JPH05140389A - Flame retardant styrenic resin composition excellent in heat and light resistance - Google Patents
Flame retardant styrenic resin composition excellent in heat and light resistanceInfo
- Publication number
- JPH05140389A JPH05140389A JP4926091A JP4926091A JPH05140389A JP H05140389 A JPH05140389 A JP H05140389A JP 4926091 A JP4926091 A JP 4926091A JP 4926091 A JP4926091 A JP 4926091A JP H05140389 A JPH05140389 A JP H05140389A
- Authority
- JP
- Japan
- Prior art keywords
- compound
- styrenic resin
- resin composition
- diphosphite
- light resistance
- 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
- 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 10
- 239000003063 flame retardant Substances 0.000 title claims description 10
- 239000011342 resin composition Substances 0.000 title claims description 9
- 229920001890 Novodur Polymers 0.000 title abstract description 4
- -1 bromine compound Chemical class 0.000 claims abstract description 26
- 150000001875 compounds Chemical class 0.000 claims abstract description 20
- 239000000203 mixture Substances 0.000 claims abstract description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 31
- 229920005989 resin Polymers 0.000 claims description 14
- 239000011347 resin Substances 0.000 claims description 14
- 239000000126 substance Substances 0.000 claims description 5
- 238000000465 moulding Methods 0.000 abstract description 10
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 abstract description 8
- 229920000642 polymer Polymers 0.000 abstract description 5
- 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 abstract description 2
- PZRWFKGUFWPFID-UHFFFAOYSA-N 3,9-dioctadecoxy-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound C1OP(OCCCCCCCCCCCCCCCCCC)OCC21COP(OCCCCCCCCCCCCCCCCCC)OC2 PZRWFKGUFWPFID-UHFFFAOYSA-N 0.000 abstract description 2
- 230000006866 deterioration Effects 0.000 abstract description 2
- 229910052794 bromium Inorganic materials 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 description 7
- 238000001746 injection moulding Methods 0.000 description 4
- 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 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 150000003606 tin compounds Chemical class 0.000 description 3
- IRIAEMUUDSWZOX-UHFFFAOYSA-L 2,2-dibutyl-1,3,2-oxathiastanninan-6-one Chemical compound CCCC[Sn]1(CCCC)OC(=O)CCS1 IRIAEMUUDSWZOX-UHFFFAOYSA-L 0.000 description 2
- QKZQKNCNSNZRFA-UHFFFAOYSA-N 2-hydroxyethyl 2-sulfanylacetate Chemical compound OCCOC(=O)CS QKZQKNCNSNZRFA-UHFFFAOYSA-N 0.000 description 2
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 2
- JJPZOIJCDNHCJP-UHFFFAOYSA-N dibutyl(sulfanylidene)tin Chemical compound CCCC[Sn](=S)CCCC JJPZOIJCDNHCJP-UHFFFAOYSA-N 0.000 description 2
- GXURZKWLMYOCDX-UHFFFAOYSA-N 2,2-bis(hydroxymethyl)propane-1,3-diol;dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O.OCC(CO)(CO)CO GXURZKWLMYOCDX-UHFFFAOYSA-N 0.000 description 1
- OLOQHZSCBTUIGQ-UHFFFAOYSA-L 2,2-dibutyl-1,3,2-oxathiastannolan-5-one Chemical compound CCCC[Sn]1(CCCC)OC(=O)CS1 OLOQHZSCBTUIGQ-UHFFFAOYSA-L 0.000 description 1
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 101000713649 Halobacterium salinarum (strain ATCC 700922 / JCM 11081 / NRC-1) TATA-box-binding protein B Proteins 0.000 description 1
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 1
- XDBQHXURPJGSJH-UHFFFAOYSA-K O-[butyl-di(ethanethioyloxy)stannyl] ethanethioate Chemical compound C(C)(=S)[O-].C(CCC)[Sn+3].C(C)(=S)[O-].C(C)(=S)[O-] XDBQHXURPJGSJH-UHFFFAOYSA-K 0.000 description 1
- PHQBTXISHUNQQN-UHFFFAOYSA-N OP(O)OP(O)O.C(CCCCCCCC)C(C(C(O)(C1=CC=CC=C1)CCCCCCCCC)(CO)CO)O Chemical compound OP(O)OP(O)O.C(CCCCCCCC)C(C(C(O)(C1=CC=CC=C1)CCCCCCCCC)(CO)CO)O PHQBTXISHUNQQN-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- WCRDXYSYPCEIAK-UHFFFAOYSA-N dibutylstannane Chemical compound CCCC[SnH2]CCCC WCRDXYSYPCEIAK-UHFFFAOYSA-N 0.000 description 1
- AYOHIQLKSOJJQH-UHFFFAOYSA-N dibutyltin Chemical compound CCCC[Sn]CCCC AYOHIQLKSOJJQH-UHFFFAOYSA-N 0.000 description 1
- PWEVMPIIOJUPRI-UHFFFAOYSA-N dimethyltin Chemical compound C[Sn]C PWEVMPIIOJUPRI-UHFFFAOYSA-N 0.000 description 1
- TVWTZAGVNBPXHU-NXVVXOECSA-N dioctyl (z)-but-2-enedioate Chemical compound CCCCCCCCOC(=O)\C=C/C(=O)OCCCCCCCC TVWTZAGVNBPXHU-NXVVXOECSA-N 0.000 description 1
- RFAIKXASDCRKEP-UHFFFAOYSA-N dioctyl(sulfanylidene)tin Chemical compound CCCCCCCC[Sn](=S)CCCCCCCC RFAIKXASDCRKEP-UHFFFAOYSA-N 0.000 description 1
- CIFOHBPVHDLCJF-UHFFFAOYSA-N dioctyltin;3-sulfanylpropanoic acid Chemical compound OC(=O)CCS.CCCCCCCC[Sn]CCCCCCCC CIFOHBPVHDLCJF-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229910000042 hydrogen bromide Inorganic materials 0.000 description 1
- 238000004898 kneading Methods 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000008188 pellet Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 238000005979 thermal decomposition reaction 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
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Abstract
Description
【0001】[0001]
【産業上の利用分野】本発明は、耐熱性及び耐光性に優
れた難燃性スチレン系樹脂組成物に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a flame-retardant styrene resin composition having excellent heat resistance and light resistance.
【0002】[0002]
【従来の技術】従来から、耐熱性に優れた難燃性スチレ
ン系樹脂組成物を得る方法としては、例えば特公昭59
−43060号及び特公昭62−34784号公報など
に記載されているように、熱安定化されたヘキサブロモ
シクロドデカンを使用する方法などが知られている。2. Description of the Related Art Conventionally, as a method for obtaining a flame-retardant styrene resin composition having excellent heat resistance, for example, Japanese Patent Publication No.
As described in Japanese Patent Publication No. 43060 and Japanese Patent Publication No. 62-34784, there are known methods using heat-stabilized hexabromocyclododecane.
【0003】しかしこのような従来のスチレン系樹脂の
難燃化法では、樹脂の改質化に伴い難燃剤自体の耐熱、
耐光性が悪く、熱安定化した成型樹脂が着色するため淡
色用途の成型品には使用できない、成型時に難燃剤自体
の熱分解が起こり発生した臭化水素により金型が腐食す
るのみでなく、樹脂の物性、耐光性及び難燃性が低下す
る、最近の傾向であるホットライナ−方式による成型法
では高温滞留時間が長く、成型温度の精密な管理が必要
なため成型加工メーカーが使い辛い、さらに成型屑の再
利用が困難である等の問題点があった。However, in such a conventional flame-retardant method for a styrene-based resin, the heat resistance of the flame-retardant itself is increased as the resin is modified.
Light resistance is poor, heat-stabilized molding resin is colored, so it can not be used for molded products for light color applications, not only the mold corrodes due to hydrogen bromide generated due to thermal decomposition of the flame retardant itself during molding, In the molding method by hot liner method, which is a recent tendency that the physical properties of resin, light resistance and flame retardance are lowered, high temperature residence time is long, and it is difficult for molding processing manufacturers to use because precise control of molding temperature is required. Further, there is a problem that it is difficult to reuse the molding waste.
【0004】[0004]
【発明が解決しようとする課題】以上の実情に鑑み、本
発明は一般式(イ)または(ロ)で示される化合物と、
ぺンタエリスリトール型ジホスファイト化合物及び/又
は有機スズ化合物を併用することによって、従来技術に
おける上記問題点を解決した、難燃化スチレン系樹脂組
成物を提供することを目的とする。In view of the above circumstances, the present invention provides a compound represented by the general formula (a) or (b):
An object of the present invention is to provide a flame-retardant styrenic resin composition that solves the above-mentioned problems in the prior art by using a pentaerythritol type diphosphite compound and / or an organotin compound in combination.
【0005】[0005]
【課題を解決するための手段】本発明は、(1)スチレ
ン系樹脂と、(2)下記一般式(イ)または(ロ)で示
される化合物と、(3)ぺンタエリスリトール型ジホス
ファイト化合物及び/又は有機スズ化合物からなること
を特徴とする耐熱性及び耐光性に優れた難燃性スチレン
系樹脂組成物である。The present invention includes (1) a styrene resin, (2) a compound represented by the following general formula (a) or (b), (3) a pentaerythritol type diphosphite compound, and It is a flame-retardant styrene-based resin composition having excellent heat resistance and light resistance, which is characterized by comprising an organic tin compound.
【0006】[0006]
【化3】 [Chemical 3]
【0007】[0007]
【化4】 [Chemical 4]
【0008】本発明に使用するスチレン系樹脂は、スチ
レンモノマーの重合体、α−メチルスチレン・スチレン
モノマー共重合体等の一般的にスチレン系樹脂と称され
るものである。なお本樹脂は、少量のブタジエン、メチ
ルメタクリレート、アクリルニトリル、臭素化スチレ
ン、無水マレイン酸、イタコン酸等の第三成分を含んで
もよい。The styrene-based resin used in the present invention is generally called a styrene-based resin such as a polymer of styrene monomer and α-methylstyrene / styrene monomer copolymer. The resin may contain a small amount of a third component such as butadiene, methyl methacrylate, acrylonitrile, brominated styrene, maleic anhydride, and itaconic acid.
【0009】前記スチレン系樹脂に配合する一般式
(イ)で示される化合物は、例えば2,4,6−トリブ
ロモフェノキシ−2,3−ジブロモ−2−メチルプロピ
ル、2,4,6−トリブロモフェノキシブロモクロロプ
ロピル、2,4,6−トリブロモフェノキシ−2,3−
ジブロモプロピル、ペンタブロモフェノキシ−2,3−
ジブロモプロピル、ペンタブロモフェノキシ−2,3−
ジブロモ−2−メチルプロピル、ジブロモクレジル−
2,3−ジブロモプロピルなどであるなどである。The compound represented by the general formula (a) to be blended with the styrene resin is, for example, 2,4,6-tribromophenoxy-2,3-dibromo-2-methylpropyl, 2,4,6-tri Bromophenoxy bromochloropropyl, 2,4,6-tribromophenoxy-2,3-
Dibromopropyl, pentabromophenoxy-2,3-
Dibromopropyl, pentabromophenoxy-2,3-
Dibromo-2-methylpropyl, dibromocresyl-
2,3-dibromopropyl and the like.
【0010】さらに一般式(ロ)で示される化合物は、
例えばビス(ジブロモフェニルジブロモプロピル)プロ
パン、ビス(ジブロモフェニルジブロモメチルプロピ
ル)プロパン、ビス(ジブロモフェニルジブロモプロピ
ル)スルホン、ビス(ジブロモフェニルジブロモメチル
プロピル)スルホン、などである。Further, the compound represented by the general formula (b) is
For example, bis (dibromophenyldibromopropyl) propane, bis (dibromophenyldibromomethylpropyl) propane, bis (dibromophenyldibromopropyl) sulfone, bis (dibromophenyldibromomethylpropyl) sulfone, and the like.
【0011】次に一般式(イ)または(ロ)で示される
化合物と併用するぺンタエリスリトール型ジホスファイ
ト化合物は、例えばジステアリルペンタエリスリトール
ジホスファイト、ビス(2,4−ジ−t−ブチルフェニ
ル)−ペンタエリスリトールジホスファイト、ビス
(2、6−ジ−t−ブチル−4−メチルフェニール)−
ペンタエリスリトールジホスファイト、ジノニルフェニ
ルペンタエリスリトールジホスファイト等である。Next, the pentaerythritol type diphosphite compound used in combination with the compound represented by the general formula (a) or (b) is, for example, distearyl pentaerythritol diphosphite or bis (2,4-di-t-butylphenyl). ) -Pentaerythritol diphosphite, bis (2,6-di-t-butyl-4-methylphenyl)-
Examples thereof include pentaerythritol diphosphite and dinonylphenyl pentaerythritol diphosphite.
【0012】さらに有機スズ化合物としては、例えばジ
−n−オクチルマレ−トポリマ−、ジn−ブチル−スズ
マレ−トポリマ−、ジブチルスズ−3−メルカプトプロ
ピオン酸塩、ジ−n−オクチルスズ−3−メルカプトプ
ロピオン酸塩、ジブチルスズメルカプト酢酸塩、ジエチ
レングリコールビス(ブチルスズチオアセテート)、ジ
ブチルスズサルファイド、ジオクチルスズサルファイ
ド、ジブチルスズジオクチルメルカプタイド、ジメチル
スズビス(エチレンゴリコールモノチオグリコレー
ト)、ジブチルスズビス(エチレングリコールモノチオ
グリコレート)等である。Further, as the organic tin compound, for example, di-n-octyl maleate polymer, di n-butyl-tin maleate polymer, dibutyl tin-3-mercaptopropionate, di-n-octyl tin-3-mercaptopropionic acid. Salt, dibutyltin mercaptoacetate, diethylene glycol bis (butyltin thioacetate), dibutyltin sulfide, dioctyltin sulfide, dibutyltin dioctyl mercaptide, dimethyltin bis (ethylene glycol monothioglycolate), dibutyltin bis (ethylene glycol monothioglycolate) ) Etc.
【0013】本発明の一般式(イ)または(ロ)で示さ
れる化合物とぺンタエリスリトール型ジホスファイト化
合物及び/又は有機スズ化合物との配合方法は、いずれ
の方法であっても良いが、通常、スチレン系樹脂100
重量部に対して、一般式(イ)または(ロ)で示される
化合物を0.5〜25重量部、ぺンタエリスリトール型
ジホスファイト化合物及び/又は有機スズ化合物を0.
001〜3.0重量部の比率で配合するのがよい。The compound of the present invention represented by the general formula (a) or (b) and the pentaerythritol type diphosphite compound and / or the organotin compound may be compounded by any method, but usually, Styrene resin 100
0.5 to 25 parts by weight of the compound represented by the general formula (a) or (b), and 0.1 to 0.5 parts by weight of the pentaerythritol type diphosphite compound and / or the organotin compound.
It is preferable to mix them in a ratio of 001 to 3.0 parts by weight.
【0014】なお、ぺンタエリスリトール型ジホスファ
イト化合物及び/又は有機スズ化合物の配合方法は、本
発明所定の一般式(イ)または(ロ)で示される化合物
に配合して樹脂に配合するのが好ましい。また本発明に
おいては、必要に応じて三酸化アンチモンを配合しても
良い。The blending method of the pentaerythritol-type diphosphite compound and / or the organotin compound is preferably blended with the compound represented by the general formula (a) or (b) of the present invention and blended with the resin. .. Further, in the present invention, antimony trioxide may be blended if necessary.
【0015】本発明の難然性スチレン系樹脂組成物の成
型加工温度は、200〜250℃の範囲が適当である。
200℃未満では樹脂の流動性が低下し、また250℃
以上になると、着色及び分解が生じる恐れがある。The molding temperature of the refractory styrene resin composition of the present invention is suitably in the range of 200 to 250 ° C.
If the temperature is below 200 ° C, the fluidity of the resin will decrease, and at 250 ° C
When it becomes above, coloring and decomposition may occur.
【0016】[0016]
【作用】本発明は、難燃性を付与する成分として一般式
(イ)または(ロ)で示される化合物を、耐熱性を付与
する成分としてぺンタエリスリトール型ジホスファイト
化合物及び/又は有機スズ化合物を使用したことによ
り、従来技術では使用出来なかったホットライナ−成型
が可能となり、さらに耐熱性及び耐光性に優れた難燃性
スチレン系樹脂組成物の提供を可能としたものである。The present invention uses a compound represented by the general formula (a) or (b) as a component imparting flame retardancy and a pentaerythritol type diphosphite compound and / or an organotin compound as a component imparting heat resistance. By using it, it becomes possible to perform hot liner molding which could not be used in the prior art, and it is possible to provide a flame-retardant styrene resin composition having excellent heat resistance and light resistance.
【0017】[0017]
【実施例】以下実施例により本発明実施の態様及び効果
につき述べるが、例示は単に説明用のものであって、発
明思想の限定又は制限を意図したものではない。なお、
実施例中、部及び%は重量基準を表す。EXAMPLES The embodiments and effects of the present invention will be described below with reference to examples, but the examples are merely for the purpose of illustration and are not intended to limit or limit the inventive idea. In addition,
In the examples, parts and% are based on weight.
【0018】実施例.所定量の一般式(イ)または
(ロ)で示される化合物と、ぺンタエリスリトール型ジ
ホスファイト化合物及び/又は有機スズ化合物をバ−チ
カルミキサ−で3分間混合し、さらに所定量のHI−ポ
リスチレン樹脂(エスチレン;新日本製鉄化学工業
(株)製)を加えて混合した後、220℃に調温された
内径20m/mφの押出機で混練後、口径3m/mφの
ダイスより押し出した。得られたストランドを切断して
ペレットを得た。Example. A predetermined amount of the compound represented by the general formula (a) or (b), a pentaerythritol type diphosphite compound and / or an organic tin compound are mixed for 3 minutes with a vertical mixer, and a predetermined amount of HI-polystyrene resin ( Ethylene; manufactured by Nippon Steel Chemical Industry Co., Ltd. was added and mixed, and after kneading with an extruder having an inner diameter of 20 m / mφ adjusted to 220 ° C., the mixture was extruded from a die having a caliber of 3 m / mφ. The obtained strand was cut into pellets.
【0019】さらに230℃に調温された射出成型機内
で20分間滞留させた後、射出成型を再開し、滞留後の
テストピ−スを採り滞留前のテストピ−スとの色調変化
を測定した。結果を表1に示す。Further, after being allowed to stay for 20 minutes in an injection molding machine whose temperature was adjusted to 230 ° C., injection molding was restarted, a test piece after the stay was taken, and a change in color tone with the test piece before the stay was measured. The results are shown in Table 1.
【0020】[0020]
【表1】 [Table 1]
【0021】ただし、表1中の事項は下記の意味を示
す。 TBP−A;2,4,6−トリブロモフェノキシ−2,
3−ジブロモ−2−メチルプロピル、 TBP−B;2,4,6−トリブロモフェノキシブロモ
クロロプロピル、 TBA−D;ビス(ジブロモフェノ−ルジブロモプロピ
ル)プロパン、 HBCD;ヘキサブロモシクロドデカン、However, the items in Table 1 have the following meanings. TBP-A; 2,4,6-tribromophenoxy-2,
3-dibromo-2-methylpropyl, TBP-B; 2,4,6-tribromophenoxybromochloropropyl, TBA-D; bis (dibromophenoldibromopropyl) propane, HBCD; hexabromocyclododecane,
【0022】(イ);ビス(2、6−ジ−t−ブチル−
4−メチルフェニル)−ペンタエリスリトールジホスフ
ァイト、 (ロ);ジブチルスズサルファイド、 (ハ);ジブチルスズ−3−メルカプトプロピオン酸
塩、 (ニ);ジ−n−ブチルスズマレ−トポリマ−、(A) Bis (2,6-di-t-butyl-)
4-methylphenyl) -pentaerythritol diphosphite, (b); dibutyltin sulfide, (c); dibutyltin-3-mercaptopropionate, (d); di-n-butyltin maleate polymer,
【0023】耐熱性;230℃で20分間射出成型機で
滞留させた後、色調変化を色差計で測定した。 難然性;UL−94(1/8インチ)に従って行った。 熱変形温度及び衝撃強度;JIS−6871に従って行
った。 耐光性;得られたテストピ−スをフェドメ−タ−(63
℃)、24時間照射後、色調変化を色差計で測定した。Heat resistance: After being retained in an injection molding machine at 230 ° C. for 20 minutes, the change in color tone was measured by a color difference meter. Difficulty: Performed according to UL-94 (1/8 inch). Heat distortion temperature and impact strength: Measured according to JIS-6871. Light resistance: The obtained test piece was fed with a fedometer (63
After irradiation for 24 hours, the change in color tone was measured with a color difference meter.
【0024】[0024]
【発明の効果】以上説明しかつ実証した通り、本発明は
スチレン樹脂における射出成型、又は圧延等の一般的な
作業温度において、金型腐食の懸念無しに熱劣化の少な
い耐熱性、耐光性成型物を与える難然性スチレン系樹脂
組成物を提供し得る。Industrial Applicability As described and demonstrated above, the present invention is a heat-resistant and light-resistant molding with little thermal deterioration at a general working temperature such as injection molding or rolling of styrene resin without fear of mold corrosion. It is possible to provide a refractory styrene resin composition that gives a product.
Claims (1)
般式(イ)または(ロ)で示される化合物と、(3)ぺ
ンタエリスリトール型ジホスファイト化合物及び/又は
有機スズ化合物からなることを特徴とする耐熱性及び耐
光性に優れた難燃性スチレン系樹脂組成物。 【化1】 【化2】 1. A composition comprising (1) a styrene resin, (2) a compound represented by the following general formula (a) or (b), and (3) a pentaerythritol-type diphosphite compound and / or an organotin compound. A flame-retardant styrene-based resin composition having excellent heat resistance and light resistance, characterized by: [Chemical 1] [Chemical 2]
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4926091A JPH05140389A (en) | 1991-02-21 | 1991-02-21 | Flame retardant styrenic resin composition excellent in heat and light resistance |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP4926091A JPH05140389A (en) | 1991-02-21 | 1991-02-21 | Flame retardant styrenic resin composition excellent in heat and light resistance |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH05140389A true JPH05140389A (en) | 1993-06-08 |
Family
ID=12825860
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP4926091A Pending JPH05140389A (en) | 1991-02-21 | 1991-02-21 | Flame retardant styrenic resin composition excellent in heat and light resistance |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH05140389A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07102135A (en) * | 1993-09-30 | 1995-04-18 | Dai Ichi Kogyo Seiyaku Co Ltd | Flame-retardant styrenic resin composition |
WO2007091504A1 (en) | 2006-02-10 | 2007-08-16 | Dai-Ichi Kogyo Seiyaku Co., Ltd. | Flame-retardant styrene resin composition |
CN115819194A (en) * | 2023-01-17 | 2023-03-21 | 山东润科化工股份有限公司 | Synthesis method of 1,3, 5-tribromo-2- (2, 3-dibromo-2-methylpropyloxy) benzene |
-
1991
- 1991-02-21 JP JP4926091A patent/JPH05140389A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH07102135A (en) * | 1993-09-30 | 1995-04-18 | Dai Ichi Kogyo Seiyaku Co Ltd | Flame-retardant styrenic resin composition |
WO2007091504A1 (en) | 2006-02-10 | 2007-08-16 | Dai-Ichi Kogyo Seiyaku Co., Ltd. | Flame-retardant styrene resin composition |
CN115819194A (en) * | 2023-01-17 | 2023-03-21 | 山东润科化工股份有限公司 | Synthesis method of 1,3, 5-tribromo-2- (2, 3-dibromo-2-methylpropyloxy) benzene |
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