JPH0423858A - Polycarbonate resin composition - Google Patents
Polycarbonate resin compositionInfo
- Publication number
- JPH0423858A JPH0423858A JP12782990A JP12782990A JPH0423858A JP H0423858 A JPH0423858 A JP H0423858A JP 12782990 A JP12782990 A JP 12782990A JP 12782990 A JP12782990 A JP 12782990A JP H0423858 A JPH0423858 A JP H0423858A
- Authority
- JP
- Japan
- Prior art keywords
- polycarbonate resin
- compound
- resin composition
- formula
- expressed
- 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
- 239000004431 polycarbonate resin Substances 0.000 title claims abstract description 23
- 229920005668 polycarbonate resin Polymers 0.000 title claims abstract description 23
- 239000000203 mixture Substances 0.000 title claims abstract description 15
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- 239000000126 substance Substances 0.000 claims description 5
- 230000000694 effects Effects 0.000 abstract description 6
- 239000001045 blue dye Substances 0.000 abstract description 2
- 238000002156 mixing Methods 0.000 abstract 2
- GUEIZVNYDFNHJU-UHFFFAOYSA-N quinizarin Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C(O)=CC=C2O GUEIZVNYDFNHJU-UHFFFAOYSA-N 0.000 abstract 2
- 150000004982 aromatic amines Chemical class 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
- 241000790917 Dioxys <bee> Species 0.000 description 5
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 4
- 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 4
- 239000000654 additive Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 3
- 238000001125 extrusion Methods 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- 229960000583 acetic acid Drugs 0.000 description 2
- 238000007664 blowing Methods 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- -1 diphenyl carbonate compound Chemical class 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000000465 moulding Methods 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 239000011342 resin composition Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000005809 transesterification reaction Methods 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 238000012695 Interfacial polymerization Methods 0.000 description 1
- 239000004419 Panlite Substances 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 150000002148 esters Chemical group 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000012065 filter cake Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000002198 insoluble material Substances 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000002685 polymerization catalyst Substances 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000001047 purple dye Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明はポリカーボネート樹脂組成物に関する〈従来の
技術〉
ポリカーボネート樹脂は機械的性質、耐熱性、電気的性
質等が優れ、機械、構造材料、電気部品、日用雑貨等や
その他のフィルム、シートに用いられるエンジニアプラ
スチックの一攬である。[Detailed Description of the Invention] <Industrial Application Field> The present invention relates to polycarbonate resin compositions (Prior Art) Polycarbonate resin has excellent mechanical properties, heat resistance, electrical properties, etc. It is a type of engineered plastic used for parts, daily necessities, and other films and sheets.
ポリカーボネート樹脂は通常、ジオキシ化合物とホスゲ
ンを用いるホスゲン法(例えばビスフェノールAのNa
塩とホスゲンの界面重合法)や炭酸ジフェニル化合物と
ジオキシ化合物を用いるエステlし交換法(例えばビス
フェノールAとジフェニルカーボネートのエステル交換
法)により製造されているが、この無着色透明品は若干
黄味の色調である。このため透明性を生かした用途、例
えばプラスチックレンズ(自動車部品、カメラ部品、眼
鏡)ガラス、びん、ケース等に対してはブルーイングと
称する極くうすい青紫色の着色がよく施される。この場
合の着色剤としては従来より樹脂着色用青〜紫色の染料
が使用されていたが、ポリカーボネート樹脂の成形温度
が極めて高く、高温での耐熱性が要求されること(26
0〜340 ℃)、ごく微量の添加で所定のブルーイン
グ効果を発揮する必要があること等きびしい性能が要求
され、多くの場合目的とする成形物を得ることが難しか
った。Polycarbonate resins are usually manufactured using a phosgene method using a dioxy compound and phosgene (for example, bisphenol A with Na
It is manufactured by the interfacial polymerization method of salt and phosgene) or the ester exchange method using diphenyl carbonate compound and dioxy compound (for example, the transesterification method of bisphenol A and diphenyl carbonate), but this uncolored transparent product has a slightly yellowish tinge. The color tone is For this reason, for applications that take advantage of transparency, such as plastic lenses (auto parts, camera parts, eyeglasses), glass, bottles, cases, etc., a very faint blue-purple color called bluing is often applied. Conventionally, blue to purple dyes for resin coloring have been used as colorants in this case, but the molding temperature of polycarbonate resin is extremely high and heat resistance at high temperatures is required (26
(0 to 340° C.), it is necessary to exhibit a predetermined bluing effect with the addition of a very small amount, and strict performance is required, and in many cases it is difficult to obtain the desired molded product.
〈発明が解決しようとする課題〉
本発明者らは、ポリカーボネート樹脂に対して、ごくわ
ずかの添加量で良好なブルーイング効果を示し、しかも
高温での耐熱性も良好な樹脂着色用染料について検討を
進めた結果、特定の化合物を使用することでこれらの目
的を達成できることを見出し、本発明を完成したもので
ある。<Problems to be Solved by the Invention> The present inventors have studied a resin coloring dye that exhibits a good bluing effect with a very small amount added to polycarbonate resin and also has good heat resistance at high temperatures. As a result of our efforts, we discovered that these objectives could be achieved by using specific compounds, and completed the present invention.
即ち本発明の目的は、特定の化合物を添加することによ
り得られる良好な色調を有する透明ポリカーボネート樹
脂組成物を提供することである。That is, an object of the present invention is to provide a transparent polycarbonate resin composition having a good color tone obtained by adding a specific compound.
〈課題を解決するための手段〉
本発明は、ポリカーボネート樹脂並びに、該樹脂に対し
て0.3〜3 ppmの量の下記の構造式で表される化
合物(I)及び/又は(n)を含有してなるポリカーボ
ネート樹脂組成物を要旨とする。<Means for Solving the Problems> The present invention provides a polycarbonate resin and a compound (I) and/or (n) represented by the following structural formula in an amount of 0.3 to 3 ppm based on the resin. The gist is a polycarbonate resin composition containing the following.
H3
本発明で用いられるポリカーボネート樹脂は、芳香族ポ
リ炭酸エステル構造
R′
(R,R’ はH,C,〜6アルキル)を有する熱可
塑性樹脂であり、芳香族ジオキシ化合物とホスゲンの反
応により得られる物、芳香族ジオキシ化合物と炭酸ジフ
ェニルとのエステル交換で得られる物等が挙げられる。H3 The polycarbonate resin used in the present invention is a thermoplastic resin having an aromatic polycarbonate structure R' (R, R' are H, C, ~6 alkyl), and is obtained by the reaction of an aromatic dioxy compound and phosgene. and those obtained by transesterification of an aromatic dioxy compound and diphenyl carbonate.
具体的な商品名としてはパンライト(奇人化成)、ニー
ピロン(三菱ガス化学)、ツバレックス(三菱化Fy、
)、タフロン(出光石油化学) 、Ca1ibra (
Dow chem、)等をあげることができる。Specific product names include Panlite (Kijin Kasei), Kneepilon (Mitsubishi Gas Chemical), Tubarex (Mitsubishi Chemical Fy,
), Taflon (Idemitsu Petrochemical), Calibra (
Dow chem, ), etc.
本発明で用いられる化合物(I)又は(It)は0叶
CHs CaL応によ
り容易に得られる青色染料である。下記化合物(I)又
は(n)は、それぞれ単独で用いてもよいし、両者を混
合して用いてもよい。該化合物(I)及び(n)の添加
量の合計は、ポリカーボネート樹脂に対して0.3〜3
pf’m 、好ましくは0.4〜2 ppmである。Compound (I) or (It) used in the present invention is a blue dye that can be easily obtained by a 0-CHs-CaL reaction. Compound (I) or (n) below may be used alone or in combination. The total amount of the compounds (I) and (n) added is 0.3 to 3 with respect to the polycarbonate resin.
pf'm, preferably 0.4 to 2 ppm.
本発明のポリカーボネート樹脂組成物は公知の方法で得
ることができる。例えばポリカーボネート樹脂と該化合
物を適当な方法で混合し、熱、圧力等を加え射出成形、
押出加工等の方法により組成物とする。The polycarbonate resin composition of the present invention can be obtained by a known method. For example, polycarbonate resin and the compound are mixed by an appropriate method, heat, pressure, etc. are applied, and injection molding is performed.
A composition is prepared by a method such as extrusion processing.
具体的には、例えばポリカーボネート樹脂、化合物(I
)及び/又は(II)、更に必要に応じ各種添加剤(例
えば光安定剤、酸化防止剤、劣化防止剤、熱安定剤等の
高分子添加剤)を加え混合し、次いでニーグー、ロール
ミル、ミキサー、押出機等で樹脂中に該化合物を均一に
溶解する。更に必要があれば、圧力、射出、押出し、ブ
ロー等の成形を行い目的の着色組成物とする。又、重合
触媒を含有する原料ジオキシ化合物、ジフェニルカーボ
ネート中に該化合物、その他必要に応じ各種添加剤を加
え重合させ、目的とする樹脂組成物を得ることも可能で
ある。Specifically, for example, polycarbonate resin, compound (I
) and/or (II), and various additives (e.g. polymeric additives such as light stabilizers, antioxidants, deterioration inhibitors, heat stabilizers, etc.) as necessary, and then mixed using a Ni-Goo, roll mill, or mixer. , the compound is uniformly dissolved in the resin using an extruder or the like. If necessary, further molding such as pressure, injection, extrusion, blowing, etc. is performed to obtain the desired colored composition. It is also possible to obtain the desired resin composition by adding the compound and other various additives as necessary to a raw material dioxy compound containing a polymerization catalyst, diphenyl carbonate, and polymerizing the mixture.
〈発明の効果〉
本発明によれば、ポリカーボネート樹脂に化合物(I)
又は(It)あるいは両者をごく微量含有させることに
より、良好な色調を有する樹脂組成物が得られる。<Effects of the Invention> According to the present invention, compound (I) is added to the polycarbonate resin.
By containing a very small amount of (It) or both, a resin composition having a good color tone can be obtained.
〈実施例〉
次に本発明を更に具体例によって説明するものが、本発
明は以下の実施例に限定されるものではない。例中、部
は重量部を表す。<Examples> Next, the present invention will be further explained by specific examples, but the present invention is not limited to the following examples. In the examples, parts represent parts by weight.
合成例1 C,H。Synthesis example 1 C,H.
@11. ホウ酸4.6g、氷酢酸12.5a+1を
フラスコに仕込み、N、ガスをふきこみながら120℃
で1.5時間撹拌する。その後N2ガスのふきこみを続
け、水、酢酸を蒸留により追い出しながら150〜16
0℃で5.5H時間保温する。反応マスに多量の希塩酸
(水溶液)を加えよく撹拌する。沈澱物を濾過した後、
濾過ケーキをセロソルブ200m1中に加えその後10
0 ℃で保温する。NaBOs (過ホウ酸ナトリウム
)5.0gを少しづつ添加し、その後15分間煮沸して
熱濾過する。濾液を冷却して生成する沈澱を濾過しケー
キをヘキサンに溶解する。不溶物を濾別した上でヘキサ
ンを追い出し、乾燥して化合物(I) の7.4gを
得た。mp 198〜200 ℃合成例2
C,l(、C113
た以外は合成例1と同様にして、化合物(II)7゜3
gを得た。@11. Charge 4.6g of boric acid and 12.5a+1 glacial acetic acid into a flask, and heat to 200°C while blowing in N and gas.
Stir for 1.5 hours. After that, continue to blow in N2 gas, and remove water and acetic acid by distillation.
Insulate at 0°C for 5.5 hours. Add a large amount of dilute hydrochloric acid (aqueous solution) to the reaction mass and stir well. After filtering the precipitate,
Add the filter cake to 200 ml of Cellosolve, then 10
Keep warm at 0°C. Add 5.0 g of NaBOs (sodium perborate) in portions, then boil for 15 minutes and filter hot. The filtrate is cooled, the precipitate formed is filtered, and the cake is dissolved in hexane. After filtering out insoluble materials, hexane was expelled and the mixture was dried to obtain 7.4 g of compound (I). mp 198-200°C Synthesis Example 2 Compound (II) 7°3 was prepared in the same manner as in Synthesis Example 1 except that
I got g.
実施例、比較例
〔ポリカーボネート樹脂組成物の作成と評価〕ポリカー
ボネート樹脂Ca1ibra 3QQ−IQ natu
ral (Dowchemica1社製無着色PC樹
脂)500部と、表−1に示す化合物(染料) 0.
00005部(樹脂に対して0.5QQm )を予備混
合後、押出1(240℃)で混合分散し樹脂ベレット(
組成物)とする。このペレットを3.5g射出成形機(
290℃)で4 cm X6 cm X 2 m厚の成
形板とする。Examples, Comparative Examples [Preparation and evaluation of polycarbonate resin composition] Polycarbonate resin Calibra 3QQ-IQ natu
500 parts of ral (uncolored PC resin manufactured by Dowchemica 1) and 0.0 parts of the compound (dye) shown in Table 1.
After premixing 00005 parts (0.5QQm based on the resin), the mixture was mixed and dispersed in extrusion 1 (240°C) to form a resin pellet (
composition). 3.5g of these pellets were put into an injection molding machine (
290°C) to form a 4 cm x 6 cm x 2 m thick plate.
得られた成形板について測色によるb0値(黄色度)及
び目視による黄色度、ブルーイング効果を評価した。結
果を表−1に示す。The obtained molded plate was evaluated for b0 value (yellowness) by colorimetry, yellowness by visual observation, and bluing effect. The results are shown in Table-1.
上記結果より明らかなごとく化合物(1)。As is clear from the above results, compound (1).
■)は他のアントラキノン系化合物(青〜紫)比べ良好
なブルーイング効果を示す。(2) shows a better bluing effect than other anthraquinone compounds (blue to purple).
表−1
に
草本耐熱性(340℃射出成型)不良の化合物(以下余
白)
C,H。Table 1 shows compounds with poor herbaceous heat resistance (injection molding at 340°C) (blank below) C, H.
Nll。Nll.
CH(CH3)2 Sumiplast 1olet 〔住友化学〕 叶 〈以下余白)CH(CH3)2 Sumiplast 1olet [Sumitomo Chemical] leaf (Left below)
Claims (1)
3ppmの下記化合物( I )及び/又は(II)を含有
することを特徴とするポリカーボネート樹脂組成物。 ▲数式、化学式、表等があります▼( I ) ▲数式、化学式、表等があります▼(II)[Claims] Polycarbonate resin and 0.3 to
A polycarbonate resin composition containing 3 ppm of the following compound (I) and/or (II). ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) ▲There are mathematical formulas, chemical formulas, tables, etc.▼(II)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12782990A JPH0423858A (en) | 1990-05-16 | 1990-05-16 | Polycarbonate resin composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12782990A JPH0423858A (en) | 1990-05-16 | 1990-05-16 | Polycarbonate resin composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH0423858A true JPH0423858A (en) | 1992-01-28 |
Family
ID=14969696
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12782990A Pending JPH0423858A (en) | 1990-05-16 | 1990-05-16 | Polycarbonate resin composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH0423858A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2248841B2 (en) † | 2002-04-22 | 2015-03-11 | Mitsubishi Chemical Corporation | Hollow container comprising an aromatic polycarbonate composition |
-
1990
- 1990-05-16 JP JP12782990A patent/JPH0423858A/en active Pending
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2248841B2 (en) † | 2002-04-22 | 2015-03-11 | Mitsubishi Chemical Corporation | Hollow container comprising an aromatic polycarbonate composition |
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