GB1122778A - Improvements relating to new acid anthraquinone dyestuffs and their use - Google Patents

Improvements relating to new acid anthraquinone dyestuffs and their use

Info

Publication number
GB1122778A
GB1122778A GB9166/66A GB916666A GB1122778A GB 1122778 A GB1122778 A GB 1122778A GB 9166/66 A GB9166/66 A GB 9166/66A GB 916666 A GB916666 A GB 916666A GB 1122778 A GB1122778 A GB 1122778A
Authority
GB
United Kingdom
Prior art keywords
optionally substituted
formula
alkyl
mol
iii
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
GB9166/66A
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.)
Novartis AG
Original Assignee
JR Geigy 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 JR Geigy AG filed Critical JR Geigy AG
Publication of GB1122778A publication Critical patent/GB1122778A/en
Expired legal-status Critical Current

Links

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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
    • C09B1/346—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated only sulfonated in a substituent
    • 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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/16—Amino-anthraquinones
    • C09B1/20—Preparation from starting materials already containing the anthracene nucleus
    • C09B1/26—Dyes with amino groups substituted by hydrocarbon radicals
    • C09B1/32—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups
    • C09B1/34—Dyes with amino groups substituted by hydrocarbon radicals substituted by aryl groups sulfonated
    • 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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/465—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an acryloyl group, a quaternised or non-quaternised aminoalkyl carbonyl group or a (—N)n—CO—A—O—X or (—N)n—CO—A—Hal group, wherein A is an alkylene or alkylidene group, X is hydrogen or an acyl radical of an organic or inorganic acid, Hal is a halogen atom, and n is 0 or 1
    • C09B62/467—Anthracene dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The invention comprises acid dyes of the general formula <FORM:1122778/C4-C5/1> wherein A is an optionally further substituted diphenyl alkane, diphenyl cycloalkane, diphenylether or diphenylthioether linked to the N atom and substituted by the sulphuric and acylaminomethyl group at the benzene ring carbon atoms only; R1 and R2 are C1-C6 optionally substituted alkyl groups; R1 is H or C1-C6 alkyl; Y is an optionally substituted C1-C6 alkyl or alkenyl or C1-C4 alkoxy group, a cycloalkyl, cycloalkoxy or optionally substituted aryl radical; n is 1 or 2 and m is 1 or 2. They are prepared by reacting one mol of an anthraquinone of general formula <FORM:1122778/C4-C5/2> wherein R1 and R2 are as above and A1 corresponds to A with (i) m mol of a compound HOCH2N(R1)-CO-Y or a reactive functional derivative thereof; (ii) a mixture of a ,a 1-dihalogen-O dimethylether and amides of formula HN(R1)CO-Y or (iii) a mixture of a ,a 1-dihalogenodimethylether and nitriles of the formula NC-Y, R1 and Y being as above and in each case, previously, simultaneously or subsequently sulphonating to introduce the sulphonic acid groups. Preferably Y is -CH2Cl or -C(Cl)=CH2, other values are specified. Reactions (i)-(iii) above preferably take place in presence of acidic condensing agents, e.g. HCl, zinc chloride, phosphorus pentoxide, acetic acid anhydride, syrupy phosphoric acid or oleum. The dyes dye wool, silk and synthetic polyamide, e.g. nylon in greenish red and greenish blue shades.
GB9166/66A 1965-03-03 1966-03-02 Improvements relating to new acid anthraquinone dyestuffs and their use Expired GB1122778A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH293765A CH447430A (en) 1965-03-03 1965-03-03 Process for the preparation of acidic anthraquinone dyes

Publications (1)

Publication Number Publication Date
GB1122778A true GB1122778A (en) 1968-08-07

Family

ID=4244976

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9166/66A Expired GB1122778A (en) 1965-03-03 1966-03-02 Improvements relating to new acid anthraquinone dyestuffs and their use

Country Status (7)

Country Link
BE (1) BE677238A (en)
CH (1) CH447430A (en)
DE (1) DE1644544B1 (en)
ES (1) ES323727A1 (en)
GB (1) GB1122778A (en)
NL (2) NL6602722A (en)
SE (1) SE311555B (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5352247A (en) * 1992-12-03 1994-10-04 Ciba-Geigy Corporation Anthraquinone dyes, their preparation and their use

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4501592A (en) * 1982-08-23 1985-02-26 Ciba-Geigy Corporation Anthraquinone dyes, process for their preparation, and use thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB490372A (en) * 1937-02-04 1938-08-12 Ig Farbenindustrie Ag The manufacture of dyestuffs of the anthraquinone series
NL238454A (en) * 1958-04-23 1964-01-27

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5352247A (en) * 1992-12-03 1994-10-04 Ciba-Geigy Corporation Anthraquinone dyes, their preparation and their use

Also Published As

Publication number Publication date
SE311555B (en) 1969-06-16
CH447430A (en) 1967-11-30
DE1644544B1 (en) 1971-12-02
NL130103C (en)
ES323727A1 (en) 1967-01-16
NL6602722A (en) 1966-09-05
BE677238A (en) 1966-09-02

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