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pH response type amphiphilic grafted polyphosphazene and synthesis method thereof

A synthesis method and technology of polyphosphazene, which is applied in the field of pH-responsive amphiphilic grafted polyphosphazene and its synthesis, can solve the problems of harsh conditions and medical application restrictions, and achieve low toxicity, strong pH response characteristics, biophase good capacitive effect

Inactive Publication Date: 2010-06-30
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These pH-sensitive polymers used as drug carriers are almost all block copolymers, and their synthesis mainly adopts living polymerization reaction, which requires harsh conditions and often requires the use of a considerable dose of heavy metals as catalysts, which limit their medical applications.

Method used

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  • pH response type amphiphilic grafted polyphosphazene and synthesis method thereof
  • pH response type amphiphilic grafted polyphosphazene and synthesis method thereof
  • pH response type amphiphilic grafted polyphosphazene and synthesis method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] (1) Prepare poly(dichlorophosphazene) with aluminum chloride as catalyst

[0060] Weigh 4 g of chlorophosphazene cyclic trimer purified by sublimation and 0.2 g of anhydrous aluminum trichloride into a pre-cleaned and dried polymerization tube, vacuumize and seal the tube, carry out the polymerization reaction at 250°C for 5 hours, and wait for When the viscosity of the reactant remained almost constant, the polymerization was stopped and the polymerization tube was taken out to cool. Unseal the polymerization tube, add an appropriate amount of dry toluene solution to dissolve the reactants. After dissolution, it was precipitated with petroleum ether and dried in vacuum to obtain a white elastomer, that is, poly(dichlorophosphazene).

[0061] (2) Synthesis of pH-responsive amphiphilic grafted polyphosphazene copolymers via stepwise nucleophilic substitution reactions

[0062] Dissolve 0.5 g of the above-prepared linear poly(dichlorophosphazene) in 20 ml of THF as a re...

Embodiment 2

[0068] (1) The preparation of poly(dichlorophosphazene) is the same as in Example 1.

[0069] (2) In addition to slowly adding 2.2g NH 2 - 50ml of THF solution of PEG (its molecular weight is 2000) and 0.2ml TEA, 10ml of THF solution containing 0.5g N,N-diisopropylethylenediamine (DPA) and 0.5ml TEA and 0.7g p-aminobenzoic acid Except 10 milliliters of the THF solution of ethyl ester (EAB) and 0.5ml TEA, all the other operations are all the same as the step (2) in the embodiment 1, obtain the pH response type amphiphilic graft polyphosphazene copolymer, in this copolymer The mass percentage of the water-terminal amino polyethylene glycol is 60%, the mass percentage of N-[2-(N', N'-diisopropylamino) ethyl]amino is 15%, and the N-( The mass percent content of ethyl benzoate)-4-amino is 20%, its number average molecular weight is 5000, molecular weight distribution is 2.8, and pKa value is 6.34. The NMR spectrum of the copolymer is figure 1 As shown, its structural formula is ...

Embodiment 3

[0074] (1) The preparation of poly(dichlorophosphazene) is the same as in Example 1.

[0075] (2) In addition to slowly adding 6g NH 2 50ml of THF solution of PEG (its molecular weight is 2000) and 0.6ml TEA, 10ml of THF solution containing 0.8g N,N-diisopropylethylenediamine (DPA) and 0.8ml TEA, 0.8g p-aminobenzoic acid Ethyl ester (EAB) and 0.7ml TEA THF solution 10ml and 2.0g serine ethyl ester (SEE) and 1.5ml TEA THF solution 10ml, and each time a class of raw materials was added dropwise and reacted at room temperature for 8h, the rest The operation is the same as the step (2) in Example 1 to obtain a pH-responsive amphiphilic grafted polyphosphazene copolymer. The mass percentage of the amino-terminated polyethylene glycol of the hydrophilic segment in the copolymer is 70%, and the N -[2-(N', N'-diisopropylamino) ethyl] amino is 10% by mass, and N-(benzoic acid ethyl)-4-amino is 6% by mass , N-[beta-hydroxypropionate ethyl] amino mass percent content is 4%, its number ...

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Abstract

The invention discloses pH response type amphiphilic grafted polyphosphazene which has a structural general formula shown as the formula (1), wherein R1 is a hydrophilic radical containing a polyethylene glycol chain segment, and R2 is a pH sensitive compound radical; R3 and R4 are identical or different and are selected from the hydrophilic radical, the pH sensitive compound radical and an hydrophobic radical; and the mass percent of the R1, the R2, the R3 and the R4 in the polymer is respectively 2-94.5%, 5-97%, 0-90% and 0-90%. The polymer has an intense pH response characteristic, has good biological compatibility and very little toxicity, can be used as a medicine carrier material and is used in the application of medical treatment with a proper pH environmental characteristic. The invention discloses a synthesis method of the polymer, which can conveniently regulate and control the chemical structure and the pH response performance of the polymer by changing the feed ratio of a substituent radical.

Description

technical field [0001] The invention relates to a polymer and its preparation, in particular to a pH-responsive amphiphilic grafted polyphosphazene and its synthesis method. Background technique [0002] In recent years, stimuli-responsive polymer materials are attracting more and more researchers' attention (Jeong B, Gutowska A. Biotechnol. 2002, 20, 305-311), which can recognize stimuli The signal changes its conformation in response to the strength of the signal. Among them, polymer materials that can change solubility in response to changes in environmental pH value have received the most attention in the field of tumor treatment research. Physiological pH (7.0-7.4) around normal tissues is low (Vaupel P, Kallinowski F, Okunieff P. CANCER RESEARCH 1989, 49, 6449-6465), and the pH of endosomes and lysosomes in tumor cells is even lower (only 5.0-6.5). Taking advantage of these features, if suitable pH-sensitive polymers can be designed as anticancer drug carriers, it i...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G79/02C08G79/025
Inventor 邱利焱郑程
Owner ZHEJIANG UNIV
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