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    • 6. 发明授权
    • Process for the preparation of
N,N'-dimethylperylene-3,4,9,10-tetracarboxylic diimide in high-hiding
pigment form
    • 制备N,N'-二甲基-3,4,9,10-四羧酸二酰亚胺在高保护色素形式中的方法
    • US5110931A
    • 1992-05-05
    • US434093
    • 1989-11-08
    • Erwin DietzManfred Urban
    • Erwin DietzManfred Urban
    • C07D487/06C07C231/02C07C235/84C09B3/18C09B67/00C09B67/10C09D7/12
    • C09B67/0022C09B3/18C09B67/0014
    • Prepration of N,N'-dimethylperylene-3,4,9,10-tetracarboxylic diimide (DMP) ##STR1## in high-hiding pigment form by reacting perylene-3,4,9,10-tetracarboxylic dianhydride with methylamine. The reaction is carried out at 40.degree. to 200.degree. C. and the excess methylamine is distilled off only after the perylene-3,4,9,10-tetracarboxylic dianhydride used has been fully converted to the methylammonium salts of the corresponding N,N'-dimethyldicarbamoylperylenedicarboxylic acids. The temperature is held at 140.degree. to 200.degree. C. after, or after and during the formation of the DMP. The resultant highly crystalline crude pigment in aqueous suspension which has a mean particle size D.sub.50% (mass distribution) of 0.15 to 0.4 .mu.m and a mean length-to-width ratio q950% (mass distribution of the pigment particles of 10:1 to 3:1, is grounded in aqueous suspension until the mean particle size is 0.1 to 0.2 .mu.m and the mean length-to-width ratio of the pigment particles is less than 5:1. The resultant pre-pigment is heat-treated, in aqueous suspension or, after the addition of an organic solvent, in an aqueous-organic medium, until the pigment has a mean particle size of 0.125 to 0.4 .mu.m and a mean length-to-width ratio of the pigment particles of 4:1 or less. This pigment is particularly useful in pigmenting high-molecular weight resins such as resins used in automotive finishes.
    • 通过使苝-3,4,9,10-四羧酸二酐与甲胺反应制备N,N'-二甲基亚丙基-3,4,9,10-四羧酸二酰亚胺(DMP)的高遮蔽颜料形式。 反应在40〜200℃下进行,只有在使用的苝-3,4,9,10-四羧酸二酐完全转化为相应的N,N的甲基铵盐后,蒸馏除去过量的甲胺 '二甲基二氨基甲酰丙酰二羧酸。 温度在DMP形成之后或之后保持在140℃至200℃。 所得到的水性悬浮液中的高结晶性粗颜料的平均粒径D50%(质量分布)为0.15〜0.4μm,平均长宽比为q950%(颜料粒子的质量分布为10:1〜 3:1的水性悬浮液,直到平均粒径为0.1〜0.2μm,颜料颗粒的平均长宽比小于5:1,将所得预颜料进行热处理, 在水性悬浮液中,或者在添加有机溶剂之后,在含水有机介质中,直到颜料的平均粒度为0.125〜0.4μm,颜料颗粒的平均长宽比为4: 该颜料特别可用于着色高分子量树脂如用于汽车饰面的树脂。
    • 9. 发明公开
    • Near-Infrared (NIR) transparent neutral black perylene solid solutions
    • US20240026171A1
    • 2024-01-25
    • US18256559
    • 2021-12-20
    • SUN CHEMICAL B.V.
    • Nikolay VINOKUROVPaul Pascal ROQUETTEPaul BROWNTill VOGELAndres Carlos GARCIA ESPINO
    • C09D7/41C09B67/22C09B3/18C09D5/33C09D5/00C09D5/36
    • C09D7/41C09B67/0034C09B3/18C09D5/004C09D5/002C09D5/36
    • The present invention relates to a solid solution comprising (a) at least one compound according to formula (I) and (b) at least one compound according to formula (II), or at least one compound according to formula (III), or a mixture of at least one compound according to formula (II) and at least one compound according to formula (III) wherein R1 and R2 may, independently of one another, stand for —(CH2)n—X, wherein X stands for hydrogen, methyl, a C1-C5 alkoxyl, hydroxy, phenyl, C1-C5 alkylphenyl, C1-C5 alkoxyphenyl, hydroxyphenyl, halogenated phenyl, pyridyl, C1-C5 alkylpyridyl, C1-C5 alkoxypyridyl, halogenated pyridyl, pyridylvinyl or naphthyl; wherein n stands for 0, 1, 2, 3, 4 or 5; R3 and R4 may, independently of one another, stand for phenylene, C1-C5 alkylphenylene, C1-C5 alkoxyphenylene, hydroxyphenylene, halogenated phenylene, pyridinediyl, C1-C5 alkylpyridinediyl, C1-C5 alkoxy-pyridinediyl, halogenated pyridinediyl, anthraquinonediyl or naphthalenediyl, wherein the 2 nitrogen atoms bound to R4 according to formula (II) and (III) form a 5-membered or a 6-membered heterocycle with 2 atoms of an aromatic ring of R3; wherein the 2 nitrogen atoms bound to R4 according to formula (II) and (III) form a 5-membered or a 6-membered heterocycle with 2 atoms of an aromatic ring of R4; X1 to X8 may, independently from one another, stand for hydrogen, C1-C5 alkyl, C1-C5 alkoxy, hydroxy, phenyl or halide. The present invention further relates to a process for producing the solid solution. Furthermore, the present invention relates to a solid solution obtainable or obtained according to said process and to the use of the inventive solid solution, in particular as a NIR transparent black colorant in a NIR non-absorbing component.