Bis(triethoxysilylpropyl) disulfide Chemical Properties

Melting point:

°C

Boiling point:

250

Density 

1.03

vapor pressure 

0-7910Pa at 20-25℃

refractive index 

1.457

Flash point:

75°C

storage temp. 

2-8°C

Specific Gravity

1.03

Appearance

Colorless to light yellow Liquid

Water Solubility 

14-1000000000μg/L at 20℃

Hydrolytic Sensitivity

7: reacts slowly with moisture/water

InChI

InChI=1S/C18H42O6S2Si2/c1-7-19-27(20-8-2,21-9-3)17-13-15-25-26-16-14-18-28(22-10-4,23-11-5)24-12-6/h7-18H2,1-6H3

InChIKey

FBBATURSCRIBHN-UHFFFAOYSA-N

SMILES

CCO[Si](OCC)(OCC)CCCSSCCC[Si](OCC)(OCC)OCC

LogP

-3-5.2 at 20℃

CAS DataBase Reference

56706-10-6(CAS DataBase Reference)

EPA Substance Registry System

3,14-Dioxa-8,9-dithia-4,13-disilahexadecane, 4,4,13,13-tetraethoxy- (56706-10-6)

Safety Information

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36/37/39

TSCA 

Yes

Bis(triethoxysilylpropyl) disulfide Usage And Synthesis

Application

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 Properties

Yellowish clear liquid

Flammability and Explosibility

Not classified

Synthesis

General procedure for the synthesis of (3-mercaptopropyl)triethoxysilane (MPTES), compounds (CAS:60764-86-5) and bis-[3-(triethoxysilyl)propyl]-disulfide (TESPD) from 3-chloropropyltriethoxysilane (CPTES): during the reaction, 50 wt.% NaHSO4 was added drop-wise to a NaHS solution solution. 325 g (2.69 mol) of NaHS solution with 8.2 g (0.0124 mol) of tetrabutylammonium bromide (TBAB) solution were added to a glass reactor, mixed well and heated to 75 °C. Subsequently, NaHSO4 solution was added slowly and dropwise just before the imminent addition. Next, CPTES was added. 497.8 g (2.07 moles) of CPTES was added to the reaction mixture within 8 min. the addition of NaHSO4 solution needed to be completed within 30 min. After 5 hours of reaction, the organic phase was separated and analyzed by gas chromatography (GC). The analysis showed that the product contained 2.0% wt. of CPTES, 87.6% wt. of MPTES, 2.7% wt. of TESPM, and 0.7% wt. of TESPD.Finally, the product was distilled under vacuum to yield MPTES with a purity of 95.4%, which is about 84% yield based on the amount of CPTES used.

References

[1] Patent: US6680398, 2004, B1. Location in patent: Page column 10-11
[2] Patent: US6680398, 2004, B1. Location in patent: Page column 8-9
[3] Patent: US6680398, 2004, B1. Location in patent: Page column 10
[4] Patent: US6680398, 2004, B1. Location in patent: Page column 9-10
[5] Patent: US6680398, 2004, B1. Location in patent: Page column 9

Bis(triethoxysilylpropyl) disulfide(56706-10-6)Related Product Information

• POLYAMINOPROPYL BIGUANIDE
• Ethoxyquin
• Phenetidine
• Diallyldisulfide
• DIETHOXYMETHANE
• Ethoxyethyne
• 2-Ethoxyphenol
• acetic acid, triethoxy-, ethyl ester
• Bis(2-methyl-3-furyl)disulfide
• 2-Cyanoethyl N,N,N',N'-tetraisopropylphosphorodiamidite
• 3-Thiocyanatopropyltriethoxysilane
• Bis[3-(triethoxysilyl)propyl]tetrasulfide
• Triethoxysilane
• Propyl disulfide
• 3-Mercaptopropyltriethoxysilane
• Trimethoxysilylpropanethiol
• GGKPDLRPCHPPCHYIPRPKPR
• Bis(triethoxysilylpropyl) disulfide