Dual Thermo- and Photo-Responsive Micelles Based on Azobenzene-Containing Random Copolymer

Amphiphilic random copolymer poly(methacrylamido-azobenzene)-<i>ran</i>-poly(2-hydroxyethylacrylate) (PMAAAB-<i>ran</i>-PHEA) was synthesized via hydrolysis of poly(methacrylamido-azobenzene)-<i>ran</i>-poly[2-((2′-tetrahydropyranyl)oxy)ethylacrylate] (PMAAAB-<...

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Main Authors: Chuan Yan, Liqin Yang, Xiangquan Mo, Keying Chen, Weiya Niu, Zhiju Zhao, Guanghua Li
Format: Article
Language:English
Published: MDPI AG 2021-12-01
Series:Materials
Subjects:
Online Access:https://www.mdpi.com/1996-1944/15/1/2
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author Chuan Yan
Liqin Yang
Xiangquan Mo
Keying Chen
Weiya Niu
Zhiju Zhao
Guanghua Li
author_facet Chuan Yan
Liqin Yang
Xiangquan Mo
Keying Chen
Weiya Niu
Zhiju Zhao
Guanghua Li
author_sort Chuan Yan
collection DOAJ
description Amphiphilic random copolymer poly(methacrylamido-azobenzene)-<i>ran</i>-poly(2-hydroxyethylacrylate) (PMAAAB-<i>ran</i>-PHEA) was synthesized via hydrolysis of poly(methacrylamido-azobenzene)-<i>ran</i>-poly[2-((2′-tetrahydropyranyl)oxy)ethylacrylate] (PMAAAB-<i>ran</i>-P(THP-HEA)), which was prepared by conventional radical polymerization. PMAAAB-<i>ran</i>-PHEA micelles were then prepared via dialysis method against water with DMF as solvent. The structure, morphology, size, and low critical solution temperature (LCST) of PMAAAB-<i>ran</i>-PHEA and its micelles were determined by <sup>1</sup>H-NMR, GPC, TEM, and DLS. The thermo- and photo-responsive behaviors of the resulting polymer micelles were investigated with Nile red as a fluorescence probe. The results showed that PMAAAB-<i>ran</i>-PHEA micelles were porous or bowl-shaped and its size was 135–150 nm, and its LCST was 55 °C when <i>F</i><sub>MAAAB</sub> of the random copolymer was 0.5351; the hydrophobicity of the micellar core was changed reversibly under the irradiation of UV light and visible light without release of Nile red or disruption of micelles; the size and solubilization capacity of the micelles were dependent on temperature, and Nile red would migrate for many times between the water phase and the micelles, and finally increasingly accumulated during the repeated heating and cooling processes.
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spelling doaj.art-01cde048624440cf841b99529c271dd42023-11-23T11:46:33ZengMDPI AGMaterials1996-19442021-12-01151210.3390/ma15010002Dual Thermo- and Photo-Responsive Micelles Based on Azobenzene-Containing Random CopolymerChuan Yan0Liqin Yang1Xiangquan Mo2Keying Chen3Weiya Niu4Zhiju Zhao5Guanghua Li6Guangxi Key Laboratory of Petrochemical Resource Processing & Process Intensification Technology, School of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, ChinaHebei Functional Polymer Materials R&D and Engineering Application Technology Innovation Center, College of Chemistry & Chemical Engineering, Xingtai University, Xingtai 050041, ChinaGuangxi Key Laboratory of Petrochemical Resource Processing & Process Intensification Technology, School of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, ChinaGuangxi Key Laboratory of Petrochemical Resource Processing & Process Intensification Technology, School of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, ChinaHebei Functional Polymer Materials R&D and Engineering Application Technology Innovation Center, College of Chemistry & Chemical Engineering, Xingtai University, Xingtai 050041, ChinaHebei Functional Polymer Materials R&D and Engineering Application Technology Innovation Center, College of Chemistry & Chemical Engineering, Xingtai University, Xingtai 050041, ChinaGuangxi Key Laboratory of Petrochemical Resource Processing & Process Intensification Technology, School of Chemistry and Chemical Engineering, Guangxi University, Nanning 530004, ChinaAmphiphilic random copolymer poly(methacrylamido-azobenzene)-<i>ran</i>-poly(2-hydroxyethylacrylate) (PMAAAB-<i>ran</i>-PHEA) was synthesized via hydrolysis of poly(methacrylamido-azobenzene)-<i>ran</i>-poly[2-((2′-tetrahydropyranyl)oxy)ethylacrylate] (PMAAAB-<i>ran</i>-P(THP-HEA)), which was prepared by conventional radical polymerization. PMAAAB-<i>ran</i>-PHEA micelles were then prepared via dialysis method against water with DMF as solvent. The structure, morphology, size, and low critical solution temperature (LCST) of PMAAAB-<i>ran</i>-PHEA and its micelles were determined by <sup>1</sup>H-NMR, GPC, TEM, and DLS. The thermo- and photo-responsive behaviors of the resulting polymer micelles were investigated with Nile red as a fluorescence probe. The results showed that PMAAAB-<i>ran</i>-PHEA micelles were porous or bowl-shaped and its size was 135–150 nm, and its LCST was 55 °C when <i>F</i><sub>MAAAB</sub> of the random copolymer was 0.5351; the hydrophobicity of the micellar core was changed reversibly under the irradiation of UV light and visible light without release of Nile red or disruption of micelles; the size and solubilization capacity of the micelles were dependent on temperature, and Nile red would migrate for many times between the water phase and the micelles, and finally increasingly accumulated during the repeated heating and cooling processes.https://www.mdpi.com/1996-1944/15/1/2methacrylamido-azobenzene2-hydroxyethylacrylateamphiphilic random copolymermicellesNile redphoto-/thermo-responsiveness
spellingShingle Chuan Yan
Liqin Yang
Xiangquan Mo
Keying Chen
Weiya Niu
Zhiju Zhao
Guanghua Li
Dual Thermo- and Photo-Responsive Micelles Based on Azobenzene-Containing Random Copolymer
Materials
methacrylamido-azobenzene
2-hydroxyethylacrylate
amphiphilic random copolymer
micelles
Nile red
photo-/thermo-responsiveness
title Dual Thermo- and Photo-Responsive Micelles Based on Azobenzene-Containing Random Copolymer
title_full Dual Thermo- and Photo-Responsive Micelles Based on Azobenzene-Containing Random Copolymer
title_fullStr Dual Thermo- and Photo-Responsive Micelles Based on Azobenzene-Containing Random Copolymer
title_full_unstemmed Dual Thermo- and Photo-Responsive Micelles Based on Azobenzene-Containing Random Copolymer
title_short Dual Thermo- and Photo-Responsive Micelles Based on Azobenzene-Containing Random Copolymer
title_sort dual thermo and photo responsive micelles based on azobenzene containing random copolymer
topic methacrylamido-azobenzene
2-hydroxyethylacrylate
amphiphilic random copolymer
micelles
Nile red
photo-/thermo-responsiveness
url https://www.mdpi.com/1996-1944/15/1/2
work_keys_str_mv AT chuanyan dualthermoandphotoresponsivemicellesbasedonazobenzenecontainingrandomcopolymer
AT liqinyang dualthermoandphotoresponsivemicellesbasedonazobenzenecontainingrandomcopolymer
AT xiangquanmo dualthermoandphotoresponsivemicellesbasedonazobenzenecontainingrandomcopolymer
AT keyingchen dualthermoandphotoresponsivemicellesbasedonazobenzenecontainingrandomcopolymer
AT weiyaniu dualthermoandphotoresponsivemicellesbasedonazobenzenecontainingrandomcopolymer
AT zhijuzhao dualthermoandphotoresponsivemicellesbasedonazobenzenecontainingrandomcopolymer
AT guanghuali dualthermoandphotoresponsivemicellesbasedonazobenzenecontainingrandomcopolymer