TW553988B - Polycarbonate resin compositions comprising cyanacrylic acid ester stabilizer compounds - Google Patents
Polycarbonate resin compositions comprising cyanacrylic acid ester stabilizer compounds Download PDFInfo
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- TW553988B TW553988B TW089117800A TW89117800A TW553988B TW 553988 B TW553988 B TW 553988B TW 089117800 A TW089117800 A TW 089117800A TW 89117800 A TW89117800 A TW 89117800A TW 553988 B TW553988 B TW 553988B
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- Prior art keywords
- polycarbonate
- polycarbonate resin
- patent application
- resin composition
- ppm
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- 239000003381 stabilizer Substances 0.000 title claims abstract description 43
- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 239000004431 polycarbonate resin Substances 0.000 title claims abstract description 23
- 229920005668 polycarbonate resin Polymers 0.000 title claims abstract description 23
- 239000002253 acid Substances 0.000 title abstract description 9
- 150000002148 esters Chemical class 0.000 title abstract description 8
- 150000001875 compounds Chemical class 0.000 title description 31
- 229920000515 polycarbonate Polymers 0.000 claims abstract description 56
- 239000004417 polycarbonate Substances 0.000 claims abstract description 56
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000011049 filling Methods 0.000 claims description 36
- -1 cyanoacrylate compound Chemical class 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 125000001424 substituent group Chemical group 0.000 claims description 11
- 229920001651 Cyanoacrylate Polymers 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000001072 heteroaryl group Chemical group 0.000 claims description 3
- 150000003077 polyols Chemical group 0.000 claims description 3
- 125000004434 sulfur atom Chemical group 0.000 claims description 3
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 241000162682 Heterogen Species 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- NGLOXYOGEMWSOD-UHFFFAOYSA-N cyano propanoate Chemical compound CCC(=O)OC#N NGLOXYOGEMWSOD-UHFFFAOYSA-N 0.000 claims 1
- 150000002466 imines Chemical class 0.000 claims 1
- 239000013589 supplement Substances 0.000 claims 1
- 239000006096 absorbing agent Substances 0.000 abstract description 27
- 238000012545 processing Methods 0.000 abstract description 18
- 238000000034 method Methods 0.000 abstract description 14
- OJMIONKXNSYLSR-UHFFFAOYSA-N phosphorous acid Chemical compound OP(O)O OJMIONKXNSYLSR-UHFFFAOYSA-N 0.000 abstract description 9
- 238000001746 injection moulding Methods 0.000 abstract description 8
- 238000001125 extrusion Methods 0.000 abstract description 6
- 150000002596 lactones Chemical class 0.000 abstract description 6
- 238000000071 blow moulding Methods 0.000 abstract description 5
- 230000008569 process Effects 0.000 abstract description 5
- 238000000748 compression moulding Methods 0.000 abstract description 4
- 238000003856 thermoforming Methods 0.000 abstract description 4
- 238000002347 injection Methods 0.000 abstract description 3
- 239000007924 injection Substances 0.000 abstract description 3
- 238000010102 injection blow moulding Methods 0.000 abstract description 3
- 230000004224 protection Effects 0.000 abstract description 2
- 238000005187 foaming Methods 0.000 abstract 1
- 230000005855 radiation Effects 0.000 abstract 1
- 230000002195 synergetic effect Effects 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 43
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 26
- 239000000126 substance Substances 0.000 description 26
- 125000000217 alkyl group Chemical group 0.000 description 21
- 125000003118 aryl group Chemical group 0.000 description 20
- 229920005989 resin Polymers 0.000 description 18
- 239000011347 resin Substances 0.000 description 18
- 230000002079 cooperative effect Effects 0.000 description 16
- 238000002474 experimental method Methods 0.000 description 15
- 239000000654 additive Substances 0.000 description 13
- 238000003795 desorption Methods 0.000 description 13
- 238000005259 measurement Methods 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 12
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 10
- 125000000753 cycloalkyl group Chemical group 0.000 description 10
- 239000002245 particle Substances 0.000 description 10
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 10
- 230000008021 deposition Effects 0.000 description 9
- CVSXFBFIOUYODT-UHFFFAOYSA-N 178671-58-4 Chemical group 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 8
- 230000006750 UV protection Effects 0.000 description 8
- 125000003710 aryl alkyl group Chemical group 0.000 description 8
- 239000010410 layer Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 150000002431 hydrogen Chemical class 0.000 description 7
- 239000000779 smoke Substances 0.000 description 7
- 230000000996 additive effect Effects 0.000 description 6
- 239000004429 Calibre Substances 0.000 description 5
- 102100027152 Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial Human genes 0.000 description 5
- 101001122360 Homo sapiens Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial Proteins 0.000 description 5
- 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 5
- 239000006085 branching agent Substances 0.000 description 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 238000005516 engineering process Methods 0.000 description 5
- 239000002344 surface layer Substances 0.000 description 5
- BGYHLZZASRKEJE-UHFFFAOYSA-N [3-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]-2,2-bis[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxymethyl]propyl] 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCC(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)(COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)COC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 BGYHLZZASRKEJE-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 4
- 230000015556 catabolic process Effects 0.000 description 4
- 238000006731 degradation reaction Methods 0.000 description 4
- ZJIPHXXDPROMEF-UHFFFAOYSA-N dihydroxyphosphanyl dihydrogen phosphite Chemical compound OP(O)OP(O)O ZJIPHXXDPROMEF-UHFFFAOYSA-N 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- 230000006872 improvement Effects 0.000 description 4
- JXDYKVIHCLTXOP-UHFFFAOYSA-N isatin Chemical compound C1=CC=C2C(=O)C(=O)NC2=C1 JXDYKVIHCLTXOP-UHFFFAOYSA-N 0.000 description 4
- 238000002386 leaching Methods 0.000 description 4
- 238000002844 melting Methods 0.000 description 4
- 230000008018 melting Effects 0.000 description 4
- 238000000465 moulding Methods 0.000 description 4
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical group CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000011342 resin composition Substances 0.000 description 4
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 4
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- MWCLLHOVUTZFKS-UHFFFAOYSA-N Methyl cyanoacrylate Chemical compound COC(=O)C(=C)C#N MWCLLHOVUTZFKS-UHFFFAOYSA-N 0.000 description 3
- 239000007983 Tris buffer Substances 0.000 description 3
- BEIOEBMXPVYLRY-UHFFFAOYSA-N [4-[4-bis(2,4-ditert-butylphenoxy)phosphanylphenyl]phenyl]-bis(2,4-ditert-butylphenoxy)phosphane Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(C=1C=CC(=CC=1)C=1C=CC(=CC=1)P(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)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 BEIOEBMXPVYLRY-UHFFFAOYSA-N 0.000 description 3
- 125000005842 heteroatom Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 239000000155 melt Substances 0.000 description 3
- 238000012856 packing Methods 0.000 description 3
- 150000002989 phenols Chemical class 0.000 description 3
- 230000000704 physical effect Effects 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 238000003672 processing method Methods 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- 230000006641 stabilisation Effects 0.000 description 3
- 238000011105 stabilization Methods 0.000 description 3
- 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 2
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical compound C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 description 2
- 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 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 239000004609 Impact Modifier Substances 0.000 description 2
- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 239000012792 core layer Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- 238000004090 dissolution Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 238000005562 fading Methods 0.000 description 2
- 239000013020 final formulation Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000012760 heat stabilizer Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000001841 imino group Chemical group [H]N=* 0.000 description 2
- 238000001764 infiltration Methods 0.000 description 2
- 230000008595 infiltration Effects 0.000 description 2
- 238000009434 installation Methods 0.000 description 2
- 238000012423 maintenance Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 125000004430 oxygen atom Chemical group O* 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 2
- 239000002952 polymeric resin Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 239000002243 precursor Substances 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 229910052704 radon Inorganic materials 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229910052710 silicon Inorganic materials 0.000 description 2
- 239000010703 silicon Substances 0.000 description 2
- 230000000391 smoking effect Effects 0.000 description 2
- 239000012321 sodium triacetoxyborohydride Substances 0.000 description 2
- 229920003002 synthetic resin Polymers 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- 239000003017 thermal stabilizer Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- RPAJSBKBKSSMLJ-DFWYDOINSA-N (2s)-2-aminopentanedioic acid;hydrochloride Chemical class Cl.OC(=O)[C@@H](N)CCC(O)=O RPAJSBKBKSSMLJ-DFWYDOINSA-N 0.000 description 1
- IRHVLQMEQPABHG-ZLYSWTFPSA-N (3r,4r,5r,6r,7r,8r,9s,10r,13r,14r,17r)-3,4,6,7-tetrahydroxy-17-[(1s)-1-[(2s,4s)-6-hydroxy-4-propan-2-yloxan-2-yl]ethyl]-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,16,17-tetradecahydrocyclopenta[a]phenanthren-15-one Chemical compound C1[C@H](C(C)C)CC(O)O[C@@H]1[C@@H](C)[C@@H]1[C@@]2(C)CC[C@@H]3[C@@]4(C)CC[C@@H](O)[C@H](O)[C@@H]4[C@@H](O)[C@H](O)[C@H]3[C@H]2C(=O)C1 IRHVLQMEQPABHG-ZLYSWTFPSA-N 0.000 description 1
- WZHKDGJSXCTSCK-FNORWQNLSA-N (E)-Hept-3-ene Chemical compound CCC\C=C\CC WZHKDGJSXCTSCK-FNORWQNLSA-N 0.000 description 1
- VUMCUSHVMYIRMB-UHFFFAOYSA-N 1,3,5-tri(propan-2-yl)benzene Chemical compound CC(C)C1=CC(C(C)C)=CC(C(C)C)=C1 VUMCUSHVMYIRMB-UHFFFAOYSA-N 0.000 description 1
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- PBBXJBOFMIHTSC-UHFFFAOYSA-N 1,6-dioxecane-2,5,7,10-tetrone Chemical compound O=C1CCC(=O)OC(=O)CCC(=O)O1 PBBXJBOFMIHTSC-UHFFFAOYSA-N 0.000 description 1
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 1
- QRZABZWAOIVVCS-UHFFFAOYSA-N 10,12-dihydrobenzo[a]xanthen-9-one Chemical compound C1=CC2=CC=CC=C2C2=C1OC1=CC(=O)CC=C1C2 QRZABZWAOIVVCS-UHFFFAOYSA-N 0.000 description 1
- XZIDTOHMJBOSOX-UHFFFAOYSA-N 2,3,6-TBA Chemical compound OC(=O)C1=C(Cl)C=CC(Cl)=C1Cl XZIDTOHMJBOSOX-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
- BLDLRWQLBOJPEB-UHFFFAOYSA-N 2-(2-hydroxyphenyl)sulfanylphenol Chemical compound OC1=CC=CC=C1SC1=CC=CC=C1O BLDLRWQLBOJPEB-UHFFFAOYSA-N 0.000 description 1
- XKZQKPRCPNGNFR-UHFFFAOYSA-N 2-(3-hydroxyphenyl)phenol Chemical compound OC1=CC=CC(C=2C(=CC=CC=2)O)=C1 XKZQKPRCPNGNFR-UHFFFAOYSA-N 0.000 description 1
- LEVFXWNQQSSNAC-UHFFFAOYSA-N 2-(4,6-diphenyl-1,3,5-triazin-2-yl)-5-hexoxyphenol Chemical compound OC1=CC(OCCCCCC)=CC=C1C1=NC(C=2C=CC=CC=2)=NC(C=2C=CC=CC=2)=N1 LEVFXWNQQSSNAC-UHFFFAOYSA-N 0.000 description 1
- VUGWGTIRWRSZJU-UHFFFAOYSA-N 2-[(4-hydroxyphenyl)methyl]hexanoic acid Chemical compound CCCCC(C(O)=O)CC1=CC=C(O)C=C1 VUGWGTIRWRSZJU-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- QSRJVOOOWGXUDY-UHFFFAOYSA-N 2-[2-[2-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C)C=2)C(C)(C)C)=C1 QSRJVOOOWGXUDY-UHFFFAOYSA-N 0.000 description 1
- CQOZJDNCADWEKH-UHFFFAOYSA-N 2-[3,3-bis(2-hydroxyphenyl)propyl]phenol Chemical compound OC1=CC=CC=C1CCC(C=1C(=CC=CC=1)O)C1=CC=CC=C1O CQOZJDNCADWEKH-UHFFFAOYSA-N 0.000 description 1
- IJVRPNIWWODHHA-UHFFFAOYSA-N 2-cyanoprop-2-enoic acid Chemical compound OC(=O)C(=C)C#N IJVRPNIWWODHHA-UHFFFAOYSA-N 0.000 description 1
- VMUXSMXIQBNMGZ-UHFFFAOYSA-N 3,4-dihydrocoumarin Chemical compound C1=CC=C2OC(=O)CCC2=C1 VMUXSMXIQBNMGZ-UHFFFAOYSA-N 0.000 description 1
- SSADPHQCUURWSW-UHFFFAOYSA-N 3,9-bis(2,6-ditert-butyl-4-methylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane Chemical compound CC(C)(C)C1=CC(C)=CC(C(C)(C)C)=C1OP1OCC2(COP(OC=3C(=CC(C)=CC=3C(C)(C)C)C(C)(C)C)OC2)CO1 SSADPHQCUURWSW-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
- 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
- XHDKBYRAWKLXGE-UHFFFAOYSA-N 4-[4,6-bis(4-hydroxyphenyl)-4,6-dimethylhept-1-en-2-yl]phenol Chemical compound C=1C=C(O)C=CC=1C(C)(C)CC(C)(C=1C=CC(O)=CC=1)CC(=C)C1=CC=C(O)C=C1 XHDKBYRAWKLXGE-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
- ZNPSUQQXTRRSBM-UHFFFAOYSA-N 4-n-Pentylphenol Chemical compound CCCCCC1=CC=C(O)C=C1 ZNPSUQQXTRRSBM-UHFFFAOYSA-N 0.000 description 1
- WOQDNINLMDXWRC-UHFFFAOYSA-N 4-pent-1-enylphenol Chemical compound CCCC=CC1=CC=C(O)C=C1 WOQDNINLMDXWRC-UHFFFAOYSA-N 0.000 description 1
- MBVCESWADCIXJN-UHFFFAOYSA-N 5-Bromoisatin Chemical compound BrC1=CC=C2NC(=O)C(=O)C2=C1 MBVCESWADCIXJN-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
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- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
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Classifications
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- 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
- C08G64/02—Aliphatic polycarbonates
-
- 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
- C08K5/16—Nitrogen-containing compounds
- C08K5/315—Compounds containing carbon-to-nitrogen triple bonds
-
- 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
- C08K5/13—Phenols; Phenolates
-
- 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
-
- 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
- C08K5/49—Phosphorus-containing compounds
- C08K5/51—Phosphorus bound to oxygen
- C08K5/52—Phosphorus bound to oxygen only
- C08K5/524—Esters of phosphorous acids, e.g. of H3PO3
- C08K5/526—Esters of phosphorous acids, e.g. of H3PO3 with hydroxyaryl compounds
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)
- Blow-Moulding Or Thermoforming Of Plastics Or The Like (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
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| US15201099P | 1999-09-01 | 1999-09-01 |
Publications (1)
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| TW553988B true TW553988B (en) | 2003-09-21 |
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|---|---|---|---|
| TW089117800A TW553988B (en) | 1999-09-01 | 2000-08-31 | Polycarbonate resin compositions comprising cyanacrylic acid ester stabilizer compounds |
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| IL (2) | IL148251A0 (OSRAM) |
| MX (1) | MXPA02002313A (OSRAM) |
| TW (1) | TW553988B (OSRAM) |
| WO (1) | WO2001016224A2 (OSRAM) |
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| DE19943642A1 (de) * | 1999-09-13 | 2001-03-15 | Bayer Ag | Behälter |
| JP2003531926A (ja) * | 2000-04-10 | 2003-10-28 | ゼネラル・エレクトリック・カンパニイ | 加水分解安定性に優れたポリカーボネート |
| DE60104313T2 (de) * | 2000-05-19 | 2005-08-25 | Dow Global Technologies, Inc., Midland | Polycarbonatzusammensetzungen enthaltend schwerflüchtige uv-absorbierende verbindungen |
| DE10026628A1 (de) * | 2000-05-29 | 2001-12-06 | Bayer Ag | Transparente thermoplastische Zusammensetzungen |
| JP2002265766A (ja) * | 2001-03-09 | 2002-09-18 | Unitika Ltd | ポリアリレート樹脂組成物 |
| US6753367B2 (en) * | 2001-08-20 | 2004-06-22 | General Electric Company | Flame retardant polycarbonate compositions with improved weathering performance containing cyanoacrylic esters |
| JP2005527679A (ja) * | 2002-05-27 | 2005-09-15 | グレート・レークス・ケミカル（ヨーロッパ）・ゲーエムベーハー | 安定化させたポリプロピレン |
| US6899866B2 (en) | 2002-09-06 | 2005-05-31 | Cph Innovations Corporation | Photostabilization of a sunscreen composition with a combination of an α-cyano-β, β-diphenylacrylate compound and a dialkyl naphithalate |
| US6919473B2 (en) * | 2002-09-17 | 2005-07-19 | Cph Innovations Corporation | Photostabilizers, UV absorbers, and methods of photostabilizing a sunscreen composition |
| US7544350B2 (en) | 2002-11-22 | 2009-06-09 | Hallstar Innovations Corp. | Method of decreasing the UV light degradation of polymers |
| US7799317B2 (en) | 2002-11-22 | 2010-09-21 | Hallstar Innovations Corp. | Photostabilizers, UV absorbers, and methods of photostabilizing compositions |
| US7247658B2 (en) * | 2003-07-08 | 2007-07-24 | Milliken & Company | Reduction of discoloration in white polyurethane foams |
| WO2005019354A1 (en) * | 2003-08-22 | 2005-03-03 | Sartomer Technology Co., Inc. | High temperature stabilization of uv systems |
| CN100427544C (zh) * | 2003-11-26 | 2008-10-22 | 株式会社E-Tec | 非卤素类阻燃性基底材料和车辆用或飞机用地毯 |
| DE10360367A1 (de) * | 2003-12-22 | 2005-07-21 | Bayer Materialscience Ag | Stabilisierte thermoplastische Zusammensetzungen |
| JP2005264132A (ja) * | 2004-02-17 | 2005-09-29 | Teijin Chem Ltd | ポリカーボネート樹脂組成物 |
| US7534420B2 (en) | 2004-02-25 | 2009-05-19 | Hallstar Innovations Corp. | Compounds derived from polyanhydride resins with film-forming, UV-absorbing, and photostablizing properties, compositions containing same, and methods of using the same |
| BRPI0508086A (pt) * | 2004-02-27 | 2007-07-17 | Mauser Werke Gmbh & Co Kg | contáiner de péletes |
| US7094127B2 (en) * | 2004-03-01 | 2006-08-22 | Milliken & Company | Apparel articles including white polyurethane foams that exhibit a reduction in propensity for discoloring |
| KR100566910B1 (ko) * | 2004-06-11 | 2006-04-03 | 주식회사 삼양사 | 자외선 흡수제를 포함하는 폴리카보네이트/폴리에스테르수지 조성물 |
| US7235587B2 (en) | 2004-07-01 | 2007-06-26 | Cph Innovations Corporation | Diesters containing two crylene or fluorene moieties, sunscreen compositions containing the same, and methods of photostabilizing a sunscreen compositions containing the same |
| DE102004036965A1 (de) * | 2004-07-30 | 2006-02-16 | Basf Ag | Stabilisatorzusammensetzung aus flüssigen und festen UV-Absorbern |
| DE102004039963B4 (de) * | 2004-08-18 | 2010-01-28 | Protechna S.A. | Verfahren zur Herstellung von Kunststoffbehältern für Flüssigkeiten |
| US8158678B2 (en) * | 2005-04-07 | 2012-04-17 | Cph Innovations Corp. | Photoabsorbing, highly conjugated compounds of cyanoacrylic esters, sunscreen compositions and methods of use |
| EP1908786B1 (en) * | 2005-05-30 | 2010-09-15 | Toagosei Co., Ltd. | 2-cyanoacrylate composition |
| EP1892266B1 (en) * | 2005-06-15 | 2010-07-21 | Mitsubishi Engineering-Plastics Corporation | Polycarbonate resin composition and molded articles |
| JP2009527586A (ja) * | 2006-02-21 | 2009-07-30 | チバ ホールディング インコーポレーテッド | 芳香族リン酸エステル難燃剤組成物 |
| US7709562B2 (en) * | 2006-09-29 | 2010-05-04 | Sabic Innovative Plastics Ip B.V. | Thermoplastic compositions, methods of making, and articles formed therefrom |
| DE102007011069A1 (de) * | 2007-03-07 | 2008-09-11 | Bayer Materialscience Ag | Polycarbonatzusammensetzung enthaltend UV-Absorber |
| US8759428B2 (en) * | 2007-08-22 | 2014-06-24 | Sabic Innovative Plastics Ip B.V. | Polycarbonate compositions |
| DE102009014411A1 (de) * | 2009-03-26 | 2010-09-30 | Lanxess Deutschland Gmbh | Stabilisierung von Polyolen |
| KR101636128B1 (ko) * | 2013-07-01 | 2016-07-04 | 주식회사 엘지화학 | 폴리카보네이트 수지 조성물 |
| CN103772688A (zh) * | 2013-12-24 | 2014-05-07 | 济南开发区星火科学技术研究院 | 一种聚碳酸酯的制备方法 |
| CN113321904B (zh) * | 2021-06-09 | 2023-08-15 | 上海朗亿功能材料有限公司 | 改性pet树脂材料、太阳能电池背板膜及紫外吸收剂的应用 |
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| BE570013A (OSRAM) | 1957-08-01 | 1900-01-01 | ||
| US3215725A (en) | 1961-11-02 | 1965-11-02 | Gen Aniline & Film Corp | Bis-alpha-cyano-beta, beta-diphenylacrylic acid derivatives |
| US3309220A (en) | 1964-04-10 | 1967-03-14 | Gen Electric | Method of producing an ultraviolet resistant polycarbonate article |
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| JPS57209979A (en) | 1981-06-19 | 1982-12-23 | Teijin Ltd | Ultraviolet light absorber and method for using same |
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| DE3617978A1 (de) | 1986-05-28 | 1987-12-03 | Bayer Ag | Verzweigte thermoplastische polycarbonate mit verbessertem schutz gegen uv-licht |
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| TW255902B (OSRAM) | 1992-09-23 | 1995-09-01 | Ciba Geigy | |
| DE4232500A1 (de) | 1992-09-28 | 1994-03-31 | Peroxid Chemie Gmbh | Verfahren zum Herstellen von wasserarmen oder wasserfreien Lösungen von Alkylhydroperoxiden |
| JP3443137B2 (ja) | 1993-06-25 | 2003-09-02 | 帝人化成株式会社 | ポリカーボネート樹脂積層板の製造方法 |
| GB2290745A (en) | 1994-07-01 | 1996-01-10 | Ciba Geigy Ag | Coextruded stabilised laminated thermolastics |
| EP0900782B1 (de) * | 1994-11-10 | 2002-01-30 | Basf Aktiengesellschaft | 2-Cyanacrylsäureester |
| JP3582746B2 (ja) * | 1995-12-28 | 2004-10-27 | 日本ジーイープラスチックス株式会社 | 樹脂組成物 |
| JP3727113B2 (ja) | 1996-07-31 | 2005-12-14 | 旭化成ケミカルズ株式会社 | ポリカーボネート積層シート |
| JPH1044357A (ja) | 1996-08-02 | 1998-02-17 | Asahi Chem Ind Co Ltd | 撥水性積層シート |
| JPH1044358A (ja) | 1996-08-02 | 1998-02-17 | Asahi Chem Ind Co Ltd | 表面硬化積層シート |
| US6004678A (en) | 1996-08-16 | 1999-12-21 | General Electric Company | Low plate out polycarbonate compositions |
| JPH10138435A (ja) | 1996-11-08 | 1998-05-26 | Asahi Chem Ind Co Ltd | 耐候性改良ポリカーボネート積層シート |
| ES2149678B1 (es) * | 1997-03-06 | 2001-05-16 | Ciba Sc Holding Ag | Estabilizacion de policarbonatos, poliesteres y policetonas. |
-
2000
- 2000-08-08 US US09/634,674 patent/US6441071B1/en not_active Expired - Lifetime
- 2000-08-08 IL IL14825100A patent/IL148251A0/xx unknown
- 2000-08-08 KR KR20027002792A patent/KR100712873B1/ko not_active Expired - Fee Related
- 2000-08-08 DE DE60016768T patent/DE60016768T2/de not_active Expired - Lifetime
- 2000-08-08 AT AT00953875T patent/ATE284918T1/de not_active IP Right Cessation
- 2000-08-08 MX MXPA02002313A patent/MXPA02002313A/es unknown
- 2000-08-08 WO PCT/US2000/021573 patent/WO2001016224A2/en not_active Ceased
- 2000-08-08 CN CNB008122008A patent/CN100366678C/zh not_active Expired - Fee Related
- 2000-08-08 AU AU66248/00A patent/AU6624800A/en not_active Abandoned
- 2000-08-08 EP EP00953875A patent/EP1216272B1/en not_active Expired - Lifetime
- 2000-08-08 JP JP2001520775A patent/JP5073898B2/ja not_active Expired - Fee Related
- 2000-08-08 BR BR0013836-3A patent/BR0013836A/pt not_active Application Discontinuation
- 2000-08-08 CA CA002379522A patent/CA2379522C/en not_active Expired - Fee Related
- 2000-08-31 TW TW089117800A patent/TW553988B/zh active
-
2002
- 2002-02-19 IL IL148251A patent/IL148251A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IL148251A0 (en) | 2002-09-12 |
| ATE284918T1 (de) | 2005-01-15 |
| IL148251A (en) | 2010-06-16 |
| JP5073898B2 (ja) | 2012-11-14 |
| KR100712873B1 (ko) | 2007-05-02 |
| DE60016768D1 (de) | 2005-01-20 |
| MXPA02002313A (es) | 2002-07-30 |
| DE60016768T2 (de) | 2006-02-23 |
| CN100366678C (zh) | 2008-02-06 |
| EP1216272A2 (en) | 2002-06-26 |
| CA2379522C (en) | 2009-06-02 |
| US6441071B1 (en) | 2002-08-27 |
| WO2001016224A2 (en) | 2001-03-08 |
| KR20020087042A (ko) | 2002-11-21 |
| CN1371404A (zh) | 2002-09-25 |
| WO2001016224B1 (en) | 2001-10-11 |
| BR0013836A (pt) | 2002-04-23 |
| JP2003508568A (ja) | 2003-03-04 |
| AU6624800A (en) | 2001-03-26 |
| EP1216272B1 (en) | 2004-12-15 |
| WO2001016224A3 (en) | 2001-05-17 |
| CA2379522A1 (en) | 2001-03-08 |
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