JPS5943060B2 - Flame-retardant styrenic resin composition with excellent thermal stability - Google Patents
Flame-retardant styrenic resin composition with excellent thermal stabilityInfo
- Publication number
- JPS5943060B2 JPS5943060B2 JP4949180A JP4949180A JPS5943060B2 JP S5943060 B2 JPS5943060 B2 JP S5943060B2 JP 4949180 A JP4949180 A JP 4949180A JP 4949180 A JP4949180 A JP 4949180A JP S5943060 B2 JPS5943060 B2 JP S5943060B2
- Authority
- JP
- Japan
- Prior art keywords
- amount
- weight
- hexabromocyclododecane
- compound
- retardant
- 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
- 239000003063 flame retardant Substances 0.000 title claims description 23
- 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 title claims description 22
- 229920001890 Novodur Polymers 0.000 title claims description 7
- 239000011342 resin composition Substances 0.000 title claims description 6
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 24
- 239000000203 mixture Substances 0.000 claims description 17
- 150000002903 organophosphorus compounds Chemical class 0.000 claims description 16
- 229920005989 resin Polymers 0.000 claims description 16
- 239000011347 resin Substances 0.000 claims description 16
- DEIGXXQKDWULML-UHFFFAOYSA-N 1,2,5,6,9,10-hexabromocyclododecane Chemical compound BrC1CCC(Br)C(Br)CCC(Br)C(Br)CCC1Br DEIGXXQKDWULML-UHFFFAOYSA-N 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 14
- -1 isopropylidene diphenyl group Chemical group 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 7
- 229920000642 polymer Polymers 0.000 claims description 6
- ATVJXMYDOSMEPO-UHFFFAOYSA-N 3-prop-2-enoxyprop-1-ene Chemical compound C=CCOCC=C ATVJXMYDOSMEPO-UHFFFAOYSA-N 0.000 claims description 5
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 3
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 2
- 150000002734 metacrylic acid derivatives Chemical class 0.000 claims description 2
- 150000003606 tin compounds Chemical class 0.000 description 9
- 238000000034 method Methods 0.000 description 8
- 230000000704 physical effect Effects 0.000 description 7
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 6
- 239000002985 plastic film Substances 0.000 description 5
- 229920005990 polystyrene resin Polymers 0.000 description 5
- 238000001816 cooling Methods 0.000 description 4
- 238000001125 extrusion Methods 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000001294 propane Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- MYRTYDVEIRVNKP-UHFFFAOYSA-N 1,2-Divinylbenzene Chemical compound C=CC1=CC=CC=C1C=C MYRTYDVEIRVNKP-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 238000005187 foaming Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 150000003440 styrenes Chemical class 0.000 description 2
- ZBBLRPRYYSJUCZ-GRHBHMESSA-L (z)-but-2-enedioate;dibutyltin(2+) Chemical compound [O-]C(=O)\C=C/C([O-])=O.CCCC[Sn+2]CCCC ZBBLRPRYYSJUCZ-GRHBHMESSA-L 0.000 description 1
- CISIJYCKDJSTMX-UHFFFAOYSA-N 2,2-dichloroethenylbenzene Chemical compound ClC(Cl)=CC1=CC=CC=C1 CISIJYCKDJSTMX-UHFFFAOYSA-N 0.000 description 1
- SBYMUDUGTIKLCR-UHFFFAOYSA-N 2-chloroethenylbenzene Chemical compound ClC=CC1=CC=CC=C1 SBYMUDUGTIKLCR-UHFFFAOYSA-N 0.000 description 1
- BTOVVHWKPVSLBI-UHFFFAOYSA-N 2-methylprop-1-enylbenzene Chemical compound CC(C)=CC1=CC=CC=C1 BTOVVHWKPVSLBI-UHFFFAOYSA-N 0.000 description 1
- DXIJHCSGLOHNES-UHFFFAOYSA-N 3,3-dimethylbut-1-enylbenzene Chemical compound CC(C)(C)C=CC1=CC=CC=C1 DXIJHCSGLOHNES-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- YMOONIIMQBGTDU-VOTSOKGWSA-N [(e)-2-bromoethenyl]benzene Chemical compound Br\C=C\C1=CC=CC=C1 YMOONIIMQBGTDU-VOTSOKGWSA-N 0.000 description 1
- AJDTZVRPEPFODZ-PAMPIZDHSA-J [Sn+4].[O-]C(=O)\C=C/C([O-])=O.[O-]C(=O)\C=C/C([O-])=O Chemical compound [Sn+4].[O-]C(=O)\C=C/C([O-])=O.[O-]C(=O)\C=C/C([O-])=O AJDTZVRPEPFODZ-PAMPIZDHSA-J 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000005034 decoration Methods 0.000 description 1
- FNJVBWSSTYLSCZ-UHFFFAOYSA-N decyl [2-[2-(2-hydroxyphenyl)propan-2-yl]phenyl] hydrogen phosphite Chemical compound CCCCCCCCCCOP(O)OC1=CC=CC=C1C(C)(C)C1=CC=CC=C1O FNJVBWSSTYLSCZ-UHFFFAOYSA-N 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000012774 insulation material Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 150000002688 maleic acid derivatives Chemical class 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
【発明の詳細な説明】
本発明は熱安定性に優れた難燃性スチレン系組成物に関
する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a flame-retardant styrenic composition with excellent thermal stability.
スチレン系樹脂は加工性に優れていることにより、成型
材料又は発泡材料として電気用品、室内装飾品、建築材
料、断熱材、重量物緩衝材および構造物等極めて多岐に
わたる用途に多量に使用されている。Due to its excellent processability, styrene resin is used in large quantities as a molding or foaming material for a wide variety of applications such as electrical appliances, interior decoration, building materials, insulation materials, cushioning materials for heavy objects, and structures. There is.
近年可燃性プラスチックの保管上の規制等種々の難燃化
規制強化に伴ない、より秀れた難燃性を必要とし、一方
樹脂物性の改良等により特に機械的強度を増し、軽量化
および省資源化の検討が進められている。スチレン系樹
脂を難燃化する方法としてヘキサブロムシクロドデカン
を使用する方法は特公昭３８−１６８３７号公報に記載
され、公知の技術である。In recent years, with the tightening of various flame retardant regulations such as regulations on the storage of combustible plastics, better flame retardancy is required, and on the other hand, improvements in the physical properties of resins have made it possible to increase mechanical strength, reduce weight, and save energy. Consideration of recycling is underway. The method of using hexabromocyclododecane as a method for making styrene resin flame retardant is described in Japanese Patent Publication No. 38-16837 and is a known technique.
ヘキサブロムシクロドデカンをスチレン系樹脂の難燃剤
として用いる場合、同公報に記載の如く、ビーズ発泡処
法による成型品のように１７０℃以下での比較的低い温
度での使用に適している。When hexabromocyclododecane is used as a flame retardant for styrenic resins, as described in the same publication, it is suitable for use at relatively low temperatures of 170° C. or lower, such as in molded products by the bead foaming process.
しかしながら射出成型又は押出成型等において使用する
場合、一般的に１８０〜２２０℃の温度条件が必要であ
り、ヘキサブロムシクロドデカンの耐熱性が問題となる
。ヘキサブロムシクロドデカンの添加量を増加させて、
射出成型および押出成型等の方法で種々の難燃性規制に
適合した難燃性スチレン系樹脂成型品を得る場合、特に
成型時の熱分解による臭化水素の発生に起因して、スチ
レン系樹脂基材の解重合が促進され、樹脂物性を低下さ
せ、樹脂成型品を著しく着色させる。However, when used in injection molding, extrusion molding, etc., a temperature condition of 180 to 220° C. is generally required, and the heat resistance of hexabromocyclododecane poses a problem. By increasing the amount of hexabromocyclododecane added,
When obtaining flame-retardant styrene-based resin molded products that comply with various flame-retardant regulations using methods such as injection molding and extrusion molding, styrene-based resin The depolymerization of the base material is accelerated, the physical properties of the resin are reduced, and the resin molded product is significantly colored.
次に含ハロゲン系難燃剤含有スチレン系樹脂組成物の安
定化方法として特定金属のマレイン酸塩および／または
マレイン酸モノエステル塩を添加することが特開昭５４
−６６９５６号公報に記載されている。Next, as a method for stabilizing a styrenic resin composition containing a halogen-containing flame retardant, it has been proposed in JP-A-54-1992 to add a maleate salt and/or a maleic acid monoester salt of a specific metal.
It is described in the publication No.-66956.
しかしながら同報に記載されている安定剤をヘキサブロ
ムシクロドデカンを含有するスチレン系樹脂組成物に用
いても樹脂物性の低下および樹脂成型品の着色等を十分
満足させる程度に改善する結果が得られないのが実情で
ある。本発明者等は上記欠点を改良するため鋭意研究を
行つた結果本発明を提供するに至つたものである。すな
わち、スチレン樹脂に
（イ）ヘキサブロムシクロドデカン単独、又はヘキサブ
ロムシクロドデカンとハロゲン化芳香族のアリルエーテ
ルもしくはメタアリルエーテル、ハロゲン化芳香族ビニ
ルエーテル、又はハロゲン化芳香族のアクリレートもし
くはメタクリレートから選らばれた少なくとも１種以上
（以下不飽和化合物と言う）との１：１もしくは不飽和
化合物がヘキサプロムシクヮドデカンより少ない量の混
合物からなる難燃剤と、（ロ）有機スズ系ポリマー（以
下有機スズ系化合物と言う）と、（ハ）イソプロピリデ
ンジフエニル基含有有機リン系化合物（以下有機リン系
化合物と言う）とを配合し、
難燃剤の配合量がスチレン系樹脂１００重量部に対し０
．５〜２０重量部、有機スズ系化合物の配合量が難燃剤
に対し０．４〜２０重量％、および有機リン系化合物の
配合量が難燃剤に対し０．４〜２０重量％で、かつ有機
スズ系化合物および有機リン系化合物の配合割合が１０
〜１：１〜１０であることを特徴とする熱安定性に優れ
た難燃性スチレン系樹脂組成物である。However, even when the stabilizer described in the same publication was used in a styrenic resin composition containing hexabromocyclododecane, results were obtained that sufficiently improved the deterioration of resin physical properties and coloring of resin molded products. The reality is that there is not. The present inventors conducted intensive research to improve the above-mentioned drawbacks, and as a result, they were able to provide the present invention. That is, the styrene resin contains (a) selected from hexabromocyclododecane alone, hexabromocyclododecane and halogenated aromatic allyl ether or meta-allyl ether, halogenated aromatic vinyl ether, or halogenated aromatic acrylate or methacrylate. A flame retardant consisting of a 1:1 mixture with at least one or more unsaturated compounds (hereinafter referred to as unsaturated compounds) or a mixture of unsaturated compounds in a smaller amount than hexapromcyclodecane; (3) isopropylidene diphenyl group-containing organophosphorus compound (hereinafter referred to as organophosphorus compound), and the amount of flame retardant is 0 per 100 parts by weight of styrene resin.
．． 5 to 20 parts by weight, the amount of the organic tin compound is 0.4 to 20 percent by weight based on the flame retardant, the amount of the organic phosphorous compound is 0.4 to 20 percent by weight based on the flame retardant, and The blending ratio of tin-based compounds and organic phosphorus-based compounds is 10
This is a flame-retardant styrenic resin composition with excellent thermal stability characterized by a ratio of 1 to 1:1 to 10.
本発明において用いられる難燃剤としては、ヘキサプロ
モムシクロドデカン単独のもの、又はヘキサプロモムシ
クロドデカンと不飽和化合物との混合物等が挙げられる
。Examples of the flame retardant used in the present invention include hexapromomcyclododecane alone, a mixture of hexapromomcyclododecane and an unsaturated compound, and the like.
ヘキサブロムシクロドデカンとしては公知の方法で得ら
れるものが挙げられる。混合物においてヘキサブロムシ
クロドデカンと併用される不飽和化合物としては、例え
ばトリプロムフエニルアリルエーテル、トリプロムフエ
ニルメタアリルエーテル、ペンタプロムフエニルアリル
エーテル、ビス（アリロキシジプロムフエニル）プロパ
ン、ビス（アリロキシジプロムフエニル）メタン、等の
ハロゲン化芳香族のアリルエーテルもしくはメタアリル
エーテル、トリプロムフエニルビニルエーテル、ビス（
ビニロキシジプロムフエニノ（ハ）プロパン等のハロゲ
ン化芳香族ビニルエーテル、又はトリプロムフエニルア
クリレート、トリプロムフエニルメタクリレート等のハ
ロゲン化芳香族のアクリレートもしくはメタクリレート
又はそれらの混合物等が挙げられる。混合物におけるヘ
キサブロムシクロドデカンと不飽和化合物との混合割合
（重量）は１：１もしくは不飽和化合物がヘキサブロム
シクロドデカンより少い量である。不飽和化合物がヘキ
サブロムシクロドデカンより多い量の場合、本発明の目
的は達成されない。また難燃剤の配合量はスチレン樹脂
１００重量部に対し０．５〜２０重量部、好ましくは０
．５〜１０重量部である。次に有機スズ系化合物として
は例えジ一ｎ−オタチルスズマレートポリマ一、ジブチ
ルスズマレートポリマー等の脂肪族系スズポリマー又は
それらの混合物等が挙げられる。さらに有機リン系化合
物としては例えば、イソプロピリデンジフエノールデシ
ルホスフアイト、イソプロピリデンジフエノールドデシ
ルホスフアイト、イソプロピリデンジフエノールペンタ
デシルホスフアイト、イソプロピリデンジフエノールオ
クタデシルホスフアイト又はそれらの混合物等が挙げら
れる。有機スズ系化合物および有機リン系化合物各々の
配合量は、難熱剤の配合量に対し０．４〜２０％程であ
り、有機スズ系化合物および有機リン系化合物の配合割
合は有機スズ系化合物：有機リン系化合物＝１０〜１：
１〜１０である。Examples of hexabromocyclododecane include those obtained by known methods. Unsaturated compounds used in combination with hexabromocyclododecane in mixtures include, for example, tripromphenyl allyl ether, tripromphenyl metaallyl ether, pentapromphenyl allyl ether, bis(allyloxydipromphenyl)propane, bis(aryloxydipromphenyl)propane, halogenated aromatic allyl ether or meta-allyl ether such as (roxydipromphenyl) methane, tripromphenyl vinyl ether, bis(
Examples include halogenated aromatic vinyl ethers such as vinyloxydipromphenyno(ha)propane, halogenated aromatic acrylates or methacrylates such as tripromphenylacrylate, tripromphenyl methacrylate, and mixtures thereof. The mixing ratio (weight) of hexabromocyclododecane and unsaturated compound in the mixture is 1:1, or the amount of unsaturated compound is smaller than that of hexabromocyclododecane. If the amount of unsaturated compound is greater than hexabromocyclododecane, the object of the invention is not achieved. The amount of flame retardant to be added is 0.5 to 20 parts by weight, preferably 0.
．． It is 5 to 10 parts by weight. Examples of organic tin compounds include aliphatic tin polymers such as di-n-otatyl tin maleate polymer and dibutyl tin maleate polymer, and mixtures thereof. Furthermore, examples of the organic phosphorus compound include isopropylidene diphenol decyl phosphite, isopropylidene diphenol dodecyl phosphite, isopropylidene diphenol pentadecyl phosphite, isopropylidene diphenol octadecyl phosphite, and mixtures thereof. The amount of the organic tin compound and the organic phosphorus compound is about 0.4 to 20% of the amount of the heat retardant, and the amount of the organic tin compound and the organic phosphorus compound is about 0.4 to 20% of the amount of the heat retardant. :Organic phosphorus compound=10-1:
It is 1-10.
本発明において、有機スズ系化合物もしくは有機リン系
化合物のみを単独で用いた場合、本発明の目的は達成さ
れない。In the present invention, if only an organotin compound or an organophosphorus compound is used alone, the object of the present invention cannot be achieved.
次にスチレン系樹脂としてはスチレン、α−メチルスチ
レン、クロロスチレン、ジクロロスチレン、ブロモスチ
レン、ジメチルスチレン、ｔ−ブチルスチレン、ビニル
トルエン等のスチレン誘導体類の単独重合体もしくはそ
れらの組み合せからなる共重合体、又はスチレン誘導体
類とジビニルベンゼン、メチルメタクリレート、アクリ
ロニトリルもしくはブタジエン等のようなオレフイン系
化合物との共重合体等が挙げられる。Next, the styrene resin is a homopolymer of styrene derivatives such as styrene, α-methylstyrene, chlorostyrene, dichlorostyrene, bromostyrene, dimethylstyrene, t-butylstyrene, vinyltoluene, or a copolymer consisting of a combination thereof. Examples include copolymers of styrene derivatives and olefinic compounds such as divinylbenzene, methyl methacrylate, acrylonitrile, or butadiene.
なお成型時において用いられる着色剤、展着剤、紫外線
吸収剤等の添加剤および発泡剤は通常使用される配合量
であれば本発明においても十分使用可能である。Note that additives such as coloring agents, spreading agents, ultraviolet absorbers, and blowing agents used during molding can be used in the present invention in the amounts normally used.
本発明に従えば射出成型もしくは押出成型において、難
燃性もさることながら熱安定性に優れ、着色がなく、か
つ物性低下の少ないスチレン系樹脂組成物の樹脂成型品
が得られる。According to the present invention, in injection molding or extrusion molding, a resin molded article of a styrenic resin composition can be obtained which has not only flame retardancy but also excellent thermal stability, is free from coloration, and exhibits little deterioration in physical properties.
以下に本発明の実施例を挙げる。Examples of the present invention are listed below.
実施例 １
スチレン樹脂（エスブライト一８、住友化学工業ＫＫ製
）に難燃剤、有機スズ系化合物および有機リン系化合物
を加え、熱ロールを用い１８０〜１９０℃で６分間混練
した。Example 1 A flame retardant, an organic tin compound, and an organic phosphorus compound were added to a styrene resin (S-Brite 18, manufactured by Sumitomo Chemical KK) and kneaded for 6 minutes at 180 to 190° C. using a hot roll.
次に得た配合物を１８０〜１９０℃、２００気圧で３分
間プレスした後、冷却用スクリユープレスにかける。次
に冷却用スクリユープレスより取り出しプラスチツクシ
ートを得た。このプラスチツクシートを用いて色調変化
、難燃性、物性および熱安定性等を測定した。同様にし
て比較例も行つた。結果を第１表に示す。実施例 ２
ポリスチレン樹脂（エスブライト一８、住友化学工業Ｋ
Ｋ製）に二種類の混合物からなる難燃剤有機スズ系化合
物および有機リン系化合物を加え、実施例１と同様に行
つた。Next, the obtained mixture is pressed at 180 to 190° C. and 200 atm for 3 minutes, and then subjected to a screw press for cooling. Next, it was taken out from a cooling screw press to obtain a plastic sheet. Using this plastic sheet, color change, flame retardancy, physical properties, thermal stability, etc. were measured. Comparative examples were also carried out in the same manner. The results are shown in Table 1. Example 2 Polystyrene resin (S Bright 18, Sumitomo Chemical K
The same procedure as in Example 1 was carried out except that a mixture of two types of flame retardants, an organic tin compound and an organic phosphorus compound, were added to the mixture (manufactured by K. K.).
結果を第２表に示す。実施例 ３ポリスチレン樹脂（エ
スブライト一８住友化学工業株式会社製）１００重量部
に有機リン系化合物０．２重量部を加え充分に攪拌し有
機リン系化合物をポリスチレン樹脂の表面に付着させる
。The results are shown in Table 2. Example 3 0.2 parts by weight of an organic phosphorus compound is added to 100 parts by weight of polystyrene resin (S Bright 18, manufactured by Sumitomo Chemical Co., Ltd.) and thoroughly stirred to adhere the organic phosphorus compound to the surface of the polystyrene resin.
次に難燃剤及び有機スズ系化合物を加え攪拌混合しポリ
スチレン樹脂に難燃剤及び有機スズ系化合物を出来るだ
け均一に付着させた後２２０〜１３０℃に調節された口
径４０ｍｍの押出機で混練し、次に冷却し開口径４７ｎ
ｍのダイスより８１＜９／で押出発泡した。得られた発
泡体を用いて色調変化、難燃性、物性、熱安定性、気泡
粒径及び押出安定性を測定した。同様にして比較例も行
つた結果を第３表に示す。Next, a flame retardant and an organic tin compound are added and mixed with stirring to adhere the flame retardant and an organic tin compound to the polystyrene resin as uniformly as possible, and then kneaded in an extruder with a diameter of 40 mm adjusted to 220 to 130 ° C. Next, it is cooled and the opening diameter is 47n.
The mixture was extruded and foamed using a die of 81<9/m. Using the obtained foam, color change, flame retardancy, physical properties, thermal stability, cell particle size, and extrusion stability were measured. Comparative examples were also carried out in the same manner and the results are shown in Table 3.
実施例 ４ポリスチレン樹脂（工スチレンＨ１−Ｈ６ｌ
、新日本製鉄化学工業ＫＫ製）に難燃剤、有機スズ系化
合物および有機リン系化合物を加え、熱ロールを用い１
９０〜２００℃で６分間混練した。Example 4 Polystyrene resin (styrene H1-H6l
, manufactured by Nippon Steel Chemical Industry Co., Ltd.), add a flame retardant, an organic tin compound, and an organic phosphorus compound, and use a hot roll to
The mixture was kneaded for 6 minutes at 90-200°C.
次に得た配合物を１８０〜１９０℃、２００気圧で３分
間プレスした後、冷却用スクリユープレスにかける。冷
却用スクリユープレスより取り出しブラスチツクシート
を得た。このプラスチツクシートを用いて、色調変化、
難燃性および物性を測定した。同様にして比較例も行つ
た。結果を第４表に示す。Next, the obtained mixture is pressed at 180 to 190° C. and 200 atm for 3 minutes, and then subjected to a screw press for cooling. The plastic sheet was taken out from the cooling screw press to obtain a plastic sheet. Using this plastic sheet, you can change the color tone,
Flame retardancy and physical properties were measured. Comparative examples were also carried out in the same manner. The results are shown in Table 4.
Claims (1)
ロムシクロドデカンとハロゲン化芳香族のアリルエーテ
ルもしくはメタアリルエーテル、ハロゲン化芳香族ビニ
ルエーテル、又はハロゲン化芳香族のアクリレートもし
くはメタクリレートから選らばれた少なくとも１種以上
（以下不飽和化合物と言う）との１：１もしくは不飽和
化合物がヘキサブロムシクロドデカンより少ない量の混
合物からなる難熱剤と、（ロ）有機スズ系ポリマーと、
（ハ）イソプロピリデンジフエニル基含有有機リン系化
合物とを配合し、 難燃剤の配合量がスチレン系樹脂１００重量部に対し０
．５〜２０重量部、有機スズ系ポリマーの配合量が難燃
剤に対し０．４〜２０重量％、およびイソプロピリデン
ジフエニル基含有有機リン系化合物の配合量が難燃剤に
対し０．４〜２０重量％で、かつ有機スズ系ポリマーお
よびイソプロピリデンジフエニル基含有有機リン系化合
物の配合割合が１０〜１：１〜１０であることを特徴と
する熱安定性に優れた難熱性スチレン系樹脂組成物。[Scope of Claims] 1 Styrene resin, (a) hexabromocyclododecane alone, hexabromocyclododecane and halogenated aromatic allyl ether or meta-allyl ether, halogenated aromatic vinyl ether, or halogenated aromatic acrylate or a heat retardant consisting of a 1:1 mixture with at least one or more selected from methacrylates (hereinafter referred to as unsaturated compounds) or a mixture in which the amount of the unsaturated compound is less than that of hexabromocyclododecane, and (b) an organotin-based polymer and
(c) isopropylidene diphenyl group-containing organic phosphorus compound, and the amount of flame retardant is 0 per 100 parts by weight of styrene resin.
．． 5 to 20 parts by weight, the amount of the organic tin polymer is 0.4 to 20 percent by weight based on the flame retardant, and the amount of the isopropylidene diphenyl group-containing organophosphorus compound is 0.4 to 20 percent by weight based on the flame retardant. A heat-retardant styrenic resin composition with excellent thermal stability, characterized in that the blending ratio of an organotin polymer and an isopropylidene diphenyl group-containing organophosphorus compound in weight% is 10 to 1:1 to 10. thing.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4949180A JPS5943060B2 (en) | 1980-04-14 | 1980-04-14 | Flame-retardant styrenic resin composition with excellent thermal stability |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP4949180A JPS5943060B2 (en) | 1980-04-14 | 1980-04-14 | Flame-retardant styrenic resin composition with excellent thermal stability |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56145939A JPS56145939A (en) | 1981-11-13 |
| JPS5943060B2 true JPS5943060B2 (en) | 1984-10-19 |
Family
ID=12832614
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP4949180A Expired JPS5943060B2 (en) | 1980-04-14 | 1980-04-14 | Flame-retardant styrenic resin composition with excellent thermal stability |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5943060B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0416843A2 (en) * | 1989-09-06 | 1991-03-13 | Ethyl Corporation | Thermally stabilized polypropylene- or styrenic polymer-based thermoplastic formulations |
| WO2007091504A1 (en) | 2006-02-10 | 2007-08-16 | Dai-Ichi Kogyo Seiyaku Co., Ltd. | Flame-retardant styrene resin composition |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60139734A (en) * | 1983-12-28 | 1985-07-24 | Idemitsu Petrochem Co Ltd | Styrene resin composition |
| HUT65242A (en) * | 1990-06-14 | 1994-05-02 | Dow Chemical Co | Process for producing of fire resistant alkenilaromatic foams and fire resistant alkenylaromatic foams |
-
1980
- 1980-04-14 JP JP4949180A patent/JPS5943060B2/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0416843A2 (en) * | 1989-09-06 | 1991-03-13 | Ethyl Corporation | Thermally stabilized polypropylene- or styrenic polymer-based thermoplastic formulations |
| WO2007091504A1 (en) | 2006-02-10 | 2007-08-16 | Dai-Ichi Kogyo Seiyaku Co., Ltd. | Flame-retardant styrene resin composition |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56145939A (en) | 1981-11-13 |
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