GB289692A - Manufacture of condensation products of the naphthostyril series - Google Patents

Manufacture of condensation products of the naphthostyril series

Info

Publication number
GB289692A
GB289692A GB2341627A GB2341627A GB289692A GB 289692 A GB289692 A GB 289692A GB 2341627 A GB2341627 A GB 2341627A GB 2341627 A GB2341627 A GB 2341627A GB 289692 A GB289692 A GB 289692A
Authority
GB
United Kingdom
Prior art keywords
naphthostyril
acid
products
tetrahydroquinoxaline
condensed
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
GB2341627A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB2341627A priority Critical patent/GB289692A/en
Publication of GB289692A publication Critical patent/GB289692A/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
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/06—Naphtholactam dyes

Landscapes

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

Abstract

289,692. Imray, O. Y., (I. G. Farbenindustrie Akt.-Ges.). Sept. 6, 1927. Naphthalene dyes.-Naphthostyril or a substitution product thereof is condensed with a tertiary aromatic amine or with a phenol by means of an acid condensing agent. Acid wool dyes are obtained by sulphonating the products which are themselves dyestuffs. In examples, naphthostyril is condensed by means of piiosphorus oxychloride with dimethyl-, diethyl-, methylbenzyl-, methylcyclohexyl, ethylbenzyl- and dibenzyl-aniline, N-ethylcarbazole, N-methyldiphenylamine, dialkyl-alpha-naphthylamine, dialkyl- #-naphthylamine, m-diethylaminophenetol, mchlordimethylaniline m-chlordiethylaniline, pyrogallol, tetramethyl -0-phenylenediamine, tetramethylm-phenylenediamine and with N : N'- dimethyl-1 : 2 : 3: 4-tetrahydroquinoxaline. Diluents such as toluene and chlorbenzene may be used. When tertiary aromatic amines are condensed with naphthostyril, colour bases are first produced which are precipitated in acid solution as salts by means of sodium acetate, zinc chloride &c. The products comprise dyeatuffs which dye cotton mordanted with tannin, wool, silk and paper, bluish red, blue and blue-black tints. According to further examples, the condensation products from naphthostyril and dimethylaniline and from naphthostyril and pyrogallol are sulphonated bv means of oleum. Products are obtained which dye wool violet and yellow shades respectively, the latter changing to red-orange when after-chromed. Oxyhydroquinone, gallic acid and resorcinol are also mentioned as suitable phenols. and thionvl chloride as a suitable condensing agent which may be used in the process. Methylcyclohexylaniline is obtained by heating- cyclohexylaniline with a methylating agent such as dimethylsulphate and toluene-sulphonic acid methyl ester. N : N<1>-Dimethyl-1 : 2 : 3 : 4-tetrahydroquinoxaline is obtained by heating a hydrohalogen acid salt of 1 : 2 : 3 : 4-tetrahydroquinoxaline with methyl alcohol under pressure and decomposing the quaternary compound so produced by treatment with ammonia under pressure.
GB2341627A 1927-09-06 1927-09-06 Manufacture of condensation products of the naphthostyril series Expired GB289692A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2341627A GB289692A (en) 1927-09-06 1927-09-06 Manufacture of condensation products of the naphthostyril series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2341627A GB289692A (en) 1927-09-06 1927-09-06 Manufacture of condensation products of the naphthostyril series

Publications (1)

Publication Number Publication Date
GB289692A true GB289692A (en) 1928-05-03

Family

ID=10195253

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2341627A Expired GB289692A (en) 1927-09-06 1927-09-06 Manufacture of condensation products of the naphthostyril series

Country Status (1)

Country Link
GB (1) GB289692A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3299092A (en) * 1963-04-06 1967-01-17 Bayer Ag Naphtholactam reaction products and process for preparation of the same

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3299092A (en) * 1963-04-06 1967-01-17 Bayer Ag Naphtholactam reaction products and process for preparation of the same

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