Polyvinylsiloxane impression material

• US 5,661,222 A
• Filed: 04/13/1995
• Issued: 08/26/1997
• Est. Priority Date: 04/13/1995
• Status: Expired due to Term

• Current Assignee: DENTSPLY International Incorporated (Astrazeneca PLC)
• Original Assignee: DENTSPLY International Incorporated (Astrazeneca PLC)
• Inventors: Hare, Robert V.
• Primary Examiner(s): MOORE, MARGARET G
• Application Number:
  US08/490,690
• Time in Patent Office: 866 Days
• Field of Search: 525/478, 528/31, 528/32, 528/15, 528/39, 523/109, 264/16, 106/38.22, 106/35, 433/214, 524/493, 524/588
• US Class Current: 525/478
• CPC Class Codes: A61K 6/90 Compositions for taking dental impressions
• CPC Class Codes: C08G 77/12 containing silicon bound to hydrogen C08G77/045 takes precedence
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: C08G 77/70 Siloxanes defined by use of the MDTQ nomenclature
• CPC Class Codes: C08G 77/80 Siloxanes having aromatic substituents, e.g. phenyl side groups
• CPC Class Codes: C08L 2666/28 Non-macromolecular organic substances
• CPC Class Codes: C08L 2666/54 Inorganic substances
• CPC Class Codes: C08L 83/00 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
• CPC Class Codes: C08L 83/04 Polysiloxanes

Abstract

Improved two component polymerizable polyorganosiloxane compositions are described, particularly for use in making dental impressions, having improved 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 the impression making process.

Claims

1. A polymerizable polyorganosiloxane composition, including a catalyst for polymerization, said composition for making a dental impression, comprising:

(a) a QM resin, containing vinyl groups;

(b) a linear vinyl terminated polydimethyl-siloxane fluid, forming with said QM resin a dispersion having a vinyl content of about 0.16 to 0.24 m-mole/g;

(c) an organohydrogen polysiloxane for cross-linking said vinyl groups;

(d) an organoplatinum catalyst complex for accelerating polymerization of said components;

(e) an emulsifying plasticizer for said catalyst complex;

(f) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization;

(g) a filler; and

(h) a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50°

after three minutes wherein the OM resin-containing dispersion comprises;

a first dispersion having a viscosity of about 5,000-7,000 cps; and

a second dispersion having a viscosity of about 45,000-60,000 cps, said OM resin comprising about 20-25 weight % of said dispersions.

2. The composition of claim 1 wherein the dispersion of (a) and (b) has a viscosity of about 5,000-60,000 cps.

3. The composition of claim 1 wherein said QM resin comprises a polyorganosiloxane comprising units of SiO_4/2 and up to four units of R¹ R²₂ SiO_1/2 wherein

R¹ is unsaturated hydrocarbon and

R² is alkyl or aryl.

4. The composition of claim 3, wherein said QM resin comprises the formula:

##STR3##

5. The composition of claim 1 further comprising a finely divided platinum metal, sufficient to scavenge excess hydrogen gas generated during polymerization of said composition.

6. The composition of claim 1 wherein said retarder component is a low molecular weight, vinyl functional fluid that is a linear or cyclic polysiloxane, in an amount of at least about 0.030 weight percent of said composition.

7. The composition of claim 6 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.

8. The composition of claim 1 wherein said emulsifying plasticizer imparts handling and flow properties to said catalyst complex such that the composition is suitable for taking a dental impression.

9. The composition of claim 1 wherein said plasticizer is octyl benzyl phthalate.

10. The composition of claim 1 wherein said filler comprises about 15 to about 45 weight percent of said composition.

11. The composition of claim 10 wherein said filler comprises a mixture of about 14-24 weight percent crystalline silicone dioxide, about 3-6 weight percent amorphous silicone dioxide and about 4-8 weight percent silanated fumed silicone dioxide each based on 100% weight percent of the composition.

12. The composition of claim 11 wherein said filler comprises about 19% cristobalite at about 4-6μ

particle diameter, about 6% diatomaceous earth at about 4-7μ

particle diameter and about 4% silanated fumed silica at about 160-240 m² /g each based on 100% weight percent of the composition.

13. The composition of claim 1 wherein said surfactant comprises an HLB of about 8-11 and a pH of about 6-8.

14. The composition of claim 13 wherein said surfactant is a nonionic surfactant.

15. The composition of claim 14 wherein said surfactant is a nonylphenoxypoly (ethylenoxy) ethanol having an HLB of about 10.8.

16. The composition of claim 1 having, after polymerization, through chemical bonding, a tear strength of about 270-300 PSI and a contact angle with water of less than 50°

at three minutes.

17. A method to taking a dental impression, in a wet environment, of oral hard and soft tissues, comprising:

mixing a polymerizable polyorganosiloxane composition, including a polymerization catalyst comprising,

(a) a QM resin, containing vinyl groups,

(b) a linear vinyl terminated polydimethyl-siloxane fluid, forming with said QM resin a dispersion having a viscosity of about 5000-60,000 cps and a vinyl content of about 0.16 to 0.24 m-mole/g,

(c) an organohydrogen polysiloxane having a viscosity of about 35-45 cps for cross-linking said vinyl groups,

(d) an organoplatinum catalyst complex for accelerating polymerization of said components,

(e) an emulsifying plasticizer for said catalyst complex component,

(f) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization,

(g) a filler, and

(h) a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50°

after three minutes;

placing said mixture into contact with said tissues;

allowing said mixture to harden into said impression; and

removing said impression from said tissues;

wherein the OM resin-containing dispersion, comprises a first dispersion having a viscosity of about 5,000-7,00Q cps; and

a second dispersion having a viscosity of about 45,000-60,000 cps, said OM resin comprising about 20-25 weight % of said dispersions.

18. The method of claim 17 wherein said composition surface contact angle With water is less than about 50°

from about two minutes from placing until said impression hardens.

19. A dental impression made by the method of claim 17.

20. The dental impression of claim 19 having a tear strength of at least about 270 PSI and a surface contact angle with water at three minutes of less than about 50°

.

21. A method of making a two component polymerizable polyorganosiloxane composition, one component including a polymerization catalyst, comprising:

(a) forming a first component, including,

(i) a QM resin containing vinyl groups, dispersed in a linear vinyl terminated polydimethylsiloxane fluid, said dispersion having a viscosity of about 5,000-60,000 cps and a vinyl content of about 0.16 to 0.24 m-mole/g,

(ii) an organohydrogen polysiloxane having a viscosity of about 35-45 cps for cross-linking said vinyl groups,

(iii) a filler, and

(iv) a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50°

after three minutes and wherein said OM resin-containing dispersion, comprises a first dispersion having a viscosity of about 5,000-7,000 cps; and

a second dispersion having a viscosity of about 45,000-60,000 cps, said OM resin comprising about 20-25 weight % of said dispersions;

(b) mixing a second component, comprising,

(i) a QM resin containing vinyl groups, dispersed in a linear vinyl terminated polydimethylsiloxane fluid, said dispersion having a viscosity of about 5000-60,000 cps and a vinyl content of about 0.16 to 0.24 m-mole/g,

(ii) a filler,

(iii) an organoplatinum catalyst complex for accelerating polymerization of said components, and

(iv) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization; and

(c) storing components (a) and (b) until ready for use.

22. The method of claim 21 said component (b) further including an emulsifying plasticizer for said catalyst component and hydrogen scavenging finely divided Pt metal.

23. A method of taking an impression of a dentition, comprising:

(i) mixing components (a) and (b) of claim 21;

(ii) placing said mixture into contact with said dentition;

(iii) allowing said mixture to polymerize to dimensional stability; and

(iv) removing said impression from said dentition.

24. A polymerizable polyorganosiloxane composition, including a catalyst for polymerization, said composition for making a dental impression, comprising:

(a) a QM resin, containing vinyl groups;

(b) a linear vinyl terminated polydimethyl-siloxane fluid, forming with said QM resin a dispersion having a vinyl content of about 0.16 to 0.24 m-mole/g;

(c) an organohydrogen polysiloxane for cross-linking said vinyl groups;

(d) an organoplatinum catalyst complex for accelerating polymerization of said components;

(e) an emulsifying plasticizer for said catalyst complex;

(f) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization;

(g) a filler, wherein said filler comprises about 15 to about 45 weight percent of said composition, and wherein herein said filler comprises a mixture of about 14-24 weight percent crystalline silicone dioxide, about 3-6 weight percent amorphous silicone dioxide and about 4-8 weight percent silanated fumed silicone dioxide each based on 100% weight percent of the composition; and

(h) a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50°

after three minutes.

25. The composition of claim 24 wherein said filler comprises about 19% cristobalite at about 4-6μ

particle diameter, about 6% diatomaceous earth at about 4-7μ

particle diameter and about 4% silanated fumed silica at about 160-240 m² /g each based on 100% weight percent of the composition.

26. A method of making a polymerizable polyorganosiloxane composition, including a polymerization catalyst, comprising:

(a) forming a first dispersion, including,

(i) a QM resin containing vinyl groups, dispersed in a linear vinyl terminated polydimethylsiloxane fluid, said dispersion having a viscosity of about 5,000-60,000 cps and a vinyl content of about 0.16 to 0.24 m-mole/g,

(ii) an organohydrogen polysiloxane having a viscosity of about 35-45 cps for cross-linking said vinyl groups,

(iii) a filler wherein said filler comprises about 15 to about 45 weight percent of said composition, and wherein herein said filler comprises a mixture of about 14-24 weight percent crystalline silicone dioxide, about 3-6 weight percent amorphous silicone dioxide and about 4-8 weight percent silanated fumed silicone dioxide each based on 100% weight percent of the composition; and

(iv) a surfactant that imparts wettability to said composition, wherein said composition surface contact angle with water is less than 50°

after three minutes; and

,

(b) mixing a second dispersion, comprising,

(i) a QM resin containing vinyl groups, dispersed in a linear vinyl terminated polydimethylsiloxane fluid, said dispersion having a viscosity of about 5000-60,000 cps and a vinyl content of about 0.16 to 0.24 m-mole/g,

(ii) a filler,

(iii) an organoplatinum catalyst complex for accelerating polymerization of said components, and

(iv) a retarder component in sufficient amount for temporarily delaying the onset of said polymerization; and

(c) storing dispersions (a) and (b) until ready for use.