GB2347679A - Resin material for denture base - Google Patents
Resin material for denture base Download PDFInfo
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- GB2347679A GB2347679A GB0005596A GB0005596A GB2347679A GB 2347679 A GB2347679 A GB 2347679A GB 0005596 A GB0005596 A GB 0005596A GB 0005596 A GB0005596 A GB 0005596A GB 2347679 A GB2347679 A GB 2347679A
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- meth
- acrylate
- denture base
- resin material
- alkyl
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/80—Preparations for artificial teeth, for filling teeth or for capping teeth
- A61K6/884—Preparations for artificial teeth, for filling teeth or for capping teeth comprising natural or synthetic resins
- A61K6/887—Compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
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- Health & Medical Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Plastic & Reconstructive 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
A resin material for a denture base comprising (a) a polymerisable monomer containing at least one unsaturated double bond, such as 1,6-hexanediol dimethacrylate, ethylene glycol dimethacrylate and trimethylolpropane trimethacrylate; (b) at least one polymer selected from an alkyl (meth)acrylate homopolymer, an alkyl (meth)acrylate copolymer, and an alkyl (meth)acrylate/styrene coploymer, (c) a thermal polymerisation catalyst and/or a photo polymerisation catalyst, and optionally (d) a filler, wherein at least a part of the component (b) is dissolved in the component (a). The resin material is used in the preparation or relining of a denture base and is free from odour or stimulation.
Description
2347679 RESIN MATERIAL FOR DENTURE BASE The present invention relates to a
resin material for denture base that is used mainly for the preparation or for the relining (rebasing) of a denture base.
The preparation of a denture is usually carried out in the following manner. That is, an impression in an oral cavity of a patient is taken, and a plaster model is prepared; a denture base portion is formed by using a wax on the plaster model; artificial teeth are aligned in the denture base portion to prepare a wax denture; the wax denture is invested in a flask by using a gypsum for investment; the wax is solding off with hot water, etc., thereby forming a cavity of the denture base portion in the gypsum; necessary amounts of a liquid and a powder with respect to a resin material for denture base are weighed and mixed with each other by means of a spatula, etc.; the mixture is allowed to stand for a certain period of time, thereby proceeding polymerization; the resulting material at a dough stage is filled in the cavity in the gypsum within the flask; the dough is heated for polymerization and curing by using hot water or in a microwave oven, or by other means; and the resulting 1 I material is then cooled and excavated from the gypsum, followed by forming the surface characterization or polishing.
Further, the relining (rebasing) of the denture base is usually carried out in a so-called indirect method as described below. That is, an impression material is built up on, as a tray, a denture base of a denture in which one layer in a mucous surface side thereof has been deleted, thereby taking a functional impression; the denture base is invested in a flask as it stands by using a gypsum; and the impression material is then taken out, thereby forming a cavity in the gypsum. Thereafter, the same procedures as in the preparation of the denture base as described above are followed. That is, a dough prepared by weighing necessary amounts of a liquid and a powder with respect to a resin material for denture base and mixing them with each other by means of a spatula, etc. is filled in the cavity in the gypsum within the flask; and, after polymerization and curing, the resulting material is cooled and excavated from the gypsum, followed by forming the surface characterization or polishing.
However, since it takes a long period of time to carry out the relining by this indirect method, a direct method by using resin material for denture base of a self-curing type or of photo-curing type has been being frequently used. The direction method is carried out in the following manner. That is, after further deleting one layer in a mucous side of the 2 denture base, a dough prepared by weighing necessary amounts of a liquid and a powder with respect to a resin material for denture base and mixing dough with each other is built directly on the denture base in the mucous surface side; the resulting material is inserted in an oral cavity of a patient, thereby repeating trials to impart a form; and then, the material is subjected to polymerization by allowing to stand outside the oral cavity or by irradiation with a light, thereby completing the relining of the denture base.
The resin material for denture base that is used for such preparation or relining (rebasing) of a denture base has hitherto been constituted by a liquid made of methyl methacrylate as the major component and a powder made of polymethyl methacrylate as the major component and a polymerization catalyst added thereto. For use, this resin material for denture base is required to be used under the conditions where necessary amounts of the liquid and the powder are weighed and mixed with each other by means of a spatula, etc., followed by allowing to stand for a certain period of time, whereby the mixture comes at a dough stage. However, the time until the mixture has come at a dough stage is influenced by a circumferential temperature; even after the mixture has come at a dough stage, the time to keep the dough stage is short because of a high volatility of themonomer; it is dif f icult to take a timing for f ilingorbuilding up in a mucous surface side of the denture base; and depending 3 upon its odor or stimulation, an unpleasant feeling is imparted to an operator or a patient, and, depending on circumstances, the health of the operator might be injured, In addition, such conventional art resin material for denture base has such properties inherent to the acrylic materials that the elastic energy is low and that it is rigid and brittle. For this reason, the conventional art resin material for denture base has defects that it cannot substantially absorb a force or an impact applied to the denture base and that, when it is dropped or applied with an impact, it is readily broken. Also, it has often occurred an accident that, at the time of preparing a denture, during excavation of the denture from the gypsum, a thin portion of the denture base, such as a marginal portion, or a portion having a shape where a stress is liable to be concentrated, is broken. Moreover, while, for the conventional art resinmaterial fordenture base, it is essential to mix the liquid and the powder for use, there is a defect that bubbles are caught in the mixture during the mixing operation. The thus caught bubbles form fine unevennesses on the denture base surface after curing and cause staining or discoloration of the denture with a lapse of time.
The present invention is aimed to develop a resin material for denturebase, which is in apaste-like state without necessity of mixing a liquid and a powder at the time of use and has a 4 viscosity nearly equal to that of a dough; is superior in operability; is less in odor or stimulation; has, after curing, a high elastic energy, as compared with the conventional art resin materials for denture base, and has a proper hardness and toughness; when an impact or a stress is applied, is not readily broken; and is f ree f rom staining or discoloration of the denture base even after a long-term use.
In order to achieve this aim, the present inventor has made extensive and intensive investigations. As a result, it has been found that, when a part of at least one polymer selected from an alkyl (meth)acrylate homopolymer, an alkyl (meth)acrylate copolymer, and an alkyl (meth)acrylate/styrene copolymer is previously dissolved in a polymerizable monomer containing at least one unsaturated double bond and compounded with a thermal polymerization catalyst and/or a photo polymerization catalyst, a resinmaterial f or denture basel which is in a paste-like state, while keeping a viscosity nearly equal to that of a dough until it has been subjected to polymerization with a heat or a light, is superior in operability, and is free from odor or stimulation, can be obtained and that its cured material is high in elastic energy, has a proper hardness and toughness, and is not readily broken by an impact or a stress, whereby a denture which is free from fear of staining or discoloration by inclusion of bubbles can be obtained.
Specifically, the resin material for denture base according to the present invention is a resin material for denture base comprising a mixture of (A) a polymerizable monomer containing at least one unsaturated double bond; (B) at least one polymer selected from an alkyl (meth)acrylate homopolymer, an alkyl (meth) acrylate copolymer, and an alkyl (meth) acrylate/styrene copolymer; and (C) a thermal polymerization catalyst and/or a photo polymerization catalyst, wherein at least a part of the component (B) is dissolved in the component (A).
of these resin materials for denture base is preferred a resinmaterial for denturebase comprising amixture of (A) from 20 to 95 parts by weight of a polymerizable monomer containing at least one unsaturated double bond; (B) from 5 to 80 parts by weight of at least one polymer selected from an alkyl (meth)acrylatehomopolymer, analkyl (meth)acrylate copolymer, and an alkyl (meth) acrylate/ styrene copolymer; and (C) f rom 0. 01 to 5 parts by weight of a thermal polymerization catalyst and/or a photo polymerization catalyst, wherein 20% by weight or more of the component (B) is dissolved in the component (A).
The polymerizable monomer containing at least one unsaturated double bond as the component (A) is a component for changing the formof the resinmaterial for denturebase according to the present invention, f rom the conventional art form in which an operation for mixing the liquid and the powder is required, to a paste having a viscosity nearly equal to that a dough with 6 a good operability, by dissolving therein a part or the whole of the polymer as the component (B). Further, the component (A) has such functions that it ensures the strength of the resin material for denture base after polymerization and curing and that a long-term stability of the cured material is increased.
As such polymerizable monomer, is preferably used at least one methacrylate monomer selected from 1,6-hexanediol dimethacrylate, ethylene glycol dimethacrylate, and trimethylolpropane trimethacrylate. The component (A) is effective for obtaining a cured material that is improved in elastic energy and is hardly broken. Moreover, since these methacrylate monomers are low in volatility, the storage stability of the resin material for denture base is increased, thereby enabling to obtain a resin composition for denture base with less odor and lower stimulation. When the amount of such polymerizable monomer to be compounded is less than 20 parts by weight, it is difficult to dissolve therein the polymer as the component (B) in the resin material for denture base. on the other hand, when the polymerizable monomer as the component (A) is compounded in an amount exceeding 95 parts by weight, the resin material for denture base tends to be sticky. It is preferred that the compounding amount of the polymerizable monomer as the component (A) is from 40 to 80 parts by weight.
The component (B), at least one polymer selected from an alkyl (meth)acrylate homopolymer, an alkyl (meth)acrylate 7 copolymer, and an alkyl (meth) acrylate/styrene copolymer, is a polymer which is used upon dissolution of a part or the whole thereof in the polymerizable monomer as the component (A) in advance. As such polymers, is useful at least one polymer selected from homopolymers or copolymers of methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth) acrylate, tertiary-butyl (meth)acrylate, ethylhexyl (meth) acrylate, lauryl (meth) acrylate, dodecyl (meth)acrylate, stearyl (meth)acrylate, cyclohexyl (meth)acrylate, benzyl (meth)acrylate, isobornyl (meth)acrylate, glycidyl (meth)acrylate, hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, methoxyethyl (meth) acrylate, and ethoxyethyl (meth) acrylate, and copolymers of these alkyl (meth)acrylates and styrene. It is preferred to use at least one polymer having a solubility in the polymerizable monomer as the component (A) of 20% by weight or more, selected fromamethyl (meth)acrylatehomopolymer, anethyl (meth)acrylatehomopolymer, abutyl (meth)acrylatehomopolymer, an isobutyl (meth)acrylate homopolymer, a methyl (meth)acrylate/ethyl (meth)acrylate copolymer, a methyl (meth)acrylate/butyl (meth)acrylate copolymer, a methyl (meth)acrylate/isobutyl (meth) acrylate copolymer, andamethyl (meth)acrylate/styrene copolymer. When the amount of such polymer to be compounded is less than 5 parts by weight, the fluidity of the composition before curing is high. On the other 8 hand, when it exceeds 80 parts by weight, the composition is of a high viscosity, whereby it tends to be difficult to keep the dough state and the operability of filling or relining tends to be lowered. It is preferred that the compounding amount of the polymer as the component (B) is from 20 to 60 parts by weight.
The thermal polymerization catalyst and/or photo polymerization catalyst as the component (C) is compounded for the purpose of polymerizing and curing the resin material for denture base according to the present invention. Whentheresin material for denture base is polymerized and cured upon heating in the preparation or the relining of adenturebase intheindirect method, the thermal polymerization catalyst is used. on the other hand, when the relining of a denture base is polymerized and cured upon irradiation with a light in the direct method, the photo polymeri zation catalyst is used. As a matter of course, it is possible to use the thermal polymerization catalyst and the photo polymerization catalyst in combination. A suitable amount of such thermal polymerization catalyst and/or photo polymerization catalyst is from 0. 01 to 5 parts by weight. If the amount of the component (C) is less than 0. 01 part by weight, it is difficult to carry out the polymerization and curing suf f iciently. On the other hand, if the amount of the component (C) exceeds 5 parts by weight, the stability of the composition before curing tends to be deteriorated.
As the thermal polymerization catalyst, aromatic diacyl 9 peroxides and peroxy esters that are deemed to be an ester of perbenzoic acid can be used. Specific examples include benzoyl peroxide, 2,4-dichlorobenzoyl peroxide, m-tolyl peroxide, t-butyl peroxybenzoate, di-t-butyl peroxyisophthalate, 2,5-dimethyl-2,S-di(benzoyl peroxy)hexane, and 2,5-dimethyl-2,5-di[(o-benzoyl)benzoylperoxylhexane. Also, azo compounds such as azobisisobutyronitrile, organometallic compounds such as tributylboron, and the like can be used.
As the photo polymerization catalyst, is useful a photo polymerization catalyst comprising a combination of a sensitizer and a reducing agent, which can polymerize the resin material by the action of visible light having a wavelength of from 390 to 700 nm. Examples of the sensitizer include camphorquinone, benzil, diacetyl, benzyl dimethyl ketal, benzyl diethyl ketal, benzyl di-(2-methoxyethyl) ketal, 4,41-dimethylbenzyl-dimethyl ketal, anthraquinone, 1-chloroanthraquinone, 2-chloroanthraquinone, 1,2-benzanthraquinone, 1-hydroxyanthraquinone, 1-methylanthraquinone, 2-ethylanthraquinone, 1-bromoanthraquinone, thioxanthone, 2-isopropylthioxanthone, 2-nitrothioxanthone, 2-methylthioxanthone, 2,4-dimethylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisoporpylthioxanthone, 2-chloro-7-trifluoromethylthioxanone, thioxanthone10,10-dioxide, thioxanthone-10-oxide, benzoinmethyl ether, benzoinethyl ether, benzoinisopropyl ether, benzoinbutyl ether, benzophenone, bis(4-dimethylaminophenyl) ketone, 4, 41 -b i sdi ethyl aminoben zophenone, and azide group-containing compounds. These photo polymerization initiator can be used singly or in admixture of two or more thereof. Further, examples of the reducing agent include tertiary amines represented by N,N-dimethyl-p-toluidine, triethanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, etc., sodium sulfinate derivatives, and organometallic compounds.
If desired, the resin material for denture base according to thepresent inventioncanbe addedwitha filleras the component (D) to improve the strength of the curedmaterial. As the f iller as the component (D), inorganic fillers are usually used. Specif ic examples include glasses such as silicon dioxide, barium glass, and alumina glass and potassium glass; and powders such as synthetic zeolite, calcium phosphate, feldspar, aluminum silicate, calcium silicate, magnesium carbonate, and quartz. These inorganic fillers maybe subjected to a surface processing with ymethacryloxypropyl trimethoxysilane, vinyl trichlorosilane, vinyl triethoxysi lane, vinyl trimethoxysilane, vinyl triacetoxys i lane, vinyl tri (methoxyethoxy) silane, etc. Also, so-called organic-inorganic composite fillers prepared by previously mixing the above-described inorganic f iller with the polymerizable monomer and curing the mixture, followed by crashing, and polymer powders that are not soluble in the 11 polymerizable monomer can be used. A suitable amount of such fillers is 30 parts by weight or less. When the amount of the f iller exceeds 30 parts byweight, the paste becomes hard, whereby the operability is lowered.
In addition, if desired, the resin material for denture base according to the present invention can be added with known polymerization inhibitors, ultraviolet light absorbers, plasticizers, coloring pigments, antioxidants, fungicides, surfactants, etc.
The resinmaterial for denture base according to the present invention is provided in a paste-like state with a viscosity nearly equal to that of a dough as obtained by mixing suitable amounts of a liquid and a powder with respect to the conventional art resin material for denture base and then allowing the mixture to stand for a certain period of time. In the case of the preparation or relining of a denture base, the resin material for denture base according to the present invention is substantially free from flowing in a static state, and, when a force is applied, it readily flows but does not flow unnecessarily, so that it can be imparted with a form simply by fingers. Incidentally, the resin material for denture base according to the present invention can be applied to wide utilities. Further, the resin material for denture base may be used for preparation of a base plate, repair of a denture, and preparation of a temporary prosthesis by applying its high 12 elastic energy in addition to the preparation or relining of a denture base.
The resin material for denture base according to the present invention is hereunder described in more detail with reference to the following Examples, but it should not be construed that the invention is limited thereto.
Example 1:
1,6-hexanediol dimethacrylate 60 parts by weight Methyl methacrylate polymer 40 parts by weight Benzoyl peroxide 0. 15 parts by weight The above components were each weighed and mixed with each other to ef f ect aging, thereby dissolving themethyl methacrylate polymer (the dissolution amount of the methyl methacrylate polymer in 1, 6-hexanediol dimethacrylate was about 30% byweight, and the methyl methacrylate polymer was dissolved until it had been saturated). There was thus prepared a paste-like resin material for denture base. The thus obtained resin material for denture base was measured for bending strength, elastic strain, and elastic energy in the manners as described later. As a result, the bending strength, the elastic strain, and the elastic energy were 44 MPa, 23%, and 2. 65 MPa, respectively.
Also, this paste-like resin material for denture base was filled in a cavity formed in an gypsum in a flask, heated in warm water at 700C for 90 minutes, and then heated for 13 polymerization at 100'C for 30 minutes, to prepare a denture base. Since this resin material for denture base was in a paste-like form, it was not necessary to mix a liquid with a powder. Thus, it was not necessary to measure a time until it came at a dough stage, neither odor nor stimulation was detected, and the operation for preparing a denture base could be readily carried out. Even when the completed denture was set for one month, discoloration, staining, and the like were not observed. Measurements of bending strength, elastic strain, and elastic energy In the case where a thermal polymerization catalyst was used, the whole of the flask was heated in warm water at 70'C for 90 minutes and then in hot water at 1000C for 30 minutes, thereby effecting polymerization and curing. Inthecasewhere a photo polymerization catalyst was used, the resin material was irradiated with visible light beams for 5 minutes by means of a dental visible light irradiator (a trade name: LABOLIGHT LV-II, manufactured by GC Corporation), thereby effecting polymerization and curing. Thus, there was prepared a specimen in a rectangular parallelopiped state having a size of 2 mm x 2 mm x 25 mm. This specimen was immersed in distilled water at 37"C for 24 hours and then subjected to a three-point bending test at a span of 20 mm and at a cross head speed of 1 mm/min. bymeans of auniversal testingmachine (atradename: Autograph, 14 manufactured by Shimadzu Corporation), thereby measuring a bending strength, an elastic strain, and an elastic energy.
Example 2:
1,6-hexanediol dimethacrylate 50 parts by weight Methyl methacrylate/ethyl 50 parts by weight methacrylate copolymer Camphorquinone 0.1 part by weight Ethyl 4-dimethylaminobenzoate 0. 18 parts by weight The above components were each weighed and mixed with each other to effect aging, thereby dissolving the methyl methacryl ate/ ethyl methacrylate copolymer (the whole amount of the methyl methacrylate/ethyl methacrylate copolymer was dissolved in 1, 6-hexanediol dimethacrylate). There was thus prepared a paste-like resin material for denture base. Thethus obtained resin material for denture base was mea sured for bending strength, elastic strain, and elastic energy in the same manners as in Example 1. As a result, the bending strength, the elastic strain, and the elastic energy were 52 MPa, 20%, and 3. 04 MPa, respectively.
Further, after applying an adhesive (a trade name: Denture Primer, made by GC Corporation) onto a denture base in which one layer in a mucous surface side thereof had been deleted, the above-described paste-like resin material for denture base was built up thereon. The resulting denture base was inserted into an oral cavity and subjected to impression taking for the form of the mucous surface, followed by taking it out from the oral cavity. After applying an air barrier material (a trade name: Mild Liberon LC Air Barrier Material, made by GC Corporation), the resulting denture base was irradiated with visible light beams for 5 minutes by means of a dental visible light irradiator (a trade name: LABOLIGHT LV-II, manufactured byGC Corporation), thereby ef f ecting polymerization and curing. Thus, the relining of the denture base was completed. In this relining operation, as compared with the conventional art material in which the liquid and the powder are required to be mixed with each other, the weighing was not necessary, and the measurement of a time until the resin material came at a dough stage was not required. Accordingly, a series of the operations were very simple. Further, during insertion into the oral cavity, no monomer odor was presented, and during making trials in the oral cavity, no stimulation occurred. Even when the relining-completed denture was set for one month, neither discoloration nor staining was observed.
Example 3:
Trimethylolpropane trimethacrylate 30 parts by weight Methyl methacrylate/ethyl 70 parts by weight methacrylate copolymer Camphorquinone 0.1 part by weight 16 Ethyl 4-dimethylaminobenzoate 0. 18 parts by weight Quartz powder subjected to surface 10 parts by weight processing with vinyl trichlorosilane The above components were each weighed and mixed with each other to effect aging, thereby dissolving the methyl methacryl ate/ ethyl methacrylate copolymer (the whole amount of the methyl methacrylate/ethyl methacrylate copolymer was dissolved in t rime thyl olpropane trimethacrylate). There was thus prepared a paste-like resin material for denture base. The thus obtained resin material for denture base was measured for bending strength, elastic strain, and elastic energy in the same manners as in Example 1. As a result, the bending strength, the elastic strain, and the elastic energy were 60 MPa, 17%, and 3.61 MPa, respectively.
Further, byusing thispaste-like resinmaterial for denture base, a denture base was prepared in the same manner as in Example 1. As a result, since the resin material for denture base was in a paste-like state, it was not necessary to mix the liquid and the powder, and the measurement of a time until the resin material had become at a dough stage was not required. Moreover, neither odor nor stimulation was presented. Thus, theoperation for preparing the denture base could be carried out very easily. Even when the completed denture was set for one month, neither discoloration nor staining was observed.
Example 4:
Ethylene glycol dimethacrylate 40 parts by weight Methyl methacrylate/ styrene copolymer 60 parts by weight Azobisisobutyronitrile 0.4 parts by weight Silicon dioxide powder subjected to 5 parts by weight surface processing with y-methacryloxypropyl trimethoxysilane The above components were each weighed and mixed with each other to effect aging, thereby dissolving the methyl methacryl ate/ styrene copolymer (the whole amount of the methyl methacrylate/ styrene copolymer was dissolved in ethylene glycol dimethacrylate). There was thus prepared a paste-like resin material for denture base. The thus obtained resin material for denture base was measured for bending strength, elastic strain, and elastic energy in the same ITLaliners as in Example 1. As a result, the bending strength, the elastic strain, and the elastic energy were 48 MPa, 20%, and 2. 77 MPa, respectively.
The relining by the indirect method was carried out in the following manner. That is, an impression in an oral cavity of a patient was taken, and a plaster model was prepared; the above-described paste-like resin material for denture base was built up in a mucous surface side of a denture base and press contacted with the plaster model to impart a form; and according to the usual polymerization method of a thermal polymerization 18 resin, the resulting material was heated in warm water at 70'C for 90 minutes and then heated at 100'C for 30 minutes to effect the polymerization. In this relining operation, as compared with the conventional art material in which the liquid and the powder are required to be mixed with each other, the weighing was not necessary, and the measurement of a time until the resin material came at a dough stage was not required. Accordingly, a series of the operations were very simple. Further, neither odor nor stimulation was presented, and the relining operation could be easily carried out. Even when the completed denture was set for one month, neither discoloration nor staining was observed.
Example 5:
Ethylene glycol dimethacrylate 60 parts by weight Ethyl methacrylate polymer 20 parts by weight Methyl methacrylate/ethyl 20 parts by weight methacrylate copolymer Benzoyl peroxide 0. 4 parts by weight Camphorquinone 0. 05 parts by weight Ethyl 4-dimethylaminobenzoate 0. 14 parts by weight The above components were each weighed and mixed with each other to ef f ect aging, thereby dissolving the ethyl methacrylate polymer and the methyl methacrylate/ethyl methacrylate copolymer (the whole amounts of the ethyl methacrylate polymer 19 F.nd the methyl methacrylate/ ethyl methacrylate copolymer was dissolved in ethylene glycol dimethacrylate) - There was thus prepared a paste-like resin material for denture base. Thethus obtained resin material for denture base was measured for bending strength, elastic strain, and elastic energy in the same manners as in Example 1. As a result, the bending strength, the elastic strain, and the elastic energy were 45 MPa, 2796, and 2. 92 MPa, respectively.
Further, byusing thispaste-like resinmaterial for denture base, a denture base was prepared in the same manner as in Example As a result, since the resin material for denture base was in a paste- like state, it was not necessary to mix the liquid and the powder, and the measurement of a time until the resin material had become at a dough stage was not required. Moreover, neither odor nor stimulation was presented. Thus, theoperation for preparing the denture base could be carried out very easily. Even when the completed denture was set for one month, neither discoloration nor staining was observed.
Comparative Example 1:
As the conventional art powder-liquid type resin material -Por denture base, a resin for denture base (a trade name: GC Aclon, made by GC Corporation) was used. According to the instructions in the specification, the liquid and the powder were weighed and mixed with each other. The mixture was allowed to stand for about 30 minutes until it had become at a dough stage. Then, the resulting material was measured for bending strength, elastic strain, and elastic energy in the same manners as in Example 1. As a result, the bending strength, the elastic strain, and theelastic energy were 65 MPa, 5%, and 0.88 MPa, respectively. Further, after preparation of the dough in the same manner, a denture base was prepared in the same manner as in Example 1. The operation until the dough had been obtained was complicated, and since a strong monomer odor was presented, it was necessary to carry out the operation while being ventilated When the completed denture was set for one month, discoloration was observed in a fine uneven portion on the surface.
As described above, in the resin material for denture base according to the present invention, complicated operations as in the conventional art resin material f or denture base, in which the liquid and the powder are weighed and mixed with each other, and the mixture is then allowed to stand for a certain period of time until it has become at a dough stage, are not necessary. Further, since the resin material for denture base according to the present invention is previously in a paste-like state with a viscosity nearly equal to that of the dough, it can be immediately applied for the preparation or relining operation of adenturebase. Moreover, since the resinmaterial fordenture base according to the present invention keeps its dough stage until it has been imparted with a heat or a light, it is a resin material for denture base which is extremely superior in 21 operability and free f roman odor or stimulation. Stillfurther, it can provide a denture which, aftercuring, ishighinelastic energy and has a proper hardness and toughness, is of no fear that it is readily broken by an impact or a stress, and is no f ear of staining or discoloration due to the inclusion of bubbles even after a long-term use. Accordingly, the present invention greatly contributes to the dental remedy and is very valuable.
While the present invention has been described in detail and with reference to specific embodiments thereof, it will be apparent to one skilled in the art that various changes and modifications can be made therein without departing from the spirit and scope thereof.
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Claims (6)
1 A resin material for denture base comprising a mixture of: (A) a polymerizable monomer containing at least one unsaturated double bond; (B) at least one polymer selected from an alkyl (meth) acrylate homopolymer, an alkyl (meth) acrylate copolymer, and an alkyl (meth)acrylate/styrene copolymer; and (C) a thermal polymerization catalyst and/or a photo polymerization catalyst, wherein at least a part of the component (B) is dissolved in the component (A).
2. A resin material for denture base comprising a mixture of: (A) f rom 20 to 95 parts by weight of a polymerizable monomer containing at least one unsaturated double bond; (B) from 5 to 80 parts by weight of at least one polymer selected from an alkyl (meth)acrylate homopolymer, an alkyl tmeth) acrylate copolymer, and an alkyl (meth) acrylate/ styrene copolymer; and (C) f rom 0. 01 to 5 parts byweight of a thermal polymerization catalyst and/or a photo polymerization catalyst, wherein 20% by weight or more of the component (B) is dissolved in the component (A).
3. The resin material for denture base as claimed in claim 1 or 2, wherein the component (A) is at least one methacrylate monomer selected from 1, 6-hexanediol dimethacrylate, ethylene 23 glycol dimethacrylate, and trimethylolpropanetrimethacrylate.
4. The resin material for denture base as claimed in any one of claims 1 to 3, wherein the component (B) is at least one polymer selected from homopolymers or copolymers of methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, isobutyl (meth)acrylate, tertiary-butyl (meth)acrylate, ethylhexyl (meth) acrylate, lauryl (meth) acrylate, dodecyl (meth)acrylate, stearyl (meth)acrylate, cyclohexyl (meth)acrylate, benzyl (meth)acrylate, isobornyl (meth)acrylate, glycidyl (meth)acrylate, hydroxyethyl (meth) acrylate,, hydroxypropyl (meth) acrylate, methoxyethyl (meth) acrylate, and ethoxyethyl (meth) acrylate, and copolymers of these alkyl (meth)acrylates and styrene.
S. The resin material for denture base as claimed in any one of claims 1 to 4, further comprising 30 parts by weight or less of a filler as a component (D).
6. A resin material for denture base, substantially herein described in any of the foregoing Examples I to 5.
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Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11066182A JP2000254152A (en) | 1999-03-12 | 1999-03-12 | Resin material for dental plate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB0005596D0 GB0005596D0 (en) | 2000-05-03 |
| GB2347679A true GB2347679A (en) | 2000-09-13 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB0005596A Withdrawn GB2347679A (en) | 1999-03-12 | 2000-03-08 | Resin material for denture base |
Country Status (3)
| Country | Link |
|---|---|
| JP (1) | JP2000254152A (en) |
| DE (1) | DE10011665A1 (en) |
| GB (1) | GB2347679A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2368343A (en) * | 2000-09-08 | 2002-05-01 | Gc Kk | Resin material for denture base |
| GB2368583A (en) * | 2000-09-27 | 2002-05-08 | Gc Kk | Resin composition for soft dental relining material |
| US6576711B2 (en) * | 2000-09-19 | 2003-06-10 | Gc Corporation | Resin material for denture base |
| WO2013003396A3 (en) * | 2011-06-29 | 2013-03-14 | 3M Innovative Properties Company | Dental compositions comprising a fatty mono(meth)acrylate |
| US8741980B2 (en) | 2008-08-14 | 2014-06-03 | Lucite International Uk Limited | Hardenable two part acrylic composition |
| US9216140B2 (en) | 2005-01-20 | 2015-12-22 | National University Corporation Okayama University | Process for producing resin composition and process for producing molded article |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP6366110B2 (en) * | 2013-09-24 | 2018-08-01 | 国立大学法人 岡山大学 | Composition and method for producing the same |
| EP3093000B1 (en) | 2014-01-10 | 2019-12-18 | Tokuyama Dental Corporation | Liner for denture |
| US11591431B2 (en) | 2014-10-14 | 2023-02-28 | Pr03Dure Medical Gmbh | Milling blank for the production of medical-technical molded parts |
| DE102014114895A1 (en) | 2014-10-14 | 2016-04-14 | Dentona Ag | Milling blank for the production of medical technical moldings |
| JP7473968B2 (en) | 2019-01-16 | 2024-04-24 | 株式会社トクヤマデンタル | Hardenable composition for denture base |
| CN114478912B (en) * | 2022-01-28 | 2023-09-05 | 上海新世纪齿科材料有限公司 | Photo-curing retention material and application thereof |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1986005793A1 (en) * | 1985-03-28 | 1986-10-09 | Bonar Cole Polymers Limited | Improved methacrylate polymers and compositions |
| US4782100A (en) * | 1986-01-31 | 1988-11-01 | Tokuyama Soda Kabushiki Kaisha | Prosthetic composition |
| US5663214A (en) * | 1995-04-17 | 1997-09-02 | Gc Corporation | Photocuring denture base lining material |
| US5698611A (en) * | 1995-03-13 | 1997-12-16 | Gc Corporation | Denture base relining resins |
-
1999
- 1999-03-12 JP JP11066182A patent/JP2000254152A/en active Pending
-
2000
- 2000-03-08 GB GB0005596A patent/GB2347679A/en not_active Withdrawn
- 2000-03-10 DE DE10011665A patent/DE10011665A1/en not_active Withdrawn
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1986005793A1 (en) * | 1985-03-28 | 1986-10-09 | Bonar Cole Polymers Limited | Improved methacrylate polymers and compositions |
| US4782100A (en) * | 1986-01-31 | 1988-11-01 | Tokuyama Soda Kabushiki Kaisha | Prosthetic composition |
| US5698611A (en) * | 1995-03-13 | 1997-12-16 | Gc Corporation | Denture base relining resins |
| US5663214A (en) * | 1995-04-17 | 1997-09-02 | Gc Corporation | Photocuring denture base lining material |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2368343A (en) * | 2000-09-08 | 2002-05-01 | Gc Kk | Resin material for denture base |
| GB2368343B (en) * | 2000-09-08 | 2004-06-30 | Gc Kk | Resin material for deture base |
| US6576711B2 (en) * | 2000-09-19 | 2003-06-10 | Gc Corporation | Resin material for denture base |
| BE1014369A3 (en) * | 2000-09-19 | 2003-09-02 | G C Dental Ind Corp | Resin base material for artificial tooth. |
| GB2368583A (en) * | 2000-09-27 | 2002-05-08 | Gc Kk | Resin composition for soft dental relining material |
| BE1014376A5 (en) * | 2000-09-27 | 2003-09-02 | G C Dental Ind Corp | Resin composition for soft material relining. |
| GB2368583B (en) * | 2000-09-27 | 2005-01-12 | Gc Kk | Resin composition for soft relining material |
| US9216140B2 (en) | 2005-01-20 | 2015-12-22 | National University Corporation Okayama University | Process for producing resin composition and process for producing molded article |
| US8741980B2 (en) | 2008-08-14 | 2014-06-03 | Lucite International Uk Limited | Hardenable two part acrylic composition |
| WO2013003396A3 (en) * | 2011-06-29 | 2013-03-14 | 3M Innovative Properties Company | Dental compositions comprising a fatty mono(meth)acrylate |
| US9433563B2 (en) | 2011-06-29 | 2016-09-06 | Bradley D. Craig | Dental compositions comprising a fatty mono(meth)acrylate |
| US10022306B2 (en) | 2011-06-29 | 2018-07-17 | 3M Innovative Properties Company | Dental compositions comprising a fatty mono(meth)acrylate |
Also Published As
| Publication number | Publication date |
|---|---|
| DE10011665A1 (en) | 2000-09-14 |
| JP2000254152A (en) | 2000-09-19 |
| GB0005596D0 (en) | 2000-05-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |