CH281990A - Process for the preparation of a substantive dye of the phthalocyanine series. - Google Patents

Process for the preparation of a substantive dye of the phthalocyanine series.

Info

Publication number
CH281990A
CH281990A CH281990DA CH281990A CH 281990 A CH281990 A CH 281990A CH 281990D A CH281990D A CH 281990DA CH 281990 A CH281990 A CH 281990A
Authority
CH
Switzerland
Prior art keywords
disulfonic acid
copper
chlorine
dye
copper phthalocyanine
Prior art date
Application number
Other languages
German (de)
Inventor
Ag J R Geigy
Original Assignee
Ag J R Geigy
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 Ag J R Geigy filed Critical Ag J R Geigy
Publication of CH281990A publication Critical patent/CH281990A/en

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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
    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • C09B47/10—Obtaining compounds having halogen atoms directly bound to the phthalocyanine skeleton

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

Description

  

  Zusatzpatent     zum    Hauptpatent Nr. 278945.    Verfahren zur Herstellung eines     substantiven    Farbstoffes der     Phthaloeyaninreihe.       Gegenstand vorliegenden Patentes ist ein  Verfahren zur Herstellung eines     substantiven     Farbstoffes der     Phthalocyaninreihe.    Das Ver  fahren ist dadurch gekennzeichnet, dass man  auf     Kupferphthalocyanindisulfonsäure,    er  hältlich     dureh    Sulfonieren von     Kupferphthalo-          cvanin    mit     Oleum    bei 70 bis     75 ,

      in einer       Aluminiumchlorid-Schmelze    ein chlorierendes  Mittel bei höherer Temperatur in solcher     Menge     einwirken lässt, dass 6 bis 7 Atome Chlor in  das     1Tolekül    eintreten. Zweckmässig verwendet  man als     chlorierendes    Mittel gasförmiges Chlor  und führt die     Chlorierung    bei 140 bis 190   durch.  



  Das erhaltene neue     Farbstoffgemisch    von       Hexachlor-    und     Heptachlor-kupferphthalo-          eyanindisulfonsäure    ist     alkalilöslicb    und färbt  Baumwolle in leuchtend     blaugrünen    Tönen.  



  <I>Beispiel:</I>  In eine Schmelze von 400 Teilen Alumi  niumchlorid und 31 Teilen     Triä.thylamin    wer  den 70 Teile     Kupferphthalocyanin-disu@fon-          säure,    erhalten durch Sulfonieren von     Kupfer-          phthalocyanin    mit.     Oleum    bei 70 bis 75 , ein  getragen und während 6 Stunden bei 140 bis  145  etwa 200 Teile Chlor eingeleitet. Die  Schmelze wird dann in eine verdünnte Salz  säurelösung aus 1200 Teilen Wasser und 300  Teilen konzentrierter Salzsäure gegossen. Der  abgeschiedene Farbstoff wird filtriert, mit    verdünnter Salzsäure gewaschen und getrock  net.

   Es werden so 73,7 Teile Farbstoff iso  liert, bestehend nach der Analyse aus einem  Gemisch von     Hexachlor-    und     Heptachlor-kup-          ferphthalocyanindisulfonsäure.    Dieser Farb  stoff ist     alkalilöslieh    und färbt Baumwolle in  leuchtend blaugrünen Tönen.



  Additional patent to main patent No. 278945. Process for the production of a substantive dye of the phthaloeyanine series. The subject of the present patent is a process for the preparation of a substantive dye of the phthalocyanine series. The process is characterized in that it is based on copper phthalocyanine disulfonic acid, it is obtainable by sulfonating copper phthalocyanine with oleum at 70 to 75,

      In an aluminum chloride melt, a chlorinating agent can act at a higher temperature in such an amount that 6 to 7 atoms of chlorine enter the 1 molecule. It is expedient to use gaseous chlorine as the chlorinating agent and to carry out the chlorination at 140 to 190.



  The resulting new dye mixture of hexachloro- and heptachloro-copper phthalo- eyanine disulfonic acid is alkali-soluble and dyes cotton in bright blue-green tones.



  <I> Example: </I> In a melt of 400 parts of aluminum chloride and 31 parts of triethylamine, 70 parts of copper phthalocyanine disulfonic acid, obtained by sulfonating copper phthalocyanine, are added. Oleum at 70 to 75, a worn and initiated over 6 hours at 140 to 145 about 200 parts of chlorine. The melt is then poured into a dilute hydrochloric acid solution of 1200 parts of water and 300 parts of concentrated hydrochloric acid. The deposited dye is filtered, washed with dilute hydrochloric acid and net getrock.

   In this way, 73.7 parts of dye are isolated, which, according to analysis, consists of a mixture of hexachloro- and heptachloro-copper phthalocyanine disulfonic acid. This dye is alkali-soluble and dyes cotton in bright blue-green tones.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines substan- tiven Farbstoffes der Phthaloeyaninreihe, da durch gekennzeichnet, dass man auf Kupfer- phthaloeyanindisulfonsäure, erhältlich durch Sulfonieren von Kupferphthalocyanin mit Oleum bei 70 bis 75 , in einer Aluminium chlorid-Schmelze ein chlorierendes Mittel bei höherer Temperatur in solcher Menge einwir ken lässt, dass 6 bis 7 Atome Chlor in das Molekül eintreten. PATENT CLAIM Process for the production of a substantial dye of the phthaloeyanine series, characterized in that a chlorinating agent at a higher temperature is based on copper phthaloeyanine disulfonic acid, obtainable by sulfonating copper phthalocyanine with oleum at 70 to 75, in an aluminum chloride melt The effect is that 6 to 7 atoms of chlorine enter the molecule. Das erhaltene neue Farbstoffgemisch von Hexachlor- und Ileptachlor-kupferphthalo- cyanindisulfonsäure ist alkalilöslich und färbt Baumwolle in leuchtend blaugrünen Tönen. UNTERANSPRUCH Verfahren. nach Patentanspruch, dadurch gekennzeichnet, dass man die Kupferphthalo- eyanindisulfonsäure in einer Aluminiumchlo- rid-Schmelze bei 1.40 bis 1.90 mit gasförmigem Chlor so lange behandelt, bis 6 bis 7 Atome Chlor in das Molekül eingetreten sind. The new dye mixture obtained from hexachloro- and ileptachloro-copper phthalocyanine disulfonic acid is alkali-soluble and dyes cotton in bright blue-green shades. UNDER CLAIM Procedure. according to claim, characterized in that the copper phthalolyanine disulfonic acid is treated in an aluminum chloride melt at 1.40 to 1.90 with gaseous chlorine until 6 to 7 atoms of chlorine have entered the molecule.
CH281990D 1949-07-11 1949-07-11 Process for the preparation of a substantive dye of the phthalocyanine series. CH281990A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH281990T 1949-07-11
CH278945T 1949-07-11

Publications (1)

Publication Number Publication Date
CH281990A true CH281990A (en) 1952-03-31

Family

ID=25731885

Family Applications (1)

Application Number Title Priority Date Filing Date
CH281990D CH281990A (en) 1949-07-11 1949-07-11 Process for the preparation of a substantive dye of the phthalocyanine series.

Country Status (1)

Country Link
CH (1) CH281990A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2862929A (en) * 1955-03-18 1958-12-02 Ciba Ltd Process for halogenating compounds having a tetraza-porphin structure
US2925423A (en) * 1958-01-24 1960-02-16 Du Pont Solvent-soluble metal phthalocyanine compounds and process of making the same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2862929A (en) * 1955-03-18 1958-12-02 Ciba Ltd Process for halogenating compounds having a tetraza-porphin structure
US2925423A (en) * 1958-01-24 1960-02-16 Du Pont Solvent-soluble metal phthalocyanine compounds and process of making the same

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