26115-70-8

Basic information

• Product Name: TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE
• Synonyms: tris((trimethoxysilyl)propyl)isocyanurate;TRIS(3-(TRIMETHOXYSILYL)PROPYL) ISO-CYAN URATE, TECH.;TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE 95%;1,3,5-Tris(trimethoxysilylpropyl)isocyanurate;1,3,5-TRIS[3-(TRIMETHOXYSILYL)PROPYL]-1,3,5-TRIAZINE-2,4,6-TRIONE;tris(trimethoxysilylpropyl)-s-triazine-2,4,6-trione;1,3,5-Tris[3-(trimethoxysilyl)propyl]hexahydro-1,3,5-triazine-2,4,6-trione;Silquest A-Link 597
• CAS NO: 26115-70-8
• Molecular Formula: C₂₁H₄₅N₃O₁₂Si₃
• Molecular Weight: 615.85
• EINECS: 247-465-8
• Product Categories: Organosilicon;Self Assembly&Contact Printing;Self-Assembly Materials;SilanesOrganometallic Reagents;Trialkoxysilanes;Chemical Synthesis;Contact Printing;Materials Science;Micro/NanoElectronics;Organometallic Reagents;Self Assembly &Self-Assembly Materials;Silanes
• Mol File: 26115-70-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: <0°C
• Boiling Point: 250 °C(lit.)
• Flash Point: 216 °F
• Appearance: colorless to dark yellow liquid
• Density: 1.17 g/mL at 25 °C(lit.)
• Vapor Pressure: 6.87E-12mmHg at 25°C
• Refractive Index: n20/D 1.461(lit.)
• PKA: -2.17±0.20(Predicted)
• Water Solubility: 14-1000000000μg/L at 20℃
• CAS DataBase Reference: TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE(26115-70-8)
• EPA Substance Registry System: TRIS(3-TRIMETHOXYSILYLPROPYL)ISOCYANURATE(26115-70-8)

Safety Data

• Hazard Codes: T
• Statements: 23/25-36/38-68/20/21/22-42-21
• Safety Statements: 26-45-36/37-35-23
• RIDADR: UN 2810 6.1/PG 3
• WGK Germany: 3
• RTECS: XZ2025000
• TSCA: Yes
• Hazardous Substances Data: 26115-70-8(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 26115-70-8 differently. You can refer to the following data:
1. Adhesion promoter and cross-linking agent.Improves adhesion to PVC and a variety of substrates.
2. Tris[3-(trimethoxysilyl)propyl] Isocyanurate is a cross-linking agent and an adhesion promoter that improves adhesion to PVS and variety of substrates.
3. Tris[3-(trimethoxysilyl)propyl] isocyanurate (TTPI) can be used in the preparation of:Pd nanoparticle and single-walled carbon nanotube hybrid materials.Periodic mesoporous organosilicas exhibiting absorption properties for heavy metal ions like mercury.Mesoporous organosilica?alumina?composites with an affinity for CO2?gas at elevated temperatures.Isocyanurate-containing ordered mesoporous organosilicas using block copolymer.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C21H45N3O12Si3/c1-28-37(29-2,30-3)16-10-13-22-19(25)23(14-11-17-38(31-4,32-5)33-6)21(27)24(20(22)26)15-12-18-39(34-7,35-8)36-9/h10-18H2,1-9H3

Synthetic route

N-(3-trimethoxysilylpropyl) O-methyl carbamate (23432-62-4) → 3-(trimethoxysilyl)propyl isocyanate (15396-00-6) + tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8)

Conditions	Yield
at 210℃; under 100 - 300 Torr; for 1.65 - 5.65h; Product distribution / selectivity;

3-(trimethoxysilyl)propan-1-amine (13822-56-5) + carbonic acid dimethyl ester (616-38-6) → tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8)

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

N-(3-trimethoxysilylpropyl) O-methyl carbamate (23432-62-4) → tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8)

Conditions	Yield
With formic acid; sodium methylate In methanol at 130 - 214℃; under 10 - 760.051 Torr; for 0.5 - 1.75h; pH=5.6 - 10; Product distribution / selectivity;
sodium acetate In water at 200 - 210℃; under 75 - 300 Torr; for 2h; Product distribution / selectivity;
potassium acetate at 200℃; under 75 - 300 Torr; for 1h; Product distribution / selectivity;

3-(trimethoxysilyl)propyl isocyanate (15396-00-6) + N-(3-trimethoxysilylpropyl) O-methyl carbamate (23432-62-4) → tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8)

Conditions	Yield
With formic acid; sodium methylate at 210℃; under 90 - 210 Torr; for 1h; Product distribution / selectivity;

trimethoxysilane (2487-90-3) + triallyl isocyanurate (1025-15-6) → C18H35N3O9Si2 + C18H37N3O9Si2 + C21H45N3O12Si3 + tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8)

Conditions	Yield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex; acetic acid In toluene at 53 - 55℃; for 2.5h; Temperature; Reagent/catalyst;

triethanolamine (102-71-6) + tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8) → tris[3-(silatranyl)propyl]isocyanurate

Conditions	Yield
With potassium hydroxide In benzene for 2h; Heating;	95%

triisopropanolamine (122-20-3) + tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8) → tris[3-(3,7,10-trimethylsilatranyl)propyl]isocyanurate

Conditions	Yield
With potassium hydroxide In benzene for 2h; Heating;	85%

bis(2-hydroxyethyl)(2-hydroxybutyl)amine (4435-57-8) + tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8) → tris[3-(3-ethylsilatranyl)propyl]isocyanurate

Conditions	Yield
With potassium hydroxide In toluene for 5h; Heating;	83.8%

3-(trimethoxysilyl)-1-propanethiol (4420-74-0) + tris-[3-(trimethoxysilyl)propyl]isocyanurate (26115-70-8) → C24H51N3O24S3Si6

Conditions	Yield
With hydrogenchloride; water; dihydrogen peroxide at 40 - 100℃; for 26h;

Upstream product

• 13822-56-5 3-(trimethoxysilyl)propan-1-amine 
• 616-38-6 carbonic acid dimethyl ester 
• 2487-90-3 trimethoxysilane 
• 1025-15-6 triallyl isocyanurate 
• 15396-00-6 3-(trimethoxysilyl)propyl isocyanate 
• 23432-62-4 N-(3-trimethoxysilylpropyl) O-methyl carbamate 

Relevant articles and documents

Process for preparing tris[3-(alkoxysilyl)propyl] isocyanurates

The present invention relates to a process for preparing a tris[3-(alkoxysilyl)propyl] isocyanurate from the group of tris[3-(trialkoxysilyl)propyl] isocyanurate, tris[3-(alkyldialkoxysilyl)propyl] isocyanurate and tris[3-(dialkylalkoxysilyl)propyl] isocyanurate by hydrosilylation, by in step A initially charging a mixture comprising 1,3,5-triallyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione as olefin component, at least one carboxylic acid and a Pt catalyst, heating the mixture to a temperature of 50 to 140° C.,in step B adding at least one hydroalkoxysilane from the group of hydrotrialkoxysilane, hydroalkyldialkoxysilane, hydrodialkylalkoxysilane [called H-silane(s) for short] to the mixture from step A while mixing,in step C leaving the mixture from step B to react while mixing, with addition of at least a defined amount of alcohol to the mixture as further cocatalyst, andin step D working up the product mixture thus obtained.

Process for the production of isocyanatosilane and silylisocyanurate

A process is provided for the production of isocyanatosilane from silylorganocarbamate in a cracking zone with a predetermined portion of purged reaction medium undergoing conversion in a trimerization zone to silylisocyanurate.

Method for production of isocyanatosilanes

A process is provided for the production of isocyanatosilane from silylorganocarbamate by neutralizing the basic catalyst with an acid to provide an inert metal halide salt, and subjecting the reaction mixture to cracking reaction conditions to obtain isocyanatosilane.