CH309798A - 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
CH309798A
CH309798A CH309798DA CH309798A CH 309798 A CH309798 A CH 309798A CH 309798D A CH309798D A CH 309798DA CH 309798 A CH309798 A CH 309798A
Authority
CH
Switzerland
Prior art keywords
oxy
acid
preparation
tetrasulfonic acid
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 CH309798A publication Critical patent/CH309798A/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

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 306387.    Verfahren zur Herstellung eines     3'-Oxy-4'-carboxyphenylesters    einer metallhaltigen       Phthalocyanintetrasulfonsäure.            Gegenstand    der vorliegenden Erfindung  ist ein Verfahren zur Herstellung eines     3'-Oxy-          4'-earboxyphenylesters    einer     Kupferphthalo-          cyanintetrasulfonsäure,    welches dadurch ge  kennzeichnet ist, dass man 1     Mol        Küpfer-          plithalocy        anin-4,4',4",41"-tetrasulfochlorid    mit.

    1<B>3101</B>     1.,3-Dioxybenzol-4-earbonsätire    in Gegen  wart einer Mineralsäure neutralisierenden       Substanz        zur    Umsetzung bringt.  



  Das zu verwendende     Kupferphthalocyanin-          tetrasulfochlorid    kann durch Einwirkung von       Chlorsulfonsäure    auf     Kupferphthaloeyanin-          4,4',4",4"'-tetrasulfonsäure    erhalten werden.  



  Im nachfolgenden Beispiel bedeuten die  Teile Gewichtsteile.  



  <I>Beispiel:</I>  29 Teile     Kupferphthalocyanin-4,4',4",4"'-          tet.rasulfochlorid        (33/10o        Mol)    werden mit  200 Teilen zerkleinertem Eis vermischt und  unter Rühren eine Lösung von 1.4,2 Teilen       (')/,o0        Mol)        1,3-Dioxybenzol-4-carbonsäure    und  7,2 Teilen     Natriumhydroxyd        (1001/o)    in  1.50 Teilen     -Wasser    zugegeben.

   Nach beendeter  Umsetzung säuert man das Reaktionsgemisch  mit Salzsäure an, trennt die ausgeschiedene       Farbstoffsäure    ab, löst dieselbe in Wasser und       Natriumearbonat    und salzt mit Natrium  ehlorid aus.  



  Das in guter Ausbeute erhaltene Natrium  salz des     3'-Oxy-4'-carboxyphenylesters    der       Iiupferphthaloryanin-4,    4', 4",     41"-tetrasulfon-          säure    stellt ein blauviolettes Pulver dar, das  sich in Wasser mit tiefblauer und in k     onz.     Schwefelsäure mit leuchtend grüner Farbe löst.    Der neue Farbstoff eignet sich zum Fär  ben von Baumwolle, Viskose und Wolle. Im  besonderen eignet. sich der Farbstoff im Chrom  druck auf Baumwolle. Es werden kräftige,  leuchtende Blautöne von vorzüglichen     Nass-          echtheiten    und hervorragender Lichtechtheit  erhalten.  



  Auf     anodiseh    oxydiertes Aluminium ge  färbt, ergibt der Farbstoff ein blaustichiges  Grün.



  <B> Additional patent </B> to main patent no. 306387. Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a metal-containing phthalocyanine tetrasulfonic acid. The present invention relates to a process for the preparation of a 3'-oxy-4'-earboxyphenyl ester of a copper phthalocyanine tetrasulfonic acid, which is characterized in that 1 mol of Küpfer plithalocyamine-4,4 ', 4 ", 41" - tetrasulfochloride with.

    1 <B> 3101 </B> 1., 3-Dioxybenzol-4-earbonsätire in the presence of a mineral acid neutralizing substance to implement.



  The copper phthalocyanine tetrasulfochloride to be used can be obtained by the action of chlorosulfonic acid on copper phthaloeyanine-4,4 ', 4 ", 4"' - tetrasulfonic acid.



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



  <I> Example: </I> 29 parts of copper phthalocyanine-4,4 ', 4 ", 4"' - tet.rasulfochlorid (33 / 10o mol) are mixed with 200 parts of crushed ice and a solution of 1.4,2 Parts of 1,3-dioxybenzene-4-carboxylic acid and 7.2 parts of sodium hydroxide (1001 / o) in 1.50 parts of water were added.

   When the reaction has ended, the reaction mixture is acidified with hydrochloric acid, the precipitated dye acid is separated off, dissolved in water and sodium carbonate and salted out with sodium chloride.



  The sodium salt of the 3'-oxy-4'-carboxyphenyl ester of Iiupferphthaloryanin-4, 4 ', 4 ", 41" -tetrasulfonic acid, obtained in good yield, is a blue-violet powder that turns deep blue in water and in k onz . Sulfuric acid with a bright green color dissolves. The new dye is suitable for dyeing cotton, viscose and wool. Particularly suitable. the dye in the chrome print on cotton. Strong, luminous blue tones with excellent wet fastness and excellent light fastness are obtained.



  Dyed on anodised aluminum, the dye gives a bluish green.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines 3'-Oxy-4'- carboxyphenyiesters einer Kupferphthalo- cyanintetrasulfonsäure, dadurch gekennzeich net, dass man 1 Mol Kupferphthalocyanin- 4,4',4",4"'-tetrasulfochlorid mit 1 Mol 1,3-Di- oxybenzol-4-carbonsäure in Gegenwart einer Mineralsäure neutralisierenden Substanz zur Umsetzung bringt. Claim: A process for the preparation of a 3'-oxy-4'-carboxyphenyester of a copper phthalocyanine tetrasulfonic acid, characterized in that 1 mol of copper phthalocyanine 4,4 ', 4 ", 4"' - tetrasulfochloride is added with 1 mol of 1,3- Bringing dioxybenzene-4-carboxylic acid to react in the presence of a mineral acid-neutralizing substance. Der neue Farbstoff stellt in Form seines Natriumsalzes ein blauviolettes Pulver dar, das sich in Wasser mit tiefblauer und in konz. Schwefelsäure mit leuchtend grüner Farbe löst. Der neue Farbstoff eignet sich zum Fär ben von Baumwolle, Viskose und -Volle. Im besonderen eignet sich der Farbstoff im Chrom druck auf Baumwolle. Es werden kräftige, leuchtende Blautöne von vorzüglichen Nass- echtheiten und hervorragender Lichtechtheit erhalten. In the form of its sodium salt, the new dye is a blue-violet powder that dissolves in water with deep blue and in conc. Sulfuric acid with a bright green color dissolves. The new dye is suitable for dyeing cotton, viscose and full. The dye is particularly suitable for chrome printing on cotton. Strong, luminous blue tones with excellent wet fastness and excellent light fastness are obtained.
CH309798D 1952-01-08 1952-01-08 Process for the preparation of a 3'-oxy-4'-carboxyphenyl ester of a metal-containing phthalocyanine tetrasulfonic acid. CH309798A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH309798T 1952-01-08
CH306387T 1957-03-27

Publications (1)

Publication Number Publication Date
CH309798A true CH309798A (en) 1955-09-15

Family

ID=25735141

Family Applications (1)

Application Number Title Priority Date Filing Date
CH309798D CH309798A (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) CH309798A (en)

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