JPS604514A - Polymerizable resin composition - Google Patents

Polymerizable resin composition

Info

Publication number
JPS604514A
JPS604514A JP11384383A JP11384383A JPS604514A JP S604514 A JPS604514 A JP S604514A JP 11384383 A JP11384383 A JP 11384383A JP 11384383 A JP11384383 A JP 11384383A JP S604514 A JPS604514 A JP S604514A
Authority
JP
Japan
Prior art keywords
parts
resin
resin composition
heat
vinylpyrrolidone
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
JP11384383A
Other languages
Japanese (ja)
Other versions
JPH0618838B2 (en
Inventor
Koji Okawa
光司 大川
Sadao Nakao
中尾 貞夫
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.)
Dainichi Nippon Cables Ltd
Original Assignee
Dainichi Nippon Cables 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 Dainichi Nippon Cables Ltd filed Critical Dainichi Nippon Cables Ltd
Priority to JP58113843A priority Critical patent/JPH0618838B2/en
Publication of JPS604514A publication Critical patent/JPS604514A/en
Publication of JPH0618838B2 publication Critical patent/JPH0618838B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Landscapes

  • Graft Or Block Polymers (AREA)
  • Epoxy Resins (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Polymerisation Methods In General (AREA)

Abstract

PURPOSE:The titled resin composition having improved heat resistance, and organic solvent resistance, containing a thermoplastic heat-resistance resin, a specific ratio of N-vinylpyrrolidone, and a polymerization initiator. CONSTITUTION:(A) 100pts.wt. thermoplastic heat-resistant resin (e.g., polyarylate, polysulfone, poether sulfone, polyether imide, etc.), (B) 5-50pts.wt., preferably 10-30pts.wt. N-vinylpyrrolidone [preferably <=20pts.wt. another polymerizable monomer (e.g., benzyl acrylate, etc.) based on 100pts.wt. component B may be used in case of necessity], and (C) 0.1-2pts.wt. polymerization initiator [preferably, aromatic ketone (e.g., 2-methylpropiophenone, etc.)] based on 100pts.wt. component B, and, if necessary, a thermosetting resin, are molded to give the desired resin composition.

Description

【発明の詳細な説明】 本発明は重合性樹脂組成物に関し、詳しくは、耐熱性の
みならず耐有機溶剤性にすぐれた成形品を与える重合性
樹脂組成物に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a polymerizable resin composition, and more particularly, to a polymerizable resin composition that provides a molded article having excellent not only heat resistance but also organic solvent resistance.

従来よりボリアリレート、ポリスルホン、ポリエーテル
スルホン、ポリエーテルイミド等のような種々の熱可塑
性の耐熱性樹脂が知られている。
Various thermoplastic heat-resistant resins such as polyarylates, polysulfones, polyethersulfones, polyetherimides, etc. have been known.

これらはその成形が容易であると共に、そのすぐれた耐
熱性を活かしてフィルム、シート、電線被覆等の多くの
分野で使用されているが、しかし、その成形品は有機溶
剤に対する抵抗性が小さく・特に、有機溶剤に接触する
条件下で表面硬度が低下し、また、容易にクレージング
や亀裂を生じる欠点があるので、その用途が尚制約され
ている。
They are easy to mold and have excellent heat resistance, so they are used in many fields such as films, sheets, and wire coatings. However, the molded products have low resistance to organic solvents. In particular, its use is still limited because its surface hardness decreases under conditions of contact with organic solvents, and it also has the drawbacks of easily crazing and cracking.

本発明は上記のような熱可塑性耐熱性樹脂から得られる
成形品における問題を解決するためになされたものであ
って、耐有機溶剤にすぐれた耐熱性樹脂成形品を与える
熱又は活性エネルギー線重合性樹脂組成物を提供するこ
とを目的とする。
The present invention has been made in order to solve the above-mentioned problems in molded products obtained from thermoplastic heat-resistant resins, and is an object of the present invention, in which heat or active energy ray polymerization provides heat-resistant resin molded products with excellent resistance to organic solvents. The purpose of the present invention is to provide a resin composition with a high level of properties.

本発明による硬化性樹脂組成物は、耐熱性樹脂100重
量部についてN−ビニルピロリドン5〜50重量部と重
合開始剤とを含有することを特徴とする。
The curable resin composition according to the present invention is characterized in that it contains 5 to 50 parts by weight of N-vinylpyrrolidone and a polymerization initiator per 100 parts by weight of the heat-resistant resin.

本発明において用いる耐熱性樹脂は、熱可塑性であるボ
リアリレート、ポリスルホン、ポリエーテルスルホン、
ポリエーテルイミド等を含み、より具体的には、ボリア
リレートとして で表わされる繰返し単位を有する「Uポリマー」(ユニ
チカ@)、ポリエーテルスルホンとしてで表わされる繰
返し単位を有する[ν1ctrex J 100P、2
00P及び300 P (1,C,1,社)、ポリエー
テルイミドとして で表わされる繰返し単位を有するrUltem J 1
000 (G、E、社)等を挙げることができる。
The heat-resistant resin used in the present invention includes thermoplastic polyarylate, polysulfone, polyethersulfone,
Containing polyetherimide, etc., more specifically, "U polymer" (Unitika @) having a repeating unit represented as a polyarylate, and having a repeating unit represented as a polyether sulfone [ν1ctrex J 100P, 2
00P and 300P (1,C,1, Inc.), rUltem J 1 with repeating units expressed as polyetherimide
000 (G, E, Company), etc.

本発明による重合性414脂組成物は、」二記のような
熱可塑性耐熱性樹脂100重量部について重合性単量体
としてN−ビニルピロリドンを5〜50重量部、好まし
くは10〜30重景部を重量する。
The polymerizable 414 resin composition according to the present invention contains 5 to 50 parts by weight, preferably 10 to 30 parts by weight, of N-vinylpyrrolidone as a polymerizable monomer for 100 parts by weight of the thermoplastic heat-resistant resin as described in "2". Weigh parts.

この重合性!Q!量体は前記耐熱性樹脂の溶解性にすく
れているので、耐熱性樹脂と均一な組成物を形成し、後
述する重合開始剤の存在下に熱の適用や紫外線、電子線
等の活性エネルギー線の照射によって耐熱性樹脂のマト
リックス内で重合して、耐熱性樹脂に目的とする耐有機
溶剤性を付与する。
This polymerization! Q! Since the polymer has a high solubility in the heat-resistant resin, it forms a uniform composition with the heat-resistant resin, and in the presence of a polymerization initiator described below, heat or active energy such as ultraviolet rays or electron beams are applied. It polymerizes within the matrix of the heat-resistant resin by irradiation with radiation, thereby imparting the desired organic solvent resistance to the heat-resistant resin.

しかし、組成物におけるその量が、耐熱性樹脂100重
量部−について5重量部よりも少ないときは、かかる耐
有機溶剤性の改善の効果に乏しく、一方、50重量部を
越えるときは、樹脂組成物における耐熱性樹脂の量が相
対的に少なくなって、1厚られる成形品が本来の耐熱性
に劣るようになるので好ましくない。
However, when the amount in the composition is less than 5 parts by weight per 100 parts by weight of the heat-resistant resin, the effect of improving organic solvent resistance is poor, while when it exceeds 50 parts by weight, the resin composition This is not preferable because the amount of heat-resistant resin in the product becomes relatively small, and the molded product that is thicker becomes inferior to its original heat resistance.

本発明の重合性4M脂組成物においては、上記したN−
ビニルピロリドン100重量部について20重量部以下
の範囲で他の重合性単量体を用いることができる。かが
る重合性単量体としては1例えば、ヘンシルアクリレー
ト、カルピト−ルアクリレ−1・、シクロへキシルアク
リレ−1・等のアクリレートit体やテトラヒドロフル
フリルアルコール等を挙げることができる。これら重合
性単量体は前記it熱性重合体の熔M性がN−ビニルピ
ロリドンはど良好でないので、N−ビニルピロリドン1
00重量部について20重量部を越えて多量に用いるこ
とば好ましくない。
In the polymerizable 4M fat composition of the present invention, the above-mentioned N-
Other polymerizable monomers can be used in amounts of up to 20 parts by weight per 100 parts by weight of vinylpyrrolidone. Examples of the darkening polymerizable monomer include acrylate it forms such as hensyl acrylate, carpitol acrylate-1., and cyclohexyl acrylate-1., and tetrahydrofurfuryl alcohol. These polymerizable monomers are used because N-vinylpyrrolidone is not as good in meltability of the thermal polymer as N-vinylpyrrolidone.
It is not preferable to use a large amount exceeding 20 parts by weight per 00 parts by weight.

本発明による重合性樹脂組成物は、適宜量の重合開始剤
を含有する。重合開始剤としては、従来よりビニル単量
体の熱重合及び活性エネルギー線重合のために用いられ
るものから任意に選ばれるが、特に、芳香族ケトン系の
ものが好ましい。かかる重合開始剤として、例えば、2
−メチルプロピオフェノン、4−イソプロピル−2−ヒ
ドロキシ−2−メチルプロピオフェノン等を挙げること
ができる。また、その配合量も特に限定されるものでは
ないが、通常、N−ビニルピロリドン1゜0重量部につ
いて0.1〜2重量部である。
The polymerizable resin composition according to the present invention contains an appropriate amount of a polymerization initiator. The polymerization initiator may be arbitrarily selected from those conventionally used for thermal polymerization and active energy ray polymerization of vinyl monomers, and aromatic ketone initiators are particularly preferred. As such a polymerization initiator, for example, 2
-methylpropiophenone, 4-isopropyl-2-hydroxy-2-methylpropiophenone, and the like. Further, the amount thereof is not particularly limited, but is usually 0.1 to 2 parts by weight per 10 parts by weight of N-vinylpyrrolidone.

更に、本発明においては、樹脂成分として、前記熱可塑
性耐熱性樹脂に加えて、必要に応じてエポキシ樹脂、ポ
リエステル樹脂、ポリエステルイミド樹脂等の熱硬化性
樹脂を耐熱性樹脂100重量部について50重量部以下
の範囲で樹脂組成物に含有させてもよい。50重量部を
越えて含有させることは、成形後の樹脂製品が柔軟性に
欠けるようになって、用途によっては好ましくないから
である。
Furthermore, in the present invention, as a resin component, in addition to the thermoplastic heat-resistant resin, if necessary, a thermosetting resin such as epoxy resin, polyester resin, polyesterimide resin, etc. is added at 50 weight parts per 100 weight parts of the heat-resistant resin. It may be included in the resin composition in a range of 100% or less. This is because if the content exceeds 50 parts by weight, the molded resin product will lack flexibility, which may be undesirable depending on the application.

本発明による重合性樹脂組成物は、通常、耐熱性樹脂の
粉末にN−ビニルピロリドンと重合開始剤とを加え、必
要に応じて加熱下に均一に混合することにより得られる
。その性状は用いるN−ビニルピロリドンの量にもよる
が、これが多いときは耐熱性樹脂が熔解して粘稠な溶液
乃至ゴム状の半固体を呈し、少ないときは粉末状を呈す
る。
The polymerizable resin composition according to the present invention is usually obtained by adding N-vinylpyrrolidone and a polymerization initiator to heat-resistant resin powder, and uniformly mixing the mixture under heating if necessary. Its properties depend on the amount of N-vinylpyrrolidone used, but when it is in a large amount, the heat-resistant resin melts and becomes a viscous solution or a rubbery semisolid, and when it is in a small amount, it becomes a powder.

また、その成形方法は何ら制限されず、本発明で用いる
熱可塑性耐熱性樹脂に通常適用される成形方法、例えば
、押出成形、射出成形等、任意の方法によることができ
る。
Further, the molding method is not limited at all, and any molding method normally applied to the thermoplastic heat-resistant resin used in the present invention, such as extrusion molding and injection molding, can be used.

本発明による重合性樹脂組成物は、以上のように、耐熱
性樹脂、重合性l!量体としてのN−ビニルピロリドン
及び重合開始剤を含有するので、容易に任意の形状の成
形品に成形し得ると共に、こにしてf4られた成形品を
加熱し、又は紫外線、電子線等の活性エネルギー線を照
射することによって、N−ビニルピロリドンが耐熱性樹
脂のマトリツクス内で重合し、いわば耐熱性樹脂に架橋
構造に類似した3次元構造をもたせるため、その望まし
い耐熱性を保持しつつ、耐有機溶剤性を高めることがで
きる。
As described above, the polymerizable resin composition according to the present invention is a heat-resistant resin, a polymerizable l! Since it contains N-vinylpyrrolidone as a polymer and a polymerization initiator, it can be easily molded into a molded product of any shape. By irradiating with active energy rays, N-vinylpyrrolidone polymerizes within the matrix of the heat-resistant resin, giving the heat-resistant resin a three-dimensional structure similar to a crosslinked structure, so while maintaining its desired heat resistance, Organic solvent resistance can be improved.

以下に実施例を挙げて本発明を説明するが、本発明はこ
れら実施例により何ら限定されるものではない。尚、以
下において部は重量部を意味し、また、紫外線は、80
 W / cmのメタルハイドライドランプにてlQc
mの距離から照射した。
The present invention will be explained below with reference to Examples, but the present invention is not limited to these Examples in any way. In addition, in the following, parts mean parts by weight, and ultraviolet rays are 80
lQc with W/cm metal hydride lamp
It was irradiated from a distance of m.

実施例1 ポリエーテルイミドr Ultem 100OJ 10
0部にN−ビニルピロ91710部と2−ヒト°ロキシ
ー2−メチルプロピオフェノン2部を均一に混合し、本
発明の樹脂組成物を得た。この組成物を厚み30μのフ
ィルムに成形した後、紫外線照射した。
Example 1 Polyetherimide Ultem 100OJ 10
0 parts, 91,710 parts of N-vinylpyro and 2 parts of 2-human-roxy-2-methylpropiophenone were uniformly mixed to obtain a resin composition of the present invention. This composition was formed into a film with a thickness of 30 μm, and then irradiated with ultraviolet rays.

実施例2 ポリエーテルスルボンr200 PJ 100部ニN−
ビニルピロリドン15部と2−ヒドロキシ−2−メチル
プロピオフェノン2部を均一に混合し、本発明の樹脂組
成物を得た。この組成物を厚み30μのフィルムに成形
した後、紫外線照射した。
Example 2 Polyethersulfone r200 PJ 100 parts NiN-
15 parts of vinylpyrrolidone and 2 parts of 2-hydroxy-2-methylpropiophenone were uniformly mixed to obtain a resin composition of the present invention. This composition was formed into a film with a thickness of 30 μm, and then irradiated with ultraviolet rays.

実施例3 実施例1と同じポリエーテルイミl=’ 100部にN
−ビニルピロリドン10部と4−イソプロピル−2−ヒ
ドロキシ−2−メチルプロピオフェノン2部を均一に混
合し、更にエポキシ樹脂「エピコート1004J 20
部を均一に混合し、本発明の樹脂組成物を得た。この組
成物を厚み30μのフィルムに成形し、紫外線照射した
後、180°Cの温度で30分間加熱した。
Example 3 The same polyether imyl as in Example 1 = ' N in 100 parts
- 10 parts of vinylpyrrolidone and 2 parts of 4-isopropyl-2-hydroxy-2-methylpropiophenone were mixed uniformly, and then epoxy resin "Epicoat 1004J 20
The components were uniformly mixed to obtain a resin composition of the present invention. This composition was formed into a film with a thickness of 30 μm, irradiated with ultraviolet rays, and then heated at a temperature of 180° C. for 30 minutes.

実施例4 実施例1と同じポリエーテルイミド100部にN−ビニ
ルピロリドン50部と4−イソプロピル−2−ヒドロキ
シ−2−メチルプロピオフェノン4部を均一に混合し、
本発明の樹脂組成物を得た。
Example 4 50 parts of N-vinylpyrrolidone and 4 parts of 4-isopropyl-2-hydroxy-2-methylpropiophenone were uniformly mixed with 100 parts of the same polyetherimide as in Example 1.
A resin composition of the present invention was obtained.

この組成物を銅板上に厚み30μに塗布した後、紫外線
照射した。
This composition was applied to a thickness of 30 μm on a copper plate and then irradiated with ultraviolet rays.

上で得た各フィルムについてその表面硬度を測定すると
共に、室温で表に示す各有機溶剤中に24時間浸漬し、
鉛筆硬度を測定すると共にその表面状態を観察した。結
果を表に示す。比較のために、実施例1と同じポリエー
テルイミド及び実施例2と同しポリエーテルスルホンを
それぞれ厚み30μのフィルムに成形し、上と同様に表
面硬度及び耐有機溶剤性を評価し、その結果をそれぞれ
比較例1及び2として表に併せて示す。
The surface hardness of each film obtained above was measured, and the film was immersed in each organic solvent shown in the table at room temperature for 24 hours.
The pencil hardness was measured and the surface condition was observed. The results are shown in the table. For comparison, the same polyetherimide as in Example 1 and the same polyether sulfone as in Example 2 were formed into films with a thickness of 30μ, and the surface hardness and organic solvent resistance were evaluated in the same manner as above. are also shown in the table as Comparative Examples 1 and 2, respectively.

比較例による樹脂成形品は有機溶剤に浸漬後、表面硬度
が著しく低下し、また、表面に亀裂が発生するのに対し
て、本発明による樹脂組成物からの成形品は、有機溶剤
に浸漬後も良好な表面硬度と表面状態を保持し、耐有機
溶剤性にすぐれることが明らかである。
The surface hardness of the resin molded product according to the comparative example decreased significantly and cracks appeared on the surface after immersion in an organic solvent, whereas the molded product made from the resin composition according to the present invention showed a remarkable decrease in surface hardness after immersion in an organic solvent. It is clear that the material also maintains good surface hardness and surface condition, and has excellent resistance to organic solvents.

Claims (1)

【特許請求の範囲】[Claims] (1)熱可塑性耐熱性樹脂100重量部についてN〜ビ
ニルピロリドン5〜50重量部と重合開始剤とを含有す
ることを特徴とする重合性樹脂組成物。
(1) A polymerizable resin composition containing 5 to 50 parts by weight of N-vinylpyrrolidone and a polymerization initiator per 100 parts by weight of a thermoplastic heat-resistant resin.
JP58113843A 1983-06-23 1983-06-23 Photopolymerizable resin composition Expired - Lifetime JPH0618838B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP58113843A JPH0618838B2 (en) 1983-06-23 1983-06-23 Photopolymerizable resin composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP58113843A JPH0618838B2 (en) 1983-06-23 1983-06-23 Photopolymerizable resin composition

Publications (2)

Publication Number Publication Date
JPS604514A true JPS604514A (en) 1985-01-11
JPH0618838B2 JPH0618838B2 (en) 1994-03-16

Family

ID=14622441

Family Applications (1)

Application Number Title Priority Date Filing Date
JP58113843A Expired - Lifetime JPH0618838B2 (en) 1983-06-23 1983-06-23 Photopolymerizable resin composition

Country Status (1)

Country Link
JP (1) JPH0618838B2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0228788A (en) * 1988-07-18 1990-01-30 Oki Electric Ind Co Ltd Overlapped travel preventing mechanism for ticket issuing device
JP2002030125A (en) * 2000-04-17 2002-01-31 Asahi Medical Co Ltd New hydrophilized aromatic polymer

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55137130A (en) * 1979-04-12 1980-10-25 Sumitomo Chem Co Ltd Production of modified polyphenylene oxide

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS55137130A (en) * 1979-04-12 1980-10-25 Sumitomo Chem Co Ltd Production of modified polyphenylene oxide

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0228788A (en) * 1988-07-18 1990-01-30 Oki Electric Ind Co Ltd Overlapped travel preventing mechanism for ticket issuing device
JP2002030125A (en) * 2000-04-17 2002-01-31 Asahi Medical Co Ltd New hydrophilized aromatic polymer

Also Published As

Publication number Publication date
JPH0618838B2 (en) 1994-03-16

Similar Documents

Publication Publication Date Title
JPS5536212A (en) Thermosetting resin composition
US4465806A (en) Unsaturated polyester molding compounds with improved resistance to thermal and humid aging
JPS604514A (en) Polymerizable resin composition
JPH02113020A (en) Curable epoxy resin composition
Agrawal et al. Effect of diluents on the curing behavior of vinyl ester resin
JPS621649B2 (en)
JPH03106918A (en) Ultraviolet-curable resin composition
JPS6317849B2 (en)
WO2001051533A1 (en) Uv curable woodcoat compositions
JPH01110523A (en) Ultraviolet curable resin composition and its production
US3349046A (en) Microporous plastic sheet material and method of making same
US5468786A (en) Radiation-curable reaction resin system
JPS5540711A (en) Resin composition
JPS5971303A (en) Photosetting material
CN103937384A (en) Ultraviolet curing plasticizing coating
US3816559A (en) Solid,curable compositions containing oxoalkyl acrylamides
JPS5950688B2 (en) Photocurable resin composition
JP2841431B2 (en) Thermosetting resin solution
JP3308403B2 (en) Resin composition and resin composition for prepreg
RU2016016C1 (en) Composition for artificial amber and method of producing artificial amber
JPH04304272A (en) Production of cured conductive paste
JPS54155267A (en) Manufacture of glassfiber-reinforced transparent resin plate
JPS5971313A (en) Photosetting material
JPS61152099A (en) Making of electromagnetic shielding article
JPS6053538A (en) Polyamideimide resin composition