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US4309180A
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Anthraquinone compounds and the production and use thereof
Assignee: BASF Corp
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Filing: 1980-07-01
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Granted: 1982-01-05
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Expires: 2000-07-01
Abstract
Abstract There are described new anthraquinone compounds which, in the form of the free acid, correspond to the formula I ##STR1## wherein the X's independently of one another are each a straight-chain or branched-chain alkyl group having 1 to 4 carbon atoms, Y is hydrogen or is the same as X, and wherein the phenyl rings a can also be substituted by one or more halogen atoms, the production and use thereof, and also dye solutions containing a solvent mixture consisting of one or more aprotic solvents, at least one glycol and/or glycol ether, and optionally water and further additives, which solutions contain in each case a mixture of two anthraquinone dyes which, in the form of the free acid, correspond to the formulae I and IV ##STR2## wherein the X's independently of one another are each a straight-chain or branched-chain alkyl group having 1 to 4 carbon atoms, Y is hydrogen or is the same as X, and wherein the phenyl rings a can also be substituted by one or more halogen atoms.
Inventors
- 👤 Roger Lacroix
- 👤 Jean-Marie Adam
- 👤 Janos Vincze
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 02:08
CPC Classifications
C; C09; C09B; C09B1/00; C09B1/16; C09B1/20; C09B1/26; C09B1/32; C09B1/34; C09B1/343; D; D06; D06P; D06P1/00; D06P1/39
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
104 words
A dye solution containing a solvent mixture of one or more aprotic solvents, at least one glycol and/or glycol ether and a dye mixture consisting of 55 to 75 percent by weight of the anthraquinone dyestuff, the free acid formula thereof being ##STR19## and of 45 to 25 percent by weight of the anthraquinone dyestuff, the free acid formula thereof being ##STR20## wherein the X's independently of one another are each a straight-chain or branched-chain alkyl group having 1 to 4 carbon atoms, Y is hydrogen or is the same as X, and wherein the rings are phenyl rings or halogen substituted phenyl rings.
Claim 2
Dependent Claim
104 words
A dye solution containing a solvent mixture of one or more aprotic solvents, at least one glycol and/or glycol ether and a dye mixture consisting of 55 to 75 percent by weight of the anthraquinone dyestuff, the free acid formula thereof being ##STR19## and of 45 to 25 percent by weight of the anthraquinone dyestuff, the free acid formula thereof being ##STR20## wherein the X's independently of one another are each a straight-chain or branched-chain alkyl group having 1 to 4 carbon atoms, Y is hydrogen or is the same as X, and wherein the rings are phenyl rings or halogen substituted phenyl rings.
Claim 3
Dependent Claim
68 words
A dye solution according to claim 1, which contains as aprotic solvents nitrogen-containing compounds selected from the group consisting of N,N,N',N'-tetramethylurea, N-methyl-pyrrolidone and 1,5-dimethylpyrrolidone; sulfur-containing compounds selected from the group consisting of dimethylsulfoxide, unsubstituted tetramethylenesulfone and 2,3- or 2,5-dihydrothiophene-S-dioxide and derivatives thereof substituted in the α- and/or β-position by alkyl or hydroxyalkyl groups or phosphorus-containing compounds selected from the group consisting of hexamethylphosphoric acid triamide, dimethyl-methanephosphonate and bis-(dimethylamido)-methanephosphate.
Claim 4
Dependent Claim
19 words
A dye solution according to claim 1, which contains as aprotic solvent dimethylsulfoxide, N-methylpyrrolidone, tetramethylurea, dimethylmethanephosphonate or mixtures thereof.
Claim 5
Dependent Claim
55 words
A dye solution according to claim 1, which contains glycols selected from the group consisting of ethylene glycol, diethylene glycol, triethylene glycol and tetraethylene glycol or glycol ethers selected from the group consisting of ethylene glycol monomethyl ether, and diethylene glycol monomethyl ether, diethylene glycol monoethyl ether and diethylene glycol mono-n-butyl ether, or mixtures thereof.
Claim 6
Dependent Claim
36 words
A dye solution according to claim 1, wherein the solvent mixture consists of N-methylpyrrolidone/diethylene glycol monomethyl ether, tetramethylurea/diethylene glycol monomethyl ether, N-methylpyrrolidone/tetraethylene glycol, tetramethylurea/diethylene glycol mono-n-butyl ether, dimethylmethanephosphonate/diethylene glycol mono-n-butyl ether or dimethylsulfoxide/diethylene glycol mono-n-butyl ether.
Claim 7
Dependent Claim
26 words
A dye solution according to claim 1, which further contains water and/or additives selected from the group consisting of urea, pentaerythritol, antifoaming agents and dispersing agents.
Claim 8
Dependent Claim
57 words
A dye solution according to claim 1, which contains 20 to 40 percent by weight of the mixture of the anthraquinone dyestuffs, 5 to 20 percent by weight of one or more aprotic solvents, 45 to 70 percent by weight of a glycol and/or of a glycol ether and 0 to 50 percent by weight of water.
Claim 9
Dependent Claim
81 words
A dye solution according to claim 3, which contains 25 to 35 percent by weight of the mixture of the anthraquinone dyestuffs in the mixture ratio of 60 percent by weight of the dye of the formula ##STR21## and 40 percent by weight of the dye of the formula ##STR22## 8to 12 percent by weight of at least one aprotic solvent selected from the group consisting of tetramethylurea and dimethylmethanephosphonate, and 55to 65 percent by weight of diethylene glycol mono-n-butyl ether.
Claim 10
Dependent Claim
86 words
A dye solution containing a solvent mixture of one or more aprotic solvents, at least one glycol and/or glycol ether and a dye mixture consisting of 55 to 75 percent by weight of the anthraquinone dyestuff of the formula ##STR23## and of 45 to 25 percent by weight of the anthraquinone dyestuff of the formula ##STR24## wherein M.sup.⊕ is Na, K, Li, NH 4 , NH 2 (C 2 H 4 OH), NH(C 2 H 4 OH) 2 or N(C 2 H 4 OH) 3 .
Claim 11
Dependent Claim
86 words
A dye solution containing a solvent mixture of one or more aprotic solvents, at least one glycol and/or glycol ether and a dye mixture consisting of 55 to 75 percent by weight of the anthraquinone dyestuff of the formula ##STR23## and of 45 to 25 percent by weight of the anthraquinone dyestuff of the formula ##STR24## wherein M.sup.⊕ is Na, K, Li, NH 4 , NH 2 (C 2 H 4 OH), NH(C 2 H 4 OH) 2 or N(C 2 H 4 OH) 3 .
Claim 12
Dependent Claim
54 words
A process for the manufacture of dye solutions according to claim 1, in which the dye mixture of the two anthraquinone dyestuffs of the indicated formulae is dissolved in a solvent mixture of one or more aprotic solvent and at least one glycol and/or glycol ether at a temperature of 10° to 40° C.
Claim 13
Dependent Claim
48 words
A method of dyeing textile materials or leather comprising the steps of diluting the dye solution according to claim 1 with water and/or an organic solvent and of applying the obtained diluted aqueous organic or organic-aqueous dye bath to textile materials of nitrogen-containing organic fibers or to leather.
Claim 14
Dependent Claim
20 words
Method according to claim 11, in which the dye bath is applied to wool or polyamide materials or to leather.
Claim 15
Dependent Claim
16 words
Method according to claim 11, in which the dye bath is applied to leather by spraying.
References Cited (Backward Citations)
US3320287A
Cited
DE2335512A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-01-04 | 1985-07-06 | 1986-01-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-01-04 | 1989-07-06 | 1990-01-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-01-04 | 1993-07-06 | 1994-01-05 | $7700.00 | Window Closed / Lapsed |