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Direct hydroxylation of 1,4‐Dichlorobenzene to 2,5‐Dichlorophenol over Activated Carbon Catalysts
ChemistrySelect ( IF 1.9 ) Pub Date : 2021-01-14 , DOI: 10.1002/slct.202004354 Lixian Guo 1 , Li Liu 1 , Conglin Pang 1 , Guiying Li 1 , Changwei Hu 1
ChemistrySelect ( IF 1.9 ) Pub Date : 2021-01-14 , DOI: 10.1002/slct.202004354 Lixian Guo 1 , Li Liu 1 , Conglin Pang 1 , Guiying Li 1 , Changwei Hu 1
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The direct hydroxylation of 1,4‐dichlorobenzene (1,4‐DCB) to 2,5‐dichlorophenol (2,5‐DCP) with green oxidant, to replace the conventional multi‐step processes attracted much attention. In this work, activated carbons were prepared by modification firstly using nitric acid, and then the resultant samples were treated with hydrogen peroxide or thermally under nitrogen flow. The prepared samples were applied as heterogeneous catalysts in the one‐step hydroxylation of 1,4‐DCB, and were characterized by XRD, BET, XPS, and Boehm titration. Acetonitrile, isopropanol, glacial acetic acid, and the mixture of them were used as the reaction solvents and EPR was carried to characterize the reaction systems in these solvents. The reaction parameters, such as the feeding speed of H2O2, moles of 1,4‐DCB used, molar ratio of H2O2 to 1,4‐DCB, mass ratio of catalyst to 1,4‐DCB, reaction temperature, and reaction time were optimized. It was found that the direct hydroxylation of 1,4‐DCB could be efficiently catalyzed by activated carbon with acetonitrile as a suitable solvent. Under the optimized conditions, the highest 2,5‐DCP yield of 14.4 % with selectivity of 86.4 % was obtained. The amount of oxygen functional groups on the activated carbon samples resulted in differences in adsorption capacity of 1,4‐DCB and decomposition rate of H2O2, the integrated effect of which might be responsible for the activity.
中文翻译：
在活性炭催化剂上将1,4-二氯苯直接羟基化为2,5-二氯苯酚
用绿色氧化剂将1,4-二氯苯（1,4-DCB）直接羟基化为2,5-二氯苯酚（2,5-DCP）引起了人们的广泛关注。在这项工作中，首先通过使用硝酸进行改性来制备活性炭，然后将所得样品用过氧化氢或在氮气流下进行热处理。制备的样品在1,4-DCB的一步羟基化反应中用作多相催化剂，并通过XRD，BET，XPS和Boehm滴定进行表征。将乙腈，异丙醇，冰醋酸及其混合物用作反应溶剂，并进行EPR表征这些溶剂中的反应体系。反应参数，如H 2 O 2的进料速度优化了1,4-DCB的摩尔数，H 2 O 2与1,4-DCB的摩尔比，催化剂与1,4-DCB的质量比，反应温度和反应时间。结果发现，活性炭与乙腈作为合适的溶剂可以有效地催化1,4-DCB的直接羟基化。在优化的条件下，获得最高的2,5-DCP产率为14.4％，选择性为86.4％。活性炭样品上的氧官能团数量导致1,4-DCB的吸附容量和H 2 O 2的分解速率不同，其综合作用可能是活性的原因。
更新日期：2021-01-14
中文翻译：
在活性炭催化剂上将1,4-二氯苯直接羟基化为2,5-二氯苯酚
用绿色氧化剂将1,4-二氯苯（1,4-DCB）直接羟基化为2,5-二氯苯酚（2,5-DCP）引起了人们的广泛关注。在这项工作中，首先通过使用硝酸进行改性来制备活性炭，然后将所得样品用过氧化氢或在氮气流下进行热处理。制备的样品在1,4-DCB的一步羟基化反应中用作多相催化剂，并通过XRD，BET，XPS和Boehm滴定进行表征。将乙腈，异丙醇，冰醋酸及其混合物用作反应溶剂，并进行EPR表征这些溶剂中的反应体系。反应参数，如H 2 O 2的进料速度优化了1,4-DCB的摩尔数，H 2 O 2与1,4-DCB的摩尔比，催化剂与1,4-DCB的质量比，反应温度和反应时间。结果发现，活性炭与乙腈作为合适的溶剂可以有效地催化1,4-DCB的直接羟基化。在优化的条件下，获得最高的2,5-DCP产率为14.4％，选择性为86.4％。活性炭样品上的氧官能团数量导致1,4-DCB的吸附容量和H 2 O 2的分解速率不同，其综合作用可能是活性的原因。
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