EP1216267A1 - Platten aus polycarbonat - Google Patents
Platten aus polycarbonatInfo
- Publication number
- EP1216267A1 EP1216267A1 EP00960593A EP00960593A EP1216267A1 EP 1216267 A1 EP1216267 A1 EP 1216267A1 EP 00960593 A EP00960593 A EP 00960593A EP 00960593 A EP00960593 A EP 00960593A EP 1216267 A1 EP1216267 A1 EP 1216267A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- polycarbonate
- hydroxyphenyl
- glazing
- plates according
- plates
- 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.)
- Withdrawn
Links
- 229920000515 polycarbonate Polymers 0.000 title claims abstract description 45
- 239000004417 polycarbonate Substances 0.000 title claims abstract description 45
- 229930185605 Bisphenol Natural products 0.000 claims abstract description 25
- 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 abstract description 23
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 19
- 239000001301 oxygen Substances 0.000 claims abstract description 19
- 238000000034 method Methods 0.000 claims abstract description 15
- 239000007864 aqueous solution Substances 0.000 claims abstract description 12
- 239000006096 absorbing agent Substances 0.000 claims description 13
- 238000004519 manufacturing process Methods 0.000 claims description 13
- 150000001447 alkali salts Chemical class 0.000 claims description 10
- 230000005501 phase interface Effects 0.000 claims description 5
- 230000001681 protective effect Effects 0.000 claims description 3
- 238000001125 extrusion Methods 0.000 claims description 2
- 159000000011 group IA salts Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 description 26
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 14
- -1 alkali metal salt Chemical class 0.000 description 13
- 239000000155 melt Substances 0.000 description 12
- 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 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- OASFYFTVWALXTH-UHFFFAOYSA-L disodium;diphenoxide Chemical compound [Na+].[Na+].[O-]C1=CC=CC=C1.[O-]C1=CC=CC=C1 OASFYFTVWALXTH-UHFFFAOYSA-L 0.000 description 10
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 9
- 238000012360 testing method Methods 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 239000006085 branching agent Substances 0.000 description 7
- 239000000654 additive Substances 0.000 description 6
- 230000005540 biological transmission Effects 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 6
- 239000010410 layer Substances 0.000 description 6
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 4
- ZEKCYPANSOJWDH-UHFFFAOYSA-N 3,3-bis(4-hydroxy-3-methylphenyl)-1H-indol-2-one Chemical compound C1=C(O)C(C)=CC(C2(C3=CC=CC=C3NC2=O)C=2C=C(C)C(O)=CC=2)=C1 ZEKCYPANSOJWDH-UHFFFAOYSA-N 0.000 description 4
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 description 4
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 4
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 239000004262 Ethyl gallate Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000007717 exclusion Effects 0.000 description 3
- 238000001746 injection moulding Methods 0.000 description 3
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- QQOMQLYQAXGHSU-UHFFFAOYSA-N 2,3,6-Trimethylphenol Chemical compound CC1=CC=C(C)C(O)=C1C QQOMQLYQAXGHSU-UHFFFAOYSA-N 0.000 description 2
- UIAFKZKHHVMJGS-UHFFFAOYSA-N 2,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1O UIAFKZKHHVMJGS-UHFFFAOYSA-N 0.000 description 2
- CJWNFAKWHDOUKL-UHFFFAOYSA-N 2-(2-phenylpropan-2-yl)phenol Chemical compound C=1C=CC=C(O)C=1C(C)(C)C1=CC=CC=C1 CJWNFAKWHDOUKL-UHFFFAOYSA-N 0.000 description 2
- ZSSVCEUEVMALRD-UHFFFAOYSA-N 2-[4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-yl]-5-(octyloxy)phenol Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C1=NC(C=2C(=CC(C)=CC=2)C)=NC(C=2C(=CC(C)=CC=2)C)=N1 ZSSVCEUEVMALRD-UHFFFAOYSA-N 0.000 description 2
- ISPYQTSUDJAMAB-UHFFFAOYSA-N 2-chlorophenol Chemical compound OC1=CC=CC=C1Cl ISPYQTSUDJAMAB-UHFFFAOYSA-N 0.000 description 2
- CRBJBYGJVIBWIY-UHFFFAOYSA-N 2-isopropylphenol Chemical compound CC(C)C1=CC=CC=C1O CRBJBYGJVIBWIY-UHFFFAOYSA-N 0.000 description 2
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- QHPQWRBYOIRBIT-UHFFFAOYSA-N 4-tert-butylphenol Chemical compound CC(C)(C)C1=CC=C(O)C=C1 QHPQWRBYOIRBIT-UHFFFAOYSA-N 0.000 description 2
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
- 239000012964 benzotriazole Substances 0.000 description 2
- 239000004305 biphenyl Substances 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000012792 core layer Substances 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- 238000007872 degassing Methods 0.000 description 2
- 238000005868 electrolysis reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-M hexadecanoate Chemical compound CCCCCCCCCCCCCCCC([O-])=O IPCSVZSSVZVIGE-UHFFFAOYSA-M 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000011261 inert gas Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 239000004922 lacquer Substances 0.000 description 2
- 235000010292 orthophenyl phenol Nutrition 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 230000003678 scratch resistant effect Effects 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003892 spreading Methods 0.000 description 2
- 239000003381 stabilizer Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 description 2
- 229910052724 xenon Inorganic materials 0.000 description 2
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 2
- CVSXFBFIOUYODT-UHFFFAOYSA-N 178671-58-4 Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)=C(C#N)C(=O)OCC(COC(=O)C(C#N)=C(C=1C=CC=CC=1)C=1C=CC=CC=1)(COC(=O)C(C#N)=C(C=1C=CC=CC=1)C=1C=CC=CC=1)COC(=O)C(C#N)=C(C=1C=CC=CC=1)C1=CC=CC=C1 CVSXFBFIOUYODT-UHFFFAOYSA-N 0.000 description 1
- XPZBNIUWMDJFPW-UHFFFAOYSA-N 2,2,3-trimethylcyclohexan-1-one Chemical class CC1CCCC(=O)C1(C)C XPZBNIUWMDJFPW-UHFFFAOYSA-N 0.000 description 1
- VPVTXVHUJHGOCM-UHFFFAOYSA-N 2,4-bis[2-(4-hydroxyphenyl)propan-2-yl]phenol Chemical compound C=1C=C(O)C(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 VPVTXVHUJHGOCM-UHFFFAOYSA-N 0.000 description 1
- MAQOZOILPAMFSW-UHFFFAOYSA-N 2,6-bis[(2-hydroxy-5-methylphenyl)methyl]-4-methylphenol Chemical compound CC1=CC=C(O)C(CC=2C(=C(CC=3C(=CC=C(C)C=3)O)C=C(C)C=2)O)=C1 MAQOZOILPAMFSW-UHFFFAOYSA-N 0.000 description 1
- JLZIIHMTTRXXIN-UHFFFAOYSA-N 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O JLZIIHMTTRXXIN-UHFFFAOYSA-N 0.000 description 1
- OLFNXLXEGXRUOI-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4,6-bis(2-phenylpropan-2-yl)phenol Chemical compound C=1C(N2N=C3C=CC=CC3=N2)=C(O)C(C(C)(C)C=2C=CC=CC=2)=CC=1C(C)(C)C1=CC=CC=C1 OLFNXLXEGXRUOI-UHFFFAOYSA-N 0.000 description 1
- IYAZLDLPUNDVAG-UHFFFAOYSA-N 2-(benzotriazol-2-yl)-4-(2,4,4-trimethylpentan-2-yl)phenol Chemical compound CC(C)(C)CC(C)(C)C1=CC=C(O)C(N2N=C3C=CC=CC3=N2)=C1 IYAZLDLPUNDVAG-UHFFFAOYSA-N 0.000 description 1
- VADKRMSMGWJZCF-UHFFFAOYSA-N 2-bromophenol Chemical compound OC1=CC=CC=C1Br VADKRMSMGWJZCF-UHFFFAOYSA-N 0.000 description 1
- MVRPPTGLVPEMPI-UHFFFAOYSA-N 2-cyclohexylphenol Chemical compound OC1=CC=CC=C1C1CCCCC1 MVRPPTGLVPEMPI-UHFFFAOYSA-N 0.000 description 1
- DYQPZDLXQPYGSU-UHFFFAOYSA-N 2-cyclopentyl-6-methylphenol Chemical compound CC1=CC=CC(C2CCCC2)=C1O DYQPZDLXQPYGSU-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- WJQOZHYUIDYNHM-UHFFFAOYSA-N 2-tert-Butylphenol Chemical compound CC(C)(C)C1=CC=CC=C1O WJQOZHYUIDYNHM-UHFFFAOYSA-N 0.000 description 1
- BKZXZGWHTRCFPX-UHFFFAOYSA-N 2-tert-butyl-6-methylphenol Chemical compound CC1=CC=CC(C(C)(C)C)=C1O BKZXZGWHTRCFPX-UHFFFAOYSA-N 0.000 description 1
- POSWICCRDBKBMH-UHFFFAOYSA-N 3,3,5-trimethylcyclohexan-1-one Chemical compound CC1CC(=O)CC(C)(C)C1 POSWICCRDBKBMH-UHFFFAOYSA-N 0.000 description 1
- TUJHKTMBIVIOOV-UHFFFAOYSA-N 3-(4-hydroxyphenyl)-1,1,3-trimethyl-2h-inden-5-ol Chemical compound C12=CC(O)=CC=C2C(C)(C)CC1(C)C1=CC=C(O)C=C1 TUJHKTMBIVIOOV-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
- 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 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
- PVFQHGDIOXNKIC-UHFFFAOYSA-N 4-[2-[3-[2-(4-hydroxyphenyl)propan-2-yl]phenyl]propan-2-yl]phenol Chemical compound C=1C=CC(C(C)(C)C=2C=CC(O)=CC=2)=CC=1C(C)(C)C1=CC=C(O)C=C1 PVFQHGDIOXNKIC-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
- IQNDEQHJTOJHAK-UHFFFAOYSA-N 4-[4-[2-[4,4-bis(4-hydroxyphenyl)cyclohexyl]propan-2-yl]-1-(4-hydroxyphenyl)cyclohexyl]phenol Chemical compound C1CC(C=2C=CC(O)=CC=2)(C=2C=CC(O)=CC=2)CCC1C(C)(C)C(CC1)CCC1(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 IQNDEQHJTOJHAK-UHFFFAOYSA-N 0.000 description 1
- LIDWAYDGZUAJEG-UHFFFAOYSA-N 4-[bis(4-hydroxyphenyl)-phenylmethyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)(C=1C=CC(O)=CC=1)C1=CC=CC=C1 LIDWAYDGZUAJEG-UHFFFAOYSA-N 0.000 description 1
- BOCLKUCIZOXUEY-UHFFFAOYSA-N 4-[tris(4-hydroxyphenyl)methyl]phenol Chemical compound C1=CC(O)=CC=C1C(C=1C=CC(O)=CC=1)(C=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 BOCLKUCIZOXUEY-UHFFFAOYSA-N 0.000 description 1
- CVICEEPAFUYBJG-UHFFFAOYSA-N 5-chloro-2,2-difluoro-1,3-benzodioxole Chemical group C1=C(Cl)C=C2OC(F)(F)OC2=C1 CVICEEPAFUYBJG-UHFFFAOYSA-N 0.000 description 1
- GIXXQTYGFOHYPT-UHFFFAOYSA-N Bisphenol P Chemical compound C=1C=C(C(C)(C)C=2C=CC(O)=CC=2)C=CC=1C(C)(C)C1=CC=C(O)C=C1 GIXXQTYGFOHYPT-UHFFFAOYSA-N 0.000 description 1
- QHZLMUACJMDIAE-UHFFFAOYSA-N Palmitic acid monoglyceride Natural products CCCCCCCCCCCCCCCC(=O)OCC(O)CO QHZLMUACJMDIAE-UHFFFAOYSA-N 0.000 description 1
- JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 description 1
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003710 aryl alkyl group Chemical group 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 229940114055 beta-resorcylic acid Drugs 0.000 description 1
- FQUNFJULCYSSOP-UHFFFAOYSA-N bisoctrizole Chemical compound N1=C2C=CC=CC2=NN1C1=CC(C(C)(C)CC(C)(C)C)=CC(CC=2C(=C(C=C(C=2)C(C)(C)CC(C)(C)C)N2N=C3C=CC=CC3=N2)O)=C1O FQUNFJULCYSSOP-UHFFFAOYSA-N 0.000 description 1
- 239000001055 blue pigment Substances 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- AIXMJTYHQHQJLU-UHFFFAOYSA-N chembl210858 Chemical compound O1C(CC(=O)OC)CC(C=2C=CC(O)=CC=2)=N1 AIXMJTYHQHQJLU-UHFFFAOYSA-N 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 238000005520 cutting process Methods 0.000 description 1
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 239000008367 deionised water Substances 0.000 description 1
- 229910021641 deionized water Inorganic materials 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 239000003063 flame retardant Substances 0.000 description 1
- YQEMORVAKMFKLG-UHFFFAOYSA-N glycerine monostearate Natural products CCCCCCCCCCCCCCCCCC(=O)OC(CO)CO YQEMORVAKMFKLG-UHFFFAOYSA-N 0.000 description 1
- SVUQHVRAGMNPLW-UHFFFAOYSA-N glycerol monostearate Natural products CCCCCCCCCCCCCCCCC(=O)OCC(O)CO SVUQHVRAGMNPLW-UHFFFAOYSA-N 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000004668 long chain fatty acids Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000013208 measuring procedure Methods 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 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
- 239000000049 pigment Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000012552 review Methods 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 238000003856 thermoforming Methods 0.000 description 1
- 150000003918 triazines Chemical class 0.000 description 1
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical class C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 1
- WGKLOLBTFWFKOD-UHFFFAOYSA-N tris(2-nonylphenyl) phosphite Chemical compound CCCCCCCCCC1=CC=CC=C1OP(OC=1C(=CC=CC=1)CCCCCCCCC)OC1=CC=CC=C1CCCCCCCCC WGKLOLBTFWFKOD-UHFFFAOYSA-N 0.000 description 1
- DCXXMTOCNZCJGO-UHFFFAOYSA-N tristearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/04—Aromatic polycarbonates
- C08G64/06—Aromatic polycarbonates not containing aliphatic unsaturation
- C08G64/14—Aromatic polycarbonates not containing aliphatic unsaturation containing a chain-terminating or -crosslinking agent
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G64/00—Macromolecular compounds obtained by reactions forming a carbonic ester link in the main chain of the macromolecule
- C08G64/20—General preparatory processes
- C08G64/22—General preparatory processes using carbonyl halides
- C08G64/24—General preparatory processes using carbonyl halides and phenols
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L69/00—Compositions of polycarbonates; Compositions of derivatives of polycarbonates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2369/00—Characterised by the use of polycarbonates; Derivatives of polycarbonates
Definitions
- the present invention relates to polycarbonate sheets, their use for the manufacture of glazing and these glazing.
- Polycarbonate sheets are used, for example, to manufacture glazing.
- panels with the highest possible light transmission and the lowest possible yellowness index (also called yellowness index).
- yellowness index also called yellowness index
- blue pigments it is possible to lower the yellowness value, but this is done at the expense of light transmission and graying of the plate goods.
- During weathering of the panels it is important that their mechanical properties are maintained at the highest possible level so that the panels are as resistant to mechanical influences as possible, e.g. Preserve hailstorm.
- Polycarbonates can be produced by the so-called phase interface process.
- Dihydroxydiarylalkanes also called bisphenols
- phosgene in heterogeneous
- the present invention is therefore based on the object of providing plates made of polycarbonate which do not have the disadvantages of the prior art mentioned.
- sheets made of polycarbonate the polycarbonate being produced by the phase boundary process and the aqueous solution of an alkali salt of a bisphenol used in this process having a dissolved oxygen content of less than 150 ppb.
- the content of dissolved oxygen in the aqueous solution of the alkali salt of bisphenol is ⁇ 150 ppb, preferably ⁇ 100 ppb, particularly preferably ⁇ 50 ppb.
- the invention thus relates to sheets made of polycarbonate, the polycarbonate being produced by the interfacial process and the aqueous solution of an alkali salt of a bisphenol used here having a dissolved oxygen content of less than 150 ppb.
- glazing for example for automobiles or buildings, in particular for greenhouses, winter gardens, bus stops, billboards, signs, protective windows, automobile glazing, windows or roofing are the subject of the present invention.
- the polycarbonates according to the invention are produced in such a way that the other raw materials, apart from the aqueous solution of the alkali salt of bisphenol, do not contain any appreciable amount of oxygen.
- the production is otherwise carried out in the absence of oxygen, as described for example in DE-A 4 227 272.
- the pumping loop and the tube reactors are flooded and the reaction vessel is blanketed with nitrogen, so that oxygen exclusion is ensured.
- the polycarbonate sheets according to the invention are, for example, solid sheets, twin-wall sheets (also called multi-wall sheets) or corrugated sheets, which e.g. can be used as glazing materials.
- the plates can be produced in a manner known in principle to the person skilled in the art, for example by extrusion or by injection molding.
- aqueous solutions of an alkali metal salt of a bisphenol with a dissolved oxygen content of ⁇ 150 ppb, preferably ⁇ 100 ppb, particularly preferably ⁇ 50 ppb are used, preferably by reacting bisphenols with a dissolved oxygen content ⁇ 10 ppb with an aqueous alkali hydroxide solution containing dissolved oxygen ⁇ 100 ppb with exclusion of oxygen are available.
- Preferred alkali salts are the sodium salts of the bisphenols.
- Bisphenols which can be used according to the invention are those which are obtainable by
- ketones with aromatic hydroxy compounds which are not substituted in the p-position and contain no second-order substituents such as cyano, carboxy or nitro groups, for example phenol, o- and m-cresol, 2,6-dimethylphenol, o-tert. -Butylphenol, 2-methyl-6-tert-butylphenol, o-cyclohexylphenol, o-phenylphenol, o-isopropylphenol, 2-methyl-6-cyclopentylphenol, o- and m-
- Ketones with at least one aliphatic group on the carbonyl function for example acetone, methyl ethyl ketone, methyl propyl ketone, methyl isopropyl ketone, diethyl ketone, acetophenone, cyclohexanone, cyclopentanone, methyl, dimethyl and trimethylcyclohexanones, which can also have geminal methyl groups, for example
- 3,3-Dimethyl-5-methylcyclohexanone (hydroisophorone) is preferred.
- Acetone, acetophenone, cyclohexanone and their homologs bearing methyl groups are very particularly preferred. Most preferred is acetone.
- Intensive nitrogen inerting during the manufacturing process ensures that the residual dissolved oxygen content in the bisphenols is less than 10 ppb.
- Bisphenols which can be used according to the invention are also: 3- (4-hydroxyphenyl) 1,1,3-trimethylindan-5-ol; 1,3-di- (2- (4-hydroxyphenyl) -2-propyl) benzene and 1,4-di- (2- (4-hydroxyphenyl) -2-propyl) benzene.
- Particularly preferred bisphenols are 2,2-bis (4-hydroxyphenyl) propane (i.e. bisphenol A) and 1,1-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane.
- the bisphenols or their mixtures are preferably reacted with the exclusion of oxygen (for example nitrogen inertization) with aqueous alkali metal hydroxide solution which has a dissolved oxygen content of ⁇ 100 ppb, preferably ⁇ 20 ppb.
- concentration of the aqueous alkali metal hydroxide solution is preferably chosen so that the concentration of the resulting aqueous solutions of an alkali metal salt of a bisphenol is as close as possible to the solubility limit, ie in the range from 15 to 20% by weight, preferably 16.5 to 18.5% by weight. -%.
- the molar ratio of alkali metal hydroxide to bisphenol is in particular 1.8: 1 to 2.5: 1, preferably 1.9: 1 to 2.4: 1, particularly preferably 2.0: 1 to 2.3: 1.
- the bisphenol can be dissolved as a solid in aqueous alkali hydroxide solution. However, it is preferred if, without having passed through the solid state, it is added directly to the aqueous alkali hydroxide solution as a melt at temperatures of 20 ° C. to 90 ° C., preferably 30 ° C. to 70 ° C.
- the almost oxygen-free aqueous alkali hydroxide solution used to prepare the aqueous solutions of an alkali salt of a bisphenol can be prepared by electrolysis.
- the concentration of the aqueous alkali metal hydroxide solution obtained in the electrolysis is generally reduced by dilution with almost oxygen-free, fully demineralized water (demineralized water).
- the deionized water is freed of oxygen in a manner known in principle, for example catalytically, by degassing or stripping with inert gas.
- aqueous solutions of an alkali salt of a bisphenol obtained in this way have particularly low color numbers, which of course also depend on the color number of the bisphenol used.
- color numbers of ⁇ 1.5 Hazen, preferably ⁇ 1.0 Hazen can be achieved.
- branching agents allow the polycarbonates to be branched consciously and in a controlled manner.
- Some suitable branching agents are: phloroglucin, 4,6-dimethyl-2,4,6-tri- (4-hydroxyphenyl) -he ⁇ ten-2; 4,6-dimethyl-2,4,6-tri- (4-hydroxyphenyl) heptane; 1,3,5-tri- (4-hydroxyphenyl) benzene; 1,1,1-tri- (4-hydroxyphenyl) ethane; Tri- (4-hydroxyphenyl) -phenylmethane; 2,2-bis- [4,4-bis- (4-hydroxyphenyl) cyclohexyl] propane; 2,4-bis (4-hydroxyphenyl-isopropyl) -phenol; 2,6-bis (2-hydroxy-5'-methylbenzyl) -4-methylphenol; 2- (4-hydroxyphenyl) -2- (2,4-dihydroxyphenyl) propane; Hexa- (4- (4-hydroxyphenyl)
- Chain terminators can be used according to the invention.
- Phenols such as phenol, alkylphenols such as cresol and 4-tert-butylphenol, chlorophenol, bromophenol, cumylphenol or mixtures thereof are preferably used according to the invention as chain terminators. Phenol, 4-tert-butylphenol and cumylphenol are particularly preferred.
- Chain terminators and branching agents can be added to the synthesis as a separate solution or else together with the bisphenolate. In the case of the solutions, care must be taken to ensure that they are the same low according to the invention
- UV absorbers such as the compounds of the formula (I) described in WO 99/05205
- R 3 and R 4 are likewise the same or different and denote H, C 1 -C 4 -alkyl, C ⁇ - cycloalkyl, benzyl or Cg-C ⁇ aryl,
- n 1, 2 or 3
- R 1 , R 2 , m and n have the meaning given for formula (I),
- p is also an integer from 0 to 3
- q is an integer from 1 to 10
- R 3 and R 4 have the meaning given for formula (I).
- UV absorbers are those which are substituted triazines, such as 2,4-bis (2,4-dimethylphenyl) -6- (2-hydroxy-4-n-octyloxyphenyl) -1,3,5-triazine (CYASORB® UV-1164) or 2- (4,6-diphenyl-l, 3,5-triazin-2-yl) -5- (hexyl) oxy-
- Phenol (Tinuvin® 1577). Particularly preferred as the UV absorber is 2,2-methylenebis- (4- (l, l, 3,3-tetramethylbutyl) -6- (2H-benzotriazole-2-yl) phenol), which is commercially available under the name Tinuvin ® 360 or Adeka Stab ® LA 31 is sold.
- the UV adsorber Uvinul 3030 from BASF AG obtained according to WO 96/15102, Example 1 is also suitable. Also suitable are the UVs mentioned in EP 0500496 AI
- UV absorbers are 5'-methyl, 3 ', 5'-di-tert-butyl, 5'-tert-butyl,
- Suitable stabilizers which can be used according to the invention as additives are, for example, phosphines, phosphites or Si-containing stabilizers and further compounds described in EP 0 500 496 A1.
- Examples include triphenyl phosphites, diphenylalkyl phosphites, phenyl dialkyl phosphites, tris (nonylphenyl) phosphite, tetrakis (2,4-di-tert-butylphenyl) -4,4'-biphenylene diphosponite and
- Triarylphosphite called. Triphenylphosphine and tris (2,4-di-tert-butylphenyl) phosphite are particularly preferred.
- the polycarbonates from which the sheets according to the invention are made can additionally contain additives to improve the sliding properties, such as esters of polyhydric alcohols with long-chain fatty acids, such as pentaerythritol tetrastearate palmitate, glycerol monostearate / palmitate, glycerine tristearate / palmitate. It is also possible to add flame retardants, pigments, colorants, finely divided minerals, optical brighteners and other additives. All of the starting materials and solvents used for the synthesis can be contaminated with corresponding impurities from their production and storage, the aim being to work with as clean starting materials as possible.
- additives to improve the sliding properties such as esters of polyhydric alcohols with long-chain fatty acids, such as pentaerythritol tetrastearate palmitate, glycerol monostearate / palmitate, glycerine tristearate / palmitate. It is also possible to add flame retardants, pigments, colorants,
- Glazing according to the invention is, in particular, glazing of automobiles or buildings, for example glazing from or for greenhouses, winter gardens, bus stops, billboards, signs, protective panes, automobile glazing, windows or roofing.
- the color numbers were determined in accordance with ASTM D 1686 by measuring the absorption up to 400 nm with a transmission path of 50 cm.
- a drop mass of 36 kg hit the test specimen from a drop height of 0.2 m, which rested freely on a support ring with an inner diameter of 20 mm.
- the yellowness index YJ was the yellowness index determined according to ASTM E 313.
- Bisphenol A melt continuously brought together. The entire process was inerted with nitrogen. The 6.5% aqueous sodium hydroxide solution had an oxygen content of 250 ppb. The Hazen color number of the resulting 15% aqueous sodium bisphenolate solution was 2 Hazen. This sodium bisphenolate solution was used for the production of polycarbonate according to the phase interface process.
- the sodium bisphenolate solution obtained in Example 1 became a polycarbonate with phenol end groups, a melt index (MFR) of 3 (measured according to ISO 1133), a branching agent content of 0.3 mol% of isatin biscresol and a UV absorber content of 0.25% Tinuvin ® 350 (3'-sec.-butyl-5 '- (l, l, 3,3-tetramethylbutyl-2'-hydroxyphenyl-2H-benzotriazole).
- MFR melt index
- Tinuvin ® 350 3'-sec.-butyl-5 '- (l, l, 3,3-tetramethylbutyl-2'-hydroxyphenyl-2H-benzotriazole).
- This polycarbonate was processed to coextruded 10mm double-wall sheets on the following system: Main extruder with a screw of length 33D and a diameter of
- Co-extruder for applying the top layer with a screw of length 25D and a diameter of 30mm - Special slot die with a width of 350mm
- the polycarbonate obtained from Example 1 was also added to the coextruder. Coextrusion as such is known from the literature (see, for example, EP-A 110 221 and EP-A 110 238). In the present case, the procedure was as follows:
- Extruders for producing the core layer and cover layer (s) were connected to a coextrusion adapter.
- the adapter was constructed in such a way that the melt forming the cover layer was adhered to the melt of the core layer as a thin layer.
- the multilayer melt strand thus produced was then brought into the desired shape (multi-wall sheet) in the nozzle connected subsequently.
- the melt was then cooled in a known manner by means of vacuum calibration under controlled conditions and then sawn into pieces 1 meter long.
- Example 2 From the sodium bisphenolate solution obtained in Example 2, a polycarbonate with phenol end groups, a melt index (MFR) of 3 (measured according to ISO 1 133), a branching agent content of 0.3 mol% isatin biscresol and a UV absorber ber content 0.25% Tinuvin® 350 (3'-sec.-butyl-5 '- (l, l, 3,3-tetramethylbutyl-2'-hydroxyphenyl-2H-benzotriazole). This polycarbonate was produced on the same plant and processed under the same conditions as example 3 to coextruded 10mm double wall sheets.
- MFR melt index
- a polycarbonate with phenol end groups and a melt index (MFR) of 3 was produced from the sodium bisphenolate solution obtained in Example 1. This polycarbonate was processed on the same system as Example 3 and under the same conditions to coextruded 10 mm double wall sheets.
- This compound was produced as follows: at 280 ° C. and 80 rpm, the UV absorber was incorporated into the polycarbonate on a twin-screw extruder (ZSK 32, Werner & Pfleiderer) and the extrudate was then granulated.
- a polycarbonate with phenol end groups and a melt index (MFR) of 3 was produced from the sodium bisphenolate solution obtained in Example 2. This polycarbonate was processed on the same system as Example 3 and under the same conditions to coextruded 10 mm double wall sheets.
- This compound was produced as follows: at 280 ° C. and 80 rpm, the UV absorber was incorporated into the polycarbonate on a twin-screw extruder (ZSK 32, Werner & Pfleiderer) and the extrudate was then granulated.
- Example 2 From the sodium bisphenolate solution obtained in Example 1, a polycarbonate with phenol end groups, a melt index (MFR) of 3 (measured according to ISO 1133) and a UV absorber content of 0.3% Tinuvin® 350 (3'-sec.-butyl -5 '- (l, 1,3,3-tetramethylbutyl-2'-hydroxyphenyl-2H-benzotriazole) This polycarbonate was processed to 3mm thick color sample plates by injection molding.
- MFR melt index
- UV absorber content 0.3% Tinuvin® 350
- the yellowness index Y1 was the yellowness index determined according to ASTM E 313.
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Materials Engineering (AREA)
- Polyesters Or Polycarbonates (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Laminated Bodies (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Extrusion Moulding Of Plastics Or The Like (AREA)
Abstract
Description
Claims
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19943640 | 1999-09-13 | ||
| DE19943640A DE19943640A1 (de) | 1999-09-13 | 1999-09-13 | Platten aus Polycarbonat |
| PCT/EP2000/008605 WO2001019894A1 (de) | 1999-09-13 | 2000-09-04 | Platten aus polycarbonat |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP1216267A1 true EP1216267A1 (de) | 2002-06-26 |
Family
ID=7921727
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP00960593A Withdrawn EP1216267A1 (de) | 1999-09-13 | 2000-09-04 | Platten aus polycarbonat |
Country Status (15)
| Country | Link |
|---|---|
| EP (1) | EP1216267A1 (de) |
| JP (1) | JP2003527460A (de) |
| KR (1) | KR20020030813A (de) |
| CN (1) | CN1373782A (de) |
| AU (1) | AU7283700A (de) |
| BR (1) | BR0013942A (de) |
| CA (1) | CA2384432A1 (de) |
| DE (1) | DE19943640A1 (de) |
| HU (1) | HUP0202598A3 (de) |
| IL (1) | IL148104A0 (de) |
| MX (1) | MXPA02002660A (de) |
| PL (1) | PL353793A1 (de) |
| TR (1) | TR200200646T2 (de) |
| WO (1) | WO2001019894A1 (de) |
| ZA (1) | ZA200200990B (de) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105035222A (zh) * | 2014-12-30 | 2015-11-11 | 王晨 | 二轮及三轮机动车载具防护壳设计 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2439552A1 (de) * | 1974-08-17 | 1976-02-26 | Bayer Ag | Verfahren zur herstellung von bisphenol-a-polycarbonat nach dem schmelzumesterungsverfahren |
| JPH05331277A (ja) * | 1992-06-03 | 1993-12-14 | Teijin Chem Ltd | 芳香族ポリカーボネートの製造方法 |
| DE19732090C1 (de) * | 1997-07-25 | 1999-03-25 | Bayer Ag | Polycarbonatformmassen, Verfahren zu ihrer Herstellung und ihre Verwendung als Beschichtungen in coextrudierten Platten |
| JP2002533544A (ja) * | 1998-12-23 | 2002-10-08 | バイエル アクチェンゲゼルシャフト | 黄色度が低いポリカーボネート |
-
1999
- 1999-09-13 DE DE19943640A patent/DE19943640A1/de not_active Withdrawn
-
2000
- 2000-09-04 KR KR1020027003252A patent/KR20020030813A/ko not_active Withdrawn
- 2000-09-04 HU HU0202598A patent/HUP0202598A3/hu unknown
- 2000-09-04 CN CN00812790A patent/CN1373782A/zh active Pending
- 2000-09-04 MX MXPA02002660A patent/MXPA02002660A/es unknown
- 2000-09-04 WO PCT/EP2000/008605 patent/WO2001019894A1/de not_active Ceased
- 2000-09-04 JP JP2001523669A patent/JP2003527460A/ja active Pending
- 2000-09-04 EP EP00960593A patent/EP1216267A1/de not_active Withdrawn
- 2000-09-04 PL PL00353793A patent/PL353793A1/xx not_active Application Discontinuation
- 2000-09-04 IL IL14810400A patent/IL148104A0/xx unknown
- 2000-09-04 BR BR0013942-4A patent/BR0013942A/pt not_active Application Discontinuation
- 2000-09-04 CA CA002384432A patent/CA2384432A1/en not_active Abandoned
- 2000-09-04 TR TR2002/00646T patent/TR200200646T2/xx unknown
- 2000-09-04 AU AU72837/00A patent/AU7283700A/en not_active Abandoned
-
2002
- 2002-02-05 ZA ZA200200990A patent/ZA200200990B/en unknown
Non-Patent Citations (1)
| Title |
|---|
| See references of WO0119894A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| AU7283700A (en) | 2001-04-17 |
| DE19943640A1 (de) | 2001-03-15 |
| ZA200200990B (en) | 2003-05-28 |
| HUP0202598A2 (hu) | 2002-11-28 |
| WO2001019894A1 (de) | 2001-03-22 |
| PL353793A1 (en) | 2003-12-01 |
| IL148104A0 (en) | 2002-09-12 |
| JP2003527460A (ja) | 2003-09-16 |
| CA2384432A1 (en) | 2001-03-22 |
| CN1373782A (zh) | 2002-10-09 |
| TR200200646T2 (tr) | 2002-07-22 |
| MXPA02002660A (es) | 2002-10-23 |
| BR0013942A (pt) | 2002-05-14 |
| KR20020030813A (ko) | 2002-04-25 |
| HUP0202598A3 (en) | 2003-10-28 |
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