JPH06184452A - ブルークロム錯体染料及びその製造方法 - Google Patents

ブルークロム錯体染料及びその製造方法

Info

Publication number: JPH06184452A
Authority: JP; Japan
Prior art keywords: parts; leather; minutes; dyeing; fastness
Prior art date: 1992-06-12
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.): Pending

Application number

JP5140907A

Other languages

English (en)

Japanese (ja)

Inventor

Sorolla Jose Rocas

ロカスソロリャホセ

Barra Jordi Berenguer

ベレンゲルバルラホルディ

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sandoz AG

Original Assignee

Sandoz AG

Priority date (The priority date 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 date listed.)

1992-06-12

Filing date

1993-06-11

Publication date

1994-07-05

1993-06-11 Application filed by Sandoz AG filed Critical Sandoz AG

1994-07-05 Publication of JPH06184452A publication Critical patent/JPH06184452A/ja

Status Pending legal-status Critical Current

Links

VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title claims description 24
238000002360 preparation method Methods 0.000 title description 3
239000010985 leather Substances 0.000 claims abstract description 92
239000011651 chromium Substances 0.000 claims abstract description 37
229910052804 chromium Inorganic materials 0.000 claims abstract description 34
239000001257 hydrogen Substances 0.000 claims abstract description 17
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 17
239000001045 blue dye Substances 0.000 claims abstract description 14
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 12
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 10
125000000217 alkyl group Chemical group 0.000 claims abstract description 9
125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 8
150000001768 cations Chemical group 0.000 claims abstract description 6
150000002431 hydrogen Chemical class 0.000 claims abstract description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
125000001424 substituent group Chemical group 0.000 claims abstract description 5
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims abstract description 4
UCFFGYASXIPWPD-UHFFFAOYSA-N methyl hypochlorite Chemical compound COCl UCFFGYASXIPWPD-UHFFFAOYSA-N 0.000 claims abstract description 3
238000004043 dyeing Methods 0.000 claims description 41
239000000975 dye Substances 0.000 claims description 40
239000003795 chemical substances by application Substances 0.000 claims description 32
-1 disazo compound Chemical class 0.000 claims description 26
238000005859 coupling reaction Methods 0.000 claims description 21
230000008878 coupling Effects 0.000 claims description 18
238000010168 coupling process Methods 0.000 claims description 18
150000001875 compounds Chemical class 0.000 claims description 17
239000000203 mixture Substances 0.000 claims description 13
238000000034 method Methods 0.000 claims description 8
238000004519 manufacturing process Methods 0.000 claims description 3
KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 41
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 28
239000000243 solution Substances 0.000 description 21
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 14
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 14
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 14
235000019253 formic acid Nutrition 0.000 description 14
239000002253 acid Substances 0.000 description 12
239000000047 product Substances 0.000 description 12
235000014113 dietary fatty acids Nutrition 0.000 description 11
239000000194 fatty acid Substances 0.000 description 11
229930195729 fatty acid Natural products 0.000 description 11
238000005108 dry cleaning Methods 0.000 description 10
239000000839 emulsion Substances 0.000 description 10
230000005012 migration Effects 0.000 description 10
238000013508 migration Methods 0.000 description 10
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 10
239000000126 substance Substances 0.000 description 10
241000283690 Bos taurus Species 0.000 description 8
CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 8
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 8
230000002378 acidificating effect Effects 0.000 description 8
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 7
VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 7
235000011114 ammonium hydroxide Nutrition 0.000 description 7
239000002609 medium Substances 0.000 description 7
239000000758 substrate Substances 0.000 description 7
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
239000000725 suspension Substances 0.000 description 6
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 5
150000001844 chromium Chemical class 0.000 description 5
239000007859 condensation product Substances 0.000 description 5
150000002191 fatty alcohols Chemical class 0.000 description 5
239000007788 liquid Substances 0.000 description 5
239000011734 sodium Substances 0.000 description 5
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235000010288 sodium nitrite Nutrition 0.000 description 5
JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 4
241001494479 Pecora Species 0.000 description 4
UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
239000004280 Sodium formate Substances 0.000 description 4
LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 4
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
150000007513 acids Chemical class 0.000 description 4
229910052783 alkali metal Inorganic materials 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
125000002091 cationic group Chemical group 0.000 description 4
230000000536 complexating effect Effects 0.000 description 4
238000006193 diazotization reaction Methods 0.000 description 4
150000002148 esters Chemical class 0.000 description 4
150000004665 fatty acids Chemical class 0.000 description 4
235000021323 fish oil Nutrition 0.000 description 4
229910052500 inorganic mineral Inorganic materials 0.000 description 4
235000010755 mineral Nutrition 0.000 description 4
239000011707 mineral Substances 0.000 description 4
SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 4
239000003921 oil Substances 0.000 description 4
235000019198 oils Nutrition 0.000 description 4
229910000029 sodium carbonate Inorganic materials 0.000 description 4
HLBBKKJFGFRGMU-UHFFFAOYSA-M sodium formate Chemical compound [Na+].[O-]C=O HLBBKKJFGFRGMU-UHFFFAOYSA-M 0.000 description 4
235000019254 sodium formate Nutrition 0.000 description 4
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 4
210000002268 wool Anatomy 0.000 description 4
RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 description 3
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
RPNUMPOLZDHAAY-UHFFFAOYSA-N Diethylenetriamine Chemical compound NCCNCCN RPNUMPOLZDHAAY-UHFFFAOYSA-N 0.000 description 3
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
241001465754 Metazoa Species 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 3
229910000147 aluminium phosphate Inorganic materials 0.000 description 3
150000001412 amines Chemical class 0.000 description 3
239000012736 aqueous medium Substances 0.000 description 3
244000309466 calf Species 0.000 description 3
238000006243 chemical reaction Methods 0.000 description 3
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 3
XPXMKIXDFWLRAA-UHFFFAOYSA-N hydrazinide Chemical compound [NH-]N XPXMKIXDFWLRAA-UHFFFAOYSA-N 0.000 description 3
230000000873 masking effect Effects 0.000 description 3
229910052751 metal Inorganic materials 0.000 description 3
239000002184 metal Substances 0.000 description 3
239000012188 paraffin wax Substances 0.000 description 3
229920001184 polypeptide Polymers 0.000 description 3
102000004196 processed proteins & peptides Human genes 0.000 description 3
108090000765 processed proteins & peptides Proteins 0.000 description 3
238000005956 quaternization reaction Methods 0.000 description 3
239000011347 resin Substances 0.000 description 3
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239000001632 sodium acetate Substances 0.000 description 3
235000017281 sodium acetate Nutrition 0.000 description 3
159000000000 sodium salts Chemical class 0.000 description 3
238000006277 sulfonation reaction Methods 0.000 description 3
125000004178 (C1-C4) alkyl group Chemical group 0.000 description 2
RHPXYZMDLOJTFF-UHFFFAOYSA-N 3-amino-4-hydroxy-5-nitrobenzenesulfonic acid Chemical compound NC1=CC(S(O)(=O)=O)=CC([N+]([O-])=O)=C1O RHPXYZMDLOJTFF-UHFFFAOYSA-N 0.000 description 2
KYARBIJYVGJZLB-UHFFFAOYSA-N 7-amino-4-hydroxy-2-naphthalenesulfonic acid Chemical compound OC1=CC(S(O)(=O)=O)=CC2=CC(N)=CC=C21 KYARBIJYVGJZLB-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 2
241000283707 Capra Species 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 description 2
ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
ZRALSGWEFCBTJO-UHFFFAOYSA-N Guanidine Chemical compound NC(N)=N ZRALSGWEFCBTJO-UHFFFAOYSA-N 0.000 description 2
229920000877 Melamine resin Polymers 0.000 description 2
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
239000004902 Softening Agent Substances 0.000 description 2
125000001931 aliphatic group Chemical group 0.000 description 2
229940037003 alum Drugs 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
229910021529 ammonia Inorganic materials 0.000 description 2
125000000129 anionic group Chemical group 0.000 description 2
239000002585 base Substances 0.000 description 2
235000015278 beef Nutrition 0.000 description 2
229950011260 betanaphthol Drugs 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
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OIDPCXKPHYRNKH-UHFFFAOYSA-J chrome alum Chemical compound [K]OS(=O)(=O)O[Cr]1OS(=O)(=O)O1 OIDPCXKPHYRNKH-UHFFFAOYSA-J 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
150000004696 coordination complex Chemical class 0.000 description 2
QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 2
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125000001183 hydrocarbyl group Chemical group 0.000 description 2
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239000003960 organic solvent Substances 0.000 description 2
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235000017557 sodium bicarbonate Nutrition 0.000 description 2
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IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 2
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235000013311 vegetables Nutrition 0.000 description 2
DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
QLOKJRIVRGCVIM-UHFFFAOYSA-N 1-[(4-methylsulfanylphenyl)methyl]piperazine Chemical compound C1=CC(SC)=CC=C1CN1CCNCC1 QLOKJRIVRGCVIM-UHFFFAOYSA-N 0.000 description 1
ZILVNHNSYBNLSZ-UHFFFAOYSA-N 2-(diaminomethylideneamino)guanidine Chemical compound NC(N)=NNC(N)=N ZILVNHNSYBNLSZ-UHFFFAOYSA-N 0.000 description 1
XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
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ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
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235000019737 Animal fat Nutrition 0.000 description 1
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WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
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WYYQVWLEPYFFLP-UHFFFAOYSA-K chromium(3+);triacetate Chemical compound [Cr+3].CC([O-])=O.CC([O-])=O.CC([O-])=O WYYQVWLEPYFFLP-UHFFFAOYSA-K 0.000 description 1
GRWVQDDAKZFPFI-UHFFFAOYSA-H chromium(III) sulfate Chemical compound [Cr+3].[Cr+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O GRWVQDDAKZFPFI-UHFFFAOYSA-H 0.000 description 1
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IRXRGVFLQOSHOH-UHFFFAOYSA-L dipotassium;oxalate Chemical compound [K+].[K+].[O-]C(=O)C([O-])=O IRXRGVFLQOSHOH-UHFFFAOYSA-L 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
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230000000694 effects Effects 0.000 description 1
RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 1
125000001033 ether group Chemical group 0.000 description 1
239000003925 fat Substances 0.000 description 1
239000010685 fatty oil Substances 0.000 description 1
IVJISJACKSSFGE-UHFFFAOYSA-N formaldehyde;1,3,5-triazine-2,4,6-triamine Chemical compound O=C.NC1=NC(N)=NC(N)=N1 IVJISJACKSSFGE-UHFFFAOYSA-N 0.000 description 1
239000008103 glucose Substances 0.000 description 1
150000004676 glycans Chemical class 0.000 description 1
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 description 1
125000003827 glycol group Chemical group 0.000 description 1
150000002334 glycols Chemical class 0.000 description 1
210000004209 hair Anatomy 0.000 description 1
238000005984 hydrogenation reaction Methods 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
238000005470 impregnation Methods 0.000 description 1
239000012535 impurity Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000002649 leather substitute Substances 0.000 description 1
239000000944 linseed oil Substances 0.000 description 1
235000021388 linseed oil Nutrition 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
239000000463 material Substances 0.000 description 1
WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
239000010446 mirabilite Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000012170 montan wax Substances 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
229910017464 nitrogen compound Inorganic materials 0.000 description 1
150000002830 nitrogen compounds Chemical class 0.000 description 1
239000004006 olive oil Substances 0.000 description 1
235000008390 olive oil Nutrition 0.000 description 1
235000006408 oxalic acid Nutrition 0.000 description 1
230000003647 oxidation Effects 0.000 description 1
238000007254 oxidation reaction Methods 0.000 description 1
230000020477 pH reduction Effects 0.000 description 1
229940066842 petrolatum Drugs 0.000 description 1
235000019271 petrolatum Nutrition 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
239000004584 polyacrylic acid Substances 0.000 description 1
229920001223 polyethylene glycol Polymers 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
239000001205 polyphosphate Substances 0.000 description 1
235000011176 polyphosphates Nutrition 0.000 description 1
150000007519 polyprotic acids Polymers 0.000 description 1
229920001282 polysaccharide Polymers 0.000 description 1
239000005017 polysaccharide Substances 0.000 description 1
229920002635 polyurethane Polymers 0.000 description 1
239000004814 polyurethane Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000011591 potassium Substances 0.000 description 1
239000000376 reactant Substances 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000008159 sesame oil Substances 0.000 description 1
235000011803 sesame oil Nutrition 0.000 description 1
235000013874 shellac Nutrition 0.000 description 1
239000004208 shellac Substances 0.000 description 1
ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
229940113147 shellac Drugs 0.000 description 1
235000010267 sodium hydrogen sulphite Nutrition 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical group O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
238000010186 staining Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-L sulfate group Chemical group S(=O)(=O)([O-])[O-] QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
210000004243 sweat Anatomy 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000003760 tallow Substances 0.000 description 1
239000010936 titanium Substances 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
238000005809 transesterification reaction Methods 0.000 description 1
FTBATIJJKIIOTP-UHFFFAOYSA-K trifluorochromium Chemical compound F[Cr](F)F FTBATIJJKIIOTP-UHFFFAOYSA-K 0.000 description 1
235000019871 vegetable fat Nutrition 0.000 description 1
238000005406 washing Methods 0.000 description 1
229920003169 water-soluble polymer Polymers 0.000 description 1
239000001993 wax Substances 0.000 description 1
239000002023 wood Substances 0.000 description 1
238000010626 work up procedure Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/24—Disazo or polyazo compounds
- C09B45/26—Disazo or polyazo compounds containing chromium

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Coloring (AREA)
Medicinal Preparation (AREA)

JP5140907A 1992-06-12 1993-06-11 ブルークロム錯体染料及びその製造方法 Pending JPH06184452A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
GB9212547:5		1992-06-12
GB929212547A GB9212547D0 (en)	1992-06-12	1992-06-12	Improvements in or relating to organic compounds

Publications (1)

Publication Number	Publication Date
JPH06184452A true JPH06184452A (ja)	1994-07-05

Family

ID=10717017

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP5140907A Pending JPH06184452A (ja)	1992-06-12	1993-06-11	ブルークロム錯体染料及びその製造方法

Country Status (10)

Country	Link
JP (1)	JPH06184452A (es)
AU (1)	AU654915B2 (es)
CH (1)	CH685056A5 (es)
DE (1)	DE4319020B4 (es)
ES (1)	ES2103164B1 (es)
FR (1)	FR2692273B1 (es)
GB (2)	GB9212547D0 (es)
HK (1)	HK29097A (es)
IT (1)	IT1261916B (es)
NZ (1)	NZ247839A (es)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB9406289D0 (en) *	1994-03-30	1994-05-25	Sandoz Ltd	Improvements in or relating to organic compounds
CN116732254B (zh) *	2023-07-05	2024-10-25	隆丰革乐美时尚有限公司	粒面绒面双面使用皮革的生产工艺

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CH606324A5 (es) *	1976-05-31	1978-10-31	Sandoz Ag
DE2805243A1 (de) *	1978-02-08	1979-08-09	Sandoz Ag	1 zu 2-metallkomplexe, deren herstellung und verwendung
DE3805746C2 (de) *	1987-03-05	2003-04-10	Clariant Finance Bvi Ltd	1:2-Chromkomplexfarbstoffe

1992
- 1992-06-12 GB GB929212547A patent/GB9212547D0/en active Pending
1993
- 1993-06-07 FR FR9306860A patent/FR2692273B1/fr not_active Expired - Fee Related
- 1993-06-08 DE DE4319020A patent/DE4319020B4/de not_active Expired - Fee Related
- 1993-06-08 CH CH1723/93A patent/CH685056A5/de not_active IP Right Cessation
- 1993-06-10 IT ITRM930382A patent/IT1261916B/it active IP Right Grant
- 1993-06-10 NZ NZ247839A patent/NZ247839A/en not_active IP Right Cessation
- 1993-06-10 AU AU40160/93A patent/AU654915B2/en not_active Ceased
- 1993-06-11 JP JP5140907A patent/JPH06184452A/ja active Pending
- 1993-06-11 ES ES09301292A patent/ES2103164B1/es not_active Expired - Fee Related
- 1993-06-11 GB GB9312138A patent/GB2267713B/en not_active Expired - Fee Related
1997
- 1997-03-13 HK HK29097A patent/HK29097A/xx not_active IP Right Cessation

Also Published As

Publication number	Publication date
ITRM930382A0 (it)	1993-06-10
DE4319020B4 (de)	2005-11-10
IT1261916B (it)	1996-06-04
DE4319020A1 (de)	1993-12-16
GB9212547D0 (en)	1992-07-22
CH685056A5 (de)	1995-03-15
HK29097A (en)	1997-03-21
NZ247839A (en)	1994-12-22
ITRM930382A1 (it)	1994-12-10
ES2103164B1 (es)	1998-04-01
FR2692273B1 (fr)	1996-01-26
GB2267713B (en)	1995-05-24
AU654915B2 (en)	1994-11-24
ES2103164A1 (es)	1997-08-16
AU4016093A (en)	1993-12-16
GB2267713A (en)	1993-12-15
GB9312138D0 (en)	1993-07-28
FR2692273A1 (fr)	1993-12-17

Publication	Publication Date	Title
US5152801A (en)	1992-10-06	Process for dyeing leather with an aqueous bath containing sulfonated carbon black and black anionic dye
US4820309A (en)	1989-04-11	1:2-chromium complex dyes for tanned leather
US5007941A (en)	1991-04-16	Process for dyeing leather: aqueous bath containing mixture of carbon black and acid dye, direct dye or metal complex dye
US4834769A (en)	1989-05-30	Compositions for the dyeing of leather
US6927284B2 (en)	2005-08-09	1:2 metal complex dyes, their compositions, their production and their use
US5668259A (en)	1997-09-16	Metallizable disazo compounds having 1, 3-dihydroxybenzene bis-coupling component radicals, iron complexes thereof and mixtures of such iron complexes
JP3688733B2 (ja)	2005-08-31	アゾ染料の製造方法
JPH06184452A (ja)	1994-07-05	ブルークロム錯体染料及びその製造方法
KR100497888B1 (ko)	2005-06-29	테트라키스아조 염료, 그의 제조 방법 및 용도
US5319075A (en)	1994-06-07	Iron complexes and mixtures of iron complexes of disazo compounds having 1,3-dihydroxybenzene coupling component radicals, their use and metal-free disazo compounds useful as intermediates
JPH05247359A (ja)	1993-09-24	クロム錯体染料
JPH08337732A (ja)	1996-12-24	アゾ染料、その製造方法およびその使用方法
JPH06287460A (ja)	1994-10-11	１：２クロム錯体染料
USRE38531E1 (en)	2004-06-08	Tetrakisazo dyes, their production and use
JPH0841365A (ja)	1996-02-13	ポリアゾ金属錯塩染料、その製造法およびその染色方法
DE19525496A1 (de)	1996-02-08	Azofarbstoffe und Zwischenprodukte, deren Herstellung und Verwendung