Addition of Si-bonded hydrogen to an aliphatic multiple bond

• US 4,276,252 A
• Filed: 10/17/1979
• Issued: 06/30/1981
• Est. Priority Date: 10/26/1978
• Status: Expired due to Term

• Current Assignee: Wacker-Chemie GmbH (Dr. Alexander Wacker Familiengesellschaft Mit Beschrã¤Nkter Haftung)
• Original Assignee: Wacker-Chemie GmbH (Dr. Alexander Wacker Familiengesellschaft Mit Beschrã¤Nkter Haftung)
• Inventors: Kreis, Gerhard, Wegehaupt, Karl-Heinrich
• Primary Examiner(s): Marquis, Melvyn I.
• Application Number:
  US06/085,572
• Time in Patent Office: 622 Days
• Field of Search: 528/15, 528/31, 528/32, 528/901, 264/222, 264/DIG. 30
• US Class Current: 264/222
• CPC Class Codes: A61K 6/90 Compositions for taking dental impressions
• CPC Class Codes: C07F 7/0801 General processes
• CPC Class Codes: C08G 77/08 characterised by the catalysts used
• 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 77/38 Polysiloxanes modified by chemical after-treatment C08G77/045 takes precedence
• CPC Class Codes: C08K 5/56 Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond
• CPC Class Codes: C08L 2666/52 Metal-containing compounds
• 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
• CPC Class Codes: Y10S 264/30 Use of anatomy in making a mold or using said mold
• CPC Class Codes: Y10S 528/901 Room temperature curable silicon-containing polymer

Abstract

Silicon containing compounds having Si-bonded hydrogen are added to an aliphatic multiple bond in the presence of a platinum catalyst selected from the group consisting of platinum compounds of the formula

(R.sup.1)PtX.sub.2,

where R¹ represents a cyclic hydrocarbon radical or a substituted cyclic hydrocarbon radical having 2 aliphatic carbon-carbon double bonds, X is the same or different halogen atoms and/or the same or different alkyl radicals, and compounds of the formula

(R.sub.2 SO)(Z)PtY.sub.2

where R represents the same or different hydrocarbon radicals or substituted hydrocarbon radicals, Z represents a hydrocarbon having a carbon-carbon double bond and Y represents the same or different halogen atoms.

An example of a platinum compound having the general formula

(R.sup.1)PtX.sub.2,

is dicyclopentadiene-platinum dichloride, while an example of a platinum compound having the general formula

(R.sub.2 SO)(Z)PtY.sub.2

is dimethylsulfoxide-ethylene-platinum-(II)-dichloride.

Claims

1. A composition comprising an organosilicon compound containing Si-bonded hydrogen and an organic compound containing an aliphatic multiple bond and a platinum catalyst selected from the group consisting of complexes of the formula

View Dependent Claims (2, 3, 4)

2. The composition of claim 1, wherein R¹ is dicyclopentadiene and X is chlorine.

3. The composition of claim 1, wherein R¹ is dicyclopentadiene and X is an alkyl radical having from 1 to 4 carbon atoms.

4. The composition of claim 1, wherein the platinum complex having the formula

5. An improved process for the addition of an organosilicon compound containing Si-bonded hydrogen to an organic compound containing an aliphatic multiple bond in the presence of a platinum catalyst, the improvement which comprises conducting the addition in the presence of a platinum catalyst selected from the group consisting of complexes of the formula

View Dependent Claims (6, 7, 8, 9)

6. The improved process of claim 5, wherein R¹ is dicyclopentadiene and X is chlorine.

7. The improved process of claim 5, wherein R¹ is dicyclopentadiene and X is an alkyl radical having from 1 to 4 carbon atoms.

8. The improved process of claim 5, wherein the platinum complex having the formula

9. The improved process of claims 5, 6, 7, or 8 wherein the organosilicon compound is an organopolysiloxane containing Si-bonded hydrogen and the organic compound is an organopolysiloxane containing alkenyl groups.

10. An improved method for making dental impressions which comprises applying a composition containing an organopolysiloxane having alkenyl groups, an organopolysiloxane containing Si-bonded hydrogen and a platinum catalyst to a tooth and thereafter removing the crosslinked organopolysiloxane impression, the improvement which comprises adding a platinum catalyst selected from the group consisting of complexes of the formula