EP0764012A1 - Compositions stabilisantes pour protheses dentaires - Google Patents

Compositions stabilisantes pour protheses dentaires

Info

Publication number
EP0764012A1
EP0764012A1 EP95922258A EP95922258A EP0764012A1 EP 0764012 A1 EP0764012 A1 EP 0764012A1 EP 95922258 A EP95922258 A EP 95922258A EP 95922258 A EP95922258 A EP 95922258A EP 0764012 A1 EP0764012 A1 EP 0764012A1
Authority
EP
European Patent Office
Prior art keywords
zinc
copolymer
composition according
partial
vinyl ether
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Withdrawn
Application number
EP95922258A
Other languages
German (de)
English (en)
Inventor
Dina Jeanne Krause
Jayanth Rajaiah
Kimberly Ann Gilday-Weber
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
Procter and Gamble Co
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 Procter and Gamble Co filed Critical Procter and Gamble Co
Publication of EP0764012A1 publication Critical patent/EP0764012A1/fr
Withdrawn legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K6/00—Preparations for dentistry
    • A61K6/30—Compositions for temporarily or permanently fixing teeth or palates, e.g. primers for dental adhesives
    • A61K6/35—Preparations for stabilising dentures in the mouth

Definitions

  • Denture stabilizers are used to fill the interstices between the dentures and the gums or tissues. Prior to placement of the denture in the oral cavity, a denture stabilizer is applied to the denture-plate surface which, for a perfect fit, should uniformly contact the gums and mucous tissues.
  • the denture stabilizer is formulated not only for its adherent properties, but also to provide a cushion or gasket between the denture and the gums or tissues, thereby positioning the denture securely in the oral cavity.
  • a denture stabilizer can be formulated having excellent adhesive quality while oozing less and providing pleasing aesthetics to the user.
  • the invention adhesive compositions may also be effectively used as a wound dressing, underwater adhesive, bio-adhesive, and/or as a delivery vehicle for other actives. It is an object of the present invention to provide a denture stabilizing composition which effectively holds dentures in place for prolonged periods of time yet allows for easy removal of the denture on demand. It is also an object of the invention to provide an improved denture stabilizing composition which oozes less than currently available stabilizers and is aesthetically pleasing to the user. It is a further object that the hydrophilic nature of the invention compositions will provide adhesive compositions that are easier to clean from the mouth and/or denture than currently available products.
  • the present invention encompasses adhesive compositions comprising: a) from about 10% to about 80% of an unmixed partial salt of a lower alkyl vinyl ether- maleic acid copolymer consisting essentially of the repeated structural unit:
  • R represents a Cl to C4 alkyl radical
  • n is an integer greater than one representing the number of repeated occurrences of the structural unit in a molecule of the copolymer and n is large enough to characterize the copolymer as having a specific viscosity larger than 1.2, the specific viscosity being determined in methyl ethyl ketone at 25C, and wherein the partial salt contains a cationic salt function of from about 0.1% to about 60% zinc or strontium cations, of the total initial carboxyl groups reacted; and b) from about 20% to about 90% of polyethylene glycol having an average molecular weight above about 100 and equal to or below about 600.
  • the adhesive compositions of the present invention comprise lower alkyl vinyl ether-maleic acid copolymers consisting of unmixed zinc or strontium salts, and polyethylene glycol .
  • Polyethylene glycol having an average molecular weight of about 400 is most prefe ed for use in the present invention compositions.
  • the present compositions may be formulated as creams, pastes, powders, liquids, ointments, and lotions. A detailed description of essential and optional components of the present invention is given below.
  • the present adhesive compositions comprise an unmixed partial salt of a lower alkyl vinyl ether-maleic acid ("AVE/MA”) copolymer consisting essentially of the repeated structural unit:
  • R represents a Cl to C4 alkyl radical
  • n is an integer greater than one representing the number of repeated occurrences of the structural unit in a molecule of the copolymer and n is large enough to characterize the copolymer as having a specific viscosity larger than 1.2, the specific viscosity being determined in methyl ethyl ketone at 25 C
  • the partial salts contain a cationic salt function of from about 0.1% to about 60% zinc (preferred) or strontium cations, preferably from about 10% to about 60%, and most preferably from about 20% to about 50%, of the total initial carboxyl groups reacted.
  • unmixed copolymer salts refers to zinc and strontium partial salts of lower alkyl vinyl ether-maleic acid copolymers wherein the zinc or strontium cations are unmixed with any other ester functions or nonidentical cations on the same copolymer, the remaining carboxyl groups being unreacted.
  • mixed copolymer salts refers to zinc and/or strontium partial salts of lower alkyl vinyl ether-maleic acid copolymers wherein the zinc and strontium are mixed on the same copolymer with each other, or with other ester functions or nonidentical cations selected from the group consisting of calcium, sodium, magnesium, potassium, ammonium, and mixtures thereof.
  • compositions further comprise from about 0.1% to about 75% of one or more mixed partial salts of lower alkyl vinyl ether- maleic acid copolymers wherein the partial salts contain a cationic salt function selected from the group consisting of calcium, sodium, magnesium, potassium, ammonium, zinc, strontium, and mixtures thereof.
  • a cationic salt function selected from the group consisting of calcium, sodium, magnesium, potassium, ammonium, zinc, strontium, and mixtures thereof.
  • Zinc cations may be present at a level of from about 0.1% to about 65%, preferably from about 10% to about 45%, and most preferably from about 15% to about 30%, of the total initial carboxyl groups reacted.
  • Calcium ions may be present at a level of from about 10% to about 75%, preferably from about 25% to about 60%, and most preferably from about 40% to about 60%, of the total initial carboxyl groups reacted.
  • Sodium cations may be present at a level of from about 1% to about 20%, preferably from about 1% to about 15%, and most preferably from about 1% to about 10%, of the total initial carboxyl groups reacted.
  • the subject polymeric salts are advantageously prepared by the interaction of the AVE/MA copolymer (I) with cationic zinc or strontium compounds having a functional group typical of reactants of a carboxylic acid, such as, for example, the hydroxide, acetate, halide, lactate, etc. in an aqueous medium.
  • mixed AVE/MA copolymer salts are prepared by the interaction of the AVE/MA copolymer (I) with cationic calcium, sodium, magnesium, potassium, ammonium, zinc, strontium (and mixtures thereof) compounds having a functional group as specified above for cationic zinc or strontium compounds.
  • the oxide of zinc and the hydroxide of calcium are utilized.
  • Anions that form toxic, irritating or contaminating by-products should be avoided, or special precautions and treatment provided to assure the removal and absence of such by-products from the polymeric salt end-product.
  • the particular compound used should be substantially pure to assure obtaining a substantially pure, substantially off- white polymeric salt end-product.
  • the lower alkyl vinyl ether maleic acid (AVE/MA) copolymers are readily obtained by copolymerizing a lower alkyl vinyl ether monomer, such as methyl vinyl ether, ethyl vinyl ether, divinyl ether, propyl vinyl ether and isobutyl vinyl ether, with maleic anhydride to yield the corresponding lower alkyl vinyl ether-maleic anhydride copolymer which is readily hydrolyzable to the acid copolymer (I).
  • a lower alkyl vinyl ether monomer such as methyl vinyl ether, ethyl vinyl ether, divinyl ether, propyl vinyl ether and isobutyl vinyl ether
  • maleic anhydride to yield the corresponding lower alkyl vinyl ether-maleic anhydride copolymer which is readily hydrolyzable to the acid copolymer (I).
  • Both anhydride and acid forms are also available from commercial suppliers. For example, the GAF Corporation, Wayne, N.J.
  • GANTREZ S-97 M. W. TM 50,000
  • the acid and anhydride forms of AVE/MA copolymers having an average molecular weight of from about 50,000 to about 80,000 (as measured by membrane osmometry in 2-butanone 1-10 grams/1000 ml solution), are also characterized by having the previously described specific viscosity parameter of more than 1.2.
  • the anhydride copolymer dissolves in water, the anhydride linkage is cleaved so that the highly polar, polymeric free acid (I) is formed.
  • the anhydride form which is relatively less expensive than the acid form, may be used as a convenient and cheaper precursor for the acid. Elevated temperatures may be advantageously employed to enhance the rate of anhydride-to-acid hydrolysis.
  • the lower alkyl vinyl ether-maleic acid copolymer (I), or its corresponding anhydride is added to water preheated to about 70°-80°C. with vigorous stirring to form a homogeneous mixture. If the anhydride precursor is utilized, it is recommended that the aqueous mixture be further heated to about 90° C. with stirring to ensure complete hydrolysis of the anhydride to the acid form. Heating is then discontinued although mixing is continued until the batch turns clear with a simultaneous decrease in viscosity (about 65°-75°C).
  • An aqueous solution of the cationic zinc or strontium salt forming compound, or, for example, an aqueous dispersion of particulate zinc oxide in the form of a slurry, in an amount sufficient to provide the desire cationic content desired in the end-product, is separately prepared at ambient temperature and slowly added to the hot polymeric acid solution with continuous vigorous mixing so as to prevent localized precipitation of the cationic polymeric salt. After addition is complete, mixing is continued to ensure that all the salt forming compound is reacted with the copolymer.
  • an aqueous solution containing the zinc or strontium source is preheated to 70°-80°C. with vigorous stirring to form a homogeneous slurry.
  • the lower alkyl vinyl ether-maleic acid copolymer (I) or its corresponding anhydride is then added to the slurry while further heating to 90° C. and stirring to ensure complete hydrolysis.
  • reaction batch is then dried such as by shallow drying trays in a convection oven maintained at about 70°C. with hot air circulation to evaporate the water content and recover the polymeric salt product in dry form.
  • reaction batch is then transferred to 5 drum dryers maintained at 80-100 PSIG with hot steam to evaporate the water content and recover the polymeric salt in the flake form.
  • the resulting flakes may be subjected to milling and screening to yield the desired physical properties to provide satisfactory denture stabilizing properties.
  • the salts are friable so that appropriate particle size and bulk density can be obtained.
  • particles should be capable of passage through a 140- to 200-mesh sieve (U.S.B.S. series) and preferably are less than 0.74 millimeter in their largest dimension.
  • the subject zinc or strontium AVE/MA copolymer salts have exceptional adhesive qualities when contacted with water or saliva such that they are extremely useful as denture adhesive materials in denture stabilizing compositions.
  • the salt in particulate form is preferably characterized by a particle size of at least minus 140-mesh U.S.B.S. sieve; a bulk density greater than 0.3 gram per cubic centimeter and preferably higher than 0.6 gram per cubic centimeter; and a pH between 3 and 7.0, the pH being determined on a one percent by weight dispersion in water.
  • the subject zinc or strontium AVE/MA copolymer salts may be utilized in effective adhesive amounts, preferably at least 20 percent by weight, as the sole adhesive component or as a co-adhesive in joint usage with other active adhesive components in denture stabilizing compositions.
  • the unmixed zinc or strontium AVE/MA copolymer salts may be utilized with mixed AVE/MA copolymer salts containing cations such as calcium, sodium, magnesium, potassium, ammonium, zinc, strontium, and mixtures thereof.
  • compositions also comprise polyethylene glycol.
  • polyethylene glycols are polymers with the general formula (OCH2CH2)nOH, where n is greater than or equal to 4.
  • the polyethylene glycols are designated by a number that represents the average molecular weight [Merck Index. Tenth Edition, No. 7441, 1983].
  • the present compositions comprise polyethylene glycol having an average molecular weight above about 100 and equal to or below about 600.
  • Preferred is polyethylene glycol having an average molecular weight of equal to or greater than about 300 and equal to or below about 600.
  • Polyethylene glycol having an average molecular weight of about 400 is most preferred.
  • the polyethylene glycols suitable for use in the present invention are well known and commercially available, such as those marketed by Union Carbide Corporation under the trademark "Carbowax".
  • polyethylene glycol that is useful in the present invention is based on compositions containing AVE/MA copolymer salts characterized by a particle size of at least minus 140-mesh U.S.B.S. sieve. Therefore, polyethylene glycol having an average molecular weight above about 100 and equal to or below about 600 is present at a level of from about 20% to about 90%, preferably from about 30% to about 80%, and most preferably from about 35% to about 75%, by weight of the invention compositions.
  • compositions may also include a safe and adhesively effective amount of a co-adhesive.
  • safe and adhesively effective amount means an amount sufficient to provide adherence of a denture or dental prosthesis to the oral cavity.
  • co-adhesives include a water-soluble hydrophilic colloid or polymer having the property of swelling upon exposure to moisture to form a mucilaginous mass.
  • adhesive materials include natural gums, synthetic polymeric gums, adhesive materials commonly employed in denture stabilizing compositions and compatible with the subject AVE/MA copolymer salts, synthetic polymers, saccharide derivatives, cellulose derivatives, and mixtures thereof.
  • Examples of such materials include karaya gum, guar gum, gelatin, algin, sodium alginate, tragacanth, methylcellulose, acrylamide polymers, ethylene oxide polymers, polyvinylpyrrolidone, cationic polyarylamide polymers, carboxymethylcellulose, sodium carboxymethylcellulose and mixed partial salts of poly(vinyl methyl-ether maleate).
  • Sodium carboxymethylcellulose is most preferred for use in the present invention.
  • the co-adhesives may be present at a level of from about 5% to about 70% by weight of the composition.
  • colorants include colorants; preservatives such as methyl and propyl parabens; thickeners such as silicon dioxide, and polyethylene glycol having an average molecular weight of 8000; and vehicles such as liquid petrolatum, petrolatum, mineral oil, and glycerin. Preferred are polyethylene glycol having an average molecular weight of 8000, mineral oil, and petrolatum.
  • Colorants, preservatives, thickeners, and vehicles may be present at levels of from about 0% to about 20%, by weight of the composition.
  • the compositions of the present invention may optionally include from about
  • Suitable components include natural or artificial sweetening agents, menthol, methyl lactate, wintergreen oil, peppermint oil, spearmint oil, leaf alcohol, as well as coolants 3-l-menthoxypropane-l,2-diol and paramenthane carboxyamide agents such as N-ethyl-p-menthane-3-carboxamide which is described in U.S. Patent 4,136,163 to Watson et. al., which is incorporated by reference herein in its entirety.
  • compositions of the present invention are manufactured in an art- recognized manner known to those skilled in the art, such as powder, cream, ointment, liquid, or paste formulations. Suitable examples of such formulations are disclosed in U.S. Patent 4,518,721, issued May 21, 1985, and U.S. Patent 4,514,528, issued April 30, 1985, both to Dhabar et al., and both incorporated by reference herein in their entirety.
  • AVE/MA copolymer salt having about 65% neutralization with calcium.
  • Examples I-HI are prepared as follows. Combine polyethylene glycol 400, petrolatum, (and mineral oil if present) and heat to 55-65°C until liquid. Add sodium carboxymethylcellulose, polyethylene glycol 8000, and AVE/MA copolymer salts. Stir until well mixed. Cool to room temperature.

Landscapes

  • Health & Medical Sciences (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Dental Preparations (AREA)

Abstract

L'invention concerne des compositions adhésives comprenant des sels partiels non mélangés d'un copolymère d'acide maléique et d'éther vinylique d'alkyle inférieur et du polyéthylèneglycol ayant un poids moléculaire moyen supérieur à environ 100 et inférieur ou égal à environ 600.
EP95922258A 1994-06-09 1995-06-07 Compositions stabilisantes pour protheses dentaires Withdrawn EP0764012A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US25761294A 1994-06-09 1994-06-09
US257612 1994-06-09
PCT/US1995/007280 WO1995033434A1 (fr) 1994-06-09 1995-06-07 Compositions stabilisantes pour protheses dentaires

Publications (1)

Publication Number Publication Date
EP0764012A1 true EP0764012A1 (fr) 1997-03-26

Family

ID=22976999

Family Applications (1)

Application Number Title Priority Date Filing Date
EP95922258A Withdrawn EP0764012A1 (fr) 1994-06-09 1995-06-07 Compositions stabilisantes pour protheses dentaires

Country Status (5)

Country Link
EP (1) EP0764012A1 (fr)
JP (1) JPH10501242A (fr)
AU (1) AU2700695A (fr)
CA (1) CA2192180A1 (fr)
WO (1) WO1995033434A1 (fr)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5696181A (en) * 1995-09-22 1997-12-09 The Block Drug Company, Inc. Denture fixative
US5985312A (en) * 1996-01-26 1999-11-16 Brown University Research Foundation Methods and compositions for enhancing the bioadhesive properties of polymers
US6368586B1 (en) 1996-01-26 2002-04-09 Brown University Research Foundation Methods and compositions for enhancing the bioadhesive properties of polymers
JP2001517125A (ja) * 1997-03-27 2001-10-02 ザ、プロクター、エンド、ギャンブル、カンパニー 義歯安定化組成物
JP3957195B2 (ja) * 2001-01-24 2007-08-15 ブライトスマイル プロフェッショナル インク． 局所用口腔ケア組成物

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4514528A (en) * 1983-02-16 1985-04-30 Richardson-Vicks Inc. Hydrophilic denture adhesive
US4758630A (en) * 1986-10-27 1988-07-19 Richardson-Vicks Inc. Denture stabilizing zinc and strontium salts of ave/ma copolymer

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO9533434A1 *

Also Published As

Publication number Publication date
JPH10501242A (ja) 1998-02-03
AU2700695A (en) 1996-01-04
CA2192180A1 (fr) 1995-12-14
WO1995033434A1 (fr) 1995-12-14

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