The bleach precursor agglomerates prefelred for use herein generally comprise a binder or agglomerating agent in a level of from about 5 %
to about 40%, more especially from about 10% to about 30% by weight thereof. Suitable agglomerating agents include polyvinylpyrrolidone, poly (o~yethylene) of molecular weight 20,000 to 500,000, polyethyleneglycols of molecular weight of from about 1000 to about 50,000, Carbowa~ having a molecular weight of from 4000 to 20,000, nonionic surf~ct~nts, fatty acids, sodium carbo~cymethyl cellulose, gelatin, fatty alcohols, phosphates and CA 02206489 1997-0~-29 polyphosphates, clays, aluminosilicates and polymeric polycarbo~ylates. Of the above, polyethyleneglycols are highly ~referfed, especially those having molecular weight of from about 1,000 to about 30,000, preferably 2000 to about 10,000.
r~efe~ed from the viewpoint of optimum dissolution and pH
characteristics are bleach precursor agglomerates which comprise from about 10% to about 75%, prefe~ably from about 20% to about 60% by weight thereof of pero~yacid bleach precursor, from about 5% to about 60% prefelably from about 5% to about 50%, more l,refelably from about 10% to about 40% of a (bi) carbonate/acid effervescent couple, from about 0% to about 20% of a pero~oboroate, and from about 5% to about 40%, preferably from about 10% to about 30% of an agglomerating agent.
The final bleach precursor granules desirably have an average particle size of from about 500 to about 1500, prefe~ably from about 500 to about 1,000 um, this being valuable from the viewpoint of optimum dissolution performance and aesthetics. The level of bleach precursor agglomerates, moreover, is preferably from about 1% to about 20%, more ~refe~ably from about 5% to about 15% by weight of composition.
The compositions of the invention can be in paste, liquid, tablet, granular or powder form, although tablet-form compositions are highly ~refelled herein. Compositions in tablet form can be single or multiple layered tablets.
The compositions of the invention can be supplem~-nte~ by other usual components of denture cleansing formulations, especially surf~ct~nts, chelating agents, enzymes, flavorants, physiological cooling agents, antimicrobial compounds, dyestuffs, sweeteners, tablet binders and fillers, foam depress~nts such as tlimethylpolysiloxanes~ foam stabilizers such as the fatty acid sugar esters, presel~a~ives, lubricants such as talc, m~gnecium stearate, finely divided amorphous pyrogenic silicas, etc. The free moisture content of the final composition is desirably less than about l ~o and especially less than about 0.5 % .
CA 02206489 1997-0~-29 Tablet binders and f1llers suitable for use herein include polyvinylpyrrolidone, poly (o~yethylene) of molecular weight 20,000 to 500,000, polyethyleneglycols of molecular weight of from about 1000 to about 50,000, Carbowa~c having a molecular weight of from 4000 to 20,000, nonionic surfactants, fatty acids, sodium carbo~ymethyl cellulose, gelatin, fatty alcohols, clays, polymeric polycarbo~cylates, sodium carbonate, calcium carbonate, calcium hydro~ide, magnesium o~cide, m~gnesium hydro~ide carbonate, sodium sulfate, proteins, cellulose ethers, cellulose esters, polyvinyl alcohol, alginic acid esters, vegetable fatty materials of a pseudocolloidal character. Of the above, polyethyleneglycols are highly ~refe~led, especially those having molecular weight of from about 1,000 to about 30,000, preferably from about 12,000 to about 30,000.
The surface active agent used in the compositions of the invention can be selected from the many available that are co~ alible with the other ingredients of the denture cleanser, both in the dry state and in solution. Such materials are believed to improve the effectiveness of the other ingre~lient~ of the composition by aiding their penetration into the interdental surfaces. Also, these materials aid in the removal of food debris attached to the teeth. Between 0.1 and 5 percent by weight of the dry composition of a dry powder or granular anionic surface active agent, such as sodium lauryl sulfate, sodium N-lauroylsarcosinate, sodium lauryl sulfo~ce~te or dioctyl sodium sulfosuccinate or ricinoleyl sodium sulfosuccinate, may, for e~ample, be included in the composition and pre~e.dbly the surface active agent comprises between 0.5 and 4 percent of the composition.
Suitable cationic, non-ionic and ampholytic surface active agents include, for e~ample, quaternary ammonium compounds such as cetyltrimethylammonium bromide, con~en~tion products of alkylene o~cides such as ethylene or propylene o~cide with fatty alcohols, phenols, fatty ~mines or fatty acid alkanol~mi~les~ the fatty acid aLkanol~mi~les themselves, esters of long-ch~insA (Cg-C22) fatty acids with polyalcohols or sugars, for e~cample glycerylmonosleafa~e or CA 02206489 1997-0~-29 WO 96/19563 PCrlUS95/16673 saccharosemonolaurate or sorbitolpolyo~yethylenemono-or di-stearate, betaines, sulphobetaines or long-chain alkylaminocarbo~ylic acids.
Chelating agents beneficially aid cle~ning and bleach stability by keeping metal ions, such as calcium, m~gnesium, and heavy metal cations in solution. E~camples of suitable chelating agents include sodium tripolyphosphate, sodium acid pyrophosphate, tetrasodium pyrophosphate, aminopolycarboxylates such as nitrilotriacetic acid and ethylene~i~mine tetracetic acid and salts thereof, and polyphosphonates and aminopolyphosphonates such as hydro~cyethanediphosphonic acid, ethylene~ mine tetramethylenephosphonic acid, diethylenetri~minepent~methylenephosphonic acid and salts thereof.
The chelating agent selected is not critical except that it must be colllpa~ible with the other ingredients of the de.llule cleanser when in the dry state and in aqueous solution. Advantageously, the chelating agent comprises between 0.1 and 60 percent by weight of the composition and ~refer~bly between 0.5 and 30 percent. Phosphonic acid chelating agents, however, ~referably comprise from about 0.1 to about 1 percent, ~refe~ably from about 0.1 % to about 0.5% by weight of composition.
Enzymes suitable for use herein are e~emplified by proteases, ~Ik~ es, amylases, lipases, de~ctranases, ~ es~ gll~c~n~es etc.
Flavorants suitable for use in the compositions of the invention include will~ergreen oil, oregano oil, bay leaf oil, peppellnint oil, spearmint oil, clove oil, sage oil, s~s~fras oil, lemon oil, orange oil, anise oil, ben7~11ehyde, bitter almond oil, camphor, cedar leaf oil, marjoram oil, citronella oil, lavendar oil, mll~t~rd oil, pine oil, pine needle oil, rosemary oil, thyme oil, cinn~mon leaf oil, and mi~ctures thereof.
Suitable antimicrobial compounds include thymol, menthol, triclosan, ~he~cylresorcinol, phenol, eucalyptol, ben_oic acid, benzoyl pero~cide, butyl paraben, methyl paraben, propyl paraben, salicylamides, and mi~ctures thereof.
The following E~amples further describe and demonstrate the prefer~ed embodiments within the scope of the present invention.
CA 02206489 1997-0~-29 W O96/19563 PCTrUS95/16673 EXAMPLES I TO V
The following are representative denture cle~n~in~ tablets according to the invention. The percentages are by weight of the total tablet. The tablets are made by compressing a mi~ture of the gr~n~l~te~l components in a punch and dye tabletting press at a pressure of about 105 kPa.
II III IV V
Malic Acid 12 10 15 - 14 Citric Acid - 10 - 15 Sodium Carbonate 10 8 10 6 10 Sulphamic Acid 5 - - 3 3 PEG 20,000 - 3 7 8 5 PVP 40,000 6 3 Sodium Bicarbonate 22 19 24.5 13 23 Sodium Perborate Monohydrate 15 12 16 30 15 Potassium Monopersulphate 15 18 13 - 14 Pyrogenic Silica - 3 Talc 2 - - - -EDTMPl FlavorS 2 1 2 1 2 Abil EM9o4 1 5 0.5 10 Bleach Precursor Agglomerate 9 8 10 12 10 Bleach Precursor A.~plomerate I II m IV V
TAED2 2 - 4 5 2.5 TMHoS3 2 3 Sulphamic Acid 2 2 2 2 3.5 SodiumBicarbonate 0.5 0.2 0.2 0.5 2 PEG 6000 2.5 2 2.4 2.5 1.5 Dye - - 0.8 1.4 2 0.5 1. Ethylen~i~minetetramethylenephosphonic acid 2. Tetraacetylethylene ~i~mine 3. Sodium 3,5,5-trimethylhe~anoylo~cybe~ene sulfonate 4. Cetyl ~limethicone copolyol S Peppermint-based flavor In E~amples I to V above, the overall tablet weight is 3 g; diameter 25 mm.
The denture cleansing tablets of E~amples I to V display improved antiplaque efficacy together with e~ccellent cle~ncin~ and anti-bacterial activity, cohesion and other physical and in-use pelro~lllance characteristics .
Of all the above, prefelled are organic peracid precursors of types 1(c) and 4(a).
Where present, the level of pero~cyacid bleach precursor by weight of the total composition is l,refe~ably from about 0.1% to about 10%, more preferably from about 0.5 % to about 5 % and is generally added in the form of a bleach precursor agglomerate.
The bleach precursor agglomerates prefelred for use herein generally comprise a binder or agglomerating agent in a level of from about 5 %
to about 40%, more especially from about 10% to about 30% by weight thereof. Suitable agglomerating agents include polyvinylpyrrolidone, poly (o~yethylene) of molecular weight 20,000 to 500,000, polyethyleneglycols of molecular weight of from about 1000 to about 50,000, Carbowa~ having a molecular weight of from 4000 to 20,000, nonionic surf~ct~nts, fatty acids, sodium carbo~cymethyl cellulose, gelatin, fatty alcohols, phosphates and CA 02206489 1997-0~-29 polyphosphates, clays, aluminosilicates and polymeric polycarbo~ylates. Of the above, polyethyleneglycols are highly ~referfed, especially those having molecular weight of from about 1,000 to about 30,000, preferably 2000 to about 10,000.
r~efe~ed from the viewpoint of optimum dissolution and pH
characteristics are bleach precursor agglomerates which comprise from about 10% to about 75%, prefe~ably from about 20% to about 60% by weight thereof of pero~yacid bleach precursor, from about 5% to about 60% prefelably from about 5% to about 50%, more l,refelably from about 10% to about 40% of a (bi) carbonate/acid effervescent couple, from about 0% to about 20% of a pero~oboroate, and from about 5% to about 40%, preferably from about 10% to about 30% of an agglomerating agent.
The final bleach precursor granules desirably have an average particle size of from about 500 to about 1500, prefe~ably from about 500 to about 1,000 um, this being valuable from the viewpoint of optimum dissolution performance and aesthetics. The level of bleach precursor agglomerates, moreover, is preferably from about 1% to about 20%, more ~refe~ably from about 5% to about 15% by weight of composition.
The compositions of the invention can be in paste, liquid, tablet, granular or powder form, although tablet-form compositions are highly ~refelled herein. Compositions in tablet form can be single or multiple layered tablets.
The compositions of the invention can be supplem~-nte~ by other usual components of denture cleansing formulations, especially surf~ct~nts, chelating agents, enzymes, flavorants, physiological cooling agents, antimicrobial compounds, dyestuffs, sweeteners, tablet binders and fillers, foam depress~nts such as tlimethylpolysiloxanes~ foam stabilizers such as the fatty acid sugar esters, presel~a~ives, lubricants such as talc, m~gnecium stearate, finely divided amorphous pyrogenic silicas, etc. The free moisture content of the final composition is desirably less than about l ~o and especially less than about 0.5 % .
CA 02206489 1997-0~-29 Tablet binders and f1llers suitable for use herein include polyvinylpyrrolidone, poly (o~yethylene) of molecular weight 20,000 to 500,000, polyethyleneglycols of molecular weight of from about 1000 to about 50,000, Carbowa~c having a molecular weight of from 4000 to 20,000, nonionic surfactants, fatty acids, sodium carbo~ymethyl cellulose, gelatin, fatty alcohols, clays, polymeric polycarbo~cylates, sodium carbonate, calcium carbonate, calcium hydro~ide, magnesium o~cide, m~gnesium hydro~ide carbonate, sodium sulfate, proteins, cellulose ethers, cellulose esters, polyvinyl alcohol, alginic acid esters, vegetable fatty materials of a pseudocolloidal character. Of the above, polyethyleneglycols are highly ~refe~led, especially those having molecular weight of from about 1,000 to about 30,000, preferably from about 12,000 to about 30,000.
The surface active agent used in the compositions of the invention can be selected from the many available that are co~ alible with the other ingredients of the denture cleanser, both in the dry state and in solution. Such materials are believed to improve the effectiveness of the other ingre~lient~ of the composition by aiding their penetration into the interdental surfaces. Also, these materials aid in the removal of food debris attached to the teeth. Between 0.1 and 5 percent by weight of the dry composition of a dry powder or granular anionic surface active agent, such as sodium lauryl sulfate, sodium N-lauroylsarcosinate, sodium lauryl sulfo~ce~te or dioctyl sodium sulfosuccinate or ricinoleyl sodium sulfosuccinate, may, for e~ample, be included in the composition and pre~e.dbly the surface active agent comprises between 0.5 and 4 percent of the composition.
Suitable cationic, non-ionic and ampholytic surface active agents include, for e~ample, quaternary ammonium compounds such as cetyltrimethylammonium bromide, con~en~tion products of alkylene o~cides such as ethylene or propylene o~cide with fatty alcohols, phenols, fatty ~mines or fatty acid alkanol~mi~les~ the fatty acid aLkanol~mi~les themselves, esters of long-ch~insA (Cg-C22) fatty acids with polyalcohols or sugars, for e~cample glycerylmonosleafa~e or CA 02206489 1997-0~-29 WO 96/19563 PCrlUS95/16673 saccharosemonolaurate or sorbitolpolyo~yethylenemono-or di-stearate, betaines, sulphobetaines or long-chain alkylaminocarbo~ylic acids.
Chelating agents beneficially aid cle~ning and bleach stability by keeping metal ions, such as calcium, m~gnesium, and heavy metal cations in solution. E~camples of suitable chelating agents include sodium tripolyphosphate, sodium acid pyrophosphate, tetrasodium pyrophosphate, aminopolycarboxylates such as nitrilotriacetic acid and ethylene~i~mine tetracetic acid and salts thereof, and polyphosphonates and aminopolyphosphonates such as hydro~cyethanediphosphonic acid, ethylene~ mine tetramethylenephosphonic acid, diethylenetri~minepent~methylenephosphonic acid and salts thereof.
The chelating agent selected is not critical except that it must be colllpa~ible with the other ingredients of the de.llule cleanser when in the dry state and in aqueous solution. Advantageously, the chelating agent comprises between 0.1 and 60 percent by weight of the composition and ~refer~bly between 0.5 and 30 percent. Phosphonic acid chelating agents, however, ~referably comprise from about 0.1 to about 1 percent, ~refe~ably from about 0.1 % to about 0.5% by weight of composition.
Enzymes suitable for use herein are e~emplified by proteases, ~Ik~ es, amylases, lipases, de~ctranases, ~ es~ gll~c~n~es etc.
Flavorants suitable for use in the compositions of the invention include will~ergreen oil, oregano oil, bay leaf oil, peppellnint oil, spearmint oil, clove oil, sage oil, s~s~fras oil, lemon oil, orange oil, anise oil, ben7~11ehyde, bitter almond oil, camphor, cedar leaf oil, marjoram oil, citronella oil, lavendar oil, mll~t~rd oil, pine oil, pine needle oil, rosemary oil, thyme oil, cinn~mon leaf oil, and mi~ctures thereof.
Suitable antimicrobial compounds include thymol, menthol, triclosan, ~he~cylresorcinol, phenol, eucalyptol, ben_oic acid, benzoyl pero~cide, butyl paraben, methyl paraben, propyl paraben, salicylamides, and mi~ctures thereof.
The following E~amples further describe and demonstrate the prefer~ed embodiments within the scope of the present invention.
CA 02206489 1997-0~-29 W O96/19563 PCTrUS95/16673 EXAMPLES I TO V
The following are representative denture cle~n~in~ tablets according to the invention. The percentages are by weight of the total tablet. The tablets are made by compressing a mi~ture of the gr~n~l~te~l components in a punch and dye tabletting press at a pressure of about 105 kPa.
II III IV V
Malic Acid 12 10 15 - 14 Citric Acid - 10 - 15 Sodium Carbonate 10 8 10 6 10 Sulphamic Acid 5 - - 3 3 PEG 20,000 - 3 7 8 5 PVP 40,000 6 3 Sodium Bicarbonate 22 19 24.5 13 23 Sodium Perborate Monohydrate 15 12 16 30 15 Potassium Monopersulphate 15 18 13 - 14 Pyrogenic Silica - 3 Talc 2 - - - -EDTMPl FlavorS 2 1 2 1 2 Abil EM9o4 1 5 0.5 10 Bleach Precursor Agglomerate 9 8 10 12 10 Bleach Precursor A.~plomerate I II m IV V
TAED2 2 - 4 5 2.5 TMHoS3 2 3 Sulphamic Acid 2 2 2 2 3.5 SodiumBicarbonate 0.5 0.2 0.2 0.5 2 PEG 6000 2.5 2 2.4 2.5 1.5 Dye - - 0.8 1.4 2 0.5 1. Ethylen~i~minetetramethylenephosphonic acid 2. Tetraacetylethylene ~i~mine 3. Sodium 3,5,5-trimethylhe~anoylo~cybe~ene sulfonate 4. Cetyl ~limethicone copolyol S Peppermint-based flavor In E~amples I to V above, the overall tablet weight is 3 g; diameter 25 mm.
The denture cleansing tablets of E~amples I to V display improved antiplaque efficacy together with e~ccellent cle~ncin~ and anti-bacterial activity, cohesion and other physical and in-use pelro~lllance characteristics .
Claims (8)
1. A denture cleansing composition comprising an inorganic persalt bleaching agent, an effervescence generator and a dimethicone copolyol selected from alkyl- and alkoxy-dimethicone copolyols having the formula (I):
wherein X is selected from hydrogen, alkyl, alkoxy and acyl groups having from about 1 to about 16 carbon atoms, Y is selected from alkyl and alkoxy groups having from about 8 to about 22 carbon atoms, n is from 0 to about 200, m is from about 1 to about 40, q is from about 1 to about 100, the molecular weight of the residue (C2H4O-)x(C3H6O-)y X is from about 50 to about 2000, and x and y are such that the weight ratio of oxyethylene:oxypropylene is from 100:0 to 0:100.
wherein X is selected from hydrogen, alkyl, alkoxy and acyl groups having from about 1 to about 16 carbon atoms, Y is selected from alkyl and alkoxy groups having from about 8 to about 22 carbon atoms, n is from 0 to about 200, m is from about 1 to about 40, q is from about 1 to about 100, the molecular weight of the residue (C2H4O-)x(C3H6O-)y X is from about 50 to about 2000, and x and y are such that the weight ratio of oxyethylene:oxypropylene is from 100:0 to 0:100.
2. A composition according to Claim 1 wherein the dimethicone copolyol is selected from C12 to C20 alkyl dimethicone copolyols and mixtures thereof.
3. A composition according to Claim 2 wherein the dimethicone copolyol is cetyl dimethicone copolyol.
4. A composition according to Claim 1 comprising from about 0.01 % to about 25 % by weight of the dimethicone copolyol.
5. A composition according to Claim 1 wherein the inorganic persalt bleaching agent comprises one or more bleaching agents selected from alkali metal persulfates, alkali metal perborates and mixtures thereof.
6. A composition according to Claim 1 wherein the effervescence generator comprises a (bi)carbonate/acid effervescent couple.
7. A composition according to Claim 1 additionally comprising an organic peroxyacid bleach precursor.
8. A composition according to Claim 7 wherein the organic peroxyacid bleach precursor is selected from acylated polyalkyldiamines, especially tetraacetylethylenediamine, and carboxylic esters having the general formula AcL wherein Ac is the acyl moiety or an organic carboxylic acid comprising an optionally substituted, linear or branched C6-C20 alkyl or alkenyl moiety or a C6-C20 alkyl-substituted aryl moiety and L
is a leaving group, the conjugate acid of which has a pKa in the range from 4 to 13.
is a leaving group, the conjugate acid of which has a pKa in the range from 4 to 13.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB9425931.4A GB9425931D0 (en) | 1994-12-22 | 1994-12-22 | Cleansing compositions |
| GB9425931.4 | 1994-12-22 | ||
| PCT/US1995/016673 WO1996019563A1 (en) | 1994-12-22 | 1995-12-13 | Detergent composition comprising a dimethicone copolyol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2206489A1 CA2206489A1 (en) | 1996-06-27 |
| CA2206489C true CA2206489C (en) | 2001-03-27 |
Family
ID=10766386
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002206489A Expired - Fee Related CA2206489C (en) | 1994-12-22 | 1995-12-13 | Detergent composition comprising a dimethicone copolyol |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0799301A4 (en) |
| CN (1) | CN1170432A (en) |
| AU (1) | AU700174B2 (en) |
| BR (1) | BR9510470A (en) |
| CA (1) | CA2206489C (en) |
| CZ (1) | CZ190497A3 (en) |
| GB (1) | GB9425931D0 (en) |
| HU (1) | HUT77707A (en) |
| PL (1) | PL320862A1 (en) |
| RU (1) | RU2163479C2 (en) |
| SK (1) | SK82697A3 (en) |
| TR (1) | TR199501665A2 (en) |
| WO (1) | WO1996019563A1 (en) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6294154B1 (en) | 1994-12-22 | 2001-09-25 | Procter And Gamble Company | Oral compositions containing dimethicone copolyols |
| GB9622845D0 (en) * | 1996-11-01 | 1997-01-08 | Procter & Gamble | Effervescent bleaching compositions |
| GB9622844D0 (en) * | 1996-11-01 | 1997-01-08 | Procter & Gamble | Cleansing compositions |
| DK0991371T3 (en) * | 1997-01-16 | 2008-10-27 | Procter & Gamble | A method of treating dentures |
| EP1059069A1 (en) | 1999-06-07 | 2000-12-13 | The Procter & Gamble Company | A denture cleaning apparatus |
| US6685921B2 (en) | 2000-10-25 | 2004-02-03 | The Procter & Gamble Company | Dental care compositions |
| US20040166068A1 (en) * | 2003-02-20 | 2004-08-26 | The Procter & Gamble Company | Antiplaque denture adhesive compositions |
| EP2762882B1 (en) | 2013-01-31 | 2020-11-25 | Sensirion AG | Portable electronic device with ketone sensor |
| EP2762864B1 (en) | 2013-01-31 | 2018-08-08 | Sensirion AG | Membrane-based sensor device and method for manufacturing the same |
| EP2762868B1 (en) | 2013-01-31 | 2017-03-15 | Sensirion AG | Diffusion based metal oxide gas sensor |
| EP2801819A1 (en) | 2013-05-08 | 2014-11-12 | Sensirion AG | Metal oxide chemical sensor for portable device |
| EP2808675A1 (en) | 2013-05-31 | 2014-12-03 | Sensirion AG | Integrated metal oxide chemical sensor |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3607759A (en) * | 1969-04-17 | 1971-09-21 | Colgate Palmolive Co | Denture soak tablet |
| DE2158943A1 (en) * | 1970-12-03 | 1972-06-29 | Scherico Ltd., Luzern (Schweiz) | Moussing preparations |
| US4115293A (en) * | 1975-10-06 | 1978-09-19 | E. I. Du Pont De Nemours And Company | Denture cleanser |
| AU510235B2 (en) * | 1975-12-22 | 1980-06-19 | Johnson & Johnson | Denture cleanser tablet |
| JPS5756434A (en) * | 1980-09-22 | 1982-04-05 | Kao Corp | Stabilized foamable composition |
| US4409118A (en) * | 1981-04-03 | 1983-10-11 | Warner-Lambert Company | Tablet forming cleanser composition and method of preparation |
| US4518520A (en) * | 1983-04-22 | 1985-05-21 | Warner-Lambert Company | Cleaner having improved dissolution time and clarity and improved of preparation |
| US5055305A (en) * | 1988-12-02 | 1991-10-08 | Richardson-Vicks, Inc. | Cleansing compositions |
| US5290555A (en) * | 1989-09-14 | 1994-03-01 | Revlon Consumer Products Corporation | Cosmetic compositions with structural color |
| US5310563A (en) * | 1991-10-25 | 1994-05-10 | Colgate-Palmolive Company | Dental material and method for applying preventative and therapeutic agents |
| US5403578A (en) * | 1994-02-08 | 1995-04-04 | Gordon; Norman | Stable tooth and gum dentifrice with microencapsulation and method for making same |
-
1994
- 1994-12-22 GB GBGB9425931.4A patent/GB9425931D0/en active Pending
-
1995
- 1995-12-13 HU HU9800684A patent/HUT77707A/en unknown
- 1995-12-13 EP EP95944509A patent/EP0799301A4/en not_active Withdrawn
- 1995-12-13 AU AU46871/96A patent/AU700174B2/en not_active Ceased
- 1995-12-13 SK SK826-97A patent/SK82697A3/en unknown
- 1995-12-13 CN CN95196929A patent/CN1170432A/en active Pending
- 1995-12-13 BR BR9510470A patent/BR9510470A/en not_active Application Discontinuation
- 1995-12-13 RU RU97112392/14A patent/RU2163479C2/en active
- 1995-12-13 PL PL95320862A patent/PL320862A1/en unknown
- 1995-12-13 CZ CZ971904A patent/CZ190497A3/en unknown
- 1995-12-13 WO PCT/US1995/016673 patent/WO1996019563A1/en not_active Application Discontinuation
- 1995-12-13 CA CA002206489A patent/CA2206489C/en not_active Expired - Fee Related
- 1995-12-22 TR TR95/01665A patent/TR199501665A2/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| SK82697A3 (en) | 1998-02-04 |
| MX9704665A (en) | 1997-09-30 |
| EP0799301A1 (en) | 1997-10-08 |
| RU2163479C2 (en) | 2001-02-27 |
| WO1996019563A1 (en) | 1996-06-27 |
| GB9425931D0 (en) | 1995-02-22 |
| EP0799301A4 (en) | 1999-08-18 |
| TR199501665A3 (en) | 1996-07-21 |
| CZ190497A3 (en) | 1997-11-12 |
| CN1170432A (en) | 1998-01-14 |
| CA2206489A1 (en) | 1996-06-27 |
| HUT77707A (en) | 1998-07-28 |
| AU4687196A (en) | 1996-07-10 |
| TR199501665A2 (en) | 1996-07-21 |
| PL320862A1 (en) | 1997-11-10 |
| BR9510470A (en) | 1998-05-26 |
| AU700174B2 (en) | 1998-12-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |