BE703224A - - Google Patents

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Publication number
BE703224A
BE703224A BE703224DA BE703224A BE 703224 A BE703224 A BE 703224A BE 703224D A BE703224D A BE 703224DA BE 703224 A BE703224 A BE 703224A
Authority
BE
Belgium
Prior art keywords
parts
dye
moles
yellow dye
preparation
Prior art date
Application number
Other languages
French (fr)
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
Priority claimed from NL6709007A external-priority patent/NL6709007A/xx
Application filed filed Critical
Publication of BE703224A publication Critical patent/BE703224A/fr

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

Description

  

   <Desc/Clms Page number 1> 
 



    "Procédé   de préparation d'un colorant substantif jaune et produit obtenu " 
On sait qu'on obtient des colorants azoïques substan-      tifs jaunes lorsqu'on couple l'acide   2-aminonaphtalin-4,8-disùl-        
 EMI1.1 
 fonique diazoté sur un 1-amino-2-méthoxy-5-méthylbenzêne et qu'on fait réagir le colorant   monoazoique   formé en présence de carbonate de sodium avec du phosgène.

   Le colorant colore la cel- lulose en donnant des tons jaunes brillants et possède la formule 

 <Desc/Clms Page number 2> 

 de constitution suivante 
 EMI2.1 
 
On a trouvé maintenant qu'on obtient un colorant plus vert et plus brillant avec un pouvoir de fixation neutre nettement amélioré et un comportement à la température plus favorable lors de la combinaison avec des colorants pour la laine, lorsqu'on couple 2 moles d'acide 2-mainonaphtalin-4,8-disulfonique   diazoté   acétique sur 2 moles de   1-amino-2-méthoxy-5-méthylbenzène,   qu'on condense progressivement le colorant monoazoïque formé après l'isolement avec une mole de chlorure de cyanuryle et qu'on hy- drolyse le produit de condensation pendant plusieurs heures à tem- pérature élevée en milieu alcalin. On traite ensuite de façon 
 EMI2.2 
 habituelle.

   Le colorant obtenu possède la formule de constitution suivante: CH3 gaz So 3 g CH3 ¯¯t 3 N¯N w0 N 0¯I N-N 1 ' Î fl N-N   ' ii ù / ) j fl SO 3 H OCH3 c 1 OCH S03 H   EXEMPLE :   
On met 30,3 parties d'acide 2-aminonaphtalin-4,8- disulfonique en suspension dans 200 parties d'eau et 24 parties d'acide chlorhydrique et on diazote à 10 C avec 7 parties de ni- trite de sodium. On dissout à température légèrement élevée   13,7   parties de 1-amino-2-méthyoxy-5-méthylbenzène dans 100 parties¯ d'eau et 20 parties d'acide chlorhydrique. On laisse s'écouler la solution vers la diazotation, et ensuite on ajoute goutte à goutte encore 16 parties d'acétate de sodium en solution aqueuse. 

 <Desc/Clms Page number 3> 

 



  Le couplage est achève après agitation pendant 6 heures, On/relar- gue le colorant   monoazoïque   formé par addition de 60 parties de chlorure de sodium et on filtre à la trompe. On dissout ensuite le gâteau de l'entonnoir filtre dans 500 parties d'eau sous addi- tion de 4 parties de carbonate de sodium. On met en suspension 9,2 parties de chlorure de cyanuryle dans 50 parties d'eau sous addition de 0,1 partie d'une préparation essentiellement de sels amoniques d'acides ligninsulfoniques. On ajoute alors à 0 C la solution de colorant monoazoïque et on condense pendant 2 heures à pH 7. On chauffe alors à 40 C et on condense pendant 3 heures à cette température et au pH 7.

   On maintient la valeur de pH à 7 par addition de carbonate de sodium, On chauffe ensuite à 90 C pour hydrolyse et sous addition de 4 parties de carbonate de so- dium on maintient cette température pendant 2 heures. On relargue ensuite le colorant par addition de 150 parties de chlorure de sodium, on filtre à la trompe et on sèche à 90 C. Le colorant forme une poudre cristalline   jaunqbrunatre,   qui colore les fibres de cellulose en donnant un ton jaune verdatre brillant. 

**ATTENTION** fin du champ DESC peut contenir debut de CLMS **.



   <Desc / Clms Page number 1>
 



    "Process for the preparation of a yellow substantive dye and product obtained"
It is known that substantial yellow azo dyes are obtained when 2-aminonaphthalin-4,8-disul-
 EMI1.1
 Fonic diazotized on a 1-amino-2-methoxy-5-methylbenzene and the monoazo dye formed is reacted in the presence of sodium carbonate with phosgene.

   The dye colors the cellulose giving brilliant yellow tones and has the formula

 <Desc / Clms Page number 2>

 of following constitution
 EMI2.1
 
It has now been found that a greener and brighter dye is obtained with a markedly improved neutral fixing power and a more favorable temperature behavior when combining with wool dyes, when 2 moles of 2-mainonaphthalin-4,8-disulfonic acid diazotized acetic on 2 moles of 1-amino-2-methoxy-5-methylbenzene, which gradually condenses the monoazo dye formed after isolation with one mole of cyanuryl chloride and that The condensation product is hydrolyzed for several hours at elevated temperature in an alkaline medium. We then process so
 EMI2.2
 usual.

   The dye obtained has the following constitutional formula: CH3 gas So 3 g CH3 ¯¯t 3 N¯N w0 N 0¯I NN 1 'Î fl NN' ii ù /) j fl SO 3 H OCH3 c 1 OCH S03 H EXAMPLE:
30.3 parts of 2-aminonaphthalin-4,8-disulphonic acid are suspended in 200 parts of water and 24 parts of hydrochloric acid and dinitrogenated at 10 ° C. with 7 parts of sodium nitrite. 13.7 parts of 1-amino-2-methyoxy-5-methylbenzene are dissolved at slightly elevated temperature in 100 parts of water and 20 parts of hydrochloric acid. The solution is allowed to flow to the diazotization, and then another 16 parts of sodium acetate in aqueous solution are added dropwise.

 <Desc / Clms Page number 3>

 



  The coupling is completed after stirring for 6 hours. The monoazo dye formed by the addition of 60 parts of sodium chloride is released and filtered with suction. The filter funnel cake is then dissolved in 500 parts of water with the addition of 4 parts of sodium carbonate. 9.2 parts of cyanuryl chloride are suspended in 50 parts of water with the addition of 0.1 part of a preparation essentially of amonic salts of ligninsulphonic acids. The monoazo dye solution is then added at 0 ° C. and the mixture is condensed for 2 hours at pH 7. The mixture is then heated to 40 ° C. and condensed for 3 hours at this temperature and at pH 7.

   The pH value is maintained at 7 by adding sodium carbonate. The mixture is then heated to 90 ° C. for hydrolysis and with the addition of 4 parts of sodium carbonate, this temperature is maintained for 2 hours. The dye is then released by adding 150 parts of sodium chloride, filtered with suction and dried at 90 ° C. The dye forms a yellow-brown crystalline powder, which colors the cellulose fibers giving a brilliant greenish yellow tone.

** ATTENTION ** end of DESC field can contain start of CLMS **.

 

Claims (1)

REVENDICATIONS 1. Procédé de préparation d'un nouveau colorant subs- tantif jaune répondant à la formule ; EMI3.1 caractérisé en ce qu'on couple deux moles d'acide 2-anino-naphta- lin-4,8-disulfonique diazoté dans une solution acétique sur deux moles de 1-amino-2-méthoxy-5-méthylbenzène, qu'on condense pro- gtessivement le colorant monoazoïque obtenu avec une mole de <Desc/Clms Page number 4> chlorure de cyanuryle et qu'on hydrolyse ensuite le produit de condensation. CLAIMS 1. A process for the preparation of a novel substantial yellow dye of the formula; EMI3.1 characterized in that two moles of diazotized 2-anino-naphtha-lin-4,8-disulfonic acid in an acetic solution are coupled to two moles of 1-amino-2-methoxy-5-methylbenzene, which is condensed gradually the monoazo dye obtained with one mole of <Desc / Clms Page number 4> cyanuryl chloride and then hydrolyzed the condensation product. 2. Le colorant substantif jaune lorsqu'il est obtenu par le procédé suivant la revendication précédente. 2. The substantive yellow dye when obtained by the process according to the preceding claim. 3. Le colorant substantif jaune et son procédé de pré- paration , tels que décrits ci-dessus, notamment dans l'exemple donné, 3. The substantive yellow dye and its method of preparation, as described above, in particular in the example given,
BE703224D 1967-03-20 1967-08-29 BE703224A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DD12347767 1967-03-20
DEV0033834 1967-06-12
NL6709007A NL6709007A (en) 1967-06-28 1967-06-28

Publications (1)

Publication Number Publication Date
BE703224A true BE703224A (en) 1968-01-15

Family

ID=27179695

Family Applications (1)

Application Number Title Priority Date Filing Date
BE703224D BE703224A (en) 1967-03-20 1967-08-29

Country Status (1)

Country Link
BE (1) BE703224A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2295089A1 (en) * 1974-12-20 1976-07-16 Sandoz Sa NEW DISAZOIC DYES AND THEIR PREPARATION
DE2913878A1 (en) 1979-04-06 1980-10-23 Basf Ag ORGANIC COMPOUNDS
FR2635783A1 (en) * 1988-08-26 1990-03-02 Sandoz Sa NOVEL ANIONIC DISAZOIC COMPOUNDS, THEIR PREPARATION AND THEIR USE AS COLORANTS
WO1998012264A1 (en) * 1996-09-19 1998-03-26 Zeneca Limited Azo dyes for ink-jet printing

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2295089A1 (en) * 1974-12-20 1976-07-16 Sandoz Sa NEW DISAZOIC DYES AND THEIR PREPARATION
DE2913878A1 (en) 1979-04-06 1980-10-23 Basf Ag ORGANIC COMPOUNDS
FR2635783A1 (en) * 1988-08-26 1990-03-02 Sandoz Sa NOVEL ANIONIC DISAZOIC COMPOUNDS, THEIR PREPARATION AND THEIR USE AS COLORANTS
EP0357560A2 (en) * 1988-08-26 1990-03-07 Sandoz Ag Anionic triazinylamino-disazo dyes
EP0357560A3 (en) * 1988-08-26 1991-09-25 Sandoz Ag Anionic triazinylamino-disazo dyes
BE1004399A3 (en) * 1988-08-26 1992-11-17 Sandoz Sa Disazo ANIONIC COMPOUNDS, THEIR PREPARATION AND THEIR USE AS DYES.
WO1998012264A1 (en) * 1996-09-19 1998-03-26 Zeneca Limited Azo dyes for ink-jet printing
GB2332440A (en) * 1996-09-19 1999-06-23 Zeneca Ltd AZO dyes for Ink-jet printing
GB2332440B (en) * 1996-09-19 2001-04-11 Zeneca Ltd Azo dyes for ink-jet printing
US6277185B1 (en) 1996-09-19 2001-08-21 Zeneca Limited Dye compounds, compositions containing them and their use

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