GB707705A - Improvements relating to sulphur dyestuffs and their use - Google Patents
Improvements relating to sulphur dyestuffs and their useInfo
- Publication number
- GB707705A GB707705A GB7345/52A GB734552A GB707705A GB 707705 A GB707705 A GB 707705A GB 7345/52 A GB7345/52 A GB 7345/52A GB 734552 A GB734552 A GB 734552A GB 707705 A GB707705 A GB 707705A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- nitrosophenol
- diphenylamine
- sulphurized
- indophenols
- Prior art date
- 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
Links
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title abstract 3
- 239000005864 Sulphur Substances 0.000 title abstract 3
- JSTCPNFNKICNNO-UHFFFAOYSA-N 4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1 JSTCPNFNKICNNO-UHFFFAOYSA-N 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- RHTVYQUNDOIUHF-UHFFFAOYSA-N 2-chloro-4-nitrosophenol Chemical compound OC1=CC=C(N=O)C=C1Cl RHTVYQUNDOIUHF-UHFFFAOYSA-N 0.000 abstract 1
- VPRIGCVCJPKVFZ-UHFFFAOYSA-N 4-chloro-n-phenylaniline Chemical compound C1=CC(Cl)=CC=C1NC1=CC=CC=C1 VPRIGCVCJPKVFZ-UHFFFAOYSA-N 0.000 abstract 1
- 229920003043 Cellulose fiber Polymers 0.000 abstract 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical class COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 abstract 1
- 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 abstract 1
- UCKMPCXJQFINFW-UHFFFAOYSA-N Sulphide Chemical compound [S-2] UCKMPCXJQFINFW-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- GRWZHXKQBITJKP-UHFFFAOYSA-N dithionous acid Chemical compound OS(=O)S(O)=O GRWZHXKQBITJKP-UHFFFAOYSA-N 0.000 abstract 1
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- -1 ethyl- Chemical group 0.000 abstract 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- SRENRFDRXNVMKN-UHFFFAOYSA-N n-butyl-n-phenylaniline Chemical compound C=1C=CC=CC=1N(CCCC)C1=CC=CC=C1 SRENRFDRXNVMKN-UHFFFAOYSA-N 0.000 abstract 1
- DYFFAVRFJWYYQO-UHFFFAOYSA-N n-methyl-n-phenylaniline Chemical compound C=1C=CC=CC=1N(C)C1=CC=CC=C1 DYFFAVRFJWYYQO-UHFFFAOYSA-N 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229920001021 polysulfide Polymers 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 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
- C09B49/00—Sulfur dyes
- C09B49/10—Sulfur dyes from diphenylamines, indamines, or indophenols, e.g. p-aminophenols or leucoindophenols
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Indole Compounds (AREA)
Abstract
Sulphur dyes are made by reacting with agents introducing sulphur indophenols of the formula:- <FORM:0707705/IV(c)/1> where R is a low molecular aliphatic hydrocarbon radical, containing at most four carbon atoms, and the benzene ring may contain methyl groups, and halogen atoms, or their leuco compounds. The starting materials are prepared from the corresponding N-alkyldiphenylamines unsubstituted in at least one paraposition by condensing with p-nitrosophenol in strong aqueous mineral acid. Solvents specified for the sulphurization are glycol monoethyl and monomethyl ethers. The products dye cellulose fibres from a sulphide or hydrosulphite vat reddish to greenish blue shades. In examples, leuco-indophenols are sulphurized with sodium polysulphide which are derived from p-nitrosophenol and (1)-methyl-, ethyl-, or butyl-diphenylamine, (2) N-methyl-3 or 4-chloro-diphenylamine, (3) N-methyl-3.4-dichlorodiphenylamine, (4) N-methyl-4-methyldiphenylamine. Also in examples, (5) a product obtained from o-chloro-p-nitrosophenol and N-methyl-diphenylamine is sulphurized with elimination of the chlorine atom.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH707705X | 1951-03-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB707705A true GB707705A (en) | 1954-04-21 |
Family
ID=4530499
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB7345/52A Expired GB707705A (en) | 1951-03-22 | 1952-03-21 | Improvements relating to sulphur dyestuffs and their use |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB707705A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3963764A (en) * | 1970-12-30 | 1976-06-15 | L'oreal | Indoanilines |
US4045170A (en) * | 1970-12-30 | 1977-08-30 | L'oreal | Hair dye composition containing an indoaniline |
-
1952
- 1952-03-21 GB GB7345/52A patent/GB707705A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3963764A (en) * | 1970-12-30 | 1976-06-15 | L'oreal | Indoanilines |
US4045170A (en) * | 1970-12-30 | 1977-08-30 | L'oreal | Hair dye composition containing an indoaniline |
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