JPH0225381B2 - - Google Patents

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Publication number
JPH0225381B2
JPH0225381B2 JP13486882A JP13486882A JPH0225381B2 JP H0225381 B2 JPH0225381 B2 JP H0225381B2 JP 13486882 A JP13486882 A JP 13486882A JP 13486882 A JP13486882 A JP 13486882A JP H0225381 B2 JPH0225381 B2 JP H0225381B2
Authority
JP
Japan
Prior art keywords
flame
weight
parts
polystyrene
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.)
Expired
Application number
JP13486882A
Other languages
Japanese (ja)
Other versions
JPS5924736A (en
Inventor
Mitsuo Akutsu
Aryasu Kurita
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.)
Adeka Corp
Original Assignee
Adeka Argus Chemical 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 Adeka Argus Chemical Co Ltd filed Critical Adeka Argus Chemical Co Ltd
Priority to JP13486882A priority Critical patent/JPS5924736A/en
Publication of JPS5924736A publication Critical patent/JPS5924736A/en
Publication of JPH0225381B2 publication Critical patent/JPH0225381B2/ja
Granted legal-status Critical Current

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Description

【発明の詳細な説明】[Detailed description of the invention]

本発明は難燃性ポリスチレン系樹脂組成物に関
する。詳しくはポリスチレン系樹脂にレゾルシ
ン・ポリホスフエート化合物を配合した難燃化組
成物に関する。 ポリスチレン系樹脂組成物はその優れた性質に
より各方面に多量に使用されているが、燃え易い
という欠点を有するので、使用分野によつては最
適の材料とはいえない場合が多い。例えば燃え続
けると極めて危険な事態が予想される電気製品あ
るいは事務機器の部品などには不適である。或い
は、また多泡性の成型体とした場合、この燃え易
いという欠点が著しくあらわれるので建築材料の
如き用途に対しては優れた断熱性、吸音性を有し
ながらその用途が自ずと限定されざるを得ないと
いう難点を有している。近年、火災に対する安全
の必要性から、これら樹脂に対する難燃化の要求
がとみにクローズアツプされ、特に家電製品に対
する米国UL(アンダーライターズ・ラボラトリ
ー)規格は、年とともに厳しくなり燃焼中に滴下
物、即ち火だれのないポリスチレン系樹脂が強く
要望されている。かかるポリスチレン系樹脂に難
燃性を付与するために、従来から種々な方法が提
案されあるいは試みられている。 一般的な方法としては、有機ハロゲン化合物及
びハロゲン化リン酸エステル等の有機難燃化剤あ
るいはこれらと三酸化アンチモンのごとき無機難
燃助剤の併用混入によつて難燃化できることが知
られている。 しかし乍ら、何れの方法をとるにしろ、樹脂組
成物の耐衝撃強度や軟化点を低下させたり、ある
いは押出、成型時の温度制御の許容範囲を著しく
狭くし、その結果制御を誤まると該化合物が分解
して着色したペレツトや成型品を生じたり、ある
いは又分解によつて難燃性賦与効果が満足すべき
程度ではなくなつたりする難点がある。更には燃
焼中に滴下物、即ち火だれが生ずる。これら組成
物においてはすぐれた難燃性を有し、且つ滴下物
のないものを得るためには、前記難燃化剤を多量
混入しなければならず、その結果ポリスチレン系
樹脂が有するすぐれた機械的特性、その他の好ま
しい諸特性のいずれかあるいはすべてを甚しく低
下させる欠点を有する。この燃焼滴下物を防止す
るために、無機充填剤を混入する方法も提案さ
れ、ある程度の効果を得ている。しかしながら、
この方法はポリスチレン系樹脂が有するすぐれた
諸特性のいずれかを失つてしまう難点を有してお
りいまだ充分でない。 また、ハロゲンあるいはリン含有難燃化剤にお
いて単にその物質中のハロゲンあるいはリンの含
有量が高ければ難燃性付与効果が大であるとは限
らず、また最終製品である樹脂組成物中のハロゲ
ンあるいはリンの含有量が多ければ効果も大であ
るとは限らない。従つて、いかなる化学構造の物
質を使用すれば難燃性付与効果が大であり、且つ
最終製品の諸特性に悪影響を与えないかについて
予測することは極めて困難である。 本発明者等はポリスチレン系樹脂組成物に対す
る優れた難燃化剤を探索すべく鋭意検討した結
果、レゾルシンポリホスフエート化合物が極めて
優れた難燃化効果を有するに止まらずこれまで知
られているホスフエート化合物に比較し、燃焼滴
下物を大巾に抑制することを見い出した。 さらにこのレゾルシン化合物は無着色で揮発性
が少く、加工時の発煙、ブリードが極度に少く、
ポリスチレン系樹脂に対し優れた相溶性を有する
ことが判明した。 特に同族化合物のハイドロキノンポリホスフエ
ート化合物が加工時著しく着色し、、又プリード、
ブルームを起すことからしてこのレゾルシンポリ
ホスホスフエート化合物の優れた効果は特異的で
ある。 即ち、本発明はポリスチレン系樹脂に、次の一
般式()で表わされるポリホスフエート化合物
を配合して、難燃性樹脂組成物を提供するもので
ある。 (式中、Rは水素原子又はメチル基を示し、n
は1〜5を示す。) 本発明におけるポリスチレン系樹脂とは、スチ
レン並びにα―メチルスチレンの如きα―置換ス
チレン、ビニルトルエン、ロークロロスチレンの
如き核置換スチレンなどのスチレン誘導体の重合
体;これら単量体を主とし、これに共重合可能な
単量体、例えばアクリルニトリル、アクリル酸並
びにメタクリル酸、それらのメチルあるいはエチ
ルエステルの如きビニル化合物、ビニルピリジ
ン、ビニルカルバゾールの如き複素環化合物、ブ
タジエン、イソプレンの如き共役ジエン化合物な
どの一種または二種以上を混合した単量体から得
られる相互重合体;及び上記重合体を実質的に主
成分とする熱可塑性樹脂組成物を意味する。 本発明の効果を発揮するホスフエート化合物の
含有量は、全組成物に対して0.1〜30重量%、好
ましくは1〜15重量%である。 本発明の難燃性樹脂組成物は、所定成分をミキ
シングロール、ニーダ、バンバリーミキサー及び
押出機等通常の方法で混合できる。 本発明においても通常の場合と同様に混練時、
必要に応じて、紫外線吸収剤、可塑剤、着色剤、
充填剤及び安定剤等の各種添加剤を混入しても差
支えない。 本発明による難燃性樹脂組成物は、先に記述し
たごとく種々な利点および特徴を兼備しているの
で、さらに広範な用途が期待される。特に、難燃
性にすぐれ且つ燃焼滴下物のないことから新たな
用途を提供するものである。 以下、実施例によつて本発明を具体的に示す
が、これによつて本発明の範囲が限定されるもの
ではない。 実施例 1 耐衝撃性ポリスチレン(ダイヤレツクスHT−
88三菱モンサント社製)100重量部に第1表に記
載の有機ホスフエート化合物10重量部を加え、10
のV型ブレンダーで約15分間ブレンドし均一に
ブレンドした後、40m/mφの押出機でペレツト
化し、それを容量4オンスの成型機で定められた
試験片を作つた。 難燃性の評価はUL−94に規定された試験法に
準じて行い、各々5個の試験片に対し最初の着火
から消炎迄の時間を求めその平均値を記した。
又、熱変形温度はASTM規格D648に準じて測定
した。結果を第1表に示す。
The present invention relates to a flame-retardant polystyrene resin composition. Specifically, the present invention relates to a flame retardant composition containing a polystyrene resin and a resorcinol polyphosphate compound. Although polystyrene resin compositions are used in large quantities in various fields due to their excellent properties, they have the disadvantage of being easily flammable, so they are often not the most suitable material for some fields of use. For example, it is unsuitable for parts of electrical products or office equipment that could be extremely dangerous if they continue to burn. Alternatively, if it is made into a foamed molded product, this disadvantage of combustibility will be noticeable, so its use will naturally be limited even though it has excellent heat insulation and sound absorption properties for applications such as building materials. It has the disadvantage that it cannot be obtained. In recent years, due to the need for fire safety, the demand for flame retardant properties for these resins has become increasingly important, and the U.S. UL (Underwriters Laboratory) standards for home appliances in particular have become stricter over the years. That is, there is a strong demand for polystyrene resins that do not cause sparks. Various methods have been proposed or attempted in the past in order to impart flame retardancy to such polystyrene resins. As a general method, it is known that flame retardation can be achieved by mixing organic flame retardants such as organic halogen compounds and halogenated phosphate esters, or a combination of these and inorganic flame retardant aids such as antimony trioxide. There is. However, whichever method is used, it is possible to reduce the impact strength or softening point of the resin composition, or significantly narrow the allowable range of temperature control during extrusion and molding, resulting in incorrect control. There are disadvantages in that the compound may decompose to produce colored pellets or molded products, or the flame retardant effect may no longer be satisfactory due to decomposition. Furthermore, drippings, ie sparks, occur during combustion. In order to obtain these compositions with excellent flame retardancy and no drippings, a large amount of the flame retardant must be mixed in. As a result, the excellent mechanical properties of polystyrene resins It has drawbacks that seriously reduce any or all of the physical properties and other desirable properties. In order to prevent this combustion dripping, a method of mixing an inorganic filler has also been proposed, and has achieved some degree of effectiveness. however,
This method has the disadvantage that it loses some of the excellent properties possessed by polystyrene resins, and is still not sufficient. In addition, in the case of halogen- or phosphorus-containing flame retardants, simply having a high halogen or phosphorus content in the substance does not necessarily mean that the effect of imparting flame retardancy is large; Alternatively, a higher phosphorus content does not necessarily mean a greater effect. Therefore, it is extremely difficult to predict which chemical structure of the substance to use will have the greatest flame retardant effect and will not adversely affect the properties of the final product. The present inventors conducted extensive research in search of an excellent flame retardant for polystyrene resin compositions, and found that resorcinol polyphosphate compounds not only have an extremely excellent flame retardant effect but are also known to have an excellent flame retardant effect. It has been found that combustion drippings are greatly suppressed compared to phosphate compounds. Furthermore, this resorcinol compound is uncolored, has low volatility, and produces extremely little smoke and bleed during processing.
It was found that it has excellent compatibility with polystyrene resins. In particular, the hydroquinone polyphosphate compound, which is a homologous compound, becomes noticeably colored during processing, and
The excellent effect of this resorcinol polyphosphonate compound is unique in that it causes bloom. That is, the present invention provides a flame-retardant resin composition by blending a polyphosphate compound represented by the following general formula () with a polystyrene resin. (In the formula, R represents a hydrogen atom or a methyl group, and n
indicates 1 to 5. ) The polystyrene resin in the present invention refers to a polymer of styrene and styrene derivatives such as α-substituted styrene such as α-methylstyrene, vinyltoluene, and nuclear-substituted styrene such as low-chlorostyrene; Monomers copolymerizable with this, such as acrylonitrile, acrylic acid and methacrylic acid, vinyl compounds such as their methyl or ethyl esters, heterocyclic compounds such as vinylpyridine and vinylcarbazole, and conjugated diene compounds such as butadiene and isoprene. It means an interpolymer obtained from one or a mixture of two or more monomers such as the following; and a thermoplastic resin composition that essentially contains the above-mentioned polymer as a main component. The content of the phosphate compound that exhibits the effects of the present invention is 0.1 to 30% by weight, preferably 1 to 15% by weight based on the total composition. The flame-retardant resin composition of the present invention can be prepared by mixing the predetermined components using a conventional method such as a mixing roll, a kneader, a Banbury mixer, or an extruder. In the present invention, as in the usual case, during kneading,
UV absorbers, plasticizers, colorants,
Various additives such as fillers and stabilizers may be mixed in without any problem. Since the flame-retardant resin composition according to the present invention has various advantages and characteristics as described above, it is expected to have a wider range of applications. In particular, it offers new uses because it has excellent flame retardancy and no combustion drippings. EXAMPLES Hereinafter, the present invention will be specifically illustrated by examples, but the scope of the present invention is not limited thereby. Example 1 High impact polystyrene (Dialex HT-
Add 10 parts by weight of the organic phosphate compound listed in Table 1 to 100 parts by weight (88 manufactured by Mitsubishi Monsanto),
After blending the mixture uniformly for about 15 minutes using a V-type blender, pellets were formed using a 40 m/mφ extruder, and the pellets were made into specified test pieces using a molding machine with a capacity of 4 ounces. Flame retardancy was evaluated in accordance with the test method specified in UL-94, and the time from initial ignition to extinguishment was determined for each of five test pieces, and the average value was recorded.
Further, the heat distortion temperature was measured according to ASTM standard D648. The results are shown in Table 1.

【表】【table】

【表】 実施例 2 ポリスチレン(スタイロン666旭ダウ社製)100
重量部に、ヘキサブロムベンゼン5重量部及び第
2表に記載の有機ホスフエート化合物5重量部を
加え、実施例1と同様に試験片を作り、難燃性の
評価を行つた。 結果を第2表に示す。
[Table] Example 2 Polystyrene (Styron 666 manufactured by Asahi Dow) 100
To the parts by weight, 5 parts by weight of hexabromobenzene and 5 parts by weight of the organic phosphate compound listed in Table 2 were added, test pieces were prepared in the same manner as in Example 1, and flame retardancy was evaluated. The results are shown in Table 2.

【表】 実施例 3 AS樹脂(エスチレンAS−20新日鉄化学社製)
100重量部にデカブロムビフエニルエーテル4重
量部及び第3表に記載の有機ホスフエート化合物
2重量部を加え、実施例1と同様にして試験片を
作り、難燃性の評価を行つた。結果を第3表に示
す。
[Table] Example 3 AS resin (Estyrene AS-20 manufactured by Nippon Steel Chemical Co., Ltd.)
To 100 parts by weight, 4 parts by weight of decabrom biphenyl ether and 2 parts by weight of the organic phosphate compound listed in Table 3 were added, test pieces were prepared in the same manner as in Example 1, and flame retardancy was evaluated. The results are shown in Table 3.

【表】 実施例 4 ABS樹脂(Blendex111;宇部サイコン社製)
100重量部に、テトラブロムビスフエノールA5重
量部及び第4表記載の有機ホスフエート化合物3
重量部を加え、230℃で射出成型して試験片を作
成した。この試験片の着色の程度及び実施例1と
同様にして測定した難燃性を評価した。 また、試験片を室温で10日間放置後の表面状態
を観察し、ブリードの有無をみた。 結果を第4表に示す。
[Table] Example 4 ABS resin (Blendex111; manufactured by Ube Saikon Co., Ltd.)
To 100 parts by weight, 5 parts by weight of tetrabromobisphenol A and organic phosphate compound 3 listed in Table 4
A test piece was prepared by adding parts by weight and injection molding at 230°C. The degree of coloring of this test piece and the flame retardance measured in the same manner as in Example 1 were evaluated. In addition, the surface condition of the test piece after being left at room temperature for 10 days was observed to see if there was any bleeding. The results are shown in Table 4.

【表】 れば着色が激しいことを示す。
[Table] If it is, it indicates that the coloring is severe.

Claims (1)

【特許請求の範囲】 1 ポリスチレン系樹脂及び次の一般式()で
表わされるポリホスフエート化合物から成る難燃
性ポリスチレン系樹脂組成物。 (式中、Rは水素原子又はメチル基を示し、n
は1〜5を示す。)
[Scope of Claims] 1. A flame-retardant polystyrene resin composition comprising a polystyrene resin and a polyphosphate compound represented by the following general formula (). (In the formula, R represents a hydrogen atom or a methyl group, and n
indicates 1 to 5. )
JP13486882A 1982-08-02 1982-08-02 Flame-retarding polystyrene resin composition Granted JPS5924736A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP13486882A JPS5924736A (en) 1982-08-02 1982-08-02 Flame-retarding polystyrene resin composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP13486882A JPS5924736A (en) 1982-08-02 1982-08-02 Flame-retarding polystyrene resin composition

Publications (2)

Publication Number Publication Date
JPS5924736A JPS5924736A (en) 1984-02-08
JPH0225381B2 true JPH0225381B2 (en) 1990-06-01

Family

ID=15138348

Family Applications (1)

Application Number Title Priority Date Filing Date
JP13486882A Granted JPS5924736A (en) 1982-08-02 1982-08-02 Flame-retarding polystyrene resin composition

Country Status (1)

Country Link
JP (1) JPS5924736A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0556766U (en) * 1992-01-06 1993-07-27 株式会社豊田自動織機製作所 Spoiler mounting structure

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS63117057A (en) * 1986-10-31 1988-05-21 Daihachi Kagaku Kogyosho:Kk Flame-retardant, heat-resistant aromatic vinyl resin composition
US5204394A (en) * 1988-09-22 1993-04-20 General Electric Company Polymer mixture having aromatic polycarbonate, styrene I containing copolymer and/or graft polymer and a flame-retardant, articles formed therefrom
USRE36188E (en) * 1989-09-20 1999-04-06 General Electric Company Polymer mixture having aromatic polycarbonate styrene I containing copolymer and/or graft polymer and a flame-retardant, articles formed therefrom
DE4328656A1 (en) * 1993-08-26 1995-03-02 Bayer Ag Flame retardant, stress crack resistant polycarbonate ABS molding compounds
US5837760A (en) * 1994-03-16 1998-11-17 Elastogran Gmbh Self-extinguishing thermoplastic polyurethanes and their preparation
TW360681B (en) 1995-06-07 1999-06-11 Gen Electric Phosphate flame retardant polymers
KR0150766B1 (en) * 1995-08-19 1998-10-15 유현식 Inflammable thermoplastic resin composition
US6359043B1 (en) 1998-09-24 2002-03-19 General Electric Company Mica as flame retardant in glass filled noryl
US6258879B1 (en) 1999-04-02 2001-07-10 General Electric Company Polyphenylene ether resin concentrates containing organic phosphates
US6096821A (en) * 1999-04-02 2000-08-01 General Electric Company Polyphenylene ether resin concentrates
US6319432B1 (en) 1999-06-11 2001-11-20 Albemarle Corporation Bisphenol-A bis(diphenyl phosphate)-based flame retardant
US6399685B1 (en) 2000-12-11 2002-06-04 Albemarle Corporation Purification of arylene polyphosphate esters
JP5783047B2 (en) 2010-09-22 2015-09-24 東レ株式会社 Flame-retardant styrenic thermoplastic resin composition and molded article thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0556766U (en) * 1992-01-06 1993-07-27 株式会社豊田自動織機製作所 Spoiler mounting structure

Also Published As

Publication number Publication date
JPS5924736A (en) 1984-02-08

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