CH217128A - Process for the preparation of a sulfonic acid of trimethyl-2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazine. - Google Patents

Process for the preparation of a sulfonic acid of trimethyl-2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazine.

Info

Publication number
CH217128A
CH217128A CH217128DA CH217128A CH 217128 A CH217128 A CH 217128A CH 217128D A CH217128D A CH 217128DA CH 217128 A CH217128 A CH 217128A
Authority
CH
Switzerland
Prior art keywords
phenyl
heptadecyl
diamino
trimethyl
triazine
Prior art date
Application number
Other languages
German (de)
Inventor
A-G J R Geigy
Original Assignee
Geigy Ag J R
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 Geigy Ag J R filed Critical Geigy Ag J R
Publication of CH217128A publication Critical patent/CH217128A/en

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Classifications

    • D—TEXTILES; PAPER
    • D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/62—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds with sulfate, sulfonate, sulfenic or sulfinic groups
    • D06P1/628—Compounds containing nitrogen

Landscapes

  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)

Description

  

  <B>Zusatzpatent</B> zum Hauptpatent Nr. 214610.    Verfahren zur Darstellung einer     Sulfonsäure    des     Trimethyl-2,4-diamino-5-phenyl-          6-heptadecyl-1,3,5-triazins.       Gegenstand des vorliegenden Zusatz  patentes ist ein Verfahren zur Darstellung  einer     Sulfonsäure    des     Trimethyl-2,4-diamino-          5-phenyl-6-heptadecyl-1,3,5-triazins,    dadurch  gekennzeichnet, dass man     Phenylbiguanid    mit       Stearinsäure    oder einem funktionellen Deri  vat derselben zum     2,4-Diamino-5-phenyl-6-          heptadecyl-        1,3,

  5-triazin    kondensiert, dieses       trimethyliert    und die     Trimethylverbindung          sulfiert.     



  Die neue Verbindung ist     in    Form des Na  triumsalzes ein     gelbstichig    weisses, in Wasser  klar lösliches Kristallmehl. Sie kann als  Textilhilfsmittel, insbesondere als Abzieh  mittel in der     Küpenfärberei    und als     Egali-          siermittel    in der     Baumwollfärberei    verwendet  werden.  



  <I>Beispiel:</I>       Phenylbiguanid,    gelöst in der ungefähr  zehnfachen Menge Chlorbenzol, wird in Ge  genwart eines geringen     Überschusses    an Soda  mit der     äquimolekularen    Menge     Stearinsäure-          ehlorid    bei 50<B>0</B> zur Reaktion gebracht, wobei    die Temperatur von selbst gegen 100   an  steigt. Man erhitzt weiter auf zuletzt 115  ,  rührt dabei 14 Stunden,     verdünnt    nach Ab  kühlen auf 80       mittels    Methanol, filtriert von  den ungelösten Salzen     und    engt die Lösung  des entstandenen     Zwischenproduktes    im Va  kuum vollständig ein.  



  100 Teile Zwischenprodukt, das ist 2,4  Diamino- 5     -phenyl-6-heptadecyl-1,3,        5-triazin,     gelöst in 450 Teilen     Toluol,    verrührt man mit  110 Teilen     kalzinierter    Soda, lässt 95 Teile       Dimethylsulfat    zulaufen und rührt etwa 5  Stunden lang unter Erhitzen am     Rückfluss-          kühler.    Dann wird heiss filtriert und die Lö  sung der entstandenen     Trimethylverbindung     im Vakuum eingedampft.  



  Je 100 Teile Rückstand löst man in 200  Teilen     Schwefelsäuremonohydrat,    gibt all  mählich 100 Teile 26     %iges        Oleum    dazu und  rührt weiter, bis sich eine Probe des Reak  tionsgemisches in Lauge klar löst. Dann  wird mit Eiswasser verrührt, die     wässrige     Schicht abgezogen, das Ungelöste mit Wasser           angeteigt    und mittels Natronlauge neutral  gestellt.

   Eindampfen der so erhaltenen Lö  sung im Vakuum ergibt 120 bis 125 Teile  fast     neutralsalzfreies        trimethyl-2,4-diamino-          5        -phenyl-6-heptadecyl-1,3,        5-triazinsulfonsau-          res    Natrium.  



  Die neue Verbindung ist in Form des Na  triumsalzes ein     gelbstichig    weisses, in Wasser  klar lösliches Kristallmehl. Sie kann als  Textilhilfsmittel, insbesondere als Abzieh  mittel in der     Küpenfärberei    und als     Egali-          siermittel    in der Baumwollfärberei verwendet  werden.



  <B> Additional patent </B> to the main patent No. 214610. Process for the preparation of a sulfonic acid of trimethyl-2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazine. The subject of the present additional patent is a process for the preparation of a sulfonic acid of trimethyl-2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazines, characterized in that one phenyl biguanide with stearic acid or a functional derivative same to 2,4-diamino-5-phenyl-6-heptadecyl-1,3,

  5-triazine condenses, this is trimethylated and the trimethyl compound is sulfated.



  The new compound, in the form of the sodium salt, is a yellowish white crystal powder that is clearly soluble in water. It can be used as a textile auxiliary, in particular as a stripping agent in vat dyeing and as a leveling agent in cotton dyeing.



  <I> Example: </I> Phenyl biguanide, dissolved in approximately ten times the amount of chlorobenzene, is reacted with the equimolecular amount of stearic acid chloride at 50 <B> 0 </B> in the presence of a small excess of soda, whereby the temperature rises by itself towards 100. The mixture is heated further to 115 at last, stirred for 14 hours, diluted after cooling to 80 using methanol, the undissolved salts are filtered off and the solution of the intermediate product formed is completely concentrated in vacuo.



  100 parts of intermediate product, which is 2,4 diamino-5-phenyl-6-heptadecyl-1,3,5-triazine, dissolved in 450 parts of toluene, is stirred with 110 parts of calcined soda, 95 parts of dimethyl sulfate are run in and about 5 parts are stirred For hours under reflux condenser heating. It is then filtered hot and the solution of the trimethyl compound formed is evaporated in vacuo.



  Per 100 parts of residue are dissolved in 200 parts of sulfuric acid monohydrate, gradually 100 parts of 26% oleum are added and stirring is continued until a sample of the reaction mixture dissolves clearly in lye. Then it is stirred with ice water, the aqueous layer is drawn off, the undissolved material is made into a paste with water and neutralized with sodium hydroxide solution.

   Evaporation of the solution thus obtained in vacuo gives 120 to 125 parts of almost neutral salt-free trimethyl-2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazinesulfonic acid sodium.



  The new compound, in the form of the sodium salt, is a yellowish white crystal powder that is clearly soluble in water. It can be used as a textile auxiliary, in particular as a stripping agent in vat dyeing and as a leveling agent in cotton dyeing.

Claims (1)

PATENTANSPRUCH: Verfahren zur Darstellung einer Sulfon- säure des Trimethyl-2,4-diamino-5-phenyl-6- heptadecyl-1,3,5-triazins, dadurch gekenn zeichnet, dass man Phenylbiguanid mit Stea- rinsäure oder einem funktionellen Derivat derselben zum 2,4-Diamino-5-phenyl-6-hepta- decyl-1,3,5-triazin kondensiert, PATENT CLAIM: Process for the preparation of a sulfonic acid of trimethyl-2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazine, characterized in that phenyl biguanide is mixed with stearic acid or a functional derivative thereof condensed to 2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazine, dieses tri- methyliert und die Trimethylverbindung sul- fiert. Die neue Verbindung ist in Form des Na triumsalzes ein gelbstichig weisses, in Wasser klar lösliches Kristallmehl. Sie kann als Tex tilhilfsmittel, insbesondere als Abziehmittel in der Küpenfärberei und als Egalisiermittel in der Baumwollfärberei Verwendung finden. this is trimethylated and the trimethyl compound sulphated. The new compound, in the form of the sodium salt, is a yellowish white crystal powder that is clearly soluble in water. It can be used as a textile auxiliary, in particular as a stripping agent in vat dyeing and as a leveling agent in cotton dyeing.
CH217128D 1939-04-25 1939-04-25 Process for the preparation of a sulfonic acid of trimethyl-2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazine. CH217128A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH214610T 1939-04-25
CH217128T 1939-04-25

Publications (1)

Publication Number Publication Date
CH217128A true CH217128A (en) 1941-09-30

Family

ID=25725609

Family Applications (1)

Application Number Title Priority Date Filing Date
CH217128D CH217128A (en) 1939-04-25 1939-04-25 Process for the preparation of a sulfonic acid of trimethyl-2,4-diamino-5-phenyl-6-heptadecyl-1,3,5-triazine.

Country Status (1)

Country Link
CH (1) CH217128A (en)

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