Aromatic ring oxidation of alkylbenzenes

Deno, N. C.; Greigger, Barbara A.; Messer, Lauren A.; Meyer, Michael D.; Stroud, Stephen G.

doi:10.1016/s0040-4039(01)93253-8

Cited by 19 publications

(8 citation statements)

References 2 publications

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“…They reported that 50% of carbon of coal was converted to water-soluble benzene poly-carboxylic acids, but the rest of the carbon was lost as CO 2 . Deno et al , performed the oxidation of coal and aromatic compounds with a much stronger oxidizing agent consisting of a mixture of H 2 O 2 and CF 3 COOH, then the sum of the yields of carboxylic acids and methanol reached 5 to 15% when four coals were oxidized at 50 to 70 °C. Several studies have also been performed for utilizing Australian brown coals and U.S. lignites through liquid-phase oxidation. − Hayatsu et al performed the NaOH oxidation of an Australian brown coal and a Wyoming lignite using CuO as a catalyst and examined the product distribution of benzene carboxylic acids in detail.…”

Section: Introductionmentioning

confidence: 99%

A New Two-Step Oxidative Degradation Method for Producing Valuable Chemicals from Low Rank Coals under Mild Conditions

2001

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Brown coal and lignite are abundant fossil resources, but they have several disadvantages such as low calorific value and high water content. Considering that the coals consist of small aromatic ring structures with many functional groups, utilization methods reflecting the structure should be explored.From this viewpoint we have presented a new method to produce chemicals from brown coal and lignite under mild conditions. That is the oxidation using 30%-H 2 O 2 aqueous solution at 60 °C under atmospheric pressure. When an Australian brown coal (Morwell) was oxidized for 24 h at 60 °C, the yield of water-soluble organics was as large as 0.60 kg/kg-coal, 0.28 kg/kg-coal of which were chemicals such as oxalic acid and acetic acid. On the basis of the examination of the structure of the water-soluble organics, we also presented two methods for upgrading the water-soluble organics. One is the Fenton oxidation of the water-soluble organics by which the yield of small-molecule components reached more than 0.50 kg/kg-coal. The other is the decomposition of the water-soluble organics in a sub-critical water by which 0.12 kg/kgcoal of benzene or 0.236 kg/kg-coal of methanol was produced, depending on the conditions employed for preparing the water-soluble organics. Thus it was clarified that the proposed methods are effective to produce chemicals from brown coals with low energy supply.

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Section: Introductionmentioning

confidence: 99%

A New Two-Step Oxidative Degradation Method for Producing Valuable Chemicals from Low Rank Coals under Mild Conditions

2001

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“…Small molecule fatty acids were not obtained in high yield by the oxidation because higher rank coals were used and/or high temperature (150 °C) was employed. A much stronger oxidizing agent consisting of a mixture of H 2 O 2 and CF 3 COOH was used by Deno et al , The sum of the yields of fatty acids and methanol was only 5−15% when four coals were oxidized by the reagent at 50−70 °C.…”

Section: Introductionmentioning

confidence: 99%

New Oxidative Degradation Method for Producing Fatty Acids in High Yields and High Selectivity from Low-Rank Coals

et al. 1996

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Oxidation of low-rank coals using hydrogen peroxide at low temperature under ambient pressure is a promising method of producing small molecule fatty acids in high yield and in high selectivity. Five low-rank coals (C% = 65.1−74.7 on daf basis) served to test the validity of the method. When Argonne Premium Beulah Zap lignite was oxidized with 20 volumes of 30% H2O2 aqueous solution for 24 h at 60 °C, the carbon conversion to water-soluble organics reached 0.71. About a half of the water-soluble organics were small molecules: methanol, formic acid, acetic acid, glycolic acid, and malonic acid. The high yields of these compounds are closely related to the structure of low-rank coals. Obtaining these products in such high yield and high selectivity under mild reaction conditions may give us a new route for utilizing low-rank coals.

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“…394 Further, they have demonstrated that when coal is subjected to trifluoroperacetic acid (CF3COOH) oxidation, benzene polycarboxylic acids are formed only from polyaromatic clusters. [2][3][4] Such a process provides a means both of elucidating the highly informative aliphatic character of coal and also revealing, indirectly, the aromatic structure. The technique also has the advantages of being relatively uncomplicated and rapid.…”

Section: Future Workmentioning

confidence: 99%

Fossil energy program. Progress report for October 1978

McNeese¹

1979

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Aromatic ring oxidation of alkylbenzenes

Cited by 19 publications

References 2 publications

A New Two-Step Oxidative Degradation Method for Producing Valuable Chemicals from Low Rank Coals under Mild Conditions

A New Two-Step Oxidative Degradation Method for Producing Valuable Chemicals from Low Rank Coals under Mild Conditions

New Oxidative Degradation Method for Producing Fatty Acids in High Yields and High Selectivity from Low-Rank Coals

Fossil energy program. Progress report for October 1978

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