GB1100599A - Manufacture of reactive dyestuffs and method of dyeing substrates - Google Patents

Manufacture of reactive dyestuffs and method of dyeing substrates

Info

Publication number
GB1100599A
GB1100599A GB53071/64A GB5307164A GB1100599A GB 1100599 A GB1100599 A GB 1100599A GB 53071/64 A GB53071/64 A GB 53071/64A GB 5307164 A GB5307164 A GB 5307164A GB 1100599 A GB1100599 A GB 1100599A
Authority
GB
United Kingdom
Prior art keywords
alk
group
nitro
alkylene
diamide
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
GB53071/64A
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 American Cyanamid Co filed Critical American Cyanamid Co
Publication of GB1100599A publication Critical patent/GB1100599A/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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/78—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with other reactive groups
    • 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
    • C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
    • C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
    • C09B62/763—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being a N-methylol group or an O-derivative thereof
    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06L—DRY-CLEANING, WASHING OR BLEACHING FIBRES, FILAMENTS, THREADS, YARNS, FABRICS, FEATHERS OR MADE-UP FIBROUS GOODS; BLEACHING LEATHER OR FURS
    • D06L4/00—Bleaching fibres, filaments, threads, yarns, fabrics, feathers or made-up fibrous goods; Bleaching leather or furs
    • D06L4/60—Optical bleaching or brightening
    • D06L4/614—Optical bleaching or brightening in aqueous solvents
    • D06L4/621—Optical bleaching or brightening in aqueous solvents with anionic brighteners
    • 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
    • D06P1/44—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 insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64—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 insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642—Compounds containing nitrogen
    • D06P1/649—Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • D06P1/6495—Compounds containing carbonamide -RCON= (R=H or hydrocarbons)
    • D06P1/6497—Amides of di- or polyamines; Acylated polyamines
    • 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
    • D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
    • D06P3/58—Material containing hydroxyl groups
    • D06P3/60—Natural or regenerated cellulose
    • D06P3/66—Natural or regenerated cellulose using reactive dyes
    • D06P3/666—Natural or regenerated cellulose using reactive dyes reactive group not directly attached to heterocyclic group

Landscapes

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

Abstract

The invention comprises reactive dyestuffs of the general formula <FORM:1100599/C4-C5/1> wherein D is an organic dye residue, Y is a covalent bond or a divalent bridging group, R is H or C1-C4 alkyl, R1 is H or CH2OR and n is 1 or 2. Preferably D is a residue of an anthraquinone, phthalocyanine, azo (mono and dis azo) or an anthrone dye and nitro and triphenylmethane dyes are also described. The divalent bridging groups specified are -SO2-, -alk-SO2-, -alk-O-, -S-alkylene, -CO-, -alk-CO-, or alkylene wherein alk and alkylene have 1 or 2 carbon atoms. They are prepared by alkoxymethylating or methylolating the corresponding N-unsubstituted diamide, methylolation being carried out using formaldehyde at 20 DEG to 90 DEG C. and at pH values above 7. Example 16 describes purification of an unsubstituted diamide starting material, Example 28 etherification using methanol of the N-methylol groups and Example 30 reaction of a monoazo dye with a triazine compound containing the bis-N-methylolated diamide group. The dyes may be applied to reactive-hydrogen containing substrates, e.g. cellulosic textiles in aqueous acidic medium eliminating a group HOR to form a covalent link. Reference has been directed by the Comptroller to the Specification 842,802.ALSO:In Example 1 m-nitrobenzene sulphonyl chloride is condensed with di-2-cyanoethylamine, the product hydrolysed to convert the cyano groups to amide groups and the nitro group finally reduced to a primary amino group. In Example 15 m-nitrobenzoyl chloride is reacted as above. In Example 16 N-ethyl-N-(2-aminoethyl) m-toluidine is reacted with acrylonitrile and the addition product hydrolysed to the di-amide. Examples 17 and 18 describe hydrolysis of N,N-di-(2-cyanoethyl) aniline and the 4-nitro derivative to the corresponding diamides and the nitro compound is subsequently reduced to the amino derivative which forms a hydrochloride. Reference has been directed by the Comptroller to the Specification 842,802.
GB53071/64A 1964-01-03 1964-12-31 Manufacture of reactive dyestuffs and method of dyeing substrates Expired GB1100599A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US33568264A 1964-01-03 1964-01-03

Publications (1)

Publication Number Publication Date
GB1100599A true GB1100599A (en) 1968-01-24

Family

ID=23312810

Family Applications (1)

Application Number Title Priority Date Filing Date
GB53071/64A Expired GB1100599A (en) 1964-01-03 1964-12-31 Manufacture of reactive dyestuffs and method of dyeing substrates

Country Status (4)

Country Link
CH (2) CH465552A (en)
DE (1) DE1544350A1 (en)
FR (1) FR87375E (en)
GB (1) GB1100599A (en)

Also Published As

Publication number Publication date
DE1544350A1 (en) 1969-12-04
FR87375E (en) 1966-11-03
CH3065A4 (en) 1968-05-15
CH465552A (en) 1969-01-15
CH522721A (en) 1972-05-15

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