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3-Glycidoxypropyltrimethoxysilane

CAS: 2530-83-8

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.

3-GLYCIDOXYPROPYLTRIMETHOXYSILANE 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.

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; trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane; gamma-Glycidoxypropyltrimethoxysilane; (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; [3-(2,3-Epoxypropoxy)propyl]trimethoxysilane; NSC 93590; Trimethoxy(3-(oxiran-2-ylmethoxy)propyl)silane; Silicone A 187; Silane, trimethoxy[(oxiranylmethoxy)propyl]-; trimethoxy[3-(oxiran-2-ylmethoxy)propyl]silane; (3; (Glycidyloxy)propyl)trimethoxysilane; ((3-(Trimethoxysilyl)propoxy)methyl)oxirane; (3-(2,3; Epoxypropoxy)propyl)trimethoxysilane; Silane, [3-(2,3-epoxypropoxy)propyl]trimethoxy-; MFCD00005144; .gamma.-Glycidoxypropyltrimethoxysilane; [3; (Glycidyloxy)propyl]trimethoxysilane; (3- GLYCIDOXYPROPYL)TRIMETHOXYSILANE; [[3; (Trimethoxysilyl)propoxy]methyl]oxirane; DSSTox_CID_7489; [.gamma.; (Glycidyloxy)propyl]trimethoxysilane; Silane, trimethoxy(3-(oxiranylmethoxy)propyl)-; DSSTox_RID_78469; DSSTox_GSID_27489; Silane, (3-(2,3-epoxypropoxy)propyl)trimethoxy-; Oxirane, 2-((3-(trimethoxysilyl)propoxy)methyl)-; Oxirane, 2-[[3-(trimethoxysilyl)propoxy]methyl]-; Silicone A-187; 3-Glycidoxypropyltrimethoxysilane, 97%; Dynasylan GLYMO; Trimethoxy-g; glycidoxypropylsilane; EINECS 247-194-5; GOPTS, Glycidoxypropyltrimethyoxysilane, gamma-; Prosil 5136; ((2,3-Epoxypropoxy)propyl)trimethoxysilane; Dow corning Z-6040; gamma; GLYCIDOXYPROPYL TRIMETHOXY SILANE; glycidoxypropyl-trimethoxysilane; SILANE, 3-(2,3; EPOXYPROPOXY)PROPYLTRIMETHOXY-; CHEMBL2140162; DTXSID5027489; 3; glycidoxypropyltrimethoxy silane; 3-glycidoxypropyltrimethoxy-silane,; trimethoxysilylpropylglycidyl-ether; (g-glycidoxypropyl)trimethoxysilane; 3-glycidoxy propyl trimethoxysilane; NSC93590; (3-glycidoxypropyl)trimethoxy-silane; 3-glycidoxy propyl trimethoxy silane

Application
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

Industry Uses

Adhesives and sealant chemicals
Corrosion inhibitors and anti-scaling agents
Finishing agents
Intermediates
Paint additives and coating additives not described by other categories
Plating agents and surface treating agents
Processing aids, not otherwise listed

Consumer Uses

Adhesives and sealants
Automotive care products
Fabric, textile, and leather products not covered elsewhere
Foam seating and bedding products
Paints and coatings
Plastic and rubber products not covered elsewhere


Industry Processing Sectors
Adhesive manufacturing
All other chemical product and preparation manufacturing
Electrical equipment, appliance, and component manufacturing
Miscellaneous manufacturing
Nonmetallic mineral product manufacturing (includes clay, glass, cement, concrete, lime, gypsum, and other nonmetallic mineral product manufacturing.
Paint and coating manufacturing
Plastic material and resin manufacturing
Plastics product manufacturing
Synthetic rubber manufacturing
Textiles, apparel, and leather manufacturing
Transportation equipment manufacturing

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.


Applications:
•    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.

Application
•    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.

It 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.
Physicochemical Properties
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.

Molecular formula
C9H20O5Si
Physicochemical Properties
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.

Glass fiber or glass fabric composites:As a finish or a size ingredient
Foundry resins: As an additive to polyurethane resin
Paints and coatings: As an additive and primer for improving adhesion to the substrate, especially glass and metal.

The use of 3-glycidoxypropyltrimethoxysilane as a coupling agent in mineral-filled plastics improves filler dispensability, reduces its sedimentation tendency and greatly lowers the resin’s viscosity. In addition it leads to higher filler loading and a marked increase in water (vapor) resistance as well as resistance to acids and bases. As a component of adhesives and sealants. Silqon A187 improves both adhesion to the substrate and mechanical properties such as flexural strength, tensile strength and modulus of elasticity.

Consumer Uses
This substance is used in the following products: coating products, adhesives and sealants and polymers.
Release to the environment of this substance can occur from industrial use: formulation of mixtures and in the production of articles.
Other release to the environment of this substance is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.
Article service life
Release to the environment of this substance can occur from industrial use: of articles where the substances are not intended to be released and where the conditions of use do not promote release and industrial abrasion processing with low release rate (e.g. cutting of textile, cutting, machining or grinding of metal). Other release to the environment of this substance is likely to occur from: indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment) and outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials). This substance can be found in complex articles, with no release intended: vehicles, machinery, mechanical appliances and electrical/electronic products (e.g. computers, cameras, lamps, refrigerators, washing machines), Vehicles (e.g. personal vehicles, delivery vans, boats, trains, metro or planes)) and machinery, mechanical appliances and electrical/electronic products e.g. refrigerators, washing machines, vacuum cleaners, computers, telephones, drills, saws, smoke detectors, thermostats, radiators, large-scale stationary industrial tools). This substance can be found in products with material based on: metal (e.g. cutlery, pots, toys, jewellery), stone, plaster, cement, glass or ceramic (e.g. dishes, pots/pans, food storage containers, construction and isolation material) and plastic (e.g. food packaging and storage, toys, mobile phones).
Widespread uses by professional workers
This substance is used in the following products: adhesives and sealants, coating products and polymers.
This substance is used in the following areas: building & construction work and formulation of mixtures and/or re-packaging.

This substance is used for the manufacture of: machinery and vehicles, fabricated metal products, food products, textile, leather or fur, wood and wood products, pulp, paper and paper products, rubber products, plastic products, mineral products (e.g. plasters, cement), electrical, electronic and optical equipment and furniture.
Release to the environment of this substance can occur from industrial use: formulation of mixtures and in the production of articles.
Other release to the environment of this substance is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.

Formulation or re-packing
This substance is used in the following products: adhesives and sealants, non-metal-surface treatment products, coating products, textile treatment products and dyes, polymers, pH regulators and water treatment products and leather treatment products.
Release to the environment of this substance can occur from industrial use: formulation of mixtures, in the production of articles, formulation in materials, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid and as processing aid.
Uses at industrial sites
This substance is used in the following products: coating products, non-metal-surface treatment products, textile treatment products and dyes, semiconductors, adhesives and sealants, laboratory chemicals, pH regulators and water treatment products and leather treatment products.
This substance has an industrial use resulting in manufacture of another substance (use of intermediates).
This substance is used in the following areas: formulation of mixtures and/or re-packaging.
This substance is used for the manufacture of: chemicals, machinery and vehicles, textile, leather or fur, electrical, electronic and optical equipment, mineral products (e.g. plasters, cement), plastic products and rubber products.
Release to the environment of this substance can occur from industrial use: in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid, formulation of mixtures, for thermoplastic manufacture and as processing aid.
Manufacture
Release to the environment of this substance can occur from industrial use: manufacturing of the substance.
GLYMO is a bifunctional organosilane possessing a reactive organic epoxide and hydrolyzable inorganic methoxysilyl groups. The dual nature of its reactivity allows GLYMO to bind chemically to both inorganic materials (e.g. glass, metals, fillers) and organic polymers (e.g. thermosets, thermoplastics, elastomers), thus functioning as an adhesion promoter, crosslinking agent and/or surface modifier.

GLYMO is a colorless low-viscosity liquid with a slight terpentine-like odor. It is soluble in alcohols, ketones and aliphatic or aromatic hydrocarbons.
TYPICAL APPLICATIONS
GLYMO is an essential ingredient in the products of many industries:


•    Glass fiber/glass fabric composites: as a finish or a size ingredient
•    Foundry resins: as an additive to polyurethane resins
•    Sealants and adhesives: as a primer or additive
•    Mineral filled composites: for pretreatment of fillers and pigments or as an additive to the polymer
•    Paints and coatings: as an additive and as a primer for improving adhesion to the substrate, especially glass and metal
•    Improved shelf life over aminosilanes in polyurethanes


Important product effects that can be achieved through the use of GLYMO include:
•    Improved mechanical properties, such as flexural strength, tensile strength, impact strength and modulus of elasticity
•    Improved moisture and corrosion resistance
•    Improved electrical properties, for example dielectric constant, volume resistivity
GLYMO can also improve such processing properties as:
•    Filler dispersion
•    Rheological behavior (i.e. Viscosity reduction) newtonian behavior
•    Increased filler loading
•    Non yellowing

Potential Applications: 

(1) Used to improve the adhesion between the surface of organic material and inorganic material, for 
example, the treatment of the glass fabric in glass steel and the silicon stuffing in plastic, rubber, paint, 
coating, etc. 

(2) Used in adhesive to strengthen the adhesion. The suitable resin include epoxy, phenol aldehyde, 
melamine, polysulfide, polyamino ester, polystyrene, etc. 

(3) Improve the adhesion between inorganic stuffing, base material and resins, hence improve the 
mechanical strength, electric property of composite material and high retention in wet state. 

(4) As the surface treating agent of inorganic stuffing, widely used in pottery clay, talcum powder, silicon 
grey clay, white carbon black, silica, aluminum powder, iron powder, etc. 

(5) As epoxy sealing agent to stuff silica, epoxy concrete remedy material or coating to stuff sand 
and epoxy mould material to stuff metal. 

(6) Improve the adhesion of double-component epoxy sealing agent, acrylic acid latex, 
sealing agent, polyamino ester, epoxy coating. 
3-Glycidoxypropyltrimethoxysilane is a primary epoxy functional silane with a rapid hydrolysable trimethoxy group. It can improve adhesion to inorganic materials such as fillers, dyes, metals, glass fibers. Better wettability and superior adhesion will be achieved with the presence of it. It is the equivalent of GLYMO. It can be also described as 3-(2,3-Epoxypropoxy)propyltrimethoxysilane.
It can be used as an adhesion promoter or a primer in the coating and sealants industries. It can enhance anti-corrosion, so it is a mostly used silane in marine coatings system.
It can be used for electronic encapsulation and electronic packaging. It can improve electrical properties of composites.
It can act as a surface modifier of inorganic fillers and glass fiber, to improve the bonding performance between organic resins and inorganic substrates. Suitable polymers include epoxy, urethane, acrylic and polysulfide polymers.
It can be used as a tackifier in cables manufacturing, with higher EVA ratio.
It can be used as a foundry resin additive and improve mechanical and chemical properties.
Applications:
•    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.
Application
•    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
•    Handling
Normal measures for preventive fire protection.
Applications:

As epoxy coupling agent, it is used in polysulfide-based and metal-filled epoxide resinous material.
Improve the adhesion between inorganic stuffing, substrate material and resin, accordingly improve electrical property of electronic material which is made of epoxy resin and wrappage.
It can be widely used in multi-fillers and substrates such as clay, talcum, tricalcium silicate, silica, quartz, aluminum, copper and iron. Including quartz-filled epoxy sealants, grail-filled epoxy resin and concrete patching material or coating, toner of modeling kits, and improving the dispersivity, fluidity of adhesive.
To avoid the need of independent primer in polysulfide and polyurethane sealant and sealing compounds.
Improve the adhesion of double-component epoxy sealing agent, It is used in polyurethane adhesive and sealant, epoxy resin adhesives, enhanced thermosetting resin, glass fiber adhesive, thermoplastic resin for inorganic filler or glass reinforcement.

A chemical structure of a molecule includes the arrangement of atoms and the chemical bonds that hold the atoms together. The 3-glycidoxypropyltrimethoxysilane molecule contains a total of 35 bond(s) There are 15 non-H bond(s), 9 rotatable bond(s), 1 three-membered ring(s), 2 ether(s) (aliphatic) and 1 Oxirane(s).
The 2D chemical structure image of 3-glycidoxypropyltrimethoxysilane is also called skeletal formula, which is the standard notation for organic molecules. The carbon atoms in the chemical structure of 3-glycidoxypropyltrimethoxysilane are implied to be located at the corner(s) and hydrogen atoms attached to carbon atoms are not indicated – each carbon atom is considered to be associated with enough hydrogen atoms to provide the carbon atom with four bonds.
The 3D chemical structure image of 3-glycidoxypropyltrimethoxysilane is based on the ball-and-stick model which displays both the three-dimensional position of the atoms and the bonds between them. The radius of the spheres is therefore smaller than the rod lengths in order to provide a clearer view of the atoms and bonds throughout the chemical structure model of 3-glycidoxypropyltrimethoxysilane.
For a better understanding of the chemical structure, an interactive 3D visualization of 3-glycidoxypropyltrimethoxysilane is provided here.
The 3-glycidoxypropyltrimethoxysilane molecule shown in the visualization screen can be rotated interactively by keep clicking and moving the mouse button. Mouse wheel zoom is available as well – the size of the 3-glycidoxypropyltrimethoxysilane molecule can be increased or decreased by scrolling the mouse wheel.
The information of the atoms, bonds, connectivity and coordinates included in the chemical structure of 3-glycidoxypropyltrimethoxysilane can easily be identified by this visualization. By right-clicking the visualization screen, various other options are available including the visualization of van der Waals surface and exporting to a image file.
IUPAC
(3-(2,3-Epoxypropoxy)propyl)trimethoxysilane

(3-Glycidoxypropyl)trimethoxysilane

(3-GLYCIDYLOXYPROPYL)TRIMETHOXYSILANE

2-{[3-(Trimethoxysilyl)propoxy]methyl}oxirane

3 (2,3 epoxypropoxy) propyltrimethoxysilane

3-(TRIMETHOXYSILYL)PROPYL GLYCIDYL ETHER

3-glycidoxypropyltrimethoxysilan

3-Glycidoxypropyltrimethoxysilane

3-glycidoxypropyltrimethoxysilane

3-glycidyl-oxypropyl-trimethoxy-silane

3-GLYCIDYLOXYPROPYL-TRIMETHOXYSILANE

3-glycidyloxypropyl-trimethoxysilane

3-Glycidyloxypropyltrimethoxysilane

3-glycidyloxypropyltrimethoxysilane

[3-(2 3-epoxypropoxy)propyl]trimethoxysilane

[3-(2,3-Epoxypropoxy)propyl] trimethoxysilane

[3-(2,3-epoxypropoxy)propyl]trimethox

[3-(2,3-Epoxypropoxy)propyl]trimethoxysilane

[3-(2,3-epoxypropoxy)propyl]trimethoxysilane

[3-(2,3-epoxypropoxy)propyl]trimethoxysilane

[3-(2,3-epoxypropoxy)propyl]trimethoxysilane (NAM;RADNUCNAM)

Dipropylene glycol dibenzoate

dipropylene glycol dibenzoate

epoxyalkylsilane

Epoxypropoxypropyltrimethoxysilane

gamma-Glycidoxypropyltrimethoxysilane

gamma-glycidoxypropylytrimethoxysilane

Glycidoxypropyltrimethoxysilane

KBM 403

N.A.

Oxirane, 2-[[3-(trimethoxysily)propoxy]methyl]-

Oxirane, 2-[[3-(trimethoxysilyl)propoxy]methyl-

Silane, trimethoxy [3-(oxiranylmethoxy)propyl]- (TMSPGE)

Silane, trimethoxy[3-(oxiranylmethoxy)propyl]-

trimethoxy(3-(oxiran-2-ylmethoxy)propyl)silane

Trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane

trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane

trimethoxy[3-(oxiran-2-ylmethoxy) propyl]silane

Trimethoxy[3-(oxiran-2-ylmethoxy)propyl]silane

trimethoxy[3-(oxiran-2-ylmethoxy)propyl]silane

[3-(2,3-Epoxypropoxy)propyl]trimethoxysilane

TRADE
3-(2,3-EPOXYPROPOXY)PROPYLTRIMETHOXYSILANE

[3-(2,3-epoxypropoxy)propyl]trimethoxy silane

DOW CORNING Z-6040(R) SILANE
DOW CORNING(R) 40 ADDITIVE

Dynasylan(R) GLYMO

ETERCURE DR-U250

JH-O187

KH-560

MAT77 A, 77 B

Organosilane G301

SG-Si187

Silanil 258

SILQUEST A-187

Silquest A-187* Silane

Silquest A-187T Silane

Silquest A-187TD Silane

WD-60
 

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