KR100676473B1 - 히드록시-치환된 ｎ-알콕시 입체장애 아민 - Google Patents

Info

Publication number

KR100676473B1

KR100676473B1 KR1020000009171A KR20000009171A KR100676473B1 KR 100676473 B1 KR100676473 B1 KR 100676473B1 KR 1020000009171 A KR1020000009171 A KR 1020000009171A KR 20000009171 A KR20000009171 A KR 20000009171A KR 100676473 B1 KR100676473 B1 KR 100676473B1

Authority

KR

South Korea

Prior art keywords

carbon atoms

alkyl

hydroxy

acid

substituted

Prior art date

1999-02-25

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Expired - Lifetime

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• 150000001412 amines Chemical class 0.000 title claims abstract description 80
• 150000001875 compounds Chemical class 0.000 claims abstract description 268
• 150000002978 peroxides Chemical class 0.000 claims abstract description 70
• 229910052751 metal Inorganic materials 0.000 claims abstract description 59
• 239000002184 metal Substances 0.000 claims abstract description 59
• 150000003839 salts Chemical class 0.000 claims abstract description 31
• 239000003446 ligand Substances 0.000 claims abstract description 30
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 27
• 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 21
• 229920000098 polyolefin Polymers 0.000 claims abstract description 14
• 230000003197 catalytic effect Effects 0.000 claims abstract description 10
• 230000000087 stabilizing effect Effects 0.000 claims abstract description 10
• 150000002432 hydroperoxides Chemical class 0.000 claims abstract description 6
• 230000003647 oxidation Effects 0.000 claims abstract description 5
• 238000007254 oxidation reaction Methods 0.000 claims abstract description 5
• -1 aromatic tricarboxylic acid Chemical class 0.000 claims description 374
• 125000004432 carbon atom Chemical group C* 0.000 claims description 267
• 239000000203 mixture Substances 0.000 claims description 234
• 229910052757 nitrogen Inorganic materials 0.000 claims description 132
• 239000001257 hydrogen Substances 0.000 claims description 113
• 229910052739 hydrogen Inorganic materials 0.000 claims description 113
• 125000000217 alkyl group Chemical group 0.000 claims description 108
• 238000000034 method Methods 0.000 claims description 75
• 239000002253 acid Substances 0.000 claims description 69
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 55
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 48
• 150000002431 hydrogen Chemical class 0.000 claims description 46
• 125000001931 aliphatic group Chemical group 0.000 claims description 43
• OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 34
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 34
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 33
• 239000007983 Tris buffer Substances 0.000 claims description 25
• 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 24
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 23
• 239000002904 solvent Substances 0.000 claims description 23
• 125000003545 alkoxy group Chemical group 0.000 claims description 22
• 125000002947 alkylene group Chemical group 0.000 claims description 22
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 22
• 239000000460 chlorine Substances 0.000 claims description 18
• 229910052801 chlorine Inorganic materials 0.000 claims description 18
• ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 17
• JJLKTTCRRLHVGL-UHFFFAOYSA-L [acetyloxy(dibutyl)stannyl] acetate Chemical compound CC([O-])=O.CC([O-])=O.CCCC[Sn+2]CCCC JJLKTTCRRLHVGL-UHFFFAOYSA-L 0.000 claims description 17
• 229910052799 carbon Inorganic materials 0.000 claims description 17
• 125000003118 aryl group Chemical group 0.000 claims description 16
• 239000005977 Ethylene Substances 0.000 claims description 15
• 125000004430 oxygen atom Chemical group O* 0.000 claims description 15
• 239000000049 pigment Substances 0.000 claims description 15
• VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims description 14
• 239000006096 absorbing agent Substances 0.000 claims description 14
• 239000004611 light stabiliser Substances 0.000 claims description 14
• 229920006395 saturated elastomer Polymers 0.000 claims description 14
• VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 14
• KXDHJXZQYSOELW-UHFFFAOYSA-N carbonic acid monoamide Natural products NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 claims description 13
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 12
• 239000011976 maleic acid Substances 0.000 claims description 12
• KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 claims description 12
• 125000002252 acyl group Chemical group 0.000 claims description 11
• 125000003277 amino group Chemical group 0.000 claims description 11
• 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 11
• 125000003055 glycidyl group Chemical group C(C1CO1)* 0.000 claims description 11
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
• VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 11
• 150000001735 carboxylic acids Chemical class 0.000 claims description 10
• 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims description 10
• 125000003342 alkenyl group Chemical group 0.000 claims description 9
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 9
• 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 8
• 125000005724 cycloalkenylene group Chemical group 0.000 claims description 8
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
• 125000002993 cycloalkylene group Chemical group 0.000 claims description 8
• 125000001312 palmitoyl group Chemical group O=C([*])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 8
• 125000003696 stearoyl group Chemical group O=C([*])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 8
• 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims description 7
• 125000004429 atom Chemical group 0.000 claims description 6
• QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 6
• WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 6
• 239000003063 flame retardant Substances 0.000 claims description 6
• 125000003651 hexanedioyl group Chemical group C(CCCCC(=O)*)(=O)* 0.000 claims description 6
• 239000001301 oxygen Substances 0.000 claims description 6
• 229910052760 oxygen Inorganic materials 0.000 claims description 6
• FJGQBLRYBUAASW-UHFFFAOYSA-N 2-(benzotriazol-2-yl)phenol Chemical compound OC1=CC=CC=C1N1N=C2C=CC=CC2=N1 FJGQBLRYBUAASW-UHFFFAOYSA-N 0.000 claims description 5
• 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 5
• 125000004915 dibutylamino group Chemical group C(CCC)N(CCCC)* 0.000 claims description 5
• 229910044991 metal oxide Inorganic materials 0.000 claims description 5
• 150000004706 metal oxides Chemical class 0.000 claims description 5
• 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
• RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 claims description 5
• 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 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
• NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims description 4
• RNFJDJUURJAICM-UHFFFAOYSA-N 2,2,4,4,6,6-hexaphenoxy-1,3,5-triaza-2$l^{5},4$l^{5},6$l^{5}-triphosphacyclohexa-1,3,5-triene Chemical class N=1P(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP(OC=2C=CC=CC=2)(OC=2C=CC=CC=2)=NP=1(OC=1C=CC=CC=1)OC1=CC=CC=C1 RNFJDJUURJAICM-UHFFFAOYSA-N 0.000 claims description 4
• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
• AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 4
• 229910019142 PO4 Inorganic materials 0.000 claims description 4
• 125000004450 alkenylene group Chemical group 0.000 claims description 4
• 125000003302 alkenyloxy group Chemical group 0.000 claims description 4
• 125000003282 alkyl amino group Chemical group 0.000 claims description 4
• 125000005530 alkylenedioxy group Chemical group 0.000 claims description 4
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 4
• 150000001721 carbon Chemical group 0.000 claims description 4
• 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims description 4
• 125000004836 hexamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 4
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
• 125000002960 margaryl 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])[H] 0.000 claims description 4
• 229920000620 organic polymer Polymers 0.000 claims description 4
• 125000001181 organosilyl group Chemical group [SiH3]* 0.000 claims description 4
• 125000004817 pentamethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[*:1] 0.000 claims description 4
• 125000000612 phthaloyl group Chemical group C(C=1C(C(=O)*)=CC=CC1)(=O)* 0.000 claims description 4
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
• VZVUPMVRZOGMJR-UHFFFAOYSA-N 7-[3,5-bis(7-amino-7-oxoheptyl)-2,4,6-trioxo-1,3,5-triazinan-1-yl]heptanamide Chemical compound NC(=O)CCCCCCN1C(=O)N(CCCCCCC(N)=O)C(=O)N(CCCCCCC(N)=O)C1=O VZVUPMVRZOGMJR-UHFFFAOYSA-N 0.000 claims description 3
• JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 3
• 239000003963 antioxidant agent Substances 0.000 claims description 3
• 239000003795 chemical substances by application Substances 0.000 claims description 3
• 150000002903 organophosphorus compounds Chemical class 0.000 claims description 3
• 125000002958 pentadecyl 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])[H] 0.000 claims description 3
• 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims description 2
• XSTXAVWGXDQKEL-UHFFFAOYSA-N Trichloroethylene Chemical compound ClC=C(Cl)Cl XSTXAVWGXDQKEL-UHFFFAOYSA-N 0.000 claims description 2
• 125000005336 allyloxy group Chemical group 0.000 claims description 2
• 230000003078 antioxidant effect Effects 0.000 claims description 2
• 125000000392 cycloalkenyl group Chemical group 0.000 claims description 2
• WHHGLZMJPXIBIX-UHFFFAOYSA-N decabromodiphenyl ether Chemical compound BrC1=C(Br)C(Br)=C(Br)C(Br)=C1OC1=C(Br)C(Br)=C(Br)C(Br)=C1Br WHHGLZMJPXIBIX-UHFFFAOYSA-N 0.000 claims description 2
• 239000000975 dye Substances 0.000 claims description 2
• FTWUXYZHDFCGSV-UHFFFAOYSA-N n,n'-diphenyloxamide Chemical compound C=1C=CC=CC=1NC(=O)C(=O)NC1=CC=CC=C1 FTWUXYZHDFCGSV-UHFFFAOYSA-N 0.000 claims description 2
• 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 2
• 239000010452 phosphate Substances 0.000 claims description 2
• 239000004014 plasticizer Substances 0.000 claims description 2
• 238000002360 preparation method Methods 0.000 claims description 2
• 150000003138 primary alcohols Chemical class 0.000 claims description 2
• 150000003333 secondary alcohols Chemical class 0.000 claims description 2
• 125000004469 siloxy group Chemical group [SiH3]O* 0.000 claims description 2
• 150000003509 tertiary alcohols Chemical class 0.000 claims description 2
• 150000003628 tricarboxylic acids Chemical class 0.000 claims description 2
• DYIZJUDNMOIZQO-UHFFFAOYSA-N 4,5,6,7-tetrabromo-2-[2-(4,5,6,7-tetrabromo-1,3-dioxoisoindol-2-yl)ethyl]isoindole-1,3-dione Chemical compound O=C1C(C(=C(Br)C(Br)=C2Br)Br)=C2C(=O)N1CCN1C(=O)C2=C(Br)C(Br)=C(Br)C(Br)=C2C1=O DYIZJUDNMOIZQO-UHFFFAOYSA-N 0.000 claims 1
• FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 claims 1
• 159000000032 aromatic acids Chemical class 0.000 claims 1
• 230000015556 catabolic process Effects 0.000 claims 1
• 150000007973 cyanuric acids Chemical class 0.000 claims 1
• 238000006731 degradation reaction Methods 0.000 claims 1
• 125000002730 succinyl group Chemical group C(CCC(=O)*)(=O)* 0.000 claims 1
• 239000013008 thixotropic agent Substances 0.000 claims 1
• 150000001298 alcohols Chemical class 0.000 abstract description 9
• 239000008199 coating composition Substances 0.000 abstract description 8
• 230000002542 deteriorative effect Effects 0.000 abstract 1
• 238000006467 substitution reaction Methods 0.000 abstract 1
• DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 181
• MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 142
• 239000011541 reaction mixture Substances 0.000 description 138
• XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 132
• 239000000243 solution Substances 0.000 description 111
• 238000006243 chemical reaction Methods 0.000 description 96
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 84
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 72
• PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 61
• 229960002089 ferrous chloride Drugs 0.000 description 55
• NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 description 55
• GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 52
• 229920001577 copolymer Polymers 0.000 description 51
• 239000007787 solid Substances 0.000 description 50
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 45
• 239000003973 paint Substances 0.000 description 44
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 42
• YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 42
• MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 description 41
• 238000004817 gas chromatography Methods 0.000 description 41
• 229920000642 polymer Polymers 0.000 description 40
• 239000000741 silica gel Substances 0.000 description 40
• 229910002027 silica gel Inorganic materials 0.000 description 40
• CSGAUKGQUCHWDP-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC1(C)CC(O)CC(C)(C)N1O CSGAUKGQUCHWDP-UHFFFAOYSA-N 0.000 description 39
• IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 38
• 238000004458 analytical method Methods 0.000 description 38
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical class CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 37
• 239000000047 product Substances 0.000 description 37
• FYQOHJWNKFULEZ-UHFFFAOYSA-N 1-(2-hydroxy-2-methylpropoxy)-2,2,6,6-tetramethylpiperidin-4-ol Chemical compound CC(C)(O)CON1C(C)(C)CC(O)CC1(C)C FYQOHJWNKFULEZ-UHFFFAOYSA-N 0.000 description 36
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 36
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 36
• 125000006309 butyl amino group Chemical group 0.000 description 33
• 239000003381 stabilizer Substances 0.000 description 30
• LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 29
• QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 29
• 239000003921 oil Substances 0.000 description 28
• 238000003818 flash chromatography Methods 0.000 description 27
• 235000019198 oils Nutrition 0.000 description 27
• NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 26
• 239000012044 organic layer Substances 0.000 description 26
• 235000010265 sodium sulphite Nutrition 0.000 description 26
• 239000000463 material Substances 0.000 description 25
• ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical class O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 description 25
• 229920005989 resin Polymers 0.000 description 25
• 239000011347 resin Substances 0.000 description 25
• QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 21
• YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical group ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 21
• 150000001252 acrylic acid derivatives Chemical class 0.000 description 21
• HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 21
• 229920000728 polyester Polymers 0.000 description 21
• 150000002148 esters Chemical class 0.000 description 20
• 229910021578 Iron(III) chloride Inorganic materials 0.000 description 19
• 239000004952 Polyamide Substances 0.000 description 19
• 229940032296 ferric chloride Drugs 0.000 description 19
• RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 19
• 229920002397 thermoplastic olefin Polymers 0.000 description 19
• 229920000178 Acrylic resin Polymers 0.000 description 18
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 18
• 229920000180 alkyd Polymers 0.000 description 18
• WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 18
• 239000000178 monomer Substances 0.000 description 18
• DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 18
• 229920002647 polyamide Polymers 0.000 description 18
• KMEUSKGEUADGET-UHFFFAOYSA-N 1-hydroxy-2,2,6,6-tetramethylpiperidin-4-one Chemical compound CC1(C)CC(=O)CC(C)(C)N1O KMEUSKGEUADGET-UHFFFAOYSA-N 0.000 description 17
• 239000007795 chemical reaction product Substances 0.000 description 17
• 238000000576 coating method Methods 0.000 description 17
• SURQXAFEQWPFPV-UHFFFAOYSA-L iron(2+) sulfate heptahydrate Chemical compound O.O.O.O.O.O.O.[Fe+2].[O-]S([O-])(=O)=O SURQXAFEQWPFPV-UHFFFAOYSA-L 0.000 description 17
• 239000004922 lacquer Substances 0.000 description 17
• 229930014626 natural product Natural products 0.000 description 17
• CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 16
• 239000007864 aqueous solution Substances 0.000 description 16
• MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 16
• LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 15
• MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 15
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