Glycidoxypropyltrimethoxysilane

HCID 17317

Basic information

CAS
233765-90-7
Standard SMILES
CO[Si](CCCOCC1CO1)(OC)OC
InChIKey
BPSIOYPQMFLKFR-UHFFFAOYSA-N
Molecular formula
C9H20O5Si
Average molar mass
236.34 g/mol
Monoisotopic mass
236.10800027

Overview

See also: Glycidylpropyltrimethoxysilane homopol.~ (annotation moved to).

Names & identifiers

Preferred name
Glycidoxypropyltrimethoxysilane
IUPAC
trimethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane
English name
3-Glycidoxypropyltrimethoxysilane
Molecular formula
C9H20O5Si
Molecular weight
236.34

Names & synonyms

2530-83-8Silan A 187Silicone KBM 403Silane A 187Silane Z 6040GlycidoxypropyltrimethoxysilaneNUCA 1873-(Trimethoxysilyl)propyl glycidyl ethergamma-GlycidoxypropyltrimethoxysilaneGlycidyloxypropyltrimethoxysilaneKBM 403KBM 430
Show more names
KH-560GLYMO3-GLYCIDYLOXYPROPYLTRIMETHOXYSILANEγ-Glycidoxypropyltrimethoxysilane3-(2,3-EPOXYPROPOXY)PROPYLTRIMETHOXYSILANESilane coupling agent KH-560γ-(2,3-epoxypropoxy)propytrimethoxysilaneGF80GOPTS
DZ 6040A 187Y 4087Z 6040(3-(2,3-Epoxypropoxy)propyl)trimethoxysilane5K9X9X899R[3-(2,3-Epoxypropoxy)propyl]trimethoxysilaneRefChem:922335

Database identifiers

CAS
233765-90-7、2530-83-8、25704-87-4
PubChem CID
17317
DTXSID
DTXSID5027489
ChEMBL
CHEMBL2140162
UNII
5K9X9X899R
EC Number
219-784-2、247-194-5、807-562-3
Nikkaji
J48.152A

Properties

Computed structural properties

Topological polar surface area
49.5 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
5
Rotatable bonds
9
Heavy atoms
15

Experimental & physicochemical properties

PolymersPlastics & Rubber -> Glycidyl Ethers
Density1.065-1.075 @25 °C
Boiling Point290 °C @760 [mm Hg]
Vapor Pressure0.002 [mmHg]
Physical Description · 2 items

Liquid; Dry Powder; Liquid

Liquid; [eChemPortal: SIDSUNEP] Clear colorless liquid; [MSDSonline]

Physicochemical properties

Melting point
-50 °C · -50°C
Boiling point
120 °C2 · 120 °C2 mm Hg(lit.)
Density
1.07 g/mL · 1.070 g/mL at 20 °C
vapor pressure
0 · 0-12790Pa at 20-25℃
refractive index
20 · n20/D 1.429(lit.)
Flash point
230 °F · >230 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 13.6% (281 of 2064) of reports.

Danger

H318 (54.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P203, P264+P265, P273, P280, P305+P354+P338, P317, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2064 reports by companies from 31 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

Hazard information

Regulatory Information · 6 items

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

Chemical: Silane, trimethoxy[(oxiranylmethoxy)propyl]-

Regulation (EC) No 1935/2004 (amended)

Oxirane, 2-[[3-(trimethoxysilyl)propoxy]methyl]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Oxirane, 2-[[3-(trimethoxysilyl)propoxy]methyl]- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

TP - indicates a substance that is the subject of a proposed TSCA section 4 test rule.

Status: Active Update: 10-02-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14972

Other Safety Information · 2 items

Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment

Evaluation - Chemicals that are unlikely to require further regulation to manage risks to environment

Hazards Summary · 1 item

Mildly irritating to skin and eyes; Not a known skin sensitizer; Rapidly hydrolyzes into methanol and silanetriols; Oral LD50 (rats) = 7010 to 16900 mg/kg and dermal LD50 (rats) = 6800 mg/kg; [OECD SIDS: Trimethoxy[3-(oxiranylmethoxy)propyl]-silane - 2004] May cause irritation; May form siloxane polymer on contact with skin, eyes, or lungs; [MSDSonline]

Hazard Classes and Categories · 3 items

Eye Dam. 1 (54.1%)

Skin Irrit. 2 (100%)

Serious eye damage/eye irritation - Category 1

Safety & protection

Protective Action Criteria (PAC) · 3 items

3.4 [mg/m3]

38 [mg/m3]

230 [mg/m3]

Toxicology

Toxicity DataLCLo (rat) =5,300 mg/m3/4h

Safety data

F
10-21
wgk
2
tsca
TSCA listed
rtecs
VV4025000
hs_code
29310095
Toxicity
LD50 oral in rat: 22600uL/kg

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as additive (cross-linking agent) for adhesion promotion in adhesives, sealants, coatings, and composites; Used in reinforcing glass fibers and foundry resins; [eChemPortal: SIDSUNEP]

Molding and Core Making [Category: Foundry]

U.S. Production2023: 2,500,000 - <4,000,000 lb
Consumer UsesAntioxidant
Industry UsesSizing agent
Household ProductsInformation on 3 consumer products that contain gamma-Glycidoxypropyltrimethoxysilane in the following categories is provided:
General Manufacturing Information · 2 items

All Other Chemical Product and Preparation Manufacturing

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

Applications · 4 items

Uses3-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.

UsesPre-treatment of carbon steel with 3-(Glycidoxypropyl)trimethoxysilane enhances the dry and wet adhesion while reducing the cathotic disbondment rate of an epoxy coating

Uses(3-Glycidoxypropyl)trimethoxysilane is used in the production of carbon steel and its pre treatment favors the dry and wet adhesion of epoxy coating. It is also used to prepare epoxy-functionalized silica nanoparticles, which gives a reactive surface for one-step and high-density protein immobilization. It serves as a coupling agent and adhesion promoter.

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.

Upstream & downstream products

Upstream raw materials

Suppliers1 total

DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]

Related reactions

21 records

Compound notes

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