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Glycidyl Methacrylate

Product Introduction

Glycidyl methacrylate Basic information

Product Name	Glycidyl methacrylate
Synonyms	Glycidyl Methacrylate, stabilized, 97% 100GR;Glycidyl Methacrylate, stabilized, 97% 500GR;2-Methyl-2-oxiranyl-2-propenoic acid Methyl ester;Glycidyl Methacrylate OR Methacrylic acid 2,3-epoxypropyl ester;blemmergma;CP 105;cp105;Glycidol methacrylate
CAS	106-91-2
MF	C7H10O3
MW	142.15
EINECS	203-441-9
Product Categories	Oxiranes;Simple 3-Membered Ring Compounds;Acrylic Monomers;Building Blocks;Chemical Synthesis;Epoxides;Materials Science;Methacrylate;Monomers;Organic Building Blocks;Oxygen Compounds;Polymer Science;GM;GMA;bc0001
Mol File	106-91-2.mol

Glycidyl methacrylate Chemical Properties

Melting point	-52°C
Boiling point	189 °C(lit.)
density	1.075 g/mL at 20 °C
vapor pressure	4.2hPa at 25℃
refractive index	n20/D 1.449(lit.)
Fp	169 °F
storage temp.	2-8°C
solubility	Chloroform (Slightly), Methanol (Slightly)
form	Liquid
color	Clear
Water Solubility	0.5-1.0 g/100 mL at 20 ºC
BRN	2506
Stability:	Unstable. Light sensitive. May be stabilized with around 100ppm MEHQ. Refrigerate.
InChIKey	VOZRXNHHFUQHIL-UHFFFAOYSA-N
LogP	0.96 at 25℃
CAS DataBase Reference	106-91-2(CAS DataBase Reference)
IARC	2A (Vol. 125) In prep.
NIST Chemistry Reference	2-Propenoic acid, 2-methyl-, oxiranylmethyl ester(106-91-2)
EPA Substance Registry System	Glycidyl methacrylate (106-91-2)

Safety Information

Hazard Codes	Xn,T,T+
Risk Statements	20/21/22-36/38-43-60-45-68-39/26-34
Safety Statements	26-28-28A-45-36/37-53-36/37/39
RIDADR	UN 2810 6.1/PG 3
WGK Germany	2
RTECS	OZ4375000
TSCA	Yes
HazardClass	8
PackingGroup	III
HS Code	29161490
Hazardous Substances Data	106-91-2(Hazardous Substances Data)
Toxicity	dog,LCLo,inhalation,1400mg/m3/6H (1400mg/m3),LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,National Technical Information Service. Vol. OTS0530684,

MSDS Information

Provider	Language
2,3-Epoxypropyl methacrylate	English
ACROS	English
SigmaAldrich	English
ALFA	English

Glycidyl methacrylate Usage And Synthesis

Description	Glycidyl Methacrylate (GMA) is a clear, colorless liquid with a potent ester and fruity odor. It comprises a polymerizable methacrylate functional group on one end and a reactive epoxy group on the other. It is slightly miscible with water, soluble in most organic solvents, and has relatively low volatility. Its vapor is heavier than air. It copolymerizes readily with various functional groups, such as phenols, ketones, acids, and amines. The added epoxy group imparts durability, mechanical strength, optical transparency, and adhesiveness.
Chemical Properties	Glycidyl methacrylate (GMA) is a colorless liquid with a fruity odor. Floats on water. (USCG, 1999) Glycidyl methacrylate is a polyfunctional monomer. It acts as an adhesion promoting crosslinking co-monomer for acrylic and vinyl resins. It is also a reactive colorless diluent. GMA is soluble in ethanol, acetone, diethyl ether, benzene.
Uses	Glycidyl methacrylate (GMA) is a common monomer used in the creation of epoxy resins. It is used to provide epoxy functionalization to polyolefins and other acrylate resins. Glycidyl methacrylate is used in the production of polymer coatings and finishes, adhesives, plastics and elastomers. Glycidyl methacrylate dextran has been reported to be used as a biocompatible hydrogel. In situ polymerization of GMA with trimethylolpropane trimethacrylate to form macroporous sorbents has also been reported. GMA may also be grafted onto polypropylene.
Uses	Glycidyl methacrylate is commonly used as a monomer for the preparation of epoxy resins. It is also used to provide epoxy functionalization to polyolefins and other acrylate resins. Further, it is also useful as an epoxy resin additive for paint coating formulations and adhesive applications.
Definition	ChEBI: Glycidyl methacrylate is an enoate ester obtained by formal condensation of the carboxy group of methacrylic acid with the hydroxy group of glycidol. It is an enoate ester and an epoxide. It is functionally related to a methacrylic acid and a glycidol.
Preparation	Glycidyl methacrylate is produced from methacrylic acid and glycidol. Glycidol contain both epoxide and alcohol functional groups.It is an enoate ester and an epoxide. It derives from a methacrylic acid and a glycidol.
Reactions	Glycidyl methacrylate (GMA) is a kind of functional monomer. Its active vinyl and epoxy groups could be grafted with polyolefin and reacted with the polar groups such as amine, hydroxyl and carboxyl group, respectively. It can also undergo polymerization to form poly (glycidyl methacrylate).
Synthesis Reference(s)	Tetrahedron, 48, p. 5099, 1992 DOI: 10.1016/S0040-4020(01)90120-6 Synthesis, p. 1019, 1986 DOI: 10.1055/s-1986-31856
General Description	Colorless liquid with a fruity odor. Floats on water.
Air & Water Reactions	Flammable. Slightly water soluble.
Reactivity Profile	Epoxides, such as Glycidyl methacrylate, are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.
Health Hazard	The liquid irritates eyes about as much as soap. Prolonged contact with skin produces irritation and dermatitis.
Fire Hazard	Special Hazards of Combustion Products: Irritating vapors are generated when heated
Flammability and Explosibility	Flammable

Glycidyl methacrylate Preparation Products And Raw materials

Raw materials	Sodium hydroxide-->Epichlorohydrin-->Methacrylic acid-->SODIUM METHACRYLATE
Preparation Products	water-soluble organosilicone softening agent-->2-Propenoic acid, 2-methyl-, 3-hydroxy-2-[(1-oxo-2-propen-1-yl)oxy]propyl ester-->2,2-BIS[4-(2-HYDROXY-3-METHACRYLOXYPROPOXY)PHENYL]PROPANE-->3-(ACRYLOYLOXY)-2-HYDROXYPROPYL METHACRYLATE-->3-CHLORO-2-HYDROXYPROPYL METHACRYLATE

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