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    • 11. 发明申请
    • Heat-stable diketopyrrolopyrrole pigment mixtures
    • 热稳定二酮吡咯并吡咯颜料混合物
    • US20080287689A1
    • 2008-11-20
    • US12218904
    • 2008-07-17
    • Olof WallquistRoman LenzLeonhard FeilerMathias DuggeliTaher YousafGerardus De Keyzer
    • Olof WallquistRoman LenzLeonhard FeilerMathias DuggeliTaher YousafGerardus De Keyzer
    • C07D487/04
    • C09B67/0033C09B57/004
    • The present invention relates to a process for the preparation of a mixture comprising at least two structurally different diketopyrrolopyrrole pigments of formula wherein A1 and A2 are each independently of the other an aromatic or heteroaromatic radical, by reacting a succinic acid ester with at least one unsubstituted or substituted aromatic or heteroaromatic nitrile, which process comprises carrying out the reaction in the presence of at least one compound of formula wherein A is an aromatic or heteroaromatic radical, R3 is hydrogen, halogen, methyl, methoxy, —CF3 or —CN, R4 is a linear or, from C3 upwards, optionally branched C1-C30alkyl, C6-C10aryl or C6-C24aralkyl radical, X is —S—, —O—, —CR5R5′—, —COO—, —CONR5—, —SO—, SO2—, —SO2NR5— or —NR5— and R5 and R5′ are each independently of the other hydrogen or a linear or, from C3 upwards, optionally branched C1-C30alkyl, C6-C10aryl or C6-C24aralkyl radical, to the use of such a mixture in the colouring of organic material and in cosmetics, and also to novel diketopyrrolopyrrole pigment mixtures.
    • 本发明涉及制备包含至少两种结构不同的下式的二酮吡咯并吡咯颜料的混合物的方法,其中A 1和A 2各自独立地为另一个 芳族或杂芳族基团,通过琥珀酸酯与至少一种未取代或取代的芳族或杂芳族腈反应,该方法包括在至少一种下式的化合物存在下进行反应其中A是芳族或杂芳族基,R 3是氢,卤素,甲基,甲氧基,-CF 3或-CN,R 4是线性的,或者是C 1 -C 3 - 3个以上,任选支链C 1 -C 30烷基,C 6 -C 10芳基 或C 6 -C 24芳烷基,X是-S-,-O-,-CR 5 R 5, -COO - , - CONR 5 - , - SO - ,SO 2 - , - SO 2 NR 2 - 5 - 或-NR 5 - 和R 5和R 5 - 各自独立地为另一个氢或直链或者从C 3向上,任选支链C 1 -C 30烷基, C 6 -C 12芳基或C 6 -C 24 - 芳烷基,使用这种混合物 在有机材料和化妆品的着色中,以及新型二酮吡咯并吡咯颜料混合物。
    • 12. 发明授权
    • Heat-stable diketopyrrolopyrrole pigment mixtures
    • 热稳定二酮吡咯并吡咯颜料混合物
    • US07417154B2
    • 2008-08-26
    • US10576703
    • 2004-10-04
    • Olof WallquistRoman LenzLeonhard FeilerMathias DüggeliTaher YousafGerardus De Keyzer
    • Olof WallquistRoman LenzLeonhard FeilerMathias DüggeliTaher YousafGerardus De Keyzer
    • C07D487/04C09B67/22
    • C09B67/0033C09B57/004
    • The present invention relates to a process for the preparation of a mixture comprising at least two structurally different diketopyrrolopyrrole pigments of formula (1) wherein A1 and A2 are each independently of the other an aromatic or heteroaromatic radical, by reacting a succinic acid ester with at least one unsubstituted or substituted aromatic or heteroaromatic nitrile, which process comprises carrying out the reaction in the presence of at least one compound of formula (2) wherein A is an aromatic or heteroaromatic radical, R3 is hydrogen, halogen, methyl, methoxy, —CF3 or —CN, R4 is a linear or, from C3 upwards, optionally branched C1-C30alkyl, C6-C10aryl or C6-C24aralkyl radical, X is —S—, —O—, —CR5R5′—, —COO—, —CONR5—, —SO—, SO2—, —SO2NR5— or —NR5— and R5 and R5′ are each independently of the other hydrogen or a linear or, from C3 upwards, optionally branched C1-C30alkyl, C6-C10aryl or C6-C24aralkyl radical, to the use of such a mixture in the coloring of organic material and in cosmetics, and also to novel diketopyrrolopyrrole pigment mixtures
    • 本发明涉及一种制备包含至少两种结构不同的式(1)二酮吡咯并吡咯颜料的混合物的方法,其中A 1和A 2各自独立地为 另一个是芳族或杂芳族基团,通过使琥珀酸酯与至少一种未取代或取代的芳族或杂芳族腈反应,该方法包括在至少一种式(2)的化合物存在下进行反应,其中A是 芳族或杂芳族基团,R 3是氢,卤素,甲基,甲氧基,-CF 3或-CN,R 4是直链或 ,C 3 - 从上至上,任选支链C 1 -C 3亚烷基,C 6 -C 10个芳基或C 6 -C 2 4芳烷基,X是-S-,-O-,-CR 5 R -COO - , - CONR 5 - , - SO - ,SO 2 - , - SO 2 - , - NR 5 - 或-NR 5 - 和R 5 - 和R 5 - 和R 5 - 各个独立于另一个氢或一个直链或者从3个以上的任选支链的C 1 -C 30 C 1 -C 6烷基,C 6 -C 10芳基或C 6 -C 24芳烷基,至 在有机材料和化妆品的着色中使用这样的混合物,以及新型二酮吡咯并吡咯颜料混合物
    • 14. 发明授权
    • Heat-stable diketopyrrolopyrrole pigment mixtures
    • 热稳定二酮吡咯并吡咯颜料混合物
    • US07786313B2
    • 2010-08-31
    • US12218904
    • 2008-07-17
    • Olof WallquistRoman LenzLeonhard FeilerMathias DüggeliTaher YousafGerardus De Keyzer
    • Olof WallquistRoman LenzLeonhard FeilerMathias DüggeliTaher YousafGerardus De Keyzer
    • C07D487/04C09B67/22
    • C09B67/0033C09B57/004
    • The present invention relates to a process for the preparation of a mixture comprising at least two structurally different diketopyrrolopyrrole pigments of formula wherein A1 and A2 are each independently of the other an aromatic or heteroaromatic radical, by reacting a succinic acid ester with at least one unsubstituted or substituted aromatic or heteroaromatic nitrile, which process comprises carrying out the reaction in the presence of at least one compound of formula wherein A is an aromatic or heteroaromatic radical, R3 is hydrogen, halogen, methyl, methoxy, —CF3 or —CN, R4 is a linear or, from C3 upwards, optionally branched C1-C30alkyl, C6-C10aryl or C6-C24aralkyl radical, X is —S—, —O—, —CR5R5′—, —COO—, —CONR5—, —SO—, SO2—, —SO2NR5— or —NR5— and R5 and R5′ are each independently of the other hydrogen or a linear or, from C3 upwards, optionally branched C1-C30alkyl, C6-C10aryl or C6-C24aralkyl radical, to the use of such a mixture in the coloring of organic material and in cosmetics, and also to novel diketopyrrolopyrrole pigment mixtures.
    • 本发明涉及制备包含至少两种结构不同的下式的二酮吡咯并吡咯颜料的混合物的方法,其中A1和A2各自独立地为芳族或杂芳族基团,琥珀酸酯与至少一种未取代的 或取代的芳族或杂芳族腈,该方法包括在至少一种下式化合物存在下进行反应其中A是芳族或杂芳族基,R 3是氢,卤素,甲基,甲氧基,-CF 3或-CN,R 4 C 1 -C 10烷基,C 6 -C 10芳基或C 6 -C 24芳烷基,X是-S-,-O-,-CR 5 R 5'-,-COO-,-CONR 5 - ,-SO- ,SO 2 - ,-SO 2 NR 5 - 或-NR 5 - 以及R 5和R 5'各自独立地为氢或直链或从C3向上任选支链的C 1 -C 30烷基,C 6 -C 10芳基或C 6 -C 24芳烷基, 这样的混合物在 有机材料和化妆品着色,以及新型二酮吡咯并吡咯颜料混合物。
    • 16. 发明授权
    • Compounds for mass coloration of high temperature polymers
    • 用于高温聚合物大量着色的化合物
    • US06355783B1
    • 2002-03-12
    • US09735081
    • 2000-09-07
    • Leonhard FeilerZhimin Hao
    • Leonhard FeilerZhimin Hao
    • C09B6720
    • C04B41/82C04B41/46C09B67/0077
    • The invention relates to novel soluble pigment precursors possessing not only higher thermal stability but also improved solubility characteristics and to a process for mass coloration of high temperature polymers that utilizes these novel soluble pigment precursors. The pigment precursors of the invention are essentially of the formula A(B)x  (I) where x is an integer from 1 to 8, A is the radical of a chromophore of the quinacridone, anthraquinone, perylene, indigo, quinophthalone, indanthrone, isoindolinone, isoindoline, dioxazine, azo, phthalocyanine or diketopyrrolopyrrole series, this radical being linked with xB groups via one or more heteroatoms, these heteroatoms being selected from the group consisting of N, O and S and forming part of the radical A, and B is hydrogen or a group of the formula although at least one B group is not hydrogen and when x is from 2 to 8 the B groups may be identical or different. E1, E2, R1, R2, R3, R4, R7, R11, R14 and G1 are as defined in the specification. Also claimed are some materials pigmented according to the invention.
    • 本发明涉及不仅具有更高的热稳定性,而且具有改善的溶解性特征的新型可溶性颜料前体,以及利用这些新型可溶性颜料前体的高温聚合物的大量着色方法。本发明的颜料前体基本上由以下组成: A是1〜8的整数,A是喹吖啶酮,蒽醌,苝,靛蓝,喹酞酮,阴丹酮,异吲哚啉酮,异吲哚啉,二恶嗪,偶氮,酞菁或二酮吡咯并吡咯系列的发色团的基团,该基团通过一个与xB基团连接 或更多个杂原子,这些杂原子选自N,O和S,并且形成基团A的一部分,B是氢或式的基团,尽管至少一个B基团不是氢,而当x为2- 在图8中,B组可以相同或不同。 E1,E2,R1,R2,R3,R4,R7,R11,R14和G1如说明书中所定义。还要求保护的是根据本发明着色的一些材料。
    • 17. 发明授权
    • Preparation of perylene-3,4-dicarboxylic acid anhydrides
    • 苝-3,4-二羧酸酐的制备
    • US06093834A
    • 2000-07-25
    • US237639
    • 1999-01-26
    • Leonhard Feiler
    • Leonhard Feiler
    • C07D221/18C07C50/36C07C51/00C07C51/06C07C51/54C07D311/78C07D311/96C09B5/62C09D11/00
    • C09B5/62C07C51/54C07D311/78
    • Preparation of perylene-3,4-dicarboxylic acid anhydrides of the general formula I ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 can each be independently of one another hydrogen, halogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.4 cycloalkyl, C.sub.1 -C.sub.20 alkoxy, phenyl, phenyloxy or phenylthio, where phenyl can in each case be mono- or polysubstituted by halogen, C.sub.1 -C.sub.20 alkyl, C.sub.3 -C.sub.14 cycloalkyl and/or C.sub.1 -C.sub.20 alkoxy; --NR.sup.5.sub.2 or --OR.sup.5, wherein R.sup.5 is hydrogen or C.sub.1 -C.sub.20 alkyl, or one of the pairs R.sup.1 /R.sup.2 and R.sup.3 /R.sup.4 each in 6,7- or 1,12-position is a bridge having the bridge atoms or bridge atom groups --O--, --S--, S.dbd.O, SO.sub.2 or --NR.sup.6, wherein R.sup.6 is hydrogen, C.sub.1 -C.sub.20 alkyl or C.sub.3 -C.sub.14 cycloalkyl, by treating a perylene-3,4-dicarboximide of formula II ##STR2## (a) in a first step with a base and, (b) in a second step, reacting the resultant anion with an alkylation agent R.sup.7 --X, X being halogen and R.sup.7 being unsubstituted or phenyl-substituted C.sub.1 -C.sub.20 alkyl, to the corresponding carboximide and,(c) in a third step, treating the alkylated carboximide first with a base and, after the treatment with a base, obtaining the perylene-3,4-dicarboxylic acid anhydride I by acidifying the reaction mixture, andnovel perylene-3,4-dicarboxylic acid anhydrides, novel N-alkylperylene-3,4-dicarboxylic acid imides and possibilities for the application of the compounds prepared according to this invention.
    • 制备通式Ⅰ的苝-3,4-二羧酸酐其中R 1,R 2,R 3和R 4各自独立地为氢,卤素,C 1 -C 20烷基,C 3 -C 4环烷基,C 1 -C 20烷氧基,苯基,苯氧基 或苯硫基,其中每种情况下苯基可被卤素,C 1 -C 20烷基,C 3 -C 14环烷基和/或C 1 -C 20烷氧基单取代或多取代; -NR 52或-OR 5,其中R 5是氢或C 1 -C 20烷基,或者每个6,7或1,12位中的一对R 1 / R 2和R 3 / R 4是具有桥原子或桥原子基团的桥 -O-,-S-,S = O,SO 2或-NR 6,其中R 6是氢,C 1 -C 20烷基或C 3 -C 14环烷基,通过在第一步中处理式II(a)的苝-3,4-二甲酰亚胺 与碱反应,(b)在第二步中,使所得阴离子与烷基化试剂R7-X,X为卤素,R7为未取代的或苯基取代的C1-C20烷基反应至相应的甲酰亚胺,和(c) 第三步,首先用碱处理烷基化的酰亚胺化物,在用碱处理后,通过酸化反应混合物得到苝-3,4-二羧酸酐I,并加入新的苝-3,4-二羧酸酐 ,新型N-烷基亚丙基-3,4-二羧酸酰亚胺以及应用根据本发明制备的化合物的可能性。
    • 18. 发明授权
    • Process for preparing perylene-3,4-dicarboxylic acid derivatives, the
derivatives thus prepared and their use
    • 制备苝-3,4-二羧酸衍生物的方法,所制备的衍生物及其用途
    • US5650513A
    • 1997-07-22
    • US337917
    • 1994-11-10
    • Heinz LanghalsLeonhard Feiler
    • Heinz LanghalsLeonhard Feiler
    • B01J31/02C07B61/00C07C69/00C07C69/46C07C233/64C07C233/65C07D221/18C07D471/04C07D471/06C09B5/62C07D401/04C07D407/04C07D409/04
    • C07D471/04C07C233/65C07C69/76C07D221/18C09B5/62C07C2103/54
    • Reacting the industrially readily available perylene-3,4,9,10-tetracarboxylic dianhydride (3) with specific primary amines in the presence of water gives perylene-3,4-dicarboxylic bisimides (2). Their hydrolysis affords the perylene-3,4-dicarboxylic anhydride on a preparative scale, and this anhydride is reacted with any primary amines to give likewise the corresponding imides 2. Condensation of the anhydride with diamines results in novel types of dyes, namely perylene-3,4-dicarboxamidines which have very good fastness properties. Also claimed are specific perylene-3,4-dicarboxylic diesters, perylene-3,4-dicarboxylic ester amides, perylene-3,4-dicarboxamidines and perylene-3,4-dicarbonyl derivatives, processes for preparing these compounds and their use. The compounds according to the invention are suitable, for example, as colorants for the mass coloration of high-molecular-weight organic material, for use in security printing, as fluorescent dyes for machine-readable markings, as laser dyes, and for preparing non-impact printing toners, color filters, organic photoreceptors, electroluminescence and photoluminescence elements or sun collectors and in specific substituted compounds are also suitable for use as rheology improvers.
    • 在水存在下使工业上容易获得的苝-3,4,9,10-四羧酸二酐(3)与特定的伯胺反应得到苝-3,4-二羧酸双酰亚胺(2)。 它们的水解以制备规模提供苝-3,4-二羧酸酐,并且该酸酐与任何伯胺反应,同样得到相应的酰亚胺2.酸酐与二胺的缩合导致新型染料,即苝 - 具有非常好的牢度性质的3,4-二甲酰胺。 还要求的是具体的苝-3,4-二羧酸二酯,苝-3,4-二羧酸酯,苝-3,4-二甲酰胺和苝-3,4-二羰基衍生物,制备这些化合物的方法及其应用。 根据本发明的化合物适用于例如作为高分子量有机材料的大量着色的着色剂,用于安全印刷,作为用于机器可读标记的荧光染料,作为激光染料,以及用于制备非 - - 打印色调剂,滤色器,有机感光元件,电致发光和光致发光元件或太阳能收集器和特定取代的化合物也适用于流变改进剂。
    • 20. 发明申请
    • Functionalized nanoparticles
    • 官能化纳米粒子
    • US20090099282A1
    • 2009-04-16
    • US11920295
    • 2006-05-17
    • Martin MullerAndreas MuhlebachThomas GiesenbergDidier BauerThomas RuchFrancois RimeLeonhard FeilerRoman LenzLaurent Michau
    • Martin MullerAndreas MuhlebachThomas GiesenbergDidier BauerThomas RuchFrancois RimeLeonhard FeilerRoman LenzLaurent Michau
    • C08K5/5419C04B16/00C08K5/00
    • C09B69/103C09B67/0097C09B68/20C09B68/443C09B69/10
    • The present invention discloses functionalized nanoparticles comprising on the surface a covalently bound radical of formula (1), wherein the nanoparticles are SiO2, Al2O3 or mixed SiO2 and Al2O3 nanoparticles, R1 and R2 are independently of each other hydrogen, nanoparticle surface-O—, or a substituent, n is 1, 2, 3, 4, 5, 6, 7 or 8, and Y is a radical of formula —B1-D1 (2a), wherein B1 is the direct bond or a bridge member, and D1 is a radical of a cationic dye, a radical of a phthalocyanine dye which carries no water-solubilizing group, or a radical of a fluorescent dye selected from the group consisting of coumarins, benzocoumarins, xanthenes, benzo[a]xanthenes, benzo[b]xanthenes, benzo[c]xanthenes, phenoxazines, benzo[a]phenoxazines, benzo[b]phenoxazines, benzo[c]phenoxazines, napthalimides, naphtholactams, azlactones, methines, oxazines, thiazines, diketopyrrolopyrroles, quinacridones, benzoxanthenes, thio-epindolines, lactamimides, diphenylmaleimides, acetoacetamides, imidazothiazines, benzanthrones, phthalimides, benzotriazoles, pyrimidines, pyrazines and triazines, or Y is a radical of formula —B2D2 (2b), wherein B2 is an organic radical comprising at least one group having a negative charge, and D2 is a cationic dye selected from the group consisting of monoazo, disazo, polyazo, methine, azamethine, diphenylmethane, triphenylmethane, triaminotriaryl methane, azine, oxazine, cyanine and anthraquinone dyes.
    • 本发明公开了在表面上包含式(1)的共价结合基团的官能化纳米颗粒,其中纳米颗粒是SiO 2,Al 2 O 3或混合的SiO 2和Al 2 O 3纳米颗粒,R 1和R 2彼此独立地是氢,纳米颗粒表面-O-, 或取代基,n为1,2,3,4,5,6,7或8,并且Y为式-B1-D1(2a)的基团,其中B1为直接键或桥式构件,D1为 是阳离子染料的自由基,不含水溶性基团的酞菁染料的基团,或选自香豆素,苯并香豆素,呫吨,苯并[a]呫吨,苯并[b 苯并[c]呫吨酮,苯并[c]呫吨酮,吩恶嗪,苯并[a]吩恶嗪,苯并[b]吩恶嗪,苯并[c]吩恶嗪,萘酰亚胺,萘并内酰胺,吖内酯,次甲基,恶嗪,噻嗪,二酮吡咯并吡咯,喹吖啶酮,苯并恶庚烯,硫代 - ,内酰胺,二苯基马来酰亚胺,乙酰乙酰胺,咪唑硫基 吖嗪,苯并呋喃,邻苯二甲酰亚胺,苯并三唑,嘧啶,吡嗪和三嗪,或Y是式-B2D2(2b)的基团,其中B2是包含至少一个具有负电荷的基团的有机基团,并且D2是选择的阳离子染料 来自由单偶氮,双偶氮,多偶氮,次甲基,氮杂酮,二苯基甲烷,三苯甲烷,三氨基三芳基甲烷,吖嗪,恶嗪,花青和蒽醌染料组成的组。