The methylation of aromatic compounds with methanol in vapour or liquid phase was studied on various catalysts. In these reactions, a flow method was adopted and the liquid phase methylation of phenol was carried out in an autoclave. The reaction products were analyzed with gas liquid chromatography.
As aromatic materials,
o-chlorotoluene,
o-,
m-,
p-xylene, phenol,
o-cresol, aniline and
o-toluidine were examined. The catalysts effective in methylation were characteristic of the substituents,
i. e., SiO
2-Al
2O
3-BF
3 to
o-chlorotoluene, SiO
2-Al
2O
3 modified with ethylenediamine and Al
2O
3-HF to the selective methylation of
o-,
m- and
p-xylene, condensed phosphoric acid (CPA)-kieselguhr (KG), CPA-BF
3-KG and Al
2O
3-MgO-SiO
2 to the
m-position of phenol, Ce
2O
3-MnO-MgO to the
o-position of phenol, and Al
2O
3-MgO to
o-toluidine and aniline, respectively. Finally, the relation between catalytic activity and selectivity of the methylated position was also discussed from the standpoint of the acid properties of the catalysts.
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