78560-44-8

Basic information

• Product Name: 1H,1H,2H,2H-PERFLUORODECYLTRICHLOROSILANE
• Synonyms: PERFLUORODECYL-1H,1H,2H,2H-TRICHLOROSILANE;TRICHLORO-1H,1H,2H,2H-PERFLUORODECYLSILANE;1H,1H,2H,2H-PERFLUORODECYLTRICHLOROSILANE;(HEPTADECAFLUORO-1,1,2,2-TETRAHYDRODECYL)-1-TRICHLOROSILANE;(HEPTADECAFLUORO-1,1,2,2-TETRAHYDRODECYL)TRICHLOROSILANE;FDTS~Trichloro-1H,1H,2H,2H-perfluorodecylsilane;Perfluorodecyltrichlorosilane;FDTS
• CAS NO: 78560-44-8
• Molecular Formula: C₁₀H₄Cl₃F₁₇Si
• Molecular Weight: 581.56
• Mol File: 78560-44-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 10-11°C
• Boiling Point: 224 °C
• Flash Point: >110°C
• Appearance: /
• Density: 1.7
• Refractive Index: 1.349
• Solubility: Miscible with tetrahydrofuran, tetrhydropyran, toluene and other
• Sensitive: Moisture Sensitive
• Stability: Stable. Flammable. Incompatible with strong oxidizing agents.
• BRN: 5889653
• CAS DataBase Reference: 1H,1H,2H,2H-PERFLUORODECYLTRICHLOROSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1H,1H,2H,2H-PERFLUORODECYLTRICHLOROSILANE(78560-44-8)
• EPA Substance Registry System: 1H,1H,2H,2H-PERFLUORODECYLTRICHLOROSILANE(78560-44-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: 3265
• TSCA: No
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 78560-44-8(Hazardous Substances Data)

Usage

Physicochemical Properties

1H,1H,2H,2H-Perfluorodecyltrichlorosilane, also known as FDTS, is a colorless liquid chemical with molecular formula C10H4Cl3F17Si. FDTS molecules form self-assembled monolayers. They bond onto surfaces terminated with hydroxyl (-OH) groups, such as glass, ceramics, or SiO2 forming a regular covalent bond. It anchors on oxide surfaces with its tricholoro-silane group and attaches covalently.

Application

Different sources of media describe the Application of 78560-44-8 differently. You can refer to the following data:
1. 1H,1H,2H,2H-Perfluorodecyltrichlorosilane (FDTS) monolayer is often applied to movable microparts of microelectromechanical systems (MEMS). FDTS monolayer reduces surface energy and prevents sticking, so they are used to coat micro- and nano-features on stamps for a nanoimprint lithography which is becoming a method of choice for making electronics, organic photodiodes, microfluidics and other. Reduced surface energy is helpful for reduction of ejection force and demolding of polymer parts in an injection molding and 1H,1H,2H,2H-Perfluorodecyltrichlorosilane (FDTS) coating was applied onto some metallic injection molding molds and inserts. Further, it is used to coat micro-nano features on stamps for a nano imprint lithography. In addition, it is used in the preparation of other products by reacting with methanol.
2. DTS(FBTTh2)2 can be used as a conjugating polymer that forms a donor-acceptor system with acceptor molecules such as perylene diimide, PC71BM and other fullerenes for the fabrication of bulk-heterojunction based solar cells.A tri-functional fluoro-carbon terminated silane (1H,1H,2H,2Hperfluorodecyltrichlorosilane, PFTCS) was used in solutions of hexane to create surfaces with teflon-like properties.

Chemical Properties

colourless to straw-coloured liquid with an odour of hydrogen chloride

Uses

1H,1H,2H,2H-Perfluorodecyltrichlorosilane (CAS# 78560-44-8) is a useful compound used as part of antireflective coatings for solar cell efficiency improvement. The high level of hydrophobicity of 1H,1H,2H,2H-Perfluorodecyltrichlorosilane also makes it useful as coating for electrical insulators.

General Description

DTS(FBTTh2)2 is a conductive polymer that can be used as a donor molecule. It has a narrow band gap and shows a maximum power conversion efficiency of 7.0%. Its photostability is more than that of P3HT.

InChI:InChI=1/C10H4Cl3F17Si/c11-31(12,13)2-1-3(14,15)4(16,17)5(18,19)6(20,21)7(22,23)8(24,25)9(26,27)10(28,29)30/h1-2H2

Synthetic route

1H,1H,2H-perfluorodecene (21652-58-4) → 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8)

Conditions	Yield
With trichlorosilane; dihydrogen hexachloroplatinate at 70℃; for 16.5h;	97.5%
With trichlorosilane; dihydrogen hexachloroplatinate In isopropyl alcohol at 100 - 115℃; for 19h; Addition; Hydrosilylation;	97%
With dihydrogen hexachloroplatinate; trichlorosilane at 100℃; for 70h;	86.5%

methanol (67-56-1) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) → 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrimethoxysilane

Conditions	Yield
at 20℃; Substitution; Methanolysis;	99%

1,1,3,3-Tetramethyldisiloxane (3277-26-7) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) → C16H25F17O3Si4

Conditions	Yield
With hydrogenchloride at 10 - 20℃;	85%

hepta(3,3,3-trifluoropropyl)tricycloheptasiloxane trisodium silanolate + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) → heptadecafluoro-1,1,2,2-tetrahydrododecylhepta(3,3,3-trifluoropropyl)-T8-silsesquioxane (1003025-05-5)

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 3h;	80%
With triethylamine In tetrahydrofuran Inert atmosphere;

silver cyanate (3315-16-0) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) → C13H4F17N3O3Si

Conditions	Yield
In benzene Heating;	74.4%

sodium methylate (124-41-4) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) → 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrimethoxysilane

Conditions	Yield
In methanol; 1,1,2-Trichloro-1,2,2-trifluoroethane for 1h; Ambient temperature;	59.4%

isopropyllithium (1888-75-1) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) + trimethylsilylacetylene (1066-54-2) → C21H27F17Si2

Conditions	Yield
Stage #1: trimethylsilylacetylene With n-butyllithium In tetrahydrofuran; hexane Cooling with ice bath; Stage #2: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane In tetrahydrofuran; hexane for 5.75h; Cooling with ice bath; Stage #3: isopropyllithium With ammonium chloride In tetrahydrofuran; hexane; water; pentane at 0 - 20℃;

α-K8SiW11O39*13H2O + tetrabutylammomium bromide (1643-19-2) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) → C20H8F34O40Si3W11(4-)*4C16H36N(1+)

Conditions	Yield
In acetonitrile at 20℃; for 14h;

K8[γ-SiW10O36]*12H2O + tetrabutylammomium bromide (1643-19-2) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) → C20H8F34O37Si3W10(4-)*4C16H36N(1+)

Conditions	Yield
In acetonitrile at 20℃; for 14h;

O34SiW9(10-)*10Na(1+)*12H2O + tetrabutylammomium bromide (1643-19-2) + 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyltrichlorosilane (78560-44-8) → 4C16H36N(1+)*C40H16F68O37Si5W9(4-)

Conditions	Yield
In acetonitrile at 20℃; for 14h;

Upstream product

• 21652-58-4 1H,1H,2H-perfluorodecene 

Relevant articles and documents

Hybrid organic-inorganic gels containing perfluoro-alkyl moieties

Perfluoroalkyltrialkoxysilanes were prepared by hydrosilylation of the allylic or vinylic derivatives with trialkoxysilane or with trichlorosilane (followed by a quantitative methanolysis). The hydrolysis and polycondensation of these precursors were performed in the presence of tetrabutylammoniumfluoride (TBAF) as the catalyst, leading to a series of new polysilsesquioxanes, which were characterized by solid state 13C and 29Si CPMAS NMR. The porosity and surface area of these materials were determined by N2 absorption experiments. Thermogravimetric analyses (TGA) were also performed. The surface properties of films prepared from these silsesquioxanes were studied by contact angle measurements. The hybrids having fluoroalkyl groups at the surface of the material showed a better thermostability and a higher hydrophobic and oleophobic character than their hydrocarbon analogues.

Darstellung von Polyfluororganotrichlorsilanen

The following substances could be prepared by Grignard reactions or by conversions with trichlorosilane: C6F5CH2CH=CH2, C6F5(CH2)3SiCl3, CF3(CF2)9CH2CH=CH2, CF3(CF2)7(CH2)2SiCl3, CF3(CF2)11(CH2)3CH=CH2 and CF3(CF2)11(CH2)5SiCl3.They were characterized by spectroscopical and microanalytical methods.