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

Uses

Used in Solar Energy Industry:
1H,1H,2H,2H-Perfluorodecyltrichlorosilane is used as an antireflective coating for solar cells to improve their efficiency. The high hydrophobicity of the compound helps in reducing the reflection of light, thereby increasing the amount of light that is absorbed by the solar cells and converted into electricity.
Used in Electrical Insulation Industry:
1H,1H,2H,2H-Perfluorodecyltrichlorosilane is also used as a coating for electrical insulators. Its hydrophobic properties provide a protective layer that prevents moisture and dirt from accumulating on the insulators, thereby reducing the risk of electrical faults and improving the overall performance and reliability of the electrical system.

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.

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.

Syntheses and Reactions of Metal Organics. XVIII. Syntheses of (1H,1H,2H,2H-Polyfluoroalkyl)trimethoxysilanes and Surface Modification of Glass Plate

Four silane coupling agents, (1H,1H,2H,2H-polyfluoroalkyl)trimethoxysilanes ((1H,1H,2H,2H-henicosafluorododecyl)trimethoxysilane, C10F21C2H4Si(OCH3)3, (1H,1H,2H,2H-heptadecafluorodecyl)trimethoxysilane, C58F17C2H4Si(OCH3)3, (1H,1H,2H,2H-tridecafluorooctyl)trimethoxysilane, C6F13C2H4Si(OCH3)3, and (1H,1H,2H,2H-nonafluorohexyl)trimethoxysilane, C4F9C2H4Si(OCH3)3), were prepared by the hydrosilylation of trichlorosilane with the corresponding 1H,1H,2H,-polyfluoro-1-alkene in the presence of hydrogen hexachloroplatinate-(IV), followed by reaction with sodium methoxide.The surface modification of glass plate was attempted using these products.From measurements of the contact angles θ (deg) of water and oleic acid against a modified glass plate surface, the coupling agents were found to have high modification ability.The modification produced a glass surface with high oxidation resistance.

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.