Conjugated diene polymer, conjugated diene polymer composition, and method for producing conjugated diene polymer

Abstract

A conjugated diene polymer is provided that comprises a conjugated diene-based constituent unit and a constituent unit of formula (I) below, at least one terminus of the polymer being modified by a compound of formula (II): X 1 , X 2 , and X 3 independently denote a group of formula (Ia) below, a hydroxy group, a hydrocarbyl group, or a substituted hydrocarbyl group, and at least one of X 1 , X 2 , and X 3 is a group of formula (Ia) below or a hydroxy group. wherein R 1 and R 2 independently denote a hydrocarbyl group having 1 to 6 carbon atoms, a substituted hydrocarbyl group having 1 to 6 carbon atoms, a silyl group, or a substituted silyl group, and R 1 and R 2 may be bonded so as to form, together with the nitrogen atom, a ring structure, wherein n denotes an integer of 1 to 10, R 3 denotes a hydrogen atom, a hydrocarbyl group having 1 to 6 carbon atoms, or a substituted hydrocarbyl group having 1 to 6 carbon atoms, A 1 denotes an oxygen atom or an —NR 4 — group, wherein R 4 denotes a hydrogen atom or a hydrocarbyl group having 1 to 10 carbon atoms, and A 2 denotes a nitrogen atom- and/or oxygen atom-containing functional group.

1 . A conjugated diene polymer comprising a conjugated diene-based constituent unit and a constituent unit of formula (I) below, at least one terminus of the polymer being modified by a compound of formula (II): 
       
         
           
           
               
               
           
         
         wherein X 1 , X 2 , and X 3  independently denote a group of formula (Ia) below, a hydroxy group, a hydrocarbyl group, or a substituted hydrocarbyl group, and at least one of X 1 , X 2 , and X 3  is a group of formula (Ia) below or a hydroxy group, 
       
       
         
           
           
               
               
           
         
         wherein R 1  and R 2  independently denote a hydrocarbyl group having 1 to 6 carbon atoms, a substituted hydrocarbyl group having 1 to 6 carbon atoms, a silyl group, or a substituted silyl group, and R 1  and R 2  may be bonded so as to form, together with the nitrogen atom, a ring structure, 
       
       
         
           
           
               
               
           
         
         wherein n denotes an integer of 1 to 10, R 3  denotes a hydrogen atom, a hydrocarbyl group having 1 to 6 carbon atoms, or a substituted hydrocarbyl group having 1 to 6 carbon atoms, A 1  denotes an oxygen atom or an —NR 4 — group (R 4  denotes a hydrogen atom or a hydrocarbyl group having 1 to 10 carbon atoms), and A 2  denotes a nitrogen atom- and/or oxygen atom-containing functional group. 
       
     
     
         2 . The polymer according to  claim 1 , wherein R 1  and R 2  in formula (Ia) are hydrocarbyl groups having 1 to 6 carbon atoms. 
     
     
         3 . The polymer according to  claim 1 , wherein two of X 1 , X 2 , and X 3  of formula (I) are groups of formula (Ia) or hydroxy groups. 
     
     
         4 . The polymer according to  claim 1 , wherein A 2  in formula (II) is a group of formula (III) below or a hydroxy group, 
       
         
           
           
               
               
           
         
         wherein R 5  and R 6  independently denote a group having 1 to 6 carbon atoms, which may have at least one type of atom selected from the atomic group consisting of a nitrogen atom, an oxygen atom, and a silicon atom, R 5  and R 6  may be bonded so as to form, together with the nitrogen atom, a ring structure, and R 5  and R 6  may be a single group bonded to the nitrogen via a double bond. 
       
     
     
         5 . The polymer according to  claim 1 , wherein the vinyl bond content of the conjugated diene polymer is not less than 20 mole % and not more than 70 mole % per 100 mole % of the conjugated diene-based constituent unit. 
     
     
         6 . A conjugated diene polymer composition comprising the conjugated diene polymer according to  claim 1  and a filler. 
     
     
         7 . The composition according to  claim 6 , wherein the content of the filler is 10 to 150 parts by weight per 100 parts by weight of the conjugated diene polymer.