Crystal polymorphs of C.I. Pigment Yellow 191 and their preparation
AssigneeClariant GmbH
InventorsMartin U. Schmidt, Arpad Acs, Rüdiger Jung, Franz Schui
Life of this patent
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Abstract
C.I. Pigment Yellow 191 is obtained in new crystal polymorphs (beta, gamma, delta and epsilon phases) if the known alpha phase or another inventive phase of this pigment is treated with certain solvents and reprecipitated.
Claims15
A process for phase conversion of C.I. Pigment Yellow 191, comprising the step of subjecting the compound of the formula (1) to a solvent treatment, wherein the solvent is selected from the group consisting of diethylene glycol dimethyl ether, N-methylpyrrolidone, dimethyl sulfoxide, ethylene glycol, dimethylacetamide and dimethylformamide
- or on a tautomer, cis/trans isomer or tautomeric cis/trans isomer of the compound of the formula (1).
C.I. Pigment Yellow 191 in the form of a crystal lattice of the formula (1) or a tautomeric, cis/trans-isomeric or tautomeric cis/trans-isomeric form thereof
- wherein the C.I. Pigment Yellow 191 exhibits the following reflections in a X-ray powder diffractogram, measured with Cu-Kαradiation:
- beta-polymorph:
- 2Θ d rel. intensity 4.90 18.03 100 8.44 10.47 9 9.49 9.31 10 10.04 8.80 19 12.53 7.05 8 14.73 6.01 12 15.21 5.81 20 15.79 5.60 12 16.93 5.23 9 17.74 4.99 17 18.50 4.79 13 19.79 4.48 13 20.11 4.41 17 21.77 4.07 7 23.01 3.86 8 25.44 3.49 32 25.85 3.44 19 26.89 3.31 10 29.11 3.06 7 29.71 3.00 5 30.40 2.93 7 or gamma polymorph 2Θ d rel. intensity 4.77 18.49 100 10.08 8.76 27 11.79 7.50 29 13.39 6.60 20 14.34 6.17 21 16.71 5.30 22 18.23 4.86 30 21.22 4.18 29 22.67 3.91 21 23.10 3.84 20 25.79 3.45 36 or delta polymorph 2Θ d rel. intensity 4.69 18.82 46.6 8.14 10.85 28.1 8.67 10.19 23.8 10.09 8.76 24.7 11.37 7.78 25.1 13.50 6.55 18.8 15.83 5.60 19.9 16.27 5.44 22.9 17.03 5.20 29.2 17.70 5.01 20.7 19.13 4.63 20.4 19.39 4.57 26.1 20.27 4.38 22.0 21.41 4.15 39.6 22.96 3.87 32.4 24.16 3.68 100.0 24.79 3.59 26.1 26.30 3.39 21.2 27.14 3.28 11.3 27.67 3.22 12.8 30.99 2.88 10.5 31.59 2.83 10.6 33.13 2.70 10.6 or epsilon polymorph 2Θ d rel. intensity 5.34 16.54 66 7.81 11.31 100 12.20 7.25 35 18.49 4.79 45 23.22 3.83 63 25.04 3.55 57 29.58 3.01 29 or a mixture of these polymorphs.
A C.I. Pigment Yellow 191 mixture comprising at least 10%, of the beta, gamma, delta or epsilon polymorphs:
- beta-polymorph:
- beta-polymorph:
- 2Θ d rel. intensity 4.90 18.03 100 8.44 10.47 9 9.49 9.31 10 10.04 8.80 19 12.53 7.05 8 14.73 6.01 12 15.21 5.81 20 15.79 5.60 12 16.93 5.23 9 17.74 4.99 17 18.50 4.79 13 19.79 4.48 13 20.11 4.41 17 21.77 4.07 7 23.01 3.86 8 25.44 3.49 32 25.85 3.44 19 26.89 3.31 10 29.11 3.06 7 29.71 3.00 5 30.40 2.93 7 or gamma polymorph 2Θ d rel. intensity 4.77 18.49 100 10.08 8.76 27 11.79 7.50 29 13.39 6.60 20 14.34 6.17 21 16.71 5.30 22 18.23 4.86 30 21.22 4.18 29 22.67 3.91 21 23.10 3.84 20 25.79 3.45 36 or delta polymorph 2Θ d rel. intensity 4.69 18.82 46.6 8.14 10.85 28.1 8.67 10.19 23.8 10.09 8.76 24.7 11.37 7.78 25.1 13.50 6.55 18.8 15.83 5.60 19.9 16.27 5.44 22.9 17.03 5.20 29.2 17.70 5.01 20.7 19.13 4.63 20.4 19.39 4.57 26.1 20.27 4.38 22.0 21.41 4.15 39.6 22.96 3.87 32.4 24.16 3.68 100.0 24.79 3.59 26.1 26.30 3.39 21.2 27.14 3.28 11.3 27.67 3.22 12.8 30.99 2.88 10.5 31.59 2.83 10.6 33.13 2.70 10.6 or epsilon polymorph 2Θ d rel. intensity 5.34 16.54 66 7.81 11.31 100 12.20 7.25 35 18.49 4.79 45 23.22 3.83 63 25.04 3.55 57 29.58 3.01 29 or a mixture of two, three or four of these polymorphs.
Dependencies are inferred from the claim text.