SELECTIVE BROMINATION OF HALOBENZENES USING ZEOLITE CATALYSTS

被引:52
作者
WORTEL, TM
OUDIJN, D
VLEUGEL, CJ
ROELOFSEN, DP
VANBEKKUM, H
机构
[1] Laboratory of Organic Chemistry, Delft University of Technology, 2628 BL Delft
关键词
D O I
10.1016/0021-9517(79)90073-3
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The substitution of halobenzenes by bromine at 25 °C is catalyzed by Y-type zeolites, partially exchanged with di- and trivalent cations. Catalyst activity and para/ortho ratio depend upon the type of cation, the extent of cation exchange, the activation temperature, the solvent, and the amount of catalyst used. In all cases the para/ortho ratio was substantially higher than with conventional procedures. Catalyst deactivation by hydrogen bromide, liberated during the reaction, was suppressed by adding sodium hydrogen carbonate and zeolite KA. The highest para/ortho ratios were obtained in a solvent-free procedure. The acidic Brønsted sites of the zeolite are considered to be the catalytically active sites. © 1979.
引用
收藏
页码:110 / 120
页数:11
相关论文
共 23 条
[1]  
Argauer RJ, US Patent, Patent No. [3,702,886, 3702886]
[2]   ELECTROPHILIC AROMATIC SUBSTITUTION REACTIONS [J].
BERLINER, E .
PROGRESS IN PHYSICAL ORGANIC CHEMISTRY, 1964, 2 :253-321
[3]  
BRECK DW, 1974, ZEOLITE MOL SIEVES S, P97
[4]  
DELAMARE P, 1976, ELECTROPHILIC HALOGE, P24
[5]   ACIDITY AND ACID STRENGTH OF ZEOLITE CATALYSTS [J].
IKEMOTO, M ;
TAKAHASH.H ;
TSUTSUMI, K .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1972, 45 (05) :1330-+
[6]   ACTIVE-SITES IN ZEOLITES .3. SELECTIVE POISONING OF BRONSTED SITES ON SYNTHETIC Y ZEOLITES [J].
JACOBS, PA ;
HEYLEN, CF .
JOURNAL OF CATALYSIS, 1974, 34 (02) :267-274
[7]   ACTIVE-SITES IN ZEOLITES .1. CUMENE CRACKING ACTIVITY OF NH4Y ZEOLITES AFTER DIFFERENT REACTOR PRETREATMENTS [J].
JACOBS, PA ;
LEEMAN, HE ;
UYTTERHO.JB .
JOURNAL OF CATALYSIS, 1974, 33 (01) :17-30
[8]   CHEMISTRY OF CRYSTALLINE ALUMINOSILICATES .V. PREPARATION OF ALUMINUM-DEFICIENT FAUJASITES [J].
KERR, GT .
JOURNAL OF PHYSICAL CHEMISTRY, 1968, 72 (07) :2594-&
[9]   SURFACE ACIDITY OF CATION EXCHANGED Y-ZEOLITES [J].
KLADNIG, W .
JOURNAL OF PHYSICAL CHEMISTRY, 1976, 80 (03) :262-269
[10]  
KRZYZANOWSKI S, 1976, B ACAD POL SCI-CHIM, V24, P915