Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxygen | HCID 977 | — |
| Reactant | Diphenyl carbonate | HCID 7597 | — |
| Reactant | Ethanaminium, N-[bis(diethylamino)methylene]-N-ethyl-, bromide (1:1) | HCID 5744058 | — |
| Catalyst | Palladium acetylacetonate | HCID 5486778 | — |
| Solvent | Phenol | HCID 996 | — |
| Solvent | HCID 178418416 | HCID 178418416 | — |
| Product | HCID 19044959 | HCID 19044959 | — |
Reaction Steps
A phenolic solution (feedstream A) was prepared consisting of 1.7849 g Pd(acac)2 (5.86 mmol), 20.14 g PbO (90.2 mmol; 15.4 equivalents of lead per equivalent of palladium) and 11.4 liters of phenol. A second phenolic solution (feedstream B) was prepared consisting of 1261 g hexaethylguanidinium bromide (4112 mmol) in 3.2 liters of phenol. Each feedstream was maintained at 65° C. and pumped at a rate of 1.5 liters/hour into a stirred, 1-gallon continuous reactor system, maintained at 65° C. and 40 psig. Once the reactor was filled, gas flow of a mixture consisting of 6% oxygen in carbon monoxide was initiated at a rate of 1200 SLPH to achieve a pressure of 1200 psig, after which the reactor temperature was increased to 100° C. These conditions (100° C., 1200 psig, 1200 SLPH of 6% oxygen in carbon monoxide gas mixture, with stirring) were maintained for approximately 7 hours, and weight percent of diphenyl carbonate was determined by high pressure liquid chromatography over the course of the reaction. Only 1.5-2 weight % of diphenol carbonate was produced after 7 hours. A similar batch flow reaction run under the same pressure and oxygen concentration produced 17% diphenyl carbonate in 1.25 hours.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06034262 |
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| Source dataset | uspto-grants-2000_03 |
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| ORD ID | ord-8701d03785ef4dc0929e7e4b93c4e877 |
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| Source note | uspto-grants-2000_03 |
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