ChemicalBook CAS DataBase List TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE

TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE synthesis

4synthesis methods

Product Name:TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE
CAS Number:26115-70-8
Molecular formula:C21H45N3O12Si3
Molecular Weight:615.85

13822-56-5 Synthesis

13822-56-5
398 suppliers
$5.00/25g

616-38-6 Synthesis

616-38-6
656 suppliers
$5.00/5 g

TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE

26115-70-8
115 suppliers
$21.00/5g

Yield:-

Reaction Conditions:

Stage #1:3-(trimethoxysilyl)propan-1-amine;carbonic acid dimethyl ester;sodium methylate at 50; for 2 h;
Stage #2: with formic acid at 135 - 210; under 10 - 760.051 Torr; for 2.16667 h;Product distribution / selectivity;

Steps:

4
Dimethylcarbonate (282 lbs) and 25% sodium methoxide (8 lbs) were charged to a 110 gallon reactor. 3-Aminopropyltrimethoxysilane was added to this mixture from an auxiliary tank at 200-250 lbs/hr. The reaction was allowed to exotherm to 50° C. where it was held for 2 hrs after addition was complete. The carbamate reaction was determined to have been substantially complete by titration. To the reaction mixture was added 2.5 kg formic acid to produce sodium formate in situ. The mixture containing the sodium formate formed in situ was briefly agitated and then the lights were stripped at 135° C. and atmospheric pressure. After stripping, the reactor temperature was increased to 210° C. with initial pressure of 359 mmHg. As reaction proceeded, the pressure was reduced such that the differential pressure of the column was less than 10 mmHg. After heating for 2 hrs and 10 minutes, the reaction was determined to have been substantially complete when the pressure reached 94 mmHg with negligible differential pressure across the column. The reaction mixture was cooled to room temperature with a portion of the mixture being readily pressure filtered through a 5 micron pad using Celite 535 as a filter aid. NMR analysis and gas chromatography confirmed that the product was 1,3,5-tris[3-(trimethoxysilyl) propyl]isocyanurate meeting all specifications typical of a commercial material.

References:

Childress, R. Shawn;McIntyre, James L. US2006/235221, 2006, A1 Location in patent:Page/Page column 4