JPS621717A - Epoxy resin composition - Google Patents

Epoxy resin composition

Info

Publication number
JPS621717A
JPS621717A JP14061185A JP14061185A JPS621717A JP S621717 A JPS621717 A JP S621717A JP 14061185 A JP14061185 A JP 14061185A JP 14061185 A JP14061185 A JP 14061185A JP S621717 A JPS621717 A JP S621717A
Authority
JP
Japan
Prior art keywords
epoxy resin
parts
bisphenol
type epoxy
resin composition
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
JP14061185A
Other languages
Japanese (ja)
Other versions
JPH0365811B2 (en
Inventor
Hideo Horii
堀井 英男
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Eneos Corp
Original Assignee
Nippon Oil Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nippon Oil Corp filed Critical Nippon Oil Corp
Priority to JP14061185A priority Critical patent/JPS621717A/en
Publication of JPS621717A publication Critical patent/JPS621717A/en
Publication of JPH0365811B2 publication Critical patent/JPH0365811B2/ja
Granted legal-status Critical Current

Links

Abstract

PURPOSE:A composition being impregnated into a fibrous substrate to give prepreg having proper tackiness and drape, obtained by blending three epoxy resins of bisphenol F type, A type and glycidylamine type with dicyandiamide and a curing promoter. CONSTITUTION:(A) 5-30pts.wt. bisphenol F type epoxy resin is blended with (B) 20-80pts.wt. bisphenol A type epoxy resin, (C) 15-50 glycidylamine type epoxy resin and (D) dicyandiamide and a curing promoter. In the component B, 10-90wt% liquid and 10-90wt% solid bisphenol A type epoxy resins are blended to adjust the viscosity and used. N,N,N',N'- Tetraglycidyldiaminodiphenylmethane is preferable as the component C. 3- Phenyl-1,1-dimethylurea, etc., is used as the curing agent for the component D.

Description

【発明の詳細な説明】 産業上の利用分野 本発明は繊維強化複合材料(以下FRPと略記する)、
特に炭素繊維強化複合材料(以下CFRPと略記する)
のマトリックス樹脂として有用なエポキシ樹脂組成物に
関する。
DETAILED DESCRIPTION OF THE INVENTION Field of Industrial Application The present invention relates to fiber reinforced composite materials (hereinafter abbreviated as FRP),
In particular, carbon fiber reinforced composite materials (hereinafter abbreviated as CFRP)
The present invention relates to an epoxy resin composition useful as a matrix resin.

従来の技術 近年、FRPl特にCFRPはスポーツ・レジャー用品
や航空機の分野に広(使用されており、その需要も年々
増大している。
BACKGROUND OF THE INVENTION In recent years, FRP, especially CFRP, has been widely used in the fields of sports and leisure goods and aircraft, and the demand for it is increasing year by year.

FRP、CFRPは一般に、ガラス繊維、アラミド繊維
、ボロンmii、炭素繊維などのta維基材にマトリッ
クス樹脂を含浸してプリプレグとなし、これらを積層し
て適当な温度で硬化させろことにより得られる。
FRP and CFRP are generally obtained by impregnating a TA fiber base material such as glass fiber, aramid fiber, boron MII, or carbon fiber with a matrix resin to form a prepreg, and then laminating these prepregs and curing them at an appropriate temperature.

CFRPのマトリックス樹脂としては炭素繊維に対する
接着性に優れるエポキシ樹脂が採用されている。しかし
ながら従来より主に用いられているビスフェノールA型
エポキシ樹脂は耐熱性に劣9、さらにコンポジット物性
、特に層閲せん断強度(以下ILSSと略記する)が低
いという欠点を有している。一方、多官能のエポキシ樹
脂を用いることによりこれらの欠点を改良することが提
案されているが、反面マトリックス樹脂の伸びが減少し
、そのため耐熱衝撃性の低下が起こるという問題点を有
している。
Epoxy resin, which has excellent adhesiveness to carbon fibers, is used as the matrix resin for CFRP. However, the bisphenol A type epoxy resins that have been mainly used heretofore have the drawbacks of poor heat resistance9 and also low composite physical properties, particularly low interlayer shear strength (hereinafter abbreviated as ILSS). On the other hand, it has been proposed to improve these drawbacks by using a multifunctional epoxy resin, but on the other hand, it has the problem that the elongation of the matrix resin decreases, resulting in a decrease in thermal shock resistance. .

発明が解決しようとする問題点 本発明はこれらの欠点を解決するとともに、繊維基材、
特に炭素繊維に対する含浸性が良好で、かつプリプレグ
とした場合に適度なドレープ性、タックネスを有するエ
ポキシ樹脂組成物を提供するものである。
Problems to be Solved by the Invention The present invention solves these drawbacks and also provides fiber base materials,
The object of the present invention is to provide an epoxy resin composition that particularly has good impregnation properties with carbon fibers and has appropriate drapeability and tackiness when made into a prepreg.

問題点を解決するための手段 本発明は、(月ビスフェノールF型エポキシ樹脂5〜3
0 ffl 承部、(B)ビスフェノールA型エポキシ
樹脂 20〜80重量部、(C)グリシジルアミン型エ
ポキシ樹脂 15〜50重証部、および(DJレジンン
ジアミドおよび硬化促進剤よりなるエポキシ樹脂組成物
に関する。
Means for Solving the Problems The present invention provides (bisphenol F type epoxy resin 5-3
0 ffl bearing part, (B) 20 to 80 parts by weight of bisphenol A type epoxy resin, (C) 15 to 50 parts by weight of glycidylamine type epoxy resin, and (epoxy resin composition consisting of DJ resin diamide and a curing accelerator) Regarding.

本発明で用いられる(A)ビスフェノールF型エポキシ
樹脂の例としては、具体的にはエピコー+−307(油
化シェルエポキン社製) 、YDF170  (東部化
成社製)、エピクロン830 (大日本インキ化学工業
社8!りなどが挙げられる。
Examples of the bisphenol F type epoxy resin (A) used in the present invention include Epicor +-307 (manufactured by Yuka Shell Epokin Co., Ltd.), YDF170 (manufactured by Tobu Kasei Co., Ltd.), and Epiclon 830 (Dainippon Ink Chemical Co., Ltd.). Examples include Sha8!ri.

(B)ビスフェノールA型エポキシ樹脂の例としては、
具体的にはエピコート828、エピコート834、エピ
コート827、エピコート10o1、エピコート100
2、エピコー)1004、エピコート1007、エピコ
ート1009  (油化シェルエポキシ社製)、アラル
ゲイトCY2O5、CY230、CY232、CY22
1、GY257、GY252、GY255、GY250
.GY260、GY280、アラルダイト6o71、ア
ラルダイト7071、アラルダイト7072(チバ・ガ
イギー社製)、ダウェポキンDER331、DER33
2、DER662、DER6630,DER662U(
ダウケミカル社製)、エピクロン840.850.85
5.860.1050,3050.4050.7050
  C大日本インキ化学工業社製)、エポトートYD−
115、YD 115−CAlYD−117、YD−1
21、YD−127、YD−128、YD−128CA
、YD−128S。
(B) Examples of bisphenol A epoxy resins include:
Specifically, Epicote 828, Epicote 834, Epicote 827, Epicote 10o1, Epicote 100
2. Epicor) 1004, Epicort 1007, Epicort 1009 (manufactured by Yuka Shell Epoxy Co., Ltd.), Aralgate CY2O5, CY230, CY232, CY22
1, GY257, GY252, GY255, GY250
.. GY260, GY280, Araldite 6o71, Araldite 7071, Araldite 7072 (manufactured by Ciba Geigy), Dowepokin DER331, DER33
2, DER662, DER6630, DER662U (
Manufactured by Dow Chemical Company), Epicron 840.850.85
5.860.1050,3050.4050.7050
C) manufactured by Dainippon Ink & Chemicals Co., Ltd.), Epotote YD-
115, YD 115-CAIYD-117, YD-1
21, YD-127, YD-128, YD-128CA
, YD-128S.

Y′D−134、YD−0’OI Z、 YD−011
、YD−012、YD−014、YD−014E S、
YD−017、YD−019、YD−020、YD−0
02(東部化成社製)等が挙げられる。
Y'D-134, YD-0'OI Z, YD-011
, YD-012, YD-014, YD-014E S,
YD-017, YD-019, YD-020, YD-0
02 (manufactured by Tobu Kasei Co., Ltd.) and the like.

これらビスフェノールA型エポキシ樹脂としては、液状
のもの(例えばエピコート828.YD−128)と固
形状のものがあるが、本発明においては液状のものと固
形状のものをそれぞれ10〜90 w t%の範囲内で
混合することにより粘度を調節することが好ましく行わ
れる。
These bisphenol A type epoxy resins include liquid ones (e.g. Epicote 828.YD-128) and solid ones, but in the present invention, the liquid and solid ones each have a content of 10 to 90 wt%. The viscosity is preferably adjusted by mixing within the range of .

(C)グリシジルアミン型エポキシ樹脂としては、N、
 N、 0− トリグリシジル−11−アミノフェアノ
ール、N・N・〇−トリグリシジルーp−アミノフェノ
ール等の3官能のもの、N、 N、 N< N′、−テ
)・ラグリシジルジアミノジフェニルメタン、N、 N
、 N: N’ニーテトラグリシジル−m−キシリレン
ジアミン等の4官能のものが用いられるが、4官能のも
のが好ましい。特にN、N、N−N′、−テトラグリシ
ジルジアミノジフェニルメタンが本発明において好まし
く使用されろ。
(C) Glycidylamine type epoxy resin includes N,
Trifunctional ones such as N, 0-triglycidyl-11-aminophenol, N・N・〇-triglycidyl-p-aminophenol, N, N, N<N', -te)・laglycidyldiaminodiphenylmethane, N , N
, N: A tetrafunctional compound such as N'neetetraglycidyl-m-xylylene diamine is used, and a tetrafunctional compound is preferred. In particular, N,N,N-N',-tetraglycidyldiaminodiphenylmethane is preferably used in the present invention.

N、 N、 N1N−−テトラグリシジルジアミノジフ
ェニルメタンとしては、具体的にはMY720(チパ・
ガイギー社製)、YH−434(東部化成社製)、EL
M−434(住友化学工業社製)、エピクロン430 
(大日本インキ化学工業社製)、E−604(油化シェ
ルエポキシ社製)等が挙げられる。
N, N, N1N--tetraglycidyldiaminodiphenylmethane is specifically MY720 (Chipa・
(manufactured by Geigy), YH-434 (manufactured by Tobu Kasei), EL
M-434 (manufactured by Sumitomo Chemical Co., Ltd.), Epicron 430
(manufactured by Dainippon Ink & Chemicals Co., Ltd.), E-604 (manufactured by Yuka Shell Epoxy Co., Ltd.), and the like.

本発明において成分(D)としてジシアンジアミドおよ
び硬化促進剤が用いられる。硬化促進剤としてはウレア
化合物、イミダゾール類などが使用することができ、特
に下記一般式で示されるウレア化合物が好ましく使用さ
れろ。
In the present invention, dicyandiamide and a curing accelerator are used as component (D). As the curing accelerator, urea compounds, imidazoles, etc. can be used, and in particular, urea compounds represented by the following general formula are preferably used.

(式中、X、オJ:ヒX2L;!ツレツレH,C1,N
o2.0CR(3のいずれかの基を示す) これらの化合物の例としては、3−(3,4−ジク、ロ
ロフェニル)−1,1−ジメチルウレア、3−フェニル
−1,1−ジメチルウレア等が挙げられろ。
(In the formula,
o2.0CR (indicates any group of 3) Examples of these compounds include 3-(3,4-dicyclophenyl)-1,1-dimethylurea, 3-phenyl-1,1-dimethylurea etc. can be mentioned.

本発明は前記成分(A)〜(C)を、(A)5〜30重
量部、好ましくは5〜15重証部、(B)20〜80重
量部、好ましくは40〜60重量部および(C) 15
〜50重量部、好ましくは20〜40重量部の割合で配
合するのが望ましい。
The present invention comprises the components (A) to (C), (A) 5 to 30 parts by weight, preferably 5 to 15 parts by weight, (B) 20 to 80 parts by weight, preferably 40 to 60 parts by weight, and ( C) 15
It is desirable to blend it in a proportion of ~50 parts by weight, preferably 20 to 40 parts by weight.

ジシアンジアミドの使用呈は、成分(A)〜(C)の合
計量100重量部に対して、通常3〜7重量部用いられ
る。また硬化促進剤の使用量は、成分(A)〜(C)の
合計量100重量部に対し、通常3〜7重量部用いられ
る。
Dicyandiamide is usually used in an amount of 3 to 7 parts by weight based on 100 parts by weight of the total amount of components (A) to (C). The amount of curing accelerator used is usually 3 to 7 parts by weight per 100 parts by weight of the total amount of components (A) to (C).

本発明においては成分(A)〜(C)を所定の割合にて
配合することが本発明の目的を達成するために極めて重
要である。すなわち、成分(A)〜(C)を本発明の所
定の割合に配合することにより、繊維基材に対する含浸
性がきわめて良好となり、プリプレグとした場合に適度
なタックネスとドレープ性を有し、そしてFRPあるい
はCFRPとした場合の物性、特にTLSSの高いもの
が得られろ。
In the present invention, it is extremely important to blend components (A) to (C) in a predetermined ratio in order to achieve the object of the present invention. That is, by blending components (A) to (C) in the predetermined proportions of the present invention, the impregnating property to the fiber base material is extremely good, and when it is made into a prepreg, it has appropriate tackiness and drapability, and When used as FRP or CFRP, high physical properties, especially TLSS, can be obtained.

本発明の所定の割合からはずれた場合にはこれらの優れ
た効果が期待できない。
If the ratio is deviated from the predetermined ratio of the present invention, these excellent effects cannot be expected.

本発明のエポキシ樹脂組成物は炭素繊維プリプレグ用マ
トリックス樹脂として好適に用いられろばかりでなく、
アラミド繊維、ガラス繊維、ボロン繊維などの各種繊維
のFRP用マトリックス樹脂としても用いられろ。
The epoxy resin composition of the present invention is not only suitable for use as a matrix resin for carbon fiber prepreg, but also
It can also be used as a matrix resin for FRP of various fibers such as aramid fibers, glass fibers, and boron fibers.

及豊1 以下に実施例を挙げ本発明を説明するが、本発明はこれ
らに制限されろものではない。なお実施例中のパ部”は
“重旦部”を意味する。
Oitoyo 1 The present invention will be described below with reference to Examples, but the present invention is not limited thereto. In addition, "Pa part" in the examples means "jutan part".

実施例 I YDF−170(東部化成社製)80部、YD−128
(東部化成社製)300部、エピコート1009 (油
化シェルエポキシ社製)300部、YH−434(東部
化成社製)320部を加熱ニーダ−に入れて、攪拌混合
したのち、ジシアンジアミド40部および3− (3,
4−ジクロロフェニル)=1.1−ジメチルウレア(す
下DCMUと略記する)30部を添加して、十分に攪拌
混合を行い、プリプレグ用エポキシ樹脂組成物を得た。
Example I YDF-170 (manufactured by Tobu Kasei Co., Ltd.) 80 parts, YD-128
(manufactured by Tobu Kasei Co., Ltd.), 300 parts of Epicoat 1009 (manufactured by Yuka Shell Epoxy Co., Ltd.), and 320 parts of YH-434 (manufactured by Tobu Kasei Co., Ltd.) were placed in a heating kneader, and after stirring and mixing, 40 parts of dicyandiamide and 3- (3,
30 parts of 4-dichlorophenyl)=1,1-dimethylurea (abbreviated as DCMU) was added and thoroughly stirred and mixed to obtain an epoxy resin composition for prepreg.

次に市販の高強度炭素繊n(引張強さ310kg/ m
 rn” 、弾性率23 t / m rn”)を一方
向に引き揃えたのちこのプリプレグ用エポキシ樹脂組成
物を加熱溶融して含浸させて一方向プリプレグを得た。
Next, commercially available high-strength carbon fiber n (tensile strength 310 kg/m
rn", elastic modulus 23 t/m rn") were aligned in one direction, and then heated and melted to impregnate the prepreg epoxy resin composition to obtain a unidirectional prepreg.

得られたプリプレグは適度なタックネスとドレープ性を
有しており、20℃で1.5ケ月保管した後のプリプレ
グのタックネスとドレープ性に変化はなく良好な貯蔵安
定性を有していた。
The obtained prepreg had appropriate tackiness and drapeability, and had good storage stability with no change in the tackiness and drapeability of the prepreg after being stored at 20° C. for 1.5 months.

このプリプレグを長さ30clT+1巾15cmに裁断
したものを繊維方向が同一方向になるように積層し、テ
1、・ラーフィルムで包み、120’l::に加熱され
たプレスに入れて7kg/ c m’に加圧して60分
間硬化させた。ついで130℃のオーブン中に入れ2時
間のアフターギニアを行い、完全硬化させて厚み2 m
mのCFRP板を得tこ。
This prepreg was cut into lengths of 30clT + 1width of 15cm, then laminated so that the fiber directions were in the same direction, wrapped in plastic film, and placed in a press heated to 120'l to produce 7kg/c. m' and cured for 60 minutes. Then, it was placed in an oven at 130℃ for 2 hours to harden completely and become 2 m thick.
Obtain m CFRP board.

得られたCFRP板の炭素繊維の体積含有率は60%で
あった。このCFRP板の曲げ強度およびrLssをA
STM  D−790およびASTMD−2344に準
じて測定した。得られた結果は曲げ強さ176 kg 
/ m m’、曲げ弾性率123t/ m m’、I 
L S 310.4kg/ m mで優秀な物性を有し
ていi二。
The volume content of carbon fiber in the obtained CFRP board was 60%. The bending strength and rLss of this CFRP board are A
Measured according to STM D-790 and ASTM D-2344. The result obtained was a bending strength of 176 kg.
/ m m', flexural modulus 123t/ m m', I
It has excellent physical properties with L S of 310.4 kg/mm.

実施例 2 YDF−’170、YD 128、エピコート1002
 (油化シェルエポキシ社fM) 、YH−434をそ
れぞれ100部、300部、400部および200部の
割合にて加熱ニーダ−に入れ攪拌混合したのち、さらに
ジシアンジアミド50部およびDCMU40部を添加し
て十分に攪拌混合を行い、エポキシ樹脂組成物を得た。
Example 2 YDF-'170, YD 128, Epicote 1002
(Yuka Shell Epoxy Co., Ltd. fM), YH-434 was placed in a heating kneader at a ratio of 100 parts, 300 parts, 400 parts, and 200 parts, and mixed with stirring, and then 50 parts of dicyandiamide and 40 parts of DCMU were added. Thorough stirring and mixing was performed to obtain an epoxy resin composition.

このエポキシ樹脂組成物を実施例1で用いた炭素繊維に
実施例1と同様の方法で含浸させ一方向ブリプレグを得
た。得られたプリプレグは適度なタックネトとドレープ
性を有しておりまた貯蔵安定性も満足のいくものであっ
た。
The carbon fiber used in Example 1 was impregnated with this epoxy resin composition in the same manner as in Example 1 to obtain a unidirectional blip preg. The obtained prepreg had appropriate tackiness and drape properties, and also had satisfactory storage stability.

このプリプレグを実施例1と同様の方法にて積層硬化さ
せてCFRP板を得た。このCFRP板の曲げ強さは1
70 kg/ m m’、曲げ弾性率12.3t/ r
rl nl”、I L S S9.8kg/ mm’で
あった。このときの炭素繊維の体積含有率は60%であ
った。
This prepreg was laminated and cured in the same manner as in Example 1 to obtain a CFRP board. The bending strength of this CFRP board is 1
70 kg/m m', flexural modulus 12.3t/r
rl nl'', I L S S 9.8 kg/mm'.The volume content of carbon fiber at this time was 60%.

実施例 3 YDF−170、YD128、エピコート1001(油
化シェルエポキシ社製)、YH−434をそれぞれ10
0部、100部、400部および400部の割合にて加
熱ニーダーに入れ攪拌混合したのち、さらにジシアンジ
アミド50部およびDCMU50部を添加して十分に攪
拌混合を行い、エポキシ樹脂組成物を得た。
Example 3 YDF-170, YD128, Epicoat 1001 (manufactured by Yuka Shell Epoxy Co., Ltd.), YH-434 at 10% each
After stirring and mixing in a heating kneader at a ratio of 0 part, 100 parts, 400 parts, and 400 parts, 50 parts of dicyandiamide and 50 parts of DCMU were further added and thoroughly stirred and mixed to obtain an epoxy resin composition.

乙のエポキシ樹脂組成物を実施例1で用いた炭素m維に
実施例1と同様の方法で含浸させ一方向プリプレグを得
た。得られたプリプレグは適度なタックネトとドレープ
性を有しておりまた貯蔵安定性も満足のいくものてあっ
た。
The carbon fiber used in Example 1 was impregnated with the epoxy resin composition B in the same manner as in Example 1 to obtain a unidirectional prepreg. The obtained prepreg had appropriate tackiness and drape properties, and also had satisfactory storage stability.

乙のプリプレグを実施例1と同様の方法にて積層硬化さ
せてCFRP板を作製した。このCFRP板の曲げ強さ
は182 kg/ m m’、曲げ弾性率12゜3 t
 / m m’、I L S S 10.6kg/ m
 rri’であった。このときの炭素wJ、雑の体積含
有率は60%であった。
The prepregs of B were laminated and cured in the same manner as in Example 1 to produce a CFRP board. The bending strength of this CFRP board is 182 kg/mm', and the bending elastic modulus is 12°3 t.
/ m m', I L S S 10.6 kg/m
It was rri'. At this time, the volume content of carbon wJ and miscellaneous was 60%.

比較例 I YDF−170、YD128、エピコート1009、Y
H−434、ジシアンジアミド、およびDCMUをそれ
ぞれ200部、200部、500部、100部、40部
および30部の割合にて用いた以外は、実施例1と同様
の方法にてCFRP板を作製した。
Comparative example I YDF-170, YD128, Epicote 1009, Y
A CFRP board was produced in the same manner as in Example 1, except that H-434, dicyandiamide, and DCMU were used in proportions of 200 parts, 200 parts, 500 parts, 100 parts, 40 parts, and 30 parts, respectively. .

乙のCFRP板の曲げ強さは165kg/mrn”。The bending strength of the CFRP board is 165kg/mrn”.

曲げ弾性率12.3 t / m m’、I L S 
S 9.0kg/ mrn’であった。このときの炭素
繊維の体積含有率は60%であった。
Flexural modulus 12.3 t/mm', IL S
S was 9.0 kg/mrn'. The volume content of carbon fiber at this time was 60%.

同     弁理士  川 瀬 良 治4′ニ゛パ・1
.−3″
Patent attorney Ryoji Kawase 4' Nippa 1
.. -3″

Claims (1)

【特許請求の範囲】 (A)ビスフェノールF型エポキシ樹脂  5〜30重量部 (B)ビスフェノールA型エポキシ樹脂  20〜80重量部 (C)グリシジルアミン型エポキシ樹脂  15〜50重量部 および (D)ジシアンジアミドおよび硬化促進剤 よりなるエポキシ樹脂組成物。[Claims] (A) Bisphenol F type epoxy resin 5-30 parts by weight (B) Bisphenol A type epoxy resin 20-80 parts by weight (C) Glycidylamine type epoxy resin 15-50 parts by weight and (D) Dicyandiamide and curing accelerator An epoxy resin composition consisting of:
JP14061185A 1985-06-28 1985-06-28 Epoxy resin composition Granted JPS621717A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14061185A JPS621717A (en) 1985-06-28 1985-06-28 Epoxy resin composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14061185A JPS621717A (en) 1985-06-28 1985-06-28 Epoxy resin composition

Publications (2)

Publication Number Publication Date
JPS621717A true JPS621717A (en) 1987-01-07
JPH0365811B2 JPH0365811B2 (en) 1991-10-15

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
JP14061185A Granted JPS621717A (en) 1985-06-28 1985-06-28 Epoxy resin composition

Country Status (1)

Country Link
JP (1) JPS621717A (en)

Cited By (10)

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JPS63305126A (en) * 1987-06-05 1988-12-13 Mitsubishi Rayon Co Ltd Epoxy resin composition
JPS63305124A (en) * 1987-06-05 1988-12-13 Mitsubishi Rayon Co Ltd Epoxy resin composition
US4957995A (en) * 1985-09-27 1990-09-18 Sumitomo Chemical Company, Limited Low-viscosity epoxy resin, and fiber-reinforced composite material based on m-alkyl triglycidylaminophenols
WO2008143044A1 (en) 2007-05-16 2008-11-27 Toray Industries, Inc. Epoxy resin composition, prepreg, and fiber-reinforced composite material
WO2009107697A1 (en) 2008-02-26 2009-09-03 東レ株式会社 Epoxy resin composition, prepreg, abd fiber-reinforced composite material
WO2012039456A1 (en) 2010-09-24 2012-03-29 東レ株式会社 Epoxy resin composition for fiber-reinforced composite material, prepreg, and fiber-reinforced composite material
WO2012043453A1 (en) * 2010-09-28 2012-04-05 東レ株式会社 Epoxy resin composition, prepreg and fiber-reinforced compound material
JP2012197414A (en) * 2010-09-28 2012-10-18 Toray Ind Inc Epoxy resin composition, prepreg and fiber-reinforced composite material
JP2012197413A (en) * 2010-09-28 2012-10-18 Toray Ind Inc Epoxy resin composition, prepreg and fiber-reinforced composite material
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Cited By (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4957995A (en) * 1985-09-27 1990-09-18 Sumitomo Chemical Company, Limited Low-viscosity epoxy resin, and fiber-reinforced composite material based on m-alkyl triglycidylaminophenols
JPS63305124A (en) * 1987-06-05 1988-12-13 Mitsubishi Rayon Co Ltd Epoxy resin composition
JPS63305126A (en) * 1987-06-05 1988-12-13 Mitsubishi Rayon Co Ltd Epoxy resin composition
WO2008143044A1 (en) 2007-05-16 2008-11-27 Toray Industries, Inc. Epoxy resin composition, prepreg, and fiber-reinforced composite material
KR101396031B1 (en) * 2007-05-16 2014-05-16 도레이 카부시키가이샤 Epoxy resin composition, prepreg, and fiber-reinforced composite material
US8278389B2 (en) 2007-05-16 2012-10-02 Toray Industries, Ltd. Epoxy resin composition, prepreg, fiber-reinforced composite material
JP5444713B2 (en) * 2007-05-16 2014-03-19 東レ株式会社 Epoxy resin composition, prepreg, fiber reinforced composite material
US8309631B2 (en) 2008-02-26 2012-11-13 Toray Industries, Inc. Epoxy resin composition, prepreg, and fiber reinforced composite material
WO2009107697A1 (en) 2008-02-26 2009-09-03 東レ株式会社 Epoxy resin composition, prepreg, abd fiber-reinforced composite material
WO2012039456A1 (en) 2010-09-24 2012-03-29 東レ株式会社 Epoxy resin composition for fiber-reinforced composite material, prepreg, and fiber-reinforced composite material
JP2012197414A (en) * 2010-09-28 2012-10-18 Toray Ind Inc Epoxy resin composition, prepreg and fiber-reinforced composite material
US20130217805A1 (en) * 2010-09-28 2013-08-22 Toray Industries, Inc. Epoxy resin composition, prepreg and fiber-reinforced composite materials
JP2012197413A (en) * 2010-09-28 2012-10-18 Toray Ind Inc Epoxy resin composition, prepreg and fiber-reinforced composite material
WO2012043453A1 (en) * 2010-09-28 2012-04-05 東レ株式会社 Epoxy resin composition, prepreg and fiber-reinforced compound material
US9738782B2 (en) * 2010-09-28 2017-08-22 Toray Industries, Inc. EPOXY resin composition, prepreg and fiber-reinforced composite materials
EP2623533A4 (en) * 2010-09-28 2017-10-18 Toray Industries, Inc. Epoxy resin composition, prepreg and fiber-reinforced compound material
WO2014017340A1 (en) 2012-07-25 2014-01-30 東レ株式会社 Prepreg and carbon-fiber-reinforced composite material
US11111345B2 (en) 2012-07-25 2021-09-07 Toray Industries, Inc. Prepreg and carbon fiber-reinforced composite material
US11286359B2 (en) 2012-07-25 2022-03-29 Toray Industries, Inc. Prepreg and carbon fiber-reinforced composite material

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