High surface area polystyrene resin-supported Pt alkene hydrosilylation catalysts: ultimate performance and 'sting in the tail'

R. Drake, D.C. Sherrington, S.J. Thomson

Research output: Contribution to journalArticle

38 Citations (Scopus)

Abstract

Two vinylbenzyl chloride (VBC)-based resins have been prepared by suspension polymerisation with a VBC feed in each of 5 vol%. A high level of divinylbenzene (DVB) has also been employed with toluene as a porogen to produce high surface areas (>600 m(2) g(-1)) in the resins. Each resin has been aminated using N,N,N'-trimethylethylenediamine and Pt loaded onto each. The so formed resin catalysts have been evaluated in the hydrosilylation of oct-1-ene using methyldichlorosilane at room temperature, and in the absence of solvent. Extensive recycling and Pt leaching studies have been carried out and the most active, selective and stable catalyst identified. Heterogeneous species with an overall performance superior to that a soluble K2PtCl6 have been produced. The results also confirm that hydrosilylation is catalysed by immobilised Pt complexes and that any concurrent alkene isomerisation is due to leached soluble Pt species. Analysis of spent resin catalyst from multiple recycling experiments has shown the presence of chemically bonded oligosiloxane arising from hydrosilylation of pendent unreacted vinyl groups in the resin followed by hydrolysis and condensation when exposed to atmospheric moisture. This fouling of the resin is however not a problem while the resin catalysts are being recycled.
Original languageEnglish
Pages (from-to)65-75
Number of pages10
JournalReactive and Functional Polymers
Volume60
Issue numberSpecial Issue
DOIs
Publication statusPublished - Jul 2004

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Hydrosilylation
divinyl benzene
alkene
Polystyrenes
Recycling
Alkenes
Bites and Stings
Olefins
Chlorides
resin
Resins
surface area
catalyst
Catalysts
Toluene
Polymerization
Suspensions
Hydrolysis
Temperature
recycling

Keywords

  • ROOM-TEMPERATURE
  • SOLVENT-LESS
  • METHYLDICHLOROSILANE

Cite this

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title = "High surface area polystyrene resin-supported Pt alkene hydrosilylation catalysts: ultimate performance and 'sting in the tail'",
abstract = "Two vinylbenzyl chloride (VBC)-based resins have been prepared by suspension polymerisation with a VBC feed in each of 5 vol{\%}. A high level of divinylbenzene (DVB) has also been employed with toluene as a porogen to produce high surface areas (>600 m(2) g(-1)) in the resins. Each resin has been aminated using N,N,N'-trimethylethylenediamine and Pt loaded onto each. The so formed resin catalysts have been evaluated in the hydrosilylation of oct-1-ene using methyldichlorosilane at room temperature, and in the absence of solvent. Extensive recycling and Pt leaching studies have been carried out and the most active, selective and stable catalyst identified. Heterogeneous species with an overall performance superior to that a soluble K2PtCl6 have been produced. The results also confirm that hydrosilylation is catalysed by immobilised Pt complexes and that any concurrent alkene isomerisation is due to leached soluble Pt species. Analysis of spent resin catalyst from multiple recycling experiments has shown the presence of chemically bonded oligosiloxane arising from hydrosilylation of pendent unreacted vinyl groups in the resin followed by hydrolysis and condensation when exposed to atmospheric moisture. This fouling of the resin is however not a problem while the resin catalysts are being recycled.",
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High surface area polystyrene resin-supported Pt alkene hydrosilylation catalysts: ultimate performance and 'sting in the tail'. / Drake, R.; Sherrington, D.C.; Thomson, S.J.

In: Reactive and Functional Polymers, Vol. 60, No. Special Issue, 07.2004, p. 65-75.

Research output: Contribution to journalArticle

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AU - Sherrington, D.C.

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