Sodium Sulfide → Tris[3-(triethoxysilyl)propyl] phosphorotetrathioate

HRID 650703Notes

Reaction equation

HRID 650703 reaction equation
[P:1]12([S:13]P3(SP(SP(S3)([S:9]1)=S)(=S)[S:3]2)=S)=[S:2].Cl[CH2:16][CH2:17][CH2:18][Si:19]([O:26][CH2:27][CH3:28])([O:23][CH2:24][CH3:25])[O:20][CH2:21][CH3:22].[S-2].[Na+].[Na+]>>[CH2:21]([O:20][Si:19]([CH2:18][CH2:17][CH2:16][S:3][P:1](=[S:2])([S:13][CH2:16][CH2:17][CH2:18][Si:19]([O:20][CH2:21][CH3:22])([O:26][CH2:27][CH3:28])[O:23][CH2:24][CH3:25])[S:9][CH2:16][CH2:17][CH2:18][Si:19]([O:23][CH2:24][CH3:25])([O:20][CH2:21][CH3:22])[O:26][CH2:27][CH3:28])([O:26][CH2:27][CH3:28])[O:23][CH2:24][CH3:25])[CH3:22]

Participants

4

Reactant 3

HCID 14804Sodium SulfideHCID 14817Phosphorus sulfide (P2S5)HCID 78771(3-Chloropropyl)triethoxysilane

Product 1

HCID 17821365Tris[3-(triethoxysilyl)propyl] phosphorotetrathioateYield 314.1%

Conditions

Temperature
200 °C

Procedure

A mixture of 30.8 g (69.2 mmol) P4S10, 200.0 g (830.3 mmol) chloropropyltriethoxysilane and 32.4 g (415.3 mmol) sodium sulfide (Na2S) is initially introduced into a 500 ml three-necked flask in an argon atmosphere and is heated to 200° C. After stirring at 200° C. for 2.5 h, insoluble constituents are filtered off. All the volatile constituents are removed in vacuo. 168.5 g (79% yield) of tetrathiophosphoric acid S,S,S-tris (triethoxysilylpropyl) ester are obtained as a pale yellow clear liquid.

Workup

  1. additionis initially introduced into a 500 ml three-necked flask in an argon atmosphere
  2. filtrationinsoluble constituents are filtered off
  3. customAll the volatile constituents are removed in vacuo

Sources & evidence

ORD record
ord-9885e28db3ae4a068009b75914463257
Source dataset
uspto-grants-2001_08
Patent number
US06274753B1

Reaction notes

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