WO2008064872A2 - Verfahren zur herstellung eines dentalprodukts und scannbares material - Google Patents
Verfahren zur herstellung eines dentalprodukts und scannbares material Download PDFInfo
- Publication number
- WO2008064872A2 WO2008064872A2 PCT/EP2007/010311 EP2007010311W WO2008064872A2 WO 2008064872 A2 WO2008064872 A2 WO 2008064872A2 EP 2007010311 W EP2007010311 W EP 2007010311W WO 2008064872 A2 WO2008064872 A2 WO 2008064872A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- impression
- pigments
- impression material
- metal
- crosslinking
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C9/00—Impression cups, i.e. impression trays; Impression methods
-
- 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
- A61C13/0003—Making bridge-work, inlays, implants or the like
-
- 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
- A61C13/0003—Making bridge-work, inlays, implants or the like
- A61C13/0004—Computer-assisted sizing or machining of dental prostheses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C5/00—Filling or capping teeth
- A61C5/70—Tooth crowns; Making thereof
- A61C5/77—Methods or devices for making crowns
-
- 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
-
- 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
- A61C13/0003—Making bridge-work, inlays, implants or the like
- A61C13/0006—Production methods
- A61C13/0007—Production methods using sand blasting
-
- 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
- A61C13/0003—Making bridge-work, inlays, implants or the like
- A61C13/0006—Production methods
- A61C13/0018—Production methods using laser
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61C—DENTISTRY; APPARATUS OR METHODS FOR ORAL OR DENTAL HYGIENE
- A61C9/00—Impression cups, i.e. impression trays; Impression methods
- A61C9/004—Means or methods for taking digitized impressions
- A61C9/0046—Data acquisition means or methods
- A61C9/0053—Optical means or methods, e.g. scanning the teeth by a laser or light beam
Definitions
- the invention relates to a method for producing a dental product, for example a crown or bridge, wherein first an impression is made as a negative mold of at least one tooth or tooth stump with an impression material and then the dental product is produced by machine. Furthermore, the invention relates to an impression material which is suitable for use in such a method.
- DE 103 39 247 A1 proposes a method for producing a dental restoration, in which an impression of the oral situation is scanned as a negative form, dispensing with the provision of a positive model, the result of the scan being used for the mechanical production of the dental model. Restoration is used.
- the mechanical scanning of this negative model is particularly disadvantageous in the area of undercuts. Even with an optical scan of the negative model often enough information can not be obtained for the exact reproduction of all details. In particular, the detection of edges and unfavorable angular positions in an optical scanning is difficult. The optical scanning is therefore felt to be in need of improvement.
- DE 100 38 564 A1 proposes a composition for producing a shaped body to which a metal powder, a powder of a metal alloy or a powder of a pigment with a metallic effect is admixed.
- a metal powder, a powder of a metal alloy or a powder of a pigment with a metallic effect is admixed.
- this material is only suitable for impressions in the range of about 1 to 2 mm, which are used for example in the bite registration.
- the present invention is based on the object to provide a method and an impression material to be used in this case, which allows good handling a reproducible high quality and accuracy of a dental product produced using a scanning result.
- This object is achieved essentially by the fact that in a method of the type mentioned at least part of the surface of the impression of a tooth or tooth stump is roughened before the roughened impression scanned by negative mold and then machined using the result of the scanner a dental product becomes.
- the invention is based on the idea that the roughening of the surface The impression leads to a matting, which significantly improves the scanner result. In this way, impressions with a depth of more than 2 mm can be easily scanned and dental products produced with high accuracy using the result of the scan.
- the roughening of the surface of the impression takes place by means of laser irradiation, splatter method, vapor deposition, plasma method sandblasting and / or powder jet method.
- sandblasting is a method in which z. B. rough quartz sand is sprayed with compressed air to the negative mold.
- finer sand finer sand, z. As sodium bicarbonate, sprayed to achieve a roughening of the surface of the impression to improve the scanning ability.
- Both the sandblasting and the powder jet method have the advantage that such devices are present in the laboratory or at the dentist, so that no additional investments in a dental practice are incurred. Consequently, a dentist does not have to learn any new procedures.
- devices for the powder jet method with which usually coverings are removed on the tooth, are usually present at each dental chair of a dental practice.
- Both a mechanical scanning and a non-contact scanning of the roughened impression are suitable for the method according to the invention.
- the scanning of the roughened impression takes place without contact. This can be done for example by a laser scan, a fringe projection or with a CCD camera.
- the non-contact scanning with the above-mentioned CE-REC 3 System ® Sirona Dental Systems GmbH, wherein the software that is usually used to scan a positive model, is adapted to the inventive method to instead of sublime impres- sions, ie a negative form, to scan.
- the at least one tooth or tooth stump is shaped only after the grinding, ie after the preparation, and this negative form is roughened and subsequently scanned.
- an impression it is also possible for an impression to be created first of the original tooth situation, the data of which is used to produce the outer contour of the dental product, while after the preparation a further impression is taken, the data for producing the inner contour of the dental product be used.
- a pattern is selected from a database, in particular an image database, and this image is used to produce the dental product using the result of the scan.
- the mechanical production of the dental product is then preferably carried out in a CAD and / or CAM process. In this way, dental products can be manufactured with high precision in an automated and cost-effective manner.
- a significant advantage of the method according to the invention is that in some cases conventional impression materials for creating the negative mold can be used, which are then scanned after roughening. Since every dentist is familiar with the handling of impression materials, no new techniques need to be learned and no special equipment must be provided.
- the object underlying the invention is further achieved by a particularly optically scannable impression material which is suitable for producing an impression of at least one tooth or tooth stump, wherein the impression material contains 0.01 to 80% by weight of titanium dioxide, zirconium dioxide, zinc oxide and / or barium sulfate ,
- the impression material may essentially be a known, irreversibly crosslinking impression material that is elastically deformable in the cured state.
- the impression material Panasil ® chain Bach GmbH & Co. KG is. It has been found that the scanning result can be further improved if the impression material contains about 0.1 to 70% by weight, in particular 1 to 20% by weight and particularly preferably about 2 to about 15% by weight of titanium dioxide, zirconium dioxide, zinc oxide and / or or barium sulfate. According to a preferred embodiment, the impression material contains at least 10% by weight of titanium dioxide, zirconium dioxide, zinc oxide and / or barium sulfate.
- the impression material contains in particular black color pigments, dyes applied to a carrier material and / or oil-soluble and / or polymer-soluble dyes.
- black color pigments dyes applied to a carrier material and / or oil-soluble and / or polymer-soluble dyes.
- a gray tint of the negative form is achieved, which is particularly suitable for optical scanning.
- the abovementioned pigments which improve the scannability of the impression compound by brightening and altering the contrast, can be combined with the customary reinforcing and non-reinforcing fillers.
- Pigments in the context of the present invention are inorganic and organic virtually insoluble colorants which have a refractive index equal to or greater than 1.7.
- a filler is understood as meaning a substance which influences the properties of the impression material in terms of hardness, strength, elasticity and elongation and has a refractive index of less than or equal to 1.7. These may be reinforcing fillers or non-reinforcing fillers or mixtures thereof.
- reinforcing fillers are highly dispersed, active fillers having a BET surface area of at least 50 m 2 / g. Particularly suitable are those having a single particle size in the nanometer range, which may be present as aggregates and / or agglomerates.
- Preferred reinforcing fillers are substances selected from the group consisting of aluminum hydroxide, aluminum oxide, calcium carbonate and sulfate, silicon dioxide, silicates such as talc, clay and mica, as well as precipitated and / or fumed silica.
- the abovementioned compounds can be used individually or in any combination with one another, and also in both hydrophilic and hydrophobicized form.
- the same substances as for the reinforcing fillers are suitable as non-reinforcing fillers, although the non-reinforcing ones have necessarily a BET surface area of less than 50 m 2 / g (publication series "Pigments Degussa”). acids, number 12, page 5 and number 13, page 3).
- Preferred non-reinforcing fillers are substances which are selected from the group consisting of alkaline earth metal oxides, alkaline earth metal hydroxides, alkaline earth metal fluorides, alkaline earth metal carbonates, calcium apatite (Ca 5 [(F, Cl, OH, / 2CO 3 ) I (PO-O 3 ], in particular calcium hydroxyapatite (Ca 5 [(OH) 1 (PO 4 ) 3 ], aluminum hydroxide, alumina, silica, precipitated silica and calcium carbonate.)
- the compounds mentioned above can be used individually or in any combination with each other, including both hydrophilic and inorganic hydrophobicized form.
- the impression material of the invention is based on alginates, condensation-crosslinking and / or addition-crosslinking silicones, addition-crosslinking aciridino-polyethers, addition-crosslinking silico-polyethers, condensation-crosslinking alkoxy-silyl polyethers, condensation-crosslinking polysulfides and polyethers crosslinking via metathesis reaction. or metathesis crosslinking silicones, and comprises pigments in the form of a combination of contrasting pigments and brightening pigments, the latter containing titanium dioxide, zinc oxide, barium sulfate and / or preferably zirconium dioxide.
- the impression material according to the invention is in the form of a 2-component dental impression material based on addition-crosslinking silicones with components A and B.
- Component A contains an organopolysiloxane having at least two ethylenically unsaturated groups and a hydrosilylation catalyst
- component B contains an organohydrogenpolysiloxane.
- components A and / or B contain pigments in the form of a combination of contrasting pigments and lightening pigments, the latter containing titanium dioxide, zinc oxide, barium sulfate and / or preferably zirconium dioxide.
- the organopolysiloxane having at least two ethylenically unsaturated groups is preferably a vinyl-containing polydimethylsiloxane, which may optionally be in the form of a mixture of various vinyl-containing polydimethylsiloxanes.
- the viscosity of the organopolysiloxanes is usually less than 180,000 mPa-s at 20 0 C, preferably from 20 to 165,000 mPa-s at 20 0 C.
- the hydrosilylation catalyst is preferably a platinum catalyst.
- the organohydrogenpolysiloxane is preferably a polymethylhydrogensiloxane, which may optionally be present in the form of a mixture of different polymethylhydrogensiloxanes.
- Organohydrogenpolysiloxanes having an Si-H content of 0.01 to 15 mmol / g are used.
- the brightening pigments used are preferably pigments which have a doping and / or superficial coating of titanium dioxide, zinc oxide, barium sulfate and / or zirconium dioxide, and the inorganic white pigments in the form of metal oxides, metal hydroxides, metal oxide hydrates, metal carbonates, metal silicates or metal sulfates of the metals magnesium , Calcium, strontium, barium, boron, aluminum, silicon, titanium, zinc.
- These lightening pigments were doped with titanium dioxide, zinc oxide, barium sulfate and / or preferably zirconium dioxide during the production process and / or were provided on the surface with a layer of titanium dioxide, zinc oxide, barium sulfate and / or preferably zirconium dioxide.
- the proportion of lightening pigments in the dental impression material according to the invention is from 10 to 80% by weight, preferably from 15 to 80% by weight, based on the dental impression material.
- pigments are used which are dark in color, preferably black or black-gray. These are preferably dark-colored pigments which are selected from the group of metals, carbon, in particular carbon black and / or graphite, metal oxides, metal hydroxides, metal oxide hydrates, metal silicates, sulfur-containing metal silicates, metal sulfides, the metal cyanides, the metal selenides, the metal chromates, the Metallmolybdate and the insoluble or insolubilized by laking or applied to inorganic pigments organic dyes.
- These contrast-providing pigments are to be used in such a form, for example, in a sufficiently sized grain size and a suitable grain shape, the desired contrast-enhancing effect is achieved.
- the proportion of contrast-producing pigments in the dental impression material according to the invention is less than 1% by weight, preferably less than 0.1% by weight and more preferably between 0.0001 and 0.01% by weight, based on the dental impression material.
- Particularly preferred lightening pigments have a stabilization and / or surface coating with zirconium dioxide.
- Impression materials which have a proportion of at least 10% by weight, in particular of at least 15% by weight, based on the total weight of the dental material, of contrasting pigments are preferred.
- the impression materials according to the invention preferably have a combination of contrasting pigments and brightening pigments, which is selected such that the impression materials when examined with the CEREC measuring system in the cured state have brightness values of> 90% and contrast. contrast values of> 90%, measured in comparison to the reference material zirconium oxide.
- the impression materials according to the invention have a combination of contrasting pigments and brightening pigments, which is selected such that the impression materials when examined with the L * a * b * color measurement system in the cured state have L values of> 80, preferably> 85, in particular> 90 and in investigations of the scanning ability with the CEREC measuring system in the cured state have brightness values of> 90% and contrast values of> 90%, measured in comparison to the reference material zirconium dioxide.
- the impression material according to the invention is preferably used for the production of dental products, such as bridges, crowns or dental prostheses, and very particularly preferably as a bite registration material.
- the invention also relates to these uses.
- the single FIGURE shows a comparison of the gap dimensions and weights of soft samples, which were prepared by a conventional method (Comparative Example 1) and by the inventive method according to Example 1. Comparative Example 1 Production of an Inlay by Intra-Oral Scanning with the CEREC 3 System®
- Example 1 (Inventive): Preparation of an inlay by scanning a negative mold with a modified CEREC 3 System®
- This impression was matted for 30 seconds using a powder jet method (eg, Prophyflex Kavoprophypearls, KaVo Dental GmbH). Subsequently, this negative form was recorded with a modified CEREC 3 System® (Sirona Dental Systems GmbH), the software being modified in such a way that impressions could be scanned in place of raised areas.
- a powder jet method eg, Prophyflex Kavoprophypearls, KaVo Dental GmbH
- a two-layer inlay was constructed from the virtual model thus produced and milled from a Mark II ceramic blank (VITA Zahnfabrik H. Rauter GmbH & Co. KG). Turn five soft samples were prepared from the inlay by filling the cavity with PANA sil ® contact plus (Kettenbach GmbH & Co. KG) and the inlay was inserted into the filled cavity.
- the soft samples were placed in plastic (PalaXpress ®, Heraeus Kulzer GmbH) poured and then ground down horizontally and vertically in different planes and measured.
- the gap width was 77 ⁇ m and the gap volume 7.50 mm 3 .
- Example 2 (Inventive) and Comparative Examples 2 to 4:
- a closed kneader 53 parts of cristobalite fine flour with a mean grain size of 7 microns, 3 parts of a pyrogenically prepared, highly dispersed hydrophobicized silica having a BET surface area of 150m 2 / g, 0.3 parts of zeolite (molecular sieve), 15 parts ZrO 2 coated TiÜ 2 with the particle size of 0.24 microns, 25 parts Divinylpolydimethylsiloxan with a viscosity of 50 mPa-s measured at 20 0 C, 2.5 parts of trimethysiloxypolydimethylsiloxane, 0.6 parts of platinum catalyst and 0.1 parts of a Fettalkoholethoxylates homogenized for 2 hours and then degassed for 15 minutes in vacuo.
- a white medium-flowing paste (ISO 4823) was obtained.
- the paste provided the component A of the two-component silicone material of the invention. After storage at 60 0 C for one month were the viscosity and the reactivity in the desired range.
- a closed kneader 53 parts of cristobalite fine flour with a mean grain size of 7 microns, 2.5 parts of a pyrogenically prepared, highly dispersed hydrophobized silica having a BET surface area of 150r ⁇ v7g, 0.06 parts of the black colorant, 15 parts ZrO 2 coated TiO 2 with the particle size of 0.24 .mu.m, 20.5 parts Divinylpolydimethysiloxan with a viscosity of 50 mPa-s measured at 20 0 C, 7 parts Polymethylhydrogensilo- xan with a viscosity of 50 mPa-s measured at 20 0 C, 2 parts Trimethysi - Loxypolydimethylsiloxan and 0.15 parts of a fatty alcohol ethoxylate homogenized for 2 hours and then degassed for 15 minutes in vacuo.
- a white medium-flowing paste (ISO 4823) was obtained.
- the paste provided
- components A and B 50 parts of components A and B were expressed from a cartridge (Mixpac) and mixed homogeneously by means of a static mixer (Mixpac).
- the product remained processable at room temperature for approximately 15 seconds and completely cured at a temperature of 35 ° C within 60 seconds of the start of mixing.
- the bite registration material was examined in its color using the CIELAB method with a Konica Minolta colorimetric system and its scanning capability with the CEREC camera system. The results are shown in Table 1.
- a commercial bite registration material Metalbite® from R-Dental (Lot. 6403750) based on addition-crosslinking vinylpolysiloxanes was mixed according to the manufacturer's instructions and allowed to set.
- the product was processable at room temperature for about 30 seconds and completely cured at a temperature of 35 ° C within about two minutes of the start of mixing.
- the bite registration material was examined in its color using the CIELAB method with a Konica Minolta colorimetric system and its scanning capability with the CEREC camera system. The results are shown in Table 1.
- a commercial bite registration material Stonebite Scan ® Fa. Dreve (Lot. 602143/602147) based on addition-crosslinking vinylpolysiloxanes was mixed according to the manufacturer's instructions and allowed to set. The product was processable at room temperature for about 30 seconds and fully cured at a temperature of 35 ° C within about two minutes of the start of mixing.
- the bite registration material was examined in its color using the CIELAB method with a Konica Minolta colorimetric system and its scanning capability with the CEREC camera system. The results are shown in Table 1.
- vanilla Bite® Fa. Discus Inc. (Lot. 06068001) based on addition-crosslinking vinylpolysiloxanes was mixed according to the manufacturer's instructions and allowed to set.
- the product was processable at room temperature for about 30 seconds and completely cured at a temperature of 35 ° C within about two minutes of the start of mixing.
- the bite registration material was examined in its color using the CIELAB method with a Konica Minolta colorimetric system and its scanning capability with the CEREC camera system. The results are shown in Table 1. This example shows that a white non-scanning bite registration material can achieve some brightness in the L * a * b * color measurement, which is a requirement for scanning, but no contrast is produced when scanning with the CEREC camera system which can lead to unfavorable scanning results.
- the product was measured with a CEREC 3 camera (Sirona) against a CE-REC ZrO 2 standard from Sirona.
- a test specimen in the dimensions 4.8 / 16.9 / 19.4 mm was created and inserted into a camera attachment, wherein a precisely predetermined distance of the surface is defined to the scan camera.
- the material was measured with the Sirona software version 2.80 R228015 CEREC inLab.
Abstract
Description
Claims
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP07856276A EP2097038A2 (de) | 2006-11-28 | 2007-11-28 | Verfahren zur herstellung eines dentalprodukts und scannbares material |
JP2009538635A JP2010510842A (ja) | 2006-11-28 | 2007-11-28 | 歯科用製品の製造法および走査可能な材料 |
US12/516,759 US20100035210A1 (en) | 2006-11-28 | 2007-11-28 | Method for Producing a Dental Product, and Scannable Material |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE102006056451A DE102006056451A1 (de) | 2006-11-28 | 2006-11-28 | Verfahren zur Herstellung eines Dentalprodukts und scannbares Material |
DE102006056451.0 | 2006-11-28 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2008064872A2 true WO2008064872A2 (de) | 2008-06-05 |
WO2008064872A3 WO2008064872A3 (de) | 2008-11-13 |
Family
ID=39247381
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2007/010311 WO2008064872A2 (de) | 2006-11-28 | 2007-11-28 | Verfahren zur herstellung eines dentalprodukts und scannbares material |
Country Status (5)
Country | Link |
---|---|
US (1) | US20100035210A1 (de) |
EP (1) | EP2097038A2 (de) |
JP (1) | JP2010510842A (de) |
DE (1) | DE102006056451A1 (de) |
WO (1) | WO2008064872A2 (de) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102009006173A1 (de) | 2009-01-26 | 2010-07-29 | Ernst Mühlbauer Gmbh & Co. Kg | Dentalmaterial |
EP2840087A1 (de) | 2013-08-23 | 2015-02-25 | Evonik Degussa GmbH | Guanidingruppen aufweisende semi-organische Siliciumgruppen enthaltende Verbindungen |
WO2016099987A1 (en) | 2014-12-16 | 2016-06-23 | 3M Innovative Properties Company | Cationically curing dental composition containing polymeric particles and use thereof |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102013211200B4 (de) | 2013-06-14 | 2018-11-29 | Kulzer Gmbh | Scanbarer Löffel zur Herstellung einer Dentalprothese |
DE102015122861A1 (de) * | 2015-12-28 | 2017-06-29 | Degudent Gmbh | Verfahren zur Herstellung eines Rohlings, Rohling sowie eine dentale Restauration |
DE102018119079A1 (de) * | 2018-08-06 | 2020-02-06 | Redios-Tec Gmbh | Verfahren zur Herstellung eines Dentalbauteils |
DE102020109280A1 (de) | 2020-04-02 | 2021-10-07 | Kulzer Gmbh | Lichthärtende Zusammensetzung für die Herstellung dentaler Bauteile mit matten Oberflächen |
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US3082527A (en) * | 1955-08-05 | 1963-03-26 | Wacker Chemie Gmbh | Process for making dental impression masses |
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JPH0639570B2 (ja) * | 1988-10-18 | 1994-05-25 | 信越化学工業株式会社 | パテ状硬化性オルガノポリシロキサン組成物 |
DE69028346T2 (de) * | 1989-05-19 | 1997-02-27 | Shinetsu Chemical Co | Härtbare Siliconmassen |
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JP2002224142A (ja) * | 2001-01-31 | 2002-08-13 | Gc Corp | 歯科用補綴物の作製方法 |
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DE10339247B4 (de) * | 2003-08-26 | 2009-04-02 | Ivoclar Vivadent Ag | Verfahren zur Herstellung einer Dental-Restauration |
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2006
- 2006-11-28 DE DE102006056451A patent/DE102006056451A1/de not_active Ceased
-
2007
- 2007-11-28 JP JP2009538635A patent/JP2010510842A/ja active Pending
- 2007-11-28 WO PCT/EP2007/010311 patent/WO2008064872A2/de active Application Filing
- 2007-11-28 EP EP07856276A patent/EP2097038A2/de not_active Withdrawn
- 2007-11-28 US US12/516,759 patent/US20100035210A1/en not_active Abandoned
Non-Patent Citations (1)
Title |
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None |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102009006173A1 (de) | 2009-01-26 | 2010-07-29 | Ernst Mühlbauer Gmbh & Co. Kg | Dentalmaterial |
EP2840087A1 (de) | 2013-08-23 | 2015-02-25 | Evonik Degussa GmbH | Guanidingruppen aufweisende semi-organische Siliciumgruppen enthaltende Verbindungen |
DE102013216787A1 (de) | 2013-08-23 | 2015-02-26 | Evonik Degussa Gmbh | Guanidingruppen aufweisende semi-organische Siliciumgruppen enthaltende Verbindungen |
US9353225B2 (en) | 2013-08-23 | 2016-05-31 | Evonik Degussa Gmbh | Compounds having guanidine groups and containing semi-organic silicon groups |
WO2016099987A1 (en) | 2014-12-16 | 2016-06-23 | 3M Innovative Properties Company | Cationically curing dental composition containing polymeric particles and use thereof |
US10751262B2 (en) | 2014-12-16 | 2020-08-25 | 3M Innovative Properties Company | Cationically curing dental composition containing polymeric particles and use thereof |
Also Published As
Publication number | Publication date |
---|---|
JP2010510842A (ja) | 2010-04-08 |
EP2097038A2 (de) | 2009-09-09 |
WO2008064872A3 (de) | 2008-11-13 |
US20100035210A1 (en) | 2010-02-11 |
DE102006056451A1 (de) | 2008-06-05 |
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