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All-cyclodextrin poly-rotaxane and preparation method thereof

A technology of cyclodextrin and polyrotaxane, which is applied in the field of full cyclodextrin polyrotaxane and its preparation, can solve the problem of low yield of polyrotaxane, and achieve fast end-capping reaction speed, high yield and repeatability high effect

Active Publication Date: 2010-07-14
ZHEJIANG TANGUSHANGXI MATERIAL SCI & TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, this two-pot method also has some disadvantages: due to the dissociation of pseudopolyrotaxanes in organic solvents such as N,N-dimethylformamide, the yield of polyrotaxanes is usually very low

Method used

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  • All-cyclodextrin poly-rotaxane and preparation method thereof
  • All-cyclodextrin poly-rotaxane and preparation method thereof
  • All-cyclodextrin poly-rotaxane and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] At room temperature, a mixture of 100.0 mg of polyethylene glycol shaft chains containing alkyne bonds at the end (polyethylene glycol molecular weight is 4600 g / mol, containing 0.04 mmol of alkyne bonds) and 1.00 g of α-cyclodextrin (1.03 mmol) was dissolved in 10 mL In water, sonicate for 5 minutes and stir for 10 hours to form a pseudopolyrotaxane suspension; under the protection of nitrogen, 187.9 mg of azide monosubstituted β-cyclodextrin end-capping agent (0.16 mmol, the mole of azide and alkyne bond ratio is 4:1), 40.5mg CuSO 4 ·5H 2 O (0.16mmol), 34.5μL 1,1,4,7,7-pentamethyldiethylenetriamine (0.16mmol) and 64.2mg sodium ascorbate (0.32mmol) were sequentially added to the pseudopolyrotaxane suspension , the mixture was reacted in the dark at room temperature for 2 hours, and the precipitate was collected by centrifugation. The precipitate was dissolved in DMSO and precipitated in water twice. The product was washed repeatedly with hot water at 50°C and dried in...

Embodiment 2

[0020] Using the same reaction steps as in Example 1, the reaction time was 10 minutes, and the yield was 250 mg / 100 mg shaft chain.

Embodiment 3

[0022] Using the same reaction steps as in Example 1, the reaction time was 1 hour, and the yield was 280 mg / 100 mg shaft chain.

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Abstract

The invention provides all-cyclodextrin poly-rotaxane and a preparation method thereof. The preparation method comprises the following steps of: adding 1 weight part of linear polymer axis chain of which the tail end contains an alkyne bond, 5 to 20 weight parts of cyclodextrin and 30 to 500 weight parts of water into a reactor, ultrasounding the mixture for 1 to 30 minutes and then stirring the mixture for 1 to 24 hours to form a quasi poly-rotaxane suspension; and under the protection of nitrogen gas, adding 0.47 to 3.8 weight parts of nitrine mono-substituted cyclodextrin blocking agent, 0.05 to 0.5 weight part of CuSO4.5H2O, 0.05 to 0.5 weight part of 1,1,4,7,7-pentamethy-diethylenetriamine and 0.1 to 0.6 weight part of sodium ascorbate into the quasi poly-rotaxane suspension in turn, performing lucifugal reaction for 10 minutes to 8 hours at room temperature, and performing centrifugation, dissolution, deposition, hot water washing and drying to obtain the all-cyclodextrin poly-rotaxane. Compared with the prior two-pot method, the preparation method has the advantages of high speed, high efficiency, environmental protection, high yield and the like. The obtained poly-rotaxane has extensive application prospects in the fields of biological medicaments, high-performance materials and the like.

Description

technical field [0001] The invention relates to a supramolecular polymer and a preparation method thereof, in particular to a full-cyclodextrin polyrotaxane and a preparation method thereof. Background technique [0002] Polyrotaxane (polyrotaxane), which is formed by inclusion interaction between cyclic molecules and linear polymers, is a novel supramolecular structure. Since the formation of this kind of supramolecules does not depend on covalent bonds, it has attracted the attention of supramolecular chemistry researchers and has developed very rapidly. Cyclodextrin (cyclodextrin) and linear polymers (such as polyethylene glycol) can complex to form a necklace-like inclusion complex (inclusion complex). This structure that can continuously transform between complex and decomplex is called quasi Polyrotaxane (pseudo-polyrotaxane), which reacts with suitable capping agent molecules to obtain stable polyrotaxane based on cyclodextrin. This type of polyrotaxane has many uni...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/02C08B37/16
Inventor 高超吴佳燕
Owner ZHEJIANG TANGUSHANGXI MATERIAL SCI & TECH
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