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GLYCIDYL METHACRYLATE
Glycidyl methacrylate (GMA) is an ester of methacrylic acid and glycidol.
Containing both an epoxide and an acrylate groups, the molecule is bifunctional.
Glycidyl methacrylate is a common monomer used in the production of epoxy resins.
While typical home epoxies contain diglycidyl ether of bisphenol A (DGEBA), glycidyl methacrylate is instead used to provide epoxy functionalization to polyolefins and other acrylate resins.
Glycidyl methacrylate is used to prepare a range of composites.
CAS: 106-91-2
European Community (EC) Number: 203-441-9
IUPAC Name: oxiran-2-ylmethyl 2-methylprop-2-enoate
Molecular Formula: C7H10O3
Molecular Weight: 142.15 g/mol
Glycidyl methacrylate is an enoate ester obtained by formal condensation of the carboxy group of methacrylic acid with the hydroxy group of glycidol.
Glycidyl methacrylate is an enoate ester and an epoxide.
Glycidyl methacrylate is functionally related to a methacrylic acid and a glycidol.
Glycidyl methacrylate (GMA) is an epoxy-functional monomer generally used to derivatize polymers.
Glycidyl methacrylate can also undergo polymerization to form poly (glycidyl methacrylate).
Glycidyl Methacrylate (GMA) is an ester of Methacrylic Acid and Glycidol.
The characteristic of the property of Glycidyl Methacrylate (GMA) is its dual functionality – due to the methacrylic and epoxy groups.
This gives it the possibility to combine the chemical properties of acrylates, reacting with styrene, by acrylates or by ethylene, and epoxies.
The epoxy group of Glycidyl Methacrylate (GMA) is capable of different chemical transformations both in the monomer and in the polymers.
Glycidyl Methacrylate (GMA) reacts with different substances (amines, phenols, ketones, carbonaceous acids, which contain halogen and others).
Glycidyl methacrylate makes it possible to synthesize many new chemical connections.
Small additives of Glycidyl Methacrylate (GMA) and its derivatives to different polymeric materials improve their mechanical, optical, adhesive characteristics, chemical, and atmospheric durability.
Glycidyl Methacrylate (GMA) is a clear, colorless liquid with a strong ester and fruity odor.
Glycidyl methacrylate's comprised of a polymerizable methacrylate functional group on one end and a reactive epoxy group on the other end.
Glycidyl methacrylate is slightly miscible with water, soluble in most organic solvents and has relatively low volatility.
Glycidyl methacrylates vapor is heavier than air.
Glycidyl methacrylate copolymerizes readily with a wide variety of functional groups such as phenols, ketones, acids and amines.
The added epoxy group imparts properties such as durability, mechanical strength, optical transparency, and adhesiveness.
Glycidyl Methacrylate (GMA) provides dual reactive functionality (epoxy and methacrylate) to afford a wide diversity of polymer structures.
The attributes of both acrylic and epoxy chemistries can provide improved synergistic physical functions and properties.
Glycidyl methacrylate (GMA) is an is an epoxy-functional monomer/ acrylic monomer ester with the molecular formula C7H10O3, CAS 106-91-2.
Glycidyl methacrylate has a sharp odour that may be troublesome.
Glycidyl methacrylate is a common monomer used in the creation of epoxy resins.
Glycidyl methacrylate is used to provide epoxy functionalization to polyolefins and other acrylate resins.
Clear, colorless liquid with a strong ester and fruity odor.
Glycidyl methacrylate's comprised of a polymerizable methacrylate functional group on one end and a reactive epoxy group on the other end.
Glycidyl methacrylate provides dual functionality of both methacrylic and epoxy groups:
The chemical resistance of an epoxy with the weatherability of acrylic.
Both groups readily react with a wide range of monomers and functionalized molecules.
Glycidyl methacrylate is commonly used as a monomer for the preparation of epoxy resins.
Glycidyl methacrylate is also used to provide epoxy functionalization to polyolefins and other acrylate resins.
Further, Glycidyl methacrylate is also useful as an epoxy resin additive for paint coating formulations and adhesive applications.
Glycidyl Methacrylate (GMA) provides dual reactive functionality (epoxy and methacrylate) to afford a wide diversity of polymer structures accessible via either ionic or free radical polymerization.
The attributes of both acrylic and epoxy chemistries can provide improved synergistic physical functions and properties.
Glycidyl methacrylate provides dual reactive functionality (Epoxy and Methacrylate).
This results in an endless diversity of polymer structures possible.
The Acrylic and Epoxy chemistry delivers tailor made physical properties.
Versatility of the molecule:
The molecule contains both an acrylic as well as an epoxy group.
This gives you as product designer full freedom to get your desired and demanding coating and resin application.
Experimental Properties
Physical Description: Glycidyl methacrylate is a colorless liquid with a fruity odor.
Floats on water.
Color / Form: Colorless liquid
Odor: Fruity odor
Boiling Point: 372 °F at 760 mmHg
Melting Point: freezing pt: -41.5 °C
Flash Point: 181 °F
Solubility: 5 to 10 mg/mL at 68 °F
Density: 1.073 at 68 °F
Vapor Density: Relative vapor density (air = 1): 4.9
Vapor Pressure: 3.15 [mmHg]
Decomposition: When heated to decomp it emits acrid smoke and fumes.
Viscosity: 5.481 cP at 70 °F
Polymerization: Heat, peroxides, and caustics all cause polymerization.
Refractive Index: Index of refraction: 1.448 at 25 °C/D
Applications areas:
Glycidyl Methacrylate (GMA) is used for improving the quality and reaching the optimum performance properties of varnishes and paints, natural rubbers, latexes, sealing compounds, industrial protective coatings, synthetic fibers, paper, thermoplastics, structural and ion-exchange materials, used in polygraphy, automobile construction, radio engineering and microelectronics, biotechnology and in medicine.
Glycidyl methacrylate is applied in the production of:
• Coating resins
• Adhesives
• Textile finishes
• Ion exchange resins
• Modifications
• Electrification resists
Glycidyl Methacrylate can be homopolymerized into PolyGMA or co-polymerized with styrene to form Styrene-GMA co- polymers to form a variety of latexes.
These products exhibit high flexibility, good weatherability, and UV stability.
Glycidyl methacrylate is readily converted to PolyGMA and used in a variety of block polymerizations.
Polymers containing Glycidyl methacrylate exhibit the following characteristics.
• Mechanical strength, flexibility, durability, toughness
• Weather resistance, moisture resistance
• Crosslinking sites, epoxy group reacts readily with phenols, ketones and eaters.
• Corrosion and abrasion resistance, as well as optical improvement while contributing to low odor, color, and volatility.
• Glycidyl Methacrylate monomer is also used in the manufacture of paints, varnishes, coatings, adhesives and sealants, fibers, thermoplastics, epoxies, and powder coatings.
Production
Glycidyl methacrylate is produced from methacrylic acid and glycidol.
Glycidol contain both epoxide and alcohol functional groups.
Uses
Glycidyl methacrylate is used in the production of polymer coatings and finishes, adhesives, plastics and elastomers.
Glycidyl methacrylate can also undergo polymerization to form poly (glycidyl methacrylate).
Benefits
• Mechanical strength, flexibility, durability, toughness
• Weather resistance, moisture resistance
• Crosslinking sites, epoxy group reacts readily with phenols, ketones and eaters.
• Corrosion and abrasion resistance, as well as optical improvement while contributing to low odor, color, and volatility
Storage & Handling:
To prevent polymerization, Glycidyl Methacrylate (GMA) should always be stored in air, and never under inert gases.
For the stabilizer to work effectively, oxygen is required.
It must contain a stabilizer.
Storage temperature should not exceed 35 °C.
Under these conditions, the storage stability of one year can be expected.
To minimize the likelihood of congestion, the storage procedure should strictly follow the principle of “first come, first come”.
For a long shelf life of more than 4 weeks, it is advisable to replenish the oxygen content.
Over time, the content of ethylene glycol diacrylate slowly increases.
If this component is relevant to your process, Glycidyl Methacrylate (GMA) should be used within 12 months of receipt.
The preferred material for tanks and pipes is stainless steel.
Carbon steel is also used, although rust formation may occur, which will lead to a problem with product quality (color).
Iron (III) -ion has been shown to be a weak initiator of polymerization.
If carbon steel is to be used, special treatment should be used to prepare the tank for use.
Storage tanks, pumps, and pipes must be earthed.
Store containers with Glycidyl Methacrylate (GMA) tightly closed in a cool, dry and well-ventilated place.
Containers which are opened must be carefully resealed and kept upright to prevent leakage.
SYNONYMS:
GLYCIDYL METHACRYLATE
106-91-2
2,3-Epoxypropyl methacrylate
Glycidol methacrylate
SY-Monomer G
oxiran-2-ylmethyl 2-methylprop-2-enoate
Blemmer G
Blemmer GMA
Light Ester G
glycidylmethacrylate
Methacrylic acid, 2,3-epoxypropyl ester
oxiran-2-ylmethyl methacrylate
2-Propenoic acid, 2-methyl-, oxiranylmethyl ester
2-((Methacryloxy)methyl)oxirane
Glycidyl alpha-methylacrylate
25067-05-4
CP 105
NSC 24156
Methacrylic Acid Glycidyl Ester
1-Propanol, 2,3-epoxy-, methacrylate
DTXSID0025361
NSC-24156
Glycidyl methacrylate(GMA)
R8WN29J8VF
2,3-Epoxypropanol methacrylate
Glycidyl .alpha.-methylacrylate
Acriester G
NSC24156
2-Propenoic acid, 2-methyl-, 2-oxiranylmethyl ester
(oxiran-2-yl)methyl 2-methylprop-2-enoate
Glycidyl Methacrylate (stabilized with MEHQ)
DTXCID305361
oxiran-2-ylmethyl 2-methylacrylate
Methacrylic acid,3-epoxypropyl ester
WLN: T3OTJ B1OVY1 & U1
CAS-106-91-2
Glycidyl alpha-methyl acrylate
CCRIS 2626
HSDB 494
EINECS 203-441-9
SR 379
UNII-R8WN29J8VF
2,3-Epoxypropyl methacrylic acid ester
BRN 0002506
Acryester G
glycidyl-methacrylate
EC 203-441-9
NCIOpen2_000036
oxiran-2-ylmethylmethacrylate
SCHEMBL15617
5-17-03-00035 (Beilstein Handbook Reference)
methacrylic acid-glycidyl ester
CHEMBL1333073
CHEBI:132844
NSC67195
GLYCIDYL METHACRYLATE [HSDB]
Tox21_201494
Tox21_303145
(+/-)-GLYCIDYL METHACRYLATE
2-Oxiranylmethyl 2-methylacrylate #
MFCD00005137
NSC-67195
SR-379
AKOS000276065
AKOS016041668
Glycidyl methacrylate, >=97.0% (GC)
NCGC00091055-01
NCGC00091055-02
NCGC00256974-01
NCGC00259045-01
VS-02747
2-methyl-acrylic acid oxiranylmethyl ester
CS-0063449
Epoxypropyl methacrylate,5 cp(25 degrees c)
FT-0609742
M0590
NS00006316
Glycidyl Methacrylate, (stabilized with MEHQ)
2-methyl-acrylic acid oxiran-2-yl-methyl ester
E75837
Glycidyl methacrylate, purum, >=97.0% (GC)
A801532
Q2013175
W-108764
Methacrylic Acid Glycidyl Ester (stabilized with MEHQ)
Glycidyl methacrylate, 97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor
