JPH0253831A - Thermosetting resin composition - Google Patents
Thermosetting resin compositionInfo
- Publication number
- JPH0253831A JPH0253831A JP20385288A JP20385288A JPH0253831A JP H0253831 A JPH0253831 A JP H0253831A JP 20385288 A JP20385288 A JP 20385288A JP 20385288 A JP20385288 A JP 20385288A JP H0253831 A JPH0253831 A JP H0253831A
- Authority
- JP
- Japan
- Prior art keywords
- resin composition
- thermosetting resin
- bismaleimide
- butadiene rubber
- weight
- 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
Links
- 239000011342 resin composition Substances 0.000 title claims description 9
- 229920001187 thermosetting polymer Polymers 0.000 title claims description 9
- 229920005989 resin Polymers 0.000 claims abstract description 13
- 239000011347 resin Substances 0.000 claims abstract description 13
- 229920006168 hydrated nitrile rubber Polymers 0.000 claims abstract description 5
- XQUPVDVFXZDTLT-UHFFFAOYSA-N 1-[4-[[4-(2,5-dioxopyrrol-1-yl)phenyl]methyl]phenyl]pyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C(C=C1)=CC=C1CC1=CC=C(N2C(C=CC2=O)=O)C=C1 XQUPVDVFXZDTLT-UHFFFAOYSA-N 0.000 claims description 7
- 229920003192 poly(bis maleimide) Polymers 0.000 claims description 7
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims description 6
- 239000005062 Polybutadiene Substances 0.000 claims 1
- 150000008360 acrylonitriles Chemical class 0.000 claims 1
- 229920002857 polybutadiene Polymers 0.000 claims 1
- 239000000203 mixture Substances 0.000 abstract description 4
- 229920000459 Nitrile rubber Polymers 0.000 description 12
- 239000000945 filler Substances 0.000 description 7
- 230000004048 modification Effects 0.000 description 5
- 238000012986 modification Methods 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 229910052751 metal Inorganic materials 0.000 description 3
- 239000002184 metal Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 238000013016 damping Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- 239000010439 graphite Substances 0.000 description 2
- 229910002804 graphite Inorganic materials 0.000 description 2
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 230000036425 denaturation Effects 0.000 description 1
- 238000004925 denaturation Methods 0.000 description 1
- 125000004386 diacrylate group Chemical group 0.000 description 1
- 229920003244 diene elastomer Polymers 0.000 description 1
- 238000010292 electrical insulation Methods 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 230000026045 iodination Effects 0.000 description 1
- 238000006192 iodination reaction Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000010445 mica Substances 0.000 description 1
- 229910052618 mica group Inorganic materials 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- CWQXQMHSOZUFJS-UHFFFAOYSA-N molybdenum disulfide Chemical compound S=[Mo]=S CWQXQMHSOZUFJS-UHFFFAOYSA-N 0.000 description 1
- 229910052982 molybdenum disulfide Inorganic materials 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012763 reinforcing filler Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 238000004073 vulcanization Methods 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Other Resins Obtained By Reactions Not Involving Carbon-To-Carbon Unsaturated Bonds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明はビスマレイミド・トリアジン樹脂を変性した熱
硬化性樹脂組成物に関し、可撓性及び耐衝撃性を向上さ
せたものである。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a thermosetting resin composition obtained by modifying a bismaleimide triazine resin, which has improved flexibility and impact resistance.
〈従来の技術〉
従来より高硬度で耐熱性、電気絶縁性等に優れた熱硬化
性樹脂としてビスマレイミド・トリアジン樹脂が知られ
ている。しかし、この樹脂は、脆いため耐衝撃性に劣り
、また、比較的弾性率が高いため、用途によっては可撓
性を付与しなければならない。<Prior Art> Bismaleimide triazine resin has been known as a thermosetting resin with high hardness, excellent heat resistance, electrical insulation, etc. However, this resin is brittle and has poor impact resistance, and also has a relatively high modulus of elasticity, so it must be given flexibility depending on the application.
そこで、従来においては、可撓性を付与するために、マ
レイミド・トリアジン樹脂に可撓性エポキシ樹脂やアク
リロニトリル・ブタジエンゴム（ＮＢＲ）などのジエン
系ゴム、あるいはポリエチレングリコールジアクリレー
ト、ポリビニルブチラール、高分子量天然樹脂等を添加
することにより変性を行っている。Conventionally, in order to impart flexibility, flexible epoxy resins, diene rubbers such as acrylonitrile-butadiene rubber (NBR), polyethylene glycol diacrylate, polyvinyl butyral, high molecular weight Modification is performed by adding natural resins, etc.
〈発明が解決しようとする課題〉
しかしながら、従来の変性においては充分な効果が得ら
れず、特に非補強性充填剤を高配合で用いる場合には変
性による効果がほとんど発揮されないという問題がある
。<Problems to be Solved by the Invention> However, there is a problem in that sufficient effects cannot be obtained in conventional modification, and in particular, when a high proportion of non-reinforcing fillers is used, the modification is hardly effective.
本発明はこのような事情に鑑み、充填剤を高配合で用い
た場合にも充分な効果が得られるなどよ（変性され、耐
衝撃性等が大幅に向上されたビスマレイミド・トリアジ
ンからなる熱硬化性樹脂組成物を提供することを目的と
する。In view of these circumstances, the present invention has been devised so that sufficient effects can be obtained even when a high proportion of fillers are used. The purpose is to provide a curable resin composition.
く課題を解決するための手段〉
前記目的を達成するために種々検討を重ねた結果、ビス
マレイミド・トリアジン樹脂に水素化（水添）アクリロ
ニトリル・ブタジエンゴム（水素化ＮＢＲ）を添加する
と、良好に変性でき、充填剤を高配合で用いても耐衝撃
性等が大幅に改善されることを知見した。As a result of various studies to achieve the above objective, we found that adding hydrogenated (hydrogenated) acrylonitrile-butadiene rubber (hydrogenated NBR) to bismaleimide-triazine resin results in a good result. It has been found that it can be modified and that impact resistance etc. can be significantly improved even when a high filler content is used.
かかる知見に基づく本発明にかかる熱硬化性樹脂組成物
は、ビスマレイミド・トリアジン樹脂と、水素化アクリ
ロニトリル・ブタジエンゴムとからなることを特徴とす
る。The thermosetting resin composition according to the present invention based on this knowledge is characterized by comprising a bismaleimide triazine resin and a hydrogenated acrylonitrile butadiene rubber.
本発明で用いられるビスマレイミド・トリアジン樹脂は
従来から用いられているものと同様である。また、水素
化ＮＢＲとは通常用いられるＮＢＲの不飽和結合をヨウ
素化２８ｍ ｇ ／ １００ ｍ ｇ以下程度に水素化
したニトリル系エストラマーであり、加硫に必要な不飽
和結合をわずかに有するものである。The bismaleimide-triazine resin used in the present invention is the same as that conventionally used. In addition, hydrogenated NBR is a nitrile elastomer in which the unsaturated bonds of commonly used NBR are hydrogenated to less than 28 mg/100 mg of iodination, and it has a small amount of unsaturated bonds necessary for vulcanization. be.
本発明にかかる熱硬化性樹脂組成物は、ビスマレイミド
・トリアジン樹脂に水素化ＮＢＲを５〜２０重量％程度
添加したものであり、例えば、単軸、二軸押出機やオー
プンロールなどで混合したものである。The thermosetting resin composition according to the present invention is a bismaleimide triazine resin to which about 5 to 20% by weight of hydrogenated NBR is added, and is mixed in a single-screw or twin-screw extruder, an open roll, etc. It is something.
本発明の熱硬化性樹脂組成物は、充填剤、触媒等を添加
した後、成形し、加熱硬化することにより使用される。The thermosetting resin composition of the present invention is used by adding fillers, catalysts, etc., and then molding and curing by heating.
このようにして得られた成形品は可撓性を有して、耐衝
撃性、消音性などが向上したものであり、例えば金属ベ
アリングの消音対策のための代替品としてのスラストワ
ッシャー等に用いて好適である。The molded product obtained in this way is flexible and has improved impact resistance and noise damping properties, and is used, for example, as a thrust washer as a substitute for noise damping of metal bearings. It is suitable.
なお、充填剤としては、グラファイト、二硫化モリブデ
ン、マイカ、シリカ等を挙げられ、エポキシ樹脂に使用
できる充填剤はほとんど使用可能である。また、触媒と
しては第３級アミン類、イミダゾール類、有機金属塩類
、塩化物、有機過酸化物等を使用することができる。Note that examples of the filler include graphite, molybdenum disulfide, mica, silica, etc., and almost any filler that can be used for epoxy resins can be used. Further, as the catalyst, tertiary amines, imidazoles, organic metal salts, chlorides, organic peroxides, etc. can be used.
く実 施 例〉 以下、本発明を実施例に基づいて説明する。Example of implementation Hereinafter, the present invention will be explained based on examples.
ビスマレイミド・トリアジン樹脂としてビスマレイミド
４０％のＢＴレジン（三菱瓦斯化学■製）を用い、これ
に水素化ＮＢＲを５゜１０．１５，２０重量％それぞれ
添加して変性した。これら各組成物１００重量部に充填
剤としてグラファイトを３５重量部、触媒として有機金
属塩及び有機過酸化物を２重量部、その他フッ素粉末１
０重量部及び内部離型剤３重量部を添加して加熱硬化し
た。A BT resin (manufactured by Mitsubishi Gas Chemical Co., Ltd.) containing 40% bismaleimide was used as the bismaleimide/triazine resin, and was modified by adding hydrogenated NBR at 5%, 10.15%, and 20% by weight, respectively. To 100 parts by weight of each of these compositions, 35 parts by weight of graphite as a filler, 2 parts by weight of an organic metal salt and an organic peroxide as a catalyst, and 1 part by weight of other fluorine powder.
0 parts by weight and 3 parts by weight of an internal mold release agent were added and cured by heating.
これら各製品と同様にＮＢＲで変性したものとについて
曲げ弾性率、アイゾツト衝撃値及びロックウェル硬度を
測定し、比較した。The flexural modulus, Izod impact value, and Rockwell hardness of each of these products and those modified with NBR were measured and compared.
この結果、第１図〜第３図に示すように、水素化ＮＢＲ
で変性したものはその変性量とともに曲げ弾性率及びロ
ックウェル硬度が低下し、アイゾツト衝撃値が上昇した
。一方、ＮＢＲで変性したものでは各位とも変性しない
ものとほとんど変わらなかった。As a result, as shown in Figs. 1 to 3, hydrogenated NBR
The flexural modulus and Rockwell hardness of the modified material decreased with the amount of modification, and the Izod impact value increased. On the other hand, the samples denatured with NBR were almost the same as those without denaturation.
〈発明の効果〉
以上説明したように、本発明にかかる熱硬化性樹脂組成
物は、水素化ＮＢＲで変性されているので、高充填剤配
合で用いても耐消音性、衝撃性に優れた製品となる。<Effects of the Invention> As explained above, since the thermosetting resin composition according to the present invention is modified with hydrogenated NBR, it has excellent sound deadening resistance and impact resistance even when used with a high filler formulation. Becomes a product.
第１図〜第３図はそれぞれ実施例における変性量と、曲
げ弾性率、アイゾツト衝撃値及びロックウェル硬度との
関係を示すグラフである６特許山
北辰工
代 理Figures 1 to 3 are graphs showing the relationship between the amount of modification, flexural modulus, Izod impact value, and Rockwell hardness in Examples.
Claims (1)
ロニトリル・ブタジエンゴムとからなることを特徴とす
る熱硬化性樹脂組成物。 ２）水素化アクリロニトリル・ブタジエンゴムの含有量
が５〜２０重量％である請求項１記載の熱硬化性樹脂組
成物。[Scope of Claims] 1) A thermosetting resin composition comprising a bismaleimide/triazine resin and a hydrogenated acrylonitrile/butadiene rubber. 2) The thermosetting resin composition according to claim 1, wherein the content of hydrogenated acrylonitrile-butadiene rubber is 5 to 20% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20385288A JPH0672204B2 (en) | 1988-08-18 | 1988-08-18 | Thermosetting resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP20385288A JPH0672204B2 (en) | 1988-08-18 | 1988-08-18 | Thermosetting resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0253831A true JPH0253831A (en) | 1990-02-22 |
| JPH0672204B2 JPH0672204B2 (en) | 1994-09-14 |
Family
ID=16480763
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP20385288A Expired - Lifetime JPH0672204B2 (en) | 1988-08-18 | 1988-08-18 | Thermosetting resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0672204B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04128126U (en) * | 1991-05-13 | 1992-11-24 | 西部電機株式会社 | wire electrical discharge machine |
| EP1083199A1 (en) * | 1999-02-05 | 2001-03-14 | Bridgestone Corporation | Rubber composition and pneumatic tire |
| CN109735383A (en) * | 2019-01-08 | 2019-05-10 | 浙江农林大学 | A kind of molybdenum disulfide-bismaleimide solid lubrication slide block and preparation method thereof |
| CN109867955A (en) * | 2019-02-19 | 2019-06-11 | 西安文理学院 | A kind of spherical nanometer MoS2/ hydroxy silicate/bismaleimide resin composite material and preparation method thereof |
-
1988
- 1988-08-18 JP JP20385288A patent/JPH0672204B2/en not_active Expired - Lifetime
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04128126U (en) * | 1991-05-13 | 1992-11-24 | 西部電機株式会社 | wire electrical discharge machine |
| EP1083199A1 (en) * | 1999-02-05 | 2001-03-14 | Bridgestone Corporation | Rubber composition and pneumatic tire |
| EP1083199A4 (en) * | 1999-02-05 | 2002-08-14 | Bridgestone Corp | Rubber composition and pneumatic tire |
| CN109735383A (en) * | 2019-01-08 | 2019-05-10 | 浙江农林大学 | A kind of molybdenum disulfide-bismaleimide solid lubrication slide block and preparation method thereof |
| CN109735383B (en) * | 2019-01-08 | 2021-09-07 | 浙江农林大学 | Molybdenum disulfide-bismaleimide solid lubricating sliding block and preparation method thereof |
| CN109867955A (en) * | 2019-02-19 | 2019-06-11 | 西安文理学院 | A kind of spherical nanometer MoS2/ hydroxy silicate/bismaleimide resin composite material and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0672204B2 (en) | 1994-09-14 |
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