The organo-metal initiated polymerization of vinyl ketones—II

Lyons, A. R.; Catterall, E.

doi:10.1016/0014-3057(71)90050-4

Cited by 9 publications

(4 citation statements)

References 18 publications

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“…Synthesis and Characterization of Mucin Mimetic Polymers. We prepared poly(MVK) ( 1 ), co-poly(MVK/DAPA) ( 2 ), and co-poly(IMK/DAPA) ( 3 ) by radical-induced polymerization using literature procedures. Copolymers 2 and 3 were generated using 4.4 equiv of MVK or 5.0 equiv of IMK, resulting in copolymers with similar monomer ratios (Scheme , ∼4.7 MVK or IMK/DAPA based on elemental analysis).…”

Section: Resultsmentioning

confidence: 99%

Hierarchical Assembly of Model Cell Surfaces: Synthesis of Mucin Mimetic Polymers and Their Display on Supported Bilayers

et al. 2007

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Molecular level analysis of cell-surface phenomena could benefit from model systems comprising structurally defined components. Here we present the first step toward bottom-up assembly of model cell surfaces-the synthesis of mucin mimetics and their incorporation into artificial membranes. Natural mucins are densely glycosylated O-linked glycoproteins that serve numerous functions on cell surfaces. Their large size and extensive glycosylation makes the synthesis of these biopolymers impractical. We designed synthetically tractable glycosylated polymers that possess rodlike extended conformations similar to natural mucins. The glycosylated polymers were end-functionalized with lipid groups and embedded into supported lipid bilayers where they interact with protein receptors in a structure-dependent manner. Furthermore, their dynamic behavior in synthetic membranes mirrored that of natural biomolecules. This system provides a unique framework with which to study the behavior of mucin-like macromolecules in a controlled, cell surface-mimetic environment.

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Section: Resultsmentioning

confidence: 99%

Hierarchical Assembly of Model Cell Surfaces: Synthesis of Mucin Mimetic Polymers and Their Display on Supported Bilayers

et al. 2007

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“…It was also confirmed that no side reaction took place at least in the initial stage of the polymerization of ethyl isopropenyl ketone (EIPK). This conclusion is based on the analysis of the reaction modes between EIPK (9) and ZC (8) in benzene at 40°C. Figure 4 shows the results of kinetic measurement with respect to the recovered phenyl 2phenylbutyl ketone (10), which is a hydrolysis product of ZC (8), after quenching the reaction with excess acetic acid.…”

Section: Anionic Polymerization Of Ethyl Lsopropenyl Ketone (Eipk) Inmentioning

confidence: 99%

“…Consequently, it is quite reasonable to conclude that the only elementary reaction between ZC (8) and EIPK (9) was the conjugate addition (eq 7). __.…”

Section: Anionic Polymerization Of Ethyl Lsopropenyl Ketone (Eipk) Inmentioning

confidence: 99%

Syntheses of Organozinc Enolates and Their Reactivities in Polymerization Reactions

Kataoka

Tsuruta

1977

Polym J

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Syntheses and reactivities of organozinc enolates, having same structure as that of the chain end of growing poly(vinyl ketone) molecules, were studied. An addition reaction of ZnEt2 with ethyl styryl ketone gave an organozinc enolate, ethylzinc 5-phenyl-3-heptene-3-olate (ZE), fairly quantitatively. In the polymerization of ethyl isopropenyl ketone initiated with ethylzinc l,3-diphenyl-1-pentene-1-olate (ZC), a secondorder rate law with respect to ZC was established, suggesting a coordination-addition mechanism plausible for this reaction in a way similar to the previous result with phenyl styryl ketone. At the same time as the above studies, the chemical behavior of ZC and ZE toward carbon dioxide (CO2) was also examined. Through the measurements of time course of IR and NMR spectra of the reaction system, it was concluded that a polymeric form of organozinc enolates should be the final product formed in the reaction between ZC (or ZE) and CO2. This polymeric organozinc compound was able to catalyze the reaction of methyloxirane with CO2 to give rise to poly(propylene carbonate) and propylene carbonate.

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“…The reaction was shown to follow a first-order dependence on both monomer and initial triethylaluminium concentrations, with an overall activation energy of 52 & 3 kJ mole-1 (12 f 1 kcal mole-I). The following overall reaction scheme was proposed (45). The sodium butoxide initiated polymerization of methyl vinyl ketone in toluene at 0°C was reported to follow a hydrogen-transfer mechanism.…”

Section: (9)mentioning

confidence: 99%

Polymerization of vinyl ketones

Lyons

1972

J. Polym. Sci. Macromol. Rev.

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The organo-metal initiated polymerization of vinyl ketones—II

Cited by 9 publications

References 18 publications

Hierarchical Assembly of Model Cell Surfaces: Synthesis of Mucin Mimetic Polymers and Their Display on Supported Bilayers

Hierarchical Assembly of Model Cell Surfaces: Synthesis of Mucin Mimetic Polymers and Their Display on Supported Bilayers

Syntheses of Organozinc Enolates and Their Reactivities in Polymerization Reactions

Polymerization of vinyl ketones

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