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US 11,952,343 B2Granted
Diamine compound, polyimide precursor using same, and polyimide film
AssigneeLG Chem, Ltd.
InventorsKichul Koo, Kyunghwan Kim
Life of this patent
Estimating the term…
Abstract
Disclosed is a novel diamine having a structure of comprising an intramolecular imide group, and further comprising aromatic cyclic groups linked by an ester group to both sides of the imide group. When the novel diamine is used as a polymerizable component for preparing a polyimide, a polyimide film having remarkably improved mechanical and thermal properties while maintaining optical properties can be provided.
Claims15
A diamine represented by the formula 1
- In the formula 1,
- Z1 to Z8 are each independently a carbon atom or a nitrogen atom, with the proviso that Z1 to Z8 are not nitrogen atoms at the same time, R1, R2, R3 and R4 are each independently selected from the group consisting of an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, and an aryl group having 6 to 18 carbon atoms, n1, n2, n3 and n4 are each independently an integer of 0 to 4, and X is a single bond or a functional group selected from the group consisting of O, S, S—S, C(═O), —C(═O)O—, CH(OH), S(═O)2, Si(CH3)2, CR′R″, C(═O)NH and a combination thereof, wherein R′ and R″ are each independently selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 10 carbon atoms and a fluoroalkyl group having 1 to 10 carbon atoms.
A method for preparing a diamine having the structure of formula 1, the method comprising the steps of:
- reacting a compound of the formula (i) with a compound of the formula (ii) to obtain a compound of the formula (iii);
- reacting the compound of the formula (iii) with a compound of the formula (iv) to obtain a compound of the formula (v);
- and
- reducing the compound of the formula (v) to obtain the diamine of the formula 1:
- wherein,
- Za to Zd are each independently a carbon atom or a nitrogen atom, with the proviso that Za to Zd are not nitrogen atoms at the same time, R1, R2 and Ra are each independently selected from the group consisting of an alkyl group having 1 to 10 carbon atoms, a haloalkyl group having 1 to 10 carbon atoms, an alkenyl group having 1 to 10 carbon atoms, and an aryl group having 6 to 18 carbon atoms, n1, n2 and n are each independently an integer of 0 to 4, and X is a single bond or a functional group selected from the group consisting of O, S, S—S, C(═O), —C(═O)O—, CH(OH), S(═O)2, Si(CH3)2, CR′R″, C(═O)NH and a combination thereof, wherein R′ and R″ are each independently selected from the group consisting of a hydrogen atom, an alkyl group having 1 to 10 carbon atoms and a fluoroalkyl group having 1 to 10 carbon atoms.
3 more elements
Dependencies are inferred from the claim text.