CS202513B2 - Method of preparing aminoazo compounds - Google Patents

Method of preparing aminoazo compounds Download PDF

Info

Publication number: CS202513B2
Authority: CS; Czechoslovakia
Prior art keywords: formula; amino; acid; dyes; azobenzene
Prior art date: 1977-10-27

Application number

CS786909A

Other languages

Czech (cs)

English (en)

Inventor

Herbert F Andrew

Original Assignee

Ici Ltd

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.)

1977-10-27

Filing date

1978-10-24

Publication date

1981-01-30

1978-10-24 Application filed by Ici Ltd filed Critical Ici Ltd

1981-01-30 Publication of CS202513B2 publication Critical patent/CS202513B2/cs

Links

-1 aminoazo compounds Chemical class 0.000 title claims abstract description 23
238000000034 method Methods 0.000 title claims description 14
239000002253 acid Substances 0.000 claims abstract description 19
239000003795 chemical substances by application Substances 0.000 claims abstract description 8
239000000203 mixture Substances 0.000 claims abstract description 6
125000000751 azo group Chemical group [*]N=N[*] 0.000 claims abstract description 5
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 5
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
238000002360 preparation method Methods 0.000 claims description 8
229910052739 hydrogen Inorganic materials 0.000 claims description 6
239000001257 hydrogen Substances 0.000 claims description 6
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
150000002431 hydrogen Chemical class 0.000 claims 2
ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims 1
150000007513 acids Chemical class 0.000 claims 1
239000000975 dye Substances 0.000 abstract description 9
230000008878 coupling Effects 0.000 abstract description 7
238000010168 coupling process Methods 0.000 abstract description 7
238000005859 coupling reaction Methods 0.000 abstract description 7
125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 abstract description 4
125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract description 2
229910006069 SO3H Inorganic materials 0.000 abstract 3
238000004043 dyeing Methods 0.000 abstract 2
239000004952 Polyamide Substances 0.000 abstract 1
239000000543 intermediate Substances 0.000 abstract 1
239000000463 material Substances 0.000 abstract 1
125000000896 monocarboxylic acid group Chemical group 0.000 abstract 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
229920002647 polyamide Polymers 0.000 abstract 1
229920000728 polyester Polymers 0.000 abstract 1
239000000243 solution Substances 0.000 description 7
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
150000001875 compounds Chemical class 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
230000002378 acidificating effect Effects 0.000 description 4
150000001412 amines Chemical class 0.000 description 4
LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 4
WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
239000012736 aqueous medium Substances 0.000 description 3
238000001816 cooling Methods 0.000 description 3
239000005457 ice water Substances 0.000 description 3
239000002609 medium Substances 0.000 description 3
239000000047 product Substances 0.000 description 3
150000003839 salts Chemical class 0.000 description 3
OQEBBZSWEGYTPG-UHFFFAOYSA-N 3-aminobutanoic acid Chemical compound CC(N)CC(O)=O OQEBBZSWEGYTPG-UHFFFAOYSA-N 0.000 description 2
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
241000795633 Olea <sea slug> Species 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 2
235000019270 ammonium chloride Nutrition 0.000 description 2
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 2
238000006193 diazotization reaction Methods 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
230000007062 hydrolysis Effects 0.000 description 2
238000006460 hydrolysis reaction Methods 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
235000010288 sodium nitrite Nutrition 0.000 description 2
GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
239000007787 solid Substances 0.000 description 2
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
229910000147 aluminium phosphate Inorganic materials 0.000 description 1
OBESRABRARNZJB-UHFFFAOYSA-N aminomethanesulfonic acid Chemical compound NCS(O)(=O)=O OBESRABRARNZJB-UHFFFAOYSA-N 0.000 description 1
229910021529 ammonia Inorganic materials 0.000 description 1
150000003863 ammonium salts Chemical class 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
239000012954 diazonium Substances 0.000 description 1
150000001989 diazonium salts Chemical class 0.000 description 1
238000001914 filtration Methods 0.000 description 1
230000005484 gravity Effects 0.000 description 1
238000011065 in-situ storage Methods 0.000 description 1
238000009413 insulation Methods 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000004682 monohydrates Chemical class 0.000 description 1
150000002826 nitrites Chemical class 0.000 description 1
229940049964 oleate Drugs 0.000 description 1
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
TWHXWYVOWJCXSI-UHFFFAOYSA-N phosphoric acid;hydrate Chemical compound O.OP(O)(O)=O TWHXWYVOWJCXSI-UHFFFAOYSA-N 0.000 description 1
235000010265 sodium sulphite Nutrition 0.000 description 1
239000012265 solid product Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000000542 sulfonic acid group Chemical group 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C09B43/00—Preparation of azo dyes from other azo compounds
- C09B43/02—Preparation of azo dyes from other azo compounds by sulfonation
- 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
- 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
- C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
- C09B29/08—Amino benzenes
- C09B29/0801—Amino benzenes containing acid groups, e.g. COOH, SO3H, PO3H2, OSO3H, OPO3H2; SO2NHSO2R or salts thereof, R being hydrocarbonyls
- 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
- C09B31/00—Disazo and polyazo dyes of the type A->B->C, A->B->C->D, or the like, prepared by diazotising and coupling
- C09B31/02—Disazo dyes
- C09B31/025—Disazo dyes containing acid groups, e.g. -COOH, -SO3H, -PO3H2, -OSO3H, -OPO2H2; Salts thereof
- 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/18—Trisazo or higher polyazo dyes
- 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
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/007—Dyestuffs containing phosphonic or phosphinic acid groups and derivatives

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Coloring (AREA)
Pyridine Compounds (AREA)

CS786909A 1977-10-27 1978-10-24 Method of preparing aminoazo compounds CS202513B2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB4476777		1977-10-27

Publications (1)

Publication Number	Publication Date
CS202513B2 true CS202513B2 (en)	1981-01-30

Family

ID=10434663

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CS786909A CS202513B2 (en)	1977-10-27	1978-10-24	Method of preparing aminoazo compounds

Country Status (14)

Country	Link
JP (1)	JPS5471117A (fr)
AR (1)	AR225005A1 (fr)
AU (1)	AU3886978A (fr)
BE (1)	BE871507A (fr)
BR (1)	BR7807045A (fr)
CS (1)	CS202513B2 (fr)
DD (1)	DD139131A5 (fr)
DE (1)	DE2838017A1 (fr)
ES (2)	ES474623A1 (fr)
FR (1)	FR2407242A1 (fr)
IT (1)	IT1100994B (fr)
NL (1)	NL7808906A (fr)
PL (1)	PL114278B1 (fr)
ZA (1)	ZA784503B (fr)

1978
- 1978-08-09 ZA ZA00784503A patent/ZA784503B/xx unknown
- 1978-08-14 AU AU38869/78A patent/AU3886978A/en active Pending
- 1978-08-24 AR AR273418A patent/AR225005A1/es active
- 1978-08-30 NL NL7808906A patent/NL7808906A/xx not_active Application Discontinuation
- 1978-08-31 DE DE19782838017 patent/DE2838017A1/de not_active Withdrawn
- 1978-09-04 PL PL1978209406A patent/PL114278B1/pl unknown
- 1978-10-23 FR FR7830051A patent/FR2407242A1/fr not_active Withdrawn
- 1978-10-23 DD DD78208623A patent/DD139131A5/xx unknown
- 1978-10-24 CS CS786909A patent/CS202513B2/cs unknown
- 1978-10-24 BE BE191322A patent/BE871507A/fr unknown
- 1978-10-25 BR BR7807045A patent/BR7807045A/pt unknown
- 1978-10-27 IT IT29206/78A patent/IT1100994B/it active
- 1978-10-27 ES ES474623A patent/ES474623A1/es not_active Expired
- 1978-10-27 ES ES474624A patent/ES474624A1/es not_active Expired
- 1978-10-27 JP JP13175478A patent/JPS5471117A/ja active Pending

Also Published As

Publication number	Publication date
ES474623A1 (es)	1979-03-16
AU3886978A (en)	1980-02-21
IT1100994B (it)	1985-09-28
ZA784503B (en)	1979-07-25
FR2407242A1 (fr)	1979-05-25
AR225005A1 (es)	1982-02-15
BE871507A (fr)	1979-04-24
DD139131A5 (de)	1979-12-12
IT7829206A0 (it)	1978-10-27
JPS5471117A (en)	1979-06-07
NL7808906A (nl)	1979-05-02
PL209406A1 (pl)	1979-08-27
ES474624A1 (es)	1979-03-16
PL114278B1 (en)	1981-01-31
DE2838017A1 (de)	1979-05-10
BR7807045A (pt)	1979-05-15

Publication	Publication Date	Title
JPH0225386B2 (fr)	1990-06-01
GB2034343A (en)	1980-06-04	Reactive dyestuffs
JP3022673B2 (ja)	2000-03-21	ビニルスルホン／ピリミジン基含有二官能反応性染料
US3514439A (en)	1970-05-26	1:2 homogeneous cobalt complexes of phenyl-azo-phenol,phenyl-azo-naphthol or phenyl-azo pyrazolone dyes having bound to the phenyl nucleus an anilino or naphthylamino substitutent
KR840001579B1 (ko)	1984-10-08	수용성 크롬착화합물 음이온성 염료의 제조방법
US4009156A (en)	1977-02-22	Hydroxynaphthalene trisazo dyestuffs
US2180776A (en)	1939-11-21	Process for the manufacture of complex metal compounds of polyazo dyestuffs
CS202513B2 (en)	1981-01-30	Method of preparing aminoazo compounds
JPS6334905B2 (fr)	1988-07-12
JPH0217586B2 (fr)	1990-04-20
US2741655A (en)	1956-04-10	Cupriferous azo-dyestuffs
JPH0330630B2 (fr)	1991-05-01
JPS6111265B2 (fr)	1986-04-02
US2778815A (en)	1957-01-22	Process for the production of aromatic omicron-hydroxydiazo compounds
JPS6142943B2 (fr)	1986-09-25
JPS633909B2 (fr)	1988-01-26
US2769805A (en)	1956-11-06	Metalliferous trisazo-dyestuffs
JPH0257588B2 (fr)	1990-12-05
JP2003301120A (ja)	2003-10-21	新規なアゾ染料
JPS62185759A (ja)	1987-08-14	反応性アゾ染料
US5391716A (en)	1995-02-21	Monoazo 2-hydroxy-pyridone-containing reactive dyestuffs
JPS6325027B2 (fr)	1988-05-24
JPH0693197A (ja)	1994-04-05	繊維反応性ホルマザン染料の製法並びにアミノフェノール
US2024797A (en)	1935-12-17	Mordant trisazo-dyestuffs and their production
GB408676A (en)	1934-04-16	The manufacture of symmetrically substituted azobenzene compounds