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Aliphatic polyester grafted polyamino acid copolymer and preparation method thereof

An aliphatic polyester, polyamino acid technology, applied in the direction of medical science, prosthesis, etc., can solve the problems of insufficient mechanical properties of polyamino acid, limited application, etc., and achieve the effect of good biocompatibility and biodegradability

Inactive Publication Date: 2012-09-12
SHANGHAI UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the lack of mechanical properties of polyamino acid severely limits its application in the field of tissue engineering.

Method used

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  • Aliphatic polyester grafted polyamino acid copolymer and preparation method thereof
  • Aliphatic polyester grafted polyamino acid copolymer and preparation method thereof
  • Aliphatic polyester grafted polyamino acid copolymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Example 1: Synthesis of poly(ε-caprolactone)

[0032] Weigh 3 parts of 11.4g (0.1mol) of ε-caprolactone into an ampoule, add 57mL of toluene respectively, then add 1mL of 0.1mol / L stannous octoate in toluene, then add 10mL, 5mL, 0.4 mL of 1 mol / L toluene solution of isopropanol was placed in an oil bath at 120°C for 24 hours, and then precipitated with 570 mL of ether, and the resulting product was vacuum-dried for 24 hours to obtain poly(ε-hexyl) with different number average molecular weights. ester).

[0033] Table 1 The number average molecular weight and reaction yield of the obtained polyε-caprolactone

[0034] sample name Theoretical Degree of Polymerization (DP) Number average molecular weight Mn Reaction yield (%) Poly(ε-caprolactone) 10 10 1085 93.7 Poly(ε-caprolactone) 20 20 2111 95.1 Poly(ε-caprolactone) 250 250 27191 95.6

[0035] In the above table, the number average molecular weight Mn is the number aver...

Embodiment 2

[0036] Example 2: Synthesis of polylactic acid

[0037] Weigh 3 parts of 7.2 g lactide into ampoules, add 36 mL of toluene solution, then add 1 mL of 0.1 mol / L stannous octoate in toluene, then add 6.67 mL, 2 mL, and 0.33 mL of 1 mol / L L of toluene solution of isopropanol was placed in an oil bath at 120°C for reaction. After 24 hours, it was precipitated with 360 mL of ether, and the resulting product was vacuum-dried for 24 hours to obtain polylactic acid.

[0038] Table 2 The number average molecular weight and reaction yield of polylactic acid obtained

[0039] sample name Theoretical Degree of Polymerization (DP) Number average molecular weight Mn Reaction yield (%) polylactic acid 15 15 1067 91.2 polylactic acid 50 50 3443 92.1 polylactic acid 300 300 20867 92.7

[0040] In the above table, the number average molecular weight Mn is the number average molecular weight of the reaction product polylactic acid, by 1 H NMR me...

Embodiment 3

[0041] Example 3: Synthesis of Hydroxyethyl Acrylate-Poly(ε-caprolactone)

[0042] Weigh three parts of 11.4g (0.1mol) of ε-caprolactone into the ampoule, add 57mL of toluene respectively, then add 1mL of 0.1mol / L stannous octoate in toluene, then add 10mL, 5mL, 0.4 mL of 1 mol / L hydroxyethyl acrylate toluene solution was placed in an oil bath at 120°C for reaction, and after 24 hours, it was precipitated with 570 mL of ether, and the resulting product was vacuum-dried for 24 hours to obtain hydroxyethyl acrylate-poly(ε-hexyl lactone).

[0043] Table 3 The number average molecular weight and reaction yield of the obtained hydroxyethyl acrylate-poly(ε-caprolactone)

[0044] sample name Theoretical Degree of Polymerization (DP) Number average molecular weight Mn Reaction yield (%) Poly(ε-caprolactone) 10 10 1255 92.1 Poly(ε-caprolactone) 20 20 2281 93.4 Poly(ε-caprolactone) 250 250 27817 94.7

[0045] In the above table, the num...

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Abstract

The invention relates to an aliphatic polyester grafted polyamino acid copolymer and a preparation method thereof. A preparation process of the grafted copolymer comprises the following steps of: performing a ring-opening reaction on amino acid-N-inner carboxylic acid anhydride by taking triethylamine, n-hexylamine and the like as initiators, and removing a protecting group to obtain polyamino acid; and grafting aliphatic polyester obtained by performing ring opening polymerization on initiating esters such as hydroxyethyl acrylate, cinnamic alcohol, coumarin and the like to obtain the aliphatic polyester grafted polyamino acid copolymer. The aliphatic polyester is preferably polylactic acid or poly(epsilon-caprolactone) of which the number average molecular weight is 1,000-30,000; and the amino acid-N-inner carboxylic acid anhydride is preferably gamma-benzyl-L-glutamate-N-inner carboxylic acid anhydride or gamma-benzyl-L-aspartate-N-inner carboxylic acid anhydride. The grafted copolymer has a simple preparation process, high biocompatibility and wide application prospect in the field of biological medical materials, and is provided with a photo-crosslinking group.

Description

technical field [0001] The invention relates to the technical field of polyamino acid graft copolymers, in particular to an aliphatic polyester graft polyamino acid copolymer and a preparation method thereof. Background technique [0002] As a biodegradable macromolecular polypeptide, polyamino acid has excellent biological activity, tissue affinity, low immunogenicity, and the degradation products have no toxic side effects. Therefore, polyamino acids have broad application prospects in biomedical fields, such as bioseparation, tissue engineering, gene therapy and drug controlled release. At the same time, a variety of polyamino acids have good side group modification properties, and can introduce functional groups into gene and drug delivery systems, which have great application value. However, the lack of mechanical properties of polyamino acid severely limits its application in the field of tissue engineering. [0003] The introduction of the second component into the...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G63/91C08G63/08C08G69/48C08G69/16A61L27/18
Inventor 尹静波韩锦东丁建勋甘露何世明颜世峰庄秀丽陈学思
Owner SHANGHAI UNIV
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