Organopolysiloxane compound

• US 5,049,617 A
• Filed: 09/26/1989
• Issued: 09/17/1991
• Est. Priority Date: 09/27/1988
• Status: Expired due to Term

• Current Assignee: Shin-Etsu Chemical Company Limited
• Original Assignee: Shin-Etsu Chemical Company Limited
• Inventors: Uehara, Hitoshi, Yoshioka, Hiroshi, Ono, Ichiro
• Primary Examiner(s): Marquis, Melvyn I.
• Assistant Examiner(s): Glass, M.
• Application Number:
  US07/412,729
• Time in Patent Office: 721 Days
• Field of Search: 528/34, 528/18, 528/41, 528/32, 528/31, 556/440, 526/279, 525/106, 525/104
• US Class Current: 525/104
• CPC Class Codes: C08F 230/085 the monomer being a polymerisable silane, e.g. (meth)acryloyloxy trialkoxy silanes or vinyl trialkoxysilanes
• CPC Class Codes: C08F 291/00 Macromolecular compounds obtained by polymerising monomers on to macromolecular compounds according to more than one of the groups C08F251/00 - C08F289/00
• CPC Class Codes: C08G 77/20 containing silicon bound to unsaturated aliphatic groups C08G77/045 takes precedence
• CPC Class Codes: C08G 77/485 containing less than 25 silicon atoms
• CPC Class Codes: C08G 77/50 by carbon linkages C08G77/485 takes precedence

Abstract

Organopolysiloxane compounds represented by the following general formula (I), which can fully achieve their effects as functional group when introduced as cross-linking groups into moisture cross-linkable polymers: ##STR1## (wherein R'"'"' represents methyl group or hydrogen atom; R² represents methyl group or ethyl group; m represents an integer from 1 to 3; n represents an integer from 3 to 50; k represents 1 or 2 and l represents 2 or 3).

Claims

1. An organopolysiloxane represented by the formula:

##STR22## wherein R¹ represents a methyl group or a hydrogen atom;

R² represents a methyl or ethyl group;

m represents an integer from 1 to 3;

n represents an integer from 3 to 50;

k represents the integer 1 or 2; and

l represents the integer 2 or 3.

2. A method for producing an organopolysiloxane compound of claim 1, which comprises the steps of causing dimethyl-vinylsilanol and hexamethylcyclotrisiloxane to undergo a ring opening polymerization in a polar solvent in the presence of a 5 coordination silicon catalyst and at a temperature from 50°

to 120°

C. to obtain an organopolysiloxane, one end group of which is blocked by a vinyl group and the other of which is blocked by a silanol group, reacting the resulting organopolysiloxane with a chlorosilane compound substituted by a (meth)acryl group in the present of a hydrochloric acid capture agent and at a temperature from 0°

C. to 120°

C. to obtain an organopolysiloxane one end group of which is blocked by (meth)acrylic group and the other of which is blocked by vinyl group, and causing the thus blocked organopolysiloxane and an alkoxy-hydrogensilane to undergo a hydrosilylation reaction at a temperature from 50°

C. to 150°

C. in the present of a hydrosilylation catalyst.

3. The method of claim 2, wherein said polar solvent is at least one of acetonitrile, dimethylsulfoxide, dimethylsulfone and tetramethylenesulfone.

4. The method of claim 2, wherein the step of reacting the organopolysiloxane, one end group of which is blocked by vinyl group and the other one which is blocked by silanol group, with a (meth)acryl group-substituted chlorosilane compound is carried out under conditions that equimolar amounts of SiCl and SiOH are present in the reaction system.

5. A method of producing an organopolysiloxane compound of claim 1, which comprises causing hexamethylcyclotrisiloxane to react with (meth)acrylate-substituted dimethylsilanol in a polar solvent in the presence of a 5 coordination silicon catalyst and at a temperature from 50°

C. to 120°

C. to obtain an organopolysiloxane, one end group of which is blocked by a (meth)acrylate group and the other of which is blocked by a silanol group, reacting the thus obtained organopolysiloxane with vinyldimethylchlorosilane in the presence of a hydrochloric acid capture agent and at a temperature from 0°

C. to 120°

C. to obtain an organopolysiloxane, one end group of which is blocked by (meth)acrylic group and the other of which is blocked by vinyl group, and causing the thus blocked organopolysiloxane and an alkoxy-hydrogensilane to undergo an addition reaction at a temperature from 50°

C. to 150°

C.

6. The method of claim 5, wherein said polar solvent is at least one of acetonitrile, dimethylsulfoxide, dimethylsulfone and tetramethylenesulforan.

7. The method of producing the organopolysiloxane compound as claimed in claim 5, wherein the organopolysiloxane containing a (meth)acrylate group as one terminal group and a silanol group as the other terminal group is reacted with an amount of vinyldimethylchlorosilane in excess of that theoretically required to react with all of the silanol groups in the reaction system.

8. A moisture cross-linkable polymer containing an alkoxysilyl group, which is prepared by copolymerizing the organopolysiloxane of claim 1 and a polymerizable monomer containing a vinylic unsaturated double bond.

9. A moisture cross-linkable polymer containing an alkoxysilyl group, which is obtained by heating and kneading a mixture comprising an organopolysiloxane of claim 1 to a backbone polymer selected from polyethylene, polypropylene, polymethylpentene-1, polyvinyl chloride, polyvinylidene chloride and polyethylene copolymers, and a radical producing agent to thereby graft polymerize the organopolysiloxane onto the backbone polymer.

10. A moisture-cross-linkable polymer according to claim 8, wherein n of the organopolysiloxane is an integer from within the range of from 7 to 31.

11. A moisture-cross-linkable polymer according to claim 9, wherein n of the organopolysiloxane is an integer from within the range of from 7 to 31.

12. The method of claim 3, wherein the step of reacting the organopolysiloxane, one end group of which is blocked by vinyl group and the other of which is blocked by a silanol group, with a (meth)acryl group-substituted chlorosilane compound is carried out under conditions such that equimolar amounts of SiCl and SiOH are present in the reaction system.

13. The method of producing the organopolysiloxane compound as claimed in claim 6, wherein the step of reacting the organopolysiloxane, containing a (meth)acrylate group as one terminal group and silanol group as the other terminal group, is reacted with vinyldimethyl-chlorosilane in excess of the silanol groups in the reaction system.