USRE38531EExpiredUtility

Tetrakisazo dyes, their production and use

46
Assignee: CLARIANT FINANCE BVI LTDPriority: Sep 9, 1996Filed: Sep 8, 1997Granted: Jun 8, 2004
Est. expirySep 9, 2016(expired)· nominal 20-yr term from priority
Inventors:Jordi Berenguer
C09B 35/60C09B 67/0046C09B 35/62
46
PatentIndex Score
4
Cited by
10
References
15
Claims

Abstract

Tetrakisazo dyes of formula (I), as defined in claim 1, optionally in admixture with trisazo dyes of formula (X) as defined in claim 4, are valuable anionic dyes for the dyeing of substrates dyeable with anionic dyes, in particular for the dyeing of leather in very intense dark shades.

Claims

exact text as granted — not AI-modified
I claim:  
     
       1. A tetrakisazo dye of formula                    
       wherein 
       one of the two symbols —X and —Y signifies —OH and the other signifies —NH 2 ,  
       Z signifies a radical of formula  
       
         
           —W 1 —N═N—B 2    (α)  
         
       
       or, if Y signifies —OH, also a radical of formula  
       
         
           —W 2 —N═N—D   (β)  
         
       
       Q 1  signifies —SO 2 — or —CO—,  
       Q 2  signifies the direct bond or, if Q 1  is —SO 2 —, also a group —SO 2 —,  
       B 1  signifies the radical of a coupling component H—B 1 ,  
       B 2  signifies the radical of a coupling component H—B 2 ,  
       D signifies the radical of a diazo component D—NH 2 ,  
       W 1  signifies the radical of a bicyclic bisdiazo component,  
       W 2  signifies the radical of a bicyclic middle component, and  
       M signifies hydrogen or a cation, and  
         wherein in formula  ( I ),  the radical of formula                      
         is the radical of a bisdiazocompound of a diamine of formula  ( II )                    
         
       or a mixture of two or more tetrakisazo dyes of formula (I).  
     
     
       2. A dye according to  claim 1  of formula                    
       or a mixture of two or more thereof. 
     
     
       3. A process for the production of a tetrakisazo dye according to  claim 1  wherein, for the production of a dye of formula (Ia) the bisdiazocompound of a diamine of formula                    
       is coupled at one side to the 3-position of a bis-coupling component of formula                    
       the obtained azodiazocompound is either first coupled to a coupling component H—B 1  to give an intermediate of formula                    
       and the diazocompound of an amine of formula 
       
         
           D—N═N—W 2 —NH 2    (V)  
         
       
       is coupled to the 6-position of the intermediate of formula (IV), or it is first coupled in the 6-position with the diazocompound of an amine of formula (V) and then coupled to a coupling component H—B 1 , for the production of a dye of formula (Ib) the bisdiazocompound of a diamine of formula (II) is coupled at one side to the 3-position of a bis-coupling component of formula (III) and the obtained azodiazocompound is either first coupled to a coupling component H—B 1  to give an intermediate of formula (IV), and then the bisdiazocompound of a diamine of formula 
       
         
           H 2 N—W 1 —NH 2    (VI)  
         
       
       is coupled at one side to the 6-position of the intermediate of formula (IV) and the obtained trisazodiazocompound is coupled to a coupling component H—B 2 , or the azodiazocompound is first coupled in the 6-position with the bisdiazocompound of a diamine of formula (VI) and then the obtained disazobisdiazocompound is coupled to coupling components H—B 1  and H—B 2 , or for the production of a dye of formula (Ic) the bisdiazocompound of a diamine of formula (VI) is coupled at one side to the 3-position of a bis-coupling component of formula (III) and the obtained azodiazocompound is either first coupled to a coupling component H—B 2  to give an intermediate of formula                    
       and then the bisdiazocompound of a diamine of formula (II) is coupled at one side to the 6-position of the intermediate of formula (VII) and the obtained trisazodiazocompound is coupled to a coupling component H—B 1  or the azodiazocompound is first coupled in the 6-position with the bisdiazocompound of a diamine of formula (II) and then the obtained disazobisdiazocompound is coupled to H—B 1  and H—B 2 . 
     
     
       4. A mixture of at least one dye of formula (1) according to  claim 1  and at least one trisazo dye of formula                    
       in which B 1 , D, Q 1 , Q 2  and M have the significances indicated in  claim 1 . 
     
     
       5. A process for the production of a mixture according to  claim 4  of a tetrakisazo dye of the formula:                    
       and a trisazo dye of formula (X), wherein the trisazo dyes of formula (X) is synthetized by coupling the diazocompound of a diazocomponent of formula 
       
         
           D—NH 2    (VIII)  
         
       
       to a compound of formula:                    
       or to its precursor azodiazocompound, before coupling of the diazoazocompound to H—B 1 , characterized in that for the production of such a mixture in which the starting compounds of formulae:                    
       and H—B 1  for the production of the trisazo dye of formula (X) are the same as the corresponding ones employed for the production of the tetrakisazo dyes of formula (Ib), this reaction sequence is carried out together with the production of the tetrakisazo dye or dye mixture, choosing the molar ratios in a suitable way. 
     
     
       6. A dye obtainable by the process according to  claim 3 . 
     
     
       7. A dye mixture obtainable by the process according to  claim 5 . 
     
     
       8. A dyestuff composition comprising at least one dye according to  claim 1 . 
     
     
       9. A process according to claim  5   11 for the dyeing of leather. 
     
     
       10. A dyestuff composition comprising a dye mixture according to  claim 4 . 
     
     
       11. A process for dyeing substrates dyeable with anionic dyes, comprising the steps of: 
       providing a substrate dyeable with an anionic dyes;  
       providing at least one dye according to  claim 1 ; and  
       contacting said substrate with at least one dye according to  claim 1 .  
     
     
       12. A process for dyeing substrates dyeable with anionic dyes, comprising the steps of: 
       providing a substrate dyeable with an anionic dye;  
       providing a dyestuff composition according to  claim 8 ; and  
       contacting said substrate with said dyestuff composition according to  claim 8 .  
     
     
       13. A dyestuff composition comprising at least one dye according to  claim 6 . 
     
     
       14. A dyestuff composition comprising at least one dye according to  claim 7 . 
     
     
       15. A process according to  claim 12  for the dyeing of leather.

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