CH287082A - Process for the preparation of an optical brightening agent. - Google Patents

Process for the preparation of an optical brightening agent.

Info

Publication number
CH287082A
CH287082A CH287082DA CH287082A CH 287082 A CH287082 A CH 287082A CH 287082D A CH287082D A CH 287082DA CH 287082 A CH287082 A CH 287082A
Authority
CH
Switzerland
Prior art keywords
brightening agent
preparation
optical brightening
stilbene
disulfonic acid
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 CH287082A publication Critical patent/CH287082A/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00—Sulfonic acids; Halides, esters, or anhydrides thereof
    • C07C309/01—Sulfonic acids
    • C07C309/28—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
    • C07C309/45—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton
    • C07C309/51—Sulfonic acids having sulfo groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing nitrogen atoms, not being part of nitro or nitroso groups, bound to the carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

  

  Verfahren zur Herstellung eines optischen     Aufhellungsmittels.            Gegenstand    vorliegenden Patentes ist ein  Verfahren zur Herstellung eines optischen       Aufhellungsmittels.    Das Verfahren ist da  durch gekennzeichnet, dass     inan        4-Nitro-4'-          ainino-stilben-2,2'-disulfonsäure    mit einem     2-          llthoxy-benzovlhalogenid        aeyliert,

      hierauf die       Nitrogruppe    des     Stilbenderivates    zur     Amino-          gruppe    reduziert und die erhaltene Verbin  dung mit einer den     Phenylearbaminorest    ein  führenden     Verbindung    umsetzt.  



  Das erhaltene neue     Aufhellungsmittel,    die  4 -     Phenvlureiclo    - 4' -     (2"-äthoxy-berizovl        amino)        -          stilberi        2,2'-disrilfonAure,    ist ein     t,-elbliehes     Pulver.  



  <I>Beispiel:</I>  Eine     50 /oige        aeetonisehe    Lösung von 23,1_       Teilen        ')-ilthoxv-benzoylchlorid        und        15        %        ige          wässrige        Sodalösung    werden unter Einhaltung  einer sehwach     laekrnus-alkalischeri    Reaktion  bei 8 bis     12     in eine Lösung von 40 Teilen  4 -     Nitro    -     4'-        arnino    -     stilben    -     2,

  2'-        disulfonsä.ure.     10,6 Teile     cale.    Soda. und 1.000 Teilen Wasser  unter gutem Rühren gleichzeitig eingetragen,  bis keine primären     Aminogruppen    mehr vor  handen sind. Das Aceton wird durch Erwär  men auf 80 bis 90  am absteigenden Kühler       abdestilliert,    das     Aeylierungsprodukt    mit 100  Teilen Kochsalz aasgesalzen, abgesaugt und  direkt. nach der Methode von     Beehamp    redu-    ziert.

   Man erhält so     diel        Amino-4'-(2"-äthoxv-          benzo,#-lamino)        -stilben-2,2'-disulfonsäure    als       seliwaeh    gelblich gefärbtes Pulver.  



  <B>25,9</B> Teile der erhaltenen     4-Amino-4'-(2"-          äthoxi-benzoylamino)        -stilben-2,2'-disulfonsäure     werden in 1000 Teilen     Wasser    unter Zusatz  von 5,3 Teilen     cale.    Soda gelöst und bei 20  bis 25  14 Stunden mit. 7 Teilen     Phenyliso-          eyanat    verrührt. Man erhitzt auf 80 bis 85 ,  filtriert heiss und salzt. mit 50 Teilen Kochsalz  aus.

   Das erhaltene     Dinatriumsalz    der     4-Phe-          ri@rIureido-4'-        ()"-äthoxv-benzoy        lamino)        -stilben-          2,2'-disulfonsäure,    ein gelbliches, wasserlös  liches Pulver, besitzt. gute Affinität zur Tex  tilfaser.



  Process for the preparation of an optical brightening agent. The present patent relates to a process for the preparation of an optical brightening agent. The process is characterized in that 4-nitro-4'-ainino-stilbene-2,2'-disulfonic acid inan aeylates with a 2-thoxy-benzoyl halide,

      the nitro group of the stilbene derivative is then reduced to the amino group and the compound obtained is reacted with a compound which introduces the phenylearbamino radical.



  The new lightening agent obtained, 4 - phenvlureiclo - 4 '- (2 "-ethoxy-berizovl amino) - stilberi 2,2'-disrilfonAure, is a t-yellow powder.



  <I> Example: </I> A 50% aeetonisehe solution of 23.1_ parts') -ilthoxv-benzoyl chloride and 15% aqueous soda solution are converted into a solution of 40% with a weak alkaline reaction at 8 to 12 Share 4 - Nitro - 4'- arnino - stilbene - 2,

  2'-disulfonic acid. 10.6 parts cale. Soda. and 1,000 parts of water entered simultaneously with thorough stirring until no more primary amino groups are present. The acetone is distilled off by heating men to 80 to 90 on the descending condenser, the aeylation product is aasgesalted with 100 parts of common salt, filtered off with suction and directly. reduced using the Beehamp method.

   The amino-4 '- (2 "-ethoxv-benzo, # -lamino) -stilbene-2,2'-disulfonic acid is thus obtained as a yellowish powder.



  25.9 parts of the 4-amino-4 '- (2 "- ethoxy-benzoylamino) -stilbene-2,2'-disulfonic acid obtained are dissolved in 1000 parts of water with the addition of 5.3 parts of cale Soda is dissolved and stirred with 7 parts of phenyl isoyanate for 14 hours at 20 to 25. The mixture is heated to 80 to 85, filtered hot and salted out with 50 parts of common salt.

   The obtained disodium salt of 4-Pheri @ rIureido-4'- () "- ethoxv-benzoy lamino) -stilbene-2,2'-disulfonic acid, a yellowish, water-soluble powder, has good affinity for textile fibers.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung eines optischen Aufhellungsmittels, dadurch gekennzeichnet, dass man 4-Nitro-4'-amino-st.ilben-2,2'-disulfon- säure mit einem 2-Athoxy-benzoylhalogenid aeyliert, hierauf die Nitrogruppe des Stilben- derivates zur Aminogruppe reduziert und die erhaltene Verbindung mit einer den Phenvl- earbaminorest einführenden Verbindung um setzt. Claim: Process for the production of an optical brightening agent, characterized in that 4-nitro-4'-amino-st.ilbene-2,2'-disulfonic acid is aeylated with a 2-ethoxy-benzoyl halide, then the nitro group of stilbene derivatives reduced to the amino group and the compound obtained with a compound introducing the Phenvl- earbaminorest sets. Das erhaltene neue Aufhellungsmittel, die 4 - Ph eny lureido - 4' - (2"-äthoxy-benzoylamino) - stilben-2,2'-disulfonsäure, ist ein gelbliches Pulver. The new brightening agent obtained, the 4 - pheny lureido - 4 '- (2 "-ethoxy-benzoylamino) - stilbene-2,2'-disulfonic acid, is a yellowish powder.
CH287082D 1949-06-01 1949-06-01 Process for the preparation of an optical brightening agent. CH287082A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH283402T 1949-06-01
CH287082T 1949-06-01

Publications (1)

Publication Number Publication Date
CH287082A true CH287082A (en) 1952-11-15

Family

ID=25732240

Family Applications (1)

Application Number Title Priority Date Filing Date
CH287082D CH287082A (en) 1949-06-01 1949-06-01 Process for the preparation of an optical brightening agent.

Country Status (1)

Country Link
CH (1) CH287082A (en)

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