CA2876063C - Stabilizer compositions containing substituted chroman compounds and methods of use - Google Patents

Info

Publication number

CA2876063C

CA2876063C CA2876063A CA2876063A CA2876063C CA 2876063 C CA2876063 C CA 2876063C CA 2876063 A CA2876063 A CA 2876063A CA 2876063 A CA2876063 A CA 2876063A CA 2876063 C CA2876063 C CA 2876063C

Authority

CA

Canada

Prior art keywords

bis

triazine

hydroxy

tetramethylpiperidin

piperidinyl

Prior art date

2012-06-13

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.)

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• 239000000203 mixture Substances 0.000 title claims abstract description 181
• 239000003381 stabilizer Substances 0.000 title claims abstract description 125
• 238000000034 method Methods 0.000 title claims abstract description 90
• VZWXIQHBIQLMPN-UHFFFAOYSA-N chromane Chemical class C1=CC=C2CCCOC2=C1 VZWXIQHBIQLMPN-UHFFFAOYSA-N 0.000 title claims abstract description 39
• 239000011368 organic material Substances 0.000 claims abstract description 92
• 150000001875 compounds Chemical class 0.000 claims abstract description 72
• 230000008569 process Effects 0.000 claims abstract description 51
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract description 19
• 239000001301 oxygen Substances 0.000 claims abstract description 19
• 229910052760 oxygen Inorganic materials 0.000 claims abstract description 19
• 238000002845 discoloration Methods 0.000 claims abstract description 18
• -1 cycloaliphatic Chemical group 0.000 claims description 132
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 72
• 150000001412 amines Chemical class 0.000 claims description 56
• 229920000642 polymer Polymers 0.000 claims description 56
• 125000000217 alkyl group Chemical group 0.000 claims description 53
• 239000000654 additive Substances 0.000 claims description 48
• 229910052739 hydrogen Inorganic materials 0.000 claims description 42
• 125000001183 hydrocarbyl group Chemical group 0.000 claims description 41
• 239000001257 hydrogen Substances 0.000 claims description 39
• 238000000465 moulding Methods 0.000 claims description 36
• RLHGFJMGWQXPBW-UHFFFAOYSA-N 2-hydroxy-3-(1h-imidazol-5-ylmethyl)benzamide Chemical compound NC(=O)C1=CC=CC(CC=2NC=NC=2)=C1O RLHGFJMGWQXPBW-UHFFFAOYSA-N 0.000 claims description 34
• 229920001577 copolymer Polymers 0.000 claims description 33
• 239000004743 Polypropylene Substances 0.000 claims description 31
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 31
• 239000004611 light stabiliser Substances 0.000 claims description 31
• 229920005989 resin Polymers 0.000 claims description 30
• 239000011347 resin Substances 0.000 claims description 30
• 125000003118 aryl group Chemical group 0.000 claims description 29
• 229920001155 polypropylene Polymers 0.000 claims description 29
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 29
• 239000007983 Tris buffer Substances 0.000 claims description 28
• DIOQZVSQGTUSAI-UHFFFAOYSA-N decane Chemical compound CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 claims description 28
• 150000002148 esters Chemical class 0.000 claims description 28
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 27
• NFHFRUOZVGFOOS-UHFFFAOYSA-N palladium;triphenylphosphane Chemical compound [Pd].C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 NFHFRUOZVGFOOS-UHFFFAOYSA-N 0.000 claims description 26
• RXFCIXRFAJRBSG-UHFFFAOYSA-N 3,2,3-tetramine Chemical compound NCCCNCCNCCCN RXFCIXRFAJRBSG-UHFFFAOYSA-N 0.000 claims description 24
• 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims description 23
• 150000003254 radicals Chemical class 0.000 claims description 23
• 238000012545 processing Methods 0.000 claims description 22
• 229940042585 tocopherol acetate Drugs 0.000 claims description 21
• 229910052757 nitrogen Inorganic materials 0.000 claims description 20
• BWJKLDGAAPQXGO-UHFFFAOYSA-N 2,2,6,6-tetramethyl-4-octadecoxypiperidine Chemical compound CCCCCCCCCCCCCCCCCCOC1CC(C)(C)NC(C)(C)C1 BWJKLDGAAPQXGO-UHFFFAOYSA-N 0.000 claims description 19
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 18
• 238000001746 injection moulding Methods 0.000 claims description 18
• 125000001424 substituent group Chemical group 0.000 claims description 17
• 125000002877 alkyl aryl group Chemical group 0.000 claims description 16
• 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims description 16
• 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 16
• 229920001684 low density polyethylene Polymers 0.000 claims description 16
• 239000004702 low-density polyethylene Substances 0.000 claims description 16
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 16
• KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 16
• NJPUGXZMKBZIQZ-UHFFFAOYSA-N 1,5-dioxaspiro[5.5]undecane-3,3-dicarboxylic acid Chemical compound O1CC(C(=O)O)(C(O)=O)COC11CCCCC1 NJPUGXZMKBZIQZ-UHFFFAOYSA-N 0.000 claims description 14
• 125000003545 alkoxy group Chemical group 0.000 claims description 14
• 125000004432 carbon atom Chemical group C* 0.000 claims description 14
• 229910052736 halogen Inorganic materials 0.000 claims description 14
• 239000004700 high-density polyethylene Substances 0.000 claims description 14
• XRBCRPZXSCBRTK-UHFFFAOYSA-N phosphonous acid Chemical compound OPO XRBCRPZXSCBRTK-UHFFFAOYSA-N 0.000 claims description 14
• 229920000098 polyolefin Polymers 0.000 claims description 14
• ZAKOWWREFLAJOT-UHFFFAOYSA-N DL-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 claims description 13
• 239000007795 chemical reaction product Substances 0.000 claims description 13
• 229910052751 metal Inorganic materials 0.000 claims description 13
• 239000002184 metal Substances 0.000 claims description 13
• NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 12
• 150000002367 halogens Chemical class 0.000 claims description 12
• KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 claims description 12
• 229910052717 sulfur Inorganic materials 0.000 claims description 12
• 239000011593 sulfur Substances 0.000 claims description 12
• XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 11
• 229920001903 high density polyethylene Polymers 0.000 claims description 11
• UKJARPDLRWBRAX-UHFFFAOYSA-N n,n'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine Chemical compound C1C(C)(C)NC(C)(C)CC1NCCCCCCNC1CC(C)(C)NC(C)(C)C1 UKJARPDLRWBRAX-UHFFFAOYSA-N 0.000 claims description 11
• MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 claims description 11
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 11
• 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 11
• 150000003512 tertiary amines Chemical class 0.000 claims description 11
• SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 claims description 10
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 10
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
• AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 claims description 10
• 229920000058 polyacrylate Polymers 0.000 claims description 10
• 229920000728 polyester Polymers 0.000 claims description 10
• RKMGAJGJIURJSJ-UHFFFAOYSA-N 2,2,6,6-Tetramethylpiperidine Substances CC1(C)CCCC(C)(C)N1 RKMGAJGJIURJSJ-UHFFFAOYSA-N 0.000 claims description 9
• WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 9
• 229920001470 polyketone Polymers 0.000 claims description 9
• 125000006659 (C1-C20) hydrocarbyl group Chemical group 0.000 claims description 8
• DCOZBPTXZNTCFM-UHFFFAOYSA-N 2,2-bis(2,2,6,6-tetramethyl-1-octoxypiperidin-3-yl)decanedioic acid Chemical compound CC1(C)N(OCCCCCCCC)C(C)(C)CCC1C(CCCCCCCC(O)=O)(C(O)=O)C1C(C)(C)N(OCCCCCCCC)C(C)(C)CC1 DCOZBPTXZNTCFM-UHFFFAOYSA-N 0.000 claims description 8
• HPFWYRKGZUGGPB-UHFFFAOYSA-N 4,6-dichloro-n-(2,4,4-trimethylpentan-2-yl)-1,3,5-triazin-2-amine Chemical compound CC(C)(C)CC(C)(C)NC1=NC(Cl)=NC(Cl)=N1 HPFWYRKGZUGGPB-UHFFFAOYSA-N 0.000 claims description 8
• NPYDPROENPLGBR-UHFFFAOYSA-N 4,6-dichloro-n-cyclohexyl-1,3,5-triazin-2-amine Chemical compound ClC1=NC(Cl)=NC(NC2CCCCC2)=N1 NPYDPROENPLGBR-UHFFFAOYSA-N 0.000 claims description 8
• UQAMDAUJTXFNAD-UHFFFAOYSA-N 4-(4,6-dichloro-1,3,5-triazin-2-yl)morpholine Chemical compound ClC1=NC(Cl)=NC(N2CCOCC2)=N1 UQAMDAUJTXFNAD-UHFFFAOYSA-N 0.000 claims description 8
• BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 claims description 8
• LKJPYSCBVHEWIU-UHFFFAOYSA-N N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide Chemical compound C=1C=C(C#N)C(C(F)(F)F)=CC=1NC(=O)C(O)(C)CS(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-UHFFFAOYSA-N 0.000 claims description 8
• 239000004698 Polyethylene Substances 0.000 claims description 8
• 125000001931 aliphatic group Chemical group 0.000 claims description 8
• MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims description 8
• KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical compound [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 claims description 8
• FNAZRRHPUDJQCJ-UHFFFAOYSA-N henicosane Chemical compound CCCCCCCCCCCCCCCCCCCCC FNAZRRHPUDJQCJ-UHFFFAOYSA-N 0.000 claims description 8
• VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 8
• FDAKZQLBIFPGSV-UHFFFAOYSA-N n-butyl-2,2,6,6-tetramethylpiperidin-4-amine Chemical compound CCCCNC1CC(C)(C)NC(C)(C)C1 FDAKZQLBIFPGSV-UHFFFAOYSA-N 0.000 claims description 8
• QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 8
• IWELDVXSEVIIGI-UHFFFAOYSA-N piperazin-2-one Chemical compound O=C1CNCCN1 IWELDVXSEVIIGI-UHFFFAOYSA-N 0.000 claims description 8
• 229920000573 polyethylene Polymers 0.000 claims description 8
• 239000001384 succinic acid Substances 0.000 claims description 8
• 239000011731 tocotrienol Substances 0.000 claims description 8
• FUCCNPWRCSWXBI-UHFFFAOYSA-N C(CCCCCCC)ON1C(C(CCC1(C)C)C(C(C(=O)O)C1C(N(C(CC1)(C)C)OCCCCCCCC)(C)C)C(=O)O)(C)C Chemical compound C(CCCCCCC)ON1C(C(CCC1(C)C)C(C(C(=O)O)C1C(N(C(CC1)(C)C)OCCCCCCCC)(C)C)C(=O)O)(C)C FUCCNPWRCSWXBI-UHFFFAOYSA-N 0.000 claims description 7
• OFOBLEOULBTSOW-UHFFFAOYSA-L Malonate Chemical compound [O-]C(=O)CC([O-])=O OFOBLEOULBTSOW-UHFFFAOYSA-L 0.000 claims description 7
• 239000004793 Polystyrene Substances 0.000 claims description 7
• 230000002708 enhancing effect Effects 0.000 claims description 7
• 239000012634 fragment Substances 0.000 claims description 7
• 150000005673 monoalkenes Chemical class 0.000 claims description 7
• 229920002223 polystyrene Polymers 0.000 claims description 7
• 229940124543 ultraviolet light absorber Drugs 0.000 claims description 7
• 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 7
• YPFDHNVEDLHUCE-UHFFFAOYSA-N 1,3-propanediol Substances OCCCO YPFDHNVEDLHUCE-UHFFFAOYSA-N 0.000 claims description 6
• NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 6
• OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 6
• JKIJEFPNVSHHEI-UHFFFAOYSA-N Phenol, 2,4-bis(1,1-dimethylethyl)-, phosphite (3:1) Chemical compound CC(C)(C)C1=CC(C(C)(C)C)=CC=C1OP(OC=1C(=CC(=CC=1)C(C)(C)C)C(C)(C)C)OC1=CC=C(C(C)(C)C)C=C1C(C)(C)C JKIJEFPNVSHHEI-UHFFFAOYSA-N 0.000 claims description 6
• 239000004952 Polyamide Substances 0.000 claims description 6
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 6
• 229920000180 alkyd Polymers 0.000 claims description 6
• LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentene Chemical compound C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 claims description 6
• 150000001993 dienes Chemical class 0.000 claims description 6
• 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 claims description 6
• 238000001035 drying Methods 0.000 claims description 6
• 239000003822 epoxy resin Substances 0.000 claims description 6
• LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 claims description 6
• 230000014759 maintenance of location Effects 0.000 claims description 6
• 229920001179 medium density polyethylene Polymers 0.000 claims description 6
• 239000004701 medium-density polyethylene Substances 0.000 claims description 6
• GXELTROTKVKZBQ-UHFFFAOYSA-N n,n-dibenzylhydroxylamine Chemical compound C=1C=CC=CC=1CN(O)CC1=CC=CC=C1 GXELTROTKVKZBQ-UHFFFAOYSA-N 0.000 claims description 6
• DHXOCDLHWYUUAG-UHFFFAOYSA-N n,n-didodecylhydroxylamine Chemical compound CCCCCCCCCCCCN(O)CCCCCCCCCCCC DHXOCDLHWYUUAG-UHFFFAOYSA-N 0.000 claims description 6
• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 6
• 125000001624 naphthyl group Chemical group 0.000 claims description 6
• 229920002647 polyamide Polymers 0.000 claims description 6
• 229920002857 polybutadiene Polymers 0.000 claims description 6
• 229920000647 polyepoxide Polymers 0.000 claims description 6
• 229920000166 polytrimethylene carbonate Polymers 0.000 claims description 6
• 150000005846 sugar alcohols Polymers 0.000 claims description 6
• 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 claims description 6
• AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 5
• 238000000071 blow moulding Methods 0.000 claims description 5
• 229910052799 carbon Inorganic materials 0.000 claims description 5
• 238000000748 compression moulding Methods 0.000 claims description 5
• 235000014113 dietary fatty acids Nutrition 0.000 claims description 5
• 239000000194 fatty acid Substances 0.000 claims description 5
• 229930195729 fatty acid Natural products 0.000 claims description 5
• 150000004665 fatty acids Chemical class 0.000 claims description 5
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
• 238000001053 micromoulding Methods 0.000 claims description 5
• 239000003760 tallow Substances 0.000 claims description 5
• 229920001862 ultra low molecular weight polyethylene Polymers 0.000 claims description 5
• HJIAMFHSAAEUKR-UHFFFAOYSA-N (2-hydroxyphenyl)-phenylmethanone Chemical compound OC1=CC=CC=C1C(=O)C1=CC=CC=C1 HJIAMFHSAAEUKR-UHFFFAOYSA-N 0.000 claims description 4
• QSSWKPVVDJURMQ-UHFFFAOYSA-N 2,2,4,4,6-pentamethyl-1,3-diazinane Chemical compound CC1CC(C)(C)NC(C)(C)N1 QSSWKPVVDJURMQ-UHFFFAOYSA-N 0.000 claims description 4
• VDVUCLWJZJHFAV-UHFFFAOYSA-N 2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1 VDVUCLWJZJHFAV-UHFFFAOYSA-N 0.000 claims description 4
• HNTWDNMNGNBFEA-UHFFFAOYSA-N 3,3,5,5-tetramethylpiperazin-2-one Chemical compound CC1(C)CNC(=O)C(C)(C)N1 HNTWDNMNGNBFEA-UHFFFAOYSA-N 0.000 claims description 4
• QJGKYKXIXWJLQV-UHFFFAOYSA-N 3-(7-oxa-3,20-diazadispiro[5.1.11^{8}.2^{6}]henicosan-20-yl)propanoic acid Chemical compound O1C2(CCCCCCCCCCC2)N(CCC(=O)O)CC21CCNCC2 QJGKYKXIXWJLQV-UHFFFAOYSA-N 0.000 claims description 4
• XMIIGOLPHOKFCH-UHFFFAOYSA-N 3-phenylpropionic acid Chemical compound OC(=O)CCC1=CC=CC=C1 XMIIGOLPHOKFCH-UHFFFAOYSA-N 0.000 claims description 4
• FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 4
• FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 4
• MUXOBHXGJLMRAB-UHFFFAOYSA-N Dimethyl succinate Chemical compound COC(=O)CCC(=O)OC MUXOBHXGJLMRAB-UHFFFAOYSA-N 0.000 claims description 4
• 229920010126 Linear Low Density Polyethylene (LLDPE) Polymers 0.000 claims description 4
• PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 claims description 4
• 229920000877 Melamine resin Polymers 0.000 claims description 4
• VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 4
• YIKSCQDJHCMVMK-UHFFFAOYSA-N Oxamide Chemical compound NC(=O)C(N)=O YIKSCQDJHCMVMK-UHFFFAOYSA-N 0.000 claims description 4
• 229920002367 Polyisobutene Polymers 0.000 claims description 4
• OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 4
• FLMHVBLPVFVUTM-UHFFFAOYSA-N [2,2,6,6-tetramethyl-1-(2-methyl-2-octadecanoyloxypropoxy)piperidin-4-yl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC1CC(C)(C)N(OCC(C)(C)OC(=O)CCCCCCCCCCCCCCCCC)C(C)(C)C1 FLMHVBLPVFVUTM-UHFFFAOYSA-N 0.000 claims description 4
• XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 claims description 4
• GGAUUQHSCNMCAU-UHFFFAOYSA-N butane-1,2,3,4-tetracarboxylic acid Chemical compound OC(=O)CC(C(O)=O)C(C(O)=O)CC(O)=O GGAUUQHSCNMCAU-UHFFFAOYSA-N 0.000 claims description 4
• 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 4
• 239000000539 dimer Substances 0.000 claims description 4
• HCPOCMMGKBZWSJ-UHFFFAOYSA-N ethyl 3-hydrazinyl-3-oxopropanoate Chemical compound CCOC(=O)CC(=O)NN HCPOCMMGKBZWSJ-UHFFFAOYSA-N 0.000 claims description 4
• 239000007789 gas Substances 0.000 claims description 4
• QZUPTXGVPYNUIT-UHFFFAOYSA-N isophthalamide Chemical compound NC(=O)C1=CC=CC(C(N)=O)=C1 QZUPTXGVPYNUIT-UHFFFAOYSA-N 0.000 claims description 4
• 239000000155 melt Substances 0.000 claims description 4
• 229920003052 natural elastomer Polymers 0.000 claims description 4
• 229920001194 natural rubber Polymers 0.000 claims description 4
• QTOJRHLRJFVPJN-UHFFFAOYSA-L nickel(2+);diphenoxide Chemical class C=1C=CC=CC=1O[Ni]OC1=CC=CC=C1 QTOJRHLRJFVPJN-UHFFFAOYSA-L 0.000 claims description 4
• XCRBXWCUXJNEFX-UHFFFAOYSA-N peroxybenzoic acid Chemical class OOC(=O)C1=CC=CC=C1 XCRBXWCUXJNEFX-UHFFFAOYSA-N 0.000 claims description 4
• 229920002635 polyurethane Polymers 0.000 claims description 4
• 239000004814 polyurethane Substances 0.000 claims description 4
• QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 claims description 4
• 229940080818 propionamide Drugs 0.000 claims description 4
• 230000005855 radiation Effects 0.000 claims description 4
• 238000010107 reaction injection moulding Methods 0.000 claims description 4
• 229940116351 sebacate Drugs 0.000 claims description 4
• CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 claims description 4
• 235000010356 sorbitol Nutrition 0.000 claims description 4
• 229960002920 sorbitol Drugs 0.000 claims description 4
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