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Method for making aromatic carbonates

A technology of diaryl carbonate and aromatic hydroxy, which is applied in the field of carbonylation of aromatic hydroxy compounds, and can solve problems such as low commercial purpose and low reaction rate

Inactive Publication Date: 2002-01-23
GENERAL ELECTRIC CO
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the use of lead co-catalysts also results in low reaction rates, too low for commercial purposes

Method used

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  • Method for making aromatic carbonates
  • Method for making aromatic carbonates

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Experimental program
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Embodiment 1

[0028] As disclosed in the aforementioned U.S. Patent No. 5,399,734, in a reactor system with a certain gas flow composition, 58.8837 grams of phenol (626 mmoles), 0.0055 grams of Pd(acac) were added 2 (0.018 mmol), 0.2067 g of PbO (0.927 mmol), 3.1982 g of hexaethylguanidinium bromide (10.4 mmol) and 38 g of molecular sieves (activated by drying) to produce 52 equivalents of lead per equivalent of palladium and 52 equivalents per equivalent of palladium Palladium 578 Equivalent Bromide Source Reaction Composition. The reactor was closed and heated to 100°C with stirring and a mixture of 9.1% oxygen in carbon monoxide was fed at a flow rate of 330 ml / min at a pressure of about 1320 psig. The gas flow was continued for 1.5 hours, after which a sample of the reaction mixture was taken for HPLC analysis. The yield of diphenyl carbonate was 16.6 g (27% by weight). The reaction rate for 1.5 hours was 0.84 moles of diphenyl carbonate per liter per hour. The palladium conversion n...

Embodiment 2

[0030] Embodiment 2 (comparison)

[0031] In the reactor system with a certain gas flow composition, add 60.9546 grams of phenol (648 mmol), 0.0049 grams of Pd(acac) 2 (0.016 mmol), 0.2111 gram of PbO (0.947 mmol), 3.2111 gram of hexaethylguanidinium bromide (10.4 mmol) and without adding any desiccant, to obtain 59 equivalents of lead per equivalent of palladium and 650 equivalents of bromine per equivalent of palladium The reaction composition of the compound source. The reactor was closed and heated to 100°C with stirring, and a mixture of 9.1% oxygen in carbon monoxide was fed at a flow rate of 330 ml / min at a pressure of 1320 psig. The gas flow was continued for 1.5 hours, after which a sample of the reaction mixture was taken for HPLC analysis. The yield of diphenyl carbonate was 14.8 g (23% by weight). The 1.5 hour reaction rate was 0.72 moles of diphenyl carbonate per liter per hour. The conversion number of palladium was 4302. The bromide promoter had a conversio...

Embodiment 3

[0034] In a reactor with a certain gas flow composition, add 59.5839 grams of phenol (633 mmol), 0.0051 grams of Pd(acac) 2 (0.017 mmol), 201.2 g of PbO (0.902 mmol), 3.2062 g of hexaethylguanidinium bromide (10.4 mmol), resulting in a reaction composition containing 53.8 equivalents of lead per equivalent of palladium and 612 equivalents of bromide source per equivalent of palladium . The reactor was closed and heated to 100°C with stirring, and a mixture of 9.1% oxygen in carbon monoxide was fed at a flow rate of 330 ml / min at a pressure of 1320 psig. The gas flow was continued for 1.5 hours, after which a sample of the reaction mixture was taken for HPLC analysis. The yield of diphenyl carbonate was 14.9 g (23.7% by weight). The 1.5 hour reaction rate was 0.74 moles of diphenyl carbonate per liter per hour. The conversion number of palladium was 4174. The bromide promoter had a conversion number of 6.7.

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Abstract

The present invention relates to an improved process for the production of aromatic carbonates by reacting aromatic hydroxyl compounds, carbon monoxide and oxygen in the presence of a catalyst system comprising at least one palladium or palladium compound, at least one lead compound, at least one halide Source and at least one desiccant, wherein the optimum ratio of lead co-catalyst to palladium catalyst equivalents can increase the reaction rate and also make aromatic carbonates available in an economically viable continuous process.

Description

Background of the invention [0001] The present invention relates to the preparation of aromatic carbonates by carbonylation of organic aromatic hydroxyl compounds, such as phenol, in the presence of catalysts. In particular, this invention relates to an improved process for the carbonylation of aromatic hydroxy compounds with a mixture of carbon monoxide and oxygen in the presence of palladium-containing catalysts and lead-containing cocatalysts. [0002] Aromatic carbonates, such as diaryl carbonates, are valuable intermediates for the preparation of polycarbonates by the transesterification of bisphenols in the molten state. The polycarbonate preparation method has environmental advantages over other methods which use phosgene, a poisonous gas, as a reagent and environmentally harmful chlorinated aliphatic hydrocarbons such as dichloromethane as a solvent. This preparation requires large amounts of diaryl carbonates. [0003] Various methods have been disclosed for the car...

Claims

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Application Information

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IPC IPC(8): B01J31/26C07B61/00C07C68/00C07C69/96
CPCC07C68/005C07C68/01C07C69/96C07C68/00
Inventor E·J·普雷斯曼B·F·约翰森P·O·莫雷诺R·A·巴蒂斯塔
Owner GENERAL ELECTRIC CO
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