JP4332818B2 - 安定剤組合せ - Google Patents

Info

Publication number

JP4332818B2

JP4332818B2 JP02329896A JP2329896A JP4332818B2 JP 4332818 B2 JP4332818 B2 JP 4332818B2 JP 02329896 A JP02329896 A JP 02329896A JP 2329896 A JP2329896 A JP 2329896A JP 4332818 B2 JP4332818 B2 JP 4332818B2

Authority

JP

Japan

Prior art keywords

group

carbon atoms

alkyl group

bis

butyl

Prior art date

1995-01-18

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.)

Expired - Lifetime

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• 239000003381 stabilizer Substances 0.000 title claims description 32
• 125000004432 carbon atom Chemical group C* 0.000 claims description 201
• 125000000217 alkyl group Chemical group 0.000 claims description 105
• 239000000203 mixture Substances 0.000 claims description 102
• 150000001875 compounds Chemical class 0.000 claims description 66
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 41
• 125000003545 alkoxy group Chemical group 0.000 claims description 29
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 27
• 125000003342 alkenyl group Chemical group 0.000 claims description 25
• 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims description 21
• 229910052760 oxygen Inorganic materials 0.000 claims description 20
• 239000011368 organic material Substances 0.000 claims description 17
• 239000001301 oxygen Substances 0.000 claims description 16
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 15
• 125000003884 phenylalkyl group Chemical group 0.000 claims description 13
• 125000005037 alkyl phenyl group Chemical group 0.000 claims description 10
• 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 9
• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
• LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims description 6
• 229910052801 chlorine Inorganic materials 0.000 claims description 3
• 230000000087 stabilizing effect Effects 0.000 claims description 3
• 229910052731 fluorine Inorganic materials 0.000 claims description 2
• 230000006641 stabilisation Effects 0.000 claims 1
• 238000011105 stabilization Methods 0.000 claims 1
• -1 methylphenyl (tolyl) group Chemical group 0.000 description 170
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 49
• 229920001577 copolymer Polymers 0.000 description 35
• 229920000642 polymer Polymers 0.000 description 35
• 229910052757 nitrogen Inorganic materials 0.000 description 21
• 239000003973 paint Substances 0.000 description 21
• 229910052751 metal Inorganic materials 0.000 description 20
• 239000002184 metal Substances 0.000 description 20
• 239000004952 Polyamide Substances 0.000 description 19
• 239000008199 coating composition Substances 0.000 description 19
• 229920002647 polyamide Polymers 0.000 description 19
• 239000011347 resin Substances 0.000 description 17
• 229920005989 resin Polymers 0.000 description 17
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 16
• 150000001412 amines Chemical class 0.000 description 16
• 239000011230 binding agent Substances 0.000 description 16
• 125000005843 halogen group Chemical group 0.000 description 16
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 16
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 15
• 125000002947 alkylene group Chemical group 0.000 description 14
• 238000000576 coating method Methods 0.000 description 14
• 239000004417 polycarbonate Substances 0.000 description 14
• NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 13
• 239000003054 catalyst Substances 0.000 description 13
• 238000000034 method Methods 0.000 description 13
• NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 12
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
• MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 12
• 229920006324 polyoxymethylene Polymers 0.000 description 12
• VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 11
• 239000005977 Ethylene Substances 0.000 description 11
• 229920000728 polyester Polymers 0.000 description 11
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• 239000000243 solution Substances 0.000 description 10
• 239000000758 substrate Substances 0.000 description 10
• 229920001169 thermoplastic Polymers 0.000 description 10
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 9
• 239000011248 coating agent Substances 0.000 description 9
• 229920001971 elastomer Polymers 0.000 description 9
• 239000004611 light stabiliser Substances 0.000 description 9
• 229920001684 low density polyethylene Polymers 0.000 description 9
• 239000004702 low-density polyethylene Substances 0.000 description 9
• 229920002857 polybutadiene Polymers 0.000 description 9
• 239000007787 solid Substances 0.000 description 9
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
• 229920000877 Melamine resin Polymers 0.000 description 8
• 239000005062 Polybutadiene Substances 0.000 description 8
• 239000004721 Polyphenylene oxide Substances 0.000 description 8
• KBPLFHHGFOOTCA-UHFFFAOYSA-N caprylic alcohol Natural products CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
• 150000002148 esters Chemical class 0.000 description 8
• 239000000463 material Substances 0.000 description 8
• GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 8
• 229920000515 polycarbonate Polymers 0.000 description 8
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 7
• 229920000122 acrylonitrile butadiene styrene Polymers 0.000 description 7
• 125000003118 aryl group Chemical group 0.000 description 7
• 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 7
• 239000003795 chemical substances by application Substances 0.000 description 7
• 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 7
• 150000001993 dienes Chemical class 0.000 description 7
• 239000004700 high-density polyethylene Substances 0.000 description 7
• 239000000049 pigment Substances 0.000 description 7
• 229920006380 polyphenylene oxide Polymers 0.000 description 7
• 230000005855 radiation Effects 0.000 description 7
• 229920002554 vinyl polymer Polymers 0.000 description 7
• WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
• 239000004698 Polyethylene Substances 0.000 description 6
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 6
• WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 6
• 239000007859 condensation product Substances 0.000 description 6
• DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 6
• 239000000806 elastomer Substances 0.000 description 6
• NAQMVNRVTILPCV-UHFFFAOYSA-N hexane-1,6-diamine Chemical compound NCCCCCCN NAQMVNRVTILPCV-UHFFFAOYSA-N 0.000 description 6
• 229920001903 high density polyethylene Polymers 0.000 description 6
• 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
• 150000002739 metals Chemical class 0.000 description 6
• 229920000058 polyacrylate Polymers 0.000 description 6
• 229920000570 polyether Polymers 0.000 description 6
• 229920000573 polyethylene Polymers 0.000 description 6
• 229920000098 polyolefin Polymers 0.000 description 6
• 229920001155 polypropylene Polymers 0.000 description 6
• 239000004814 polyurethane Substances 0.000 description 6
• 239000000126 substance Substances 0.000 description 6
• 239000007983 Tris buffer Substances 0.000 description 5
• 239000006096 absorbing agent Substances 0.000 description 5
• 238000010521 absorption reaction Methods 0.000 description 5
• 150000001298 alcohols Chemical class 0.000 description 5
• 125000001931 aliphatic group Chemical group 0.000 description 5
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 5
• 150000004985 diamines Chemical class 0.000 description 5
• 150000001991 dicarboxylic acids Chemical class 0.000 description 5
• 239000012948 isocyanate Substances 0.000 description 5
• 229920001707 polybutylene terephthalate Polymers 0.000 description 5
• 229920000647 polyepoxide Polymers 0.000 description 5
• 239000004800 polyvinyl chloride Substances 0.000 description 5
• 229920000915 polyvinyl chloride Polymers 0.000 description 5
• 150000005846 sugar alcohols Polymers 0.000 description 5
• 239000004416 thermosoftening plastic Substances 0.000 description 5
• 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 5
• KAKZBPTYRLMSJV-UHFFFAOYSA-N vinyl-ethylene Natural products C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 5
• DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 4
• BPXVHIRIPLPOPT-UHFFFAOYSA-N 1,3,5-tris(2-hydroxyethyl)-1,3,5-triazinane-2,4,6-trione Chemical compound OCCN1C(=O)N(CCO)C(=O)N(CCO)C1=O BPXVHIRIPLPOPT-UHFFFAOYSA-N 0.000 description 4
• ALVZNPYWJMLXKV-UHFFFAOYSA-N 1,9-Nonanediol Chemical compound OCCCCCCCCCO ALVZNPYWJMLXKV-UHFFFAOYSA-N 0.000 description 4
• YEWBOZCFGXOUQW-UHFFFAOYSA-N 2,6,7-trioxa-1-phosphabicyclo[2.2.2]octan-4-ylmethanol Chemical compound C1OP2OCC1(CO)CO2 YEWBOZCFGXOUQW-UHFFFAOYSA-N 0.000 description 4
• KXPXKNBDCUOENF-UHFFFAOYSA-N 2-(Octylthio)ethanol Chemical compound CCCCCCCCSCCO KXPXKNBDCUOENF-UHFFFAOYSA-N 0.000 description 4
• ZPIRWAHWDCHWLM-UHFFFAOYSA-N 2-dodecylsulfanylethanol Chemical compound CCCCCCCCCCCCSCCO ZPIRWAHWDCHWLM-UHFFFAOYSA-N 0.000 description 4
• CKPKHTKLLYPGFM-UHFFFAOYSA-N 6,6-dimethylheptane-1,1-diol Chemical compound CC(CCCCC(O)O)(C)C CKPKHTKLLYPGFM-UHFFFAOYSA-N 0.000 description 4
• 239000004925 Acrylic resin Substances 0.000 description 4
• CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
• 229920002943 EPDM rubber Polymers 0.000 description 4
• QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 4
• 229920002292 Nylon 6 Polymers 0.000 description 4
• CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
• 229920002396 Polyurea Polymers 0.000 description 4
• KKEYFWRCBNTPAC-UHFFFAOYSA-N Terephthalic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-N 0.000 description 4
• ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 4
• 229920000180 alkyd Polymers 0.000 description 4
• 125000003277 amino group Chemical group 0.000 description 4
• 150000008064 anhydrides Chemical class 0.000 description 4
• 239000003963 antioxidant agent Substances 0.000 description 4
• 235000006708 antioxidants Nutrition 0.000 description 4
• QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 4
• 239000012964 benzotriazole Substances 0.000 description 4
• MTAZNLWOLGHBHU-UHFFFAOYSA-N butadiene-styrene rubber Chemical compound C=CC=C.C=CC1=CC=CC=C1 MTAZNLWOLGHBHU-UHFFFAOYSA-N 0.000 description 4
• 229920006242 ethylene acrylic acid copolymer Polymers 0.000 description 4
• 239000005038 ethylene vinyl acetate Substances 0.000 description 4
• 150000002367 halogens Chemical group 0.000 description 4
• 125000005842 heteroatom Chemical group 0.000 description 4
• XXMIOPMDWAUFGU-UHFFFAOYSA-N hexane-1,6-diol Chemical compound OCCCCCCO XXMIOPMDWAUFGU-UHFFFAOYSA-N 0.000 description 4
• 229920000554 ionomer Polymers 0.000 description 4
• QQVIHTHCMHWDBS-UHFFFAOYSA-N isophthalic acid Chemical compound OC(=O)C1=CC=CC(C(O)=O)=C1 QQVIHTHCMHWDBS-UHFFFAOYSA-N 0.000 description 4
• IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 description 4
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 4
• 238000002156 mixing Methods 0.000 description 4
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• DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 4
• FPQJEXTVQZHURJ-UHFFFAOYSA-N n,n'-bis(2-hydroxyethyl)oxamide Chemical compound OCCNC(=O)C(=O)NCCO FPQJEXTVQZHURJ-UHFFFAOYSA-N 0.000 description 4
• TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
• SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 4
• 125000004430 oxygen atom Chemical group O* 0.000 description 4
• WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 4
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• 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 4
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• 238000012360 testing method Methods 0.000 description 4
• YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 4
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• RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 description 3
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• 239000001361 adipic acid Substances 0.000 description 3
• 235000011037 adipic acid Nutrition 0.000 description 3
• 125000004450 alkenylene group Chemical group 0.000 description 3
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• 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
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• 230000009931 harmful effect Effects 0.000 description 3
• 238000010348 incorporation Methods 0.000 description 3
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
• 239000003446 ligand Substances 0.000 description 3
• 229910052748 manganese Inorganic materials 0.000 description 3
• 239000011572 manganese Substances 0.000 description 3
• JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
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• 125000001624 naphthyl group Chemical group 0.000 description 3
• 150000002815 nickel Chemical class 0.000 description 3
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• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 description 3
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• KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 description 3
• 125000003944 tolyl group Chemical group 0.000 description 3
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• HECLRDQVFMWTQS-RGOKHQFPSA-N 1755-01-7 Chemical compound C1[C@H]2[C@@H]3CC=C[C@@H]3[C@@H]1C=C2 HECLRDQVFMWTQS-RGOKHQFPSA-N 0.000 description 2
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• UCJDCGANFAKTKA-UHFFFAOYSA-N 2,4-dimethyl-1,3,5-triazine Chemical compound CC1=NC=NC(C)=N1 UCJDCGANFAKTKA-UHFFFAOYSA-N 0.000 description 2
• JFGVTUJBHHZRAB-UHFFFAOYSA-N 2,6-Di-tert-butyl-1,4-benzenediol Chemical compound CC(C)(C)C1=CC(O)=CC(C(C)(C)C)=C1O JFGVTUJBHHZRAB-UHFFFAOYSA-N 0.000 description 2
• BVUXDWXKPROUDO-UHFFFAOYSA-N 2,6-di-tert-butyl-4-ethylphenol Chemical compound CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 BVUXDWXKPROUDO-UHFFFAOYSA-N 0.000 description 2
• OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 2
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