Cyclodextrin-bonded comb-shaped copolymer and preparation method thereof

Abstract

The invention provides a cyclodextrin-bonded comb-shaped copolymer and a preparation method thereof, belonging to the field of macromolecule synthesis and assembly. The invention is characterized in that cyclodextrin-bonded comb-shaped copolymer is particularly beta-cyclodextrin-bonded ethyl cellulose-graft poly(epsilon-caprolactone) with the general formula thereof being shown in the following figure and the number-average molecular weight thereof being 30,000 to 500,000. The preparation method thereof comprises the following steps: firstly, synthetizing EC-g-PCL (ethyl cellulose-graft poly(epsilon-caprolactone)) by using the cationic ring-opening polymerization method; modifying the EC-g-PCL by an excessive amount of pentynoic acid; modifying the 6-hydroxy of beta-cyclodextrin by toluene sulfonyl chloride (TsCl); substituting sodium azide (NaN3) for the p-tosyl group on the cyclodextrin to obtain cyclodextrin azide; grafting the cyclodextrin azide onto a product B through the click chemical reaction, and dissolving the grafted product B in DMF (N,N-dimethylformamide), dialyzing and filtering to obtain the cyclodextrin-bonded comb-shaped copolymer. The cyclodextrin-bonded comb-shaped copolymer has the advantages of good biocompatibility, biodegradability, biostability and biofunctionality.

Description

A kind of cyclodextrin bonded comb copolymer and preparation method thereof technical field The invention belongs to the field of macromolecule assembly, and particularly relates to a β-cyclodextrin bonded ethyl cellulose grafted polyε-caprolactone and a preparation method thereof. Background technique Authoritative scholars at home and abroad such as Jiang Ming pointed out in their joint book "Macromolecular Self-Assembly" that macromolecular assembly is an important part of supramolecular chemistry, which can be understood as the interaction between macromolecules and macromolecules, small molecules, nanoparticles or substrates. The science of forming regular structures of different sizes through non-covalent interactions. Among them, the study of polymer assembly in solution is undoubtedly one of the most thorough aspects. Especially in recent years, there have been many new developments in the assembly of polymers in solution, with a wider range of assembly objects, m...

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Problems solved by technology

Especially in recent years, there have been many new developments in the assembly of polymers in solution, with a wider range of assembly objects, more novel shapes, and more diverse assembly driving forces. Among them, we have noticed that cyclodextrins Molecules, on the one hand, they can selectively include and complex other molecules, such as α-cyclodextrin can interact with azo molecules, β-cyclodextrin can interact with ferrocene and adamantane molecules, Y-cyclodextrin Can interact with tricyclic aromatic hydrocarbons, etc.; on the other hand, cyclodextrin can induce the formation of assemblies, such as in the work of the document "J.Am.Chem.Soc.128(2006) 3703-3708", through ring The complexation of dextrin and adamantane forms non-covalent bonds and micelles, but the stability of the micelles needs to be enhanced; , the PCL segment is partially nested with cyclodextrin, which makes this part of the segment hydrophilic, so that the whole system obtains a core-shell micelle structure, but because the cyclodextrin in the outer layer has nested molecules, Therefore, it is difficult to interact with other functional molecules, thereby reducing the functionality of micelles

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