Polyamide acid and resin composition containing same

Abstract

The invention aims to provide polyamic acid that can form a varnish with a low viscosity and serves to produce, through curing, coat film with good mechanical characteristics and further aims to produce cured coat film with good mechanical characteristics regardless of whether the molar concentration of the acid anhydride group in the acid dianhydride monomer and that of the amino group in the multivalent amine compound or diamine compound are identical to or different from each other. This objective is met by polyamic acid including a structure as represented by chemical formula (1) given below: (In chemical formula (1), δ represents an oxygen or sulfur atom and W represents an electron-withdrawing group, and R 11 and R 12 represent independently a hydrogen atom or a hydrocarbon group having 1 to 10 carbon atoms.

1 . Polyamic acid comprising a structure as represented by chemical formula (1) given below: 
       
         
           
           
               
               
           
         
         wherein δ represents an oxygen or sulfur atom and W represents an electron-withdrawing group, and R 11  and R 12  represent independently a hydrogen atom or a hydrocarbon group containing 1 to 10 carbon atoms. 
       
     
     
         2 . Polyamic acid as described in  claim 1 , wherein the structure is represented by chemical formula (2) or (3) given below: 
       
         
           
           
               
               
           
         
         wherein U and X represent a tetravalent tetracarboxylic acid residue containing 2 or more carbon atoms, V represents a tri- or higher-valent multivalent amine residue containing 2 or more carbon atoms, Y represents a divalent diamine residue containing 2 or more carbon atoms, Z represents a structure represented by chemical formula (1) given above, k, m, and n each represent a positive integer, and R 1  to R 4  represent independently a hydrogen atom, a hydrocarbon group containing 1 to 10 carbon atoms, or an alkyl silyl group containing 1 to 10 carbon atoms. 
       
     
     
         3 . Polyamic acid as described in  claim 1 , wherein W in chemical formula (1) is represented by any one of chemical formulae (4) to (11): 
       
         
           
           
               
               
           
         
         wherein R 21  to R 28  are independently a hydrocarbon group containing 1 to 10 carbon atoms or an organic group containing 1 to 10 carbon atoms which comprises hydrogen and carbon as essential elements and 1 to 10 other atoms of elements selected from the group of boron, oxygen, sulfur, nitrogen, phosphorus, silicon, and halogens. 
       
     
     
         4 . Polyamic acid as described in  claim 1 , wherein the structure represented by chemical formula (1) is represented by any one of chemical formulae (12) to (14): 
       
         
           
           
               
               
           
         
       
     
     
         5 . A resin composition comprising: (a) polyamic acid as described in  claim 1  and (b) a solvent. 
     
     
         6 . A production method for polyamic acid as described in  claim 1  comprising:
 a step for reacting an amino group of a multivalent amine compound containing 3 or more primary amino groups with a compound that reacts with an amino group to form a structure as represented by chemical formula (1) given above, to form a multivalent amine derivative containing 2 or more primary amino groups and a structure as represented by chemical formula (1) and 
 a step for polymerizing the multivalent amine derivative with tetracarboxylic acid or a derivative thereof. 
 
     
     
         7 . A production method for polyamic acid as described in  claim 1  comprising:
 a step for reacting an amino group of a diamine compound with a compound that reacts with an amino group to form a structure as represented by chemical formula (1) given above, to form a diamine derivative containing a primary amino group and a structure as represented by chemical formula (1) and 
 a step for polymerizing the diamine derivative with tetracarboxylic acid or a derivative thereof. 
 
     
     
         8 . A production method for polyamic acid as described in  claim 1  comprising:
 a step for polymerizing a diamine compound and tetracarboxylic acid or a derivative thereof to produce polyamic acid having an amino group at a chain end and 
 a step for reacting the amino group of the polyamic acid with a compound that reacts with an amino group to form a structure as represented by chemical formula (1), to thereby produce polyamic acid having a structure as represented by chemical formula (1). 
 
     
     
         9 . Polyimide film comprising polyimide produced by imidizing polyamic acid as described in  claim 1 . 
     
     
         10 . A production method for polyimide film comprising a step for producing resin film containing polyamic acid from a resin composition as described in  claim 5  and a step for imidizing the polyamic acid. 
     
     
         11 . Polyamic acid as described in  claim 2 , wherein W in chemical formula (1) is represented by any one of chemical formulae (4) to (11): 
       
         
           
           
               
               
           
         
         wherein R 21  to R 28  are independently a hydrocarbon group containing 1 to 10 carbon atoms or an organic group containing 1 to 10 carbon atoms which comprises hydrogen and carbon as essential elements and 1 to 10 other atoms of elements selected from the group of boron, oxygen, sulfur, nitrogen, phosphorus, silicon, and halogens. 
       
     
     
         12 . Polyamic acid as described in  claim 2 , wherein the structure represented by chemical formula (1) is represented by any one of chemical formulae (12) to (14): 
       
         
           
           
               
               
           
         
       
     
     
         13 . Polyamic acid as described in  claim 3 , wherein the structure represented by chemical formula (1) is represented by any one of chemical formulae (12) to (14): 
       
         
           
           
               
               
           
         
       
     
     
         14 . A resin composition comprising: (a) polyamic acid as described in  claim 2  and (b) a solvent. 
     
     
         15 . A resin composition comprising: (a) polyamic acid as described in  claim 3  and (b) a solvent. 
     
     
         16 . A resin composition comprising: (a) polyamic acid as described in  claim 4  and (b) a solvent. 
     
     
         17 . A production method for polyamic acid as described in  claim 2  comprising:
 a step for reacting an amino group of a multivalent amine compound containing 3 or more primary amino groups with a compound that reacts with an amino group to form a structure as represented by chemical formula (1) given above, to form a multivalent amine derivative containing 2 or more primary amino groups and a structure as represented by chemical formula (1) and 
 a step for polymerizing the multivalent amine derivative with tetracarboxylic acid or a derivative thereof. 
 
     
     
         18 . A production method for polyamic acid as described in  claim 3  comprising:
 a step for reacting an amino group of a multivalent amine compound containing 3 or more primary amino groups with a compound that reacts with an amino group to form a structure as represented by chemical formula (1) given above, to form a multivalent amine derivative containing 2 or more primary amino groups and a structure as represented by chemical formula (1) and 
 a step for polymerizing the multivalent amine derivative with tetracarboxylic acid or a derivative thereof. 
 
     
     
         19 . A production method for polyamic acid as described in  claim 4  comprising:
 a step for reacting an amino group of a multivalent amine compound containing 3 or more primary amino groups with a compound that reacts with an amino group to form a structure as represented by chemical formula (1) given above, to form a multivalent amine derivative containing 2 or more primary amino groups and a structure as represented by chemical formula (1) and 
 a step for polymerizing the multivalent amine derivative with tetracarboxylic acid or a derivative thereof. 
 
     
     
         20 . A production method for polyamic acid as described in  claim 2  comprising:
 a step for reacting an amino group of a diamine compound with a compound that reacts with an amino group to form a structure as represented by chemical formula (1) given above, to form a diamine derivative containing a primary amino group and a structure as represented by chemical formula (1) and 
 a step for polymerizing the diamine derivative with tetracarboxylic acid or a derivative thereof.