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US 12,305,003 B2Granted
Polyamic acid having specific composition, varnish, cured product, and composite material
AssigneesKaneka Corporation, Japan Aerospace Exploration Agency
InventorsTakefumi Furuta, Yoshio Furukawa, Rikio Yokota, Yuichi Ishida
Life of this patent
Estimating the term…
Abstract
[Solution] The present invention provides an amide acid oligomer which has specific composition and which is capable of providing a cured product having excellent physical properties, in particular, an excellent glass transition temperature, etc.
Claims13
An amide acid oligomer represented by the following formula (1):
- where:
- (I) n is an integer satisfying 1≤n≤100;
- (II) Q represents a tetravalent residue derived from an aromatic tetracarboxylic acid (A), and contains a structural unit represented by the following general formula (2) and a structural unit represented by the following general formula (3) at a molar ratio of 80/20 to 20/80:
- (III) Y represents a divalent residue derived from an aromatic diamine (B), and contains a structural unit represented by the following general formula (4) and a structural unit represented by the following general formula (5) at a molar ratio of 100/0 to 20/80:
- where in formula (4), X1 represents a direct bond or a divalent linking group selected from the group consisting of an ether group, a carbonyl group, a sulfonyl group, a sulfide group, an amide group, an ester group, an isopropylidene group, an isopropylidene hexafluoride group, and 9,9-fluorenylidene group, and
- (i) one of R1 to R5 represents one selected from the group consisting of an aryl group and a halogenated aryl group, another one of R1 to R5 represents a direct bond with a nitrogen atom in an amide bond with an acid anhydride component, the other three of R1 to R5 each independently represent one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, a halogenated alkyl group, a hydroxy group, a carboxyl group, and an alkoxy group, one of R6 to R10 represents a direct bond with a nitrogen atom in an amide bond with an acid anhydride component, and the other four of R6 to R10 each independently represent one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, a halogenated alkyl group, a hydroxy group, a carboxyl group, and an alkoxy group, or
- (ii) one of R1 to R5 represents a direct bond with a nitrogen atom in an amide bond with an acid anhydride component, the other four of R1 to R5 each independently represent one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, a halogenated alkyl group, a hydroxy group, a carboxyl group, and an alkoxy group, one of R6 to R10 represents one selected from the group consisting of an aryl group and a halogenated aryl group, another one of R6 to R10 represents a direct bond with a nitrogen atom in an amide bond with an acid anhydride component, and the other three of R6 to R10 each independently represent one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, a halogenated alkyl group, a hydroxy group, a carboxyl group, and an alkoxy group;
- and
- (IV) not less than 85 mol % and not more than 100 mol % of molecular terminals Z have structures each represented by the following formula (6) or (7), not more than 15 mol % and not less than 0 mol % of the molecular terminals Z are amine terminals each derived from an aromatic diamine component which is a raw material of the amide acid oligomer, not less than 50 mol % and not more than 100 mol % of the structures each represented by formula (6) or (7) are represented by formula (6), and not less than 0 mol % and less than 50 mol % of the structures each represented by formula (6) or (7) are represented by formula (7):
6 more elements
An amide acid oligomer represented by the following formula (1):
- where:
- (I) n is an integer satisfying 1≤n≤100;
- (II) Q represents a tetravalent residue derived from an aromatic tetracarboxylic acid (A), and contains a structural unit represented by the following general formula (2) and a structural unit represented by the following general formula (3) at a molar ratio of 100/0 to 20/80:
- (III) Y represents a divalent residue derived from an aromatic diamine (B), and contains a structural unit represented by the following general formula (4) and a structural unit represented by the following general formula (5) at a molar ratio of 100/0 to 20/80:
- where in formula (4), X1 represents a direct bond or a divalent linking group selected from the group consisting of an ether group, a carbonyl group, a sulfonyl group, a sulfide group, an amide group, an ester group, an isopropylidene group, an isopropylidene hexafluoride group, and 9,9-fluorenylidene group, and
- (i) one of R1 to R5 represents one selected from the group consisting of an aryl group and a halogenated aryl group, another one of R1 to R5 represents a direct bond with a nitrogen atom in an amide bond with an acid anhydride component, the other three of R1 to R5 each independently represent one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, a halogenated alkyl group, a hydroxy group, a carboxyl group, and an alkoxy group, one of R6 to R10 represents a direct bond with a nitrogen atom in an amide bond with an acid anhydride component, and the other four of R6 to R10 each independently represent one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, a halogenated alkyl group, a hydroxy group, a carboxyl group, and an alkoxy group, or
- (ii) one of R1 to R5 represents a direct bond with a nitrogen atom in an amide bond with an acid anhydride component, the other four of R1 to R5 each independently represent one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, a halogenated alkyl group, a hydroxy group, a carboxyl group, and an alkoxy group, one of R6 to R10 represents one selected from the group consisting of an aryl group and a halogenated aryl group, another one of R6 to R10 represents a direct bond with a nitrogen atom in an amide bond with an acid anhydride component, and the other three of R6 to R10 each independently represent one selected from the group consisting of a hydrogen atom, a halogen atom, an alkyl group, a halogenated alkyl group, a hydroxy group, a carboxyl group, and an alkoxy group;
- and
- (IV) not less than 85 mol % and not more than 100 mol % of molecular terminals Z have structures each represented by the following formula (6) and (7), not more than 15 mol % and not less than 0 mol % of the molecular terminals Z are amine terminals each derived from an aromatic diamine component which is a raw material of the amide acid oligomer, not less than 50 mol % and not more than 80 mol % of the structures each represented by formula (6) and (7) are represented by formula (6), and not less than 20 mol % and less than 50 mol % of the structures each represented by formula (6) and (7) are represented by formula (7):
6 more elements
Dependencies are inferred from the claim text.