Synthesis and application of new CO2-soluble vinyl pivalate hydrocarbon stabilisers via RAFT polymerisation

Birkin, Natasha A.; Arrowsmith, Nicholas J.; Park, Eun Ju; Richez, Alexandre P.; Howdle, Steven M.

doi:10.1039/c1py00062d

Cited by 53 publications

(58 citation statements)

References 41 publications

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“…A* [103,493] (St) [510,511] (BA) [112] (BA) [511] (MA) [511] NIPAm [112] VAc [512] VPv [513] NVC [514] NVP [103,493,515] NVP [513] NVPip [516] NVC [514,515] VAc/VPv [513] (BA-b-St) [511] (MA-b-St) [511] BA-b-NIPAm [112] NVC-b-Ac [514] NVP-b-NVC [515] NVPip-b-VAc [516] NVC-b-NVP [515] NVC-b-VAc [514] (NIPAm/NVPI) [517] (Continued ) [512] (VAc) [512] (230) [512] (230-b-VAc) [512] 231…”

Section: O S S Cnmentioning

confidence: 99%

“…[568] Gradient copolymers of TFEMA and AA were synthesized using an amphiphilic RAFT agent and starved feed addition of TFEMA. [438] Emulsion or dispersion polymerization was carried out in supercritical CO 2 of VAc with a PEO macro-RAFT agent (245), [526] of MMA with a PDMS macro-RAFT (148), [431] or of NVP with VAc/VPv [513] macro-RAFT agents agent as stabilizer. See also the section below on Microgels and Nanoparticles and Table 24 for examples of RAFT crosslinking polymerization.…”

Section: Raft Polymerization In Heterogeneous Mediamentioning

confidence: 99%

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Living Radical Polymerization by the RAFT Process – A Third Update

2012

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This paper provides a third update to the review of reversible deactivation radical polymerization (RDRP) achieved with thiocarbonylthio compounds (ZC(¼S)SR) by a mechanism of reversible addition-fragmentation chain transfer ( Chem. 2009Chem. , 62, 1402. This review cites over 700 publications that appeared during the period mid 2009 to early 2012 covering various aspects of RAFT polymerization which include reagent synthesis and properties, kinetics and mechanism of polymerization, novel polymer syntheses, and a diverse range of applications. This period has witnessed further significant developments, particularly in the areas of novel RAFT agents, techniques for end-group transformation, the production of micro/nanoparticles and modified surfaces, and biopolymer conjugates both for therapeutic and diagnostic applications.

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Section: O S S Cnmentioning

confidence: 99%

Section: Raft Polymerization In Heterogeneous Mediamentioning

confidence: 99%

Living Radical Polymerization by the RAFT Process – A Third Update

2012

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“…CSIRO researchers independently reported the xanthate-controlled polymerization of VAc and vinyl benzoate (VBz) in a 1999 patent [67]. Other commonly used vinyl esters include vinyl pivalate (VPiv) [4,6,30,31,68,69], vinyl butyrate (VBu) [3,4], and vinyl neodecanoate (VNDec) [69][70][71]. A complete list of vinyl esters which have been polymerized by RAFT is shown in Scheme 3.…”

Section: Vinyl Ester Monomersmentioning

confidence: 99%

“…Playing on the free volume of the polymer chain and the strength of polymer-polymer interactions can also influence the behavior of poly(vinyl ester)s in solution. A recent example is the solubility of PVAc in supercritical carbon dioxide (scCO 2 ) that can be enhanced via the copolymerization of VAc with hindered [3][4][5][6] or fluorinated vinyl esters [7][8][9]. The kinetics of hydrolysis of the ester group can also be strongly affected by steric hindrance and polar effects.…”

Section: Introductionmentioning

confidence: 99%

“…The advent of reversible-deactivation radical polymerization [28] has led to an increased interest in poly(vinyl ester)s by enabling the control of the main characteristics of polymer chains such as molar mass and molar mass distribution, end-groups and architecture. Numerous recent studies have focused on complex polymer architectures with original solid state morphologies [30][31][32][33], PVA-based surfactants [34,35] or poly(vinyl ester)s with enhanced solubility in scCO 2 [3][4][5][6][7][8]. To date, iodine-transfer polymerization (ITP) [36], organoheteroatom-mediated polymerization (OMRP) [28,37], cobalt-mediated polymerization (CoMRP) [38] and reversible addition-fragmentation chain transfer (RAFT) polymerization [39] have been proven efficient in the radical polymerization of vinyl esters.…”

Section: Introductionmentioning

confidence: 99%

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RAFT Polymerization of Vinyl Esters: Synthesis and Applications

et al. 2014

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This article is the first comprehensive review on the study and use of vinyl ester monomers in reversible addition fragmentation chain transfer (RAFT) polymerization. It covers all the synthetic aspects associated with the definition of precision polymers comprising poly(vinyl ester) building blocks, such as the choice of RAFT agent and reaction conditions in order to progress from simple to complex macromolecular architectures. Although vinyl acetate was by far the most studied monomer of the range, many vinyl esters have been considered in order to tune various polymer properties, in particular, solubility in supercritical carbon dioxide (scCO 2 ). A special emphasis is given to novel poly(vinyl alkylate)s with enhanced solubilities in scCO 2 , with applications as reactive stabilizers for dispersion polymerization and macromolecular surfactants for CO 2 media. Other miscellaneous uses of poly(vinyl ester)s synthesized by RAFT, for instance as a means to produce poly(vinyl alcohol) with controlled characteristics for use in the biomedical area, are also covered.

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