# US 9,040,731 B2 · Method for preparation of platinum-carbonyl-siloxane compounds > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,040,731 B2 - Document ID: US9040731B2 - Status: Granted - Kind: B2 - Application number: 14/236,573 - Filed: 2012-07-31 - Published: 2014-09-04 - Granted: 2015-05-26 - Earliest claimed: 2011-08-01 - Assignees: Umicore AG & Co. KG - Applicants: Gregory Hedden; Eric L. Frueh; Wayne J. Gallagher - Inventors: Gregory Hedden; Eric L. Frueh; Wayne J. Gallagher - Web page: https://patentgrep.com/patent/US9040731B2 ## CPC - C07F 15/0086: {Platinum compounds} - C08G 77/08: characterised by the catalysts used - C08K 5/56: Organo-metallic compounds, i.e. organic compounds containing a metal-to-carbon bond - C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22) - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09) ## Abstract The invention relates to a method for preparation of platinum siloxane compounds containing at least one CO ligand molecule (Pt carbonyl siloxanes). The method comprises reacting gaseous carbon monoxide (CO) with a platinum siloxane compound, preferably a platinum vinyl-cyclosiloxane compound, in solution with an organic solvent. The method is straightforward and applicable to industrial scale. With this method, specific isomers of platinum carbonyl vinylcyclosiloxanes are prepared, in which the two η-2-ethenyl groups coordinated to the Pt atom are bonded in trans-configuration relative to the cyclosiloxane backbone. The Pt compounds obtained by the method are used as catalysts for hydrosilylation and for crosslinking and curing of siloxanes and silanes. ## Claims ### Claim 1 A method for the preparation of a Pt-carbonyl-siloxane compound comprising at least one CO ligand bonded to the platinum atom and at least one siloxane ligand, wherein gaseous carbon monoxide (CO) is reacted with a Pt-siloxane compound in solution with an organic solvent. ### Claim 2 (depends on 1) The method according to claim 1, wherein the siloxane ligand is a vinyl-terminated cyclosiloxane. ### Claim 3 (depends on 1) The method according to claim 1, wherein the siloxane ligand is selected from the group consisting of 2,4,6-tri-ethenyl-2,4,6-trimethylcyclotrisiloxane, 2,4,6-tri-ethenyl-2,4,6-triethylcyclotrisiloxane, 2,4,6-tri-ethenyl-2,4,6-tripropylcyclotrisiloxane, 2,4,6-tri-ethenyl-2,4,6-tributylcyclotrisiloxane, 2,4,6-tri-ethenyl-2,4,6-triphenylcyclotrisiloxane, 2,4,6,8-tetra-ethenyl-2,4,6,8-tetramethylcyclotetrasiloxane, 2,4,6,8-tetra-ethenyl-2,4,6,8-tetraethylcyclotetrasiloxane, 2,4,6,8-tetra-ethenyl-2,4,6,8-tetrapropylcyclotetrasiloxane, 2,4,6,8-tetra-ethenyl-2,4,6,8-tetrabutylcyclotetrasiloxane, 2,4,6,8-tetra-ethenyl-2,4,6,8-tetraphenylcyclotetrasiloxane, 2,4,6,8,10-penta-ethenyl-2,4,6,8,10-pentamethylcyclopentasiloxane, 2,4,6,8,10-penta-ethenyl-2,4,6,8,10-pentaethylcyclopentasiloxane, 2,4,6,8,10-penta-ethenyl-2,4,6,8,10-pentapropylcyclopentasiloxane, 2,4,6,8,10-penta-ethenyl-2,4,6,8,10-pentabutylcyclopentasiloxane, 2,4,6,8,10-penta-ethenyl-2,4,6,8,10-pentaphenylcyclopentasiloxane and mixtures and combinations thereof. ### Claim 4 (depends on 1) The method according to claim 1, wherein the siloxane ligand is 2,4,6,8-tetra-ethenyl-2,4,6,8-tetramethylcyclotetrasiloxane or 2,4,6-tri-ethenyl-2,4,6-trimethylcyclotrisiloxane or a mixture thereof. ### Claim 5 (depends on 1) The method according to claim 1, wherein the Pt content of the platinum-siloxane compound is in the range of 0.1 to 10 wt-% Pt. ### Claim 6 (depends on 1) The method according to claim 1, wherein the reaction time for CO addition is in the range of 1 to 20 hours. ### Claim 7 (depends on 1) The method according to claim 1, wherein the reaction temperature is in the range of 10 to 50° C. ### Claim 8 (depends on 1) The method according to claim 1, wherein the CO addition is conducted by bubbling at atmospheric pressure or under elevated pressure. ### Claim 9 (depends on 1) The method according to claim 1, wherein the at least one siloxane ligand employed is used as organic solvent. ### Claim 10 (depends on 1) The method according to claim 1, wherein an aromatic hydrocarbon solvent selected from the group consisting of benzene, toluene, o-, m- or p-xylene or mixtures thereof is used as organic solvent. ### Claim 11 (depends on 1) The method according to claim 1, wherein a mixture of the at least one siloxane ligand and an aromatic hydrocarbon solvent is used as solvent. ### Claim 12 (depends on 1) The method according to claim 1, wherein the molar ratio of Pt/CO is in the range of 1:2 to 2:1. ### Claim 13 Platinum carbonyl [2,4-di(η-2-ethenyl)-6,8-diethenyl-2,4,6,8-tetramethyl-cyclotetrasiloxane] according to Formula II wherein the two η-2-ethenyl groups are bonded to the Pt atom in trans-configuration relative to the cyclosiloxane backbone. ### Claim 14 Platinum carbonyl [2,4-di(η-2-ethenyl)-6-ethenyl-2,4,6-trimethylcyclotri-siloxane] according to Formula IV wherein the two η-2-ethenyl groups are bonded to the Pt atom in trans-configuration relative to the cyclosiloxane backbone. ### Claim 15 Catalyst comprising a mixture of platinum carbonyl [2,4-di(η-2-ethenyl)-6,8-diethenyl-2,4,6,8-tetramethyl cyclotetrasiloxane] and platinum carbonyl [2,4-di(η-2-ethenyl)-6-ethenyl-2,4,6-trimethyl cyclotrisiloxane], wherein in each Pt compound the two η-2-ethenyl groups are bonded to the Pt atom in trans-configuration relative to the cyclosiloxane backbone. ### Claim 16 (depends on 13) A method for hydrosilylation, comprising utilizing the compounds according to claim 13 as a catalyst in the hydrosilylation. ### Claim 17 (depends on 13) A method for crosslinking and curing of siloxanes, comprising utilizing the compounds according to claim 13 as a catalyst for the crosslinking and curing of the siloxanes. ### Claim 18 (depends on 14) A method for hydrosilylation, comprising utilizing the compound according to claim 14 as a catalyst in the hydrosilylation. ### Claim 19 (depends on 14) A method for crosslinking and curing of siloxanes, comprising utilizing the compound according to claim 14 as a catalyst for the crosslinking and curing of the siloxanes. ### Claim 20 (depends on 15) A method for hydrosilylation, comprising utilizing the compound according to claim 15 as a catalyst in the hydrosilylation. ### Claim 21 (depends on 15) A method for crosslinking and curing of siloxanes, comprising utilizing the compound according to claim 15 as a catalyst for the crosslinking and curing of the siloxanes. ### Claim 22 (depends on 1) The method according to claim 1, wherein the molar ratio of Pt/CO is in the range of 1:1.2 to 1.2:1.