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Tetraethyl orthosilicate

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Not to be confused with Tetramethyl orthosilicate.
Tetraethyl orthosilicate
Names
IUPAC name Tetraethyl orthosilicate
Other names tetraethoxysilane; ethyl silicate, tetra-; silicic acid tetraethyl ester; silicon(IV) ethoxide; TEOS; tetraethyl silicate (ortho-)
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.000.986 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C8H20O4Si/c1-5-9-13(10-6-2,11-7-3)12-8-4/h5-8H2,1-4H3Key: BOTDANWDWHJENH-UHFFFAOYSA-N
  • InChI=1/C8H20O4Si/c1-5-9-13(10-6-2,11-7-3)12-8-4/h5-8H2,1-4H3Key: BOTDANWDWHJENH-UHFFFAOYAS
SMILES
  • CCO(OCC)(OCC)OCC
Properties
Chemical formula SiC8H20O4
Molar mass 208.33 g⋅mol
Appearance Colourless liquid
Odor Sharp, alcohol-like
Density 0.933 g/mL at 20 °C
Melting point −77 °C (−107 °F; 196 K)
Boiling point 168 to 169 °C (334 to 336 °F; 441 to 442 K)
Solubility in water Reacts with water, soluble in ethanol, and 2-propanol
Vapor pressure 1 mmHg
Hazards
Occupational safety and health (OHS/OSH):
Main hazards Flammable, harmful by inhalation
Flash point 45 °C (113 °F; 318 K)
Lethal dose or concentration (LD, LC):
LD50 (median dose) 6270 mg/kg (rat, oral)
LCLo (lowest published)
  • 1000 ppm (rat, 4 hr)
  • 700 ppm (guinea pig, 6 hr)
  • 1740 ppm (guinea pig, 15 min)
  • 1170 ppm (guinea pig, 2 hr)
NIOSH (US health exposure limits):
PEL (Permissible) TWA 100 ppm (850 mg/m)
REL (Recommended) TWA 10 ppm (85 mg/m)
IDLH (Immediate danger) 700 ppm
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Tetraethyl orthosilicate, formally named tetraethoxysilane (TEOS), ethyl silicate is the organic chemical compound with the formula Si(OC2H5)4. TEOS is a colorless liquid. It degrades in water. TEOS is the ethyl ester of orthosilicic acid, Si(OH)4. It is the most prevalent alkoxide of silicon.

TEOS is a tetrahedral molecule. Like its many analogues, it is prepared by alcoholysis of silicon tetrachloride:

SiCl4 + 4 EtOH → Si(OEt)4 + 4 HCl

where Et is the ethyl group, C2H5, and thus EtOH is ethanol.

Applications

TEOS is mainly used as a crosslinking agent in silicone polymers and as a precursor to silicon dioxide in the semiconductor industry.

TEOS is also used as the silica source for synthesis of some zeolites. Other applications include coatings for carpets and other objects. TEOS is used in the production of aerogel. These applications exploit the reactivity of the Si-OR bonds. TEOS has historically been used as an additive to alcohol based rocket fuels to decrease the heat flux to the chamber wall of regeneratively cooled engines by over 50%.

TEOS is used in steel casting industry as an inorganic binder and stiffener for making silica-based ceramic molding forms (see also sodium silicate).

As inorganic binder for coatings (passivation) of different materials such as steel, glass, brass, and even wood in order to make surfaces water-, oxygen- and high-temperature resistant.

As additive to solid polymers to enhance adhesiveness to glass, steel or wood.

As a binder for porcelain teeth crowns.

As precursor to siloxanes.

Other reactions

TEOS easily converts to silicon dioxide upon the addition of water:

Si(OC2H5)4 + 2 H2O → SiO2 + 4 C2H5OH

An idealized equation is shown, in reality the silica produced is hydrated. This hydrolysis reaction is an example of a sol-gel process. The side product is ethanol. The reaction proceeds via a series of condensation reactions that convert the TEOS molecule into a mineral-like solid via the formation of Si-O-Si linkages. Rates of this conversion are sensitive to the presence of acids and bases, both of which serve as catalysts. The Stöber process allows the formation of monodisperse and mesoporous silica.

At elevated temperatures (>600 °C), TEOS converts to silicon dioxide:

Si(OC2H5)4 → SiO2 + 2 (C2H5)2O

The volatile coproduct is diethyl ether.

Safety

Inhalation of TEOS induces eye and nose irritation, and eye contact with the liquid is irritating. High exposure to TEOS can lead to pulmonary edema, but hazards can be reduced by atmospheric humidity and vapor pressure conditions. The mechanism of irritation is similar to that of tetramethyl orthosilicate.

References

  1. ^ NIOSH Pocket Guide to Chemical Hazards. "#0282". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "Ethyl silicate". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. Bulla, D.A.P; Morimoto, N.I (1998). "Deposition of thick TEOS PECVD silicon oxide layers for integrated optical waveguide applications". Thin Solid Films. 334 (1–2): 60–64. Bibcode:1998TSF...334...60B. doi:10.1016/S0040-6090(98)01117-1.
  4. Kulprathipanja, Santi (2010) Zeolites in Industrial Separation and Catalysis, Wiley-VCH Verlag GmbH & Co. KGaA, ISBN 3527629572.
  5. Rösch, Lutz; John, Peter and Reitmeier, Rudolf "Silicon Compounds, Organic" in Ullmann's Encyclopedia of Industrial Chemistry, Wiley-VCH, Weinheim, 2002. doi:10.1002/14356007.a24_021.
  6. Clark, John D. (1972). Ignition! An Informal History of Liquid Rocket Propellants. Rutgers University Press. pp. 105–106. ISBN 9780813507255.
  7. ^ "Связующее Этилсиликат-40, каталог" [Ethylsilicate 40 binder]. www.himprom.com. ПАО Химпром. June 16, 2022. Retrieved 2022-06-16.
  8. ^ "Связующее Этилсиликат-32, каталог" [Ethylsilicate 32 binder]. www.himprom.com. ПАО Химпром. June 16, 2022. Retrieved 2022-06-16.
  9. ^ "Тетраэтоксисилан, каталог" [Tetraethoxysilane, catalogue]. www.himprom.com. ПАО Химпром. June 16, 2022. Retrieved 2022-06-16.
  10. Boday, Dylan J.; Wertz, Jason T.; Kuczynski, Joseph P. (2015). "Functionalization of Silica Nanoparticles for Corrosion Prevention of Underlying Metal". In Kong, Eric S. W. (ed.). Nanomaterials, Polymers and Devices: Materials Functionalization and Device Fabrication. John Wiley & Sons. pp. 121–140. ISBN 9781118866955.
  11. Kicklebick, Guido (2015). "Nanoparticles and Composites". In Levy, David; Zayat, Marcos (eds.). The Sol-Gel Handbook: Synthesis, Characterization and Applications. Vol. 3. John Wiley & Sons. pp. 227–244. ISBN 9783527334865.
  12. Berg, John C. (2009). "Colloidal Systems: Phenomenology and Characterization". An Introduction to Interfaces and Colloids: The Bridge to Nanoscience. World Scientific Publishing. pp. 367–368, 452–454. ISBN 9789813100985.
  13. PubChem. "Ethyl silicate". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-05-15.

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