Polyorganosiloxane and process for producing the same

A process for producing a polyorganosiloxane comprising a repeating unit represented by formula (I) and an end cap group represented by formula (II):

• ##STR7## said polyorganosiloxane further comprising an end group represented by formula (III), an end group represented by formula (IV), and a repeating unit represented by formula (V):
• ##STR8## in such a manner that the average number of the group represented by OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein from 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of being copolymerized with a polymerizable monomer or capable of reacting with a polymer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different,
• said process comprising the steps of:
• preparing a starting polyorganosiloxane comprising a repeating unit represented by formula (I) and an end group represented by formula (III) and may further comprising an end group represented by formula (IV) and a repeating unit represented by formula (V);
• and
• reacting said starting polyorganosiloxane with a monofunctional silylating agent to substitute the group represented by OR.sup.1 directly bonded to the silicon atom with an end cap group represented by formula (II), in such a manner that the average number of the group represented by OR.sup.1 becomes 0 or more and less than 2 per one molecule of said polyorganosiloxane.

A method for crosslinking a copolymer resin comprising a polyorganosiloxane having a repeating unit represented by Formula (I) and an end cap group represented by Formula (II):

• ##STR9## said polyorganosiloxane further having an end group represented by Formula (III), an end group represented by Formula (IV), and a repeating unit represented by Formula (V):
• ##STR10## in such a manner that the average number of the group represented OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of being copolymerized with a polymerizable monomer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different, copolymerized with a monomer capable of reacting with said R group of said polyorganosiloxane comprising the step of crosslinking said copolymer resin with an isocyanate compound or a methylolmelamin.

A method for crosslinking a copolymer resin comprising a polyorganosiloxane having a repeating unit represented by Formula (I) and an end cap group represented by Formula (II):

• ##STR11## said polyorganosiloxane further having an end group represented by Formula (III), an end group represented by Formula (IV), and a repeating unit represented by Formula (V):
• ##STR12## in such a manner that the average number of the group represented by OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of reacting with a polymer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different, reacted with a polymer capable of reacting with said R group of said polyorganosiloxane, comprising the step of crosslinking said copolymer resin with an isocyanate compound or a methylolmelamin.

A method for crosslinking a copolymer resin comprising a polyorganosiloxane having a repeating unit represented by Formula (I) and an end cap group represented by Formula (II):

• ##STR13## said polyorganosiloxane further having an end group represented by Formula (III), an end group represented by Formula (IV), and a repeating unit represented by Formula (V):
• ##STR14## in such a manner that the average number of the group represented by OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of being copolymerized with a polymerizable monomer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different, copolymerized with a monomer capable of reacting with said R group of said polyorganosiloxane, comprising the step of crosslinking said copolymer resin by reacting a carboxylic group with an epoxy group, both contained in said copolymer.

A method for crosslinking a copolymer resin comprising a polyorganosiloxane having a repeating unit represented by Formula (I) and an end cap group represented by Formula (II):

• ##STR15## said polyorganosiloxane further having an end group represented by Formula (III), an end group represented by Formula (IV), and a repeating unit represented by Formula (V):
• ##STR16## in such a manner that the average number of the group represented by OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of reacting with a polymer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different, reacted with a polymer capable of reacting with said R group of said polyorganosiloxane, comprising the step of crosslinking said copolymer resin by reacting a carboxylic group with an epoxy group, both contained in said copolymer.

A method for forming a coating layer of a copolymer resin on a substrate, said copolymer resin comprising a polyorganosiloxane having a repeating unit represented by Formula (I) and an end cap group represented by Formula (II):

• ##STR17## said polyorganosiloxane further having an end group represented by Formula (III), an end group represented by Formula (IV), and a repeating unit represented by Formula (V):
• ##STR18## in such a manner that the average number of the group represented by OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of being copolymerized with a polymerizable monomer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different, copolymerized with a monomer capable of reacting with said R group of said polyorganosiloxane, comprising the steps of (A) providing said resin on said substrate and (B) crosslinking said copolymer resin with an isocyanate compound or a methylomelamine to form said coating layer on said substrate.

A method for forming a coating layer of a copolymer resin on a substrate, said copolymer resin comprising a polyorganosiloxane having a repeating unit represented by Formula (I) and an end cap group represented by Formula (II):

• ##STR19## said polyorganosiloxane further having an end group represented by Formula (III), an end group represented by Formula (IV), and a repeating unit represented by Formula (V):
• ##STR20## in such a manner that the average number of the group represented by OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of reacting with a polymer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different, reacted with a polymer capable of reacting with said R group of said polyorganosiloxane comprising the steps of (A) providing said resin on said substrate and (B) crosslinking said copolymer resin with an isocyanate compound or a methylomelamine, to form said coating layer on said substrate.

A method for forming a coating layer of a copolymer resin on a substrate, said copolymer resin comprising a polyorganosiloxane having a repeating unit represented by Formula (I) and an end cap group represented by Formula (II):

• ##STR21## said polyorganosiloxane further having an end group represented by Formula (III), an end group represented by Formula (IV), and a repeating unit represented by Formula (V):
• ##STR22## in such a manner that the average number of the group represented by OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of being copolymerized with a polymerizable monomer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different, copolymerized with a monomer capable of reacting with said R group of said polyorganosiloxane, comprising the steps of (A) providing said resin on said substrate and (B) crosslinking said copolymer resin by a reaction of a carboxylic group with an epoxy group, both contained in said copolymer, to form said coating layer on said substrate.

A method for forming a copolymer resin-containing on a substrate, said copolymer resin comprising a polyorganosiloxane having a repeating unit represented by Formula (I) and an end cap group represented by Formula (II):

• ##STR23## said polyorganosiloxane further having an end group represented by Formula (III), an end group represented by Formula (IV), and a repeating unit represented by Formula (V):
• ##STR24## in such a manner that the average number of the group represented by OR.sup.1 directly bonded to the silicon atom is 0 or more and less than 2 per one molecule of said polyorganosiloxane,
• said polyorganosiloxane having a number average molecular weight of from 500 to 100,000,
• wherein 50 to 99% by mole of R represents a methyl group, from 1 to 40% by mole of R represents a group capable of reacting with a polymer, and the balance of R represents an alkyl group having from 2 to 8 carbon atoms or an unsubstituted or substituted phenyl group;
• R.sup.1 represents a hydrogen atom or an alkyl group having from 1 to 4 carbon atoms, plurality of R.sup.1 may be the same or different;
• and R.sup.2 represents an alkyl group having from 1 to 8 carbon atoms or an aryl group having from 6 to 8 carbon atoms, plurality of R.sup.2 may be the same or different, reacted with a polymer capable of reacting with said R group of said polyorganosiloxane, comprising the steps of (A) providing said resin on said substrate and (B) crosslinking said copolymer resin by a reaction of a carboxylic group with an epoxy group, both contained in said copolymer resin, to form said coating layer on said substrate.