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Boronic Acid Terminated Thermo-Responsive and Fluorogenic Polymer: Controlling Polymer Architecture for Chemical Sensing and Affinity Separation

Xu, Zhifeng LU ; Uddin, Khan Mohammad Ahsan and Ye, Lei LU orcid (2012) In Macromolecules 45(16). p.6464-6470
Abstract
Thermo-responsive poly(N-isopropylacrylamide) (polyNIPAm) containing terminal boronic acid was synthesized using atom transfer radical polymerization (ATRP) in combination with Cu(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC) reaction. Alkyne-terminated polyNIPAm was first synthesized by ATRP using an alkyne-containing initiator. A fluorogenic boronic acid, 3-(2-azido-acetylamino)phenylboronic acid (APBA) was then linked to the polyNIPArn through CuAAC. The synthesized polymers were characterized by H-1 NMR, FT-IR, UV-vis, matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry, and turbidity measurements. The intensity of fluorescence emission of the boronic acid-terminated polyNIPAm... (More)
Thermo-responsive poly(N-isopropylacrylamide) (polyNIPAm) containing terminal boronic acid was synthesized using atom transfer radical polymerization (ATRP) in combination with Cu(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC) reaction. Alkyne-terminated polyNIPAm was first synthesized by ATRP using an alkyne-containing initiator. A fluorogenic boronic acid, 3-(2-azido-acetylamino)phenylboronic acid (APBA) was then linked to the polyNIPArn through CuAAC. The synthesized polymers were characterized by H-1 NMR, FT-IR, UV-vis, matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry, and turbidity measurements. The intensity of fluorescence emission of the boronic acid-terminated polyNIPAm (BA-polyNIPAm) was found to increase when increasing amount of a cis-diol compound (i.e., fructose) was added. At physiological pH value, the BA-polyNIPAm effectively bound fructose and could be easily separated from aqueous solution by raising the temperature above its lower critical solution temperature (LCST). (Less)
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author
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organization
publishing date
type
Contribution to journal
publication status
published
subject
in
Macromolecules
volume
45
issue
16
pages
6464 - 6470
publisher
The American Chemical Society (ACS)
external identifiers
  • wos:000307988500017
  • scopus:84865587977
ISSN
0024-9297
DOI
10.1021/ma301213f
language
English
LU publication?
yes
id
8fc4673d-a9e5-456b-bed2-d47bff0757d6 (old id 3147131)
date added to LUP
2016-04-01 10:10:07
date last changed
2022-04-12 02:39:30
@article{8fc4673d-a9e5-456b-bed2-d47bff0757d6,
  abstract     = {{Thermo-responsive poly(N-isopropylacrylamide) (polyNIPAm) containing terminal boronic acid was synthesized using atom transfer radical polymerization (ATRP) in combination with Cu(I)-catalyzed alkyne-azide 1,3-dipolar cycloaddition (CuAAC) reaction. Alkyne-terminated polyNIPAm was first synthesized by ATRP using an alkyne-containing initiator. A fluorogenic boronic acid, 3-(2-azido-acetylamino)phenylboronic acid (APBA) was then linked to the polyNIPArn through CuAAC. The synthesized polymers were characterized by H-1 NMR, FT-IR, UV-vis, matrix-assisted laser desorption/ionization time-of-flight (MALDI-TOF) mass spectrometry, and turbidity measurements. The intensity of fluorescence emission of the boronic acid-terminated polyNIPAm (BA-polyNIPAm) was found to increase when increasing amount of a cis-diol compound (i.e., fructose) was added. At physiological pH value, the BA-polyNIPAm effectively bound fructose and could be easily separated from aqueous solution by raising the temperature above its lower critical solution temperature (LCST).}},
  author       = {{Xu, Zhifeng and Uddin, Khan Mohammad Ahsan and Ye, Lei}},
  issn         = {{0024-9297}},
  language     = {{eng}},
  number       = {{16}},
  pages        = {{6464--6470}},
  publisher    = {{The American Chemical Society (ACS)}},
  series       = {{Macromolecules}},
  title        = {{Boronic Acid Terminated Thermo-Responsive and Fluorogenic Polymer: Controlling Polymer Architecture for Chemical Sensing and Affinity Separation}},
  url          = {{http://dx.doi.org/10.1021/ma301213f}},
  doi          = {{10.1021/ma301213f}},
  volume       = {{45}},
  year         = {{2012}},
}