scholarly journals The First Synthesis of Periodic and Alternating Glycopolymers by RAFT Polymerization: A Novel Synthetic Pathway for Glycosaminoglycan Mimics

Polymers ◽  
2019 ◽  
Vol 11 (1) ◽  
pp. 70 ◽  
Author(s):  
Masahiko Minoda ◽  
Tomomi Otsubo ◽  
Yohei Yamamoto ◽  
Jianxin Zhao ◽  
Yoshitomo Honda ◽  
...  
Keyword(s):  
Chain Transfer ◽  
Binding Assay ◽  
Raft Polymerization ◽  
Lectin Binding ◽  
Feed Ratio ◽  
Controlled Synthesis ◽  
Reversible Addition ◽  
Monomer Feed ◽  
Polymerization Condition ◽  
Monomer Feed Ratio

This study concerned the controlled synthesis of periodic glycopolymers by reversible addition-fragmentation chain transfer (RAFT) copolymerization. To this end, maltose- and lactose-substituted vinyl ethers (MalVE and LacVE, respectively) and maltose-substituted maleimide (MalMI) were newly synthesized. RAFT copolymerization of MalVE and ethyl maleimide (EtMI) (monomer feed ratio: MalVE:EtMI = 1:1) afforded periodic glycopolymers (poly(MalVE-co-EtMI)) consisting of major parts of alternating structure (-(MalVE-EtMI)n-) and a small part of consecutive sequences of EtMI (–EtMI-EtMI-). Occurrence of the latter sequences was caused by the homopolymerizability of maleimide under the present polymerization condition, and the formation of the consecutive sequences of EtMI was successfully suppressed by varying the monomer feed ratio. RAFT copolymerization of LacVE and EtMI was also found to proceed and similarly yielded periodic glycopolymers (poly(LacVE-co-EtMI)). Moreover, RAFT copolymerization of LacVE and MalMI (monomer feed ratio: LacVE:MalMI = 1:1) was performed to give copolymers (poly(LacVE-co-MalMI)) having composition ratio of LacVE/MalMI ≈ 36/64. The resultant periodic glycopolymers poly(MalVE-co-EtMI) and poly(LacVE-co-EtMI) were subjected to lectin binding assay using concanavalin A and peanut agglutinin, exhibiting the glycocluster effect. Moreover, these glycopolymers obtained from the copolymerization of VE and MI were found to be non-cytotoxic.

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
Keyword(s):  
Block Copolymers ◽  
Chain Transfer ◽  
Raft Polymerization ◽  
Synthesis And Characterization ◽  
Controlled Synthesis ◽  
Reversible Addition ◽  
Acrylamide Monomers

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.

Self-Healing Hydrophobic POSS-functionalized Fluorinated Copolymer via RAFT Polymerization and dynamic Diels-Alder Reaction

2021 ◽  
Author(s):  
Siva Ponnupandian ◽  
Prantik Mondal ◽  
Thomas Becker ◽  
Richard Hoogenboom ◽  
Andrew B Lowe ◽  
...  
Keyword(s):  
Chain Transfer ◽  
Raft Polymerization ◽  
Alder Reaction ◽  
Diels Alder ◽  
Self Healing ◽  
Diels Alder Reaction ◽  
Reversible Addition

This investigation reports the preparation of a tailor-made copolymer of furfuryl methacrylate (FMA) and trifluoroethyl methacrylate (TFEMA) via reversible addition-fragmentation chain transfer (RAFT) polymerization. The furfuryl groups of the copolymer...

scholarly journals Nano-Assemblies from Amphiphilic PnBA-b-POEGA Copolymers as Drug Nanocarriers

Polymers ◽  
2021 ◽  
Vol 13 (7) ◽  
pp. 1164
Author(s):  
Angeliki Chroni ◽  
Thomas Mavromoustakos ◽  
Stergios Pispas
Keyword(s):  
Molecular Weight ◽  
Chain Transfer ◽  
Raft Polymerization ◽  
Polymeric Nanocarriers ◽  
Reversible Addition ◽  
2D Noesy ◽  
Drug Nanocarriers ◽  
Glycol Methyl Ether ◽  
Different Molecular Weight

The focus of this study is the development of highly stable losartan potassium (LSR) polymeric nanocarriers. Two novel amphiphilic poly(n-butyl acrylate)-block-poly(oligo(ethylene glycol) methyl ether acrylate) (PnBA-b-POEGA) copolymers with different molecular weight (Mw) of PnBA are synthesized via reversible addition fragmentation chain transfer (RAFT) polymerization, followed by the encapsulation of LSR into both PnBA-b-POEGA micelles. Based on dynamic light scattering (DLS), the PnBA30-b-POEGA70 and PnBA27-b-POEGA73 (where the subscripts denote wt.% composition of the components) copolymers formed micelles of 10 nm and 24 nm in water. The LSR-loaded PnBA-b-POEGA nanocarriers presented increased size and greater mass nanostructures compared to empty micelles, implying the successful loading of LSR into the inner hydrophobic domains. A thorough NMR (nuclear magnetic resonance) characterization of the LSR-loaded PnBA-b-POEGA nanocarriers was conducted. Strong intermolecular interactions between the biphenyl ring and the butyl chain of LSR with the methylene signals of PnBA were evidenced by 2D-NOESY experiments. The highest hydrophobicity of the PnBA27-b-POEGA73 micelles contributed to an efficient encapsulation of LSR into the micelles exhibiting a greater value of %EE compared to PnBA30-b-POEGA70 + 50% LSR nanocarriers. Ultrasound release profiles of LSR signified that a great amount of the encapsulated LSR is strongly attached to both PnBA30-b-POEGA70 and PnBA27-b-POEGA73 micelles.

Synthesis and characterization of a naphthalimide–dye end-labeled copolymer by reversible addition–fragmentation chain transfer (RAFT) polymerization

2011 ◽  
Vol 89 (3) ◽  
pp. 317-325 ◽  
Author(s):  
Binxin Li ◽  
Daniel Majonis ◽  
Peng Liu ◽  
Mitchell A. Winnik
Keyword(s):  
Chain Transfer ◽  
Raft Polymerization ◽  
Polymer Composition ◽  
Cooh Group ◽  
Agent Based ◽  
Molecular Weights ◽  
Reversible Addition ◽  
Raft Agent ◽  
End Use ◽  
Naphthalimide Dye

We describe the synthesis of an end-functionalized copolymer of N-(2-hydroxypropyl)methacrylamide (HPMA) and N-hydroxysuccinimide methacrylate (NMS) by reversible addition–fragmentation chain transfer (RAFT) polymerization. To control the polymer composition, the faster reacting monomer (NMS) was added slowly to the reaction mixture beginning 30 min after initating the polymerization (ca. 16% HPMA conversion). One RAFT agent, based on azocyanopentanoic acid, introduced a –COOH group to the chain at one end. Use of a different RAFT agent containing a 4-amino-1,8-naphthalimide dye introduced a UV–vis absorbing and fluorescent group at this chain end. The polymers obtained had molecular weights of 30 000 and 20 000, respectively, and contained about 30 mol% NMS active ester groups.

Synthesis, characterisation and properties of aramid copolymers prepared from AB and AB2 monomers

e-Polymers ◽  
2003 ◽  
Vol 3 (1) ◽  
Author(s):  
Orietta Monticelli ◽  
Stefano Fiori ◽  
Alberto Mariani ◽  
Saverio Russo ◽  
Hartmut Komber
Keyword(s):  
Liquid Crystalline ◽  
Reaction Medium ◽  
Aromatic Polyamide ◽  
Degree Of Crystallinity ◽  
Feed Ratio ◽  
Structure Evolution ◽  
Monomer Composition ◽  
Degradation Temperature ◽  
Monomer Feed ◽  
Monomer Feed Ratio

Abstract Aromatic polyamide (aramid) copolymers having a highly branched architecture were prepared by direct polycondensation of an AB2 monomer (5-(4-aminobenzoylamino) isophthalic acid) with an AB monomer (N-(4-aminophenyl)terephthalamic acid). Two synthetic routes have been followed for copolymer preparation, differing from each other in the overall monomer content and the type of salts added to the reaction medium (LiCl or LiCl + CaCl2). Otherwise, both methods used the same conditions and the same condensing agent (triphenyl phosphite). The feed ratio of the monomers affected the copolymer solubility in aprotic polar solvents such as N,N-dimethylformamide, N-methylpyrrolidone and dimethyl sulfoxide. Only high AB2/AB monomer ratios allowed obtaining completely soluble polymers in the above media. Also copolymer intrinsic viscosity was influenced by that ratio as well as by the polymerisation routes. IR measurements gave an indication of polymer structure evolution as a function of the monomer feed ratio, while 1H NMR experiments verified the actual monomer composition in the synthesized polymers. The monomer feed ratio turned out to influence polymer properties, such as degree of crystallinity, thermal degradation temperature and liquid crystalline behaviour. Some of the characterisation techniques we used (1H and 31P NMR, IR, SEM-EDS) revealed the presence of phosphorus derivatives in the copolymers, despite extensive sample purification. This presence is coming from derivatives of the condensing agent, and is directly related to the content of AB2-type structures present in the copolymers.

Living Radical Polymerization with Reversible Addition−Fragmentation Chain Transfer (RAFT Polymerization) Using Dithiocarbamates as Chain Transfer Agents

1999 ◽  
Vol 32 (21) ◽  
pp. 6977-6980 ◽  
Author(s):  
Roshan T. A. Mayadunne ◽  
Ezio Rizzardo ◽  
John Chiefari ◽  
Yen Kwong Chong ◽  
Graeme Moad ◽  
...  
Keyword(s):  
Radical Polymerization ◽  
Chain Transfer ◽  
Raft Polymerization ◽  
Living Radical Polymerization ◽  
Reversible Addition ◽  
Transfer Agents

Controlling Mechanical Properties of 3D Printed Polymer Composites through Photoinduced Reversible Addition-Fragmentation Chain Transfer (RAFT) Polymerization

2021 ◽  
Author(s):  
Xiaobing Shi ◽  
Jin Zhang ◽  
Nathaniel Alan Corrigan ◽  
Cyrille Boyer
Keyword(s):  
Mechanical Properties ◽  
Silica Nanoparticles ◽  
Polymer Composites ◽  
Chain Transfer ◽  
Raft Polymerization ◽  
Polymer Networks ◽  
Material Design ◽  
Advanced Material ◽  
Reversible Addition ◽  
3D Printed

Reversible addition-fragmentation chain-transfer (RAFT) polymerization has been widely exploited to produce homogeneous and living polymer networks for advanced material design. In this work, we incorporate silica nanoparticles (SNPs) into a...

Preparation of azobenzene-terminated polymers via reversible addition-fragmentation chain transfer (RAFT) polymerization

e-Polymers ◽  
2008 ◽  
Vol 8 (1) ◽  
Author(s):  
Xiaoming Wan ◽  
Zhengbiao Zhang ◽  
Xiulin Zhu ◽  
Jian Zhu ◽  
Zhenping Cheng
Keyword(s):  
Methyl Methacrylate ◽  
Fluorescence Spectra ◽  
Chain Transfer ◽  
Raft Polymerization ◽  
Reversible Addition ◽  
Azobenzene Moiety

AbstractThree azobenzene-based dithiocarbamates, 2-(phenylazo-phenoxycarbonyl) prop-2-yl 9H-carbazole-9-carbodithioate (APCDT), 2-(4-nitro-phenylazophenoxy- carbonyl)prop-2-yl 9H-carbazole-9-carbodithioate (ANPCDT), 2-(4-cyanophenylazo- phenoxy-carbonyl)pro-2-yl 9H-carbazole-9-carbodithioate (ACPCDT), were synthesized and used as RAFT agents in the polymerizations of styrene (St) and methyl methacrylate (MMA). The results showed that APCDT, ACPCDT and ANPCDT were effective RAFT agents for the polymerization of St. In the case of MMA, the polymerization showed hybrid behavior. The different substitutes on azobenzene moiety in dithiocarbamates did not show obvious influence on the controllability of the polymerizations. The UV and fluorescence spectra of RAFT agents and obtained azobenzene-terminated polymers were investigated

scholarly journals Reversible addition fragmentation chain transfer polymerization - RAFT

2004 ◽  
Vol 58 (11) ◽  
pp. 514-520
Author(s):  
Milena Avramovic ◽  
Lynne Katsikas ◽  
Branko Dunjic ◽  
Ivanka Popovic
Keyword(s):  
Radical Polymerization ◽  
Chain Transfer ◽  
Raft Polymerization ◽  
General Structure ◽  
Controlled Radical Polymerization ◽  
Molecular Structures ◽  
Reversible Addition ◽  
Chain Transfer Polymerization

The fundamentals of controlled radical polymerization are presented in this review. The paper focuses on reversible addition fragmentation chain transfer (RAFT) polymerization. The mechanism and specifics of this type of polymerization are discussed, as are the possibilities of synthesizing complex macro-molecular structures. The synthesis and properties of RAFT agents, of the general structure Z-C(=S)-S-R, are presented.

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