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ES386528A1 - Anthraquinone compounds - Google Patents

Anthraquinone compounds

Info

Publication number
ES386528A1
ES386528A1 ES70386528A ES386528A ES386528A1 ES 386528 A1 ES386528 A1 ES 386528A1 ES 70386528 A ES70386528 A ES 70386528A ES 386528 A ES386528 A ES 386528A ES 386528 A1 ES386528 A1 ES 386528A1
Authority
ES
Spain
Prior art keywords
sulphur trioxide
anthraquinone
group
mole
reacting
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
ES70386528A
Other languages
Spanish (es)
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.)
Sandoz AG
Original Assignee
Sandoz 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 Sandoz AG filed Critical Sandoz AG
Publication of ES386528A1 publication Critical patent/ES386528A1/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
    • 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
    • C09B62/78—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 with other reactive groups
    • C09B62/80—Anthracene 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
    • 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
    • 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
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • 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
    • C09B1/28—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl groups
    • C09B1/30—Dyes with amino groups substituted by hydrocarbon radicals substituted by alkyl, aralkyl or cyclo alkyl 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
    • 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
    • C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
    • C09B1/542—Anthraquinones with aliphatic, cycloaliphatic, araliphatic or aromatic ether groups
    • 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
    • C09B1/50—Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/54—Amino-hydroxy-anthraquinones; Ethers and esters thereof etherified
    • C09B1/547—Anthraquinones with aromatic ether groups
    • 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
    • C09B1/56—Mercapto-anthraquinones
    • C09B1/58—Mercapto-anthraquinones with mercapto groups substituted by aliphatic, cycloaliphatic, araliphatic or aryl radicals

Landscapes

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

Abstract

The invention comprises anthraquinone dyestuffs of the general formula wherein A, is a 1-amino-anthraquinonyl-4- radical optionally substituted in the 1-amino group, optionally substituted in the 2-position by a sulphonic acid group or an etherified hydroxy or thio group and substituted in the 6- and 7-positions by hydrogen, F, Cl, Br, or a sulphonic acid group. They are prepared by (1) reacting a l-amino-4-halogeno-anthraquinone with 3,5,5-trimethyl-cyclohexylamine and subsequently converting any 2-bromo-substituents to 2-S0 3 H by reaction with a watersoluble neutral sulphite or optionally sulphonating with sulphur trioxide or an agent yielding sulphur trioxide to form a 2-SO 3 H group. The amination' reaction takes place at 40-220 C. in aqueous or aqueous organic medium for watersoluble 'anthraquinone compounds and in an organic medium for water-insoluble anthraquinone compounds. When the anthraquinone starting material bears a 1-aralkylamino- or 1 -cyclohexylamino group this may be acylated prior to condensation with 3,5,5-trimethylcyclohexylamine and subsequently hydrolysed. They may be prepared by (2) reacting a 1- halogeno - 4 - (3,5,5 - trimethyl) - anilinoanthraquinone with an amine and then, if the amine contains no SO 3 H . group, sulphonating the product with sulphur trioxide or an agentyielding sulphur trioxide. They may be prepared by (3) reacting a l-amino-4-(3,5,5-trimethyl)-anilino anthraquinone with a halogeno aliphatic or aromatic compound or with benzyl alcohol, or alternatively with an xunsaturated aliphatic carboxylic acid or a halogenoacetic acid and then with an amine to form the acid amide in presence of an inorganic acid halide, the products then being reacted with sulphur trioxide or an agent yielding sulphur trioxide. They may be prepared by (4) reacting 1,4-dihydroxyanthraquinone 6- or 7-sulphonic acid with 1 mole of 3,5,5-trimethylcyclohexylamine and 1 mole of an amine or by aminating a l-halogeno-4-(3,5,5-trimethyl)- anilino - 6 - (or 7) anthraquinone sulphonic acid. They may be prepared by (5) reacting mole of an 1-amino-2-bromo or sulpho-4-halogenoanthraquinone with 1 mole of 3,5,5-trimethylcyclohexylainine and the product with 1 mole of an aliphatic or aromatic hydroxy or mercapto compound, the product being reacted with sulphur trioxide or an agent yielding sulphur trioxide. The dyestuffs are used to dye, pad or print wool, silk, hair, leather and synthetic polyamides and polyurethanes.
ES70386528A 1968-04-08 1970-12-16 Anthraquinone compounds Expired ES386528A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
CH512268A CH491170A (en) 1968-04-08 1968-04-08 Process for the preparation of anthraquinone compounds
CH816968A CH524666A (en) 1968-04-08 1968-05-31 Process for the preparation of anthraquinone compounds
CH1459368 1968-09-30

Publications (1)

Publication Number Publication Date
ES386528A1 true ES386528A1 (en) 1973-11-16

Family

ID=27175105

Family Applications (5)

Application Number Title Priority Date Filing Date
ES365757A Expired ES365757A1 (en) 1968-04-08 1969-04-08 Anthraquinone compounds
ES70386527A Expired ES386527A1 (en) 1968-04-08 1970-12-16 Anthraquinone compounds
ES70386526A Expired ES386526A1 (en) 1968-04-08 1970-12-16 Anthraquinone compounds
ES70386528A Expired ES386528A1 (en) 1968-04-08 1970-12-16 Anthraquinone compounds
ES70386529A Expired ES386529A1 (en) 1968-04-08 1970-12-16 Anthraquinone compounds

Family Applications Before (3)

Application Number Title Priority Date Filing Date
ES365757A Expired ES365757A1 (en) 1968-04-08 1969-04-08 Anthraquinone compounds
ES70386527A Expired ES386527A1 (en) 1968-04-08 1970-12-16 Anthraquinone compounds
ES70386526A Expired ES386526A1 (en) 1968-04-08 1970-12-16 Anthraquinone compounds

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES70386529A Expired ES386529A1 (en) 1968-04-08 1970-12-16 Anthraquinone compounds

Country Status (7)

Country Link
JP (2) JPS492964B1 (en)
CH (2) CH491170A (en)
DE (1) DE1917051A1 (en)
ES (5) ES365757A1 (en)
FR (1) FR2005758A1 (en)
GB (1) GB1243457A (en)
NL (1) NL156431B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS559969U (en) * 1978-07-05 1980-01-22
DE19516283A1 (en) * 1995-05-04 1996-11-07 Basf Ag Thermoplastic molding compound

Also Published As

Publication number Publication date
JPS494053B1 (en) 1974-01-30
JPS492964B1 (en) 1974-01-23
FR2005758A1 (en) 1969-12-19
ES386526A1 (en) 1973-11-16
ES365757A1 (en) 1971-03-16
ES386529A1 (en) 1973-11-16
NL6905047A (en) 1969-10-10
CH524666A (en) 1972-06-30
GB1243457A (en) 1971-08-18
ES386527A1 (en) 1973-11-16
CH491170A (en) 1970-05-31
NL156431B (en) 1978-04-17
DE1917051A1 (en) 1970-05-27

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