Use of pyridoquinolone derivatives as pigments
    1.
    发明授权
    Use of pyridoquinolone derivatives as pigments 失效
    吡啶喹啉酮衍生物作为颜料的使用

    公开(公告)号:US4730014A

    公开(公告)日:1988-03-08

    申请号:US920624

    申请日:1986-10-20

    CPC分类号: C08K5/0041 C08K5/3437

    摘要: Process for mass-coloring high molecular weight organic material, which comprises using a compound of the formula I ##STR1## in which one of R.sub.1 and R.sub.2 and one of R.sub.3 and R.sub.4 are independently of each other hydrogen, C.sub.1 -C.sub.12 -alkyl or benzyl and the other two radicals are independently of each other unsubstituted phenyl, phenyl which is substituted by halogen, trifluoromethyl, cyano, C.sub.1 -C.sub.12 -alkyl, phenyl or by the groups --OR.sub.5, --SR.sub.5, --COR.sub.6 or --SO.sub.2 R.sub.6, or a 5- or 6-membered aromatic heterocyclic ring containing one or more identical or different hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur without or with one or two fused-on benzene rings, R.sub.5 is hydrogen or C.sub.1 -C.sub.12 -alkyl, R.sub.6 is C.sub.1 -C.sub.12 -alkyl, and X and Y are independently of each other hydrogen, halogen or cyano.The invention also relates to new pyridoquinolones of the formula I.The colorings obtained with (I) have a yellow hue, a very high tinctorial strength which does not significantly change even in the event of prolonged processing and residence times, high saturation, high dispersibility, good overpainting, migration, wet, rub, light and weathering capability, good IR reflectance behavior and in particular excellent heat stability.

    摘要翻译: 用于大量着色高分子量有机材料的方法,其包括使用其中R 1和R 2以及R 3和R 4中的一个彼此独立地为氢,C 1 -C 12 - 烷基或苄基,其他两个基团彼此独立地为未取代的苯基,被卤素,三氟甲基,氰基,C 1 -C 12烷基,苯基或基团-OR 5,-SR 5,-COR 6或-SO 2 R 6取代的苯基, 或含有一个或多个相同或不同的杂原子的5或6元芳族杂环,所述杂原子选自氮,氧和硫,没有或与一个或两个稠合的苯环,R5是氢或C1-C12 - 烷基,R 6是C 1 -C 12 - 烷基,X和Y彼此独立地是氢,卤素或氰基。 本发明还涉及式I的新的吡啶喹诺酮。用(I)得到的着色具有黄色调,极高的着色强度,即使在延长加工和停留时间,高饱和度,高分散性的情况下也不会显着改变 良好的过度涂覆,迁移,湿润,擦拭,光照和耐候性能,良好的红外反射特性,特别优异的热稳定性。

    Pyridoquinolone derivatives
    2.
    发明授权
    Pyridoquinolone derivatives 失效
    吡啶喹诺酮衍生物

    公开(公告)号:US4782153A

    公开(公告)日:1988-11-01

    申请号:US122144

    申请日:1987-11-17

    CPC分类号: C08K5/3437 C08K5/0041

    摘要: Process for mass-coloring high molecular weight organic material, which comprises using a compound of the formula I ##STR1## in which one of R.sub.1 and R.sub.2 and one of R.sub.3 and R.sub.4 are, independently of each other, hydrogen, C.sub.1 -C.sub.12 -alkyl or benzyl and the other two radicals are, independently of each other, unsubstituted or halogen-, trifluoromethyl-, cyano-, C.sub.1 -C.sub.12 -alkyl-, --OR.sub.5 -, --SR.sub.5 -, --COR.sub.6 - or --SO.sub.2 R.sub.6 -substituted phenyl, biphenyl or naphthyl or a 5- or 6-membered aromatic heterocyclic ring containing one or more identical or different hetero atoms selected from the group consisting of nitrogen, oxygen and sulfur without or with one or two fused-on benzene rings, R.sub.5 is hydrogen or C.sub.1 -C.sub.12 -alkyl, R.sub.6 is C.sub.1 -C.sub.12 -alkyl, and X and Y are independently of each other hydrogen, halogen or cyano.The invention also relates to new pyridoquinolones of the formula I.The colorings obtained with (I) have a yellow hue, a very high tinctorial strength which does not significantly change even in the event of prolonged processing and residence times, high saturation, high dispersibility, good overpainting, migration, wet, rub, light and weather resistance and in particular excellent heat stability.

    摘要翻译: 用于大量着色高分子量有机材料的方法,其包括使用其中R 1和R 2以及R 3和R 4中的一个彼此独立地是氢,C 1 -C 6烷基, C12-烷基或苄基,另外两个基团彼此独立地是未取代的或卤素 - ,三氟甲基 - ,氰基 - ,C 1 -C 12 - 烷基 - , - 5 - , - SR 5 - , - CON 6 - 或-SO 2 R 6 - 取代的苯基,联苯基或萘基或含有一个或多个相同或不同的杂原子的5或6元芳族杂环,所述杂原子选自氮,氧和硫,没有或与一个或两个稠合的苯环,R5 是氢或C 1 -C 12烷基,R 6是C 1 -C 12 - 烷基,X和Y彼此独立地是氢,卤素或氰基。 本发明还涉及式I的新的吡啶喹诺酮。用(I)得到的着色具有黄色调,极高的着色强度,即使在延长加工和停留时间,高饱和度,高分散性的情况下也不会显着改变 良好的过涂,迁移,湿润,耐磨,耐光,耐候性,特别优异的热稳定性。

    Pigment compositions
    3.
    发明授权

    公开(公告)号:US4914211A

    公开(公告)日:1990-04-03

    申请号:US231324

    申请日:1988-08-12

    摘要: Compositions comprising(a) a pyrrolopyrrole of formula I ##STR1## wherein A and B are identical or different alkyl, arlkyl, aryl or heterocyclic aromatic radicals, R.sub.1 and R.sub.2 are hydrogen atoms, unsubstituted or substituted alkyl radicals, and also alkenyl, alkynyl, aralkyl, cycloalkyl, carbamoyl, alkylcarbamoyl, arylcarbamoyl, alkoxycarbonyl, aryl, alkanoyl or aroyl groups, and X is an --O-- or --S-- atom, and(b) a pyrrolopyrrole of the above formula I that contains at least one group of formula --SO.sub.3 L, --CO.sub.2 L, --PO.sub.3 (L).sub.2, --N(R.sub.4)(R.sub.5), ##STR2## or --NHCOR wherein L is --H, a group of formula ##EQU1## or N.sup.+ H(R.sub.3)(R.sub.4)(R.sub.5), M is monovalent, divalent or trivalent metal cation, n is 1, 2 or 3, R.sub.3, R.sub.4 and R.sub.5 are each independently --H or alkyl, aralkyl, C.sub.5 -C.sub.6 cycloalkyl or aryl radicals, or R.sub.4 and R.sub.5, together with the nitrogen atom to which they are attached, form a 5-- or 6-membered heterocyclic radical, q is an integer from 0 to 4, r is an integer from 3 to 5 and R is aryl or C.sub.1 -C.sub.4 alkyl, are suitable for coloring high molecular organic material.

    Preparation of 1,4-diketopyrrolo-[3,4-c]pyrroles
    4.
    发明授权
    Preparation of 1,4-diketopyrrolo-[3,4-c]pyrroles 失效
    制备1,4-二酮基吡咯并[3,4-c]吡咯

    公开(公告)号:US4613669A

    公开(公告)日:1986-09-23

    申请号:US512074

    申请日:1983-07-08

    摘要: A process for the preparation of 1,4-diketopyrrolo-[3,4-c]pyrroles of the formula ##STR1## wherein each of R.sub.1 and R.sub.2 independently of the other is an isocyclic aromatic or non-basic heterocyclic aromatic radical, which process comprises reacting 1 mole of the compound of formula ##STR2## wherein M is a metal atom, Z is alkyl or aryl, X is halogen or acetate, and m is a value from 0 to 2, with 1 mole of a compound of the formulaYCH.sub.2 COOZ (III)wherein Y is halogen, and with 1 mole of a nitrile of the formulaR.sub.1 --CN (IV) or R.sub.2 --CN (V)in an organic solvent and at elevated temperature, and isolating the compound of formula I.The compounds obtained according to the invention are suitable for pigmenting organic material of high molecular weight.

    摘要翻译: 制备式(I)的1,4-二酮吡咯并[3,4-c]吡咯的方法,其中R 1和R 2各自独立地为环状芳族或非碱性杂环芳族基团 该方法包括使1摩尔的式(II)化合物其中M为金属原子,Z为烷基或芳基,X为卤素或乙酸酯,m为0至2的值,1摩尔 的式YCH 2 COOZ(III)的化合物,其中Y是卤素,并且在有机溶剂中和在升高的温度下与1摩尔的式R 1 -CN(Ⅳ)或R2-CN(Ⅴ)的腈反应,并将 根据本发明获得的化合物适用于着色高分子量有机材料。

    Production of .beta.-amino-.alpha.,.beta.-unsaturated carboxylic acid
esters
    5.
    发明授权
    Production of .beta.-amino-.alpha.,.beta.-unsaturated carboxylic acid esters 失效
    β-氨基-α,β-不饱和羧酸酯的生产

    公开(公告)号:US4540791A

    公开(公告)日:1985-09-10

    申请号:US512058

    申请日:1983-07-08

    摘要: A process for producing a compound of the formula ##STR1## wherein A is aryl or alkyl, R.sub.1 is an aromatic radical and R.sub.2 is hydrogen, alkyl, aryl, cyano, --COOalkyl or --COOaryl, which process comprises reacting 1 mol of an aromatic nitrile of the formula R.sub.1 --CN (II) with 1 mol of an acetic ester of the formula (X)(R.sub.2)CH--COOA (III) in which X is halogen, in the presence of zinc, in an inert organic solvent and at a temperature of less than 80.degree. C.; hydrolyzing in an alkaline medium the formed reaction product; and then isolating the compound of the formula I.The compounds of the formula I are valuable intermediates for producing heterocyclic compounds.

    摘要翻译: 制备式(I)的化合物的方法,其中A是芳基或烷基,R 1是芳基,R 2是氢,烷基,芳基,氰基,-COO烷基或-COO芳基,该方法包括使1mol 的式R 1 -C CN(II)的芳族腈与1摩尔式(X)(R2)CH-COOA(III)的乙酸酯反应,其中X是卤素,在锌的存在下,在惰性 有机溶剂,温度低于80℃。 在碱性介质中水解形成的反应产物; 然后分离式I化合物。式I化合物是制备杂环化合物的有价值的中间体。

    Monoketopyrrolopyrroles
    6.
    发明授权
    Monoketopyrrolopyrroles 失效
    单酮吡咯并吡咯

    公开(公告)号:US5017706A

    公开(公告)日:1991-05-21

    申请号:US332199

    申请日:1989-04-03

    摘要: Pyrrolopyrroles of this type are suitable for coloring high-molecular organic material to give intensely colored, brilliant and transparent colorations with good general fastness properties, and for use in photoelectric recording materials as photoconductive substances.

    摘要翻译: 其中A和B彼此独立地是碳环或杂环芳族基团,无环或环状脂族基团或芳脂族基团,Q是二价碳环或杂环芳族,无环或环状脂族基 或芳脂族基团,E是直接键或基团-CO-或-CS-,X是基团-SR或-NRR',其中R和R'彼此独立地是氢,碳环或杂环芳族基团,非环状的 或环状脂族基团或芳脂族基团,并且R'可以另外是基团-O-卤素或-Q-EY-(C 1 -C 5 - 烷基),其中Y是O或S,或R和R'形成5元 或6元杂环基与它们所键合的N原子。 这种吡咯吡咯适用于着色高分子有机材料,以提供具有良好的通用牢度性能的强烈着色,辉煌和透明的着色,并用于光电记录材料作为光电导物质。

    Process for the preparation of pyrrolo (3,4-c) pyrroles
    7.
    发明授权
    Process for the preparation of pyrrolo (3,4-c) pyrroles 失效
    吡咯(3,4-c)吡咯的制备方法

    公开(公告)号:US4778899A

    公开(公告)日:1988-10-18

    申请号:US002354

    申请日:1987-01-12

    摘要: The invention relates to a process for the preparation of pyrrolo[3,4-c]pyrroles of formula (1) ##STR1## wherein each of R.sub.1 and R.sub.2 independently of the other is an alkyl or aralkyl group or an isocyclic or heterocyclic aromatic radical, which process comprises reacting an ester of formula (2) or (3) ##STR2## with a nitrile of the formula R.sub.2 CN, in which formulae each of R and R' independently of the other is an alkyl or aryl group, and R.sub.1 and R.sub.2 are as defined above, in the presence of a strong base in an organic solvent.The invention also relates to compounds of formula (8) ##STR3## wherein R.sub.3 is an alkyl or aralkyl group or an ortho-substituted isocyclic or heterocyclic aromatic radical and R.sub.4 is an alkyl or aralkyl group or an isocyclic or heterocyclic aromatic radical.The pyrrolopyrroles obtained are valuable pigments for coloring compounds of high molecular weight such as plastics and lacquers in yellow to red shades of excellent fastness properties.

    摘要翻译: 本发明涉及制备式(1)的吡咯并[3,4-c]吡咯的方法,其中R 1和R 2各自独立地是烷基或芳烷基或者是环或 杂环芳族基团,该方法包括使式(2)或(3)的化合物与式R 2 CN的腈反应,其中R和R'各自独立地为 另一个是烷基或芳基,并且R 1和R 2如上所定义,在有机溶剂中的强碱存在下进行。 本发明还涉及式(8)的化合物(8)其中R 3是烷基或芳烷基或邻位取代的环或杂环芳基,R 4是烷基或芳烷基或者是环或杂环芳族基团 。 获得的吡咯并吡咯是用于着色高分子量化合物的有价值的颜料,例如具有优异坚牢性的黄色至红色的塑料和漆。

    Preparation of pyrrolo[3,4-c]pyrroles
    9.
    发明授权
    Preparation of pyrrolo[3,4-c]pyrroles 失效
    吡咯并[3,4-c]吡咯的制备

    公开(公告)号:US4579949A

    公开(公告)日:1986-04-01

    申请号:US493533

    申请日:1983-05-11

    摘要: A process for the preparation of 1,4-diketopyrrolo-[3,4-c]pyrroles of the formula ##STR1## wherein each of R.sub.1 and R.sub.2 independently of the other is an isocyclic or heterocyclic aromatic radical, which process comprises reacting 1 mole of a disuccinate with 2 moles of a nitrile of the formulaR.sub.1 --CN (II)orR.sub.2 --CN (III)or with 1 mole of a nitrile of the formula (II) and 1 mole of the nitrile of the formula (III), in an organic solvent and in the presence of a strong base at elevated temperature, and obtaining the compound of formula I from the reaction product by hydrolysis.The pyrrolo-[3,4-c]pyrroles are suitable for pigmenting organic material of high molecular weight.

    摘要翻译: 制备式(I)的1,4-二酮吡咯并[3,4-c]吡咯的方法,其中R 1和R 2各自独立地是一个环状或杂环的芳族基团,该方法包括 使1摩尔二琥珀酸酯与2摩尔式R1-CN(II)或R2-CN(III)的腈或1摩尔式(II)腈和1摩尔式 (III)化合物在有机溶剂中,在强碱存在下,在升高的温度下,通过水解得到反应产物的式I化合物。 吡咯并[3,4-c]吡咯适用于着色高分子量有机材料。

    Process for the preparation of brominated pyrrolo-[3,4-c]-pyrroles and
mixtures thereof
    10.
    发明授权
    Process for the preparation of brominated pyrrolo-[3,4-c]-pyrroles and mixtures thereof 失效
    制备溴化吡咯并[3,4-c]吡咯的方法及其混合物

    公开(公告)号:US4810802A

    公开(公告)日:1989-03-07

    申请号:US7836

    申请日:1987-01-27

    IPC分类号: C07D487/04

    CPC分类号: C07D487/04

    摘要: Process for the preparation of brominated pyrrolo-[3,4-c]pyrrole pigments by bromination of a pyrrolo-[3,4-c]-pyrrole or of a mixture of different pyrrolo-[3,4-c]-pyrroles of the formula I ##STR1## with an amount of a brominating agent which supplies 0.5 to 70 equivalents of bromine, with or without a solvent, and subsequent isolation of the brominated pyrrolo-[3,4-c]-pyrrole by removal of the excess brominating agent and, if appropriate, the solvent by customary methods.The desired brominated pyrrolo-[3,4-c]pyrroles are obtained directly in a high yield by this process.Reference is made to claim 1 in respect of the meaning of substituents A, B and Z.

    摘要翻译: 通过溴化吡咯并[3,4-c] - 吡咯或不同的吡咯并[3,4-c]吡咯的混合物制备溴化吡咯并[3,4-c]吡咯颜料的方法 式I(I)与一定量的溴化剂,其供应0.5至70当量的溴,有或无溶剂,随后通过除去分离溴化吡咯并 - [3,4-c] - 吡咯 的过量溴化剂,如果合适,通过常规方法溶剂。 通过该方法直接以高产率获得所需的溴化吡咯并[3,4-c]吡咯。 关于取代基A,B和Z的含义,提及权利要求1。