GB102881A - Manufacture of New, Direct-dyeing Ortho-oxy-azo-dyestuffs. - Google Patents

Manufacture of New, Direct-dyeing Ortho-oxy-azo-dyestuffs.

Info

Publication number
GB102881A
GB102881A GB687216A GB687216A GB102881A GB 102881 A GB102881 A GB 102881A GB 687216 A GB687216 A GB 687216A GB 687216 A GB687216 A GB 687216A GB 102881 A GB102881 A GB 102881A
Authority
GB
United Kingdom
Prior art keywords
diamino
acid
resorcin
dioxybenzidine
dioxydiphenylmethane
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
GB687216A
Inventor
Oliver Imray
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to GB687216A priority Critical patent/GB102881A/en
Publication of GB102881A publication Critical patent/GB102881A/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
    • C09B35/00Disazo and polyazo dyes of the type A<-D->B prepared by diazotising and coupling
    • C09B35/02Disazo dyes

Landscapes

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

Abstract

102,881. Imray, O., (Society of Chemical Industry in Basle). May 13, 1916. Disazo dyes.-Substantive o-oxydisazo dyes are obtained by coupling a tetrazotized diamine of the types (HO) (NH2) C6H3.X.C6H3 (NH2) (OH) or (HO) (NH2) C6H3.X.C6H4.NH2, wherein the hydroxy groups are in o-position to the amino groups and X = a diphenyl linking or the group CH2, HN.CO.NH, or CO, with two molecular parts of 2 : 5 : 7 - aminonaphthol sulphonic acid or a derivative thereof, or with one molecular part of this acid or a derivative thereof and one molecular part of any other component, or with two molecular parts of any component. Suitable diamines are 3 : 3<1>-dioxybenzidine, 3 : 3<1> - diamino - 4 : 4<1> - dioxydiphenyl, 3 3<1> - diamino - 4 : 4<1> - dioxydiphenylmethane, 3 : 3<1> - diamino - 4 : 4<1> - dioxydiphenylurea and its 5 : 5<1> - disulphonic acid, 3:3'- diamino - 4 : 4<1> - dioxydiphenylketone, and 3- oxybenzidine. Examples are given of the production of dyes from the following components 3 : 3<1> - dioxybenzidine, 2 : 5 : 7 - acid, and resorcin; 3 : 3<1> dioxybenzidine and two molecules of resorcin; 3 : 3<1> - diamino - 4 : 4' - dioxydiphenyl, 2 : 5 : 7 - acid, and resorein; 3 : 3<1> - diamino - 4 : 4<1> - dioxydiphenylmethane, 2 : 5 : 7 - acid, and resorcin; 3 : 3<1> - diamino - 4 : 4<1> - dioxydiphenylmethane and two molecules of resorcin; 3 : 3<1> - diamino - 4 : 4<1>-- dioxy - 5 : 5<1> - disulphodiphenylurea and two molecules of m-aminobenzoyl - 2 : 5 : 7 - acid ; 3 : 3<1> - diamino-4 : 4<1> - dioxydiphenylketone, 2 : 5 : 7 - acid, and resorcin; 3 - oxybenzidine, 2 : 5 : 7 - acid, and resorcin; thess products dye cotton redviolet, brown-red, red-brown, salmon-red, yellowbrown, lilac, mauve, and red-violet shades respectively. Specification 12250/15 is referred to. 3 : 3<1> - Dioxybenzidine is obtained by saponifying dianisidine with aluminium chloride. 3 : 3<1> - Diamino - 4 : 4<1> - dioxydiphenylmethane is obtained by condensing o-nitrophenol with formaldehyde and reducing the product. 3 : 3<1> - Diamino - 4 : 4<1> - dioxydiphenylketone is obtained by dinitrating dioxybenzophenone and reducing the product. 3 : 3<1> - Diamino - 4: 4<1> - dioxydiphenylurea is made from 4-nitro -2-aminophenol by successively acetylating, reducing, treating with phosgene, and saponifying. 3 : 3<1> - Diamino - 4 : 4<1> - dioxy - 5 : 5<1> - disulphodiphenylurea is obtained by treating 2-nitro-4- aminophenol - 6 - sulphonic acid with phosgene and reducing the product. Reference has been directed by the Comptroller to Specifications 11795/89, 15386/92, 20216/10, and 30284/10.
GB687216A 1916-05-13 1916-05-13 Manufacture of New, Direct-dyeing Ortho-oxy-azo-dyestuffs. Expired GB102881A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB687216A GB102881A (en) 1916-05-13 1916-05-13 Manufacture of New, Direct-dyeing Ortho-oxy-azo-dyestuffs.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB687216A GB102881A (en) 1916-05-13 1916-05-13 Manufacture of New, Direct-dyeing Ortho-oxy-azo-dyestuffs.

Publications (1)

Publication Number Publication Date
GB102881A true GB102881A (en) 1917-01-04

Family

ID=32246236

Family Applications (1)

Application Number Title Priority Date Filing Date
GB687216A Expired GB102881A (en) 1916-05-13 1916-05-13 Manufacture of New, Direct-dyeing Ortho-oxy-azo-dyestuffs.

Country Status (1)

Country Link
GB (1) GB102881A (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE745094C (en) * 1941-02-18 1944-06-10 Chem Ind Basel Process for the preparation of disazo dyes
US2424066A (en) * 1941-02-18 1947-07-15 Chem Ind Basel Disazo dyes from dihydroxy benzidine
US2459467A (en) * 1942-09-02 1949-01-18 Ciba Ltd Polyazo benzidine dyes
US2475265A (en) * 1946-04-23 1949-07-05 Ciba Ltd Process for carrying out coupling reactions
US2476261A (en) * 1946-04-11 1949-07-12 Ciba Ltd Process for the manufacture of asymmetrical polyazo-dyestuffs
US2476260A (en) * 1946-04-11 1949-07-12 Ciba Ltd Process for the manufacture of disazo-dyestuffs
US2476259A (en) * 1946-03-08 1949-07-12 Ciba Ltd Disazo dye from dihydroxy benzidine and process therefor
US2491928A (en) * 1945-02-24 1949-12-20 Pharma Chemical Corp Metalliferous azoic dyes
US2567828A (en) * 1947-12-29 1951-09-11 Ciba Ltd Process of making disazo dyestuffs
DE1544464B1 (en) * 1963-11-08 1970-10-22 Sandoz Ag Process for the production of water-soluble, metallizable disazo and trisazo dyes and their heavy metal complexes

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE745094C (en) * 1941-02-18 1944-06-10 Chem Ind Basel Process for the preparation of disazo dyes
US2424066A (en) * 1941-02-18 1947-07-15 Chem Ind Basel Disazo dyes from dihydroxy benzidine
US2426977A (en) * 1941-02-18 1947-09-09 Chem Ind Basel Disazo dyes from dihydroxy benzidines
US2427537A (en) * 1941-02-18 1947-09-16 Chem Ind Basel Disazo dyes from tetrazotized dihydroxy benzidines
US2439153A (en) * 1941-02-18 1948-04-06 Chem Ind Basel Azo dyes from dihydroxy benzidine
DE751343C (en) * 1941-02-18 1953-05-04 Chem Ind Basel Process for the preparation of disazo dyes
US2459467A (en) * 1942-09-02 1949-01-18 Ciba Ltd Polyazo benzidine dyes
US2491928A (en) * 1945-02-24 1949-12-20 Pharma Chemical Corp Metalliferous azoic dyes
US2476259A (en) * 1946-03-08 1949-07-12 Ciba Ltd Disazo dye from dihydroxy benzidine and process therefor
US2476260A (en) * 1946-04-11 1949-07-12 Ciba Ltd Process for the manufacture of disazo-dyestuffs
US2476261A (en) * 1946-04-11 1949-07-12 Ciba Ltd Process for the manufacture of asymmetrical polyazo-dyestuffs
US2475265A (en) * 1946-04-23 1949-07-05 Ciba Ltd Process for carrying out coupling reactions
US2567828A (en) * 1947-12-29 1951-09-11 Ciba Ltd Process of making disazo dyestuffs
DE1544464B1 (en) * 1963-11-08 1970-10-22 Sandoz Ag Process for the production of water-soluble, metallizable disazo and trisazo dyes and their heavy metal complexes

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