Organosilicon compound and production process for the same, and polysiloxane and production process for the same

Abstract

The present invention provides a novel organosilicon compound and polysiloxane which are useful as electronic materials, optical materials, coating materials, sealing materials and catalyst carriers and which can be used as additives for improving various physical properties such as flame retardancy, heat resistance, weatherability, light resistance, electric insulating property, a surface characteristic, hardness, a mechanical strength and a chemical resistance of a polymer material. That is, the present invention relates to an organosilicon compound represented by Formula (1) and polysiloxane comprising the above organosilicon compound as a monomer:

1 . An organosilicon compound represented by Formula (1): 
       
         
           
           
               
               
           
         
       
       wherein each R 1  is a group selected independently from hydrogen, alkyl having 1 to 45 carbon atoms, substituted or unsubstituted aryl, and arylalkyl; in which in the alkyl optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O—, —CH═CH—, cycloalkylene, or cycloalkenylene, and arylalkyl is constituted of alkylene in which optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O—, —CH═CH— or cycloalkylene, and substituted or unsubstituted aryl. 
     
     
         2 . The organosilicon compound according to  claim 1 , wherein each R 1  is a group selected independently from hydrogen and alkyl having 1 to 30 carbon atoms, in which in the alkyl optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O— or cycloalkylene. 
     
     
         3 . The organosilicon compound according to  claim 1 , wherein each R 1  is a group selected independently from hydrogen, alkenyl having 2 to 20 carbon atoms and alkyl having 1 to 20 carbon atoms; in which in the alkenyl optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O— or cycloalkylene, and in the alkyl optional hydrogen may be replaced by fluorine and at least one —CH 2 — is replaced by cycloalkenylene. 
     
     
         4 . The organosilicon compound according to  claim 1 , wherein each R 1  is a group selected independently from hydrogen, phenyl and naphthyl; in which in the phenyl optional hydrogen may be replaced by halogen or alkyl having 1 to 10 carbon atoms, in the alkyl which is a substituent of the phenyl optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O—, —CH═CH—, cycloalkylene or phenylene; and when the phenyl or the naphthyl has plural substituents, the substituents may be the same group or different groups. 
     
     
         5 . The organosilicon compound according to  claim 1 , wherein each R 1  is a group selected independently from hydrogen and phenylalkyl constituted of phenyl and alkylene having 1 to 12 carbon atoms; in which in the phenyl optional hydrogen may be replaced by halogen or alkyl having 1 to 10 carbon atoms, in the alkyl which is a substituent of the phenyl optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O—, —CH═CH—, cycloalkylene or phenylene, and in the alkylene optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O— or cycloalkylene; and when the phenyl has plural substituents, the substituents may be the same group or different groups. 
     
     
         6 . The organosilicon compound according to  claim 1 , wherein each R 1  is a group selected independently from hydrogen and phenylalkenyl constituted of phenyl and alkenylene having 2 to 12 carbon atoms; in which in the phenyl optional hydrogen may be replaced by halogen or alkyl having 1 to 10 carbon atoms, in the alkyl which is a substituent of the phenyl optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O—, —CH═CH—, cycloalkylene or phenylene, and in the alkenylene optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O— or cycloalkylene; and when the phenyl has plural substituents, the substituents may be the same group or different groups. 
     
     
         7 . The organosilicon compound according to  claim 1 , wherein each R 1  is a group selected independently from hydrogen, alkyl having 1 to 8 carbon atoms, phenyl, phenylalkyl constituted of phenyl and alkylene having 1 to 8 carbon atoms, and naphthyl; in which in the alkyl optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O—, —CH═CH—, cycloalkylene or cycloalkenylene, in the phenyl optional hydrogen may be replaced by halogen, methyl or methoxy, in the phenyl of phenylalkyl optional hydrogen may be replaced by fluorine, alkyl having 1 to 4 carbon atoms, vinyl or methoxy, and in the alkylene of phenylalkyl optional —CH 2 — may be replaced by —O—, —CH═CH— or cycloalkylene; and when the phenyl has plural substituents, the substituents may be the same group or different groups. 
     
     
         8 . The organosilicon compound according to  claim 1 , wherein all of R 1 's are the same group selected from hydrogen, alkyl having 1 to 8 carbon atoms, phenyl, phenylalkyl constituted of phenyl and alkylene having 1 to 8 carbon atoms, and naphthyl; in which in the alkyl optional hydrogen may be replaced by fluorine and optional —CH 2 — may be replaced by —O—, —CH═CH—, cycloalkylene or cycloalkenylene, in the phenyl optional hydrogen may be replaced by halogen, methyl or methoxy, in the phenyl of phenylalkyl optional hydrogen may be replaced by fluorine, alkyl having 1 to 4 carbon atoms, vinyl or methoxy, and in the alkylene of phenylalkyl optional —CH 2 — may be replaced by —O—, —CH═CH— or cycloalkylene; and when the phenyl has plural substituents, the substituents may be the same group or different groups. 
     
     
         9 . The organosilicon compound according to  claim 1 , wherein all of R 1 's are the same group selected from hydrogen, phenyl, phenylalkyl constituted of phenyl and alkylene having 1 to 8 carbon atoms, and naphthyl; in which in the phenyl optional hydrogen may be replaced by halogen, methyl or methoxy, in the phenyl of phenylalkyl optional hydrogen may be replaced by fluorine, alkyl having 1 to 4 carbon atoms, vinyl or methoxy, and in the alkylene of phenylalkyl optional —CH 2 — may be replaced by —O—, —CH═CH— or cycloalkylene; and when the phenyl has plural substituents, the substituents may be the same group or different groups. 
     
     
         10 . The organosilicon compound according to  claim 1 , wherein all of R 1 's are phenyl. 
     
     
         11 . A process for producing the organosilicon compound defined in  claim 1 , which comprises reacting an organosilicon compound represented by Formula (2): 
       
         
           
           
               
               
           
         
       
       wherein R 2  is the same as that of R 1  in Formula (1) defined in  claim 1 , and M is a monovalent alkaline metal atom, with a proton donor. 
     
     
         12 . (canceled) 
     
     
         13 . The process as defined in  claim 11 , wherein the proton donor is an inorganic acid. 
     
     
         14 . The process as defined in  claim 11 , wherein the proton donor is an organic acid. 
     
     
         15 - 25 . (canceled) 
     
     
         26 . A production process for polysiloxane, characterized by reacting the organosilicon compound according to  claim 1  with an organosilicon compound having a hydrolytic group. 
     
     
         27 . A production process for polysiloxane, characterized by reacting the organosilicon compound according to  claim 1  with an organosilicon compound having silanol. 
     
     
         28 . The production process for polysiloxane according to  claim 26 , wherein the hydrolytic group is an alkoxysilyl group. 
     
     
         29 . The production process for polysiloxane according to  claim 26 , wherein the hydrolytic group is an acetoxysilyl group. 
     
     
         30 . The production process for polysiloxane according to  claim 26 , wherein the hydrolytic group is a halosilyl group. 
     
     
         31 . The production process for polysiloxane according to  claim 26 , wherein the hydrolytic group is an aminosilyl group.