Latex supported manganese(III) porphyrin catalysts for oxidations of alkenes by hydrogen peroxide and tert-butyl hydroperoxide in the aqueous medium


Turk H.

TURKISH JOURNAL OF CHEMISTRY, cilt.20, sa.4, ss.302-311, 1996 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 20 Sayı: 4
  • Basım Tarihi: 1996
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.302-311
  • Anadolu Üniversitesi Adresli: Hayır

Özet

Cationic polymer latexes were prepared by emulsion copolymerization of vinylbenzyl chloride and divinylbenzene followed by quaternization with trimethylamine and used as catalyst supports for 5,10,15,20-tetrakis(2, 6-dichloro-3-sulfonatophenyl)porphinatomanganese(III) chloride and 5,10,15,20-tetra(4-sulfonatophenyl)porphinatomanganese(III) chloride. The supported catalysts and water soluble analogues were used for oxidation of styrene, 1-decene and cis-cyclooctene by hydrogen peroxide and tert-butyl hydroperoxide in the aqueous phase. The oxidation of 1-decene and cis-cyclooctene failed. In the oxidation of styrene, the porphyrin catalysts in the latex were more active than in solution. The relative molar ratios of oxidant: styrene: Mn porphyrin were 1250: 750: 1, and about 25% styrene conversion in 4 h was obtained. When hydrogen peroxide was employed as oxidant, styrene oxide and benzaldehyde were the major and minor products, respectively, and in the case of tert-butyl hydroperoxide, it was vice versa. The reaction depended on pH, the porphyrin ligand, type of oxidant used and presence of imidazole.