Novel organic titanium compound, method for producing same, and room temperature-curable resin composition

Abstract

The present invention provides: a novel organic titanium compound having an effect as an adhesion promoter by itself; a production method of such organic titanium compound; and a room temperature-curable resin composition containing such organic titanium compound both as a curing catalyst and as an adhesion promoter. Provided are an organic titanium compound represented by an average composition formula (I): Ti(OR 1 ) 4-a (Y 3 Si-A-O—CO—CH═C(O)R) a (wherein R 1 represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms, R represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms, A represents a divalent hydrocarbon group having 3 to 6 carbon atoms, Y represents a hydrolyzable group, and a represents a number satisfying 0<a<4); a production method of such organic titanium compound; and a room temperature-curable resin composition that contains a room temperature-curable resin.

1 . An organic titanium compound represented by an average composition formula (I):
   Ti(OR 1 ) 4-a (Y 3 Si-A-O—CO—CH═C(O)R) a  
   
       wherein R 1  represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms; R represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms; A represents a divalent hydrocarbon group having 3 to 6 carbon atoms; Y represents a hydrolyzable group; and a represents a number satisfying 0<a<4. 
     
     
         2 . The organic titanium compound according to  claim 1 , wherein said organic titanium compound is a reaction product of an organic silicon compound and an organooxy titanium, said organic silicon compound having a β-ketoester structure and being represented by the following general formula (1): 
       
         
           
           
               
               
           
         
       
       wherein R represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms, A represents a divalent hydrocarbon group having 3 to 6 carbon atoms, and Y represents a hydrolyzable group, and said organooxy titanium being represented by the following general formula (2):
   Ti(OR 1 ) 4   (2)
 
 
       wherein R 1  represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms. 
     
     
         3 . The organic titanium compound according to  claim 2 , wherein said organic silicon compound represented by the general formula (1) is a reaction product of an unsaturated aliphatic group-containing β-ketoester and a hydrolyzable silane compound, said unsaturated aliphatic group-containing β-ketoester being represented by the following general formula (3): 
       
         
           
           
               
               
           
         
       
       wherein R represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms; and A 1  represents a divalent hydrocarbon group having 1 to 4 carbon atoms, and said hydrolyzable silane compound being represented by the following general formula (4):
   HSiY 3   (4)
 
 
       wherein Y represents a hydrolyzable group. 
     
     
         4 . The organic titanium compound according to  claim 1 , wherein in said average composition formula (I): Ti(OR 1 ) 4-a (Y 3 Si-A-O—CO—CH═C(O)R) a , an average coordination number a of a hydrolyzable silyl group-containing β-ketoester structure to titanium is 0.5 to 2.5. 
     
     
         5 . A production method of the organic titanium compound as set forth in  claim 1 , comprising a step of reacting an organic silicon compound and an organooxy titanium, said organic silicon compound having a β-ketoester structure and being represented by the following general formula (1): 
       
         
           
           
               
               
           
         
       
       wherein R represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms, A represents a divalent hydrocarbon group having 3 to 6 carbon atoms, and Y represents a hydrolyzable group, and said organooxy titanium being represented by the following general formula (2):
   Ti(OR 1 ) 4   (2)
 
 
       wherein R 1  represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 12 carbon atoms. 
     
     
         6 . A room temperature-curable resin composition comprising:
 (A) the organic titanium compound as set forth in  claim 1 ; and   (B) a room temperature-curable resin.   
     
     
         7 . The room temperature-curable resin composition according to  claim 6 , comprising
 the organic titanium compound (A) as set forth in  claim 1  in an amount of 0.01 to 30 parts by mass per 100 parts by mass of the room temperature-curable resin (B).   
     
     
         8 . The room temperature-curable resin composition according to  claim 6 , wherein said room temperature-curable resin (B) contains a curable organopolysiloxane. 
     
     
         9 . The room temperature-curable resin composition according to  claim 7 , further comprising, per 100 parts by mass of the component (B),
 (C) 0 to 15 parts by mass of a curing catalyst other than the component (A),   (D) 0 to 30 parts by mass of a hydrolyzable group-containing silane and/or a partial hydrolysis condensate thereof,   (E) 0 to 1,000 parts by mass of a filler and   (F) 0 to 30 parts by mass of an adhesion promoter.   
     
     
         10 . A coating agent, adhesive agent or sealing agent comprising the room temperature-curable resin composition as set forth in  claim 6 .