Abstract A method is provided for making various nitrogen-containing organosilicon compounds, such as silylorganoisocyanates, the corresponding carbamate and isocyanurates. The method involves contacting silylorganohalide and a metal cyanate in the presence of a suitable aprotic solvent. Nitrogen-containing organosilicon compounds are provided having silicon and nitrogen atoms separated by a divalent hydrocarbon radical. In instances where a urethane is desired, an appropriate aliphatic monohydric alcohol can be utilized in combination with the silylorganohalide and metal cyanate. The subject nitrogen-containing organosilicon compounds can be utilized for making silicon-organic copolymers and as treating agents for imparting water repellency to various substrates.
A method of claim 1 for making trimethoxysilylpropylisocyanate, which comprises (1) heating methyl-N-trimethoxysilylpropylcarbamate below atmospheric pressures to a temperature which is sufficient to produce a mixture consisting essentially of (A) methyl-N-trimethoxysilylpropylcarbamate (B) trimethoxysilylpropylisocyanate and (C) methanol, (2) continuously distilling said mixture of (1) to provide for the separation of overhead product consisting essentially of (B) and (C) and, (2) recovering (B) from said overhead product of (2).
Claim 2
Dependent Claim
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A method of claim 1 for making methyldimethoxysilylpropylisocyanate, which comprises (1) heating methyl-N-methyldimethoxysilylpropylcarbamate below atmospheric pressure to a temperature which is sufficient to produce a mixture consisting essentially of (A) methyl-N-methyldimethoxysilylpropylcarbamate (B) methyldimethoxysilylpropylisocyanate and (C) methanol, (2) continuously distilling said mixture of (1) 68 to provide for the separation of overhead product consisting essentially of (B) and (C) and (3) recovering (B) from said overhead product of (2).