JPS6212935B2 - - Google Patents
Info
- Publication number
- JPS6212935B2 JPS6212935B2 JP3779181A JP3779181A JPS6212935B2 JP S6212935 B2 JPS6212935 B2 JP S6212935B2 JP 3779181 A JP3779181 A JP 3779181A JP 3779181 A JP3779181 A JP 3779181A JP S6212935 B2 JPS6212935 B2 JP S6212935B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- polycarbonate resin
- isocyanurate
- total number
- aliphatic hydrocarbon
- 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
- 229920005668 polycarbonate resin Polymers 0.000 claims description 27
- 239000004431 polycarbonate resin Substances 0.000 claims description 27
- 239000000203 mixture Substances 0.000 claims description 15
- 125000001931 aliphatic group Chemical group 0.000 claims description 9
- 150000007973 cyanuric acids Chemical class 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 18
- -1 polyethylene Polymers 0.000 description 17
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 11
- 239000007983 Tris buffer Substances 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 238000011156 evaluation Methods 0.000 description 4
- 238000001746 injection moulding Methods 0.000 description 4
- 239000008188 pellet Substances 0.000 description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000000465 moulding Methods 0.000 description 3
- 239000002243 precursor Substances 0.000 description 3
- 239000011342 resin composition Substances 0.000 description 3
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- VBIWIGSLGRYEDA-UHFFFAOYSA-N 1,3,5-triethyl-1,3,5-triazinane-2,4,6-trione Chemical compound CCN1C(=O)N(CC)C(=O)N(CC)C1=O VBIWIGSLGRYEDA-UHFFFAOYSA-N 0.000 description 1
- KOMNUTZXSVSERR-UHFFFAOYSA-N 1,3,5-tris(prop-2-enyl)-1,3,5-triazinane-2,4,6-trione Chemical compound C=CCN1C(=O)N(CC=C)C(=O)N(CC=C)C1=O KOMNUTZXSVSERR-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- RXNYJUSEXLAVNQ-UHFFFAOYSA-N 4,4'-Dihydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1 RXNYJUSEXLAVNQ-UHFFFAOYSA-N 0.000 description 1
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical class C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 description 1
- VWGKEVWFBOUAND-UHFFFAOYSA-N 4,4'-thiodiphenol Chemical compound C1=CC(O)=CC=C1SC1=CC=C(O)C=C1 VWGKEVWFBOUAND-UHFFFAOYSA-N 0.000 description 1
- NZGQHKSLKRFZFL-UHFFFAOYSA-N 4-(4-hydroxyphenoxy)phenol Chemical compound C1=CC(O)=CC=C1OC1=CC=C(O)C=C1 NZGQHKSLKRFZFL-UHFFFAOYSA-N 0.000 description 1
- RQCACQIALULDSK-UHFFFAOYSA-N 4-(4-hydroxyphenyl)sulfinylphenol Chemical compound C1=CC(O)=CC=C1S(=O)C1=CC=C(O)C=C1 RQCACQIALULDSK-UHFFFAOYSA-N 0.000 description 1
- 229930185605 Bisphenol Natural products 0.000 description 1
- 229920000049 Carbon (fiber) Polymers 0.000 description 1
- 239000004593 Epoxy Chemical class 0.000 description 1
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 150000001491 aromatic compounds Chemical class 0.000 description 1
- 239000010425 asbestos Substances 0.000 description 1
- VCCBEIPGXKNHFW-UHFFFAOYSA-N biphenyl-4,4'-diol Chemical group C1=CC(O)=CC=C1C1=CC=C(O)C=C1 VCCBEIPGXKNHFW-UHFFFAOYSA-N 0.000 description 1
- 125000006226 butoxyethyl group Chemical group 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000004917 carbon fiber Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000005448 ethoxyethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 239000003365 glass fiber Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 125000006038 hexenyl group Chemical group 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000009863 impact test Methods 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 239000003607 modifier Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- 125000004365 octenyl group Chemical group C(=CCCCCCC)* 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000002895 organic esters Chemical class 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000004417 polycarbonate Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920006380 polyphenylene oxide Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000012744 reinforcing agent Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003457 sulfones Chemical class 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
Description
本発明はポリカーボネート樹脂組成物に関し、
更に詳しくはポリカーボネート樹脂組成物にイソ
シアヌール酸誘導体を配合せしめてなる溶融流動
特性の改良されたポリカーボネート樹脂組成物に
関する。
ポリカーボネート樹脂は高い衝撃強度、清澄透
明性および耐熱性を有しており、しかも自己消火
性であり、且つ電気的特性及び寸法安定性が優れ
ているためにエンジニアリングプラスチツクとし
て広範囲に使用されている。
しかしながら、このポリカーボネート樹脂は溶
融粘度が例外的に高く、溶融流動性が不良である
ために、複雑形状品や薄肉品の成形性に劣る欠点
がある。また、溶融流動性不良を回避するために
成形温度が高温になりがちとなり、その結果成形
品が黄変する傾向があつて製品品質面でも問題が
生じ易い欠点がある。この欠点を改良するために
従来より種々の検討がなされている。例えばポリ
カーボネート樹脂にポリエチレン、ABS樹脂、
ポリスチレン等をブレンドすることが行われてい
る。しかし、これらのブレンド生成物は衝撃強
度、耐熱性、清澄透明性等ポリカーボネート樹脂
の望ましい特長の一部が損われたり、両成分の溶
融粘度の剪断速度依存性が著るしく異なるため高
速剪断速度下の射出成形時に両成分の相分離が生
ずる。また、樹脂の粘度を低下せしめることが知
られている多くの可塑剤はポリカーボネート樹脂
の粘度低下に殆んど効果がないか或いはポリカー
ボネート樹脂を脆化せしめる。そこでポリカーボ
ネート樹脂の可塑化には有機エステル、有機エー
テルとともにウレタン（特開昭53−94534号）、尿
素（特開昭53−94533号）、脂肪酸アミド（特開昭
53−72077号）、トリアジン化合物（特開昭54−
16564号）等窒素含有化合物を併用することが提
案されている。しかしながら、これら窒素含有化
合物を配合したポリカーボネート樹脂組成物は低
い溶融粘度を有するものの、熱安定性に劣るため
高温成形時には脆化したり、着色する欠点があ
る。
本発明の目的は上記のような欠点のない溶融流
動性の優れたポリカーボネート樹脂組成物を提供
することにある。本発明者らはこの目的を達成す
るために鋭意研究した結果、ポリカーボネート樹
脂にイソシアヌール酸誘導体を配合せしめること
により、高衝撃強度等ポリカーボネート樹脂の特
性を損うことなく、溶融流動性の改良された、し
かも熱安定性の優れたポリカーボネート樹脂組成
物の得られることを見い出し、本発明に到達し
た。
すなわち、本発明はポリカーボネート樹脂に下
記一般式
〔ここで、R1、R2、R3はそれぞれ炭素数１乃至22
のアルキル基、炭素数３乃至22のアルケニル基、
水酸基またはカルボキシル基を有する炭素と酸素
の合計数が３乃至５の脂肪族炭化水素基並びに基
内にエーテル結合および／またはエステル結合を
有する炭素と酸素の合計数が４乃至25の脂肪族炭
化水素基からなる群から選択される基である。た
だし前記水酸基またはカルボキシル基を有する炭
素と酸素の合計数が３乃至５の脂肪族炭化水素基
の総数は１をこえることはない。〕
で表わされるシアヌール酸誘導体を配合せしめて
なることを特徴とするポリカーボネート樹脂組成
物である。
本発明のポリカーボネート樹脂組成物は溶融流
動性が高く且つ、熱安定性が優れているために高
温での成形が可能となり、複雑形状品や薄肉品で
も着色なく成形できる特長を有する。しかも前記
組成物はポリカーボネート樹脂の特長である高衝
撃強度等の特性を保持しているので、ポリカーボ
ネート樹脂単独のものと同様の広い範囲に使用で
きる。
本発明に用いられるポリカーボネート樹脂は、
通常酸受容体および分子量調整剤の存在下での２
価フエノールとホスゲンの如きカーボネート前駆
体との反応、或いは２価フエノールとジフエニル
カーボネートの如きカーボネート前駆体とのエス
テル交換反応によつて製造される。ここで使用し
うる２価フエノールはビスフエノール類が好まし
く、とくに２，２―ビス（４―ヒドロキシフエニ
ル）プロパン（以下ビスフエノールＡと称す）が
好ましい。また、ビスフエノールＡの一部または
全部を他の２価フエノールで置換してもよい。ビ
スフエノールＡ以外の２価フエノールとしては、
例えばハイドロキノン、４，4′―ジヒドロキシジ
フエニル、ビス（４―ヒドロキシフエニル）アル
カン、ビス（４―ヒドロキシフエニル）シクロア
ルカン、ビス（４―ヒドロキシフエニル）スルフ
イツド、ビス（４―ヒドロキシフエニル）スルホ
ン、ビス（４―ヒドロキシフエニル）スルホキシ
ド、ビス（４―ヒドロキシフエニル）ケトン、ビ
ス（４―ヒドロキシフエニル）エーテル等の如き
化合物またはビス（３，５―ジブロモ―４―ヒド
ロキシフエニル）プロパンの如きハロゲン化ビス
フエノール類を例示できる。これら２価フエノー
ルのホモポリマーまたは２種以上のコポリマー或
いはこれらのブレンド物であつてもよい。また、
多官能性芳香化合物を２価フエノールおよび／ま
たはカーボネート前駆体と反応させた熱可塑性ラ
ンダム分岐ポリカーボネートであつてもよい。
本発明に用いられるイソシアヌール酸誘導体は
前記一般式で表わされる化合物である。前記一般
式中におけるR1、R2、R3のアルキル基としては
例えばエチル基、プロピル基、ヘキシル基、オク
チル基、ステアリル基等が好ましくあげられ、ま
たアルケニル基としては例えばアリル基、ヘキセ
ニル基、オクテニル基、オクタデセニル基等が好
ましくあげられる。更にまた水酸基またはカルボ
キシル基を有する炭素と酸素の合計数が３乃至５
の脂肪族炭化水素基としては例えばβ―ヒドロキ
シエチル基、β―カルボキシエチル基等が好まし
くあげられる。またエーテル結合及び／またはエ
ステル結合を有する脂肪族炭化水素基としては例
えばアセトキシエチル基、ブチロキシエチル基、
オクチリロキシエチル基、ステアロイロキシエチ
ル基、エトキシカルボニルエチル基、ブトキシカ
ルボニルエチル基、オクトキシカルボニルエチル
基、オクタデコキシカルボニルエチル基；エトキ
シエチル基、ブトキシエチル基、オクトキシエチ
ル基、オクタデコキシエチル基等を好ましくあげ
ることができる。これらR1、R2、R3は同一の基
であつてもよく、また異なつた基であつてもよ
い。但し水酸基またはカルボキシル基を有する炭
素と酸素の合計数が３乃至５の脂肪族炭化水素基
は化合物中に１または０である必要がある。
かかるイソシアヌール酸誘導体は、通常イソシ
アヌール酸と塩素化合物、エポキシ化合物等の反
応生成物や、該反応生成物をさらにアルコールや
脂肪酸カルボン酸と反応せしめることによつて製
造される。イソシアヌール酸誘導体の具体例とし
ては、トリエチルイソシアヌレート、トリヘキシ
ルイソシアヌレート、トリオクチルイソシアヌレ
ート、トリステアリルイソシアヌレート、トリア
リルイソシアヌレート、トリヘキセニルイソシア
ヌレート、トリオクタデセニルイソシアヌレー
ト、モノヘキシル―ジヘキセニルイソシアヌレー
ト、モノオクタデセニル―ジステアリルイソシア
ヌレート、トリス（アセトキシエチル）イソシア
ヌレート、トリ（ブチロキシエチル）イソシアヌ
レート、トリス（ステアロイロキシエチル）イソ
シアヌレート、モノ―β―ヒドロキシエチル―ビ
ス（ステアロイロキシエチル）イソシアヌレー
ト、トリス（エトキシカルボニルエチル）イソシ
アヌレート、トリス（ブトキシカルボニルエチ
ル）イソシアヌレート、トリス（オクトキシカル
ボニルエチル）イソシアヌレート、トリス（オク
タデコキシカルボニルエチル）イソシアヌレー
ト、モノ―β―カルボキシエチル―ビス（オクタ
デコキシカルボニルエチル）イソシアヌレート等
を例示することができる。
前記イソシアヌール酸誘導体の配合量は、ポリ
カーボネート樹脂100重量部に対して0.1〜５重量
部であり、さらに好ましくは0.5〜２重量部であ
る。
本発明のポリカーボネート樹脂組成物は任意の
方法でポリカーボネート樹脂をイソシアヌール酸
誘導体とを混合とすることによつて調製される。
本発明の組成物には、更にその改質を目的とし
て他の添加剤、例えばガラス繊維、アスベスト、
カーボン繊維等の如き強化剤、熱安定剤、酸化防
止剤、光安定剤、難燃剤、充填剤、帯電防止剤、
離型剤、発泡剤などを添加することができる。ま
た、例えばポリプロピレン、ポリスチレン、ポリ
メチルメタクリレート、AS樹脂、ABS樹脂、
MBS樹脂、SB樹脂、ポリエステル、ポリフエニ
レンオキサイド等の他の樹脂を混合することがで
きる。
以下、実施例を掲げて本発明を更に説明する。
なお、実施例中の部は重量部を意味する。
また、評価は以下の方法で行なつた。
１ 溶融流動性評価法：
120℃で６時間乾燥した樹脂組成物ペレツト
をプラストメータ（タカラ工業(株)製）に供給
し、溶融重合体の流量をJIS Ｋ―6719に従い測
定した。流量が大きい程、溶融流動性のよいこ
とを表わす。
２ 熱安定性評価法：
120℃で６時間乾燥した樹脂組成物ペレツト
を射出成形機にて、340℃で帯留なしに連続的
に成形して得た成形見本板（70mm×50mm×２
mm）の色相Ｌ、ａ、ｂ値と、射出成形機中に
340℃で10分間滞留せしめたのちに成形して得
た見本板の色相L′、a′、b′値とを夫々色差計
（スガ試験機(株)製）を用いて測定し、熱安定性
は変色の度合
△Ｅ＝√（−′）2＋（−′）2＋（−′）
2にて
評価した。△Ｅは小さい程、熱安定性のよいこ
とを表わす。
３ 耐衝撃性評価法：
予め乾燥した樹脂組成物ペレツトを射出成形
機を用いて64mm×12.7mm×3.18mmの衝撃試験片
に成形し、該試験片は0.25mmＲのノツチを付け
たのち23℃、湿度50％で40時間処理し、その後
アイゾツト衝撃試験機（東洋精機(株)製）にて衝
撃強度を測定した。衝撃強度が大きい程、耐衝
撃性のよいことを表わす。
実施例１〜10及び比較例１〜３
２，２―ビス（４―ヒドロキシフエニル）プロ
パンとホスゲンとの反応により製造した分子量
23500のポリカーボネート樹脂100部に第１表に示
す添加剤を加え、スーパーミキサーを用いて述分
に混合したのち、30mmφ押出機で押出ペレツト化
した。得られたペレツトは前記の方法で溶融流動
性を、また射出成形して熱安定性及び耐衝撃性を
評価した。その結果を第１表に示す。
The present invention relates to a polycarbonate resin composition,
More specifically, the present invention relates to a polycarbonate resin composition with improved melt flow characteristics, which is obtained by blending an isocyanuric acid derivative into a polycarbonate resin composition. Polycarbonate resins have high impact strength, clear transparency, and heat resistance, are self-extinguishing, and have excellent electrical properties and dimensional stability, so they are widely used as engineering plastics. However, this polycarbonate resin has an exceptionally high melt viscosity and poor melt fluidity, so it has the disadvantage of being inferior in moldability into products with complex shapes or thin walls. Furthermore, in order to avoid poor melt flowability, the molding temperature tends to be high, resulting in a tendency for the molded product to turn yellow, which tends to cause problems in terms of product quality. Various studies have been made in the past to improve this drawback. For example, polycarbonate resin, polyethylene, ABS resin,
Blending polystyrene, etc. is being practiced. However, these blend products lose some of the desirable features of polycarbonate resins, such as impact strength, heat resistance, and clarity, and the shear rate dependence of the melt viscosity of both components is significantly different, so they cannot be used at high shear rates. Phase separation of both components occurs during injection molding below. Also, many plasticizers known to reduce the viscosity of resins have little effect on reducing the viscosity of polycarbonate resins or cause the polycarbonate resins to become brittle. Therefore, in addition to organic esters and organic ethers, urethane (Japanese Patent Application Laid-Open No. 53-94534), urea (Japanese Patent Application Laid-open No. 53-94533), fatty acid amide (Japanese Patent Laid-Open No. 53-94533), and fatty acid amides are used to plasticize polycarbonate resins.
No. 53-72077), triazine compounds (Japanese Patent Application Laid-open No. 1983-
It has been proposed to use nitrogen-containing compounds such as (No. 16564) in combination. However, although polycarbonate resin compositions blended with these nitrogen-containing compounds have a low melt viscosity, they are inferior in thermal stability and have the disadvantage of becoming brittle or discolored during high-temperature molding. An object of the present invention is to provide a polycarbonate resin composition having excellent melt flowability and free from the above-mentioned drawbacks. As a result of intensive research to achieve this objective, the present inventors found that by blending isocyanuric acid derivatives into polycarbonate resin, it was possible to improve melt flowability without impairing the properties of polycarbonate resin such as high impact strength. In addition, it was discovered that a polycarbonate resin composition with excellent thermal stability can be obtained, and the present invention was achieved. That is, the present invention provides polycarbonate resin with the following general formula: [Here, R 1 , R 2 , and R 3 each have a carbon number of 1 to 22
an alkyl group, an alkenyl group having 3 to 22 carbon atoms,
An aliphatic hydrocarbon group having a hydroxyl group or a carboxyl group and having a total number of carbons and oxygen of 3 to 5, and an aliphatic hydrocarbon group having a total number of carbons and oxygen of 4 to 25 having an ether bond and/or an ester bond within the group. A group selected from the group consisting of groups. However, the total number of aliphatic hydrocarbon groups having hydroxyl or carboxyl groups and having a total number of 3 to 5 carbons and oxygen does not exceed 1. ] A polycarbonate resin composition characterized by containing a cyanuric acid derivative represented by the following. The polycarbonate resin composition of the present invention has high melt flowability and excellent thermal stability, so it can be molded at high temperatures, and has the feature that even products with complex shapes or thin walls can be molded without coloring. Moreover, since the composition retains the characteristics of polycarbonate resin, such as high impact strength, it can be used in a wide range of applications similar to that of polycarbonate resin alone. The polycarbonate resin used in the present invention is
2, usually in the presence of an acid acceptor and a molecular weight modifier.
It is produced by the reaction of a divalent phenol with a carbonate precursor such as phosgene, or the transesterification reaction of a divalent phenol with a carbonate precursor such as diphenyl carbonate. The divalent phenol that can be used here is preferably a bisphenol, with 2,2-bis(4-hydroxyphenyl)propane (hereinafter referred to as bisphenol A) being particularly preferred. Further, part or all of bisphenol A may be replaced with another divalent phenol. As divalent phenols other than bisphenol A,
For example, hydroquinone, 4,4'-dihydroxydiphenyl, bis(4-hydroxyphenyl)alkane, bis(4-hydroxyphenyl)cycloalkane, bis(4-hydroxyphenyl)sulfide, bis(4-hydroxyphenyl) ) sulfone, bis(4-hydroxyphenyl) sulfoxide, bis(4-hydroxyphenyl) ketone, bis(4-hydroxyphenyl) ether, etc. or bis(3,5-dibromo-4-hydroxyphenyl) ) Examples include halogenated bisphenols such as propane. It may be a homopolymer of these dihydric phenols, a copolymer of two or more types, or a blend thereof. Also,
It may also be a thermoplastic randomly branched polycarbonate in which a polyfunctional aromatic compound is reacted with a dihydric phenol and/or a carbonate precursor. The isocyanuric acid derivative used in the present invention is a compound represented by the above general formula. Preferred examples of the alkyl group for R 1 , R 2 , and R 3 in the above general formula include ethyl group, propyl group, hexyl group, octyl group, and stearyl group, and examples of the alkenyl group include allyl group and hexenyl group. , octenyl group, octadecenyl group, etc. are preferred. Furthermore, the total number of carbons and oxygen having hydroxyl or carboxyl groups is 3 to 5.
Preferred examples of the aliphatic hydrocarbon group include β-hydroxyethyl group and β-carboxyethyl group. Further, examples of aliphatic hydrocarbon groups having an ether bond and/or an ester bond include an acetoxyethyl group, a butyloxyethyl group,
Octyloxyethyl group, stearoyloxyethyl group, ethoxycarbonylethyl group, butoxycarbonylethyl group, octoxycarbonylethyl group, octadecoxycarbonylethyl group; ethoxyethyl group, butoxyethyl group, octoxyethyl group, octadeco Preferred examples include xyethyl group. These R 1 , R 2 and R 3 may be the same group or may be different groups. However, the aliphatic hydrocarbon group having a hydroxyl group or a carboxyl group and having a total number of 3 to 5 carbon atoms and oxygen atoms must be 1 or 0 in the compound. Such isocyanuric acid derivatives are usually produced by reaction products of isocyanuric acid with chlorine compounds, epoxy compounds, etc., or by further reacting the reaction products with alcohols or fatty acid carboxylic acids. Specific examples of isocyanuric acid derivatives include triethyl isocyanurate, trihexyl isocyanurate, trioctyl isocyanurate, tristearyl isocyanurate, triallyl isocyanurate, trihexenyl isocyanurate, trioctadecenyl isocyanurate, and monohexyl isocyanurate. Hexenyl isocyanurate, monooctadecenyl-distearyl isocyanurate, tris(acetoxyethyl)isocyanurate, tri(butyloxyethyl)isocyanurate, tris(stearoyloxyethyl)isocyanurate, mono-β-hydroxyethyl-bis (stearoyloxyethyl) isocyanurate, tris(ethoxycarbonylethyl)isocyanurate, tris(butoxycarbonylethyl)isocyanurate, tris(octoxycarbonylethyl)isocyanurate, tris(octadecoxycarbonylethyl)isocyanurate, mono- Examples include β-carboxyethyl-bis(octadecoxycarbonylethyl)isocyanurate. The blending amount of the isocyanuric acid derivative is 0.1 to 5 parts by weight, more preferably 0.5 to 2 parts by weight, based on 100 parts by weight of the polycarbonate resin. The polycarbonate resin composition of the present invention is prepared by mixing a polycarbonate resin with an isocyanuric acid derivative by any method. The composition of the present invention may further contain other additives for the purpose of modifying it, such as glass fibers, asbestos,
Reinforcing agents such as carbon fiber, heat stabilizers, antioxidants, light stabilizers, flame retardants, fillers, antistatic agents,
A mold release agent, a foaming agent, etc. can be added. Also, for example, polypropylene, polystyrene, polymethyl methacrylate, AS resin, ABS resin,
Other resins such as MBS resin, SB resin, polyester, polyphenylene oxide, etc. can be mixed. The present invention will be further explained below with reference to Examples. Note that parts in the examples mean parts by weight. In addition, evaluation was performed using the following method. 1 Melt fluidity evaluation method: The resin composition pellets dried at 120° C. for 6 hours were supplied to a plastometer (manufactured by Takara Industries, Ltd.), and the flow rate of the molten polymer was measured according to JIS K-6719. The larger the flow rate, the better the melt fluidity. 2. Thermal stability evaluation method: A molded sample plate (70 mm x 50 mm x 2
mm) hue L, a, b value and during injection molding machine
The hue L', a', and b' values of the sample plate obtained by molding after staying at 340℃ for 10 minutes were measured using a color difference meter (manufactured by Suga Test Instruments Co., Ltd.), and the thermal stability was determined. The quality is the degree of discoloration △E=√(-') 2 +(-') 2 +(-')
2 was evaluated. The smaller ΔE is, the better the thermal stability is. 3 Impact resistance evaluation method: Pre-dried resin composition pellets were molded into impact test pieces of 64 mm x 12.7 mm x 3.18 mm using an injection molding machine, and the test pieces were made with a notch of 0.25 mmR and then heated at 23°C. The specimens were treated at 50% humidity for 40 hours, and then the impact strength was measured using an Izotsu impact tester (manufactured by Toyo Seiki Co., Ltd.). The higher the impact strength, the better the impact resistance. Examples 1 to 10 and Comparative Examples 1 to 3 Molecular weight produced by reaction of 2,2-bis(4-hydroxyphenyl)propane and phosgene
Additives shown in Table 1 were added to 100 parts of polycarbonate resin No. 23500, and the mixture was mixed properly using a super mixer, and then extruded into pellets using a 30 mmφ extruder. The obtained pellets were evaluated for melt flowability by the method described above, and by injection molding for thermal stability and impact resistance. The results are shown in Table 1.
【表】
上表より本発明の樹脂組成物がすぐれた熱安定
性、溶融流動特性及び耐衝撃性を兼ね備えたもの
であることがわかる。[Table] From the above table, it can be seen that the resin composition of the present invention has excellent thermal stability, melt flow characteristics, and impact resistance.
Claims (1)
のアルキル基、炭素数３乃至22のアルケニル基、
水酸基またはカルボキシル基を有する炭素と酸素
の合計数が３乃至５の脂肪族炭化水素基並びに基
内にエーテル結合および／またはエステル結合を
有する炭素と酸素の合計数が４乃至25の脂肪族炭
化水素基からなる群から選択される基である。た
だし、前記水酸基またはカルボキシル基を有する
炭素と酸素の合計数が３乃至５の脂肪族炭化水素
基の総数は１をこえることはない。〕 で表わされるイソシアヌール酸誘導体を配合せし
めてなることを特徴とするポリカーボネート樹脂
組成物。[Claims] 1 Polycarbonate resin with the following general formula [Here, R 1 , R 2 , and R 3 each have a carbon number of 1 to 22
an alkyl group, an alkenyl group having 3 to 22 carbon atoms,
An aliphatic hydrocarbon group having a hydroxyl group or a carboxyl group and having a total number of carbons and oxygen of 3 to 5, and an aliphatic hydrocarbon group having a total number of carbons and oxygen of 4 to 25 having an ether bond and/or an ester bond within the group. A group selected from the group consisting of groups. However, the total number of aliphatic hydrocarbon groups having hydroxyl or carboxyl groups and having a total number of 3 to 5 carbons and oxygen does not exceed 1. ] A polycarbonate resin composition comprising an isocyanuric acid derivative represented by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3779181A JPS57153040A (en) | 1981-03-18 | 1981-03-18 | Polycarbonate resin composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3779181A JPS57153040A (en) | 1981-03-18 | 1981-03-18 | Polycarbonate resin composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS57153040A JPS57153040A (en) | 1982-09-21 |
| JPS6212935B2 true JPS6212935B2 (en) | 1987-03-23 |
Family
ID=12507310
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3779181A Granted JPS57153040A (en) | 1981-03-18 | 1981-03-18 | Polycarbonate resin composition |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS57153040A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2013922A1 (en) * | 1989-08-07 | 1991-02-07 | Linda Harmon Nelson | Flame retardant thermoplastic containing (iso) cyanurate |
-
1981
- 1981-03-18 JP JP3779181A patent/JPS57153040A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS57153040A (en) | 1982-09-21 |
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