69040-48-8

Usage

Chemical compound

2-Propenoic acid, 2-methyl-, 2-[(1-oxo-2-propenyl)oxy]ethyl ester (Methyl methacrylate)

Physical properties

Colorless liquid, characteristic sweet odor

Uses

Production of polymers and plastics (acrylic glass, fibers), dental and orthopedic bone cement, resins, adhesives, paints

Health effects

Skin and eye irritation, respiratory and neurological effects at high levels of exposure

Safety

Handle with care, follow safety guidelines when working with MMA

Upstream product

• 868-77-9 2-methyl-2-propenoic acid 2-hydroxyethyl ester 
• 814-68-6 acryloyl chloride 
• 920-46-7 Methacryloyl chloride 
• 818-61-1 2-hydroxyethyl acrylate 

Downstream Products

• 870544-50-6 C₂₂H₃₄NO₇P 
• 1254192-84-1 [Pd(C(Et)HC(O)OCH2CH2OC(O)C(Me)CH2)(dmso)(κ2-(P,O)-2-(2-MeOC6H4)2PC6H4SO3)] 

Relevant academic research and scientific papers

Facile synthesis of polyester dendrimers from sequential click coupling of asymmetrical monomers

Polyester dendrimers are attractive for in vivo delivery of bioactive molecules due to their biodegradability, but their synthesis generally requires multistep reactions with intensive purifications. A highly efficient approach to the synthesis of dendrimers by simply "sticking" generation by generation together is achieved by combining kinetic or mechanistic chemoselectivity with click reactions between the monomers. In each generation, the targeted molecules are the major reaction product as detected by matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF MS). The only separation needed is to remove the little unreacted monomer by simple precipitation or washing. This simple clicklike process without complicated purification is particularly suitable for the synthesis of custom-made polyester dendrimers.

A water-soluble photocrosslinkable chitosan derivative prepared by Michael-addition reaction as a precursor for injectable hydrogel

With the goal of obtaining photopolymerized hydrogels for use as tissue engineering scaffolds, a water-soluble (methacryloyloxy) ethyl carboxyethyl chitosan was prepared as a photopolymerizable prepolymer through Michael-addition reaction between chitosan and ethylene glycol acrylate methacrylate. N-substitution of chitosan was verified by both 1H NMR and 13C NMR The degree of N-substitution, measured via 1H NMR, was easily varied from 0.10 to 0.35 by varying the molar ratio of ethylene glycol acrylate methacrylate to chitosan. Using a Vero cell line, the water-soluble photocrosslinkable chitosan derivative was found to be noncytotoxic up to a concentration of 1.0 mg/mL. The precursor was blended with D-2959 photoinitiator in solution, and UV-irradiated to create hydrogels. FTIR verified the nearly complete conversion of the double bonds in the gel. Indirect cytotoxicity assessment of the hydrogel indicated that the hydrogel was non-toxic to Vero cells.

A versatile solvent-free "one-pot" route to polymer nanocomposites and the in situ formation of calcium phosphate/layered silicate hybrid nanoparticles

Poly(methyl methacrylate) (PMMA), polystyrene (PS), and polyurethane (PU) nanocomposites containing well-dispersed calcium phosphate/layered silicate hybrid nanoparticles were prepared in a versatile solvent-free "one-pot" process without requiring separate steps, such as organophilic modification, purification, drying, dispersing, and compounding, typical for many conventional organoday nanocomposites. In this "one-pot" process, alkyl ammonium phosphates were added as swelling agents to a suspension of calcium/layered silicate in styrene, methyl methacrylate, or polyols prior to polymerization. Alkyl ammonium phosphates were prepared in situ by reacting phosphoric acid with an equivalent amount of alkyl amines such as stearyl amine (SA) or the corresponding ester- and methacrylate-functionalized tertiary alkyl amines, obtained via Michael Addition of SA with methyl acrylate or ethylene 2-methacryloxyethyl acrylate. Upon contact with the calcium bentonite suspension, the cation exchange of Ca 24+ in the silicate interlayers for alkyl ammonium cations rendered the bentonite organophilic and enabled effective swelling in the monomer accompanied by intercalation and in situ precipitation of calcium phosphates. According to energy dispersive X-ray analysis, the calcium phosphate precipitated exclusively onto the surfaces of the bentonite nanoplatelets, thus forming easy-to-disperse calcium phosphate/layered silicate hybrid nanoparticles. Incorporation of 5-15wt% of such hybrid nanoparticles into PMMA, PS, and PU afforded improved stiffness/toughness balances of the polymer nanocomposites. Functionalized alkyl ammonium phosphate addition enabled polymer attachment to the nanoparticle surfaces. Transmission electron microscopy (TEM) analyses of PU and PU-foam nanocomposites, prepared by dispersing hybrid nanoparticles in the polyols prior to isocyanate cure, revealed the formation of folly exfoliated hybrid nanoparticles.

Polymerizable free radical hydrogen extraction type photoinitiator as well as preparation method and application thereof

The invention relates to a polymerizable free radical hydrogen extraction type photoinitiator as well as a preparation method and application thereof. The novel polymerizable free radical hydrogen extraction type photoinitiator is prepared by introducing

Water-soluble methacrylate monomer and preparing method thereof

The invention discloses a water-soluble methacrylate monomer, and relates to the field of synthesis of high polymer materials. The water-soluble methacrylate monomer is put forward aiming at the problem that an existing photocuring coating does not have water resistance. The chemical structural formula of the water-soluble methacrylate monomer is shown in the description. The invention further provides a preparing method of the monomer. The method comprises the following steps of dropwise adding methacryloyl chloride into a dichloromethane solution of hydroxyethyl acrylate under an ice bath condition, adding triethylamine as an acid-binding agent, and preparing the monomer with one end provided with acrylic acid double bonds and the other end provided with methacrylic acid double bonds; then carrying out a Michael addition reaction between the monomer and binary secondary amine or unitary primary amine, and finally adding haloalkane for a quaterisation reaction to prepare the photocuring monomer with water solubility. The water-soluble methacrylate monomer has the advantages that the molecular structure contains the quaternary ammonium salt structure, so that the monomer has good water solubility, and the monomer can serve as a water-based photocuring system or photocuring hydrogel.

A high-refractive index compound and use thereof

The invention provides a high-refractive-index compound, the structure of the compound can be found in the specification, the refractive index of the compound is high and reaches over 1.58 after the compound is cured into a membrane through ultraviolet light, the compound can be applied to a hardening coating of an optical thin-film material, and the refractive index of a polyester film is raised.

Fluorescent water-soluble perylenediimide-cored cationic dendrimers: Synthesis, optical properties, and cell uptake

Different generations of perylenediimide-cored dendrimers with peripheral amine groups were synthesized. All these water-soluble dendrimers could rapidly internalize into live cells with high efficacy of gene transfection and low cytotoxicity. Increasing dendrimer generation increased their ability for gene transfection. The Royal Society of Chemistry 2013.

A versatile synthetic route to phosphonate-functional monomers, oligomers, silanes, and hybrid nanoparticles

The highly selective single Michael addition of diethyl vinylphosphonate to alkylamines represents a very versatile synthetic route affording a large variety of novel multifunctional phosphonates including aminoalkylphosphonates, phosphonate functional silanes, and phosphonate-functionalized acrylic monomers. The hydrolysis of the phosphonate group results in a phosphonic acid functional monomer which can be used as component of dental composites exhibiting improved filler - matrix interaction. The sol - gel reaction of the phosphonate- functional silanes produced novel phosphonate-functional organic/ inorganic hybrid nanoparticles with particle sizes ranging from 30 to 100 nm.

METHOD FOR PRODUCTION AND A COMPOSITION FOR IMMOBILISING BIOLOGICAL MACROMOLECULES IN HYDROGELS AND THE USE OF SAID COMPOSITION FOR PRODUCING BIOCHIPS

The present invention refers to the field of molecular biology and bio-organic chemistry and deals with compositions for immobilization of modified oligonucleotides, proteins, nucleic acids or any other molecules bearing the unsaturated groups in a hydrogel, in manufacturing microchips by method of photo-initiated copolymerization. The invention also refers to the technology for manufacturing microchips and to performing a polymerase chain reaction (PCR) over a chip having an application in molecular biology for sequencing and mapping of DNA, detection of mutations, and in a whole lot of medical applications.