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JPH0629374B2 - Antistatic method for vinyl chloride resin moldings - Google Patents
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JPH0629374B2 - Antistatic method for vinyl chloride resin moldings - Google Patents

Antistatic method for vinyl chloride resin moldings

Info

Publication number
JPH0629374B2
JPH0629374B2 JP29148685A JP29148685A JPH0629374B2 JP H0629374 B2 JPH0629374 B2 JP H0629374B2 JP 29148685 A JP29148685 A JP 29148685A JP 29148685 A JP29148685 A JP 29148685A JP H0629374 B2 JPH0629374 B2 JP H0629374B2
Authority
JP
Japan
Prior art keywords
vinyl chloride
weight
copolymer
meth
acrylic acid
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.)
Expired - Lifetime
Application number
JP29148685A
Other languages
Japanese (ja)
Other versions
JPS62149763A (en
Inventor
達郎 小田
健 仲地
彰夫 端
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.)
Sekisui Chemical Co Ltd
Original Assignee
Sekisui Chemical 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 Sekisui Chemical Co Ltd filed Critical Sekisui Chemical Co Ltd
Priority to JP29148685A priority Critical patent/JPH0629374B2/en
Publication of JPS62149763A publication Critical patent/JPS62149763A/en
Publication of JPH0629374B2 publication Critical patent/JPH0629374B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
  • Paints Or Removers (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は,塩化ビニル系樹脂成形体の帯電防止方法,特
に,安価にして帯電防止効果が持続されうる塩化ビニル
系樹脂成形体の帯電防止方法に関する。
DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to an antistatic method for a vinyl chloride resin molded article, and more particularly to an antistatic method for a vinyl chloride resin molded article which is inexpensive and can maintain its antistatic effect. Regarding the method.

(従来の技術) 塩化ビニル系樹脂は,安価であり成形性が良好なうえに
優れた特性を有するため,各種成形品,シートおよびフ
ィルムとして広く使用されている。しかし,塩化ビニル
系樹脂の成形体は,帯電しやすく,そのために,様々な
障害の原因となっている。このような帯電を防止するた
めに,成形体に導電性を付与することが試みられてい
る。
(Prior Art) Vinyl chloride resins are widely used as various molded products, sheets and films because they are inexpensive, have good moldability, and have excellent properties. However, the vinyl chloride resin molded body is easily charged with electricity, which causes various obstacles. In order to prevent such electrification, it has been attempted to impart conductivity to the molded body.

塩化ビニル系樹脂成形体に導電性を付与するには,種々
の方法が提案されている。例えば,成形体の表面に界面
活性剤を塗布する方法がある。また,塩化ビニル系樹脂
に界面活性剤やカーボンブラック,金属粉,導電性繊維
などを加えて混練した後,成形する方法もある。しか
し,界面活性剤は,ブリードして成形体表面から脱落し
やすいため,帯電防止効果が持続されない。カーボンブ
ラック,金属粉,導電性繊維などを添加すれば,帯電防
止効果は持続されるものの,所望の導電性を得るために
は,これら導電性物質を大量に加える必要がある。従っ
て高価となる。蒸着,スパッタリングなどにより,塩化
ビニル系樹脂成形体の表面に貴金属や金属酸化物を付着
させる方法は,帯電防止効果に優れているものの,高価
であり,生産性も低い。
Various methods have been proposed for imparting conductivity to vinyl chloride resin moldings. For example, there is a method of applying a surfactant to the surface of the molded body. There is also a method in which a surfactant, carbon black, metal powder, conductive fibers, etc. are added to a vinyl chloride resin, and the mixture is kneaded and then molded. However, since the surfactant easily bleeds and falls off the surface of the molded body, the antistatic effect is not maintained. Although the antistatic effect is maintained by adding carbon black, metal powder, conductive fibers, etc., it is necessary to add a large amount of these conductive substances in order to obtain the desired conductivity. Therefore, it becomes expensive. The method of depositing a noble metal or metal oxide on the surface of a vinyl chloride resin molding by vapor deposition, sputtering, etc., is excellent in antistatic effect, but expensive and low in productivity.

このような欠点を解決するために,カーボンブラック,
金属粉などの導電性物質を樹脂溶液に分散させた導電性
塗料を用い,これを塩化ビニル系樹脂成形体に塗布する
ことにより,導電性を付与する方法がある。この方法
は,安価にして優れた帯電防止効果が得られるものの,
導電性物質が樹脂に対して異質であるため,やはり,ブ
リードや脱落などの恐れがある。
In order to solve these drawbacks, carbon black,
There is a method of imparting conductivity by using a conductive paint in which a conductive substance such as metal powder is dispersed in a resin solution and applying this to a vinyl chloride resin molded body. Although this method is inexpensive and has an excellent antistatic effect,
Since the conductive material is foreign to the resin, there is still a risk of bleeding or falling off.

(発明が解決しようとする問題点) 本発明は上記従来の問題点を解決するものであり,その
目的とするところは,持続性のある帯電防止効果が得ら
れる塩化ビニル系樹脂成形体の帯電防止方法を提供する
ことにある。本発明の他の目的は,安価にしてなされう
る塩化ビニル系樹脂成形体の帯電防止方法を提供するこ
とにある。
(Problems to be Solved by the Invention) The present invention is intended to solve the above-mentioned conventional problems, and an object of the present invention is to charge a vinyl chloride resin molded article that provides a durable antistatic effect. It is to provide a prevention method. Another object of the present invention is to provide an antistatic method for a vinyl chloride resin molded article that can be manufactured at low cost.

(問題点を解決するための手段) 本発明は,導電性塗料に代えて導電性を有するモノマー
単位を含む塩化ビニル系共重合体を,塩化ビニル系樹脂
成形体に塗布することにより,ブリードや脱落がなく,
安価にして持続性のある帯電防止効果が得られる,との
発明者の知見にもとづいて完成された。
(Means for Solving Problems) In the present invention, a vinyl chloride-based copolymer containing a conductive monomer unit is applied to a vinyl chloride-based resin molded body in place of the conductive paint, thereby bleeding or There is no dropout,
It was completed based on the inventor's knowledge that a cheap and durable antistatic effect can be obtained.

本発明の塩化ビニル系樹脂成形体の帯電防止方法は,
(1)塩化ビニル単位50〜96重量%,(2)(I)式で示
される置換アンモニオ基含有(メタ)アクリル酸エステ
ル誘導体単位1〜10重量%,および(3)(II)式で示
される(メタ)アクリル酸ポリアルキレンオキシドエス
テル単位3〜40重量%,を有する塩化ビニル系共重合
体を有機溶媒に溶解させる工程および該溶液を塩化ビニ
ル系樹脂成形体に塗布するかあるいは該成形体を該溶液
に浸漬する工程,を包含し,そのことにより上記目的が
達成される。
The antistatic method for vinyl chloride resin moldings of the present invention is
(1) 50 to 96% by weight of vinyl chloride unit, (2) 1 to 10% by weight of the substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by formula (I), and (3) represented by formula (II) Of a vinyl chloride copolymer having 3 to 40% by weight of a (meth) acrylic acid polyalkylene oxide ester unit, and a step of dissolving the solution in an organic solvent and applying the solution to a vinyl chloride resin molded product or the molded product. Is immersed in the solution, whereby the above object is achieved.

ここで, R1およびR6は,同一または相異なり,水素原子またはメ
チル基, R2およびR7は,同一または相異なり,炭素原子数2〜6
の低級アルキレン基, R3,R4およびR5は,同一または相異なり,炭素原子数1
〜4のアルキル基またはアルケニル基, Xはハロゲン,そして nは1〜23の整数である。
Here, R 1 and R 6 are the same or different, a hydrogen atom or a methyl group, and R 2 and R 7 are the same or different and have 2 to 6 carbon atoms.
Lower alkylene groups, R 3 , R 4 and R 5 are the same or different and have 1 carbon atom
~ 4 alkyl or alkenyl groups, X is halogen, and n is an integer from 1 to 23.

このような帯電防止方法では,導電性物質として塩化ビ
ニル系共重合体を用いているため,塩化ビニル系樹脂と
のなじみがよく,樹脂とほとんど一体化している。従っ
て,導電性物質がブリードしたり脱落することはなく,
持続性のある帯電防止効果が得られる。
In such an antistatic method, since the vinyl chloride-based copolymer is used as the conductive substance, it is well compatible with the vinyl chloride-based resin and is almost integrated with the resin. Therefore, the conductive material does not bleed or fall off,
A long-lasting antistatic effect can be obtained.

塩化ビニル系共重合体中には,塩化ビニル単位が50〜96
重量%,好ましくは75〜94重量%の範囲で含有される。
50重量%を下まわると,共重合体が塩化ビニル系樹脂成
形体から脱落しやすくなり,持続性のある帯電防止効果
が得られない。96重量%を上まわると,所望の帯電防止
性が得られない。共重合体中には(I)式で示される置
換アンモニオ基含有(メタ)アクリル酸エステル誘導体
単位は,1〜10重量%,好ましくは2〜6重量%の範囲
で含有される。1重量%を下まわると,所望の帯電防止
性が得られない。10重量%を上まわると,帯電防止性は
良好となるものの親水性が増すため,有機溶媒に対する
溶解性が低下する。例えば,N,N−ジメチルホルムア
ミドのような極性の高い有機溶媒にしか溶解しなくな
る。N,N−ジメチルホルムアミドは溶解力が強いた
め,塩化ビニル系樹脂成形体が溶解したり変形するな
ど,物性に好ましくない影響を与える。(II)式で示さ
れる(メタ)アクリル酸ポリアルキレンオキシドエステ
ル単位は,共重合体中において,3〜40重量%,好まし
くは5〜20重量%の範囲で含有される。3重量%を下ま
わると,親水性が増すため,有機溶媒に対する溶解性が
低下する。40重量%を上まっても,帯電防止性や溶解性
はほとんど改善されない。(II)式で示される化合物は
高価であり,共重合体に多量に含有させると,無駄にな
る。
The vinyl chloride copolymer contains 50 to 96 vinyl chloride units.
It is contained in an amount of, preferably 75 to 94% by weight.
If the amount is less than 50% by weight, the copolymer tends to fall off from the vinyl chloride resin molded product, and a durable antistatic effect cannot be obtained. If it exceeds 96% by weight, the desired antistatic property cannot be obtained. The substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by the formula (I) is contained in the copolymer in an amount of 1 to 10% by weight, preferably 2 to 6% by weight. If it is less than 1% by weight, the desired antistatic property cannot be obtained. When it exceeds 10% by weight, the antistatic property is improved, but the hydrophilicity is increased, and the solubility in the organic solvent is decreased. For example, it is soluble only in a highly polar organic solvent such as N, N-dimethylformamide. Since N, N-dimethylformamide has a strong dissolving power, it has an unfavorable influence on the physical properties such as dissolution or deformation of the vinyl chloride resin molding. The (meth) acrylic acid polyalkylene oxide ester unit represented by the formula (II) is contained in the copolymer in an amount of 3 to 40% by weight, preferably 5 to 20% by weight. When it is less than 3% by weight, the hydrophilicity is increased and the solubility in the organic solvent is lowered. Even if it exceeds 40% by weight, the antistatic property and the solubility are hardly improved. The compound represented by the formula (II) is expensive and is wasted when it is contained in a large amount in the copolymer.

(I)式で示される置換アンモニオ基含有(メタ)アク
リル酸誘導体単位を与える単量体としては,例えは,2
−ヒドロキシ−3−アクリロイルオキシプロピルトリメ
チルアンモニウムクロライド,2−ヒドロキシ−3−メ
タクリロイルオキシプロピルトリメチルアンモニウムク
ロライド,アクリロイルオキシエチルトリメチルアンモ
ニウムクロライド,メタクリロイルオキシエチルトリメ
チルアンモニウムクロライドが挙げられる。また,(I
I)式で示される(メタ)アクリル酸ポリアルキレンオ
キシドエステル単位を与える単量体としては,例えば,
ポリプロピレングリコールメタクリレート,ポリエチレ
ングリコールメタクリレート,ポリエチレングリコール
ポリプロピレングリコールメタクリレート,ポリエチレ
ングリコールポリブチレングリコールメタクリレートが
挙げられる。
Examples of the monomer that provides the substituted (ammonio) group-containing (meth) acrylic acid derivative unit represented by the formula (I) include 2
-Hydroxy-3-acryloyloxypropyltrimethylammonium chloride, 2-hydroxy-3-methacryloyloxypropyltrimethylammonium chloride, acryloyloxyethyltrimethylammonium chloride and methacryloyloxyethyltrimethylammonium chloride. Also, (I
Examples of the monomer that provides the (meth) acrylic acid polyalkylene oxide ester unit represented by the formula (I) include, for example,
Examples include polypropylene glycol methacrylate, polyethylene glycol methacrylate, polyethylene glycol polypropylene glycol methacrylate, and polyethylene glycol polybutylene glycol methacrylate.

本発明の塩化ビニル系共重合体中には,帯電防止性を損
なわない範囲内で,塩化ビニルと共重合可能な他のモノ
マー単位を含有させてもよい。モノマーとしては,例え
ば,エチレン,プロピレン,酢酸ビニル,塩化ビニリデ
ン,ヒドロキシエチルアクリレート,ヒドロキシプロピ
ルアクリレートがある。このようなモノマー単位は,通
常,10重量%以下の範囲で含有される。
The vinyl chloride-based copolymer of the present invention may contain other monomer units copolymerizable with vinyl chloride within a range that does not impair the antistatic property. Examples of the monomer include ethylene, propylene, vinyl acetate, vinylidene chloride, hydroxyethyl acrylate and hydroxypropyl acrylate. Such a monomer unit is usually contained in the range of 10% by weight or less.

共重合体の合成方法としては,公知のあらゆる重合方法
が使用でき,例えば,乳化重合法,懸濁重合法,溶液重
合法,沈澱重合法がある。
As a method for synthesizing the copolymer, any known polymerization method can be used, and examples thereof include an emulsion polymerization method, a suspension polymerization method, a solution polymerization method, and a precipitation polymerization method.

有機溶媒は,塩化ビニル系共重合体を溶解するとともに
塩化ビニル系樹脂成形体を短時間で溶解・変形あるいは
膨潤させたりせず,しかも揮発性の高い溶媒が好まし
い。このような溶媒には,例えば,メチルエチルケトン
/トルエン混合溶媒がある。
The organic solvent is preferably a solvent which dissolves the vinyl chloride-based copolymer, does not dissolve, deform or swell the vinyl chloride-based resin molded product in a short time, and has high volatility. An example of such a solvent is a mixed solvent of methyl ethyl ketone / toluene.

共重合体の溶液は,シート状の成形体であれば,ロール
コーター,ドクターブレードなどによる表面塗工によ
り,成形体に塗布される。異形品であれば,共重合体の
溶液をスプレーコートするかあるいは成形体を溶液中に
浸漬すればよい。
In the case of a sheet-shaped molded body, the solution of the copolymer is applied to the molded body by surface coating with a roll coater, a doctor blade or the like. In the case of a modified product, the solution of the copolymer may be spray-coated or the molded product may be dipped in the solution.

(実施例) 以下に本発明を実施例について述べる。(Examples) The present invention will be described below with reference to Examples.

実施例1 塩化ビニル,置換アンモニオ基含有(メタ)アクリル酸
エステル誘導体としてメタクリロイルオキシエチレント
リメチルアンモニウムクロライドおよび(メタ)アクリ
ル酸ポリアルキレンオキシドエステルとしてテトラエチ
レングリコールモノメタクリレートをメタノールに加
え,触媒としてラウロイルパーオキサイドを添加して,
55℃で10時間重合させた。遠心分離によりメタノールを
除去した後,50℃で24時間真空乾燥して共重合体を得
た。共重合体中には,塩化ビニル単位が88重量%,
(I)式で示される置換アンモニオ基含有(メタ)アク
リル酸エステル誘導体単位が2重量%,そして(II)式
で示される(メタ)アクリル酸ポリアルキレンオキシド
単位が10重量%含有されていた。この共重合体をメチル
エチルケトン/トルエン混合溶媒(重量比 1/1)に溶解
させ,濃度15重量%の樹脂溶液を調製した。この溶液
を,ドクターブレードを用いて2mm厚の硬質塩化ビニル
板に10μmの膜厚となるように塗布し,皮膜を形成し
た。皮膜の表面固有抵抗値,密着性および耐水性を次の
ようにして測定した。
Example 1 Vinyl chloride, methacryloyloxyethylene trimethylammonium chloride as a (meth) acrylic acid ester derivative containing a substituted ammonio group, and tetraethylene glycol monomethacrylate as a (meth) acrylic acid polyalkylene oxide ester were added to methanol, and lauroyl peroxide was used as a catalyst. And add
Polymerization was carried out at 55 ° C for 10 hours. After removing methanol by centrifugation, it was vacuum dried at 50 ° C for 24 hours to obtain a copolymer. The copolymer contains 88% by weight of vinyl chloride units,
The substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by the formula (I) was contained in an amount of 2% by weight, and the (meth) acrylic acid polyalkylene oxide unit represented by the formula (II) was contained in an amount of 10% by weight. This copolymer was dissolved in a mixed solvent of methyl ethyl ketone / toluene (weight ratio 1/1) to prepare a resin solution having a concentration of 15% by weight. This solution was applied to a 2 mm thick hard vinyl chloride plate with a doctor blade so as to have a film thickness of 10 μm to form a film. The surface resistivity, adhesion and water resistance of the coating were measured as follows.

表面固有抵抗値;皮膜をコートした硬質塩化ビニル板を
20℃,65% RH で24時間放置後,HIGH MEGOHM METER T
R-8601(タケダ理研社製)を用いて,JISK-6911 によ
り,その抵抗値を測定した。
Surface resistivity; hard vinyl chloride plate coated with a film
Leave for 24 hours at 20 ° C and 65% RH, then use HIGH MEGOHM METER T
The resistance value was measured by JISK-6911 using R-8601 (manufactured by Takeda Riken).

密着性;皮膜に1mm間隔のゴバン目を入れ,セロハンテ
ープにより剥離試験を行った。ゴバン目100 個のうちの
剥離した個数を密着性の目安とした。
Adhesion: A 1 mm gap was inserted in the film and a peeling test was performed using cellophane tape. The number of peeled pieces out of 100 goggles was used as a measure of adhesion.

耐水性;皮膜をコートした硬質塩化ビニル板を20℃の水
に24時間浸漬し,常温で風乾して,表面固有抵抗値を測
定した。耐水性が優れていれば,浸漬前後における表面
固有抵抗値の増加がほとんどない。
Water resistance: A hard vinyl chloride plate coated with a film was immersed in water at 20 ° C for 24 hours, air-dried at room temperature, and the surface resistivity was measured. If the water resistance is excellent, there is almost no increase in the surface resistivity before and after immersion.

これらの測定結果を下表に示す。The results of these measurements are shown in the table below.

実施例2 共重合体中における塩化ビニル単位を82重量%,(I)
式で示される置換アンモニオ基含有(メタ)アクリル酸
エステル誘導体単位を8重量%としたこと以外は,実施
例1と同様にして共重合体を合成した。この共重合体を
用いて,実施例1と同様の方法により硬質塩化ビニル板
上に皮膜を形成し,その表面固有抵抗値,密着性および
耐水性を測定した。これらの測定結果を下表に示す。
Example 2 82% by weight of vinyl chloride units in the copolymer, (I)
A copolymer was synthesized in the same manner as in Example 1 except that the substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by the formula was 8% by weight. Using this copolymer, a film was formed on a hard vinyl chloride plate in the same manner as in Example 1, and the surface specific resistance value, adhesion and water resistance were measured. The results of these measurements are shown in the table below.

実施例3 共重合体中における塩化ビニル単位を90重量%,(I)
式で示される置換アンモニオ基含有(メタ)アクリル酸
エステル誘導体単位を4重量%,そして(II)式で示さ
れる(メタ)アクルリ酸ポリアルキレンオキシドエステ
ル単位を6重量%としたこと以外は,実施例1と同様に
して共重合体を合成した。この共重合体を用いて,実施
例1と同様の方法により硬質塩化ビニル板上に皮膜を形
成し,その表面固有抵抗値,密着性および耐水性を測定
した。これらの測定結果を下表に示す。
Example 3 90% by weight of vinyl chloride units in the copolymer, (I)
Except that the substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by the formula was 4% by weight and the (meth) acryl acid polyalkylene oxide ester unit represented by the formula (II) was 6% by weight. A copolymer was synthesized in the same manner as in Example 1. Using this copolymer, a film was formed on a hard vinyl chloride plate in the same manner as in Example 1, and the surface specific resistance value, adhesion and water resistance were measured. The results of these measurements are shown in the table below.

比較例1 共重合体中における塩化ビニル単位を89.5重量%,
(I)式で示される置換アンモニオ基含有(メタ)アク
リル酸エステル誘導体単位を 0.5重量%としたこと以外
は,実施例1と同様にして共重合体を合成した。この共
重合体を用いて,実施例1と同様の方法により硬質塩化
ビニル板上に皮膜を形成し,その表面固有抵抗値,密着
性および耐水性を測定した。これらの測定結果を下表に
示す。
Comparative Example 1 89.5% by weight of vinyl chloride unit in the copolymer,
A copolymer was synthesized in the same manner as in Example 1 except that the substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by the formula (I) was 0.5% by weight. Using this copolymer, a film was formed on a hard vinyl chloride plate in the same manner as in Example 1, and the surface specific resistance value, adhesion and water resistance were measured. The results of these measurements are shown in the table below.

比較例2 共重合体中における塩化ビニル単位を78重量%,(I)
式で示される置換アンモニオ基含有(メタ)アクリル酸
エステル誘導体単位を12重量%としたこと以外は,実施
例1と同様にして共重合体を合成した。この共重合体
は,メチルエチルケトン/トルエン混合溶媒(重量比 1
/1)に溶解しないため,硬質塩化ビニル板上に皮膜を形
成することができなかった。
Comparative Example 2 78% by weight of vinyl chloride unit in the copolymer, (I)
A copolymer was synthesized in the same manner as in Example 1 except that the substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by the formula was 12% by weight. This copolymer is a mixed solvent of methyl ethyl ketone / toluene (weight ratio 1
Since it did not dissolve in / 1), a film could not be formed on the hard vinyl chloride plate.

比較例3 共重合体中における塩化ビニル単位を93重量%,(I)
式で示される置換アンモニオ基含有(メタ)アクリル酸
エステル誘導体単位を4重量%,そして(II)式で示さ
れる(メタ)アクリル酸ポリアルキレンオキシドエステ
ル単位を2重量%としたこと以外は,実施例1と同様に
して共重合体を合成した。この共重合体は,メチルエチ
ルケトン/トルエン混合溶媒(重量比 1/1)に溶解しな
いため,硬質塩化ビニル板上に皮膜を形成することがで
きなかった。
Comparative Example 3 93% by weight of vinyl chloride units in the copolymer, (I)
Except that the substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by the formula was 4% by weight and the (meth) acrylic acid polyalkylene oxide ester unit represented by the formula (II) was 2% by weight. A copolymer was synthesized in the same manner as in Example 1. Since this copolymer did not dissolve in a mixed solvent of methyl ethyl ketone / toluene (weight ratio 1/1), a film could not be formed on the hard vinyl chloride plate.

比較例4 塩化ビニル系共重合体に代えて,塩化ビニル−酢酸ビニ
ル共重合体(VYHH,UCC 社製,酢酸ビニル単位の割合は
14重量%である) 100重量部,カチオン系界面活性剤
(カチオン BB ,日本油脂社製)5重量部およびノニオ
ン系界面活性剤(ノニオン L-4,日本油脂社製)10重量
部の混合物を用いたこと以外は,実施例1と同様にして
共重合体を合成した。この共重合体を用いて,実施例1
と同様の方法により硬質塩化ビニル板上に皮膜を形成
し,その表面固有抵抗値,密着性および耐水性を測定し
た。これらの測定結果を下表に示す。
Comparative Example 4 Instead of a vinyl chloride-based copolymer, a vinyl chloride-vinyl acetate copolymer (VYHH, manufactured by UCC, the ratio of vinyl acetate units is
14% by weight) 100 parts by weight, a cationic surfactant (Cation BB, manufactured by NOF Corporation) 5 parts by weight and a nonionic surfactant (NONION L-4, manufactured by NOF CORPORATION) 10 parts by weight. A copolymer was synthesized in the same manner as in Example 1 except that it was used. Example 1 using this copolymer
A film was formed on a hard vinyl chloride plate by the same method as in (3) above, and the surface resistivity, adhesion and water resistance were measured. The results of these measurements are shown in the table below.

実施例および比較例から明らかなように,本発明の帯電
防止方法によれば,表面固有抵抗値が低く導電性に優れ
た塩化ビニル系樹脂成形体が得られる。従って,帯電防
止効果が高い。得られた成形体は,皮膜の密着性や耐水
性に優れている。(I)式で示される置換アンモニオ基
含有(メタ)アクリル酸エステル誘導体単位を 0.5重量
%しか有しない共重合体を用いて,帯電防止を行って
も,得られた塩化ビニル系樹脂成形体は,表面固有抵抗
値が高く,所望の帯電防止性が得られない。(I)式で
示されるモノマー単位を12重量%含有する共重合体や
(II)式で示されるモノマー単位を2重量%しか含有し
ない共重合体は,メチルエチルケトン/トルエン混合溶
媒に不溶なため,本発明の方法には用いられない。従来
の,界面活性剤を用いた帯電防止方法では,得られた塩
化ビニル系樹脂成形体が密着性や耐水性に欠ける。
As is clear from the examples and comparative examples, the antistatic method of the present invention can provide vinyl chloride resin moldings having a low surface resistivity and excellent conductivity. Therefore, the antistatic effect is high. The obtained molded body has excellent film adhesion and water resistance. Even if antistatic is performed using a copolymer having a substituted ammonio group-containing (meth) acrylic acid ester derivative unit represented by the formula (I), the obtained vinyl chloride resin molded article is , The surface resistivity is high, and the desired antistatic property cannot be obtained. Since the copolymer containing 12% by weight of the monomer unit represented by the formula (I) and the copolymer containing only 2% by weight of the monomer unit represented by the formula (II) are insoluble in the methyl ethyl ketone / toluene mixed solvent, Not used in the method of the invention. In the conventional antistatic method using a surfactant, the obtained vinyl chloride resin molded product lacks adhesion and water resistance.

(発明の効果) 本発明によれば,このように,塩化ビニル系樹脂成形体
の帯電防止が効果的になされる。しかも,成形体の帯電
防止性は長期にわたって維持され,持続性を有する。そ
の結果,本発明の帯電防止方法は,塩化ビニル系樹脂成
形体に有効に利用されうる。
(Effect of the Invention) According to the present invention, as described above, the antistatic property of the vinyl chloride resin molding is effectively achieved. Moreover, the antistatic property of the molded product is maintained and maintained for a long period of time. As a result, the antistatic method of the present invention can be effectively used for vinyl chloride resin moldings.

───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.5 識別記号 庁内整理番号 FI 技術表示箇所 C08F 220:34) ─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. 5 Identification code Office reference number FI technical display area C08F 220: 34)

Claims (2)

【特許請求の範囲】[Claims] 【請求項1】(1)塩化ビニル単位50〜96重量%、 (2)(I)式で示される置換アンモニオ基含有(メタ)アク
リル酸エステル誘導体単位1〜10重量%、および (3)(II)式で示される(メタ)アクリル酸ポリアルキレ
ンオキシドエステル単位3〜40重量%, を有する塩化ビニル系共重合体を有機溶媒に溶解させる
工程および該溶液を塩化ビニル系樹脂成形体に塗布する
かあるいは該成形体を該溶液に浸漬する工程, を包含する塩化ビニル系樹脂成形体の帯電防止方法。 ここで、 R1およびR6は、同一または相異なり、水素原子またはメ
チル基、 R2およびR7は、同一または相異なり、炭素原子数2〜6
の低級アルキレン基、 R3,R4およびR5は、同一または相異なり、炭素原子数1
〜4のアルキル基またはアルケニル基、 Xはハロゲン、そして nは1〜23の整数である。
1. A vinyl chloride unit of 50 to 96% by weight, (2) a substituted ammonio group-containing (meth) acrylic acid ester derivative unit of the formula (I) of 1 to 10% by weight, and (3) ( II) a step of dissolving a vinyl chloride-based copolymer having a (meth) acrylic acid polyalkylene oxide ester unit of 3 to 40% by weight in an organic solvent, and applying the solution to a vinyl chloride-based resin molding. Alternatively, an antistatic method for a vinyl chloride resin molded body, comprising the step of immersing the molded body in the solution. Here, R 1 and R 6 are the same or different, a hydrogen atom or a methyl group, R 2 and R 7 are the same or different, and have 2 to 6 carbon atoms.
The lower alkylene groups of R 3 , R 4 and R 5 are the same or different and have 1 carbon atom
~ 4 alkyl or alkenyl groups, X is halogen, and n is an integer from 1 to 23.
【請求項2】前記塩化ビニル系共重合体の平均重合度
が、200〜1000の範囲である特許請求の範囲第1
項に記載の塩化ビニル系樹脂成形体の帯電防止方法。
2. The average degree of polymerization of the vinyl chloride copolymer is in the range of 200 to 1,000.
Item 5. A method for preventing electrification of a vinyl chloride resin molded article according to item.
JP29148685A 1985-12-24 1985-12-24 Antistatic method for vinyl chloride resin moldings Expired - Lifetime JPH0629374B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP29148685A JPH0629374B2 (en) 1985-12-24 1985-12-24 Antistatic method for vinyl chloride resin moldings

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP29148685A JPH0629374B2 (en) 1985-12-24 1985-12-24 Antistatic method for vinyl chloride resin moldings

Publications (2)

Publication Number Publication Date
JPS62149763A JPS62149763A (en) 1987-07-03
JPH0629374B2 true JPH0629374B2 (en) 1994-04-20

Family

ID=17769494

Family Applications (1)

Application Number Title Priority Date Filing Date
JP29148685A Expired - Lifetime JPH0629374B2 (en) 1985-12-24 1985-12-24 Antistatic method for vinyl chloride resin moldings

Country Status (1)

Country Link
JP (1) JPH0629374B2 (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU2011221917B2 (en) * 2010-03-04 2015-12-24 Sekisui Chemical Co., Ltd. Macromolecular water-treatment membrane and manufacturing method therefor

Also Published As

Publication number Publication date
JPS62149763A (en) 1987-07-03

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