Applied Catalysis A: General, Vol.159, No.1-2, 305-316, 1997
Liquid-Phase Selective Alkylation of Naphthalene with T-Butanol over Large-Pore Zeolites
Liquid phase alkylation of naphthalene with t-butanol has been studied using HY and H-beta zeolites with varying silicon to aluminum ratios. Over both series of zeolites, 2-(t-butyl)naphthalene (2-TBN) was observed as only monoalkylated product. Up to 84% 2,6-di(t-butyl)naphthalene (2,6-DTBN) selectivity with beta,beta’-selectivity (2,6-+2,7-) 98-99% and 2,6-/2,7- ratios from 5.6 to 5.9 were obtained on silica rich HY zeolites HY(20) and HY(6) under mild reaction conditions (160 degrees C, 2h reaction). H-beta zeolites show selective effect only for the formation of 2-TBN. For the different zeolites, the activity order is HY(20)approximate to HY(6)>H-beta(26)approximate to H-beta(13)>HY(2.5), while the selectivity to 2,6-DTBN stands in the order HY(20)approximate to HY(6)>HY(2.5)>H-beta(26)approximate to H-beta(13). Kinetic parameters (temperature, t-butanol/naphthalene ratio) influencing the reaction were investigated using HY zeolites. Higher temperatures than 160 degrees C cause a decrease in 2,6-DTBN selectivity due to secondary reactions; large t-butanol/naphthalene ratio results in lower activity, possibly caused by counter diffusion effect. The results show that alkylation of naphthalene with t-butanol should be much practical attractive not only because of the high activity, 2,6-DTBN selectivity and relatively mild reaction conditions but also due to an easy separation of the desired product (2,6-DTBN) from the reaction mixtures by crystallization.
Keywords:H-MORDENITE;POLYNUCLEAR AROMATICS;SIO2/AL2O3 RATIO;CATALYSTS;ISOPROPYLATION;BIPHENYL;2;6-DIISOPROPYLNAPHTHALENE;4;4’-DIISOPROPYLBIPHENYL;ISOMERIZATION;ISOPROPANOL