JPH0255062A - Polycarbonate medical mold for radioactive ray radiation sterilization - Google Patents
Polycarbonate medical mold for radioactive ray radiation sterilizationInfo
- Publication number
- JPH0255062A JPH0255062A JP63203779A JP20377988A JPH0255062A JP H0255062 A JPH0255062 A JP H0255062A JP 63203779 A JP63203779 A JP 63203779A JP 20377988 A JP20377988 A JP 20377988A JP H0255062 A JPH0255062 A JP H0255062A
- Authority
- JP
- Japan
- Prior art keywords
- aromatic polycarbonate
- polycarbonate
- halogenated bisphenol
- bis
- ray radiation
- 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.)
- Granted
Links
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 37
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 37
- 230000001954 sterilising effect Effects 0.000 title claims abstract description 20
- 238000004659 sterilization and disinfection Methods 0.000 title claims abstract description 20
- 230000005855 radiation Effects 0.000 title claims abstract description 17
- 230000002285 radioactive effect Effects 0.000 title abstract 3
- 125000003118 aryl group Chemical group 0.000 claims abstract description 29
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical class C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims abstract description 23
- 239000004431 polycarbonate resin Substances 0.000 claims description 19
- 229920005668 polycarbonate resin Polymers 0.000 claims description 17
- 229920000642 polymer Polymers 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 11
- 238000004383 yellowing Methods 0.000 abstract description 6
- 229940127554 medical product Drugs 0.000 abstract description 4
- 125000005843 halogen group Chemical group 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 230000015572 biosynthetic process Effects 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 8
- 238000006116 polymerization reaction Methods 0.000 description 8
- 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 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- VEORPZCZECFIRK-UHFFFAOYSA-N 3,3',5,5'-tetrabromobisphenol A Chemical compound C=1C(Br)=C(O)C(Br)=CC=1C(C)(C)C1=CC(Br)=C(O)C(Br)=C1 VEORPZCZECFIRK-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000012074 organic phase Substances 0.000 description 4
- 239000001294 propane Substances 0.000 description 4
- -1 pt-butylphenol Chemical compound 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- BSWWXRFVMJHFBN-UHFFFAOYSA-N 2,4,6-tribromophenol Chemical compound OC1=C(Br)C=C(Br)C=C1Br BSWWXRFVMJHFBN-UHFFFAOYSA-N 0.000 description 2
- GJYCVCVHRSWLNY-UHFFFAOYSA-N 2-butylphenol Chemical compound CCCCC1=CC=CC=C1O GJYCVCVHRSWLNY-UHFFFAOYSA-N 0.000 description 2
- HXDOZKJGKXYMEW-UHFFFAOYSA-N 4-ethylphenol Chemical compound CCC1=CC=C(O)C=C1 HXDOZKJGKXYMEW-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- 239000004727 Noryl Substances 0.000 description 2
- 229920001207 Noryl Polymers 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 229920000402 bisphenol A polycarbonate polymer Polymers 0.000 description 2
- PXKLMJQFEQBVLD-UHFFFAOYSA-N bisphenol F Chemical compound C1=CC(O)=CC=C1CC1=CC=C(O)C=C1 PXKLMJQFEQBVLD-UHFFFAOYSA-N 0.000 description 2
- 239000006085 branching agent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000001746 injection moulding Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000008188 pellet Substances 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- YSQYDNUSGKUZTI-UHFFFAOYSA-N 1-dodecoxydodecane;phenol Chemical compound OC1=CC=CC=C1.CCCCCCCCCCCCOCCCCCCCCCCCC YSQYDNUSGKUZTI-UHFFFAOYSA-N 0.000 description 1
- IWXJDUVKFYPZMV-UHFFFAOYSA-N 1-octoxyoctane;phenol Chemical compound OC1=CC=CC=C1.CCCCCCCCOCCCCCCCC IWXJDUVKFYPZMV-UHFFFAOYSA-N 0.000 description 1
- WPZJSWWEEJJSIZ-UHFFFAOYSA-N 2,6-dibromo-4-[(3,5-dibromo-4-hydroxyphenyl)methyl]phenol Chemical compound C1=C(Br)C(O)=C(Br)C=C1CC1=CC(Br)=C(O)C(Br)=C1 WPZJSWWEEJJSIZ-UHFFFAOYSA-N 0.000 description 1
- HREXIBFZDJHFCF-UHFFFAOYSA-N 2,6-dibromo-4-propylphenol Chemical compound CCCC1=CC(Br)=C(O)C(Br)=C1 HREXIBFZDJHFCF-UHFFFAOYSA-N 0.000 description 1
- WIFDRXSVRSCMMY-UHFFFAOYSA-N 2,6-dichloro-4-[(3,5-dichloro-4-hydroxyphenyl)methyl]phenol Chemical compound C1=C(Cl)C(O)=C(Cl)C=C1CC1=CC(Cl)=C(O)C(Cl)=C1 WIFDRXSVRSCMMY-UHFFFAOYSA-N 0.000 description 1
- SGQHSBDQMLESDM-UHFFFAOYSA-N 2-bromo-4-[(3-bromo-4-hydroxyphenyl)methyl]phenol Chemical compound C1=C(Br)C(O)=CC=C1CC1=CC=C(O)C(Br)=C1 SGQHSBDQMLESDM-UHFFFAOYSA-N 0.000 description 1
- YWRDGHPJNOGFFM-UHFFFAOYSA-N 2-chloro-4-[(3-chloro-4-hydroxyphenyl)methyl]phenol Chemical compound C1=C(Cl)C(O)=CC=C1CC1=CC=C(O)C(Cl)=C1 YWRDGHPJNOGFFM-UHFFFAOYSA-N 0.000 description 1
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- IWNXSYOIVWMSLX-UHFFFAOYSA-N 2-octadecoxyphenol Chemical compound CCCCCCCCCCCCCCCCCCOC1=CC=CC=C1O IWNXSYOIVWMSLX-UHFFFAOYSA-N 0.000 description 1
- WCRKLZYTQVZTMM-UHFFFAOYSA-N 2-octadecylphenol Chemical compound CCCCCCCCCCCCCCCCCCC1=CC=CC=C1O WCRKLZYTQVZTMM-UHFFFAOYSA-N 0.000 description 1
- ITKQCIBIWWMFPM-UHFFFAOYSA-N 2-octoxyphenol Chemical compound CCCCCCCCOC1=CC=CC=C1O ITKQCIBIWWMFPM-UHFFFAOYSA-N 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
- 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
- BATCUENAARTUKW-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)-diphenylmethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 BATCUENAARTUKW-UHFFFAOYSA-N 0.000 description 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- AYGGQJHJRFZDFH-UHFFFAOYSA-N 5,7-dichloro-1h-indole-2,3-dione Chemical compound ClC1=CC(Cl)=CC2=C1NC(=O)C2=O AYGGQJHJRFZDFH-UHFFFAOYSA-N 0.000 description 1
- XHDJYQWGFIBCEP-UHFFFAOYSA-N 5-Chloro-1H-indole-2,3-dione Chemical compound ClC1=CC=C2NC(=O)C(=O)C2=C1 XHDJYQWGFIBCEP-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- NNDKZTBFZTWKLA-LUVWLHFXSA-N Neopine Natural products O(C)c1c2O[C@H]3[C@@H](O)CC=C4[C@H]5N(C)CC[C@]34c2c(cc1)C5 NNDKZTBFZTWKLA-LUVWLHFXSA-N 0.000 description 1
- PCKPVGOLPKLUHR-UHFFFAOYSA-N OH-Indolxyl Natural products C1=CC=C2C(O)=CNC2=C1 PCKPVGOLPKLUHR-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- HTZCNXWZYVXIMZ-UHFFFAOYSA-M benzyl(triethyl)azanium;chloride Chemical compound [Cl-].CC[N+](CC)(CC)CC1=CC=CC=C1 HTZCNXWZYVXIMZ-UHFFFAOYSA-M 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- IPIVAXLHTVNRBS-UHFFFAOYSA-N decanoyl chloride Chemical compound CCCCCCCCCC(Cl)=O IPIVAXLHTVNRBS-UHFFFAOYSA-N 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- NQGIJDNPUZEBRU-UHFFFAOYSA-N dodecanoyl chloride Chemical compound CCCCCCCCCCCC(Cl)=O NQGIJDNPUZEBRU-UHFFFAOYSA-N 0.000 description 1
- CJYBKFFVXWWBMY-UHFFFAOYSA-N dodecyl 2-hydroxybenzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1O CJYBKFFVXWWBMY-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [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])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000012760 heat stabilizer Substances 0.000 description 1
- KXHFYBWOKFEEMI-UHFFFAOYSA-N hexacosanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCC(Cl)=O KXHFYBWOKFEEMI-UHFFFAOYSA-N 0.000 description 1
- ARBOVOVUTSQWSS-UHFFFAOYSA-N hexadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCC(Cl)=O ARBOVOVUTSQWSS-UHFFFAOYSA-N 0.000 description 1
- JYGFTBXVXVMTGB-UHFFFAOYSA-N indolin-2-one Chemical compound C1=CC=C2NC(=O)CC2=C1 JYGFTBXVXVMTGB-UHFFFAOYSA-N 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- XFCCROJBZHEHMS-UHFFFAOYSA-N methoxymethane;phenol Chemical compound COC.OC1=CC=CC=C1 XFCCROJBZHEHMS-UHFFFAOYSA-N 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 239000012778 molding material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- NNDKZTBFZTWKLA-QISBLDNZSA-N neopine Chemical compound O[C@H]([C@@H]1O2)CC=C3[C@H]4CC5=CC=C(OC)C2=C5[C@@]13CCN4C NNDKZTBFZTWKLA-QISBLDNZSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- WTBAHSZERDXKKZ-UHFFFAOYSA-N octadecanoyl chloride Chemical compound CCCCCCCCCCCCCCCCCC(Cl)=O WTBAHSZERDXKKZ-UHFFFAOYSA-N 0.000 description 1
- OZAVCEALUDNEKN-UHFFFAOYSA-N octadecyl 2-hydroxybenzoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C1=CC=CC=C1O OZAVCEALUDNEKN-UHFFFAOYSA-N 0.000 description 1
- SJDACOMXKWHBOW-UHFFFAOYSA-N oxyphenisatine Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2NC1=O SJDACOMXKWHBOW-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-M salicylate Chemical compound OC1=CC=CC=C1C([O-])=O YGSDEFSMJLZEOE-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- LPWCRLGKYWVLHQ-UHFFFAOYSA-N tetradecanoyl chloride Chemical compound CCCCCCCCCCCCCC(Cl)=O LPWCRLGKYWVLHQ-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
Landscapes
- Materials For Medical Uses (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Polyesters Or Polycarbonates (AREA)
- Apparatus For Disinfection Or Sterilisation (AREA)
Abstract
Description
【発明の詳細な説明】
〔産業上の利用分野〕
本発明は、耐放射線性に優れた医療用ポリカーボネート
成形品に関する。本発明のポリカーボネート成形品は放
射線による黄変が少ないので放射線照射滅菌用の医療用
機器等に有用である。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a medical polycarbonate molded article with excellent radiation resistance. The polycarbonate molded article of the present invention has little yellowing due to radiation, and is therefore useful for medical equipment and the like for sterilization by radiation.
芳香族ポリカーボネート樹脂は高度の耐衝撃性、耐熱性
、透明性を有し、安全性も高いことから医療用製品とし
て多く用いられている。Aromatic polycarbonate resins have high impact resistance, heat resistance, transparency, and are highly safe, so they are often used as medical products.
これらの医療用製品に用いられる場合には、従来、高圧
蒸気滅菌法、エチレンオキシドガス（ＢＯＧ）滅菌法が
行われてきた。しかし、蒸気滅菌法では完全に滅菌が行
われなかったり、滅菌処理後に乾燥工程が必要である等
処理法に難点があった。また、ＥＯＧ滅菌では、被滅菌
材料中に残留するＢＯＧの毒性等の問題があった。When used in these medical products, high-pressure steam sterilization and ethylene oxide gas (BOG) sterilization have conventionally been used. However, the steam sterilization method has some drawbacks, such as incomplete sterilization and the need for a drying process after sterilization. Additionally, EOG sterilization has problems such as the toxicity of BOG remaining in the material to be sterilized.
従って、最近では、比較的安価に、低温で、乾式で実施
可能な放射線（−船釣にはＴ線）を照射する滅菌法が注
目されている。Therefore, recently, a sterilization method that involves irradiation with radiation (T-rays for boat fishing), which can be carried out relatively inexpensively, at low temperatures, and in a dry manner, has been attracting attention.
しかしながら、従来これらの用途に用いられているポリ
カーボネート樹脂製の成形品に放射線を照射すると樹脂
の分解により、黄変が生じ、製品価値を落とすという欠
点があった。However, when polycarbonate resin molded articles conventionally used for these purposes are irradiated with radiation, the resin decomposes, causing yellowing and reducing product value.
本発明者らは、放射線照射による滅菌に適したポリカー
ボネート樹脂製の医療用製品を開発すべく鋭意検討を重
ねた結果、ハロゲン化ビスフェノールから誘導される構
成単位を分子鎮中に含む芳香族ポリカーボネートを用い
てなる成形品がこの課題を解決し得ることを見出し本発
明を完成させるに至った。The present inventors have conducted intensive studies to develop medical products made of polycarbonate resin that are suitable for sterilization by radiation irradiation, and have developed an aromatic polycarbonate containing structural units derived from halogenated bisphenols in the molecule. The present invention was completed by discovering that a molded product using the above method can solve this problem.
すなわち、本発明は、ハロゲン化ビスフェノールから誘
導される構成単位を分子鎖中に含む芳香族ポリカーボネ
ートポリマー或いはオリコマ−を含有する芳香族ポリカ
ーボネート樹脂からなる放射線照射滅菌用ポリカーボネ
ート医療用成形品であり、該芳香族ポリカーボネート樹
脂のハロゲン含有量としては０．１〜ｌＯ重量％、より
好ましくは０．５〜５重量％である芳香族ポリカーボネ
ート樹脂からなる放射線照射滅菌用ポリカーボネート医
療用成形品である。That is, the present invention is a polycarbonate medical molded article for sterilization by radiation, which is made of an aromatic polycarbonate polymer containing a structural unit derived from a halogenated bisphenol in its molecular chain or an aromatic polycarbonate resin containing an olicomer. The polycarbonate medical molded article for radiation sterilization is made of an aromatic polycarbonate resin whose halogen content is 0.1 to 10% by weight, more preferably 0.5 to 5% by weight.
以下、本発明の構成について説明する。The configuration of the present invention will be explained below.
マス、本発明のハロゲン化ビスフェノールから誘導され
る構成単位を分子鎮中に含む芳香族ポリカーボネートポ
リマー或いはオリゴマーとは、ハロゲン化ビスフェノー
ル類を二価フェノールの一部或いは全部として使用して
製造されるそれ自体従来公知のものであり、本発明にお
いて好適に使用されるものとしては、（ａ）、ハロゲン
化ビスフェノール類を二価フェノールの一部として使用
した芳香族ポリカーボネートコーポリマー、（ｂ）、
ハロゲン化ビスフェノール類を二価フェノールとして使
用した芳香族ポリカーボネートホモ−オリコマ−１（Ｃ
）、ハロゲン化ビスフェノール類を二価フェノールの一
部として使用した芳香族ポリカーボネートコーオリゴマ
ーが挙げられる。The aromatic polycarbonate polymers or oligomers containing structural units derived from halogenated bisphenols in the molecular weight of the present invention refer to those produced using halogenated bisphenols as part or all of the dihydric phenol. Those which are conventionally known per se and which are preferably used in the present invention include (a) aromatic polycarbonate copolymers using halogenated bisphenols as part of the dihydric phenol; (b)
Aromatic polycarbonate homo-olicomer-1 (C
), aromatic polycarbonate co-oligomers using halogenated bisphenols as part of the dihydric phenol.
本発明の芳香族ポリカーボネート樹脂とは、上記したハ
ロゲン化ビスフェノールから誘導される構成単位を分子
鎖中に含む芳香族ポリカーボネートポリマー或いはオリ
ゴマーを含むものであれば特に限定のないものであり、
具体的には■、上記の（ａ）単独、■、上記の（ａ）と
上記の（ｂ）、（Ｃ）又はハロゲンを含まない二価フェ
ノールから誘導された芳香族ポリカーボネートオリゴマ
ーとの組成物、■ハロゲンを含まない二価フェノールか
ら誘導された芳香族ポリカーボネート樹脂と上記の（ａ
）、（ｂ）又は（Ｃ）との組成物が挙げられる。The aromatic polycarbonate resin of the present invention is not particularly limited as long as it contains an aromatic polycarbonate polymer or oligomer containing a structural unit derived from the above-mentioned halogenated bisphenol in its molecular chain,
Specifically, ■, the above (a) alone, ■, a composition of the above (a) and the above (b), (C), or an aromatic polycarbonate oligomer derived from a halogen-free dihydric phenol. , ■ Aromatic polycarbonate resin derived from halogen-free dihydric phenol and the above (a
), (b) or (C).
ここに、本発明に使用する上記した芳香族ポリカーボネ
ートポリマー又はオリコマ−は公知の製造法で製造され
るものであり、ハロゲン化ビスフェノールとしてはビス
（４−ヒドロキシ−３，５−ジブロモフェニル）メタン
、２．２−ビス（４−ヒドロキシ−３，５−ジブロモフ
ェニル）プロパン、４．４″−ジヒドロキシ−３，３’
、 ５．５’−テトラブロモジフェニルスルフィド、
２．２−ビス（４−ヒドロキシ−３，５−ジクロ０フエ
ニル）プロパン、２．２−ビス（４−ヒドロキシ−３−
ブロモフェニル）プロパン、ビス（４−ヒドロキシ−３
−クロロフェニル）メタン、ビス（４−ヒドロキシ−３
，５−ジクロロフェニル）メタン、ビス（４−ヒドロキ
シ−３−ブロモフェニル）メタンなどが例示され、ハロ
ゲンを含まない二価フェノールとしてはビス（４−ヒド
ロキシフェニル）メタン、ビス（４−ヒドロキシフェニ
ル）エーテル、ビス（４−ヒドロキシフェニル）スルホ
ン、ビス（４−ヒドロキシフェニル）スルホキシド、ビ
ス（４−ヒドロキシフェニル）スルフィド、ビス（４−
ヒドロキシフェニル）ケトン、１．１−ビス（４−ヒド
ロキシフェニル）エタン、２＋２−ビス（４−ヒドロキ
シフェニル）プロパン、２．２−ビス（４−ヒドロキシ
フェニル）メタン、１．１−ヒス（４−ヒドロキシフェ
ニル）シクロヘキサン、２．２−ビス（４−ヒドロキシ
−３，５−ジメチルフェニル）プロパン、１．ｌ−ビス
（４−ヒドロキシフェニル）−１−フェニルエタン、ビ
ス（４−ヒドロキシフェニル）ジフェニルメタンが例示
される。また、末端停止剤（分子量調節剤）は、通常の
フェノール、ｐ−ｔ−ブチルフェノール、トリブロモフ
ェノールなどの他にオクチルフェノール、ノリルフェノ
ール、ラウリルフェノール、バルミチルフェノール、ス
テアリルフェノール等の長鎖アルキル置換フェノール：
ヒドロキシ安息香酸オクチノペヒドロキシ安息香酸ラウ
リル、ヒドロキシ安息香酸ノリル、ヒドロキシ安息香酸
ステアリル等のヒドロキシ安息香酸長鎖アルキルエステ
ル；オクチルエーテルフェノール（＝オクチルオキシフ
ェノール）、ノリルエーテルフェノール、ラウリルエー
テルフエノーノペパルミチルエーテルフェノール、オク
タデシロキシフェノール、ドブシロキシフェノール等の
長鎖アルキルオキシフェノール；カプリン酸クロライド
、ラウリル酸クロライド、ミリスチン酸クロライド、パ
ルミチン酸クロライド、ステアリン酸クロライド、セロ
チン酸クロライド等の脂肪族酸クロライドなどが例示さ
れる。Here, the above-mentioned aromatic polycarbonate polymer or olicomer used in the present invention is produced by a known production method, and the halogenated bisphenol includes bis(4-hydroxy-3,5-dibromophenyl)methane, 2.2-bis(4-hydroxy-3,5-dibromophenyl)propane, 4.4″-dihydroxy-3,3′
, 5.5'-tetrabromodiphenyl sulfide,
2.2-bis(4-hydroxy-3,5-dichlorophenyl)propane, 2.2-bis(4-hydroxy-3-
bromophenyl)propane, bis(4-hydroxy-3
-chlorophenyl)methane, bis(4-hydroxy-3
, 5-dichlorophenyl) methane, and bis(4-hydroxy-3-bromophenyl) methane. Examples of halogen-free dihydric phenols include bis(4-hydroxyphenyl)methane and bis(4-hydroxyphenyl) ether. , bis(4-hydroxyphenyl) sulfone, bis(4-hydroxyphenyl) sulfoxide, bis(4-hydroxyphenyl) sulfide, bis(4-
hydroxyphenyl)ketone, 1.1-bis(4-hydroxyphenyl)ethane, 2+2-bis(4-hydroxyphenyl)propane, 2.2-bis(4-hydroxyphenyl)methane, 1.1-his(4- hydroxyphenyl)cyclohexane, 2.2-bis(4-hydroxy-3,5-dimethylphenyl)propane, 1. Examples include 1-bis(4-hydroxyphenyl)-1-phenylethane and bis(4-hydroxyphenyl)diphenylmethane. In addition to normal phenol, pt-butylphenol, tribromophenol, etc., terminal capping agents (molecular weight regulators) include long-chain alkyl-substituted phenols such as octylphenol, norylphenol, laurylphenol, valmitylphenol, and stearylphenol. :
Hydroxybenzoic acid octinope Hydroxybenzoic acid long chain alkyl esters such as lauryl hydroxybenzoate, noryl hydroxybenzoate, stearyl hydroxybenzoate; octyl ether phenol (= octyloxyphenol), noryl ether phenol, lauryl ether phenol Long-chain alkyloxyphenols such as methyl ether phenol, octadecyloxyphenol, and dobusyloxyphenol; aliphatic acid chlorides such as capric acid chloride, lauric acid chloride, myristic acid chloride, palmitic acid chloride, stearic acid chloride, cerotic acid chloride, etc. is exemplified.
また、本発明のハロゲン化ビスフェノールから誘導され
る構成単位を分子鎖中に含む又は含まない芳香族ポリカ
ーボネートポリマー或いはオリゴマーは、上記の成分を
用いて製造するものであるが、分岐化剤を上記の二価フ
ェノール系化合物１００モルに対して、０．０１〜３モ
ル、特に０．１〜１．０モルの範囲で併用して分岐化ポ
リカーボネートとすることもできる。このような分岐化
剤としては、フロログリシン、２，６−シメチルー２．
４．６−トリ （４−ヒドロキシフェニル）へブテン−
３，４，６−シメチルー２．４．６− ） ＩＪ （
４−ヒドロキシフェニル）へブテン−２，１，３，５−
トリ （２−ヒドロキシフェニル）ペンゾール、１．１
．１−トリ （４−ヒドロキシフェニル）エタン、２．
６−ビス（２−ヒドロキシ−５−メチルベンジル）−４
−メチルフェノール、α、α７．α″−トリ （４−ヒ
ドロキシフェニル）−１，３，５−トリイソプロピルベ
ンゼンなどで例示されるポリヒドロキシ化合物、及び３
，３−ビス（４−ヒドロキシアリール）オキシインドー
ル（＝イサチンビスフェノール）、５−クロルイサチン
、５，７−ジクロルイサチン、５−ブロムイサチンなど
が例示される。Further, the aromatic polycarbonate polymer or oligomer of the present invention containing or not containing a structural unit derived from a halogenated bisphenol in its molecular chain is produced using the above-mentioned components, but the branching agent is added to the above-mentioned component. It can also be used in combination in an amount of 0.01 to 3 mol, particularly 0.1 to 1.0 mol, per 100 mol of the dihydric phenol compound to form a branched polycarbonate. Such branching agents include phloroglycin, 2,6-dimethyl-2.
4.6-Tri(4-hydroxyphenyl)hebutene-
3,4,6-cymethyl-2.4.6- ) IJ (
4-hydroxyphenyl)hebutene-2,1,3,5-
Tri(2-hydroxyphenyl)penzole, 1.1
．． 1-tri(4-hydroxyphenyl)ethane, 2.
6-bis(2-hydroxy-5-methylbenzyl)-4
-Methylphenol, α, α7. polyhydroxy compounds exemplified by α″-tri(4-hydroxyphenyl)-1,3,5-triisopropylbenzene, and 3
, 3-bis(4-hydroxyaryl)oxindole (=isatin bisphenol), 5-chloroisatin, 5,7-dichloroisatin, 5-bromiisatin, and the like.
本発明の放射線照射滅菌用ポリカーボネート医療用成形
品の製造に好適に使用されるポリカーボネート樹脂とし
ては、（Ｌ）、２．２−ビス（４−ヒドロキシフェニル
）プロパン（＝ビスフェノールＡ）と２．２−ビス（４
−ヒドロキシ−３，５−ジブロモフェニル）プロパン（
＝テトラブロモビスフェノールＡ）との共重合ポリカー
ボネート樹脂、（２）、ビスフェノールＡポリカーボネ
ート樹脂と前記（１）の共重合ポリカーボネート樹脂と
の組成物、（３）、ビスフェノールＡポリカーボネート
樹脂と末端をｐ−ｔ−ブチルフェノール、トリブロモフ
ェノール等で封鎖シたテトラブロモビスフェノールＡの
ポリカーボネートオリコマ−或いは末端を封鎖したビス
フェノールＡ１テトラブロモビスフエノールＡの共重合
ポリカーボネートオリコマ−との組成物が挙げられ、ま
た、本医療用成形品中のハロゲン原子の含有量は、少な
すぎると放射線照射による黄変の抑制に効果がなく、多
すぎると機械的物性や耐熱性などの低下を招くので好ま
しい。本医療用成形品中のハロゲン原子の量は０．１〜
１０重量％、好ましくは０．５〜５重量％の範囲から選
択する。The polycarbonate resins suitably used for producing the polycarbonate medical molded article for radiation sterilization of the present invention include (L), 2.2-bis(4-hydroxyphenyl)propane (=bisphenol A) and 2.2-bis(4-hydroxyphenyl)propane (=bisphenol A). - screw (4
-hydroxy-3,5-dibromophenyl)propane (
= copolymerized polycarbonate resin with tetrabromobisphenol A), (2), composition of bisphenol A polycarbonate resin and the copolymerized polycarbonate resin of (1), (3), bisphenol A polycarbonate resin and a pt terminal - a polycarbonate oligomer of tetrabromobisphenol A capped with butylphenol, tribromophenol, etc., or a copolymerized polycarbonate oligomer of bisphenol A and tetrabromobisphenol A capped at the ends; The content of halogen atoms in the medical molded article is preferable because if it is too small, it will not be effective in suppressing yellowing due to radiation exposure, and if it is too large, it will lead to a decrease in mechanical properties, heat resistance, etc. The amount of halogen atoms in this medical molded article is 0.1~
It is selected from the range of 10% by weight, preferably from 0.5 to 5% by weight.
上記の芳香族ポリカーボネート樹脂を成形して本発明の
放射線照射滅菌用ポリカーボネート医療用成形品を製造
するための条件は、使用する芳香族ポリカーボネート樹
脂の粘度平均分子量、使用する二価フェノールの種類、
末端停止剤の種類、ハロゲン化ビスフェノールの含有量
等により変化するが、通常、２６０〜３４０℃で射出成
形することにより製造する。The conditions for manufacturing the polycarbonate medical molded article for radiation sterilization of the present invention by molding the above aromatic polycarbonate resin include the viscosity average molecular weight of the aromatic polycarbonate resin used, the type of dihydric phenol used,
Although it varies depending on the type of terminal capping agent, the content of halogenated bisphenol, etc., it is usually manufactured by injection molding at 260 to 340°C.
本発明は上記の如きものであるが、成形材料の調整にあ
たって、必要に応じて熱安定剤、酸化防止剤、着色剤、
滑剤、離型剤等の種々の添加剤を配合することができる
ものである。The present invention is as described above, but in preparing the molding material, heat stabilizers, antioxidants, colorants,
Various additives such as lubricants and mold release agents can be added.
以下、実施例および比較例によって具体的に説明する。 Hereinafter, a detailed explanation will be given using Examples and Comparative Examples.
なお、実施例等中の「％」 「部」は特に断らない限り
重量基準である。In addition, "%" and "part" in Examples etc. are based on weight unless otherwise specified.
合成例１
１００βの反応容器に、９％水酸化すｌ’Ｊウム水溶液
４２β、ビスフェノールＡ（以下、ＢＰＡと記す）
８．１ｋｇ、テトラブロモビスフェノールＡ（以下、Ｔ
ＢＡ （！：記ず） ７５０ｇ、塩化メチレン（以下、
ＭＣと記す）３０βを入れ、撹拌下、温度を約２０℃に
保ちながら、ホスゲン４．２ｋｇを３０分で吹き込んだ
。Synthesis Example 1 In a 100β reaction vessel, 9% sulfur hydroxide aqueous solution 42β, bisphenol A (hereinafter referred to as BPA)
8.1 kg, tetrabromobisphenol A (hereinafter referred to as T
BA (!: Not written) 750g, methylene chloride (hereinafter referred to as
30β (denoted as MC) was added thereto, and 4.2 kg of phosgene was blown in over 30 minutes while stirring and keeping the temperature at about 20°C.
ついで、ＭＣ２βに溶解したｐ−ｔｅｒｔ−ブチルフェ
ノール（以下、ＰＴＢＰと記す） ２０９ｇ、 ）リ
エチルアミン７ｍｆを添加し、約１時間撹拌を続は重合
させた。Then, 209 g of p-tert-butylphenol (hereinafter referred to as PTBP) dissolved in MC2β and 7 mf of ) ethylamine were added, and the mixture was stirred for about 1 hour and then polymerized.
重合液を、水相と有機相に分離し、有機相をリン酸で中
和した後、洗液のＰＨが中性となるまで水洗を繰り返し
た後、イソプロパツールを３５β加えて、重合物を沈澱
させた。沈澱物を濾過し、その後乾燥する事により、白
色粉末状のポリカーボネートコーポリマーを得た。The polymerization solution was separated into an aqueous phase and an organic phase, and the organic phase was neutralized with phosphoric acid. After repeating water washing until the pH of the washing solution became neutral, 35β of isopropanol was added and the polymerization was precipitated. The precipitate was filtered and then dried to obtain a white powdery polycarbonate copolymer.
このポリカーボネートコーポリマーの粘度平均分子量は
２５．０００であり、重合後の反応モノマー量より計算
したブロム（Ｄｒ）含有量は４．４６％であった。The viscosity average molecular weight of this polycarbonate copolymer was 25.000, and the bromine (Dr) content calculated from the amount of reacted monomers after polymerization was 4.46%.
合成例２
１００１の反応容器に、ＴＢＡ ９ｋｇ、９％水酸化
ナトリウム水溶液 ３０Ｉ！、水 ＩＨ，！、４Ｃ２３
１，トリエチルアミン６ｍ！！を入れ、撹拌下、温度を
約２０℃に保ちながら、ホスゲン２．５ｋｇを３０分で
吹き込んだ。Synthesis Example 2 In a 1001 reaction vessel, 9 kg of TBA and 30 I! of 9% aqueous sodium hydroxide solution were added. ,Water IH,! ,4C23
1, Triethylamine 6m! ! was added, and 2.5 kg of phosgene was blown in over 30 minutes while stirring and keeping the temperature at about 20°C.
ついで、ＭＣ１０１に溶解したＰＴＢＰ ９７０ｇ、
）リエチルアミン ５Ｍ！を添加し、約１時間撹拌
を続は重合させた。Then, 970 g of PTBP dissolved in MC101,
) Liethylamine 5M! was added and stirred for about 1 hour to continue polymerization.
その後、合成例１と同様にして有機相を精製した後、有
機相より溶剤を蒸発乾固させ、白色粉末状のポリカーボ
ネートホモ−オリゴマーを得た。Thereafter, the organic phase was purified in the same manner as in Synthesis Example 1, and then the solvent was evaporated to dryness from the organic phase to obtain a white powdery polycarbonate homo-oligomer.
このポリカーボネートホモ−オリゴマーの平均重合度は
５、Ｂ「含有量は５０．３％であった。The average degree of polymerization of this polycarbonate homo-oligomer was 5, and the B content was 50.3%.
合成例３
１００１の反応容器に、ＴＢＡ ９．８ｋｇ、水 ３
０１！、ＭＣ３７ｉ’、９％水酸化ナトリウム水溶液４
１、トリエチルベンジルアンモニウムクロライド ４．
９ｇを入れ、撹拌下、この混合物のｐＨを１１．０〜１
１．８、温度を約２０℃に維持しつつ、ホスゲン３．８
ｋｇを３０分で吹き込んだ。ｐＨの調整は３５％水酸化
ナトリウム水溶液を添加することにより行った。Synthesis Example 3 In a 1001 reaction vessel, 9.8 kg of TBA and 3 parts of water
01! , MC37i', 9% aqueous sodium hydroxide solution 4
1. Triethylbenzylammonium chloride 4.
Add 9g of the mixture and adjust the pH of this mixture to 11.0 to 1 while stirring.
1.8, while maintaining the temperature at about 20°C, phosgene 3.8
kg in 30 minutes. The pH was adjusted by adding a 35% aqueous sodium hydroxide solution.
ついで、反応混合液を１５０ ｊ２の反応容器に移し９
％水酸化ナトリウム水溶液 １９β、ＢＰＡ ２．２
ｋｇ５ＰＴＢＰ １．６５ｋｇとを１５１のＭＣに溶
解した溶液を加え、更に、トリエチルアミン ４５０ｇ
を添加し、約１時間撹拌を続は重合させた。Then, transfer the reaction mixture to a 150 j2 reaction vessel and add 9
% Sodium hydroxide aqueous solution 19β, BPA 2.2
Add a solution of 1.65 kg of PTBP dissolved in 151 MC, and further add 450 g of triethylamine.
was added and stirred for about 1 hour to continue polymerization.
その後、合成例２と同様にして白色粉末状のポリカーボ
ネートコーオリゴマーを得た。Thereafter, in the same manner as in Synthesis Example 2, a white powdery polycarbonate co-oligomer was obtained.
このポリカーボネートコーオリゴマーの平均重合度は５
、Ｂ「含有量は ３９．７％であった。The average degree of polymerization of this polycarbonate co-oligomer is 5
, B "The content was 39.7%.
合成例４
合成例３において、ＢＰＡを２．７ｋｇに、ＰＴＢＰに
代えてｐ−オキシ安息香酸ラウリル２．２６０ｇにする
他は同様にした。Synthesis Example 4 The procedure of Synthesis Example 3 was repeated except that BPA was changed to 2.7 kg and PTBP was replaced with 2.260 g of lauryl p-oxybenzoate.
得られたポリカーボネートコーオリゴマーの平均重合度
は８、Ｂｒ含有量は ３６．８％であった。The average degree of polymerization of the obtained polycarbonate co-oligomer was 8, and the Br content was 36.8%.
実施例１〜５及び比較例１
合成例１で得たコーポリカーボネート樹脂単独又は芳、
香族ポリカーボネート樹脂（商品名；ニーピロンＳ−２
０００、三菱瓦斯化学■！りと合成例１〜４で得たポリ
カーボネートポリマー或いはオリゴマーとを第１表に記
載の比率でタンブラ−にて混合し、それぞれ−軸のベン
ト式押出機で押出し、ペレットとした。Examples 1 to 5 and Comparative Example 1 The copolycarbonate resin obtained in Synthesis Example 1 alone or aromatic,
Aromatic polycarbonate resin (product name: Kneepilon S-2
000, Mitsubishi Gas Chemical ■! The polycarbonate polymers or oligomers obtained in Synthesis Examples 1 to 4 were mixed in a tumbler at the ratios shown in Table 1, and each was extruded using a vented extruder with a shaft to form pellets.
このペレットを用い、射出成形機（住友重機工業■製；
ネオマツ）、 ３５０／１２０）にて樹脂温度３００℃
、金型温度８０℃、射出圧力１．２００ ｋｇ／ ｃＪ
にて５０Ｘ６０ｍｍ、厚さ１．６ｍｌ１１の成形片を成
形した。Using this pellet, an injection molding machine (manufactured by Sumitomo Heavy Industries ■;
Neopine), 350/120) resin temperature 300℃
, mold temperature 80℃, injection pressure 1.200 kg/cJ
A molded piece measuring 50×60 mm and having a thickness of 1.6 ml was molded.
この成形片を用い、２．５メガラツドのＴ線を照射し、
その黄変度（Ｙ、Ｉ、）の変化（ΔＹ、Ｉ、）をスガ試
験機■製の色差計５Ｍ−３−Ｃ）Ｉにて測定した。Using this molded piece, irradiate with 2.5 megarad T-rays,
The change (ΔY, I,) in the yellowing index (Y, I,) was measured using a color difference meter 5M-3-C)I manufactured by Suga Shikenki ■.
結果を第１表に示した。The results are shown in Table 1.
以上の如く、本発明のハロゲン化ビスフェノールから誘
導された構成単位を含有する芳香族ポリカーボネート樹
脂を用いた成形品は、Ｔ線照射に対し黄変が少ない。As described above, the molded article using the aromatic polycarbonate resin containing a structural unit derived from a halogenated bisphenol of the present invention shows less yellowing when exposed to T-rays.
従って、放射線滅菌（一般にはＴ線滅菌）を行う人工透
析器、
人工肺、輸血セラ
ト等のケース等
として有用である。Therefore, it is useful as a case for artificial dialysis machines, artificial lungs, blood transfusion Cerato, etc. that undergo radiation sterilization (generally T-ray sterilization).
Claims (1)
を分子鎖中に含む芳香族ポリカーボネートポリマー或い
はオリゴマーを含有する芳香族ポリカーボネート樹脂か
らなる放射線照射滅菌用ポリカーボネート医療用成形品
。 ２ 該芳香族ポリカーボネート樹脂のハロゲン含有量が
０．１〜１０重量％である請求項１記載の放射線照射滅
菌用ポリカーボネート医療用成形品。 ３ 該芳香族ポリカーボネート樹脂のハロゲン含有量が
０．５〜５重量％である請求項１記載の放射線照射滅菌
用ポリカーボネート医療用成形品。[Scope of Claims] 1. A polycarbonate medical molded article for radiation sterilization, comprising an aromatic polycarbonate polymer or oligomer-containing aromatic polycarbonate resin containing a structural unit derived from a halogenated bisphenol in its molecular chain. 2. The polycarbonate medical molded article for radiation sterilization according to claim 1, wherein the aromatic polycarbonate resin has a halogen content of 0.1 to 10% by weight. 3. The polycarbonate medical molded article for radiation sterilization according to claim 1, wherein the aromatic polycarbonate resin has a halogen content of 0.5 to 5% by weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63203779A JPH0622586B2 (en) | 1988-08-18 | 1988-08-18 | Polycarbonate medical articles for irradiation sterilization |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63203779A JPH0622586B2 (en) | 1988-08-18 | 1988-08-18 | Polycarbonate medical articles for irradiation sterilization |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH0255062A true JPH0255062A (en) | 1990-02-23 |
| JPH0622586B2 JPH0622586B2 (en) | 1994-03-30 |
Family
ID=16479640
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63203779A Expired - Lifetime JPH0622586B2 (en) | 1988-08-18 | 1988-08-18 | Polycarbonate medical articles for irradiation sterilization |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0622586B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0753540A2 (en) | 1995-07-12 | 1997-01-15 | Mitsubishi Engineering-Plastics Corporation | Polycarbonate resin composition |
| JP2006199845A (en) * | 2005-01-21 | 2006-08-03 | Mitsubishi Engineering Plastics Corp | Polycarbonate resin composition and medical part consisting of the same |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US334154A (en) * | 1886-01-12 | Geoegb h | ||
| JPS62135556A (en) * | 1985-10-31 | 1987-06-18 | ザ ダウ ケミカル カンパニ− | Gamma-ray resistant carbonate polymer composition |
-
1988
- 1988-08-18 JP JP63203779A patent/JPH0622586B2/en not_active Expired - Lifetime
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US334154A (en) * | 1886-01-12 | Geoegb h | ||
| JPS62135556A (en) * | 1985-10-31 | 1987-06-18 | ザ ダウ ケミカル カンパニ− | Gamma-ray resistant carbonate polymer composition |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0753540A2 (en) | 1995-07-12 | 1997-01-15 | Mitsubishi Engineering-Plastics Corporation | Polycarbonate resin composition |
| JP2006199845A (en) * | 2005-01-21 | 2006-08-03 | Mitsubishi Engineering Plastics Corp | Polycarbonate resin composition and medical part consisting of the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0622586B2 (en) | 1994-03-30 |
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