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Synthetic method for poly(3-hydroxybutyrate) oligomers, product obtained by method and application of oligomers

A synthetic method, the technology of hydroxybutyric acid, applied in the direction of active ingredients of esters, botanical equipment and methods, chemicals for biological control, etc., can solve the problems of high purification and process costs, long production cycle, etc., and achieve stability Long-lasting antibacterial activity, shortened reaction time, and high yield

Active Publication Date: 2019-11-15
THE HONG KONG RES INST OF TEXTILES & APPAREL
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The biochemical method is natural, environmentally friendly, safe and non-toxic, but the production cycle is long, and the cost of purification and process is high. The use of chemical synthesis can greatly reduce the cost, and its biological activity will not change

Method used

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  • Synthetic method for poly(3-hydroxybutyrate) oligomers, product obtained by method and application of oligomers
  • Synthetic method for poly(3-hydroxybutyrate) oligomers, product obtained by method and application of oligomers
  • Synthetic method for poly(3-hydroxybutyrate) oligomers, product obtained by method and application of oligomers

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0046]Add 0.61g (3mmol) of aluminum isopropoxide, 2.5mL of pyridine and 5.2g (60mmol) of β-butyrolactone into the reactor, and react at 50°C under nitrogen protection. After reacting for about 15 minutes, the reaction solution was bright yellow, turned green after a while, then gradually deepened, and turned brown after 24 hours of reaction. After the reaction was completed and cooled to room temperature, the reaction solution was added to 20 mL of 2M dilute hydrochloric acid, stirred for a period of time and then extracted three times with 20 mL of dichloromethane. 1) and deionized water (20 mL×2) to wash the organic layer. After drying over anhydrous sodium sulfate, the solvent was distilled off under reduced pressure to obtain a yellow oil. The obtained oil was purified by rapid flushing with dichloromethane, the solvent was distilled off under reduced pressure, and then dried in vacuo at 50°C overnight to obtain 4.0 g of light yellow oil with a yield of 77%.

[0047] Tak...

experiment example

[0054] The oligomeric 3-hydroxybutyrate prepared in the examples was diluted to 20 mg / mL with phosphate buffered saline (PBS), and its antibacterial activity was detected by the shaking method (with reference to the national standard method GB-T20944.3-2008), and the PBS group Do a blank control. The obtained antibacterial performance results are shown in Table 1.

[0055] Table 1

[0056]

[0057] As can be seen from the results in Table 1: the oligomeric 3-hydroxybutyrate prepared by the synthetic method of the present invention has an efficient antibacterial effect on various bacteria and fungi such as Staphylococcus aureus, Klebsiella pneumoniae, and Candida albicans, and the antibacterial effect can reach >99.99%, but also has a broad-spectrum antibacterial effect.

[0058] The above experiment was repeated several times with the oligomeric 3-hydroxybutyrate, and the results of each experiment showed an antibacterial activity greater than 99.99%. After being placed ...

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Abstract

The invention provides a synthetic method for poly(3-hydroxybutyrate) oligomers. The method comprises the step of performing a reaction by using one lactone as a raw material in the presence of alkoxyaluminum Al(OR)3 and pyridine to prepare one oligomer. The invention also provides the poly(3-hydroxybutyrate) oligomers and an application of the oligomers in preparation of an antimicrobial material. The synthetic method provided by the invention can prepare the poly(3-hydroxybutyrate) oligomers having a lower molecular weight, and the oligomers have excellent and stable antimicrobial activity,and is very suitable to be used as the antimicrobial material; and the synthetic method has mild reaction conditions and a greatly-simplified purification process, and is suitable for industrial production and large-scale use.

Description

technical field [0001] The invention relates to the technical field of chemical synthesis, in particular to a method for synthesizing poly-3-hydroxybutyrate oligomers, oligomer products prepared therefrom and uses thereof. Background technique [0002] Poly 3-hydroxybutyrate (PHB) is a biodegradable plastic produced by microbial fermentation. As a microbial nutrient and energy storage substance, PHB has excellent biocompatibility, and its degradation products are also natural to the human body. Due to its non-toxic and residue-free properties, it is widely used in textiles, food packaging, drug release, tissue engineering scaffolds and other fields. [0003] High molecular weight PHB is mainly obtained through microbial fermentation (biochemical method) and chemical synthesis. The biochemical method is natural, environmentally friendly, safe and non-toxic, but the production cycle is long, and the purification and process costs are high. The use of chemical synthesis can gr...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C67/00C07C69/533A01N37/06A01P1/00A61K31/22A61P31/04
CPCC07C67/00C07C69/533A01N37/06A61P31/04
Inventor 陶肖明李俊张子恒杨兴兴马琳琳刘世瑞费宾梁杏媚
Owner THE HONG KONG RES INST OF TEXTILES & APPAREL
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