N-substituted-omega-(alkoxysilyl)alkylamines and process for production thereof

A process for producing a compound of Formula I:

• wherein
• R1 is a C6-C40 alkyl or alkenyl group that is straight-chained or branched, a C6-C40 aryl group, a C7-C40 aralkyl group or a group R5A(CH2)p wherein R5 is a C6-C30 alkyl or alkenyl group that is straight-chained or branched, p is an integer from 2 to 6 and A is O or NH;
• R2 is a C1-C12 alkyl group or a C3-C12 alkenyl group;
• R3 is a C1-C12 alkyl group, a C1-C12 alkoxy group, a C2-C12 alkenyl group or a C3-C12 alkenyloxy group;
• R4 has the same definition as R3 and may be the same as R4 or different;
• R6 is a divalent alkylene group having up to 10 carbon atoms and is optionally interrupted one, two or three times by a phenylene group;
• and
• X is an anion;
• wherein said process comprises the step of:
• (a) reacting a compound of Formula IV:
• R1—X (IV)
• wherein R1 and X are as defined above with a compound of Formula V:
• wherein R2, R3, R4 and R6 are as defined above, in the absence of a solvent.

A process for hydrophobicizing particles for use as filler in a polymer masterbatch comprising treating said particles with compound of formula I:

• wherein
• R1 is a C6-C40 alkyl or alkenyl group that is straight-chained or branched, a C6-C40 aryl group, a C7-C40 aralkyl group or a group R5A(CH2)p wherein R5 is a C6-C3 alkyl or alkenyl group that is straight-chained or branched, p is an integer from 2 to 6 and A is O or NH;
• R2 is a C1-C12 alkyl group or a C3-C12 alkenyl group;
• R3 is a C1-C12 alkyl group, a C1-C12 alkoxy group, a C2-C12 alkenyl group or a C3-C12 alkenyloxy group;
• R4 has the same definition as R3 and may be the same as R4 or different;
• R6 is a divalent alkylene group having up to 10 carbon atoms and is optionally interrupted one, two or three times by a phenylene group;
• and
• X is an anion.

A process for hydrophobicizing particles for use as filler in a rubber vulcanizate comprising treating said particles with compound of formula I:

• wherein
• R1 is a C6-C40 alkyl or alkenyl group that is straight-chained or branched, a C6-C40 aryl group, a C7-C40 aralkyl group or a group R5A(CH2)p wherein R5 is a C6-C30 alkyl or alkenyl group that is straight-chained or branched, p is an integer from 2 to 6 and A is O or NH;
• R2 is a C1-C12 alkyl group or a C3-C12 alkenyl group;
• R3 is a C1-C12 alkyl group, a C1-C12 alkoxy group, a C2-C12 alkenyl group or a C3-C12 alkenyloxy group;
• R4 has the same definition as R3 and may be the same as R4 or different;
• R6 is a divalent alkylene group having up to 10 carbon atoms and is optionally interrupted one, two or three times by a phenylene group;
• and
• X is an anion.