Use of β‐cyclodextrins to control the structure of water‐soluble copolymers with hydrophobic parts

Abstract

In this article, we present the synthesis and characterization of water‐soluble polymers with hydrophobic moieties. The polymers were synthesized in aqueous solutions utilizing β‐cyclodextrins as solubility enhancers to bring the hydrophobic monomers into solution. Polymers were made with different spacing between polymer backbone and phenyl moiety by using styrene, allylbenzene, and 4‐phenyl‐1‐butene as hydrophobic moieties, respectively. The effect of the presence of CDs during synthesis as well as this difference in spacing was investigated by rebinding free β‐CDs to the polymers. The interactions between polymers and CDs were studied by ITC and this revealed some differences between the polymers. Polymers made in the presence of CDs showed a markedly stronger binding to free CDs. The same was observed with polymers with a longer spacing between backbone and phenyl moiety. © 2009 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 47: 6619–6629, 2009

Self-Assembly of a Diblock Copolymer with Pendant Disulfide Bonds and Chromophore Groups: A New Platform for Fast Release

“…In the spectrum of the block copolymer (spectrum a), multiple broad peaks in the range from 7.65 to 8.38 ppm representing protons on the pendant pyrenyl groups were observed due to the multiple microenvironments 40 and short relaxation times. 41 However, after the cleavage reaction, multiple peaks of fine structure attributed to pyrenyl groups appear in the range from 7.87 to 8.43 ppm, as shown in spectrum b. The differences in the two 1 H NMR spectra are attributed to the degrafting of the pyrenyl groups from the backbones after the cleavage reaction.…”

“…Figure shows 1 H NMR spectra of PEG 109 - b -P(MAOHD 14 - g -Py) in deuterated THF before and after addition of Bu 3 P. After addition of Bu 3 P, signals at 4.23 and 2.88 ppm corresponding to the four methylene protons next to the disulfide bonds disappeared, and new peaks at 4.16 and 4.08 ppm (peaks 1 and 2 in spectrum b) representing the methylene protons directly connected to the ester groups on the polymer and to the pyrene-containing small molecular compound were observed. In the spectrum of the block copolymer (spectrum a), multiple broad peaks in the range from 7.65 to 8.38 ppm representing protons on the pendant pyrenyl groups were observed due to the multiple microenvironments and short relaxation times . However, after the cleavage reaction, multiple peaks of fine structure attributed to pyrenyl groups appear in the range from 7.87 to 8.43 ppm, as shown in spectrum b.…”

Preparation and characterization of a temperature‐sensitive nonwoven poly(propylene) with increased affinity for guest molecules

“…CDs are a family of cyclic oligosaccharides derived from starch. Among these, only α‐, β‐, and γ‐CDs and a range of their chemical derivatives are commercially available . CDs possess a relatively hydrophobic cavity and a hydrophilic outer shell.…”

Preparation and characterization of thermal-responsive non-woven poly (propylene) materials grafted with N-isopropylacrylamide/ β-cyclodextrin

“…Cyclodextrins (CDs) are cyclic oligosaccharides which derive from starch. Among this cyclic oligosaccharides, a-, b-, and g-CDs and a range of their chemical derivatives are commercially available [17]. CDs possess a relatively hydrophobic cavity and a hydrophilic outer shell.…”