Reaction #660703

Reaction equation

cis-butene

1-butene

isobutene

butadiene

n-butane

trans-butene

→

Sec-Butylbenzene

Solvents

benzene

Conditions

Workup

1. 1
   workup.ADDITIONwas diluted with sand to 3 cc
2. 2
   Otherdown-flow, fixed-bed, tubular reactor having
3. 3
   OtherThe catalyst was dried at 150° C.
4. 4
   Otherfor 2 hours
5. 5
   Otherbenzene was fed to the reactor at 60 cc/hr until reactor
6. 6
   workup.ADDITIONwas introduced from a syringe pump at 2.57 cc/hr (1.6 WHSV)
7. 7
   Otherwas adjusted to 160° C
8. 8
   TemperatureFeed benzene/butene molar ratio was maintained at 3:1 for the entire run
9. 9
   OtherLiquid product was collected in a cold-trap
10. 10
    workup.WAITfollowed by 4 days again at 1.6 WHSV with 97% conversion

Procedure

A 1.0 gram sample of the MCM-22 catalyst (65 wt % MCM-22/35% alumina binder) from Example 1 was used for the alkylation of benzene with Raffinate-2 type feed. The Raffinate-2 type feed was a synthetic blend with the following weight composition: 53.43% cis-butene, 41.29% trans-butene, 4.54% isobutene, 0.48% butadiene, 0.09% 1-butene, 0.09% n-butane, and 0.1% others. The catalyst was in the form of a 1.6 mm ( 1/16 inch) diameter cylindrical extrudate and was diluted with sand to 3 cc and loaded into an isothermal, down-flow, fixed-bed, tubular reactor having an outside diameter of 4.76 mm ( 3/16 inch). The catalyst was dried at 150° C. and 1 atm with 100 cc/min flowing nitrogen for 2 hours. The nitrogen was turned off and benzene was fed to the reactor at 60 cc/hr until reactor pressure reached the desired 2068 kPag (300 psig). Benzene flow was then reduced to 7.63 cc/hr (6.67 WHSV) and Raffinate-2 type feed was introduced from a syringe pump at 2.57 cc/hr (1.6 WHSV). The reactor temperature was adjusted to 160° C. Feed benzene/butene molar ratio was maintained at 3:1 for the entire run. Liquid product was collected in a cold-trap and analyzed off line. Butene conversion was determined by measuring unreacted butene relative to feed butene. The catalyst was on stream for 6 days at 1.6 WHSV of butene with 98% 2-butene conversion, 1 day at 4.8 WHSV with 80% conversion, 1 day at 7.2 WHSV with 62% conversion, and followed by 4 days again at 1.6 WHSV with 97% conversion. Representative data are shown in Table 6. Relative activity of MCM-22 based on first-order butene conversion was 0.5.

Source