Polyimide films and electronic devices

Abstract

In a first aspect, a polyimide film includes a polyimide derived from a dianhydride and a diamine. The dianhydride, the diamine or both the dianhydride and the diamine include an alicyclic monomer, an aliphatic monomer or both an alicyclic monomer and an aliphatic monomer. The polyimide film has an L* of at least 90, a b* of 1.25 or less, a yellowness index of 2.25 or less and a haze of less than 1% for a film thickness of 50 μm. In a second aspect, an electronic device includes the polyimide film of the first aspect.

What is claimed is: 
     
         1 . A polyimide film comprising:
 a polyimide derived from a dianhydride and a diamine, wherein:
 the dianhydride, the diamine or both the dianhydride and the diamine comprise an alicyclic monomer, an aliphatic monomer or both an alicyclic monomer and an aliphatic monomer; 
 the polyimide film has an L* of at least 90, a b* of 1.25 or less, a yellowness index of 2.25 or less and a haze of less than 1%for a film thickness of 50 pm; and 
 the polyimide film is formed by:
 (a) polymerizing the dianhydride and the diamine in the presence of a first solvent to obtain a polyamic acid solution; 
 (b) imidizing the polyamic acid solution to form a first substantially imidized solution, wherein greater than 85% of the amic acid groups are converted to polyimide, as determined by infrared spectroscopy; 
 (c) precipitating a solid polyimide resin from the first substantially imidized solution with an antisolvent; 
 (d) isolating and drying the solid polyimide resin; 
 (e) dissolving the solid polyimide resin in a second solvent to form a second substantially imidized solution; 
 (f) casting the second substantially imidized solution to form a film; and 
 (g) drying the film. 
 
   
     
     
         2 . The polyimide film of  claim 1 , wherein after (e) and before (f), the second substantially imidized solution is filtered to remove insoluble constituents of the solution. 
     
     
         3 . The polyimide film of  claim 1 , wherein the first and second solvents are the same or different. 
     
     
         4 . The polyimide film of  claim 1 , wherein the dianhydride is selected form the group consisting of 4,4′-(hexafluoroisopropylidene)diphthalic anhydride, 3,3′,4,4′-biphenyltetracarboxylic dianhydride, 3,3′,4,4′-benzophenonetetracarboxylic dianhydride, 3,3′,4,4′-diphenylsulfonetetracarboxylic dianhydride and mixtures thereof. 
     
     
         5 . The polyimide film of  claim 4 , wherein the dianhydride further comprises an alicyclic dianhydride selected from the group consisting of cyclobutane-1,2,3,4-tetracarboxylic dianhydride, 1,2,4,5-cyclohexanetetracarboxylic dianhydride, 1,2,3,4-cyclohexanetetracarboxylic dianhydride, 1,2,3,4-cyclopentanetetracarboxylic dianhydride, hexahydro-4,8-ethano-1H,3H-benzo[1,2-c:4,5-c′]difuran-1,3,5,7-tetrone, 3-(carboxymethyl)-1,2,4-cyclopentanetricarboxylic 1,4:2,3-dianhydride and meso-butane-1,2,3,4-tetracarboxylic dianhydride. 
     
     
         6 . The polyimide film of  claim 1 , wherein the diamine comprises a fluorinated aromatic diamine. 
     
     
         7 . The polyimide film of  claim 6 , wherein the fluorinated aromatic diamine comprises 2,2′-bis(trifluoromethyl) benzidine. 
     
     
         8 . The polyimide film of  claim 1 , wherein the diamine comprises an aliphatic diamine selected from the group consisting of 1,2-diaminoethane, 1,6-diaminohexane, 1,4-diaminobutane, 1,5 diaminopentane, 1,7-diaminoheptane, 1,8-diaminooctane, 1,9-diaminononane, 1,10-diaminodecane, 1,11-diaminoundecane, 1,12-diaminododecane, 1,16-hexadecamethylenediamine, 1,3-bis(3-aminopropyl)-tetramethyldisiloxane and mixtures thereof. 
     
     
         9 . The polyimide film of  claim 1 , wherein the diamine comprises an alicyclic diamine selected from the group consisting of cis-1,3-diaminocyclobutane, trans-1,3-diaminocyclobutane, 6-amino-3-azaspiro[3.3]heptane, and 3,6-diaminospiro[3.3]heptane, bicyclo[2.2.1]heptane-1,4-diamine, isophoronediamine, bicyclo[2.2.2]octane-1,4 diamine, cis-1,4-cyclohexane diamine, trans-1,4-cyclohexane diamine, 1,4-bis(aminomethyl)cyclohexane, 4,4′-methylenebis(cyclohexylamine), 4,4′-methylenebis(2-methyl-cyclohexylamine), bis(aminomethyl)norbornane and mixtures thereof. 
     
     
         10 . The polyimide film of  claim 1 , wherein the polyimide film has a thickness in the range of from 10 to 150 μm. 
     
     
         11 . The polyimide film of  claim 1 , wherein the polyimide film has a b* of 1.0 or less for a film thickness of 50 μm. 
     
     
         12 . The polyimide film of  claim 1 , wherein the polyimide film has a yellowness index of 2.0 or less for a film thickness of 50 μm. 
     
     
         13 . An electronic device comprising the polyimide film of  claim 1 .