CA2369903A1 - Improved polyvinylsiloxane impression material - Google Patents
Improved polyvinylsiloxane impression material Download PDFInfo
- Publication number
- CA2369903A1 CA2369903A1 CA002369903A CA2369903A CA2369903A1 CA 2369903 A1 CA2369903 A1 CA 2369903A1 CA 002369903 A CA002369903 A CA 002369903A CA 2369903 A CA2369903 A CA 2369903A CA 2369903 A1 CA2369903 A1 CA 2369903A1
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- Canada
- Prior art keywords
- composition
- weight
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- polymerization
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/70—Siloxanes defined by use of the MDTQ nomenclature
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/80—Siloxanes having aromatic substituents, e.g. phenyl side groups
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- Health & Medical Sciences (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Dental Preparations (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Improved two component polymerizable polyorganosiloxane compositions are described, particularly for use in making dental impressions, having improve d tear strength and wettability. Improved tear strength results from inclusion of a quadri-functional polysiloxane having a vinyl content of 0.16 to 0.24 m - mole/g. Working time is maintained by including sufficient amounts of a retarder composition that delays onset of the vinyl polymerization. Wettability is improved by including a surfactant resulting in a surface contact angle with water at three minutes of less than 50~. The surfactant chosen has an HLB of 8-11, such that the wetting contact angle is achieved within less than two minutes and remains wetting throughout the working time of the impression taking, substantially improving impression quality. A low viscosity impression material is provided and includes a base component and a catalyst component. Both components are siloxane-based materials.
Claims (18)
1. A two component polymerizable polyorganosiloxane composition, one component including a catalyst for polymerization, said composition for making a dental impression, comprising:
(a) a first QM resin, containing vinyl groups and having a viscosity of from about 5,000 to about 7,000 mPa;
(b) a second QM resin, containing vinyl groups and having a viscosity of from about 45,000 to about 60,000 mPa;
(c) optionally, a linear vinyl terminated polydimethyl-siloxane fluid, forming with said QM resins a dispersion having a vinyl content of about 0.16 to 0.24 m-mole/g;
(d) an organohydrogen polysiloxane for cross-linking said vinyl groups;
(e) an organoplatinum catalyst complex for accelerating polymerization of said components;
(f) silanated fumed silica;
(g) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization;
(h) a filler;
(i) optionally, calcium sulfate (j) optionally, a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50°
after three minutes;
wherein said QM resin (a) comprises from about 15 to about 65 percent by weight of said dispersions, and said second QM resin (b) comprises from about 5 to about 45 percent by weight of said dispersions.
(a) a first QM resin, containing vinyl groups and having a viscosity of from about 5,000 to about 7,000 mPa;
(b) a second QM resin, containing vinyl groups and having a viscosity of from about 45,000 to about 60,000 mPa;
(c) optionally, a linear vinyl terminated polydimethyl-siloxane fluid, forming with said QM resins a dispersion having a vinyl content of about 0.16 to 0.24 m-mole/g;
(d) an organohydrogen polysiloxane for cross-linking said vinyl groups;
(e) an organoplatinum catalyst complex for accelerating polymerization of said components;
(f) silanated fumed silica;
(g) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization;
(h) a filler;
(i) optionally, calcium sulfate (j) optionally, a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50°
after three minutes;
wherein said QM resin (a) comprises from about 15 to about 65 percent by weight of said dispersions, and said second QM resin (b) comprises from about 5 to about 45 percent by weight of said dispersions.
2. The composition of Claim 1 wherein the dispersion of (a), (b) and (c) has a viscosity of about 5,000-60,000 cps.
3. The composition of claim 1, comprising from about 7 to about 10 percent by weight of said linear vinyl terminatedpoly(dimethyl)-siloxane fluid (d).
4. The composition of claim 1, comprising from about 2.5 to about 10 percent by weight of silanated fumed silica.
5. The composition of claim 1, wherein said filler comprises from about 10 to about 45 percent by weight of cristobalite and from 0 to about 20 percent by weight of diatomaceous earth, based upon 100 percent by weight of the composition.
6. A material according to claim 1 wherein the dimethylvinylsilyl terminated polydimethylsiloxanes is present in an amount of from 0 to about 18 percent by weight and has the chemical formula wherein n is an integer of from about 50 to about 1300.
7. The composition of Claim 1 wherein said QM resin comprises a polyorganosiloxane comprising units of SiO4/2 and up to four units of R1R2 2SiO1/2 wherein R1 is unsaturated and R2 is alkyl or aryl.
8. The composition of Claim 7, wherein at least one of said QM resins (a) and (b) comprises the formula:
9. The composition of Claim 1 further comprising a finely divided platinum metal, sufficient to scavenge excess hydrogen gas generated during polymerization of said composition.
10. The composition of Claim 1 wherein said retarder component is a low molecular weight, vinyl functional fluid that is a linear or cyclicpolysiloxane, in an amount of at least about 0.030 weight percent of said composition.
11. The composition of Claim 10 wherein said retarder component comprises: a fluid 1,3-divinyl, dimethyldisiloxane, in an amount of about 0.030 to 0.10 weight percent of said composition.
12. The composition of Claim 1 wherein said surfactant comprises an HLB of about 8-11 and a pH of about 6-8.
13. The composition of Claim 12 wherein said surfactant is a nonionic surfactant.
14. The composition of claim 13 wherein said surfactant is a nonylphenoxypoly(ethylenoxy)ethanol having an HLB of about 10.8.
15. The composition of Claim 1 having, after polymerization, through chemical bonding, a tear strength of about 270-300 PSI (1.86-2.07 MPa) and a contact angle with water of less than 50° at three minutes.
16. A method to making a dental impression, in a wet environment, of oral hard and soft tissues, comprising:
mixing a two component polymerizable polyorganosiloxane composition, one component including a polymerization catalyst comprising, (a) a first QM resin, containing vinyl groups and having a viscosity of from about 5,000 to about 7,000 mPa;
(b) a second QM resin, containing vinyl groups and having a viscosity of from about 45,000 to about 60,000 mPa;
(c) optionally, a linear vinyl terminated polydimethyl-siloxane fluid, forming with said QM resins a dispersion having a vinyl content of about 0.16 to 0.24 m-mole/g;
(d) an organohydrogen polysiloxane for cross-linking said vinyl groups;
(e) an organoplatinum catalyst complex for accelerating polymerization of said components;
(f) silanated fumed silica;
(g) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization;
(h) a filler; and (i) optionally, a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50° after three minutes;
wherein said QM resin (a) comprises from about 15 to about 65 percent by weight of said dispersions, and said second QM resin (b) comprises from about 5 to about 45 percent by weight of said dispersions;
placing said mixture into contact with said tissues;
allowing said mixture to harden into said impression; and removing said impression from said tissues.
mixing a two component polymerizable polyorganosiloxane composition, one component including a polymerization catalyst comprising, (a) a first QM resin, containing vinyl groups and having a viscosity of from about 5,000 to about 7,000 mPa;
(b) a second QM resin, containing vinyl groups and having a viscosity of from about 45,000 to about 60,000 mPa;
(c) optionally, a linear vinyl terminated polydimethyl-siloxane fluid, forming with said QM resins a dispersion having a vinyl content of about 0.16 to 0.24 m-mole/g;
(d) an organohydrogen polysiloxane for cross-linking said vinyl groups;
(e) an organoplatinum catalyst complex for accelerating polymerization of said components;
(f) silanated fumed silica;
(g) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization;
(h) a filler; and (i) optionally, a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50° after three minutes;
wherein said QM resin (a) comprises from about 15 to about 65 percent by weight of said dispersions, and said second QM resin (b) comprises from about 5 to about 45 percent by weight of said dispersions;
placing said mixture into contact with said tissues;
allowing said mixture to harden into said impression; and removing said impression from said tissues.
17. A dental impression made by the method of Claim 16.
18. The method of Claim 16 wherein said composition surface contact angle with water is less than about 50° from about two minutes from placing until said impression hardens.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28811399A | 1999-04-08 | 1999-04-08 | |
| US09/288,113 | 1999-04-08 | ||
| PCT/US2000/006040 WO2000061075A1 (en) | 1999-04-08 | 2000-03-08 | Improved polyvinylsiloxane impression material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2369903A1 true CA2369903A1 (en) | 2000-10-19 |
| CA2369903C CA2369903C (en) | 2011-05-17 |
Family
ID=23105797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2369903A Expired - Lifetime CA2369903C (en) | 1999-04-08 | 2000-03-08 | Improved polyvinylsiloxane impression material |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP1165015A1 (en) |
| JP (1) | JP2002541167A (en) |
| CA (1) | CA2369903C (en) |
| MX (1) | MXPA01010162A (en) |
| WO (1) | WO2000061075A1 (en) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1575523A1 (en) * | 2002-12-23 | 2005-09-21 | Dentsply International, Inc. | Polyorganosiloxane dental impression material |
| ATE462401T1 (en) * | 2003-05-09 | 2010-04-15 | 3M Espe Ag | CUREABLE SILICONE IMPRESSION MATERIALS WITH HIGH TEAR STRENGTH AND LOW CONSISTENCY |
| JP2007521228A (en) * | 2003-07-18 | 2007-08-02 | デンツプライ インターナショナル インコーポレーテッド | Polyorganosiloxane dental impression material |
| JP2006282556A (en) * | 2005-03-31 | 2006-10-19 | Gc Corp | Impression material composition for making bite |
| JP5110988B2 (en) * | 2007-07-09 | 2012-12-26 | 株式会社トクヤマデンタル | Dental silicone-based curable composition |
| WO2015167038A1 (en) * | 2014-04-29 | 2015-11-05 | (주) 베리콤 | Dental impression material composition with improved mechanical property |
| KR20230086219A (en) * | 2021-12-08 | 2023-06-15 | 오스템임플란트 주식회사 | Dental impression material composition with excellent bubble control |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2002515907A (en) * | 1997-05-29 | 2002-05-28 | デンツプライ インターナショナル インコーポレーテッド | Improved polyvinylsiloxane impression material |
-
2000
- 2000-03-08 WO PCT/US2000/006040 patent/WO2000061075A1/en not_active Application Discontinuation
- 2000-03-08 CA CA2369903A patent/CA2369903C/en not_active Expired - Lifetime
- 2000-03-08 EP EP00913808A patent/EP1165015A1/en not_active Withdrawn
- 2000-03-08 JP JP2000610408A patent/JP2002541167A/en active Pending
- 2000-03-08 MX MXPA01010162A patent/MXPA01010162A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| JP2002541167A (en) | 2002-12-03 |
| EP1165015A1 (en) | 2002-01-02 |
| MXPA01010162A (en) | 2002-07-30 |
| CA2369903C (en) | 2011-05-17 |
| WO2000061075A1 (en) | 2000-10-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKEX | Expiry |
Effective date: 20200309 |