公开(公告)号：US10047246B2

公开(公告)日：2018-08-14

申请号：US15310292

申请日：2015-04-20

Applicant: Kaneka Corporation ,  Japan Aerospace Exploration Agency

Inventor： Masahiko Miyauchi ,  Yuichi Ishida ,  Toshio Ogasawara ,  Rikio Yokota

IPC: C08G73/10 ,  C09D179/08 ,  C08J5/18 ,  C08J5/24

Abstract: Provided is a varnish including 1 to 500 parts by weight of an aromatic tetracarboxylic acid diester (A) represented by General Formula (1), 1 to 450 parts by weight of 2-phenyl-4,4′-diaminodiphenyl ether (B), 1 to 100 parts by weight of a 4-(2-phenylethynyl)phthalic acid monoester (C) represented by General Formula (2), and 100 parts by weight of an organic solvent having a boiling point of 150° C. or less at 1 atmosphere or a mixture of two or more of the organic solvents (D). The components (A), (B), and (C) are dissolved in the varnish. (In the formula, R1 is an aromatic tetracarboxylic acid diester residue; R2 and R3 are the same or different and are an aliphatic organic group or an aromatic organic group.) (In the formula, R4 and R5 are a hydrogen atom, an aliphatic organic group, or an aromatic organic group).

公开(公告)号：US20230193075A1

公开(公告)日：2023-06-22

申请号：US17916496

申请日：2021-03-05

Applicant: KANEKA CORPORATION ,  JAPAN AEROSPACE EXPLORATION AGENCY

Inventor： Takefumi Furuta ,  Yoshio Furukawa ,  Rikio Yokota ,  Yuichi Ishida

IPC: C09D177/00 ,  C09D7/20 ,  C08J5/24 ,  C08J5/04

CPC classification number: C09D177/00 ,  C08J5/04 ,  C08J5/24 ,  C09D7/20

Abstract: 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.

公开(公告)号：US20170152399A1

公开(公告)日：2017-06-01

申请号：US15310292

申请日：2015-04-20

Applicant: Kaneka Corporation ,  Japan Aerospace Exploration Agency

Inventor： Masahiko Miyauchi ,  Yuichi Ishida ,  Toshio Ogasawara ,  Rikio Yokota

IPC: C09D179/08 ,  C08J5/18 ,  C08J5/24 ,  C08G73/10

CPC classification number: C09D179/08 ,  C08G73/10 ,  C08G73/101 ,  C08G73/1032 ,  C08G73/105 ,  C08G73/1071 ,  C08J5/18 ,  C08J5/24 ,  C08J2379/08

Abstract: Provided is a varnish including 1 to 500 parts by weight of an aromatic tetracarboxylic acid diester (A) represented by General Formula (1), 1 to 450 parts by weight of 2-phenyl-4,4′-diaminodiphenyl ether (B), 1 to 100 parts by weight of a 4-(2-phenylethynyl)phthalic acid monoester (C) represented by General Formula (2), and 100 parts by weight of an organic solvent having a boiling point of 150° C. or less at 1 atmosphere or a mixture of two or more of the organic solvents (D). The components (A), (B), and (C) are dissolved in the varnish. (In the formula, R1 is an aromatic tetracarboxylic acid diester residue; R2 and R3 are the same or different and are an aliphatic organic group or an aromatic organic group.) (In the formula, R4 and R5 are a hydrogen atom, an aliphatic organic group, or an aromatic organic group.)

公开(公告)号：US20230042415A1

公开(公告)日：2023-02-09

申请号：US17955914

申请日：2022-09-29

Applicant: KANEKA CORPORATION ,  JAPAN AEROSPACE EXPLORATION AGENCY

Inventor： Takefumi Furuta ,  Yoshio Furukawa ,  Rikio Yokota ,  Yuichi Ishida

IPC: C08G73/10 ,  C08J5/24 ,  C09D179/08

Abstract: 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.

公开(公告)号：US10017666B2

公开(公告)日：2018-07-10

申请号：US14890065

申请日：2014-04-21

Applicant: Kaneka Corporation ,  Japan Aerospace Exploration Agency

Inventor： Masahiko Miyauchi ,  Yuichi Ishida ,  Toshio Ogasawara ,  Rikio Yokota

IPC: C08L79/08 ,  C09D179/08 ,  C08J5/18 ,  C08J5/24 ,  C08G73/10 ,  B32B5/26 ,  B29C39/02 ,  B29C39/38 ,  B32B37/12 ,  B32B38/00 ,  B29K79/00 ,  B29L7/00

CPC classification number: C09D179/08 ,  B29C39/02 ,  B29C39/38 ,  B29K2079/08 ,  B29L2007/008 ,  B32B5/26 ,  B32B37/1207 ,  B32B38/004 ,  B32B2037/1223 ,  B32B2037/1238 ,  B32B2260/023 ,  B32B2260/046 ,  B32B2262/105 ,  B32B2307/306 ,  B32B2307/51 ,  B32B2307/54 ,  B32B2313/04 ,  B32B2379/08 ,  B32B2605/18 ,  C08G73/1042 ,  C08G73/1046 ,  C08G73/1053 ,  C08G73/1071 ,  C08J5/18 ,  C08J5/24 ,  C08J2379/08 ,  C08L79/08 ,  C08L2205/025

Abstract: An imide resin composition including a terminal-modified imide oligomer of General Formula (1) and a thermoplastic aromatic polyimide of General Formula (2). (In Formula (1), either R1 or R2 shows a phenyl group and the other shows a hydrogen atom; R3 and R4 show a divalent residue of aromatic diamine; R5 and R6 show a tetravalent residue of aromatic tetracarboxylic acid; m and n satisfy relationships of m≥1, n≥0, 1≤m+n≤20, and 0.05≤m/(m+n)≤1; and an arrangement of repeating units may be either a block or random.) (In Formula (2), R1 and R2 show a divalent residue of aromatic diamine; R3 shows a tetravalent residue of aromatic tetracarboxylic acid; m and n satisfy relationships of m≥1 and n≥0, and an arrangement of repeating units may be either a block or random).

公开(公告)号：US20160083618A1

公开(公告)日：2016-03-24

申请号：US14890065

申请日：2014-04-21

Applicant: KANEKA CORPORATION ,  JAPAN AEROSPACE EXPLORATION AGENCY

Inventor： Masahiko Miyauchi ,  Yuichi Ishida ,  Toshio Ogasawara ,  Rikio Yokota

IPC: C09D179/08 ,  B32B37/12 ,  B32B5/26 ,  B29C39/02 ,  B29C39/38 ,  C08J5/24 ,  B32B38/00

CPC classification number: C09D179/08 ,  B29C39/02 ,  B29C39/38 ,  B29K2079/08 ,  B29L2007/008 ,  B32B5/26 ,  B32B37/1207 ,  B32B38/004 ,  B32B2037/1223 ,  B32B2037/1238 ,  B32B2260/023 ,  B32B2260/046 ,  B32B2262/105 ,  B32B2307/306 ,  B32B2307/51 ,  B32B2307/54 ,  B32B2313/04 ,  B32B2379/08 ,  B32B2605/18 ,  C08G73/1042 ,  C08G73/1046 ,  C08G73/1053 ,  C08G73/1071 ,  C08J5/18 ,  C08J5/24 ,  C08J2379/08 ,  C08L79/08 ,  C08L2205/025

Abstract: An imide resin composition including a terminal-modified imide oligomer of General Formula (1) and a thermoplastic aromatic polyimide of General Formula (2). (In Formula (1), either R1 or R2 shows a phenyl group and the other shows a hydrogen atom; R3 and R4 show a divalent residue of aromatic diamine; R5 and R6 show a tetravalent residue of aromatic tetracarboxylic acid; m and n satisfy relationships of m≧1, n≧0, 1≦m+n≦20, and 0.05≦m/(m+n)≦1; and an arrangement of repeating units may be either a block or random.) (In Formula (2), R1 and R2 show a divalent residue of aromatic diamine; R3 shows a tetravalent residue of aromatic tetracarboxylic acid; m and n satisfy relationships of m≧1 and n≧0, and an arrangement of repeating units may be either a block or random.)

Abstract translation: 包含通式（1）的末端改性酰亚胺低聚物和通式（2）的热塑性芳族聚酰亚胺的酰亚胺树脂组合物。 （式（1）中，R 1或R 2表示苯基，另一方表示氢原子; R 3，R 4表示芳香族二胺的二价残基; R 5，R 6表示四价残基的芳香族四羧酸，m和n满足 m≥1，n≥0,1＆nlE; m + n＆amp; nlE; 20和0.05＆amp; nlE; m /（m + n）＆nlE; 1;重复单元的排列可以是嵌段或无规的）（In 式（2）中，R 1和R 2表示芳族二胺的二价残基，R 3表示四价残基的芳香族四羧酸，m和n满足m≥1和n≥0的关系，重复单元的配置可以是 块或随机。）

公开(公告)号：US11492446B2

公开(公告)日：2022-11-08

申请号：US16498227

申请日：2018-03-22

Applicant: KANEKA CORPORATION ,  JAPAN AEROSPACE EXPLORATION AGENCY

Inventor： Yoshio Furukawa ,  Takefumi Furuta ,  Takeshi Chiba ,  Rikio Yokota ,  Yuichi Ishida

IPC: C08G73/12 ,  B29C70/10 ,  C08J5/04 ,  C08J5/12 ,  C08J5/24

Abstract: An object of the present invention is to reduce or eliminate a defect (e.g., a void) by achieving (i) a semipreg and a prepreg each of which allows a reduction in residual volatile component and (ii) methods for producing the semipreg and the prepreg, respectively, and consequently to achieve (iii) a fiber-reinforced composite material which has high heat resistance and superior mechanical strength and a (iv) a method for producing the fiber-reinforced composite material. The present invention attains the above object by providing, for example, a semipreg containing: powders of an imide oligomer; and reinforcement fibers, the imide oligomer being represented by a specific general formula (1).

公开(公告)号：US20190071541A1

公开(公告)日：2019-03-07

申请号：US16184176

申请日：2018-11-08

Applicant: KANEKA CORPORATION

Inventor： Takefumi Furuta ,  Masahiko Miyauchi ,  Rikio Yokota ,  Yuichi Ishida

IPC: C08G73/10 ,  C09D7/20 ,  C09D179/08 ,  C08J5/24 ,  C07D401/14 ,  C07D487/04

Abstract: A terminally modified imide oligomer is represented by a specific formula including a 2-phenyl-4,4′-diaminodiphenylether residue or a 4-phenoxy-1,3-diaminobenzene residue. A varnish is obtained by dissolving the terminally modified imide oligomer. A cured product is obtained by heat-curing the terminally modified imide oligomer, and a film including the cured product has a tensile elongation at break of 10% or more. An imide prepreg is obtained by impregnating fibers with the varnish and then drying the impregnated fibers. A fiber-reinforced composite material is obtained by layering and then heat-curing the imide prepreg.

公开(公告)号：US20180273798A1

公开(公告)日：2018-09-27

申请号：US15996713

申请日：2018-06-04

Applicant: Kaneka Corporation ,  Japan Aerospace Exploration Agency

Inventor： Masahiko Miyauchi ,  Yuichi Ishida ,  Toshio Ogasawara ,  Rikio Yokota

IPC: C09D179/08 ,  C08L79/08 ,  B29C39/38 ,  B32B5/26 ,  B32B37/12 ,  B32B38/00 ,  C08G73/10 ,  C08J5/18 ,  C08J5/24 ,  B29C39/02 ,  B29L7/00 ,  B29K79/00

CPC classification number: C09D179/08 ,  B29C39/02 ,  B29C39/38 ,  B29K2079/08 ,  B29L2007/008 ,  B32B5/26 ,  B32B37/1207 ,  B32B38/004 ,  B32B2037/1223 ,  B32B2037/1238 ,  B32B2260/023 ,  B32B2260/046 ,  B32B2262/105 ,  B32B2307/306 ,  B32B2307/51 ,  B32B2307/54 ,  B32B2313/04 ,  B32B2379/08 ,  B32B2605/18 ,  C08G73/1042 ,  C08G73/1046 ,  C08G73/1053 ,  C08G73/1071 ,  C08J5/18 ,  C08J5/24 ,  C08J2379/08 ,  C08L79/08 ,  C08L2205/025

Abstract: An imide resin composition including a terminal-modified imide oligomer of General Formula (1) and a thermoplastic aromatic polyimide of General Formula (2). (In Formula (1), either R1 or R2 shows a phenyl group and the other shows a hydrogen atom; R3 and R4 show a divalent residue of aromatic diamine; R5 and R6 show a tetravalent residue of aromatic tetracarboxylic acid; m and n satisfy relationships of m≥1, n≥0, 1≤m+n≤20, and 0.05≤m/(m+n)≤1; and an arrangement of repeating units may be either a block or random.) (In Formula (2), R1 and R2 show a divalent residue of aromatic diamine; R3 shows a tetravalent residue of aromatic tetracarboxylic acid; m and n satisfy relationships of m≥1 and n≥0, and an arrangement of repeating units may be either a block or random.)

公开(公告)号：US20210340327A1

公开(公告)日：2021-11-04

申请号：US17375685

申请日：2021-07-14

Applicant: KANEKA CORPORATION

Inventor： Takefumi Furuta ,  Yoshio Furukawa ,  Rikio Yokota ,  Yuki Kubota ,  Yuichi Ishida

IPC: C08G73/12 ,  C08J5/24 ,  C09D179/08

Abstract: In order to provide an imide oligomer or the like which can give a cured product exhibiting excellent thermal oxidative stability, an imide oligomer is obtained by reacting together an aromatic tetracarboxylic acid component, an aromatic diamine component, and a terminal capping agent. The imide oligomer contains, in a specified proportion: a compound containing a phenylethynyl group; and a compound containing no carbon-carbon unsaturated bond capable of an addition reaction. One or each of the aromatic tetracarboxylic acid component and the aromatic diamine component contains a component having an asymmetrical and non-planar structure.