Trichlorosilane Contents Production Applications References External links Navigation menu10025-78-2Interactive image23196100.030.02624811QZY2645L6VICSC 0591verify10.1002/047084289X.rt213.pub210.1002/14356007.a24_001"Stability of FDTS monolayer coating on aluminum injection molding tools"10.1016/j.apsusc.2012.07.07810.15227/orgsyn.056.0083Semiconductors: Silicon: Substrate Manufacture:

SilanesChlorides


inorganic compoundsemiconductorsiliconehydrochloric acidorganicmetallurgical grade siliconhydrogen chloridechemical equationsilicon tetrachloridechemical formulahexachlorodisilanedichlorosilanedistillationsilicon tetrachloridepolysiliconhydrosilylationoctadecyltrichlorosilaneperfluorodecyltrichlorosilaneSelf-assembled monolayersMEMSnanoimprintinjection molding


























































Trichlorosilane is an inorganic compound with the formula HSiCl3. It is a colourless, volatile liquid. Purified trichlorosilane is the principal precursor to ultrapure silicon in the semiconductor industry. In water, it rapidly decomposes to produce a silicone polymer while giving off hydrochloric acid. Because of its reactivity and wide availability, it is frequently used in the synthesis of silicon-containing organic compounds.[1]




Contents





  • 1 Production


  • 2 Applications

    • 2.1 Ingredient in hydrosilylation


    • 2.2 Organic synthesis



  • 3 References


  • 4 External links




Production


Trichlorosilane is produced by treating powdered metallurgical grade silicon with blowing hydrogen chloride at 300 °C. Hydrogen is also produced, as described in the chemical equation:


Si + 3 HCl → HCl3Si + H2

Yields of 80-90% can be achieved. The major byproducts are silicon tetrachloride (chemical formula SiCl4), hexachlorodisilane (Si2Cl6), and dichlorosilane (H2SiCl2), from which trichlorosilane can be separated by distillation.




Tank car of trichlorosilane (the blue diamond means "Dangerous when wet").

It is also produced from silicon tetrachloride:[2]


Si + 3 SiCl4 + 2 H2 → 4 HSiCl3


Applications


Trichlorosilane is the basic ingredient used in the production of purified polysilicon.


HSiCl3 → Si + HCl + Cl2


Ingredient in hydrosilylation


Via hydrosilylation, trichlorosilane is a precursor to other useful organosilicon compounds:


RCH=CH2 + HSiCl3 → RCH2CH2SiCl3

Some useful products of this or similar reactions include octadecyltrichlorosilane (OTS), perfluoroctyltrichlorosilane (PFOTCS), and perfluorodecyltrichlorosilane (FDTS). These reagents used in surface science and nanotechnology to form Self-assembled monolayers. Such layers containing fluorine decrease surface energy and reduce sticking. This effect is usually exploited as coating for MEMS and microfabricated stamps for a nanoimprint lithography (NIL) and in injection molding tools.[3]



Organic synthesis


Trichlorosilane is a reagent in the conversion of benzoic acids to toluene derivatives. In the first step of a two-pot reaction, the carboxylic acid is first converted to the trichlosilylbenzyl compound. In the second step, the benzylic silyl derivative is converted to the toluene derivative with base.[4]



References



  1. ^ Lianhong Xu, Ravi Kurukulasuriya, "Trichlorosilane" Encyclopedia of Reagents for Organic Synthesis, 2006. doi:10.1002/047084289X.rt213.pub2


  2. ^ Simmler, W., "Silicon Compounds, Inorganic", Ullmann's Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, doi:10.1002/14356007.a24_001.mw-parser-output cite.citationfont-style:inherit.mw-parser-output .citation qquotes:"""""""'""'".mw-parser-output .citation .cs1-lock-free abackground:url("//upload.wikimedia.org/wikipedia/commons/thumb/6/65/Lock-green.svg/9px-Lock-green.svg.png")no-repeat;background-position:right .1em center.mw-parser-output .citation .cs1-lock-limited a,.mw-parser-output .citation .cs1-lock-registration abackground:url("//upload.wikimedia.org/wikipedia/commons/thumb/d/d6/Lock-gray-alt-2.svg/9px-Lock-gray-alt-2.svg.png")no-repeat;background-position:right .1em center.mw-parser-output .citation .cs1-lock-subscription abackground:url("//upload.wikimedia.org/wikipedia/commons/thumb/a/aa/Lock-red-alt-2.svg/9px-Lock-red-alt-2.svg.png")no-repeat;background-position:right .1em center.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registrationcolor:#555.mw-parser-output .cs1-subscription span,.mw-parser-output .cs1-registration spanborder-bottom:1px dotted;cursor:help.mw-parser-output .cs1-ws-icon abackground:url("//upload.wikimedia.org/wikipedia/commons/thumb/4/4c/Wikisource-logo.svg/12px-Wikisource-logo.svg.png")no-repeat;background-position:right .1em center.mw-parser-output code.cs1-codecolor:inherit;background:inherit;border:inherit;padding:inherit.mw-parser-output .cs1-hidden-errordisplay:none;font-size:100%.mw-parser-output .cs1-visible-errorfont-size:100%.mw-parser-output .cs1-maintdisplay:none;color:#33aa33;margin-left:0.3em.mw-parser-output .cs1-subscription,.mw-parser-output .cs1-registration,.mw-parser-output .cs1-formatfont-size:95%.mw-parser-output .cs1-kern-left,.mw-parser-output .cs1-kern-wl-leftpadding-left:0.2em.mw-parser-output .cs1-kern-right,.mw-parser-output .cs1-kern-wl-rightpadding-right:0.2em


  3. ^ Cech J, Taboryski R (2012). "Stability of FDTS monolayer coating on aluminum injection molding tools". Applied Surface Science. 259: 538–541. doi:10.1016/j.apsusc.2012.07.078.


  4. ^ George S. Li, David F. Ehler, R. A. Benkeser "Methyl Groups By Reduction Of Aromatic Carboxylic Acids With Trichlorosilane - Tri-n-propylamine: 2-methylbiphenyl" Org. Synth. 1977, volume 56, pp. 83. doi:10.15227/orgsyn.056.0083



  • Semiconductors: Silicon: Substrate Manufacture: Polycrystalline silicon Production


External links







Trichlorosilane

Trichlorosilane-2D-stereo.png




Trichlorosilane-3D-vdW.png


Trichlorosilane-3D-balls.png

Names

IUPAC name
trichlorosilane

Other names
silyl trichloride, silicochloroform

Identifiers

CAS Number



  • 10025-78-2 ☑Y


3D model (JSmol)


  • Interactive image


ChemSpider


  • 23196 ☑Y


ECHA InfoCard

100.030.026

EC Number
233-042-5


PubChem CID


  • 24811


RTECS number
VV5950000

UNII


  • QZY2645L6V ☒N


UN number
1295




Properties

Chemical formula

HCl3Si

Molar mass

6999135449999999999♠135.45 g/mol
Appearance
colourless liquid

Density
1.342 g/cm3

Melting point
−126.6 °C (−195.9 °F; 146.6 K)

Boiling point
31.8 °C (89.2 °F; 304.9 K)

Solubility in water


hydrolysis
Hazards

Safety data sheet

ICSC 0591


EU classification (DSD) (outdated)

Highly flammable (F+)
Harmful (Xn)
Corrosive (C)

R-phrases (outdated)

R12, R14, R17, R20/22, R29, R35

S-phrases (outdated)

(S2), S7/9, S16, S26, S36/37/39, S43, S45

NFPA 704



Flammability code 4: Will rapidly or completely vaporize at normal atmospheric pressure and temperature, or is readily dispersed in air and will burn readily. Flash point below 23 °C (73 °F). E.g., propaneHealth code 3: Short exposure could cause serious temporary or residual injury. E.g., chlorine gasReactivity code 2: Undergoes violent chemical change at elevated temperatures and pressures, reacts violently with water, or may form explosive mixtures with water. E.g., phosphorusSpecial hazard W: Reacts with water in an unusual or dangerous manner. E.g., cesium, sodiumNFPA 704 four-colored diamond

4


3


2

W




Flash point
−27 °C (−17 °F; 246 K)

Autoignition
temperature

185 °C (365 °F; 458 K)

Explosive limits
1.2–90.5%
Related compounds

Related chlorosilanes


Chlorosilane
Dichlorosilane
Dichloromethylsilane
Chlorodimethylsilane
Silicon tetrachloride

Related compounds


Trifluorosilane
Tribromosilane
Chloroform

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).


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Infobox references


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