Polyester with reactivity side group functional group

A reactive and functional group technology, applied in the field of aliphatic polyesters, can solve problems such as low yield, difficult preparation, and many reaction steps

Inactive Publication Date: 2007-10-24
EAST CHINA UNIV OF SCI & TECH
View PDF0 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] The common defects of the above-mentioned various existing aliphatic polyesters with reactive side group functional groups are that they are difficult to prepare (many reaction steps and low yield) and expensive

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Polyester with reactivity side group functional group
  • Polyester with reactivity side group functional group
  • Polyester with reactivity side group functional group

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0068] The monomer shown in formula (5) and caprolactone [compound shown in formula (2)] are added in the polymerization reactor in the ratio that is 1: 4 by weight ratio, take the total weight of whole reaction system material as calculation basis, 0.5wt‰ of stannous isooctanoate (catalyst) was added, and the target polymer with an average molecular weight of 3,000-20,000 was obtained after reacting for 72 hours under the conditions of vacuum and 110°C.

[0069]

[0070] The NMR of the target polymer ( 1 (HNMR) spectrogram is shown in Fig. 1, and the infrared (IR) spectrogram of target polymer is shown in Fig. 2.

Embodiment 2～3

[0072] The monomer represented by formula (5) and caprolactone [compound represented by formula (2)] are respectively added in the polymerization reactor in the ratio of 1: 6, 1: 8 and 1: 10 by weight ratio, according to the embodiment The method described in 1 obtains the corresponding target polymer after polymerization respectively. The NMR of the obtained target polymer ( 1 HNMR) spectrogram is shown in Fig. 3.

[0073] Gel permeation chromatography and differential scanning calorimetry analysis tests were carried out on different target polymers, the results are shown in Table 1 and Figure 4

[0074] example

Embodiment 4～8

[0076] 5-(benzyl acetate)-δ-valerolactone [monomer represented by formula (6)] and caprolactone [compound represented by formula (2)] are respectively 1:1, 1:1 by weight 2. Add the ratios of 1:4, 1:6, and 1:8 into the polymerization reactor, and carry out polymerization according to the method described in Example 1 to obtain the corresponding target polymer. The nuclear magnetic spectrum of gained target polymer ( 1 HNMR) see Fig. 5, nuclear magnetic carbon spectrogram ( 13 CNMR) see Figure 6. The target polymer obtained by polymerization is catalyzed by Pd / C, and hydrogen gas is passed through to remove the benzyl ester to generate a polymer with side groups as carboxyl groups. See (Pitt, C.G.; Gu, Z.W.; Ingram.P., Hendren, R.W.J Polym.Sci., Part A: Polym Chem. Ed. 1987, 25, 955) for specific preparation methods.

[0077]

[0078] Gel permeation chromatography and differential scanning calorimetry analysis tests were performed on different target polymers, and the resu...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention discloses an aliphatic polyester with reactivity lateral group functional group, which is evenly polymerized by monomer in the formula (1) or copolymerized by monomer in the formula (1) and caprolactone, lactide or glycolide, wherein the even molecular weight of polymer is 3, 000-300, 000, which can reach modulation of biological degradability and decoration of biological activity; b is 0 or 1; c is 0 or 1; R1 is H or C1-C6 alkyl; R2 is OH, OR4, NH2 or NR5R6; R3 is CN, NO2, NH2 or NR5R6; R4 is C1-C6 alkyl or CH2C6H5; R5 and R6 are one of H or C1-C6 alkyl, which aren't H at the same time.

Description

technical field [0001] The invention relates to a biomedical material, in particular to an aliphatic polyester with reactive side functional groups. Background technique [0002] Due to its good biocompatibility and biodegradability, aliphatic polyesters have been used clinically and commercially (such as in medical sutures, drug controlled release, etc.). However, since aliphatic polyester itself does not have biological activity, how to introduce reactive side group functional groups on the main chain of aliphatic polyester (in order to regulate the physical and chemical properties of aliphatic polyester) has attracted much attention of scientists. [0003] D A Barrera and J S Hrkach etc. have reported that the lactide / lysine copolymer (D A Barrera, E Zylstra, P T Lansbury, R Langer. J Am Chem Soc 1993, 115: 11010; D A Barrera, E Zylstra, P T Lansbury, R Langer. Macromolecules 1995, 28: 425; J S Hrkach, J Ou, N Lotan, R Langer. Macromolecules 1995, 28: 4736.) ; G John an...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & AuthorityApplications(China)
IPC IPC(8): C08G63/08A61L31/06
Inventor郎美东戴炜枫曾粤黄浩艳
OwnerEAST CHINA UNIV OF SCI & TECH