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Methyl acrylate

About: Methyl acrylate is a research topic. Over the lifetime, 6678 publications have been published within this topic receiving 100683 citations. The topic is also known as: Methoxycarbonylethylene & Methyl ester of acrylic acid.


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Patent
17 Aug 1984
TL;DR: A third generation, amine-terminated polyamidoamine dense star polymer prepared from ammonia, methyl acrylate and ethylenediamine has 1.24×10-4 amine moieties per unit volume (cubic Angstrom units).
Abstract: Dense star polymers having terminal group densities greater than conventional star polymers exhibit greater and more uniform reactivity than their corresponding conventional star polymers. For example, a third generation, amine-terminated polyamidoamine dense star polymer prepared from ammonia, methyl acrylate and ethylenediamine has 1.24×10-4 amine moieties per unit volume (cubic Angstrom units) in contrast to the 1.58×10-6 amine moieties per unit volume contained by a conventional star polymer. Such dense star polymers are useful as demulsifiers for oil/water emulsions, wet strength agents in the manufacture of paper, and agents for modifying viscosity in aqueous formulations such as paints.

231 citations

Journal ArticleDOI
TL;DR: In this article, a comparison of thermal and photochemically initiated thiol-ene click reactions using allyl and allyl-end functionalized linear polystyrenes with various enes (allyl bromide, methyl acrylate, and methyl methacrylate) and thiol (3-mercaptopropionic acid) have been investigated.
Abstract: Thermally and photochemically initiated thiol-ene click reactions using thiol- and allyl- end functionalized linear polystyrenes with various enes (allyl bromide, methyl acrylate, and methyl methacrylate) and thiol (3-mercaptopropionic acid) have been investigated. Allyl- and thiol-end-capped polystyrenes with controlled molecular weight and low polydispersity were prepared by atom transfer radical polymerization (ATRP) of styrene using functional initiator and end group modification approaches, respectively. Thiol-ene reactions can be initiated by both cleavage type photoinitiators such as (2,4,6-trimethylbenzoyl)diphenylphosphine oxide (TMDPO) and 2,2-dimethoxy-2-phenyl acetophenone (DMPA) and H-abstraction type photoinitiators such as benzophenone (BP), thioxanthone (TX), camphorquinone (CO), and classical thermal initiator, 2,2'-azobis(isobutyronitrile) (AIBN) at 80 °C. The kinetics of the reactions was monitored online with a real time ATR-FTIR monitoring system and the conversions were determined by 1 H NMR spectroscopy. A comparison of click efficiencies of the studied initiator systems was performed. Compare to the thermal initiators and H-abstraction type photoinitiators, cleavage type photoinitiators were found to induce thiol-ene click reactions with higher efficiency.

224 citations

Journal ArticleDOI
TL;DR: In this paper, atom transfer radical polymerization conditions with copper(I) bromide/pentamethyldiethylenetriamine (CuBr/PMDETA) as the catalyst system were employed for the polymerization of tert-butyl acrylate and styrene to generate well-defined homopolymers.
Abstract: Atom transfer radical polymerization conditions with copper(I) bromide/pentamethyldiethylenetriamine (CuBr/PMDETA) as the catalyst system were employed for the polymerization of tert-butyl acrylate, methyl acrylate, and styrene to generate well-defined homopolymers, diblock copolymers, and triblock copolymers. Temperature studies indicated that the polymerizations occurred smoothly in bulk at 50 °C. The kinetics of tert-butyl acrylate polymerization under these conditions are reported. Well-defined poly-(tert-butyl acrylate) (PtBA; polydispersity index = 1.14) and poly(methyl acrylate) (PMA; polydispersity index = 1.03) homopolymers were synthesized and then used as macroinitiators for the preparation of PtBA-b-PMA and PMA-b-PtBA diblock copolymers in bulk at 50 °C or in toluene at 60 or 90 °C. In toluene, the amount of CuBr/PMDETA relative to the macroinitiator was important; at least 1 equiv of CuBr/PMDETA was required for complete initiation. Typical block lengths were composed of 100-150 repeat units per segment. A triblock copolymer, composed of PtBA-b-PMA-b-PS (PS = polystyrene), was also synthesized with a well-defined composition and a narrow molecular weight dispersity. The tert-butyl esters of PtBA-b-PMA and PtBA-b-PMA-b-PS were selectively cleaved to form the amphiphilic block copolymers PAA-b-PMA [PAA = poly(acrylic acid)] and PAA-b-PMA-b-PS, respectively, via reaction with anhydrous trifluoroacetic acid in dichloromethane at room temperature for 3 h. Characterization data are reported from analyses by gel permeation chromatography; infrared, 1 H NMR, and 13 C NMR spectroscopies; differential scanning calorimetry; and matrix-assisted, laser desorption/ionization time-of-flight mass spectrometry. The assembly of the amphiphilic triblock copolymer PAA 90 -b-PMA 80 -b-PS 98 within an aqueous solution, followed by conversion into stable complex nanostructures via crosslinking reactions between the hydrophilic PAA chains comprising the peripheral layers, produced mixtures of spherical and cylindrical topologies. The visualization and size determination of the resulting nanostructures were performed by atomic force microscopy, which revealed very interesting segregation phenomena.

220 citations

Journal ArticleDOI
TL;DR: In this article, a new compound, 4,4'-di(acryloyloxy)benzil (referred to hereafter as Xini), was synthesized and polymerized into acrylate shape-memory polymers, which were thermomechanically characterized yielding fully recoverable strains above 500%.
Abstract: Shape-memory polymers (SMPs) are self-adjusting, smart materials in which shape changes can be accurately controlled at specific, tailored temperatures. In this study, the glass transition temperature (Tg) is adjusted between 28 and 55 °C through synthesis of copolymers of methyl acrylate (MA), methyl methacrylate (MMA), and isobornyl acrylate (IBoA). Acrylate compositions with both crosslinker densities and photoinitiator concentrations optimized at fractions of a mole percent demonstrate fully recoverable strains at 807% for a Tg of 28 °C, at 663% for a Tg of 37 °C, and at 553% for a Tg of 55 °C. A new compound, 4,4'-di(acryloyloxy)benzil (referred to hereafter as Xini) in which both polymerizable and initiating functionalities are incorporated in the same molecule, was synthesized and polymerized into acrylate shape-memory polymers, which were thermomechanically characterized yielding fully recoverable strains above 500%. The materials synthesized in this work were compared to an industry standard thermoplastic SMP, Mitsubishi's MM5510, which showed failure strains of similar magnitude, but without full shape recovery: residual strain after a single shape-memory cycle caused large-scale disfiguration. The materials in this study are intended to enable future applications where both recoverable high-strain capacity and the ability to accurately and independently position Tg are required.

220 citations

Journal ArticleDOI
01 Mar 2000-Polymer
TL;DR: In this article, the photooxidative stability of poly(methyl acrylate), poly(ethyl methacrylate) and poly(butyl methacyl) has been investigated under conditions of artificial solar light irradiation.

218 citations


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Performance
Metrics
No. of papers in the topic in previous years
YearPapers
202326
202272
202169
2020129
2019172
2018210