Bis[3-(triethoxysilyl)propyl]tetrasulfide

Bis[3-(triethoxysilyl)propyl]tetrasulfide Basic information
Uses Application
Product Name:Bis[3-(triethoxysilyl)propyl]tetrasulfide
Synonyms:BIS(TRIETHOXYSILYLPROPYL)TETRASULPHANE;BIS(3-(TRIETHOXYSILYL)PROPYL)TETRASULFIDE;BIS [3-(TRIETHOXYSILYL )PROPYL ] TETRASULPHIDE;3,3'-TETRATHIOBIS(PROPYL-TRIETHOXYSILANE);Bis(3-triethoxysilylpropyl)-tetrasulfan;3,16-Dioxa-8,9,10,11-tetrathia-4,15-disilaoctadecane,4,4',15,15-tretraethoxy-;Bis[3-(triethoxysilyl)propyl]tetrasulfide, S 22.3% (typical);bis(3-briethoxy silane propyl)-tetrsulfide
CAS:40372-72-3
MF:C18H42O6S4Si2
MW:538.95
EINECS:254-896-5
Product Categories:silane;Adhesion Promoters;Coupling Agents;Dispersing Agents;Sulfur Silanes;Surface Modifiers;Sulfur;Industrial/Fine Chemicals;40372-72-3
Mol File:40372-72-3.mol
Bis[3-(triethoxysilyl)propyl]tetrasulfide Structure
Bis[3-(triethoxysilyl)propyl]tetrasulfide Chemical Properties
Boiling point 250 °C
density 1.08 g/mL at 20 °C(lit.)
refractive index n20/D 1.49
Fp 91°C
form Liquid
Specific Gravity1.095
Water Solubility Miscible with toluene, primary alcohols, ketones, benzene, chlorinated hydrocarbons, acetonitrile, dimethylformaminde and dimethysulfoxide. Immiscible with water.
Hydrolytic Sensitivity7: reacts slowly with moisture/water
BRN 2062235
InChIKeyVTHOKNTVYKTUPI-UHFFFAOYSA-N
CAS DataBase Reference40372-72-3(CAS DataBase Reference)
EPA Substance Registry System3,16-Dioxa-8,9,10,11-tetrathia-4,15-disilaoctadecane, 4,4,15,15-tetraethoxy- (40372-72-3)
Safety Information
Hazard Codes Xi
Safety Statements 23-24/25
WGK Germany 1
TSCA Yes
HS Code 29309090
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Bis[3-(triethoxysilyl)propyl]tetrasulfide Usage And Synthesis
UsesBis[3-(triethoxysilyl)propyl]tetrasulfide is a silylating coupling agent and modifier, and has been used in the design of a new generation of sustainable self-healing styrene-butadiene compounds.
ApplicationWhen used in rubber compounds, it produces these effects:
Coupling agent for non-black pigments;
Cure equilibrium for reversion resistance;
Curing agent for good heat aging.
Coupling Agent - With as little as 0.5 to 1.0 phr with clay fillers and 1.0 to 4.0 phr for silica pigments, BIS[3-(TRIETHOXYSILYL)PROPYL]TETRASULFIDE couples the non-black pigment and elastomers resulting in increases in modulus and increase in abrasion resistance.
Cure Equilibrium - BIS[3-(TRIETHOXYSILYL)PROPYL]TETRASULFIDE has four sulfur atoms positioned in the center. At cure temperatures, these participate with sulfur in producing polysulfidic crosslinks. The BIS[3-(TRIETHOXYSILYL)PROPYL]TETRASULFIDE replaces crosslinks broken during cure, resulting in reversion resistant, and with proper compounding, reversion free compounds. This is known as equilibrium cure. The dynamic flex characteristics, E.G., heat generation and crack growth, are dramatically improved.
Curing Agent - Removing all sulfur from the compound for NR, SBR, NBR and replacing it with BIS[3-(TRIETHOXYSILYL)PROPYL]TETRASULFIDE and certain thiuram accelerators, produces compounds with excellent heat aging characteristics in addition to the coupling effects. BIS[3-(TRIETHOXYSILYL)PROPYL]TETRASULFIDE is a silane coupling agent that has crosslinking and accelerator activity in rubber compounds.
Area of rubber industry where they would be beneficial
Footwear - Abrasion resistance | Cutting and chunking resistance | Flex life improvement
Rolls - Abrasion resistance | Aging resistance | Processing | Set reduction (better load bearing) | Reduced water swell | Lower hysteresis
Mechanical Molded Goods - Increased modulus | Better heat aging | Compression set reduction | Dynamic property improvement | Reduced swell to polar liquids | Filler substitution (non-black for black)
Hose - Improved abrasion on cover | Better heat aging | Increased modulus | Lower compression set | Improved adhesion to reinforcing elements
Solid Tires - Improved abrasion | Lower hysteresis | Higher modulus | Improved processing | Possibly better adhesion
Tires - Treads for abrasion, hot tear | Carcass for adhesion and/or filler substitution | Breaker (belt) stocks for adhesion
Belts Flat Belts - Increased abrasion | Improved reversion resistance | Reduced cost with clay substitution for black | Improved cord adhesion | Increased flex life and modulus
V Belts - Increased modulus | Improved abrasion | Longer flex life | Improved adhesion to reinforcing elements








Chemical PropertiesYellowish clear liquid
UsesBis[3-(triethoxysilyl)propyl]tetrasulfide is used in radial tires, rubber tire treads, carcass, tire walls, solid rubber tires and other rubber products. It acts as a chemical intermediate and as a cross linking agent. Furthermore, it acts as a coupling agent used to chemically modify silica surface. In addition, it serves as a curing agent for good heat aging.
UsesBis[3-(triethoxysilyl)propyl] tetrasulfide (TESPTS) is generally used as a crosslinking agent and reinforcing filler in the manufacturing of rubber. TESPT film provides corrosion protection to the metallic substrates. It is also used as a precursor in the synthesis of mesoporous organosilicas.
Bis[3-(triethoxysilyl)propyl]tetrasulfide Preparation Products And Raw materials
Raw materialsSodium polysulfide
Bis(triethoxysilylpropyl) disulfide 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite 3-(2-Aminoethylamino)propyl-dimethoxymethylsilane Bis(2-methyl-3-furyl)disulfide Phenetidine Bis[3-(triethoxysilyl)propyl]tetrasulfide Propyl gallate DIMETHYL TETRASULFIDE POLYAMINOPROPYL BIGUANIDE Ethoxyquin Trimethoxysilylpropanethiol 2-Ethoxyethanol Propyl butyrate Diethoxymethyl acetate 3-Mercaptopropyltriethoxysilane 2-Ethoxyphenol Ethoxyethyne diethyl tetrasulphide

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