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Organic catalytic system for hydrocarbon selective oxidation

A catalytic system and hydrocarbon technology, applied in organic chemistry, organic chemical methods, organic compound/hydride/coordination complex catalysts, etc., to achieve low production cost, simple reaction system, and low cost

Inactive Publication Date: 2007-06-20
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Chinese patent 1552524A and others have reported a biomimetic photocatalytic system prepared by coordinating o-phenanthroline with iron, manganese, nickel, cobalt, etc. and supported on molecular sieves, which can be used for the reaction of selective oxidation of organic matter, but the catalyst system not only requires Photoaction, also need metal or metal compound to promote
We invented a non-metallic catalytic system composed of quinone compounds and N-hydroxyphthalimide in Chinese patent CN1670130A, which can also be used for catalytic oxidation reactions of various hydrocarbon compounds. The catalyst system does not contain Metals or metal compounds, but need quinone organic compounds to promote

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0019] Example 1: Catalytic oxidation of cyclohexane

[0020] Dissolve 1ml (9.10mmol) cyclohexane in 10ml acetonitrile, add 0.23mmol o-phenanthroline, 0.27mmol molecular bromine, and 0.68mmol N-hydroxyphthalimide, at 100°C, 0.3MPa O 2 Under pressure, after reacting for 2 hours, the reaction result was analyzed by gas chromatography; the conversion rate of cyclohexane reached 21%, the selectivity of cyclohexanone was 22%, and the selectivity of adipic acid (ester) was 75%.

Embodiment 2

[0021] Embodiment 2: the catalytic oxidation of toluene:

[0022] Dissolve 1ml (9.3mmol) toluene in 10ml acetonitrile, add 0.23mmol o-phenanthroline, 0.28mmol molecular bromine and 0.70mmol N-hydroxyphthalimide, at 100°C, 0.3MPa O 2 Under pressure, after reacting for 3 hours, the reaction result was analyzed by gas chromatography; the conversion rate of toluene reached 14%, the selectivity of benzaldehyde was 47%, and the selectivity of benzoic acid was 50%.

Embodiment 3

[0023] Embodiment 3: the catalytic oxidation of ethylbenzene:

[0024] Dissolve 1ml (8.3mmol) ethylbenzene in 10ml acetonitrile, add 0.21mmol o-phenanthroline, 0.25mmol molecular bromine, and 0.62mmol N-hydroxyphthalimide, at 80°C, 0.3MPa O 2 Under pressure, after reacting for 2 hours, the reaction result was analyzed by gas chromatography; the conversion rate of ethylbenzene reached 76%, the selectivity of acetophenone was 95%, and the selectivity of phenethyl alcohol was 4%.

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PUM

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Abstract

An organic catalyst system for selectively oxidizing hydrocarbon to obtain oxygen- contained compound (ketone, alcohol, or acid) is proportionally prepared from o-phenanthroline compound, Br moleculae and N-hydroxy phthalic imidine. It has low toxin and low pollution.

Description

technical field [0001] The present invention relates to a catalyst system for catalyzing various hydrocarbon oxidation reactions, and specifically provides a catalyst system composed of small organic molecules that can be used for the direct and efficient oxidation of hydrocarbons into oxygen-containing compounds such as ketones, alcohols or acids. Catalyst system, the organocatalytic system can generate organic free radicals with high activation function to activate hydrocarbon compounds and molecular oxygen, so as to realize efficient oxidation of hydrocarbons. Background technique [0002] Selective oxidation of hydrocarbons is an important process in the petrochemical industry, and its products, such as alcohols, ketones, and acids, are fine chemical products with a wide range of uses; traditional oxidation methods mainly use metered oxidants such as potassium permanganate and concentrated nitric acid to Oxygenated compounds are oxidized, and the process is seriously pol...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/02C07B41/00
Inventor 徐杰仝新利
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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