JPH0343440A - Antistatic resin composition - Google Patents

Antistatic resin composition

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Publication number
JPH0343440A
JPH0343440A JP17708089A JP17708089A JPH0343440A JP H0343440 A JPH0343440 A JP H0343440A JP 17708089 A JP17708089 A JP 17708089A JP 17708089 A JP17708089 A JP 17708089A JP H0343440 A JPH0343440 A JP H0343440A
Authority
JP
Japan
Prior art keywords
pts
alkali metal
methacrylic resin
parts
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.)
Pending
Application number
JP17708089A
Other languages
Japanese (ja)
Inventor
Sumio Aihara
相原 住男
Hiroaki Ishikawa
弘昭 石川
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.)
Asahi Chemical Industry Co Ltd
Original Assignee
Asahi Chemical Industry 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 Asahi Chemical Industry Co Ltd filed Critical Asahi Chemical Industry Co Ltd
Priority to JP17708089A priority Critical patent/JPH0343440A/en
Publication of JPH0343440A publication Critical patent/JPH0343440A/en
Pending legal-status Critical Current

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Abstract

PURPOSE:To obtain the title composition containing a methacrylic resin, a specific polyether and alkali metal salt of an alkyl (benzene) sulfonic acid at a specific ratio, having antistatic properties with an excellent durability and useful for meter cover, housing of electronic equipment, etc. CONSTITUTION:The aimed composition consisting of (A) 100 pts.wt. methacrylic resin, (B) 0.5-20 pts.wt., preferably 2-15 pts.wt. polyether expressed by formula I (R is H or CH3; (n) is integer determined by average molecular weight) and having 2000-3000000, preferably 5000-2000000 average molecular weight and (C) 0.1-5 pts.wt., preferably 0.2-4 pts.wt. alkali metal salt of an alkylsulfonic acid expressed by the formula R-SO3M (R is H or alkyl; M is alkali metal such as Li, Na or K) or an alkali metal salt of alkylbenzene sulfonic acid expressed by formula II (e.g. sodium octyl benzene sulfonate or sodium dodecylbenzene sulfonate).

Description

【発明の詳細な説明】 C産業上の利用分野〕 本発明は、制電性を有するメタクリル系樹脂組成物に関
し、更に詳しくは、持続性のある制電性を有するメタク
リル系樹脂組成物に関する。
DETAILED DESCRIPTION OF THE INVENTION C. Industrial Field of Application The present invention relates to a methacrylic resin composition having antistatic properties, and more particularly to a methacrylic resin composition having long-lasting antistatic properties.

[従来の技術と本発明の課題〕 メタクリル樹脂は、その卓越した透明性、良好な機械的
性質、加工性並びに成形品における外観の美麗さなどに
よって、照明器具、看板、各種装飾品及び銘板などに広
(用いられている。しかしながらメタクリル樹脂はその
表面固有抵抗が極めて高いことによって帯電しやすい性
質を有しており、このため、はこりなどが付着して美観
の低下、照明効果、透明性などの光学的特性の低下をも
たらすといった欠点を有している。
[Prior Art and Problems of the Present Invention] Methacrylic resin is used in lighting equipment, signboards, various decorative items, nameplates, etc. due to its excellent transparency, good mechanical properties, workability, and beautiful appearance in molded products. However, methacrylic resin has a property of being easily charged due to its extremely high surface resistivity, which causes flakes to adhere, resulting in poor appearance, poor lighting effects, and poor transparency. It has the disadvantage of causing a decline in optical properties such as.

このような問題を解決する手段として、従来から採用さ
れている方法は、 (1)帯電防止剤を成形品の表面に塗布する方法、(2
)帯電防止剤を成形用熱可塑性極脂材料に練り込む方法
、 (3)カーボンブラック等の導電性充填材を成形用可塑
性樹脂材料に練り込む方法、 (4)樹脂の構造の化学的改質法、 などがある。
Conventionally used methods to solve such problems are: (1) applying an antistatic agent to the surface of the molded product;
) A method of kneading an antistatic agent into a thermoplastic superfat material for molding, (3) A method of kneading a conductive filler such as carbon black into a plastic resin material for molding, (4) Chemical modification of the resin structure. There are laws, etc.

しかしながら、(1)の方法で得られる樹脂は帯電防止
効果の持続性に劣り、帯電防止剤が脱落したり、流水に
より流れ落ちるなど信頼性の面で問題がある。製造面で
も塗布工程が必要となり、工程が?J[雑となり、生産
性が低下する。(2)の方法は塗布工程を必要としない
点で、生産性低下の問題は解決されるが、練り込んだ帯
電防止剤のブリードアウトによる成形品表面の汚染、外
観の劣化、帯電防止効果の低下などの問題があった。(
3)の方法で得られる樹脂は生産性が高く、表面抵抗値
を充分に低下させることが出来るが、不透明になり機械
的強度が低下することに加え、練り込んだ導電性充填材
がはがれ落ちることによる周囲汚染の恐れも生しる。(
4)の方法については、例えばMMAとMMAと共重合
可能なスルホコハク酸塩を共重合する方法(特開昭59
−182810号公報)、MMAとア貴ノアルキル(メ
タ)アクリレート等の親水性単量体を共重合する方法(
特開昭62121717号公報)、メタクリル系単量体
に4級アンモニウム塩単量体を共重合する方法(特開昭
62−280248号公報)MMAとポリアルキレンオ
キサイド基を有する単量体の共重合物にアルカリ金属塩
を添加する方法(特開昭60−42447号公報)など
がある。このような方法では、半永久的な帯電防止性は
実現できるものの、充分な帯電防止性を発現させる為に
は多量の特殊な親水性単量体、を使用するこ7とが必要
となる。
However, the resin obtained by method (1) has poor sustainability of the antistatic effect, and there are problems in terms of reliability, such as the antistatic agent falling off or being washed away by running water. On the manufacturing side, a coating process is also required, and the process is difficult. J[It becomes sloppy and productivity decreases. Method (2) does not require a coating process, which solves the problem of reduced productivity, but it also causes contamination of the surface of the molded product due to bleed-out of the antistatic agent mixed in, deterioration of the appearance, and loss of antistatic effect. There were problems such as decline. (
The resin obtained by method 3) has high productivity and can sufficiently reduce the surface resistance value, but it becomes opaque and has a reduced mechanical strength, and the conductive filler mixed in peels off. There is also a risk of contamination of the surrounding area. (
Regarding method 4), for example, a method of copolymerizing MMA and a sulfosuccinate that is copolymerizable with MMA (Japanese Patent Laid-Open No. 59
-182810), a method of copolymerizing MMA and a hydrophilic monomer such as a noble alkyl (meth)acrylate (
JP-A No. 62121717), method of copolymerizing a quaternary ammonium salt monomer with a methacrylic monomer (JP-A No. 62-280248) Copolymerization of MMA and a monomer having a polyalkylene oxide group There is a method of adding an alkali metal salt to a substance (Japanese Unexamined Patent Publication No. 60-42447). Although such a method can achieve semi-permanent antistatic properties, it is necessary to use a large amount of a special hydrophilic monomer in order to achieve sufficient antistatic properties.

その為、メタクリル樹脂本来が有する外殻の美麗さ、無
色透明性が犠牲となりやすく、また使用する単量体が高
価な為、コストの高いものとなってしまうという問題点
がある。
Therefore, there are problems in that the beautiful outer shell and colorless transparency inherent to methacrylic resin are easily sacrificed, and the monomers used are expensive, resulting in high costs.

〔課題を解決するための手段〕[Means to solve the problem]

本発明者らは、メタクリル樹脂が有する優れた緒特性を
維持した上で、持続性のある制電性を有し、しかも安価
な熱可塑性樹脂を提供することを目的として鋭意研究を
重ねた結果、メタクリル樹脂に、特定分子量のポリエー
テル化合物と、アルキルスルホン酸あるいはアルキルベ
ンゼンスルホン酸のアルカリ金属塩を特定量配合するこ
とにより、上記目的が達成できることを見出し、本発明
を完成するに至った。
The present inventors have conducted intensive research with the aim of providing a thermoplastic resin that maintains the excellent properties of methacrylic resin, has long-lasting antistatic properties, and is inexpensive. The present inventors have discovered that the above object can be achieved by blending a polyether compound with a specific molecular weight and a specific amount of an alkali metal salt of alkylsulfonic acid or alkylbenzenesulfonic acid into a methacrylic resin, and have completed the present invention.

すなわち、本発明は、 (A)メタクリ樹脂100重量部、 (B)下記一般式で示される平均分子量が2.000〜
3.000.000のポリエーテル0.5〜20重量部
、 +CH−CH,−0−h− (但し、RはH又はCH3、nは平均分子量により定ま
る整数である。) (C)下式で示されるアルキルスルホン酸或いはアルキ
ルベンゼンスルホン酸のアルカリ金属塩0.1〜5重量
部、 R−3○3 M (但し、−RはH又はアルキル基、MはLi、Na、に
等のアルカリ金属である。) とからなることを特徴とする制電性を有するメタクリル
系樹脂組成物である。
That is, the present invention comprises: (A) 100 parts by weight of a methacrylic resin; (B) an average molecular weight represented by the following general formula of 2.000 to
3.000.000 polyether 0.5 to 20 parts by weight, +CH-CH, -0-h- (However, R is H or CH3, and n is an integer determined by the average molecular weight.) (C) The following formula 0.1 to 5 parts by weight of an alkali metal salt of alkylsulfonic acid or alkylbenzenesulfonic acid represented by R-3○3M (where, -R is H or an alkyl group, and M is an alkali metal such as Li, Na, etc. ) is a methacrylic resin composition having antistatic properties.

本発明の特徴は、それ自身は本発明で使用する程度の量
では実用的に要求されるレベル制電性を示さないような
ポリエーテルと、アルキルスルホン酸あるいはアルキル
ベンゼンスルホン酸の金属塩とを共存させることにより
、驚くべき高度の制電性、しかも持続性のある制電性を
発揮することにある。
A feature of the present invention is that polyether, which itself does not exhibit the practically required level of antistatic properties in the amount used in the present invention, coexists with a metal salt of alkylsulfonic acid or alkylbenzenesulfonic acid. By doing so, it exhibits surprisingly high and long-lasting antistatic properties.

本発明に用いるメタクリル樹脂とし、ては、例えばメタ
クリル酸メチル単独重合体、又はメタクリル酸メチル単
位50重量%以上と、スチレン、スチレン誘導体、シア
ン化ビニル化合物、アクリル酸、メタクリル酸、アクリ
ル酸エステル、メタクリル酸エステル等のメタクリル酸
メチルと共重合可能な単量体単位からなる共重合体、さ
らにはこれら(共)重合体と、耐衝撃性付与剤(例えば
、アクリル系ゴム、ブタジェン系ゴム)とからなる組成
物を挙げることができる。
Examples of the methacrylic resin used in the present invention include methyl methacrylate homopolymer, or 50% by weight or more of methyl methacrylate units, styrene, styrene derivatives, vinyl cyanide compounds, acrylic acid, methacrylic acid, acrylic esters, Copolymers consisting of monomer units copolymerizable with methyl methacrylate such as methacrylic acid esters, and furthermore, these (co)polymers and impact resistance imparting agents (e.g. acrylic rubber, butadiene rubber). A composition consisting of:

本発明に用いる平均分子量が2,000〜3,000,
000のポリエーテルは、下記一般式で示される構造単
位を有する。
The average molecular weight used in the present invention is 2,000 to 3,000,
000 polyether has a structural unit represented by the following general formula.

+C1i−CH2−○→T (但し、Rは水素またはメチル基、nは平均分子量によ
り定まる整数である。) 通常のポリエーテルは、分子鎖末端に水酸基を有するが
、両末端あるいは片末端がメトキシ基のもの、脂肪酸等
有機酸とのエステル型のものなどの誘導体を用いること
もできる。平均分子量が2.000未満の場合、制電性
の持続性に劣り、3,000,000を越える場合は色
調悪化等の外観が劣り好ましくない。その具体例として
は、ポリエチレングリコル、ポリエチレンオキサイド、
ポリプロピレングリコール、ポリプロピレンオキサイド
、メトキシポリエチレングリコール、ポリエチレングリ
コールモノラウレート、ポリエチレングリコールモノス
テアレートなどを挙げることができるが、これらのみに
限定されるものではない。
+C1i-CH2-○→T (However, R is hydrogen or a methyl group, and n is an integer determined by the average molecular weight.) Normal polyether has a hydroxyl group at the end of the molecular chain, but both ends or one end are methoxy It is also possible to use derivatives such as those based on bases and those in the form of esters with organic acids such as fatty acids. If the average molecular weight is less than 2.000, the durability of the antistatic property will be poor, and if it exceeds 3,000,000, the appearance will be poor, such as poor color tone, which is not preferred. Specific examples include polyethylene glycol, polyethylene oxide,
Examples include, but are not limited to, polypropylene glycol, polypropylene oxide, methoxypolyethylene glycol, polyethylene glycol monolaurate, and polyethylene glycol monostearate.

その使用量は、メタクリル樹脂100重量部に対して平
均分子量が2,000〜3,000,000好ましくは
s、ooo〜2,000,000のポリエーテル0.5
〜20重量部、好ましくは2〜15重量部添加する必要
がある。添加量が0.5重量部未満では制電性が不充分
となり、20重量部を越えると耐熱変形温度が大きく低
下し好ましくない。
The amount used is 0.5 of the polyether having an average molecular weight of 2,000 to 3,000,000, preferably s, ooo to 2,000,000, per 100 parts by weight of the methacrylic resin.
It is necessary to add ~20 parts by weight, preferably 2 to 15 parts by weight. If the amount added is less than 0.5 parts by weight, the antistatic properties will be insufficient, and if it exceeds 20 parts by weight, the heat deformation resistance will be undesirably lowered.

本発明に用いられるアルキルスルホン酸あるいはアルキ
ルベンゼンスルホン酸のアルカリ金属塩(以下、金属塩
と略記する)の具体例としては、オクチルスルホン酸ナ
トリウム、ドデシルスルホン酸リチウム、ドデシルスル
ホン酸ナトリウム、セチルスルホン酸ナトリウム、ドデ
シルベンゼンスルホン酸リチウム、ドデシルベンゼンス
ルホン酸ナトリウム、ベンゼンスルホン酸ナトリウム等
を挙げることができる。特に、ドデシルベンゼンスルホ
ン酸のアルカリ金属塩が良好な制電性を与える。上記金
属塩は、単独あるいは2種以上を併用してもよい。その
使用量は、メタクリル樹脂100重量部に対して金属塩
を0.1〜5重量部、好ましくは0.2〜4重量部添加
する必要がある。
Specific examples of the alkali metal salts (hereinafter abbreviated as metal salts) of alkylsulfonic acids or alkylbenzenesulfonic acids used in the present invention include sodium octylsulfonate, lithium dodecylsulfonate, sodium dodecylsulfonate, and sodium cetylsulfonate. , lithium dodecylbenzenesulfonate, sodium dodecylbenzenesulfonate, sodium benzenesulfonate, and the like. In particular, alkali metal salts of dodecylbenzenesulfonic acid provide good antistatic properties. The above metal salts may be used alone or in combination of two or more. The amount of the metal salt used is 0.1 to 5 parts by weight, preferably 0.2 to 4 parts by weight, per 100 parts by weight of the methacrylic resin.

添加量が0.1重量部未満では、制電性が充分でなく、
5重量部を越える場合、透明性の低下、色調悪化、成形
品表面の汚れ等の外観が劣り好ましくない。
If the amount added is less than 0.1 part by weight, antistatic properties will not be sufficient,
If the amount exceeds 5 parts by weight, the appearance of the molded product will be poor, such as decreased transparency, worsened color tone, and stains on the surface of the molded product, which is not preferred.

本発明の樹脂組成物の製造方法は、特に限定することは
ない。メタクリル樹脂に、ポリエーテルと金属塩を混合
する方法、あるいはポリエーテルと金属塩をあらかしめ
混合しておいて、これにメタクリル樹脂を同時に混合す
る方法等、いずれも可能である。各成分の混合装置とし
ては、バンバリーミキサ−、ロール、押出機等の通常用
いられる混練機を使用することができる。
The method for producing the resin composition of the present invention is not particularly limited. Any method is possible, such as a method of mixing polyether and a metal salt with a methacrylic resin, or a method of pre-mixing a polyether and a metal salt, and then mixing the methacrylic resin at the same time. As a mixing device for each component, a commonly used kneading machine such as a Banbury mixer, a roll, an extruder, etc. can be used.

また、本発明の樹脂組成物は酸化防止剤、光安定剤、滑
剤、着色染顔料等、目的に応じ無機、有機フィラー、及
び他樹脂をブレンドすることも可能である。
Further, the resin composition of the present invention may be blended with antioxidants, light stabilizers, lubricants, coloring dyes and pigments, inorganic fillers, organic fillers, and other resins depending on the purpose.

C発明の効果〕 本発明の樹脂組成物は、制電性の持続性に優れたもので
あって、特に計器類のメーターカバーや銘板、照明器具
カバー等の電気機器部品、電子機器のハウジングなどの
用途に有効に用いられる。
C Effects of the Invention The resin composition of the present invention has excellent antistatic properties and is particularly suitable for electrical equipment parts such as meter covers and nameplates of instruments, lighting equipment covers, housings of electronic equipment, etc. It can be effectively used for various purposes.

〔実施例〕〔Example〕

以下に実施例によって本発明をさらに詳細に説明する。 The present invention will be explained in more detail below by way of examples.

実施例1 市販のメタクリル樹脂(旭化成工業■製、商品名;デル
ペット8ON)100重量部に平均分子量30万のポリ
エチレンオキサイド10部、ドデシルベンゼンスルホン
酸ナトリウム2部を添加し、30mm2軸押出機にて樹
脂温度200 ’Cでペレット化した。得られたペレッ
トを3オンス射出成形機で220 ’Cで射出成形し、
I/8インチ厚の試験片を得た。この試験片を23°C
150%湿度の恒温室で48時間状態調整したのち、表
面抵抗値、耐熱変形温度、ヘイズ値を測定した。また、
制電性の持続性については、成形後の試験片を10分間
流水中に浸漬した後、70゛Cで真空乾燥し、その後、
23°C50%湿度の恒温室で状B調整して表面抵抗値
を測定した。なお表面抵抗値の測定は、東亜電波工業株
式会社製、極超絶縁計5M−10E型を用いた。またH
DTはASTMD64 Bに従って測定した。黄色度は
、空気をブランクとして測定した。
Example 1 10 parts of polyethylene oxide having an average molecular weight of 300,000 and 2 parts of sodium dodecylbenzenesulfonate were added to 100 parts by weight of a commercially available methacrylic resin (manufactured by Asahi Kasei Kogyo ■, trade name: Delpet 8ON), and the mixture was placed in a 30 mm twin-screw extruder. The resin was pelletized at a resin temperature of 200'C. The resulting pellets were injection molded in a 3 oz injection molding machine at 220'C;
Test specimens with a thickness of 1/8 inch were obtained. This test piece was heated at 23°C.
After conditioning for 48 hours in a constant temperature room at 150% humidity, the surface resistance value, heat deformation resistance temperature, and haze value were measured. Also,
Regarding the durability of antistatic properties, the molded test piece was immersed in running water for 10 minutes, then vacuum dried at 70°C, and then
Condition B was adjusted in a constant temperature room at 23° C. and 50% humidity, and the surface resistance value was measured. Note that the surface resistance value was measured using a Kyokucho Megohmmeter Model 5M-10E manufactured by Toa Denpa Kogyo Co., Ltd. Also H
DT was measured according to ASTM D64 B. Yellowness was measured using air as a blank.

その結果を第2表に示す。The results are shown in Table 2.

実施例2〜10及び比較例1〜5 配合処方を第1表に示すようにかえた以外は実施例1と
同様にして実施した。その結果を第2表に示す。
Examples 2 to 10 and Comparative Examples 1 to 5 Examples were carried out in the same manner as in Example 1 except that the formulation was changed as shown in Table 1. The results are shown in Table 2.

実施例11 メタクリル樹脂(A)として、市販の耐衝撃性メタクリ
ル樹脂〔旭化戒工業■製、デルペットSR〕を用い、配
合処方を第1表に示すように代えた以外は、実施例1と
同様に実施した。
Example 11 As the methacrylic resin (A), a commercially available impact-resistant methacrylic resin [manufactured by Asahi Kakai Kogyo ■, Delpet SR] was used, and Example 1 was used, except that the formulation was changed as shown in Table 1. It was carried out in the same way.

その結果を第2表に示す。The results are shown in Table 2.

第 表No. table

Claims (1)

【特許請求の範囲】 1、(A)メタクリル樹脂100重量部、 (B)下記一般式で示される平均分子量が 2,000〜3,000,000のポリエーテル0.5
〜20重量部、 ▲数式、化学式、表等があります▼ (但し、RはH又はCH_3、nは平均分子量により定
まる整数である。) (C)下記式で示されるアルキルスルホン酸或いはアル
キルベンゼンスルホン酸のアルカリ金属塩0.1〜5重
量部、 ▲数式、化学式、表等があります▼ (但し、RはH又はアルキル基、MはLi、Na、K等
のアルカリ金属である。)とからなることを特徴とする
制電性を有するメタクリル系樹脂組成物。
[Scope of Claims] 1. (A) 100 parts by weight of methacrylic resin, (B) 0.5 parts of polyether having an average molecular weight of 2,000 to 3,000,000 represented by the following general formula.
~20 parts by weight, ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (However, R is H or CH_3, and n is an integer determined by the average molecular weight.) (C) Alkylsulfonic acid or alkylbenzenesulfonic acid represented by the following formula 0.1 to 5 parts by weight of an alkali metal salt of A methacrylic resin composition having antistatic properties.
JP17708089A 1989-07-11 1989-07-11 Antistatic resin composition Pending JPH0343440A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP17708089A JPH0343440A (en) 1989-07-11 1989-07-11 Antistatic resin composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP17708089A JPH0343440A (en) 1989-07-11 1989-07-11 Antistatic resin composition

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JPH0343440A true JPH0343440A (en) 1991-02-25

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5449709A (en) * 1993-07-02 1995-09-12 Mitsubishi Gas Chemical Company, Inc. Resin composition for lens based materials
JP2008280441A (en) * 2007-05-11 2008-11-20 Mitsubishi Rayon Co Ltd Acrylic resin composition and molded article

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50109944A (en) * 1974-02-08 1975-08-29
JPH02233743A (en) * 1989-03-08 1990-09-17 Mitsui Toatsu Chem Inc Resin composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50109944A (en) * 1974-02-08 1975-08-29
JPH02233743A (en) * 1989-03-08 1990-09-17 Mitsui Toatsu Chem Inc Resin composition

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5449709A (en) * 1993-07-02 1995-09-12 Mitsubishi Gas Chemical Company, Inc. Resin composition for lens based materials
JP2008280441A (en) * 2007-05-11 2008-11-20 Mitsubishi Rayon Co Ltd Acrylic resin composition and molded article

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