Thermal Hydrocracking of 2, 4, 6-Trimethylphenol

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  • 2, 4, 6-トリメチルフェノールの水素化熱分解反応

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Thermal hydrocracking of 2, 4, 6-trimethylphenol (2, 4, 6-TMP) was studied with a flow reactor made of quartz. The experiment covered the ranges of temperature from 650 to 770°C, molar ratio of reactants from 2.0 to 10.0, and residence time from 0.5 to 3.0sec. at atmospheric pressure.<br>Main primary products were 2, 4-dimethylphenol, 1, 3, 5-trimethylbenzene and 2, 6-dimethylphenol at initial stages of the reaction. Secondary products formed with higher conversion were m-xylene, o-cresol, p-cresol, phenol and toluene. The rate of hydrogenolytic demethylation was 2.2 times faster than dehydroxylation. At 700°C the rate of formation of 2, 4-dimethylphenol is 2.66 times faster than 2, 6-dimethylphenol. This indicates that the rate of hydrogenolysis of o-CH3 is 1.33 times faster than that of p-CH3. This value was in good agreement with the relative rate of hydrogenolytic demethylation of o-and p-cresols.<br>The overall equation for rate of reaction is as follows.<br>-d[2, 4, 6-TMP]/dt=k1.5[2, 4, 6-TMP]1.0[H2]0.5<br>The activation energy was 60.0kcal/mol.<br>A free radical chain mechanism is proposed for the hydrogenolytic demethylation and dehydroxylation of 2, 4, 6-trimethylphenol.

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