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Poly N-isopropyl-acrylic-amide-poly amino-acid two-block copolymer and preparing method

A technology of isopropylacrylamide and block copolymer, which is applied in the field of poly-N-isopropylacrylamide-polyamino acid two-block copolymer and its preparation, can solve the problem of few reports on polyamino acid copolymerization and no copolymerization. things, etc.

Inactive Publication Date: 2007-08-29
CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, there are few reports on the copolymerization of poly-N-isopropylacrylamide and polyamino acids with carboxyl side chains.
Macromol.RapidCommun.Vol.18, p.361-369 (1997) only reported that γ-benzyl-L-glutamic acid ester-N-carboxylic acid anhydride (BLG -NCA) ring-opening polymerization to obtain a poly-N-isopropylacrylamide-polyγ-benzyl-L-glutamate diblock copolymer with only temperature sensitivity, and only studied its micellar behavior, And there is no further research on the preparation of copolymers with temperature and pH sensitivity

Method used

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  • Poly N-isopropyl-acrylic-amide-poly amino-acid two-block copolymer and preparing method
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  • Poly N-isopropyl-acrylic-amide-poly amino-acid two-block copolymer and preparing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Example 1: Preparation of poly-N-isopropylacrylamide with amino terminal at one end

[0033] Weigh 3 parts of 0.2mol of N-isopropylacrylamide and 0.002mol of azobisisobutyronitrile, add them to 3 reaction ampoules respectively, then add 0.003, 0.006, 0.012 and 0.02mol of Mercaptoethylamine. After dissolving with 80ml of methanol respectively, the gas in the bottle was removed through 3 freeze-vacuum-melt cycles, and the ampoule was sealed. The solution was stirred at 50, 60, 60 and 80°C for 24 hours, and the product was settled with excess ether, filtered, washed, and vacuum-dried to obtain poly-N-isopropylacrylamide homopolymers of different molecular weights with one end being an amino terminal. The molecular weight of each product was calculated by NMR. The obtained polymer results are shown in Table 1.

[0034] Table I:

[0035] Numbering

[0036] In the above table, A / I / T refers to the molar ratio of N-isopropylacrylamide monomer / azobisisobutyronitri...

Embodiment 2

[0037] Example 2: Preparation of poly-N-isopropylacrylamide-poly-γ-benzyl-L-glutamate diblock copolymer

[0038] Respectively, 10 g of poly-isopropylacrylamide (PNIPAM) and measured gamma-benzyl-L-glutamic acid ester-N-carboxylic acid anhydride (BLG-NCA) were used 30 times (volume and weight) respectively. ratio, ml / g) of dimethyl sulfoxide dissolved. Add the BLG-NCA / DMSO solution to the rapidly stirred poly-N-isopropylacrylamide / DMSO solution at room temperature. After the solution was stirred at 25° C. for 72 hours, it was dialyzed in ethanol to remove impurities and unreacted poly-N-isopropylacrylamide homopolymer. The colloidal solid obtained was dissolved in tetrahydrofuran, settled with ether, and vacuum-dried to obtain a poly-N-isopropylacrylamide-poly-γ-benzyl-glutamate (PNIPAM-PBLG) diblock copolymer. The results are shown in Table 2:

[0039] Table II:

[0040] Numbering

[0041] M in the above table n (PNIPAM) refers to the number-average molecular w...

Embodiment 3

[0042] Example 3: Preparation of poly-N-isopropylacrylamide-poly-β-benzyl-L-aspartate diblock copolymer

[0043] 2 g of poly-isopropylacrylamide (M n =3700, DP=32) and 4g β-benzyl-L-aspartic acid (BLA-NCA) were dissolved with 60ml and 120ml of dimethyl sulfoxide respectively, and other steps and conditions were the same as in Example 2 to obtain polyN - Isopropylacrylamide-poly-β-benzyl-aspartate (PNIPAM-PBLA) diblock copolymer. Productive rate: 93.6%; DP (PBLA)=28 (number average molecular weight 5700), DP (PBLA) by 1 H NMR measurement obtained.

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Abstract

The invention relates to poly-N- isopropyl acrylamide-poly-amino acid two section copolymer and the manufacturing method. It is made from poly-N-isopropyl acrylamide that the equal molecular weight is 1000-10000. The poly-amino acid is poly-L-glutamic acid or poly-L- aspartic acid that the equal molecular weight is 1000-30000. The copolymer has double responsibility to temperature and pH in water solution. The pH responding range would alter around the content of benzyl group in poly-amino acid. And it could take biodegradation. The invention could be used as carrier that the in vivo target released to medicine and could be used as injectable intelligent responding hydrogel.

Description

technical field [0001] The invention relates to a poly-N-isopropylacrylamide-polyamino acid two-block copolymer and a preparation method thereof. Background technique [0002] Intelligent water-soluble polymer materials can suddenly produce reversible physical or chemical responses to external stimuli (such as changes in temperature, pH, solution ionic strength, and electric field strength), and their shape, volume, and water absorption will change dramatically. Therefore, this kind of polymer materials has very important application value in medicine, biotechnology, industry and environment. Among them, water-soluble polymer materials that are sensitive to temperature and pH changes are particularly widely used in the fields of biomedicine and pharmacy, such as temperature-sensitive injectable hydrogels, pH-sensitive targeted drug release carriers and temperature-sensitive tissue engineering. Scaffold materials, etc. [0003] N-alkylacrylamide polymers, especially poly-N-...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/02C08G69/10C08F120/56
Inventor 庄秀丽贺超良陈学思赵长稳郭召军景遐斌
Owner CHANGZHOU INST OF ENERGY STORAGE MATERIALS &DEVICES
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