Polyimide precursor composition
A polyimide precursor composition that exhibits excellent tensile strength and breaking elongation, and that provides a film containing an alicyclic polyimide resin; a method for producing a polyimide film using the polyimide precursor composition; and a permanent film that contains an alicyclic polyimide resin and that exhibits excellent tensile strength and breaking elongation. The polyimide precursor composition is a mixture of a resin precursor component which is a polyamic acid including an alicyclic backbone having a predetermined structure, a monomer component that includes an aromatic diamine compound having a predetermined structure or an alicyclic tetracarboxylic acid di-anhydride having a predetermined structure; an imidazole compound having a predetermined structure; and a solvent.
1. A polyimide precursor composition comprising an imidazole compound (A), a resin precursor component (B), and a solvent (S), wherein
the imidazole compound (A) is a compound represented by the following formula (1):
wherein, in the formula (1), R 1 is a hydrogen atom or an alkyl group, R 2 is an optionally substituted aromatic group, R 3 is an optionally substituted alkylene group, R 4 each independently represent a halogen atom, a hydroxy group, a mercapto group, a sulfide group, a silyl group, a silanol group, a nitro group, a nitroso group, a sulfonato group, a phosphino group, a phosphinyl group, a phosphonato group, or an organic group, n is an integer of 0 to 3; and
the resin precursor component (B) is at least one selected from the group consisting of (a) and (b):
wherein (a) is a monomer component containing a diamine compound represented by the following formula (2):
H 2 N—R b10 —NH 2 (2)
wherein, in the formula (2), R b10 is an aryl group having 6 to 40 carbon atoms, and
norbornane-2-spiro-α-cycloalkanone-α′-spiro-2″-norbornane-5,5″,6,6″-tetracarboxylic dianhydrides represented by the following formula (b1):
wherein, in the formula (b1), R b1 , R b2 , and R b3 each independently represent one selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, and a fluorine atom, and m represents an integer of 0 to 12, and
wherein (b) is a polyamic acid including a repeating unit represented by the following formula (b2):
wherein, in the formula (b2), R b1 , R b2 , and R b3 each independently represent one selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, and a fluorine atom, R b10 represents an aryl group having 6 to 40 carbon atoms, and m represents an integer of 0 to 12.
2. The polyimide precursor composition according to claim 1 , further comprising one or more silicon-containing compounds selected from the group consisting of a silicon-containing resin, a silicon-containing resin precursor, and a silane coupling agent.
3. A method for producing a polyimide film, comprising:
forming a coating film of the polyimide precursor composition according to claim 1 ; and
heating the coating film to ring-close a polyamic acid derived from a resin precursor component (B) in the coating film.
4. A polyimide film comprising an imidazole compound (A) and a polyimide resin, wherein
the imidazole compound (A) is a compound represented by the following formula (1):
wherein, in the formula (1), R 1 is a hydrogen atom or an alkyl group, R 2 is an optionally substituted aromatic group, R 3 is an optionally substituted alkylene group, R 4 each independently represent a halogen atom, a hydroxy group, a mercapto group, a sulfide group, a silyl group, a silanol group, a nitro group, a nitroso group, a sulfonato group, a phosphino group, a phosphinyl group, a phosphonato group, or an organic group, and n is an integer of 0 to 3; and
the polyimide resin is a resin in which polyamic acid composed of a repeating unit represented by the following formula (b2):
wherein, in the formula (b2), R b1 , R b2 , and R b3 each independently represent one selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, and a fluorine atom, R b10 represents an aryl group having 6 to 40 carbon atoms, and m represents an integer of 0 to 12
is ring-closed.