JPS5896638A - Polymer composition - Google Patents

Polymer composition

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Publication number
JPS5896638A
JPS5896638A JP19439481A JP19439481A JPS5896638A JP S5896638 A JPS5896638 A JP S5896638A JP 19439481 A JP19439481 A JP 19439481A JP 19439481 A JP19439481 A JP 19439481A JP S5896638 A JPS5896638 A JP S5896638A
Authority
JP
Japan
Prior art keywords
vitamin
acid ester
butyl
carboxylic acid
ethylene
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
Application number
JP19439481A
Other languages
Japanese (ja)
Other versions
JPS6237059B2 (en
Inventor
Minoru Mayama
実 真山
Masateru Akamatsu
赤松 政輝
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 Dow Ltd
Asahi Chemical Industry Co Ltd
Original Assignee
Asahi Dow Ltd
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 Dow Ltd, Asahi Chemical Industry Co Ltd filed Critical Asahi Dow Ltd
Priority to JP19439481A priority Critical patent/JPS5896638A/en
Publication of JPS5896638A publication Critical patent/JPS5896638A/en
Publication of JPS6237059B2 publication Critical patent/JPS6237059B2/ja
Granted legal-status Critical Current

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Abstract

PURPOSE:To obtain a polymer composition free from discoloration, with markedly restrained heat deterioration and odor transfer, incorporating a vitamin E carboxylic acid ester in an olefin polymer. CONSTITUTION:The objective polymer composition comprising (A) 100 parts by wt. of an olefin polymer (pref. an ethylenic ionomer) and (B) 0.0005-1 (pref. 0.05-0.5) part by wt. of a vitamin E carboxylic acid ester (esp. pref. acetic acid ester). Furthermore, incorporation of tetrakis[methylene-3-(3',5'-di-tert-butyl-4'- hydroxylphenyl)propionate]methane or octadecyl-3-(3',5'-di-tert-butyl-4'-hydroxyphenyl)propionate would be effective.

Description

【発明の詳細な説明】 本発明は、オレフィン系重合体の熱安定化組成物に関す
る。さらに詳しくは、オレフィン系重合体ニビタミンE
カルボン酸エステルもしくはビタミンEカルボン酸エス
テルとテトラキス〔メチレy −5−(3’、5’−ジ
ーt@rt−ブチルー1−ヒト胃キシフェニル)グロピ
オネート〕メタンまたはオクタデシル−s −(y、ダ
ージーtart−ブチルーイーヒドロキシフェニル)プ
ロピオネートを含有させた熱安定化組成物に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to thermally stabilized compositions of olefinic polymers. For more information, please see Olefin Polymer Nivitamin E
Carboxylic acid ester or vitamin E carboxylic acid ester and tetrakis[methylene-5-(3',5'-di-t@rt-butyl-1-human gastric xyphenyl)glopionate]methane or octadecyl-s-(y,darzy-tart- The present invention relates to a heat-stabilized composition containing butyl-hydroxyphenyl)propionate.

オレフィン系重合体は、その優れた物理的、化学的性質
、容易な成形加工性等の面から、様々表分野で広範囲に
使用されている。しかしながら、オレフィン系重合体は
、その成形加工中あるいは使用中に熱、酸素、機械的剪
断等の影響をうけて、しばしば劣化を超こし、分子量の
低下による機械的゛強度の低下、着色あるいは発臭など
が起きる。
Olefin polymers are widely used in various fields due to their excellent physical and chemical properties and easy moldability. However, olefin polymers are often subjected to the effects of heat, oxygen, mechanical shearing, etc. during their molding process or use, resulting in excessive deterioration, resulting in a decrease in mechanical strength due to a decrease in molecular weight, discoloration, or development. Odors occur.

特にかかる成形品が食品と直接接触する場合には、臭気
が食品に移行して食品の風味を損なうため、重合体の商
品価値が著しく低下するなどの問題があった。
Particularly when such a molded article comes into direct contact with food, the odor transfers to the food and impairs the flavor of the food, resulting in a significant decrease in the commercial value of the polymer.

これらの劣化を防止するために、フェノール系、イオウ
系1リン系等種々の劣化防止剤が使用されている。中で
もIrganox 1010の商標名でチバeガイギー
社から発売されているテトラキス〔メチレン−s −(
y、t−ジーtart−ブチルー4′−ヒドロキシフェ
ニル)プpビオネート〕メタンは、分子量が大きいため
に耐熱温度も高く、ポリエチレンのラミネート加工等、
高温における成形加工においても有効であることが知ら
れている。しかし、該化合物においても着色あるいは発
臭をおさえるという点では効果が表お不充分である。
In order to prevent these deteriorations, various deterioration inhibitors such as phenol type, sulfur type and monophosphorus type are used. Among them, Tetrakis [methylene-s-(
Methane (y, t-tart-butyl-4'-hydroxyphenyl) p-bionate has a high heat resistance due to its large molecular weight, and is used in polyethylene lamination processing, etc.
It is also known to be effective in molding at high temperatures. However, even this compound is not sufficiently effective in suppressing coloration or odor.

一方、食品包装、食品容器、医療器具、頑具等の分野に
使用される重合体の安定剤は、人体に対する高い安全性
が要求されている。人畜に対して無毒な安定剤としては
、ビタミンEが古くから知られ、ビタミン類や油脂類の
安定剤として用いられてきた。たとえば製分@53−5
5582には、エチレン系重合体の熱安定剤として用い
る方法が開示されている。しかし、ビタミンEは容易に
酸化され、激しく着色するために、それを含有する物の
外観を大きく損なう欠点があシ、酸化防止剤としては不
充分であつ九。これらを改善するために種々の試みが行
なわれている。たとえば特公昭53−9622あるいは
特公昭55−14262には、フェノール系あるいはリ
ン酸系化合物との併用等の開示があるが、いずれにおい
ても酸化防止剤としての効果は不充分であった。
On the other hand, polymer stabilizers used in fields such as food packaging, food containers, medical instruments, and rigid equipment are required to be highly safe for the human body. Vitamin E has long been known as a stabilizer that is non-toxic to humans and animals, and has been used as a stabilizer for vitamins and fats and oils. For example, seimin@53-5
No. 5582 discloses a method for using an ethylene polymer as a heat stabilizer. However, vitamin E is easily oxidized and intensely colored, so it has the disadvantage that it greatly impairs the appearance of products containing it, and it is insufficient as an antioxidant. Various attempts have been made to improve these problems. For example, Japanese Patent Publication No. 53-9622 and Japanese Patent Publication No. 55-14262 disclose the use in combination with phenolic or phosphoric acid compounds, but in either case, the effect as an antioxidant was insufficient.

本発明者らは、これらの点について種々検討を重ねた結
果、オレフィン系1合体に従来酸化防止効果はないとさ
れていたビタミンEカルボン酸エステルを含有する組成
物において、その熱劣化が大巾に抑制され、該組成物の
臭気の移行性は極めて小さくなシ、さらに祉ビタミンE
では激しく発生した変色さえも減少することを見出した
As a result of various studies on these points, the present inventors have found that thermal deterioration of a composition containing vitamin E carboxylic acid ester, which was previously thought to have no antioxidant effect in olefin-based monomers, is significantly reduced. The odor migration of the composition is extremely low, and the composition also contains vitamin E.
It was found that even severe discoloration was reduced.

次に、本発明の重合体組成物を構成する各成分について
説明する。
Next, each component constituting the polymer composition of the present invention will be explained.

A オレフィン系重合体 オレフィン系化合物の単独重合体および共重合体または
それらの組成物をいう。
A. Olefin polymer refers to homopolymers and copolymers of olefin compounds, or compositions thereof.

オレフィン系化合物としてハ、エチレン、プロピレン、
1−フ゛テン、3mメチル−1−ブテン、スチレン、塩
化ビニル、塩化ビニリデン、アクリル酸、メタクリル酸
、クロトン酸、アクリル酸メチル、アクリル酸エチル、
メタクリル酸メチル、アクリロニトリル、酢酸ビニル、
ブタジェン、イソプレン、クロロプレン、1.4−ペン
タジェン、1 e 5− ヘキサジエン等を例示できる
As olefin compounds, ethylene, propylene,
1-phthene, 3m methyl-1-butene, styrene, vinyl chloride, vinylidene chloride, acrylic acid, methacrylic acid, crotonic acid, methyl acrylate, ethyl acrylate,
Methyl methacrylate, acrylonitrile, vinyl acetate,
Examples include butadiene, isoprene, chloroprene, 1,4-pentadiene, 1 e 5-hexadiene, and the like.

これらの重合体および共重合体としては、ポリエチレン
、ポリプルピレン、ポリ−1−プテンホリスチレン、ポ
リ−α−メチルスチレン、エチL/ ン−フa ヒレン
共重合体、エチレン−酢酸ビニル共重合体およびその部
分また祉完全加水分解物。
These polymers and copolymers include polyethylene, polypropylene, poly-1-butene-polystyrene, poly-alpha-methylstyrene, ethylene-vinyl acetate copolymer, ethylene-vinyl acetate copolymer, and Its parts are also fully hydrolyzed.

シス−1,4−ポリブタジェン・、シス−1,4−ポリ
イソプレン、シス−1,4−ポリクロロプレン1.2−
ポリブタジェン、トランス−1,4−ポリブタジェン、
スチレン−ブタジェン共重合体、スチレン−7クリロニ
トリル共重合体、スチレン−アクリロニトリル−ブタジ
ェン共重合体、ポリ塩化ビニル、ポリ塩化ビニリデン、
塩化ビニル−塩化ビニリデン共重合体、エチレン−アク
リル酸共重合体、エチレン−メタクリル酸共重合体、エ
チレン−アクリル酸メチル共重合体、エチレン−アクリ
ル酸エチル共重合体、エチレン−メタクリル酸メ′チル
共重合体、エチレン系アイオノマー、タトえば、エチレ
ンとα、β−エチレン型不飽和カルボン酸共重合体の部
分金属塩、あるいはエチレンとα、β−エチレン型不飽
和カルボン酸およびα、β−エチレン型不飽和カルボン
酸エステルとの共重合体の部分金属塩などの各種重合体
を例示でき、これらに対して本発明を適用できる。中で
もエチレン系アイオノマーに対して好適に適用できる。
cis-1,4-polybutadiene, cis-1,4-polyisoprene, cis-1,4-polychloroprene 1,2-
Polybutadiene, trans-1,4-polybutadiene,
Styrene-butadiene copolymer, styrene-7crylonitrile copolymer, styrene-acrylonitrile-butadiene copolymer, polyvinyl chloride, polyvinylidene chloride,
Vinyl chloride-vinylidene chloride copolymer, ethylene-acrylic acid copolymer, ethylene-methacrylic acid copolymer, ethylene-methyl acrylate copolymer, ethylene-ethyl acrylate copolymer, ethylene-methyl methacrylate Copolymers, ethylene ionomers, partial metal salts of ethylene and α,β-ethylenically unsaturated carboxylic acid copolymers, or ethylene and α,β-ethylenically unsaturated carboxylic acids and α,β-ethylene Examples include various polymers such as partial metal salts of copolymers with unsaturated carboxylic acid esters, and the present invention can be applied to these. Among them, it can be suitably applied to ethylene ionomers.

B ビタミンEカルボン酸エステル ビタミンE(α、βt’sδの各種トコフェロールおよ
びそれらの混合物から選ばれるトコフェロール)と次の
中から選ばれるカルボン酸とのエステル。
B Vitamin E carboxylic acid ester An ester of vitamin E (tocopherol selected from various tocopherols α, βt'sδ, and mixtures thereof) and a carboxylic acid selected from the following.

111  ギ酸、酢酸、プロピオン酸等の脂肪酸(21
シュウ酸、マロン酸゛、コハク酸等の二塩基酸、および
それらの部分゛金属塩。
111 Fatty acids such as formic acid, acetic acid, propionic acid (21
Dibasic acids such as oxalic acid, malonic acid, and succinic acid, and their partial metal salts.

中でも酢酸エステルが特に好ましい。Among them, acetic acid ester is particularly preferred.

これら安定剤の添加量は、オレフィン系重合体100重
量部に対し、一般にはビタミンEカルボ:/酸:に−X
fルo、o o o s〜1重量部であシ、好ましくは
o、o o s〜0.5重量部、さらに好ましくは0.
05〜0.5重量部である。ビタミンEカルボン酸エス
テルだけの添加にょシ充分効果は得られるが、さらに苛
酷な条件下で使用する場合には、7エノール系、イオウ
系、リン糸環公知の安定剤あるいはシナ−シストと組合
わせても何らさしつかえない。この中ではテトラキス〔
メチレン−5−(!/、ダージーt・rt−ブチル−4
′−ヒドロキシフェニル)プロピオネートコメタンおよ
びオクタデシル−s −(3’、5’−ジーt@rt−
ブチルー′4′−ヒドロキシフェニル)プロピオネート
が最も良好であり、その添加量はo、o o s〜0.
5重量部が好ましい。
The amount of these stabilizers added is generally determined based on 100 parts by weight of the olefin polymer.
f o, o o o s to 1 part by weight, preferably o, o o s to 0.5 part by weight, more preferably 0.
05 to 0.5 parts by weight. Although sufficient effects can be obtained by adding vitamin E carboxylic acid ester alone, when using it under more severe conditions, it may be combined with a 7-enol type, sulfur type, or phosphorus-based stabilizer or synergist. I can't hold back in any way. Among these, Tetrakis [
Methylene-5-(!/, Darzy t・rt-butyl-4
'-Hydroxyphenyl)propionate comethane and octadecyl-s-(3',5'-dit@rt-
Butyl-'4'-hydroxyphenyl)propionate is the best, and the amount added is from o, o o s to 0.
5 parts by weight is preferred.

オレフィン系重合体に本発明の安定剤を添加する方法に
はいろいろあシ、重合時に添加する方法また゛重合後に
添加する方法があげられる。重合後に添加する方法とし
ては、バンバリーミキサ−1単軸押出機、二軸押出機等
の通常の溶融混合機な用いて混合してもよく、また射出
成形、押出成形時に両者を配合して、これら成形機の混
練効果を利用してもよい、さらにはオレフィン系重合体
の水性分散体に添加後、分散媒の水を乾燥等で除去する
方法でもよい。
There are various methods for adding the stabilizer of the present invention to the olefinic polymer, including a method of adding it during polymerization and a method of adding it after polymerization. As a method for adding it after polymerization, it may be mixed using a normal melt mixer such as a Banbury Mixer 1 single screw extruder or twin screw extruder, or by blending both at the time of injection molding or extrusion molding. The kneading effect of these molding machines may be utilized, or furthermore, the water in the dispersion medium may be removed by drying or the like after addition to the aqueous dispersion of the olefin polymer.

本発明の組成物は、食品包装等の際に大きな問題となる
包装様の臭気の内容物への移行性が極めて小さく、ま九
変色も小さい等の特徴を有し、この点は従来の組成物に
危い非常に優れた!像である。
The composition of the present invention has characteristics such as extremely low migration of packaging-like odors to the contents, which are major problems when packaging food, etc., and minimal discoloration. Very good, dangerous to things! It is a statue.

以下、実1施例によシ本発明の特徴および効果を説明す
る。
Hereinafter, the features and effects of the present invention will be explained based on a first example.

実施例1 エチレン?7.3モル−、メタクリルj12.2 モに
−、メタクリル酸マグネシウム0.5モル嘩よp成るエ
チレン系アイオノマー〔溶融指数(A8丁M−D−12
58−62T ) !、5 P/10分〕100重量部
当りビタミンΣ酢酸エステル(酢酸−dt−α−トコフ
ェロール)を表1に記載の量だけ添加し、30mm二軸
押出機を用い樹脂温f200Cで溶融混練した。このよ
うにして得られ九組酸物について、T−ダイ型成膜様に
より樹脂温度200Cにて厚み30μのフィルム状成形
品を得た。該成形品を30傷角に切出し、沸騰蒸留水3
00fに浸漬し、23C室温中に24時間放冷後、蒸留
水中に移行した成形品の臭気を官能検査し友。
Example 1 Ethylene? An ethylene ionomer consisting of 7.3 mol of methacrylate, 12.2 mol of methacrylate, and 0.5 mol of magnesium methacrylate [melt index (A8 block M-D-12
58-62T)! , 5 P/10 minutes] Vitamin Σ acetate (acetate-dt-α-tocopherol) was added in the amount shown in Table 1 per 100 parts by weight, and melt-kneaded at a resin temperature of f200C using a 30 mm twin-screw extruder. A film-like molded product with a thickness of 30 μm was obtained from the group 9 acid product thus obtained at a resin temperature of 200 C by T-die film formation. The molded product was cut into 30 scratches and soaked in boiling distilled water for 30 minutes.
The odor of the molded product was immersed in 00F, left to cool at 23C for 24 hours, and then transferred to distilled water.

官能検査方法は、5名のパネルに各サンプルの臭気を嗅
がせ、臭気の強さを次の評価ランクに基づいて判淀させ
た。
In the sensory test method, five panelists were asked to smell the odor of each sample, and the strength of the odor was determined based on the following evaluation rank.

評価ランク 0点:臭気なし 1点:かすかに臭う 2点:臭う 5点:かなり強く臭う 4点:非常によく臭う その後、各サンプルの評価結果を総合して臭気の強さを
比較した。
Evaluation rank: 0 points: No odor 1 point: Slight odor 2 points: Odor 5 points: Very strong odor 4 points: Very strong odor After that, the evaluation results of each sample were combined and the strength of the odor was compared.

判定基準 ◎:総合点数 0〜2点 ○: 1  3〜6点 Δ: l   7〜10点 X:#   11〜20点 また、得られた成形品を2aIsの厚みにして肉眼観察
により熱変色を判定した。
Judgment criteria ◎: Total score 0 to 2 points ○: 1 3 to 6 points Δ: 1 7 to 10 points I judged it.

判定基準 ◎:無色または白色 O:微少黄色 Δ;黄茶色 ×:茶 色 得られた結果を表1に示す。Judgment criteria ◎: Colorless or white O: slight yellow Δ; yellowish brown ×: Brown color The results obtained are shown in Table 1.

比較例1 実施例1で使用したエチレン系アイオノマー100 重
量部に、ビタミンE(dt−α−トコフェロール)を表
1に記載する量だけ添加し、実施例1と同一の操作で混
線、物性評価した。得られ九結果を表1に示す。
Comparative Example 1 To 100 parts by weight of the ethylene ionomer used in Example 1, vitamin E (dt-α-tocopherol) was added in the amount shown in Table 1, and crosstalk and physical properties were evaluated in the same manner as in Example 1. . The results obtained are shown in Table 1.

表     1 ※1)酢酸−dt−α−トコフェロール東2) t3t
−α−トコフエロール 実施例2 高圧法ポリエチレン(溶融指数(ASTM−D−123
8−627)4.0f710分、密度(ASTM−D−
1505)0.9226f/as”〕1101重量部り
、ビタミンE酢酸エステル(酢酸−dt−α−トコフェ
ロール)オヨヒテトラキス〔メチレン−5−(3’、5
’−ジーt@rt−ブチル−1−ヒドロキシフェニル)
グロピオネート〕メタンまたはオクタデシル−s −(
s’、ぎ−ジーtart−ブチルー4′−ヒドロキシフ
ェニル)プロピオネートを表2記載の量だけ添加し、実
施例1と同一の条件下で組成物を作成し、樹脂温f30
OCにて成膜したフィルム状成形品で物性評価を行なつ
九。得られた結果を表2に示す。
Table 1 *1) Acetate-dt-α-tocopherol East 2) t3t
-α-Tocopherol Example 2 High-pressure polyethylene (melt index (ASTM-D-123
8-627) 4.0f710min, density (ASTM-D-
1505) 0.9226 f/as"] 1101 parts by weight, vitamin E acetate (dt-α-tocopherol acetate) oyohytetrakis [methylene-5-(3', 5
'-di-t@rt-butyl-1-hydroxyphenyl)
Gropionate] methane or octadecyl-s-(
s', Gi-tart-butyl-4'-hydroxyphenyl) propionate was added in the amount shown in Table 2, a composition was prepared under the same conditions as in Example 1, and the resin temperature was adjusted to f30.
Physical properties of the film-formed molded product formed using OC are evaluated.9. The results obtained are shown in Table 2.

比較例2 実施例2で使用した高圧法ポリエチレン100重量部当
シ、テトラキス(メチレン−s −(yt、ri−シー
 t@rt−ブチル−4′−ヒドロキシフェニル)プU
ビオネート〕メタンを表2記載の童だけ添加し、実施例
2と同一の方法で混練し、物性評価した。得られた結果
を表2に示す。
Comparative Example 2 100 parts by weight of the high-pressure polyethylene used in Example 2, tetrakis(methylene-s-(yt,ri-c@rt-butyl-4'-hydroxyphenyl))
Bionate] methane was added only to the mixture shown in Table 2, and the mixture was kneaded in the same manner as in Example 2, and the physical properties were evaluated. The results obtained are shown in Table 2.

比較例3 実施例2で使用し九高圧法ポリエチレン100重量部当
り、ビタミンE(dt−α−トコフェロール)およびテ
トラキス〔メチレン−5−(5’、r−シ〜t@rt−
ブチル−4−ヒドロキシフェニル)プロピオネートコメ
タンを表2記載の量だけ添加し、実施例2と同一の条件
下で混線、物性評価した。得られ九結果を表2に示す。
Comparative Example 3 Vitamin E (dt-α-tocopherol) and tetrakis[methylene-5-(5′, r-cy~t@rt-
Butyl-4-hydroxyphenyl)propionate comethane was added in the amount shown in Table 2, and crosstalk and physical properties were evaluated under the same conditions as in Example 2. The results obtained are shown in Table 2.

表   2 秦1) 酢酸−dt−α−トコフェロール※2) テト
ラキス〔メチレン−3−(31’、5’−ジー 1er
t−ブチル−イーヒドロキシフェニル)プロピオネート
コメタン ※3) オクタデシル−s −(s’、イージーt@r
t −フチルー4′−ヒドロキシフェニル)プロピオネ
ート 豪4)dt−α−トコフェロール 実施例5 塩化ビニリデン85.5モル嘩、I[化ビニル14.フ
モル饅より成膜、テトラヒドロフラン中2f/lの濃度
で30Cで測定した還元粘度(lfsp/e)が0.5
4である塩化ビニリデン−塩化ビニル共重合体100重
量部に対し、セパチン賑ジプチル4重量部、ジオクチル
アジペート2重量部およびエポキシ化大豆油1重量部、
安定剤としてビタミンE酢酸エステル(酢H−at−α
−トコフェロール)0.01重量部およびピロリン酸ナ
トリウム(Na4P2O7@ 1 0810) 0.1
5重量部を添加して、共重合体組成物を調製し九。次い
で、グイ部の温度が190Cに設定された溶融押出機で
該組成物を管状に押出し、パリソンを得た。このパリソ
ンを完全に結晶化しないうちに、延伸することなく細い
軸に巻き取り、厚さ2(至)、直径8mの螺旋状に巻い
た形の円板を作成した。この円板の熱変色を肉眼により
観察し、樹脂の加工時における熱安定性の評価を行なっ
た。得られた結果を表5に示す。
Table 2 Hata 1) Acetate-dt-α-tocopherol *2) Tetrakis [methylene-3-(31',5'-di 1er
t-butyl-ehydroxyphenyl) propionate comethane *3) Octadecyl-s -(s', Easyt@r
t-phthyl-4'-hydroxyphenyl)propionate 4) dt-α-tocopherol Example 5 Vinylidene chloride 85.5 mol, I[vinyl chloride 14. The reduced viscosity (lfsp/e) measured at 30C at a concentration of 2f/l in tetrahydrofuran was 0.5.
4 parts by weight of cepatin enzybutyl, 2 parts by weight of dioctyl adipate and 1 part by weight of epoxidized soybean oil,
Vitamin E acetate (vinegar H-at-α) is used as a stabilizer.
-tocopherol) 0.01 part by weight and sodium pyrophosphate (Na4P2O7@10810) 0.1
9. Adding 5 parts by weight to prepare a copolymer composition. Next, the composition was extruded into a tube using a melt extruder whose gooey part temperature was set at 190C to obtain a parison. Before the parison was completely crystallized, it was wound around a thin shaft without being stretched to create a spirally wound disk with a thickness of up to 2 m and a diameter of 8 m. The thermal discoloration of this disk was observed with the naked eye, and the thermal stability during processing of the resin was evaluated. The results obtained are shown in Table 5.

比較例4 実施例5でビタミンE酢酸エステルのかわりにビタミン
E(dt−α−トコフェロール)ヲ使用した以外は、す
べて同一に行なった。得られた結果を表3に示す。
Comparative Example 4 The same procedure as in Example 5 was carried out except that vitamin E (dt-α-tocopherol) was used instead of vitamin E acetate. The results obtained are shown in Table 3.

表  3 ※1) 酢酸−dt−α−トコフェロール峯2)dt−
α−トコフェロール 本発明は、上記説明より明らかなように、オレフィン系
重合体に本発明による配置剤を添加することにより、成
形品の臭気の移行性を極めて小さくすることができ、熱
変色も小さくすることができる。
Table 3 *1) Acetic acid-dt-α-tocopherolmine2) dt-
α-Tocopherol As is clear from the above explanation, by adding the positioning agent of the present invention to an olefin polymer, the migration of odor into molded products can be extremely reduced, and thermal discoloration can also be minimized. can do.

Claims (1)

【特許請求の範囲】 li+  オレフィン系重合体にビタミンEカルボン酸
エステルを含有させて成る重合体組成物。 (2;オレフィン系重合体にビタミンEカルボン酸エス
テルおよびテトラキス〔メチレン−5−(3’。 5’−シーt@rt−”:jチル−4′−ヒドロキシフ
ェニル)プロピオネートコメタンまたはオクタデシル−
3−(s’、t−ジーtart−ブチルー4′−ヒドロ
キシフェニル)プロピオネートを含有させて成る重合体
組成物。
[Claims] A polymer composition comprising a li+ olefin polymer containing a vitamin E carboxylic acid ester. (2; Vitamin E carboxylic acid ester and tetrakis [methylene-5-(3'.
A polymer composition comprising 3-(s', t-di-tart-butyl-4'-hydroxyphenyl)propionate.
JP19439481A 1981-12-04 1981-12-04 Polymer composition Granted JPS5896638A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP19439481A JPS5896638A (en) 1981-12-04 1981-12-04 Polymer composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP19439481A JPS5896638A (en) 1981-12-04 1981-12-04 Polymer composition

Publications (2)

Publication Number Publication Date
JPS5896638A true JPS5896638A (en) 1983-06-08
JPS6237059B2 JPS6237059B2 (en) 1987-08-11

Family

ID=16323859

Family Applications (1)

Application Number Title Priority Date Filing Date
JP19439481A Granted JPS5896638A (en) 1981-12-04 1981-12-04 Polymer composition

Country Status (1)

Country Link
JP (1) JPS5896638A (en)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01170632A (en) * 1987-12-26 1989-07-05 Sakai Chem Ind Co Ltd Resin composition
JPH01301739A (en) * 1988-05-31 1989-12-05 Mitsubishi Kasei Corp Composition for heat resistant container
US5218008A (en) * 1991-11-13 1993-06-08 The Dow Chemical Company Polyethers stabilized with 6-chromanol derivatives
US5270430A (en) * 1991-11-13 1993-12-14 The Dow Chemical Company Polymers stabilized with 6-chromanol derivatives
JPH06299011A (en) * 1993-03-03 1994-10-25 Hoechst Ag Stable molding compound that consists of polyethylene its preparation and its application
JPH0867781A (en) * 1994-08-30 1996-03-12 Du Pont Mitsui Polychem Co Ltd Polymer composition suitable for coating, etc., and packaging material
US5663223A (en) * 1994-08-11 1997-09-02 Zapata Technologies, Inc. Flavor protectant closure liner compositions
CN1047394C (en) * 1994-12-22 1999-12-15 北京燕山石油化工公司研究院 Application method for improved compound alkylphenol esters oxidation preventive
US20130145962A1 (en) * 2010-12-13 2013-06-13 Cytec Technology Corp. Stabilizer Compositions Containing Substituted Chroman Compounds and Methods of Use
KR20150027207A (en) * 2012-06-13 2015-03-11 사이텍 테크놀러지 코포레이션 Stabilizer compositions containing substituted chroman compounds and methods of use
US11312043B2 (en) 2010-12-13 2022-04-26 Cytec Technology Corp. Processing additives and uses of same in rotational molding

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH01170632A (en) * 1987-12-26 1989-07-05 Sakai Chem Ind Co Ltd Resin composition
JPH01301739A (en) * 1988-05-31 1989-12-05 Mitsubishi Kasei Corp Composition for heat resistant container
US5218008A (en) * 1991-11-13 1993-06-08 The Dow Chemical Company Polyethers stabilized with 6-chromanol derivatives
US5270430A (en) * 1991-11-13 1993-12-14 The Dow Chemical Company Polymers stabilized with 6-chromanol derivatives
JPH06299011A (en) * 1993-03-03 1994-10-25 Hoechst Ag Stable molding compound that consists of polyethylene its preparation and its application
US5663223A (en) * 1994-08-11 1997-09-02 Zapata Technologies, Inc. Flavor protectant closure liner compositions
JPH0867781A (en) * 1994-08-30 1996-03-12 Du Pont Mitsui Polychem Co Ltd Polymer composition suitable for coating, etc., and packaging material
CN1047394C (en) * 1994-12-22 1999-12-15 北京燕山石油化工公司研究院 Application method for improved compound alkylphenol esters oxidation preventive
US20130145962A1 (en) * 2010-12-13 2013-06-13 Cytec Technology Corp. Stabilizer Compositions Containing Substituted Chroman Compounds and Methods of Use
US11267951B2 (en) 2010-12-13 2022-03-08 Cytec Technology Corp. Stabilizer compositions containing substituted chroman compounds and methods of use
US11312043B2 (en) 2010-12-13 2022-04-26 Cytec Technology Corp. Processing additives and uses of same in rotational molding
KR20150027207A (en) * 2012-06-13 2015-03-11 사이텍 테크놀러지 코포레이션 Stabilizer compositions containing substituted chroman compounds and methods of use
JP2015529692A (en) * 2012-06-13 2015-10-08 サイテク・テクノロジー・コーポレーシヨン Stabilizer compositions containing substituted chroman compounds and methods of use
JP2018053252A (en) * 2012-06-13 2018-04-05 サイテク・テクノロジー・コーポレーシヨン Stabilizer compositions containing substituted chroman compounds and methods of use

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