Pigmented porous material

Abstract

The present invention relates to a coloured porous material comprising in its pores an effectively colouring amount of an organic pigment which is obtainable by fragmenting a meltable or solvent-soluble pigment precursor, and to a process for its preparation. The present invention also relates to the use of the instant coloured porous material powders as pigments for high molecular weight organic materials.

What is claimed is:  
     
         1 . A coloured porous material comprising in its pores an effectively colouring amount of an organic pigment which is obtainable by fragmenting a meltable or solvent-soluble pigment precursor.  
     
     
         2 . A porous material according to    claim 1   , wherein the material is chalk, pumice, fired clay, unglazed porcelain, gypsum, concrete, kieselguhr, silica gel, zeolites, wood, paper, leather or imitation leather.  
     
     
         3 . A porous material according to    claim 1   , wherein the material consists of fine particles.  
     
     
         4 . A porous material according to    claim 3   , wherein the particle size is 0.1 to 10 μm.  
     
     
         5 . A porous material according to    claim 1   , wherein the amount of organic pigment in the pores of the coloured material is from 0.01 to 30% by weight based on the weight of said coloured material.  
     
     
         6 . A porous material according to    claim 1   , wherein the pigment precursor possesses a structure which includes a complete pigment framework substituted on at least one heteroatom N, O or S.  
     
     
         7 . A porous material according to    claim 1   , wherein the pigment precursor is a compound of the formula (I)  
       A(B) x   (I), in which x is an integer from 1 to 8,    A is the radical of a chromophor of the quinacridone, anthraquinone, perylene, indigo, quino-phthalone, indanthrone, isoindolinone, isoindoline, dioxazine, azo, phthalocyanine or diketopyrrolopyrrole series which is attached to x groups B via one or more heteroatoms selected from the group consisting of N, O and S and forming part of the radical A, B is hydrogen or a group of the formula  
                 
   where at least one group B is not hydrogen and, if x is from 2 to 8, the groups B can be identical or different, and L is any suitable solubilizing group.    
     
     
         8 . A porous material according to    claim 7   , in which -L is a group of the formula  
                   in which R 49 , R 50  and R 51  independently of one another are C 1 -C 6 alkyl,    R 52  and R 53  independently of one another are C 1 -C 6 alkyl, O, S or N(R60) 2 -interrupted C 1 -C 6 alkyl, unsubstituted or C 1 -C 6 alkyl-, C 1 -C 6 alkoxy-, halo-, cyano- or nitro-substituted phenyl or biphenylyl,    R 54 , R 55  and R 56  independently of one another are hydrogen or C 1 -C 6 alkyl,    R 57  is hydrogen, C 1 -C 6 alkyl or a group of the formula  
                 
   R 58  and R 59  independently of one another are hydrogen, C 1 -C 6 alkyl, Cl-C 6 alkoxy, halogen, cyano, nitro, N(R 60 ) 2 , unsubstituted or halo-, cyano-, nitro-, C 1 -C 6 alkyl- or C 1 -C 6 alkoxy-substituted phenyl,    R  60  and R 61  are C 1 -C 6 alkyl, R 62  is hydrogen or C 1 -C 6 alkyl and R 63  is hydrogen, C 1 -C 6 alkyl, unsubstituted or C 1 -C 6 alkyl-substituted phenyl,    Q is p,q—C 2 -C 6 alkylene which is unsubstituted or substituted one or more times by C 1 -C 6 alkoxy, C 1 -C 6 alkylthio or C 2 -C 12 dialkylamino, p and q being different numeric locants,    X is a heteroatom selected from the group consisting of N, O and S, where m is 0 if X is O or S and is 1 if X is N, and    L 1  and L 2  independently of one another are unsubstituted or mono- or poly-C 1 -C 12 alkoxy-, —C 1 -C 12 alkylthio-, —C 2 -C 24 dialkylamino-, —C 6 -C 12 aryloxy-, —C 6 -C 12 arylthio-, —C 7 -C 24 alkylarylamino- or —C 12 -C 24 diarylamino-substituted C 1 -C 6 alkyl or [-(p′,q′-C 2 -C 6 alkylene)-Z-] n -C 1 -C 6 alkyl, where n is a number from 1 to 1000, p′ and q′ are different numeric locants, each Z independently of the others is a heteroatom O, S or C 1 -C 12 alkyl-substituted N, and C 2 -C 6 alkylene in the repeating units [—C 2 -C 6 alkylene-Z+-] can be identical or different,    and L 1  and L 2  can be saturated or mono- to deca-unsaturated, uninterrupted or interrupted in any desired points by from 1 to 10 groups selected from the group consisting of —(C═O)— and —C 6 H 4 —, and may carry no or 1 to 10 further substituents selected from the group consisting of halogen, cyano and nitro.    
     
     
         9 . A porous material according to    claim 1   , which additionally contains a binder or a surfactant.  
     
     
         10 . A porous material according to    claim 1   , which has been treated with a silane or siloxane compound.  
     
     
         11 . A porous material according to    claim 10   , wherein the amount of silane or siloxane compound is from 1 to 100% by weight based on the weight of the organic pigment.  
     
     
         12 . A porous material according to    claim 10   , wherein the silane or siloxane compound is of structure  
                   
       wherein R 64  to R 67  are independently OH,  
                 
 
       or phenyl or OC 1 -C 16 alkyl which are unsubstituted or substituted by OH, OC 1 -C 16 alkyl,  
                 
 
     
     
         13 . A porous material according to    claim 12   , wherein the silane or siloxane compound is diphenylsilanediol, diphenylmethoxysilane, glycidoxypropyltrimethoxysilane or 2-(3,4-epoxy-cyclohexyl)ethyltrimethoxysilane.  
     
     
         14 . A process for preparing a coloured porous material according to    claim 1   , comprising 
 (a) the treatment of the porous material with a solution or melt of a pigment precursor such that at least part of the pigment precursor enters the pores of the material, and    (b) the fragmentation of the pigment precursor that has entered the pores of the material in accordance with treatment (a), to form a pigment, by means of heating or irradiation.    
     
     
         15 . A process according to    claim 14   , comprising the additional step of treating the porous material with a silane or siloxane compound at the latest before step (b), preferably before step (a).  
     
     
         16 . A process according to    claim 14   , wherein step (b) is accomplished by heating to a temperature of from 100 to 250° C. or by irradiating with an amount of energy sufficient for the pigment precursor to be heated to said temperature.  
     
     
         17 . A process according to    claim 16   , wherein step (b) is accomplished by heating to a temperature of from 150 to 200° C. or by irradiating with an amount of energy sufficient for the pigment precursor to be heated to said temperature.  
     
     
         18 . A process for colouring high molecular mass organic material, comprising incorporating an effective pigmenting amount of a porous material according to    claim 3    into the high molecular mass organic material.  
     
     
         19 . A composition comprising a high molecular mass organic material and an effective pigmenting amount of pigmented porous material particles according to    claim 3   .