Macromolecules
Article
h. After this two-step modification, Rhodamine B isothiocya-
nate was anchored onto the patterned substrate. The confocal
image shown in Figure 5D also confirmed the same pattern.
Therefore, both SEM and confocal fluorescence microscopy
results demonstrated that the triply functional P4 could create
reactive micropattern by sequential click functionalizations.
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CONCLUSIONS
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A novel family of photodegradable polymers with three
different clickable side groups (allyl, propargyl, and epoxy)
was prepared by the Passerini MCP of readily accessible
reagents. Postpolymerization modifications of these polymers
could be accomplished by utilizing click reactions in high
conversions. Owing to the presence of o-nitrobenzyl ester
moieties in the polymer backbone, all these polymers displayed
photodegradation behavior under UV irradiation. The triply
functional polymer has been demonstrated to be extremely
useful as photoresist to create reactive patterns. Thus, the
polymer film was cross-linked by epoxy−amine reaction,
photopatterned, and the formed patterns were functionalized
by sequentially CuAAC and thiol−ene reactions with
fluorescent molecules. The facile synthetic strategy and the
opportunity for multiple functionalizations of the photo-
degradable polymers provide great prospects for the develop-
ment of clickable micropattern for nanoparticles, biomolecules,
etc., which are currently being explored in our lab.
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ASSOCIATED CONTENT
Supporting Information
(11) Binauld, S.; Stenzel, M. H. Chem. Commun. 2013, 49, 2082−
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102.
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S
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(12) Schmaljohann, D. Adv. Drug Delivery Rev. 2006, 58, 1655−1670.
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(15) Stuart, M. A.; Huck, W. T.; Genzer, J.; Muller, M.; Ober, C.;
AUTHOR INFORMATION
543. Fax: +86-10-6275-1708.
■
̈
Stamm, M.; Sukhorukov, G. B.; Szleifer, I.; Tsukruk, V. V.; Urban, M.;
Winnik, F.; Zauscher, S.; Luzinov, I.; Minko, S. Nat. Mater. 2010, 9,
101−113.
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16) Chatterjee, S.; Ramakrishnan, S. Chem. Commun. 2013, 49,
Notes
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1041−11043.
The authors declare no competing financial interest.
17) (a) Ryu, D. Y.; Shin, K.; Drockenmuller, E.; Hawker, C. J.;
Russell, T. P. Science 2005, 308, 236−239. (b) Gupta, N.; Lin, B. F.;
Campos, L. M.; Dimitriou, M. D.; Hikita, S. T.; Treat, N. D.; Tirrell,
M. V.; Clegg, D. O.; Kramer, E. J.; Hawker, C. J. Nat. Chem. 2010, 2,
138−145.
ACKNOWLEDGMENTS
This work was supported by the National Natural Science
Foundation of China (No. 21090351 and 21225416) and the
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18) David, R. L. A.; Kornfield, J. A. Macromolecules 2008, 41, 1151−
161.
19) Kolb, H. C.; Finn, M. G.; Sharpless, K. B. Angew. Chem., Int. Ed.
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73 Project (2011CB201402).
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dx.doi.org/10.1021/ma501019c | Macromolecules XXXX, XXX, XXX−XXX