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Amphiprotic high polymer loaded phosphine compound and its preparation method

A technology of amphoteric polymers and phosphine compounds, applied in chemical instruments and methods, isomerization hydrocarbon production, organic compound/hydride/coordination complex catalysts, etc., to achieve sufficient catalytic effect, cheap and easy-to-obtain raw materials, and good industrialization foreground effect

Inactive Publication Date: 2007-08-01
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, polystyrene-polyethylene glycol copolymer resin is an amphoteric polymer loaded phosphine compound whose backbone is directly connected with phosphorus atoms.

Method used

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  • Amphiprotic high polymer loaded phosphine compound and its preparation method

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Experimental program
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Effect test

Embodiment 1

[0022] Step 1: Add 1.2 g, 50 mmol sodium metal to anhydrous toluene, heat to reflux, slowly cool, add 24 g, 60 mmol polyethylene glycol (molecular weight is 400), stir and react at 60 ° C until there is no metal sodium, and then Add 4 grams of chloromethylated polystyrene (PS-CH 2 Cl) Resin (chlorine content is 18%), stirred and reacted below 60° C. for 9 hours. After the reaction is completed, wash and filter with water and ethanol, extract with tetrahydrofuran, and dry below 70°C to obtain a polystyrene-polyethylene glycol copolymer resin (quantitative). The chlorine content is 1.5% as measured by the combustion method.

[0023] Step 2: Add 4 g, 2.3 mmol of the product of step 1 to 50 ml of pyridine, slowly add 0.44 g, 2.3 mmol of p-toluenesulfonyl chloride at 20°C, stir for 1 day, filter, extract with tetrahydrofuran, and dry to obtain p-toluene The polyethylene glycol-polystyrene copolymer resin (quantitative) in which the sulfoester group has substituted the hydroxyl gro...

Embodiment 2

[0026] Step 1: Add 0.6 g, 25 mmol of sodium metal to anhydrous toluene, heat to reflux, slowly cool, add 150 g, 30 mmol of polyethylene glycol (molecular weight is 5000), and stir at 100 ° C until there is no metal sodium, and then Add 4 grams of chloromethylated polystyrene (PS-CH 2 Cl) Resin (chlorine content 20%), stirred and reacted below 100°C for 1 day. After the reaction is completed, wash and filter with water and ethanol, extract with tetrahydrofuran, and dry below 70°C to obtain a polystyrene-polyethylene glycol copolymer resin (quantitative). The chlorine content is 0.5% as measured by the combustion method.

[0027] Step 2: Add 4 grams, 0.5 mmol of the product of step 1 to pyridine, slowly add 1 gram, 5 mmol of p-toluenesulfonyl chloride at 0°C, stir and react for 10 days, filter, extract with tetrahydrofuran, and dry to obtain product 2 (quantitative ), the sulfur content recorded by elemental analysis is 1.06%.

[0028] Step 3: In anhydrous toluene dissolved wi...

Embodiment 3

[0030] Step 1: Add "ArgoGel"-OH (3 g, 1.3 mmol) to pyridine, slowly add 1.3 g, 7 mmol p-toluenesulfonyl chloride at 10°C, stir for 3 days, filter, extract with tetrahydrofuran, and dry to obtain "ArgoGel" (quantitative) with p-toluenesulfonyl ester group, the sulfur content was 4.3% as measured by elemental analysis.

[0031]Step 2: In anhydrous toluene dissolved with 0.9 g, 5.3 mmol of butylphenylphosphine lithium, 2.4 g, 1 mmol of the product of step 1 was added, stirred and reacted for 3 days, filtered, extracted with tetrahydrofuran, dried to obtain the target product, The elemental analysis shows that the phosphorus content is 4.0%, and the sulfur content is 0%, indicating that dibutylphosphine has been successfully loaded on the polystyrene-polyethylene glycol copolymer resin, and the molecular weight is about 2500.

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Abstract

The invention discloses an amphiphatic macromolecule supported phosphonium compound and the preparation method. The chemical formula is PS-PEG-PR1R2, the PS-PEG is polyphenylacetylene- carbowax copolymer resin; P is phosphrous atom; R1 ans R2 is the same or different aromatic radical, alkyl or heterocycle. The method comprises following steps: adding polyphenylacetylene- carbowax copolymer resin and p-toluene sulfonyl chloride into alkali organic solvent, stirring and reacting to get polyphenylacetylene- carbowax copolymer resin with hydroxyl group substituted by p-toluenesulfonic acid group; then adding it into organic solvent containing alkali metal phosphonium compound, stirring and reacting to get amphiphatic macromolecule supported phosphonium compound. The product can be used as catalyst or ligand for hydrocarbon activation, Glaser coupling, alkynes isomerization and oxidation and reduction.

Description

technical field [0001] The invention relates to an amphoteric polymer-loaded phosphine compound and a preparation method thereof, in particular to an amphoteric polymer-loaded phosphine compound with a polystyrene-polyethylene glycol copolymer resin as a skeleton and a preparation method thereof. Background technique [0002] Polystyrene-divinylbenzene (PS) resin has convenient sources, simple preparation, and low price; by changing the amount of crosslinking agent, the rigidity of its network skeleton can be adjusted; by changing the synthesis conditions, its pore size can be adjusted. Polyethylene glycol (PEG) has the characteristics of low price, non-toxicity, extensive catalytic effect and hydrophilicity. Combining the two, that is, grafting polyethylene glycol onto PS to form PS-PEG, has the characteristics of amphiphilicity (hydrophilicity and lipophilicity), and easy separation and recovery. Moreover, the surface molecular structure of the resin can be designed, so i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/02C08F299/00C08F8/40B01J31/06C07C11/24C07C5/22
Inventor 江焕峰詹海莺邹波周磊杨少容刘海灵戚朝荣申艳霞
Owner SOUTH CHINA UNIV OF TECH
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