JPH03259939A - Flame-retarding resin composition - Google Patents
Flame-retarding resin compositionInfo
- Publication number
- JPH03259939A JPH03259939A JP5911690A JP5911690A JPH03259939A JP H03259939 A JPH03259939 A JP H03259939A JP 5911690 A JP5911690 A JP 5911690A JP 5911690 A JP5911690 A JP 5911690A JP H03259939 A JPH03259939 A JP H03259939A
- Authority
- JP
- Japan
- Prior art keywords
- flame
- eea
- eva
- weight
- parts
- 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
- 239000011342 resin composition Substances 0.000 title claims abstract description 10
- 239000000203 mixture Substances 0.000 claims abstract description 26
- 229910000000 metal hydroxide Inorganic materials 0.000 claims abstract description 14
- 150000004692 metal hydroxides Chemical class 0.000 claims abstract description 14
- 229920000098 polyolefin Polymers 0.000 claims abstract description 13
- 239000003063 flame retardant Substances 0.000 claims description 21
- RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical compound N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 18
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 claims description 6
- 239000005038 ethylene vinyl acetate Substances 0.000 claims 2
- 229920006244 ethylene-ethyl acrylate Polymers 0.000 claims 2
- 239000005042 ethylene-ethyl acrylate Substances 0.000 claims 1
- 229920001577 copolymer Polymers 0.000 abstract description 7
- -1 polyethylene Polymers 0.000 abstract description 6
- 229920005672 polyolefin resin Polymers 0.000 abstract description 6
- 239000004698 Polyethylene Substances 0.000 abstract description 2
- 229920002367 Polyisobutene Polymers 0.000 abstract description 2
- 239000004743 Polypropylene Substances 0.000 abstract description 2
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 abstract description 2
- 125000005250 alkyl acrylate group Chemical group 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract description 2
- 229920000573 polyethylene Polymers 0.000 abstract description 2
- 229920001155 polypropylene Polymers 0.000 abstract description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 abstract 1
- 239000005977 Ethylene Substances 0.000 abstract 1
- HQQADJVZYDDRJT-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.CC=C HQQADJVZYDDRJT-UHFFFAOYSA-N 0.000 abstract 1
- 230000000694 effects Effects 0.000 description 8
- 238000004132 cross linking Methods 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 239000000463 material Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 238000007765 extrusion coating Methods 0.000 description 3
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000001125 extrusion Methods 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 2
- 239000000347 magnesium hydroxide Substances 0.000 description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 2
- 150000001451 organic peroxides Chemical class 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- VXNZUUAINFGPBY-UHFFFAOYSA-N 1-Butene Chemical compound CCC=C VXNZUUAINFGPBY-UHFFFAOYSA-N 0.000 description 1
- XMNIXWIUMCBBBL-UHFFFAOYSA-N 2-(2-phenylpropan-2-ylperoxy)propan-2-ylbenzene Chemical compound C=1C=CC=CC=1C(C)(C)OOC(C)(C)C1=CC=CC=C1 XMNIXWIUMCBBBL-UHFFFAOYSA-N 0.000 description 1
- PMAAOHONJPSASX-UHFFFAOYSA-N 2-butylperoxypropan-2-ylbenzene Chemical compound CCCCOOC(C)(C)C1=CC=CC=C1 PMAAOHONJPSASX-UHFFFAOYSA-N 0.000 description 1
- WKRJCCZAZDZNJL-UHFFFAOYSA-N 2-methoxyethoxysilicon Chemical compound COCCO[Si] WKRJCCZAZDZNJL-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000003712 anti-aging effect Effects 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 239000000567 combustion gas Substances 0.000 description 1
- 238000002485 combustion reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 239000011256 inorganic filler Substances 0.000 description 1
- 229910003475 inorganic filler Inorganic materials 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 230000001568 sexual effect Effects 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Organic Insulating Materials (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は、ポリオレフィンおよびボリアリールオキシフ
ォスフアゼンをベースとした組成物で、特に電線、ケー
ブルなどの被覆材料や接続材料として用いた場合高い難
燃効果を有する難燃性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 is a composition based on polyolefin and polyaryloxyphosphazene, which has high resistance to damage, especially when used as a coating material or connection material for electric wires, cables, etc. The present invention relates to a flame-retardant resin composition having a flame-retardant effect.
〈従来の技術〉
従来の難燃化組成物には、（１）ポリオレフィン系樹脂
にハロゲン系難燃剤を配合したもの、（２）ポリオレフ
ィン系樹脂に水酸化アルミニウム、水酸化マグネシウム
などの金属水酸化物を配合したもの、（３）ボリアリー
ルオキシフォスフアゼンに金属水酸化物を配合したもの
などがある。<Prior art> Conventional flame retardant compositions include (1) polyolefin resins containing halogen flame retardants, and (2) polyolefin resins containing metal hydroxides such as aluminum hydroxide and magnesium hydroxide. (3) polyaryloxyphosphazene and metal hydroxide.
〈発明が解決しようとする課題〉
ところが、上記（１）項のポリオレフィン系樹脂にハロ
ゲン系難燃剤を配合したものにあっては、組成物の燃焼
時煙の発生が多く、またハロゲンを含む腐食性ガスが発
生するなどの難点があった。<Problems to be Solved by the Invention> However, when a halogen-based flame retardant is blended with the polyolefin resin described in item (1) above, a lot of smoke is generated when the composition is burned, and corrosion containing halogens occurs. There were drawbacks such as the generation of sexual gas.
また、上記（２）項のポリオレフィン系樹脂に金属水酸
化物を配合したものおよび（３）項のボリアリールオキ
シフォスフアゼンに金属水酸化物を配合したものにあっ
ては、難燃化効果に乏しく、高い難燃性を得るには大量
の金属水酸化物を配合する必要があり、一方、この大量
配合は、組成物の機械的特性を低下させるという問題が
あった。In addition, the flame retardant effect of the polyolefin resin in item (2) above and the metal hydroxide blended in polyaryloxyphosphazene in item (3) In order to obtain high flame retardancy, it is necessary to incorporate a large amount of metal hydroxide, and on the other hand, this large amount of compounding has the problem of deteriorating the mechanical properties of the composition.
そこで、本発明者等は、種々の組み合わせについて鋭意
検討したところ、ＥＶＡ、ＥＥＡが単独であるいは両者
が含まれるポリオレフィン混和物と、ボリアリールオキ
シフォスフアゼンとの組み合わせに、金属水酸化物を添
加すると、極めて良好な難燃性が得られることを見出し
た。Therefore, the present inventors conducted extensive studies on various combinations, and found that a metal hydroxide was added to a combination of a polyolefin mixture containing EVA and EEA alone or both, and polyaryloxyphosphazene. As a result, it was discovered that extremely good flame retardancy could be obtained.
本発明は、このような観点に立ってなされたものである
。The present invention has been made from this viewpoint.
く課題を解決するための手段およびその作用〉か＼る本
発明の特徴とする点は、ＥＶＡまたはＥＥＡが単独であ
るいは両者が含まれるポリオレフィン混和物５０重量部
と、ポリアリールオキシフォスフアゼン１０〜２００重
量部と、金属水酸化物２０〜４００重量部からなる難燃
性樹脂組成物にある。A feature of the present invention is that 50 parts by weight of a polyolefin mixture containing EVA or EEA alone or both, and 10 parts by weight of polyaryloxyphosphazene. ~200 parts by weight and 20 to 400 parts by weight of a metal hydroxide.
ここで、用いるＥＶＡとしては酢酸ビニル含有量が１０
％以上のものが好ましく、また、ＥＥＡとしてはアルキ
ルアクリレート含有量が１０％以上のものが好ましい。Here, the EVA used has a vinyl acetate content of 10
% or more, and EEA preferably has an alkyl acrylate content of 10% or more.
これらのＥＶＡやＥＥＡの少なくとも一つが含まれるポ
リオレフィン混和物の他のポリオレフィン系樹脂として
は、ポリエチレン、ポリプロピレン、ポリ−１−ブテン
、ポリイソブチレン、ポリ４−メチル−１−ペンテン、
エチレン−プロピレン共重合体（ＥＰＲ）、エチレン−
プロピレンジエン共重合体（ＥＰＤＭ）、エチレン−ブ
テン−１−共重合体、エチレン−ブテン−１−ジエン共
重合体などの単独、もしくは２種以上をブレンドしたも
のが挙げられる。Other polyolefin resins in the polyolefin mixture containing at least one of these EVA and EEA include polyethylene, polypropylene, poly-1-butene, polyisobutylene, poly4-methyl-1-pentene,
Ethylene-propylene copolymer (EPR), ethylene-
Examples include propylene diene copolymer (EPDM), ethylene-butene-1-copolymer, ethylene-butene-1-diene copolymer, etc. alone or in a blend of two or more thereof.
このようにしてなるポリオレフィン混和物に添加される
ボリアリールオキシフォスフアゼンは、次の構造で示さ
れる化合物である。The polyaryloxyphosphazene added to the polyolefin mixture thus obtained is a compound represented by the following structure.
−（Ｐ＝Ｎ）ｎ−
ただし、この化学式中、Ｒ３−Ｒ１゜は、Ｃｍ Ｈ！ｍ
＋１ （ｍ＝ｏ、１．２ ・・）を持つアルキル基であ
る。-(P=N)n- However, in this chemical formula, R3-R1° is Cm H! m
+1 (m=o, 1.2...) is an alkyl group.
このボリアリールオキシフォスフアゼンは、後述するよ
うに上記ポリオレフィン混和物との併用により、少ない
量の金属水酸化物の配合によっても高い難燃化効果を得
るためのもので、その配合量をポリオレフィン混和物５
０重量部に対して１０〜２００重量部とたのは、１０重
量部未満では所望の難燃性付与効果が得られず、また２
００重量部を越えると添加量の増大に見合う難燃化効果
が得られないばかりでなく、高価になるという欠点があ
るからである。This polyaryloxyphosphazene is used in combination with the above-mentioned polyolefin mixture, as described later, to obtain a high flame retardant effect even with a small amount of metal hydroxide. Admixture 5
The reason why the content is 10 to 200 parts by weight relative to 0 parts by weight is that if it is less than 10 parts by weight, the desired effect of imparting flame retardancy cannot be obtained;
This is because if the amount exceeds 0.00 parts by weight, not only will it not be possible to obtain a flame retardant effect commensurate with the increase in the amount added, but there will also be a drawback that it will become expensive.
また、本発明で用いられる金属水酸化物としては、水酸
化アルミニウム、水酸化マグネシウム、水酸化カルシウ
ムなどの挙げられる。そして、その配合量を２０〜４０
０重量部とたのは、上記特定のポリオレフィン混和物と
ボリアリールオキシフォスフアゼンとの併用により、２
０重量部程度の少ない配合量によっても所望の難燃性が
得られるようになるも７のの、２０重量部未満では少な
すぎて所望の難燃性付与効果が得られず、また４００重
量部を越えると難燃性はさらに向上するものの、機械的
特性が急激に低下して不都合となるからである。Furthermore, examples of the metal hydroxide used in the present invention include aluminum hydroxide, magnesium hydroxide, calcium hydroxide, and the like. Then, the blending amount is 20 to 40
0 parts by weight is due to the combination of the above-mentioned specific polyolefin mixture and polyaryloxyphosphazene.
Although the desired flame retardancy can be obtained even with a small amount of about 0 parts by weight, if it is less than 20 parts by weight it is too small and the desired flame retardant effect cannot be obtained, and if it is less than 20 parts by weight, the desired flame retardant effect cannot be obtained. This is because, although the flame retardance is further improved when this value is exceeded, the mechanical properties rapidly deteriorate, which is disadvantageous.
このように本発明では、ポリオレフィン混和物、ボリア
リールオキシフォスフアゼン、金属水酸化物の３者を適
宜範囲で組み合わせることにより、金属水酸化物の配合
量を低減することが可能となり、高い難燃性が得られる
とともに機械的特性、および製造コストの面においても
バランスの良好な組成物となる。また、組成物中にハロ
ゲン含有化合物は存在しないので、燃焼時に有害な腐食
性燃焼ガスを発生することもない。As described above, in the present invention, by combining the polyolefin mixture, polyaryloxyphosphazene, and metal hydroxide within an appropriate range, it is possible to reduce the amount of metal hydroxide, which is difficult to solve. The composition provides good flammability and is well-balanced in terms of mechanical properties and manufacturing cost. Further, since no halogen-containing compound is present in the composition, no harmful corrosive combustion gas is generated during combustion.
また、本発明の難燃性樹脂組成物には、さらにその他の
難燃剤を併用することも可能であり、これによってより
高度の離燃゛性を与えることもできる。このような難燃
剤としてはカーボンブラック、赤リンなどが挙げられる
。また、組成物の用途によっては、ハロゲン系難燃剤を
配合することもできる。Further, the flame retardant resin composition of the present invention may further contain other flame retardants, thereby providing a higher degree of flammability. Examples of such flame retardants include carbon black and red phosphorus. Further, depending on the use of the composition, a halogen flame retardant may be added.
また、本発明の難燃性樹脂組成物には、必要に応じて、
無機充填剤、軟化剤、着色剤、老化防止剤、酸化防止剤
、安定剤などの種々の配合剤を所望量添加することがで
き、さらに、架橋することも可能である。In addition, the flame retardant resin composition of the present invention may include, if necessary,
Various compounding agents such as inorganic fillers, softeners, colorants, anti-aging agents, antioxidants, and stabilizers can be added in desired amounts, and furthermore, crosslinking can be performed.
この架橋の方法としては、ジクミルパーオキサイド、ｔ
−ブチルクミルパーオキサイドなどの有機過酸化物を上
記混和物に適量添加した組成物を押出被覆し、加熱架橋
する方法、上記組成物を押出被覆した後、電子線を照射
して架橋する方法、上記混和物にビニルトリメトキシシ
ラン、ビニルトリエトキシシラン、ビニルトリス（β−
メトキシエトシ）シランなとのシラン化合物と有機過酸
化物を添加して混練してシランブラット化させ、この組
成物を押出被覆した後、大気中あるいは水中で架橋させ
る方法などが挙げられる。This crosslinking method includes dicumyl peroxide, t
- A method of extrusion coating a composition in which an appropriate amount of an organic peroxide such as butyl cumyl peroxide is added to the above mixture and crosslinking by heating; A method of extrusion coating the above composition and then crosslinking it by irradiating with an electron beam; Add vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris (β-
Examples include a method in which a silane compound such as methoxyethoxysilane and an organic peroxide are added and kneaded to form a silamblatt, this composition is extrusion coated, and then crosslinked in air or water.
このような架橋化を含めて、本発明の難燃性樹脂組成物
は、例えば、高速攪拌機、５キシングロールなどの通常
の混練手段によって混練された後、上記押出被覆の押出
機や、射出成形機などの形成機によって電線、ケーブル
などの被覆材料や接続材料などに用いられる。The flame-retardant resin composition of the present invention, including such crosslinking, is kneaded by a conventional kneading means such as a high-speed stirrer or a 5-kissing roll, and then processed by the above-mentioned extrusion coating extruder or injection molding. It is used for coating materials and connection materials for electric wires, cables, etc., using forming machines such as machines.
〈実施例〉
以下、第１表に示した配合により、本発明に係る難燃性
樹脂組成物（実施例１〜５）と、本発明条件を欠ぐ難燃
性樹脂組成物（比較例１〜８）とを調整し、押出成形法
によって試験片を作成した。これらの試験片について、
引張強度、伸び、酸素指数（０，１）による難燃性につ
いて評価し、その結果も合わせて併記した。なお、酸素
指数はＪＩＳ−に−７２０１に準拠して求めた。<Example> Hereinafter, flame-retardant resin compositions according to the present invention (Examples 1 to 5) and flame-retardant resin compositions lacking the conditions of the present invention (Comparative Example 1) were prepared according to the formulations shown in Table 1. ~8) were adjusted, and test pieces were created by extrusion molding. For these test pieces,
The flame retardance was evaluated using tensile strength, elongation, and oxygen index (0,1), and the results are also listed. The oxygen index was determined in accordance with JIS-7201.
上記第１表から、本発明に係る難燃性樹脂組成物は、優
れた難燃性を示すとともに機械的特性においてもそのの
低下が少ないものであることが分かる。From Table 1 above, it can be seen that the flame-retardant resin composition according to the present invention exhibits excellent flame retardancy and shows little deterioration in mechanical properties.
〈発明の効果〉
以上説明したように、本発明の難燃性樹脂ａ酸物は、Ｅ
ＶＡまたはＥＥＡが単独であるいは両者が含まれるポリ
オレフィン混和物５０重量部と、ボリアリールオキシフ
ォスフアゼン１０〜２００重量部と、金属水酸化物２０
〜４００重量部からなるもので、優れた難燃性を発揮す
るとともに機械的特性なども良好であり、かつ燃焼時に
有害な腐食性ガスを発生することもないなどの効果を有
する。<Effects of the Invention> As explained above, the flame retardant resin a-acid of the present invention has E
50 parts by weight of a polyolefin mixture containing VA or EEA alone or both, 10 to 200 parts by weight of polyaryloxyphosphazene, and 20 parts by weight of metal hydroxide.
It consists of ~400 parts by weight, exhibits excellent flame retardancy, has good mechanical properties, and does not generate harmful corrosive gas when burned.
Claims (1)
レン−エチルアクリレート共重合体（ＥＥＡ）が単独で
あるいは両者が含まれるポリオレフィン混和物５０重量
部と、ポリアリールオキシフォスファゼン１０〜２００
重量部と、金属水酸化物２０〜４００重量部からなるこ
とを特徴とする難燃性樹脂組成物。50 parts by weight of a polyolefin mixture containing ethylene-vinyl acetate copolymer (EVA) or ethylene-ethyl acrylate copolymer (EEA) alone or both, and 10 to 200 parts by weight of polyaryloxyphosphazene.
1. A flame-retardant resin composition comprising 20 to 400 parts by weight of a metal hydroxide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5911690A JPH03259939A (en) | 1990-03-10 | 1990-03-10 | Flame-retarding resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5911690A JPH03259939A (en) | 1990-03-10 | 1990-03-10 | Flame-retarding resin composition |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03259939A true JPH03259939A (en) | 1991-11-20 |
Family
ID=13104024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5911690A Pending JPH03259939A (en) | 1990-03-10 | 1990-03-10 | Flame-retarding resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03259939A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5424015A (en) * | 1992-09-29 | 1995-06-13 | Yamashita Rubber Kabushiki Kaisha | Method and device for manufacturing rubber bend pipe |
| WO1999019383A1 (en) * | 1997-10-15 | 1999-04-22 | Otsuka Chemical Co., Ltd. | Crosslinked phenoxyphosphazene compounds, flame retardant, flame-retardant resin compositions, and moldings of flame-retardant resins |
| WO2001048086A1 (en) * | 1999-12-27 | 2001-07-05 | Polyplastics Co., Ltd. | Flame-retardant resin composition |
-
1990
- 1990-03-10 JP JP5911690A patent/JPH03259939A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5424015A (en) * | 1992-09-29 | 1995-06-13 | Yamashita Rubber Kabushiki Kaisha | Method and device for manufacturing rubber bend pipe |
| WO1999019383A1 (en) * | 1997-10-15 | 1999-04-22 | Otsuka Chemical Co., Ltd. | Crosslinked phenoxyphosphazene compounds, flame retardant, flame-retardant resin compositions, and moldings of flame-retardant resins |
| WO2001048086A1 (en) * | 1999-12-27 | 2001-07-05 | Polyplastics Co., Ltd. | Flame-retardant resin composition |
| US6790886B2 (en) | 1999-12-27 | 2004-09-14 | Polyplastics Co., Ltd. | Flame-retardant resin composition |
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