Crystal polymorphs of a yellow disazo colorant, and their preparation
AssigneeClariant GmbH
InventorsRuediger Jung, Hans-Joachim Metz, Joachim Weber, Martin U. Schmidt, Olaf Schupp, Andreas Wacker
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Abstract
The invention relates to six new crystal polymorphs, α (alpha), β (beta), γ (gamma), δ (delta), ζ (zeta), and η (eta), of the disazo colorant of the formula I, having characteristic reflections in the X-ray diffraction spectrum. The novel crystal polymorphs are prepared by treatment in organic solvents.
Claims18
A process for preparing crystal polymorphs of a disazo colorant of the formula (I), which comprises causing one or more solvents selected from the group consisting of dimethylformamide, N-methylpyrrolidone, dimethyl sulfoxide, C4-C20 alcohol, 1,2-dichlorobenzene, pyridine, and nitrobenzene, or combinations of these solvents with water, the water content being from 0 to 90% by weight, to act on a compound of the formula (i) or on a tautomer, cis/trans isomer or a tautomeric cis/trans isomer of the compound of the formula (I) at a temperature of at least 100° C.
A yellow disazo colorant of the formula (I) whose X-ray powder diagram features the following characteristic reflections (Cu—Kα radiation, 2Θ in degrees, d in Å−1):
- relative α polymorph:
- 2Θ d intensity 6.1 14.6 100 8.2 10.8 34 9.0 9.9 13 14.1 6.3 15 15.2 5.8 6 15.8 5.6 12 17.0 5.2 6 22.1 4.0 8 23.6 3.8 8 24.0 3.7 15 24.8 3.6 8 25.3 3.5 52 26.1 3.4 29 27.3 3.3 40 28.8 3.1 17 or relative β polymorph:
- 2Θ d intensity 9.0 21.6 44 10.6 8.3 7 15.1 5.8 8 16.0 5.5 6 16.5 5.4 9 19.5 4.5 8 22.1 4.0 11 26.9 3.3 100 27.7 3.2 17 or relative γ polymorph:
- 2Θ d intensity 5.9 14.9 98 8.0 11.1 25 8.7 10.1 9 9.6 9.2 9 11.8 7.5 11 13.8 6.4 14 14.9 5.9 7 15.5 5.7 13 16.6 5.3 11 17.6 5.0 8 18.3 4.9 7 22.8 3.9 9 24.1 3.7 17 24.4 3.6 24 25.5 3.5 100 26.1 3.4 17 26.4 3.4 30 27.2 3.3 32 27.4 3.2 47 29.0 3.1 20 or relative δ polymorph:
- 2Θ d intensity 5.8 15.2 63 7.9 11.2 12 9.4 9.4 6 11.6 7.6 16 13.4 6.6 6 15.1 5.9 9 16.4 5.4 9 17.2 5.2 8 18.0 4.9 8 23.2 3.8 5 23.4 3.8 5 23.7 3.8 7 24.3 3.7 17 24.6 3.6 13 25.5 3.5 100 25.8 3.4 21 26.4 3.4 22 26.9 3.3 22 27.3 3.3 41 28.6 3.1 7 28.8 3.1 11 or relative ζ polymorph:
- 2Θ d intensity 7.0 12.6 7 8.9 9.9 23 11.2 7.9 10 11.9 7.4 48 13.2 6.7 6 14.0 6.3 7 15.1 5.9 26 17.2 5.1 37 18.0 4.9 14 18.2 4.9 27 21.5 4.1 33 21.8 4.1 27 22.6 3.9 13 23.9 3.7 100 24.7 3.6 13 25.2 3.5 17 25.9 3.4 7 26.9 3.3 76 27.1 3.3 92 27.8 3.2 7 29.9 3.0 6 31.1 2.9 7 31.7 2.8 9 32.3 2.8 7 33.0 2.7 8 or relative η polymorph:
- 2Θ d intensity 9.0 9.9 60 11.5 7.7 6 14.1 6.3 6 16.0 5.5 23 20.1 4.4 7 21.5 4.1 16 26.8 3.3 100 27.5 3.2 7 27.9 3.2 12.
Dependencies are inferred from the claim text.