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Click reactive microgels as a strategy towards chemically injectable hydrogels

Rémi Absil, Seda Çakır, Sylvain Gabriele, Philippe Dubois, Christopher Barner-Kowollik, Filip Du Prez UGent and Laetitia Mespouille (2016) POLYMER CHEMISTRY. 7(44). p.6752-6760
abstract
Doubly crosslinked microgels (DX microgels) are hydrogels constructed by covalently interlinked microgel particles, offering two levels of hierarchy within the network, the first one being the microgel and the second being the interlinked microgel network. Herein we describe an efficient approach for DX microgel synthesis via the ultrafast triazolinedione (TAD)-based click reaction. Cyclopentadienyl functional microgels were prepared by a conventional water in oil (W/O) suspension, free-radical copolymerization of poly (ethylene glycol) methyl ether methacrylate (M-n = 500 g mol(-1)) with glycidyl methacrylate and ethylene glycol dimethacrylate as crosslinkers. Microgel post-modification was subsequently achieved by reacting glycidyl functions with sodium cyclopentadienide (NaCp), resulting in Cp-functionalized microgels. Finally, the microgels were mixed with a bis-TAD functional crosslinker, resulting in crosslinking with adequate kinetics (minutes to seconds) to form a doubly crosslinked microgel network. Size distributions of swollen microgels before creation of the second network were followed by optical microscopy and particle size measurements. The efficient functionalization of the microgels with Cp units was demonstrated by a fluorescence labelling study. Dynamic rheology data showed the increase of mechanical properties from the microgels to the doubly crosslinked microgel network formed after addition of the TAD crosslinker. The current study thus highlights the efficiency of catalyst free modular ligation chemistry to synthesize DX microgels with a very fast gelation process from 5 minutes to 15 seconds depending on the crosslinker to Cp ratio, from 0.7 to 1 respectively.
Please use this url to cite or link to this publication:
author
organization
year
type
journalArticle (original)
publication status
published
subject
keyword
CROSS-LINKED MICROGELS, VOCAL FOLD REGENERATION, MECHANICAL-PROPERTIES, HYALURONIC-ACID, BIOMEDICAL APPLICATIONS, PROTEIN RELEASE, RECENT, PROGRESS, CELL DELIVERY, IN-VIVO, CHEMISTRY
journal title
POLYMER CHEMISTRY
Polym. Chem.
volume
7
issue
44
pages
6752 - 6760
Web of Science type
Article
Web of Science id
000388495300009
JCR category
POLYMER SCIENCE
JCR impact factor
5.375 (2016)
JCR rank
6/86 (2016)
JCR quartile
1 (2016)
ISSN
1759-9954
1759-9962
DOI
10.1039/c6py01663d
language
English
UGent publication?
yes
classification
A1
copyright statement
I have transferred the copyright for this publication to the publisher
id
8502313
handle
http://hdl.handle.net/1854/LU-8502313
date created
2017-01-16 13:28:10
date last changed
2017-02-10 14:55:36
@article{8502313,
  abstract     = {Doubly crosslinked microgels (DX microgels) are hydrogels constructed by covalently interlinked microgel particles, offering two levels of hierarchy within the network, the first one being the microgel and the second being the interlinked microgel network. Herein we describe an efficient approach for DX microgel synthesis via the ultrafast triazolinedione (TAD)-based click reaction. Cyclopentadienyl functional microgels were prepared by a conventional water in oil (W/O) suspension, free-radical copolymerization of poly (ethylene glycol) methyl ether methacrylate (M-n = 500 g mol(-1)) with glycidyl methacrylate and ethylene glycol dimethacrylate as crosslinkers. Microgel post-modification was subsequently achieved by reacting glycidyl functions with sodium cyclopentadienide (NaCp), resulting in Cp-functionalized microgels. Finally, the microgels were mixed with a bis-TAD functional crosslinker, resulting in crosslinking with adequate kinetics (minutes to seconds) to form a doubly crosslinked microgel network. Size distributions of swollen microgels before creation of the second network were followed by optical microscopy and particle size measurements. The efficient functionalization of the microgels with Cp units was demonstrated by a fluorescence labelling study. Dynamic rheology data showed the increase of mechanical properties from the microgels to the doubly crosslinked microgel network formed after addition of the TAD crosslinker. The current study thus highlights the efficiency of catalyst free modular ligation chemistry to synthesize DX microgels with a very fast gelation process from 5 minutes to 15 seconds depending on the crosslinker to Cp ratio, from 0.7 to 1 respectively.},
  author       = {Absil, R{\'e}mi and \c{C}ak{\i}r, Seda and Gabriele, Sylvain and Dubois, Philippe and Barner-Kowollik, Christopher and Du Prez, Filip and Mespouille, Laetitia},
  issn         = {1759-9954},
  journal      = {POLYMER CHEMISTRY},
  keyword      = {CROSS-LINKED MICROGELS,VOCAL FOLD REGENERATION,MECHANICAL-PROPERTIES,HYALURONIC-ACID,BIOMEDICAL APPLICATIONS,PROTEIN RELEASE,RECENT,PROGRESS,CELL DELIVERY,IN-VIVO,CHEMISTRY},
  language     = {eng},
  number       = {44},
  pages        = {6752--6760},
  title        = {Click reactive microgels as a strategy towards chemically injectable hydrogels},
  url          = {http://dx.doi.org/10.1039/c6py01663d},
  volume       = {7},
  year         = {2016},
}

Chicago
Absil, Rémi, Seda Çakır, Sylvain Gabriele, Philippe Dubois, Christopher Barner-Kowollik, Filip Du Prez, and Laetitia Mespouille. 2016. “Click Reactive Microgels as a Strategy Towards Chemically Injectable Hydrogels.” Polymer Chemistry 7 (44): 6752–6760.
APA
Absil, R., Çakır, S., Gabriele, S., Dubois, P., Barner-Kowollik, C., Du Prez, F., & Mespouille, L. (2016). Click reactive microgels as a strategy towards chemically injectable hydrogels. POLYMER CHEMISTRY, 7(44), 6752–6760.
Vancouver
1.
Absil R, Çakır S, Gabriele S, Dubois P, Barner-Kowollik C, Du Prez F, et al. Click reactive microgels as a strategy towards chemically injectable hydrogels. POLYMER CHEMISTRY. 2016;7(44):6752–60.
MLA
Absil, Rémi, Seda Çakır, Sylvain Gabriele, et al. “Click Reactive Microgels as a Strategy Towards Chemically Injectable Hydrogels.” POLYMER CHEMISTRY 7.44 (2016): 6752–6760. Print.