Poly(methyl methacrylate)

Product Information

Molecular Formula:
(C5H8O2)x
Molecular Weight:
99.1083
Description
Methyl methacrylate monomer appears as a clear colorless liquid. Slightly soluble in water and floats on water. Vapors heavier than air. Vapors irritate the eyes and respiratory system. Containers must be heavily insulated or shipped under refrigeration. An inhibitor such as hydroquinone, hydroquinone methyl ester and dimethyl t-butylphenol is added to keep the chemical from initiating polymerization. The chemical may polymerize exothermically if heated or contaminated with strong acid or base. If the polymerization takes place inside a container, the container may rupture violently. Used to make plastics.
Synonyms
METHYL METHACRYLATE POLYMER; METHYL METHACRYLATE, POLYMERIZED; METHYL METHACRYLATE RESIN; METHACRYLIC ACID METHYL ESTER POLYMER; LUCITE; POLY(METHYL METHACRYLATE-CO-ETHYL ACRYLATE); POLY(METHYL METHACRYLATE), ISOTACTIC; POLY(METHYL METHACRYLATE)
IUPAC Name
methyl 2-methylprop-2-enoate
Canonical SMILES
CC(=C)C(=O)OC
InChI
InChI=1S/C5H8O2/c1-4(2)5(6)7-3/h1H2,2-3H3
InChI Key
VVQNEPGJFQJSBK-UHFFFAOYSA-N
Boiling Point
213.8 °F at 760 mmHg
Melting Point
105°C
Flash Point
251 °C (C.C)
Purity
98%
Density
1.18
Solubility
insoluble in Water
Appearance
Powder
Application
Acrylates and methacrylates are monomers that are combined with other monomers or polymers to produce plastics used in cosmetics, medicine, dentistry, and manufacturing industries.Occupational asthma in operating room nurse; Used to make Lucite, Plexiglas, paper coatings, latex paints, inks, polishes, dental restorations, adhesive cements, surgical implants, and impregnated concrete.
Storage
Store at room temperature
Autoignition Temperature
580 °F
Refractive Index
1.49
Tg
Tg (DSC) 105 °C (midpoint)
LogP
log Kow = 1.38
Vapor Pressure
40 mmHg at 77.9 °F
Henry's Law Constant
3.2X10-4 atm-cu m/mole at 25 °C (est)
Decomposition
When heated to decomposition it emits acrid smoke and irritating fumes.
Odor
Characteristic quality: sulfur-like, sweet, sharp; hedonic tone: unpleasant

Safety Information

Hazards
Harmless-use normal precautions
Handling
Eyeshields, Gloves, type N95 (US)
Molecular WeightDescription
average Mw ~120,000 by GPC May contain < 2% toluene. Refractive index is n20.D 1.49.
average Mw ~350,000 by GPC PMMA (avg. Mol wt. ~350,000 g mol-1) containing Fe2O3 and TiO2 fillers have possible uses as flame retardants.
average Mw ~15,000 by GPC It finds uses in biological applications because of its lower water absorption capability and biocompatibility.

Computed Properties

XLogP3
1.4
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
2
Exact Mass
100.052429494 g/mol
Monoisotopic Mass
100.052429494 g/mol
Topological Polar Surface Area
26.3Ų
Heavy Atom Count
7
Formal Charge
0
Complexity
94.3
Isotope Atom Count
0
Defined Atom Stereocenter Count
0
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
Covalently-Bonded Unit Count
1
Compound Is Canonicalized
Yes

Patents

Publication Number Title Priority Date
US-2016209770-A1 Two-component developer for electrostatic latent image development 2015-01-19
US-2016190591-A1 Lithium-ion secondary battery and preparation method thereof 2014-12-29
US-2016095858-A1 Modulators of Cystic Fibrosis Transmembrane Conductance Regulator 2014-10-06
US-9156813-B1 Process for the preparation of 3-(3-chloro-1H-pyrazol-1-yl)pyridine 2014-09-12
WO-2015169575-A1 Primer for enhancing tape adhesion to hydrophilic surfaces 2014-05-09
US-2015183802-A1 Tricyclic sulfonamide derivatives 2013-12-30
WO-2015096127-A1 Flame-retardant copolymers of dialkyl (meth) acryloyloxyalkyl phosphate or dialkyl (meth)acryloyloxyalkyl phosphonate monomers and polymer foams based made therefrom 2013-12-27
WO-2015097103-A1 Solid composition with a vinyl polymer bearing a carbosiloxane dendrimer unit and two incompatible phenyl silicone oils, and treatment process 2013-12-23
WO-2015097110-A1 Solid composition with a vinyl polymer bearing a carbosiloxane dendrimer unit, volatile hydrocarbon-based oils and solid fatty alcohol, and treatment process 2013-12-23
US-2015177634-A1 Toner and two-component developer 2013-12-20

Literatures

PMID Publication Date Title Journal
34245821 2021-10-01 Effect of processing methods on the cytotoxicity of methyl methacrylate-based ocular prostheses: An in vitro study Toxicology in vitro : an international journal published in association with BIBRA
31734321 2020-01-01 CXCL14 downregulation in human keratinocytes is a potential biomarker for a novel in vitro skin sensitization test Toxicology and applied pharmacology
25617811 2015-03-01 Chemical allergens stimulate human epidermal keratinocytes to produce lymphangiogenic vascular endothelial growth factor Toxicology and applied pharmacology
24376342 2014-01-01 Therapeutic potentials of naringin on polymethylmethacrylate induced osteoclastogenesis and osteolysis, in vitro and in vivo assessments Drug design, development and therapy
23178550 2013-01-10 Differentiation of skin sensitizers from irritant chemicals by interleukin-1α and macrophage inflammatory protein-2 in murine keratinocytes Toxicology letters
22766280 2012-12-01 Polymeric material for anti-biofouling Colloids and surfaces. B, Biointerfaces
22967350 2012-12-01 Preparation of poly(methyl methacrylate) microcapsules by in situ polymerization on the surface of calcium carbonate particles Journal of colloid and interface science
23034718 2012-11-07 The influences of the transfer method and particle surface chemistry on the dispersion of nanoparticles in nanocomposites Nanoscale
22699703 2012-11-01 Validation of computational approach to study monomer selectivity toward the template Gallic acid for rational molecularly imprinted polymer design Journal of molecular modeling
22700490 2012-11-01 Nanofiber diameter-dependent MAPK activity in osteoblasts Journal of biomedical materials research. Part A
The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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