JPS59100139A - Polyphenylene sulfide resin composition - Google Patents
Polyphenylene sulfide resin compositionInfo
- Publication number
- JPS59100139A JPS59100139A JP21045682A JP21045682A JPS59100139A JP S59100139 A JPS59100139 A JP S59100139A JP 21045682 A JP21045682 A JP 21045682A JP 21045682 A JP21045682 A JP 21045682A JP S59100139 A JPS59100139 A JP S59100139A
- Authority
- JP
- Japan
- Prior art keywords
- group
- polyphenylene sulfide
- sulfide resin
- carbon black
- weight
- 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
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
本発明はポリフェニレンチルファイド格↑脂組成物、特
には耐候性の改良されたポリフェニレンザルファイド樹
脂ポ１１成物に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a polyphenylene sulfide resin composition, particularly to a polyphenylene sulfide resin composition having improved weather resistance.
ポリフェニレンサルファイド樹脂（Ｊａ下ＰＰＳと略記
″ｆる）は耐熱性−耐薬品性−耐熱性がきわめてすぐれ
た熱ｂｌ塑性樹脂として実用に供されているものである
が、これには耐候性がわるいという欠沖があるため、耐
候性の要求される分野への応用が制限されるという不利
があった。Polyphenylene sulfide resin (abbreviated as PPS) is used in practical use as a thermobl plastic resin with excellent heat resistance, chemical resistance, and heat resistance, but it has poor weather resistance. This disadvantage has the disadvantage of limiting its application to fields where weather resistance is required.
そのため−このＰＰＳについては一般に合成樹脂類の耐
候性向上手段として公知とされている方法によってその
耐候性を改善するという試みがなさり、ているが、これ
らの公知手段の適用はその効果が小さく、このＧ１」題
は未だに解決されていない。Therefore, attempts have been made to improve the weather resistance of PPS by methods that are generally known as methods for improving the weather resistance of synthetic resins, but the effects of applying these known methods are small. , this G1 issue has not yet been resolved.
本発明はこのような不利を解決した。＠′にすぐれた耐
候性をもつｐｐｓ組成物に関゛するものであり−これは
イ）ＰＰＳ１００東量部−口）平均粒子径が３０１ｒＬ
／１以下のカーボンブラック０．１〜５０重喰部および
ハ）カーボンブラッグ以外の充填剤０〜３００重量部か
らなることを特徴とするものである。The present invention overcomes these disadvantages. This relates to a pps composition with excellent weather resistance.
c) 0.1 to 50 parts by weight of carbon black of 0.1 to 1 or less and c) 0 to 300 parts by weight of a filler other than carbon Bragg.
これを説明すると、本発明者らはＰ Ｐ Ｓ （７）耐
候１′Ｌ改良について種々検討の結果−４砲外にもこの
Ｐ Ｐ Ｓ ｖＣ添７Ｊ（］″１″るカーボンブラック
を特にその平均粒子径が３０ ｍμ以下σ〕ものとすれ
ばこの耐候性が改善されることを見出すと共に−これに
ついてはこの柚のカーボンブラックを配合したものにさ
らに抗酸化剤、紫外岑吸収剤として公知の芳香族化合物
−特に七のシリローン誘嚇体を添加すればこの効果がよ
り一層有効に１．ｃることを確認して本発明を完成させ
た。To explain this, the present inventors have conducted various studies regarding the improvement of P P S (7) Weatherability 1'L. It was found that this weather resistance was improved if the average particle size was 30 mμ or less σ], and in this regard, in addition to the compound containing this yuzu carbon black, a well-known antioxidant and ultraviolet absorber was added. The present invention was completed by confirming that this effect becomes even more effective when an aromatic compound, especially the silyrone attractant No. 7, is added.
本発明の組成物を構ｌ５３２するイノ成分としてのＰＰ
Ｓは公知のものであり−これは米国特許第３．３５４，
１２９号明ａ書に１川示されているようにバラジグロロ
ベンゼンと硫化ソーダとの灯自重合反で示される熱−＝
’Ｊ塑性樹脂である。このＰＰＳにつイテハ現在米国フ
ィリップス・ペトロ≠リアム社から′ライドン′という
商標名で市販されているものが広く知られており、これ
には未架槁品としてσ〕ライドンＶ−Ｉ−７ＪＯ槁品と
してのライドンｐ４−ｐ＋３などが知られているが、本
発明の組成物を構成−「る素材としてのＰＰｓはこの未
加橋品、架橋品のいずれであっても−あるいはこれらの
混合物であってもよいが、特に強度を８労とする場合に
は架橋品とすることが好ましい。PP as an inocomponent constituting the composition of the present invention
S is known - this is U.S. Pat. No. 3.354,
As shown in Book No. 129 A, the heat shown in the autopolymerization reaction of Balajiglolobenzene and soda sulfide -=
'J plastic resin. Regarding this PPS, it is widely known that it is currently commercially available from Phillips Petroleum Corporation in the United States under the trade name ``Rydon'', and this includes σ〕Rydon VI-7JO as an unframed product. Rydon p4-p+3 is known as a product, but the PPs as a material constituting the composition of the present invention may be either an uncured product or a crosslinked product, or a mixture thereof. However, it is preferable to use a crosslinked product especially when the strength is 80%.
また、この組成物を構成する口）成分としてのカーボン
ブラックは炭化水素化合物の不完全燃焼あるいはその熱
分解によって得られる平均粒子径が３０ｍ／１以下のも
のであることが必須とされる。Further, it is essential that the carbon black as a component constituting this composition has an average particle diameter of 30 m/1 or less obtained by incomplete combustion of a hydrocarbon compound or its thermal decomposition.
これはそれが３０ｍμ以上であるとＰＰＳの耐候性改良
の効果が小さくなるという不発町名らの実験結果にもと
づくものであるが、このＰ Ｐ Ｓに対する添加ｍはこ
れが少なすぎるとＰＰｓの耐候性改）（争効果が小さく
、これをあまり多くするとこの組１戊物の流動性が低−
トして加工が回帰となり、さらにはこの組成物から得ら
れるｂｙ形品の強度が低下するようになるので、これは
ｐｐｓｉｏｏ重量部に対し０．１〜５０重量部の「シ囲
とする必要がある。This is based on the experimental results of Fuhachichona et al., which showed that the effect of improving the weather resistance of PPS is reduced when it exceeds 30 mμ, but if the m added to PPS is too small, the effect of improving the weather resistance of PPs decreases. ) (The competition effect is small, and if this is increased too much, the liquidity of this group 1 object will be low.
As a result, the processing becomes regression, and furthermore, the strength of the by-shaped products obtained from this composition decreases. There is.
なお、この組成物を構成するハ）成分としての充填剤は
必ずしも必須成分とされろものはなく−これはこの組成
物から得られる成形品ＶＣ機械的強度−耐熱性を付与す
るために必要に応じ添加されろものであるが、これには
ガラス山維−アスベスト繊維、カーボン繊維、シリカ繊
維−シリカ・アルミナ繊維、アルミナ繊維、ジルコニア
繊維−室化はう素繊維、窒化けい素−りほう素繊維、さ
らにはステンレス、アルミニウム、チタン、銅、しんち
ゅう、マグネシウムな、どの合金の繊維状物などの無機
質繊維状物質およびポリアミド−フッ素樹脂、ポリエス
テル、アクリル樹脂などの有機質物のえ費維状物質のほ
か、銅、鉄、ニラ夛ル、亜鉛、丁ず、鉛、ステンレス、
アルミニウム、金、銀。Note that the filler as the c) component constituting this composition is not necessarily an essential component; it is necessary for imparting mechanical strength and heat resistance to the molded product VC obtained from this composition. Depending on the type of material added, these include glass fibers - asbestos fibers, carbon fibers, silica fibers - silica/alumina fibers, alumina fibers, zirconia fibers - boron nitride fibers, silicon nitride - boron fibers. Inorganic fibrous materials such as fibers and fibrous materials of alloys such as stainless steel, aluminum, titanium, copper, brass, and magnesium, and organic fibrous materials such as polyamide-fluororesin, polyester, and acrylic resin. In addition to copper, iron, chives, zinc, cloves, lead, stainless steel,
aluminum, gold, silver.
けい素およびこれらの２棟以上の合金からなる粉状物、
さらにはヒユームドルリカ、沈でんシリカ。Powdered material consisting of silicon and an alloy of two or more of these,
Furthermore, Humdorlica and Precipitated Silica.
けい酸アルミニウム、ガラスピーズ、石英粉末。Aluminum silicate, glass beads, quartz powder.
タルク、酸化チタン−酸化亜鉛、酸化鉄、炭酸カルシウ
ム、けいそう土ｉどが例示される。この充填剤の添７１
０量はこれらを鼠まり多くするとこの組晟物の流動性が
低下してその成形＝工が困難となるのですξれはＰ’Ｐ
Ｓ １”Ｏ０重量部当り′３００重量部以下と***こ
とがよい。 ′ □本発明の組成物は上記□し
たイ）−口）、パノ成分の所だ量番混合′することンよ
っそ得ることができるが、これにはまたその耐候性をよ
り向上する目ＢＥＩ［・おいて、各種の抗酸化剤あるい
は紫外線吸収剤を添加す、ることか好ましい。この抗酸
化剤、紫外線吸収剤は分子中に芳香族環に直結した一Ｏ
Ｈ基、 −ＮＨＲ基（Ｒは水素原子または１価の炭化水
素基）、−５−−−８Ｈ基を少なくとも１個有する芳香
族化合物とすることがよく、これには次式で示されるも
のが例示される。Examples include talc, titanium oxide-zinc oxide, iron oxide, calcium carbonate, diatomaceous earth, and the like. This filler addition 71
If the amount of 0 is too large, the fluidity of this composite will decrease and it will be difficult to mold it. ξ is P'P
It is preferable that the amount is not more than 300 parts by weight per 1"O0 parts by weight. The composition of the present invention can be mixed according to the amount of the pano component as described in □ above. However, it is also preferable to add various antioxidants or ultraviolet absorbers to improve the weather resistance. is 1O directly connected to the aromatic ring in the molecule
It is preferable to use an aromatic compound having at least one H group, -NHR group (R is a hydrogen atom or a monovalent hydrocarbon group), -5--8H group, and this includes those represented by the following formula. is exemplified.
、 、ｔＯ４Ｈ０ｔＱ４Ｈ。, , tO4H0tQ4H.
ＯＨ３
これらの添那剤はＰｐ ｓ ｔ’、’ｏ Ｏ’ｔｆｆｌ
ｆ部に対し１０１ｉ量部以上添加してもその添加効果が
顕著に増加しないので、この添那童はＰＰ５ｒｏＯ唯憬
部に対し−０，１〜１０重肯蔀とすればよい。しかし、
−Ｎ’ＨＲ塞４、− ｓ ４１−、− ＳＩ（基を少な
くとも１個有する炭素数６〜６０の１価の炭化水素基、
Ｒ２は−価の有機基、Ｘは刀口水雰解し得る基、０ （
ａ≦４．０≦ｂ≦３．０≦Ｃ≦３゜０≦ａ ＋ ｂ 十
ｃ≦４〕で示されるり、リコーン誘魂体がさらに好まし
□く−これには下記に示したようなものが例示される。OH3 These additives are Pp s t','o O'tffl
Even if 101 parts or more is added to part f, the effect of the addition does not increase significantly, so this additive may be -0.1 to 10 times higher than the original part of PP5roO. but,
-N'HR4, -s41-, -SI (a monovalent hydrocarbon group having from 6 to 60 carbon atoms having at least one group,
R2 is a -valent organic group, X is a group that can be dissolved in water, 0 (
a≦4.0≦b≦3.0≦C≦3゜0≦a + b Examples are given.
０、（０’Ｈ）
３
１
０−８− （ＯＨ２）３−６ｉ （０−Ｃ−ＯＨ３）３
、■′−曲−（ＯＨ２）３−８１”（ＯＣＨ８）２
−０−３ｉ （ＯＯＨ３ン２（ＯＨ２）３−ＯＣＯＨ
３）３
上記したイ）＝ＣＩ）、ハンの各成分およびこれにさら
に二ン戚りＪケ添加してなる本１狸の組成物は神々の方
ｌｂで調装することができ−これには例えはイノ、口）
ハ９の谷戚竹あるいはイ）−ロフーハフ、二）の各成ｌ
）ｆを均一に混合したのし押出（蚤などを便用してベレ
ット化′ｆる方法、二）■成分が１１機けい素化合物で
ある烏合にはこれをヒユームドシリカなどの衣ｉｊＮこ
処理したのら−これにイ）−〇）−ハ）成分を月−Ｕ′
こｌ昆ａし押出機などでペレ゛ソト化−４−々）方ｌＥ
すどがあげられる。なお、この４ｉ１１Ｊｋ物にさらπ
スデアリン酸あるいはその金１へ塙などの滑剤や、シリ
コーンオイル、ワックス類その他び月−１１り址ハ１］
を冨；１７−１０することは、そり、らが本弁明の効果
をＪｉｌ ｙｊわない１屹Ｕｔ＋であれば１王意とてれ
る。0, (0'H) 3 1 0-8- (OH2)3-6i (0-C-OH3)3
,■'-Song-(OH2)3-81”(OCH8)2
-0-3i (OOH3-2(OH2)3-OCOH
3) 3 The above-mentioned A) = CI), each of the ingredients of Han, and the composition of this 1 raccoon dog, which is made by adding two or more substances to it, can be prepared with the Gods. For example, ino, mouth)
Ha9 Valley Qitake or A) - Rofu Hafu, each of the two)
2) For silica whose ingredients are 11 silicon compounds, this was treated with a coating such as humid silica. Nora-to this a)-〇)-c) component to month-U'
Pelletization using an extruder, etc.)
I can give you sudo. In addition, this 4i11Jk thing also has π
Lubricants such as sudearic acid or its gold 1], silicone oil, waxes, etc.
17-10 is 1 point if it is 1 屹 Ut+ that does not have the effect of this defense.
要するしこ本発明はＰ Ｐ ８に平均粒子イ至が３０ｍ
μ尼エトのカーボンブラックを添刀りしたポ■ＩＤ見物
に関するものであり一特にその耐候性が顕著に改良さハ
、るので、従来ＰＰＳでは困難とされＣいた耐朕件の要
求さり、る用迩１例えはオートバイ部品−農機具部品な
どの応用に有利に使用することができる。The present invention has an average particle diameter of 30 m at P P 8.
This is related to a PID sight coated with PPS carbon black.In particular, its weather resistance has been significantly improved, so it meets the requirements for durability, which was considered difficult with conventional PPS. The first analogy can be advantageously used in applications such as motorcycle parts--agricultural equipment parts.
つぎに本発明の実施例をあげるが一例中の都はいずれも
重量部を示したものである。Next, examples of the present invention will be given, in which all numbers indicate parts by weight.
実施例１
ｐｐｓ架橋品ライうンＰ−ＩＰ−３いずれも米国フィリ
ップ・ベトロリアム着を装・ｔ７１５品名〕しで平均粒
子径がＮｏ〜３０ｍμのカーボンブラックと表ｇｔシた
充填肴１１とを第１表Ｕて示した量で配合し−これらを
−ンシエルミギザーで混合したのら。Example 1 Carbon black with an average particle diameter of No. 30 mμ and filling plate 11 with an average particle diameter of No. 30 mμ were used. The amounts shown in Table 1 were blended and mixed in a stainless steel machine.
シリンダー篇ｊ隻を３００℃としｆ？：祠ｊ出機で混練
し、押出し成形して成形原料用のベレットとじた。If the cylinder part is heated to 300℃, f? : Kneaded using a milling machine, extruded and formed into pellets for forming raw materials.
つキニこのペレ゛ソトをシリンダー’１ＡｉｉｊＪｔ
３１０℃、全型温（Ｊｔｌ ２０℃、射出圧力＋ ００
０４／ｃｒｌとした射出成形機を用いて成形して曲げ強
度：測足用成形品を作り一ついでこれ′ｆｆＪＩｓ
Ａ−１４１５に示されているウエザオメーター条件下で
ウェザ万メーダーによる促進試験を行ない、４０００時
曲唆露後の成影品の曲げ強度−重機減少、厚さ減少を求
めたところ、第１表に示し１ヒとおりの結果が得られた
。Cylinder '1AiijJt this pereisoto
310℃, whole mold temperature (Jtl 20℃, injection pressure + 00
Bending strength by molding using an injection molding machine with 04/crl: A molded product for foot measurement is made in one piece.
An accelerated test was carried out using a weatherometer under the weatherometer conditions shown in A-1415, and the bending strength of the imaged product after 4,000 hours of exposure was determined - the reduction in heavy equipment and the reduction in thickness. The same results as shown in the table were obtained.
なお−この第１表には上記したカーボンブラックを添加
しなかった場合（比較例］）、平均粒子イードが３０ｍ
μ以上のカーボンブラックを７水加した場合（比較例２
）および上記したカーボンブラックを５０部以上添加し
た場合（比較例３）＋でついての測疋結果を佃記した。Note that this Table 1 shows that when the above-mentioned carbon black was not added (comparative example), the average particle eid was 30 m
When carbon black of μ or more is added to water (Comparative Example 2)
) and the case where 50 parts or more of the above-mentioned carbon black was added (Comparative Example 3) + were noted.
第１表から明らかなように実施例は比較例１゜２に比べ
て極めて耐候性ｖｃすぐれており、また比較例３では耐
候性には問題ないが機械強度Ｖて問題があることがわか
る。As is clear from Table 1, the Examples have extremely superior weather resistance VC compared to Comparative Example 1.2, and Comparative Example 3 has no problem with weather resistance but has a problem with mechanical strength V.
実施例２
上記した実施例１で使用したライドンＰ−４、Ｐ−６に
平均粒子径がｌＯ〜３０ ｍμの刀−ボンブラックと各
神充填剤および下記の芳査族化合物Ｄ ”０−ＮＨ−（
ａｘ−ｉ２）３−８１ ｃ○０Ｈ３）２−０−２Ｑ （
ＯＨ３）。Example 2 Rydon P-4 and P-6 used in Example 1 were added with Katana-bon black having an average particle size of 10 to 30 mμ, each filler, and the following aromatic compound D"0-NH −(
ax-i2)3-81 c○0H3)2-0-2Q (
OH3).
ＯＨ
ｆｆ：第２表に示した量で配合し、これらをヘンシェル
ミキサーで混合したのら、ｉ／ｌｌンダ一温度を３００
℃とした押出機中で混練し、押出し成形してベレットと
した。OH ff: Blend in the amounts shown in Table 2, mix these with a Henschel mixer, and then reduce the temperature to 300.
The mixture was kneaded in an extruder at ℃ and extruded to form pellets.
つぎにこのベレットを前例と同様の条件で射出成形し−
得られた成形品について前例と同様にクエザオメーター
中で処理したところ、第２表に示したような結果が得ら
れた。Next, this pellet was injection molded under the same conditions as the previous example.
When the obtained molded article was treated in a quezaometer in the same manner as in the previous example, the results shown in Table 2 were obtained.
Claims (1)
００重量部 口】 平均粒子径が３０ｍ１１以下の・カーボンブラッ
ク ・ ０．１・〜５０重量部ハ） カーボンブ
ラックを除く充填剤 ０〜３００重量部 からなることを特徴とするポリフェニレンサルファイド
樹脂組成物。 ２、 イン□ ボ、リフエニレンサルファ不ド樹脂・
ＬＯ・□０：重量部ロン 平
均粒子径が３０ｍμ以下のカーボンブラック １
１０．１〜５′０重量部ハ） カーボンブラック以外の
充填剤 ０〜３０ＯＮ量部 二） 分子中に芳香族環に直結した一〇Ｈ基。 −・ＮＨＲ基（Ｒは水素原子または１価炭化水素基）、
−８−１−８Ｈ基を少 なくともｌ ４ｉ！ｉ！’有する炭素数６〜６０の。 芳香族化合物 ０、Ｏ１〜１０車嵐部 からなることを特徴と′ｆ′ろポリフェニレンサルファ
イド樹脂組成物。 ３、芳香族化合物が一般式 ％式％ 〔ここにＲ１は芳香族環にｌｌ１ｌ＋、結した一〇Ｈ基
。 −ＮＨＲ基（Ｒは水素原子または１価の炭化水累基）
、 −８＋−−ｓ’Ｈ基を少なくとも１個有する炭素数
６〜６０の１価炭化水素基−Ｒ２は一価の有機基−Ｘは
加水分解可能な基。 ″ □ 。 ０ ＜ ｐｉ≦４，０≦ｂ≦３，０≦Ｃ≦３゜０ ＜
ａ ＋ ｂ 十ｃ≦４〕で示される有機けい素化合物で
ある特許請求の範囲第２項記載のポリフェニレンサルフ
ァイド樹脂組成物。[Claims] 1. A) Polyphenylene sulfide resin
A polyphenylene sulfide resin composition comprising 0 to 300 parts by weight of carbon black having an average particle diameter of 30 m11 or less and 0.1 to 50 parts by weight c) A filler excluding carbon black. 2. In-bo, rifenylene sulfur-free resin.
LO・□0: Part by weight Ron Carbon black with an average particle size of 30 mμ or less 1
10.1 to 5'0 parts by weight c) Fillers other than carbon black 0 to 30 parts by weight 2) 10H group directly bonded to an aromatic ring in the molecule. -・NHR group (R is a hydrogen atom or a monovalent hydrocarbon group),
-8-1-8H group at least l 4i! i! 'Having 6 to 60 carbon atoms. A polyphenylene sulfide resin composition comprising 0 aromatic compounds and 1 to 10 aromatic compounds. 3. An aromatic compound has the general formula % [Here, R1 is an 10H group attached to an aromatic ring. -NHR group (R is a hydrogen atom or a monovalent hydrocarbon group)
, -8+--s' A monovalent hydrocarbon group having from 6 to 60 carbon atoms having at least one H group -R2 is a monovalent organic group -X is a hydrolyzable group. ″ □. 0 < pi≦4, 0≦b≦3, 0≦C≦3゜0 <
The polyphenylene sulfide resin composition according to claim 2, which is an organosilicon compound represented by the following formula: a + b + c≦4.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21045682A JPS59100139A (en) | 1982-11-30 | 1982-11-30 | Polyphenylene sulfide resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21045682A JPS59100139A (en) | 1982-11-30 | 1982-11-30 | Polyphenylene sulfide resin composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS59100139A true JPS59100139A (en) | 1984-06-09 |
Family
ID=16589632
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21045682A Pending JPS59100139A (en) | 1982-11-30 | 1982-11-30 | Polyphenylene sulfide resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59100139A (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6143692A (en) * | 1984-05-21 | 1986-03-03 | エニーケム・シンテシース・エセ・ピ・ア | Reactive antioxidant compound, manufacture and stabilized polymer composition |
| JPS62172059A (en) * | 1986-01-27 | 1987-07-29 | Toray Ind Inc | Polyphenylene sulfide resin composition |
| JPH1199546A (en) * | 1997-09-29 | 1999-04-13 | Kureha Chem Ind Co Ltd | Manufacture of polyallylene sulfide molding |
| JP2011032319A (en) * | 2009-07-30 | 2011-02-17 | Dic Corp | Method for enhancing elongation of polyarylene sulfide resin and polyarylene sulfide molding |
| JP2011089110A (en) * | 2009-09-25 | 2011-05-06 | Toray Ind Inc | Biaxially oriented polyarylene sulfide film |
| JP2016160396A (en) * | 2015-03-04 | 2016-09-05 | 東ソー株式会社 | Polyarylene sulfide resin composition and composite body |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54146852A (en) * | 1978-05-10 | 1979-11-16 | Shin Etsu Chem Co Ltd | Polyphenylene sulfide resin composition |
-
1982
- 1982-11-30 JP JP21045682A patent/JPS59100139A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54146852A (en) * | 1978-05-10 | 1979-11-16 | Shin Etsu Chem Co Ltd | Polyphenylene sulfide resin composition |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6143692A (en) * | 1984-05-21 | 1986-03-03 | エニーケム・シンテシース・エセ・ピ・ア | Reactive antioxidant compound, manufacture and stabilized polymer composition |
| JPS62172059A (en) * | 1986-01-27 | 1987-07-29 | Toray Ind Inc | Polyphenylene sulfide resin composition |
| JPH0586982B2 (en) * | 1986-01-27 | 1993-12-15 | Toray Industries | |
| JPH1199546A (en) * | 1997-09-29 | 1999-04-13 | Kureha Chem Ind Co Ltd | Manufacture of polyallylene sulfide molding |
| JP2011032319A (en) * | 2009-07-30 | 2011-02-17 | Dic Corp | Method for enhancing elongation of polyarylene sulfide resin and polyarylene sulfide molding |
| JP2011089110A (en) * | 2009-09-25 | 2011-05-06 | Toray Ind Inc | Biaxially oriented polyarylene sulfide film |
| JP2016160396A (en) * | 2015-03-04 | 2016-09-05 | 東ソー株式会社 | Polyarylene sulfide resin composition and composite body |
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