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A kind of polylactic acid light/water double degradation polymer and preparation method thereof

A technology for degrading polymers and polylactic acid is applied in the field of new materials to achieve the effects of simple preparation method and controllable degradation rate

Active Publication Date: 2016-08-17
江阴智产汇知识产权运营有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

If only the molecular weight and molecular weight distribution are used to adjust the degradation rate of polylactic acid, there are great limitations.

Method used

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  • A kind of polylactic acid light/water double degradation polymer and preparation method thereof
  • A kind of polylactic acid light/water double degradation polymer and preparation method thereof
  • A kind of polylactic acid light/water double degradation polymer and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0026] (1) Preparation of 2,6-two (methyl 3-mercaptopropionate) nitrobenzene

[0027] Weigh 1 mole fraction of 2,6-dimethyl alcohol nitrobenzene and 3 mole fractions of mercaptopropionic acid and dissolve them in 30 mL of toluene, catalyzed by 1% wt (compared to the raw material) of benzenesulfonic acid, reaction temperature At 120°C, condense and reflux for 12 hours, filter, and rotary evaporate. The crude product is dissolved in dichloromethane, washed three times with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate, filtered, and rotary evaporated to obtain 2,6-bis(3- Methyl mercaptopropionate) nitrobenzene, its H NMR spectrum is as figure 1 shown.

[0028] (2) Preparation of light / water-double degradable polymer

[0029] Weigh 1 mole fraction of 1,000 molecular weight polylactic acid containing carbon-carbon double bonds at both ends and 1 mole fraction of 2,6-bis(3-mercaptopropionate methyl)nitrobenzene and dissolve it in 20 mL of chlorofor...

Embodiment 2

[0034] (1) Preparation of 2,6-two (methyl 3-mercaptopropionate) nitrobenzene

[0035] Weigh 1 mole fraction of 2,6-dimethyl alcohol nitrobenzene and 3 mole fractions of mercaptopropionic acid and dissolve them in 35 mL of toluene, catalyze and react with 1% wt (compared to the raw material) p-toluenesulfonic acid At a temperature of 120°C, condense and reflux for 12 hours, filter, and rotary evaporate. The crude product is dissolved in dichloromethane, washed three times with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate, filtered, and rotary evaporated to obtain 2,6-bis(3 - methyl mercaptopropionate) nitrobenzene.

[0036] (2) Preparation of light / water-double degradable polymer

[0037] Weigh 1 mole fraction of 3,000 molecular weight polylactic acid containing carbon-carbon double bonds at both ends and 1 mole fraction of 2,6-bis(3-mercaptopropionate methyl)nitrobenzene and dissolve it in 25 mL of chloroform , first reacted for 8.5 hours und...

Embodiment 3

[0039] (1) Preparation of 2,6-bis(3-mercaptopropionic acid methyl ester)-4-methylnitrobenzene

[0040] Weigh 1 mole fraction of 2,6-dimethyl alcohol-4-methylnitrobenzene and 3.5 mole fraction of mercaptopropionic acid dissolved in 40mL of toluene, in 1%wt (compared to raw material) p-toluene Catalyzed by sulfonic acid, at a reaction temperature of 120°C, condensed and refluxed for 12 hours, filtered, and rotary evaporated, the crude product was dissolved in dichloromethane, washed three times with saturated sodium bicarbonate solution, dried over anhydrous magnesium sulfate, filtered, and rotary evaporated to obtain 2, 6-bis(3-mercaptopropionic acid methyl ester)-4-methylnitrobenzene.

[0041] (2) Preparation of light / water-double degradable polymer

[0042] Weigh 1 mole fraction of 6,000 molecular weight polylactic acid containing carbon-carbon double bonds at both ends and 1 mole fraction of 2,6-bis(3-mercaptopropionic acid methyl ester)-4-methylnitrobenzene and dissolve in...

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Abstract

The invention belongs to the technical field of new materials, and relates to a polylactic acid photo / hydrolytic-double-degradable polymer of which the structural formula is disclosed in the specification. The preparation method comprises the following steps: (1) dissolving 2,6-dimethylalcohol nitrobenzene substances and mercaptopropionic acid in toluene, and condensing under reflux under the catalytic action of a catalyst to obtain 2,6-di(methyl 3-mercaptopropionate)nitrobenzene substances; and (2) dissolving polylactic acid containing C=C on both ends and the 2,6-di(methyl 3-mercaptopropionate)nitrobenzene substances in trichloromethane, reacting under ice bath conditions, heating to react, and drying the reaction product to obtain the photo / hydrolytic-double-degradable polymer. The ortho-nitrophenetol group is introduced into the polylactic acid main chain, and a mercaptan-olefine click chemical process is utilized to prepare the photo / hydrolytic-double-degradable polymer; and thus, the preparation method is simple. The prepared polylactic acid can be hydrolyzed and photodegraded, and the degradation rate of the polylactic acid can be controlled by lighting, so that the degradation rate is controllable.

Description

technical field [0001] The invention belongs to the technical field of new materials, and in particular relates to a photo / water-double degradation polymer method. Background technique [0002] Polylactic acid, referred to as PLA, also known as polylactide, belongs to the polyester family and is a high molecular polymer obtained by polymerization of lactic acid as the main raw material. Polylactic acid has sufficient sources of raw materials, can be regenerated, and the production process is non-polluting. The product can be biodegraded and can be recycled in nature. Therefore, it is an ideal green polymer material. Polylactic acid has been used as a material for tissue engineering scaffolds. However, due to different tissue reconstruction requirements, scaffolds have different degradation times. If only the molecular weight and molecular weight distribution are used to adjust the degradation rate of polylactic acid, there are great limitations. Therefore, solving the pro...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G63/91
Inventor 王克敏张楠陈佳杰殷红
Owner 江阴智产汇知识产权运营有限公司