JPS5962668A - １個のスルホン酸基を含むモノアゾ化合物 - Google Patents

１個のスルホン酸基を含むモノアゾ化合物

Info

Publication number: JPS5962668A
Authority: JP; Japan
Prior art keywords: hydrogen; compound according; alkyl; formula; compound
Prior art date: 1982-08-06
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

JP58141975A

Other languages

English (en)

Japanese (ja)

Inventor

フランソワ・ベングエレル

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.)

1982-08-06

Filing date

1983-08-04

Publication date

1984-04-10

1983-08-04 Application filed by Sandoz AG filed Critical Sandoz AG

1984-04-10 Publication of JPS5962668A publication Critical patent/JPS5962668A/ja

Status Pending legal-status Critical Current

Links

239000002253 acid Substances 0.000 title claims description 14
-1 Monoazo compound Chemical class 0.000 title description 11
150000001875 compounds Chemical class 0.000 claims description 40
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 29
239000001257 hydrogen Substances 0.000 claims description 23
229910052739 hydrogen Inorganic materials 0.000 claims description 23
238000004043 dyeing Methods 0.000 claims description 21
150000003839 salts Chemical group 0.000 claims description 19
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
239000000203 mixture Substances 0.000 claims description 17
125000000217 alkyl group Chemical group 0.000 claims description 15
238000000034 method Methods 0.000 claims description 14
239000004952 Polyamide Substances 0.000 claims description 13
229920002647 polyamide Polymers 0.000 claims description 13
125000004432 carbon atom Chemical group C* 0.000 claims description 11
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 8
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 8
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
125000000129 anionic group Chemical group 0.000 claims description 7
150000002431 hydrogen Chemical group 0.000 claims description 7
125000001424 substituent group Chemical group 0.000 claims description 7
239000000758 substrate Substances 0.000 claims description 6
230000002378 acidificating effect Effects 0.000 claims description 4
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 4
230000007935 neutral effect Effects 0.000 claims description 4
239000012429 reaction media Substances 0.000 claims description 4
125000003545 alkoxy group Chemical group 0.000 claims description 3
239000003795 chemical substances by application Substances 0.000 claims description 3
150000001412 amines Chemical class 0.000 claims description 2
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 2
239000010931 gold Substances 0.000 claims description 2
229910052737 gold Inorganic materials 0.000 claims description 2
QWPPOHNGKGFGJK-UHFFFAOYSA-N hypochlorous acid Chemical group ClO QWPPOHNGKGFGJK-UHFFFAOYSA-N 0.000 claims description 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
125000004093 cyano group Chemical group *C#N 0.000 claims 1
239000002657 fibrous material Substances 0.000 claims 1
239000000975 dye Substances 0.000 description 32
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 11
239000000243 solution Substances 0.000 description 11
150000001768 cations Chemical class 0.000 description 8
239000004677 Nylon Substances 0.000 description 7
229920001778 nylon Polymers 0.000 description 7
LFQSCWFLJHTTHZ-UHFFFAOYSA-N EtOH Substances CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
229920002302 Nylon 6,6 Polymers 0.000 description 6
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
239000004744 fabric 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
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 5
229960000583 acetic acid Drugs 0.000 description 5
238000005470 impregnation Methods 0.000 description 5
229910052708 sodium Inorganic materials 0.000 description 5
239000011734 sodium Substances 0.000 description 5
229920002292 Nylon 6 Polymers 0.000 description 4
239000012362 glacial acetic acid Substances 0.000 description 4
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
238000009835 boiling Methods 0.000 description 3
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
239000000460 chlorine Substances 0.000 description 3
229910052801 chlorine Inorganic materials 0.000 description 3
238000005859 coupling reaction Methods 0.000 description 3
239000000835 fiber Substances 0.000 description 3
239000007858 starting material Substances 0.000 description 3
125000000565 sulfonamide group Chemical class 0.000 description 3
239000002562 thickening agent Substances 0.000 description 3
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
244000007835 Cyamopsis tetragonoloba Species 0.000 description 2
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
239000000654 additive Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
238000010014 continuous dyeing Methods 0.000 description 2
238000007796 conventional method Methods 0.000 description 2
MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
238000006193 diazotization reaction Methods 0.000 description 2
238000006073 displacement reaction Methods 0.000 description 2
238000010016 exhaust dyeing Methods 0.000 description 2
238000009472 formulation Methods 0.000 description 2
238000002955 isolation Methods 0.000 description 2
239000007788 liquid Substances 0.000 description 2
NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
238000003756 stirring Methods 0.000 description 2
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
125000000542 sulfonic acid group Chemical group 0.000 description 2
239000004094 surface-active agent Substances 0.000 description 2
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 2
125000004169 (C1-C6) alkyl group Chemical group 0.000 description 1
QGLWBTPVKHMVHM-KTKRTIGZSA-N (z)-octadec-9-en-1-amine Chemical compound CCCCCCCC\C=C/CCCCCCCCN QGLWBTPVKHMVHM-KTKRTIGZSA-N 0.000 description 1
VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
HBZVNWNSRNTWPS-UHFFFAOYSA-N 6-amino-4-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=C(S(O)(=O)=O)C=C(O)C2=CC(N)=CC=C21 HBZVNWNSRNTWPS-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
XFXPMWWXUTWYJX-UHFFFAOYSA-N Cyanide Chemical compound N#[C-] XFXPMWWXUTWYJX-UHFFFAOYSA-N 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
201000002481 Myositis Diseases 0.000 description 1
OKIZCWYLBDKLSU-UHFFFAOYSA-M N,N,N-Trimethylmethanaminium chloride Chemical compound [Cl-].C[N+](C)(C)C OKIZCWYLBDKLSU-UHFFFAOYSA-M 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 description 1
CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
239000007983 Tris buffer Substances 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
239000000980 acid dye Substances 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
150000001408 amides Chemical class 0.000 description 1
NGPGDYLVALNKEG-UHFFFAOYSA-N azanium;azane;2,3,4-trihydroxy-4-oxobutanoate Chemical compound [NH4+].[NH4+].[O-]C(=O)C(O)C(O)C([O-])=O NGPGDYLVALNKEG-UHFFFAOYSA-N 0.000 description 1
239000002585 base Substances 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Chemical group 0.000 description 1
239000001768 carboxy methyl cellulose Substances 0.000 description 1
235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
229940125782 compound 2 Drugs 0.000 description 1
230000008878 coupling Effects 0.000 description 1
238000010168 coupling process Methods 0.000 description 1
239000003599 detergent Substances 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
239000006185 dispersion Substances 0.000 description 1
239000002612 dispersion medium Substances 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
238000005562 fading Methods 0.000 description 1
238000001914 filtration Methods 0.000 description 1
238000000227 grinding Methods 0.000 description 1
229910052736 halogen Inorganic materials 0.000 description 1
150000002367 halogens Chemical class 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
208000014617 hemorrhoid Diseases 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000010985 leather Substances 0.000 description 1
229910052744 lithium Inorganic materials 0.000 description 1
239000000463 material Substances 0.000 description 1
238000005259 measurement Methods 0.000 description 1
238000003801 milling Methods 0.000 description 1
239000012046 mixed solvent Substances 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
125000004433 nitrogen atom Chemical group N* 0.000 description 1
239000003960 organic solvent 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
238000005185 salting out Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
239000008247 solid mixture Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000009977 space dyeing Methods 0.000 description 1
238000001694 spray drying Methods 0.000 description 1
238000010186 staining Methods 0.000 description 1
125000000547 substituted alkyl group Chemical group 0.000 description 1
IIACRCGMVDHOTQ-UHFFFAOYSA-N sulfamic acid Chemical compound NS(O)(=O)=O IIACRCGMVDHOTQ-UHFFFAOYSA-N 0.000 description 1
210000004243 sweat Anatomy 0.000 description 1
YODZTKMDCQEPHD-UHFFFAOYSA-N thiodiglycol Chemical compound OCCSCCO YODZTKMDCQEPHD-UHFFFAOYSA-N 0.000 description 1
ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 1
238000001291 vacuum drying Methods 0.000 description 1
238000005406 washing Methods 0.000 description 1
210000002268 wool Anatomy 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0003—Monoazo dyes prepared by diazotising and coupling from diazotized anilines

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Coloring (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

JP58141975A 1982-08-06 1983-08-04 １個のスルホン酸基を含むモノアゾ化合物 Pending JPS5962668A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE32293925		1982-08-06
DE3229392		1982-08-06

Publications (1)

Publication Number	Publication Date
JPS5962668A true JPS5962668A (ja)	1984-04-10

Family

ID=6170294

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP58141975A Pending JPS5962668A (ja)	1982-08-06	1983-08-04	１個のスルホン酸基を含むモノアゾ化合物

Country Status (6)

Country	Link
JP (1)	JPS5962668A (fr)
BE (1)	BE897431A (fr)
CH (1)	CH654845A5 (fr)
FR (1)	FR2531442A1 (fr)
GB (1)	GB2125811B (fr)
IT (1)	IT1169458B (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
EP0564404B1 (fr) *	1992-04-01	1997-06-25	Ciba SC Holding AG	Procédé de teinture du cuir avec des mélanges de colorants
ES2098709T3 (es) *	1992-06-30	1997-05-01	Ciba Geigy Ag	Procedimiento para teñir cuero por tricromia con mezclas de colorantes.

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR675757A (fr) *	1928-05-26	1930-02-14	Prod Chim Ci Devant Sandoz Fab	Procédé de préparation de colorants monoazoïques
FR798038A (fr) *	1934-11-21	1936-05-08	Prod Chim Fab De	Colorants monoazoïques et leur procédé de préparation
CH410232A (de) *	1959-07-24	1966-03-31	Sandoz Ag	Verfahren zur Herstellung von Azofarbstoffen
GB1037648A (en) *	1963-09-04	1966-08-03	Ici Ltd	New monoazo dyestuffs containing unsaturated carboxylic acid amide and also sulphonamide groups
DE1644189C3 (de) *	1967-01-05	1975-10-09	Bayer Ag, 5090 Leverkusen	Azofarbstoffe und deren Verwendung
CH617449A5 (en) *	1975-09-03	1980-05-30	Sandoz Ag	Process for preparing monoazo compounds
GB1557205A (en) *	1976-03-30	1979-12-05	Ici Ltd	Benzene-azo naphthalene monoazo dyes containing sulphonamide groups
PL101484B1 (pl) *	1977-02-16	1978-12-30	Os Bad Rozwojowy Przem Barwni	Sposob otrzymywania czerwonych barwnikow monoazowych
DE2724079A1 (de) *	1977-05-27	1978-12-07	Bayer Ag	Azofarbstoffe

1983
- 1983-07-25 CH CH4051/83A patent/CH654845A5/de not_active IP Right Cessation
- 1983-08-01 FR FR8312765A patent/FR2531442A1/fr not_active Withdrawn
- 1983-08-01 BE BE1/10842A patent/BE897431A/fr not_active IP Right Cessation
- 1983-08-03 GB GB08320877A patent/GB2125811B/en not_active Expired
- 1983-08-04 IT IT8322432A patent/IT1169458B/it active
- 1983-08-04 JP JP58141975A patent/JPS5962668A/ja active Pending

Also Published As

Publication number	Publication date
IT1169458B (it)	1987-05-27
IT8322432A0 (it)	1983-08-04
FR2531442A1 (fr)	1984-02-10
GB2125811A (en)	1984-03-14
GB2125811B (en)	1986-03-19
BE897431A (fr)	1984-02-01
CH654845A5 (de)	1986-03-14
GB8320877D0 (en)	1983-09-07

Publication	Publication Date	Title
US5354849A (en)	1994-10-11	Sulfo group-containing disazo compounds containing substituted amino-1,3,5-triazinil or- chloropyrimidyl
JPS6136362A (ja)	1986-02-21	陰イオン型モノアゾ化合物
US4855411A (en)	1989-08-08	Water-soluble, monoazo dyes containing a ureido group and two sulfonyl fiber-reactive groups
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US6372893B1 (en)	2002-04-16	AZO dyestuffs
US4518391A (en)	1985-05-21	Monoazo compounds having a sulfo group-containing diazo component radical and a 6-(2'-chloro-1',3',5'-triazin-6'-ylamino)-1-hydroxy-3-sulfonaphthalene coupling component radical having a substituted amino group in the 4'-position
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JPS5962668A (ja)	1984-04-10	１個のスルホン酸基を含むモノアゾ化合物
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JPH0135830B2 (fr)	1989-07-27
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