US2874467A - Artificial dentures and process of preparing - Google Patents
Artificial dentures and process of preparing Download PDFInfo
- Publication number
- US2874467A US2874467A US432605A US43260554A US2874467A US 2874467 A US2874467 A US 2874467A US 432605 A US432605 A US 432605A US 43260554 A US43260554 A US 43260554A US 2874467 A US2874467 A US 2874467A
- Authority
- US
- United States
- Prior art keywords
- denture
- dentures
- lining
- soft
- artificial
- 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.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title description 17
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical class C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 claims description 21
- 239000000463 material Substances 0.000 claims description 19
- 229920001577 copolymer Polymers 0.000 claims description 14
- 229920002554 vinyl polymer Polymers 0.000 claims description 4
- ORGHESHFQPYLAO-UHFFFAOYSA-N vinyl radical Chemical class C=[CH] ORGHESHFQPYLAO-UHFFFAOYSA-N 0.000 claims 1
- 210000001519 tissue Anatomy 0.000 description 13
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 11
- 239000000126 substance Substances 0.000 description 10
- 239000011888 foil Substances 0.000 description 7
- 239000000203 mixture Substances 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 4
- 239000007779 soft material Substances 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 239000004342 Benzoyl peroxide Substances 0.000 description 3
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical class O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 229960003328 benzoyl peroxide Drugs 0.000 description 3
- 235000019400 benzoyl peroxide Nutrition 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 239000004925 Acrylic resin Substances 0.000 description 2
- 229920000178 Acrylic resin Polymers 0.000 description 2
- 239000012190 activator Substances 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- JEHKKBHWRAXMCH-UHFFFAOYSA-N benzenesulfinic acid Chemical compound O[S@@](=O)C1=CC=CC=C1 JEHKKBHWRAXMCH-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003638 chemical reducing agent Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 239000002685 polymerization catalyst Substances 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 244000043261 Hevea brasiliensis Species 0.000 description 1
- 206010021703 Indifference Diseases 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 1
- 230000001680 brushing effect Effects 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Inorganic materials [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 1
- ZOMBKNNSYQHRCA-UHFFFAOYSA-J calcium sulfate hemihydrate Chemical compound O.[Ca+2].[Ca+2].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O ZOMBKNNSYQHRCA-UHFFFAOYSA-J 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 150000001993 dienes Chemical class 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 239000010200 folin Substances 0.000 description 1
- 239000011507 gypsum plaster Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920005615 natural polymer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 150000003455 sulfinic acids Chemical class 0.000 description 1
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 1
- 239000002966 varnish Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C13/00—Dental prostheses; Making same
-
- 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
Definitions
- the present invention relates to artificial dentures with soft cushion linings and particularly to a process of making such dentures and to providing satisfactory attachment between the soft cushion lining and the denture base material.
- tissue side The tissue. of the mouth with which dentures are permanentlyincontact consists of mucous membrane and includes the gums. .
- tissue side the side of the denture making permanent contact with the tissue of the mouth.
- the application of the afore-said copolymers on artificial dentures to form soft cushion lining thereon can be accomplished by most various methods, for instance by leaving a recess ,on the tissue side of the denture or cutting away the portion of the denture to be replaced with the soft and non-hardening material, and applying this material to this place while effecting strong union between the softmaterial and the denture with the aid of an autopolymerizing plastic.
- Suitable autopolymerizing plastics for this purpose are especially mixtures of polymers having a basis of methyl methacrylate with polymerizable liquid monomers which polymerize by addition of redox systems volatility.'.of the plasticizers these polymers show the.
- Another method of preparing dentures with soft cushion linings consists in applying the soft and non-hardening material to a mixture of polymeric and liquid polymerizable compoundsand effecting solidification by polymerizing in a conventional denture mold with the application of pressure and heat (see copending application.
- 'Ihe copolymers of acrylates or methacrylates together with butadiene can. be produced by the most various methods. Besides :acrylates or methacrylates, other polymeri'zable vinyl compounds ordivinyl compounds may be employed.
- the term .butadiene as herein used is intended to refer to butadiene as such, its homologues and derivatives.
- stabilizers are phenyl flnaphthylamine and the reaction products of substituted phenols and formaldehyde. ing to the invention are compoundsgiving off oxygen, for instance benzoylperoxide.
- reducing substances there maybe used amines or organic sulfinic acids, salts or derivatives thereof. i
- the soft and non-hardening materials obtained by the herein described process retain their soft consistency and are further distinguished by high tensile strength It was surprising that these polymers providean excellent adhesion with dentures prepared for instance from methyl methacrylate. This could not be foreseen since, as is known, the production of a' proper chemical union between non-hardening foils of natural rubber or polymers containing a high proportion oflbutadieue' with dentures of -plastic material involves 'difficulties'. Previously, these materials could often be attached to one another by mechanical anchorage only.
- a particularly high technical advantage brought about by the present invention resides in the fact that polymerization of the denture base ma terials is not delayed bypolymerization-inhibiting stabilizers incorporated in the soft material. This is accomplished especially by the application of an excess of catalysts or by addition of reducing substances.
- the catalysts or reducing substances can be added either by dissolving them in the monomeric component of the denture base material or applying them to the surface of foils prepared from the herein described copolymers in the form of a lacquer or varnish coating, for instance by brushing. It is also feasible to incorporate the activators and reducing agents into the foils directly.
- the soft cushion linings prepared according to the invention on dentures are durable and do not separate Suitable activators accord-.
- the present invention is further illustrated by the folin examp es i hout be ng re ict d the et Br nd .1 a V. 15 grams of polymethyl methacrylate and 0.015 gram of benzoyl peroxide are soaked with cc. of monomeric methyl methacrylate wherein 0.015 gram of the'morphqline salt of o-ethylene benzene sulfinic acid are dissolved and left standing in a covered vessel to form a dough.
- the dough thus obtained is packed into a conventional ental a k a d are-s ped nd pr ssu h als ee f cel phan te pos d e een t e u es of he ask an he mat ria il e flask is op ned and a suflicient portion of the dough of monomeric and polymeric methyl m thac y at i remo ed t pe mit the ppl cation f a foi m de f om a copolyme of 49% fbu adi ne d 60% of m thyl met aa y te.
- a denture'removed which is provided on the tissue side with a soft and nonhardeninglining that is attached to the denture by a proper chemical union and distinguished by high tensile strength and excellent stability to mouth fluids;
- Example 2 terial to be applied thereto.
- a mixture is prepared from 4 grams of a copolymer consisting of 6% of aerylonitrile and 94% of methyl methacrylate, 0.24 gram of benzoyl peroxide with 2 grams of monomeric methyl methacrylate and 0.1 gram of dimethylrp-toluidine.
- the mixture is brushed to an appropriately sized foil of a copolymer of 35% of butadiene and 65% of methyl methacrylate stabilized as described in Example 1 and the foil thus coated is slightly heated above a flame and placed in position on the denture with the application of pressure.
- the flask is closed and left standing under pressure for about 20 minutes.
- the flask is then opened and a denture removed which is provided on the tissue side with a strongly adhering soft and non-hardeninglin ing which is distinguished by excellent t'ensilestrength and stability to mouth fluids.
- Example 3 Foils of a copolymer eonsisting of 30% of butadiene, 60% of methylmethacrylate, and 10% of butyl acrylate, which is stabilized with the reaction product of p-cresol and formaldehyde, is placed into a denture flask.
- the side of the foil which does not face the plaster of Paris is coated with tertiary butyl hydroperoxide and the flask is packed with a dough of grams of a copolymer consisting of 99% of methyl methacrylate and 1% of ethyl acrylate and 5 grams of monomeric methyl methacrylate,
- An artificial denture comprising a hard, artificial base material and a soft cushion lining integrally attached to'the tissue side of said base material, said lining consisting essentially of a copolymer of (1) a member of the group consisting 'sr' o1 n'1eri'zab1e vinyl anddivinyl compounds and (2) hutadiene.
- An artificial'denture comprising a hard, artificial base material and a soft cushion lining integrally attached to the tissue si e of sai b se ma er al, said linin consisting essentially of a-copolyrner of (1), an acrylate and (2) butadiene.
- a process of preparing artificial dentures having soft cushion linings which comprises applying, to the tissue side of a hard, artificial base material, a soft cushion lining consisting of a copolymer of (1) a member of the group consisting of polymerizable vinyl and divinyl compounds and (2) butadiene by means of a polymerizable composition comprising (1) a methacrylate polymer, (2) a polymerizable liquid, ethylenically unsaturated monomeric compound, and (3) a polymerization catalyst, and hardening by polymerization reaction to produce a proper chemical union between the two layers.
- a process of preparing an artificial denture having a soft cushion lining comprising the steps of packing'an acrylic resin into one partof a two part denture mold, placing over said resin 8. thin sheet of a mixture of (1) a' polymer of methyl methacrylate, (2) a polymerizable liquid monomeric compound selected from the group consisting of esters of acrylic acid and methacrylieacid, and (3) a polymerization catalyst, placing over said sheet at'the open face of the mold a soft cushion lining eon sisting essentially of a copolymer of acrylates and 'bfuta diene, closing the mold to shape the'acrylic resin and the lining and hardening the dough by the polymerization reaction to produce a proper chemical union between the two layers.
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)
- Plastic & Reconstructive Surgery (AREA)
- Dentistry (AREA)
- Dental Preparations (AREA)
- Dental Prosthetics (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE334825X | 1953-05-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2874467A true US2874467A (en) | 1959-02-24 |
Family
ID=6218660
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US432605A Expired - Lifetime US2874467A (en) | 1953-05-29 | 1954-05-26 | Artificial dentures and process of preparing |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US2874467A (de) |
| CH (1) | CH334825A (de) |
| FR (1) | FR1101417A (de) |
| GB (1) | GB739988A (de) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3012287A (en) * | 1959-10-14 | 1961-12-12 | H D Justi & Son Inc | Method of molding composite polymerized articles |
| US3628988A (en) * | 1967-08-16 | 1971-12-21 | Ceskoslovenska Akademie Ved | Method for providing artificial dentures with a soft hydrogel layer |
| US4270904A (en) * | 1978-10-11 | 1981-06-02 | Bogaert Jean Pierre | Method for repairing dental prosthesis and similar |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4484894A (en) * | 1980-09-03 | 1984-11-27 | Eiichi Masuhara | Sheet for lining denture base |
| DE3610316A1 (de) * | 1985-03-29 | 1986-10-30 | Four Brain K.K., Hiroshima | Gebissbasis mit einer gummiartigen elastischen unterfutter- bzw. einlageschicht und verfahren zu seiner herstellung |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2232515A (en) * | 1939-07-04 | 1941-02-18 | Du Pont | Synthetic resin prepared by interpolymerizing a mixture of a methacrylic acid ester and a 1, 3-butadiene |
| US2268611A (en) * | 1937-06-16 | 1942-01-06 | Du Pont | Process of laminating |
| US2551812A (en) * | 1947-07-14 | 1951-05-08 | Alex A Nelson | Process of preparing an artificial denture |
| US2569767A (en) * | 1946-05-27 | 1951-10-02 | L D Caulk Company | Dental material and method |
| US2678469A (en) * | 1951-08-10 | 1954-05-18 | Charles L Dimmer | Materials especially suitable for use in fabricating prosthetic appliances and dentures fabricated therefrom |
-
1954
- 1954-05-24 CH CH334825D patent/CH334825A/de unknown
- 1954-05-26 US US432605A patent/US2874467A/en not_active Expired - Lifetime
- 1954-05-27 GB GB15745/54A patent/GB739988A/en not_active Expired
- 1954-05-28 FR FR1101417D patent/FR1101417A/fr not_active Expired
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2268611A (en) * | 1937-06-16 | 1942-01-06 | Du Pont | Process of laminating |
| US2232515A (en) * | 1939-07-04 | 1941-02-18 | Du Pont | Synthetic resin prepared by interpolymerizing a mixture of a methacrylic acid ester and a 1, 3-butadiene |
| US2569767A (en) * | 1946-05-27 | 1951-10-02 | L D Caulk Company | Dental material and method |
| US2551812A (en) * | 1947-07-14 | 1951-05-08 | Alex A Nelson | Process of preparing an artificial denture |
| US2678469A (en) * | 1951-08-10 | 1954-05-18 | Charles L Dimmer | Materials especially suitable for use in fabricating prosthetic appliances and dentures fabricated therefrom |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3012287A (en) * | 1959-10-14 | 1961-12-12 | H D Justi & Son Inc | Method of molding composite polymerized articles |
| US3628988A (en) * | 1967-08-16 | 1971-12-21 | Ceskoslovenska Akademie Ved | Method for providing artificial dentures with a soft hydrogel layer |
| US4270904A (en) * | 1978-10-11 | 1981-06-02 | Bogaert Jean Pierre | Method for repairing dental prosthesis and similar |
Also Published As
| Publication number | Publication date |
|---|---|
| GB739988A (en) | 1955-11-02 |
| CH334825A (de) | 1958-12-15 |
| FR1101417A (fr) | 1955-10-06 |
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