Conversion of crude phthalocyanine blue from red to green shade in an aqueous environment

{
  "publication_number": "US6156116A",
  "country": "US",
  "kind": "A",
  "title": "Conversion of crude phthalocyanine blue from red to green shade in an aqueous environment",
  "abstract": "A method for converting crude phthalocyanine blue from red to green by milling a dispersion of the crude phthalocyanine and an aqueous medium containing a particulate grinding aid and a surfactant grinding aid composition characterized by employing a surfactant grinding aid composition comprising an acetylenic diol surfactant of the general formulas I and II: ##STR1## where R 1 and R 2, which may be the same or different, are C1-C8 alkyl, R 3 is hydrogen or methyl, R 4 is hydrogen, methyl, ethyl, or any combination thereof, and m+n=an average value from 1 to 100.",
  "claims": [
    "1. In a method for converting crude phthalocyanine blue pigment from red to green by milling a dispersion of the crude phthalocyanine pigment in an aqueous medium containing a particulate grinding aid and a surfactant grinding aid composition, the improvement which comprises employing a surfactant grinding aid composition comprising an acetylenic diol surfactant.",
    "2. The method of claim 1 in which the acetylenic diol is a surfactant of the structure ##STR4## where R 1 and R 2, which may be the same or different, are C1-C8 alkyl and R 3 is hydrogen or methyl.",
    "3. The method of claim 1 in which the surfactant grinding aid composition is 2-20 wt % of the aqueous pigment dispersion.",
    "4. The method of claim 2 in which R 1 and R 2, which may be the same or different, are C1-C5 alkyl and R 3 is methyl.",
    "5. The method of claim 1 in which the surfactant grinding aid composition comprises - 70wt % salt of sulfated alkylphenoxy polyalkoxylate; 0-70% sulfosuccinamate; and 5-100 wt % acetylenic diol surfactant.",
    "6. The method of claim 1 in which the surfactant grinding aid composition comprises 20-60 wt % salt of sulfated alkylphenoxy polyalkoxylate; 20-60 wt %, sulfosuccinamate; and 5-35 wt % acetylenic diol surfactant.",
    "7. The method of claim 1 in which the surfactant grinding aid composition also comprises an anionic surfactant selected from the group consisting of half-esters of sulfuric acid with C6-C20 alkanols, 2-hydroxyalkanesulfonic acids of 8 to 20 carbon atoms, sulfuric acid half esters of C6-C20 alkylphenol polyalkoxylates, and C6-C20 alkylbenzenesulfonic acids, all the acids being in the form of the alkali metal, ammonium, monoethanol-ammonium or diethanol ammonium salts; di(C6-C20 alkyl) sodium sulfosuccinates, sulfosuccinamates, and mixtures of all the foregoing.",
    "8. The method of claim 1 in which the surfactant grinding aid composition also comprises a nonionic surfactant selected from the group consisting of amides, hydroxy-C2-C3-alkylamides and bis-(hydroxy-C2-C3-alkyl)-amides of C8-C20 fatty acids, C8-C20 alkanols, polyethylene oxide, polyalkylene oxides obtained from propylene oxide and ethylene oxide, adducts of ethylene oxides and/or propylene oxides with C8-C20 fatty acids, with C8-C20 fatty acid amides, with C8-C20 alkanols, with C6-C20 alkylphenols, with C8-C20 fatty acid ethanolamides, with C8-C20 fatty acid ethanolamine esters, with C8-C20 alkyl amines, with oleyl amine, with aliphatic diamines and polyamines, with cycloaliphatic monoamines and diamines, and with benzene-aromatic monoamines and diamines, and mixtures thereof.",
    "9. The method of claim 1 in which the surfactant grinding aid composition also comprises an anionic surfactant selected from the group consisting of sulfuric acid half esters of C6-C20 alkylphenol polyalkoxylates, sulfosuccinamates, and mixtures thereof.",
    "10. The method of claim 9 in which the surfactant grinding aid composition also comprises a nonionic surfactant which is a C8-C12 alkylphenol polyalkoxylate.",
    "11. The method of claim 1 in which the acetylenic diol surfactant is 2,4,7,9-tetramethyl-5-decyne-4,7-diol.",
    "12. In a method for comminution of crude beta phthalocyanine pigment to convert the phthalocyanine from red to green which comprises grinding with a particulate grinding aid an aqueous suspension of the crude phthalocyanine pigment and a surfactant grinding aid composition, the improvement in which the surfactant grinding aid composition comprises an acetylenic diol surfactant.",
    "13. The method of claim 12 in which the acetylenic diol is a surfactant of the structure ##STR5## where R 1 and R 2, which may be the same or different, are C1-C8 alkyl and R 3 is hydrogen or methyl.",
    "14. The method of claim 13 in which the surfactant grinding aid composition is 2-20 wt % of the aqueous pigment suspension.",
    "15. The method of claim 14 in which R 1 and R 2, which may be the same or different, are C1-C5 alkyl and R 3 is methyl.",
    "16. The method of claim 15 in which the surfactant grinding aid composition comprises 0-70 wt % salt of sulfated alkylphenoxy polyalkoxylate; 0-70% sulfosuccinamate; and 5-100 wt % acetylenic diol surfactant.",
    "17. The method of claim 15 in which the surfactant grinding aid composition comprises 20-60 wt % salt of sulfated alkylphenoxy polyalkoxylate; 20-60 wt %, sulfosuccinamate; and 5-35 wt % acetylenic diol surfactant.",
    "18. The method of claim 15 in which the surfactant grinding aid composition also comprises an anionic surfactant selected from the group consisting of half-esters of sulfuric acid with C6-C20 alkanols, 2-hydroxyalkanesulfonic acids of 8 to 20 carbon atoms, sulfuric acid half esters of C6-C20 alkylphenol polyalkoxylates, and C6-C20 alkylbenzenesulfonic acids, all the acids being in the form of the alkali metal, ammonium, monoethanol-ammonium or diethanol ammonium salts; di(C6-C20 alkyl) sodium sulfosuccinates, sulfosuccinamates, and mixtures of all the foregoing.",
    "19. The method of claim 15 in which the surfactant grinding aid composition also comprises a nonionic surfactant selected from the group consisting of amides, hydroxy-C2-C3-alkylamides and bis-(hydroxy-C2-C3-alkyl)-amides of C8-C20 fatty acids, C8-C20 alkanols, polyethylene oxide, polyalkylene oxides obtained from propylene oxide and ethylene oxide, adducts of ethylene oxides and/or propylene oxides with C8-C20 fatty acids, with C8-C20 fatty acid amides, with C8-C20 alkanols, with C6-C20 alkylphenols, with C8-C20 fatty acid ethanolamides, with C8-C20 fatty acid ethanolamine esters, with C8-C20 alkyl amines, with oleyl amine, with aliphatic diamines and polyamines, with cycloaliphatic monoamines and diamines, and with benzene-aromatic monoamines and diamines, and mixtures thereof.",
    "20. The method of claim 15 in which the surfactant grinding aid composition also comprises an anionic surfactant selected from the group consisting of sulfuric acid half esters of C6-C20 alkylphenol polyalkoxylates, sulfosuccinamates, and mixtures thereof.",
    "21. The method of claim 15 in which the surfactant grinding aid composition also comprises a nonionic surfactant which is a C8-C12 alkylphenol polyalkoxylate.",
    "22. The method of claim 12 in which the acetylenic diol surfactant is 2,4,7,9-tetramethyl-5-decyne-4,7-diol."
  ],
  "description_excerpt": "The present invention relates to a process for transforming crude phthalocyanine blue in an aqueous composition into a pigmentary state using a surfactant grinding aid.\n\nOrganic pigments are, in general, obtained from their synthesis in a physical state which is unsuitable for use. These crude pigments have, for example, a coarse particle size, a non-uniform or unsuitable crystal shape, or an excessive aggregation tendency. Crude pigments are therefore comminuted, and the residues of starting materials, undesirable by-products and the like are removed. The powders as obtained, however, have poor coloristic properties on account of a broad particle-sized spectrum.\n\nPhthalocyanine pigment has been used as a color source in many industries including inks, coatings, plastics and textiles. In many cases, the desired shade or hue of the phthalocyanine pigment is that of the green (β crystal) shade. As synthesized crude phthalocyanine of the β form is blue, but, due to its large particle size, poor color strength and an inherent dirty red shade, it is typically processed further to the more desired green shade via milling, or grinding, with salts and solvents.\n\nSpecially designed additives, such as grinding aids and/or dispersants are required for direct conversion of phthalocyanine blue pigment by media milling because the conversion includes not only the breaking of agglomerates to their primary particle size but also goes one step further.",
  "cpc": [
    "C09B 67/0016",
    "C09B 67/0023",
    "C09C 1/00"
  ],
  "ipc": [
    "C09B 47/08",
    "C09B 67/00",
    "C09B 67/04",
    "C09B 67/10",
    "C09B 67/12",
    "C09C 1/00"
  ],
  "assignees": [
    "Air Products and Chemicals Inc"
  ],
  "inventors": [
    "Frank Jin Lee",
    "Kevin Richard Stank"
  ],
  "filing_date": "1999-03-19",
  "publication_date": "2000-12-05",
  "grant_date": "2000-12-05",
  "priority_date": "1999-03-19",
  "application_number": "US-27244499-A",
  "family_id": "23039822",
  "cited_by_count": 5,
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}