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Synthesis of cucurbit [6] uril pendent upper critical solution temperature type copolymers: self‐assembly and multi‐stimuli‐responsive behavior
Author(s) -
Li Yanli,
Yang YeFang,
Pei Xinqi,
Li Yu,
Yuan Yuhui,
Huang Xiaoling
Publication year - 2021
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.6211
Subject(s) - copolymer , comonomer , upper critical solution temperature , monomer , polymer chemistry , methacrylate , acrylic acid , polymerization , chemistry , dynamic light scattering , materials science , lower critical solution temperature , organic chemistry , polymer , nanoparticle , nanotechnology
Cucurbit[6]uril‐derivatized vinyl monomer (cucurbit[6]uril methacrylate) was synthesized. Acrylic acid (AA) was used as the comonomer for copolymerization with the cucurbit[6]uril‐derivatized monomer. A series of copolymers of poly(acrylic acid‐ co ‐cucurbit[6]uril methacrylate) (PAA‐ co ‐CB[6]MA) were synthesized by free radical polymerization. The cucurbit[6]uril‐derivatized monomer and PAA‐ co ‐CB[6]MA copolymers were characterized by 1 H NMR spectra, high‐resolution mass spectroscopy and gel permeation chromatography. The solution behavior was examined using UV–visible spectroscopy and dynamic light scattering. The PAA‐ co ‐CB[6]MA showed an upper critical solution temperature (UCST) in water. The UCST‐type thermoresponsive behavior of these CB[6]‐derivatized copolymers was highly dependent on the composition of the copolymer. For the same type of copolymer, changes in its composition gave rise to different UCSTs. Additionally, the PAA‐ co ‐CB[6]MA copolymers were successful in trapping azocarmine B. The stimuli‐responsive release of encapsulated azocarmine B was achieved by a combination of temperature and pH value stimuli. According to the results, the novel PAA‐ co ‐CB[6]MA copolymers can be used as carriers. © 2021 Society of Industrial Chemistry.