Compositions: coating or plastic – Materials or ingredients – Pigment – filler – or aggregate compositions – e.g. – stone,...
Patent
1994-09-12
1996-11-12
Bell, Mark L.
Compositions: coating or plastic
Materials or ingredients
Pigment, filler, or aggregate compositions, e.g., stone,...
106400, 106401, 106402, 106415, 106467, 106483, 106493, 423700, 423704, 423705, 423706, 502 1, 502 62, 502150, 502162, 502167, C09B 2700
Patent
active
055735851
DESCRIPTION:
BRIEF SUMMARY
The present invention relates to novel crystalline molecular sieves which are thermally stable up to 500.degree. C. and contain one or more chromophores of the class of the mono- or polyazo dyes that are devoid of acidic groups, except those monoazo dyes of the azobenzene series with a diphenylamine coupling component, and to the use thereof as colorants.
Molecular sieves are generally employed as adsorbents and as catalysts or catalyst supports (review article (in German): L. Puppe and W. B uchner, Zeolites--Structures, Syntheses, Applications, Naturwissenschaften 71 (1984), 192).
The adsorption properties of molecular sieves have hitherto been exploited in particular for relatively small molecules. For instance, the adsorption of water, nitrogen or else benzene can be used to characterize molecular sieves in that, for example, the nature of the adsorbed molecule and the shape of the adsorption isotherm provides information about the size and shape of the micropores, the pore volume, the phase purity or the presence of mesopores (described for example in D. W. Breck, Zeolite Molecular Sieves, Structure, Chemistry and Use, J. Wiley, New York 1974).
The adsorption of the molecules mentioned is reversible, ie. by means of a suitable treatment, for example raising the temperature, lowering the pressure or employing a solvent, it is possible to make the molecules bound to the molecular sieve desorb again without destroying them. This fact is exploited in the separation of mixtures of compounds.
The selective adsorption characteristics of alumophosphates are utilized for example in EP-A-130 740 in order to separate ortho-substituted aromatics from an isomer mixture.
G. Meyer et al. describe in Zeolites 4 (1984), 30, the ship-in-the-bottle synthesis of cobalt, nickel or copper phthalocyanines in the zeolite faujasite. By reacting the transition metal-exchanged zeolite with o-phthalodinitrile the dye is formed within the large (about 12 .ANG.) supercages of the faujasite. Since these supercages are accessible only through openings about 7-8 .ANG. in size, the o-phthalodinitrile can diffuse into the supercages, but the synthesized phthalocyanine, which is about 12-13 .ANG. in size, cannot diffuse out for steric reasons. The authors see in the occluded complex a heterogenized homogeneous catalyst.
The preparation of the zeolite mordenite using triarylmethane dyes as templates is described in EP-A-182 542. The advantage of the method is said to be that, after the synthesis, the dyes are not situated within the pores of the molecular sieve--in contradistinction to most templates. Calcining, ie. burning the templates, is therefore unnecessary, making is possible to reuse the dye templates after the synthesis.
U.S. Pat. No. 4,018,870 discloses zeolites containing basic dyes of the class of the triarylmethane dyes.
Furthermore, Anal. Chem. 63 (1991), 348-51, describes the adsorption of 4-(phenylazo)diphenylamine.
Finally, DE-A-3 625 693 proposes condensing acid dyes with reactive compounds in the presence of acid-binding agents, for example zeolites.
It is an object of the present invention to occlude azo dyes so firmly within a molecular sieve structure that the originally soluble organic dyes are converted into a stable inclusion compound having pigment properties in order in this way to obtain novel colorants having advantageous application properties.
We have found that this object is achieved by the crystalline molecular sieves defined at the beginning, which contain azo dyes.
The azo dyes present in the molecular sieves belong to the class of the mono- or polyazo dyes, in particular to the class of the mono- or disazo dyes, of which monoazo dyes are particularly preferred. They are free of acidic groups. Acidic groups for the purposes of the present invention are for example hydroxysulfonyl and carboxyl.
The choice of chromophore is subject to the proviso that monoazo dyes of the azobenzene series, or simply monoazo dyes in general, shall not have a coupling component of the diphenylamine series.
Suitable azo dyes
REFERENCES:
patent: 4495041 (1985-01-01), Goldstein
patent: 4632911 (1986-12-01), Goldstein
patent: 5360474 (1994-11-01), Lauth et al.
"Synthetic Dyes in Biology, Medicine and Chemistry", E. Gurr, Academic Press, London No Month Available 1971. pp. 182-184, 427, 429, 430, 439-442 .
Albert Bernhard
Gruettner-Merten Sabine
Grund Clemens
Hoelderich Wolfgang
Lamm Gunther
Bell Mark L.
Hertzog Scott L.
Hoelderich Wolfgang
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