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Full biodegradable amphipathic polysaccharides grafts as well as preparation method and use thereof

A kind of graft and amphiphilic technology, applied in the field of functional polymer materials, can solve the problems of unfavorable use of organic solvents, limited types, long reaction time and other problems of amphiphilic grafts, and achieve good biodegradability and biocompatibility Capacitance, mild reaction conditions, and easy operation

Inactive Publication Date: 2008-08-27
SUN YAT SEN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above synthesis methods are inseparable from the selection of miscible systems containing organic solvents, and their types are very limited, limited to a few organic solvents such as dimethyl sulfoxide and dimethyl formamide, which limits the selection of natural polysaccharide raw materials ; In addition, the use of organic solvents is not conducive to the use of such amphiphilic grafts as biomedical materials
In addition, although adding an organic mutual solvent can solve the dissolution problem of the reaction system to a certain extent, the related reaction time is usually long and the reaction conversion rate is low.

Method used

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  • Full biodegradable amphipathic polysaccharides grafts as well as preparation method and use thereof
  • Full biodegradable amphipathic polysaccharides grafts as well as preparation method and use thereof
  • Full biodegradable amphipathic polysaccharides grafts as well as preparation method and use thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1De

[0026] The preparation of embodiment 1Dex-g-PCL graft

[0027](1) Synthesis of 1-methyl-3-butylimidazolium bromide ([BMIM]Br) ionic liquid: Weigh 16.42g (0.2mol) of N-methylimidazole and add it to a 250mL three-port In the flask, under electromagnetic stirring, 34.26 g (0.25 mol) of n-butane bromide which had been dried with phosphorus pentoxide and distilled was added dropwise, and stirred for 2 h after the dropwise addition was completed. Then use an oil bath to heat, control the temperature to 60°C, and react for 24 hours. After the reaction, cool to room temperature, and use a rotary evaporator at 90° C. for 2 h. Then, it was dried in a vacuum oven at 80° C. for 24 h to obtain 1-methyl-3-butylimidazolium bromide ([BMIM]Br) ionic liquid. spare. The yield was 90%. As shown in Figure 1 infrared spectrum: 3144cm -1 and 3087cm -1 It is the absorption peak of stretching vibration of C-H bond on the ring; 2967cm -1 、2927cm -1 and 2867cm -1 It is the characteristic absorp...

Embodiment 2D

[0029] The preparation of embodiment 2Dex-g-PCL graft

[0030] (1) Synthesis of 1-methyl-3-butylimidazolium bromide ([BMIM]Br) ionic liquid: Weigh 16.42g (0.2mol) of N-methylimidazole and add it to a 250mL three-port In the flask, under electromagnetic stirring, 27.4 g (0.2 mol) of n-butane bromide which had been dried with phosphorus pentoxide and distilled was added dropwise, and stirred for 3 h after the dropwise addition was completed. Then use an oil bath to heat, control the temperature to 55° C., and react for 22 hours. After the reaction, cool to room temperature, and use a rotary evaporator at 85° C. for 4 h. Then it was dried in a vacuum oven at 60° C. for 20 h to obtain 1-methyl-3-butylimidazolium bromide ([BMIM]Br) ionic liquid. spare. The yield was 86%. As shown in Figure 1 infrared spectrum: 3144cm -1 and 3087cm -1 It is the absorption peak of stretching vibration of C-H bond on the ring; 2967cm -1 、2927cm -1 and 2867cm -1 It is the characteristic absorp...

Embodiment 3D

[0032] The preparation of embodiment 3Dex-g-PCL graft

[0033] (1) Synthesis of 1-methyl-3-butylimidazolium bromide ([BMIM]Br) ionic liquid: Weigh 16.42g (0.2mol) of N-methylimidazole and add it to a 250mL three-port In the flask, under electromagnetic stirring, 41.11 g (0.3 mol) of n-butane bromide which had been dried with phosphorus pentoxide and distilled was added dropwise, and stirred for 1 h after the dropwise addition was completed. Then use an oil bath to heat, control the temperature to 65°C, and react for 20h. After the reaction, cool to room temperature, and use a rotary evaporator at 95° C. for 3 h. Then it was dried in a vacuum oven at 70° C. for 12 h to obtain 1-methyl-3-butylimidazolium bromide ([BMIM]Br) ionic liquid. spare. The yield was 93%. As shown in Figure 1 infrared spectrum: 3144cm -1 and 3087cm -1 It is the absorption peak of stretching vibration of C-H bond on the ring; 2967cm -1 、2927cm -1 and 2867cm -1 It is the characteristic absorption p...

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Abstract

The invention discloses an amphiphilic polysaccharide ppma which can be degraded biologically, a relative preparation method, a micellization route of the polysaccharide ppma in selective solvent, a nanometer micelle drug carrier and a drug release route in vitro. The preparation method comprises synthesizing 1-methyl-3-butyl imidazole bromonium ionic liquid, using stannous octoate as catalyst to catalyze the ring-opening polymerization reaction of dextran and caprolactone in the ionic liqud, to obtain the amphiphilic polysaccharide ppma which can be degraded biologically, as dextran amphiphilic ppma containing polycaprolactone chain. The ppma can form stable micelle in selective solvent and can prepare the micelle for carrying indenemethyl drug. The amphiphilic polysaccharide ppma which can be degraded biologically has the ability for self-assembling micelle in selective solvent and loading ability for hydrophobic drug. And the product has the advantages of chemical modification, biodegradability and biocompatibility, with wide application in biological medicine technical field.

Description

technical field [0001] The invention belongs to the field of functional polymer materials, in particular to a method for synthesizing a fully biodegradable amphiphilic polysaccharide graft with potential application value in the field of biomedicine in a new type of green solvent-ionic liquid, and the two The application route of self-assembly of hydrophilic polysaccharide grafts to form nano drug carrier materials in solution. Background technique [0002] The amphiphilic polymer prepared from aliphatic polyester and natural polysaccharides has the characteristics of full biodegradation, good biocompatibility and self-assembly of molecular order, unique performance and broad application prospects. For example, they can effectively reduce the interfacial tension and achieve compatibilization modification of poorly compatible polymer blend systems, enabling people to design polymer materials with a variety of excellent mechanical properties; they can also be selected self-as...

Claims

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Application Information

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IPC IPC(8): C08B37/02C08G63/08C08J3/02C08L5/02C08L67/04C08K5/3417A61K31/405A61K47/36
Inventor 卢红伟张黎明
Owner SUN YAT SEN UNIV
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