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Cyclodextrin-induced host-guest effects of classically prepared poly(NIPAM) bearing azo-dye end groups.

ABSTRACT: A thermo-, pH- and cyclodextrin- (CD) responsive poly(N-isopropylacrylamide) (PNIPAM), with a N,N-dimethylaminoazobenzene end group was synthesized. Using 3-mercaptopropionic acid as a chain transfer agent, PNIPAM with a well-defined COOH end group was obtained. The acid end group was transferred to the corresponding acid chloride and then functionalized with N,N-dimethyl[4-(4'-aminophenylazo)phenyl]amine. This dye-end-group-labeled polymer showed acidochromic effects, depending on the pH and the presence of randomly methylated ?-cyclodextrin (RAMEB-CD). Also higher cloud-point values for the lower critical solution temperature (LCST) in the presence of RAMEB-CD were observed. Additionally, this azo-dye-end-group-labeled polymer was complexed with hyperbranched polyglycerol (HPG) decorated with ?-CD to generate hedgehog-like superstructures.

SUBMITTER: Maatz G

PROVIDER: S-EPMC3511033 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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Cyclodextrin-induced host-guest effects of classically prepared poly(NIPAM) bearing azo-dye end groups.

Maatz Gero G Maciollek Arkadius A Ritter Helmut H

Beilstein journal of organic chemistry 20121114

A thermo-, pH- and cyclodextrin- (CD) responsive poly(N-isopropylacrylamide) (PNIPAM), with a N,N-dimethylaminoazobenzene end group was synthesized. Using 3-mercaptopropionic acid as a chain transfer agent, PNIPAM with a well-defined COOH end group was obtained. The acid end group was transferred to the corresponding acid chloride and then functionalized with N,N-dimethyl[4-(4'-aminophenylazo)phenyl]amine. This dye-end-group-labeled polymer showed acidochromic effects, depending on the pH and th ...[more]

PMID: 23209533

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