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US 6,204,403 B1Granted
Process for manufacturing acrylamidoalkylalkoxysilanes
AssigneeCrompton Corporation
InventorsEnrico J. Pepe, Anne Kathryn McMullen, Scot M. Turner, Keith J. Weller
Life of this patent
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Abstract
A method for preparing acrylamidoalkylalkoxysilanes from aminoalkylalkoxysilanes and acrylate esters is described wherein at least two inhibitors and an amidation catalyst are used in an elevated temperature reaction.
Claims18
A method for preparing acrylamidoalkylalkoxysilanes comprising:
- reacting an aminoalkylalkoxysilane of the formula (RO)xR3-xSiR1NHR2 with an acrylate ester of the formula CR32═CR3CO2R4 where each R is a lower alkyl group of one to ten carbon atoms, R1 is a linear, branched, cyclic, or substituted divalent hydrocarbon radical of one to twelve carbon atoms which may include heteroatoms, R2 is hydrogen, R, or a monovalent aromatic hydrocarbon radical of six to twelve carbon atoms, an aminoalkyl group or a silyl functionality, and x is 1, 2, or 3, R3 is H, R or a monovalent aromatic hydrocarbon radical of six to twelve carbon atoms wherein any two of three R3's may form a ring, R4 is R or a monovalent aromatic hydrocarbon radical of six to twelve carbon atoms, each R, R1 and R3 may be the same or different from each other so long as at least one of the three R3's in the acrylate ester is other than hydrogen, in the presence of an effective amount of an amidation catalyst and an effective amount of an inhibitor package at an elevated reaction temperature.
A composition comprising:
- (a) an aminoalkoxysilane of the formula (RO)xR3-xSiR1NHR2;
- (b) an acrylate ester of the formula CR32═CR3CO2R4;
- (c) an inhibitor with a boiling point of greater than 150° C.;
- (d) an inhibitor with a boiling point of 60° C. to 150° C.;
- and
- (e) an amidation catalyst;
- where each R is a lower alkyl group of one to ten carbon atoms, R1 is a linear, branched, cyclic, or substituted divalent hydrocarbon radical of one to twelve carbon atoms which may include heteroatoms, R2 is hydrogen, R, or a monovalent aromatic hydrocarbon radical of six to twelve carbon atoms, an aminoalkyl group or a silyl functionality, and x is 1, 2, or 3, R3 is H, R or a monovalent aromatic hydrocarbon radical of six to twelve carbon atoms, R4 is R or a monovalent aromatic hydrocarbon radical of six to twelve carbon atoms, and each R, R1 and R3 may be the same or different from each other so long as at least one of the three R3's in the acrylate ester is other than hydrogen.
4 more elements
Dependencies are inferred from the claim text.