JPH0925398A - Antistatic polyester resin composition - Google Patents
Antistatic polyester resin compositionInfo
- Publication number
- JPH0925398A JPH0925398A JP7333871A JP33387195A JPH0925398A JP H0925398 A JPH0925398 A JP H0925398A JP 7333871 A JP7333871 A JP 7333871A JP 33387195 A JP33387195 A JP 33387195A JP H0925398 A JPH0925398 A JP H0925398A
- Authority
- JP
- Japan
- Prior art keywords
- weight
- polyester resin
- general formula
- resin composition
- modified silicone
- 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.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L67/00—Compositions of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Compositions of derivatives of such polymers
- C08L67/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/41—Compounds containing sulfur bound to oxygen
- C08K5/42—Sulfonic acids; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/54—Silicon-containing compounds
- C08K5/541—Silicon-containing compounds containing oxygen
- C08K5/5415—Silicon-containing compounds containing oxygen containing at least one Si—O bond
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/04—Antistatic
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/10—Transparent films; Clear coatings; Transparent materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/66—Substances characterised by their function in the composition
- C08L2666/78—Stabilisers against oxidation, heat, light or ozone
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2666/00—Composition of polymers characterized by a further compound in the blend, being organic macromolecular compounds, natural resins, waxes or and bituminous materials, non-macromolecular organic substances, inorganic substances or characterized by their function in the composition
- C08L2666/66—Substances characterised by their function in the composition
- C08L2666/86—Antistatics
Abstract
Description
【発明の属する技術分野】本発明は透明性、色調、機械
的物性の優秀な帯電防止性ポリエステル製品を製造する
のに使用される帯電防止性ポリエステル樹脂組成物に関
するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an antistatic polyester resin composition used for producing an antistatic polyester product having excellent transparency, color tone and mechanical properties.
【従来の技術】一般に、ポリエステルは高度の結晶性及
び高軟化点、強伸度、屈曲強度、耐薬品性、耐熱性、透
明性が優れて、医薬品、食品、工業部品、繊維製品、一
般フィルム等に広範囲に使用されている。2. Description of the Related Art In general, polyesters have high crystallinity and high softening point, excellent elongation, flexural strength, chemical resistance, heat resistance and transparency, and are used for pharmaceuticals, foods, industrial parts, textiles, and general films. Widely used for etc.
【発明が解決しようとする課題】しかしながら、前記ポ
リエステル製品は加工中に静電気が発生して色々の問題
点を引き起こすため、静電気防止のための色々の方法が
提案されている実情である。例えば、ポリオキシエチレ
ングリコールをポリエステルに配合して使用する公知の
方法において、帯電性が充分に発揮されるためには、１
５〜２０重量％の多量のポリオキシエチレングリコール
が必要であり、このように製造した帯電性ポリエステル
組成物は特に酸化安定性が不足し、強度又は伸度等の機
械的物性低下及び色調上昇が現れる問題点がある。他の
例として、ポリアルキレンスルホン酸塩及びポリエチレ
ングリコールをポリエステルに共重合させた帯電性ポリ
エステルは物性の低下が比較的小さいが、このような方
法は重合工程中に泡の発生が多くて工程がややこしく、
生産性の低下という問題点がある一方、繊維製品の製造
における紡糸時のパック圧上昇による製糸性不良、フィ
ルム製品の製造時の溶融、圧出工程におけるフィルター
圧及び負荷のハンティング（ＨＵＮＴＩＮＧ）による物
性の均一性低下とフィルムの成形性低下が頻繁に発生す
る。又、従来の帯電防止性ポリエステル組成物で製造し
た製品は物性の経時変化が酷くて製品の商品化が難しい
問題点がある。本発明は前記のような問題点を解決する
ために案出されたもので、透明性及び機械的物性が優秀
であり工程安定性を有する帯電防止性ポリエステル共重
合体の製造方法を提供することにその目的がある。However, static electricity is generated in the polyester product during processing and causes various problems. Therefore, various methods for preventing static electricity have been proposed. For example, in a known method in which polyoxyethylene glycol is blended with polyester and used, in order for the chargeability to be sufficiently exhibited, it is necessary to use 1
A large amount of polyoxyethylene glycol of 5 to 20% by weight is required, and the thus-prepared chargeable polyester composition is particularly insufficient in oxidative stability, and deteriorates in mechanical properties such as strength or elongation and color tone. There are problems that appear. As another example, a chargeable polyester obtained by copolymerizing a polyalkylene sulfonate and a polyethylene glycol with a polyester has a relatively small decrease in physical properties. Complicated,
While there is a problem of a decrease in productivity, poor yarn production due to an increase in pack pressure during spinning in the production of textile products, melting during production of a film product, and physical properties due to hunting of filter pressure and load in the extrusion process (HUNTING). Of the film and the moldability of the film frequently occur. In addition, products manufactured using the conventional antistatic polyester composition have a problem in that physical properties change with time is so great that it is difficult to commercialize the products. The present invention has been devised to solve the above problems, and provides a method for producing an antistatic polyester copolymer having excellent transparency and mechanical properties and process stability. Has its purpose.
【課題を解決するための手段】前記のような目的を達成
するための本発明は、ジカルボキシル酸及びエチレング
リコール成分を主成分とするポリエステル樹脂にＣｎＨ
２ｎ＋１ ───Ａｒ── ＳＯ− ３Ｍ＋で表現される
スルホン酸塩系成分０．１〜２０重量％と、 で表現されるシリコン系オイル０．０１〜５重量％と、
分子量が２，０００〜３０，０００であるポリエチレン
グリコール成分が０．５〜１０重量％と、酸化防止剤が
０．０１〜５重量％とを包含する帯電防止性ポリエステ
ル樹脂組成物を提供する。A solving means for the present invention for achieving the above object is, C in the polyester resin mainly composed of dicarboxylic acid and ethylene glycol component n H
2n + 1 ───Ar── SO - and 0.1 to 20 wt% sulfonate-type component represented by 3 M +, 0.01 to 5% by weight of silicone oil expressed by
Provided is an antistatic polyester resin composition containing 0.5 to 10% by weight of a polyethylene glycol component having a molecular weight of 2,000 to 30,000 and 0.01 to 5% by weight of an antioxidant.
【発明の実施の形態】以下、本発明をより詳細に説明す
る。本発明は基本物質として公知のジメチルテレフタル
酸とエチレングリコールを主成分とし、分子量２，００
０〜３０，０００のポリエチレングリコール成分を０．
５〜１０重量％、下記一般式（Ｉ）で表現されるスルホ
ン塩系成分を０．１〜２０重量％、下記一般式（ＩＩ）
で表現されるシリコン系オイル成分を０．０１〜５重量
％添加し、通常の方法によりエステル化反応及び重縮合
反応させて製造した帯電防止性ポリエステル樹脂組成物
であることを特徴とする。 一般式（Ｉ） ＣｎＨ２ｎ＋１ ───Ａｒ ── ＳＯ− ３Ｍ＋ 式中で、ｎは１〜２０の定数、Ｍはアルカリ又はアルカ
リ土金属を示し、Ａｒは芳香族又は脂肪族残基を示す。 一般式（ＩＩ） 式中で、Ｒ１は−Ｈ、−ＯＨ、−ＯＣＨ３、−ＮＨ２、
−ＣＯＯＨ、 ｘは０〜１００の定数、Ｙは１〜１００の定数を示す。
本発明で使用されるポリエチレングリコールは、平均分
子量が２，０００以下であると、ポリエステル帯電防止
性低下及びエステル化反応中の泡の発生が酷くて重合工
程での多くのトラブル（ＴＲＯＵＢＬＥ）が発生し、平
均分子量が３０，０００以上であると、帯電防止性は増
加するが、透明度、寸法安定性低下及び白化現象が発生
する。そして、添加量が０．５重量％以下であると、重
合工程内でのトラブルは減少し、寸法安定性、透明度低
下は減るが、充分な帯電防止性が発揮されない。添加量
が１０重量％以上であると、最終製品における接着性及
び帯電防止性は優秀であるが、寸法安定性低下、透明度
低下、機械的物性低下が発生する。より望ましくは、ポ
リエチレングリコールの平均分子量が４，０００〜２
０，０００であり、その添加量は１．０重量％〜８重量
％の範囲内で調節されることがよい。そして、一般式
（Ｉ）で表現されるスルホン酸塩系成分において、Ｍは
アルカリ又はアルカリ土金属を表示するもので、具体的
にはナトリウム、マグネシウム、カリウム等を表示し、
Ａｒは炭素数６以上の脂肪族又は芳香族炭素化合物を示
すが、Ａｒの炭素数が５以下である場合はポリエステル
との相溶性が低下し成形性及び耐久性が低下する。通
常、Ａｒは炭素数６〜１８のアルキル基を使用するか芳
香族物質を使用することがよい。一般式（Ｉ）で表現さ
れるスルホン酸塩系成分の添加量が０．１重量％以下で
ある場合には、透明性、機械的物性、成形性等は優秀で
あるが、透明性及び色調が悪化し機械的強伸度が低下す
る。しかし、より望ましくは０．３重量％〜８．０重量
％添加することがよい。一般式（ＩＩ）で表示されるシ
リコンオイルとしては、ジメチルポリシロキサン系、メ
チルヒドロキシポリシロキサン系、ヒドロゲンポリシロ
キサン系、メチルフェニルポリシロキサン系、アルキル
変成シリコン系、アミノ変成シリコン系、カルボキシル
変成シリコン系、高級脂肪酸変成シリコン、エポキシ変
成シリコン系、ビニール基含有シリコン、アルコール変
成シリコン、ポリエテル変成シリコン、アルキルポリエ
テル変成シリコン等があり、前記シリコンオイルのう
ち、一種を選択し０．０１重量％〜５重量％（望ましく
は０．０４重量％〜３．５重量％）を添加して使用す
る。シリコンオイルの添加量において、０．０１重量％
以下を使用すると、透明性、凝集性は良好であるが重合
工程での蒸留塔圧上昇を招来し、５重量％以上を使用す
ると、重合工程中のトラブルの減少及び帯電防止性、離
型性、経時変化性は優秀であるが、透明性が不良であり
凝集性が増加する。一方、本発明において、ポリエステ
ルに主に適用される酸化防止剤としては燐系化合物及び
フェノール系化合物が使用され、二種の化合物のうち、
どの一種を選択して０．０１重量％〜５重量％（望まし
くは０．１５重量％〜３重量％）添加し、混合使用時に
は燐系／フェノール系化合物の添加比率を０．８重量％
〜５．０重量％の範囲内で添加する。前記酸化防止剤を
０．０１重量％以下で添加すると、耐熱性低下、色調増
加、粗大粒子増加、透明度低下等の問題点が発生し、５
重量％以上添加すると、粘度及び透明性低下、重合速度
低下、粗大粒子増加等の問題点が発生する。BEST MODE FOR CARRYING OUT THE INVENTION Hereinafter, the present invention will be described in more detail. The present invention comprises dimethyl terephthalic acid and ethylene glycol, which are known as basic substances, as main components, and has a molecular weight of 2,000.
0 to 30,000 polyethylene glycol components in 0.
5 to 10% by weight, 0.1 to 20% by weight of a sulfone salt component represented by the following general formula (I), and the following general formula (II)
It is characterized in that it is an antistatic polyester resin composition produced by adding 0.01 to 5% by weight of a silicone oil component represented by the formula (1) and subjecting it to an esterification reaction and a polycondensation reaction by a usual method. General formula (I) C n H 2n + 1 ───Ar ── SO - with 3 M + wherein, n constants 1 to 20, M represents an alkali or alkaline earth metal, Ar is an aromatic or aliphatic residue Represents a group. General formula (II) In the formula, R 1 represents —H, —OH, —OCH 3 , —NH 2 ,
-COOH, x indicates a constant of 0 to 100, and Y indicates a constant of 1 to 100.
If the polyethylene glycol used in the present invention has an average molecular weight of 2,000 or less, the antistatic property of the polyester deteriorates, and the generation of bubbles during the esterification reaction is severe, causing many troubles in the polymerization process (TROUBLE). When the average molecular weight is 30,000 or more, the antistatic property increases, but transparency, dimensional stability decreases, and whitening phenomenon occurs. If the addition amount is 0.5% by weight or less, troubles in the polymerization step are reduced, and dimensional stability and transparency are reduced, but sufficient antistatic properties are not exhibited. When the amount is 10% by weight or more, the adhesion and antistatic properties of the final product are excellent, but dimensional stability, transparency, and mechanical properties are reduced. More preferably, the average molecular weight of the polyethylene glycol is from 4,000 to 2
It is preferable that the addition amount is adjusted within a range of 1.0% by weight to 8% by weight. And, in the sulfonate-based component represented by the general formula (I), M represents an alkali or an alkaline earth metal, specifically, sodium, magnesium, potassium or the like,
Ar represents an aliphatic or aromatic carbon compound having 6 or more carbon atoms. When Ar has 5 or less carbon atoms, compatibility with the polyester is reduced, and moldability and durability are reduced. In general, Ar is preferably an alkyl group having 6 to 18 carbon atoms or an aromatic substance. When the addition amount of the sulfonate component represented by the general formula (I) is 0.1% by weight or less, transparency, mechanical properties, moldability, etc. are excellent, but transparency and color tone are excellent. Deteriorates and the mechanical strength decreases. However, it is more desirable to add 0.3 to 8.0% by weight. Examples of the silicone oil represented by the general formula (II) include dimethylpolysiloxane, methylhydroxypolysiloxane, hydrogenpolysiloxane, methylphenylpolysiloxane, alkyl-modified silicone, amino-modified silicone, and carboxyl-modified silicone. System, higher fatty acid modified silicone, epoxy modified silicone system, vinyl-containing silicon, alcohol modified silicone, polyether modified silicon, alkylpolyether modified silicon, etc., and one of the above-mentioned silicone oils is selected from 0.01% by weight. 5% by weight (preferably 0.04% to 3.5% by weight) is used. 0.01% by weight based on the amount of silicone oil added
When the following is used, the transparency and the cohesiveness are good, but the distillation tower pressure is increased in the polymerization step, and when 5% by weight or more is used, the trouble during the polymerization step is reduced, and the antistatic property and the mold release property are reduced. Although the aging property is excellent, the transparency is poor and the cohesiveness increases. On the other hand, in the present invention, as an antioxidant mainly applied to polyester, a phosphorus compound and a phenol compound are used, and among the two compounds,
Which kind is selected and added in an amount of 0.01% by weight to 5% by weight (preferably 0.15% by weight to 3% by weight), and when mixed and used, the addition ratio of the phosphorus / phenol compound is 0.8% by weight.
It is added within the range of ~ 5.0% by weight. When the antioxidant is added in an amount of 0.01% by weight or less, problems such as a decrease in heat resistance, an increase in color tone, an increase in coarse particles, and a decrease in transparency occur.
If added in an amount of not less than% by weight, problems such as a decrease in viscosity and transparency, a decrease in polymerization rate, an increase in coarse particles, and the like occur.
【実施例】以下、実施例及び比較例に基づいて本発明を
より具体的に説明し、その物性の測定方法は次のようで
ある。 ★極限粘度 ポリマーの極限粘度は０−クロロフェノール溶媒を使用
して２５℃で測定 ★透明性 ＡＳＴＭ−Ｄ１００３に基づいたヘーズ（濁度）で測定
（サンプルの厚さは０．１ｍｍフィルム） ★接着性 ＡＳＴＭ−Ｄ３３５９に基づいて評価 ★表面固有抵抗 川崎社のモデルＲ−５０３を使用し、室温２５℃、湿度
５０％下でフィルム０．１ｍｍのサンプルを製作してＡ
ＳＴＭ−Ｄ２５７に基づいて評価 ★ポリマー中の粗大粒子（凝集体）測定方法 ２８０℃のポリエステル共重合体を水で急冷させた後、
カバーガラス上に置き、偏光顕微鏡を使用してポリマー
中の粗大粒子を観察し２０μｍ以上の凝集体を数で表示 ★引張強度の測定 厚さ０．１ｍｍのフィルムを東洋精機社の製品を使用し
てＡＳＴＭ−Ｄ８８２規格に基づいて評価 ★経時変化の測定 厚さ０．１ｍｍのフィルムサンプルを温度５０℃、湿度
７０％下で３００時間経過後の透明度、固有表面抵抗、
引張強度の変化を測定し、その結果の表記を、優秀な水
準である時に◎で、良好な水準である時に○で、多少不
良な水準である時に×で表示 （実施の形態１）テレフタル酸１００重量部、エチレン
グリコール７０重量部にエステル交換触媒であるマンガ
ンを０．０３重量部混合添加し常圧加熱し９０分間エス
テル交換反応した後、酸化防止剤亞燐酸０．０３重量
部、三酸化アンチモン０．０４重量部、分子量４０００
のメチルフェニルポリシロキサンオイル１．０重量部、
平均粒径２・０μｍのシリカ０．８重量部を添加混合し
て重縮合反応させる。そして、ポリエチレングリコール
６．０重量部とスルホン酸金属塩３．５重量部を添加し
てから６０分間２８０℃に昇温させる。系内の減圧移行
は４０分間６０ｍｍＨｇを維持し、次いで２０分間０．
５ｍｍＨｇの減圧を維持し、９０分間重合合成して極限
粘度０．６５のポリエステル共重合体を製造する。製造
したポリエステル共重合体を０．３ｍｍＨｇの真空下で
１６０℃、６時間乾燥した後、２９０℃、吐出量２，０
００Ｋｇ／時間で溶融圧出し、長さ方向に１２０℃で１
０秒間３．５倍延伸し、幅方向に４．０倍延伸した後、
２２０℃で１２秒間熱固定した後、厚さ０．１ｍｍのフ
ィルムを製造し、その物性を測定し結果を表１に記載し
た。 （実施の形態２〜５）ポリエステル共重合体の成分のう
ち、表１に記載したように、ポリエチレングリコールの
分子量及び添加量とスルホン酸塩及びシリコンオイル添
加量を変化させ、酸化防止剤の種類及び量を変更したこ
とを除き実施例１と同様に実施し、その物性を測定し結
果を表１に記載した。 （比較実施の形態１〜５）ポリエステル共重合体の成分
のうち、表１に記載したように、ポリエチレングリコー
ルの分子量及び添加量とスルホン酸塩及びシリコンオイ
ル添加量を変化させ、酸化防止剤の種類及び量を変更し
たことを除き実施例１と同様に実施し、その物性を測定
し結果を表１に記載した。 The present invention will be described in more detail with reference to the following Examples and Comparative Examples. The methods for measuring the physical properties are as follows. ★ Intrinsic viscosity The intrinsic viscosity of the polymer is measured at 25 ° C using 0-chlorophenol solvent. ★ Transparency Measured by haze (turbidity) based on ASTM-D1003 (sample thickness is 0.1mm film) ★ Adhesion * Evaluation based on ASTM-D3359 * Surface specific resistance Using a model R-503 manufactured by Kawasaki Corporation, a sample of 0.1 mm film was manufactured at room temperature 25 ° C and 50% humidity.
Evaluation based on STM-D257 ★ Method for measuring coarse particles (aggregates) in polymer After quenching polyester copolymer at 280 ° C with water,
Place on a cover glass, observe the coarse particles in the polymer using a polarizing microscope, and display the number of aggregates of 20 μm or more by number. ★ Measurement of tensile strength Use a product of Toyo Seiki Co., Ltd. for a 0.1 mm thick film. ★ Evaluation based on ASTM-D882 standard ★ Measurement of change over time A film sample having a thickness of 0.1 mm was subjected to transparency, specific surface resistance,
The change in tensile strength is measured, and the results are indicated by ◎ when the level is excellent, ○ when the level is good, and × when the level is slightly poor. (Embodiment 1) Terephthalic acid To 100 parts by weight of ethylene glycol and 70 parts by weight of ethylene glycol, 0.03 part by weight of manganese as a transesterification catalyst was added, and the mixture was heated at normal pressure and transesterified for 90 minutes. 0.04 parts by weight of antimony, molecular weight 4000
1.0 parts by weight of methylphenyl polysiloxane oil,
0.8 parts by weight of silica having an average particle size of 2.0 μm is added and mixed to cause a polycondensation reaction. Then, after adding 6.0 parts by weight of polyethylene glycol and 3.5 parts by weight of a metal sulfonic acid salt, the temperature is raised to 280 ° C. for 60 minutes. The vacuum transfer in the system was maintained at 60 mmHg for 40 minutes, then 0.2 mmHg for 20 minutes.
While maintaining a reduced pressure of 5 mmHg, polymerization synthesis is performed for 90 minutes to produce a polyester copolymer having an intrinsic viscosity of 0.65. The produced polyester copolymer was dried at 160 ° C. for 6 hours under a vacuum of 0.3 mmHg, and then dried at 290 ° C. and a discharge rate of 2.0
Melt extrusion at 00Kg / hour, 1 at 120 ° C in length direction
After stretching 3.5 times for 0 second and stretching 4.0 times in the width direction,
After heat setting at 220 ° C. for 12 seconds, a film having a thickness of 0.1 mm was manufactured, and its physical properties were measured. The results are shown in Table 1. (Embodiments 2 to 5) Among the components of the polyester copolymer, as shown in Table 1, the molecular weight and the addition amount of polyethylene glycol and the addition amounts of the sulfonate and silicone oil were changed, and the type of the antioxidant was changed. The procedure was carried out in the same manner as in Example 1 except that the amount and the amount were changed. The physical properties were measured, and the results are shown in Table 1. (Comparative Embodiments 1 to 5) Among the components of the polyester copolymer, as shown in Table 1, the molecular weight and the addition amount of polyethylene glycol and the addition amount of the sulfonate and the silicone oil were changed to obtain the antioxidant. The procedure was carried out in the same manner as in Example 1 except that the type and amount were changed, and the physical properties were measured. The results are shown in Table 1.
【発明の効果】以上の実施例及び比較例の結果から分か
るように、本発明の帯電防止性ポリエステル樹脂組成物
は透明性、色調、機械的物性が優秀である。As can be seen from the results of the above Examples and Comparative Examples, the antistatic polyester resin composition of the present invention has excellent transparency, color tone, and mechanical properties.
フロントページの続き (51)Int.Cl.6 識別記号 庁内整理番号 ＦＩ 技術表示箇所 Ｃ０８Ｌ 83:06 71:02） (72)発明者 ユン サン キュ 大韓民国，プサン−シ，ドンライーク，ヨ ンサン−１ ドン，337−32Continuation of front page (51) Int.Cl. 6 Identification number Office reference number FI technical indication location C08L 83:06 71:02) (72) Inventor Yun San-kyu Republic of Korea, Busan-si, Dongraik, Yoonsan-1 Don, 337-32
Claims (4)
成分を主成分とするポリエステル樹脂に下記一般式
（Ｉ）で表現されるスルホン酸塩系成分が０．１〜２０
重量％、下記一般式（ＩＩ）で表現されるシリコン系オ
イルが０．０１〜５重量％、分子量が２，０００〜３
０，０００であるポリエチレングリコール成分が０．５
〜１０重量％及び酸化防止剤が０．０１〜５重量％包含
されたことを特徴とする帯電防止性ポリエステル樹脂組
成物。 一般式（Ｉ） 式中で、ｎは１〜２０の定数、Ｍはアルカリ又はアルカ
リ土金属を示し、Ａｒは芳香族又は脂肪族残基を示す。 一般式（ＩＩ） ｘは０〜１００の定数、Ｙは１〜１００の定数を示す。1. A polyester resin containing a dicarboxylic acid and an ethylene glycol component as main components, wherein a sulfonic acid salt component represented by the following general formula (I) is contained in an amount of 0.1 to 20:
% By weight, 0.01 to 5% by weight of a silicone oil represented by the following general formula (II), and a molecular weight of 2,000 to 3
The polyethylene glycol component, which is
An antistatic polyester resin composition characterized by containing 10 to 10% by weight and 0.01 to 5% by weight of an antioxidant. General formula (I) In the formula, n represents a constant of 1 to 20, M represents an alkali or alkaline earth metal, and Ar represents an aromatic or aliphatic residue. General formula (II) x indicates a constant of 0 to 100, and Y indicates a constant of 1 to 100.
合物を単独又は混合して使用することを特徴とする請求
項１記載の帯電防止性ポリエステル樹脂組成物。2. The antistatic polyester resin composition according to claim 1, wherein a phosphorus compound and a phenol compound are used alone or in combination as an antioxidant.
成分において、Ｍはナトリウム、マグネシウム、カリウ
ムから選択されたものであり、Ａｒは炭素数６〜１８の
脂肪族又は芳香族炭素化合物であることを特徴とする請
求項１記載の帯電防止性ポリエステル樹脂組成物。3. In the sulfonic acid salt component represented by the general formula (I), M is selected from sodium, magnesium and potassium, and Ar is an aliphatic or aromatic carbon having 6 to 18 carbon atoms. The antistatic polyester resin composition according to claim 1, which is a compound.
サン系、メチルヒドロキシポリシロキサン系、ヒドロゲ
ンポリシロキサン系、メチルフェニルポリシロキサン
系、アルキル変成シリコン系、アミノ変成シリコン系、
カルボキシル変成シリコン系、高級脂肪酸変成シリコ
ン、エポキシ変成シリコン系、ビニール基含有シリコ
ン、アルコール変成シリコン、ポリエテル変成シリコ
ン、アルキルポリエテル変成シリコンから選択されたこ
とを特徴とする請求項１記載の帯電防止性ポリエステル
樹脂組成物。4. Silicon-based oils include dimethylpolysiloxane-based, methylhydroxypolysiloxane-based, hydrogenpolysiloxane-based, methylphenylpolysiloxane-based, alkyl-modified silicone-based, and amino-modified silicone-based oils.
2. The antistatic property according to claim 1, wherein the silicone is selected from a carboxyl-modified silicone, a higher fatty acid-modified silicone, an epoxy-modified silicone, a vinyl-containing silicon, an alcohol-modified silicone, a polyether-modified silicon, and an alkylpolyether-modified silicon. Polyester resin composition.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1995P972 | 1995-01-20 | ||
| KR1019950000972A KR960029407A (en) | 1995-01-20 | 1995-01-20 | Antistatic Polyester Resin Composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0925398A true JPH0925398A (en) | 1997-01-28 |
| JP2656016B2 JP2656016B2 (en) | 1997-09-24 |
Family
ID=19407019
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7333871A Expired - Lifetime JP2656016B2 (en) | 1995-01-20 | 1995-11-16 | Antistatic polyester resin composition |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP2656016B2 (en) |
| KR (1) | KR960029407A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019167517A (en) * | 2018-03-23 | 2019-10-03 | 日本電気株式会社 | Resin composition and its molded product |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100396369B1 (en) * | 2001-05-04 | 2003-09-02 | 주식회사 엘지화학 | Coating composition for electric conduction film having superior anti-scratching and method for preparing electric conduction film using the same |
| CN110964327B (en) * | 2019-12-16 | 2021-09-17 | 杭州之江新材料有限公司 | High-refractive-index transparent silica gel and preparation method and application thereof |
-
1995
- 1995-01-20 KR KR1019950000972A patent/KR960029407A/en not_active Application Discontinuation
- 1995-11-16 JP JP7333871A patent/JP2656016B2/en not_active Expired - Lifetime
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2019167517A (en) * | 2018-03-23 | 2019-10-03 | 日本電気株式会社 | Resin composition and its molded product |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2656016B2 (en) | 1997-09-24 |
| KR960029407A (en) | 1996-08-17 |
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