Thermosetting solution composition and prepreg

Abstract

A thermosetting solution composition composed of a biphenyltetracarboxylic acid compound containing a partial lower aliphatic alkyl ester of 2,3,3′,4′-biphenyltetracarboxylic acid and/or a partial lower aliphatic alkyl ester of 2,2′,3,3′-biphenyltetracarboxylic acid, an aromatic diamine compound in a molar amount larger than a molar amount of the biphenyltetracarboxylic acid compound, a partial lower aliphatic aryl ester of 4-(2-phenylethynyl)phthalic acid compound in a molar amount as much as 1.8-2.2 times a molar amount corresponding to a difference between the molar amount of the aromatic diamine compound and the molar amount of the biphenyltetracarboxylic acid compound, and an organic solvent composed of a lower aliphatic alcohol is of value for manufacture of a prepreg.

1 . A thermosetting solution composition comprising a biphenyltetracarboxylic acid compound containing at least 15 mol % of a partial lower aliphatic alkyl ester of 2,3,3′,4′-biphenyltetracarboxylic acid and/or a partial lower aliphatic alkyl ester of 2,2′,3,3′-biphenyltetracarboxylic acid, an aromatic diamine compound in a molar amount larger than a molar amount of the biphenyltetracarboxylic acid compound, a partial lower aliphatic alkyl ester of 4-(2-phenylethynyl)phthalic acid compound in a molar amount as much as 1.8-2.2 times a molar amount corresponding to a difference between the molar amount of the aromatic diamine compound and the molar amount of the biphenyltetracarboxylic acid compound, and an organic solvent comprising a lower aliphatic alcohol.  
     
     
         2 . The thermosetting solution composition of  claim 1 , wherein the lower aliphatic alcohol is methanol or ethanol.  
     
     
         3 . The thermosetting solution composition of  claim 1 , wherein each of the partial lower aliphatic alkyl esters is a partial methyl ester or a partial ethyl ester.  
     
     
         4 . The thermosetting solution composition of  claim 1 , wherein the molar amount of the partial lower aliphatic alkyl ester of 4-(2-phenylethynyl)phthalic acid compound is as much as 1.95-2.05 times a molar amount corresponding to the difference the molar amount of the aromatic diamine compound and the molar amount of the biphenyltetracarboxylic acid compound.  
     
     
         5 . The thermosetting solution composition of  claim 1 , wherein a total amount of the biphenyltetracarboxylic acid compound, the aromatic diamine compound, and 2-(2-phenylethynyl)phthalic acid compound is in the range of 30 to 80 wt. %, per the amount of the solution composition.  
     
     
         6 . The thermosetting solution composition of  claim 1 , wherein the biphenyltetracarboxylic acid compound comprises at least 50 molar % of 2,3,3′,4′-biphenyltetracarboxylic acid compound comprising a partial lower aliphatic alkyl ester of 2,3,3′,4′-biphenyltetracarboxylic acid compound.  
     
     
         7 . The thermosetting solution composition of  claim 1 , wherein the aromatic diamine compound comprises at least 50 molar % of an aromatic diamine having one aromatic ring in a molecular structure thereof.  
     
     
         8 . The thermosetting solution composition of  claim 1 , wherein the aromatic diamine compound comprises p-phenylenediamine, 1,3-bis(4-aminophenoxy)enzene, or a mixture thereof.  
     
     
         9 . The thermosetting solution composition of  claim 1 , which further comprises an imidazole compound.  
     
     
         10 . A thermosetting solution composition comprising a biphenyltetracarboxylic acid contend containing at least 15 mol % of a partial methyl ester of 2,3,3′,4′-biphenyltetracarboxylic acid and/or a partial methyl ester of 2,2′,3,3′-biphenyltetracarboxylic acid, an aromatic diamine compound in a molar amount larger than a molar amount of the biphenyltetracarboxylic acid compound, a partial methyl ester of 4-(2-phenylethynyl)-phthalic acid compound in a molar amount as much as 1.8-2.2 times a molar amount corresponding to a difference between the molar amount of the aromatic diamine compound and the molar amount of the biphenyltetracarboxylic acid compound, and an organic solvent comprising ethanol.  
     
     
         11 . A thermosetting powder composition comprising a biphenyltetracarboxylic acid compound containing at least 15 mol % of a partial lower aliphatic alkyl ester of 2,3,3′,4′-biphenyltetracarboxylic acid and/or a partial lower aliphatic alkyl ester of 2,2′,3,3′-biphenyltetracarboxylic acid, an aromatic diamine compound in a molar amount larger than a molar amount of the biphenyltetracarboxylic acid compound, and a partial lower aliphatic alkyl ester of 4-(2-phenylethynyl)phthalic acid compound in a molar amount as much as 1.8-2.2 times a molar amount corresponding to a difference between the molar amount of the aromatic diamine compound and the molar amount of the biphenyltetracarboxylic acid compound.  
     
     
         12 . The thermosetting powder composition of  claim 11 , wherein each of the partial lower aliphatic alkyl ester is a partial methyl ester.  
     
     
         13 . A prepreg comprising a sheet matrix of a reinforcing fiber impregnated with the thermosetting solution composition of  claim 1 .  
     
     
         14 . A prepreg comprising a sheet matrix of a reinforcing fiber impregnated with the thermosetting solution composition of  claim 10 .  
     
     
         15 . A method of manufacturing a resin article which comprises laminating a plural number of the prepregs defined in  claim 13  one on another and heating the resulting laminate under pressure.  
     
     
         16 . A method of manufacturing a resin article which comprises laminating a plural number of the prepregs defined in  claim 14  one on another and heating the resulting laminate under pressure.