JPS5856542B2 - Stabilized halogen-containing resin composition - Google Patents
Stabilized halogen-containing resin compositionInfo
- Publication number
- JPS5856542B2 JPS5856542B2 JP15836379A JP15836379A JPS5856542B2 JP S5856542 B2 JPS5856542 B2 JP S5856542B2 JP 15836379 A JP15836379 A JP 15836379A JP 15836379 A JP15836379 A JP 15836379A JP S5856542 B2 JPS5856542 B2 JP S5856542B2
- Authority
- JP
- Japan
- Prior art keywords
- containing resin
- halogen
- methionine
- substituted
- zinc
- 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
Links
- 229910052736 halogen Inorganic materials 0.000 title claims description 12
- 150000002367 halogens Chemical class 0.000 title claims description 12
- 239000011342 resin composition Substances 0.000 title claims description 4
- -1 N-substituted methionine Chemical class 0.000 claims description 38
- 229910052751 metal Chemical class 0.000 claims description 19
- 239000002184 metal Chemical class 0.000 claims description 19
- 150000003839 salts Chemical class 0.000 claims description 14
- 239000003381 stabilizer Substances 0.000 claims description 14
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 11
- 229920005989 resin Polymers 0.000 claims description 9
- 239000011347 resin Substances 0.000 claims description 9
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 8
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 8
- 229910052725 zinc Inorganic materials 0.000 claims description 8
- 239000011701 zinc Substances 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 229930195734 saturated hydrocarbon Natural products 0.000 claims description 2
- 229930195735 unsaturated hydrocarbon Natural products 0.000 claims description 2
- 230000006641 stabilisation Effects 0.000 claims 1
- 238000011105 stabilization Methods 0.000 claims 1
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 229910052793 cadmium Inorganic materials 0.000 description 3
- BDOSMKKIYDKNTQ-UHFFFAOYSA-N cadmium atom Chemical compound [Cd] BDOSMKKIYDKNTQ-UHFFFAOYSA-N 0.000 description 3
- 238000004040 coloring Methods 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 229930182817 methionine Natural products 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
- 239000000344 soap Substances 0.000 description 3
- 150000003751 zinc Chemical class 0.000 description 3
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 3
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- 150000003862 amino acid derivatives Chemical class 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 229910052788 barium Inorganic materials 0.000 description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- QSLPNSWXUQHVLP-UHFFFAOYSA-N $l^{1}-sulfanylmethane Chemical compound [S]C QSLPNSWXUQHVLP-UHFFFAOYSA-N 0.000 description 1
- MIIFVZVBVFBSNQ-SFHVURJKSA-N (2S)-4-methylsulfanyl-2-(tetradecylamino)butanoic acid Chemical compound C(CCCCCCCCCCCCC)N[C@@H](CCSC)C(=O)O MIIFVZVBVFBSNQ-SFHVURJKSA-N 0.000 description 1
- BUTMIMGUVFPEFI-INIZCTEOSA-N (2s)-2-(dodecylamino)-4-methylsulfanylbutanoic acid Chemical compound CCCCCCCCCCCCN[C@H](C(O)=O)CCSC BUTMIMGUVFPEFI-INIZCTEOSA-N 0.000 description 1
- RYUVEEZMMFRGGS-NRFANRHFSA-N (2s)-4-methylsulfanyl-2-(octadecanoylamino)butanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCSC RYUVEEZMMFRGGS-NRFANRHFSA-N 0.000 description 1
- PFSGUIFKRGNSHV-UHFFFAOYSA-N 2-(dodecanoylamino)-4-methylsulfanylbutanoic acid Chemical compound CCCCCCCCCCCC(=O)NC(C(O)=O)CCSC PFSGUIFKRGNSHV-UHFFFAOYSA-N 0.000 description 1
- 101100468275 Caenorhabditis elegans rep-1 gene Proteins 0.000 description 1
- 239000004709 Chlorinated polyethylene Substances 0.000 description 1
- 239000004593 Epoxy Substances 0.000 description 1
- XUYPXLNMDZIRQH-LURJTMIESA-N N-acetyl-L-methionine Chemical compound CSCC[C@@H](C(O)=O)NC(C)=O XUYPXLNMDZIRQH-LURJTMIESA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 150000001266 acyl halides Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000004703 alkoxides Chemical class 0.000 description 1
- 150000001350 alkyl halides Chemical class 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- 239000000378 calcium silicate Substances 0.000 description 1
- 229910052918 calcium silicate Inorganic materials 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- KRGNPJFAKZHQPS-UHFFFAOYSA-N chloroethene;ethene Chemical group C=C.ClC=C KRGNPJFAKZHQPS-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 229920001038 ethylene copolymer Polymers 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 229910001385 heavy metal Inorganic materials 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000007731 hot pressing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- BJZBHTNKDCBDNQ-UHFFFAOYSA-L magnesium;dodecanoate Chemical compound [Mg+2].CCCCCCCCCCCC([O-])=O.CCCCCCCCCCCC([O-])=O BJZBHTNKDCBDNQ-UHFFFAOYSA-L 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000005649 metathesis reaction Methods 0.000 description 1
- 229940099459 n-acetylmethionine Drugs 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical group [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- JDLYKQWJXAQNNS-UHFFFAOYSA-L zinc;dibenzoate Chemical compound [Zn+2].[O-]C(=O)C1=CC=CC=C1.[O-]C(=O)C1=CC=CC=C1 JDLYKQWJXAQNNS-UHFFFAOYSA-L 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
【発明の詳細な説明】
本発明は加工性が良好で長時間の熱安定性に優れたハロ
ゲン含有樹脂組成物に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a halogen-containing resin composition that has good processability and excellent long-term thermal stability.
ハロゲン含有樹脂、例えば塩化ビニル樹脂は成型加工時
及び使用時の加熱又は光により分子鎖内で脱塩酸反応に
基因する分解反応を起し、その結果、着色、機械的強度
の劣化がみられ、このような欠点を避けるために安定剤
が添カロされている。Halogen-containing resins, such as vinyl chloride resins, undergo decomposition reactions in their molecular chains due to dehydrochloric acid reactions due to heat or light during molding and use, resulting in discoloration and deterioration of mechanical strength. To avoid such drawbacks, stabilizers are added.
ハロゲン含有樹脂用安定剤としては、鉛系、カドミウム
系、亜鉛系、アルカリ土類金属系或いは有機錫系の安定
剤が開発され使用されているが、最近は重金属による環
境衛生面においての汚染が問題となり、特に鉛系、カド
ミウム系安定剤は極めて毒性が強いため使用が規制され
るにいたっている。As stabilizers for halogen-containing resins, lead-based, cadmium-based, zinc-based, alkaline earth metal-based, or organotin-based stabilizers have been developed and used, but recently, heavy metals have caused pollution in terms of environmental hygiene. This has become a problem, and the use of lead-based and cadmium-based stabilizers in particular has been regulated because they are extremely toxic.
また有機錫系安定剤は高価でかつ価格変動が激しいため
経済的な制約がある。In addition, organic tin stabilizers are expensive and subject to rapid price fluctuations, so there are economic constraints.
か３る実情を勘案して、鉛系、カドミウム系安定剤から
安価でかつ無毒或いは低毒性の亜鉛系、アルカリ土類金
属系の安定剤に移行しつＳあるがこれらの安定剤の組合
せでは成型力ロエ時に着色をもたらしたり、熱安定性が
不充分のため改善が強く要望されている。Taking these three circumstances into consideration, there is a shift from lead-based and cadmium-based stabilizers to inexpensive, non-toxic or low-toxic zinc-based and alkaline earth metal-based stabilizers, but the combination of these stabilizers There is a strong demand for improvement because it causes coloring during molding and has insufficient thermal stability.
熱安定性を改善するために、種々の添カロ剤の開発がな
され、例えばエポキシ系、亜りん酸エステル系、多価ア
ルコール系などが用いられている。In order to improve thermal stability, various calorific additives have been developed, such as epoxy-based, phosphorous acid ester-based, and polyhydric alcohol-based additives.
しかしながら、これらは熱安定性、初期着色、透明性を
必ずしも満足するものは得られていない。However, none of these has necessarily satisfied thermal stability, initial coloring, and transparency.
またアミノ酸、アミノ酸誘導体及びこれらの金属塩を安
定化剤として使用する試みがすでになされている←特公
昭４９−１６１０９゜若公昭５１−３９９８８．特開昭
５Ｑ−９１６４９）が必ずしも熱安定性などを満足する
ものではない。In addition, attempts have already been made to use amino acids, amino acid derivatives, and their metal salts as stabilizers. JP-A-5Q-91649) does not necessarily satisfy thermal stability and the like.
然るに、本発明者は種々研究した結果、アミノ酸誘導体
の中でも、下記一般式で示されるＮ−置換メチオニン及
びその亜鉛塩、アルカリ土類金属塩を亜鉛系、アルカリ
土類金属系安定剤と共にハロゲン含有樹脂に添加すると
、メチオニンにみられる分散性不良、初期着色がなくか
つ熱安定性において格段に優れたハロゲン含有樹脂組成
物が得られることを見い出し本発明を完成した。However, as a result of various studies, the present inventor found that, among amino acid derivatives, N-substituted methionine represented by the following general formula and its zinc salt and alkaline earth metal salt are combined with halogen-containing stabilizers along with zinc and alkaline earth metal stabilizers. The present inventors have discovered that when added to a resin, a halogen-containing resin composition can be obtained that is free from the poor dispersibility and initial coloration seen with methionine and has significantly superior thermal stability.
ＣＨ３Ｓ ＣＨ２ＣＨ２ＣＨＣＯＯＭ
ＨＲ
（但し、Ｒは炭素数１〜２２の飽和又は不飽和の炭化水
素基又は炭素数２〜２２のアシル基、Ｍは水素原子又は
７Ｍ１．Ｍｌは亜鉛、アルカリ土類金属を示す）。CH3S CH2CH2CHCOOM HR (However, R is a saturated or unsaturated hydrocarbon group having 1 to 22 carbon atoms or an acyl group having 2 to 22 carbon atoms, M is a hydrogen atom, or 7M1.Ml represents zinc or an alkaline earth metal) .
上記一般式表示のＮ−置換メチオニンはメチオニンとハ
ロゲン化アルキル、ハロゲン化アルケニル、アシルハラ
イドをアルカリ触媒の存在下に、液体媒中で反応させる
ことにより得られる。The N-substituted methionine represented by the above general formula can be obtained by reacting methionine with an alkyl halide, an alkenyl halide, or an acyl halide in the presence of an alkali catalyst in a liquid medium.
金属塩はＮ−置換メチオニンを当該金属の酸化物、水酸
化物、アルコキシド又は弱酸塩と液体媒中で反応させる
か或いは、該Ｎ−置換メチオニンのアルカリ金属塩と当
該金属の水溶性塩との複分解反応により得られる。Metal salts are prepared by reacting an N-substituted methionine with an oxide, hydroxide, alkoxide or weak acid salt of the metal in a liquid medium, or by reacting an alkali metal salt of the N-substituted methionine with a water-soluble salt of the metal. Obtained by metathesis reaction.
本発明におけるＮ−置換メチオニン及びその亜鉛塩、ア
ルカリ土類金属塩の代表例は、Ｎ−アセチルメチオニン
、Ｎ−ラウリルメチオニン、Ｎラウロイルメチオニン、
Ｎ−ステアロイルメチオニン、Ｎ−ミリスチルメチオニ
ン、牛脂脂肪酸アシルメチオニンなど及びこれらの亜鉛
塩、カルシウム塩、マグネシウム塩、バリウム塩などが
挙げられる。Representative examples of N-substituted methionine and its zinc salt and alkaline earth metal salt in the present invention include N-acetylmethionine, N-laurylmethionine, N-lauroylmethionine,
Examples include N-stearoylmethionine, N-myristylmethionine, tallow fatty acid acylmethionine, and their zinc salts, calcium salts, magnesium salts, barium salts, and the like.
またその光学異性体に関係なく用いることができる。Moreover, it can be used regardless of its optical isomer.
本発明における亜鉛系又はアルカリ土類金属系安定剤と
しては、この分野でよく知られている化合物であればい
かなるものであってもよく、例えば、当該金属の脂肪酸
塩（例えばステアリン酸亜鉛、ステアリン酸バリウム、
ステアリン酸カルシウム、ラウリン酸マグネシウム等）
、当該金属のフェルレート（例えばバリウムノニルフェ
ルレート、安息香酸亜鉛等）、炭酸カルシウム、ケイ酸
カルシウム、ケイ酸マグネシウム等が挙げられる。The zinc-based or alkaline earth metal-based stabilizer in the present invention may be any compound well known in this field, such as fatty acid salts of the metal (e.g., zinc stearate, stearate). barium acid,
calcium stearate, magnesium laurate, etc.)
, ferrates of the metals (for example, barium nonylferrate, zinc benzoate, etc.), calcium carbonate, calcium silicate, magnesium silicate, and the like.
ハロゲン含有樹脂に対して各成分の添加量は、ハロゲン
含有樹脂１００重量部に対して、亜鉛系、アルカリ土類
金属系の安定剤の種類にもよるが０．１〜１０重量部、
本発明のＮ−置換メチオニン０、０５〜５．０重量部好
ましくは０．１〜３．０重量部又はＮ−置換メチオニン
の金属塩０．１〜１０重量部好ましくは０．５〜５．０
重量部であり、更にＮ−置換メチオニン及びその金属塩
を２種以上併用してもよい。The amount of each component added to the halogen-containing resin is 0.1 to 10 parts by weight, depending on the type of zinc-based or alkaline earth metal-based stabilizer, per 100 parts by weight of the halogen-containing resin.
0.05 to 5.0 parts by weight of the N-substituted methionine of the present invention, preferably 0.1 to 3.0 parts by weight, or 0.1 to 10 parts by weight of a metal salt of N-substituted methionine, preferably 0.5 to 5.0 parts by weight. 0
Parts by weight, and two or more types of N-substituted methionine and metal salts thereof may be used in combination.
勿論、これらの他に必要に応じて可塑剤、顔料、増量剤
などの添加剤を配合することは伺等差し支えない。Of course, in addition to these, additives such as plasticizers, pigments, and fillers may be added as necessary.
本発明にいうハロゲン含有樹肪とは、例えばハロゲン化
ビニル、ハロゲン化ビニリデンなどの重合により得られ
る単独及び共重合体並びにこれらの共重合可能な化合物
との共重合体、例えば塩化ビニル−エチレン共重合体、
更にはポリエチレン、ポリプロピレンなどのポリオレフ
ィン樹脂をハロゲン化して得られた樹脂、例えば塩素化
ポリエチレン、塩素化ポリプロピレンや微量のハロゲン
系触媒を不純物として含有するポリオレフィンなどを含
むものである。The halogen-containing resin referred to in the present invention includes, for example, homopolymers and copolymers obtained by polymerizing vinyl halides, vinylidene halides, etc., and copolymers with compounds capable of copolymerizing these, such as vinyl chloride-ethylene copolymers. polymer,
Furthermore, it includes resins obtained by halogenating polyolefin resins such as polyethylene and polypropylene, such as chlorinated polyethylene, chlorinated polypropylene, and polyolefins containing trace amounts of halogen catalysts as impurities.
以下、実施例により具体的に説明する。Hereinafter, this will be explained in detail using examples.
尚、以下の実施例で使用したポリ塩化ビニルはｒＥＰ１
０３Ｊ（商品名、日本ゼオン■製、平均重合度１０５０
）である。The polyvinyl chloride used in the following examples was rEP1.
03J (trade name, manufactured by Nippon Zeon ■, average degree of polymerization 1050
).
実施例 １
ポリ塩化ビニル１００部に対して、ジオクチルフクレー
ト５０部、Ｚｎ−ステアレート１．０部、Ｃａステアレ
ー１−１．０部、Ｎ−置換メチオニン０．５部を添加混
合し、１７０℃のロールで５分間混練し、厚さ０．５間
の試験シートを作成した。Example 1 To 100 parts of polyvinyl chloride, 50 parts of dioctyl fucrate, 1.0 part of Zn-stearate, 1-1.0 part of Ca stearate, and 0.5 part of N-substituted methionine were added and mixed. The mixture was kneaded for 5 minutes with a roll at 0.9°C to prepare a test sheet with a thickness of 0.5 mm.
これを一定時間毎に１６０℃のギヤーオープンから取り
出し熱安定性を調べた。This was taken out from the gear open at 160° C. at regular intervals and its thermal stability was examined.
また試験シートを数枚重ね、１６０℃、１００ｋｇ／ｆ
ｆｌ 、 ２０分間の熱プレスを行い、厚さ３ｍｍのシ
ートの初期着色、透明性を調べた。In addition, several test sheets were stacked at 160℃ and 100kg/f.
After hot pressing for 20 minutes, the initial coloring and transparency of the 3 mm thick sheet were examined.
比較のために金属石けん単独、Ｎ−置換メチオニン以外
のＮ−置換アミノ酸及びメチオニンを配合した場合の試
験結果を併せて表１に示した。For comparison, test results are shown in Table 1 when metal soap was used alone and when methionine and an N-substituted amino acid other than N-substituted methionine were mixed.
表１から、Ｎ−置換メチオニン配合系の熱安定性が比較
例に比して著しく良好であることが了解されよう。It can be seen from Table 1 that the thermal stability of the N-substituted methionine blend system is significantly better than that of the comparative example.
実施例 ２
実施例１と同様の評価方法によりＮ−置換メチオニンの
金属塩について調べた。Example 2 Metal salts of N-substituted methionine were investigated using the same evaluation method as in Example 1.
比較のために金属石けん単独、Ｎ−置換メチオニン以外
のＮ−置換アミノ酸の金属塩を配合した場合の試験結果
を併せて表２に示した。For comparison, Table 2 also shows test results when metal soap was used alone and when a metal salt of an N-substituted amino acid other than N-substituted methionine was mixed.
尚、Ｎ−置換メチオニン及びＮ−置換アミノ酸の金属含
量を金属石けん換算とした。Note that the metal content of N-substituted methionine and N-substituted amino acid was calculated in terms of metal soap.
表２から、Ｎ−置換メチオニンの亜鋭塩或いはアルカリ
土類金属塩の配合系が比較例に比して優れていることが
判る。From Table 2, it can be seen that the combination system of subacute salt or alkaline earth metal salt of N-substituted methionine is superior to the comparative example.
実施例 ３
実施例１と同様の評価方法により、Ｚｎ−ステアレート
をＺｎ−ナフトネート又はＺｎ−ベンゾエートにＣａ−
ステアレートをＣａ−シリケートに夫々代替してＮ−置
換メチオニン及びＮ−置換メチオニンの金属塩の効果に
ついて調べた。Example 3 Using the same evaluation method as in Example 1, Zn-stearate was converted into Zn-naphtonate or Zn-benzoate with Ca-
The effects of N-substituted methionine and metal salts of N-substituted methionine were investigated by replacing stearate with Ca-silicate.
比較のためにＮ−置換メチオニン及びその金属塩無添加
、Ｎ−置換メチオニン以外のアミノ酸及びその金属塩を
添加した結果を併せて表３に示した。For comparison, Table 3 also shows the results obtained when N-substituted methionine and its metal salt were not added and when amino acids other than N-substituted methionine and its metal salt were added.
表３から、Ｎ−置換メチオニン及びＮ−置換メチオニン
の金属塩配合の熱安定性が比較例に比して著しく良好で
あることが了解されよう。It can be seen from Table 3 that the thermal stability of the N-substituted methionine and the metal salt formulation of N-substituted methionine is significantly better than that of the comparative example.
Claims (1)
属系安定剤と共に、ｂ下記一般式で示されるＮ−置換メ
チオニン又はその金属塩を添加することを特徴とする安
定化されたハロゲン含有樹脂組成物。 ＣＨ３ＳＣＨ２ＣＨ２ＣＨＣ００Ｍ ＨＲ （但し、Ｒは炭素数１〜２２の飽和又は不飽和の炭化水
素基又は炭素数２〜２２のアシル基、Ｍは水素原子又は
イＭミＭ１は亜鉛、アルカリ土類金属を示す）。[Scope of Claims] 1. Stabilization characterized by adding, to a halogen-containing resin, a zinc-based or alkaline earth metal-based stabilizer and b N-substituted methionine or a metal salt thereof represented by the following general formula. halogen-containing resin composition. CH3SCH2CH2CHC00M HR (However, R is a saturated or unsaturated hydrocarbon group having 1 to 22 carbon atoms or an acyl group having 2 to 22 carbon atoms, M is a hydrogen atom, or M1 represents zinc or an alkaline earth metal.) .
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15836379A JPS5856542B2 (en) | 1979-12-06 | 1979-12-06 | Stabilized halogen-containing resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP15836379A JPS5856542B2 (en) | 1979-12-06 | 1979-12-06 | Stabilized halogen-containing resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5681349A JPS5681349A (en) | 1981-07-03 |
| JPS5856542B2 true JPS5856542B2 (en) | 1983-12-15 |
Family
ID=15670035
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15836379A Expired JPS5856542B2 (en) | 1979-12-06 | 1979-12-06 | Stabilized halogen-containing resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5856542B2 (en) |
-
1979
- 1979-12-06 JP JP15836379A patent/JPS5856542B2/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5681349A (en) | 1981-07-03 |
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