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11. 发明授权

US4150046A Azamethine-CU complex compounds, process for their preparation and their use 失效
标题翻译： Azamethine-CU复合物，其制备方法及其用途
公开(公告)号：US4150046A
公开(公告)日：1979-04-17
申请号：US875886
申请日：1978-02-07
申请人： Klaus Hunger , Edwin Baier
发明人： Klaus Hunger , Edwin Baier
IPC分类号： C07F1/00 , C09B55/00 , C07F1/08
CPC分类号： C09B55/002 , C07F1/005
摘要： Compounds of the formula ##STR1## in which X is hydrogen, chlorine, bromine, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, nitro, trifluoromethyl or a group of the formula--COOY,wherein Y is hydrogen or alkyl of 1 to 5 carbon atoms, R.sup.1 and R.sup.2 are hydrogen or one of the substituents R.sup.1 and R.sup.2 is hydrogen and the other is --COOY, with the proviso that at least one of the substituents X, R.sup.1 and R.sup.2 is --COOY and that R.sup.2 is hydrogen or carboalkoxy of 2 to 6 carbon atoms if X is hydrogen,Are obtained by coppering the corresponding bishydroxy or phenol-anisole-compounds, are valuable pigments having clear and brilliant tints, a high heat-fastness and a high fastness to migration, especially overlacquering, to light and to weathering.
摘要翻译：其中X为氢，氯，溴，1至4个碳原子的烷基，1至4个碳原子的烷氧基，硝基，三氟甲基或式-COOY基团，其中Y为氢或1至5个碳原子的烷基，R 1和R 2是氢或取代基R 1和R 2之一是氢，另一个是-COOY，条件是至少一个取代基X，R 1和R 2是-COOY和如果X是氢，则R2是氢或2至6个碳原子的烷氧基，通过加入相应的双羟基或酚 - 酚化合物得到，是具有清除和无定形倾向的有价值的颜料，高热量和高熔点移动，特别是过度的，光照和天气的。

12. 发明授权

US4074053A Aldehydes of 2-hydroxy-naphthalene-3-carboxylic acid arylides 失效
标题翻译： 2-羟基 - 萘-3-羧酸芳基化合物的醛
公开(公告)号：US4074053A
公开(公告)日：1978-02-14
申请号：US670997
申请日：1976-03-26
申请人： Klaus Hunger , Theodor Papenfuhs
发明人： Klaus Hunger , Theodor Papenfuhs
IPC分类号： C09B55/00 , C07D235/26
CPC分类号： C09B55/00
摘要： Aldehydes of a 2-hydroxy-naphthalene-3-carboxylic acid arylide of the general formula ##STR1## IN WHICH X represents a hydrogen, chlorine or bromine atom, and Ar represents a naphthyl group, a benzimidazolone, chlorobenzimidazolone, quinazolone, quinoxaline, phthalimide, phthalazine group or a phenyl group which may carry 1 to 3 lower alkyl, lower alkoxy, lower alkylsulfonyl, lower carboalkoxy, halogen, trifluoromethyl, nitro, cyano, lower alkanoylamino, benzoylamino, carboxamido or sulfoamido groups, and a process for their preparation wherein the corresponding 2-hydroxy-naphthalene-3-carboxylic acid arylide is reacted in a lower aliphatic carboxylic acid with hexamethylene tetramine and a mineral acid.These aldehydes are valuable intermediate products for the synthesis of optical brighteners, pharmaceuticals and, in particular, of azamethine pigments which are obtained by condensation of these aldehydes with suitable amines. The pigments thus obtained are distinguished by good fastness properties and are especially suitable for the printing of paper and the coloring of lacquers, varnishes and plastics.
摘要翻译：其中X表示氢，氯或溴原子，且Ar表示萘基，苯并咪唑烷酮，氯苯并咪唑酮，喹唑啉酮，喹喔啉，邻苯二甲酰亚胺的2-羟基 - 萘-3-羧酸芳基化合物的醛，可以带有1-3个低级烷基，低级烷氧基，低级烷基磺酰基，低级烷氧羰基，卤素，三氟甲基，硝基，氰基，低级烷酰基氨基，苯甲酰氨基，甲酰胺基或磺酰氨基的苯肼基或苯基，及其制备方法相应的2-羟基 - 萘-3-羧酸芳基化物在低级脂族羧酸与六亚甲基四胺和无机酸反应。

13. 发明授权

US4033980A Phthalocyanine dyestuffs and process for preparing them 失效
标题翻译：酞菁染料及其制备方法
公开(公告)号：US4033980A
公开(公告)日：1977-07-05
申请号：US281790
申请日：1972-08-18
申请人： Fritz Meininger , Klaus Hunger , Hartmut Springer
发明人： Fritz Meininger , Klaus Hunger , Hartmut Springer
IPC分类号： C09B47/26 , C09B62/457 , C09B47/04
CPC分类号： C09B62/457 , C09B47/26
摘要： A water-soluble phthalocyanine dyestuff of the formula ##STR1## IN WHICH Pc represents copper phthalocyanine, nickel phthalocyanine or cobalt phthalocyanine, R.sub.3 represents lower alkyl, B represents --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --NH--, ##STR2## A represents phenylene or phenylene substituted by lower alkyl, lower alkoxy, carboxyl, hydroxyl, sulfo, nitro, chlorine or bromine, or naphthylene, X represents --CH.sub.2 -- or ##STR3## R.sub.1 and R.sub.2 each stand for hydrogen, lower alkyl, hydroxyethyl, sulfoethyl, carboxyethyl, benzyl, phenyl, carboxyphenylene or sulfophenylene, or together with the nitrogen atom piperidyl or morpholyl, n and m each represent 0 or 1, a, b and c each stand for a number from 1 to 4, the sum of a, b and c being at most 6, said dyestuff being suitable for the dyeing or printing of leather or textile materials consisting of native or regenerated cellulose, silk or polyamides, the dyeings and prints obtained on said materials being distinguished by deep tints and very good fastness properties to light and to wetting.
摘要翻译：下式的水溶性酞菁染料Pc表示铜酞菁，镍酞菁或酞菁酞菁，R3表示低级烷基，B表示-CH2-CH2-，-CH2-CH2-NH-， + R A表示被低级烷基，低级烷氧基，羧基，羟基，磺基，硝基，氯或溴取代的亚苯基或亚苯基，或亚萘基，X表示-CH 2 - 或R 1，R 2各自代表氢，低级烷基，羟乙基，磺乙基，羧乙基，苄基，苯基，羧基亚苯基或磺基亚苯基，或与氮原子一起为哌啶基或吗啉基，n和m各自表示0或1，a，b和c各自表示1至4的数， a，b和c的总和最多为6，所述染料适用于由天然或再生纤维素，丝或聚酰胺组成的皮革或纺织材料的染色或印花，所述材料上得到的染色和印刷品由深度色泽和非常好的牢度性能要光亮和润湿。

14. 发明授权

US3966704A Naphthylazo naphthyl copper complex dyestuffs 失效
标题翻译：萘基萘基铜络合物染料
公开(公告)号：US3966704A
公开(公告)日：1976-06-29
申请号：US409813
申请日：1973-10-26
申请人： Fritz Meininger , Klaus Hunger , Hartmut Springer
发明人： Fritz Meininger , Klaus Hunger , Hartmut Springer
IPC分类号： C09B62/515 , C09B45/18 , C09B45/32 , D06P3/60
CPC分类号： C09B62/515
摘要： New valuable metal complex compounds, preferably copper, nickel, chromium or cobalt complex compounds, of monoazo dyestuffs which in the metal-free form and in form of the free acid correspond to the general formula (1) ##SPC1##In which one A stands for the group of the formula (2)HO -- R -- N = -- (2)wherein HO--R-- represents the radical of a coupling component of the series of the acetoacetic acid arylamide, barbituric acid, pyrazolone or of naphthalene, the hydroxyl group of which is in a vicinal position with regard to the azo group, and the other A stands for a hydroxyl group, X for a vinyl group or for a group having the formula --CH.sub.2 --CH.sub.2 --Z, wherein Z represents the hydroxyl group or an organic or inorganic radical capable of being split off by an alkaline agent, n represents the number 1 or 2 and m a number of from 1 to 3, and processes to prepare them, said dyestuffs being suitable for the dyeing and printing of different materials, such as wool, silk, poly amide fiber materials or leather, especially of cellulose-containing materials such as cotton, regenerated cellulose and linen, yielding intense dyeings and prints of high tinctorial strength which exhibit good to very good fastnesses to light, wet processing, washing, perspiration, steaming, ironing and rubbing and are resistant to chemical solvents.
摘要翻译：新的有价值的金属配合物化合物，优选铜，镍，铬或钴配位化合物，以无金属形式和游离酸形式的单偶氮染料对应于通式（1）。其中A代表基团（2）HO-R-N = - （2）其中HO-R-表示一系列乙酰乙酸芳基酰胺，巴比妥酸，吡唑啉酮或萘的偶联组分的基团，其羟基相对于偶氮基而言位于相邻位置，另一个A表示羟基，X表示乙烯基或具有式-CH 2 -CH 2 -Z的基团，其中Z表示羟基或有机基团或能够被碱性试剂分解的无机基团，n表示数字1或2，马克数1〜3，制备方法，所述染料适用于不同材料的染色和印刷，例如羊毛，丝绸，聚酰胺纤维材料或皮革特别是含纤维素的材料如棉花，再生纤维素和亚麻，产生强烈的着色力和高着色强度的印花，表现出良好的非常好的耐光牢度，湿法加工，洗涤，出汗，蒸，熨烫和摩擦。化学溶剂。

15. 发明授权

US4987221A Bisdiazonium salts of 4,4'-diamino-3,3'-dialkoxybiphenyls and a process for their preparation 失效
标题翻译： 4,4'-二氨基-3,3'-二烷氧基联苯的双重重氮盐及其制备方法
公开(公告)号：US4987221A
公开(公告)日：1991-01-22
申请号：US844858
申请日：1986-03-27
申请人： Hasso Hertel , Klaus Hunger , Heinrich Frolich
发明人： Hasso Hertel , Klaus Hunger , Heinrich Frolich
IPC分类号： C09B35/02 , C07C67/00 , C07C241/00 , C07C245/20 , C09B35/08 , D06P1/12
CPC分类号： C09B35/08 , D06P1/12
摘要： Bisdiazonium salts of the formula (1) ##STR1## in which R denotes a linear or branched alkyl or alkoxyalkyl radical having 3-5 carbon atoms and X.sup.- represents the radical of a strong acid or of a zinc chloride double salt, and a process for their preparation by diazotizing a 4,4'-diamino-3,3'-dialkoxybiphenyl of the formula (2) ##STR2## in which R has the meaning mentioned, in an aqueous, strong, non-oxidizing inorganic or organic acid at temperatures from about -10.degree. C. to about +40.degree. C. by means of an alkali metal nitrite, and precipitating the resulting bisdiazonium salts by adding an alkali metal chloride, bisulfate, monosulfonate of 1,5-naphthalenedisulfonic acid or tetrafluoroborate or zinc chloride.These salts are useful in dyeing and printing textile fiber materials by the methods of the ice color technique, using suitable coupling components; they are also useful for preparing photographic tracings by the methods of reprography.
摘要翻译：式（1）的Biaziazonium盐其中R表示具有3-5个碳原子的直链或支链烷基或烷氧基烷基，X表示强酸或氯化锌双盐的自由基，（2）的4,4'-二氨基-3,3'-二烷氧基联苯的制备方法，其中R具有上述含义，在水，强，非 - 通过碱金属亚硝酸盐在约-10℃至约+ 40℃的温度下氧化无机或有机酸，并通过加入1,5-二甲基苯磺酸的碱金属氯化物，硫酸氢盐，单磺酸盐沉淀所得的双重氮盐，萘二磺酸或四氟硼酸盐或氯化锌。这些盐可用于通过使用合适的偶联组分的冰色技术的方法对纺织纤维材料进行染色和印花; 它们也可用于通过复制方法制备照相追踪。

16. 发明授权

US4973672A Water-soluble aminonaphthol disazo dyestuffs, their preparation and their use 失效
标题翻译：水溶性氨基萘酚双偶氮染料，其制备及其用途
公开(公告)号：US4973672A
公开(公告)日：1990-11-27
申请号：US331085
申请日：1989-03-27
申请人： Wolfgang Bauer , Klaus Hunger
发明人： Wolfgang Bauer , Klaus Hunger
IPC分类号： C09B35/08 , C09B35/16
CPC分类号： C09B35/16
摘要： Coloring natural or synthetic fiber material containing hydroxyls or nitrogen is achieved by printing or dyeing the fiber material with a water-soluble disazo dyestuff of the formula ##STR1## wherein R.sup.1 is alkyl, alkoxy or alkoxyethoxy, each having 3-6 carbon atoms, B.sup.1 is the radical of a 1-amino-8-hydroxynaphthalene monosulphonic or disulphonic acid and B.sup.2 is the same as B.sup.1 or another napthyl moiety.
摘要翻译：含有羟基或氮的天然或合成纤维材料的着色通过用下式（IMAGE）的水溶性双偶氮染料（其中R1是烷基，烷氧基或烷氧基乙氧基，每个具有3-6个碳原子）B1，B1 是1-氨基-8-羟基萘单磺酸或二磺酸的基团，B2与B1或另一个萘基部分相同。

17. 发明授权

US4677200A Amino compounds derived from 5-acetoacetylamino-benzimidazolones 失效
标题翻译：衍生自5-乙酰乙酰氨基 - 苯并咪唑酮的氨基化合物
公开(公告)号：US4677200A
公开(公告)日：1987-06-30
申请号：US719256
申请日：1985-04-03
申请人： Klaus Hunger
发明人： Klaus Hunger
IPC分类号： C09B29/32 , C09B29/33 , C09B33/04 , C09B43/08 , C09B29/01 , C09B31/10 , D06P1/44
CPC分类号： C09B43/08 , C09B29/338 , C09B33/04 , Y10S534/07
摘要： The invention relates to aminoazo compounds of the formula I ##STR1## in which X and Y are identical or different and denote hydrogen, chlorine, bromine, methyl, methoxy, ethoxy, nitro, trifluoromethyl, carbomethoxy or carboethoxy, A represents hydrogen, methyl or ethyl, and Z in the 6- or 7-position of the heteroaromatic ring system is hydrogen, chlorine or bromine, methyl, methoxy, ethoxy, carbomethoxy, carboethoxy or nitro.The compounds of the formula I are prepared by coupling a monodiazotized p-diaminobenzene substituted by X and Y analogously to the formula I with a 5-acetoacetylaminobenzimidazolone which carries the radicals A and Z analogously to the formula I. In the case where X, Y or Z does not denote a nitro group, it is possible to use in place of the p-diaminobenzene derivative a p-aminonitrobenzene derivative which is disubstituted by X and Y in the 2- and 5-positions. In this case, the product after diazotization and coupling is initially a nitro compound which can be converted by reduction into the aminoazo compound of the formula I.The aminoazo compounds are used as starting materials for preparing disazo compounds, preferably disazo pigments, through diazotization in conventional manner and coupling onto compounds which are capable of coupling, for example onto 5-acetoacetylaminobenzimidazolones. The disazo pigments are distinguished by high tinctorial strength, excellent fastness to solvents and migration, and high thermostability.
摘要翻译：本发明涉及式I（I）的氨基偶氮化合物，其中X和Y相同或不同，表示氢，氯，溴，甲基，甲氧基，乙氧基，硝基，三氟甲基，甲酯基或乙氧羰基，A代表氢，芳基环系统的6-或7-位中的甲基或乙基，Z是氢，氯或溴，甲基，甲氧基，乙氧基，甲酯基，乙氧羰基或硝基。式I化合物通过将与X和Y取代的单重氮化的对二氨基苯类似于式I的5-乙酰乙酰氨基苯并咪唑酮偶联而制备，所述5-乙酰乙酰氨基苯并咪唑酮与式I相似地携带基团A和Z。在X，Y 或Z不表示硝基时，可以使用在2-和5-位被X和Y二取代的对氨基硝基苯衍生物代替对二氨基苯衍生物。在这种情况下，重氮化和偶联后的产物最初是可以通过还原转化为式I的氨基偶氮化合物的硝基化合物。氨基偶氮化合物用作制备双偶氮化合物，优选二偶氮颜料的起始原料，通过重氮化常规方式和偶合到能够偶联到例如5-乙酰乙酰氨基苯并咪唑酮上的化合物上。双偶氮颜料的特征在于高着色强度，优异的耐溶剂性和迁移性，以及高的热稳定性。

18. 发明授权

US4589921A Process for improving the application properties of pigment yellow 13 失效
标题翻译：改善颜料黄色应用性能的方法13
公开(公告)号：US4589921A
公开(公告)日：1986-05-20
申请号：US743270
申请日：1985-06-10
申请人： Klaus Hunger , Wolfgang Rieper
发明人： Klaus Hunger , Wolfgang Rieper
IPC分类号： C09B67/10 , C09B62/01 , C09B67/00 , C09D11/02
CPC分类号： C09B67/0015
摘要： The invention relates to a process for improving the application properties of Pigment Yellow 13. The crude pigment is heated in an aqueous suspension to temperatures above 100.degree. C. Pigment Yellow 13 thus obtained is particularly suitable for replacing lead-containing chrome yellow pigments of comparable shade.
摘要翻译：本发明涉及改善颜料黄13的应用性能的方法。将粗颜料在水性悬浮液中加热至高于100℃的温度。如此获得的颜料黄13特别适用于替代可比较的含铅的铬黄色颜料阴影

19. 发明授权

US4287122A Monoazo compounds from 1-aminobenzene-2-carboxylic acid derivatives and their use as colorants 失效
标题翻译：来自1-氨基苯-2-羧酸衍生物的单偶氮化合物及其作为着色剂的用途
公开(公告)号：US4287122A
公开(公告)日：1981-09-01
申请号：US772268
申请日：1977-02-25
申请人： Klaus Hunger , Ernst Klappert , Konrad Lohe
发明人： Klaus Hunger , Ernst Klappert , Konrad Lohe
IPC分类号： C08K5/00 , C08K5/22 , C08K5/23 , C08L1/00 , C08L7/00 , C08L21/00 , C08L23/00 , C08L27/00 , C08L33/00 , C08L33/02 , C08L67/00 , C08L77/00 , C08L101/00 , C09B29/01 , C09B29/20 , C09D7/00 , C09D7/12 , C09D11/00 , C09D11/02 , D06P1/44 , D06P1/90
CPC分类号： C09B29/0003 , C08K5/23 , C09B29/20
摘要： Valuable pigments are obtained by diazotizing 1-aminobenzene-2-(carboxylic acid methyl or ethyl ester)-5-(2',3'-dichloro-anilide) and coupling it onto 1-(2'-hydroxy-3'-naphthoylamino)-4-acetamino-benzene. The resulting pigments are then subjected to a thermal aftertreatment. These pigments show a high tinctorial strength, a pure shade, a high fastness to migration, especially to overlacquering, to light and weathering and a high heat stability.
摘要翻译：通过重氮化1-氨基苯-2-（羧酸甲酯或乙酯）-5-（2'，3'-二氯苯胺）并将其偶联至1-（2'-羟基-3'-萘甲酰氨基）-4-乙酰氨基 - 苯。然后将所得颜料进行热后处理。这些颜料显示出高的着色强度，纯色调，高耐迁移牢度，特别是对于覆盖光，耐候性和高热稳定性。

20. 发明授权

US4195020A Dichloro-phenyl-azo-acetoacetylamino-benzimidazolone pigments 失效
标题翻译：二氯 - 苯基 - 偶氮 - 乙酰乙酰氨基 - 苯并咪唑酮颜料
公开(公告)号：US4195020A
公开(公告)日：1980-03-25
申请号：US15603
申请日：1979-02-23
申请人： Klaus Hunger , Joachim Ribka
发明人： Klaus Hunger , Joachim Ribka
IPC分类号： C08K5/00 , C08K5/22 , C08L33/00 , C08L33/02 , C09B29/33 , C09D7/00 , C09D7/12 , C09B29/36
CPC分类号： C09B29/338
摘要： A pigment of the formula ##STR1## wherein R.sub.1 is hydrogen, chlorine or methyl and R.sub.2 is hydrogen or methyl. These pigments have a high color strength, fastness to overvarnishing, fastness to migration and fastness to light and weathering. They can be used in all fields in which pigments are used as coloring material, especially for the coloring of lacquers with metal-effect.
摘要翻译：式IMA的颜料，其中R 1是氢，氯或甲基，R 2是氢或甲基。这些颜料具有高的着色力，耐擦洗性，耐迁移性和耐光性和耐候性。它们可用于所有使用颜料作为着色材料的领域，特别是用于具有金属效果的漆的着色。

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