CH309807A - Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a metal-containing phthalocyanine tetrasulfonic acid. - Google Patents

Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a metal-containing phthalocyanine tetrasulfonic acid.

Info

Publication number
CH309807A
CH309807A CH309807DA CH309807A CH 309807 A CH309807 A CH 309807A CH 309807D A CH309807D A CH 309807DA CH 309807 A CH309807 A CH 309807A
Authority
CH
Switzerland
Prior art keywords
oxy
acid
preparation
blue
metal
Prior art date
Application number
Other languages
German (de)
Inventor
Ag Durand Huguenin
Original Assignee
Durand & Huguenin 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 Durand & Huguenin Ag filed Critical Durand & Huguenin Ag
Publication of CH309807A publication Critical patent/CH309807A/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
    • C09B47/24—Obtaining compounds having —COOH or —SO3H radicals, or derivatives thereof, directly bound to the phthalocyanine radical
    • C09B47/26—Amide radicals

Landscapes

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

Description

  

  Zusatzpatent zum Hauptpatent Nr. 306387.    verfahren zur     Herstellung    eines     3'-Oxy-4'-earboxyphenylesters    einer metallhaltigen       Phthaloeyanintetrasulfonsäure.       Gegenstand der vorliegenden Erfindung ist  ein Verfahren     zur    Herstellung eines     3'-Oxy-          4'    -     carboxyphenylesters    einer     Aluminium-          phthalocyanintetrasulfonsäure,    welches da  durch gekennzeichnet ist, dass man 1     Mol          Aluminiumphthalocyanin-3,3',3",

  3"'-tetrassulfo-          chlorid    mit 4 Molen     1,3-Dioxybenzol-4-carbon-          säure    in Gegenwart einer Mineralsäure neu  tralisierenden Substanz zur     Umsetzung    bringt.  



  Das zu verwendende     Aluminiumphthalo-          eyanin-3,3',3",3'-tetrasulfochlorid    kann ent  weder durch Einwirkung von     Chlorsulfon-          säure    auf     Aluminiumphthalocyanin    oder durch  Einwirkung von     Chlorsulfonsäure    auf     Alumi-          niumphthalocyanin-3,3',3",3"'-t.etrasulfonsäure     erhalten werden.  



  Im nachfolgenden Beispiel bedeuten die  Teile     CTewichtsteile.     



       Beispiel:     93,3 Teile     (1/1o        Mol)        Aluminiumphthalo-          eyanin    - 3, 3', 3", 3"' -     tetrasulfochlorid    werden  auf Eis ausgeladen und das abgetrennte Re  aktionsprodukt.

   als feuchte Paste mit 300 Tei  len zerkleinertem Eis vermischt und eine Lö  sung von 65 Teilen     (4/loMol)        1,3-Dioxybenzol-          4-earbonsäure    und 34 Teilen     Natriumhydroxyd          (100        %)        in        300        Teilen        Wasser        zugegeben.        Nach     mehrstündigem Rühren bei Raumtemperatur  wird der Farbstoff durch     Aussalzen    mit Koch  salz als     Natriumsalz        isoliert.     



  Das     Natriumsalz    des     3'-Oxy-4'-carboxy-          phenylesters    der     Aluminiumphthalocyanin-          3,3',3",3"'-tetrasulfonsäure    stellt ein blau-    grünes Pulver dar, das sich in Wasser mit  blauer und in     konz.    Schwefelsäure mit grüner  Farbe löst.  



  Der neue Farbstoff eignet sich zum Fär  ben von Wolle, Naturseide, Baumwolle und  Viskose. Durch     Metallsalznachbehandlung    wer  den die     Nassechtheiten    zum Teil erheblich ver  bessert. Im Chromdruck auf Baumwolle wird  ein reines,     grünstichiges    Blau von sehr guten       Echtheiten    erhalten.



  Additional patent to main patent No. 306387. Process for the production of a 3'-oxy-4'-earboxyphenyl ester of a metal-containing phthaloeyanine tetrasulfonic acid. The present invention relates to a process for the preparation of a 3'-oxy-4 '- carboxyphenyl ester of an aluminum phthalocyanine tetrasulfonic acid, which is characterized in that 1 mol of aluminum phthalocyanine-3,3', 3 ",

  3 "'- tetrassulfochloride reacts with 4 moles of 1,3-dioxybenzene-4-carboxylic acid in the presence of a substance that neutralizes mineral acid.



  The aluminum phthalocyanine-3,3 ', 3 ", 3'-tetrasulfochloride to be used can either be produced by the action of chlorosulfonic acid on aluminum phthalocyanine or by the action of chlorosulfonic acid on aluminum phthalocyanine-3,3', 3", 3 " '-t.etrasulfonic acid can be obtained.



  In the following example, parts C mean parts by weight.



       Example: 93.3 parts (1/10 mol) of aluminum phthalo- eyanine - 3, 3 ', 3 ", 3"' - tetrasulfochloride are discharged onto ice and the reaction product separated off.

   mixed as a moist paste with 300 parts of crushed ice and a solution of 65 parts (4 / loMol) of 1,3-dioxybenzene-4-carboxylic acid and 34 parts of sodium hydroxide (100%) in 300 parts of water were added. After several hours of stirring at room temperature, the dye is isolated as the sodium salt by salting out with sodium chloride.



  The sodium salt of the 3'-oxy-4'-carboxy-phenyl ester of aluminum phthalocyanine-3,3 ', 3 ", 3"' - tetrasulfonic acid is a blue-green powder that turns blue in water and in conc. Dissolves sulfuric acid with a green color.



  The new dye is suitable for dyeing wool, natural silk, cotton and viscose. The wet fastness properties are sometimes considerably improved by subsequent treatment with metal salts. Chrome printing on cotton gives a pure, greenish blue with very good fastness properties.

Claims (1)

PATENTANSPRUCH Verfahren zur Herstellung eines 3'-Oxy- 4' - carboxyphenylesters einer Aluminium- phthalocyanintetrasulfonsäure, dadurch ge kennzeichnet, dass man 1 Mol Aluminium- phthaloeys,nin-3,3',3",3"'-tetrasulfochlorid mit 4 Molen 1,3 - Dioxybenzol - 4 - carbonsäure in Gegenwart einer Mineralsäure neutralisieren den Substanz zur Umsetzung bringt. PATENT CLAIM A process for the preparation of a 3'-oxy-4 '- carboxyphenyl ester of an aluminum phthalocyanine tetrasulfonic acid, characterized in that 1 mol of aluminum phthaloeys, nin-3,3', 3 ", 3" '- tetrasulfochloride with 4 moles of 1 , 3 - Dioxybenzene - 4 - carboxylic acid in the presence of a mineral acid neutralize the substance and reacts. Der neue Farbstoff stellt in Form seines Natriumsalzes ein blaugrünes Pulver dar, das sich in Wasser mit blauer und in konz. Schwe felsäure mit grüner Farbe löst. Der neue Farbstoff eignet sich zum Fär ben von Wolle, Naturseide, Baumwolle und Viskose. Durch Metallsalznachbehandlung wer den die Nassechtheiten zum Teil erheblich ver bessert. Im Chromdruck auf Baumwolle wird ein reines, grünstehiges Blau von sehr guten Eehtheiten erhalten. The new dye is a blue-green powder in the form of its sodium salt, which turns blue in water and in conc. Sulfur acid dissolves with a green color. The new dye is suitable for dyeing wool, natural silk, cotton and viscose. The wet fastness properties are sometimes considerably improved by subsequent treatment with metal salts. In the chrome print on cotton, a pure, greenish blue with very good integrity is obtained.
CH309807D 1952-01-08 1952-01-08 Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a metal-containing phthalocyanine tetrasulfonic acid. CH309807A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH309807T 1952-01-08
CH306387T 1957-03-27

Publications (1)

Publication Number Publication Date
CH309807A true CH309807A (en) 1955-09-15

Family

ID=25735150

Family Applications (1)

Application Number Title Priority Date Filing Date
CH309807D CH309807A (en) 1952-01-08 1952-01-08 Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a metal-containing phthalocyanine tetrasulfonic acid.

Country Status (1)

Country Link
CH (1) CH309807A (en)

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