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Palladium catalyst system comprising zwitterion and/or acid-functionalized ionic liquid

An ionic liquid, acid functionalization technology, used in physical/chemical process catalysts, organic compound/hydride/coordination complex catalysts, catalytic reactions, etc.

Inactive Publication Date: 2012-08-01
DANMARKS TEKNISKE UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the ACH route is widely used, it co-produces large amounts of ammonium sulfate by-product

Method used

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  • Palladium catalyst system comprising zwitterion and/or acid-functionalized ionic liquid
  • Palladium catalyst system comprising zwitterion and/or acid-functionalized ionic liquid
  • Palladium catalyst system comprising zwitterion and/or acid-functionalized ionic liquid

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0165] 1-(4-sulfonylbutyl)pyridine

[0166]

[0167] A mixture of pyridine (0.077 mol) and 1,4-butane sultone (0.07 mol) was heated with stirring at 70°C overnight. After completion, the resulting white solid was washed three times with 80 mL of diethyl ether. Finally, the product was dried under vacuum. The yield was 97.6%.

Embodiment 2

[0169] 1-(4-sulfonylbutyl)3-methylimidazole

[0170]

[0171] A mixture of 3-methylimidazole (0.099 mol) and 1,4-butane sultone (0.09 mol) was stirred and heated at 75°C for 2 hours. After completion, the resulting white solid was washed three times with 80 mL of diethyl ether. Finally, the product was dried under vacuum. The yield was 93.4%.

Embodiment 3

[0173] 1-(4-sulfonylbutyl)triethylammonium

[0174]

[0175] A mixture of triethylamine (0.077 mol) and 1,4-butane sultone (0.07 mol) was stirred and heated at 60° C. overnight. After completion, the resulting white solid was washed three times with 80 mL of diethyl ether. Finally, the product was dried under vacuum. The yield was 60.5%.

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Abstract

The present invention concerns a catalyst system in particular a catalyst system comprising Palladium (Pd), a zwitterion and / or an acid-functionalized ionic liquid, and one or more phosphine ligands, wherein the Pd catalyst can be provided by a complex precursor, such as Pd(CH3COO)2, PdCI2, Pd(CH3COCHCOCH3), Pd (CF3COO)2, Pd(PPh3)4 or Pd2(dibenzylideneacetone)3. Such catalyst systems can be used for e.g. alkoxycarbonylation reactions, carboxylation reactions, and / or in a co-polymerization reaction, e.g. in the production of methyl propionate and / or propanoic acid, optionally in processes forming methyl methacrylate and / or methacrylic acid. Catalyst systems according to the invention are suitable for reactions forming separable product and catalyst phases and supported ionic liquid phase SILP applications.

Description

field of invention [0001] The present invention relates to catalyst systems, especially catalyst systems comprising palladium (Pd) and zwitterions and / or acid functionalized ionic liquids and one or more phosphine ligands. Such catalyst systems are suitable for use in, for example, carboxylation reactions, alkoxycarbonylation reactions and / or polymerization reactions, including supported ionic liquid phase (SILP) applications. Background of the invention [0002] Methyl methacrylate (MMA) has the formula CH 2 =C(CH 3 )CO 2 CH 3 of organic compounds. The colorless liquid is the methyl ester of methacrylic acid (MAA), a monomer manufactured on a large scale for the production of polymethylmethacrylate (PMMA) such as plexiglass. [0003] [0004] The main application that consumes about 80% of MMA is the manufacture of polymethylmethacrylate acrylic plastics. Methyl methacrylate is also used to make methyl methacrylate-butadiene-styrene (MBS) copolymers used as PVC mod...

Claims

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Application Information

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IPC IPC(8): B01J31/02C07C51/00
CPCB01J31/0284C07C51/14B01J2531/824B01J2231/321B01J31/0285B01J2540/22B01J31/0271B01J31/0239B01J31/24B01J31/0225B01J31/0277C07C53/122
Inventor 安德斯·里萨厄拉斯穆斯·费尔曼雄建民爱德华多·J·加西亚苏亚雷斯
Owner DANMARKS TEKNISKE UNIV
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