Method for Undistorted Pigmentation of Partially Crystalline Plastics

Abstract

The present invention relates to a method for colouring partially crystalline plastics in the material. The invention is characterized in that (i) a partially crystalline plastic from the group of homopolymers, terpolymers or ethylene copolymers, propylene, butylenes, styrene, and/or divinyl-benzene, polyesters, polyamides and the thermoplastic ionomers; (ii) a pigment from the group of dicetopyrrolopyrrole-, quinacridone, disazocondensation, isoindolinions and isoindoline pigments; and (iii) 0.001 to 0.25 weight part, in relation to a weight part pigment of an additive of formula (I), are formed, wherein Q is a radical of a dicetopyrrolopyrrole compound of formula (1a), wherein R 14 , R 15 , R 16 and R 17 independently represent hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, or cyano; s is a number between 0.1-4.0; and R is a radical of formula —CONZ 1 Z 2 , —NZ 1 Z 2 or —COOZ 3 .

1 . A process for mass coloration of partly crystalline plastics, which comprises forming
 (i) a partly crystalline plastic selected from the group consisting of the homopolymers, terpolymers or copolymers of ethylene, propylene, butylene, styrenes divinylbenzene, polyesters, polyamides and thermoplastic ionomers and mixtures thereof;   (ii) a pigment selected from the group consisting of diketopyrrolopyrrole, quinacridone, disazocondensation, isoindolinone and isoindoline pigments; and   (iii) 0.001 to 0.25 part by weight, based on one part by weight of pigment, of an additive of the formula (I)
   QR] s    (I) 
   where   Q is a residue of a diketopyrrolopyrrole compound of the formula (Ia)   
       
         
           
           
               
               
           
         
         where R 14 , R 15 , R 16  and R 17  are independently hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, or cyano; 
         s is from 0.1 to 4.0; and 
         R is a radical of the formulae —CONZ 1 Z 2 , —NZ 1 Z 2  or —COOZ 3 , 
       
       where
 Z 1  and Z 2  are the same or different and represent hydrogen or C 1 -C 30 -alkyl or C 2 -C 30 -alkenyl radicals, which may be linear or branched and unsubstituted or halogen, hydroxyl, hydroxycarbonyl, C 4 -C 15 -cycloalkyl or C 1 -C 15 -alkoxy substituted, alkenyl being mono- or polyunsaturated, with the proviso that Z 1  and Z 2  are not both hydrogen, 
 Z 3  represents hydrogen, ammonium, alkylammonium, alkali metal, C 1 -C 30 -alkyl or C 2 -C 30 -alkenyl radicals, which may be linear or branched and unsubstituted or halogen, hydroxyl, hydroxycarbonyl, C 4 -C 15 -cycloalkyl or C 1 -C 15 -alkoxy substituted, alkenyl being mono- or polyunsaturated. 
 
     
     
         2 . A process according to  claim 1 , wherein said pigment (ii) is a diketopyrrolopyrrole of the formula (II) 
       
         
           
           
               
               
           
         
       
       where
 R 10 , R 11 , R 12  and R 13  are independently hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, cyano or phenyl. 
 
     
     
         3 . The process according to  claim 2 , wherein
 R 11  and R 13  are each hydrogen and   R 10  and R 12 , which are the same or different, are each hydrogen, methyl, tert-butyl, chlorine, cyano or phenyl.   
     
     
         4 . The process according to  claim 1 , wherein said pigment (ii) is selected from the group consisting of C.I. Pigment Orange 71, 73, 81, Pigment Red 254, 255, 264, 270, 272, Pigment Yellow 139, Pigment Violet 19, 37, and Pigment Blue 15. 
     
     
         5 . The process according to  claim 1 , wherein
 Z 1  and Z 2 , which are the same or different, are each C 2 -C 18 -alkyl or C 2 -C 18 -alkenyl,   Z 3  is C 2 -C 18 -alkyl or C 2 -C 18 -alkenyl,   R 14  and R 16  are each hydrogen, and   R 15  and R 17  are each hydrogen, methyl, tert-butyl, chlorine or cyano.   
     
     
         6 . The process according to  claim 1 , wherein s is from 0.5 to 2.5. 
     
     
         7 . The process according to  claim 1 , which utilizes 0.0001 to 0.5 part by weight of pigment plus additive of the formula (I), based on one part by weight of the partially crystalline plastic. 
     
     
         8 . The process according to  claim 1 , which utilizes 0.02 to 0.1 part by weight of the additive of the formula (I), based on one part by weight of pigment. 
     
     
         9 . The process according to  claim 1 , which utilizes up to 0.5 part by weight, based on one part by weight of the combination of plastic and pigment, of at least one further auxiliary selected from the group consisting of surfactants, pigmentary and nonpigmentary dispersants, fillers, standardizers, resins, waxes, defoamers, antidust agents, extenders, shading colorants, preservatives, drying retarders, rheology control additives, wetting agents, antioxidants, UV absorbers, and light stabilizers. 
     
     
         10 . The process according to  claim 1  wherein the partly crystalline plastic is selected from the group consisting of HDPE, MDPE, LDPE, polypropylene, PVC, PET, nylon 6 and nylon 66. 
     
     
         11 . The process according to  claim 1 , wherein said forming step takes place by an extrusion or injection molding process. 
     
     
         12 . A pigment preparation comprising
 (ii) a diketopyrrolopyrrole pigment and   (iii) 0.001 to 0.25 part by weight, based on one part by weight of pigment, of an additive of the formula (I)
   QR] s   (I) 
   
       where
 Q is a residue of a diketopyrrolopyrrole compound of the formula (Ia) 
 
       
         
           
           
               
               
           
         
         where R 14 , R 15 , R 16  and R 17  are independently hydrogen, halogen, C 1 -C 4 -alkyl, C 1 -C 4 -alkoxy, or cyano; 
         s is from 0.1 to 4.0; and 
         R is a radical of the formula —CONZ 1 Z 2 , 
         where 
         Z 1  and Z 2  are the same or different and represent hydrogen or C 1 -C 30 -alkyl or C 2 -C 30 -alkenyl radicals, which may be linear or branched and unsubstituted or halogen, hydroxyl, hydroxycarbonyl, C 4 -C 15 -cycloalkyl or C 1 -C 15 -alkoxy substituted, alkenyl being mono- or polyunsaturated, with the proviso that Z 1  and Z 2  are not both hydrogen. 
       
     
     
         13 . The pigment preparation according to  claim 12 , wherein said diketopyrrolopyrrole pigment (ii) is C.I Pigment Red 254.