JPS6124707B2

JPS6124707B2 -

Info

Publication number: JPS6124707B2
Authority: JP; Japan
Prior art keywords: group; groups; color; carbon atoms; formula
Prior art date: 1977-11-22
Legal status : Expired

Application number

JP14015077A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5473032A (en

Inventor

Masahiko Taguchi

Katsuo Shigegaki

Shun Takada

Shoji Kikuchi

Takashi Sasaki

Taku Uchida

Current Assignee

Konica Minolta Inc

Original Assignee

Konica Minolta Inc

Priority date

1977-11-22

Filing date

1977-11-22

Publication date

1986-06-12

1977-11-22 Application filed by Konica Minolta Inc filed Critical Konica Minolta Inc

1977-11-22 Priority to JP14015077A priority Critical patent/JPS5473032A/ja

1979-06-12 Publication of JPS5473032A publication Critical patent/JPS5473032A/ja

1986-06-12 Publication of JPS6124707B2 publication Critical patent/JPS6124707B2/ja

Status Granted legal-status Critical Current

Links

150000001875 compounds Chemical class 0.000 claims description 88
125000000217 alkyl group Chemical group 0.000 claims description 50
239000000463 material Substances 0.000 claims description 46
125000004432 carbon atom Chemical group C* 0.000 claims description 33
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 30
239000006097 ultraviolet radiation absorber Substances 0.000 claims description 28
125000003118 aryl group Chemical group 0.000 claims description 25
239000003795 chemical substances by application Substances 0.000 claims description 24
125000003545 alkoxy group Chemical group 0.000 claims description 16
125000004104 aryloxy group Chemical group 0.000 claims description 14
125000005843 halogen group Chemical group 0.000 claims description 12
125000003342 alkenyl group Chemical group 0.000 claims description 11
125000002252 acyl group Chemical group 0.000 claims description 9
125000005110 aryl thio group Chemical group 0.000 claims description 9
125000000753 cycloalkyl group Chemical group 0.000 claims description 9
125000000623 heterocyclic group Chemical group 0.000 claims description 9
125000004414 alkyl thio group Chemical group 0.000 claims description 7
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
125000001424 substituent group Chemical group 0.000 claims description 6
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 5
125000004442 acylamino group Chemical group 0.000 claims description 5
125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
125000003282 alkyl amino group Chemical group 0.000 claims description 4
125000000565 sulfonamide group Chemical group 0.000 claims description 2
238000004040 coloring Methods 0.000 claims 1
-1 silver halide Chemical class 0.000 description 118
239000010410 layer Substances 0.000 description 50
239000000975 dye Substances 0.000 description 49
229910052709 silver Inorganic materials 0.000 description 45
239000004332 silver Substances 0.000 description 45
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 41
239000000243 solution Substances 0.000 description 31
230000000694 effects Effects 0.000 description 28
238000000034 method Methods 0.000 description 28
KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 27
230000015572 biosynthetic process Effects 0.000 description 27
238000003786 synthesis reaction Methods 0.000 description 27
238000000921 elemental analysis Methods 0.000 description 26
238000005562 fading Methods 0.000 description 25
FZERHIULMFGESH-UHFFFAOYSA-N N-phenylacetamide Chemical compound CC(=O)NC1=CC=CC=C1 FZERHIULMFGESH-UHFFFAOYSA-N 0.000 description 22
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
239000002904 solvent Substances 0.000 description 21
230000000052 comparative effect Effects 0.000 description 20
239000000839 emulsion Substances 0.000 description 20
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 description 19
239000000203 mixture Substances 0.000 description 19
108010010803 Gelatin Proteins 0.000 description 18
239000008273 gelatin Substances 0.000 description 18
229920000159 gelatin Polymers 0.000 description 18
235000019322 gelatine Nutrition 0.000 description 18
235000011852 gelatine desserts Nutrition 0.000 description 18
238000011161 development Methods 0.000 description 17
KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 description 16
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 15
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
239000013078 crystal Substances 0.000 description 15
238000003756 stirring Methods 0.000 description 15
235000019441 ethanol Nutrition 0.000 description 14
238000002329 infrared spectrum Methods 0.000 description 14
238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 14
238000009835 boiling Methods 0.000 description 13
DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 13
239000006185 dispersion Substances 0.000 description 13
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 12
ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 12
239000004698 Polyethylene Substances 0.000 description 11
229960001413 acetanilide Drugs 0.000 description 11
238000006243 chemical reaction Methods 0.000 description 11
229920000573 polyethylene Polymers 0.000 description 11
238000010992 reflux Methods 0.000 description 10
BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 9
239000011248 coating agent Substances 0.000 description 9
238000000576 coating method Methods 0.000 description 9
238000002844 melting Methods 0.000 description 9
230000008018 melting Effects 0.000 description 9
230000002265 prevention Effects 0.000 description 9
238000012545 processing Methods 0.000 description 9
239000006096 absorbing agent Substances 0.000 description 8
150000003839 salts Chemical class 0.000 description 8
JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 8
239000000126 substance Substances 0.000 description 8
238000005406 washing Methods 0.000 description 8
150000005208 1,4-dihydroxybenzenes Chemical class 0.000 description 7
SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 7
239000002253 acid Substances 0.000 description 7
125000003710 aryl alkyl group Chemical group 0.000 description 7
238000004061 bleaching Methods 0.000 description 7
239000007788 liquid Substances 0.000 description 7
ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 7
239000007864 aqueous solution Substances 0.000 description 6
GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 6
230000003405 preventing effect Effects 0.000 description 6
229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 6
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 5
QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 5
GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 5
239000000654 additive Substances 0.000 description 5
125000002947 alkylene group Chemical group 0.000 description 5
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 description 5
229940101006 anhydrous sodium sulfite Drugs 0.000 description 5
239000007844 bleaching agent Substances 0.000 description 5
229910052799 carbon Inorganic materials 0.000 description 5
239000000084 colloidal system Substances 0.000 description 5
229960002380 dibutyl phthalate Drugs 0.000 description 5
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
230000001235 sensitizing effect Effects 0.000 description 5
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 5
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
238000011282 treatment Methods 0.000 description 5
QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 4
125000003277 amino group Chemical group 0.000 description 4
125000002490 anilino group Chemical group [H]N(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 4
125000002102 aryl alkyloxo group Chemical group 0.000 description 4
238000009472 formulation Methods 0.000 description 4
239000003112 inhibitor Substances 0.000 description 4
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 4
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 4
235000011121 sodium hydroxide Nutrition 0.000 description 4
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
239000001043 yellow dye Substances 0.000 description 4
VMKOFRJSULQZRM-UHFFFAOYSA-N 1-bromooctane Chemical compound CCCCCCCCBr VMKOFRJSULQZRM-UHFFFAOYSA-N 0.000 description 3
CLDZVCMRASJQFO-UHFFFAOYSA-N 2,5-bis(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol Chemical compound CC(C)(C)CC(C)(C)C1=CC(O)=C(C(C)(C)CC(C)(C)C)C=C1O CLDZVCMRASJQFO-UHFFFAOYSA-N 0.000 description 3
RDMIJQCFPQDYQN-UHFFFAOYSA-N 2-(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol Chemical compound CC(C)(C)CC(C)(C)C1=CC(O)=CC=C1O RDMIJQCFPQDYQN-UHFFFAOYSA-N 0.000 description 3
ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 description 3
HEOTXEZZCRFNMW-UHFFFAOYSA-N 2-methyl-5-octadecan-2-ylbenzene-1,4-diol Chemical compound CCCCCCCCCCCCCCCCC(C)C1=CC(O)=C(C)C=C1O HEOTXEZZCRFNMW-UHFFFAOYSA-N 0.000 description 3
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
229910021607 Silver chloride Inorganic materials 0.000 description 3
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 3
239000002250 absorbent Substances 0.000 description 3
230000002745 absorbent Effects 0.000 description 3
125000004423 acyloxy group Chemical group 0.000 description 3
125000004391 aryl sulfonyl group Chemical group 0.000 description 3
125000000732 arylene group Chemical group 0.000 description 3
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 description 3
150000001721 carbon Chemical group 0.000 description 3
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
239000011247 coating layer Substances 0.000 description 3
238000004440 column chromatography Methods 0.000 description 3
HGCIXCUEYOPUTN-UHFFFAOYSA-N cyclohexene Chemical compound C1CCC=CC1 HGCIXCUEYOPUTN-UHFFFAOYSA-N 0.000 description 3
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
239000004816 latex Substances 0.000 description 3
229920000126 latex Polymers 0.000 description 3
125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
125000004430 oxygen atom Chemical group O* 0.000 description 3
239000004848 polyfunctional curative Substances 0.000 description 3
NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
239000000741 silica gel Substances 0.000 description 3
229910002027 silica gel Inorganic materials 0.000 description 3
239000011734 sodium Substances 0.000 description 3
125000004434 sulfur atom Chemical group 0.000 description 3
OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 3
125000006569 (C5-C6) heterocyclic group Chemical group 0.000 description 2
CSWGWITWYZWSSM-UHFFFAOYSA-N 1,4-didodecoxy-2-methylbenzene Chemical compound CCCCCCCCCCCCOC1=CC=C(OCCCCCCCCCCCC)C(C)=C1 CSWGWITWYZWSSM-UHFFFAOYSA-N 0.000 description 2
ZRHUHDUEXWHZMA-UHFFFAOYSA-N 1,4-dihydropyrazol-5-one Chemical compound O=C1CC=NN1 ZRHUHDUEXWHZMA-UHFFFAOYSA-N 0.000 description 2
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
JNYKOGUXPNAUIB-UHFFFAOYSA-N 2,3-dihydro-1-benzofuran-5-ol Chemical class OC1=CC=C2OCCC2=C1 JNYKOGUXPNAUIB-UHFFFAOYSA-N 0.000 description 2
HXJQNHSMRSFUMA-UHFFFAOYSA-N 2,3-dimethyl-5-(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol Chemical compound CC1=C(C)C(O)=C(C(C)(C)CC(C)(C)C)C=C1O HXJQNHSMRSFUMA-UHFFFAOYSA-N 0.000 description 2
ZZPZYXCZSXGABS-UHFFFAOYSA-N 2,5-bis(4-methoxyphenyl)benzene-1,4-diol Chemical compound C1=CC(OC)=CC=C1C1=CC(O)=C(C=2C=CC(OC)=CC=2)C=C1O ZZPZYXCZSXGABS-UHFFFAOYSA-N 0.000 description 2
JZODKRWQWUWGCD-UHFFFAOYSA-N 2,5-di-tert-butylbenzene-1,4-diol Chemical compound CC(C)(C)C1=CC(O)=C(C(C)(C)C)C=C1O JZODKRWQWUWGCD-UHFFFAOYSA-N 0.000 description 2
USZKZQOLANVGES-UHFFFAOYSA-N 2-(2,5-dihydroxyphenyl)-n-dodecylacetamide Chemical compound CCCCCCCCCCCCNC(=O)CC1=CC(O)=CC=C1O USZKZQOLANVGES-UHFFFAOYSA-N 0.000 description 2
RPLZABPTIRAIOB-UHFFFAOYSA-N 2-chloro-5-dodecylbenzene-1,4-diol Chemical compound CCCCCCCCCCCCC1=CC(O)=C(Cl)C=C1O RPLZABPTIRAIOB-UHFFFAOYSA-N 0.000 description 2
LAIOXFSFVDTKIF-UHFFFAOYSA-N 2-dodecyl-5-methylbenzene-1,4-diol Chemical compound CCCCCCCCCCCCC1=CC(O)=C(C)C=C1O LAIOXFSFVDTKIF-UHFFFAOYSA-N 0.000 description 2
ZNQOWAYHQGMKBF-UHFFFAOYSA-N 2-dodecylbenzene-1,4-diol Chemical compound CCCCCCCCCCCCC1=CC(O)=CC=C1O ZNQOWAYHQGMKBF-UHFFFAOYSA-N 0.000 description 2
WWUVJRULCWHUSA-UHFFFAOYSA-N 2-methyl-1-pentene Chemical compound CCCC(C)=C WWUVJRULCWHUSA-UHFFFAOYSA-N 0.000 description 2
BSJQLOWJGYMBFP-UHFFFAOYSA-N 2-methyl-5-(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol Chemical compound CC1=CC(O)=C(C(C)(C)CC(C)(C)C)C=C1O BSJQLOWJGYMBFP-UHFFFAOYSA-N 0.000 description 2
125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
HGZNFBCBHFHEPM-UHFFFAOYSA-N 3,5-dimethyl-2-(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol Chemical compound CC1=CC(O)=C(C(C)(C)CC(C)(C)C)C(C)=C1O HGZNFBCBHFHEPM-UHFFFAOYSA-N 0.000 description 2
PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical class [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 2
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical compound CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 2
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
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 2
229960000583 acetic acid Drugs 0.000 description 2
YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
125000005263 alkylenediamine group Chemical group 0.000 description 2
125000005530 alkylenedioxy group Chemical group 0.000 description 2
235000011114 ammonium hydroxide Nutrition 0.000 description 2
XYXNTHIYBIDHGM-UHFFFAOYSA-N ammonium thiosulfate Chemical compound [NH4+].[NH4+].[O-]S([O-])(=O)=S XYXNTHIYBIDHGM-UHFFFAOYSA-N 0.000 description 2
125000001769 aryl amino group Chemical group 0.000 description 2
125000005161 aryl oxy carbonyl group Chemical group 0.000 description 2
125000005135 aryl sulfinyl group Chemical group 0.000 description 2
125000004429 atom Chemical group 0.000 description 2
QRUDEWIWKLJBPS-UHFFFAOYSA-N benzotriazole Chemical compound C1=CC=C2N[N][N]C2=C1 QRUDEWIWKLJBPS-UHFFFAOYSA-N 0.000 description 2
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 description 2
239000008280 blood Substances 0.000 description 2
210000004369 blood Anatomy 0.000 description 2
KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 2
239000004327 boric acid Substances 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
229910052801 chlorine Inorganic materials 0.000 description 2
125000001309 chloro group Chemical group Cl* 0.000 description 2
238000005859 coupling reaction Methods 0.000 description 2
125000004093 cyano group Chemical group *C#N 0.000 description 2
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 2
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 2
125000004663 dialkyl amino group Chemical group 0.000 description 2
PNSPGDZAARTDGM-UHFFFAOYSA-N dodecan-2-yl 3-(2,5-dihydroxyphenyl)propanoate Chemical compound CCCCCCCCCCC(C)OC(=O)CCC1=CC(O)=CC=C1O PNSPGDZAARTDGM-UHFFFAOYSA-N 0.000 description 2
SOYPKGHXQOWCSR-UHFFFAOYSA-N dodecyl 2,5-dihydroxybenzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC(O)=CC=C1O SOYPKGHXQOWCSR-UHFFFAOYSA-N 0.000 description 2
238000001035 drying Methods 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
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