CH577011A5 - - Google Patents
Info
- Publication number
- CH577011A5 CH577011A5 CH416973A CH416973A CH577011A5 CH 577011 A5 CH577011 A5 CH 577011A5 CH 416973 A CH416973 A CH 416973A CH 416973 A CH416973 A CH 416973A CH 577011 A5 CH577011 A5 CH 577011A5
- Authority
- CH
- Switzerland
- Prior art keywords
- group
- carbon atoms
- dione
- diazadispiro
- bis
- Prior art date
Links
- -1 p-xylylene group Chemical group 0.000 claims description 38
- 125000004432 carbon atom Chemical group C* 0.000 claims description 31
- 150000001875 compounds Chemical class 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- 125000001424 substituent group Chemical group 0.000 claims description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
- 239000004743 Polypropylene Substances 0.000 claims description 5
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 5
- 229920001155 polypropylene Polymers 0.000 claims description 5
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 238000000354 decomposition reaction Methods 0.000 claims description 3
- 150000004679 hydroxides Chemical class 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 125000004079 stearyl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 229920005613 synthetic organic polymer Polymers 0.000 claims description 3
- 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 2
- 230000006641 stabilisation Effects 0.000 claims description 2
- 238000011105 stabilization Methods 0.000 claims description 2
- 125000001827 mesitylenyl group Chemical class [H]C1=C(C(*)=C(C([H])=C1C([H])([H])[H])C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- 125000006839 xylylene group Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 description 20
- 239000003381 stabilizer Substances 0.000 description 19
- NWRYOVCYBJWBEC-UHFFFAOYSA-N 3-oxohexadecanal Chemical compound CCCCCCCCCCCCCC(=O)CC=O NWRYOVCYBJWBEC-UHFFFAOYSA-N 0.000 description 14
- 239000011541 reaction mixture Substances 0.000 description 14
- WCQBVYMYTSEPKC-UHFFFAOYSA-N 7,15-diazadispiro[5.1.5^{8}.3^{6}]hexadecane-14,16-dione Chemical compound N1C2(CCCCC2)C(=O)NC(=O)C21CCCCC2 WCQBVYMYTSEPKC-UHFFFAOYSA-N 0.000 description 13
- 238000000034 method Methods 0.000 description 13
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- WRXOJNHITQWDHO-UHFFFAOYSA-N 3,3,5,5-tetramethylpiperazine-2,6-dione Chemical compound CC1(C)NC(C)(C)C(=O)NC1=O WRXOJNHITQWDHO-UHFFFAOYSA-N 0.000 description 8
- SOOYDMLSPQFKPP-UHFFFAOYSA-N 4-hydroxy-3,3,5,5-tetramethylpiperazine-2,6-dione Chemical compound CC1(C)N(O)C(C)(C)C(=O)NC1=O SOOYDMLSPQFKPP-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 7
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 7
- 239000003963 antioxidant agent Substances 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 229920005989 resin Polymers 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 5
- 229920001577 copolymer Polymers 0.000 description 5
- 238000002845 discoloration Methods 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 230000009931 harmful effect Effects 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- WSULSMOGMLRGKU-UHFFFAOYSA-N 1-bromooctadecane Chemical compound CCCCCCCCCCCCCCCCCCBr WSULSMOGMLRGKU-UHFFFAOYSA-N 0.000 description 4
- MVJGXRBYUBVFBY-UHFFFAOYSA-N 15-octadecyl-7,15-diazadispiro[5.1.5^{8}.3^{6}]hexadecane-14,16-dione Chemical compound N1C2(CCCCC2)C(=O)N(CCCCCCCCCCCCCCCCCC)C(=O)C21CCCCC2 MVJGXRBYUBVFBY-UHFFFAOYSA-N 0.000 description 4
- NXXYKOUNUYWIHA-UHFFFAOYSA-N 2,6-Dimethylphenol Chemical compound CC1=CC=CC(C)=C1O NXXYKOUNUYWIHA-UHFFFAOYSA-N 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 4
- 150000004820 halides Chemical class 0.000 description 4
- 239000000463 material Substances 0.000 description 4
- 239000000047 product Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- HUMMCZRNZCKXHL-UHFFFAOYSA-N 1-aminocyclohexane-1-carbonitrile Chemical compound N#CC1(N)CCCCC1 HUMMCZRNZCKXHL-UHFFFAOYSA-N 0.000 description 3
- VMKOFRJSULQZRM-UHFFFAOYSA-N 1-bromooctane Chemical compound CCCCCCCCBr VMKOFRJSULQZRM-UHFFFAOYSA-N 0.000 description 3
- ZDBRPNZOTCHLSP-UHFFFAOYSA-N 1-hydroxycyclohexane-1-carbonitrile Chemical compound N#CC1(O)CCCCC1 ZDBRPNZOTCHLSP-UHFFFAOYSA-N 0.000 description 3
- NULKFOPHHTWGBD-UHFFFAOYSA-N 4-hydroxy-3,3,5,5-tetramethyl-1-octadecylpiperazine-2,6-dione Chemical compound CCCCCCCCCCCCCCCCCCN1C(=O)C(C)(C)N(O)C(C)(C)C1=O NULKFOPHHTWGBD-UHFFFAOYSA-N 0.000 description 3
- PWRHGNCCKYYXFE-UHFFFAOYSA-N 4-hydroxy-3,3,5,5-tetramethyl-1-octylpiperazine-2,6-dione Chemical compound CCCCCCCCN1C(=O)C(C)(C)N(O)C(C)(C)C1=O PWRHGNCCKYYXFE-UHFFFAOYSA-N 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 239000007832 Na2SO4 Substances 0.000 description 3
- 239000004952 Polyamide Substances 0.000 description 3
- 239000004793 Polystyrene Substances 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- KCXMKQUNVWSEMD-UHFFFAOYSA-N benzyl chloride Chemical compound ClCC1=CC=CC=C1 KCXMKQUNVWSEMD-UHFFFAOYSA-N 0.000 description 3
- 229940073608 benzyl chloride Drugs 0.000 description 3
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 125000000753 cycloalkyl group Chemical group 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 3
- 229920002647 polyamide Polymers 0.000 description 3
- 229920000728 polyester Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 229920002223 polystyrene Polymers 0.000 description 3
- 229920002635 polyurethane Polymers 0.000 description 3
- 239000004814 polyurethane Substances 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 229910052938 sodium sulfate Inorganic materials 0.000 description 3
- 235000011152 sodium sulphate Nutrition 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 229920001059 synthetic polymer Polymers 0.000 description 3
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- AKQUTKHVDKCLOS-UHFFFAOYSA-N 1,3,3,5,5-pentamethylpiperazine-2,6-dione Chemical compound CN1C(=O)C(C)(C)NC(C)(C)C1=O AKQUTKHVDKCLOS-UHFFFAOYSA-N 0.000 description 2
- PGFAKOSRZYDFLR-UHFFFAOYSA-N 1,4-bis(chloromethyl)-2,3,5,6-tetramethylbenzene Chemical compound CC1=C(C)C(CCl)=C(C)C(C)=C1CCl PGFAKOSRZYDFLR-UHFFFAOYSA-N 0.000 description 2
- ULTHEAFYOOPTTB-UHFFFAOYSA-N 1,4-dibromobutane Chemical compound BrCCCCBr ULTHEAFYOOPTTB-UHFFFAOYSA-N 0.000 description 2
- DKEGCUDAFWNSSO-UHFFFAOYSA-N 1,8-dibromooctane Chemical compound BrCCCCCCCCBr DKEGCUDAFWNSSO-UHFFFAOYSA-N 0.000 description 2
- WGKQDILGWCTMRW-UHFFFAOYSA-N 1-aminocyclodecane-1-carbonitrile Chemical compound NC1(CCCCCCCCC1)C#N WGKQDILGWCTMRW-UHFFFAOYSA-N 0.000 description 2
- KNPWUYQSMDJBQI-UHFFFAOYSA-N 1-benzyl-3,3,5,5-tetramethylpiperazine-2,6-dione Chemical compound O=C1C(C)(C)NC(C)(C)C(=O)N1CC1=CC=CC=C1 KNPWUYQSMDJBQI-UHFFFAOYSA-N 0.000 description 2
- KHQGXPCTWXADIW-UHFFFAOYSA-N 1-benzyl-4-hydroxy-3,3,5,5-tetramethylpiperazine-2,6-dione Chemical compound O=C1C(C)(C)N(O)C(C)(C)C(=O)N1CC1=CC=CC=C1 KHQGXPCTWXADIW-UHFFFAOYSA-N 0.000 description 2
- XKQYJQOOZADNJV-UHFFFAOYSA-N 12,13-diazadispiro[5.1.5^{8}.3^{6}]hexadecane-14,16-dione Chemical compound C1C2(CCCCC2)C(=O)CC(=O)C21CCCNN2 XKQYJQOOZADNJV-UHFFFAOYSA-N 0.000 description 2
- RCJOBLVEKCLVPT-UHFFFAOYSA-N 2-amino-2-methylheptanenitrile Chemical compound CCCCCC(C)(N)C#N RCJOBLVEKCLVPT-UHFFFAOYSA-N 0.000 description 2
- NTCIXDFCCSEEDF-UHFFFAOYSA-N 3,3,5,5-tetramethyl-1-[4-(3,3,5,5-tetramethyl-2,6-dioxopiperazin-1-yl)butyl]piperazine-2,6-dione Chemical compound O=C1C(C)(C)NC(C)(C)C(=O)N1CCCCN1C(=O)C(C)(C)NC(C)(C)C1=O NTCIXDFCCSEEDF-UHFFFAOYSA-N 0.000 description 2
- MYNULRDAXHUERE-UHFFFAOYSA-N 3,3,5,5-tetramethyl-1-octadecylpiperazine-2,6-dione Chemical compound CCCCCCCCCCCCCCCCCCN1C(=O)C(C)(C)NC(C)(C)C1=O MYNULRDAXHUERE-UHFFFAOYSA-N 0.000 description 2
- GMEFBDVTDHHNCM-UHFFFAOYSA-N 3,3,5,5-tetramethyl-1-octylpiperazine-2,6-dione Chemical compound CCCCCCCCN1C(=O)C(C)(C)NC(C)(C)C1=O GMEFBDVTDHHNCM-UHFFFAOYSA-N 0.000 description 2
- PEZZPLCRVWCRGQ-UHFFFAOYSA-N 3,5-dimethyl-3,5-dipentylpiperazine-2,6-dione Chemical compound CC1(NC(C(NC1=O)=O)(CCCCC)C)CCCCC PEZZPLCRVWCRGQ-UHFFFAOYSA-N 0.000 description 2
- LULAYUGMBFYYEX-UHFFFAOYSA-N 3-chlorobenzoic acid Chemical compound OC(=O)C1=CC=CC(Cl)=C1 LULAYUGMBFYYEX-UHFFFAOYSA-N 0.000 description 2
- CFSSUKHIKYFTTD-UHFFFAOYSA-N 4-hydroxy-1,3,3,5,5-pentamethylpiperazine-2,6-dione Chemical compound CN1C(=O)C(C)(C)N(O)C(C)(C)C1=O CFSSUKHIKYFTTD-UHFFFAOYSA-N 0.000 description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 2
- HRSFAJPBGJSDNC-UHFFFAOYSA-N C(CCCCCCC)N1C(C(N(C(C1=O)(CCCCCCCCC)CCCCCCCCC)O)(CCCCCCCCC)CCCCCCCCC)=O Chemical compound C(CCCCCCC)N1C(C(N(C(C1=O)(CCCCCCCCC)CCCCCCCCC)O)(CCCCCCCCC)CCCCCCCCC)=O HRSFAJPBGJSDNC-UHFFFAOYSA-N 0.000 description 2
- PJEYJSPSFFKNJB-UHFFFAOYSA-N C(CCCCCCC)N1C(C(NC(C1=O)(CCCCCCCCC)CCCCCCCCC)(CCCCCCCCC)CCCCCCCCC)=O Chemical compound C(CCCCCCC)N1C(C(NC(C1=O)(CCCCCCCCC)CCCCCCCCC)(CCCCCCCCC)CCCCCCCCC)=O PJEYJSPSFFKNJB-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- SDNWPMBULMXZKM-UHFFFAOYSA-N NC(CCCCCCCCC)(CCCCCCCCC)C#N Chemical compound NC(CCCCCCCCC)(CCCCCCCCC)C#N SDNWPMBULMXZKM-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 239000007983 Tris buffer Substances 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- 229960000583 acetic acid Drugs 0.000 description 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 2
- 238000005804 alkylation reaction Methods 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- 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 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])* 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 239000012362 glacial acetic acid Substances 0.000 description 2
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 2
- LELOWRISYMNNSU-UHFFFAOYSA-N hydrogen cyanide Chemical compound N#C LELOWRISYMNNSU-UHFFFAOYSA-N 0.000 description 2
- 238000011835 investigation Methods 0.000 description 2
- INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 description 2
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000004611 light stabiliser Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 125000002950 monocyclic group Chemical group 0.000 description 2
- YUPOCHDBBHTUBJ-UHFFFAOYSA-N nonadecan-10-one Chemical compound CCCCCCCCCC(=O)CCCCCCCCC YUPOCHDBBHTUBJ-UHFFFAOYSA-N 0.000 description 2
- SSDSCDGVMJFTEQ-UHFFFAOYSA-N octadecyl 3-(3,5-ditert-butyl-4-hydroxyphenyl)propanoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)CCC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 SSDSCDGVMJFTEQ-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 235000019198 oils Nutrition 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 238000010525 oxidative degradation reaction Methods 0.000 description 2
- JTHRRMFZHSDGNJ-UHFFFAOYSA-N piperazine-2,3-dione Chemical class O=C1NCCNC1=O JTHRRMFZHSDGNJ-UHFFFAOYSA-N 0.000 description 2
- 239000004417 polycarbonate Substances 0.000 description 2
- 229920000515 polycarbonate Polymers 0.000 description 2
- 229920000573 polyethylene Polymers 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 238000012360 testing method Methods 0.000 description 2
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 description 2
- HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical class OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 description 1
- APQIUTYORBAGEZ-UHFFFAOYSA-N 1,1-dibromoethane Chemical compound CC(Br)Br APQIUTYORBAGEZ-UHFFFAOYSA-N 0.000 description 1
- ZJJATABWMGVVRZ-UHFFFAOYSA-N 1,12-dibromododecane Chemical compound BrCCCCCCCCCCCCBr ZJJATABWMGVVRZ-UHFFFAOYSA-N 0.000 description 1
- RNXPZVYZVHJVHM-UHFFFAOYSA-N 1,12-dichlorododecane Chemical compound ClCCCCCCCCCCCCCl RNXPZVYZVHJVHM-UHFFFAOYSA-N 0.000 description 1
- WXHAZAOZCQDUFE-UHFFFAOYSA-N 1,18-dibromooctadecane Chemical compound BrCCCCCCCCCCCCCCCCCCBr WXHAZAOZCQDUFE-UHFFFAOYSA-N 0.000 description 1
- HKTNRDJXZCCMGH-UHFFFAOYSA-N 1,2,3-tribromobutane Chemical compound CC(Br)C(Br)CBr HKTNRDJXZCCMGH-UHFFFAOYSA-N 0.000 description 1
- LYVLPCUIYWOEBI-UHFFFAOYSA-N 1,2-dichlorooctane Chemical compound CCCCCCC(Cl)CCl LYVLPCUIYWOEBI-UHFFFAOYSA-N 0.000 description 1
- AYGKJDVBWSEQHQ-UHFFFAOYSA-N 1,20-dibromoicosane Chemical compound BrCCCCCCCCCCCCCCCCCCCCBr AYGKJDVBWSEQHQ-UHFFFAOYSA-N 0.000 description 1
- PHQFMPNZCIHSPC-UHFFFAOYSA-N 1,3,5-tris(chloromethyl)-2,4,6-trimethylbenzene Chemical compound CC1=C(CCl)C(C)=C(CCl)C(C)=C1CCl PHQFMPNZCIHSPC-UHFFFAOYSA-N 0.000 description 1
- XZNGUVQDFJHPLU-UHFFFAOYSA-N 1,3-dibromobutane Chemical compound CC(Br)CCBr XZNGUVQDFJHPLU-UHFFFAOYSA-N 0.000 description 1
- VEFLKXRACNJHOV-UHFFFAOYSA-N 1,3-dibromopropane Chemical compound BrCCCBr VEFLKXRACNJHOV-UHFFFAOYSA-N 0.000 description 1
- ZZHIDJWUJRKHGX-UHFFFAOYSA-N 1,4-bis(chloromethyl)benzene Chemical group ClCC1=CC=C(CCl)C=C1 ZZHIDJWUJRKHGX-UHFFFAOYSA-N 0.000 description 1
- DRRSJRROJWZGLP-UHFFFAOYSA-N 1-benzyl-3,5-dimethyl-3,5-dipentylpiperazine-2,6-dione Chemical compound C(C1=CC=CC=C1)N1C(C(NC(C1=O)(CCCCC)C)(CCCCC)C)=O DRRSJRROJWZGLP-UHFFFAOYSA-N 0.000 description 1
- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 description 1
- PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 description 1
- MNDIARAMWBIKFW-UHFFFAOYSA-N 1-bromohexane Chemical compound CCCCCCBr MNDIARAMWBIKFW-UHFFFAOYSA-N 0.000 description 1
- CZASMUMJSKOHFJ-UHFFFAOYSA-N 1-bromoicosane Chemical compound CCCCCCCCCCCCCCCCCCCCBr CZASMUMJSKOHFJ-UHFFFAOYSA-N 0.000 description 1
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- 150000002815 nickel Chemical class 0.000 description 1
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- 125000000913 palmityl group Chemical group [H]C([*])([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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- WEYVCQFUGFRXOM-UHFFFAOYSA-N perazine Chemical compound C1CN(C)CCN1CCCN1C2=CC=CC=C2SC2=CC=CC=C21 WEYVCQFUGFRXOM-UHFFFAOYSA-N 0.000 description 1
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- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- IYDGMDWEHDFVQI-UHFFFAOYSA-N phosphoric acid;trioxotungsten Chemical compound O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.O=[W](=O)=O.OP(O)(O)=O IYDGMDWEHDFVQI-UHFFFAOYSA-N 0.000 description 1
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- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
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- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- XMVONEAAOPAGAO-UHFFFAOYSA-N sodium tungstate Chemical compound [Na+].[Na+].[O-][W]([O-])(=O)=O XMVONEAAOPAGAO-UHFFFAOYSA-N 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
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- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 238000009864 tensile test Methods 0.000 description 1
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- 238000010998 test method Methods 0.000 description 1
- DJZKNOVUNYPPEE-UHFFFAOYSA-N tetradecane-1,4,11,14-tetracarboxamide Chemical compound NC(=O)CCCC(C(N)=O)CCCCCCC(C(N)=O)CCCC(N)=O DJZKNOVUNYPPEE-UHFFFAOYSA-N 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
- 229940124543 ultraviolet light absorber Drugs 0.000 description 1
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- 239000004711 α-olefin Substances 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
- C08K5/34—Heterocyclic compounds having nitrogen in the ring
- C08K5/3442—Heterocyclic compounds having nitrogen in the ring having two nitrogen atoms in the ring
- C08K5/3462—Six-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH416973A CH577011A5 (enrdf_load_stackoverflow) | 1973-03-22 | 1973-03-22 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH416973A CH577011A5 (enrdf_load_stackoverflow) | 1973-03-22 | 1973-03-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH577011A5 true CH577011A5 (enrdf_load_stackoverflow) | 1976-06-30 |
Family
ID=4271089
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH416973A CH577011A5 (enrdf_load_stackoverflow) | 1973-03-22 | 1973-03-22 |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH577011A5 (enrdf_load_stackoverflow) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0138767A1 (de) * | 1983-10-11 | 1985-04-24 | Ciba-Geigy Ag | Stabilisierte polyolefinische Zusammensetzungen enthaltend Hydroxylaminderivate |
| US4691015A (en) * | 1984-07-23 | 1987-09-01 | Ciba-Geigy Corporation | Hydroxylamines derived from hindered amines |
| FR2779150A1 (fr) * | 1998-06-02 | 1999-12-03 | Ciba Sc Holding Ag | Composition stabilisee, compose contenu dans celle-ci comme stabilisant et utilisation de ce compose |
-
1973
- 1973-03-22 CH CH416973A patent/CH577011A5/de not_active IP Right Cessation
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0138767A1 (de) * | 1983-10-11 | 1985-04-24 | Ciba-Geigy Ag | Stabilisierte polyolefinische Zusammensetzungen enthaltend Hydroxylaminderivate |
| US4691015A (en) * | 1984-07-23 | 1987-09-01 | Ciba-Geigy Corporation | Hydroxylamines derived from hindered amines |
| FR2779150A1 (fr) * | 1998-06-02 | 1999-12-03 | Ciba Sc Holding Ag | Composition stabilisee, compose contenu dans celle-ci comme stabilisant et utilisation de ce compose |
| NL1012190C2 (nl) * | 1998-06-02 | 2000-11-30 | Ciba Sc Holding Ag | Samenstellingen die zijn gestabiliseerd met dioxopiperazinyl-derivaten. |
| BE1012760A3 (fr) * | 1998-06-02 | 2001-03-06 | Ciba Sc Holding Ag | Composition stabilisee, compose contenu dans celle-ci comme stabilisant et utilisation de ce compose. |
| US6762226B2 (en) | 1998-06-02 | 2004-07-13 | Ciba Specialty Chemicals Corporation | Compositions stabilized by dioxopiperazinyl derivatives |
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