Imidosilane compositions
AssigneeOSi Specialties, Inc.
InventorsMichael L. Gunther, Eric R. Pohl, Herbert E. Petty
Life of this patent
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Abstract
Unsaturated imidosilanes which are essentially free of siloxanes are taught herein for use surface treatments for inorganic solid materials. Novel methods to make such silanes, which do not yield water or siloxanes as a by-product are also taught. Compositions consisting essentially of imidosilane treated inorganic solid materials, resinuous materials and optionally a free radical generator, especially glass fiber reinforced composites, are taught.
Claims15
An unsaturated imidosilane which silane is essentially free of mixture with siloxanes and halide, the silane having the formula:
- wherein R1 and R2 are monovalent radicals;
- R3 is a divalent hydrocarbon radical, optionally substituted with a heteroatom substituent or interrupted with amine nitrogen or ether oxygen atoms;
- X is a divalent hydrocarbon radical containing at least one ethylenic unsaturation;
- a=1 to 3;
- and b is 1 if Y is oxygen or sulfur, or 2 if Y is nitrogen.
An unsaturated imidosilane which silane is essentially free of mixture with siloxanes and halide and has the formula:
- wherein R1 and R2 are monovalent radicals;
- R3 is a divalent hydrocarbon radical, optionally substituted with a heteroatom substituent or interrupted with amine nitrogen or ether oxygen atoms;
- and wherein the structure N(C═O)2X is selected from the group consisting of
- (I) isobutenylsuccinimido, (II) (+/−)-2-octen-1-ylsuccinimido, (III) itaconimido,
- (IV) 2-docen1-ylsuccinimido, (V) cis-1,2,3,6-tetrahydrophthalimido,
- (VI) cis-5-norbornene-endo, (V) cis-1,3-dicarboxylimido,
- (VII) endo-bicyclo[2.2.]oct-5-ene2,3-dicarboxylimido,
- (VIII) methyl-5-norbornene-2,3-dicarboxylimido,
- (IX) exo-3,6-epoxy-1,2,3,6-tetrahydrophthalimido, (X) maleimido, (XI) citraconimimido,
- (XII) 2,3 dimethylmaleimido, (XIII) 1 -cyclopentene-1,2-dicarboxylimido, and
- (XIV) 3,4,5,6tetrahydrophthalimido.
A silane of the formula
- wherein R1 and R2 are monovalent radicals, R3 is a divalent hydrocarbon radical which is substituted with a heteroatom substituent or interrupted with amine nitrogen or ether oxygen atoms, X is a divalent hydrocarbon radical containing at least one ethylenic unsaturation, Y is oxygen, nitrogen or sulfur, a=1 to 3, and b=1 or 2 depending on the valence of Y.
A method of manufacturing an unsaturated imidosilane without producing water as a by-product, the method comprising (a) reacting an amino alkyl dialkoxy silane or an amino trialkoxysilane and an unsaturated acid anhydride to form an amicacid silane;
- (b) treating the amicacid silane with a silylating or esterifying agent capping material;
- and (c) heating the treated material to yield said imidosilane.
A method of manufacturing an unsaturated imidosilane without producing water as a by-product, the method comprising reacting an unsaturated acid anhydride with an isocyanatosilane to yield CO2 and said imidosilane.
A method of manufacturing an unsaturated imidosilane without producing water as a by-product, the method comprising hydrosilating an unsaturated imide with a hydrido alkoxy silane.
A method of manufacturing an unsaturated imidosilane without producing water as a by-product, the method comprising heating a bis(amido silane) to yield the imidosilane and an aminosilane.
Dependencies are inferred from the claim text.