Mussel-inspired protein-repelling ambivalent block copolymers: controlled synthesis and characterization

2015 ◽  
Vol 6 (15) ◽  
pp. 2919-2933 ◽  
Author(s):  
Nagaraj Patil ◽  
Céline Falentin-Daudré ◽  
Christine Jérôme ◽  
Christophe Detrembleur

This paper describes the reversible addition–fragmentation chain transfer (RAFT) polymerization of mussel-inspired acetonide-protected dopamine (meth)acrylamide monomers (ADA and ADMA) and its implementation to the synthesis of innovative ambivalent block copolymers.

2007 ◽  
Vol 85 (6) ◽  
pp. 407-411 ◽  
Author(s):  
Ya Cao ◽  
X X Zhu

Reversible addition-fragmentation chain transfer (RAFT) polymerization of N-alkyl substituted acrylamides has been carried out by the use of a trithiocarbonate (2-dodecylsulfanylthiocarbonyl-sulfanyl-2-methyl propionic acid) as the RAFT reagent. The N-alkyl groups of the acrylamide monomers are important in the RAFT process. N-alkyl monosubstituted polyacrylamides are found to be active macro-chain transfer agents, while N,N-disubstituted monomers can react easily with them to form a sequent block. We have designed a synthetic pathway to successfully prepare ABC triblock copolymers of N-alkyl substituted acrylamides with low polydispersities (PDI < 1.20) by a three-step RAFT polymerization process.Key words: block copolymers, RAFT polymerization, N-alkyl substituted acrylamides, thermosensitive polymers.


2015 ◽  
Vol 68 (4) ◽  
pp. 680 ◽  
Author(s):  
Ciarán Dolan ◽  
Briar Naysmith ◽  
Simon F. R. Hinkley ◽  
Ian M. Sims ◽  
Margaret A. Brimble ◽  
...  

The objective of this research was to develop novel phosphonate-containing polymers as they remain a relatively under researched area of polymer chemistry. Herein, we report the synthesis and characterization of 2-(1-(2-(diethoxyphosphoryl)ethyl)-1H-1,2,3-triazol-4-yl)ethyl acrylate (M1) and diethyl (2-(4-(2-acrylamidoethyl)-1H-1,2,3-triazol-1-yl)ethyl)phosphonate (M2) monomers using the copper-catalyzed azide–alkyne cycloaddition (CuAAC) ‘click’ reaction, and their subsequent polymerization via both uncontrolled and reversible addition–fragmentation chain transfer (RAFT) polymerization techniques yielding phosphonate polymers (P1–P4).


2013 ◽  
Vol 66 (12) ◽  
pp. 1564 ◽  
Author(s):  
Lily A. Dayter ◽  
Kate A. Murphy ◽  
Devon A. Shipp

A single reversible addition–fragmentation chain transfer (RAFT) agent, malonate N,N-diphenyldithiocarbamate (MDP-DTC) is shown to successfully mediate the polymerization of several monomers with greatly differing reactivities in radical/RAFT polymerizations, including both vinyl acetate and styrene. The chain transfer constants (Ctr) for MDP-DTC for both these monomers were evaluated; these were found to be ~2.7 in styrene and ~26 in vinyl acetate, indicating moderate control over styrene polymerization and good control of vinyl acetate polymerization. In particular, the MDP-DTC RAFT agent allowed for the synthesis of block copolymers of these two monomers without the need for protonation/deprotonation switching, as has been previously developed with N-(4-pyridinyl)-N-methyldithiocarbamate RAFT agents, or other end-group transformations. The thermal properties of the block copolymers were studied using differential scanning calorimetry, and those with sufficiently high molecular weight and styrene composition appear to undergo phase separation. Thus, MDP-DTC may be useful for the production of other block copolymers consisting of monomers with highly dissimilar reactivities.


2020 ◽  
Author(s):  
C Dolan ◽  
B Naysmith ◽  
Simon Hinkley ◽  
Ian Sims ◽  
MA Brimble ◽  
...  

© 2015 CSIRO. The objective of this research was to develop novel phosphonate-containing polymers as they remain a relatively under researched area of polymer chemistry. Herein, we report the synthesis and characterization of 2-(1-(2-(diethoxyphosphoryl)ethyl)-1H-1,2,3-triazol-4-yl)ethyl acrylate (M1) and diethyl (2-(4-(2-acrylamidoethyl)-1H-1,2,3-triazol-1-yl)ethyl)phosphonate (M2) monomers using the copper-catalyzed azide-alkyne cycloaddition (CuAAC) 'click' reaction, and their subsequent polymerization via both uncontrolled and reversible addition-fragmentation chain transfer (RAFT) polymerization techniques yielding phosphonate polymers (P1-P4).


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