GB1047026A - Disperse azo dyes - Google Patents

Disperse azo dyes

Info

Publication number
GB1047026A
GB1047026A GB3721563A GB3721563A GB1047026A GB 1047026 A GB1047026 A GB 1047026A GB 3721563 A GB3721563 A GB 3721563A GB 3721563 A GB3721563 A GB 3721563A GB 1047026 A GB1047026 A GB 1047026A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
formula
coupling component
dyes
aromatic amine
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
GB3721563A
Inventor
Philip John Annis
Ernest Stead
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.)
Yorkshire Dyeware and Chemical Co Ltd
Original Assignee
Yorkshire Dyeware and Chemical Co Ltd
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 Yorkshire Dyeware and Chemical Co Ltd filed Critical Yorkshire Dyeware and Chemical Co Ltd
Priority to GB3721563A priority Critical patent/GB1047026A/en
Priority to DE19641644399 priority patent/DE1644399A1/en
Publication of GB1047026A publication Critical patent/GB1047026A/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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/06—Monoazo dyes prepared by diazotising and coupling from coupling components containing amino as the only directing group
    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/02—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using azo dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)

Abstract

The invention comprises (i) compounds of the formula <FORM:1047026/C4-C5/1> wherein Y1 is -N = N-A or hydrogen, Y2 is hydrogen when Y1 is -N = N-A and -N = N-A when Y1 is hydrogen, R1 and R2 each represent hydrogen or alkyl groups which may be substituted or unsubstituted, and A represents the residue of a phenolic coupling component or an aromatic amine coupling component; and (ii) a compound of the formula <FORM:1047026/C4-C5/2> wherein A represents the residue of o-phenylphenol. The dyes of Formula I may be obtained by diazotizing an aminonitrodiphenylamine of the formula <FORM:1047026/C4-C5/3> wherein Z1 is H or NH2 and Z2 is H when Z1 is NH2 and NH2 when Z1 is H, and coupling the diazo compounds so formed with a phenolic coupling component or aromatic amine coupling component. The dye of Formula I may be obtained by diazotizing 2,4-dinitro-41-aminodiphenylamine and coupling the diazo compound so formed with o-phenyl-phenol. Specified aromatic hydroxy compounds are phenol, naphthols, cresols and phenylphenols. These coupling components give golden-yellow disperse dyes. Specified aromatic amine coupling components are those having the formula <FORM:1047026/C4-C5/4> wherein R represents H or a C1-C4 alkyl group R3 represents hydrogen, a C1-C4 alkyl group, a C1-C4 hydroxyalkyl, a cyanoalkyl group, or a <FORM:1047026/C4-C5/5> group wherein n is an integer from 1 to 4 and R5 is a monovalent hydrocarbon radical, and R4 represents hydrogen, a C1-C4 hydroxyalkyl radical, or a <FORM:1047026/C4-C5/6> radical. Examples are given for the preparation of dyes from 3 or 4-amino-21,41-dinitrodiphenylamine and orthophenylphenol, 4-amino - 21 - nitrodiphenylamine - 41 - sulphon -n - butylamide and para-cresol, and 4-amino-21,41-dinitrodiphenylamine and N-ethyl-N-hydroxyethyl-m-toluidine. The dyes of the invention may be used in dyeing or printing synthetic themoplastic fibres of the polyester type or cellulose triacetate (see Division D1) to give orange-brown, golden-yellow, yellow-brown or scarlet colours.ALSO:Synthetic thermoplastic fibres of the polyester type or cellulose triacetate are dyed or printed with a compound of the formula:- <FORM:1047026/D1-D2/1> wherein Y1 is - N = N - A or hydrogen, Y2 is hydrogen when Y1 is - N = N - A and - N = N - A when Y1 is hydrogen, X is NO2 or -SO2NR, R2 wherein R1 and R2 each represent hydrogen or alkyl groups which may be substituted, and A is the residue of a phenolic coupling component or an aromatic amine coupling component (see Division C4 for preparation) specified polyester type thermoplastic fibres is polyethylene terephthalate. Examples are given.
GB3721563A 1963-09-21 1963-09-21 Disperse azo dyes Expired GB1047026A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB3721563A GB1047026A (en) 1963-09-21 1963-09-21 Disperse azo dyes
DE19641644399 DE1644399A1 (en) 1963-09-21 1964-08-28 Process for producing dyes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3721563A GB1047026A (en) 1963-09-21 1963-09-21 Disperse azo dyes

Publications (1)

Publication Number Publication Date
GB1047026A true GB1047026A (en) 1966-11-02

Family

ID=10394719

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3721563A Expired GB1047026A (en) 1963-09-21 1963-09-21 Disperse azo dyes

Country Status (2)

Country Link
DE (1) DE1644399A1 (en)
GB (1) GB1047026A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2156250A1 (en) * 1971-10-12 1973-05-25 Ici Ltd
FR2217381A1 (en) * 1973-02-14 1974-09-06 Bayer Ag
US4075200A (en) * 1971-05-17 1978-02-21 Imperial Chemical Industries Limited 4(2'-Nitro-4'-sulfoanilino) phenyl azo hydroxyphenyl dyes
US4179436A (en) * 1976-07-09 1979-12-18 Bayer Aktiengesellschaft Monoazodyestuffs containing diphenamine and phenoxy components

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2422465C2 (en) * 1974-05-09 1982-12-02 Bayer Ag, 5090 Leverkusen Azo dyes

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4075200A (en) * 1971-05-17 1978-02-21 Imperial Chemical Industries Limited 4(2'-Nitro-4'-sulfoanilino) phenyl azo hydroxyphenyl dyes
FR2156250A1 (en) * 1971-10-12 1973-05-25 Ici Ltd
FR2217381A1 (en) * 1973-02-14 1974-09-06 Bayer Ag
US4179436A (en) * 1976-07-09 1979-12-18 Bayer Aktiengesellschaft Monoazodyestuffs containing diphenamine and phenoxy components

Also Published As

Publication number Publication date
DE1644399A1 (en) 1970-08-20

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