CA2404524A1 - Polycarbonate composition resistant to gamma radiation - Google Patents
Polycarbonate composition resistant to gamma radiation Download PDFInfo
- Publication number
- CA2404524A1 CA2404524A1 CA002404524A CA2404524A CA2404524A1 CA 2404524 A1 CA2404524 A1 CA 2404524A1 CA 002404524 A CA002404524 A CA 002404524A CA 2404524 A CA2404524 A CA 2404524A CA 2404524 A1 CA2404524 A1 CA 2404524A1
- Authority
- CA
- Canada
- Prior art keywords
- saccharine
- bis
- hydroxyphenyl
- molding composition
- group
- 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.)
- Abandoned
Links
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 33
- 239000000203 mixture Substances 0.000 title claims abstract description 28
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 28
- 230000005855 radiation Effects 0.000 title abstract description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 19
- -1 saccharine compound Chemical class 0.000 claims abstract description 11
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims abstract description 3
- 125000002837 carbocyclic group Chemical group 0.000 claims abstract description 3
- 239000001257 hydrogen Substances 0.000 claims abstract description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 3
- 125000004957 naphthylene group Chemical group 0.000 claims abstract description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 3
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims abstract description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract 2
- 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 claims description 18
- 239000003381 stabilizer Substances 0.000 claims description 13
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 claims description 11
- 238000009757 thermoplastic moulding Methods 0.000 claims description 11
- 239000004431 polycarbonate resin Substances 0.000 claims description 9
- 229920005668 polycarbonate resin Polymers 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- VPWNQTHUCYMVMZ-UHFFFAOYSA-N 4,4'-sulfonyldiphenol Chemical compound C1=CC(O)=CC=C1S(=O)(=O)C1=CC=C(O)C=C1 VPWNQTHUCYMVMZ-UHFFFAOYSA-N 0.000 claims description 5
- 150000003254 radicals Chemical class 0.000 claims description 4
- UMPGNGRIGSEMTC-UHFFFAOYSA-N 4-[1-(4-hydroxyphenyl)-3,3,5-trimethylcyclohexyl]phenol Chemical compound C1C(C)CC(C)(C)CC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 UMPGNGRIGSEMTC-UHFFFAOYSA-N 0.000 claims description 3
- ODJUOZPKKHIEOZ-UHFFFAOYSA-N 4-[2-(4-hydroxy-3,5-dimethylphenyl)propan-2-yl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=C(C)C=2)=C1 ODJUOZPKKHIEOZ-UHFFFAOYSA-N 0.000 claims description 3
- SDDLEVPIDBLVHC-UHFFFAOYSA-N Bisphenol Z Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)CCCCC1 SDDLEVPIDBLVHC-UHFFFAOYSA-N 0.000 claims description 3
- DEQUKPCANKRTPZ-UHFFFAOYSA-N (2,3-dihydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC(C(=O)C=2C=CC=CC=2)=C1O DEQUKPCANKRTPZ-UHFFFAOYSA-N 0.000 claims description 2
- XBQRPFBBTWXIFI-UHFFFAOYSA-N 2-chloro-4-[2-(3-chloro-4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=C(O)C(Cl)=CC=1C(C)(C)C1=CC=C(O)C(Cl)=C1 XBQRPFBBTWXIFI-UHFFFAOYSA-N 0.000 claims description 2
- JPSMTGONABILTP-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfanyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(SC=2C=C(C)C(O)=C(C)C=2)=C1 JPSMTGONABILTP-UHFFFAOYSA-N 0.000 claims description 2
- YNWRQXYZKFAPSH-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfinyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(S(=O)C=2C=C(C)C(O)=C(C)C=2)=C1 YNWRQXYZKFAPSH-UHFFFAOYSA-N 0.000 claims description 2
- SUCTVKDVODFXFX-UHFFFAOYSA-N 4-(4-hydroxy-3,5-dimethylphenyl)sulfonyl-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(S(=O)(=O)C=2C=C(C)C(O)=C(C)C=2)=C1 SUCTVKDVODFXFX-UHFFFAOYSA-N 0.000 claims description 2
- AZZWZMUXHALBCQ-UHFFFAOYSA-N 4-[(4-hydroxy-3,5-dimethylphenyl)methyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(CC=2C=C(C)C(O)=C(C)C=2)=C1 AZZWZMUXHALBCQ-UHFFFAOYSA-N 0.000 claims description 2
- UTHNVIIBUGSBMJ-UHFFFAOYSA-N 4-[3-(4-hydroxy-3,5-dimethylphenyl)cyclohexyl]-2,6-dimethylphenol Chemical compound CC1=C(O)C(C)=CC(C2CC(CCC2)C=2C=C(C)C(O)=C(C)C=2)=C1 UTHNVIIBUGSBMJ-UHFFFAOYSA-N 0.000 claims description 2
- NIRYBKWMEWFDPM-UHFFFAOYSA-N 4-[3-(4-hydroxyphenyl)-3-methylbutyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)CCC1=CC=C(O)C=C1 NIRYBKWMEWFDPM-UHFFFAOYSA-N 0.000 claims description 2
- CYHYIIFODCKQNP-UHFFFAOYSA-N 5,7-ditert-butyl-3-(3,4-dimethylphenyl)-3h-1-benzofuran-2-one Chemical compound C1=C(C)C(C)=CC=C1C1C(C=C(C=C2C(C)(C)C)C(C)(C)C)=C2OC1=O CYHYIIFODCKQNP-UHFFFAOYSA-N 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- 125000001118 alkylidene group Chemical group 0.000 claims description 2
- 150000005840 aryl radicals Chemical class 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 125000002993 cycloalkylene group Chemical group 0.000 claims description 2
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 125000004434 sulfur atom Chemical group 0.000 claims description 2
- BPCIWMIPHVSEJO-UHFFFAOYSA-N 1,1-dioxo-2-phenyl-1,2-benzothiazol-3-one Chemical compound O=S1(=O)C2=CC=CC=C2C(=O)N1C1=CC=CC=C1 BPCIWMIPHVSEJO-UHFFFAOYSA-N 0.000 claims 1
- ZQAJMKNVQVOICB-UHFFFAOYSA-N 1,1-dioxo-2-propyl-1,2-benzothiazol-3-one Chemical compound C1=CC=C2S(=O)(=O)N(CCC)C(=O)C2=C1 ZQAJMKNVQVOICB-UHFFFAOYSA-N 0.000 claims 1
- OSQKFELINJQDTF-UHFFFAOYSA-N 2-[2-(2-hydroxy-3-methylphenyl)propan-2-yl]-6-methylphenol Chemical compound CC1=CC=CC(C(C)(C)C=2C(=C(C)C=CC=2)O)=C1O OSQKFELINJQDTF-UHFFFAOYSA-N 0.000 claims 1
- OVHVVWXDKDMZQA-UHFFFAOYSA-N 2-butyl-1,1-dioxo-1,2-benzothiazol-3-one Chemical group C1=CC=C2S(=O)(=O)N(CCCC)C(=O)C2=C1 OVHVVWXDKDMZQA-UHFFFAOYSA-N 0.000 claims 1
- BLXGVHZSLGUDFS-UHFFFAOYSA-N 2-cyclohexyl-1,1-dioxo-1,2-benzothiazol-3-one Chemical compound O=S1(=O)C2=CC=CC=C2C(=O)N1C1CCCCC1 BLXGVHZSLGUDFS-UHFFFAOYSA-N 0.000 claims 1
- JCXUEEUMYKDSPG-UHFFFAOYSA-N 2-cyclopentyl-1,1-dioxo-1,2-benzothiazol-3-one Chemical compound O=S1(=O)C2=CC=CC=C2C(=O)N1C1CCCC1 JCXUEEUMYKDSPG-UHFFFAOYSA-N 0.000 claims 1
- DQKSIWDBRCCINU-UHFFFAOYSA-N 2-ethyl-1,1-dioxo-1,2-benzothiazol-3-one Chemical compound C1=CC=C2S(=O)(=O)N(CC)C(=O)C2=C1 DQKSIWDBRCCINU-UHFFFAOYSA-N 0.000 claims 1
- 229920001519 homopolymer Polymers 0.000 claims 1
- 230000000087 stabilizing effect Effects 0.000 abstract description 4
- 238000004383 yellowing Methods 0.000 abstract description 4
- 238000000465 moulding Methods 0.000 abstract description 3
- 229920001169 thermoplastic Polymers 0.000 abstract description 3
- 239000004416 thermosoftening plastic Substances 0.000 abstract description 3
- 239000000654 additive Substances 0.000 abstract description 2
- 238000004519 manufacturing process Methods 0.000 abstract description 2
- 230000000996 additive effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 description 10
- 102100028701 General vesicular transport factor p115 Human genes 0.000 description 9
- 101000767151 Homo sapiens General vesicular transport factor p115 Proteins 0.000 description 9
- 239000011347 resin Substances 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 229930185605 Bisphenol Natural products 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 239000004425 Makrolon Substances 0.000 description 5
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 4
- 239000011368 organic material Substances 0.000 description 3
- 238000006068 polycondensation reaction Methods 0.000 description 3
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 2
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical group C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- QMKYBPDZANOJGF-UHFFFAOYSA-N benzene-1,3,5-tricarboxylic acid Chemical compound OC(=O)C1=CC(C(O)=O)=CC(C(O)=O)=C1 QMKYBPDZANOJGF-UHFFFAOYSA-N 0.000 description 2
- 229940114055 beta-resorcylic acid Drugs 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000010348 incorporation Methods 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 239000000155 melt Substances 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- YIYBRXKMQFDHSM-UHFFFAOYSA-N 2,2'-Dihydroxybenzophenone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1O YIYBRXKMQFDHSM-UHFFFAOYSA-N 0.000 description 1
- VXHYVVAUHMGCEX-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)phenol Chemical class OC1=CC=CC=C1OC1=CC=CC=C1O VXHYVVAUHMGCEX-UHFFFAOYSA-N 0.000 description 1
- BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical class OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 description 1
- XSVZEASGNTZBRQ-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfinylphenol Chemical class OC1=CC=CC=C1S(=O)C1=CC=CC=C1O XSVZEASGNTZBRQ-UHFFFAOYSA-N 0.000 description 1
- QUWAJPZDCZDTJS-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfonylphenol Chemical class OC1=CC=CC=C1S(=O)(=O)C1=CC=CC=C1O QUWAJPZDCZDTJS-UHFFFAOYSA-N 0.000 description 1
- KLLLJCACIRKBDT-UHFFFAOYSA-N 2-phenyl-1H-indole Chemical compound N1C2=CC=CC=C2C=C1C1=CC=CC=C1 KLLLJCACIRKBDT-UHFFFAOYSA-N 0.000 description 1
- YMTYZTXUZLQUSF-UHFFFAOYSA-N 3,3'-Dimethylbisphenol A Chemical compound C1=C(O)C(C)=CC(C(C)(C)C=2C=C(C)C(O)=CC=2)=C1 YMTYZTXUZLQUSF-UHFFFAOYSA-N 0.000 description 1
- NANGQJICIOUURV-UHFFFAOYSA-N 3-phenyl-3h-1-benzofuran-2-one Chemical class O=C1OC2=CC=CC=C2C1C1=CC=CC=C1 NANGQJICIOUURV-UHFFFAOYSA-N 0.000 description 1
- BRPSWMCDEYMRPE-UHFFFAOYSA-N 4-[1,1-bis(4-hydroxyphenyl)ethyl]phenol Chemical compound C=1C=C(O)C=CC=1C(C=1C=CC(O)=CC=1)(C)C1=CC=C(O)C=C1 BRPSWMCDEYMRPE-UHFFFAOYSA-N 0.000 description 1
- XJGTVJRTDRARGO-UHFFFAOYSA-N 4-[2-(4-hydroxyphenyl)propan-2-yl]benzene-1,3-diol Chemical compound C=1C=C(O)C=C(O)C=1C(C)(C)C1=CC=C(O)C=C1 XJGTVJRTDRARGO-UHFFFAOYSA-N 0.000 description 1
- RQTDWDATSAVLOR-UHFFFAOYSA-N 4-[3,5-bis(4-hydroxyphenyl)phenyl]phenol Chemical compound C1=CC(O)=CC=C1C1=CC(C=2C=CC(O)=CC=2)=CC(C=2C=CC(O)=CC=2)=C1 RQTDWDATSAVLOR-UHFFFAOYSA-N 0.000 description 1
- CIEGINNQDIULCT-UHFFFAOYSA-N 4-[4,6-bis(4-hydroxyphenyl)-4,6-dimethylheptan-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)CC(C)(C=1C=CC(O)=CC=1)CC(C)(C)C1=CC=C(O)C=C1 CIEGINNQDIULCT-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- 239000004262 Ethyl gallate Substances 0.000 description 1
- 238000012696 Interfacial polycondensation Methods 0.000 description 1
- JPYHHZQJCSQRJY-UHFFFAOYSA-N Phloroglucinol Natural products CCC=CCC=CCC=CCC=CCCCCC(=O)C1=C(O)C=C(O)C=C1O JPYHHZQJCSQRJY-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 150000001924 cycloalkanes Chemical class 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000001590 oxidative effect Effects 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
- 229960005382 phenolphthalein Drugs 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- 229960001553 phloroglucinol Drugs 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical class OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000002787 reinforcement Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 229920000638 styrene acrylonitrile Polymers 0.000 description 1
- 239000011145 styrene acrylonitrile resin Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000003017 thermal stabilizer Substances 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/04—Oxygen-containing compounds
- C08K5/15—Heterocyclic compounds having oxygen in the ring
- C08K5/151—Heterocyclic compounds having oxygen in the ring having one oxygen atom in the ring
- C08K5/1535—Five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
- C08K5/45—Heterocyclic compounds having sulfur in the ring
- C08K5/46—Heterocyclic compounds having sulfur in the ring with oxygen or nitrogen in the ring
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Materials For Medical Uses (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Macromonomer-Based Addition Polymer (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/541,570 US6197854B1 (en) | 2000-04-03 | 2000-04-03 | Polycarbonate composition resistant to gamma radiation |
| US09/541,570 | 2000-04-03 | ||
| PCT/US2001/010745 WO2001074934A2 (en) | 2000-04-03 | 2001-03-30 | Polycarbonate composition resistant to gamma radiation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2404524A1 true CA2404524A1 (en) | 2001-10-11 |
Family
ID=24160145
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002404524A Abandoned CA2404524A1 (en) | 2000-04-03 | 2001-03-30 | Polycarbonate composition resistant to gamma radiation |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US6197854B1 (enExample) |
| EP (1) | EP1274781B1 (enExample) |
| JP (1) | JP4801308B2 (enExample) |
| KR (1) | KR20020086753A (enExample) |
| CN (1) | CN1210340C (enExample) |
| AT (1) | ATE284920T1 (enExample) |
| AU (1) | AU2001253102A1 (enExample) |
| BR (1) | BR0109775A (enExample) |
| CA (1) | CA2404524A1 (enExample) |
| DE (1) | DE60107830T2 (enExample) |
| ES (1) | ES2233626T3 (enExample) |
| TW (1) | TWI225503B (enExample) |
| WO (1) | WO2001074934A2 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2378922C (en) * | 2002-01-16 | 2009-01-27 | Rutgers, The State University Of New Jersey | Compositions and methods of making plastic articles from polymer blends containing polyethylene |
| US7078447B2 (en) * | 2003-11-21 | 2006-07-18 | General Electric Company | Ionizing radiation stable polyarylestercarbonate compositions |
| DE10360367A1 (de) * | 2003-12-22 | 2005-07-21 | Bayer Materialscience Ag | Stabilisierte thermoplastische Zusammensetzungen |
| US7511092B2 (en) * | 2005-10-07 | 2009-03-31 | Sabic Innovative Plastics Ip B.V. | Stabilized thermoplastic composition, method of making, and articles formed therefrom |
| US7528212B2 (en) * | 2005-11-18 | 2009-05-05 | Sabic Innovative Plastics Ip B.V. | Ionizing radiation stable thermoplastic composition, method of making, and articles formed therefrom |
| US20070232953A1 (en) * | 2006-03-31 | 2007-10-04 | Ethicon Endo-Surgery, Inc. | MRI biopsy device |
| US7655723B2 (en) * | 2007-05-02 | 2010-02-02 | Fina Technology, Inc. | Radiation resistant polypropylene materials |
| JP6106380B2 (ja) * | 2012-08-14 | 2017-03-29 | 東洋製罐グループホールディングス株式会社 | 抗菌性マスターバッチ及びそれを用いた成形体 |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2042562B (en) | 1979-02-05 | 1983-05-11 | Sandoz Ltd | Stabilising polymers |
| US4624972A (en) | 1985-11-25 | 1986-11-25 | The Dow Chemical Company | Gamma radiation resistant carbonate polymer compositions |
| US5187211A (en) | 1987-06-26 | 1993-02-16 | Miles Inc. | Gamma radiation resistant polycarbonate compositions |
| US4804692A (en) | 1987-11-09 | 1989-02-14 | Mobay Corporation | Gamma-radiation resistant polycarbonate compositions |
| US4963598A (en) | 1988-04-18 | 1990-10-16 | Mobay Corporation | Gamma radiation resistant polycarbonate compositions |
| US4874802A (en) | 1988-06-16 | 1989-10-17 | Mobay Corporation | Polycarbonate compositions resistant to gamma radiation |
| US5006572A (en) | 1989-01-24 | 1991-04-09 | Mobay Corporation | Gamma radiation resistant polycarbonate composition |
| US5175312A (en) | 1989-08-31 | 1992-12-29 | Ciba-Geigy Corporation | 3-phenylbenzofuran-2-ones |
| DE4132629A1 (de) | 1991-10-01 | 1993-04-08 | Bayer Ag | Verwendung von kern-aromatischen sulfonsaeureestern zur stabilisierung von thermoplastischen polycarbonaten gegen einwirkung von gammastrahlen |
| US5187208A (en) | 1991-11-06 | 1993-02-16 | Miles Inc. | Polycarbonate compositions resistant to gamma radiation |
| US5214078A (en) | 1992-06-03 | 1993-05-25 | Miles Inc. | Gamma radiation resistant polycarbonate composition |
| TW284762B (enExample) | 1993-09-17 | 1996-09-01 | Ciba Geigy Ag | |
| DE19516787A1 (de) * | 1995-05-08 | 1996-11-14 | Bayer Ag | Gegen Gamma-Strahlung stabilisierte (Co)Polycarbonate |
| ES2149678B1 (es) * | 1997-03-06 | 2001-05-16 | Ciba Sc Holding Ag | Estabilizacion de policarbonatos, poliesteres y policetonas. |
| DE19726195A1 (de) * | 1997-06-20 | 1998-12-24 | Bayer Ag | Verwendung von Saccharin zur Stabilisierung von thermoplastischen, aromatischen Polycarbonaten |
-
2000
- 2000-04-03 US US09/541,570 patent/US6197854B1/en not_active Expired - Lifetime
-
2001
- 2001-03-20 TW TW090106396A patent/TWI225503B/zh not_active IP Right Cessation
- 2001-03-30 WO PCT/US2001/010745 patent/WO2001074934A2/en not_active Ceased
- 2001-03-30 DE DE60107830T patent/DE60107830T2/de not_active Expired - Lifetime
- 2001-03-30 CA CA002404524A patent/CA2404524A1/en not_active Abandoned
- 2001-03-30 CN CNB018074340A patent/CN1210340C/zh not_active Expired - Fee Related
- 2001-03-30 JP JP2001572616A patent/JP4801308B2/ja not_active Expired - Fee Related
- 2001-03-30 BR BR0109775-0A patent/BR0109775A/pt not_active IP Right Cessation
- 2001-03-30 AT AT01926574T patent/ATE284920T1/de not_active IP Right Cessation
- 2001-03-30 KR KR1020027013194A patent/KR20020086753A/ko not_active Abandoned
- 2001-03-30 ES ES01926574T patent/ES2233626T3/es not_active Expired - Lifetime
- 2001-03-30 EP EP01926574A patent/EP1274781B1/en not_active Expired - Lifetime
- 2001-03-30 AU AU2001253102A patent/AU2001253102A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| US6197854B1 (en) | 2001-03-06 |
| BR0109775A (pt) | 2003-01-21 |
| KR20020086753A (ko) | 2002-11-18 |
| EP1274781A2 (en) | 2003-01-15 |
| TWI225503B (en) | 2004-12-21 |
| ATE284920T1 (de) | 2005-01-15 |
| WO2001074934A3 (en) | 2002-03-21 |
| CN1420906A (zh) | 2003-05-28 |
| JP2003529652A (ja) | 2003-10-07 |
| EP1274781B1 (en) | 2004-12-15 |
| ES2233626T3 (es) | 2005-06-16 |
| DE60107830T2 (de) | 2006-02-09 |
| WO2001074934A2 (en) | 2001-10-11 |
| AU2001253102A1 (en) | 2001-10-15 |
| DE60107830D1 (de) | 2005-01-20 |
| CN1210340C (zh) | 2005-07-13 |
| JP4801308B2 (ja) | 2011-10-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |