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CH309803A - Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a phthalocyanine tetrasulfonic acid. - Google Patents

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

Info

Publication number
CH309803A
CH309803A CH309803DA CH309803A CH 309803 A CH309803 A CH 309803A CH 309803D A CH309803D A CH 309803DA CH 309803 A CH309803 A CH 309803A
Authority
CH
Switzerland
Prior art keywords
oxy
preparation
acid
blue
chrome
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 CH309803A publication Critical patent/CH309803A/en

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
    • 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

  

  Verfahren zur Herstellung eines     3'-Oxy-4'-carboxyphenylesters    einer     Phthalocyanintetra1%#g          sulfonsäure.       Gegenstand der vorliegenden Erfindung  ist ein Verfahren zur Herstellung eines     3'-Oxy-          4-'-earboxyphenylesters    einer     Phthalocyanin-          tetras2ilfonsä.ure,    welches dadurch gekenn  zeichnet ist, dass man 1     Mol        Phthalocyanin-          l,3',3",3"'-tetrasulfoehlorid    mit 4 Molen     1,3-          1)ioxybenzol-4-earbonsäure    in Gegenwart.

   einer       11ineralsä.ure    neutralisierenden Substanz zur       1'msetzung    bringt.  



  Das zu verwendende     Phthalocyanin-          3,3',3",3"'-tetrasulfoehlorid    kann durch     Ein-          wirkun-    von     Chlorsulfonsäure    auf     Phthalo-          evanin    erhalten werden.  



  Im nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile.  



  <I>Beispiel:</I>       -15,3    Teile     (1/2o        Mol)        Phthalocyanin-          3,3',3",3"'-tetrasulfoehlorid,    erhalten durch  Einwirkung von     Chlorsulfonsäure    auf     Phthalo-          ey        anin,    werden auf Eis ausgeladen und das  abgetrennte Reaktionsprodukt als feuchte  Paste mit, 200 Teilen     zerkleinertem    Eis     ver-          rniseht    und eine Lösung von 32,5 Teilen       (1/2o        Mol)        1,

  3-Dioxybenzol-4-carbonsäure    und       1.7        Teilen        Natriumhydroxyd        (100        %)        in        200     Teilen Wasser zugegeben. Während mehreren    Stunden wird bei 0-5  C gerührt, aus der  klaren Lösung die     Farbstoffsäure    mit Salz  säure ausgefällt und auf übliche Weise in das       Natriumsalz    übergeführt. Der neue Farbstoff  stellt ein blaugraues Pulver dar, das sich in       Wasser    mit. hellblauer und in     konz.    Schwefel  säure mit olivgrüner Farbe löst.  



  Er färbt     vorchromierte    Baumwolle in  blaustichig grünen Farbtönen und liefert im  Chromdruck auf Baumwolle grüne Farbtöne  von guten Echtheitseigenschaften.



  Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a phthalocyanine tetra 1% sulfonic acid. The present invention relates to a process for the preparation of a 3'-oxy-4 -'-earboxyphenyl ester of a phthalocyanine tetras2ilfonsä.ure, which is characterized in that 1 mol of phthalocyanine 1,3 ', 3 ", 3"' -tetrasulfoehlorid with 4 moles of 1,3-1) ioxybenzene-4-carboxylic acid in the presence.

   a substance which neutralizes mineral acid.



  The phthalocyanine-3,3 ', 3 ", 3"' - tetrasulfoehlorid to be used can be obtained by the action of chlorosulfonic acid on phthaloevanine.



  In the following example, the parts are parts by weight.



  <I> Example: </I> -15.3 parts (1 / 2o mol) of phthalocyanine 3,3 ', 3 ", 3"' - tetrasulfonic chloride, obtained by the action of chlorosulfonic acid on phthalocyanine, are put on ice discharged and the separated reaction product dissolved as a moist paste with 200 parts of crushed ice and a solution of 32.5 parts (1 / 2o mol) 1,

  3-Dioxybenzene-4-carboxylic acid and 1.7 parts of sodium hydroxide (100%) in 200 parts of water were added. The mixture is stirred at 0-5 C for several hours, the dye acid is precipitated from the clear solution with hydrochloric acid and converted into the sodium salt in the usual way. The new dye is a blue-gray powder that dissolves in water with. light blue and in conc. Dissolves sulfuric acid with an olive green color.



  It dyes pre-chrome-plated cotton in blue-tinged green shades and, when printed with chrome on cotton, provides green shades with good fastness properties.

Claims (1)

PATENTANSPRUCH . Verfahren zur Herstellung eines 3'-Oxy-4'- earboxyphenylesters einer Phthaloeyanint:etra- sulfonsäure, dadurch gekennzeichnet, da.ss man 1 Mol Phthaloeyanin-3,3',3",3"'-tetrasulfo- ehlorid mit 4 Molen 1,3-Dioxybenzol-4-carbon- säure in Gegenwart einer Mineralsäure neutra lisierenden Substanz zur Umsetzung bringt. PATENT CLAIM. Process for the preparation of a 3'-oxy-4'-earboxyphenyl ester of a phthaloeyanine: etra-sulfonic acid, characterized in that 1 mole of phthaloeyanine-3,3 ', 3 ", 3"' - tetrasulfoechloride with 4 moles of 1 , 3-Dioxybenzene-4-carboxylic acid in the presence of a mineral acid neutralizing substance brings to implementation. Der neue Farbstoff stellt ein blaugraues Pulver dar, das sich in Wasser mit hellblauer und in konz. Schwefelsäure mit olivgrüner Farbe löst. Er färbt vorchromierte Baumwolle in blaustichig grünen Farbtönen und liefert im Chromdruck auf Baumwolle grüne Farb töne von guten Echtheitseigenschaften. The new dye is a blue-gray powder that differs in water with light blue and in conc. Dissolves sulfuric acid with an olive green color. It dyes pre-chrome-plated cotton in blue-tinged green shades and, when printed on chrome, delivers green shades with good fastness properties.
CH309803D 1952-01-08 1952-01-08 Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a phthalocyanine tetrasulfonic acid. CH309803A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH309803T 1952-01-08
CH306387T 1957-03-27

Publications (1)

Publication Number Publication Date
CH309803A true CH309803A (en) 1955-09-15

Family

ID=25735146

Family Applications (1)

Application Number Title Priority Date Filing Date
CH309803D CH309803A (en) 1952-01-08 1952-01-08 Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a phthalocyanine tetrasulfonic acid.

Country Status (1)

Country Link
CH (1) CH309803A (en)

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