Aqueous polyimide precursor solution composition and method for producing aqueous polyimide precursor solution composition

Abstract

An aqueous polyimide precursor solution composition, in which a polyamic acid, which is formed by the reaction of a tetracarboxylic acid component and a diamine component, is dissolved in an aqueous solvent together with an imidazole in an amount of 1.6 mole or more per mole of the tetracarboxylic acid component of the polyamic acid.

1 . An aqueous polyimide precursor solution composition, wherein
 a polyamic acid, which is formed by the reaction of a tetracarboxylic acid component and a diamine component, and consists of a repeating unit represented by the following formula (1), is dissolved in an aqueous solvent together with an imidazole in an amount of 1.6 mole or more per mole of the tetracarboxylic acid component of the polyamic acid.   
       
         
           
           
               
               
           
         
       
       wherein
 A represents at least one selected from the group consisting of a tetravalent group of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, a tetravalent group of an aliphatic tetracarboxylic acid, from which carboxyl groups have been removed, and a tetravalent group of an aromatic tetracarboxylic acid containing a fluorine group, from which carboxyl groups have been removed, and 
 B represents at least one selected from the group consisting of a divalent group of an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more, from which amino groups have been removed, a divalent group of an aliphatic diamine having a molecular weight of 500 or less, from which amino groups have been removed, and a divalent group of an aromatic diamine containing a fluorine group, from which amino groups have been removed, 
 
       with the proviso that
 more than 50 mol % of A is a tetravalent group of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, and less than 50 mol %, including 0 mol %, of A is a tetravalent group of an aliphatic tetracarboxylic acid, from which carboxyl groups have been removed, and/or a tetravalent group of an aromatic tetracarboxylic acid containing a fluorine group, from which carboxyl groups have been removed, and 
 more than 50 mol % of B is a divalent group of an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more, from which amino groups have been removed, and less than 50 mol %, including 0 mol %, of B is a divalent group of an aliphatic diamine having a molecular weight of 500 or less, from which amino groups have been removed, and/or a divalent group of an aromatic diamine containing a fluorine group, from which amino groups have been removed, and 
 a combination of only a tetravalent group (A) of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, and only a divalent group (B) of an aromatic diamine containing no fluorine group, from which amino groups have been removed, is excluded. 
 
     
     
         2 . The aqueous polyimide precursor solution composition as claimed in  claim 1 , wherein the imidazole is selected from the group consisting of 1,2-dimethylimidazole, 2-ethyl-4-methylimidazole, 4-ethyl-2-methylimidazole, and 1-methyl-4-ethylimidazole. 
     
     
         3 . The aqueous polyimide precursor solution composition as claimed in  claim 1 , wherein the aqueous polyimide precursor solution composition has an inherent viscosity of 0.2 or more. 
     
     
         4 . The aqueous polyimide precursor solution composition as claimed in  claim 1 , wherein the aqueous polyimide precursor solution composition has an organic solvent content of less than 5 wt %. 
     
     
         5 . The aqueous polyimide precursor solution composition as claimed in  claim 4 , wherein the aqueous polyimide precursor solution composition contains substantially no organic solvent. 
     
     
         6 . A method for producing a polyimide seamless belt, comprising a step of:
 heating an aqueous polyimide precursor solution composition, in which a polyamic acid, which is formed by the reaction of a tetracarboxylic acid component and a diamine component, and consists of a repeating unit represented by the following formula (1), is dissolved in an aqueous solvent together with an imidazole in an amount of 1.6 mole or more per mole of the tetracarboxylic acid component of the polyamic acid.   
       
         
           
           
               
               
           
         
       
       wherein
 A represents at least one selected from the group consisting of a tetravalent group of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, a tetravalent group of an aliphatic tetracarboxylic acid, from which carboxyl groups have been removed, and a tetravalent group of an aromatic tetracarboxylic acid containing a fluorine group, from which carboxyl groups have been removed, and 
 B represents at least one selected from the group consisting of a divalent group of an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more, from which amino groups have been removed, a divalent group of an aliphatic diamine having a molecular weight of 500 or less, from which amino groups have been removed, and a divalent group of an aromatic diamine containing a fluorine group, from which amino groups have been removed, 
 
       with the proviso that
 more than 50 mol % of A is a tetravalent group of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, and less than 50 mol %, including 0 mol %, of A is a tetravalent group of an aliphatic tetracarboxylic acid, from which carboxyl groups have been removed, and/or a tetravalent group of an aromatic tetracarboxylic acid containing a fluorine group, from which carboxyl groups have been removed, and 
 more than 50 mol % of B is a divalent group of an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more, from which amino groups have been removed, and less than 50 mol %, including 0 mol %, of B is a divalent group of an aliphatic diamine having a molecular weight of 500 or less, from which amino groups have been removed, and/or a divalent group of an aromatic diamine containing a fluorine group, from which amino groups have been removed, and 
 a combination of only a tetravalent group (A) of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, and only a divalent group (B) of an aromatic diamine containing no fluorine group, from which amino groups have been removed, is excluded. 
 
     
     
         7 . A binder resin composition for electrodes, wherein
 a polyamic acid, which is formed by the reaction of a tetracarboxylic acid component and a diamine component, and consists of a repeating unit represented by the following formula (1), is dissolved in an aqueous solvent together with an imidazole in an amount of 1.6 mole or more per mole of the tetracarboxylic acid component of the polyamic acid.   
       
         
           
           
               
               
           
         
       
       wherein
 A represents at least one selected from the group consisting of a tetravalent group of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, a tetravalent group of an aliphatic tetracarboxylic acid, from which carboxyl groups have been removed, and a tetravalent group of an aromatic tetracarboxylic acid containing a fluorine group, from which carboxyl groups have been removed, and 
 B represents at least one selected from the group consisting of a divalent group of an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more, from which amino groups have been removed, a divalent group of an aliphatic diamine having a molecular weight of 500 or less, from which amino groups have been removed, and a divalent group of an aromatic diamine containing a fluorine group, from which amino groups have been removed, 
 
       with the proviso that
 more than 50 mol % of A is a tetravalent group of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, and less than 50 mol %, including 0 mol %, of A is a tetravalent group of an aliphatic tetracarboxylic acid, from which carboxyl groups have been removed, and/or a tetravalent group of an aromatic tetracarboxylic acid containing a fluorine group, from which carboxyl groups have been removed, and 
 more than 50 mol % of B is a divalent group of an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more, from which amino groups have been removed, and less than 50 mol %, including 0 mol %, of B is a divalent group of an aliphatic diamine having a molecular weight of 500 or less, from which amino groups have been removed, and/or a divalent group of an aromatic diamine containing a fluorine group, from which amino groups have been removed, and 
 a combination of only a tetravalent group (A) of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, and only a divalent group (B) of an aromatic diamine containing no fluorine group, from which amino groups have been removed, is excluded. 
 
     
     
         8 . An electrode mixture paste comprising an electrode active material and a binder resin composition for electrodes as claimed in  claim 7 . 
     
     
         9 . An electrode produced by applying an electrode mixture paste as claimed in  claim 8  onto a current collector, and then heating the electrode mixture paste to remove a solvent and effect imidization. 
     
     
         10 . A polyimide precursor resin composition for flexible device substrates, wherein
 a polyamic acid, which is formed by the reaction of a tetracarboxylic acid component and a diamine component, and consists of a repeating unit represented by the following formula (1), is dissolved in an aqueous solvent together with an imidazole in an amount of 1.6 mole or more per mole of the tetracarboxylic acid component of the polyamic acid.   
       
         
           
           
               
               
           
         
       
       wherein
 A represents at least one selected from the group consisting of a tetravalent group of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, a tetravalent group of an aliphatic tetracarboxylic acid, from which carboxyl groups have been removed, and a tetravalent group of an aromatic tetracarboxylic acid containing a fluorine group, from which carboxyl groups have been removed, and 
 B represents at least one selected from the group consisting of a divalent group of an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more, from which amino groups have been removed, a divalent group of an aliphatic diamine having a molecular weight of 500 or less, from which amino groups have been removed, and a divalent group of an aromatic diamine containing a fluorine group, from which amino groups have been removed, 
 
       with the proviso that
 more than 50 mol % of A is a tetravalent group of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, and less than 50 mol %, including 0 mol %, of A is a tetravalent group of an aliphatic tetracarboxylic acid, from which carboxyl groups have been removed, and/or a tetravalent group of an aromatic tetracarboxylic acid containing a fluorine group, from which carboxyl groups have been removed, and 
 more than 50 mol % of B is a divalent group of an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more, from which amino groups have been removed, and less than 50 mol %, including 0 mol %, of B is a divalent group of an aliphatic diamine having a molecular weight of 500 or less, from which amino groups have been removed, and/or a divalent group of an aromatic diamine containing a fluorine group, from which amino groups have been removed, and 
 a combination of only a tetravalent group (A) of an aromatic tetracarboxylic acid containing no fluorine group, from which carboxyl groups have been removed, and only a divalent group (B) of an aromatic diamine containing no fluorine group, from which amino groups have been removed, is excluded. 
 
     
     
         11 . A method for producing a flexible device which is a display device or a light-receiving device, comprising steps of:
 applying a polyimide precursor resin composition for flexible device substrates as claimed in  claim 10  onto a carrier substrate, and then heating the composition to form a solid polyimide resin film;   forming a circuit on the polyimide resin film; and   separating the polyimide resin film on which the circuit is formed from the carrier substrate.   
     
     
         12 . A flexible device produced by a method for producing a flexible device as claimed in  claim 11 , wherein the flexible device is a display device or a light-receiving device. 
     
     
         13 . A method for producing an aqueous polyimide precursor solution composition, comprising:
 reacting a tetracarboxylic acid component, which comprises an aromatic tetracarboxylic dianhydride containing no fluorine group in an amount of more than 50 mol % and comprises an aliphatic tetracarboxylic dianhydride and/or an aromatic tetracarboxylic dianhydride containing a fluorine group in an amount of less than 50 mol %, or alternatively, does not comprise an aliphatic tetracarboxylic dianhydride and an aromatic tetracarboxylic dianhydride containing a fluorine group, and a diamine component, which comprises an aromatic diamine containing no fluorine group and having a solubility in water at 25° C. of 0.1 g/L or more in an amount of more than 50 mol % and comprises an aliphatic diamine having a molecular weight of 500 or less and/or an aromatic diamine containing a fluorine group in an amount of less than 50 mol %, or alternatively, does not comprise an aliphatic diamine having a molecular weight of 500 or less and an aromatic diamine containing a fluorine group, in the presence of an imidazole using water as a reaction solvent to provide an aqueous polyimide precursor solution composition,   
       with the proviso that
 when a combination of an aromatic tetracarboxylic dianhydride containing no fluorine group and an aromatic diamine containing no fluorine group is reacted is excluded. 
 
     
     
         14 . The method for producing an aqueous polyimide precursor solution composition as claimed in  claim 13 , wherein the amount of the imidazole used is 1.6 mole or more per mole of the tetracarboxylic dianhydride.