Use of Sodium Iodide as the Precursor to the Control Agent in Ab Initio Emulsion Polymerization

Tonnar, Jeff; Lacroix‐Desmazes, Patrick

doi:10.1002/anie.200704146

Cited by 59 publications

(54 citation statements)

References 24 publications

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“…Equally important, the I 2 (or a precursor such as NaI 11,12 ) is low cost when compared with thiocarbonyl derivatives, organometallic complexes, or nitroxide derivatives. Moreover, controlled polymerization of styrene and (meth)acrylic monomers has been carried out successfully by RITP in homogeneous 8,9,13 and heterogeneous 14,15 systems demonstrating the versatility of the process.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of diblock and triblock copolymers from butyl acrylate and styrene by reverse iodine transfer polymerization

Enriquez-Medrano

Guerrero‐Santos

Hernandez-Valdez

et al. 2010

J of Applied Polymer Sci

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Well-defined AB and BA diblock copolymers were obtained by a one-pot two-step sequential block copolymerization by reverse iodine transfer polymerization (RITP), A being a poly(styrene) block and B a poly (butyl acrylate) block. High monomer conversions during the formation of the first block avoided the purification steps before growing the second block. In a third sequential step, the diblock copolymers were further extended to synthesize ABA and BAB triblock copolymers. Furthermore, the synthesis of ABA and BAB copolymers in only two steps by RITP was investigated starting with the formation of the central block using 2,5-di(2-ethylhexanoylperoxy)-2,5-dimethylhexane as a difunctional initiator and then resuming the polymerization to grow the external blocks in a second step. The obtained copolymers were analyzed by size exclusion chromatography, transmission electron microscopy, and differential scanning calorimetry.

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Section: Introductionmentioning

confidence: 99%

Synthesis of diblock and triblock copolymers from butyl acrylate and styrene by reverse iodine transfer polymerization

Enriquez-Medrano

Guerrero‐Santos

Hernandez-Valdez

et al. 2010

J of Applied Polymer Sci

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“…This again would indicate that the lithium iodide catalysed cyclisation does not involve the direct oxidation via elemental iodine. Iodide may reduce a peroxide intermediate from arial oxidation of the diamine precursor 12 or there may be a role for small amounts of iodine to mediate in the radical oxidation as has recently been described for the additionfragmentation chain transfer processes in living radical polymer synthesis [26].…”

Section: Scheme 5 Iodine Catalysed Oxidation and Rearrangement Of Exo2mentioning

confidence: 98%

Simple oxidation of pyrimidinylhydrazones to triazolopyrimidines and their inhibition of Shiga toxin trafficking

Guetzoyan

Spooner

Lord

et al. 2010

European Journal of Medicinal Chemistry

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The oxidative cyclisation of a range of benzothieno[2,3-d]pyrimidine hydrazones (7a-e) to the 1,2,4-triazolo [4,3-c]pyrimidines (8a-e) catalysed by lithium iodide or to the 1,2,4-triazolo[1,5-c]pyrimidines (10a-e) with sodium carbonate is presented. A complementary synthesis of the 1,2,4-triazolo[1,5-c]pyrimidines (10a-e) starting from the amino imine 11 is also reported. The effect of these compounds on Shiga toxin (STx) trafficking in HeLa cells and comparison to the previously reported Exo2 is also detailed

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“…The Hawkett group is a pioneer of emulsion RAFT. 51 In these ways, the control agent concentrations were one order greater than the theoretical concentration (<0.3 mM) for synthesis of ultra-high MW PS. 44 Charleux et al reported on emulsion RAFT with a wide range of water-soluble control agents.…”

Section: Bulk Terp Of Styrenementioning

confidence: 99%

A synthetic route to ultra-high molecular weight polystyrene (>10⁶) with narrow molecular weight distribution by emulsifier-free, emulsion organotellurium-mediated living radical polymerization (emulsion TERP)

Kitayama

Okubo

2016

Polym. Chem.

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We propose a route to synthesizing ultra-high molecular weight (>10 6 ) polystyrene (PS) having a narrow molecular weight distribution by controlled/living radical polymerization. The process is an emulsifierfree, emulsion organotellurium-mediated living radical polymerization (emulsion TERP) using poly-(methacrylic acid)-methyltellanyl as a macro-chain transfer agent with a degenerative chain transfer (DT) mechanism. Under the polymerization conditions in which PS particles were formed by a self-assembly nucleation of polymerizing macro-chain transfer agents, very stable PS particles were successfully obtained. The segregation effect in the emulsion polymerization system can suppress the radical termination reaction, resulting in an ultra-high number-average molecular weight (M n ) PS in almost 24 h under 1 atm. The final M n value was controlled by changing the initial monomer loading (solid contents of styrene), and then PS having a M n ∼1.2 × 10 6 with a low polydispersity index (∼1.3) was successfully obtained. † Part CCCLXIII of the series "Studies on Suspension and Emulsion".

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Use of Sodium Iodide as the Precursor to the Control Agent in Ab Initio Emulsion Polymerization

Cited by 59 publications

References 24 publications

Synthesis of diblock and triblock copolymers from butyl acrylate and styrene by reverse iodine transfer polymerization

Synthesis of diblock and triblock copolymers from butyl acrylate and styrene by reverse iodine transfer polymerization

Simple oxidation of pyrimidinylhydrazones to triazolopyrimidines and their inhibition of Shiga toxin trafficking

A synthetic route to ultra-high molecular weight polystyrene (>10⁶) with narrow molecular weight distribution by emulsifier-free, emulsion organotellurium-mediated living radical polymerization (emulsion TERP)

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Use of Sodium Iodide as the Precursor to the Control Agent in Ab Initio Emulsion Polymerization

Cited by 59 publications

References 24 publications

Synthesis of diblock and triblock copolymers from butyl acrylate and styrene by reverse iodine transfer polymerization

Synthesis of diblock and triblock copolymers from butyl acrylate and styrene by reverse iodine transfer polymerization

Simple oxidation of pyrimidinylhydrazones to triazolopyrimidines and their inhibition of Shiga toxin trafficking

A synthetic route to ultra-high molecular weight polystyrene (>106) with narrow molecular weight distribution by emulsifier-free, emulsion organotellurium-mediated living radical polymerization (emulsion TERP)

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A synthetic route to ultra-high molecular weight polystyrene (>10⁶) with narrow molecular weight distribution by emulsifier-free, emulsion organotellurium-mediated living radical polymerization (emulsion TERP)