GB2108131A - Dental cements - Google Patents
Dental cements Download PDFInfo
- Publication number
- GB2108131A GB2108131A GB08125618A GB8125618A GB2108131A GB 2108131 A GB2108131 A GB 2108131A GB 08125618 A GB08125618 A GB 08125618A GB 8125618 A GB8125618 A GB 8125618A GB 2108131 A GB2108131 A GB 2108131A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dental cement
- component
- acid
- cement according
- zinc oxide
- 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.)
- Granted
Links
- 239000003479 dental cement Substances 0.000 title claims abstract description 33
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 claims abstract description 46
- 239000011787 zinc oxide Substances 0.000 claims abstract description 23
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 claims abstract description 13
- 239000000203 mixture Substances 0.000 claims abstract description 13
- 239000000920 calcium hydroxide Substances 0.000 claims abstract description 12
- 229910001861 calcium hydroxide Inorganic materials 0.000 claims abstract description 12
- RSWGJHLUYNHPMX-UHFFFAOYSA-N Abietic-Saeure Natural products C12CCC(C(C)C)=CC2=CCC2C1(C)CCCC2(C)C(O)=O RSWGJHLUYNHPMX-UHFFFAOYSA-N 0.000 claims abstract description 10
- KHPCPRHQVVSZAH-HUOMCSJISA-N Rosin Natural products O(C/C=C/c1ccccc1)[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 KHPCPRHQVVSZAH-HUOMCSJISA-N 0.000 claims abstract description 10
- KHPCPRHQVVSZAH-UHFFFAOYSA-N trans-cinnamyl beta-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OCC=CC1=CC=CC=C1 KHPCPRHQVVSZAH-UHFFFAOYSA-N 0.000 claims abstract description 10
- XDZMPRGFOOFSBL-UHFFFAOYSA-N 2-ethoxybenzoic acid Chemical compound CCOC1=CC=CC=C1C(O)=O XDZMPRGFOOFSBL-UHFFFAOYSA-N 0.000 claims abstract description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims abstract description 6
- 239000000347 magnesium hydroxide Substances 0.000 claims abstract description 6
- 229910001862 magnesium hydroxide Inorganic materials 0.000 claims abstract description 6
- 239000000395 magnesium oxide Substances 0.000 claims abstract description 6
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 claims abstract description 6
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 claims abstract description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 24
- 239000007788 liquid Substances 0.000 claims description 14
- 238000002156 mixing Methods 0.000 claims description 8
- 239000000843 powder Substances 0.000 claims description 6
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical group [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 claims description 5
- 239000002253 acid Substances 0.000 claims description 5
- 239000004246 zinc acetate Substances 0.000 claims description 5
- 235000021355 Stearic acid Nutrition 0.000 claims description 4
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 4
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 4
- 239000008117 stearic acid Substances 0.000 claims description 4
- 239000011248 coating agent Substances 0.000 claims description 3
- 238000000576 coating method Methods 0.000 claims description 3
- 150000002148 esters Chemical class 0.000 claims description 3
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 2
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 2
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000005642 Oleic acid Substances 0.000 claims description 2
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 2
- 239000004203 carnauba wax Substances 0.000 claims description 2
- 235000013869 carnauba wax Nutrition 0.000 claims description 2
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 2
- 235000014113 dietary fatty acids Nutrition 0.000 claims 3
- 239000000194 fatty acid Substances 0.000 claims 3
- 229930195729 fatty acid Natural products 0.000 claims 3
- 150000004665 fatty acids Chemical class 0.000 claims 3
- 238000007789 sealing Methods 0.000 claims 1
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 24
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 12
- 239000005770 Eugenol Substances 0.000 description 12
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 12
- 229960002217 eugenol Drugs 0.000 description 12
- 239000004568 cement Substances 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 229960000583 acetic acid Drugs 0.000 description 7
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 235000011054 acetic acid Nutrition 0.000 description 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000012362 glacial acetic acid Substances 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- CXCPAWPKYBFNMS-UHFFFAOYSA-L C1(=C(O)C(=CC(CC=C)=C1)C(=O)[O-])OC.[Zn+2].C1(=C(O)C(=CC(CC=C)=C1)C(=O)[O-])OC Chemical compound C1(=C(O)C(=CC(CC=C)=C1)C(=O)[O-])OC.[Zn+2].C1(=C(O)C(=CC(CC=C)=C1)C(=O)[O-])OC CXCPAWPKYBFNMS-UHFFFAOYSA-L 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000012763 reinforcing filler Substances 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YPGLTKHJEQHKSS-ASZLNGMRSA-N (1r,4ar,4bs,7r,8as,10ar)-1,4a-dimethyl-7-propan-2-yl-2,3,4,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-1-carboxylic acid Chemical compound [C@H]1([C@](CCC2)(C)C(O)=O)[C@@]2(C)[C@H]2CC[C@@H](C(C)C)C[C@@H]2CC1 YPGLTKHJEQHKSS-ASZLNGMRSA-N 0.000 description 1
- UZZYXZWSOWQPIS-UHFFFAOYSA-N 3-fluoro-5-(trifluoromethyl)benzaldehyde Chemical compound FC1=CC(C=O)=CC(C(F)(F)F)=C1 UZZYXZWSOWQPIS-UHFFFAOYSA-N 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- PTFCDOFLOPIGGS-UHFFFAOYSA-N Zinc dication Chemical compound [Zn+2] PTFCDOFLOPIGGS-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 239000013626 chemical specie Substances 0.000 description 1
- 230000001427 coherent effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000000994 depressogenic effect Effects 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000011344 liquid material Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000003014 reinforcing effect Effects 0.000 description 1
- 239000012779 reinforcing material Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 208000011486 secondary dentine Diseases 0.000 description 1
- 239000003469 silicate cement Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- BKEFEYMWPDYICZ-UHFFFAOYSA-L zinc;2-ethoxybenzoate Chemical compound [Zn+2].CCOC1=CC=CC=C1C([O-])=O.CCOC1=CC=CC=C1C([O-])=O BKEFEYMWPDYICZ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- 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
- A61K6/849—Preparations for artificial teeth, for filling teeth or for capping teeth comprising inorganic cements
- A61K6/876—Calcium oxide
-
- 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
- A61K6/889—Polycarboxylate cements; Glass ionomer cements
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K6/00—Preparations for dentistry
- A61K6/90—Compositions for taking dental impressions
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)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Dental Preparations (AREA)
Abstract
A eugenol-free dental cement comprises as first component zinc oxide, calcium hydroxide or magnesium oxide or hydroxide and as second component a mixture of o- ethoxybenzoic acid and a hydrogenated rosin.
Description
SPECIFICATION
Improvements in dental cements
The present invention relates to an improved dental cement.
Dental cement is a known class of material and is used, for example, to cement dental restorations and appliances, for lining material to place under a restoration to provide thermal and chemical insulation for the tooth pulp, for luting materials and for temporary fillings.
A well known kind of dental cement is formed by mixing zinc oxide with eugenol to produce a hard coherent mass consisting of zinc oxide embedded in a matrix of a zinc eugenolate chelate formed by the reaction
It is known to accelerate the hardening reaction by addition of an accelerator such as zinc acetate and to incorporate a reinforcing resin such as polystyrene. Zinc oxide/eugenol cements are suitable for lining materials because they are bland but suffer from the defect of mechanical weakness.
The formation of dental cements of the zinc oxide/eugenol type but of improved mechanical strength has been described by Brauer et al [J. Dent. Res. 37, 547 (1958)]. Up to 60% of the eugenol is replaced with o-ethoxybenzoic acid and addition of reinforcing filler was found to give substantial strength improvements in originally rather weak materials. But these materials were difficult to mix, especially when a resinous reinforcing material was present. And the hydroxyl groups in the eugenol present inhibits free radical polymerisation so that, for example, an acrylic monomer-polymer slurry placed over an eugenol containing cement will not harden, so that it cannot be used as a lining material under most polymer-based restorative materials. Furthermore eugenol stains polymer-based and other restorative materials including silicate cement.
It has also been proposed in U.S. Patent No. 3047488 to form a dental cement by mixing calcium hydroxide with an ester of salicylic acid. Such cements are successful insofar as their alkaline nature stimulates the growth of secondary dentine and protects tooth pulp from acidic superstrates. But the hardened cement is even weaker than simple zinc oxide/eugenol cements.
An object of the invention is to provide a dental cement that does not contain eugenol and does not suffer from mixing problems.
The invention provides a dental cement comprising as first component zinc oxide or calcium hydroxide or magnesium oxide or hydroxide and as second component a mixture of o-ethoxybenzoic acid and a hydrogenated rosin.
It further provides a method for making a dental cement comprising mixing o-ethoxybenzoic acid and hydrogenated rosin to form a mixture that is a liquid or paste at ambient temperatures, adding zinc oxide or calcium hydroxide or magnesium oxide or hydroxide to the mixture and allowing the resulting dental cement to set.
O-ethoxybenzoic is a crystalline solid melting at 250C and is not suitable for use on its own as an ingredient of dental cement. The presence of eugenol in the Brauer et al compositions maintains the material in a liquid state but because there is maximum strength in such cements at a 2-ethoxybenzoic acid to eugenol ratio of 5:3 it is believed that chemical species other than pure zinc eugenolate and zinc 2-ethoxybenzoate are formed and that the cement does not behave as a simple mixture of the two parent cements [Wilson et al. J. Dent. Res. 53, 146 (1 974)]. This invention is based on the use of hydrogenated rosin (which contains hydrogenated abietic acids) as a melting point depressant in place of eugenol. In solution, the hydrogenated abietic acids may also undergo chemical reaction with zinc oxide.
A suitable hydrogenated rosin is available from the Hercules Chemical Company under the trade name Staybelite and consists predominantly of a mixture of dihydroabietic acid and tetrahydroabietic acid. A liquid material for use as an ingredient of dental cement may be made by melting the oethoxybenzoic acid and adding preferably 5-1 5% w/v of hydrogenated rosin. The liquid can be converted to a paste of suitable viscosity by melting a compatible relatively high melting point material in the liquid so that it becomes intimately mixed therewith and allowing the resulting mixture to cool.
Thus the above liquid may be heated to a temperature of 80--900C, 5--15% w/v of powdered
Carnauba wax (m.p.m 800 C) may be added and the solution allowed to cool to a paste-like consistency. If desired acetic acid may be added as accelerator and it functions, in the case of zinc oxide, by causing zinc ions to be released and where the zinc oxide is coated (see below) by dissolving the coating.
The zinc oxide or calcium hydroxide or magnesium oxide or hydroxide may be provided in the form of a powder which has a surface coating of stearic or oleic acid. Extrox 5 is a grade of zinc oxide coated with stearic acid and is available from Durham Raw Materials. Its use as an ingredient of dental cement has not previously been reported. Powdered calcium hydroxide is available from ICI under the trade name Limbux but is not surface coated. Reinforcing fillers such as silica and alumina may be added as well known in the art and if desired in the case of zinc oxide compositions 15% of finely ground zinc acetate may be added as accelerator, depending on the required rate of setting instead of acetic acid being present in the second component. The zinc oxide or calcium hydroxide may also be provided in the form of a paste.But while it might be thought that any biologically acceptable non-volatile liquid would be equally effective it has been found that the liquid vehicle selected is critical in its effect on the rate of set and on the final properties of the cement. Good setting properties have been found for zinc oxide or calcium hydroxide dispersed in a long chain aliphatic acid, alcohol or ester. Again surface coated zinc oxide should be used to give the best physical properties and rapid set with the maximum amount of zinc oxide being incorporated into the paste and again an accelerator such as zinc acetate or acetic-acid may be added.
The invention further consists in a two component pack for making a dental cement as aforesaid comprising a container in which is the first component in a package further containing a container in which is the second component together with directions in, on or associated with the pack for mixing the first and second components together to form a dental cement. The first component may be a powder and a measuring scoop may be provided dispensing appropriate single amounts of the powder.
The second component may be in liquid form in a bottle with a dispensing dropper and the pack containing a glass mixing pad and an instruction leaflet. Two versions of the pack may be provided, a normal setting version and a quick setting version containing an enhanced concentration of acetic acid or other accelerator.
The invention is illustrated by the following examples:
Example 1
Aluminium oxide and stearic acid coated zinc oxide were blended in the ratio 30/70 w/w.
o-ethoxybenzoic acid was melted and heated to 800 C, and 15% w/w hydrogenated rosin in powder form stirred in until fully dissolved. On cooling 1 ml of glacial acetic acid was added.
On mixing 5 g. powder to 1 ml liquid, the resulting cement set in 10 minutes at 21 OC and 5 minutes at 370C. The compressive strength was 555 MN/m2.
Example 2
Example 1 was repeated, but 0.25 ml glacial acetic acid was added to the liquid. This gave a setting time of 25 minutes at 21 OC and 10 minutes at 370C. The compressive strength was 564
MN/m2.
Example 3
Example 1 was repeated, but 0.15 ml glacial acetic acid was added to the liquid. This gave a setting time of 35 minutes at 21 OC and 14 minutes at 370C. The compressive strength was 625
MN/m2.
Claims (14)
1. A dental cement comprising as first component zinc oxide or calcium hydroxide or magnesium oxide or hydroxide and as second component a mixture of o-ethoxybenzoic acid and a hydrogenated rosin.
2. A dental cement according to Claim 1 wherein the second component is a mixture of 5-1 5% w/v of hydrogenated rosin with said o-ethoxybenzoic acid.
3. A dental cement according to Claim 1 or 2 wherein the second component is a liquid.
4. A dental cement according to Claim 1 or 2 wherein the second component is a paste.
5. A dental cement according to Claim 4 wherein the second component additionally comprises 5-1 5% w/v of Carnauba wax.
6. A dental cement according to any preceding claim wherein the first component is zinc oxide or calcium hydroxide in the form of a powder having a surface coating of a fatty acid.
7. A dental cement according to Claim 6 wherein the fatty acid is stearic or oleic acid.
8. A dental cement according to Claim 6 or 7 wherein the first component additionally comprises a setting accelerator.
9. A dental cement according to Claim 8 wherein the setting accelerator is zinc acetate or acetic acid.
1 0. A dental cement according to any of Claims 1 to 5 wherein the first component is zinc oxide or calcium hydroxide surface coated with a fatty acid and dispersed to form a paste in a liquid vehicle which is a long chain unsaturated acid alcohol or ester.
11. A dental cement according to Claim 10 wherein the first component additionally comprises zinc acetate or acetic acid as setting accelerator.
12. A dental cement substantially as described in any one of the examples.
13. A method for making a dental cement comprising mixing o-ethoxybenzoic acid and hydrogenated rosin to form a mixture that is a liquid or paste at ambient temperatures, adding zinc oxide or calcium hydroxide or magnesium oxide or hydroxide to the mixture and allowing the resulting dental cement to set.
14. The use of a dental cement as claimed in any of Claims 1 to 12 for cementing, lining, luting or filling teeth, taking impressions, temporary or permanent restorations, filling and sealing tooth root canals, or as a peridontal pack.
1 5. A two component pack comprising a container in which is the first component as defined in claim 1 and a container in which is the second component as defined in claim 1 together with directions to mix the first and second components together in specified proportions to form a dental cement.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB08125618A GB2108131B (en) | 1981-08-21 | 1981-08-21 | Dental cements |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB08125618A GB2108131B (en) | 1981-08-21 | 1981-08-21 | Dental cements |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2108131A true GB2108131A (en) | 1983-05-11 |
| GB2108131B GB2108131B (en) | 1985-05-30 |
Family
ID=10524103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08125618A Expired GB2108131B (en) | 1981-08-21 | 1981-08-21 | Dental cements |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2108131B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5540766A (en) * | 1995-04-10 | 1996-07-30 | Castellani; Nahor O. | Thermoplastic composition for root canal filling |
| WO1998022074A1 (en) * | 1996-11-18 | 1998-05-28 | Nils Lewinsky | Dressing material for dental use |
| GB2444600A (en) * | 2006-11-22 | 2008-06-11 | Scient Pharmaceuticals Inc | Desensitizing and Fluoridizing Dental Varnishes comprising hydrogenated rosin |
| US7563833B2 (en) | 2004-07-02 | 2009-07-21 | Scientific Pharmaceuticals, Inc. | Caries preventive desensitizing and fluoridizing dental varnishes |
| WO2022140832A1 (en) * | 2020-12-29 | 2022-07-07 | Angelus Industria De Produtos Odontologicos S/A | Medical and dental bioceramic composition for temporary use |
-
1981
- 1981-08-21 GB GB08125618A patent/GB2108131B/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5540766A (en) * | 1995-04-10 | 1996-07-30 | Castellani; Nahor O. | Thermoplastic composition for root canal filling |
| WO1998022074A1 (en) * | 1996-11-18 | 1998-05-28 | Nils Lewinsky | Dressing material for dental use |
| US7563833B2 (en) | 2004-07-02 | 2009-07-21 | Scientific Pharmaceuticals, Inc. | Caries preventive desensitizing and fluoridizing dental varnishes |
| GB2444600A (en) * | 2006-11-22 | 2008-06-11 | Scient Pharmaceuticals Inc | Desensitizing and Fluoridizing Dental Varnishes comprising hydrogenated rosin |
| WO2022140832A1 (en) * | 2020-12-29 | 2022-07-07 | Angelus Industria De Produtos Odontologicos S/A | Medical and dental bioceramic composition for temporary use |
Also Published As
| Publication number | Publication date |
|---|---|
| GB2108131B (en) | 1985-05-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) | ||
| PCNP | Patent ceased through non-payment of renewal fee |