V-shaped graft copolymers via triple click reactions: Diels-alder, copper-catalyzed azide-alkyne cycloaddition, and nitroxide radical coupling

2013 ◽  
Vol 51 (21) ◽  
pp. 4667-4674 ◽  
Author(s):  
Ufuk Saim Gunay ◽  
Bengu Ozsoy ◽  
Hakan Durmaz ◽  
Gurkan Hizal ◽  
Umit Tunca
2014 ◽  
Vol 47 (22) ◽  
pp. 7812-7822 ◽  
Author(s):  
Xuepu Wang ◽  
Jian Huang ◽  
Lingdi Chen ◽  
Yujie Liu ◽  
Guowei Wang

Polymers ◽  
2020 ◽  
Vol 12 (12) ◽  
pp. 2876 ◽  
Author(s):  
Justyna Odrobińska ◽  
Dorota Neugebauer

Amphiphilic copolymers of alkyne functionalized 2-hydroxyethyl methacrylate (AlHEMA) and poly(ethylene glycol) methyl ether methacrylate (MPEGMA) with graft or V-shaped graft topologies were synthesized. The functionalization of poly(ε-caprolactone) (PCL) with azide group enabled attachment to P(AlHEMA-co-MPEGMA) copolymers via a “click” alkyne-azide reaction. The introduction of PCL as a second side chain type in addition to PEG resulted in heterografted copolymers with modified properties such as biodegradability. “Click” reactions were carried out with efficiencies between 17–70% or 32–50% (for lower molecular weight PCL, 4000 g/mol, or higher molecular weight PCL, 9000 g/mol, respectively) depending on the PEG grafting density. The graft copolymers were self-assembled into micellar superstructures with the ability to encapsulate active substances, such as vitamin C (VitC), arbutin (ARB) or 4-n-butylresorcinol (4nBRE). Drug loading contents (DLC) were obtained in the range of 5–55% (VitC), 39–91% (ARB) and 42–98% (4nBRE). In vitro studies carried out in a phosphate buffer saline (PBS) solution (at pH 7.4 or 5.5) gave the maximum release levels of active substances after 10–240 min depending on the polymer system. Permeation tests in Franz chambers indicated that the bioactive substances after release by micellar systems penetrated through the artificial skin membrane in small amounts, and a majority of the bioactive substances remained inside the membrane, which is satisfactory for most cosmetic applications.


RSC Advances ◽  
2014 ◽  
Vol 4 (82) ◽  
pp. 43682-43690 ◽  
Author(s):  
Chengjiao Lu ◽  
Lingdi Chen ◽  
Kun Huang ◽  
Guowei Wang

The amphiphilic triblock copolymers PAA-b-PS-b-PAA and PS-b-PAA-b-PS were synthesized by a combination of an atom transfer radical polymerization mechanism and a nitroxide radical coupling reaction or copper-catalyzed azide/alkyne click chemistry.


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