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Glycidyl methacrylate

CAS No.
106-91-2
Chemical Name:
Glycidyl methacrylate
Synonyms
2,3-EPOXYPROPYL METHACRYLATE;oxiran-2-ylmethyl methacrylate;Glycidyl methacylate;2-Propenoicacid,2-methyl-,oxiranylmethylester;cp105;sr379;CP 105;SR-379;blemmerg;blemmergma
CBNumber:
CB3258080
Molecular Formula:
C7H10O3
Molecular Weight:
142.15
MDL Number:
MFCD00005137
MOL File:
106-91-2.mol
MSDS File:
SDS
Last updated:2024-11-22 20:27:16

Glycidyl methacrylate 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.)
Flash point 169 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid
color Clear
Viscosity 5 cp (25C)
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)
Indirect Additives used in Food Contact Substances GLYCIDYL METHACRYLATE
FDA 21 CFR 175.105; 176.180
EWG's Food Scores 5
FDA UNII R8WN29J8VF
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

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
GHS05,GHS06,GHS08
Signal word  Danger
Hazard statements  H302-H311-H314-H317-H335-H341-H350-H360F-H372
Precautionary statements  P202-P280-P301+P312-P303+P361+P353-P304+P340+P310-P305+P351+P338
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
Toxicity dog,LCLo,inhalation,1400mg/m3/6H (1400mg/m3),LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,National Technical Information Service. Vol. OTS0530684,
NFPA 704
2
3 1

Glycidyl methacrylate price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 151238 Glycidyl methacrylate 97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor 106-91-2 100g $49 2024-03-01 Buy
Sigma-Aldrich 151238 Glycidyl methacrylate 97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor 106-91-2 5kg $708 2024-03-01 Buy
TCI Chemical M0590 Glycidyl Methacrylate (stabilized with MEHQ) >95.0%(GC) 106-91-2 25g $30 2024-03-01 Buy
TCI Chemical M0590 Glycidyl Methacrylate (stabilized with MEHQ) >95.0%(GC) 106-91-2 500g $104 2024-03-01 Buy
Alfa Aesar L11133 Glycidyl methacrylate, 97%, stab. with 100ppm 4-methoxyphenol 106-91-2 50g $34.4 2024-03-01 Buy
Product number Packaging Price Buy
151238 100g $49 Buy
151238 5kg $708 Buy
M0590 25g $30 Buy
M0590 500g $104 Buy
L11133 50g $34.4 Buy

Glycidyl methacrylate Chemical Properties,Uses,Production

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
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 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.

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.

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.

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.

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

79-41-4
106-89-8
106-91-2
Synthesis of Glycidyl methacrylate from Methacrylic acid and Epichlorohydrin
Global( 587)Suppliers
Supplier Tel Email Country ProdList Advantage
Qingdao RENAS Polymer Material Co., Ltd.
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Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Glycidyl methacrylate pictures 2024-11-28 Glycidyl methacrylate
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US $30.00 / kg 1kg 98% 2000kg hebei hongtan Biotechnology Co., Ltd
Glycidyl methacrylate pictures 2024-11-28 Glycidyl methacrylate
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US $99.00-66.00 / kg 0.0010000000474974513kg 99% 5000 HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD
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US $5.00 / KG 1KG ≥99% 1000mt/year Jinan Finer Chemical Co., Ltd
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 glycidolmethacrylate Glycidyl alpha-methylacrylate Glycidyl methacrylate 2,3-epoxypropyl methacrylate glycidylalpha-methylacrylate glycidylmethacrylate(gma) Glycidylmethacrylete 2,3-EPOXYPROPYL-METHACRYLICACIDESTER 2,3-Epoxypropylmethacrylat Glycidyl methacrylate, 95%, stab. with 100ppm 4-methoxyphenol Glycidyl Methacrylate (stabilized with MEHQ) Glycidyl Methacrylate  Glycidyl Methacrylat GMA(glycidyl Methacrylate) 2,3-epoxypropyl methacrylate glycidyl methacrylate 2,3-Epoxypropyl methacrylate, Methacrylic acid 2,3-epoxypropyl ester 1-Propanol, 2,3-epoxy-, methacrylate 2-((methacryloxy)methyl)oxirane 2,3-epoxy-1-propanol,methacrylate 2,3-epoxy-1-propanomethacrylate METHACRYLIC ACID 2,3-EPOXYPROPYL ESTER METHACRYLIC ACID GLYCIDYL ESTER GLYCIDYL A-METHYLACRYLATE GLYCIDYL METHACRYLATE 2-METHYL-ACRYLIC ACID OXIRANYLMETHYL ESTER Glycidyl Methacrylate >=97.0% (GC) Glycidyl Methacrylate 97%, contains 100 ppM MonoMethyl ether hydroquinone as inhibitor Glycidyl Methacrylate, 99%+ GMA (106-91-2) Methyl acrylic glycidyl ester Glycidyl methacrylate microspheres Glycidyl methacrylate(GMA) microspheres (2R)-oxiran-2-ylmethyl 2-methylprop-2-enoate (2S)-oxiran-2-ylmethyl 2-methylprop-2-enoate oxiran-2-ylmethyl 2-methylprop-2-enoate Glycidyl methacrylate,contains 100 ppm MEHQ as inhibitor Glycidyl methacrylate, stabilized with 100ppm 4-methoxyphenol acriesterg blemmerg lightesterg methacrylatedeglycidyle sr379 SR-379 sy-monomerg GLYCIDYL METHACRYLATE, STAB. Glycidyl methacrylate, stabilized, 97% 2,3-Epoxypropanol methacrylate 2-methyl-2-propenoicacid,oxiranylmethylester 2-methyl-2-propenoicacioxiranylmethylester 2-Oxiranylmethyl 2-methylacrylate 2,3-Epoxypropyl ester methacrylic acid Glycidyl methacrylate, 97%, stabilized