Abstract

The alkylation of substituted phenols, such as, m- and p-cresols and 2,4-, 2,5-, and 2,6-xylenols, with olefins such as α-methylstyrene (AMS) and diisobutylene (DIB) in the presence of homogeneous catalyst p-toluenesulfonic acid (pTSA) and heterogeneous catalyst Amberlyst 15 was studied in the temperature range 60-160°C. The relative rates of alkylation of various substituted phenols with AMS and DIB under different operating conditions and the ortho/para product distribution were determined. A separation strategy based on alkylation, separation of the alkylated products by dissociation extraction and their subsequent decomposition, is presented for the separation of industrially important close boiling isomeric/nonisomeric substituted phenols, such as, m- and p-cresols, 2,5- and 2,4-xylenols, and p-cresol/2,6-xylenol. A new method of refining technical grade 2,6-xylenol containing p-cresol impurity through the acid-catalyzed O-alkylation of p-cresol with isobutylene is presented

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