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GB741638A - Improvements relating to chromium containing monoazo dyestuffs and their use - Google Patents

Improvements relating to chromium containing monoazo dyestuffs and their use

Info

Publication number
GB741638A
GB741638A GB24427/53A GB2442753A GB741638A GB 741638 A GB741638 A GB 741638A GB 24427/53 A GB24427/53 A GB 24427/53A GB 2442753 A GB2442753 A GB 2442753A GB 741638 A GB741638 A GB 741638A
Authority
GB
United Kingdom
Prior art keywords
ethyl
dyestuffs
methyl
dyestuff
diazotised
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
GB24427/53A
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 GB741638A publication Critical patent/GB741638A/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
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14Monoazo compounds
    • C09B45/16Monoazo compounds containing chromium

Landscapes

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

Abstract

The invention comprises chromium compounds of the formula [D-Cr-D]M2 where M2 is an alkali metal or ammonium cation and D is a dyestuff which has no water solubilising groups which dissociate acid in neutral water of formula <FORM:0741638/IV(c)/1> where R is an unsubstituted or substituted alkyl group having a total of at most 4 C atoms, X is hydrogen or halogen, Y1 is H or an alkyl, cycloalkyl or phenyl group and Y2 is H or an alkyl group and Y1 and Y2 may be found together in the form of a ring by themselves or with oxygen. They may be made by treating dyestuffs of the above formula in which the hydrogen group of the benzene ring is replaced by OR1 where R1 is as R with chromium-yielding agents so that there is 1 chromium atom to two dyestuff molecules and under conditions to remove R1. Preferably R and R1 are hydroxyl substituted alkyl groups which may be etherized. The unmetallized dyestuffs may be made by coupling the diazotised 2, 5-dialkoxy amine with the appropriate naphthol advantageously in an alkaline medium. Specified amines from which the sulphonamides may be derived are methyl-, ethyl-, propyl-, butyl, cyclohexyl-, dimethyl- and diethyl-amines, aniline, toluidines, xylidines, anisdines, phenetidines, piperidine, morpholine and monomethyl and -ethyl-aniline. Chroming may be effected with chromic sulphate, formate and acetate and alkali metal and ammonium salts of chromosalicylic acid, advantageously at over 100 DEG C in aqueous solution or suspension under pressure preferably in the presence of a wetting or dispersing agent such as turkey red oil at 120-150 DEG C. Chroming may also be effected in alcohol under pressure or in solvents such as ethylene glycol, ethylene glycol monomethyl- or monoethyl-ether, formamide, acetamide or in a urea melt at 135-155 DEG C. The dyestuffs dye wool and synthetic polypeptide fibres from a neutral to weakly acid bath in blue shades. In Examples (1) diazotised 1-amino-, 5-dimethoxy benzene or its 4-chloro-derivative are coupled with 1-hydroxynaphthalene-3-sulphonic acid dimethylamide and the resulting dyestuff chromed; (2) diazotised 1-amino-2, 5-dimethoxy benzene is coupled with 1 - hydroxynaphthalene-3-sulphonic acid piperidide and the resulting dyestuff chromed. In a Table showing chromed dyestuffs preparable as in the Examples the following values are given for R and R1, methyl, ethyl and hydroxyethel, for X, H and C1, for Y2, H, methyl and ethyl, for Y1, H, methyl, ethyl, phenyl, cyclohexyl and Y1 and Y2 combined as a morpholine residue.
GB24427/53A 1952-09-10 1953-09-03 Improvements relating to chromium containing monoazo dyestuffs and their use Expired GB741638A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH741638X 1952-09-10

Publications (1)

Publication Number Publication Date
GB741638A true GB741638A (en) 1955-12-07

Family

ID=4533216

Family Applications (1)

Application Number Title Priority Date Filing Date
GB24427/53A Expired GB741638A (en) 1952-09-10 1953-09-03 Improvements relating to chromium containing monoazo dyestuffs and their use

Country Status (1)

Country Link
GB (1) GB741638A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102718636A (en) * 2012-06-11 2012-10-10 武汉旭日华科技发展有限公司 Recovering and processing method of ethylene glycol monoethyl ether waste liquid containing 2:1 type chromium complex dye and by-product thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN102718636A (en) * 2012-06-11 2012-10-10 武汉旭日华科技发展有限公司 Recovering and processing method of ethylene glycol monoethyl ether waste liquid containing 2:1 type chromium complex dye and by-product thereof
CN102718636B (en) * 2012-06-11 2014-06-25 武汉旭日华科技发展有限公司 Recovering and processing method of ethylene glycol monoethyl ether waste liquid containing 2:1 type chromium complex dye and by-product thereof

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