TWI293973B - Synergistic combinations of uv absorbers for pigmented polyolefins - Google Patents
Synergistic combinations of uv absorbers for pigmented polyolefins Download PDFInfo
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- TWI293973B TWI293973B TW092104375A TW92104375A TWI293973B TW I293973 B TWI293973 B TW I293973B TW 092104375 A TW092104375 A TW 092104375A TW 92104375 A TW92104375 A TW 92104375A TW I293973 B TWI293973 B TW I293973B
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- Taiwan
- Prior art keywords
- group
- carbon atoms
- alkyl
- phenyl
- substituted
- Prior art date
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- 229920000098 polyolefin Polymers 0.000 title claims description 36
- 239000006096 absorbing agent Substances 0.000 title claims description 26
- 239000011885 synergistic combination Substances 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 claims description 159
- -1 polypropylene Polymers 0.000 claims description 156
- 125000000217 alkyl group Chemical group 0.000 claims description 137
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 75
- 239000000203 mixture Substances 0.000 claims description 69
- 150000001875 compounds Chemical class 0.000 claims description 68
- 229910052739 hydrogen Inorganic materials 0.000 claims description 54
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 53
- 239000001257 hydrogen Substances 0.000 claims description 50
- 239000000049 pigment Substances 0.000 claims description 46
- 125000002947 alkylene group Chemical group 0.000 claims description 44
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 40
- 125000003545 alkoxy group Chemical group 0.000 claims description 38
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 35
- 125000003342 alkenyl group Chemical group 0.000 claims description 31
- 229910052757 nitrogen Inorganic materials 0.000 claims description 29
- 229910052799 carbon Inorganic materials 0.000 claims description 27
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 27
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 23
- 239000004743 Polypropylene Substances 0.000 claims description 22
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 20
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
- 150000001412 amines Chemical class 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 19
- 239000012860 organic pigment Substances 0.000 claims description 16
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 16
- NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 claims description 15
- 239000000460 chlorine Substances 0.000 claims description 13
- HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 claims description 13
- 239000004611 light stabiliser Substances 0.000 claims description 13
- 239000000047 product Substances 0.000 claims description 13
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 12
- 229920000642 polymer Polymers 0.000 claims description 12
- 229920001155 polypropylene Polymers 0.000 claims description 12
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 11
- 229910052801 chlorine Inorganic materials 0.000 claims description 11
- 229910052736 halogen Inorganic materials 0.000 claims description 11
- 150000002367 halogens Chemical class 0.000 claims description 11
- FIDRAVVQGKNYQK-UHFFFAOYSA-N 1,2,3,4-tetrahydrotriazine Chemical compound C1NNNC=C1 FIDRAVVQGKNYQK-UHFFFAOYSA-N 0.000 claims description 10
- 150000001336 alkenes Chemical class 0.000 claims description 10
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 10
- 239000004575 stone Substances 0.000 claims description 10
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 9
- 239000007859 condensation product Substances 0.000 claims description 9
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 9
- 239000002250 absorbent Substances 0.000 claims description 8
- 150000001721 carbon Chemical group 0.000 claims description 8
- 239000004615 ingredient Substances 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 8
- 239000003381 stabilizer Substances 0.000 claims description 8
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 7
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 7
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 claims description 7
- 235000021419 vinegar Nutrition 0.000 claims description 7
- OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 229920001577 copolymer Polymers 0.000 claims description 6
- 239000001023 inorganic pigment Substances 0.000 claims description 6
- 229940116351 sebacate Drugs 0.000 claims description 6
- 239000000052 vinegar Substances 0.000 claims description 6
- 125000003302 alkenyloxy group Chemical group 0.000 claims description 5
- 125000005037 alkyl phenyl group Chemical group 0.000 claims description 5
- 230000015556 catabolic process Effects 0.000 claims description 5
- 238000006731 degradation reaction Methods 0.000 claims description 5
- 238000002309 gasification Methods 0.000 claims description 5
- 238000000034 method Methods 0.000 claims description 5
- 150000002923 oximes Chemical class 0.000 claims description 5
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 claims description 5
- VMRIVYANZGSGRV-UHFFFAOYSA-N 4-phenyl-2h-triazin-5-one Chemical compound OC1=CN=NN=C1C1=CC=CC=C1 VMRIVYANZGSGRV-UHFFFAOYSA-N 0.000 claims description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 4
- 239000004593 Epoxy Substances 0.000 claims description 4
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 4
- KDYFGRWQOYBRFD-UHFFFAOYSA-N Succinic acid Natural products OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 4
- 230000002745 absorbent Effects 0.000 claims description 4
- 239000001273 butane Substances 0.000 claims description 4
- 239000007795 chemical reaction product Substances 0.000 claims description 4
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 claims description 4
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 230000000087 stabilizing effect Effects 0.000 claims description 4
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 claims description 3
- 125000001989 1,3-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([H])C([*:2])=C1[H] 0.000 claims description 3
- FTVFPPFZRRKJIH-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CC1(C)CC(N)CC(C)(C)N1 FTVFPPFZRRKJIH-UHFFFAOYSA-N 0.000 claims description 3
- MXEOJMUZKLOJLP-UHFFFAOYSA-N 2-(2-phenylphenyl)-1,3,5-triazine Chemical compound C1=CC=CC=C1C1=CC=CC=C1C1=NC=NC=N1 MXEOJMUZKLOJLP-UHFFFAOYSA-N 0.000 claims description 3
- 125000000319 biphenyl-4-yl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 3
- AZQWKYJCGOJGHM-UHFFFAOYSA-N para-benzoquinone Natural products O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 3
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 claims description 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 claims description 2
- YHCGGLXPGFJNCO-UHFFFAOYSA-N 2-(2H-benzotriazol-4-yl)phenol Chemical compound OC1=CC=CC=C1C1=CC=CC2=C1N=NN2 YHCGGLXPGFJNCO-UHFFFAOYSA-N 0.000 claims description 2
- ACZGCWSMSTYWDQ-UHFFFAOYSA-N 3h-1-benzofuran-2-one Chemical class C1=CC=C2OC(=O)CC2=C1 ACZGCWSMSTYWDQ-UHFFFAOYSA-N 0.000 claims description 2
- ZCILGMFPJBRCNO-UHFFFAOYSA-N 4-phenyl-2H-benzotriazol-5-ol Chemical compound OC1=CC=C2NN=NC2=C1C1=CC=CC=C1 ZCILGMFPJBRCNO-UHFFFAOYSA-N 0.000 claims description 2
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 2
- 150000001345 alkine derivatives Chemical class 0.000 claims description 2
- 125000005336 allyloxy group Chemical group 0.000 claims description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 claims description 2
- 150000004056 anthraquinones Chemical class 0.000 claims description 2
- 229910052786 argon Inorganic materials 0.000 claims description 2
- DIOQZVSQGTUSAI-NJFSPNSNSA-N decane Chemical compound CCCCCCCCC[14CH3] DIOQZVSQGTUSAI-NJFSPNSNSA-N 0.000 claims description 2
- JQVDAXLFBXTEQA-UHFFFAOYSA-N dibutylamine Chemical compound CCCCNCCCC JQVDAXLFBXTEQA-UHFFFAOYSA-N 0.000 claims description 2
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 claims description 2
- 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 2
- 235000013336 milk Nutrition 0.000 claims description 2
- 239000008267 milk Substances 0.000 claims description 2
- 210000004080 milk Anatomy 0.000 claims description 2
- FDAKZQLBIFPGSV-UHFFFAOYSA-N n-butyl-2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CCCCNC1CC(C)(C)NC(C)(C)C1 FDAKZQLBIFPGSV-UHFFFAOYSA-N 0.000 claims description 2
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 2
- 125000001624 naphthyl group Chemical group 0.000 claims description 2
- 125000002071 phenylalkoxy group Chemical group 0.000 claims description 2
- 229910052707 ruthenium Inorganic materials 0.000 claims description 2
- 150000002431 hydrogen Chemical group 0.000 claims 3
- RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidine Chemical compound CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 claims 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- RPENRTODMSPJDJ-UHFFFAOYSA-N n'-[2-(3-aminopropylamino)ethenyl]propane-1,3-diamine Chemical compound NCCCNC=CNCCCN RPENRTODMSPJDJ-UHFFFAOYSA-N 0.000 claims 2
- BDJRBEYXGGNYIS-UHFFFAOYSA-N nonanedioic acid Chemical compound OC(=O)CCCCCCCC(O)=O BDJRBEYXGGNYIS-UHFFFAOYSA-N 0.000 claims 2
- AULUDJRRNHDTJI-UHFFFAOYSA-N 1,1,3,3-tetramethylcyclohexane Chemical compound CC1(C)CCCC(C)(C)C1 AULUDJRRNHDTJI-UHFFFAOYSA-N 0.000 claims 1
- KKZZSTCINUMTGD-UHFFFAOYSA-N 1,2,2,3-tetramethylpiperidin-4-ol Chemical compound CC1C(O)CCN(C)C1(C)C KKZZSTCINUMTGD-UHFFFAOYSA-N 0.000 claims 1
- SCMMYWSNTTXSAJ-UHFFFAOYSA-N 1,2,3,4-tetrachloro-1H-indene Chemical compound ClC1=C2C(=C(C(C2=CC=C1)Cl)Cl)Cl SCMMYWSNTTXSAJ-UHFFFAOYSA-N 0.000 claims 1
- 150000000182 1,3,5-triazines Chemical class 0.000 claims 1
- 125000004955 1,4-cyclohexylene group Chemical group [H]C1([H])C([H])([H])C([H])([*:1])C([H])([H])C([H])([H])C1([H])[*:2] 0.000 claims 1
- OMRXVBREYFZQHU-UHFFFAOYSA-N 2,4-dichloro-1,3,5-triazine Chemical compound ClC1=NC=NC(Cl)=N1 OMRXVBREYFZQHU-UHFFFAOYSA-N 0.000 claims 1
- FBIXXCXCZOZFCO-UHFFFAOYSA-N 3-dodecyl-1-(2,2,6,6-tetramethylpiperidin-4-yl)pyrrolidine-2,5-dione Chemical compound O=C1C(CCCCCCCCCCCC)CC(=O)N1C1CC(C)(C)NC(C)(C)C1 FBIXXCXCZOZFCO-UHFFFAOYSA-N 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- BVNWQSXXRMNYKH-UHFFFAOYSA-N 4-phenyl-2h-benzotriazole Chemical compound C1=CC=CC=C1C1=CC=CC2=C1NN=N2 BVNWQSXXRMNYKH-UHFFFAOYSA-N 0.000 claims 1
- RZVHIXYEVGDQDX-UHFFFAOYSA-N 9,10-anthraquinone Chemical group C1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1 RZVHIXYEVGDQDX-UHFFFAOYSA-N 0.000 claims 1
- IVRMZWNICZWHMI-UHFFFAOYSA-N Azide Chemical compound [N-]=[N+]=[N-] IVRMZWNICZWHMI-UHFFFAOYSA-N 0.000 claims 1
- GUASFIFJHZUIQY-UHFFFAOYSA-N C1(=CC=CC=C1)C1=CC=CC2=C1C(=NN=N2)C1=CC=CC=C1 Chemical compound C1(=CC=CC=C1)C1=CC=CC2=C1C(=NN=N2)C1=CC=CC=C1 GUASFIFJHZUIQY-UHFFFAOYSA-N 0.000 claims 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 claims 1
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims 1
- 125000000278 alkyl amino alkyl group Chemical group 0.000 claims 1
- 239000003963 antioxidant agent Substances 0.000 claims 1
- KDYFGRWQOYBRFD-NUQCWPJISA-N butanedioic acid Chemical compound O[14C](=O)CC[14C](O)=O KDYFGRWQOYBRFD-NUQCWPJISA-N 0.000 claims 1
- WTVNFKVGGUWHQC-UHFFFAOYSA-N decane-2,4-dione Chemical compound CCCCCCC(=O)CC(C)=O WTVNFKVGGUWHQC-UHFFFAOYSA-N 0.000 claims 1
- 150000005690 diesters Chemical class 0.000 claims 1
- PPSZHCXTGRHULJ-UHFFFAOYSA-N dioxazine Chemical compound O1ON=CC=C1 PPSZHCXTGRHULJ-UHFFFAOYSA-N 0.000 claims 1
- RMBPEFMHABBEKP-UHFFFAOYSA-N fluorene Chemical compound C1=CC=C2C3=C[CH]C=CC3=CC2=C1 RMBPEFMHABBEKP-UHFFFAOYSA-N 0.000 claims 1
- 229940097275 indigo Drugs 0.000 claims 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 claims 1
- LVWZTYCIRDMTEY-UHFFFAOYSA-N metamizole Chemical compound O=C1C(N(CS(O)(=O)=O)C)=C(C)N(C)N1C1=CC=CC=C1 LVWZTYCIRDMTEY-UHFFFAOYSA-N 0.000 claims 1
- GXFQBBOZTNQHMW-UHFFFAOYSA-N n'-(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine Chemical compound CC1(C)CC(NCCCCCCN)CC(C)(C)N1 GXFQBBOZTNQHMW-UHFFFAOYSA-N 0.000 claims 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N n-Decanedioic acid Natural products OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 claims 1
- 125000005184 naphthylamino group Chemical group C1(=CC=CC2=CC=CC=C12)N* 0.000 claims 1
- 125000006611 nonyloxy group Chemical group 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 1
- TUNFSRHWOTWDNC-UHFFFAOYSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 claims 1
- IBBLKSWSCDAPIF-UHFFFAOYSA-N thiopyran Chemical compound S1C=CC=C=C1 IBBLKSWSCDAPIF-UHFFFAOYSA-N 0.000 claims 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 claims 1
- 229910052726 zirconium Inorganic materials 0.000 claims 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 40
- 239000002585 base Substances 0.000 description 40
- UWSMKYBKUPAEJQ-UHFFFAOYSA-N 5-Chloro-2-(3,5-di-tert-butyl-2-hydroxyphenyl)-2H-benzotriazole Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC(N2N=C3C=C(Cl)C=CC3=N2)=C1O UWSMKYBKUPAEJQ-UHFFFAOYSA-N 0.000 description 35
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 15
- 229910052751 metal Inorganic materials 0.000 description 14
- 239000002184 metal Substances 0.000 description 14
- 239000004698 Polyethylene Substances 0.000 description 11
- 239000012964 benzotriazole Substances 0.000 description 11
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 11
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 11
- 239000002253 acid Substances 0.000 description 10
- QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 10
- 238000006243 chemical reaction Methods 0.000 description 10
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 10
- 239000007789 gas Substances 0.000 description 10
- 239000007983 Tris buffer Substances 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 9
- 150000002148 esters Chemical class 0.000 description 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 9
- 238000001125 extrusion Methods 0.000 description 9
- 150000002576 ketones Chemical class 0.000 description 9
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 8
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 8
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 8
- XITRBUPOXXBIJN-UHFFFAOYSA-N bis(2,2,6,6-tetramethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)NC(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)NC(C)(C)C1 XITRBUPOXXBIJN-UHFFFAOYSA-N 0.000 description 8
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 8
- 239000011521 glass Substances 0.000 description 8
- 239000000463 material Substances 0.000 description 8
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 8
- 239000000126 substance Substances 0.000 description 8
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 7
- 239000000654 additive Substances 0.000 description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 7
- 229910052760 oxygen Inorganic materials 0.000 description 7
- 239000001301 oxygen Substances 0.000 description 7
- 238000004806 packaging method and process Methods 0.000 description 7
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 7
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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
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L23/00—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
- C08L23/02—Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers not modified by chemical after-treatment
- C08L23/16—Ethene-propene or ethene-propene-diene copolymers
-
- 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
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3472—Five-membered rings
- C08K5/3475—Five-membered rings condensed with carbocyclic 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0041—Optical brightening agents, organic pigments
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- 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
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3467—Heterocyclic compounds having nitrogen in the ring having more than two nitrogen atoms in the ring
- C08K5/3477—Six-membered rings
- C08K5/3492—Triazines
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| US20030225191A1 (en) * | 2002-04-12 | 2003-12-04 | Francois Gugumus | Stabilizer mixtures |
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| CN1777359B (zh) * | 2003-03-06 | 2010-04-28 | 西北大学 | 植物保护覆盖层 |
| MY149850A (en) * | 2003-09-29 | 2013-10-31 | Ciba Holding Inc | Stabilization of photochromic systems |
| EP1692221A1 (en) * | 2003-11-21 | 2006-08-23 | Ciba Specialty Chemicals Holding Inc. | Weatherfast pigmented polystyrene |
| US20060083940A1 (en) * | 2004-04-30 | 2006-04-20 | Solomon Bekele | Ultraviolet light absorbing composition |
| JP4666957B2 (ja) | 2004-06-16 | 2011-04-06 | 株式会社Adeka | 耐候性の改善されたポリエステル樹脂製容器 |
| US20060122293A1 (en) * | 2004-12-03 | 2006-06-08 | Rick Wilk | Ultraviolet light absorber stabilizer combination |
| GB0426742D0 (en) * | 2004-12-06 | 2005-01-12 | Ykk Europ Ltd | A slide fastener |
| US7541398B2 (en) * | 2005-01-03 | 2009-06-02 | Board Of Regents, The University Of Texas System | Method for transformation of conventional and commercially important polymers into durable and rechargeable antimicrobial polymeric materials |
| EA015480B1 (ru) | 2005-01-03 | 2011-08-30 | Борд Оф Риджентс, Зе Юниверсити Оф Техас Систем | Противомикробная полимерная добавка и способы преобразования обычных и коммерчески важных полимеров в регенерируемые противомикробные полимерные материалы |
| EP1851270B1 (en) * | 2005-02-25 | 2009-12-23 | Basf Se | Fluorinated compounds |
| US20070062884A1 (en) | 2005-08-11 | 2007-03-22 | Board Of Regents, The University Of Texas System | N-halamines compounds as multifunctional additives |
| US7416766B2 (en) * | 2005-08-16 | 2008-08-26 | S.C. Johnson & Son, Inc. | Bottles made from metallocene polypropylene for delivery of fragrances |
| DE102005061954A1 (de) * | 2005-12-23 | 2007-07-05 | Basf Ag | Verfahren zur Wiedergewinnung von Ruthenium aus gebrauchten Rutheniumoxid-haltigen Katalysatoren |
| MX277096B (es) | 2006-01-13 | 2010-07-06 | Basf Se | Mezcla de estabilizador. |
| WO2007088114A1 (en) * | 2006-02-01 | 2007-08-09 | Ciba Holding Inc. | Stabilizer composition for polymers |
| US8486428B2 (en) * | 2006-03-27 | 2013-07-16 | Board Of Regents, The University Of Texas System | Compositions and methods for making and using acyclic N-halamine-based biocidal polymeric materials and articles |
| MX2008012442A (es) * | 2006-03-31 | 2008-10-10 | Basf Se | Composicion que contiene polimeros, colorantes y estabilizadores. |
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| US8211361B2 (en) * | 2007-03-26 | 2012-07-03 | Board Of Regents, The University Of Texas System | N-halamine-based rechargeable biofilm-controlling tubular devices, method of making and using |
| US7789957B2 (en) * | 2007-06-06 | 2010-09-07 | Ciba Corporation | Low-dust additive and pigment blends with improved color |
| CN101386694B (zh) * | 2007-09-14 | 2011-11-09 | 株式会社藤仓 | 耐放射线性树脂组合物及耐放射线性电线、电缆 |
| CA2700259A1 (en) * | 2007-09-19 | 2009-03-26 | Board Of Regents, The University Of Texas System | Colorants based n-halamines compositions and method of making and using |
| WO2009112425A1 (en) * | 2008-03-12 | 2009-09-17 | Basf Se | An optical film for a flat panel display |
| WO2010048436A2 (en) * | 2008-10-22 | 2010-04-29 | Microban Products Company | Antimicrobial polymer with anti-yellowing property |
| US20100190878A1 (en) * | 2008-12-24 | 2010-07-29 | Sumitomo Chemical Company, Limited | Polyolefin resin composition and foam molded article |
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| EP2467878A1 (en) * | 2009-08-18 | 2012-06-27 | Basf Se | An uv-stabilized photovoltaic module |
| JP2012036270A (ja) * | 2010-08-05 | 2012-02-23 | Mitsui Chemicals Inc | 4−メチル−1−ペンテン系重合体組成物 |
| US9040828B2 (en) * | 2010-09-30 | 2015-05-26 | Union Carbide Chemicals & Plastics Technology Llc | Coated conductor with voltage stabilized inner layer |
| US9855682B2 (en) | 2011-06-10 | 2018-01-02 | Columbia Insurance Company | Methods of recycling synthetic turf, methods of using reclaimed synthetic turf, and products comprising same |
| JP5734826B2 (ja) * | 2011-12-20 | 2015-06-17 | 株式会社Adeka | オレフィン樹脂組成物の製造方法 |
| US9919068B2 (en) | 2012-08-28 | 2018-03-20 | Sensor Electronic Technology, Inc. | Storage device including ultraviolet illumination |
| US9750830B2 (en) | 2012-08-28 | 2017-09-05 | Sensor Electronic Technology, Inc. | Multi wave sterilization system |
| US10688210B2 (en) | 2012-08-28 | 2020-06-23 | Sensor Electronic Technology, Inc. | Storage device including ultraviolet illumination |
| US10646603B2 (en) | 2012-08-28 | 2020-05-12 | Sensor Electronic Technology, Inc. | Multi wave sterilization system |
| US10441670B2 (en) | 2012-08-28 | 2019-10-15 | Sensor Electronic Technology, Inc. | Storage device including ultraviolet illumination |
| CN105050433A (zh) | 2012-08-28 | 2015-11-11 | 传感器电子技术股份有限公司 | 用于消毒的紫外线系统 |
| CN105163605B (zh) | 2012-08-28 | 2018-06-12 | 传感器电子技术股份有限公司 | 紫外线梯度杀菌、消毒和存储系统 |
| US10383964B2 (en) | 2012-08-28 | 2019-08-20 | Sensor Electronic Technology, Inc. | Storage device including ultraviolet illumination |
| US9724441B2 (en) | 2012-08-28 | 2017-08-08 | Sensor Electronic Technology, Inc. | Storage device including target UV illumination ranges |
| US9707307B2 (en) | 2012-08-28 | 2017-07-18 | Sensor Electronic Technology, Inc. | Ultraviolet system for disinfection |
| US9878061B2 (en) | 2012-08-28 | 2018-01-30 | Sensor Electronic Technology, Inc. | Ultraviolet system for disinfection |
| US9034271B2 (en) | 2012-08-28 | 2015-05-19 | Sensor Electronics Technology, Inc. | Storage device including ultraviolet illumination |
| KR101742845B1 (ko) * | 2013-09-30 | 2017-06-01 | 주식회사 엘지화학 | 자외선 차단 기능이 우수한 광학 필름 및 이를 포함하는 편광판 |
| PL2818504T3 (pl) * | 2013-06-28 | 2021-03-08 | Borealis Ag | Zastosowanie środków ułatwiających wytłaczanie do produkcji barwionych rur polietylenowych |
| EP3257892B1 (en) | 2013-09-13 | 2021-09-01 | Dow Global Technologies LLC | Peroxide-crosslinkable compositions and processes for their manufacture |
| BR112016006528B1 (pt) | 2013-09-27 | 2021-07-27 | Basf Se | Artigo extrudado compreendendo uma composição de poliolefina |
| CN103804952A (zh) * | 2014-01-23 | 2014-05-21 | 上海百艳实业有限公司 | 吡咯并吡咯二酮类颜料组合物 |
| CN106589514B (zh) * | 2015-10-20 | 2020-03-24 | 天罡新材料(廊坊)股份有限公司 | 一种光稳定剂组合物母粒及其制备方法和应用 |
| KR101993033B1 (ko) * | 2016-08-02 | 2019-06-26 | (주)비피케미칼 | 고분자용 유동성 첨가제 및 이의 제조방법 |
| CN107793634A (zh) * | 2016-08-29 | 2018-03-13 | 合肥杰事杰新材料股份有限公司 | 一种具有高遮光性能的浅色pp合金及其制备方法 |
| CN111801306A (zh) * | 2017-12-27 | 2020-10-20 | 巴斯夫欧洲公司 | 含亚甲基丙二酸酯单体和聚合物的组合物、其制备及其在地板应用中的用途 |
| EP3536742A1 (en) | 2018-03-09 | 2019-09-11 | Polytex Sportbeläge Produktions-GmbH | Artificial turf fiber with uv protection substances |
| KR102769555B1 (ko) * | 2018-06-21 | 2025-02-19 | 도판 홀딩스 가부시키가이샤 | 보호 필름 및 시트 |
| EP3841166B2 (en) * | 2018-08-22 | 2025-05-07 | Basf Se | Stabilized rotomolded polyolefin |
| CN110862613A (zh) * | 2019-12-03 | 2020-03-06 | 江苏林辉塑料制品有限公司 | 一种抗老化垃圾桶及其制备工艺 |
| CN111004428A (zh) * | 2019-12-23 | 2020-04-14 | 海南联塑科技实业有限公司 | 一种聚乙烯给水管材专用色母粒及其制备方法和应用 |
| US11692085B2 (en) * | 2020-03-18 | 2023-07-04 | University Of South Florida | Geomembranes and methods for making and using the same |
| US12043008B2 (en) * | 2020-10-13 | 2024-07-23 | The Goodyear Tire & Rubber Company | Method for repairing self-sealing tires |
| CN112430393B (zh) * | 2020-11-20 | 2022-11-18 | 广州辰东新材料有限公司 | 一种用于激光焊接的耐紫外热塑性聚酰胺复合材料及其制备方法 |
| CN112300546B (zh) * | 2020-11-20 | 2022-10-25 | 广州辰东新材料有限公司 | 一种用于激光焊接的耐紫外热塑性聚酯复合材料及其制备方法 |
| CN117203272A (zh) * | 2021-04-01 | 2023-12-08 | 巴斯夫欧洲公司 | 稳定剂混合物 |
| US20240317968A1 (en) * | 2021-09-14 | 2024-09-26 | Ineos Styrolution Group Gmbh | High clarity and low haze uv stabilized styrene and methyl methacrylate copolymers |
| US20250011574A1 (en) * | 2021-09-16 | 2025-01-09 | Basf Se | Stabilizer formulation |
| CN114213749B (zh) * | 2021-11-23 | 2024-11-26 | 金发科技股份有限公司 | 一种阻燃聚丙烯材料及其制备方法与应用 |
| CN114316471A (zh) * | 2021-12-31 | 2022-04-12 | 天津利安隆新材料股份有限公司 | 适用于硬质聚氯乙烯材料的复合光稳定剂、硬质聚氯乙烯材料及其制备方法 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8720365D0 (en) * | 1987-08-28 | 1987-10-07 | Sandoz Ltd | Organic compounds |
| DE59107052D1 (de) * | 1990-03-30 | 1996-01-25 | Ciba Geigy Ag | Lackzusammensetzungen |
| GB2278115B (en) * | 1993-05-17 | 1997-08-06 | Ciba Geigy Ag | 2-(2-Hydroxyphenyl)-1,3-pyrimidine derivatives and their use as stabilizers for coating compositions |
| US5556973A (en) * | 1994-07-27 | 1996-09-17 | Ciba-Geigy Corporation | Red-shifted tris-aryl-s-triazines and compositions stabilized therewith |
| DE69507235T2 (de) | 1994-09-30 | 1999-07-29 | Ciba Specialty Chemicals Holding Inc., Basel | Stabilisierung von pigmentierten Fasern mit einer synergistischen Mischung von UV-Absorber und gehindertem Amin |
| DE4441651A1 (de) * | 1994-11-23 | 1996-04-25 | Basf Ag | Verfahren zur oberflächlichen Beschichtung von Substraten |
| SE520727C2 (sv) * | 1996-03-04 | 2003-08-19 | Ciba Sc Holding Ag | Alkylfenylbisacylfosfinoxid och fotoinitiatorblandningar |
| KR100517489B1 (ko) * | 1996-04-02 | 2006-05-03 | 시바 스페셜티 케미칼스 홀딩 인크. | 광안정화제로서의 아미노-및 하이드록시 치환된 트리페닐-s-트리아진 |
| GB9606970D0 (en) | 1996-04-02 | 1996-06-05 | Ciba Geigy Ag | Compounds |
| TW467931B (en) * | 1996-08-22 | 2001-12-11 | Ciba Sc Holding Ag | Stabilizer mixtures |
| BE1012529A3 (fr) * | 1996-09-13 | 2000-12-05 | Ciba Sc Holding Ag | Melange de triaryltriazines et son utilisation pour la stabilisation de materiaux organiques. |
| GB2332678B (en) | 1997-12-23 | 2000-09-27 | Ciba Sc Holding Ag | Stabilizer mixtures containing a sterically hindered amine |
| GB2361005B (en) * | 2000-04-04 | 2002-08-14 | Ciba Sc Holding Ag | Synergistic mixtures of uv-absorbers in polyolefins |
-
2003
- 2003-01-01 ZA ZA200301683A patent/ZA200301683B/xx unknown
- 2003-02-05 US US10/358,823 patent/US6878761B2/en not_active Expired - Fee Related
- 2003-02-20 CO CO03014529A patent/CO5310577A1/es not_active Application Discontinuation
- 2003-02-24 SA SA3230548A patent/SA03230548B1/ar unknown
- 2003-02-25 DE DE60323174T patent/DE60323174D1/de not_active Expired - Lifetime
- 2003-02-25 DK DK03405121T patent/DK1342748T3/da active
- 2003-02-25 EP EP03405121A patent/EP1342748B1/en not_active Expired - Lifetime
- 2003-02-25 ES ES03405121T patent/ES2312743T3/es not_active Expired - Lifetime
- 2003-02-25 AT AT03405121T patent/ATE406406T1/de active
- 2003-02-28 CA CA2420549A patent/CA2420549C/en not_active Expired - Fee Related
- 2003-02-28 AR ARP030100666A patent/AR038627A1/es not_active Application Discontinuation
- 2003-03-02 IL IL154706A patent/IL154706A/en not_active IP Right Cessation
- 2003-03-03 AU AU2003200799A patent/AU2003200799B2/en not_active Ceased
- 2003-03-03 TW TW092104375A patent/TWI293973B/zh not_active IP Right Cessation
- 2003-03-03 KR KR1020030012956A patent/KR100902337B1/ko not_active Expired - Fee Related
- 2003-03-04 JP JP2003057447A patent/JP2003261725A/ja active Pending
- 2003-03-04 MX MXPA03001899 patent/MX238184B/es active IP Right Grant
- 2003-03-04 CN CNB031198368A patent/CN1294193C/zh not_active Expired - Fee Related
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Also Published As
| Publication number | Publication date |
|---|---|
| MXPA03001899A (es) | 2003-09-11 |
| JP2003261725A (ja) | 2003-09-19 |
| AR038627A1 (es) | 2005-01-19 |
| BR0300500A (pt) | 2004-08-10 |
| ZA200301683B (en) | 2004-09-06 |
| DK1342748T3 (da) | 2008-11-24 |
| CN1442446A (zh) | 2003-09-17 |
| AU2003200799B2 (en) | 2008-04-24 |
| CN1294193C (zh) | 2007-01-10 |
| US20040030009A1 (en) | 2004-02-12 |
| EP1342748B1 (en) | 2008-08-27 |
| US6878761B2 (en) | 2005-04-12 |
| EP1342748A1 (en) | 2003-09-10 |
| TW200408668A (en) | 2004-06-01 |
| KR100902337B1 (ko) | 2009-06-12 |
| KR20030072231A (ko) | 2003-09-13 |
| DE60323174D1 (de) | 2008-10-09 |
| SA03230548B1 (ar) | 2006-11-11 |
| BR0300500B1 (pt) | 2013-03-05 |
| IL154706A (en) | 2006-12-10 |
| CO5310577A1 (es) | 2003-08-29 |
| ATE406406T1 (de) | 2008-09-15 |
| CA2420549C (en) | 2011-07-12 |
| ES2312743T3 (es) | 2009-03-01 |
| MX238184B (es) | 2006-06-28 |
| IL154706A0 (en) | 2003-10-31 |
| CA2420549A1 (en) | 2003-09-04 |
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