GB220303A - Manufacture of new dyestuffs - Google Patents

Manufacture of new dyestuffs

Info

Publication number
GB220303A
GB220303A GB18441/24A GB1844124A GB220303A GB 220303 A GB220303 A GB 220303A GB 18441/24 A GB18441/24 A GB 18441/24A GB 1844124 A GB1844124 A GB 1844124A GB 220303 A GB220303 A GB 220303A
Authority
GB
United Kingdom
Prior art keywords
nitraniline
diphenylamine
coupled
aryl
acid
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
GB18441/24A
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
Gesellschaft fuer Chemische Industrie in Basel CIBA
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 Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Publication of GB220303A publication Critical patent/GB220303A/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
    • C09B29/08—Amino benzenes
    • 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
    • C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
    • C09B29/28—Amino naphthols
    • C09B29/30—Amino naphtholsulfonic acid

Landscapes

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

Abstract

Non-sulphonated nitrodiazo compounds of the benzene series, not containing an oxy group in the o-position to the diazo group, are coupled with monosulphonic acids of N-aryl-, N-alkylaryl-, N-aralkyl-, or N-alkylaralkyl-derivatives of aniline or substitution products thereof, "aryl" meaning an aryl group of the benzene series, and the use of N-alkylaralkyl-derivatives of metanilic acid being excluded; or monosulphonic acids of nitrodiazo compounds with the exception of the m-nitraniline sulphonic acid described in Specification 20313/95 may be coupled with the non-sulphonated amines; the products dye acetyl cellulose from an acetic acid bath in yellow, blue-red, brown &c. shades of good fastness to washing, rubbing, and light. According to examples (1) 2 : 4-dinitraniline is diazotized with nitrosyl-sulphuric acid, poured on to ice and coupled with sodium ethylbenzylaniline sulphonate; (2) 2 : 6-dichloro-4-nitraniline is diazotized in the same way and coupled with sodium diphenylamine sulphonate; (3) diazotized 2-nitraniline-4-sulphonic acid is coupled with diphenylamine in alcoholic solution. A table is given showing the dyeing properties of dyestuffs from the following components:-m-nitraniline, 2 : 4-dinitraniline, 3-nitro-4-toluidine, 5-chlor-2-nitraniline, 2-chlor-4-nitraniline, 2 : 6-dichlor-4-nitraniline, 4-nitraniline-2- or 3-sulphonic acid, 2-nitraniline-4-sulphonic acid; ethylbenzylaniline, diphenylamine, and benzylaniline and their sulphonic acids, and methyldiphenylamine.ALSO:Azo dyes which dye cellulose acetate from an acetic acid bath in yellow, blue-red, brown, &c., shades are prepared by coupling non-sulphonated nitrodiazo compounds of the benzene series, not containing an oxy group in the o-position to the diazo group, with monosulphonic acids of N-aryl-, N-alkylaryl-, N-aralkyl-, or N-alkylaralkyl-derivatives of aniline or substitution products thereof, "aryl" meaning an aryl group of the benzene series and the use of N-alkylaralkyl-derivatives of metanilic acid being excluded; or monosulphonic acids of nitrodiazo compounds may be coupled with the non-sulphonated amines. Dyestuffs are specified from the following pairs of components:-(1) 2 : 4-dinitraniline and sodium ethylbenzylaniline sulphonate: (2) 2 : 6 : dichloro-4-nitraniline and sodium diphenylamine sulphonate; (3) 2-nitraniline-4-sulphonic acid and diphenylamine. A table is given showing the dyeing properties of dyestuffs from the following components:-m-nitraniline, 2 : 4-dinitraniline, 3-nitro-4-toluidine, 5-chlor-2-nitraniline, 2-chlor-4-nitraniline, 2 : 6-dichlor-4-nitraniline, 4-nitraniline-2- or 3-sulphonic acid, 2-nitraniline-4-sulphonic acid; ethylbenzylaniline, diphenylamine, and benzylaniline and their sulphonic acids, and methyldiphenylamine.
GB18441/24A 1923-08-11 1924-08-01 Manufacture of new dyestuffs Expired GB220303A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH220303X 1923-08-11

Publications (1)

Publication Number Publication Date
GB220303A true GB220303A (en) 1925-10-29

Family

ID=4451594

Family Applications (1)

Application Number Title Priority Date Filing Date
GB18441/24A Expired GB220303A (en) 1923-08-11 1924-08-01 Manufacture of new dyestuffs

Country Status (1)

Country Link
GB (1) GB220303A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4048154A (en) * 1973-11-20 1977-09-13 Bayer Aktiengesellschaft Monoazo dyestuffs derived from p-sulfo-halophenyl diazo moiety and p-amino-O-alkyl coupler moiety

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4048154A (en) * 1973-11-20 1977-09-13 Bayer Aktiengesellschaft Monoazo dyestuffs derived from p-sulfo-halophenyl diazo moiety and p-amino-O-alkyl coupler moiety

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