GB968247A - New dyestuffs and processes for their manufacture and use - Google Patents

New dyestuffs and processes for their manufacture and use

Info

Publication number
GB968247A
GB968247A GB2980362A GB2980362A GB968247A GB 968247 A GB968247 A GB 968247A GB 2980362 A GB2980362 A GB 2980362A GB 2980362 A GB2980362 A GB 2980362A GB 968247 A GB968247 A GB 968247A
Authority
GB
United Kingdom
Prior art keywords
groups
acid
complex
ortho
sulphato
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
GB2980362A
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.)
BASF Schweiz AG
Original Assignee
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB968247A publication Critical patent/GB968247A/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
    • C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
    • C09B33/02—Disazo dyes
    • C09B33/04—Disazo dyes in which the coupling component is a dihydroxy or polyhydroxy compound
    • 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
    • C09B62/523—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 esterified or non-esterified hydroxyalkyl sulfonyl amido or hydroxyalkyl amino sulfonyl group, a quaternised or non-quaternised amino alkyl sulfonyl amido group, or a substituted alkyl amino sulfonyl group, or a halogen alkyl sulfonyl amido or halogen alkyl amino sulfonyl group or a vinyl sulfonylamido or a substituted vinyl sulfonamido group
    • C09B62/527—Azo dyes
    • C09B62/535—Metal complex azo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

The invention comprises water-soluble metal complex compounds of disazo dyestuffs which, in the form of the free acid, correspond to the formula R2-N=N-R-N=N-R1 in which the middle component R represents the residue of a coupling component of the resorcinol or naphtho-resorcinol series bound to each of the azo bridges in ortho-position to a hydroxyl group, R1 represents the residue of a diazo component of the benzene or naphthalene series that advantageously contains groups imparting solubility in water and that is bound to the azo bridge in ortho-position to a complex-forming group, R2 represents the residue of a diazo component free from complex-forming groups in ortho-position to the azo bridge, and in which there is present at least one sulphonic acid alkyl amide group bound to R1 and/or R2, the alkyl chain of which is substituted with the acid radical of an inorganic acid and may be interrupted by hetero atoms. Inorganic acid radicals specified include the phosphato and sulphato groups. Preferred heavy metals are copper, nickel and cobalt and others specified include chromium, manganese, iron and aluminium. The complexes may be prepared by conventional procedures using a single disazo dyestuff or a mixture of two different. The 1:2-chromium complexes may be prepared by first forming the 1:1 complex and subsequently reacting with an equivalent proportion of metal free disazo dyestuff. The dyes used as starting material may be prepared by conventional coupling procedures. In a modified process heavy metal complexes of dyes of appropriate formula containing at least once the sulphonic acid N-hydroxylamide group are esterified at the hydroxyl group by phosphating or sulphating agents. Many products are specified representative of which are those in which R2 is derived from o-amino phenols substituted with chlorine, b -hydroxyethyl sulphonamide, nitro and sulphonic groups, R is derived from resorcinol, naphthoresorcinol and 2,4-dihydroxybenzoic acid and R1 is derived from anilines substituted with b -sulphato-ethyl sulphonamide and a -ethyl-b -sulphato ethyl sulphonamide groups. The dyes are employed for dyeing wool, silk, leather, polyamides and cellulosic materials. Examples are furnished. Specification 820,444 is referred to.
GB2980362A 1961-08-10 1962-08-02 New dyestuffs and processes for their manufacture and use Expired GB968247A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH940761A CH423041A (en) 1961-08-10 1961-08-10 Process for the production of new dyes

Publications (1)

Publication Number Publication Date
GB968247A true GB968247A (en) 1964-09-02

Family

ID=4351666

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2980362A Expired GB968247A (en) 1961-08-10 1962-08-02 New dyestuffs and processes for their manufacture and use

Country Status (3)

Country Link
CH (1) CH423041A (en)
ES (1) ES279931A1 (en)
GB (1) GB968247A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4247460A (en) * 1977-09-17 1981-01-27 Bayer Aktiengesellschaft Disazo dyestuff sulphuric acid ester
FR2667869A1 (en) * 1990-10-15 1992-04-17 Sandoz Sa NEW IRON COMPLEXES, THEIR PREPARATION AND THEIR USE AS DYES FOR LEATHER DYEING.
US5668259A (en) * 1990-10-15 1997-09-16 Clariant Finance (Bvi) Limited Metallizable disazo compounds having 1, 3-dihydroxybenzene bis-coupling component radicals, iron complexes thereof and mixtures of such iron complexes

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4247460A (en) * 1977-09-17 1981-01-27 Bayer Aktiengesellschaft Disazo dyestuff sulphuric acid ester
FR2667869A1 (en) * 1990-10-15 1992-04-17 Sandoz Sa NEW IRON COMPLEXES, THEIR PREPARATION AND THEIR USE AS DYES FOR LEATHER DYEING.
GB2248846A (en) * 1990-10-15 1992-04-22 Sandoz Ltd Mixed iron complexes of disazo dyes for leather
GB2248846B (en) * 1990-10-15 1994-01-26 Sandoz Ltd Azo dyes
US5319075A (en) * 1990-10-15 1994-06-07 Sandoz Ltd. Iron complexes and mixtures of iron complexes of disazo compounds having 1,3-dihydroxybenzene coupling component radicals, their use and metal-free disazo compounds useful as intermediates
US5668259A (en) * 1990-10-15 1997-09-16 Clariant Finance (Bvi) Limited Metallizable disazo compounds having 1, 3-dihydroxybenzene bis-coupling component radicals, iron complexes thereof and mixtures of such iron complexes

Also Published As

Publication number Publication date
CH423041A (en) 1966-10-31
ES279931A1 (en) 1963-03-01

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