Heterogeneous Pd catalyst for oxidative carbonylation of bisphenol A to polycarbonate

Abstract

Polycarbonates (PCs) were prepared by oxidative carbonylation of bisphenol A and carbon monoxide, using a Pd-polybipylidyl complex, Pd-polyvinylpyridine complex, smectite-supported Pd complex, or hydrotalcite-supported Pd complex as a heterogeneous Pd catalyst to separate the PC solution and the Pd catalyst after the reaction. Propylene carbonate was used as a halogen-free solvent. When Co(OAc) 2 Á4H 2 O was used as the inorgano-redox catalyst, all of the Pd compounds gave a good PC yield with the recycling potential of the catalyst.

Organic Carbonates as Solvents in Synthesis and Catalysis

“…As with homogeneous catalysts, propylene carbonate could be used for heterogeneous Pd-catalyzed carbonylations to form polycarbonates of bisphenol A . Furthermore, with the combination of Co(OAc) 2 ·H 2 O as an oxidative cocatalyst and a polymer-supported Pd catalyst, a recyclable carbonylation catalyst was obtained . A study on the kinetics of hetereogeneous, enantioselective hydrogenations with platinum on alumina (Pt/Al 2 O 3 ) and a chiral dihydrocinchonidine was conducted by Gamez et al The rates of the reactions were compared by running the transformations in nonpolar (toluene), polar protic (EtOH), and polar, aprotic solvents (PC).…”

Heterogeneous palladium–cobalt bimetal catalyst for the oxidative carbonylation of bisphenol A to polycarbonate

“…The redox cocatalysts are necessary to form Pd(II) again by oxidation of Pd(0) through reductive elimination of the carbonate structure. As the inorganic redox cocatalyst, Co, which produces a good PC yield,5–7 was selected. Through the use of the heterogeneous Pd–Co bimetal catalyst, it is possible to separate the PC solution and the Pd–Co bimetal catalyst after the reaction.…”

“…We found that heterogeneous Pd catalysts have recycling potential. 7 This article describes the oxidative carbonylation of BPA to PC using propylene carbonate and catalyzed by heterogeneous Pd-Co bimetal compounds. As heterogeneous bimetal catalysts, Pd-Co catalysts supported by inorganic layered compounds (smectite and hydrotalcite) and Pd-Co catalysts supported by polymers [poly(4-vinylpyridine) (p-4vpy), polystyrene-supported triphenylphosphine (PS-TPP), and polyvinylpyrrolidone (pvp)] were used so that we could examine their PC yields, catalyst recycling potential, and turnover number (TON).…”

“…In previous articles, we reported that propylene carbonate as a halogen‐free solvent is a peculiar solvent for the oxidative carbonylation reaction,5 and we introduced several homogeneous Pd catalysts6 and heterogeneous Pd catalysts for the oxidative carbonylation reaction. We found that heterogeneous Pd catalysts have recycling potential 7. This article describes the oxidative carbonylation of BPA to PC using propylene carbonate and catalyzed by heterogeneous Pd–Co bimetal compounds.…”

Aminophosphine Palladium Pincer-Catalyzed Carbonylative Sonogashira and Suzuki–Miyaura Cross-Coupling with High Catalytic Turnovers

“…This is mainly attributed to the high solubility of CO in cyclic carbonates. Okamoto’s group has done extensive research on the application of propylene carbonate as an advantageous solvent for the synthesis of polycarbonates by oxidative carbonylation of bisphenol A. − Propylene carbonate is also known to stabilize palladium clusters/colloidal palladium accessible from bulk palladium and has been applied for Sonogashira cross-coupling of aryl chlorides and cyclocarbonylation reactions . Recently, we have reported the Pd/C-catalyzed phenoxycarbonylation of aryl iodides under CO surrogacy in propylene carbonate as a sustainable solvent .…”