JPH05302017A - Epoxy resin composition and its cured product - Google Patents

Epoxy resin composition and its cured product

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Publication number
JPH05302017A
JPH05302017A JP34232792A JP34232792A JPH05302017A JP H05302017 A JPH05302017 A JP H05302017A JP 34232792 A JP34232792 A JP 34232792A JP 34232792 A JP34232792 A JP 34232792A JP H05302017 A JPH05302017 A JP H05302017A
Authority
JP
Japan
Prior art keywords
epoxy resin
weight
carbonate
parts
epiclon
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.)
Pending
Application number
JP34232792A
Other languages
Japanese (ja)
Inventor
Kazuyuki Onodera
和之 小野寺
Hideo Koide
英夫 小出
Yuji Kunitake
憂璽 国武
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.)
DIC Corp
Original Assignee
Dainippon Ink and Chemicals Co Ltd
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 Dainippon Ink and Chemicals Co Ltd filed Critical Dainippon Ink and Chemicals Co Ltd
Publication of JPH05302017A publication Critical patent/JPH05302017A/en
Pending legal-status Critical Current

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  • Compositions Of Macromolecular Compounds (AREA)
  • Epoxy Resins (AREA)

Abstract

PURPOSE:To obtain the title composition which is lowly viscous, has excellent workability and high safety for a worker, can give a cured product of excellent mechanical properties, and is desirable as a casting material or the like by mixing an epoxy resin with an alkyl carbonate. CONSTITUTION:The title composition is obtained by mixing an epoxy resin (A) (e.g. bisphenol A/epichlorohydrin condensate epoxy resin) with an alkyl carbonate (B) (e.g. dimethyl carbonate). It is desirable that component A comprises an epoxy resin of an epoxy equivalent of 100-5000g/eq and component B comprises an alkyl carbonate of a carbonate equivalent of 600-76g/eq. The mixing ratio by weight of component A to component B is suitably in the range of 60/40-99/1. When this composition further contains a compound containing a prim. amino group in the molecular skeleton (e.g. ethylenediamine), it can give a cured product more excellent in mechanical properties.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【産業上の利用分野】本発明は、塗料、絶縁材料、接着
剤、注型材料等に有用な樹脂組成物に関するものであ
り、更には、作業性、安全性、機械強度、素地密着性に
優れる硬化物に関する。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a resin composition useful for paints, insulating materials, adhesives, casting materials and the like, and further to workability, safety, mechanical strength and substrate adhesion. It relates to an excellent cured product.

【0002】[0002]

【従来の技術】エポキシ樹脂組成物は、優れた機械強
度、素地密着性等を有していることから、塗料、電気、
土木建築、等多くの産業分野で使用されている。
2. Description of the Related Art Epoxy resin compositions have excellent mechanical strength, substrate adhesion, etc.
It is used in many industrial fields such as civil engineering and construction.

【0003】しかし、上記の様な優れた性能を有する一
方で、液状エポキシ樹脂に硬化剤を加えて成形する際に
はエポキシ樹脂自身の粘度が高いため、作業性が悪いと
いう問題があった。
However, in addition to having the above-mentioned excellent performance, when the liquid epoxy resin is molded by adding a curing agent, there is a problem that the workability is poor because the viscosity of the epoxy resin itself is high.

【0004】これを解決するために従来よりエポキシ樹
脂に反応性希釈剤として、ブチルグリシジルエーテル及
びアルキルフェノールのグリシジルエーテル等の低粘性
エポキシ樹脂を併用してエポキシ樹脂の粘度を低減し成
形時の作業性を向上させる技術が行なわれている。
In order to solve this, conventionally, a low-viscosity epoxy resin such as butyl glycidyl ether and glycidyl ether of alkylphenol is used as a reactive diluent in the epoxy resin to reduce the viscosity of the epoxy resin and to improve workability during molding. Is being implemented.

【0005】[0005]

【発明が解決しようとする課題】しかし、上記従来の反
応性希釈剤を併用する技術は、ある程度の作業性の改善
は認められるものの、未だ充分なものではなく、一方作
業性を更に良くする場合にはその使用量が多くなる為に
硬化物の機械強度、素地密着性が劣る他、該反応性希釈
剤のエポキシ基に由来する皮膚刺激性等の安全性に劣る
という課題を有するものであった。
However, although the technique of using the above-mentioned conventional reactive diluent in combination has some improvement in workability, it is still not sufficient, and in the case of further improving workability. Has a problem that the mechanical strength of the cured product and the adhesion to the substrate are poor due to the large amount used, and the safety of the skin irritation due to the epoxy group of the reactive diluent is poor. It was

【0006】本発明が解決しようとする課題は、低粘度
で作業性が優れ、作業者への安全性が高いエポキシ樹脂
組成物、及び硬化物の機械強度、素地密着性に優れるエ
ポキシ樹脂組成物の硬化物を提供することにある。
[0006] The problem to be solved by the present invention is to provide an epoxy resin composition having a low viscosity, excellent workability, and high safety for workers, and an epoxy resin composition having excellent mechanical strength and adhesion of a cured product to a substrate. To provide a cured product of.

【0007】[0007]

【課題を解決する為の手段】本発明者等は上記課題を解
決すべく鋭意研究を重ねた結果、エポキシ樹脂にアルキ
ルカーボネートを配合することにより、上記各物性の低
下を招くことなくエポキシ樹脂の粘度を低減でき、しか
も高い安全性が得られることを見いだし本発明を完成す
るに至った。
Means for Solving the Problems The inventors of the present invention have conducted extensive studies to solve the above problems, and as a result, by adding an alkyl carbonate to the epoxy resin, the epoxy resin of It was found that the viscosity can be reduced and high safety can be obtained, and the present invention has been completed.

【0008】即ち、本発明は、(A)エポキシ樹脂と、
(B)アルキルカーボネートとを含有することを特徴と
するエポキシ樹脂組成物、及び(A)エポキシ樹脂と、
(B)アルキルカーボネートとを含有するエポキシ樹脂
組成物に、(C)1級アミノ基を分子骨格中に有する化
合物と加えて得られることを特徴とするエポキシ樹脂組
成物の硬化物、に関する。
That is, the present invention comprises (A) an epoxy resin,
(B) Alkyl carbonate-containing epoxy resin composition, and (A) epoxy resin,
It relates to a cured product of an epoxy resin composition, which is obtained by adding (C) a compound having a primary amino group in the molecular skeleton to an epoxy resin composition containing (B) an alkyl carbonate.

【0009】本発明で使用するエポキシ樹脂(A)とし
ては、特に限定されるものではないが、例えば「EPI
CLON 850」(大日本インキ化学工業(株)製、
エポキシ当量188g/eq)、「EPICLON 1
050」(同社製、エポキシ当量475g/eq)等の
ビスフェノールA−エピクロルヒドリン縮合物エポキシ
樹脂、「EPICLON 830」(同社製、エポキシ
当量172g/eq)等のビスフェノールF−エピクロ
ルヒドリン縮合物エポキシ樹脂、「EPICLON N
−740」(同社製、エポキシ当量180g/eq)、
「EPICLON N−670」(同社製、エポキシ当
量210g/eq)等のノボラック樹脂−エピクロルヒ
ドリン縮合物エポキシ樹脂、「EPICLON 15
2」(同社製、エポキシ当量360g/eq)等のテト
ラブロムビスフェノールA−エピクロルヒドリン縮合物
エポキシ樹脂、「EPICLON 430」(同社製、
エポキシ当量120g/eq)等のグリシジルアミン型
エポキシ樹脂等の芳香族グリシジルエーテル型エポキシ
樹脂がある。その他、特殊なエポキシ樹脂としては、下
記構造で示される様な脂環式エポキシ樹脂
The epoxy resin (A) used in the present invention is not particularly limited, but for example, "EPI"
CLON 850 "(manufactured by Dainippon Ink and Chemicals, Inc.,
Epoxy equivalent 188 g / eq), "EPICLON 1
050 "(manufactured by the same company, epoxy equivalent 475 g / eq) and other bisphenol A-epichlorohydrin condensate epoxy resins," EPICLON 830 "(manufactured by the same company, epoxy equivalent 172 g / eq) and other bisphenol F-epichlorohydrin condensate epoxy resins," EPICLON " N
-740 "(manufactured by the same company, epoxy equivalent 180 g / eq),
Novolak resin-epichlorohydrin condensate epoxy resin such as "EPICLON N-670" (manufactured by the same company, epoxy equivalent 210 g / eq), "EPICLON 15
2 "(manufactured by the same company, epoxy equivalent 360 g / eq) and other tetrabromobisphenol A-epichlorohydrin condensate epoxy resin," EPICLON 430 "(manufactured by the same company,
There is an aromatic glycidyl ether type epoxy resin such as a glycidyl amine type epoxy resin having an epoxy equivalent of 120 g / eq). Other special epoxy resins include alicyclic epoxy resins with the structure shown below.

【0010】[0010]

【化1】 [Chemical 1]

【0011】[0011]

【化2】 [Chemical 2]

【0012】[0012]

【化3】 [Chemical 3]

【0013】(ここで、R1 はアルキル、アルキルエー
テル、アルキルエステル、アルキルアミドを表わす。)
フタル酸ジグリシジルエステル、p−オキシ安息香酸ジ
グリシジルエーテルエステルの様なグリシジルエステル
型エポキシ樹脂、ヒダントイン系エポキシ樹脂等があげ
られる。
(Here, R1 represents alkyl, alkyl ether, alkyl ester or alkyl amide.)
Examples thereof include glycidyl ester type epoxy resins such as phthalic acid diglycidyl ester and p-oxybenzoic acid diglycidyl ether ester, and hydantoin-based epoxy resins.

【0014】これらの中でも機械強度、素地密着性及び
硬化性に優れる点からビスフェノール型エポキシ樹脂が
好ましく、更にはビスフェノールA−エピクロルヒドリ
ン縮合物エポキシ樹脂、ビスフェノールF−エピクロル
ヒドリン縮合物エポキシ樹脂、又は、2者の共縮合物、
又は2者の混合物が機械強度、素地密着性及び硬化性に
著しく優れる点から好ましい。
Among these, a bisphenol type epoxy resin is preferable from the viewpoint of excellent mechanical strength, substrate adhesion and curability, and further, bisphenol A-epichlorohydrin condensate epoxy resin, bisphenol F-epichlorohydrin condensate epoxy resin, or two. A cocondensation product of
Alternatively, a mixture of the two is preferable because it is remarkably excellent in mechanical strength, substrate adhesion and curability.

【0015】これらのエポキシ樹脂のエポキシ当量は、
硬化物とした時の架橋密度が適切な範囲になり、その可
撓性及び機械強度に優れる点から100〜5000g/
eqが好ましく、中でもその効果が著しい点から120
〜3000g/eqが好ましい。
The epoxy equivalent of these epoxy resins is
The crosslink density of the cured product is in an appropriate range, and is 100 to 5000 g / from the viewpoint of its flexibility and mechanical strength.
eq is preferable, and 120 is particularly effective.
~ 3000 g / eq is preferred.

【0016】本発明で用いるアルキルカーボネート
(B)としては、特に限定されるものではないが、エポ
キシ樹脂の粘度の低減効果が顕著である点から下記一般
式(I)で表わされるジアルキルカーボネート化合物が
好ましい。
The alkyl carbonate (B) used in the present invention is not particularly limited, but a dialkyl carbonate compound represented by the following general formula (I) is preferable because of its remarkable effect of reducing the viscosity of the epoxy resin. preferable.

【0017】[0017]

【化4】 [Chemical 4]

【0018】(一般式(I)中、R2 及びR3 は夫々独
立的に水素原子或いは炭素原子数1〜19のアルキル基
を示す)この様なアルキルカーボネート(B)は、その
カーボネート当量は、エポキシ樹脂の粘度の低減効果及
び硬化物の機械強度に優れる点から600〜76g/e
qであることが好ましく、なかでも硬化物の機械強度が
著しく優れる点から300〜76g/eqであることが
好ましい。
(In the general formula (I), R2 and R3 each independently represent a hydrogen atom or an alkyl group having 1 to 19 carbon atoms) Such an alkyl carbonate (B) has a carbonate equivalent of epoxy. 600-76 g / e from the viewpoint of the effect of reducing the viscosity of the resin and the excellent mechanical strength of the cured product.
It is preferably q, and particularly preferably 300 to 76 g / eq from the viewpoint that the mechanical strength of the cured product is remarkably excellent.

【0019】この様なアルキルカーボネートとしては、
ジメチルカーボネート、ジエチルカーボネート及びジブ
チルカーボネート等が挙げられる。中でもエポキシ樹脂
の粘度の低減効果に著しく優れる点からジメチルカーボ
ネートおよびジエチルカーボネートが好ましい。
As such an alkyl carbonate,
Examples thereof include dimethyl carbonate, diethyl carbonate and dibutyl carbonate. Among them, dimethyl carbonate and diethyl carbonate are preferable because they are remarkably excellent in the effect of reducing the viscosity of the epoxy resin.

【0020】本発明のエポキシ樹脂組成物においてエポ
キシ樹脂(A)とアルキルカーボネート(B)との配合
比率は特に限定されるものではないが、通常、重量比率
で(A)/(B)=60/40〜99/1、なかでも本
発明の効果が著しく優れる点から(A)/(B)=80
/20〜99/1であることが好ましい。
In the epoxy resin composition of the present invention, the compounding ratio of the epoxy resin (A) and the alkyl carbonate (B) is not particularly limited, but usually (A) / (B) = 60 in weight ratio. / 40 to 99/1, among which (A) / (B) = 80 from the viewpoint that the effect of the present invention is remarkably excellent.
It is preferably / 20 to 99/1.

【0021】本発明のエポキシ樹脂組成物は、更に1級
アミノ基を分子骨格中に有する化合物(C)を加える事
により機械的強度に優れた硬化物とする事ができる。本
発明の硬化物で用いる1級アミノ基を分子骨格中に有す
る化合物(C)としては、従来公知のものが何れも使用
でき、例えばプロピルアミン、ブチルアミン、エチレン
ジアミン、プロピレンジアミン、ヘキサメチレンジアミ
ン等のアミノ化合物、キシレンジアミン、イソホロンジ
アミン、メンセンジアミン等のジアミン化合物、およ
び、上記ジアミン化合物とカルボン酸とを反応させて得
られるアミドタイプ変性アミン、ジエチレントリアミ
ン、トリエチレンテトラミン、テトラエチレンペンタミ
ン、プロピレンジアミン、ジプロピントリアミン等のポ
リアルキレンポリアミン、ベンジルエチレンジアミン、
アミノエチルピペラジンおよび上記ジアミン化合物とエ
ポキシ基とを反応させて得られるアダクトタイプ変性ア
ミン、上記アミドタイプ変性アミンの内、分子内に2個
以上のアミノ基を有する化合物とエポキシ基とを反応さ
せて得られるアミドアダクトタイプ変性アミン、上記ポ
リアルキレンポリアミンとエポキシ基とを反応させ得ら
れるアダクトタイプ変性アミン、上記ポリアルキレンポ
リアミンと、カルボン酸とを反応させて得られるアミド
タイプのポリアミン化合物、上記ポリアルキレンポリア
ミンとカルボン酸、続いてエポキシ基を反応させて得ら
れるアミドアダクトタイプ変性アミン、上記のジアミン
化合物又はポリアルキレンポリアミン化合物と、カルボ
ニル基又はニトリル基と共役した二重結合を有する化合
物とを反応させて得られるマイケル付加タイプ変性アミ
ン等があげられる。
The epoxy resin composition of the present invention can be made into a cured product excellent in mechanical strength by further adding a compound (C) having a primary amino group in its molecular skeleton. As the compound (C) having a primary amino group in the molecular skeleton used in the cured product of the present invention, any conventionally known compound can be used, and examples thereof include propylamine, butylamine, ethylenediamine, propylenediamine, and hexamethylenediamine. Amino compounds, diamine compounds such as xylenediamine, isophoronediamine, and mensendiamine, and amide type modified amines obtained by reacting the above diamine compounds with carboxylic acids, diethylenetriamine, triethylenetetramine, tetraethylenepentamine, propylenediamine , Polyalkylene polyamines such as dipropyne triamine, benzyl ethylene diamine,
Aminoethylpiperazine and the above diamine compound are reacted with an epoxy group to obtain an adduct type modified amine, and among the above amide type modified amines, a compound having two or more amino groups in a molecule is reacted with an epoxy group. Amide adduct type modified amine obtained, adduct type modified amine obtained by reacting the above polyalkylene polyamine with an epoxy group, amide type polyamine compound obtained by reacting the above polyalkylene polyamine and carboxylic acid, above polyalkylene Polyamine and carboxylic acid, followed by reacting an amide adduct type modified amine obtained by reacting an epoxy group, the above diamine compound or polyalkylene polyamine compound, and a compound having a double bond conjugated with a carbonyl group or a nitrile group hand Michael addition-modified amines, and the like to be.

【0022】これら化合物(C)は単独で、或いは2種
以上を併用して用いることができる。又、これらの化合
物(C)と、1級アミノ基を有していなく、かつ2級ア
ミノ基を有する化合物(D)とを併用してもよい。
These compounds (C) can be used alone or in combination of two or more kinds. Further, these compounds (C) may be used in combination with the compound (D) having no primary amino group and having a secondary amino group.

【0023】この様な化合物(D)としては、上記アミ
ノ化合物、ジアミン化合物、アミドタイプのジアミン化
合物、ポリアルキレンポリアミン、アダクトタイプ変性
アミン又はマイケル付加タイプ変性アミンと、カルボキ
シル基及び/又はエポキシ基を有する化合物、カルボニ
ル基又はニトリル基と共役した二重結合を有する化合物
又はカルボキシル基とカルボニル基又はニトリル基と共
役した二重結合を有する化合物とを反応させて、1級ア
ミノ基を完全にアミド化又はシアノエチル化した化合物
等が挙げられる。
Examples of such a compound (D) include the above-mentioned amino compound, diamine compound, amide type diamine compound, polyalkylene polyamine, adduct type modified amine or Michael addition type modified amine, and a carboxyl group and / or an epoxy group. A compound having a double bond conjugated with a carbonyl group or a nitrile group or a carboxyl group is reacted with a compound having a double bond conjugated with a carbonyl group or a nitrile group to completely amidate a primary amino group. Alternatively, a cyanoethylated compound and the like can be mentioned.

【0024】これらの中でも毒性が低く安全性に優れる
点からアミドタイプ変性アミン、アダクトタイプ変性ア
ミン及びアミドアダクトタイプ変性アミンが好ましい。
本発明を実施するに当たって、用いられる(C)1級ア
ミノ基を含有する化合物の量は、配合物中のエポキシ基
の当量数(E)と、配合物中のカーボネート基の当量数
(Cb)の2倍との和に対し、アミノ基の持つ活性水素
の当量数(H)の比〔H/(E+2Cb)〕が、0.4
以上、1.5以下となる範囲で用いることが硬化性に優
れる点から好ましい。
Among these, amide type modified amines, adduct type modified amines and amide adduct type modified amines are preferable from the viewpoint of low toxicity and excellent safety.
In carrying out the present invention, the amount of the compound (C) containing a primary amino group used is the equivalent number (E) of the epoxy groups in the formulation and the equivalent number (Cb) of the carbonate groups in the formulation. The ratio [H / (E + 2Cb)] of the active hydrogen equivalent number (H) of the amino group is 0.4
As described above, it is preferable to use it in the range of 1.5 or less from the viewpoint of excellent curability.

【0025】本発明を実施するに当たって、本発明の硬
化性樹脂組成物を硬化させる条件としては、硬化温度
は、常温〜180℃、硬化時間は、30分〜10日間で
ある。硬化温度を高く設定すれば硬化時間は短くなり、
硬化温度を低く設定すれば硬化時間は長くなる。
In carrying out the present invention, the curing temperature of the curable resin composition of the present invention is room temperature to 180 ° C., and the curing time is 30 minutes to 10 days. If you set the curing temperature higher, the curing time will be shorter,
The lower the curing temperature, the longer the curing time.

【0026】本発明を実施するに当たって、本発明の硬
化性樹脂組成物以外に、反応性及び/又は非反応性希釈
剤、溶剤、各種顔料、各種充填材、各種添加剤を用いて
も良く、それらのものを用いる事により本発明性がそこ
なわれるものではない。
In carrying out the present invention, in addition to the curable resin composition of the present invention, a reactive and / or non-reactive diluent, a solvent, various pigments, various fillers, various additives may be used. The present invention is not impaired by using those materials.

【0027】[0027]

【実施例】以下に、本発明の実施例及び参考としての比
較例を記載する。 実施例1 エポキシ樹脂として、ビスフェノールA型エポキシ樹脂
(大日本インキ化学工業(株)製「EPICLON 8
50」、エポキシ当量185g/eq)92.5重量
部、アルキルカーボネートとしてジメチルカーボネート
(東京化成(株)社製、試薬1級、カーボネート当量9
0g/eq)7.5重量部を充分に混合した。混合物の
粘度は1010cps/25℃であった。1級アミノ基
を分子骨格中に有する化合物としてこの混合物に、1級
アミノ基含有脂肪族ポリアミド(大日本インキ化学工業
(株)製「EPICLON B−025」、活性水素当
量〔H〕=115)77重量部を加え、充分に混合し
た。この主剤/硬化剤配合物の中から80gを100ml
ガラス製サンプル瓶にとり、温度計を差し込み、25℃
で、硬化発熱カーブを測定した。結果を第1表に示す。
EXAMPLES Examples of the present invention and comparative examples for reference will be described below. Example 1 As an epoxy resin, a bisphenol A type epoxy resin (“EPICLON 8” manufactured by Dainippon Ink and Chemicals, Inc.)
50 ", epoxy equivalent 185 g / eq) 92.5 parts by weight, dimethyl carbonate as an alkyl carbonate (manufactured by Tokyo Kasei Co., Ltd., reagent first grade, carbonate equivalent 9
7.5 parts by weight of 0 g / eq) were thoroughly mixed. The viscosity of the mixture was 1010 cps / 25 ° C. A primary amino group-containing aliphatic polyamide (“EPICLON B-025” manufactured by Dainippon Ink and Chemicals, Inc., active hydrogen equivalent [H] = 115) was added to this mixture as a compound having a primary amino group in the molecular skeleton. 77 parts by weight was added and mixed well. 80 g of this base / hardener mixture is 100 ml
Take in a glass sample bottle, insert a thermometer, 25 ℃
Then, the curing exothermic curve was measured. The results are shown in Table 1.

【0028】次いで同上の主剤/硬化剤配合物を脱泡
し、ガラス製型枠に流し込み、常温7日間で硬化させ
て、30cm×30cm×3mmの注型板を得た。この注型板
より試験片を切りだし、JIS K−6911に従い、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第1表に示
す。
Then, the above-mentioned base / curing agent mixture was degassed, poured into a glass mold and cured at room temperature for 7 days to obtain a casting plate of 30 cm × 30 cm × 3 mm. A test piece is cut out from this casting plate, and according to JIS K-6911,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 1.

【0029】実施例2 エポキシ樹脂として、「EPICLON 850」 8
9.0重量部、アルキルカーボネートとしてジブチルカ
ーボネート(J.P−rakt.Chem.,〔2〕2
2,353(1880)を参考にして合成。沸点207
℃,カーボネート当量174g/eq)11.0重量部
を充分に混合した。混合物の粘度は990cps/25
℃であった。1級アミノ基を分子骨格中に有する化合物
としてこの混合物に、1級アミノ基含有脂肪族ポリアミ
ド(大日本インキ化学工業(株)製「EPICLON
B−025」、活性水素当量〔H〕=115)70重量
部を加え、充分に混合した。この主剤/硬化剤配合物の
中から80gを100mlガラス製サンプル瓶にとり、温
度計を差し込み、25℃で、硬化発熱カーブを測定し
た。結果を第1表に示す。
Example 2 As an epoxy resin, "EPICLON 850" 8
9.0 parts by weight, dibutyl carbonate as an alkyl carbonate (JP-rakt. Chem., [2] 2
2,353 (1880) as a reference. Boiling point 207
11.0 parts by weight of carbonate equivalent of 174 g / eq) was thoroughly mixed. The viscosity of the mixture is 990 cps / 25
It was ℃. A primary amino group-containing aliphatic polyamide (“EPICLON” manufactured by Dainippon Ink and Chemicals, Inc.) was added to this mixture as a compound having a primary amino group in the molecular skeleton.
B-025 ", 70 parts by weight of active hydrogen equivalent [H] = 115) were added and mixed sufficiently. 80 g of this base / curing agent mixture was placed in a 100 ml glass sample bottle, a thermometer was inserted, and the curing exothermic curve was measured at 25 ° C. The results are shown in Table 1.

【0030】次いで同上の主剤/硬化剤配合物を脱泡
し、ガラス製型枠に流し込み、常温7日間で硬化させ
て、30cm×30cm×3mmの注型板を得た。この注型板
より試験片を切りだし、JIS K−6911に従い、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第1表に示
す。
Next, the above base resin / curing agent mixture was defoamed, poured into a glass mold and cured at room temperature for 7 days to obtain a casting plate of 30 cm × 30 cm × 3 mm. A test piece is cut out from this casting plate, and according to JIS K-6911,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 1.

【0031】実施例3 エポキシ樹脂として、「EPICLON 850」 8
0.0重量部、アルキルカーボネートとしてC1213
ルコールの炭酸ジエステル(J.Prakt.Che
m.,〔2〕22,353(1880)を参考にして合
成。沸点300℃以上,カーボネート当量464g/e
q)20.0重量部を充分に混合した。混合物の粘度は
1030cps/25℃であった。1級アミノ基を分子
骨格中に有する化合物としてこの混合物に、1級アミノ
基含有脂肪族ポリアミド(大日本インキ化学工業(株)
製「EPICLON B−025」、活性水素当量
〔H〕=115)59.6部を加え、充分に混合した。
この主剤/硬化剤配合物の中から80gを100mlガラ
ス製サンプル瓶にとり、温度計を差し込み、25℃で、
硬化発熱カーブを測定した。結果を第1表に示す。
Example 3 As an epoxy resin, "EPICLON 850" 8
0.0 parts by weight, C 12 ~ 13 alcohol carbonic diester as alkyl carbonates (J.Prakt.Che
m., [2] 22,353 (1880) for reference. Boiling point 300 ° C or higher, carbonate equivalent 464 g / e
q) 20.0 parts by weight were mixed thoroughly. The viscosity of the mixture was 1030 cps / 25 ° C. A primary amino group-containing aliphatic polyamide (Dainippon Ink and Chemicals, Inc.) was added to this mixture as a compound having a primary amino group in the molecular skeleton.
59.6 parts of "EPICLON B-025" manufactured by Active Hydrogen Equivalent [H] = 115) were added and mixed sufficiently.
Take 80g of this base / curing agent mixture into a 100ml glass sample bottle, insert a thermometer, and at 25 ° C,
The curing exotherm curve was measured. The results are shown in Table 1.

【0032】次いで同上の主剤/硬化剤配合物を脱泡
し、ガラス製型枠に流し込み、常温7日間で硬化させ
て、30cm×30cm×3mmの注型板を得た。この注型板
より試験片を切りだし、JIS K−6911に従い、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第1表に示
す。
Then, the above base / curing agent mixture was defoamed, poured into a glass mold and cured at room temperature for 7 days to obtain a casting plate of 30 cm × 30 cm × 3 mm. A test piece is cut out from this casting plate, and according to JIS K-6911,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 1.

【0033】実施例4 「EPICLON 850」 86部、ジメチルカーボ
ネート4.0部、「EPICLON 520」(大日本
インキ化学工業(株)製アルキルフェノールのグリシジ
ルエーテル、エポキシ当量235g/eq)10重量部
を加え、充分に混合した。混合物の粘度は950cps
/25℃であった。この混合物に「EPICLON B
−025」 68重量部を加え、充分に混合し実施例1
と同様にして硬化発熱カーブを測定した。結果を第1表
に示す。
Example 4 86 parts of "EPICLON 850", 4.0 parts of dimethyl carbonate, and 10 parts by weight of "EPICLON 520" (glycidyl ether of alkylphenol of Dainippon Ink and Chemicals, Inc., epoxy equivalent: 235 g / eq) were added. , Mixed well. The viscosity of the mixture is 950 cps
/ 25 ° C. Add "EPICLON B" to this mixture.
-025 "68 parts by weight was added and mixed well, and Example 1
The curing exothermic curve was measured in the same manner as in. The results are shown in Table 1.

【0034】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第1表に示
す。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 1.

【0035】比較例1 「EPICLON 850」 91重量部、ブチルグリ
シジルエーテル(阪本薬品工業(株)製、エポキシ当量
130g/eq)9.0重量部を充分に混合した。混合
物の粘度は1020cps/25℃であった。この混合
物に「EPICLON B−025」 65重量部を加
え充分に混合し、実施例1と同様にして硬化発熱カーブ
を測定した。結果を第1表に示す。
Comparative Example 1 91 parts by weight of "EPICLON 850" and 9.0 parts by weight of butyl glycidyl ether (manufactured by Sakamoto Yakuhin Kogyo Co., Ltd., epoxy equivalent 130 g / eq) were sufficiently mixed. The viscosity of the mixture was 1020 cps / 25 ° C. To this mixture, 65 parts by weight of "EPICLON B-025" was added and mixed sufficiently, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 1.

【0036】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第1表に示
す。 比較例2 「EPICLON 850」 100重量部(粘度13
000cps)に、「EPICLON B−025」
62重量部を加え充分に混合し、実施例1と同様にして
硬化発熱カーブを測定した。結果を第1表に示す。
Then, a test piece was obtained in the same manner as in Example 1,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 1. Comparative Example 2 100 parts by weight of "EPICLON 850" (viscosity 13
000 cps), "EPICLON B-025"
62 parts by weight were added and mixed well, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 1.

【0037】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第1表に示
す。
Then, a test piece was obtained in the same manner as in Example 1,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 1.

【0038】[0038]

【表1】 [Table 1]

【0039】実施例5 「EPICLON 850」 91.5重量部、ジエチ
ルカーボネート(東京化成(株)社製、試薬1級、カー
ボネート当量118g/eq) 8.5重量部を充分に
混合した。混合物の粘度は1020cps/25℃であ
った。この混合物に「EPICLON EXB−609
0」〔大日本インキ化学工業(株)製試作品(メタキシ
レンジアミンのEPICLON 850付加物)活性水
素当量〔H〕=52〕33重量部を加え、充分に混合し
実施例1と同様にして硬化発熱カーブを測定した。結果
を第2表に示す。
Example 5 91.5 parts by weight of "EPICLON 850" and 8.5 parts by weight of diethyl carbonate (manufactured by Tokyo Kasei Co., Ltd., first-grade reagent, carbonate equivalent 118 g / eq) were sufficiently mixed. The viscosity of the mixture was 1020 cps / 25 ° C. This mixture was mixed with "EPICLON EXB-609.
0 "[prototype manufactured by Dainippon Ink and Chemicals, Inc. (EPICLON 850 adduct of meta-xylene diamine) active hydrogen equivalent [H] = 52] 33 parts by weight was added and mixed sufficiently, and the same as in Example 1. The curing exotherm curve was measured. The results are shown in Table 2.

【0040】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第2表に示
す。 実施例6 「EPICLON 850」 83重量部、ジエチルカ
ーボネート17重量部を充分に混合した。混合物の粘度
は200cps/25℃であった。この混合物にメタキ
シレンジアミン25重量部を加え、充分に混合し実施例
1と同様にして硬化発熱カーブを測定した。結果を第2
表に示す。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 2. Example 6 83 parts by weight of "EPICLON 850" and 17 parts by weight of diethyl carbonate were sufficiently mixed. The viscosity of the mixture was 200 cps / 25 ° C. To this mixture was added 25 parts by weight of metaxylenediamine, and the mixture was mixed well and the curing exothermic curve was measured in the same manner as in Example 1. Second result
Shown in the table.

【0041】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第2表に示
す。 比較例3 「EPICLON 850」 92重量部、ブチルグリ
シジルエーテル8重量部を充分に混合した。混合物の粘
度は1200cps/25℃であった。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 2. Comparative Example 3 92 parts by weight of "EPICLON 850" and 8 parts by weight of butyl glycidyl ether were sufficiently mixed. The viscosity of the mixture was 1200 cps / 25 ° C.

【0042】この混合物に「EPICLON EXB−
6090」 29重量部を加え、充分に混合し実施例1
と同様にして硬化発熱カーブを測定した。結果を第2表
に示す。
To this mixture was added "EPICLON EXB-
6090 "29 parts by weight were added and mixed thoroughly.
The curing exothermic curve was measured in the same manner as in. The results are shown in Table 2.

【0043】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第2表に示
す。 比較例4 「EPICLON 850」 83重量部、ブチルグリ
シジルエーテル17重量部を充分に混合した。混合物の
粘度は200cps/25℃であった。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 2. Comparative Example 4 83 parts by weight of "EPICLON 850" and 17 parts by weight of butyl glycidyl ether were sufficiently mixed. The viscosity of the mixture was 200 cps / 25 ° C.

【0044】この混合物にメタキシレンジアミン20重
量部を加え、充分に混合し実施例1と同様にして硬化発
熱カーブを測定した。結果を第2表に示す。次いで実施
例1と同様にして試験片を得、熱変形温度、曲げ強度、
曲げ弾性率、引張り強度、引張り弾性率、引張り伸び率
を測定した。結果を第2表に示す。
20 parts by weight of metaxylenediamine was added to this mixture and mixed well, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 2. Then, a test piece was obtained in the same manner as in Example 1, and the heat distortion temperature, bending strength,
Flexural modulus, tensile strength, tensile modulus, and tensile elongation were measured. The results are shown in Table 2.

【0045】[0045]

【表2】 [Table 2]

【0046】実施例7 ビスフェノールF型エポキシ樹脂(大日本インキ化学工
業(株)製「EPICLON 830」、エポキシ当量
173g/eq)96重量部、ジメチルカーボネート4
重量部を充分に混合した。混合物の粘度は980cps
/25℃であった。この混合物に「EPICLON E
XB−6090」 34重量部を加え充分に混合し実施
例1と同様にして硬化発熱カーブを測定した。結果を第
3表に示す。
Example 7 96 parts by weight of bisphenol F type epoxy resin ("EPICLON 830" manufactured by Dainippon Ink and Chemicals, Inc., epoxy equivalent 173 g / eq), dimethyl carbonate 4
Parts by weight were mixed well. The viscosity of the mixture is 980 cps
/ 25 ° C. Add this mixture to the "EPICLON E
XB-6090 ”34 parts by weight was added and mixed well, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 3.

【0047】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第3表に示
す。
Then, a test piece was obtained in the same manner as in Example 1,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 3.

【0048】実施例8 「EPICLON 830」 99重量部、ジエチルカ
ーボネート1重量部を充分に混合した。混合物の粘度は
2400cps/25℃であった。この混合物に「EP
ICLON EXB−6090」 31重量部を加え充
分に混合し実施例1と同様にして硬化発熱カーブを測定
した。結果を第3表に示す。
Example 8 99 parts by weight of "EPICLON 830" and 1 part by weight of diethyl carbonate were thoroughly mixed. The viscosity of the mixture was 2400 cps / 25 ° C. Add "EP
31 parts by weight of "ICLON EXB-6090" was added and mixed sufficiently, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 3.

【0049】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第3表に示
す。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 3.

【0050】実施例9 「EPICLON 830」 99重量部、ジブチルカ
ーボネート 1重量部を加え、充分に混合した。混合物
の粘度は2700cps/25℃であった。この混合物
に「EPICLON EXB−6090」 30重量部
を加え、充分に混合し実施例1と同様にして硬化発熱カ
ーブを測定した。結果を第3表に示す。
Example 9 99 parts by weight of "EPICLON 830" and 1 part by weight of dibutyl carbonate were added and mixed sufficiently. The viscosity of the mixture was 2700 cps / 25 ° C. To this mixture, 30 parts by weight of "EPICLON EXB-6090" was added, mixed well, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 3.

【0051】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第3表に示
す。
Then, a test piece was obtained in the same manner as in Example 1,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 3.

【0052】比較例5 「EPICLON 830」 96重量部、「EPIC
LON 520」 4重量部を充分に混合した。混合物
の粘度は1900cps/25℃であった。この混合物
に「EPICLON EXB−6090」 31重量部
を加え充分に混合し実施例1と同様にして硬化発熱カー
ブを測定した。結果を第3表に示す。
Comparative Example 5 "EPICLON 830" 96 parts by weight, "EPICLON 830"
4 parts by weight of LON 520 "were mixed thoroughly. The viscosity of the mixture was 1900 cps / 25 ° C. To this mixture, 31 parts by weight of "EPICLON EXB-6090" was added and mixed well, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 3.

【0053】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第3表に示
す。 比較例6 「EPICLON 830」 99重量部、「EPIC
LON 520」 1重量部を充分に混合した。混合物
の粘度は3000cps/25℃であった。この混合物
に「EPICLON EXB−6090」 30重量部
を加え充分に混合し実施例1と同様にして硬化発熱カー
ブを測定した。結果を第3表に示す。
Then, a test piece was obtained in the same manner as in Example 1,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 3. Comparative Example 6 "EPICLON 830" 99 parts by weight, "EPICON 830"
1 part by weight of LON 520 ”was mixed thoroughly. The viscosity of the mixture was 3000 cps / 25 ° C. To this mixture, 30 parts by weight of "EPICLON EXB-6090" was added and mixed well, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 3.

【0054】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第3表に示
す。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 3.

【0055】[0055]

【表3】 [Table 3]

【0056】実施例10 「EPICLON 830」 95.5重量部、ジエチ
ルカーボネート4.5重量部を充分に混合した。混合物
の粘度は1030cps/25℃であった。この混合物
にメタキシレンジアミン(三菱ガス化学(株)製〔H〕
=34)21重量部を加え、充分に混合し実施例1と同
様にして硬化発熱カーブを測定した。結果を第4表に示
す。
Example 10 "EPICLON 830" (95.5 parts by weight) and diethyl carbonate (4.5 parts by weight) were sufficiently mixed. The viscosity of the mixture was 1030 cps / 25 ° C. Metaxylene diamine (Mitsubishi Gas Chemical Co., Ltd. [H]
= 34) 21 parts by weight was added and mixed sufficiently, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 4.

【0057】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第4表に示
す。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 4.

【0058】実施例11 「EPICLON 830」 87.0部、実施例3に
使用したC1213アルコールの炭酸ジエステル13.0
部を加え、充分に混合した。混合物の粘度は970 c
ps/25℃であった。この混合物に「EPICLON
EXB−6090」 27.6重量部を加え、充分に
混合し実施例1と同様にして硬化発熱カーブを測定し
た。結果を第4表に示す。
[0058] Example 11 "EPICLON 830" 87.0 parts, C 12 ~ 13 carbonic acid diester alcohol 13.0 used in Example 3
Parts were added and mixed well. The viscosity of the mixture is 970 c
It was ps / 25 ° C. Add "EPICLON" to this mixture.
27.6 parts by weight of "EXB-6090" was added and mixed sufficiently, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 4.

【0059】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第4表に示
す。
Then, a test piece was obtained in the same manner as in Example 1,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 4.

【0060】比較例7 「EPICLON 830」 100重量部(粘度33
50cps/25℃)にメタキシレンジアミン20重量
部を加え、充分に混合し実施例1と同様にして硬化発熱
カーブを測定した。結果を第4表に示す。
Comparative Example 7 100 parts by weight of "EPICLON 830" (viscosity 33
20 parts by weight of meta-xylenediamine was added to 50 cps / 25 ° C.), mixed sufficiently, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 4.

【0061】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第4表に示
す。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 4.

【0062】[0062]

【表4】 [Table 4]

【0063】実施例12 「EPICLON 850」 92.5重量部、ジメチ
ルカーボネート7.5重量部を充分に混合した。混合物
の粘度は1010cps/25℃であった。この混合物
に「EPICLON B−025」 39重量部を加
え、充分に混合し実施例1と同様にして硬化発熱カーブ
を測定した。結果を第5表に示す。
Example 12 92.5 parts by weight of "EPICLON 850" and 7.5 parts by weight of dimethyl carbonate were sufficiently mixed. The viscosity of the mixture was 1010 cps / 25 ° C. To this mixture, 39 parts by weight of "EPICLON B-025" was added and mixed sufficiently, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 5.

【0064】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第5表に示
す。
Then, a test piece was obtained in the same manner as in Example 1,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 5.

【0065】実施例13 「EPICLON 850」 92.5重量部、ジブチ
ルカーボネート7.5重量部を充分に混合した。混合物
の粘度は2000cps/25℃であった。この混合物
に「EPICLON B−025」 67重量部を加え
充分に混合し、実施例1と同様にして硬化発熱カーブを
測定した。結果を第5表に示す。
Example 13 92.5 parts by weight of "EPICLON 850" and 7.5 parts by weight of dibutyl carbonate were sufficiently mixed. The viscosity of the mixture was 2000 cps / 25 ° C. 67 parts by weight of "EPICLON B-025" was added to this mixture and mixed sufficiently, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 5.

【0066】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第5表に示
す。
Then, a test piece was obtained in the same manner as in Example 1.
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 5.

【0067】比較例8 「EPICLON 850」 92.5重量部、「EP
ICLON 520」7.5重量部を充分に混合した。
混合物の粘度は5000cps/25℃であった。この
混合物に「EPICLON B−025」 31重量部
を加え、充分に混合し実施例1と同様にして硬化発熱カ
ーブを測定した。結果を第5表に示す。
Comparative Example 8 "EPICLON 850" 92.5 parts by weight, "EP
7.5 parts by weight of ICLON 520 "was mixed thoroughly.
The viscosity of the mixture was 5000 cps / 25 ° C. To this mixture, 31 parts by weight of "EPICLON B-025" was added and mixed sufficiently, and the curing exothermic curve was measured in the same manner as in Example 1. The results are shown in Table 5.

【0068】次いで実施例1と同様にして試験片を得、
熱変形温度、曲げ強度、曲げ弾性率、引張り強度、引張
り弾性率、引張り伸び率を測定した。結果を第5表に示
す。
Then, a test piece was obtained in the same manner as in Example 1,
The heat deformation temperature, bending strength, bending elastic modulus, tensile strength, tensile elastic modulus, and tensile elongation were measured. The results are shown in Table 5.

【0069】[0069]

【表5】 次に、上記各実施例及び比較例で使用した反応性希釈剤
の一部について安全性をLD50に準拠して測定した。
その結果を第6表に示す。
[Table 5] Next, the safety of some of the reactive diluents used in the above Examples and Comparative Examples was measured according to LD50.
The results are shown in Table 6.

【0070】[0070]

【表6】 [Table 6]

【0071】[0071]

【発明の効果】本発明によれば、低粘度で作業性が優
れ、しかも作業者への安全性が高いエポキシ樹脂組成
物、及び機械強度に優れた硬化物が得られる。従って、
本発明の組成物は塗料、絶縁、接着、注型などの用途に
大変有用である。
According to the present invention, an epoxy resin composition having low viscosity, excellent workability, and high safety for workers, and a cured product having excellent mechanical strength can be obtained. Therefore,
The composition of the present invention is very useful for applications such as paints, insulation, adhesion and casting.

Claims (10)

【特許請求の範囲】[Claims] 【請求項1】 (A)エポキシ樹脂と、(B)アルキル
カーボネートとを含有することを特徴とするエポキシ樹
脂組成物。
1. An epoxy resin composition comprising (A) an epoxy resin and (B) an alkyl carbonate.
【請求項2】 エポキシ樹脂(A)のエポキシ当量が1
00〜5000g/eqである請求項1記載の組成物。
2. The epoxy equivalent of the epoxy resin (A) is 1
The composition according to claim 1, which is from 00 to 5000 g / eq.
【請求項3】 エポキシ樹脂(A)がビスフェノール型
エポキシ樹脂である請求項2記載の組成物。
3. The composition according to claim 2, wherein the epoxy resin (A) is a bisphenol type epoxy resin.
【請求項4】 アルキルカーボネート(B)のカーボネ
ート当量が600〜76g/eqである請求項1、2又
は3記載の組成物。
4. The composition according to claim 1, 2 or 3, wherein the carbonate equivalent of the alkyl carbonate (B) is 600 to 76 g / eq.
【請求項5】 エポキシ樹脂(A)とアルキルカーボネ
ート(B)との配合比率が重量基準で(A)/(B)=
60/40〜99/1である請求項1、2、3又は4記
載の組成物。
5. The compounding ratio of the epoxy resin (A) and the alkyl carbonate (B) is (A) / (B) = on a weight basis.
The composition according to claim 1, 2, 3 or 4, which is 60/40 to 99/1.
【請求項6】 (A)エポキシ樹脂と、(B)アルキル
カーボネートとを含有するエポキシ樹脂組成物に、
(C)1級アミノ基を分子骨格中に有する化合物を加え
て得られることを特徴とするエポキシ樹脂組成物の硬化
物。
6. An epoxy resin composition containing (A) an epoxy resin and (B) an alkyl carbonate,
(C) A cured product of an epoxy resin composition obtained by adding a compound having a primary amino group in its molecular skeleton.
【請求項7】 エポキシ樹脂(A)のエポキシ当量が1
00〜5000g/eqである請求項6記載の硬化物。
7. The epoxy equivalent of the epoxy resin (A) is 1
The cured product according to claim 6, which is from 00 to 5000 g / eq.
【請求項8】 エポキシ樹脂(A)がビスフェノール型
エポキシ樹脂である請求項7記載の硬化物。
8. The cured product according to claim 7, wherein the epoxy resin (A) is a bisphenol type epoxy resin.
【請求項9】 アルキルカーボネート(B)のカーボネ
ート当量が600〜76g/eqである請求項6、7又
は8記載の硬化物。
9. The cured product according to claim 6, 7 or 8, wherein the carbonate equivalent of the alkyl carbonate (B) is 600 to 76 g / eq.
【請求項10】 エポキシ樹脂(A)とアルキルカーボ
ネート(B)との配合比率が重量基準で(A)/(B)
=50/50〜99/1であって、かつ、1級アミノ基
を分子骨格中に有する化合物(C)の配合量が下記1式
を満たす請求項6、7、8又は9記載の硬化物。 0.3 ≦〔H/(E+2Cb)〕≦ 1.5 (1式) (1式中、Hは化合物(C)中の活性水素の当量数、E
はエポキシ樹脂(A)中のエポキシ基の当量数、Cbは
アルキルカーボネート(B)中のカーボネート基の当量
数)
10. The compounding ratio of the epoxy resin (A) and the alkyl carbonate (B) is (A) / (B) on a weight basis.
= 50/50 to 99/1, and the compounded amount of the compound (C) having a primary amino group in the molecular skeleton thereof satisfies the following formula (1): cured product according to claim 6, 7, 8 or 9. . 0.3 ≤ [H / (E + 2Cb)] ≤ 1.5 (1 formula) (wherein, H is the equivalent number of active hydrogen in the compound (C), E
Is the equivalent number of epoxy groups in the epoxy resin (A), Cb is the equivalent number of carbonate groups in the alkyl carbonate (B))
JP34232792A 1991-12-26 1992-12-22 Epoxy resin composition and its cured product Pending JPH05302017A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP3-345244 1991-12-26
JP34524491 1991-12-26

Publications (1)

Publication Number Publication Date
JPH05302017A true JPH05302017A (en) 1993-11-16

Family

ID=18375282

Family Applications (1)

Application Number Title Priority Date Filing Date
JP34232792A Pending JPH05302017A (en) 1991-12-26 1992-12-22 Epoxy resin composition and its cured product

Country Status (1)

Country Link
JP (1) JPH05302017A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4809218B2 (en) * 2003-06-06 2011-11-09 ダウ グローバル テクノロジーズ エルエルシー Nanoporous laminate

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4809218B2 (en) * 2003-06-06 2011-11-09 ダウ グローバル テクノロジーズ エルエルシー Nanoporous laminate
JP2011252151A (en) * 2003-06-06 2011-12-15 Dow Global Technologies Llc Nanoporous laminate

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