A hydrophobic gel for epoxidation of olefins with organic peroxides

Alfonsus Karli; Gustavo Larsen

doi:10.1023/A:1012774725634

A hydrophobic gel for epoxidation of olefins with organic peroxides

Alfonsus Karli, Gustavo Larsen

Research output: Contribution to journal › Article › peer-review

2 Scopus citations

Abstract

The epoxidation of cyclooctene by tert-butyl hydroperoxide (t-BuOOH) over a TiO₂-SiO₂ xerogel made from a permethylated cyclooligosiloxane, tetraethylorthosilicate, and a Ti chloroalkoxide, was carried out in acetonitrile as the reaction solvent. The organic moieties of the hybrid gel (in this case, -CH₃ groups) and the Ti content of the catalyst appear to be stable on prolonged exposure to the reaction medium. Besides very good stability, the hybrid catalyst in this study displays 100% selectivity toward cyclooctene epoxide production. Solid state ²⁹Si magic angle spinning NMR (²⁹Si MASNMR). diffuse reflectance Fourier transform infrared spectroscopy (DRIFTS), and chemical analysis were used to monitor the stability of the hybrid material. The kinetics of olefin epoxidation was studied in a batch reactor in the 313-343 K range.

Original language	English (US)
Pages (from-to)	107-111
Number of pages	5
Journal	Catalysis Letters
Volume	77
Issue number	1-3
DOIs	https://doi.org/10.1023/A:1012774725634
State	Published - 2001

Keywords

Epoxidation
Hybrid gels
Tert-butyl hydroperoxide
Ti

ASJC Scopus subject areas

Catalysis
General Chemistry

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10.1023/A:1012774725634

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title = "A hydrophobic gel for epoxidation of olefins with organic peroxides",

abstract = "The epoxidation of cyclooctene by tert-butyl hydroperoxide (t-BuOOH) over a TiO2-SiO2 xerogel made from a permethylated cyclooligosiloxane, tetraethylorthosilicate, and a Ti chloroalkoxide, was carried out in acetonitrile as the reaction solvent. The organic moieties of the hybrid gel (in this case, -CH3 groups) and the Ti content of the catalyst appear to be stable on prolonged exposure to the reaction medium. Besides very good stability, the hybrid catalyst in this study displays 100% selectivity toward cyclooctene epoxide production. Solid state 29Si magic angle spinning NMR (29Si MASNMR). diffuse reflectance Fourier transform infrared spectroscopy (DRIFTS), and chemical analysis were used to monitor the stability of the hybrid material. The kinetics of olefin epoxidation was studied in a batch reactor in the 313-343 K range.",

keywords = "Epoxidation, Hybrid gels, Tert-butyl hydroperoxide, Ti",

author = "Alfonsus Karli and Gustavo Larsen",

note = "Funding Information: Support from the National Science Foundation (CTS-9733756) is gratefully acknowledged.",

year = "2001",

doi = "10.1023/A:1012774725634",

language = "English (US)",

volume = "77",

pages = "107--111",

journal = "Catalysis Letters",

issn = "1011-372X",

publisher = "Kluwer Academic Publishers",

number = "1-3",

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TY - JOUR

T1 - A hydrophobic gel for epoxidation of olefins with organic peroxides

AU - Karli, Alfonsus

AU - Larsen, Gustavo

N1 - Funding Information: Support from the National Science Foundation (CTS-9733756) is gratefully acknowledged.

PY - 2001

Y1 - 2001

N2 - The epoxidation of cyclooctene by tert-butyl hydroperoxide (t-BuOOH) over a TiO2-SiO2 xerogel made from a permethylated cyclooligosiloxane, tetraethylorthosilicate, and a Ti chloroalkoxide, was carried out in acetonitrile as the reaction solvent. The organic moieties of the hybrid gel (in this case, -CH3 groups) and the Ti content of the catalyst appear to be stable on prolonged exposure to the reaction medium. Besides very good stability, the hybrid catalyst in this study displays 100% selectivity toward cyclooctene epoxide production. Solid state 29Si magic angle spinning NMR (29Si MASNMR). diffuse reflectance Fourier transform infrared spectroscopy (DRIFTS), and chemical analysis were used to monitor the stability of the hybrid material. The kinetics of olefin epoxidation was studied in a batch reactor in the 313-343 K range.

AB - The epoxidation of cyclooctene by tert-butyl hydroperoxide (t-BuOOH) over a TiO2-SiO2 xerogel made from a permethylated cyclooligosiloxane, tetraethylorthosilicate, and a Ti chloroalkoxide, was carried out in acetonitrile as the reaction solvent. The organic moieties of the hybrid gel (in this case, -CH3 groups) and the Ti content of the catalyst appear to be stable on prolonged exposure to the reaction medium. Besides very good stability, the hybrid catalyst in this study displays 100% selectivity toward cyclooctene epoxide production. Solid state 29Si magic angle spinning NMR (29Si MASNMR). diffuse reflectance Fourier transform infrared spectroscopy (DRIFTS), and chemical analysis were used to monitor the stability of the hybrid material. The kinetics of olefin epoxidation was studied in a batch reactor in the 313-343 K range.

KW - Epoxidation

KW - Hybrid gels

KW - Tert-butyl hydroperoxide

KW - Ti

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UR - http://www.scopus.com/inward/citedby.url?scp=0042403439&partnerID=8YFLogxK

U2 - 10.1023/A:1012774725634

DO - 10.1023/A:1012774725634

M3 - Article

AN - SCOPUS:0042403439

SN - 1011-372X

VL - 77

SP - 107

EP - 111

JO - Catalysis Letters

JF - Catalysis Letters

IS - 1-3

ER -

A hydrophobic gel for epoxidation of olefins with organic peroxides

Abstract

Keywords

ASJC Scopus subject areas

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