JPH04117452A - Polyphenylene ether resin composition - Google Patents
Polyphenylene ether resin compositionInfo
- Publication number
- JPH04117452A JPH04117452A JP23613490A JP23613490A JPH04117452A JP H04117452 A JPH04117452 A JP H04117452A JP 23613490 A JP23613490 A JP 23613490A JP 23613490 A JP23613490 A JP 23613490A JP H04117452 A JPH04117452 A JP H04117452A
- Authority
- JP
- Japan
- Prior art keywords
- polyphenylene ether
- ether resin
- resin
- resin composition
- present
- 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
Links
- 229920001955 polyphenylene ether Polymers 0.000 title claims abstract description 32
- 239000011342 resin composition Substances 0.000 title claims description 18
- 239000003963 antioxidant agent Substances 0.000 claims abstract description 20
- 229920005989 resin Polymers 0.000 claims abstract description 20
- 239000011347 resin Substances 0.000 claims abstract description 20
- 230000003078 antioxidant effect Effects 0.000 claims abstract description 10
- 125000001741 organic sulfur group Chemical group 0.000 claims description 8
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 abstract description 5
- 238000007254 oxidation reaction Methods 0.000 abstract description 5
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 abstract description 2
- 229920001577 copolymer Polymers 0.000 abstract description 2
- 229920001519 homopolymer Polymers 0.000 abstract description 2
- 238000013329 compounding Methods 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- -1 polyphenylene Polymers 0.000 description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 238000002845 discoloration Methods 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 125000001183 hydrocarbyl group Chemical group 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 description 1
- IKEHOXWJQXIQAG-UHFFFAOYSA-N 2-tert-butyl-4-methylphenol Chemical compound CC1=CC=C(O)C(C(C)(C)C)=C1 IKEHOXWJQXIQAG-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- PWWSSIYVTQUJQQ-UHFFFAOYSA-N distearyl thiodipropionate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCCCCCCC PWWSSIYVTQUJQQ-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 239000002530 phenolic antioxidant Substances 0.000 description 1
- 229920005668 polycarbonate resin Polymers 0.000 description 1
- 239000004431 polycarbonate resin Substances 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 238000001028 reflection method Methods 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- MZHULIWXRDLGRR-UHFFFAOYSA-N tridecyl 3-(3-oxo-3-tridecoxypropyl)sulfanylpropanoate Chemical compound CCCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCCC MZHULIWXRDLGRR-UHFFFAOYSA-N 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、ポリフェニレンエーテル系樹脂組成物に関す
るものであり、詳しくは、熱酸化による変色が充分に抑
制されたポリフェニレンエーテル系樹脂組成物に関する
ものである。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a polyphenylene ether resin composition, and more particularly, to a polyphenylene ether resin composition in which discoloration due to thermal oxidation is sufficiently suppressed. It is.
ポリフェニレンエーテルは、米国特許第3,306.8
74号、同第3,306,875号、同第3,257,
357号および同第3,257゜358号の各明細書あ
るいは特開昭50−126800公報等の種々の公知文
献に開示されている公知の樹脂である。Polyphenylene ether is disclosed in U.S. Patent No. 3,306.8.
No. 74, No. 3,306,875, No. 3,257,
It is a known resin disclosed in various known documents such as the specifications of No. 357 and No. 3,257.
ポリフェニレンエーテルは、高い軟化点(熱変形温度で
約180℃)を有する有用な熱可塑性樹脂であり、耐熱
性を要求される多くの産業上の用途に有用である。しか
し、それだけに、ポリフェニレンエーテルを含有する樹
脂組成物の製造に際しては、他の汎用的な樹脂に比較し
、より高温度での混練押出が必要とされ、また、成形加
工に於いてもより高い温度が要求される。Polyphenylene ether is a useful thermoplastic resin with a high softening point (heat distortion temperature of about 180° C.), making it useful in many industrial applications requiring heat resistance. However, for this reason, when manufacturing resin compositions containing polyphenylene ether, kneading and extrusion at higher temperatures are required compared to other general-purpose resins, and higher temperatures are also required during molding. is required.
ところで、周知の通り、ポリフェニレンエーテルは、熱
に対して比較的不安定であり、上記のような高い温度で
の混練押出や成形加工により、空気中の酸素により変質
、劣化を受け、黄色ないしは黄褐色の色調を帯びるよう
になる。By the way, as is well known, polyphenylene ether is relatively unstable to heat, and when kneaded and extruded or molded at high temperatures as described above, it is altered and deteriorated by oxygen in the air, causing it to turn yellow or yellow. It will take on a brownish hue.
この様な変質、劣化による着色は、ポリフェニレンエー
チル系樹脂組成物の広範囲な利用を制限するものであり
、従って、高温での熱安定性の改善が要望されている。Such coloration due to alteration and deterioration limits the wide range of use of polyphenylene ethyl resin compositions, and therefore there is a demand for improvement in thermal stability at high temperatures.
従来より、ポリフェニレンエーテルの熱安定化剤として
は、フェノール系酸化防止剤を始め、種々の化合物が提
案されている。Conventionally, various compounds including phenolic antioxidants have been proposed as thermal stabilizers for polyphenylene ether.
例えば、特公昭44−29751号公報によってフォス
ファイト類が、特公昭46−43473号公報等によっ
て立体障害性フェノール(ヒンダードフェノール)又は
立体障害性フェノールと他の化合物との組み合わせが、
特開昭49−23846号公報等によって高分子量フォ
スファイト類が、それぞれ開示されている。For example, Japanese Patent Publication No. 44-29751 discloses phosphites, and Japanese Patent Publication No. 46-43473 discloses sterically hindered phenol (hindered phenol) or a combination of sterically hindered phenol and other compounds.
High molecular weight phosphites are disclosed in JP-A-49-23846 and the like.
しかしながら、上記のように多くの熱安定化剤が提案さ
れているにも拘らず、実用的に満足し得る熱安定性を有
し、高温での着色が充分に抑制されたポリフェニレンエ
ーテル系樹脂組成物は、未だ見出されていないのが実情
である。However, although many heat stabilizers have been proposed as described above, polyphenylene ether resin compositions have practically satisfactory heat stability and sufficiently suppress coloring at high temperatures. The reality is that things have not yet been discovered.
本発明は、ポリフェニレンエーテル系樹脂の熱安定性を
一層改善し、高温での着色が充分に抑制されたポリフェ
ニレンエーテル系樹脂組成物の提供を目的としたもので
ある。The present invention aims to provide a polyphenylene ether resin composition that further improves the thermal stability of the polyphenylene ether resin and sufficiently suppresses discoloration at high temperatures.
本発明者等は、上記目的を達成すべく種々検討を重ねた
結果、ある特定の酸化防止剤を組み合わせて使用するこ
とにより、上記の目的を容易に達成し得るとの知見を得
、本発明の完成に至った。As a result of various studies to achieve the above object, the present inventors have found that the above object can be easily achieved by using certain antioxidants in combination, and the present invention has been made. has been completed.
即ち、本発明の要旨は、ポリフェニレンエーテル系樹脂
に有機イオウ系酸化防止剤と下記構造式(I〕で表わさ
れる有機リン化合物とを含有させて成ることをと特徴と
するポリフェニレンエーテル系組成物に存する。That is, the gist of the present invention is to provide a polyphenylene ether composition comprising a polyphenylene ether resin containing an organic sulfur antioxidant and an organic phosphorus compound represented by the following structural formula (I). Exists.
H 以下、本発明の詳細な説明する。H The present invention will be explained in detail below.
本発明において、ポリフェニレンエーテル系樹脂とは、
下記の一般式〔■〕で示される、単環式フェノールの一
種以上を重縮合して得られるポリフェニレンエーテルを
包含する。In the present invention, the polyphenylene ether resin is
It includes polyphenylene ethers obtained by polycondensing one or more monocyclic phenols represented by the following general formula [■].
〔式中、A1.A2 、A3 、A4は、それぞれ、水
素原子、ハロゲン原子、炭化水素基、置換炭化水素基、
炭化水素オキシ基を表わし、nは100以上の整数を表
わす。〕
前記ポリフェニレンエーテルは、単独重合体であっても
共重合体であってもよい。更に、本発明に於けるポリフ
ェニレンエーテル系樹脂という定義は、前記ポリフェニ
レンエーテルと他の種類の重合体、例えば、ポリスチレ
ン樹脂、ABS樹脂、ポリエステル樹脂、ポリカーボネ
ート樹脂、ポリエチレン、ポリプロピレン等のポリオレ
フィン系樹脂やその他の樹脂を混合して得られる組成物
をも包含することを意味する。[In the formula, A1. A2, A3, and A4 are each a hydrogen atom, a halogen atom, a hydrocarbon group, a substituted hydrocarbon group,
It represents a hydrocarbon oxy group, and n represents an integer of 100 or more. ] The polyphenylene ether may be a homopolymer or a copolymer. Furthermore, the definition of polyphenylene ether resin in the present invention includes the polyphenylene ether and other types of polymers, such as polyolefin resins such as polystyrene resin, ABS resin, polyester resin, polycarbonate resin, polyethylene, and polypropylene, and others. This means that it also includes compositions obtained by mixing resins.
前記−数式〔■〕で示されるポリフェニレンエーテルと
しては、例えば、ポリ(2,6−シメチルー1,4−)
ユニレン)エーテル、ポリ(2,6−ダニチル−1,4
−フエニレン)エーテル、ポリ(2゜6−ジプロビルー
1,4−フェニレン)エーテル、ポリ(2−メチル−6
−エチル−1,4−フエニレン)エーテル、ポリ(2−
メチル−6−ブロビルー1,4−フェニレン)エーテル
、ポリ(2−エチル−6−ブロビルー1,4−)ユニレ
ン)エーテル等が挙げられる。As the polyphenylene ether represented by the formula [■], for example, poly(2,6-cymethyl-1,4-)
unilene) ether, poly(2,6-danityl-1,4
-phenylene) ether, poly(2゜6-diprobyl-1,4-phenylene) ether, poly(2-methyl-6)
-ethyl-1,4-phenylene)ether, poly(2-
Methyl-6-broby-1,4-phenylene) ether, poly(2-ethyl-6-broby-1,4-)unilene) ether, and the like.
本発明の樹脂組成物がポリフェニレンエーテル以外に上
述の他の種類の重合体を樹脂成分として含有する場合に
は、樹脂成分中に占めるポリフェニレンエーテルの割合
は、樹脂組成物の使用目的によって異なるが、通常は5
重量%以上である。When the resin composition of the present invention contains other types of polymers other than polyphenylene ether as a resin component, the proportion of polyphenylene ether in the resin component varies depending on the purpose of use of the resin composition, Usually 5
% by weight or more.
本発明のポリフェニレンエーテル系樹脂組成物は、前記
のポリフェニレンエーテル系樹脂に有機イオウ系酸化防
止剤と前記構造式CI)で表わされる有機リン化合物と
を含有させて成る。The polyphenylene ether resin composition of the present invention comprises the polyphenylene ether resin containing an organic sulfur antioxidant and an organic phosphorus compound represented by the structural formula CI).
有機イオウ系酸化防止剤は、樹脂の酸化防止剤、特に、
酸化過程で生成する活性なラジカルを捕捉して安定化す
る所謂二次酸化防止剤として周知であり、本発明におい
ては、従来公知の何れの有機イオウ系酸化防止剤をも使
用し得る。Organic sulfur-based antioxidants are antioxidants for resins, especially
It is well known as a so-called secondary antioxidant that captures and stabilizes active radicals generated in the oxidation process, and any conventionally known organic sulfur-based antioxidant can be used in the present invention.
有機イオウ系酸化防止剤の具体例としては、ジラウリル
−3,3′−チオジプロピオネート、シミリスチル−3
,3′−チオジプロピオネート、ジステアリル−3,3
′−チオジプロピオネート、ペンタエリスリトルーテト
ラキス−(β−ラウリルチオプロピオネート)、ジトリ
デシル−3,3′−チオジプロピオネート、2−メルカ
プトベンズイミダゾール、2,2−チオ−ジエチレンビ
ス〔3(3,5−ジ−t−ブチル−4−ヒドロキシフェ
ニル)プロピオネート〕、2,2−チオビス(4−メチ
ル−6−t−ブチルフェノールL2,4−ビス(n−オ
クチルチオ)−6−(4−ヒドロキシ−3,5−ジ−t
−ブチルアニリノ) −1,3,5−)−リアジン等が
例示される。Specific examples of organic sulfur-based antioxidants include dilauryl-3,3'-thiodipropionate and similystyl-3.
, 3'-thiodipropionate, distearyl-3,3
'-thiodipropionate, pentaerythritr-tetrakis-(β-laurylthiopropionate), ditridecyl-3,3'-thiodipropionate, 2-mercaptobenzimidazole, 2,2-thio-diethylenebis[ 3(3,5-di-t-butyl-4-hydroxyphenyl)propionate], 2,2-thiobis(4-methyl-6-t-butylphenol L2,4-bis(n-octylthio)-6-(4 -hydroxy-3,5-di-t
-butylanilino)-1,3,5-)-riazine and the like.
本発明の樹脂組成物中に於ける有機イオウ系酸化防止剤
の配合割合は、樹脂成分100重量部に対して0.01
〜5重量部、好ましくは0.05〜3重量部、更に好ま
しくは0.1〜1重量部である。The blending ratio of the organic sulfur antioxidant in the resin composition of the present invention is 0.01 parts by weight per 100 parts by weight of the resin component.
~5 parts by weight, preferably 0.05 to 3 parts by weight, more preferably 0.1 to 1 part by weight.
前記構造式〔■〕で表わされる有機リン化合物は、化合
物乞が9,10−シバイドロー9−オキサ−10−フォ
スノアフェナンスレン−10−オキサイドであり、これ
自体も、樹脂の酸化防止剤として公知である(例えば、
三光化学株式会社。The organic phosphorus compound represented by the above structural formula [■] is 9,10-cybidelow-9-oxa-10-phosphonoaphenanthrene-10-oxide, which itself can be used as an antioxidant for resins. publicly known (for example,
Sanko Kagaku Co., Ltd.
商品名rHcAj )。Product name rHcAj).
本発明の樹脂組成物中に於ける上記の有機リン化合物の
配合割合は、樹脂成分100重量部に対して0.01〜
5重量部、好ましくは0.05〜3重量部、更に好まし
くは0.1−1重量部である。The blending ratio of the above organic phosphorus compound in the resin composition of the present invention is from 0.01 to 100 parts by weight of the resin component.
5 parts by weight, preferably 0.05-3 parts by weight, more preferably 0.1-1 parts by weight.
上記の各酸化防止剤を樹脂に含有せしめる方法は、特に
規制はなく、任意の方法を採用し得る。There are no particular restrictions on the method of incorporating each of the above antioxidants into the resin, and any method may be employed.
本発明のポリフェニレンエーテル系樹脂組成物は、特定
の酸化防止剤の組合せ使用により、後記実施例に示すよ
うに、熱酸化による変色が効果的に抑制される。In the polyphenylene ether resin composition of the present invention, discoloration due to thermal oxidation is effectively suppressed by using a combination of specific antioxidants, as shown in Examples below.
従って、本発明の樹脂組成物は、ポリフェニレンエーテ
ル系樹脂組成物が従来から使用されていた用途、例えば
、フィルム、シート、繊維成形品等に加工する各種の用
途に極めて有用である。Therefore, the resin composition of the present invention is extremely useful for various applications in which polyphenylene ether resin compositions have been conventionally used, such as processing into films, sheets, fiber molded products, etc.
以下、本発明を実施例を挙げて更に詳細に説明するが、
本発明は、その要旨を超えない限り以下の実施例に限定
されるものではない。Hereinafter, the present invention will be explained in more detail with reference to examples.
The present invention is not limited to the following examples unless it exceeds the gist thereof.
実施例1〜3及び比較例1〜5
固有粘度0.52dl/g (25°C、クロロホムル
中)のポリ(2,6−シメチルー1,4−フェニレン)
エーテル50重量部と重量平均分子量が2.8 X 1
05のポリスチレン50重量部からなる樹脂組成物に対
し、表−1に記載の各種の酸化防止剤を配合し、ヘンシ
ェルミキサーを用いて充分混合して組成物を得た。Examples 1-3 and Comparative Examples 1-5 Poly(2,6-dimethyl-1,4-phenylene) with intrinsic viscosity 0.52 dl/g (25°C, in chloroform)
50 parts by weight of ether and weight average molecular weight of 2.8 x 1
Various antioxidants shown in Table 1 were added to a resin composition consisting of 50 parts by weight of polystyrene No. 05 and thoroughly mixed using a Henschel mixer to obtain a composition.
シリンダー最高温度が280℃に設定された2軸押比機
(東芝機械製TEM−50)を用い、上記の組成物をペ
レット化し、次いで、シリンダーの最高温度が250°
Cに設定された射出成形機(8機製作所製5J−35C
)を用い、62×74 X 2.5 mmのプレートサ
ンプルに成形した。The above composition was pelletized using a twin-screw press ratio machine (TEM-50 manufactured by Toshiba Machine) with a cylinder maximum temperature of 280°C, and then the cylinder maximum temperature was set at 250°C.
Injection molding machine set to C (5J-35C manufactured by 8-ki Seisakusho)
) to form a plate sample of 62 x 74 x 2.5 mm.
各プレートサンプルについて、その色調(Yl値)をス
ガ試験機製SMカラーコンピューターを用いた白板おさ
え反射法にて測定し、その結果を表−1に示した。The color tone (Yl value) of each plate sample was measured by a white plate reflection method using an SM color computer manufactured by Suga Test Instruments, and the results are shown in Table 1.
Yl値は、その数値が小さいもの程、黄味着色の程度が
少ないことを意味する。The smaller the Yl value, the lower the degree of yellowing.
表−1から明らかなように、実施例1〜3に比べて、H
CAのみの場合(比較例1)、有機イオウ系酸化防止剤
にHCA以外の有機リン化合物系酸化防止剤を併用した
場合(比較例2〜4)及びHCAに有機イオウ化合物で
はなくヒンダードフェノール系酸化防止剤を併用した場
合(比較例5)は、いずれも、混練および成形加工時の
変色が大きく、従って、Yl値は高くなっている。As is clear from Table 1, compared to Examples 1 to 3, H
CA alone (Comparative Example 1), organic sulfur-based antioxidants and organic phosphorus compound-based antioxidants other than HCA (Comparative Examples 2-4), and HCA with hindered phenol-based antioxidants instead of organic sulfur compounds. When an antioxidant was used in combination (Comparative Example 5), the discoloration during kneading and molding was large, and therefore the Yl value was high.
(以下、余白)
〔発明の効果〕
以上説明した本発明によれば、熱酸化による着色が充分
に抑制されたポリフェニレンエーテル系樹脂組成物が提
供され、本発明は、高品質のポリフェニレンエーテル系
樹脂製品の製造分野に寄与するところ大である。(Hereinafter, blank spaces) [Effects of the Invention] According to the present invention described above, a polyphenylene ether resin composition in which coloration due to thermal oxidation is sufficiently suppressed is provided. It will greatly contribute to the field of product manufacturing.
出願人 三菱化成ポリチック株式会社 代理人 弁理士 岡 1)数 彦Applicant: Mitsubishi Kasei Polytech Co., Ltd. Agent: Patent Attorney Oka 1) Kazuhiko
Claims (1)
化防止剤と下記構造式〔 I 〕で表わされる有機リン化
合物とを含有させて成ることを特徴とするポリフェニレ
ンエーテル系樹脂組成物。 ▲数式、化学式、表等があります▼〔 I 〕(1) A polyphenylene ether resin composition comprising a polyphenylene ether resin containing an organic sulfur antioxidant and an organic phosphorus compound represented by the following structural formula [I]. ▲There are mathematical formulas, chemical formulas, tables, etc.▼〔I〕
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP23613490A JPH04117452A (en) | 1990-09-06 | 1990-09-06 | Polyphenylene ether resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP23613490A JPH04117452A (en) | 1990-09-06 | 1990-09-06 | Polyphenylene ether resin composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH04117452A true JPH04117452A (en) | 1992-04-17 |
Family
ID=16996267
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP23613490A Pending JPH04117452A (en) | 1990-09-06 | 1990-09-06 | Polyphenylene ether resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH04117452A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1000624A1 (en) * | 1998-10-13 | 2000-05-17 | Schill & Seilacher GmbH & Co. | Use of DOP as antioxidant, anti-ageing additive and medicament |
WO2002018493A1 (en) * | 2000-08-30 | 2002-03-07 | Asahi Kasei Kabushiki Kaisha | Curable resin composition |
JP2016176072A (en) * | 2015-03-20 | 2016-10-06 | 旭化成株式会社 | Light reflection component and automobile lamp reflection component |
US9822240B1 (en) | 2016-09-30 | 2017-11-21 | Asahi Kasei Kabushiki Kaisha | Light reflective parts and reflective parts for automobile lamp |
US10723840B2 (en) | 2016-01-08 | 2020-07-28 | Asahi Kasei Kabushiki Kaisha | Polyphenylene ether and resin composition |
-
1990
- 1990-09-06 JP JP23613490A patent/JPH04117452A/en active Pending
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP1000624A1 (en) * | 1998-10-13 | 2000-05-17 | Schill & Seilacher GmbH & Co. | Use of DOP as antioxidant, anti-ageing additive and medicament |
WO2002018493A1 (en) * | 2000-08-30 | 2002-03-07 | Asahi Kasei Kabushiki Kaisha | Curable resin composition |
JP2016176072A (en) * | 2015-03-20 | 2016-10-06 | 旭化成株式会社 | Light reflection component and automobile lamp reflection component |
US10723840B2 (en) | 2016-01-08 | 2020-07-28 | Asahi Kasei Kabushiki Kaisha | Polyphenylene ether and resin composition |
US9822240B1 (en) | 2016-09-30 | 2017-11-21 | Asahi Kasei Kabushiki Kaisha | Light reflective parts and reflective parts for automobile lamp |
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