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Method for preparation of carbonates by continuous process

A technology of diaryl carbonate and carbon atoms, which is applied in the field of direct oxidative carbonylation to prepare diaryl carbonate and lead oxide in phenol, which can solve the problems of production decline and other problems

Inactive Publication Date: 2002-02-06
SABIC INNOVATIVE PLASTICS IP BV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the use of this continuous system results in a significant decrease in yield compared to batch or batch flow

Method used

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  • Method for preparation of carbonates by continuous process
  • Method for preparation of carbonates by continuous process
  • Method for preparation of carbonates by continuous process

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] The phenol solution (feed stream A) was composed of 2.50 g of Pd(acac) 2 (8.20 mmol), 112.80 g of PbO (505.8 mmol; 61.7 equivalents of lead per equivalent of palladium) were prepared in 16.0 liters of phenol. A second phenolic solution (feed stream B) was prepared from 1767 grams of hexaethylguanidinium bromide (5775 mils) in 14.2 liters of phenol. Each feed stream was stored at 65°C and pumped at a rate of 0.6 liters per hour into a stirred 1 gallon continuous reactor system maintained at 65°C and 40 psig pressure. After the reactor was filled, a gas mixture of 6% oxygen in carbon monoxide was started at a rate of 1200 SLPH (standard liters per hour) to achieve a pressure of 1200 psig, and the reactor temperature was then raised to 100°C. These conditions (100° C., 1200 psig, 1200 SLPH gas flow of 6% oxygen in carbon monoxide, stirring) were maintained for about 20 hours, and the weight percent of diphenyl carbonate was determined by high pressure liquid chromatograph...

Embodiment 2

[0034] Embodiment 2 (comparison)

[0035] The phenol solution (feed stream A) consists of 1.7849 g of Pd(acac) 2 (5.86mmol), 20.14 grams of PbO (90.2mmol; 15.4 equivalents of lead per equivalent of palladium) and 11.4 liters of phenol. A second phenolic solution (feed stream B) was prepared from 1261 g of hexaethylguanidinium bromide (4112 mmol) in 3.2 liters of phenol. Each feed stream was stored 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 pressure. After the reactor was filled, a gas mixture of 6% oxygen in carbon monoxide was started at 1200 SLPH to achieve a pressure of 1200 psig, and the reactor temperature was then raised to 100°C. These conditions (100° C., 1200 psig, 1200 SLPH, 6% oxygen in carbon monoxide, stirring) were maintained for about 7 hours, and the weight percent of diphenyl carbonate was determined by high pressure liquid chromatography throughout the reaction. After 7 h...

Embodiment 3

[0036] Embodiment 3 (comparison)

[0037] The phenolic solution (feed stream A) consists of 1.2500 g of Pd(acac) 2 (4.104mmol), 14.10 grams of PbO (63.17mmol; 15.4 equivalents of lead per equivalent of palladium) and 8.0 liters of phenol were obtained. A second phenol solution (feed stream B) was prepared from 884.0 grams of hexaethylguanidinium bromide (2889 mmol) in 7.2 liters of phenol. Each feed stream was stored at 65°C and pumped at a rate of 0.4 liters / hour into a stirred 1 gallon continuous reactor system maintained at 65°C and 40 psig pressure. The flow meter was used to measure the flow rate of the catalyst solution after mixing feed streams A and B due to the reaction failure of the flow meter blocked by white precipitate.

[0038] Contrary to Examples 2 and 3, the phenol solutions of HEGBr / phenol and lead oxide were added to the reactor separately, resulting in 14% by weight of diphenyl carbonate produced after six hours ( figure 2 ).

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Abstract

A continuous flow process for converting hydroxyaromatic compounds to diaryl carbonates by reaction with oxygen and carbon monoxide in the presence of a catalyst system typically comprising a group VIIIB metal or compound thereof, an inorganic co-catalyst, an organic co-catalyst and a hexaalkylguanidinium bromide or chloride, preferably bromide, wherein at least two components of the catalyst system, preferably lead oxide and hexaalkylguanidinium bromide, are introduced separately into the reactor.

Description

Background of the invention [0001] This invention relates to the preparation of diaryl carbonates by direct oxidative carbonylation. In particular, the present invention relates to a continuous process for the production of diaryl carbonates. [0002] Diaryl carbonates, especially diphenyl carbonates, are valuable monomeric precursors for the preparation of polycarbonates by melt transesterification. The direct carbonylation of aromatic compounds with carbon monoxide and oxygen in the presence of catalysts is a useful route to the preparation of diaryl carbonates. [0003] A wide range of catalysts is available. For example, US Patent No. 4,187,242 to Chalk discloses catalysts from Group VIIIB metals selected from the group consisting of ruthenium, rhodium, palladium, osmium, iridium and platinum metals, or complexes thereof. U.S. Patent No. 5,231,210 to Joyce, U.S. Patent No. 5,284,964 to Pressman et al., U.S. Patent No. 5,760,272 to Pressman, and U.S. Patent No. 5,399,734...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07B61/00C07C68/00C07C69/96
CPCC07C68/005C07C68/01C07C69/96
Inventor P·O·莫雷诺
Owner SABIC INNOVATIVE PLASTICS IP BV