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Method for catalyzing polymerization of cyclic lactone

A technology of cyclic lactones and compounds, applied in the field of catalytic chemistry, which can solve the problems of low reactivity and relatively long reaction time

Inactive Publication Date: 2008-03-05
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The most widely used is stannous octoate, which is characterized by a faster reaction rate and can obtain polyester materials with high yield, high molecular weight and good optical purity. Its disadvantage is that the reactivity is not very high, and the reaction time requirements are relatively long, the reaction needs to be carried out at a higher temperature

Method used

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  • Method for catalyzing polymerization of cyclic lactone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Example 1 Homopolymer 1 of ε-caprolactone

[0024] All operations were carried out under the protection of anhydrous, oxygen and inert gas. In the ampoule after being washed and baked with high-purity argon, add measured amounts of toluene, ε-caprolactone, and the mixture of amine imine aluminum catalyst and benzyl alcohol in sequence, and place it in an oil bath at -20 to 250°C middle. After the reaction is completed, toluene containing a small amount of water is added to terminate the reaction and dissolve the polymer, precipitate with methanol, wash several times, and dry under vacuum at room temperature.

[0025] Polymerization adopts solution polymerization method, with toluene as solvent, adding monomer ε-caprolactone (2.0ML, 19mmol), (2-phenyliminomethyl) phenylanilinodimethylaluminum (0.19mmol) and A mixture of benzyl alcohol (0.19 mmol) and a concentration of ε-caprolactone of 3.0 mol / L was polymerized at 70°C. After reacting for 10 minutes, add toluene cont...

Embodiment 2

[0026] Example 2 Homopolymer 2 of ε-caprolactone

[0027] Polymerization adopts solution polymerization method, with toluene as solvent, adding monomer ε-caprolactone (2.0ML, 19mmol), (2-phenyliminomethyl) phenylanilinodimethylaluminum (0.19mmol) and A mixture of benzyl alcohol (0.38mmol) and a concentration of ε-caprolactone of 3.0mol / L was polymerized at 70°C. After reacting for 15 minutes, toluene containing a small amount of water was added to terminate the reaction and dissolve the polymer, precipitate with methanol, wash several times, and dry under vacuum at room temperature. Obtain polycaprolactone 1.97 grams, productive rate 91.6%, Mn is 14.6 * 10 3 , Mn determined by GPC polystyrene as a standard.

[0028] When the mol ratio of benzyl alcohol / Al was 0.01, 2.0 grams of polycaprolactone was obtained in 20 minutes after reaction, the productive rate was 93.0%, and Mn was 213×10 3 .When the mol ratio of benzyl alcohol / Al is 200, react 30 minutes to obtain polycaprolac...

Embodiment 3

[0029] Example 3 Homopolymer 3 of ε-caprolactone

[0030] Polymerization adopts solution polymerization method, with toluene as solvent, adding monomer ε-caprolactone (2.0ML, 19mmol), (2-phenyliminomethyl) phenylanilinodimethylaluminum (0.19mmol) and A mixture of benzyl alcohol (0.095mmol) and a concentration of ε-caprolactone of 3.0mol / L was polymerized at 70°C. After reacting for 1.5 minutes, add toluene containing a small amount of water to terminate the reaction and dissolve the polymer, precipitate with methanol, wash several times, and vacuum dry at room temperature. Obtain polycaprolactone 2.1 grams, productive rate 97.6%, Mn is 35.4 * 10 3 , Mn determined by GPC polystyrene as a standard.

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Abstract

The present invention belongs to the field of catalysis technology, and is especially catalytic cyclic lactone polymerizing process. One or two cyclic lactone compounds as material are polymerized in toluene solvent in the presence of catalyst system comprising aluminum compound of amine or imine as catalyst and alkyl alcohol, alkyl phenol or organic acid as co-catalyst and in a pure argon washed container inside an oil bath at -20 to 250 deg.c for 1.5-600 min; and the reaction is terminated with and the polymer is dissolved in water solution of toluene. The catalyst system has high activity, and this results in low polymerization temperature, short reaction period and high yield. The product has high optical purity and high and controllable molecular weight, and the polymerization may be a solvent one, one bulk one, etc.

Description

technical field [0001] The invention belongs to the technical field of catalytic chemistry, specifically, a method for catalyzing cyclic lactone polymerization with an amine imine aluminum catalyst system. Background technique [0002] As a degradable polymer material, aliphatic polyester can degrade, collapse or metabolize by itself in physiological environment, and then be absorbed or excreted by organisms. Therefore, when it is used for surgical suturing, there is no need to remove the stitches after the operation; when it is used as an internal fixation material (such as nails, rods, etc.), not only does it not need to perform a second operation, it reduces the pain of the patient, simplifies the operation procedure, and improves the treatment effect. effect, but also can gradually transfer stress to new bone, which is beneficial to bone regeneration; when used as a drug carrier, the drug release rate can be adjusted by controlling the degradation rate; when used as a ti...

Claims

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Application Information

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IPC IPC(8): C08G63/08C08G63/84
Inventor 母瀛姚伟高爱红
Owner JILIN UNIV
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