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440167

Sigma-Aldrich

(3-Glycidyloxypropyl)trimethoxysilane

≥98%

Synonym(s):

3-(2,3-Epoxypropoxy)propyltrimethoxysilane, GLYMO, Glycidyl 3-(trimethoxysilyl)propyl ether

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About This Item

Empirical Formula (Hill Notation):
C9H20O5Si
CAS Number:
Molecular Weight:
236.34
Beilstein:
4308125
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

≥98%

form

liquid

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

InChI

1S/C9H20O5Si/c1-10-15(11-2,12-3)6-4-5-13-7-9-8-14-9/h9H,4-8H2,1-3H3

InChI key

BPSIOYPQMFLKFR-UHFFFAOYSA-N

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General description

(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.

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

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 3 - Eye Dam. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Effect of (3-glycidyloxypropyl) trimethoxysilane (GOPS) on the electrical properties of PEDOT: PSS films.
kansson H, et al.
Journal of Polymer Science. Part B, Polymer Physics, 55(10), 814-820 (2017)
Harun, M.K.; et al.
Progress in Organic Coatings, 4, 317-317 (2005)
Journal of Organometallic Chemistry, 625, 208-208 (2001)
Journal of the Chemical Society. Perkin Transactions 1, 729-729 (1997)
Room temperature ionic liquids for epoxy nanocomposite synthesis: Direct dispersion and cure.
Throckmorton JA, et al.
Composites Science and Technology, 86(47), 38-44 (2013)

Articles

Hybrid organic-inorganic sol-gel materials containing silica were first called “ORMOSILs” in 1984.

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