EP0203149A1 - Composition a base de silicone pour la preparation de moulages dentaires - Google Patents
Composition a base de silicone pour la preparation de moulages dentairesInfo
- Publication number
- EP0203149A1 EP0203149A1 EP85906013A EP85906013A EP0203149A1 EP 0203149 A1 EP0203149 A1 EP 0203149A1 EP 85906013 A EP85906013 A EP 85906013A EP 85906013 A EP85906013 A EP 85906013A EP 0203149 A1 EP0203149 A1 EP 0203149A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- composition
- catalyst
- general formula
- cst
- tin
- 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.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 41
- 229920001296 polysiloxane Polymers 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title description 4
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims abstract description 27
- 238000006068 polycondensation reaction Methods 0.000 claims abstract description 8
- 238000000465 moulding Methods 0.000 claims abstract description 6
- 239000003054 catalyst Substances 0.000 claims description 40
- 239000003431 cross linking reagent Substances 0.000 claims description 24
- 239000000945 filler Substances 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 11
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- -1 2-ethyl Chemical group 0.000 claims description 9
- YKGBNAGNNUEZQC-UHFFFAOYSA-N 6-methyl-n,n-bis(6-methylheptyl)heptan-1-amine Chemical group CC(C)CCCCCN(CCCCCC(C)C)CCCCCC(C)C YKGBNAGNNUEZQC-UHFFFAOYSA-N 0.000 claims description 8
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 8
- 238000002156 mixing Methods 0.000 claims description 8
- 239000003381 stabilizer Substances 0.000 claims description 8
- 150000003512 tertiary amines Chemical class 0.000 claims description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- 230000008569 process Effects 0.000 claims description 7
- 239000000049 pigment Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- 238000006482 condensation reaction Methods 0.000 claims description 5
- 239000012188 paraffin wax Substances 0.000 claims description 5
- 239000010453 quartz Substances 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000004215 Carbon black (E152) Substances 0.000 claims description 4
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 4
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 229930195733 hydrocarbon Natural products 0.000 claims description 4
- 229910001868 water Inorganic materials 0.000 claims description 4
- 229920002261 Corn starch Polymers 0.000 claims description 3
- 239000008120 corn starch Substances 0.000 claims description 3
- 230000002209 hydrophobic effect Effects 0.000 claims description 3
- 238000006864 oxidative decomposition reaction Methods 0.000 claims description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
- 150000003335 secondary amines Chemical class 0.000 claims description 3
- 150000002430 hydrocarbons Chemical class 0.000 claims description 2
- 230000001698 pyrogenic effect Effects 0.000 claims description 2
- 239000000377 silicon dioxide Substances 0.000 claims description 2
- 229910002808 Si–O–Si Inorganic materials 0.000 claims 1
- 239000007809 chemical reaction catalyst Substances 0.000 claims 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 claims 1
- 150000002902 organometallic compounds Chemical group 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 abstract description 13
- 150000001412 amines Chemical class 0.000 abstract description 4
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 239000012974 tin catalyst Substances 0.000 abstract 1
- 239000006072 paste Substances 0.000 description 24
- 239000012530 fluid Substances 0.000 description 15
- 210000000214 mouth Anatomy 0.000 description 8
- 239000011505 plaster Substances 0.000 description 7
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 5
- 239000004205 dimethyl polysiloxane Substances 0.000 description 5
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 5
- 235000012239 silicon dioxide Nutrition 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 4
- 229910021485 fumed silica Inorganic materials 0.000 description 4
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 4
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 229910052763 palladium Inorganic materials 0.000 description 3
- 239000000454 talc Substances 0.000 description 3
- 229910052623 talc Inorganic materials 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- 229920002472 Starch Polymers 0.000 description 2
- OSGAYBCDTDRGGQ-UHFFFAOYSA-L calcium sulfate Chemical compound [Ca+2].[O-]S([O-])(=O)=O OSGAYBCDTDRGGQ-UHFFFAOYSA-L 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000009833 condensation Methods 0.000 description 2
- 230000005494 condensation Effects 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 238000004132 cross linking Methods 0.000 description 2
- 229920001971 elastomer Polymers 0.000 description 2
- 239000000806 elastomer Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000001023 inorganic pigment Substances 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 150000004756 silanes Chemical class 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 101100536354 Drosophila melanogaster tant gene Proteins 0.000 description 1
- 229910001252 Pd alloy Inorganic materials 0.000 description 1
- 229910008051 Si-OH Inorganic materials 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 229910006358 Si—OH Inorganic materials 0.000 description 1
- BOTDANWDWHJENH-UHFFFAOYSA-N Tetraethyl orthosilicate Chemical compound CCO[Si](OCC)(OCC)OCC BOTDANWDWHJENH-UHFFFAOYSA-N 0.000 description 1
- YKTSYUJCYHOUJP-UHFFFAOYSA-N [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] Chemical compound [O--].[Al+3].[Al+3].[O-][Si]([O-])([O-])[O-] YKTSYUJCYHOUJP-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000002144 chemical decomposition reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 230000008602 contraction Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N ethyl hexanoate Chemical compound CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 1
- 238000011049 filling Methods 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052914 metal silicate Inorganic materials 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000012860 organic pigment Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 150000003058 platinum compounds Chemical class 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- SCPYDCQAZCOKTP-UHFFFAOYSA-N silanol Chemical compound [SiH3]O SCPYDCQAZCOKTP-UHFFFAOYSA-N 0.000 description 1
- 125000005624 silicic acid group Chemical class 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 229940034610 toothpaste Drugs 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/17—Amines; Quaternary ammonium compounds
-
- 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
Definitions
- the present invention relates to a dental composition based on polysiloxane, which rapidly cures by a condensation reaction at ambient temperature, comprising:
- R, alkyl, and, optionally
- filler material for the formation of a desired composition
- talc paraffin
- pyrogenic silica -2- calciu carbonate
- quartz quartz
- water starch and pigments.
- the present invention relates to a hydroxysilicone composition with a combination of cross-linking agent/ catalyst which polymerizes through a condensation reaction, and is useful for the accurate molding of teeth.
- This two- component system comprises two pastes, or a paste and a low-viscosity liquid which, after being mixed, vulcanize at ambient temperature, i.e., the paste of the first component containing hydroxysilane polymerizes after being mixed with the cross-linking agent/catalyst within 2-5 minutes at ambient temperature to provide an elastomeric article.
- Si li cone compositions for dental impressions are well known and widely used.
- they comprise dime hy lpolysiloxane with vinyl terminal groups, a catalyst based in platinum compounds and filler material, and are available at various consistencies, from non-fluid pastes to fluids.
- the second member also consists of pastes or fluids comprising si lane terminal groups or internal silane functionality for cross-linking and elastomer formation.
- the disadvantage of dental impressions obtained by polyaddition reactions and based on vinyl-si licone is the -3- re lease o ' f hydrogen gas which, after the introduction of the filler material in the composition, causes imperfections on the surface of the finished article.
- the hydrogen gas is formed by reaction of the vinyl groups of dimethylpolysiloxane with the non- reacted Si-H groups of the cross-linking agent, since they are in excess, and the hydrogen gas formation is brought about by the mouth moisture, by the subsequent application of plaster and by the platinum catalyst.
- the damaged surface of plaster has a large number of small craters, thus impairing the quality of the finished article.
- German "Of fenlegunsschrif t" No. 2926405 describes a process to avoid these disadvantages.
- palladium or palladium alloys of high commercial value are incorporated to the system, using the known hydrogen absorption by palladium.
- compositions consist of two pastes, or a paste and a fluid, i.e., one base paste comprising hydroxyl silicone fluid with filler material and a cross-linking agent/catalyst paste or fluid containing tetraal yloxide silane with organic tin compounds as catalysts.
- U. S. patents 4,360,354 and 4,1-37,249 describe the use of tin IV compounds as active catalysts for the promotion of condensation of the hydroxi-terminated dimethylpolysiloxane fluid.
- Diorganopolysiloxanes capped with hydroxyl terminal groups may be cross-linked by a mixture containing a reaction product of esters of silicic acids with or-ganic tin IV compounds of the general formula
- R is an alkyl radical and R' is a monovalent hydrocarbon radical.
- These cross-linking agents/catalysts are based on well known stable tin IV compounds. Catalyst materials for the condensation of hydroxypolysiloxanes , and tetraalkyloxide si lanes based on tin II compounds are less known. The oxi dative instability of the tin II compounds with chemical structure such as
- R* is a monovalent hydrocarbon radical
- -5- Repeated exposure to air and moisture of the catalytic compounds of tin II causes a chemical decomposition into substances which no longer catalyse, nor cause polycondensa- tion of polysiloxanes containing hydroxyl groups.
- the simple combination of tin II compounds with tetraalkyloxisilanes also inactivates the cat_alyst, even without exposure to air and or humidity.
- tin II compounds such as tin bis (2-ethylhexoate)
- tertiary amines such as tris-isooctyl amine and formulated with tetraalkyloxide silanes
- the tin II compound becomes unexpectedly stable to oxidative decomposition by addition of small quantities of te tiary amines.
- the stability deficiency of the tin II active catalyst was overcome in a simple manner, using a stabilizing agent for tin II, such as tertiary amines in general and, more specifically, longer chain alkyl tertiary amines, and preferably, tris-isooctyl- amine together with di- , tri- and tetraalkyloxide silanes and, most preferably, tetraethoxysilane.
- a stabilizing agent for tin II such as tertiary amines in general and, more specifically, longer chain alkyl tertiary amines, and preferably, tris-isooctyl- amine together with di- , tri- and tetraalkyloxide silanes and, most preferably, tetraethoxysilane.
- this invention relates, in particular, to dental compositions based on polysiloxanes curable at ambient temperature and cross-linkable by poly condensation reaction, containing:
- R methoxy, ethoxy, propoxy, butoxy
- R monovalent hydrocarbon, and stabilized from oxidative decomposition by a primary, secondary or tertiary amine of the general formula
- hydroxysilicone compositions according to this invention are useful for the production of dental molds , such molds accurately reproducing tooth details through dental plaster molds.
- the preparation of the mold consists of a thorough mixing of the base component with the cross-linking agent/ catalyst component, subsequent introduction of this mixture into the oral cavity, where solidification occurs, and the removal of the cured mold from the oral cavity.
- the dental model is then obtained by filling the mold with plaster which, after curing, accurately reproduces the teeth forms.
- compositions are:
- the silicone fluid (a) is a dimethylpolysiloxane with hydroxyl terminal groups or internal hydroxyl functionality, with viscosity between 50 cst to several million cst, at 25°C, depending on the desired consistency of the composition.
- the filler (b) may be quartz, calcium carbonate, metal silicates, precipitated or pyrogenic silica, talc, , vaseline or paraffin, starches or similar.
- the cross- linking agent (c) is a di- , tri- or tetra- alkyloxisilane , particularly polydimethylsiloxane, which has alkyloxide functionality on at least two silicon atoms per molecule.
- Ethyl orto-and/or polysilicates are particularly useful.
- the ethyl polysilicates may have a Si0 2 content of up to 40%.
- Siloxane copolymers of various molecular weights and trialkyloxisilyl or dialkyloxisyl terminal groups are well known.
- the catalyst (d) is a tin II compound prepared from tin bis (2-ethylhexoate) stabilized with tertiary amine such as tri-isooctylamine. This stabilized tin II catalyst was unknown up to the present time.
- the stabilized catalyst may be used in a fluid condition or formulated with inert fillers to produce a paste.
- Colorants and pigments are used for differentiation between the base paste and the catalyst and as a control of the mixture uniformity. Inorganic and organic pigments are preferred. ⁇
- the base paste was prepared by mixing 19% polydimethyl- siloxane with hydroxyl terminal groups, with a viscosity of 20000 cst at 25°C; 16.6% micronized talc; 7.6% calcium carbonate; 2% pyrogenic silica with a specific surface of
- the cross-linking agent/catalyst was prepared mixing 45% ethyl polysilicate with a 35% SiO- content, 45% tin bis (2-ethylhexoate) , and 10% tri-isooctylamine.
- the cross-linking agent/catalyst was put into a closed glass bottle and placed in an oven, kept at a constant temperature of 45°C+2°C, during 8 months. After this period of time, the procedure of this example was repeated, only modified by the fact that the cross-linking agent/catalyst aged in the oven was used and the evolution of the Shore A hardness did not change significantly.
- the base paste was prepared as described in example 1.
- a cross-linking agent/catalyst paste was prepared mixing 39.6 parts of 35% ethyl polysilicate, 39.6 parts of tin bis (ethylhexoate) , and 8.8 parts tri-isooctylamine and 10.6% of hydrophobic pyrogenic silica, and 1.4 of an inorganic pigment.
- the cross- linking agent/catalyst fluid was prepared mixing 50 parts of ethyl polysi licate with 35% SiO- content , with 50 parts of tin bis ( 2-ethylhexoate ) , with no amine stabili zing agent .
- the cross-linking agent/catalys t fluid thus prepared was placed in a closed glass bottle and kept at ambient temperature during one month .
- the base paste was prepared according to examp le 1 , and 17 grams of the base paste were mixed with 15 drops of the cross-linking agent/catalyst fluid aged at ambient temperature , as s tated in this example .
- the mixture was applied to a dental molding frame and introduced into the oral cavity of a person . Fi fteen minutes -11- after the introduction into the oral cavity there was no sign of siginificant hardening of the mixture.
- the only difference in relation to procedure 1 was the lack of tri-isooctylamine as stabilizer of the cross-linking agent/ catalyst system.
- this invention refers essentially to a composition for dental molds that cross- links by poly- condensation reaction at ambient temperature, the composi ⁇ tion comprising:
- a cross-linking agent consisting of di- , tri- or tetra-alkyloxysiloxane or organopolysiloxane with at least two alkyloxide groups per molecule, most preferably ethyl orto-and/or polysilicate;
- a catalyst to accelerate the condensation reaction consisting of a tin II compound, preferably tin bis(2-ethyl- hexoate) stabilized with a primary, secondary or tertiary amine, preferably a tertiary amine with long aliphatic chain and, most preferably, tri-isooctylamine;
- hydrophobic pyrogenic or precipitated silica (e) hydrophobic pyrogenic or precipitated silica, paraffin wax, calcium carbonate, quartz, water, corn starch and pigments or other known filler materials ,or carriers.
- the paste obtained in ( 2) above or (d) may be combined with the paste obtained in ( 1) above for the forma ⁇ tion of a mixture that cross-links (hardens ) within 2 to 5 minutes , forming a useful elastomer for dental impressions .
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (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
Compositions à base de silicone indiquées pour des moulages dentaires, durcissables par une réaction de polycondensation catalysée par un composé d'étain II. L'amélioration consiste à utiliser un catalyseur d'étain stabilisé par une amine, ce qui permet d'obtenir une composition présentant une longue durée de conservation avant l'utilisation/le durcissement. Cette composition remplace avantageusement les compositions de l'art antérieur, durcies par polyaddition, produisant des articles d'un meilleur fini et de surface uniforme. Sont également décrits un procédé de préparation de la composition et le durcissement permettant d'obtenir les articles façonnés.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BR8405939A BR8405939A (pt) | 1984-11-22 | 1984-11-22 | Composicao de silicone para moldagens dentarias,curavel por condensacao,processo para formacao da composicao,processo para formacao de um artigo de moldagem e artigo elastomerico formado da composicao |
| BR8405939 | 1984-11-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0203149A1 true EP0203149A1 (fr) | 1986-12-03 |
Family
ID=4036831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP85906013A Withdrawn EP0203149A1 (fr) | 1984-11-22 | 1985-11-21 | Composition a base de silicone pour la preparation de moulages dentaires |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP0203149A1 (fr) |
| BR (1) | BR8405939A (fr) |
| WO (1) | WO1986003120A1 (fr) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0748621B1 (fr) * | 1995-06-16 | 2003-09-03 | GE Bayer Silicones GmbH & Co. KG | Nouvelles compositions de catalyseurs/réticulants, leur procédé de préparation et utilisation |
| DE19603628A1 (de) | 1996-02-01 | 1997-08-07 | Wacker Chemie Gmbh | Bei Raumtemperatur vulkanisierende, kondensationsvernetzende Siliconkautschuke |
| DE10105357A1 (de) * | 2001-02-05 | 2002-08-29 | Heraeus Kulzer Gmbh & Co Kg | Verwendung einer polyalkylenpolyoxidfreien und/oder polyalkylenoxidderivatfreien, bei Raumtemperatur durch Kondensation aushärtenden Silikonmasse |
| EP2823800B1 (fr) * | 2013-07-10 | 2019-08-21 | Coltène/Whaledent AG | Système destiné à remplir un canal de racine dentaire et à recouvrir la pulpe |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3127363A (en) * | 1955-08-05 | 1964-03-31 | Process for the manufacture of elasto- | |
| US3950300A (en) * | 1972-10-11 | 1976-04-13 | Wacker-Chemie Gmbh | Dental impression materials |
| DE2644193C2 (de) * | 1976-09-30 | 1987-03-12 | Bayer Ag, 5090 Leverkusen | Vernetzer und Härtungskatalysatoren enthaltende pastöse Massen als Komponente für bei Raumtemperatur vulkanisierbare Polysiloxanelastomere |
| JPS591241B2 (ja) * | 1978-06-30 | 1984-01-11 | 而至歯科工業株式会社 | 歯科用シリコ−ン組成物およびその使用法 |
-
1984
- 1984-11-22 BR BR8405939A patent/BR8405939A/pt not_active IP Right Cessation
-
1985
- 1985-11-21 EP EP85906013A patent/EP0203149A1/fr not_active Withdrawn
- 1985-11-21 WO PCT/US1985/002280 patent/WO1986003120A1/fr not_active Ceased
Non-Patent Citations (1)
| Title |
|---|
| See references of WO8603120A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| BR8405939A (pt) | 1986-06-17 |
| WO1986003120A1 (fr) | 1986-06-05 |
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