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PH and temperature dual responsive copolymer and preparation method and application thereof

A copolymer and responsive technology, applied in pharmaceutical formulations, medical preparations with inactive ingredients, etc., can solve the problems of high industrialization cost, complex preparation methods, expensive raw materials, etc., and achieve cheap raw materials, easy access to raw materials, The effect of high encapsulation

Inactive Publication Date: 2015-11-18
YUNNAN NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Due to the complex biological environment in vivo, the development of a pH- and temperature-responsive copolymer that combines pH and temperature responsiveness is expected to obtain a drug carrier that is more suitable for the physiological environment in vivo. The preparation methods of most materials are complicated, the price of raw materials is relatively expensive, and the cost of industrialization is relatively high
Literature search did not find any research reports on pH and temperature dual responsive copolymers formed by the copolymerization of allylmalonic acid and N-vinylcaprolactam

Method used

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  • PH and temperature dual responsive copolymer and preparation method and application thereof
  • PH and temperature dual responsive copolymer and preparation method and application thereof
  • PH and temperature dual responsive copolymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Add 1.0g N-vinylcaprolactam (NVCL), 3.0mg azobisisobutyronitrile (AIBN) and 5mL dioxane to a dry two-necked flask, evacuate and fill with nitrogen three times, and put the flask into 70°C In the oil bath of 100ml, the dioxane solution of diethyl allyl malonate (prepared by dissolving 0.1g of diethyl allyl malonate in 5mL of dioxane) was added dropwise with stirring. After completion, the polymerization reaction was carried out at 70°C for 24h. Dissolve the polymer with a small amount of THF, pour it into petroleum ether for co-precipitation 3 times, collect the precipitate, evaporate the organic solvent and dissolve it in water, pour the aqueous solution into a dialysis bag with a molecular weight cut-off of 3500, dialyze for 7 days, and vacuum dry to obtain allyl Copolymer of diethylmalonate and N-vinylcaprolactam (PDEAM-co-PNVCL).

[0037] In a dry round-bottomed flask, add 1.0 g of a copolymer of diethyl allylmalonate and N-vinyl caprolactam (PDEAM-co-PNVCL), 35 mL ...

Embodiment 2

[0039] Basically the same as Example 1, the difference is that the consumption of diethyl allyl malonate and N-vinyl caprolactam is different: add 3.0g N-vinyl caprolactam (NVCL), 3.0mg azo to a dry two-necked flask Diisobutyronitrile (AIBN) and 5 mL of dioxane, evacuated and filled with nitrogen for 3 times, put the flask into an oil bath at 70°C, and added the dioxane of diethyl allyl malonate dropwise with stirring The hexacyclic solution (prepared by dissolving 0.5 g of diethyl allyl malonate in 5 mL of dioxane) was dripped and polymerized at 70° C. for 24 h. Dissolve the polymer with a small amount of THF, pour it into petroleum ether for co-precipitation 3 times, collect the precipitate, evaporate the organic solvent and dissolve it in water, pour the aqueous solution into a dialysis bag with a molecular weight cut-off of 3500, dialyze for 7 days, and vacuum dry to obtain allyl Copolymer of diethylmalonate and N-vinylcaprolactam (PDEAM-co-PNVCL).

[0040] In a dry round...

Embodiment 3

[0042] Basically the same as Example 1, the difference is that the consumption of diethyl allyl malonate and N-vinyl caprolactam is different: add 1.0g N-vinyl caprolactam (NVCL), 3.0mg azo to a dry two-necked flask Diisobutyronitrile (AIBN) and 5 mL of dioxane, evacuated and filled with nitrogen for 3 times, put the flask into an oil bath at 70°C, and added the dioxane of diethyl allyl malonate dropwise with stirring The hexacyclic solution (prepared by dissolving 0.3 g of diethyl allyl malonate in 5 mL of dioxane) was dripped and polymerized at 70° C. for 24 h. Dissolve the polymer with a small amount of THF, pour it into petroleum ether for co-precipitation 3 times, collect the precipitate, evaporate the organic solvent and dissolve it in water, pour the aqueous solution into a dialysis bag with a molecular weight cut-off of 3500, dialyze for 7 days, and vacuum dry to obtain allyl Copolymer of diethylmalonate and N-vinylcaprolactam (PDEAM-co-PNVCL).

[0043] In a dry round...

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Abstract

The invention relates to a pH and temperature dual responsive copolymer and a preparation method and an application thereof, which belong to the technical field of pharmaceutical polymers. A molecular structure of the copolymer is shown as follows, and the molecular weight is 10000 to 30000. The copolymer is prepared in the following steps of (a) preparing a copolymer of diethyl allylmalonate and N-vinylcaprolactam; (b) preparing a copolymer of allylmalonic acid and N-vinylcaprolactam. The copolymer is used for self assembly in water to form nanomicelles as controlled release carriers of podophyllotoxin drugs. Raw materials are low in price and are easy to obtain, a synthetic method is simple, products are easy to separate and purify, and the operability is strong. The copolymer can be assembled by self in a water solution to form stable spherical nanomicelles which have high drug loading capacity and encapsulation efficiency on podophyllotoxin and have pH and temperature dual responsive controlled release performance on the podophyllotoxin, and the copolymer can be used for constructing an intelligent drug controlled release system.

Description

technical field [0001] The invention belongs to the technical field of pharmaceutical polymer materials, and particularly relates to a pH and temperature dual-responsive copolymer composed of allylmalonic acid and N-vinylcaprolactam, a preparation method and application thereof. Background technique [0002] Drug delivery systems based on environment-responsive polymers can cause structural changes in response to small stimuli from the external environment and release drugs. They are long-term, low-toxic, controllable, and highly effective for the treatment of many diseases (such as tumors). Due to its advantages such as drug loading, it has broad application prospects in the field of biomedicine. Among them, temperature- and pH-responsive polymer drug carriers that are easier to obtain and more sensitive to external environmental stimuli have received extensive attention from researchers. [0003] The pH of normal human tissue is generally 7.4, but when an abnormality occu...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F220/10C08F226/06C08F220/04A61K47/32
Inventor 毕韵梅徐立刘玲琪唐刚胡敏奇
Owner YUNNAN NORMAL UNIV
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