Synonyms: GLYMO; GLYCIDOXYPROPYLTRIMETHOXYSILANE; GPTMS; 2530-83-8; 3-glycidoxypropyltrimethoxysilane; (3-Glycidoxypropyl)trimethoxysilane; 3-Glycidyloxypropyltrimethoxysilane
GLYMO is a bifunctional organosilane with three methoxy groups on one side and an epoxy ring on the other. It is highly reactive in water and can be used as a linking agent between the surface of the silica and the polymeric matrix
GLYMO; GLYCIDOXYPROPYLTRIMETHOXYSILANE; GPTMS; GLYCIDOXYPROPYL TRIMETHOXYSILANE; 2530-83-8; 3-glycidoxypropyltrimethoxysilane; (3-Glycidoxypropyl)trimethoxysilane; 3-Glycidyloxypropyltrimethoxysilane; Glymo; Silicone KBM 403; Silane A 187; Union carbide A-187; Silan A 187; Silane Z 6040; Silane-Y-4087; Glycidoxypropyltrimethoxysilane; Glycidyloxypropyltrimethoxysilane; NUCA 187; KBM 403; KBM 430; 3-(Trimethoxysilyl)propyl glycidyl ether; Glycidyl 3-(trimethoxysilyl)propyl ether; gamma-Glycidoxypropyltrimethoxysilane; Silicone A-187; (3-Glycidyloxypropyl)trimethoxysilane; 3-(2,3-Epoxypropoxy)propyltrimethoxysilane; DZ 6040; Silane, trimethoxy[3-(oxiranylmethoxy)propyl]-; Silane coupler KH-560; 1-(Glycidyloxy)-3-(trimethoxysilyl)propane; A 187; NSC 93590; Trimethoxy(3-(oxiran-2-ylmethoxy)propyl)silane; Y 4087; Z 6040; trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane; CCRIS 3044; Silicone A 187; Silane, trimethoxy[(oxiranylmethoxy)propyl]-; [3-(2,3-Epoxypropoxy)propyl]trimethoxysilane; EINECS 219-784-2; trimethoxy[3-(oxiran-2-ylmethoxy)propyl]silane; (3-(Glycidyloxy)propyl)trimethoxysilane; BRN 4308125; AI3-52752; ((3-(Trimethoxysilyl)propoxy)methyl)oxirane; (3-(2,3-Epoxypropoxy)propyl)trimethoxysilane; Silane, [3-(2,3-epoxypropoxy)propyl]trimethoxy-; .gamma.-Glycidoxypropyltrimethoxysilane; 3-Glycidyloxypropyl trimethoxysilane ; GPTMS
Related Categories Chemical Synthesis, Materials Science, Micro/NanoElectronics, Organometallic Reagents, Organosilicon,
Self Assembly and Lithography, Self-Assembly Materials, Silanes, Trialkoxysilanes
Quality Level 200
refractive index n20/D 1.429 (lit.)
bp 120 °C/2 mmHg (lit.)
density 1.07 g/mL at 25 °C (lit.)
SMILES string CO[Si](CCCOCC1CO1)(OC)OC
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(3-Glycidyloxypropyl)trimethoxysilane (GPTMS) is a bifunctional organosilane with three methoxy groups on one side and an epoxy ring on the other. The methoxy groups bind well with glass substrates creating a 3D matrix. The epoxy group is reactive with amides, alcohols, thiols and acids. GPTMS is highly reactive in water and can be used as a linking agent between the surface of the silica and the polymeric matrix.
GPTMS is widely used as a silica precursor. GPTMS alone with tetraethylortosilicate (TEOS) can be blended with chitosan for use as a filler for polymeric scaffold for bone tissue engineering. It can also be coated on the surface of aluminium alloy to protect from corrosion. GPTMS can used to functionalize (wrap) multi-walled carbon nanotubes (MWCNTs) which can be used as s a reinforcement in epoxy matrix nanocomposites.
Pre-treatment of carbon steel with 3-(Glycidoxypropyl)trimethoxysilane enhances the dry and wet adhesion while reducing the cathotic disbondment rate of an epoxy coating
Molecular Weight of GLYMO: 236.34 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)
Hydrogen Bond Donor Count of GLYMO: 0 Computed by Cactvs 184.108.40.206 (PubChem release 2019.06.18)
Hydrogen Bond Acceptor Count of GLYMO: 5 Computed by Cactvs 220.127.116.11 (PubChem release 2019.06.18)
Rotatable Bond Count of GLYMO: 9 Computed by Cactvs 18.104.22.168 (PubChem release 2019.06.18)
Exact Mass of GLYMO: 236.108 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)
Monoisotopic Mass of GLYMO: 236.108 g/mol Computed by PubChem 2.1 (PubChem release 2019.06.18)
Topological Polar Surface Area of GLYMO: 49.4 Å² Computed by Cactvs 22.214.171.124 (PubChem release 2019.06.18)
Heavy Atom Count of GLYMO: 15 Computed by PubChem
Formal Charge of GLYMO: 0 Computed by PubChem
Complexity of GLYMO: 166 Computed by Cactvs 126.96.36.199 (PubChem release 2019.06.18)
Isotope Atom Count of GLYMO: 0 Computed by PubChem
Defined Atom Stereocenter Count of GLYMO:0 Computed by PubChem
Undefined Atom Stereocenter Count of GLYMO: 1 Computed by PubChem
Defined Bond Stereocenter Count of GLYMO: 0 Computed by PubChem
Undefined Bond Stereocenter Count of GLYMO: 0 Computed by PubChem
Covalently-Bonded Unit Count of GLYMO: 1 Computed by PubChem
Compound of GLYMO Is Canonicalized?: Yes
Boiling point:120 °C2 mm Hg(lit.)
Density 1.070 g/mL at 20 °C
refractive index n20/D 1.429(lit.)
Flash point:>230 °F
storage temp. 2-8°C
Water Solubility Miscible with alcohols, ketones and aliphatic or aromatic hydrocarbons. Immiscible with water.
Sensitive Moisture Sensitive
Hydrolytic Sensitivity7: reacts slowly with moisture/water
CAS DataBase Reference2530-83-8(CAS DataBase Reference)
NIST Chemistry Reference3-Glycidoxypropyltrimethoxysilane(2530-83-8)
EPA Substance Registry System
3-Glycidoxypropyltrimethoxysilane Chemical Properties,Uses,Production
Silane Coupling Agents KH-560
KH-560 is the first widely used coupling agent and has been used for 40 years. One end of its structure with reactive groups such as amino and vinyl, can react with epoxy, phenolic, polyester and other synthetic resin molecules. The other end is alkoxy (such as methoxy, ethoxy etc.) or chlorine atoms which is connected with silicon. These groups can be transformed into silanol in the hydrolysis in water solution or damp air. And the formed silanol is able to react with surface hydroxyl of glass, minerals and inorganic filler. Therefore, silane coupling agent is commonly used in silicate-filled epoxy, phenolic, polyester resin and other systems. In addition, it can also be used for FRP production, in order to improve its mechanical strength and resistance to wet environment. The organic groups of the silane coupling agent are selective about the reaction of the synthetic resin. Generally, these organic groups lack sufficient reactivity with synthetic resins such as polyethylene, polypropylene and polystyrene, and thus the coupling effect for them is poor. In recent years, new varieties of silane coupling agents with better coupling for polyolefins have been developed, but are limited in cost and other properties and are not yet widely used.
Silane coupling agent is also known as silane treatment agent. Its general formula is Y (CH2) nSiX3. Wherein n is an integer of 0 to 3; X is a hydrolyzable group such as chlorine, methoxy, ethoxy and acetoxy; Y is an organic functional group such as a vinyl, an amino, an epoxy group, a methacryloyloxy group and sulfydryl.
Fig: Molecular structure
Colorless transparent liquid;
Soluble in a variety of organic solvents;
Easy to hydrolysis;
Able for condensation to form polysiloxanes;
Easy to polymerize in the presence of overheating, light and peroxide.
3-Glycidoxypropyltrimethoxysilane is an epoxy-functional silane, it is a clear, light straw liquid. 3-Glycidoxypropyltrimethoxysilane may be used as a coupling agent in polysulfide and polyurethane caulks and sealants, in mineral-filled or glass-reinforced thermosets and thermoplastics, and in glass roving size-binders. It is particularly employed as an adhesion-promoting additive in waterborne systems, e.g. improving the adhesion of acrylic latex sealants.
3-Glycidoxypropyltrimethoxysilane may improve dry and wet strength in cured composites reinforced with glass fiber rovings
Enhance wet electrical properties of epoxy-based encapsulate and packaging materials.
Eliminate the need for a separate primer in polysulfide and urethane sealants.
Improve adhesion in waterborne acrylic sealants and in urethane and epoxy coatings.
It is mainly used in unsaturated polyester composites to improve the mechanical properties, electrical properties and light transmission properties of the composites, especially to improve their performance in wet environment.
In wire and cable industry, when used to treat EPDM system stuffed by pottery clay and crosslinked by peroxide, it can improve consumption factor and specific inductance captance.
Used for its copolymerization with monomers like vinyl acetate and acrylic acid or methacrylic, to form the polymers widely used in coatings, adhesives and sealants, providing excellent adhesion and durability.
Handling and Storage
Normal measures for preventive fire protection.
Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature is 2-8 °C.
Flash point: 135 °C (275 °F)-closed cup
Ignition temperature: 400 °C (752 °F)
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special protective equipment for fire-fighters
Wear self-contained breathing apparatus for fire-fighting if necessary.
Acute toxicity: LD50 Oral-rat-8,030 mg/kg
LD50 Dermal-rabbit-4,248 mg/kg
Irritation and corrosion:
Eyes-rabbit-Mild eye irritation
Colorless transparent liquid
Pre-treatment of carbon steel with 3-(Glycidoxypropyl)trimet?hoxysilane enhances the dry and wet adhesion while reducing the cathotic disbondment rate of an epoxy coating.