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Polymeric phosphite composition and hydrocyanation of unsaturated organic compounds and the isomerization of unsaturated nitriles

A polymer composition, chlorophosphite technology, applied in the direction of organic compound/hydride/coordination complex catalyst, physical/chemical process catalyst, catalytic reaction, etc., can solve the problems of catalyst loss, catalyst entry, etc.

Inactive Publication Date: 2003-01-08
INVISTA TECHNOLOG IES S A R L
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Also, extraction will cause the catalyst to go into the product phase, losing some catalyst

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

[0016] The polymeric phosphite compositions disclosed in this application are also referred to as ligands in this application. According to a first embodiment of the present invention, composition A comprises, consists essentially of, or consists of recurring units derived from (1) carbonyl compounds, (2) monomers and (3) chlorophosphites.

[0017] The carbonyl compound has the general formula: (R 1 o 2 c) m (OH)-Ar 1 -(OH)(CO 2 R 1 ) m , (R 1 o 2 c) m (OH)-Ar 2 -A 2 -Ar 2 -(OH)(CO 2 R 1 ) m , (R 1 o 2 c) m (OH)-Ar 2 -Ar 2 -(OH)(CO 2 R 1 ) m and combinations of two or more of them.

[0018] The monomer is selected from the first polyol, diamine, triamine, tetramine and mixtures thereof.

[0019] As used herein, unless otherwise indicated, the term "polyol" refers to a molecule having two or more hydroxyl groups. Generally polyols may be selected from diols, triols, tetraols and combinations of two or more thereof.

[0020] The first polyol has a gener...

Embodiment 1

[0125] Example 1 : Preparation of polyesters derived from polymeric phosphites containing o-cresol as terminal groups

[0126] Preparation of polyester

[0127] Prepare the catalyst by warming 0.1 g of Fascat 4102 (butyltin tris(2-ethylhexanoate)) and 10 g of 1,6-hexanediol on a hot plate in a small magnetic vial solution. Incubate the solution. Dimethyl 2,2'-dihydroxy-1,1'-binaphthyl-3,3'-dicarboxylate (0.0123 mmol, as reference for preparation, see J.Am.Chem.Soc. , 1954,76,296 and Tetrahedron Lett., 1990,413), a mixture of 2.6g 1,6-hexanediol and 1.75g ​​hot catalyst solution was placed in a 25ml microware 1-neck round bottom flask, which was connected to a distillation The head was attached to a receiver with a pre-calibrated heating mantle while magnetic stirring was performed until the methanol began to distill off (at a temperature of about 180 °C at which all 2,2'-dihydroxy-1,1'- dimethyl binaphthyl-3,3'-dicarboxylate was dissolved). The temperature was then incre...

Embodiment 1A

[0130] Example 1A : Results of hydrocyanation and isomerization with polyester 1

[0131] The catalyst was prepared by adding 0.039 g of Ni(COD) to 0.397 g of polyester 1 (0.42 mmole equivalent of bidentate phosphite) in 4.568 g of toluene. 2 (0.14 mmol) to prepare the catalyst solution.

[0132] Hydrocyanation of butadiene: 74 μl of the above catalyst solution (0.0019 mmol Ni) were added to 2 reaction vials fitted with septum caps. The vials were cooled to -20 °C and 120 μl of HCN in valeronitrile (0.830 mmol HCN) and 280 μl of butadiene (BD) in toluene (0.925 mmol BD) were added to each vial middle. The vial was sealed and placed into a hot-block reactor set at 80°C. Samples were removed after 1.5 and 3 hours and quenched by cooling to -20°C. The reaction mixture was then diluted in diethyl ether and analyzed for product distribution by GC with valeronitrile as internal standard. Analysis showed that after 1.5 and 3 hours, 67.5% and 68.7% of the starting HCN had been ...

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Abstract

A polymeric composition, a process for producing the composition, and a process for using the composition in, for example, hydrocyanation or isomerization are disclosed. The composition comprises repeat units derived from (1) a carbonyl compound, a monomer, and phosphorochloridite; (2) phosphorus trichloride, a polyhydric alcohol, and an aromatic diol; or (3) combinations of (1) and (2) in which the nonomer can be a polyhydric alcohol, an amine, combinations thereof. The composition can further comprise a Group VIII metal and optionally a Lewis acid. The composition can be produced by (1) contacting a carbonyl compound with the monomer to produce an intermediate and contacting the intermediate with phosphorochloridite; (2) contacting phosphorus trichloride with a second polyhydric alcohol under a condition sufficient to produce a phosphorus-containing polymer and contacting the phosphorus-containing polymer with an aromatic diol; or (3) contacting an N, N-dialkyl dichlorophosphoramidite with a second polyhydric alcohol to produce a polymer phosphoramidite, contacting the polymer phosphoramidite with an acid such as HC1 to produce the phosphorus-containing polymer, which is then contacted with an aromatic diol. The composition can be used as catalyst, for example, for converting an unsaturated organic compound to a nitrile and isomerizing a nitrile.

Description

field of invention [0001] The present invention relates to a polymeric phosphite composition and a polymeric phosphite catalyst composition that can be used in various catalytic processes, to a method for producing the composition, and to the hydrocyanation of unsaturated organic compounds and the isocyanation of unsaturated nitriles method of using the composition in texturing. Background of the invention [0002] Phosphorus-based ligands are ubiquitous in catalysis and are used in many commercially important chemical transformations. Phosphorus-based ligands commonly encountered in catalysis include phosphines and phosphites. Monophosphine and monophosphite ligands are compounds containing one phosphorus atom which acts as a transition metal donor. Bisphosphine, bisphosphite and bis(phosphorus) ligands usually contain two phosphorus coordinating atoms and usually form a ring-chelate structure with a transition metal. [0003] Two industrially importa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J31/06B01J31/16B01J31/18B01J31/28C08G63/692C08G63/82C08G63/91C08G69/42C08G69/48C08G79/04
CPCB01J2531/847B01J2231/52B01J2531/824B01J31/28B01J2531/845C08G69/48B01J2231/323B01J31/185B01J31/1658B01J31/06C08G63/6924B01J31/1845C08G69/42C08G79/04
Inventor W·谭S·S·克里斯特延斯多蒂R·N·格雷尼
Owner INVISTA TECHNOLOG IES S A R L
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