GB452421A - Improvements in dyestuff mixtures - Google Patents

Improvements in dyestuff mixtures

Info

Publication number
GB452421A
GB452421A GB494635A GB494635A GB452421A GB 452421 A GB452421 A GB 452421A GB 494635 A GB494635 A GB 494635A GB 494635 A GB494635 A GB 494635A GB 452421 A GB452421 A GB 452421A
Authority
GB
United Kingdom
Prior art keywords
anthraquinone
hydroxypropylamino
hydroxyethylamino
cyclohexylamino
methylamino
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
Application number
GB494635A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB494635A priority Critical patent/GB452421A/en
Priority to FR798911D priority patent/FR798911A/en
Publication of GB452421A publication Critical patent/GB452421A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16Amino-anthraquinones
    • C09B1/20Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/28Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups

Abstract

Dyestuff mixtures comprise a 1 : 4-diaminoanthraquinone of the general formula <FORM:0452421/IV/1> (wherein R1 and R2 are each alkyl, hydroxyalkyl, chlorhyroxyalkyl, cycloalkyl or aralkyl and may be the same or different and up to 2 positions marked X may be substituted by OH, NH2, NH-alkyl or NO2) and at least one other 1 : 4-diaminoanthraquinone of the same general formula in which at least one of the groups R1 and R2 is not identical with either of those present in the first component. The 1 : 4-diaminoanthraquinones of the above general formula are obtainable as described in Specifications 434,906, 441,043, 447,037, 447,088, 447,107, and 447,108. The admixture may be effected by grinding, e.g. in a ball mill, or by dissolving the components in a solvent and precipitating. The mixtures are suitable for dyeing cellulose esters or ethers, especially acetate artificial silk, in stronger and purer shades than are obtainable with the individual components; they are applicable also for colouring hydrocarbons, waxes, fats, vinyl polymerization products, urea-formaldehyde and phenol - formaldehyde resins, synthetic rubber, lacquers and masses to be used for producing artificial silk. The following examples are specified: (1) 1 : 4-Di-(monomethylamino) anthraquinone (20 parts) is mixed in a ball mill with 1 : 4-di-(mono-b -hydroxyethylamino)anthraquinone (80 parts); the mixture gives strong clear blue dyeings on acetate artificial silk; (2) 1 : 4 - Di - (n - butylamino)-anthraquinone (40 parts) is similarly mixed with 1 : 4 - di - (monomethylamino)anthraquinone; the mixture gives powerful blue dyeings on acetate artificial silk and may be used for colouring benzine; (3) A mixture of equal amounts of 1 : 4-di-(monomethylamino)-anthraquinone and 1 : 4 - di - (b - phenylethyl-amino)anthraquinone gives powerful clear blue dyeings on acetate artificial silk; (4) A mixture of equal amounts of 1 : 4-di-(b -hydroxyethylamino)anthraquinone and 1 : 4-di-(b -hydroxypropylamino)anthraquinone gives similar dyeings; (5) A mixture of equal amounts of 1 - methylamino - 4 - benzylaminoanthraquinone and 1 - methylamino - 4 - b - hydroxyethylaminoanthraquinone gives clear blue dyeings, fast to light, on cellulose acetate artificial silk; (6) A mixture of 1-cyclohexylamino-4-n-butylaminoanthraquinone (30 parts) and 1 : 4-di-(mono - g - hydroxypropylamino)anthraquinone (70 parts) gives clear blue dyeings on cellulose acetate artificial silk; (7) A mixture of 1 : 4-di-(monomethylamino)anthraquinone (30 parts), 1 : 4 - di - (b - hydroxyethylamino)anthraquinone (40 parts) and 1-n-butylamino-4-cyclohexylaminoanthraquinone (30 parts) gives similar dyeings on acetate artificial silk; (8) Equal amounts of 1 : 4-di-(n-propylamino)-anthraquinone and 1 : 4 - di - (methylamino)-anthraquinone are dissolved in concentrated hydrochloric acid with stirring and the solution is allowed to flow into water to precipitate a mixture giving powerful blue dyeings on acetate artificial silk. Tables are given showing (1) pairs of dyestuffs; (2) groups of three dyestuffs, suitable for admixture, dyestuffs additional to those in the above examples being the 1-methylamino-4-n-butylamino-, 1-methylamino-4-cyclohexylamino-, 1-methylamino-4-b -phenylethylamino-, 1 - b - phenylethylamino - 4 - cyclohexylamino-, 1 : 4-di-(b -hydroxypropylamino)-5 : 8-dihydroxy-, 1 : 4-di-(g -chloro-b -hydroxypropylamino) - 5 - nitro-, 1 : 4 - di - (b - hydroxyethylamino) - 5 : 8 - dihydroxy-, 1 : 4-di-(monoethylamino)-, 1 : 4-di-(cyclohexylamino)-, 1 -methylamino - 4 - b - hydroxypropylamino-, 1 : 4 - di-(benzylamino)-, 1 - ethylamino - 4 - b - hydroxyethylamino-, 1 - butylamino - 4 - benzylamino-, 1-cyclohexylamino-4-benzylamino-, 1-benzylamino - 4 - b - hydroxyethylamino-, 1 - butylamino - 4 - b - hydroxypropylamino-, 1 - ethylamino - 4 - b - hydroxypropylamino-, 1 -ethylamino-4-cyclohexylamino-, 1-cyclohexylamino-4-b -hydroxypropylamino-, 1-methylamino-4-n-propylamino, 1 : 4 - di - (n - propylamino)-, 1 - b - hydroxyethylamino - 4 - cyclohexylamino-, 1 - b - hydroxyethylamino - 4 - phenylethylamino-, 1-b -phenylethylamino-4-cyclohexylamino- and 1 - b - hydroxyethylamino - 4 - b - hydroxypropylamino-derivatives of anthraquinone. Specifications 219,349, [Class 15 (ii)], and 428,767 are referred to.
GB494635A 1935-02-15 1935-02-15 Improvements in dyestuff mixtures Expired GB452421A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB494635A GB452421A (en) 1935-02-15 1935-02-15 Improvements in dyestuff mixtures
FR798911D FR798911A (en) 1935-02-15 1935-11-28 Colorant mixtures

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB494635A GB452421A (en) 1935-02-15 1935-02-15 Improvements in dyestuff mixtures

Publications (1)

Publication Number Publication Date
GB452421A true GB452421A (en) 1936-08-17

Family

ID=9786839

Family Applications (1)

Application Number Title Priority Date Filing Date
GB494635A Expired GB452421A (en) 1935-02-15 1935-02-15 Improvements in dyestuff mixtures

Country Status (2)

Country Link
FR (1) FR798911A (en)
GB (1) GB452421A (en)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1168386B (en) * 1960-06-09 1964-04-23 Sandoz Ag Process for dyeing, padding and printing fibers and fiber materials made of cellulose acetate or polyesters
US3317141A (en) * 1964-10-26 1967-05-02 Mann Carl Airless liquid spray gun having a diaphragm pump and filtering apparatus
DE1268581B (en) * 1961-11-30 1968-05-22 Hoechst Ag Dyeing or printing of fibers or foils made of polyethylene glycol terephthalates
DE1296603B (en) * 1960-04-25 1969-06-04 Du Pont Quinacridone-based pigments and processes for making the same
US4393007A (en) * 1976-07-07 1983-07-12 Ciba-Geigy Ag Process for the manufacture of anthraquinone compounds
US4764474A (en) * 1983-12-16 1988-08-16 Morton Thiokol, Inc. Method for detecting a tagging compound

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2485197A (en) * 1944-05-24 1949-10-18 Ciba Ltd Dyestuff mixtures and process of making same

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1296603B (en) * 1960-04-25 1969-06-04 Du Pont Quinacridone-based pigments and processes for making the same
DE1168386B (en) * 1960-06-09 1964-04-23 Sandoz Ag Process for dyeing, padding and printing fibers and fiber materials made of cellulose acetate or polyesters
DE1268581B (en) * 1961-11-30 1968-05-22 Hoechst Ag Dyeing or printing of fibers or foils made of polyethylene glycol terephthalates
US3317141A (en) * 1964-10-26 1967-05-02 Mann Carl Airless liquid spray gun having a diaphragm pump and filtering apparatus
US4393007A (en) * 1976-07-07 1983-07-12 Ciba-Geigy Ag Process for the manufacture of anthraquinone compounds
US4655970A (en) * 1976-07-07 1987-04-07 Ciba-Geigy Ag Process for the manufacture of anthraquinone compounds
US4764474A (en) * 1983-12-16 1988-08-16 Morton Thiokol, Inc. Method for detecting a tagging compound

Also Published As

Publication number Publication date
FR798911A (en) 1936-05-29

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