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Preparation method for diamine polydactyl acid

A polylactic acid and amine modification technology, which is applied in the field of preparation of diamine-modified polylactic acid, can solve the problems of increasing the possibility of degradation of the main chain of polylactic acid and the large impact on the mechanical properties of modified polylactic acid, so as to reduce the possibility of degradation , avoid direct contact, good mechanical properties

Inactive Publication Date: 2011-07-27
CHONGQING UNIV
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Problems solved by technology

Chinese patent ZL02133814.0 discloses a method for covalently introducing strongly basic aliphatic diamines such as ethylenediamine and butylenediamine into anhydride-grafted polylactic acid to form a method for diamine-modified polylactic acid. The modified polylactic acid has excellent Hydrophilicity, neutral in the degradation process, does not show acid-induced self-accelerating body type degradation behavior; but in this method, direct contact between polylactic acid and strong basic amino groups may lead to the occurrence of amines in the ester bonds in the main chain of polylactic acid The decomposition reaction, and polylactic acid participates in each step of the reaction, greatly increases the degradation possibility of the main chain of polylactic acid, and has a great influence on the mechanical properties of modified polylactic acid

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  • Preparation method for diamine polydactyl acid
  • Preparation method for diamine polydactyl acid
  • Preparation method for diamine polydactyl acid

Examples

Experimental program
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Embodiment 1

[0039] Embodiment 1, diamine modified D, the preparation of L-polylactic acid

[0040] a, the preparation of maleyl adipamide

[0041]Dissolve 14.0 g of hexamethylenediamine in 30 mL of DMSO, add 20.2 g of triethylamine, then add 15 mL of 9.8 g of maleic anhydride in DMSO solution dropwise at a temperature of 30°C under stirring conditions, complete the dropwise addition in 0.5 hours, and stir the reaction at room temperature After standing for 2 hours, the layered solution was dropped into excess THF, and the viscous solid precipitate was collected and washed with absolute ethanol to obtain the crude maleamide hexamethylene diamine acid; the crude product was dissolved in a small amount of DMSO and then dripped Add excess THF, collect the precipitated viscous solid precipitate, wash with absolute ethanol, and dry under vacuum at room temperature to obtain pure maleamide hexamethylene diamic acid with a yield of 80%.

[0042] figure 1 Maleyl hexamethylene diamine acid prepar...

Embodiment 2

[0052] Embodiment 2, the preparation of diamine modified D, L-polylactic acid

[0053] The difference between this embodiment and embodiment 1 is:

[0054] c. Modification of polylactic acid with amino-protected maleic hexamic acid (solution graft polymerization method)

[0055] Dissolve 5.0 g of D, L-polylactic acid (molecular weight: 50,000) and 0.5 g of maleamide adipamide acid whose amino groups are protected by CBZ in 30 mL of DMSO, blow nitrogen gas for 8 minutes, and add 0.225 g of BPO (D, L-poly The mass ratio of lactic acid, CBZ-protected maleic hexamethylene diamine acid and BPO is 100:10:4.5), reacted for 12 hours at a temperature of 80°C under nitrogen protection conditions, cooled rapidly to room temperature to terminate the reaction, and dropped the reaction solution into In excess absolute ethanol, collect the precipitated film-like solid precipitate, and dry it in vacuum at room temperature to obtain the crude product of CBZ-protected maleamide hexamethylene a...

Embodiment 3

[0056] Embodiment 3, diamine modified D, the preparation of L-polylactic acid

[0057] The difference between this embodiment and embodiment 1 is:

[0058] c. Modification of polylactic acid with amino-protected maleic hexamic acid (solution graft polymerization method)

[0059] Dissolve 5.0 g of D, L-polylactic acid (molecular weight: 50,000) and 1.0 g of CBZ-protected maleic hexamethylene diamine acid in 30 mL of DMSO, blow nitrogen gas for 8 minutes, and add 0.4 g of BPO (D, L-polylactic acid, The mass ratio of CBZ-protected maleyl hexamethylene diamine acid to BPO is 100:20:8), reacted for 10 hours at a temperature of 120-130°C under nitrogen protection conditions, cooled rapidly to room temperature to terminate the reaction, and dropped the reaction solution into In excess absolute ethanol, collect the precipitated film-like solid precipitate, and dry it in vacuum at room temperature to obtain the crude product of CBZ-protected maleamide hexamethylene acid-modified polyl...

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Abstract

The invention discloses a preparation method for diamine polydactyl acid, comprising the steps of: reacting unsaturated amic acid having a general formula shown below (wherein R is unsaturated alkyl or aryl and n is any integer from 2 to 6) with amido protecting agent to prepare the amido-protecting unsaturated amic acid, performing free radical graft copolymerization reaction on polylactic acid, amido-protecting unsaturated amic acid and radical initiator to prepare the amido-protecting unsaturated amic polydactyl acid, and performing amido de-protection on unsaturated amic polydactyl acid to acquire the diamine polydactyl acid. Compared with the prior art, the method of the invention avoids polylactic acid directly contacting with basic amino and less polylactic acid participates in reaction, so the degradability of polylactic acid main chain is greatly decreased and the acquired diamine polydactyl acid has better mechanical property.

Description

technical field [0001] The invention relates to a modification method of polylactic acid, in particular to a preparation method of diamine-modified polylactic acid. Background technique [0002] One of the core contents of tissue engineering is to construct biocompatible and biodegradable tissue engineering scaffolds to act as temporary supports during vascularization and functional tissue formation. Polylactic acid has been widely used as a scaffold material in tissue engineering because of its good biocompatibility and biodegradability. In recent years, the development of tissue engineering has put forward more requirements for scaffold materials, which not only need to have suitable mechanical properties and processing properties, but also need to be able to bind tissue-specific bioactive molecules such as adhesion factors, growth factors, etc. to induce cell growth. Adhesion, growth and differentiation. The application of polylactic acid in tissue engineering is limite...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/91C08F283/00C08G63/06
Inventor 罗彦凤王远亮黄美娜钱智勇
Owner CHONGQING UNIV
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