GB902396A - Dyestuffs of the 2:3-phthaloyl-pyrrocoline series and process for their manufacture - Google Patents

Dyestuffs of the 2:3-phthaloyl-pyrrocoline series and process for their manufacture

Info

Publication number
GB902396A
GB902396A GB4050260A GB4050260A GB902396A GB 902396 A GB902396 A GB 902396A GB 4050260 A GB4050260 A GB 4050260A GB 4050260 A GB4050260 A GB 4050260A GB 902396 A GB902396 A GB 902396A
Authority
GB
United Kingdom
Prior art keywords
aryl
formula
hydrogen
dyestuffs
pigment
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
GB4050260A
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
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB902396A publication Critical patent/GB902396A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D519/00Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/34Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3432Six-membered rings
    • C08K5/3437Six-membered rings condensed with carbocyclic rings
    • 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
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/124Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters
    • C09B43/1242Preparation of azo dyes from other azo compounds by acylation of amino groups with monocarboxylic acids, carbamic esters or halides, mono- isocyanates, or haloformic acid esters with heterocyclic monocarboxylic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

Viscose, cellulose ethers and esters, polyamides and polyurethanes are spin-dyed, and solutions and products of acetyl-cellulose and nitrocellulose, condensation resins such as aminoplasts and phenoplasts and polymerization resins such as p polyvinyl chloride, polyethylene, polypropylene and polystyrene and silicone resins are coloured by dyestuffs of the formula:- <FORM:0902396/IV(a)/1> where R1 and R2 are each hydrogen or halogen, R3 is hydrogen or alkyl, "Aryl" is an aryl residue, X is a bridging atom or group and "Aryl" and X are free from groups imparting solubility in water. In Examples (4) polyvinyl chloride, dioctyl phthalate, a pigment of the above formula and, optionally, titanium dioxide are mixed and rolled to a ruby foil; and (5) an alkyd-melamine stoving lacquer, titanium dioxide and a pigment of the above formula are ground to obtain a ruby lacquer.ALSO:The invention comprises dyes of the formula:-<FORM:0902396/IV (b)/1> where R1 and R2 are each hydrogen or halogen, R3 is hydrogen or alkyl of at most 4 carbon atoms, "Aryl" is an aryl residue free from groups imparting solubility in water and X is a bridging atom or group free from groups imparting solubility in water. The dyes are made by condensing at an elevated temperature two mols of a halide of an acid of the formula:- <FORM:0902396/IV (b)/2> with one mol of a diamine of the formula: -H2N-Aryl-X-Aryl-NH2. Values specified for X are -O-, -S-, -NH-, -N = N-, -NHCO-, -NHCONH-, -SO-, -SO2-, -SO2CH2-, -CH2-, -CO-, -C(CH3)2-, -CH2CH2-, -CH = CH-, -OCH2CH2O-, <FORM:0902396/IV (b)/3> <FORM:0902396/IV (b)/4> Examples are given. The dyestuffs vat-dye cellulose, animal and synthetic fibres such as wool, silk and polyamides and polyesters, are used for pigment printing, mass-dyeing and for colouring lacquers and other products (see Groups IV(a) and VIII). The sulphonated dyes dye animal fibres. Red to blue shades are obtained.
GB4050260A 1959-11-26 1960-11-24 Dyestuffs of the 2:3-phthaloyl-pyrrocoline series and process for their manufacture Expired GB902396A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH8109959A CH382347A (en) 1959-11-26 1959-11-26 Process for the production of new dyes

Publications (1)

Publication Number Publication Date
GB902396A true GB902396A (en) 1962-08-01

Family

ID=4538502

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4050260A Expired GB902396A (en) 1959-11-26 1960-11-24 Dyestuffs of the 2:3-phthaloyl-pyrrocoline series and process for their manufacture

Country Status (2)

Country Link
CH (1) CH382347A (en)
GB (1) GB902396A (en)

Also Published As

Publication number Publication date
CH382347A (en) 1964-09-30

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