Water soluble ligand rhodium complex catalyst used for preparing aldehyde with dicyclopentadiene hydroformylation

A technology of dicyclopentadiene hydroformyl and water-soluble ligands, applied in organic compound/hydride/coordination complex catalysts, physical/chemical process catalysts, carbon-based compound preparation, etc. problem, to achieve the effect of simple and convenient synthesis method, improved activity and easy separation

Inactive Publication Date: 2007-10-17
江苏联东化工有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

And manganese or cobalt inorganic salt is to water-soluble rhodium phosphine complex (HR

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0007] Embodiment 1: earlier with 190.0ml damping fluid (pH is about 7.3), 10.0ml dicyclopentadiene, RhCl 3 (Concentration is 1.0×10 -3 M), 0.328g triphenylphosphine trisodium sulfonate (TPPTS) and 0.603g phase transfer agent cetyltrimethylammonium bromide (CTAB) are mixed, then the mixed solution is added in the autoclave, first use N 2 (1.0MPa) replacement three times, remove the air in the kettle, and then use synthesis gas (H 2 / CO=1, 1.0MPa) to wash once, pressurize to the required pressure of 4.8Mpa, start the stirrer and raise the temperature to the set reaction temperature of 110°C for 3.0h. After the reaction is completed, pass water to cool, take out the reaction kettle material, and after standing still for 1.0 h, separate the catalyst water phase and the product oil phase, recycle the catalyst water phase, and analyze the product oil phase with a gas chromatograph. The reaction results are shown in Table 1.

Embodiment 2

[0008] Embodiment 2: earlier with 190.0ml buffer (pH is about 7.3), 10.0ml dicyclopentadiene, RhCl 3 and CoCl 2 (The total concentration of metal ions is 1.0×10 -3 M, wherein the Co / Rh molar ratio is 0.5), 0.328g triphenylphosphine trisodium sulfonate (TPPTS) and 0.603g phase transfer agent cetyltrimethylammonium bromide (CTAB) are mixed, and then The mixed solution was added to the autoclave, and the N 2 (1.0MPa) replacement three times, remove the air in the kettle, and then use synthesis gas (H 2 / CO=1.0, 1.0MPa) to wash once, pressurize to the required pressure of 4.8MPa, start the stirrer and raise the temperature to the set reaction temperature of 110°C for 3.0h. The reaction results are shown in Table 1.

Embodiment 3

[0009] Embodiment 3: earlier with 190.0ml buffer (pH is about 7.3), 10.0ml dicyclopentadiene, RhCl 3 and MnCl 2 (The total concentration of metal ions is 1.0×10 -3 M, wherein the Mn / Rh molar ratio is 0.5), 0.328g triphenylphosphine trisodium sulfonate (TPPTS) and 0.6025g phase transfer agent cetyltrimethylammonium bromide (CTAB) are mixed, and then The mixed solution was added to the autoclave, and the N 2 (1.0MPa) replacement three times, remove the air in the kettle, and then use synthesis gas (H 2 / CO=1.0, 1.0MPa) to wash once, pressurize to the required pressure of 4.8MPa, start the stirrer and raise the temperature to the set reaction temperature of 110°C for 3.0h. The reaction results are shown in Table 1.

[0010]

project

catalyst component

Dicyclopentadiene

Conversion rates

(%)

Aldehyde selectivity

(%)

Dialdehyde selectivity

(%)

space-time yield

(mol h -1 mol -1

metal)

Ex...

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PUM

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Abstract

A catalyst for preparing aldehyde by dicyclopentadiene hydroformylation reaction is composed of an active component as a water soluble salt of rhodium, an auxiliary agent as a water soluble salt of cobalt or manganese, a water soluble ligand as sodium triphenylphosphino-3-sulphonate (TPPTS) and a phase transfer agent as hexadecyl trimethyl ammonium bromide (CTAB), wherein the concentration of Rh3+ in the active component is 5.0x10-4M~4.0x10-3M, the mol ratio of Co2 or Mn2 of the auxiliary agent with Rh3 is 0.2~1. The catalyst is simple in preparing method, easy for separating from reaction product and is reusable, which selectivity is greatly increased by adding the auxiliary agent, and the catalyst is also applicable for preparing various aldehydes, which carbon atomic number add one, by olefin hydroformylation.

Description

1. Technical field [0001] The invention relates to a water-soluble ligand rhodium complex catalyst, in particular to a water-soluble ligand rhodium complex catalyst for the hydroformylation of dicyclopentadiene to aldehyde, a water-soluble ligand rhodium-cobalt and a rhodium-manganese double metal complex catalyst. 2. Background technology [0002] Since German scientist Roelen Otto discovered olefin hydroformylation (Hydroformylation, also known as OXO-Synthesis) in 1938, its research and development have been prosperous for a long time. It has become the most important organic chemical industry in the world today with an annual output of 7-8 million tons. Production process, the raw materials used are from C 2 Fraction ethylene starts up to chain length C 17 of alkenes. Dicyclopentadiene (DCPD) is an important component in the C5 fraction. Unsaturated monoaldehydes and dialdehydes can be obtained through hydroformylation. Monoaldehydes and their derivatives are importan...

Claims

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Application Information

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IPC IPC(8): B01J31/24B01J31/28C07C49/323C07C45/34
Inventor 范以宁任世彪许波连石天宝陈懿
Owner 江苏联东化工有限公司
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