# US 10,246,555 B2 · Polyimide copolymer oligomer, polyimide copolymer, and method for producing each of same

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,246,555 B2
- Document ID: US10246555B2
- Status: Granted
- Kind: B2
- Application number: 14/897,495
- Filed: 2014-04-17
- Published: 2016-05-19
- Granted: 2019-04-02
- Earliest claimed: 2013-06-14
- Assignees: Somar Corporation
- Applicants: Somar Corporation
- Inventors: Yoshiyasu Takiue
- Web page: https://patentgrep.com/patent/US10246555B2

## CPC

- C08G 73/1042: {Copolyimides derived from at least two different tetracarboxylic compounds or two different diamino compounds}
- C08G 73/1028: {characterised by the process itself, e.g. steps, continuous}
- C08G 73/105: {with oxygen only in the diamino moiety}
- C08G 73/1064: {containing sulfur}
- C08G 73/1067: {Wholly aromatic polyimides, i.e. having both tetracarboxylic and diamino moieties aromatically bound}
- C08G 73/1071: {Wholly aromatic polyimides containing oxygen in the form of ether bonds in the main chain}
- C08G 73/16: Polyester-imides
- C08G 75/20: Polysulfones
- C08G 75/23: Polyethersulfones
- C09D 179/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C09J 179/08: Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- C09J: ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES (preparation of glue or gelatine C09H)

## Abstract

Provided are: an oligomer of polyimide copolymer which is an intermediate of a polyimide copolymer having excellent utility and satisfying solvent solubility, storage stability and heat resistance at high levels; a polyimide copolymer obtained therefrom; and their production methods. The oligomer of polyimide copolymer and the polyimide copolymer are obtained by copolymerizing (A) 3,3′,4,4′-biphenyltetracarboxylic dianhydride and/or 3,3′,4,4′-diphenylsulfonetetracarboxylic dianhydride with (B) at least one diamine and/or diisocyanate represented by the following Formulae (1) to (3): (wherein, X represents an amino group or an isocyanate group; R1 to R8 each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms; and at least one of the R1 to R8 is not a hydrogen atom).

## Claims

### Claim 1

A polyimide copolymer obtained by copolymerizing (A) 3,3′,4,4′-biphenyltetracarboxylic dianhydride with (B) at least one diamine and/or diisocyanate represented by the following Formulae (1) or (2):
(wherein, X represents an amino group or an isocyanate group; R1 to R4 each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms; and at least one of said R1 to R4 is not a hydrogen atom), and in which (C) a second acid dianhydride and/or (D) a second diamine and/or diisocyanate is/are further copolymerized, wherein (D) the second diamine and/or diisocyanate is different from the diamine and/or diisocyanate (B) and is selected from the following formulae (5) to (14)
wherein, X represents an amino group or an isocyanate group; R11 to R14 each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a hydroxyl group, a carboxy group or a trifluoromethyl group; R21 to R24 each independently represent an alkyl group having 1 to 4 carbon atoms or a phenyl group; Y represents in formula (8) and Y and Z each represent in formulae (9),
wherein R31 and R32 each independently represent a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a hydroxyl group, a carboxy group or a trifluoromethyl group); and Y represents, in formula (7)
wherein R31 and R32 each independently represent an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a hydroxyl group, a carboxy group or a trifluoromethyl group), and
wherein (C), the second acid dianhydride is pyromellitic dianhydride, 4,4′-oxydiphthalic dianhydride, 2,2′-bis[(dicarboxyphenoxy)phenyl]propane dianhydride or ethylene glycol-bis-trimellitic anhydride ester,
wherein the polyimide copolymer is not obtained by copolymerizing with 3,3′,4,4′-benzophenonetetracarboxylic dianhydride, and
wherein two of said R1 to R4 are ethyl groups and the other two are a methyl group and a hydrogen atom.