Chemical degradation of poly(2-aminoethyl methacrylate)

Thompson, Kate L.; Read, Elizabeth S.; Armes, Steven P.

doi:10.1016/j.polymdegradstab.2008.05.013

Cited by 56 publications

(69 citation statements)

References 39 publications

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“…At pH 10, however, the monomer is much less stable, and it becomes completely hydrolyzed into methacrylic acid and dimethylaminoethanol within 30 days. Instability at pH 10 is likely due to ester hydrolysis involving hydroxide anion [21]. …”

Section: Discussionmentioning

confidence: 99%

Determination of Neutralization Capacity and Stability of a Basic Methacrylate Monomer Using NMR

Park

Spencer

et al. 2012

International Journal of Polymeric Materials

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The durability of dental resin depends on the stability of the polymer. The neutralizing capacity of a basic methacrylate monomer and its chemical stability were measured using nuclear magnetic resonance (NMR) spectroscopy. Lactic acid solution was titrated with 2-(dimethylamino)ethylmethacrylate (DMAEMA) or 2-hydroxyethylmethacrylate (HEMA) and its chemical shifts monitored. Addition of DMAEMA alters the chemical shift proportionally to pH neutralization, whereas HEMA has no impact. Chemical shifts were used to quantify both the change in pH and monomer stability. The results demonstrate that neutralization by basic monomer can be achieved and that this can be measured using an NMR assay.

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Section: Discussionmentioning

confidence: 99%

Determination of Neutralization Capacity and Stability of a Basic Methacrylate Monomer Using NMR

Park

Spencer

et al. 2012

International Journal of Polymeric Materials

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“…The use of macro-RAFT agents as stabilizers in 'surfactantless' emulsion polymerization, [145,181,225,287,300,310,341,393,[443][444][445][446] miniemulsion polymerization, [124,181] suspension polymerization [381] and non-aqueous dispersion polymerization in both organic media, [188] and in supercritical CO 2 [353,389,447,448] [90,451] O O ϩ NH 3 Cl Ϫ APMAM 274 [152,153,168] Cl Ϫ O HN H 3 N ϩ AEMAM 275 [153] ϩ NH 3 Cl Ϫ O HN 276 [166] NH 3 Cl Ϫ O HN N N N ϩ has gained popularity. Particle nucleation and growth during RAFT emulsion polymerization of St and BA mediated by macro-RAFT agents of various compositions has been studied by calorimetry.…”

Section: Raft Polymerization In Heterogeneous Mediamentioning

confidence: 99%

Living Radical Polymerization by the RAFT Process - A Second Update

Moad¹,

Rizzardo²,

Thang³

2009

Aust. J. Chem.

906

720

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This paper provides a second update to the review of reversible deactivation radical polymerization achieved with thiocarbonylthio compounds (ZC(=S)SR) by a mechanism of reversible addition-fragmentation chain transfer (RAFT) that was published in June 2005 (Aust. J. Chem. 2005, 58, 379-410). The first update was published in November 2006 (Aust. J. Chem. 2006, 59, 669-692). This review cites over 500 papers that appeared during the period mid-2006 to mid-2009 covering various aspects of RAFT polymerization ranging from reagent synthesis and properties, kinetics and mechanism of polymerization, novel polymer syntheses and a diverse range of applications. Significant developments have occurred, particularly in the areas of novel RAFT agents, techniques for end-group removal and transformation, the production of micro/nanoparticles and modified surfaces, and biopolymer conjugates both for therapeutic and diagnostic applications.

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“…In our experience, primary amine-based methacrylates undergo facile intermolecular rearrangement to form the corresponding methacrylamide. 30 Smith et al…”

Section: Introductionmentioning

confidence: 99%

Novel Pickering Emulsifiers Based on pH-Responsive Poly(2-(diethylamino)ethyl methacrylate) Latexes

et al. 2013

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Emulsion copolymerization of 2-(tert-butylamino)ethyl methacrylate in the presence of divinylbenzene (DVB) cross-linker and monomethoxy-capped poly(ethylene glycol) methacrylate (PEGMA) macromonomer at 70 °C afforded sterically-stabilized latexes at approximately 10% solids at pH 9. Dynamic light scattering (DLS) and scanning electron microscopy (SEM) confirmed that relatively narrow size distributions were obtained. SEM confirmed the formation of spherical particles in the absence of any DVB cross-linker using a simple batch protocol, but in the presence of DVB it was necessary to use seeded emulsion polymerization under monomer-starved conditions to prevent the formation of latexes with ill-defined non-spherical morphologies. Lightly cross-linked latexes acquired cationic microgel character upon lowering the solution pH, as expected. Increasing the degree of cross-linking led to a progressively lower effective pK a of the copolymer chains from 8.0 to 7.3, which implies a gradual reduction in their basicity. Poly(tert-butylamino)ethyl methacrylate latex proved to be an effective Pickering emulsifier at pH 10, forming stable oilin-water emulsions when homogenized with either n-dodecane or sunflower oil at 12 000 rpm for 2 min. These Pickering emulsions exhibited pH-responsive behavior: lowering the solution pH to pH 3 resulted in immediate demulsification due to spontaneous desorption of the cationic microgels from the oil/water interface. With subsequent rehomogenization at high pH, four successive demulsification/emulsification pH cycles could be achieved without discernible loss in performance. However, no demulsification occurred on acidification of the fifth cycle.

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Chemical degradation of poly(2-aminoethyl methacrylate)

Cited by 56 publications

References 39 publications

Determination of Neutralization Capacity and Stability of a Basic Methacrylate Monomer Using NMR

Determination of Neutralization Capacity and Stability of a Basic Methacrylate Monomer Using NMR

Living Radical Polymerization by the RAFT Process - A Second Update

Novel Pickering Emulsifiers Based on pH-Responsive Poly(2-(diethylamino)ethyl methacrylate) Latexes

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