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2,2,4,4,6,6-Hexamethylcyclotrisilazane

Catalog Number ACM1009934-3
CAS Number 1009-93-4
Structure
Synonyms 1,1,3,3,5,5-Hexamethylcyclotrisilazane, 1,2,2,3,4,4-Hexamethyl-1,3,5,2,4,6-Triazatrisilinane, 2,2,4,4,6,6-Hexamethyl-1,3,5,2,4,6-triazatrisilinane, 213-773-6, Cyclotrisilazane, 2,2,4,4,6,6-hexamethyl-
IUPAC Name 2,2,4,4,6,6-Hexamethyl-1,3,5,2,4,6-triazatrisilinane
Molecular Weight 219.51 g/mol
Molecular Formula C6H21N3Si3
Canonical SMILES C[Si]1(N[Si](N[Si](N1)(C)C)(C)C)C
InChI InChI=1S/C6H21N3Si3/c1-10(2)7-11(3,4)9-12(5,6)8-10/h7-9H,1-6H3
InChI Key WGGNJZRNHUJNEM-UHFFFAOYSA-N
Boiling Point 188 °C
Melting Point -10 °C
Flash Point 139 °F
Purity 97%
Density 0.92 g/mL at 25 °C (lit.)
Solubility Decomposes in contact with water,Insoluble in water.
Appearance Colorless liquid
Storage Store under inert gas.
Chemical Formula C6H21N3Si3
Complexity 139
Exact Mass 219.10432729
Heavy Atom Count 12
HS Code 2934.99.9000
MDL Number MFCD00039698
Monoisotopic Mass 219.10432729
Reaxys Registry Number 774739
Refractive Index n20/D 1.445 (lit.)
Specific Gravity 0.92
Topological Polar Surface Area 36.1 Ų
Case Study

Synthesis of ceramic material precursors using 2,2,4,4,6,6-Hexamethylcyclotrisilazane

Polymerization of the cyclic monomers 1,3,5,7-tetramethylcyclotetrasiloxane and 2,2,4,4,6,6-hexamethylcyclotrisilazane Rodríguez-Baeza, Mario, Andrónico Neira C, and Carlos Aguilera J. Polymer Bulletin 50 (2003): 25-32.

A series of novel cross-linked poly[(methylsiloxane)-co-(dimethylsilazane)] copolymers were synthesized by cationic ring-opening polymerization of cyclic monomers 1,3,5,7-tetramethylcyclotetrasiloxane and 2,2,4,4,6,6. These copolymers contain different concentrations of methylsiloxane and silazane comonomer units. The thermal stability is closely related to the concentration of methylsiloxane units in the copolymers. The weight loss curves of the copolymers lie in the temperature range between their two homopolymers. FT-IR studies are in good agreement with the proposed structure, both for the copolymers and for the residual powder ceramics obtained by pyrolysis. Two curing processes (thermal curing and UV curing) were used. The copolymers were pyrolyzed at 1200°C in argon atmosphere and 1000°C in air. The kinetic decomposition parameters such as preexponential factor, decomposition reaction order and activation energy of the copolymers were determined.
Crosslinking was carried out by cyclic monomers 1,3,5,7-tetramethylcyclotetrasiloxane and cations 2,2,4,4,6,6 using trifluoromethanesulfonic acid as initiator (added as CH2Cl2 solution). CH2Cl2 was purified by drying with CaH2 and then vacuum distillation in a nitrogen atmosphere and then refluxing with AlLiH4 for 72 hours. The copolymerization was carried out in a nitrogen atmosphere to avoid the presence of water. After adding a small amount of triethylamine in methanol, washing with CH2Cl2 and drying under vacuum at room temperature were performed. The yield obtained after a polymerization time of 10 days indicated that the polymerization reached the expected upper thermodynamic equilibrium limit. The concentration of methylsiloxane (-OSiHCH3-) and dimethylsilazane (-Si(CH3)2NH-) comonomer units on the copolymer depends on the monomer concentration in the initial reaction mixture.

Preparation of N, N'-bis (chlorodimethylsilyl) tetramethylcyclodisilazane using 2,2,4,4,6,6-hexamethylcyclotrisilazane group

The reaction of dichlorodimethylsilane and 2,2,4,4,6,6_hexamethylcyclotrisilazane Breed, L. W., R. L. Elliott, and J. C. Wiley Jr. Journal of Organometallic Chemistry 24.2 (1970): 315-325.

N, N'-bis (chlorodimethylsilyl) tetramethylcyclodisilazane can be converted to its amino, methylamino, dimethylamino, diethylamino, piperidinyl, hydride, methyl, phenyl, methoxy, ethoxy, isopropoxy, phenoxy, phenyldimethylsiloxy, hydroxyl and acetoxy derivatives by heating dichlorodimethylsilane with 2,2,4,4,6,6-hexamethylcyclotrisilazane at 175°C. The materials in this series are easily characterized by Si,N asymmetric stretching frequencies in the IR and chemical shifts of the methylsilyl protons in the NMR spectrum. They do not undergo thermal disproportionation, but the hydroxyl, amino and methylamino derivatives undergo thermal decomposition and cyclodisilazane ring cleavage, especially in the presence of acid catalysts.
A mixture of 158 g (0.72 mole) of 2,2,4,4,6,6-hexamethylcyclotrisilazane and 139 g (1.08 mole) of dichlorodimethylsilane was heated at 175°C for 77 hours, cooled manually, and the residue crystallized. To this residue was added 200 ml of petroleum ether and the soluble portion was decanted from the insoluble ammonium chloride. Fractionation gave a series of fractions, 160 g (60%), with sizes ranging from 151-166" (45 mm), with an overall purity of 96% for N,N'-bis(chlorodimethylsilyl)tetramethylcyclodisilazane as determined by GLC.

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