JP2006512332A - 環状ケトンパーオキシド配合物、改良された環状ケトンパーオキシド配合物 - Google Patents
環状ケトンパーオキシド配合物、改良された環状ケトンパーオキシド配合物 Download PDFInfo
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- JP2006512332A JP2006512332A JP2004557939A JP2004557939A JP2006512332A JP 2006512332 A JP2006512332 A JP 2006512332A JP 2004557939 A JP2004557939 A JP 2004557939A JP 2004557939 A JP2004557939 A JP 2004557939A JP 2006512332 A JP2006512332 A JP 2006512332A
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- Prior art keywords
- ketone
- formulation
- methyl
- cyclic ketone
- ketone peroxide
- 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
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- 239000000203 mixture Substances 0.000 title claims abstract description 179
- 238000009472 formulation Methods 0.000 title claims abstract description 146
- -1 Cyclic ketone peroxide Chemical class 0.000 title claims abstract description 112
- 150000001875 compounds Chemical class 0.000 claims abstract description 49
- 238000003860 storage Methods 0.000 claims abstract description 24
- 238000002425 crystallisation Methods 0.000 claims abstract description 17
- 230000008025 crystallization Effects 0.000 claims abstract description 17
- 238000000034 method Methods 0.000 claims abstract description 13
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 8
- 229920001577 copolymer Polymers 0.000 claims abstract description 4
- 239000013078 crystal Substances 0.000 claims description 40
- 229940090898 Desensitizer Drugs 0.000 claims description 25
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 24
- 229910052760 oxygen Inorganic materials 0.000 claims description 24
- 239000001301 oxygen Substances 0.000 claims description 24
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 15
- 150000002430 hydrocarbons Chemical class 0.000 claims description 14
- 229930195733 hydrocarbon Natural products 0.000 claims description 13
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 12
- CBFCDTFDPHXCNY-UHFFFAOYSA-N icosane Chemical compound CCCCCCCCCCCCCCCCCCCC CBFCDTFDPHXCNY-UHFFFAOYSA-N 0.000 claims description 10
- ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 claims description 8
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 claims description 8
- PFCHFHIRKBAQGU-UHFFFAOYSA-N 3-hexanone Chemical compound CCCC(=O)CC PFCHFHIRKBAQGU-UHFFFAOYSA-N 0.000 claims description 8
- FFWSICBKRCICMR-UHFFFAOYSA-N 5-methyl-2-hexanone Chemical compound CC(C)CCC(C)=O FFWSICBKRCICMR-UHFFFAOYSA-N 0.000 claims description 8
- 239000004215 Carbon black (E152) Substances 0.000 claims description 8
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 claims description 8
- DCAYPVUWAIABOU-UHFFFAOYSA-N hexadecane Chemical compound CCCCCCCCCCCCCCCC DCAYPVUWAIABOU-UHFFFAOYSA-N 0.000 claims description 8
- VKCYHJWLYTUGCC-UHFFFAOYSA-N nonan-2-one Chemical compound CCCCCCCC(C)=O VKCYHJWLYTUGCC-UHFFFAOYSA-N 0.000 claims description 8
- RZJRJXONCZWCBN-UHFFFAOYSA-N octadecane Chemical compound CCCCCCCCCCCCCCCCCC RZJRJXONCZWCBN-UHFFFAOYSA-N 0.000 claims description 8
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 7
- 239000012188 paraffin wax Substances 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 6
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims description 6
- 229920002678 cellulose Polymers 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 5
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 claims description 5
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 claims description 4
- POSWICCRDBKBMH-UHFFFAOYSA-N 3,3,5-trimethylcyclohexan-1-one Chemical compound CC1CC(=O)CC(C)(C)C1 POSWICCRDBKBMH-UHFFFAOYSA-N 0.000 claims description 4
- XXPBFNVKTVJZKF-UHFFFAOYSA-N 9,10-dihydrophenanthrene Chemical compound C1=CC=C2CCC3=CC=CC=C3C2=C1 XXPBFNVKTVJZKF-UHFFFAOYSA-N 0.000 claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 4
- 125000002015 acyclic group Chemical group 0.000 claims description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 4
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- ZAJNGDIORYACQU-UHFFFAOYSA-N decan-2-one Chemical compound CCCCCCCCC(C)=O ZAJNGDIORYACQU-UHFFFAOYSA-N 0.000 claims description 4
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical compound C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
- SQNZJJAZBFDUTD-UHFFFAOYSA-N durene Chemical compound CC1=CC(C)=C(C)C=C1C SQNZJJAZBFDUTD-UHFFFAOYSA-N 0.000 claims description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 claims description 4
- 229940038384 octadecane Drugs 0.000 claims description 4
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical compound C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 150000003254 radicals Chemical class 0.000 claims description 4
- BGHCVCJVXZWKCC-UHFFFAOYSA-N tetradecane Chemical compound CCCCCCCCCCCCCC BGHCVCJVXZWKCC-UHFFFAOYSA-N 0.000 claims description 4
- IIYFAKIEWZDVMP-UHFFFAOYSA-N tridecane Chemical compound CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 claims description 4
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 3
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 3
- 239000004359 castor oil Substances 0.000 claims description 3
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- 239000007788 liquid Substances 0.000 claims description 3
- 238000002715 modification method Methods 0.000 claims description 3
- 150000003014 phosphoric acid esters Chemical class 0.000 claims description 3
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- VTIBBOHXBURHMD-UHFFFAOYSA-N 1,2,3,4,4a,5,10,10a-octahydroanthracene Chemical compound C1=CCC2CC(CCCC3)C3=CC2=C1 VTIBBOHXBURHMD-UHFFFAOYSA-N 0.000 claims description 2
- UXNCDAQNSQBHEN-UHFFFAOYSA-N 1,2,3,4-tetrahydrophenanthrene Chemical compound C1=CC2=CC=CC=C2C2=C1CCCC2 UXNCDAQNSQBHEN-UHFFFAOYSA-N 0.000 claims description 2
- FUPIVZHYVSCYLX-UHFFFAOYSA-N 1,4-dihydronaphthalene Chemical compound C1=CC=C2CC=CCC2=C1 FUPIVZHYVSCYLX-UHFFFAOYSA-N 0.000 claims description 2
- LFSAPCRASZRSKS-UHFFFAOYSA-N 2-methylcyclohexan-1-one Chemical compound CC1CCCCC1=O LFSAPCRASZRSKS-UHFFFAOYSA-N 0.000 claims description 2
- QIMMUPPBPVKWKM-UHFFFAOYSA-N 2-methylnaphthalene Chemical compound C1=CC=CC2=CC(C)=CC=C21 QIMMUPPBPVKWKM-UHFFFAOYSA-N 0.000 claims description 2
- RHLVCLIPMVJYKS-UHFFFAOYSA-N 3-octanone Chemical compound CCCCCC(=O)CC RHLVCLIPMVJYKS-UHFFFAOYSA-N 0.000 claims description 2
- ZVEJRZRAUYJYCO-UHFFFAOYSA-N 9-methyl-9h-fluorene Chemical compound C1=CC=C2C(C)C3=CC=CC=C3C2=C1 ZVEJRZRAUYJYCO-UHFFFAOYSA-N 0.000 claims description 2
- 239000006001 Methyl nonyl ketone Substances 0.000 claims description 2
- KMPQYAYAQWNLME-UHFFFAOYSA-N Undecanal Natural products CCCCCCCCCCC=O KMPQYAYAQWNLME-UHFFFAOYSA-N 0.000 claims description 2
- 239000004305 biphenyl Substances 0.000 claims description 2
- 235000010290 biphenyl Nutrition 0.000 claims description 2
- 235000019438 castor oil Nutrition 0.000 claims description 2
- CGZZMOTZOONQIA-UHFFFAOYSA-N cycloheptanone Chemical compound O=C1CCCCCC1 CGZZMOTZOONQIA-UHFFFAOYSA-N 0.000 claims description 2
- SQDGPLNZHYWEOB-UHFFFAOYSA-N dicyclohexylmethylcyclohexane Chemical compound C1CCCCC1C(C1CCCCC1)C1CCCCC1 SQDGPLNZHYWEOB-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
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 2
- YUWFEBAXEOLKSG-UHFFFAOYSA-N hexamethylbenzene Chemical compound CC1=C(C)C(C)=C(C)C(C)=C1C YUWFEBAXEOLKSG-UHFFFAOYSA-N 0.000 claims description 2
- 150000002576 ketones Chemical class 0.000 claims description 2
- KYWIYKKSMDLRDC-UHFFFAOYSA-N undecan-2-one Chemical compound CCCCCCCCCC(C)=O KYWIYKKSMDLRDC-UHFFFAOYSA-N 0.000 claims description 2
- 150000003997 cyclic ketones Chemical class 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 abstract description 5
- 238000012986 modification Methods 0.000 abstract description 4
- 230000004048 modification Effects 0.000 abstract description 4
- 238000012360 testing method Methods 0.000 description 16
- 150000002978 peroxides Chemical class 0.000 description 12
- 238000003756 stirring Methods 0.000 description 6
- 239000000654 additive Substances 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- 238000002485 combustion reaction Methods 0.000 description 5
- 239000002245 particle Substances 0.000 description 5
- GTJOHISYCKPIMT-UHFFFAOYSA-N 2-methylundecane Chemical compound CCCCCCCCCC(C)C GTJOHISYCKPIMT-UHFFFAOYSA-N 0.000 description 4
- SGVYKUFIHHTIFL-UHFFFAOYSA-N Isobutylhexyl Natural products CCCCCCCC(C)C SGVYKUFIHHTIFL-UHFFFAOYSA-N 0.000 description 4
- 239000000539 dimer Substances 0.000 description 4
- 238000004880 explosion Methods 0.000 description 4
- VKPSKYDESGTTFR-UHFFFAOYSA-N isododecane Natural products CC(C)(C)CC(C)CC(C)(C)C VKPSKYDESGTTFR-UHFFFAOYSA-N 0.000 description 4
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- 239000013638 trimer Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
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- 239000012074 organic phase Substances 0.000 description 3
- WFUGQJXVXHBTEM-UHFFFAOYSA-N 2-hydroperoxy-2-(2-hydroperoxybutan-2-ylperoxy)butane Chemical compound CCC(C)(OO)OOC(C)(CC)OO WFUGQJXVXHBTEM-UHFFFAOYSA-N 0.000 description 2
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- FLIACVVOZYBSBS-UHFFFAOYSA-N Methyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC FLIACVVOZYBSBS-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000000354 decomposition reaction Methods 0.000 description 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- JDRMYOQETPMYQX-UHFFFAOYSA-N monomethyl succinate Chemical compound COC(=O)CCC(O)=O JDRMYOQETPMYQX-UHFFFAOYSA-N 0.000 description 2
- RJNPPEUAJCEUPV-UHFFFAOYSA-N naphthalen-2-yl acetate Chemical compound C1=CC=CC2=CC(OC(=O)C)=CC=C21 RJNPPEUAJCEUPV-UHFFFAOYSA-N 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- PPMCFKAXXHZLMX-UHFFFAOYSA-N 1,3-dioxocan-2-one Chemical compound O=C1OCCCCCO1 PPMCFKAXXHZLMX-UHFFFAOYSA-N 0.000 description 1
- ANLVEXKNRYNLDH-UHFFFAOYSA-N 1,3-dioxonan-2-one Chemical compound O=C1OCCCCCCO1 ANLVEXKNRYNLDH-UHFFFAOYSA-N 0.000 description 1
- LIAWCKFOFPPVGF-UHFFFAOYSA-N 2-ethyladamantane Chemical compound C1C(C2)CC3CC1C(CC)C2C3 LIAWCKFOFPPVGF-UHFFFAOYSA-N 0.000 description 1
- 239000004604 Blowing Agent Substances 0.000 description 1
- VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical compound C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 description 1
- LOMVENUNSWAXEN-UHFFFAOYSA-N Methyl oxalate Chemical compound COC(=O)C(=O)OC LOMVENUNSWAXEN-UHFFFAOYSA-N 0.000 description 1
- CGSLYBDCEGBZCG-UHFFFAOYSA-N Octicizer Chemical compound C=1C=CC=CC=1OP(=O)(OCC(CC)CCCC)OC1=CC=CC=C1 CGSLYBDCEGBZCG-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 1
- GTVWRXDRKAHEAD-UHFFFAOYSA-N Tris(2-ethylhexyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC GTVWRXDRKAHEAD-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
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- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002216 antistatic agent Substances 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000002288 cocrystallisation Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000007822 coupling agent Substances 0.000 description 1
- VONWDASPFIQPDY-UHFFFAOYSA-N dimethyl methylphosphonate Chemical compound COP(C)(=O)OC VONWDASPFIQPDY-UHFFFAOYSA-N 0.000 description 1
- HCWOVPZEAFLXPL-UHFFFAOYSA-N diphenyl propanedioate Chemical compound C=1C=CC=CC=1OC(=O)CC(=O)OC1=CC=CC=C1 HCWOVPZEAFLXPL-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- PYPHPZOQIVEWHN-UHFFFAOYSA-N ethyl 2,2-diphenylacetate Chemical compound C=1C=CC=CC=1C(C(=O)OCC)C1=CC=CC=C1 PYPHPZOQIVEWHN-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
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- 238000011068 loading method Methods 0.000 description 1
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- QSOMFNQEXNFPNU-UHFFFAOYSA-L magnesium;hydrogen sulfate;hydroxide;hydrate Chemical compound O.O.[Mg+2].[O-]S([O-])(=O)=O QSOMFNQEXNFPNU-UHFFFAOYSA-L 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
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- NUMHUJZXKZKUBN-UHFFFAOYSA-N methyl 4-ethenylbenzoate Chemical compound COC(=O)C1=CC=C(C=C)C=C1 NUMHUJZXKZKUBN-UHFFFAOYSA-N 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- VGKONPUVOVVNSU-UHFFFAOYSA-N naphthalen-1-yl acetate Chemical compound C1=CC=C2C(OC(=O)C)=CC=CC2=C1 VGKONPUVOVVNSU-UHFFFAOYSA-N 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
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- FCJSHPDYVMKCHI-UHFFFAOYSA-N phenyl benzoate Chemical compound C=1C=CC=CC=1C(=O)OC1=CC=CC=C1 FCJSHPDYVMKCHI-UHFFFAOYSA-N 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
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- 229910052698 phosphorus Chemical group 0.000 description 1
- 239000011574 phosphorus Chemical group 0.000 description 1
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- 239000010734 process oil Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
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- 230000009974 thixotropic effect Effects 0.000 description 1
- STCOOQWBFONSKY-UHFFFAOYSA-N tributyl phosphate Chemical compound CCCCOP(=O)(OCCCC)OCCCC STCOOQWBFONSKY-UHFFFAOYSA-N 0.000 description 1
- DQWPFSLDHJDLRL-UHFFFAOYSA-N triethyl phosphate Chemical compound CCOP(=O)(OCC)OCC DQWPFSLDHJDLRL-UHFFFAOYSA-N 0.000 description 1
- YFHICDDUDORKJB-UHFFFAOYSA-N trimethylene carbonate Chemical compound O=C1OCCCO1 YFHICDDUDORKJB-UHFFFAOYSA-N 0.000 description 1
- WTLBZVNBAKMVDP-UHFFFAOYSA-N tris(2-butoxyethyl) phosphate Chemical compound CCCCOCCOP(=O)(OCCOCCCC)OCCOCCCC WTLBZVNBAKMVDP-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D323/00—Heterocyclic compounds containing more than two oxygen atoms as the only ring hetero atoms
- C07D323/02—Five-membered 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
- C08K5/04—Oxygen-containing compounds
- C08K5/14—Peroxides
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- Chemical & Material Sciences (AREA)
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Abstract
Description
− 爆発試験
− ケーネン試験(所定の閉じ込め(confinement)下での加熱)
− オランダ又は米国圧力容器試験(所定の閉じ込め下での加熱)
− 燃焼試験(燃焼)、及び
− 時間圧力試験(燃焼)
をもまた通るならばである。
これらの試験を通ることは、燃焼試験、ケーネン試験、及びオランダ(又は米国)圧力容器試験における「中」又は「低」の評価、及び燃焼試験及び時間圧力試験における「ノー」又は「イエス、ゆっくり」の評価を意味する。これらの試験の総合された結果は、最終的な危険評価を決定する。本発明の配合物にとって、この最終危険評価は「中」又は「低」であるべきである。上述された慣用の安全試験及び対応する基準は、「危険物の輸送に関する国連の推奨、試験のマニュアル及び基準(United Nations Recommendations on the Transport of Dangerous Goods,Manual of Tests and Criteria)」に記録されている。これらの国連推奨に従って、該配合物は好ましくは有機パーオキシドタイプD,E,又はF、好ましくはタイプDとして分類される。
Claims (9)
- 1以上の結晶化する環状ケトンパーオキシド、及び結晶化する環状ケトンパーオキシドの結晶化温度より上の温度において環状ケトンパーオキシド配合物中で固化する、1以上の共結晶化する化合物を含み、場合により1以上の慣用の減感剤を含んでいてもよい環状ケトンパーオキシド配合物。
- 少なくとも1の環状ケトンパーオキシドが、アセトン、アセチルアセトン、メチルエチルケトン、メチルプロピルケトン、メチルイソプロピルケトン、メチルブチルケトン、メチルイソブチルケトン、メチルアミルケトン、メチルイソアミルケトン、メチルヘキシルケトン、メチルヘプチルケトン、ジエチルケトン、エチルプロピルケトン、エチルアミル ケトン、メチルオクチルケトン、メチルノニルケトン、シクロペンタノン、シクロヘキサノン、シクロヘプタノン、2−メチルシクロヘキサノン、3,3,5−トリメチルシクロヘキサノン、及びそれらの混合物から誘導された環状ケトンパーオキシド、好ましくは、アセトン、アセチルアセトン、メチルプロピルケトン、メチルイソプロピルケトン、メチルブチルケトン、メチルイソブチルケトン、メチルアミルケトン、メチルイソアミルケトン、メチルヘキシルケトン、メチルヘプチルケトン、ジエチルケトン、エチルプロピルケトン、及びそれらの混合物から誘導された環状ケトンパーオキシド、最も好ましくはメチルエチルケトンから誘導された環状ケトンパーオキシドからなる群から選択されるところの、請求項1に記載の配合物。
- 共結晶化する化合物が、環状及び非環状の、芳香族及び非芳香族の、置換された及び置換されていない、へテロ原子非含有の、炭化水素、エステル、燐酸エステル、セルロースエステル,水素化されたひまし油及びそれらの混合物からなる群、好ましくは環状及び非環状の、芳香族及び非芳香族の、置換された及び置換されていない、へテロ原子非含有の炭化水素、好ましくはParaffin、TerHell5205、Norpar15、n−ヘキサデカン、n−エイコサン、n−エネイコサン、オクタデカン、トリシクロヘキシルメタン、ナフタレン、1,2,4,5−テトラメチルベンゼン、1,4−ジヒドロナフタレン、3−メチルナフタレン、ヘキサメチルベンゼン、ビフェニル、ジフェニルメタン、1,2−ジフェニルメタン、9−メチルフルオレン、フェナントレン、9,10−ジヒドロフェナントレン、1,2,3,4−テトラヒドロフェナントレン、オクタヒドロアントラセン、及び最も好ましくは、直鎖の炭化水素、すなわちParaffin、TerHell5205、TerHell 5413、TerHell 5803、TerHell6206、TerHell 4110、Kerawax 482、Norpar 15、n−ヘキサデカン、n−エイコサン、n−エネイコサン、オクタデカン、及びその他の炭化水素からなる群から選択される、請求項1又は2のいずれか1項に記載の配合物。
- 減感剤が、直鎖及び分岐状の炭化水素溶媒、すなわちテトラデカン、トリデカン、Isopar(商標)M、Exxsol(商標)D80、Exxsol(商標)D100、Exxsol(商標)D100S、Soltrol(商標)145、Soltrol(商標)170、Varsol(商標)80、Varsol(商標)110、Shellsol(商標)D100、Shellsol(商標)D70、Halpasol(商標)i235/265、その他の炭化水素溶媒、及びそれらの混合物からなる群から選択され、減感剤が好ましくはIsopar(商標)M及びSoltrol(商標)170から選択される、請求項1〜3のいずれか1項に記載の配合物。
- 環状ケトンパーオキシドの結晶化点より少なくとも5℃、より好ましくは少なくとも10℃、及び最も好ましくは少なくとも20℃上の温度において、好ましくは粘稠なゲル状の混合物の形において、及び/又は配合物全体にわたる結晶の形において、共結晶化する化合物が分離するところの、請求項1〜4のいずれか1項に記載の配合物。
- 配合物の総重量に基づいて活性酸素の少なくとも3%かつ好ましくは17%以下、より好ましくは12%以下、さらにより好ましくは10%以下、そして最も好ましくは8%以下の総活性酸素含有量を有する、請求項1〜5のいずれか1項に記載の配合物。
- 配合物の推奨される貯蔵温度、又は配合物が使用されるときの取り扱い温度のいずれか最も低い温度において液体であるところの、請求項1〜6のいずれか1項に記載の配合物。
- ラジカル(共)重合化法又は(共)重合体変性法において、請求項1〜7のいずれか1項に記載の配合物を使用する方法。
- 食品に許容されるポリマー製品の製造のための、請求項8に記載の方法。
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JP2006517549A (ja) * | 2003-02-13 | 2006-07-27 | アクゾ ノーベル ナムローゼ フェンノートシャップ | 貯蔵安定な環状ケトンパーオキサイド組成物 |
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JP4797178B2 (ja) * | 2002-12-06 | 2011-10-19 | アクゾ ノーベル ナムローゼ フェンノートシャップ | 環状ケトンパーオキシド配合物、改良された環状ケトンパーオキシド配合物 |
KR101089113B1 (ko) | 2003-02-13 | 2011-12-06 | 아크조 노벨 엔.브이. | 저장 안정성 환형 케톤 퍼옥사이드 조성물 |
US8334348B2 (en) | 2006-03-03 | 2012-12-18 | Akzo Nobel N.V. | Process for the modification of biodegradable polymers |
TWI443117B (zh) * | 2011-03-31 | 2014-07-01 | Ind Tech Res Inst | 改質聚烯烴的方法 |
EP2928950B1 (en) | 2012-12-05 | 2018-10-17 | Akzo Nobel Chemicals International B.V. | Masterbatch comprising a cyclic ketone peroxide |
SG11201503897XA (en) | 2012-12-05 | 2015-06-29 | Akzo Nobel Chemicals Int Bv | Peroxide masterbatch based on bioresin |
CN106061957B (zh) * | 2014-03-11 | 2018-11-02 | 阿克苏诺贝尔化学品国际有限公司 | 环状酮过氧化物组合物 |
CN108586802A (zh) * | 2018-05-28 | 2018-09-28 | 广州印田新材料有限公司 | 含有酯类减敏剂的稳定环酮过氧化物组合物的制备方法 |
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MXPA05005942A (es) | 2005-08-18 |
AU2003292135A1 (en) | 2004-06-30 |
ES2314254T3 (es) | 2009-03-16 |
TW200420556A (en) | 2004-10-16 |
EP1585741A1 (en) | 2005-10-19 |
CN1720241B (zh) | 2010-10-06 |
JP2011190446A (ja) | 2011-09-29 |
ATE409696T1 (de) | 2008-10-15 |
BRPI0310120B1 (pt) | 2015-06-23 |
KR101315873B1 (ko) | 2013-10-08 |
CN1720241A (zh) | 2006-01-11 |
JP4797178B2 (ja) | 2011-10-19 |
BR0317007A (pt) | 2005-10-25 |
RU2357954C2 (ru) | 2009-06-10 |
DE60323877D1 (de) | 2008-11-13 |
KR20110059802A (ko) | 2011-06-03 |
EP1585741B1 (en) | 2008-10-01 |
WO2004052877A1 (en) | 2004-06-24 |
KR20050089015A (ko) | 2005-09-07 |
RU2005121260A (ru) | 2006-01-20 |
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