JPH0689172B2 - Antistatic resin composition - Google Patents
Antistatic resin compositionInfo
- Publication number
- JPH0689172B2 JPH0689172B2 JP23157086A JP23157086A JPH0689172B2 JP H0689172 B2 JPH0689172 B2 JP H0689172B2 JP 23157086 A JP23157086 A JP 23157086A JP 23157086 A JP23157086 A JP 23157086A JP H0689172 B2 JPH0689172 B2 JP H0689172B2
- Authority
- JP
- Japan
- Prior art keywords
- carbon atoms
- same
- alkyl group
- different
- resin composition
- 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
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- Compositions Of Macromolecular Compounds (AREA)
Description
【発明の詳細な説明】 (産業上の利用分野) 本発明は帯電防止性を有する樹脂組成物に関する。DETAILED DESCRIPTION OF THE INVENTION (Field of Industrial Application) The present invention relates to a resin composition having antistatic properties.
(従来の技術) 一般にプラスチックは電気絶縁性が大きいために静電気
を帯電し易く、人体に不快感を与えたり、空中の塵埃の
吸着により汚染され易いという欠点を有する。(Prior Art) Generally, since plastic has a large electric insulation property, it is easily charged with static electricity, which causes a discomfort to a human body and is easily contaminated by adsorption of dust in the air.
この様な帯電を防止するため、帯電防止剤を樹脂に練り
込んだり製品の表面に塗布することが行われている。し
かし、帯電防止剤の多くは樹脂と相溶性が小さいので練
り込んだ後に製品表面へ滲出し易く、又塗布した場合は
経日的に効果が減少する。In order to prevent such an electrostatic charge, an antistatic agent is kneaded into a resin or applied on the surface of a product. However, since many antistatic agents have low compatibility with resins, they easily exude to the surface of the product after kneading, and when applied, the effect decreases with time.
(発明が解決しようとする問題点) 本発明の目的は、良好な可塑性と帯電防止性とを兼ね備
えた樹脂組成物を提供することにある。(Problems to be Solved by the Invention) An object of the present invention is to provide a resin composition having both good plasticity and antistatic property.
(問題点を解決するための手段) 本発明の樹脂組成物は、 (a)一般式 (R1は炭素数が同一の又は異なる1〜13のアルキル基) 又は (R1は炭素数が同一の又は異なる2〜4のアルキレン
基、R3は炭素数が同一の又は異なる1〜13のアルキル
基) で表わされる酒石酸ジエステル、及び (b)一般式 (R4は炭素数が同一の又は異なる4〜13のアルキル基) 又は (R5は炭素数が同一の又は異なる2〜4のアルキレン
基、R6は炭素数が同一の又は異なる1〜13のアルキル
基) で表わされるフタル酸ジエステル を含有することを特徴とする。(Means for Solving Problems) The resin composition of the present invention comprises (a) a general formula: (R 1 is an alkyl group having 1 to 13 carbon atoms which are the same or different) or (R 1 is an alkylene group having 2 to 4 carbon atoms having the same or different carbon atoms, and R 3 is an alkyl group having 1 to 13 carbon atoms having the same or different carbon atoms), and (b) a general formula (R 4 is an alkyl group of 4 to 13 having the same or different carbon number) or (R 5 is an alkylene group having 2 to 4 carbon atoms having the same or different carbon atoms, and R 6 is an alkyl group having 1 to 13 carbon atoms having the same or different carbon atoms).
酒石酸ジエステルは分子中に、親水性が強いヒドロキシ
ル基と疎水性の強いカルボニル基と夫々2個持ってお
り、一般に結合しているアルキル基の種類により特性が
大きく異なる。The tartaric acid diester has two hydroxyl groups each having a strong hydrophilicity and two carbonyl groups each having a strong hydrophobicity in the molecule, and the characteristics thereof largely differ depending on the type of the alkyl group bonded.
本発明樹脂組成物に用いられる酒石酸ジエステルは、上
記一般式において、R1の炭素数が1〜13好しくは4〜1
0、R2の炭素数が2〜4、R3の炭素数が1〜13好ましく
は4〜10のものである。その理由はR1の炭素数が14未満
では親水性が強すぎ、沸点も低いので、得られる塩化ビ
ニル樹脂製品の耐水性、耐揮発性、耐熱性等が劣ったも
のになり、一方炭素数が13を越えると塩化ビニル樹脂と
の相溶性が悪く、可塑性や帯電防止性が悪いので、樹脂
製品の表面にブリードし易く、又、充分に可塑化されな
い製品や帯電防止性の不充分な製品しか得られないから
である。又、R3の炭素数は13を越えると塩化ビニル樹脂
との相溶性が悪い。又、4未満の場合は得られる塩化ビ
ニル樹脂の耐水性、耐揮発性、耐熱性等が稍劣る傾向に
ある。The tartaric acid diester used in the resin composition of the present invention has a carbon number of R 1 of 1 to 13, preferably 4 to 1 in the above general formula.
0, R 2 has 2 to 4 carbon atoms, and R 3 has 1 to 13 carbon atoms, preferably 4 to 10 carbon atoms. The reason is that if the carbon number of R 1 is less than 14, the hydrophilicity is too strong and the boiling point is low, so that the vinyl chloride resin product obtained has poor water resistance, volatility resistance, heat resistance, etc. When the value exceeds 13, the compatibility with vinyl chloride resin is poor and the plasticity and antistatic properties are poor, so bleeding easily occurs on the surface of resin products, and products that are not sufficiently plasticized or products with insufficient antistatic properties Because you can only get it. Further, if the carbon number of R 3 exceeds 13, the compatibility with the vinyl chloride resin is poor. When it is less than 4, the water resistance, volatility resistance, heat resistance and the like of the obtained vinyl chloride resin tend to be poor.
上記一般式(1)又は(2)で表わされる酒石酸ジエス
テルはフタル酸ジエステルよりも帯電防止性にすぐれて
いるが、上記一般式(3)又は(4)で表わされる可塑
性にすぐれたフタル酸エステルと併用すると、両者の相
乗効果により更にすぐれた帯電防止性を発現する。The tartaric acid diester represented by the general formula (1) or (2) is superior to the phthalic acid diester in antistatic property, but the phthalic acid ester represented by the general formula (3) or (4) is excellent in plasticity. When used in combination with the above, a further excellent antistatic property is exhibited due to the synergistic effect of both.
フタル酸ジエスエルは、上記一般式において、R4の炭素
数が4〜13好ましくは4〜10、R5の炭素数が2〜4、R6
の炭素数が1〜13好ましくは4〜10のものが用いられ
る。Diesters of phthalic acid, in the general formula, 4-10 4 to 13, preferably carbon number of R 4, the carbon number of R 5 is 2 to 4, R 6
Having 1 to 13 carbon atoms, preferably 4 to 10 carbon atoms are used.
上記酒石酸エステルとフタル酸エステルとの混合比は特
定されないが一般に1:9〜3:2の範囲で用いられる。樹脂
分に対する夫々のエステルの配合量は、好ましくは、酒
石酸エステルが樹脂100重量部に対して10〜30PHR、フタ
ル酸エステルが30〜50重量部とされる。Although the mixing ratio of the tartaric acid ester and the phthalic acid ester is not specified, it is generally used in the range of 1: 9 to 3: 2. The amount of each ester compounded with respect to the resin component is preferably 10 to 30 PHR of tartaric acid ester and 30 to 50 parts by weight of phthalic acid ester with respect to 100 parts by weight of resin.
本発明に用いられる一般式(1)〜(4)で表わされる
エステルは、例えば、酒石酸もしくは無水フタル酸とア
ルコールとの反応による一般的な酒石酸エステルもしく
はフタル酸エステルの製造方法で容易に得られる。The esters represented by the general formulas (1) to (4) used in the present invention can be easily obtained by, for example, a general method for producing tartaric acid ester or phthalic acid ester by reacting tartaric acid or phthalic anhydride with alcohol. .
上記の好ましいアルコールとしては、非エーテル系アル
コールの場合は、n−ブタノール、n−ヘキサノール、
i−ヘプタノール、n−オクタノール、2−エチルヘキ
サノール、i−ノナノール、i−デカノール、n−デカ
ノール、i−トリデカノール、炭素数6〜11の混合アル
コール等が挙げられ、エーテル系アルコールの場合は、
エチレングリコールモノブチルエーテル、エチレングリ
コールモノ−2−エチルヘキシルエーテル、プロピレン
グリコールモノヘキシルエーテル、ピロピレングリコー
ルモノヘプチルエーテル、ブチレングリコールモノブチ
ルエーテル等が挙げられる。As the above-mentioned preferable alcohol, in the case of non-ether alcohol, n-butanol, n-hexanol,
Examples thereof include i-heptanol, n-octanol, 2-ethylhexanol, i-nonanol, i-decanol, n-decanol, i-tridecanol, and mixed alcohols having 6 to 11 carbon atoms.
Examples thereof include ethylene glycol monobutyl ether, ethylene glycol mono-2-ethylhexyl ether, propylene glycol monohexyl ether, pyropyrene glycol monoheptyl ether and butylene glycol monobutyl ether.
上記酒石酸エステル及びフタル酸エステルは、代表的に
は塩化ビニル樹脂と混合されるが、これに特定されず、
特に酢酸ビニル樹脂、ニトロセルロース、酢酸セルロー
ス等と混合される。The tartaric acid ester and the phthalic acid ester are typically mixed with a vinyl chloride resin, but not limited to this,
Particularly, it is mixed with vinyl acetate resin, nitrocellulose, cellulose acetate and the like.
本発明樹脂組成物は上記特定の酒石酸エステルとフタル
酸エステルを含有しているので可塑性と共にすぐれた帯
電防止性を有する。Since the resin composition of the present invention contains the above specific tartaric acid ester and phthalic acid ester, it has excellent antistatic properties as well as plasticity.
そして更に、上記本発明組成物にベンゾトリアゾール系
化合物を添加混合して、製品の初期着色性を改善するこ
とができる。Furthermore, a benzotriazole compound can be added to and mixed with the composition of the present invention to improve the initial colorability of the product.
このような組成物は、 (a)一般式 (R1は炭素数が同一の又は異なる1〜13のアルキル基) 又は (R2は炭素数が同一の又は異なる2〜4のアルキレン
基、R3は炭素数が同一の又は異なる1〜13のアルキル
基) で表わされる酒石酸ジエステル、 (b)一般式 (R4は炭素数が同一の又は異なる4〜13のアルキル基) 又は (R5は炭素数が同一の又は異なる2〜4のアルキレン
基、R6は炭素数が同一の又は異なる1〜13のアルキル
基) で表わされるフタル酸ジエステル、及び (c)ベンゾトリアゾール系化合物 を含有することを特徴とする。ベンゾトリアゾール系化
合物は例えば、一般式 で表わされる、特に、1、2、3−ベンゾトリアゾー
ル、2−ヒドロキシ−5メチルフエニルベンゾトリアゾ
ール、2−ヒドロキシ−5−オクチルフエニルベンゾト
リアゾール、2−ヒドロキシ3,5−ジ−t−ブチルフエ
ニルベンゾトリアゾールが好ましく用いられる。Such a composition has the general formula (a) (R 1 is an alkyl group having 1 to 13 carbon atoms which are the same or different) or (R 2 is an alkylene group having 2 or 4 carbon atoms having the same or different carbon atoms, and R 3 is an alkyl group having 1 to 13 carbon atoms having the same or different carbon atoms). (R 4 is an alkyl group of 4 to 13 having the same or different carbon number) or (R 5 is an alkylene group having 2 or 4 carbon atoms having the same or different carbon atoms, and R 6 is an alkyl group having 1 to 13 carbon atoms having the same or different carbon atoms), and (c) a benzotriazole-based compound It is characterized by containing. Benzotriazole-based compounds have, for example, the general formula In particular, 1,2,3-benzotriazole, 2-hydroxy-5-methylphenylbenzotriazole, 2-hydroxy-5-octylphenylbenzotriazole, 2-hydroxy-3,5-di-t-butyl Phenylbenzotriazole is preferably used.
ベンゾトリアゾール系化合物は一般に紫外線吸収剤とし
て知られており、各種の樹脂に一般に0.5PHR程度、多く
ても1.0PHR未満の範囲で用いられている。しかし本発明
組成物では一般に0.5〜3PHR、好ましくは1.0PHRを越え
て3.0PHR以下の範囲で用いられる。この様に従来よりも
多量に用いることにより、樹脂組成物を製品化した際の
初期着色性を防止すると共に、上記酒石酸エステル及び
フタル酸エステルと相俟って帯電防止性を一層向上させ
るという効果をも奏するものである。Benzotriazole compounds are generally known as ultraviolet absorbers, and are generally used in various resins in a range of about 0.5 PHR, and at most less than 1.0 PHR. However, in the composition of the present invention, it is generally used in the range of 0.5 to 3 PHR, preferably more than 1.0 PHR and less than 3.0 PHR. As described above, by using a larger amount than before, the effect of preventing the initial colorability when the resin composition is commercialized, and further improving the antistatic property in combination with the tartaric acid ester and the phthalic acid ester. Is also played.
本発明樹脂組成物中には、上記一般式(1)又は(2)
で表わされる酒石酸ジエステル、一般式(3)又は
(4)で表わされるフタル酸エステル及び上記ベンゾト
リアゾール系化合物の他に、従来公知の他の可塑剤、安
定剤、酸化防止剤、着色剤、充填剤等が含有されていて
もよい。In the resin composition of the present invention, the above general formula (1) or (2)
In addition to the tartaric acid diester represented by the formula (1), the phthalic acid ester represented by the general formula (3) or (4), and the above-mentioned benzotriazole-based compound, other conventionally known plasticizers, stabilizers, antioxidants, colorants, and fillers Agents and the like may be contained.
(実施例) 以下において単に部とあるのは重量部を表わす。(Example) In the following, "parts" means "parts by weight".
実施例1〜10 塩化ビニル樹脂(住友化学社製S−13)100部に、フタ
ル酸ジ−エステル、酒石酸ジ−エステル及び必要により
ベンゾトリアゾールを表−1に示す割合で配合し、更に
塩化ビニル樹脂の汎用安定剤として、Ba−Zn系液状安定
剤(日産フエロ社製LTL−272)2.5部を配合して常法に
従ってロール、プレスして厚さ1mmの軟質塩化ビニル樹
脂シートを得た。Examples 1 to 10 To 100 parts of vinyl chloride resin (S-13 manufactured by Sumitomo Chemical Co., Ltd.), phthalic acid di-ester, tartaric acid di-ester and, if necessary, benzotriazole were blended in a ratio shown in Table 1, and further vinyl chloride was added. As a general-purpose stabilizer for the resin, 2.5 parts of Ba-Zn liquid stabilizer (LTL-272 manufactured by Nissan Fuero Co., Ltd.) was mixed and rolled and pressed according to a conventional method to obtain a soft vinyl chloride resin sheet having a thickness of 1 mm.
シート表面はベトツキはなく透明性にすぐれていた。シ
ートの表面抵抗を東京電子(株)社製表面抵抗測定器
(スタツコTR−2)で又シートの初期着色を6段階法で
測定した結果を表−2に示す。The surface of the sheet was not sticky and had excellent transparency. Table 2 shows the results of measuring the surface resistance of the sheet with a surface resistance measuring instrument (Statco TR-2) manufactured by Tokyo Denshi Co., Ltd. and measuring the initial coloration of the sheet by a 6-step method.
比較例1〜5 実施例で用いた塩化ビニル樹脂にフタル酸ジ2−エチル
ヘキシル(DOP、比較例1)、フタル酸ジブチル(DBP、
比較例2)、酒石酸ジイソデシル(比較例3)、エチレ
ングリコールモノヘキシルエーテル酒石酸エステル(比
較例4)、プロピレングリコールモノブチルエーテル
(比較例5)を夫々50PHR配行し、実施例と同様にして
樹脂シートを得た。この特性を表−2に示す。Comparative Examples 1 to 5 The vinyl chloride resin used in the examples was added to di-2-ethylhexyl phthalate (DOP, Comparative Example 1) and dibutyl phthalate (DBP,
Comparative Example 2), diisodecyl tartrate (Comparative Example 3), ethylene glycol monohexyl ether tartaric acid ester (Comparative Example 4), and propylene glycol monobutyl ether (Comparative Example 5) were distributed at 50 PHR each, and the resin sheet was prepared in the same manner as in the Example. Got This characteristic is shown in Table-2.
測定条件(比較例も同様) ・引張強度 20℃、ダンベル3号 ・揮発減量 100℃×24時間 ・耐水性 50℃×24時間浸漬 ・着色性 6段階評価 1(無色)6(黄色) (発明の効果) 本発明樹脂組成物は良好な可塑性と良好な帯電防止性を
兼ね備えており実用上の価値が高い。 Measurement conditions (same for comparative examples) ・ Tensile strength 20 ° C, dumbbell No. 3 ・ Volume loss 100 ° C × 24 hours ・ Water resistance 50 ° C × 24 hours Immersion ・ Colorability 6-level evaluation 1 (colorless) 6 (yellow) (invention) Effect) The resin composition of the present invention has both good plasticity and good antistatic property and is of high practical value.
更にトリアゾール系化合物を含有する本発明組成物は、
初期着色が小さいばかりでなくよりすぐれた帯電防止能
を奏する。Further, the composition of the present invention containing a triazole-based compound,
Not only the initial coloring is small, but also excellent antistatic ability is exhibited.
Claims (2)
基、R3は炭素数が同一の又は異なる1〜13のアルキル
基) で表わされる酒石酸ジエステル、及び (b)一般式 (R4は炭素数が同一の又は異なる4〜13のアルキル基) 又は (R5は炭素数が同一の又は異なる2〜4のアルキレン
基、R6は炭素数が同一の又は異なる1〜13のアルキル
基) で表わされるフタル酸ジエステル を含有することを特徴とする帯電防止性樹脂組成物。1. A general formula: (R 1 is an alkyl group having 1 to 13 carbon atoms which are the same or different) or (R 2 is an alkylene group having 2 or 4 carbon atoms having the same or different carbon atoms, and R 3 is an alkyl group having 1 to 13 carbon atoms having the same or different carbon atoms), and (b) a general formula (R 4 is an alkyl group of 4 to 13 having the same or different carbon number) or (R 5 is an alkylene group having 2 or 4 carbon atoms having the same or different carbon atoms, and R 6 is an alkyl group having 1 to 13 carbon atoms having the same or different carbon atoms). Preventive resin composition.
基、R3は炭素数が同一の又は異なる1〜13のアルキル
基)で表わされる酒石酸ジエステル (b)一般式 (R4は炭素数が同一の又は異なる4〜13のアルキル基) 又は (R5は炭素数が同一の又は異なる2〜4のアルキレン
基、R6は炭素数が同一の又は異なる1〜13のアルキル
基) で表わされるフタル酸ジエステル、及び (c)ベンゾトリアゾール系化合物 を含有することを特徴とする帯電防止性樹脂組成物。2. (a) General formula (R 1 is an alkyl group having 1 to 13 carbon atoms which are the same or different) or (R 2 is an alkylene group having 2 to 4 carbon atoms having the same or different carbon atoms, and R 3 is an alkyl group having 1 to 13 carbon atoms having the same or different carbon atoms), a tartaric acid diester (b) a general formula (R 4 is an alkyl group of 4 to 13 having the same or different carbon number) or (R 5 is an alkylene group having 2 or 4 carbon atoms having the same or different carbon atoms, and R 6 is an alkyl group having 1 to 13 carbon atoms having the same or different carbon atoms), and (c) a benzotriazole-based compound An antistatic resin composition comprising:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23157086A JPH0689172B2 (en) | 1986-09-30 | 1986-09-30 | Antistatic resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP23157086A JPH0689172B2 (en) | 1986-09-30 | 1986-09-30 | Antistatic resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6386754A JPS6386754A (en) | 1988-04-18 |
| JPH0689172B2 true JPH0689172B2 (en) | 1994-11-09 |
Family
ID=16925584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP23157086A Expired - Lifetime JPH0689172B2 (en) | 1986-09-30 | 1986-09-30 | Antistatic resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0689172B2 (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP5223087B2 (en) * | 2006-06-29 | 2013-06-26 | 国立大学法人広島大学 | Method for producing foam suppressor and plasticizer, and foam suppressor and plasticizer |
-
1986
- 1986-09-30 JP JP23157086A patent/JPH0689172B2/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6386754A (en) | 1988-04-18 |
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