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Tetraethyl orthosilicate

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.

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
  • 78-10-4 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 6270 Y
ECHA InfoCard 100.000.986
  • 6517
UNII
  • 42064KRE49 N
  • DTXSID6026450
  • InChI=1S/C8H20O4Si/c1-5-9-13(10-6-2,11-7-3)12-8-4/h5-8H2,1-4H3 Y
    Key: BOTDANWDWHJENH-UHFFFAOYSA-N Y
  • InChI=1/C8H20O4Si/c1-5-9-13(10-6-2,11-7-3)12-8-4/h5-8H2,1-4H3
    Key: BOTDANWDWHJENH-UHFFFAOYAS
  • CCO[Si](OCC)(OCC)OCC
Properties
SiC8H20O4
Molar mass 208.33 g⋅mol−1
Appearance Colourless liquid
Odor Sharp, alcohol-like[1]
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)
Reacts with water, soluble in ethanol, and 2-propanol
Vapor pressure 1 mmHg[1]
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):
6270 mg/kg (rat, oral)[2]
  • 1000 ppm (rat, 4 hr)
  • 700 ppm (guinea pig, 6 hr)
  • 1740 ppm (guinea pig, 15 min)
  • 1170 ppm (guinea pig, 2 hr)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 100 ppm (850 mg/m3)[1]
REL (Recommended)
TWA 10 ppm (85 mg/m3)[1]
IDLH (Immediate danger)
700 ppm[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)

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 edit

TEOS is mainly used as a crosslinking agent in silicone polymers and as a precursor to silicon dioxide in the semiconductor industry.[3]

TEOS is also used as the silica source for synthesis of some zeolites.[4] 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.[5] 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%.[6]

TEOS is used in steel casting industry as an inorganic binder and stiffener for making silica-based ceramic molding forms (see also sodium silicate).[7][8][better source needed]

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.[7][8][better source needed]

As additive to solid polymers to enhance adhesiveness to glass, steel or wood.[7][8][better source needed]

As a binder for porcelain teeth crowns.[9][better source needed]

As precursor to siloxanes.[9][better source needed]

Other reactions edit

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.[10][11][12]

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

Si(OC2H5)4 → SiO2 + 2 (C2H5)2O

The volatile coproduct is diethyl ether.

Storage edit

TEOS is stored in hermetic steel vessels at temperatures up to 30°С.[7]

Safety edit

TEOS has low toxicity by ingestion. While tetramethoxysilane is highly damaging to eyes since it deposits silica, TEOS is much less so due to lower hydrolysis rate of the ethoxy groups.[13]

References edit

  1. ^ a b c d e NIOSH Pocket Guide to Chemical Hazards. "#0282". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ a b "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. ^ a b c d "Связующее Этилсиликат-40, каталог" [Ethylsilicate 40 binder]. www.himprom.com. ПАО Химпром. June 16, 2022. Retrieved 2022-06-16.
  8. ^ a b c "Связующее Этилсиликат-32, каталог" [Ethylsilicate 32 binder]. www.himprom.com. ПАО Химпром. June 16, 2022. Retrieved 2022-06-16.
  9. ^ a b "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. ^ (PDF). Archived from the original (PDF) on 2015-04-02. Retrieved 2015-03-26.{{cite web}}: CS1 maint: archived copy as title (link)

External links edit

  • NIST Standard Reference Database 69, June 2005 Release: NIST Chemistry WebBook
  • CDC – NIOSH Pocket Guide to Chemical Hazards

tetraethyl, orthosilicate, confused, with, tetramethyl, orthosilicate, formally, named, tetraethoxysilane, teos, ethyl, silicate, organic, chemical, compound, with, formula, oc2h5, teos, colorless, liquid, degrades, water, teos, ethyl, ester, orthosilicic, aci. Not to be confused with Tetramethyl orthosilicate 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 Tetraethyl orthosilicate NamesIUPAC name Tetraethyl orthosilicateOther names tetraethoxysilane ethyl silicate tetra silicic acid tetraethyl ester silicon IV ethoxide TEOS tetraethyl silicate ortho IdentifiersCAS Number 78 10 4 Y3D model JSmol Interactive imageChemSpider 6270 YECHA InfoCard 100 000 986PubChem CID 6517UNII 42064KRE49 NCompTox Dashboard EPA DTXSID6026450InChI InChI 1S C8H20O4Si c1 5 9 13 10 6 2 11 7 3 12 8 4 h5 8H2 1 4H3 YKey BOTDANWDWHJENH UHFFFAOYSA N YInChI 1 C8H20O4Si c1 5 9 13 10 6 2 11 7 3 12 8 4 h5 8H2 1 4H3Key BOTDANWDWHJENH UHFFFAOYASSMILES CCO Si OCC OCC OCCPropertiesChemical formula SiC8H20O4Molar mass 208 33 g mol 1Appearance Colourless liquidOdor Sharp alcohol like 1 Density 0 933 g mL at 20 CMelting 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 propanolVapor pressure 1 mmHg 1 HazardsOccupational safety and health OHS OSH Main hazards Flammable harmful by inhalationFlash point 45 C 113 F 318 K Lethal dose or concentration LD LC LD50 median dose 6270 mg kg rat oral 2 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 2 NIOSH US health exposure limits PEL Permissible TWA 100 ppm 850 mg m3 1 REL Recommended TWA 10 ppm 85 mg m3 1 IDLH Immediate danger 700 ppm 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa N verify what is Y N Infobox references TEOS is a tetrahedral molecule Like its many analogues it is prepared by alcoholysis of silicon tetrachloride SiCl4 4 EtOH Si OEt 4 4 HClwhere Et is the ethyl group C2H5 and thus EtOH is ethanol Contents 1 Applications 2 Other reactions 3 Storage 4 Safety 5 References 6 External linksApplications editTEOS is mainly used as a crosslinking agent in silicone polymers and as a precursor to silicon dioxide in the semiconductor industry 3 TEOS is also used as the silica source for synthesis of some zeolites 4 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 5 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 6 TEOS is used in steel casting industry as an inorganic binder and stiffener for making silica based ceramic molding forms see also sodium silicate 7 8 better source needed 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 7 8 better source needed As additive to solid polymers to enhance adhesiveness to glass steel or wood 7 8 better source needed As a binder for porcelain teeth crowns 9 better source needed As precursor to siloxanes 9 better source needed Other reactions editTEOS easily converts to silicon dioxide upon the addition of water Si OC2H5 4 2 H2O SiO2 4 C2H5OHAn 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 Stober process allows the formation of monodisperse and mesoporous silica 10 11 12 At elevated temperatures gt 600 C TEOS converts to silicon dioxide Si OC2H5 4 SiO2 2 C2H5 2OThe volatile coproduct is diethyl ether Storage editTEOS is stored in hermetic steel vessels at temperatures up to 30 S 7 Safety editTEOS has low toxicity by ingestion While tetramethoxysilane is highly damaging to eyes since it deposits silica TEOS is much less so due to lower hydrolysis rate of the ethoxy groups 13 References edit a b c d e NIOSH Pocket Guide to Chemical Hazards 0282 National Institute for Occupational Safety and Health NIOSH a b Ethyl silicate Immediately Dangerous to Life or Health Concentrations IDLH National Institute for Occupational Safety and Health NIOSH 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 Kulprathipanja Santi 2010 Zeolites in Industrial Separation and Catalysis Wiley VCH Verlag GmbH amp Co KGaA ISBN 3527629572 Rosch 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 Clark John D 1972 Ignition An Informal History of Liquid Rocket Propellants Rutgers University Press pp 105 106 ISBN 9780813507255 a b c d Svyazuyushee Etilsilikat 40 katalog Ethylsilicate 40 binder www himprom com PAO Himprom June 16 2022 Retrieved 2022 06 16 a b c Svyazuyushee Etilsilikat 32 katalog Ethylsilicate 32 binder www himprom com PAO Himprom June 16 2022 Retrieved 2022 06 16 a b Tetraetoksisilan katalog Tetraethoxysilane catalogue www himprom com PAO Himprom June 16 2022 Retrieved 2022 06 16 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 amp Sons pp 121 140 ISBN 9781118866955 Kicklebick Guido 2015 Nanoparticles and Composites In Levy David Zayat Marcos eds The Sol Gel Handbook Synthesis Characterization and Applications Vol 3 John Wiley amp Sons pp 227 244 ISBN 9783527334865 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 Archived copy PDF Archived from the original PDF on 2015 04 02 Retrieved 2015 03 26 a href Template Cite web html title Template Cite web cite web a CS1 maint archived copy as title link External links editNIST Standard Reference Database 69 June 2005 Release NIST Chemistry WebBook CDC NIOSH Pocket Guide to Chemical Hazards Retrieved from https en wikipedia org w index php title Tetraethyl orthosilicate amp oldid 1180656185, wikipedia, wiki, book, books, library,

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