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New-type super thermophilic esterase catalyzed prepn of poly-epsilon-caprolactone

A technology for catalytic preparation of caprolactone, which is applied in the field of synthetic polymers to achieve the effects of simple operation, easy recycling and reuse, and reduced production costs

Inactive Publication Date: 2007-08-22
JILIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, hyperthermophilic esterase-catalyzed polymerization of ε-caprolactone has not been reported

Method used

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  • New-type super thermophilic esterase catalyzed prepn of poly-epsilon-caprolactone

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Preparation of hyperthermophilic esterase preparation AFEST

[0022] The culture medium of hyperthermophilic esterase engineering bacteria is as follows: 1% yeast powder, 1.6% peptone, 0.5% sodium chloride, pH 7.0, sterilized at 115° C. for 20 minutes. The seed solution was enlarged step by step, the inoculum size was 1%, and the culture volume was 10 liters. Cultivate at 37°C until the growth turbidity of the culture is at OD 600 Reached 1.8. Then, IPTG was added for induction (final concentration: 1 mM), and culture was continued at 37° C. for 3 h. The fermentation broth was centrifuged at 5000r / min for 20min to collect the bacteria. The bacteria were repeatedly frozen and thawed twice at -20°C and room temperature, and 50 mmol / L phosphate buffer (pH 8.0) was added at a ratio of 1:6 (w / v), mixed evenly and ultrasonically disrupted for 20 min. The cell disruption solution was incubated at 80°C for 30 minutes to denature and precipitate E. coli miscellaneous proteins....

Embodiment 2

[0024] Mix 200 μL (215 mg) ε-caprolactone (purity ≥ 99%) with 600 μL toluene, add 20 mg of hyperthermophilic esterase AFEST as a catalyst, shake the reaction at 80 ° C for 72 hours, dissolve the product with 10 mL of dichloromethane, filter The enzyme was removed, and the monomer conversion rate of the filtrate was determined by gas chromatography (GC) to be 99.97%. The filtrate was concentrated in vacuo, ice-cold methanol was added to the residue to precipitate at minus 20°C, the precipitate was collected by centrifugation at 8000r / min for 15min, and dried under reduced pressure for 16h to obtain the polymer product. The product was determined by gel permeation chromatography (GPC), with a number average molecular weight of 1768 g / mol and a polydispersity of 1.21.

Embodiment 3

[0026] Mix 200 μL (215 mg) ε-caprolactone (purity ≥ 99%) with 600 μL cyclohexane, add 20 mg of hyperthermophilic esterase AFEST as a catalyst, shake the reaction at 80 ° C for 72 hours, and dissolve the product with 10 mL of dichloromethane , The enzyme was removed by filtration, and the monomer conversion rate of the filtrate was determined by gas chromatography (GC) to be 95.29%. The filtrate was concentrated in vacuo, ice-cold methanol was added to the residue to precipitate at minus 20°C, the precipitate was collected by centrifugation at 8000r / min for 15min, and the polymer product was obtained by drying under reduced pressure for 16h. The product was determined by gel permeation chromatography (GPC), with a number average molecular weight of 2238 g / mol and a polydispersity of 1.46.

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Abstract

The present invention is super thermophilic esterase catalyzed poly-epsilon-caprolactone synthesizing process, and belongs to the field of polymer chemistry and biotechnology. At normal pressure, monomer epsilon-caprolactone is mixed with organic solvent enzyme catalyst is added to react at 60-100 deg.c for 24-120 hr; and after reaction, dichloromethane is added into the reacted system, enzyme is filtered out, the filtrate is vacuum concentrated to eliminate organic solvent, the concentrate is added with ice cooled methanol for low temperature depositing and centrifuged, and the precipitate is vacuum dried to obtain the polymer product. The enzyme catalyst is super thermophilic esterase AFEST of Archaeoglobus fulgidus. The present invention has the features of simple production process, high safety, low power consumption and high yield.

Description

technical field [0001] The invention relates to a method for synthesizing poly(ε-caprolactone) by using hyperthermophilic esterase as a catalyst, which belongs to the field of polymer chemistry and biotechnology. Background technique [0002] Poly(ε-caprolactone) is a synthetic polyester with good biocompatibility and biodegradability. As a biomedical material, it has been extensively studied and applied in drug controlled release systems, bone repair and tissue engineering. In addition, poly(ε-caprolactone) has good compatibility with most traditional thermoplastic materials and has low viscosity in the molten state, so it is widely used in plastic processing, thermoplastic adhesives, molding, etc. Low-molecular-weight poly(ε-caprolactone) is widely used as the soft segment of synthetic polyurethanes and drug carriers. [0003] At present, the synthesis of poly(ε-caprolactone) is mainly realized by metal catalysts, such as stannous isooctanoate, aluminum isopropoxide, etc....

Claims

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Application Information

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IPC IPC(8): C08G63/08C12P1/00C12N9/18
Inventor 冯雁马玖彤李全顺宋搏
Owner JILIN UNIV
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