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WO2006033162A1 - Composition pour stabilisation de dentier - Google Patents

Composition pour stabilisation de dentier Download PDF

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Publication number
WO2006033162A1
WO2006033162A1 PCT/JP2004/013967 JP2004013967W WO2006033162A1 WO 2006033162 A1 WO2006033162 A1 WO 2006033162A1 JP 2004013967 W JP2004013967 W JP 2004013967W WO 2006033162 A1 WO2006033162 A1 WO 2006033162A1
Authority
WO
WIPO (PCT)
Prior art keywords
denture
pga
water
oral
mucosal surface
Prior art date
Application number
PCT/JP2004/013967
Other languages
English (en)
Japanese (ja)
Inventor
Hiromu Takeda
Goichi Howashi
Yoshiharu Noda
Tatsuro Ueki
Suehiro Tsukamoto
Original Assignee
Fukuoka Soy Sauce Brewing Cooperation
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 Fukuoka Soy Sauce Brewing Cooperation filed Critical Fukuoka Soy Sauce Brewing Cooperation
Priority to JP2006536293A priority Critical patent/JP4746549B2/ja
Priority to PCT/JP2004/013967 priority patent/WO2006033162A1/fr
Publication of WO2006033162A1 publication Critical patent/WO2006033162A1/fr

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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

  • the present invention relates to a denture stabilizing composition that is simple to use in denture attachment and has excellent properties such as adhesiveness, cushioning properties, durability, feeling of use, and safety to the human body. Therefore, the present invention relates to a composition for stabilizing a denture to eliminate or reduce instability and pain due to poor maintenance of the denture and to realize a comfortable denture.
  • the denture mucous membrane such as the gums
  • palate are subject to uneven pressure due to the rigidity and deformation of the denture material. This may cause problems.
  • the resorption of the jaw crest is often seen, resulting in decreased stability, inability to eat satisfactorily, and difficulty in conversation.
  • denture stabilizers are often used as a temporary treatment until readjustment.
  • the adhesive type contains water-soluble polymer as the main component and absorbs saliva and Z or water between the denture base and the oral mucosal surface to form sticky and highly viscous substances (including gel-like substances).
  • the denture is fixed using adhesiveness.
  • Substances used include CMC, Kara gum, arabia gum, tragacanth gum, sodium polyacrylate, polyethylene oxide, PVA, methoxymethylene maleic anhydride copolymer, and the like.
  • the cushion type is a rubbery cushioning material that fills the space between the denture base and the oral mucosal surface.
  • the denture is fixed.
  • the substance used include vinyl acetate copolymer, partially hydrolyzed butyl acetate copolymer, polyethylene oxide, PVA, and low temperature PVA (see Patent Documents 3 and 4). These are classified into powder type, cream type, tape type, etc.
  • a plasticizer is added to these denture stabilizers in order to improve viscoelastic properties and adhesiveness. If necessary, colorants, bactericides, antibacterial agents, bacteriostatic agents, flavoring agents, pH adjusters, etc. are added.
  • the cushion type is a rubbery material and has poor fluidity, it is difficult to cover the denture and the oral mucosal surface thinly and evenly, and the compatibility with the denture and the oral surface deteriorates with continued use. It may change the occlusal relationship. This causes problems such as absorption of the alveolar bone and jawbone.
  • Patent Document 1 Japanese Patent No. 3179102
  • Patent Document 2 Japanese Patent No. 3460349
  • Patent Document 3 Japanese Patent No. 2547276
  • Patent Document 4 Japanese Patent No. 2568397
  • the present invention is intended to solve the above-mentioned problems of existing denture stabilizers.
  • elderly people are rapidly advancing, and elderly people who need dentures are rising.
  • the need for denture stabilizers is growing rapidly.
  • elderly people requiring care tend to respond to the strong demand for safe and harmless denture stabilizers even with unexpected swallowing or inadequate wiping.
  • the denture stabilizing composition according to the present invention is easy to use for denture attachment and has excellent properties such as adhesiveness, cushioning properties, durability, feeling of use, and safety to the human body. Furthermore, instability and pain due to poor maintenance of dentures can be eliminated or relaxed, and comfortable dentures can be mounted.
  • the present inventors have solved the problems of existing denture stabilizers as described above by using poly ⁇ -glutamic acid (hereinafter referred to as “ ⁇ PGA ”) as a denture stabilizing composition. It was. In other words, it was found that the problem can be solved by using ⁇ -PGA as a highly viscous material (including gel-like material) dissolved in saliva and / or water.
  • ⁇ PGA poly ⁇ -glutamic acid
  • an appropriate amount of powdery ⁇ -PGA is placed thinly and evenly on the surface of the denture contacting the oral mucosal surface.
  • ⁇ -PGA prepared as a highly viscous material with appropriate fluidity and elasticity by adding water is made into a film, tape, or gel and placed thinly and evenly on the surface of the denture that contacts the oral mucosal surface. Make it. In this state, if the denture is brought into contact with the oral mucosal surface and gently pressed, the denture is adhesively fixed to the oral mucosal surface. In this state, the denture was extremely stable for a long time without loosening, and an appropriate cushioning effect was obtained, and there was no trouble in eating, speaking, chewing and the like.
  • PGA The excellent action of PGA is as follows. That is, ⁇ -PGA molecules form strong hydrogen bonds within and between molecules in aqueous solution. At the same time, a strong hydrogen bond is formed with the solvent water. ⁇ -PGA molecules take a helical conformation in aqueous solution. In other words, high-viscosity ⁇ -PGA that swells and dissolves with water and / or saliva requires a strong intramolecular ⁇ -PGA molecule, intermolecular hydrogen bonding and helical conformation, and is necessary as a composition for stabilizing dentures. It was found that it exhibited appropriate moderate tackiness, cushioning properties and viscoelasticity.
  • ⁇ -PGA is a component necessary for developing the adhesiveness, cushioning properties, and viscoelasticity necessary for a denture stabilizing composition.
  • German or ⁇ -PGA added with optional components such as antibacterial plant extract, colorant, bactericidal agent, antibacterial agent, flavoring agent and rhodium adjusting agent as described later within the range that does not impair the properties of ⁇ -PGA. It may be a composition.
  • Saliva is a physiological fluid.
  • water is a safe substance.
  • ⁇ — P AG is the sticky component of natto It exhibits biodegradability, biocompatibility, and physiological activity, and is not only extremely safe for the human body, but also exhibits excellent physiological functions. Also, since no synthetic polymers or plasticizers are used, there is no concern about taste abnormalities caused by unreacted monomers, oligomers, added plasticizers, etc., or adverse effects on the whole body caused by absorption of these into the human body. In addition, there is no danger as an environmental hormone that is concerned about some unreacted monomers, oligomers and plasticizers.
  • the denture stabilizing composition shown in the present invention is extremely safe.
  • the inclusion of other substances such as glycerin, lactose, soluble starch and the like within a range not impairing the action of saliva and / or water does not impair the significance of the present invention.
  • the molecular weight of ⁇ PGA used here is not limited, 500,000 or more are preferable in order to exhibit appropriate adhesiveness and viscoelasticity as a denture stabilizing composition. In particular, it should be 1 million or more. If the molecular weight is appropriate, ⁇ -PGA can be dissolved in saliva and / or water smoothly, and a highly viscous material exhibiting excellent adhesion and suitable viscoelasticity can be obtained.
  • polysaccharides such as fructans may be included as long as yPGA exhibits water solubility and strong adhesiveness.
  • the presence of an appropriate amount of fructans has the effect of increasing the spinnability and fluidity of ⁇ -PGA high-viscosity material, and the ⁇ -PGA high-viscosity material is spread thinly and evenly on the contact surface between the denture and the oral mucosal surface. It is effective.
  • Chitosan may be mixed if necessary! Chitosan can be uniformly mixed with ⁇ -PGA at any ratio, and the force of the molecular chain is stiff. An appropriate amount of chitosan force is effective in increasing the elasticity of highly viscous materials. Power! ] Chitosan is antibacterial and biocompatible, so it is as effective and safe as a substance used in the oral cavity, just like ⁇ -PGA.
  • ⁇ -PGA may be crosslinked within a range without impairing the original properties of the ⁇ -PGA.
  • Crosslinking is effective for controlling swelling, elasticity and strength. Reagents, heat, radiation, etc. can be used as the crosslinking method. Also, mix ⁇ -PGA and cross-linked ⁇ -PGA.
  • ⁇ -PGA may have all side-chain carboxyl groups in acid form, or all side-chain carboxy groups may be in salt form.
  • the salt forms may be mixed, or some or all of these may be mixed.
  • the salt type is not particularly limited as long as it is a cation that forms an ion with a carboxyl group.
  • metal ions such as ions of lithium, potassium, sodium, calcium, magnesium, tin, aluminum, iron, nickel, cobalt, etc., or ammonium ions and organic amine cations can be mentioned.
  • ⁇ -PGA described in the present invention is a general term for ⁇ -PGA described herein. Further, these ⁇ -PGAs alone or a mixture thereof may be a mixture with fructan or chitosan.
  • ⁇ PGA is not only a substance used for food as a viscous component of natto, but is also well known to have biodegradability, biocompatibility, and physiological activity, and is absorbed into the human body.
  • bioactive effect rather than an adverse effect.
  • no plasticizer since no plasticizer is added, there is no adverse effect of the plasticizer on the human body, and high safety can be obtained.
  • the refined ⁇ -PGA does not impair the taste and aroma of food and drink.
  • an optional component such as a colorant, bactericidal agent, antibacterial agent, flavoring agent, and rhodium adjusting agent as required does not change the contents of the present invention. It is also possible to cover natural products such as Kara gum, arabiya gum, tragacanth gum, xanthan gum or the like, CMC and glycerin, as long as they do not impair the characteristics of the present invention. Well then. In particular, an antibacterial plant extract is suitable as an antibacterial agent.
  • Antibacterial plant extracts include, for example, al-force, obata, olen, calendula, clara (cushin), cucumber (cucumber leaves), genno shoko, sicon, shokiyo, honeysuckle, seiyozu, thyme, chiya, chijioji, tokinse
  • Polyphenol is here Epigalocatechin (Eu)
  • EGC epigallocatechin gallate
  • ECGg epigallocatechin gallate
  • EC epicatechin
  • ECg epicatechin gallate
  • the denture stabilizing composition of the present invention has simple properties for use in denture attachment, and has excellent properties such as adhesiveness, cushioning properties, durability, feeling of use, and safety to the human body. Furthermore, the instability and pain due to poor maintenance of dentures can be eliminated or alleviated, and comfortable dentures can be mounted.
  • existing adhesive type and cushion type denture stabilizers (1) Difficulty of wiping from denture and oral mucosa surface (2) Inflammation and damage of oral mucosa caused by wiping difficulty and insufficient wiping (3) Denture hygiene problems such as denture fouling and bacterial growth caused by difficulty in wiping and insufficient wiping (4) Dentures in denture stabilizers composed of synthetic polymers Abnormal taste caused by elution of stabilizer components, unreacted monomers, oligomers, plasticizers, etc.
  • An alginate impression material was used to obtain an impression of the toothed palate without pressure, and an upper jaw model was prepared from the impression using plaster.
  • a test plate was prepared from this anhydrite model using an immediate polymerization resin. The test plate was sized to cover the palate with the trailing edge on the line connecting the distal part of the second molar tooth 3 mm away from the tooth neck line and weighed 2.4 g. This palate floor A loop-shaped silk suture (standard GA03SB) was attached to the center of the test plate with an immediate polymerization resin.
  • Comparative Example 1 Saliva only
  • Comparative Example 2 Commercially available fine powder type denture stabilizer
  • Example 1 Denture stabilizing composition of the present invention (fine powder type ⁇ —PGA ammonia having a molecular weight of 3 million) ) I went to three types.
  • the denture stabilizing composition of the present invention and a commercially available denture stabilizer are each spread by 0.1 lg thinly on the surface of the denture that comes into contact with the oral mucosal surface, and 0.9 g of water is uniformly applied in a mist form by spraying.
  • the denture stabilizing composition and commercial denture stabilizer of the present invention that has absorbed moisture rapidly swells and dissolves to become a highly viscous product exhibiting adequate fluidity and elasticity. In this state, when the denture was brought into contact with the oral mucosal surface and gently pressed, the denture was adhered and fixed to the oral mucosal surface.
  • Table 1 shows the change in adhesive strength of the denture with saliva, the composition for stabilizing a denture of the present invention, and a denture coated with a commercially available denture stabilizer, when pressure bonding and peeling are repeated.
  • saliva only in Comparative Example 1, the adhesive strength does not change even after repeated pressing and peeling, but the adhesive strength is low.
  • the initial adhesive strength is somewhat high, but there is a tendency to decrease with repeated crimping and peeling.
  • the composition for stabilizing dentures of Example 1 of the present invention the initial adhesive strength is the highest, and the decrease is small even after repeated pressing and peeling.
  • the composition for stabilizing dentures of the present invention has a high adhesive force and an excellent stability.
  • Table 2 shows the reproducibility of the adhesive strength of the denture stabilizing composition of the present invention and the commercially available denture stabilizer. Both were newly applied to the denture every time and the adhesive strength was measured. Both show adhesive strength and reproducibility, but it is clear that the denture stabilizing composition of the present invention has high adhesive strength and excellent stability.
  • Table 3 shows the measurement results of denture maintenance force (adhesive strength) of the denture stabilizing composition of the present invention measured by the same method as in Example 1. After the denture was fixed to the oral mucosa surface, the adhesive strength at the time of peeling was measured after a certain period of time. Adhesive strength is that it is maintained for a long time.
  • ⁇ -PGA could be easily wiped away by washing the denture with running water such as tap water or by using light brushing together with running water washing.
  • ⁇ -PGA adhering to the oral mucosal surface can be washed with clean water such as tap water, or used in combination with light and brushing. Therefore, it was easily wiped away.
  • the oral mucosa showed no inflammation or damage.
  • the refined sodium ⁇ -PGA was strong enough not to damage the taste and aroma of food and drink.
  • the ⁇ -PGA sodium elution had no significant adverse effects on the human body.
  • ⁇ — PGA prepared with high viscosity (viscosity 5500 centipoise) with 5% concentration using water as solvent
  • Table 4 shows the relationship between the elapsed time of use and the retention strength of the denture stabilizing composition of the present invention measured by the same method as in Example 1. It is clear that a stable denture maintenance force is maintained.
  • ⁇ -PGA could be easily wiped away by washing the denture with running water such as tap water, or using running water washing and light brushing in combination.
  • ⁇ -PGA adhering to the oral mucosal surface could be easily wiped away with clean water such as tap water, or with a combination of light brushing and soot.
  • the oral mucosa showed no inflammation or damage.
  • the refined ⁇ -PGA was strong enough not to damage the taste and aroma of food and drink. Moreover, there was no adverse effect on the human body of the eluted y-PGA.
  • Table 5 shows the relationship between the molecular weight and adhesive strength of ⁇ -PGA ammonia measured by the same method as in Example 1. It is clear that a stable denture maintenance force (adhesive strength) is maintained.
  • the ⁇ -PGA ammonia could be easily wiped away by washing the denture with running water such as tap water or using a light brushing.
  • ⁇ -PGA ammonia adhering to the oral mucosal surface could be easily wiped away with clean water such as tap water, or by combining light brushing with scrubbing.
  • the refined ⁇ -PGA ammonia did not impair the taste and aroma of food and drink.
  • the ⁇ -PGA ammonia that was eluted had no adverse effects on the human body.
  • ⁇ -PGA having a carboxyl group in acid form (molecular weight of 3.2 million) was dissolved in water at 80 ° C, and sodium bicarbonate dissolved in a small amount of water was dissolved in a small amount of 10 per unit of structural unit of ⁇ -PGA. Mix evenly by adding 1 mol of water. In addition, 500 gZml of polyphenol was added as an antibacterial agent. The concentration of the highly viscous material was 5% by mass.
  • Table 6 shows the time when the composition for stabilizing a denture of the present invention was used, as measured in the same manner as in Example 1. The relationship between the adhesive strength. It is clear that a stable denture maintenance force (adhesive strength) is maintained.
  • the composition for stabilizing dentures of the present invention containing polyphenol shown in the present example has a remarkable effect of suppressing Porphyromonas gingivalis, which is one of oral bacteria, and is a causative agent of bad breath
  • the formation of amorphous calcium phosphate, the causative agent of plaque and calculus, and the transition of amorphous calcium phosphate to crystalline calcium phosphate were suppressed, and the formation of plaque and calculus was less likely to occur. .
  • ⁇ -PGA could be easily wiped away by washing the denture with running water such as tap water or using a light brush.
  • ⁇ -PGA adhering to the oral mucosal surface could be easily wiped off with clean water such as tap water, or with a combination of light brushing and soot.
  • the oral mucosa showed no inflammation or damage.
  • the refined ⁇ -PGA has no help in damaging the taste and aroma of food and drink.
  • the ⁇ -PGA that was eluted had no negative effect on the human body.
  • ⁇ Disperse PGA (molecular weight 2.5 million) in tetrahydrofuran at a concentration of 5gZl00ml.
  • 1Z50 equivalent of carbodiimide was added per structural unit of ⁇ -PGA, and ⁇ -PGA molecules were cross-linked by reaction between the two.
  • tetrahydrofuran was removed, and further washed with an acidic aqueous solution and pure water to completely remove the unreacted reagent from ⁇ -PGA.
  • ⁇ -PGA was converted to a sodium salt and dissolved in water to prepare a highly viscous product.
  • sodium ⁇ -PGA could be easily wiped away by washing the denture with running water such as tap water or using light brushing.
  • yPGAA sodium adhering to the oral mucosal surface could be easily wiped away with clean water such as tap water, or by using a combination of brushing and soot.
  • the refined sodium ⁇ PGA was able to damage the taste and aroma of food and drink.
  • the ⁇ -PGA sodium elution had no significant adverse effect on the human body.
  • ⁇ PGA sodium (molecular weight 2.5 million) is added to and mixed with a chitosan solution dissolved in a 60% formic acid aqueous solution. Both are uniformly mixed to obtain a transparent uniform solution.
  • ⁇ -PGA sodium and chitosan were prepared at a mass ratio of 80:20. This solution was dried and solidified, and further pulverized to obtain a fine powder. Subsequently, this fine powdery ⁇ -PGA sodium and chitosan mixture was dissolved in water to prepare a highly viscous product having a concentration of 5%.
  • this high-viscosity material When an appropriate amount of this high-viscosity material is spread thinly on the side of the denture that comes into contact with the oral mucosa surface, and in this state the denture is brought into contact with the oral mucosal surface and gently pressed, the denture is adhered and fixed to the oral mucosal surface. . In this state, the denture is extremely stable for a long time, does not loosen, and has a moderate cushioning effect. It has no power to feel any trouble in eating, speaking, and chewing. In particular, the improvement of the cushioning effect by chitosan was remarkable.
  • Table 8 shows the results of measuring the denture retention force (adhesive strength) of the denture stabilizing composition of this example according to the method of Example 1.
  • ⁇ -PGA sodium and chitosan could be easily removed and wiped by washing the denture with running water such as tap water or using a light brushing together.
  • ⁇ -PGA sodium and chitosan adhering to the oral mucosal surface can be easily removed by using ⁇ V or light brushing and ⁇ in combination with clean water such as tap water. I was able to wipe it off. There was no inflammation or damage to the oral mucosa.
  • Table 9 shows the relationship between the elapsed time of use and the retention strength of the denture stabilizing composition of the present invention measured by the same method as in Example 1. It is clear that a stable denture maintenance force is maintained. Fractans not only improve the spreadability of high-viscosity products, but also have the effect of improving denture retention.
  • the ⁇ -PGA high-viscosity samples 1, 2, and 3 could be easily wiped away by washing the denture with running water such as tap water or by using running water washing and light brushing in combination.
  • ⁇ -PGA high-viscosity samples 1, 2, and 3 adhering to the oral mucosal surface were easily wiped away by rinsing with clean water such as tap water or by using light brushing and a combination of scissors. .
  • the oral mucosa was strong and showed no inflammation or damage.
  • ⁇ - PGA ammonium - ⁇ beam (molecular weight 2.5 million) 4.6 Weight 0/0, mixed gum arabic 0.7 wt 0/0, glycerin 20% by mass, the tea catechins 0.5 wt% in water
  • a highly viscous homogeneous solution (viscosity 6 000 centipoise) was prepared by dissolution. Spread an appropriate amount of this solution thinly on the surface of the denture that contacts the oral mucosa. In this state, when the denture was brought into contact with the oral mucosal surface and pressed gently, the denture was adhered and fixed to the oral mucosal surface. In this state, the denture was extremely stable for a long time, did not loosen, and provided an appropriate cushioning effect. It did not cause any trouble in eating, talking, and chewing.
  • Table 10 shows the relationship between the elapsed time of use and the retention strength of the denture stabilizing composition of the present invention measured by the same method as in Example 1. It is clear that a stable denture maintenance force is maintained.
  • ⁇ -PGA could be easily wiped away by washing the denture with running water such as tap water, or with running water washing and brushing together.
  • running water such as tap water
  • running water washing and brushing together the ⁇ -PGA high-viscosity solution adhering to the oral mucosal surface could be easily wiped off with clean water such as tap water, or with light, brushing and scrubbing. No inflammation or damage was observed in the oral mucosa.
  • the refined ⁇ -PGA highly viscous solution was able to damage the taste and aroma of food and drink.
  • the ⁇ -PGA high viscosity solution that was eluted had no adverse effect on the human body.

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  • 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)
  • Dental Preparations (AREA)

Abstract

L’invention porte sur une composition pour stabilisation de dentier susceptible de résoudre les problèmes rencontrés dans les stabilisateurs de dentier conventionnels, facile d’emploi, aux excellentes propriétés d’adhésivité, d’amortissement des chocs, de durabilité et de sensation d’utilisation, sans le moindre danger pour le corps humain. Dans la composition pour stabilisation de dentier, l’acide poly-Ϝ-glutamique est de type acide, de type salin, de type mélange acide et sel et/ou de type produit réticulé, chacun de type simple ou combiné. On peut également ajouter des extraits de plante antibactérienne comme du fructans, du polyphénol ou du chitosan. De préférence, l‘acide poly-Ϝ-glutamique a un poids moléculaire d’au moins 500000 et est produit par la culture de Bacillus natto.
PCT/JP2004/013967 2004-09-24 2004-09-24 Composition pour stabilisation de dentier WO2006033162A1 (fr)

Priority Applications (2)

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JP2006536293A JP4746549B2 (ja) 2004-09-24 2004-09-24 義歯安定用組成物
PCT/JP2004/013967 WO2006033162A1 (fr) 2004-09-24 2004-09-24 Composition pour stabilisation de dentier

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PCT/JP2004/013967 WO2006033162A1 (fr) 2004-09-24 2004-09-24 Composition pour stabilisation de dentier

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WO2006033162A1 true WO2006033162A1 (fr) 2006-03-30

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008036343A (ja) * 2006-08-10 2008-02-21 Norio Hosoi 口腔湿潤剤および義歯安定剤
WO2008036617A2 (fr) * 2006-09-22 2008-03-27 The Coca-Cola Company Aliment et boissons à faible teneur en calories
US10076471B2 (en) 2016-06-24 2018-09-18 University Of Dammam Antimicrobial denture
JP2019199467A (ja) * 2018-05-09 2019-11-21 ライオン株式会社 義歯床用組成物及び義歯床の装着方法

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000126205A (ja) * 1998-10-27 2000-05-09 Jun Kawai 入れ歯安定剤
JP2000226450A (ja) * 1999-02-05 2000-08-15 Ajinomoto Co Inc 乾燥ポリ−γ−グルタミン酸（塩）の製造方法
JP2003516329A (ja) * 1999-12-08 2003-05-13 ザ、プロクター、エンド、ギャンブル、カンパニー 歯石をコントロールする義歯接着剤組成物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2000126205A (ja) * 1998-10-27 2000-05-09 Jun Kawai 入れ歯安定剤
JP2000226450A (ja) * 1999-02-05 2000-08-15 Ajinomoto Co Inc 乾燥ポリ−γ−グルタミン酸（塩）の製造方法
JP2003516329A (ja) * 1999-12-08 2003-05-13 ザ、プロクター、エンド、ギャンブル、カンパニー 歯石をコントロールする義歯接着剤組成物

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2008036343A (ja) * 2006-08-10 2008-02-21 Norio Hosoi 口腔湿潤剤および義歯安定剤
WO2008036617A2 (fr) * 2006-09-22 2008-03-27 The Coca-Cola Company Aliment et boissons à faible teneur en calories
WO2008036617A3 (fr) * 2006-09-22 2008-10-23 Coca Cola Co Aliment et boissons à faible teneur en calories
US7867546B2 (en) 2006-09-22 2011-01-11 The Coca-Cola Company Low-calorie food and beverages
US10076471B2 (en) 2016-06-24 2018-09-18 University Of Dammam Antimicrobial denture
JP2019199467A (ja) * 2018-05-09 2019-11-21 ライオン株式会社 義歯床用組成物及び義歯床の装着方法

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JPWO2006033162A1 (ja) 2008-05-15

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