JP2012153899A - ポリアセタール樹脂組成物 - Google Patents
ポリアセタール樹脂組成物 Download PDFInfo
- Publication number
- JP2012153899A JP2012153899A JP2012087104A JP2012087104A JP2012153899A JP 2012153899 A JP2012153899 A JP 2012153899A JP 2012087104 A JP2012087104 A JP 2012087104A JP 2012087104 A JP2012087104 A JP 2012087104A JP 2012153899 A JP2012153899 A JP 2012153899A
- Authority
- JP
- Japan
- Prior art keywords
- component
- resin composition
- weight
- compound
- polyacetal
- 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.)
- Granted
Links
- 229930182556 Polyacetal Natural products 0.000 title claims abstract description 70
- 229920006324 polyoxymethylene Polymers 0.000 title claims abstract description 70
- 239000011342 resin composition Substances 0.000 title claims abstract description 52
- -1 triazine compound Chemical class 0.000 claims abstract description 58
- 150000001875 compounds Chemical class 0.000 claims abstract description 38
- 229920000642 polymer Polymers 0.000 claims abstract description 38
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 8
- 229910052751 metal Inorganic materials 0.000 claims abstract description 8
- 239000002184 metal Substances 0.000 claims abstract description 8
- 150000002736 metal compounds Chemical class 0.000 claims abstract description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 3
- 150000001342 alkaline earth metals Chemical class 0.000 claims abstract description 3
- 150000002739 metals Chemical class 0.000 claims abstract 2
- 238000010438 heat treatment Methods 0.000 claims description 8
- 230000002829 reductive effect Effects 0.000 claims description 7
- 229920000877 Melamine resin Polymers 0.000 claims description 5
- 239000013585 weight reducing agent Substances 0.000 claims description 5
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 claims description 3
- IBVAQQYNSHJXBV-UHFFFAOYSA-N adipic acid dihydrazide Chemical compound NNC(=O)CCCCC(=O)NN IBVAQQYNSHJXBV-UHFFFAOYSA-N 0.000 claims description 3
- ALHNLFMSAXZKRC-UHFFFAOYSA-N benzene-1,4-dicarbohydrazide Chemical compound NNC(=O)C1=CC=C(C(=O)NN)C=C1 ALHNLFMSAXZKRC-UHFFFAOYSA-N 0.000 claims description 3
- ZWLIYXJBOIDXLL-UHFFFAOYSA-N decanedihydrazide Chemical compound NNC(=O)CCCCCCCCC(=O)NN ZWLIYXJBOIDXLL-UHFFFAOYSA-N 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 claims description 3
- MBHRHUJRKGNOKX-UHFFFAOYSA-N [(4,6-diamino-1,3,5-triazin-2-yl)amino]methanol Chemical compound NC1=NC(N)=NC(NCO)=N1 MBHRHUJRKGNOKX-UHFFFAOYSA-N 0.000 claims description 2
- GRGBENNNGZARRZ-UHFFFAOYSA-N dodecanedihydrazide Chemical compound NNC(=O)CCCCCCCCCCC(=O)NN GRGBENNNGZARRZ-UHFFFAOYSA-N 0.000 claims description 2
- 150000004679 hydroxides Chemical class 0.000 claims description 2
- AQTNCAREYVLVMX-UHFFFAOYSA-N icosanedihydrazide Chemical compound NNC(=O)CCCCCCCCCCCCCCCCCCC(=O)NN AQTNCAREYVLVMX-UHFFFAOYSA-N 0.000 claims description 2
- XCVCBSXFMOGEKT-UHFFFAOYSA-N naphthalene-1,8-dicarbohydrazide Chemical compound C1=CC(C(=O)NN)=C2C(C(=O)NN)=CC=CC2=C1 XCVCBSXFMOGEKT-UHFFFAOYSA-N 0.000 claims description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract description 87
- 239000008188 pellet Substances 0.000 abstract description 6
- 230000003247 decreasing effect Effects 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 description 19
- 238000000034 method Methods 0.000 description 15
- 239000003054 catalyst Substances 0.000 description 12
- 238000000465 moulding Methods 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- 235000014113 dietary fatty acids Nutrition 0.000 description 9
- 239000000194 fatty acid Substances 0.000 description 9
- 229930195729 fatty acid Natural products 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 239000002253 acid Substances 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 description 6
- WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N coumarin Chemical compound C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 6
- 238000012360 testing method Methods 0.000 description 6
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 description 5
- 150000004665 fatty acids Chemical class 0.000 description 5
- 239000000178 monomer Substances 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 239000003381 stabilizer Substances 0.000 description 5
- BGJSXRVXTHVRSN-UHFFFAOYSA-N 1,3,5-trioxane Chemical compound C1OCOCO1 BGJSXRVXTHVRSN-UHFFFAOYSA-N 0.000 description 4
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 4
- CNGYZEMWVAWWOB-VAWYXSNFSA-N 5-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-[(e)-2-[4-[[4-anilino-6-[bis(2-hydroxyethyl)amino]-1,3,5-triazin-2-yl]amino]-2-sulfophenyl]ethenyl]benzenesulfonic acid Chemical compound N=1C(NC=2C=C(C(\C=C\C=3C(=CC(NC=4N=C(N=C(NC=5C=CC=CC=5)N=4)N(CCO)CCO)=CC=3)S(O)(=O)=O)=CC=2)S(O)(=O)=O)=NC(N(CCO)CCO)=NC=1NC1=CC=CC=C1 CNGYZEMWVAWWOB-VAWYXSNFSA-N 0.000 description 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 4
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 4
- 230000009849 deactivation Effects 0.000 description 4
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 125000005702 oxyalkylene group Chemical group 0.000 description 4
- 229920001515 polyalkylene glycol Polymers 0.000 description 4
- 239000002685 polymerization catalyst Substances 0.000 description 4
- 230000002000 scavenging effect Effects 0.000 description 4
- 208000008842 sick building syndrome Diseases 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 230000006641 stabilisation Effects 0.000 description 4
- 238000011105 stabilization Methods 0.000 description 4
- 238000003756 stirring Methods 0.000 description 4
- 150000005846 sugar alcohols Polymers 0.000 description 4
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 3
- 229910015900 BF3 Inorganic materials 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 description 3
- 239000004566 building material Substances 0.000 description 3
- 238000011109 contamination Methods 0.000 description 3
- 229960000956 coumarin Drugs 0.000 description 3
- 235000001671 coumarin Nutrition 0.000 description 3
- NKDDWNXOKDWJAK-UHFFFAOYSA-N dimethoxymethane Chemical compound COCOC NKDDWNXOKDWJAK-UHFFFAOYSA-N 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 239000006081 fluorescent whitening agent Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N hexane Substances CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- 239000002667 nucleating agent Substances 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 229910052698 phosphorus Inorganic materials 0.000 description 3
- 239000011574 phosphorus Substances 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920003023 plastic Polymers 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000021357 Behenic acid Nutrition 0.000 description 2
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 2
- XTHFKEDIFFGKHM-UHFFFAOYSA-N Dimethoxyethane Chemical compound COCCOC XTHFKEDIFFGKHM-UHFFFAOYSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 150000001412 amines Chemical class 0.000 description 2
- 239000003963 antioxidant agent Substances 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 229940116226 behenic acid Drugs 0.000 description 2
- 238000012662 bulk polymerization Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 238000004140 cleaning Methods 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 239000012153 distilled water Substances 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000012467 final product Substances 0.000 description 2
- 239000010419 fine particle Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 238000004898 kneading Methods 0.000 description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 2
- 239000000347 magnesium hydroxide Substances 0.000 description 2
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- ZZJXLPCLJWLLIZ-UHFFFAOYSA-N n-[(dodecanoylamino)methyl]dodecanamide Chemical compound CCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCC ZZJXLPCLJWLLIZ-UHFFFAOYSA-N 0.000 description 2
- FTQWRYSLUYAIRQ-UHFFFAOYSA-N n-[(octadecanoylamino)methyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCNC(=O)CCCCCCCCCCCCCCCCC FTQWRYSLUYAIRQ-UHFFFAOYSA-N 0.000 description 2
- RKISUIUJZGSLEV-UHFFFAOYSA-N n-[2-(octadecanoylamino)ethyl]octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(=O)NCCNC(=O)CCCCCCCCCCCCCCCCC RKISUIUJZGSLEV-UHFFFAOYSA-N 0.000 description 2
- GNHGCDCAOUNOCA-UHFFFAOYSA-N naphthalene-2,6-dicarbohydrazide Chemical compound C1=C(C(=O)NN)C=CC2=CC(C(=O)NN)=CC=C21 GNHGCDCAOUNOCA-UHFFFAOYSA-N 0.000 description 2
- UTOPWMOLSKOLTQ-UHFFFAOYSA-N octacosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCCCCCCCC(O)=O UTOPWMOLSKOLTQ-UHFFFAOYSA-N 0.000 description 2
- 150000002903 organophosphorus compounds Chemical class 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 238000010298 pulverizing process Methods 0.000 description 2
- 239000002516 radical scavenger Substances 0.000 description 2
- 229930192474 thiophene Natural products 0.000 description 2
- 150000003918 triazines Chemical class 0.000 description 2
- PYOKUURKVVELLB-UHFFFAOYSA-N trimethyl orthoformate Chemical compound COC(OC)OC PYOKUURKVVELLB-UHFFFAOYSA-N 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
- ZNGSVRYVWHOWLX-KHFUBBAMSA-N (1r,2s)-2-(methylamino)-1-phenylpropan-1-ol;hydrate Chemical compound O.CN[C@@H](C)[C@H](O)C1=CC=CC=C1.CN[C@@H](C)[C@H](O)C1=CC=CC=C1 ZNGSVRYVWHOWLX-KHFUBBAMSA-N 0.000 description 1
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- SNVRDQORMVVQBI-OWOJBTEDSA-N (e)-but-2-enedihydrazide Chemical compound NNC(=O)\C=C\C(=O)NN SNVRDQORMVVQBI-OWOJBTEDSA-N 0.000 description 1
- SNVRDQORMVVQBI-UPHRSURJSA-N (z)-but-2-enedihydrazide Chemical compound NNC(=O)\C=C/C(=O)NN SNVRDQORMVVQBI-UPHRSURJSA-N 0.000 description 1
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 description 1
- AUAGGMPIKOZAJZ-UHFFFAOYSA-N 1,3,6-trioxocane Chemical compound C1COCOCCO1 AUAGGMPIKOZAJZ-UHFFFAOYSA-N 0.000 description 1
- ROFVGYAMRSGUSQ-UHFFFAOYSA-N 1-(2-bromoethyl)piperazine;hydrobromide Chemical compound Br.BrCCN1CCNCC1 ROFVGYAMRSGUSQ-UHFFFAOYSA-N 0.000 description 1
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 1
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- HRIJSYATNFJXHM-UHFFFAOYSA-N 2,6-diamino-1h-1,3,5-triazine-4-thione Chemical compound NC1=NC(=S)N=C(N)N1 HRIJSYATNFJXHM-UHFFFAOYSA-N 0.000 description 1
- XSGMGAINOILNJR-UHFFFAOYSA-N 2-(9h-fluoren-9-ylmethoxycarbonylamino)-3-methyl-3-tritylsulfanylbutanoic acid Chemical compound C12=CC=CC=C2C2=CC=CC=C2C1COC(=O)NC(C(O)=O)C(C)(C)SC(C=1C=CC=CC=1)(C=1C=CC=CC=1)C1=CC=CC=C1 XSGMGAINOILNJR-UHFFFAOYSA-N 0.000 description 1
- SFRDXVJWXWOTEW-UHFFFAOYSA-N 2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)CO SFRDXVJWXWOTEW-UHFFFAOYSA-N 0.000 description 1
- LKMJVFRMDSNFRT-UHFFFAOYSA-N 2-(methoxymethyl)oxirane Chemical compound COCC1CO1 LKMJVFRMDSNFRT-UHFFFAOYSA-N 0.000 description 1
- HZQMAGZJUOWDHN-UHFFFAOYSA-N 2-[2-[2-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]ethoxy]ethoxy]ethyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCCOCCOCCOC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 HZQMAGZJUOWDHN-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
- GRWMSCBKWMQPON-UHFFFAOYSA-N 2-aminobenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1N GRWMSCBKWMQPON-UHFFFAOYSA-N 0.000 description 1
- XSXYESVZDBAKKT-UHFFFAOYSA-N 2-hydroxybenzohydrazide Chemical compound NNC(=O)C1=CC=CC=C1O XSXYESVZDBAKKT-UHFFFAOYSA-N 0.000 description 1
- ROHTVIURAJBDES-UHFFFAOYSA-N 2-n,2-n-bis(prop-2-enyl)-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N(CC=C)CC=C)=N1 ROHTVIURAJBDES-UHFFFAOYSA-N 0.000 description 1
- XKDKGANKVZRJMR-UHFFFAOYSA-N 2-n,2-n-diphenyl-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(N(C=2C=CC=CC=2)C=2C=CC=CC=2)=N1 XKDKGANKVZRJMR-UHFFFAOYSA-N 0.000 description 1
- GGHBKCSNURXPNB-UHFFFAOYSA-N 2-n,4-n,6-n-triphenyl-1,3,5-triazine-2,4,6-triamine Chemical compound N=1C(NC=2C=CC=CC=2)=NC(NC=2C=CC=CC=2)=NC=1NC1=CC=CC=C1 GGHBKCSNURXPNB-UHFFFAOYSA-N 0.000 description 1
- CVKGSDYWCFQOKU-UHFFFAOYSA-N 2-n-butyl-1,3,5-triazine-2,4,6-triamine Chemical compound CCCCNC1=NC(N)=NC(N)=N1 CVKGSDYWCFQOKU-UHFFFAOYSA-N 0.000 description 1
- JIHOVGXINXMLLR-UHFFFAOYSA-N 2-n-phenyl-1,3,5-triazine-2,4,6-triamine Chemical compound NC1=NC(N)=NC(NC=2C=CC=CC=2)=N1 JIHOVGXINXMLLR-UHFFFAOYSA-N 0.000 description 1
- WPMYUUITDBHVQZ-UHFFFAOYSA-M 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=CC(CCC([O-])=O)=CC(C(C)(C)C)=C1O WPMYUUITDBHVQZ-UHFFFAOYSA-M 0.000 description 1
- FDNAQCWUERCJBK-UHFFFAOYSA-N 3-hydroxynaphthalene-2-carbohydrazide Chemical compound C1=CC=C2C=C(O)C(C(=O)NN)=CC2=C1 FDNAQCWUERCJBK-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- MXVSAKQQUIOBPT-UHFFFAOYSA-N 4-[7-(diethylamino)-4-methyl-2-oxochromen-3-yl]benzoic acid Chemical compound O=C1OC2=CC(N(CC)CC)=CC=C2C(C)=C1C1=CC=C(C(O)=O)C=C1 MXVSAKQQUIOBPT-UHFFFAOYSA-N 0.000 description 1
- ICGLPKIVTVWCFT-UHFFFAOYSA-N 4-methylbenzenesulfonohydrazide Chemical compound CC1=CC=C(S(=O)(=O)NN)C=C1 ICGLPKIVTVWCFT-UHFFFAOYSA-N 0.000 description 1
- GULAMJIQWGAUGT-UHFFFAOYSA-N 5-hydrazinyl-5-oxopentane-1,2,3-tricarboxylic acid Chemical compound NNC(=O)CC(C(O)=O)C(C(O)=O)CC(O)=O GULAMJIQWGAUGT-UHFFFAOYSA-N 0.000 description 1
- ZVVFVKJZNVSANF-UHFFFAOYSA-N 6-[3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoyloxy]hexyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CC(C)(C)C1=C(O)C(C(C)(C)C)=CC(CCC(=O)OCCCCCCOC(=O)CCC=2C=C(C(O)=C(C=2)C(C)(C)C)C(C)(C)C)=C1 ZVVFVKJZNVSANF-UHFFFAOYSA-N 0.000 description 1
- ATQMBWVDBCGSQC-UHFFFAOYSA-N 6-butoxy-1,3,5-triazine-2,4-diamine Chemical compound CCCCOC1=NC(N)=NC(N)=N1 ATQMBWVDBCGSQC-UHFFFAOYSA-N 0.000 description 1
- FMKJZXVUCJWIIV-UHFFFAOYSA-N 6-butyl-1,3,5-triazine-2,4-diamine Chemical compound CCCCC1=NC(N)=NC(N)=N1 FMKJZXVUCJWIIV-UHFFFAOYSA-N 0.000 description 1
- FVFVNNKYKYZTJU-UHFFFAOYSA-N 6-chloro-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(Cl)=N1 FVFVNNKYKYZTJU-UHFFFAOYSA-N 0.000 description 1
- HAPDXSYZMFVBBH-UHFFFAOYSA-N 6-cyclohexyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C2CCCCC2)=N1 HAPDXSYZMFVBBH-UHFFFAOYSA-N 0.000 description 1
- FXXUYUZEWHFQJZ-UHFFFAOYSA-N 6-phenylmethoxy-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(OCC=2C=CC=CC=2)=N1 FXXUYUZEWHFQJZ-UHFFFAOYSA-N 0.000 description 1
- 229910021630 Antimony pentafluoride Inorganic materials 0.000 description 1
- HFJAOCZPARAMAP-UHFFFAOYSA-N B(F)(F)F.C1=CC=CC=C1 Chemical compound B(F)(F)F.C1=CC=CC=C1 HFJAOCZPARAMAP-UHFFFAOYSA-N 0.000 description 1
- 229910052582 BN Inorganic materials 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- PZNSFCLAULLKQX-UHFFFAOYSA-N Boron nitride Chemical compound N#B PZNSFCLAULLKQX-UHFFFAOYSA-N 0.000 description 1
- KSPIHGBHKVISFI-UHFFFAOYSA-N Diphenylcarbazide Chemical compound C=1C=CC=CC=1NNC(=O)NNC1=CC=CC=C1 KSPIHGBHKVISFI-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- ALQSHHUCVQOPAS-UHFFFAOYSA-N Pentane-1,5-diol Chemical compound OCCCCCO ALQSHHUCVQOPAS-UHFFFAOYSA-N 0.000 description 1
- FQYUMYWMJTYZTK-UHFFFAOYSA-N Phenyl glycidyl ether Chemical compound C1OC1COC1=CC=CC=C1 FQYUMYWMJTYZTK-UHFFFAOYSA-N 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- AWMVMTVKBNGEAK-UHFFFAOYSA-N Styrene oxide Chemical compound C1OC1C1=CC=CC=C1 AWMVMTVKBNGEAK-UHFFFAOYSA-N 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- LJTFFORYSFGNCT-UHFFFAOYSA-N Thiocarbohydrazide Chemical compound NNC(=S)NN LJTFFORYSFGNCT-UHFFFAOYSA-N 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 229910021627 Tin(IV) chloride Inorganic materials 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- USDJGQLNFPZEON-UHFFFAOYSA-N [[4,6-bis(hydroxymethylamino)-1,3,5-triazin-2-yl]amino]methanol Chemical compound OCNC1=NC(NCO)=NC(NCO)=N1 USDJGQLNFPZEON-UHFFFAOYSA-N 0.000 description 1
- NJYZCEFQAIUHSD-UHFFFAOYSA-N acetoguanamine Chemical compound CC1=NC(N)=NC(N)=N1 NJYZCEFQAIUHSD-UHFFFAOYSA-N 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- VBVBHWZYQGJZLR-UHFFFAOYSA-I antimony pentafluoride Chemical compound F[Sb](F)(F)(F)F VBVBHWZYQGJZLR-UHFFFAOYSA-I 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- YBGKQGSCGDNZIB-UHFFFAOYSA-N arsenic pentafluoride Chemical compound F[As](F)(F)(F)F YBGKQGSCGDNZIB-UHFFFAOYSA-N 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 229910052796 boron Inorganic materials 0.000 description 1
- HCOMFAYPHBFMKU-UHFFFAOYSA-N butanedihydrazide Chemical compound NNC(=O)CCC(=O)NN HCOMFAYPHBFMKU-UHFFFAOYSA-N 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 159000000007 calcium salts Chemical class 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000010538 cationic polymerization reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004737 colorimetric analysis Methods 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000007334 copolymerization reaction Methods 0.000 description 1
- 150000004292 cyclic ethers Chemical group 0.000 description 1
- 230000006837 decompression Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 239000002781 deodorant agent Substances 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 229940105990 diglycerin Drugs 0.000 description 1
- GPLRAVKSCUXZTP-UHFFFAOYSA-N diglycerol Chemical compound OCC(O)COCC(O)CO GPLRAVKSCUXZTP-UHFFFAOYSA-N 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- 150000002009 diols Chemical class 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- SWRGUMCEJHQWEE-UHFFFAOYSA-N ethanedihydrazide Chemical compound NNC(=O)C(=O)NN SWRGUMCEJHQWEE-UHFFFAOYSA-N 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000019253 formic acid Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 230000020169 heat generation Effects 0.000 description 1
- 239000011964 heteropoly acid Substances 0.000 description 1
- HSEMFIZWXHQJAE-UHFFFAOYSA-N hexadecanamide Chemical compound CCCCCCCCCCCCCCCC(N)=O HSEMFIZWXHQJAE-UHFFFAOYSA-N 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- RXFZJKXZSLVQJV-UHFFFAOYSA-N icosa-8,12-dienedihydrazide Chemical compound NNC(=O)CCCCCCC=CCCC=CCCCCCCC(=O)NN RXFZJKXZSLVQJV-UHFFFAOYSA-N 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000011261 inert gas Substances 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- QRXWMOHMRWLFEY-UHFFFAOYSA-N isoniazide Chemical compound NNC(=O)C1=CC=NC=C1 QRXWMOHMRWLFEY-UHFFFAOYSA-N 0.000 description 1
- 229940033355 lauric acid Drugs 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 239000004611 light stabiliser Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000000691 measurement method Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 229910000000 metal hydroxide Inorganic materials 0.000 description 1
- 150000004692 metal hydroxides Chemical class 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- MFTUWGKUOZVCBI-UHFFFAOYSA-N n-[4-(7-acetamido-2-oxochromen-3-yl)phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1=CC2=CC=C(NC(C)=O)C=C2OC1=O MFTUWGKUOZVCBI-UHFFFAOYSA-N 0.000 description 1
- SFYUTVLESOODMP-UHFFFAOYSA-N naphthalene-1,5-dicarbohydrazide Chemical compound C1=CC=C2C(C(=O)NN)=CC=CC2=C1C(=O)NN SFYUTVLESOODMP-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- LYRFLYHAGKPMFH-UHFFFAOYSA-N octadecanamide Chemical compound CCCCCCCCCCCCCCCCCC(N)=O LYRFLYHAGKPMFH-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229940098695 palmitic acid Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- LGYJSPMYALQHBL-UHFFFAOYSA-N pentanedihydrazide Chemical compound NNC(=O)CCCC(=O)NN LGYJSPMYALQHBL-UHFFFAOYSA-N 0.000 description 1
- UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000007712 rapid solidification Methods 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000004904 shortening Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229960004274 stearic acid Drugs 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- ADXGNEYLLLSOAR-UHFFFAOYSA-N tasosartan Chemical compound C12=NC(C)=NC(C)=C2CCC(=O)N1CC(C=C1)=CC=C1C1=CC=CC=C1C=1N=NNN=1 ADXGNEYLLLSOAR-UHFFFAOYSA-N 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- AHJWSRRHTXRLAQ-UHFFFAOYSA-N tetramethoxymethane Chemical compound COC(OC)(OC)OC AHJWSRRHTXRLAQ-UHFFFAOYSA-N 0.000 description 1
- 238000005979 thermal decomposition reaction Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 239000011135 tin Substances 0.000 description 1
- HPGGPRDJHPYFRM-UHFFFAOYSA-J tin(iv) chloride Chemical compound Cl[Sn](Cl)(Cl)Cl HPGGPRDJHPYFRM-UHFFFAOYSA-J 0.000 description 1
- 229910052719 titanium Inorganic materials 0.000 description 1
- 239000010936 titanium Substances 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 1
- MVJKXJPDBTXECY-UHFFFAOYSA-N trifluoroborane;hydrate Chemical compound O.FB(F)F MVJKXJPDBTXECY-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- AQWKGXFXWCQPDB-UHFFFAOYSA-N trimethoxy(methoxymethoxy)methane Chemical compound COCOC(OC)(OC)OC AQWKGXFXWCQPDB-UHFFFAOYSA-N 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- 239000006097 ultraviolet radiation absorber Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/16—Nitrogen-containing compounds
- C08K5/22—Compounds containing nitrogen bound to another nitrogen atom
- C08K5/24—Derivatives of hydrazine
- C08K5/25—Carboxylic acid hydrazides
-
- 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
-
- 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
- C08K5/16—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
- C08K5/34922—Melamine; Derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L59/00—Compositions of polyacetals; Compositions of derivatives of polyacetals
- C08L59/04—Copolyoxymethylenes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/08—Stabilised against heat, light or radiation or oxydation
Landscapes
- 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)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
【解決手段】ポリアセタール重合体(A成分)100重量部に対して、ヒドラジド化合物(B成分)0.01〜0.5重量部、アミン置換トリアジン化合物(C成分)0.01〜0.1重量部およびヒンダードフェノール化合物(D成分)0.01〜5.0重量部を含有してなるポリアセタール樹脂組成物であって、該樹脂組成物は、アルカリ金属とアルカリ土類金属の水酸化物、有機酸塩および無機酸塩からなる群で示される金属化合物の合計含有量が金属として50重量ppm以下であることを特徴とするポリアセタール樹脂組成物。
【選択図】なし
Description
を有するエンジニアリングプラスチックとして、各種機械部品や電気部品等に広く使用されている。しかしながらポリアセタール樹脂は、主鎖がオキシメチレン基(−CH2O−)を構成単位とすることから、重合時や成形時等における熱履歴でのわずかな熱分解反応によりきわめて微量ながらもモールドデポジットを生成し、成形金型を汚染し、成形不良を引起こし、外観不良、寸法異常などの原因となる。また、最終製品からホルムアルデヒドが発生し、シックハウス症候群等への影響が指摘されている。厚生労働省はシックハウス症候群対策として、室内ホルムアルデヒド濃度指針値として0 . 0 8 p p m 以下と規定し、製品からのホルムアルデヒド発生量がより低く抑えることが求められている。そのためには最終製品からのホルムアルデヒド発生量の低いポリアセタール樹脂が要求される。
温度を65℃に設定したジャケットを有するセルフクリーニング型パドルを有する二軸の連続重合機に、トリオキサン100重量部と1,3−ジオキソラン4重量部を、触媒として三フッ化ホウ素ジエチルエーテラートをベンゼン溶液として全モノマー1molに対して0.05mmolおよび分子量調節剤としてメチラールをベンゼン溶液として全モノマーに対して500ppmとなるように連続添加し、滞在時間が20分となる様に連続的に重合を行った。
生成した重合物に対して、トリフェニルホスフィンをベンゼン溶液として、使用した三フッ化ホウ素ジエチルエーテラート1molに対して2molとなる様に添加し、触媒を失活後、粉砕してポリアセタール重合体(A成分)を得た。重合体の収率は95%であり、メルトインデックス(MI)は、10.5g/10minであった。
得られたポリアセタール重合体(A成分)100重量部と、これに対し表1〜表3に示す配合処方でアミン置換トリアジン化合物(C成分)、ヒンダードフェノール化合物(D成分)、また実施例12、13、比較例4、5では最終的に得られる本発明のポリアセタール樹脂組成物に対して表1〜3に示す金属含有量となるように水酸化マグネシウム又はステアリン酸カルシウムをポリアセタール重合体(A成分)100重量部とともにヘンシェル型ブレンダーで混合した。次に得られた混合物を同方向二軸押出機(日本製鋼所製、内径69mm、L/D=31.5)に60kg/時間で導入し、成分C、Dを含むポリアセタール重合体をベント部で20kPaの減圧として220℃で溶融させ、連続的に二軸の表面更新型横型混練機(実効内容積60L:全内容積から攪拌翼が占める体積を除いた体積)に導入した。二軸の表面更新型横型混練機滞在時間が25分となるように液面調整をおこない、20kPaの減圧下220℃で減圧脱揮をおこないながら、連続的にギアポンプで抜き出すことでペレット化することで表1〜3に示す加熱重量減少率の予備樹脂組成物を得た。
得られた予備樹脂組成物とヒドラジド化合物(B成分)をタンブラー型ブレンダーによって混合し、得られた混合物を単軸押出機(内径40mm、田辺プラスチックス製、型式:VS−40)にて、シリンダー温度200℃、吐出速度13kg/hで溶融混練してペレット化し、所望のポリアセタール樹脂組成物を得た。
<評価法>
(a)発生ホルムアルデヒド量:実施例または比較例で得られた樹脂組成物を、日精樹脂工業社製PS−40E5ASE成形機を用いて、シリンダー温度215℃で成形した100mm×40mm×厚さ2mmの平板を試験片として、成形翌日にドイツ自動車工業組合規格VDA275(自動車室内部品−改訂フラスコ法によるホルムアルデヒド放出量の定量)に記載された方法に準拠して測定した。
(i)ポリエチレン容器中に蒸留水50mlを入れ、試験片をつるした状態で蓋を閉め密閉状態で60℃、3時間保持する。
(ii)その後、室温で60分間放置後、試験片を取出す。
(iii)ポリエチレン容器内の蒸留水中に吸収されたホルムアルデヒド濃度を、UVスペクトロメーターを用いてアセチルアセトン比色法で測定する。
(b)加速試験後発生ホルムアルデヒド量:実施例または比較例で得られた樹脂組成物を、エスペック社製恒温恒湿機(設定条件:60℃,90%RH,48hr)を用いて加湿処理した。その後、(a)で記述した方法に従って測定した。
(c)熱安定性:実施例または比較例で得られた樹脂組成物を、日精樹脂工業社製PS−40E5ASE成形機を用いて、シリンダー温度220℃−10分サイクルで成形した10mm×40mm×厚さ2mmの平板を試験片とし、滞留時の成形安定性(着色性、シルバー発生の有無)を観察し、熱安定性が非常に良好なものから不良のものまでを順に、6段階(1、2、3、4、5、6)基準で評価した。
(d)モールドデポジット:実施例または比較例で得られた樹脂組成物を、住友重機械工業(株)製ミニマットM8/7A成形機を用い、しずく型金型を用いて、成形温度230℃、金型温度35℃で500ショット連続成形し、終了後、金型の付着物(モールドデポジット)の状態を観察し、金型汚染が少ないものから金型汚染が多いものを順に、6段階(1、2、3、4、5、6)の基準で評価した。
(e)加熱重量減少率:常圧、100℃で30分乾燥したペレットの重量(M1)と、それを試験管に入れ、窒素置換後1333Paの減圧下で222℃、2時間加熱した後の重量(M2)の減少率を(M1−M2)/M1×100で表したものであり、熱安定性が高いサンプルほど低い値を示す。
Claims (4)
- ポリアセタール重合体(A成分)100重量部に対して、アミン置換トリアジン化合物(C成分)0.01〜0.1重量部およびヒンダードフェノール化合物(D成分)0.01〜5.0重量部を含有し、ヒドラジド化合物を含有しない予備樹脂組成物を得、次いでポリアセタール重合体(A成分)100重量部に対して0.01〜0.5重量部のヒドラジド化合物(B成分)を該予備樹脂組成物に配合してなるポリアセタール樹脂組成物であって、
該予備樹脂組成物は、1333Paの減圧下、222℃で2時間加熱した加熱重量減少率が0.6重量%以下であって、
該ポリアセタール樹脂組成物は、アルカリ金属とアルカリ土類金属の水酸化物、有機酸塩および無機酸塩からなる群で示される金属化合物の合計含有量が金属として50重量ppm以下であることを特徴とするポリアセタール樹脂組成物。 - 該ヒドラジド化合物(B成分)は、アジピン酸ジヒドラジド、セバシン酸ジヒドラジド、ドデカン二酸ジヒドラジド、1,18−オクタデカンジカルボヒドラジド、テレフタル酸ジヒドラジド、1,8−ナフタレンジカルボヒドラジドおよび2,6−ナフタレンジカルボヒドラジドからなる群から選ばれた少なくとも1種である請求項1記載のポリアセタール樹脂組成物。
- 該アミン置換トリアジン化合物(C成分)は、メラミン、メチロールメラミン、ベンゾグアナミン、水溶性メラミン−ホルムアルデヒド樹脂からなる群から選ばれた少なくとも1種である請求項1または2記載のポリアセタール樹脂組成物。
- ポリアセタール重合体(A成分)、アミン置換トリアジン化合物(C成分)及びヒンダードフェノール化合物(D成分)を含有してなり、ヒドラジド化合物を含有しない予備樹脂組成物に、ジヒドラジド化合物(B成分)を配合することを特徴とする請求項1記載のポリアセタール樹脂組成物の製造方法。
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2012087104A JP5354050B2 (ja) | 2004-09-17 | 2012-04-06 | ポリアセタール樹脂組成物 |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2004271005 | 2004-09-17 | ||
JP2004271005 | 2004-09-17 | ||
JP2012087104A JP5354050B2 (ja) | 2004-09-17 | 2012-04-06 | ポリアセタール樹脂組成物 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2005267414A Division JP2006111874A (ja) | 2004-09-17 | 2005-09-14 | ポリアセタール樹脂組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2012153899A true JP2012153899A (ja) | 2012-08-16 |
JP5354050B2 JP5354050B2 (ja) | 2013-11-27 |
Family
ID=35520224
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2012087104A Active JP5354050B2 (ja) | 2004-09-17 | 2012-04-06 | ポリアセタール樹脂組成物 |
Country Status (6)
Country | Link |
---|---|
US (1) | US20060063863A1 (ja) |
EP (1) | EP1637557B1 (ja) |
JP (1) | JP5354050B2 (ja) |
KR (1) | KR101177338B1 (ja) |
CN (1) | CN1749311B (ja) |
PL (1) | PL1637557T3 (ja) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5936736B1 (ja) * | 2015-03-20 | 2016-06-22 | ポリプラスチックス株式会社 | ポリアセタール樹脂組成物及び摺動部材 |
KR20170106421A (ko) * | 2015-02-25 | 2017-09-20 | 미쯔비시 케미컬 주식회사 | 수지 조성물 및 그의 성형체 |
JP2019077770A (ja) * | 2017-10-24 | 2019-05-23 | 旭化成株式会社 | ポリアセタール樹脂組成物 |
Families Citing this family (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP2235092B1 (de) | 2008-01-22 | 2012-03-14 | Basf Se | Beschichtete polyoxymethylene |
ES2383057T3 (es) | 2008-02-06 | 2012-06-18 | Basf Se | Polioximetilenos revestidos |
PL2254935T3 (pl) | 2008-02-13 | 2012-09-28 | Basf Se | Powlekane polioksymetyleny |
CN101910303B (zh) * | 2008-10-28 | 2014-03-05 | 旭化成化学株式会社 | 聚缩醛树脂组合物及其制造方法 |
WO2011129445A1 (ja) * | 2010-04-16 | 2011-10-20 | 旭化成ケミカルズ株式会社 | ポリアセタール樹脂組成物、その製造方法及び成形体 |
JP5770530B2 (ja) * | 2011-05-25 | 2015-08-26 | ポリプラスチックス株式会社 | ポリオキシメチレン重合体ペレット、ポリオキシメチレン重合体ペレットの製造方法、及びポリオキシメチレン重合体ペレットの品質評価方法 |
JP5971259B2 (ja) * | 2011-12-21 | 2016-08-17 | 三菱瓦斯化学株式会社 | 樹脂組成物および成形体 |
CN104812835B (zh) * | 2012-11-27 | 2017-08-29 | 旭化成株式会社 | 聚缩醛树脂组合物及其成形体 |
CN109983076A (zh) | 2016-10-11 | 2019-07-05 | 塞拉尼斯销售德国有限公司 | 具有改进表面外观的耐磨聚合物组合物 |
EP3606998A4 (en) | 2017-04-07 | 2021-02-24 | Ticona LLC | LOW-EMISSION POLYOXYMETHYLENE COMPOSITION |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004058875A1 (ja) * | 2002-12-26 | 2004-07-15 | Polyplastics Co., Ltd. | ポリアセタール樹脂組成物及びその製造方法 |
WO2004058884A1 (ja) * | 2002-12-26 | 2004-07-15 | Polyplastics Co., Ltd. | ポリアセタール樹脂組成物及びその製造方法 |
JP2005162909A (ja) * | 2003-12-03 | 2005-06-23 | Mitsubishi Engineering Plastics Corp | ポリアセタール樹脂組成物およびそれからなる成形品 |
JP2005263921A (ja) * | 2004-03-17 | 2005-09-29 | Mitsubishi Engineering Plastics Corp | ポリアセタール樹脂組成物およびそれからなる成形品 |
JP2005325225A (ja) * | 2004-05-14 | 2005-11-24 | Mitsubishi Engineering Plastics Corp | ポリアセタール樹脂組成物およびそれからなる成形品 |
JP2006111874A (ja) * | 2004-09-17 | 2006-04-27 | Mitsubishi Gas Chem Co Inc | ポリアセタール樹脂組成物 |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP3024802B2 (ja) * | 1991-02-04 | 2000-03-27 | ポリプラスチックス株式会社 | ポリアセタール樹脂着色組成物 |
WO2001005888A1 (fr) | 1999-07-16 | 2001-01-25 | Polyplastics Co., Ltd. | Composition de resine polyacetal et procede de production correspondant |
CN1267498C (zh) * | 2000-09-21 | 2006-08-02 | 汎塑料株式会社 | 聚缩醛树脂组合物及其制造方法 |
JP3850762B2 (ja) * | 2002-07-10 | 2006-11-29 | ポリプラスチックス株式会社 | ポリアセタール系樹脂組成物及びその製造方法 |
-
2005
- 2005-09-16 PL PL05020276T patent/PL1637557T3/pl unknown
- 2005-09-16 KR KR1020050086922A patent/KR101177338B1/ko active IP Right Grant
- 2005-09-16 EP EP05020276A patent/EP1637557B1/en active Active
- 2005-09-19 CN CN2005101040971A patent/CN1749311B/zh active Active
- 2005-09-19 US US11/228,262 patent/US20060063863A1/en not_active Abandoned
-
2012
- 2012-04-06 JP JP2012087104A patent/JP5354050B2/ja active Active
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2004058875A1 (ja) * | 2002-12-26 | 2004-07-15 | Polyplastics Co., Ltd. | ポリアセタール樹脂組成物及びその製造方法 |
WO2004058884A1 (ja) * | 2002-12-26 | 2004-07-15 | Polyplastics Co., Ltd. | ポリアセタール樹脂組成物及びその製造方法 |
JP2005162909A (ja) * | 2003-12-03 | 2005-06-23 | Mitsubishi Engineering Plastics Corp | ポリアセタール樹脂組成物およびそれからなる成形品 |
JP2005263921A (ja) * | 2004-03-17 | 2005-09-29 | Mitsubishi Engineering Plastics Corp | ポリアセタール樹脂組成物およびそれからなる成形品 |
JP2005325225A (ja) * | 2004-05-14 | 2005-11-24 | Mitsubishi Engineering Plastics Corp | ポリアセタール樹脂組成物およびそれからなる成形品 |
JP2006111874A (ja) * | 2004-09-17 | 2006-04-27 | Mitsubishi Gas Chem Co Inc | ポリアセタール樹脂組成物 |
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20170106421A (ko) * | 2015-02-25 | 2017-09-20 | 미쯔비시 케미컬 주식회사 | 수지 조성물 및 그의 성형체 |
KR101884146B1 (ko) | 2015-02-25 | 2018-07-31 | 미쯔비시 케미컬 주식회사 | 수지 조성물 및 그의 성형체 |
JP5936736B1 (ja) * | 2015-03-20 | 2016-06-22 | ポリプラスチックス株式会社 | ポリアセタール樹脂組成物及び摺動部材 |
WO2016151946A1 (ja) * | 2015-03-20 | 2016-09-29 | ポリプラスチックス株式会社 | ポリアセタール樹脂組成物及び摺動部材 |
JP2016176010A (ja) * | 2015-03-20 | 2016-10-06 | ポリプラスチックス株式会社 | ポリアセタール樹脂組成物及び摺動部材 |
US9969875B2 (en) | 2015-03-20 | 2018-05-15 | Polyplastics Co., Ltd. | Polyacetal resin composition and sliding member |
JP2019077770A (ja) * | 2017-10-24 | 2019-05-23 | 旭化成株式会社 | ポリアセタール樹脂組成物 |
Also Published As
Publication number | Publication date |
---|---|
PL1637557T3 (pl) | 2012-07-31 |
CN1749311A (zh) | 2006-03-22 |
CN1749311B (zh) | 2010-06-23 |
KR20060051396A (ko) | 2006-05-19 |
EP1637557A1 (en) | 2006-03-22 |
US20060063863A1 (en) | 2006-03-23 |
JP5354050B2 (ja) | 2013-11-27 |
EP1637557B1 (en) | 2012-01-11 |
KR101177338B1 (ko) | 2012-08-30 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
JP5354050B2 (ja) | ポリアセタール樹脂組成物 | |
JP2006111874A (ja) | ポリアセタール樹脂組成物 | |
JP5036973B2 (ja) | 不安定末端基分解処理剤を用いた、安定化ポリアセタール樹脂の製造方法 | |
US20100087575A1 (en) | Polyacetal resin composition | |
WO2008078572A1 (ja) | ポリアセタール樹脂組成物及びその成形品 | |
JP5971259B2 (ja) | 樹脂組成物および成形体 | |
CN108779222B (zh) | 氧亚甲基共聚物的制造方法 | |
WO2007020931A1 (ja) | ポリアセタール樹脂組成物及び樹脂成形体 | |
KR102210354B1 (ko) | 폴리옥시메틸렌 수지 조성물의 제조방법 | |
US7897672B2 (en) | Process for producing polyoxymethylene copolymer | |
JP5031198B2 (ja) | 不安定末端基分解処理剤を用いた、安定化ポリアセタール樹脂の製造方法 | |
JP5810649B2 (ja) | 樹脂組成物および成形体 | |
JPH05156118A (ja) | ポリアセタール成形体 | |
JP2012233121A (ja) | ポリオキシメチレン樹脂組成物 | |
CN114044865A (zh) | 一种聚缩醛组合物的制备方法 | |
JP2008156504A (ja) | ポリアセタール樹脂組成物 | |
JP2005162909A (ja) | ポリアセタール樹脂組成物およびそれからなる成形品 | |
JP6673539B1 (ja) | オキシメチレン共重合体の製造方法 | |
JP2013129749A (ja) | 樹脂組成物および成形体 | |
JP2019056118A (ja) | ポリオキシメチレン樹脂組成物の製造方法 | |
JP2016094627A (ja) | ポリオキシメチレン樹脂組成物の製造方法 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20121205 |
|
A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20130204 |
|
TRDD | Decision of grant or rejection written | ||
A01 | Written decision to grant a patent or to grant a registration (utility model) |
Free format text: JAPANESE INTERMEDIATE CODE: A01 Effective date: 20130730 |
|
A61 | First payment of annual fees (during grant procedure) |
Free format text: JAPANESE INTERMEDIATE CODE: A61 Effective date: 20130812 |
|
R151 | Written notification of patent or utility model registration |
Ref document number: 5354050 Country of ref document: JP Free format text: JAPANESE INTERMEDIATE CODE: R151 |