JPS6120724A - Thermally restorable article - Google Patents

Thermally restorable article

Info

Publication number
JPS6120724A
JPS6120724A JP14172884A JP14172884A JPS6120724A JP S6120724 A JPS6120724 A JP S6120724A JP 14172884 A JP14172884 A JP 14172884A JP 14172884 A JP14172884 A JP 14172884A JP S6120724 A JPS6120724 A JP S6120724A
Authority
JP
Japan
Prior art keywords
fluorine
thermoplastic elastomer
parts
containing thermoplastic
heat
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
JP14172884A
Other languages
Japanese (ja)
Inventor
Norihiko Yasuda
安田 則彦
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.)
Sumitomo Electric Industries Ltd
Original Assignee
Sumitomo Electric Industries 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 Sumitomo Electric Industries Ltd filed Critical Sumitomo Electric Industries Ltd
Priority to JP14172884A priority Critical patent/JPS6120724A/en
Publication of JPS6120724A publication Critical patent/JPS6120724A/en
Pending legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29CSHAPING OR JOINING OF PLASTICS; SHAPING OF MATERIAL IN A PLASTIC STATE, NOT OTHERWISE PROVIDED FOR; AFTER-TREATMENT OF THE SHAPED PRODUCTS, e.g. REPAIRING
    • B29C61/00Shaping by liberation of internal stresses; Making preforms having internal stresses; Apparatus therefor
    • B29C61/003Shaping by liberation of internal stresses; Making preforms having internal stresses; Apparatus therefor characterised by the choice of material
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B29WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29KINDEXING SCHEME ASSOCIATED WITH SUBCLASSES B29B, B29C OR B29D, RELATING TO MOULDING MATERIALS OR TO MATERIALS FOR MOULDS, REINFORCEMENTS, FILLERS OR PREFORMED PARTS, e.g. INSERTS
    • B29K2027/00Use of polyvinylhalogenides or derivatives thereof as moulding material
    • B29K2027/12Use of polyvinylhalogenides or derivatives thereof as moulding material containing fluorine

Landscapes

  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Lining Or Joining Of Plastics Or The Like (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Organic Insulating Materials (AREA)

Abstract

PURPOSE:To manufacture radiation crosslinking fluororubber shrinkable tube excellent in heat deterioration resistance by adding monomer having a specified functional group and zinc or lead compound to fluorine-containing thermoplastic elastomer. CONSTITUTION:Fluorine-containing thermoplastic elastomer is prepared by adding 3 parts of trimethyl propane trimethacrylate of multifunctional monomer having two or more unsaturated bonding functional group in a molecule and 5 parts of PbO as lead compound to 100 parts of block copolymer composed mainly of vinylidene fluoride and propane hexafluoride as fluorine-containing thermoplastic elastomer. A tube is formed of mixed compound to execute crosslinking treatment by electronic radiation. This tube is heated and expanded at 250 deg.C, and cooled to obtain fluoro-rubber thermally shrinkable tube.

Description

【発明の詳細な説明】 〔発明の技術分野〕 本発明は、特に難燃性、耐熱老化性に優れたフッ素ゴム
組成物からなる熱回復性物品に関するものである。
DETAILED DESCRIPTION OF THE INVENTION [Technical Field of the Invention] The present invention relates to a heat-recoverable article made of a fluororubber composition particularly having excellent flame retardancy and heat aging resistance.

〔発明の背景〕[Background of the invention]

チューブ、キャップ等の成型品は、テレビ、VT、R等
の音響機器、通信機器、加熱機器あるいは複写機等の電
気機器の端末、配線の接続部などの導体露出部分の絶縁
、保護の為、あるいは抵抗器や、コンデンサーなどのカ
バーとしても広く使用されている。
Molded products such as tubes and caps are used to insulate and protect exposed conductor parts such as terminals and wiring connections of audio equipment such as TVs, VTs, and R's, communication equipment, heating equipment, or electrical equipment such as copying machines. It is also widely used as a cover for resistors and capacitors.

従来、このチューブ、キャップ等の材料としては、ポリ
塩化ビニル樹脂、ポリオレフィン、ポリエステル樹脂(
ポリエチレンテレフタレー)12と)あるいはシリコー
ン樹脂、ナイロン樹脂などが用いられている。又、これ
らの材料の難燃性、耐熱老化性を改善する為に難燃剤と
か、老化防止剤等の添加が行なわれている。近年、これ
らの材料に対する要求特性がきびしくなり、さらに高い
難燃性や、連続使用温度のアップが要求されてきた。
Conventionally, materials for tubes, caps, etc. have been polyvinyl chloride resin, polyolefin, polyester resin (
Polyethylene terephthalate (12), silicone resin, nylon resin, etc. are used. Further, in order to improve the flame retardancy and heat aging resistance of these materials, flame retardants, anti-aging agents, etc. are added. In recent years, the characteristics required for these materials have become stricter, and higher flame retardance and higher continuous operating temperatures have been required.

そして、これ以外に柔軟性、耐油性、耐薬品性の向上も
要求されている。個々の特性の向上には柔軟性の必要な
場合、エチレンプロピレンゴム(EPR,EPDM な
ど)とか、シリコーンゴムなどのゴムが利用される。耐
油性向上の為にはニトリルゴム、ヒドリンゴムなどが用
いられている。しかし、いずれの場合も、一長一短であ
り、全ての要求を満足する材料としてはフッ素系の材料
が最適である。従って、上記の厳しい条件下ではフッ素
系樹脂であるポリテトラフルオロエチレン(PTFE)
、四フッ化エチレンと67フ化プロピレン共重合体(F
EP ) 、四フッ化エチレンとエチレン共重合体(E
TFE)、ポリフッ化ビニリデン(PVDF )  な
どのフッ素樹脂あるいはフッ化ビニリデント六フッ化プ
ロピレンの共重合体に代表されるフッ素ゴムなどの材料
が用いられている。これらの材料のうち、押出成型性な
どが良く加工性の良いフッ素系樹脂は硬く、柔軟性がな
い。又、柔軟性をもつフッ素ゴムの場合、成型性が悪く
、又、加硫が必要であるといった欠点がある。又、チュ
ーブの様な中空物品の加硫では加熱により変形が起ると
いった欠点があった。これらの欠点を解決する為、フッ
化ビニリデンと6フッ化プロペンあるす、)はこれらに
他のオレフィンをブロック共重合させる事により、加熱
により樹脂と同様に融点を持ち加熱によ、り流動し、押
出加工性が良く、かつ、加硫しなくてもゴムと同様の柔
軟性を兼ねそなえた熱可塑性エラストマーが開発された
。これは特開昭58−3495  号公報に記載されて
いる様にフッ化ビニリデンと6フッ化プロペン等をブロ
ック共重合させる事により、弾性をもったソフトセグメ
ントと、加熱により融解し、流動性を発揮するハードセ
グメントの画部分をエラストマー中にもつことにより、
この様な熱可塑性エラストマーが製造されると説明され
ている。この様な熱可塑性ニジストマーを用いる事によ
り、加工性の良いゴム成型品が製造される様になった。
In addition to this, improvements in flexibility, oil resistance, and chemical resistance are also required. When flexibility is required to improve individual properties, rubbers such as ethylene propylene rubber (EPR, EPDM, etc.) and silicone rubber are used. Nitrile rubber, hydrin rubber, etc. are used to improve oil resistance. However, in either case, there are advantages and disadvantages, and fluorine-based materials are optimal as materials that satisfy all requirements. Therefore, under the above severe conditions, the fluororesin polytetrafluoroethylene (PTFE)
, tetrafluoroethylene and 67-fluoropropylene copolymer (F
EP), tetrafluoroethylene and ethylene copolymer (E
Materials used include fluororesins such as TFE), polyvinylidene fluoride (PVDF), and fluororubbers typified by copolymers of vinylidene fluoride and propylene hexafluoride. Among these materials, fluororesins, which have good extrusion moldability and good processability, are hard and inflexible. Further, in the case of flexible fluororubber, there are drawbacks such as poor moldability and the need for vulcanization. Furthermore, vulcanization of hollow articles such as tubes has the disadvantage that deformation occurs due to heating. In order to solve these drawbacks, vinylidene fluoride and propene hexafluoride ((vinylidene fluoride and propene hexafluoride) are block copolymerized with other olefins, so that they have a melting point similar to that of resin when heated, and become fluid when heated. A thermoplastic elastomer has been developed that has good extrusion processability and flexibility similar to that of rubber without being vulcanized. As described in Japanese Patent Application Laid-Open No. 58-3495, vinylidene fluoride and propene hexafluoride are block copolymerized to create soft segments with elasticity and fluidity that melts when heated. By having the image part of the hard segment in the elastomer,
It is described that such thermoplastic elastomers are produced. By using such a thermoplastic nidistomer, it has become possible to manufacture rubber molded products with good processability.

しかし、この熱可塑性エラストマーも融点以上の温度で
は流れ変形してしまう為、加硫する必要があった。加硫
により加熱しても流れてしまう事なく、又熱可塑性であ
る為、加熱溶融状態でひずみをかけ、そのままの状態で
冷却する事により、加熱によりもとの形にもどる熱収縮
チューブを作成し得るが、加硫の方法として1.加硫剤
を添加し、加熱加硫する方法を採用した場合、チューブ
等の中空成型品は加熱時変形の恐れがあり、電子線照射
といった放射線照射加硫が有利となる。ところが単に放
射線照射を行なっただけでは加硫が進まず、物性の低下
を起し、ベタついたり、熱変形性が改良されない。この
原因として、一般にフッ素系の樹脂は放射線により架橋
だけでなく、切断も起り、照射量を増やしても通常のポ
リオレフィン程架橋度が進まないと推定される。従って
従来から分子内に2個以上の不飽和結合官能基をもつ多
官能性モノマーを添加し、加硫を促進していた。これに
より熱変形性は改良され、又、ベタつき等もなくなった
However, since this thermoplastic elastomer also flows and deforms at temperatures above its melting point, it was necessary to vulcanize it. It does not flow even when heated through vulcanization, and since it is thermoplastic, it can be heated to a molten state and then strained and then cooled in that state to create a heat-shrinkable tube that returns to its original shape when heated. However, as a vulcanization method, 1. When a method of adding a vulcanizing agent and heating and vulcanizing is adopted, hollow molded products such as tubes may be deformed during heating, so radiation irradiation vulcanization such as electron beam irradiation is advantageous. However, simply performing radiation irradiation does not progress vulcanization, resulting in a decrease in physical properties, resulting in stickiness, and no improvement in heat deformability. The reason for this is thought to be that in general, fluorine-based resins are not only crosslinked but also cut due to radiation, and even if the irradiation dose is increased, the degree of crosslinking does not progress as much as in normal polyolefins. Therefore, conventionally, polyfunctional monomers having two or more unsaturated bond functional groups in the molecule have been added to promote vulcanization. This improved heat deformability and also eliminated stickiness.

しかしながら、上記フッ素エラストマー組成物は高温下
で長時間放置すると劣化が進み強度低下を起す事がわか
った。
However, it has been found that when the above fluoroelastomer composition is left at high temperatures for a long period of time, it deteriorates and its strength decreases.

〔発明の要約〕[Summary of the invention]

本発明は上記フッ素ゴム(ニジストマー)組成物を用い
た熱回復性物品改良に係り、フッ化ビニリデンと67フ
化プロペンあるいはこれらと他の不飽和オレフィンをブ
ロック共重合させエラストマー性ポリマー鎖セグメント
および非ニジストマー性ポ、リマー鎖セグメントからな
る含7−ツ素熱可塑性エラストマーに分子内に2個以上
の不飽和結合官能基をもつ多官能性モノマーを添加し、
さらに亜鉛化合物又は鉛化合物を添加する事による耐熱
劣化性の優れたフッ素ゴム配合組成物を用いた熱回復性
物品を提供する事にある。
The present invention relates to the improvement of heat-recoverable articles using the above-mentioned fluororubber (nidistomer) composition, and involves block copolymerizing vinylidene fluoride and 67-fluorinated propene or these with other unsaturated olefins to form elastomeric polymer chain segments and A polyfunctional monomer having two or more unsaturated bond functional groups in the molecule is added to a heptad-containing thermoplastic elastomer consisting of di-stomer polymer chain segments,
Furthermore, it is an object of the present invention to provide a heat-recoverable article using a fluororubber compounded composition with excellent heat deterioration resistance due to the addition of a zinc compound or a lead compound.

〔発明の詳細な説明〕[Detailed description of the invention]

本発明において、含フッ素熱可塑性エラストマを添加す
る事により耐熱劣化性に優れた放射線架橋フッ素ゴム収
縮チューブを得る事が出来る。
In the present invention, by adding a fluorine-containing thermoplastic elastomer, it is possible to obtain a radiation-crosslinked fluororubber shrink tube with excellent heat deterioration resistance.

含フッ素熱可塑性エラストマーは通常のフッ素ゴムとち
がって、フッ化ビニリデンと6フッ化プロペンあるいは
これらと他の不飽和オレフィンのブロック共重合体から
なり、ゴム状のソフトセグメントと加熱により融解する
ハードセグメントの2相構造を持ち、加熱により流動性
が生ずるものである。
Fluorine-containing thermoplastic elastomer differs from ordinary fluororubber in that it is made of a block copolymer of vinylidene fluoride, propene hexafluoride, or these and other unsaturated olefins, and has a rubber-like soft segment and a hard segment that melts when heated. It has a two-phase structure and becomes fluid when heated.

本発明において多官能性モノマーとは、トリ、アリルシ
アヌレート(TAC) 、)リアリルイソシアヌレー)
 (TAIC) 、エチレングリコールジメタクリレー
)、1.3ブチレングリコールジアクリレート、トリメ
チロールプロパントリメタクリレート、トリメチロール
エタントリメタクリレート、トリメチロールプロパント
リアクリレート、トリメチロールトリアクリレート、テ
トラメチロールメタンテトラアクリレートの様な二官能
性或は三官能性のモノマーである。
In the present invention, polyfunctional monomers include tri-allylic cyanurate (TAC), lylyl isocyanurate)
(TAIC), 1.3 butylene glycol diacrylate, trimethylolpropane trimethacrylate, trimethylolethane trimethacrylate, trimethylolpropane triacrylate, trimethylol triacrylate, tetramethylolmethane tetraacrylate. It is a difunctional or trifunctional monomer.

亜鉛化合物あるいは鉛化合物としては酸化亜鉛(ZnO
)、塩化亜鉛、−酸化鉛(pbo)、塩基性硫酸鉛、水
酸化鉛、四三酸化鉛(PbsO+)などが使用出来る。
Zinc oxide (ZnO) is a zinc compound or lead compound.
), zinc chloride, -lead oxide (pbo), basic lead sulfate, lead hydroxide, lead tetraoxide (PbsO+), etc. can be used.

本発明の効果は、通常のゴム、樹脂等に添加、配合され
る顔料、滑剤などを添加、配合しても損なわれる事はな
い。
The effects of the present invention are not impaired even if pigments, lubricants, etc. that are added or blended with ordinary rubbers, resins, etc. are added or blended.

又、本特許の原理から収縮チューブにかぎらず与 加熱により変形を支え、その変形を保ったままで加熱に
よりもとの形に回復する様なその他の形状(例えばテー
プ、シート、キャップ、ブーツ状など)の熱回復成型品
に使用出来る。
Furthermore, based on the principle of this patent, it is not limited to shrinkable tubes, but can also be used in other shapes that support deformation by heating and then recover their original shape by heating while maintaining the deformation (for example, tapes, sheets, caps, boot shapes, etc.). ) can be used for heat recovery molded products.

〔実施例〕〔Example〕

本発明の実施例及び比較例について以下に述べる。第1
表及び第2表に本発明の実施例及び比較例に用いた組成
物を示す。
Examples and comparative examples of the present invention will be described below. 1st
Table 2 shows compositions used in Examples and Comparative Examples of the present invention.

含フッ素熱可塑性エラストマーとしてはフッ化ビニリデ
ンと6フッ化プロペンを主体とするブロック共重合体で
あるダイキン工業製のダイエルエラストマーT530 
(商品名)を使用、このエラストマーに実施例1〜8に
述べる様な配合剤を添加した。出来た配合組成物で内径
2M、肉厚0.5肌 のチューブを作成、電子線照射に
より架橋処理を行なった。そのチューブを250“Cに
加熱後膨張したまま冷却し、フッ素ゴム熱収縮チューブ
を作成した。その後チューブを250℃の空気中に7日
間放置した後、引張試験を行なった。その結果、伸び、
抗張力共にオリジナルにくらべてほとんど劣化せず、耐
熱劣化性の良いフッ素ゴム熱収縮チューブを得る事が出
来た。
The fluorine-containing thermoplastic elastomer is Daiel Elastomer T530 manufactured by Daikin Industries, which is a block copolymer mainly composed of vinylidene fluoride and propene hexafluoride.
(trade name) was used, and the formulations described in Examples 1-8 were added to this elastomer. A tube with an inner diameter of 2M and a wall thickness of 0.5 mm was prepared from the resulting blended composition, and crosslinked by electron beam irradiation. The tube was heated to 250"C and then cooled while expanding to create a fluororubber heat-shrinkable tube. The tube was then left in air at 250°C for 7 days and then subjected to a tensile test. As a result, the elongation and
We were able to obtain a fluororubber heat-shrinkable tube with good tensile strength and good heat deterioration resistance, with almost no deterioration compared to the original.

比較例として、鉛、亜鉛の化合物を添加しな、いものに
ついても同様の試験を行なった。その結果は比較例1〜
3の様に250℃空気中7日放置後のを添加しない場合
、耐熱劣化性が悪い事がわかる。
As a comparative example, a similar test was conducted on a sample to which no lead or zinc compound was added. The results are from Comparative Example 1 to
It can be seen that when the sample after being left in air at 250°C for 7 days is not added as shown in No. 3, the heat deterioration resistance is poor.

の添加量として、0.1部では著しい効果が期待されず
、又、20部以上添加すると、逆に効果が減少する。こ
れらの結果から最適添加量としては、0.5部〜10部
と考えられる。
No significant effect is expected when the amount of addition is 0.1 part, and the effect decreases when 20 parts or more is added. From these results, the optimum addition amount is considered to be 0.5 parts to 10 parts.

第2表比較例 TMPT : )リメチロールプロパントリメタクリレ
ートの略
Table 2 Comparative Example TMPT: ) Abbreviation for Limethylolpropane trimethacrylate

Claims (4)

【特許請求の範囲】[Claims] (1)フッ化ビニリデンとヘキサフルオロプロペン又は
これらと他のエチレン系不飽和単量体のブロック共重合
体であつてエラストマー性ポリマー鎖セグメントおよび
非エラストマー性ポリマー鎖セグメントからなる含フッ
素熱可塑性エラストマーに、分子中に2個以上の不飽和
結合官能基をもつ多官能性モノマーと、亜鉛化合物又は
鉛化合物を含有せしめてなるフッ素ゴム組成物からなる
ことを特徴とする熱回復性物品。
(1) A fluorine-containing thermoplastic elastomer that is a block copolymer of vinylidene fluoride and hexafluoropropene or these and other ethylenically unsaturated monomers, which is composed of an elastomeric polymer chain segment and a non-elastomeric polymer chain segment. A heat-recoverable article comprising a fluororubber composition containing a polyfunctional monomer having two or more unsaturated bond functional groups in the molecule and a zinc compound or a lead compound.
(2)多官能性モノマーが、トリアリルイソシアヌレー
ト、トリアリルシアヌレート、トリメチロールプロパン
トリメタクリレート、トリメチロールエタントリメタク
リレート、トリメチロールプロパントリアクリレート、
トリメチロールエタントリアクリレート、テトラメチロ
ールメタンテトラアクリレートの群から選ばれた1種又
は2種以上の単量体である特許請求の範囲第(1)項記
載の熱回復物品。
(2) The polyfunctional monomer is triallyl isocyanurate, triallyl cyanurate, trimethylolpropane trimethacrylate, trimethylolethane trimethacrylate, trimethylolpropane triacrylate,
The heat recovery article according to claim (1), which is one or more monomers selected from the group of trimethylolethane triacrylate and tetramethylolmethane tetraacrylate.
(3)亜鉛化合物又は鉛化合物の含フッ素熱可塑性エラ
ストマー100重量部に対する含有量が0.5〜10重
量部である特許請求の範囲第(1)項記載の熱回復性物
品。
(3) The heat recovery article according to claim (1), wherein the content of the zinc compound or lead compound is 0.5 to 10 parts by weight based on 100 parts by weight of the fluorine-containing thermoplastic elastomer.
(4)フッ素ゴム組成物が放射線架橋されてなる特許請
求の範囲第(1)項又は第(3)項記載の熱回復性物品
(4) A heat-recoverable article according to claim (1) or (3), in which a fluororubber composition is crosslinked by radiation.
JP14172884A 1984-07-09 1984-07-09 Thermally restorable article Pending JPS6120724A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP14172884A JPS6120724A (en) 1984-07-09 1984-07-09 Thermally restorable article

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP14172884A JPS6120724A (en) 1984-07-09 1984-07-09 Thermally restorable article

Publications (1)

Publication Number Publication Date
JPS6120724A true JPS6120724A (en) 1986-01-29

Family

ID=15298824

Family Applications (1)

Application Number Title Priority Date Filing Date
JP14172884A Pending JPS6120724A (en) 1984-07-09 1984-07-09 Thermally restorable article

Country Status (1)

Country Link
JP (1) JPS6120724A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63503148A (en) * 1986-04-22 1988-11-17 レイケム・コーポレイション Heat recoverable article comprising a fluoropolymer composition
JPH01198324A (en) * 1987-12-21 1989-08-09 W R Grace & Co Orientated polymer film and method of reinforcing orientation of polymer film
JPH02142008A (en) * 1988-11-21 1990-05-31 Kurabe:Kk Electrically insulating composition
WO1995027988A3 (en) * 1994-04-07 1995-11-30 Raychem Corp Insulated wire and cable
EP0885928A1 (en) * 1997-06-20 1998-12-23 Ausimont S.p.A. Fluorinated thermoplastic elastomers and articles therefrom
WO2019219787A1 (en) * 2018-05-17 2019-11-21 Solvay Specialty Polymers Italy S.P.A. Heat-shrinkable article

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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