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Cyclic biodegradation aliphatic polyester and preparation method thereof

An aliphatic polyester, biodegradable technology, applied in the production of bulk chemicals, etc., to achieve mild reaction conditions and mild specificity

Active Publication Date: 2015-07-22
JINAN UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the synthesis of cyclic polymers has attracted attention, it is still challenging to synthesize cyclic polymers with controllable ring size under extremely mild conditions.

Method used

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  • Cyclic biodegradation aliphatic polyester and preparation method thereof
  • Cyclic biodegradation aliphatic polyester and preparation method thereof
  • Cyclic biodegradation aliphatic polyester and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Step (1): Add propynyl alcohol and L-lactide with a molar ratio of 1:40 into a specific microwave reaction tube after silanization, and add stannous octoate with 0.5% of the mass of L-lactide monomer, Repeatedly evacuate and pass N 2 After heating for about 1 hour to melt and mix the reaction system uniformly, place the reaction tube in a DISCOVER microwave reactor and polymerize under the assistance of microwaves. The reaction temperature is set at 100°C, the microwave power is 30W, and the reaction time is 20 minutes; After the reaction, the solid crude product was dissolved in chloroform, precipitated with absolute ethanol, and then dried in vacuum at 45°C to constant weight to obtain single-terminal alkynylated poly(L-lactide).

[0038] The composition and structure of the single-end alkynylated poly(L-lactide) synthesized in this example were characterized by infrared spectroscopy. figure 1 . It can be observed from the figure that the 1756cm -1 The characterist...

Embodiment 2

[0044] Step (1): Add propynyl alcohol and ε-caprolactone with a molar ratio of 1:40 into a specific microwave reaction tube after silanization, and add stannous octoate with 1% mass of ε-caprolactone monomer, Repeatedly evacuate and pass N 2 After heating for about 1 hour to melt and mix the reaction system uniformly, the reaction tube was placed in a DISCOVER microwave reactor and polymerized under the assistance of microwaves. The reaction temperature was set at 110°C, the reaction time was 15 minutes, and the microwave power was 50W. It was a transparent viscous liquid, then heated to 140°C, and continued to react for 20 minutes; after the reaction, the solid crude product was dissolved in chloroform, precipitated in absolute ethanol, and then dried in vacuum at 45°C to constant weight to obtain a of poly(ε-caprolactone).

[0045] Step (2): Weigh 1 mmol of single-terminal alkynylated poly(ε-caprolactone) obtained in step (1), put it in a 100 mL three-neck flask, add 50 mL ...

Embodiment 3

[0050] Step (1): Add 3,5-dimethyl-1-hexyn-3-ol and δ-valerolactone with a molar ratio of 1:80 into a specific microwave reaction tube after silanization, and add δ- Tin lactate with 2% mass of valerolactone monomer, repeated vacuuming and N 2 After heating for about 1 hour to melt and mix the reaction system uniformly, the reaction tube was placed in a DISCOVER microwave reactor and polymerized under the assistance of microwaves. The reaction temperature was set at 90°C, the reaction time was 60 minutes, and the microwave power was 50W. It was a transparent viscous liquid, and immediately heated to 140°C, and continued to react for 30 minutes; the solid crude product was dissolved in chloroform, precipitated in absolute ethanol, and then vacuum-dried at 45°C for 24 hours, and then vacuum-dried at 45°C to constant weight. Single-ended alkynylated poly(δ-valerolactone) was obtained.

[0051] Step (2): Weigh 1 mmol of the poly(δ-valerolactone) modified by the terminal alkyne gro...

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Abstract

The invention discloses cyclic biodegradation aliphatic polyester and a preparation method thereof. The cyclic biodegradation aliphatic polyester is prepared through combination of ring opening polymerization and click chemical reaction. The preparation method comprises the following steps of adopting small-molecule alcohol containing acetylene alkynyl as an initiator to initiate ring opening polymerization of a cyclic ester monomer so as to prepare single-end alkynylation biodegradation aliphatic polyester; enabling the single-end alkynylation biodegradation aliphatic polyester and acid halide and sodium azide to perform reaction sequentially to prepare linear biodegradation aliphatic polyester containing the acetylene alkynyl and azide group; and finally, preparing the cyclic biodegradation aliphatic polyester through the click chemical reaction. The ring size of the cyclic biodegradation aliphatic polyester is controllable, reaction conditions are moderate, and reaction products are pure. In addition, the cyclic biodegradation aliphatic polyester has a topological structure and performance which are different from a structure and the performance of corresponding linear biodegradation aliphatic polyester and can be well applied in the aspects of sustained or controlled release of drug carriers, scaffolds for tissue engineering, blood compatible materials and the like.

Description

technical field [0001] The invention belongs to aliphatic polyester and a preparation method thereof, in particular to a cyclic biodegradable aliphatic polyester and a preparation method thereof. Background technique [0002] Existing biodegradable aliphatic polyesters, such as polylactide (PLA), polyglycolide (PGA), poly(ε-caprolactone) (PCL) and their copolymers, are usually a class of linear polymers The polymer material has good biocompatibility, biodegradability and no toxic side effects of degradation products, and has good mechanical and processing properties. Biodegradable aliphatic polyesters have become one of the most important biomaterials in the field of biomedicine, and are widely used in absorbable orthopedic internal fixation materials, tissue engineering scaffold materials, sustained and controlled release drug carriers, absorbable surgical sutures, etc. However, with the continuous development and clinical application of biodegradable aliphatic polyesters,...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G81/00C08G63/08C08G63/78
CPCY02P20/54
Inventor 罗丙红徐湾何杰祥李慧华周长忍
Owner JINAN UNIVERSITY
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