Controlled Synthesis and Degradation of Poly(<i>N</i>-(isobutoxymethyl) acrylamide) Homopolymers and Block Copolymers

King, Benjamin; Lessard, Benoît H.

doi:10.1002/mren.201600073

Cited by 15 publications

(13 citation statements)

References 61 publications

(117 reference statements)

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“…NMRP utilizes alkoxyamines as the initiators for polymerization. [104][105][106][107][108][109] These compounds undergo homolysis at the CO bond under certain conditions, producing two radicals, a nitroxide radical and a carbon radical. [110] NMRP then functions on the basis of the persistent radical effect (PRE), observable in some radical systems where the formation of one product is highly favored because of the stability of one of the radical species, nitroxide.…”

Section: Nitroxide-mediated Free-radical Polymerization (Nmrp) Techniquementioning

confidence: 99%

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Nano‐Star‐Shaped Polymers for Drug Delivery Applications

Yang

Deen

et al. 2017

Macromol. Rapid Commun.

125

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With the advancement of polymer engineering, complex star-shaped polymer architectures can be synthesized with ease, bringing about a host of unique properties and applications. The polymer arms can be functionalized with different chemical groups to fine-tune the response behavior or be endowed with targeting ligands or stimuli responsive moieties to control its physicochemical behavior and self-organization in solution. Rheological properties of these solutions can be modulated, which also facilitates the control of the diffusion of the drug from these star-based nanocarriers. However, these star-shaped polymers designed for drug delivery are still in a very early stage of development. Due to the sheer diversity of macromolecules that can take on the star architectures and the various combinations of functional groups that can be cross-linked together, there remain many structure-property relationships which have yet to be fully established. This review aims to provide an introductory perspective on the basic synthetic methods of star-shaped polymers, the properties which can be controlled by the unique architecture, and also recent advances in drug delivery applications related to these star candidates.

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Section: Nitroxide-mediated Free-radical Polymerization (Nmrp) Techniquementioning

confidence: 99%

“…NMRP utilizes alkoxyamines as the initiators for polymerization . These compounds undergo homolysis at the CO bond under certain conditions, producing two radicals, a nitroxide radical and a carbon radical .…”

Section: Polymerization Techniquesmentioning

confidence: 99%

Nano‐Star‐Shaped Polymers for Drug Delivery Applications

Yang

Deen

et al. 2017

Macromol. Rapid Commun.

125

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“…[ 189 ] Lessard and co‐workers have continued toward incorporating functionality via NMP for molecules applied toward photovoltaics. [ 192–195 ] For example, 1‐(4‐vinylbenzyl)‐3‐butylimidazolium bis(trifluoromethyl sulphonyl)‐imide (VBBI) ionic liquid monomer was incorporated into statistical copolymers with MMA (with reactivity ratios r VBBI = 11.57‐12.12, r MMA = 1.18‐1.23, depending on the method used to evaluate reactivity ratios) and monomodal molecular weight distributions ( M n up to 20 000 g mol −1 and Đ ~ 1.4‐1.5). Chain extensions with styrene revealed good chain‐end fidelity, with a clear monomodal shift observed in the GPC traces from the macroinitiator.…”

Section: The 2010smentioning

confidence: 99%

History of nitroxide mediated polymerization in Canada

Marić

2021

Can J Chem Eng

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Nitroxide mediated polymerization (NMP), sometimes known as stable free radical polymerization (SFRP), is considered one of the main types of reversible deactivation radical polymerization (RDRP) that have emerged as a major advance in polymer synthesis in the past 30 years. This review examines NMP's development from a uniquely Canadian perspective. Inspired by reports of a reversible equilibrium between the TEMPO persistent radical and a growing polymeric radical chain, researchers at the Xerox Research Centre of Canada (XRCC) reported radical polymerizations of styrene with hallmarks typically associated with living polymerizations: linear degree of polymerization of with conversion, narrow molecular weight distributions, and ability to re‐initiate the chain end with additional monomer. This effort expanded to polymerizations in dispersed aqueous media (eg, miniemulsion) and to polymerizations directed for various architectures (block, graft, star), but NMP was ultimately generally limited to styrenic monomers. Consequently, NMP trailed other RDRP methods, such as atom transfer radical polymerization (ATRP) and reversible addition fragmentation transfer polymerization (RAFT), due to its limited monomer choice. With the advent of second‐generation alkoxyamine initiators, however, the range of monomers polymerizable in a controlled manner greatly expanded to include acrylates, acrylamides, and eventually methacrylates (under certain conditions), providing renewed impetus towards using NMP. Consequently, Canadian researchers applied these new alkoxyamines for more versatile polymers, resulting in products such as stimuli‐responsive polymers, CO2‐switchable latexes, bio‐hybrid composites, organic photovoltaic materials, and photolithographic materials. The chronological progression of the developments in NMP from various Canadian laboratories highlights these achievements in new polymeric materials.

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“…However, water resistance of PVA is poor because it contains a lot of hydroxyl groups and its mechanical strength is low, which limits the further application of PVA (Zhang et Mouro et al 2019). N-(isobutoxymethyl)acrylamide(IBMA) as a self-cross-linking monomer can improve mechanical properties, adhesion and water resistance (Liu et al 2001;Benjamin et al 2017). Diacetone acrylamide(DAAM) is a new type of vinyl functional monomer with unique physical and chemical properties, which is widely used in various elds such as coatings, resins and textiles (Kessel et al 2008;Zhang et al 2012; Wang et al 2010;Thongnuanchan et al 2018).…”

Section: Introductionmentioning

confidence: 99%

Preparation of Modified PVA Copolymer by DAAM/ADH and Cross-Linking Mechanism for Paper

Li¹,

Li²,

Wang³

et al. 2021

Preprint

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Herein, a novel modified polyvinyl alcohol(DA-IPVA) used as sizing agent was prepared by using diacetone acrylamide(DAAM) as graft monomer and N-(isobutoxymethyl)acrylamide(IBMA) as self-cross-linking monomer. The effect of the amount of DAAM on the properties of emulsion, film and sizing paper was discussed. The surface micro-structure of the sizing paper was characterized by SEM and AFM. The addition of DAAM/ADH and IBMA endowed DA-IPVA with cross-linked active group and increased cross-linking density and hydrophobicity after ADH was added into the emulsion and the cross-linking structure was formed. The enhancing mechanism of surface sizing agent for paper was revealed. The DA-IPVA can be cross-linked on the surface and inside of the paper to form a dense network structure, which improves the bonding force between the fibers. When the mole fraction of DAAM of the cross-linking monomer is 8%, the surface sizing performance of the paper is obviously improved compared with the base paper. The dry and wet strength is increased by 266.5% and 334.3% respectively, and the folding resistance is increased 2946.67%. This study can have a profound impact on the development of the technology of cross-linking surface sizing agent for paper.

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Controlled Synthesis and Degradation of Poly(N-(isobutoxymethyl) acrylamide) Homopolymers and Block Copolymers

Cited by 15 publications

References 61 publications

Nano‐Star‐Shaped Polymers for Drug Delivery Applications

Nano‐Star‐Shaped Polymers for Drug Delivery Applications

History of nitroxide mediated polymerization in Canada

Preparation of Modified PVA Copolymer by DAAM/ADH and Cross-Linking Mechanism for Paper

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