JPH07149935A - Fluororesin-coated molded article - Google Patents
Fluororesin-coated molded articleInfo
- Publication number
- JPH07149935A JPH07149935A JP32108193A JP32108193A JPH07149935A JP H07149935 A JPH07149935 A JP H07149935A JP 32108193 A JP32108193 A JP 32108193A JP 32108193 A JP32108193 A JP 32108193A JP H07149935 A JPH07149935 A JP H07149935A
- Authority
- JP
- Japan
- Prior art keywords
- silicone rubber
- fluororesin
- coating
- vinylidene fluoride
- resin
- 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
Links
Landscapes
- Application Of Or Painting With Fluid Materials (AREA)
- Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、シリコーンゴム加硫物
にフッ素樹脂系塗料を被覆してなる成形体に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a molded product obtained by coating a vulcanized silicone rubber with a fluororesin coating material.
【０００２】[0002]
【従来技術】シリコーンゴムへのフッ素樹脂の被覆技術
としては、例えば特開昭６１−２５０６６８号公報や特
開平１−１５５３７８号公報にも示されているように、
シリコーンゴムを、フッ素樹脂とシランカップリング剤
などを含むプライマー層で被覆した後、テトラフロロエ
チレン樹脂やテトラフロロエチレン−パーフロロアルコ
キシビニルエーテル共重合体のディスパージョンを塗
布、乾燥し、その後高温で焼成を行う方法が知られてい
る。2. Description of the Related Art As a technique for coating a silicone rubber with a fluororesin, for example, as disclosed in JP-A-61-250668 and JP-A-1-155378,
After coating the silicone rubber with a primer layer containing a fluororesin and a silane coupling agent, a dispersion of tetrafluoroethylene resin or tetrafluoroethylene-perfluoroalkoxy vinyl ether copolymer is applied, dried, and then baked at a high temperature. Are known to do.
【０００３】低融点のフッ素樹脂でも良い用途には、フ
ッ化ビニリデン樹脂が用いられるが、これはジメチルホ
ルムアミド（ＤＭＦ）などの溶媒に溶解するため高温で
焼成する必要が無い。フッ化ビニリデン樹脂単独ではシ
リコーンゴムに接着性が無いため、上記の方法を応用す
るか、特開平２−１３５２６９号公報に示されたよう
に、フッ化ビニリデン樹脂自体の構造を工夫することに
より接着性を向上させる方法がある。A vinylidene fluoride resin is used for applications where a low melting point fluorine resin may be used, but it does not need to be baked at a high temperature because it is dissolved in a solvent such as dimethylformamide (DMF). Since the vinylidene fluoride resin alone has no adhesiveness to the silicone rubber, the above method is applied, or the vinylidene fluoride resin itself is bonded by devising the structure of the vinylidene fluoride resin itself as shown in JP-A-2-135269. There is a method to improve the sex.
【０００４】[0004]
【発明が解決しようとする課題】しかしながら、前段の
方法では、コーティングのためにかなりの高温が必要と
なるためシリコーンゴムの劣化が見られ、特にシリコー
ンゴムが導電性シリコーンゴムであった場合には抵抗値
の保持が非常に困難となる。また後段の方法では、加硫
済みのシリコーンゴムに対する接着性は十分とは言えな
い。However, in the former method, since a considerably high temperature is required for coating, deterioration of the silicone rubber is observed, and particularly when the silicone rubber is a conductive silicone rubber. It becomes very difficult to maintain the resistance value. In addition, the latter method does not have sufficient adhesion to vulcanized silicone rubber.
【０００５】本発明はこのような事情に鑑みてなされた
もので、シリコーンゴムの特性変化が起きない程度の低
温で形成できるとともに、フッ素樹脂特有の汚染防止性
などの優れた特徴を付与することのできるフッ素樹脂系
塗料をシリコーンゴム加硫物に被覆してなる成形体を提
供することを目的とする。The present invention has been made in view of such circumstances, and it is possible to form the silicone rubber at a low temperature at which the characteristic change of the silicone rubber does not occur, and to impart excellent characteristics such as antifouling property peculiar to the fluororesin. It is an object of the present invention to provide a molded article obtained by coating a vulcanized silicone rubber with a fluororesin-based coating material that can be used.
【０００６】[0006]
【課題を解決するための手段】上記目的を達成するべく
本発明によるフッ素樹脂系塗料被覆成形体は、フッ化ビ
ニリデン系熱可塑性樹脂と、カルボン酸発生基及び／ま
たはエポキシ基を有するメタクリル系熱可塑性樹脂との
混合物からなる溶液を、アミノ基を有するシラン化合物
で処理されたシリコーンゴム加硫物に塗布し、溶媒を蒸
発させることによって得られたものであることを特徴と
するものである。In order to achieve the above object, the fluororesin-based paint-coated molded article according to the present invention comprises a vinylidene fluoride-based thermoplastic resin and a methacrylic-based thermoplastic resin having a carboxylic acid-generating group and / or an epoxy group. It is characterized in that it is obtained by applying a solution comprising a mixture with a plastic resin to a silicone rubber vulcanizate treated with a silane compound having an amino group and evaporating the solvent.
【０００７】フッ化ビニリデン系熱可塑性樹脂として
は、フッ化ビニリデン単独重合体、あるいはランダム、
ブロック、グラフト共重合体などが挙げられる。これら
は様々な種類のものが市販されているのでそれらを用い
れば良い。カルボン酸発生基とは、容易にカルボン酸基
に変換される官能基であり、カルボン酸、カルボン酸無
水物、第３級ブチルエステルなどの官能基が挙げられ
る。カルボン酸発生基及び／またはエポキシ基を有する
メタクリル系熱可塑性樹脂は、メタクリル酸エステルの
重合の際に、アクリル酸、メタクリル酸、無水マレイン
酸を共重合させたり、グリシジル（メタ）アクリレート
を共重合させれば良い。またカルボン酸発生基を有する
任意の幹ポリマーにメタクリル酸エステルをグラフト共
重合したものであっても良い。グラフト共重合体の方が
塗膜の接着性に優れ、好ましい。As the vinylidene fluoride-based thermoplastic resin, a vinylidene fluoride homopolymer, or random,
Examples thereof include blocks and graft copolymers. Since various kinds of these are commercially available, they may be used. The carboxylic acid-generating group is a functional group that is easily converted into a carboxylic acid group, and examples thereof include functional groups such as carboxylic acid, carboxylic acid anhydride, and tertiary butyl ester. The methacrylic thermoplastic resin having a carboxylic acid-generating group and / or an epoxy group is a copolymer of acrylic acid, methacrylic acid, maleic anhydride, or glycidyl (meth) acrylate during the polymerization of methacrylic acid ester. You can do it. It may also be a graft copolymer of a methacrylic acid ester with an arbitrary trunk polymer having a carboxylic acid-generating group. Graft copolymers are preferred because of their superior coating film adhesion.
【０００８】シリコーンゴム加硫物としては、特に限定
されないが、導電性シリコーンゴム、とりわけ体積抵抗
率が１０３Ω・ｃｍ程度の半導電性シリコーンゴムに本
発明を適用した場合に本発明の効果が抵抗値の安定性と
して明確に表れるので好ましい。The silicone rubber vulcanizate is not particularly limited, but the effect of the present invention is obtained when the present invention is applied to a conductive silicone rubber, particularly a semiconductive silicone rubber having a volume resistivity of about 10 3 Ω · cm. Is clearly shown as the stability of the resistance value, which is preferable.
【０００９】アミノ基を有するシラン化合物としては、
市販のアミノシラン類を溶媒で希釈したものを用いれば
良く、この溶液中に上記のシリコーンゴム加硫物を浸す
か、または筆などを用いて塗布することにより、フッ素
樹脂塗料とシリコーンゴム加硫物との接着効果が向上す
る。As the silane compound having an amino group,
A commercially available product obtained by diluting aminosilanes with a solvent may be used. By dipping the silicone rubber vulcanized product in this solution or applying it with a brush or the like, a fluororesin paint and a silicone rubber vulcanized product are obtained. The adhesive effect with is improved.
【００１０】[0010]
【作用】フッ化ビニリデン系熱可塑性樹脂とカルボン酸
発生基及び／またはエポキシ基を有するメタクリル系熱
可塑性樹脂とはよく混じり合い、そしてカルボン酸基、
エポキシ基などが、シリコーンゴム加硫物上のアミノシ
ランによって結合されたアミノ基と反応するため、高温
で焼成しなくても元々接着性の無いフッ化ビニリデン系
熱可塑性樹脂がシリコーンゴム加硫物と接着するように
なると考えられる。[Function] The vinylidene fluoride type thermoplastic resin and the methacrylic type thermoplastic resin having a carboxylic acid generating group and / or an epoxy group are well mixed with each other, and a carboxylic acid group,
Since the epoxy group reacts with the amino group bound by the aminosilane on the silicone rubber vulcanizate, the vinylidene fluoride-based thermoplastic resin, which originally has no adhesiveness even if it is not fired at high temperature, becomes the silicone rubber vulcanizate. It is thought that it will come to adhere.
【００１１】[0011]
【実施例】以下に実施例を示し、本発明の内容を更に詳
しく説明する。本実施例においては、フッ化ビニリデン
系樹脂Ａとして、フッ化ビニリデンをフッ素ゴムにグラ
フト重合させたもの〔セントラル硝子（株）製、セフラ
ルソフトＧ８８０〕を、フッ化ビニリデン系樹脂Ｂとし
て、フッ化ビニリデンと６フッ化ポリプロピレンとの共
重合体〔呉羽化学工業（株）製、ＫＦポリマーＴ２３０
０〕を用いた。メタクリル系樹脂Ａとしては、東亜合成
化学工業（株）製、レゼダＧＰ−１００を、メタクリル
系樹脂Ｂとしては、市販の成形用ポリメチルメタクリレ
ート樹脂を用いた。尚、本実施例では導電性付与の目的
で、導電性粒子〔昭和キャボット（株）製、導電性カー
ボンブラックバルカンＸＣ−７２〕も用いた。シリコー
ンゴム加硫物としては、６ｍｍφのステンレス鋼からな
る中心材上に、市販の体積固有抵抗率１０４Ω・ｃｍの
導電性シリコーンゴムを肉厚６ｍｍでプレス加硫成形し
たものを１５ｍｍφまで研削することにより得られた導
電性ローラを用いた。このシリコーンゴムの硬度はＪＩ
Ｓ−Ａ硬度で３８°であった。また、ローラのゴム被覆
部と同じ幅のステンレス鋼板上にこのローラを乗せ、両
端に５００ｇづつの加重をかけて５００Ｖの電圧を印加
した際の電流値を読み取ることによって求めたローラの
抵抗値は１０６Ωであった。EXAMPLES The present invention will be described in more detail below with reference to examples. In this example, as vinylidene fluoride resin A, vinylidene fluoride graft-polymerized with fluororubber [Cefural Soft G880 manufactured by Central Glass Co., Ltd.] was used as vinylidene fluoride resin B. Copolymer of polypropylene and hexafluoride polypropylene [KF polymer T230 manufactured by Kureha Chemical Industry Co., Ltd.
0] was used. Reseda GP-100 manufactured by Toagosei Kagaku Kogyo Co., Ltd. was used as the methacrylic resin A, and a commercially available polymethylmethacrylate resin for molding was used as the methacrylic resin B. In this example, conductive particles [conductive carbon black Vulcan XC-72 manufactured by Showa Cabot Co., Ltd.] were also used for the purpose of imparting conductivity. As the silicone rubber vulcanizate, a commercially available conductive silicone rubber having a volume resistivity of 10 4 Ω · cm was press-vulcanized and molded to a thickness of 15 mmφ on a center material made of 6 mmφ stainless steel. The conductive roller obtained by the above was used. The hardness of this silicone rubber is JI
The SA hardness was 38 °. Also, the resistance value of the roller obtained by placing the roller on a stainless steel plate having the same width as the rubber-coated portion of the roller, applying a weight of 500 g to both ends and applying a voltage of 500 V, and reading the current value It was 10 6 Ω.
【００１２】＜実施例１＞まずローラをアミノシランの
一例であるＮ（β−アミノエチル）γ−アミノプロピル
トリメトキシシランの４％キシレン溶液に含浸し、その
後十分に乾燥させた。次に、上記の各材料を表１に示し
た配合比率でＤＭＦに溶解し、粘度が約４０Ｐａ・ｓと
なるように調整した塗料をローラ表面に筆を用いて均一
に塗布し、その後、１５０℃で１０分間乾燥させて塗膜
を形成した。Example 1 A roller was first impregnated with a 4% xylene solution of N (β-aminoethyl) γ-aminopropyltrimethoxysilane, which is an example of aminosilane, and then sufficiently dried. Next, each of the above materials was dissolved in DMF at the compounding ratio shown in Table 1, and a paint adjusted to have a viscosity of about 40 Pa · s was uniformly applied to the roller surface with a brush, and then 150 A coating film was formed by drying at 0 ° C for 10 minutes.
【００１３】このようにして得られたローラの両端に５
ｋｇづつの加重をかけて５０ｍｍφのアルミニウム製の
筒体に押し付け、周速５０ｃｍ／秒で１週間回転させた
後の塗膜の粉落ちの有無を観察し耐久性を評価した。ま
たローラの両端に１ｋｇづつの加重をかけて板硝子に接
触させ、４０℃９０％ＲＨの雰囲気下に１週間放置した
後の板硝子の汚れの有無を観察することによって汚染防
止性を評価した。更に、幅１ｃｍのステンレス鋼板上に
ローラを乗せ、両端に５００ｇづつの加重をかけて５０
０Ｖの電圧を印加した際の電流値を、ローラ軸方向の５
箇所の部分でそれぞれ測定し、抵抗値のバラツキを調べ
て抵抗値安定性を評価した。抵抗値のバラツキが０．５
桁以内であれば、バラツキ「無」とした。これらの結果
も併せて表１に示した。The roller thus obtained has 5
Durability was evaluated by observing the presence / absence of powder drop after the coating film was pressed against an aluminum cylinder having a diameter of 50 mm and rotated for 1 week at a peripheral speed of 50 cm / sec by applying a weight of kg. In addition, the anti-contamination property was evaluated by observing the presence or absence of stains on the plate glass after applying a load of 1 kg to both ends of the roller and bringing it into contact with the plate glass, and leaving it in the atmosphere of 40 ° C. and 90% RH for 1 week. Furthermore, place the roller on a stainless steel plate with a width of 1 cm, and apply a weight of 500 g to both ends to 50
The current value when a voltage of 0 V is applied is 5 in the roller axis direction.
The resistance value stability was evaluated by measuring at each part and examining the variation of the resistance value. Variation in resistance is 0.5
If it is within the digit, the variation is set to “none”. These results are also shown in Table 1.
【００１４】＜比較例１＞塗料を塗布しないローラを用
いて実施例１と同様の評価を行ったところ、汚染防止性
については板硝子に汚れが見られ、抵抗値についても
１．５桁のバラツキが有った。<Comparative Example 1> When the same evaluation as in Example 1 was carried out using a roller not coated with paint, the plate glass was found to be dirty with respect to the anti-contamination property, and the resistance value was fluctuated by 1.5 digits. There was.
【００１５】＜実施例２乃至実施例６、比較例２及び比
較例３＞表１に示す配合材料及び配合比率から得られた
塗料を用いた他は、実施例１と同様に塗膜を形成した。
評価も実施例１と同様に行った。<Examples 2 to 6, Comparative Examples 2 and 3> A coating film was formed in the same manner as in Example 1 except that the coating materials obtained from the compounding materials and the compounding ratios shown in Table 1 were used. did.
Evaluation was performed in the same manner as in Example 1.
【００１６】[0016]
【表１】 [Table 1]
【００１７】実施例１及び実施例２と比較例１との比較
により、本発明に係る塗料から形成された塗膜を有する
ことにより、汚染防止性が向上し更に抵抗値も安定する
ことが判る。また、実施例１と比較例２、実施例２と比
較例３とをそれぞれ比較してみると、比較例は共に塗膜
の粉落ちが発生しており、接着が不十分である。このこ
とから、メタクリル系樹脂としては、メタクリル系樹脂
Ａのごときカルボン酸発生基を有する任意の幹ポリマー
にメタクリル酸エステルをグラフト共重合させたもので
ないと塗膜の耐久性が得られないことが判る。実施例３
と実施例４は、フッ化ビニリデン系樹脂とメタクリル系
樹脂の配合比率を重量比で１：１にしたものであるが、
この比率の場合にはフッ化ビニリデン系樹脂Ｂを配合し
たものが、汚染防止性及び抵抗値安定性が多少劣ってい
る。これは比率を１：３とした実施例５と実施例６の場
合にも同様に現れている。理由としては、フッ化ビニリ
デン系樹脂Ｂを用いた塗料はメタクリル系樹脂の比率が
高くなるとシリコーンゴム上ではじく傾向が発現し、こ
れにより微少な塗布ムラができるためと思われる。この
ことからフッ化ビニリデン系樹脂としては、フッ化ビニ
リデン系樹脂Ａのごときグラフト共重合体を選択した方
が良いと言える。尚、フッ化ビニリデン系樹脂Ａを用い
ている実施例１、実施例３及び実施例５を比較すると、
実施例５の汚染防止性がやや低下していることが判る。
このことからフッ化ビニリデン系樹脂素樹脂Ａを選択す
る場合にも、その配合比率は、全樹脂分の３０％以上と
することが好ましいと言える。From a comparison between Examples 1 and 2 and Comparative Example 1, it can be seen that the presence of the coating film formed from the coating material according to the present invention improves the anti-staining property and also stabilizes the resistance value. . Further, comparing Example 1 with Comparative Example 2 and Example 2 with Comparative Example 3, respectively, in both Comparative Examples, coating film dust was generated and adhesion was insufficient. From this, as the methacrylic resin, the durability of the coating film cannot be obtained unless a methacrylic ester is graft-copolymerized with an arbitrary trunk polymer having a carboxylic acid-generating group such as the methacrylic resin A. I understand. Example 3
In Example 4 and Example 4, the mixing ratio of the vinylidene fluoride resin and the methacrylic resin was set to 1: 1 by weight.
In the case of this ratio, the one containing the vinylidene fluoride resin B is somewhat inferior in anti-staining property and stability of resistance value. This also appears in the cases of Example 5 and Example 6 in which the ratio is 1: 3. It is considered that the reason is that the coating material using the vinylidene fluoride resin B has a tendency to repel on the silicone rubber when the ratio of the methacrylic resin is high, which causes minute coating unevenness. From this, it can be said that it is better to select a graft copolymer such as vinylidene fluoride resin A as the vinylidene fluoride resin. In addition, comparing Example 1, Example 3 and Example 5 using the vinylidene fluoride resin A,
It can be seen that the antifouling property of Example 5 is slightly lowered.
From this, it can be said that, even when the vinylidene fluoride resin base resin A is selected, its compounding ratio is preferably 30% or more of the total resin.
【００１８】[0018]
【発明の効果】以上詳述したように本発明によれば、特
に導電性シリコーンゴムが特性変化を起こさない程度の
低温において、汚染防止性などの特徴を有するフッ素樹
脂系塗料をシリコーンゴム加硫物上に塗膜として形成で
きるため、シリコーンゴムの優れた性質をより一層発揮
することの可能な成形体を提供できる。As described in detail above, according to the present invention, a fluororesin-based coating material having characteristics such as antifouling property is vulcanized with silicone rubber at a low temperature at which the conductive silicone rubber does not change its characteristics. Since it can be formed as a coating film on a product, it is possible to provide a molded product that can further exhibit the excellent properties of silicone rubber.
Claims (1)
ルボン酸発生基及び／またはエポキシ基を有するメタク
リル系熱可塑性樹脂との混合物からなる溶液を、アミノ
基を有するシラン化合物で処理されたシリコーンゴム加
硫物に塗布し、溶媒を蒸発させることによって得られる
フッ素樹脂系塗料被覆成形体。1. A silicone rubber obtained by treating a solution of a vinylidene fluoride-based thermoplastic resin and a methacrylic thermoplastic resin having a carboxylic acid-generating group and / or an epoxy group with a silane compound having an amino group. A fluororesin-based paint-coated molded product obtained by coating a vulcanized product and evaporating a solvent.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32108193A JPH07149935A (en) | 1993-11-25 | 1993-11-25 | Fluororesin-coated molded article |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32108193A JPH07149935A (en) | 1993-11-25 | 1993-11-25 | Fluororesin-coated molded article |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH07149935A true JPH07149935A (en) | 1995-06-13 |
Family
ID=18128601
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32108193A Pending JPH07149935A (en) | 1993-11-25 | 1993-11-25 | Fluororesin-coated molded article |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH07149935A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7087694B2 (en) | 2000-11-15 | 2006-08-08 | E. I. Du Pont De Nemours And Company | Fluorinated copolymers for hydrophobic and oleophobic treatment of building materials |
| JP2009522415A (en) * | 2005-12-30 | 2009-06-11 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Fluoropolymer coating composition containing adhesive polymer and substrate coating method |
| JP2009522414A (en) * | 2005-12-30 | 2009-06-11 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Fluoropolymer coated films useful for photovoltaic modules |
-
1993
- 1993-11-25 JP JP32108193A patent/JPH07149935A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7087694B2 (en) | 2000-11-15 | 2006-08-08 | E. I. Du Pont De Nemours And Company | Fluorinated copolymers for hydrophobic and oleophobic treatment of building materials |
| JP2009522415A (en) * | 2005-12-30 | 2009-06-11 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Fluoropolymer coating composition containing adhesive polymer and substrate coating method |
| JP2009522414A (en) * | 2005-12-30 | 2009-06-11 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | Fluoropolymer coated films useful for photovoltaic modules |
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