Method for silylating aromatic imides and silylimides made therefrom
AssigneeGeneral Electric Company
InventorJonathan D. Rich
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Abstract
A method is provided for silylating aromatic imides by effecting reaction between a polysilane and such aromatic imide in the presence of an effective amount of a catalyst of a transition metal such as palladium.
Claims13
A method for making silyl aromatic imides of the formula ##STR10## which comprises (A) effecting reaction between a polysilane of the formula ##STR11## and a haloaromatic imide of the formula, ##STR12## in the presence of an effective amount of a transition metal catalyst, and
- (B) recovering the resulting silyl aromatic imide from the mixture of (A),
- where X is halogen, R is a monovalent group selected from the class of X, hydrogen, C.sub.(1-8) alkoxy, C.sub.(1-13) hydrocarbon groups and C.sub.(1-13) hydrocarbon groups substituted with radicals neutral during silylation, R.sup.1 is selected from R, --O-- and --S--, and when R.sup.1 is --O-- or --S-- or a mixture thereof, R.sup.1 can form .tbd.SiOSi.tbd. or .tbd.SiSSi.tbd., connecting groups, R.sup.2 is a trivalent C.sub.(6-13) aromatic organic group, R.sup.3 is selected from C.sub.(1-13) monovalent hydrocarbon groups and monovalent hydrocarbon groups substituted with radicals neutral during silylation, and n is an integer having a value of from 1 to 50 inclusive.
Silyl aromatic imides of the formula, ##STR13## where R.sup.2 is a trivalent C.sub.(6-13) aromatic organic group, R.sup.3 is selected from C.sub.(1-13) monovalent hydrocarbon groups and C.sub.(1-13) monovalent hydrocarbon groups substituted with radicals neutral during silylation, R.sup.4 is C.sub.(1-14) monovalent hydrocarbon group, or a C.sub.(1-14) monovalent hydrocarbon group substituted with radicals neutral during silylation, R.sup.5 is a monovalent group selected from halogen or --OR.sup.4, and a is a whole number having a value of 0 to 2 inclusive.
4-(Dimethylmethoxysilyl)N-n-butyl phthalimide.
Imide disiloxanes having the formula ##STR14## where R.sup.2 is a trivalent C.sub.(6-13) aromatic organic group, R.sup.3 is selected from C.sub.(1-13) monovalent hydrocarbon groups and C.sub.(1-13) monovalent hydrocarbon groups substituted with radicals neutral during silylation, R.sup.4 is C.sub.(1-14) monovalent hydrocarbon group or a C.sub.(1-14) monovalent hydrocarbon group substituted with radicals neutral during silylation, and a is a whole number having a value of 0 to 2 inclusive.
The compound ##STR15##
N-methyl-4-dimethoxymethylsilylphthalimide.
N-methyl-4-trimethoxysilylphthalimide.
N-butyl-4-Chlorodimethylsilylphthalimide.
N-methyl-4-Dichloromethylsilylphthalimide.
N-methyl-4-dimethylmethoxysilylphthalimide.
Dependencies are inferred from the claim text.