公开(公告)号：US4515598A

公开(公告)日：1985-05-07

申请号：US550727

申请日：1983-11-10

Applicant: Fritz Meininger ,  Joachim W. Otten, deceased ,  by Ursula Otten, heir ,  by Anna G. Rudolph nee Otten, heir

Inventor： Fritz Meininger ,  Joachim W. Otten, deceased ,  by Ursula Otten, heir ,  by Anna G. Rudolph nee Otten, heir

IPC: C09B62/503 ,  C09B62/44 ,  C09B62/507 ,  D06P1/38 ,  D06P1/384 ,  C09B62/04 ,  D06P3/66

CPC classification number: C09B62/4403 ,  D06P1/38 ,  Y10S8/917 ,  Y10S8/918 ,  Y10S8/924

Abstract: A process for dyeing or printing fiber materials containing hydroxy and/or carbonamide groups, in which process a fiber-reactive, water-soluble dyestuff of the type defined below is applied to the fiber material and is then fixed on the fiber material at an ordinary or elevated temperature, if appropriate in the presence of agents having an alkaline reaction. This water-soluble dyestuff, which contains at least one sulfonic acid group, contains one or more groupings belonging to the group comprising the formulae (1a), (1b) and (1c)--SO.sub.2 --CH.dbd.CH.sub.2 (1a)--SO.sub.2 --CH.sub.2 --CH.sub.2 --Hal (1b)--SO.sub.2 --CH.sub.2 --CH.sub.2 --A (1c)(in which Hal represents a halogen atom and A represents the acyloxy radical of a monobasic or polybasic acid) and also contains, linked to it, a 6-fluoro-1,3,5-triazin-2-ylamino radical, this monofluorotriazinylamino radical containing, in the 4-position, a substituent which is not an N-phenylamino or N-naphthylamino substituent having a group belonging to the above-mentioned formulae (1) attached to the optionally substituted phenyl radical or optionally substituted naphthyl radical, and is also not an amino substituent containing an azo group. Dyestuffs of this type can belong to a very wide variety of classes of dyestuffs and can be both metal-free dyestuffs and metal complex dyestuffs. With the aid of these dyestuffs and using alkaline agents, this dyeing process produces deep dyeings and prints which have good fastness properties on these fiber materials, even at low temperatures.

Abstract translation: 一种用于染色或印刷含有羟基和/或碳酰胺基团的纤维材料的方法，其中将下文定义的纤维反应性水溶性染料施用于纤维材料，然后以普通的方式固定在纤维材料上 或升高的温度，如果适当，在具有碱性反应的试剂的存在下。 这种含有至少一个磺酸基的水溶性染料含有属于由式（1a），（1b）和（1c）组成的基团的一个或多个基团-SO 2 -CH = CH 2（1a）-SO 2 - CH 2 -CH 2 - Hal（1b）-SO 2 -CH 2 -CH 2 -A（1c）（其中Hal表示卤素原子，A表示一元酸或多元酸的酰氧基），并且还含有6个 - 氟-1,3,5-三嗪-2-基氨基，该单氟三嗪基氨基在4-位含有不是具有属于上述的基团的N-苯基氨基或N-萘基氨基取代基的取代基 连接到任选取代的苯基或任选取代的萘基的式（1），并且也不是含有偶氮基的氨基取代基。 这种类型的染料可以属于各种各样的染料，并且可以是无金属染料和金属络合染料。 借助这些染料和使用碱性剂，这种染色方法即使在低温下也能在这些纤维材料上产生深色染色和印花，这些染色和印花具有良好的坚牢度。

公开(公告)号：US4361698A

公开(公告)日：1982-11-30

申请号：US244612

申请日：1981-03-17

Applicant: Joachim W. Otten, deceased ,  by Ursula Otten, heir ,  by Anna G. Rudolph nee Otten, heir ,  by Fritz Meininger

Inventor： Joachim W. Otten, deceased ,  by Ursula Otten, heir ,  by Anna G. Rudolph nee Otten, heir ,  by Fritz Meininger

IPC: C07D251/44 ,  C09B62/04 ,  C09B62/51

CPC classification number: C09B62/04 ,  C07D251/44

Abstract: Dihalogenotriazinylamino-naphthol compounds of th formula (1) ##STR1## in which the radicals X each mean fluorine, chlorine or bromine, R is hydrogen or alkyl of 1 to 4 C-atoms, M is hydrogen or the equivalent of a metal, and Z is hydrogen or a group of the formula --SO.sub.3 M with M having the abovementioned meaning, are prepared in water as reaction medium by reaction of an aminonaphthol compound of the formula (2) ##STR2## in which R, M and Z have the abovementioned meanings with a cyanuric halide compound of the formula (3) ##STR3## in which the radicals X have the abovementioned meanings, at pH 5 or smaller than 5 by introducing the aminonaphthol compound of the formula (2) in solid, undissolved form into the reaction, and carrying out the reaction in suspension.

Abstract translation: 式（1）的二卤代三嗪基氨基 - 萘酚化合物其中基团X各自表示氟，氯或溴，R是氢或1-4个C原子的烷基，M是氢或相当于 金属，Z是氢或具有上述含义的M的具有式-SO 3 M的基团，通过式（2）的氨基萘酚化合物（2）制备在水中作为反应介质，其中R， M和Z具有上述含义，其中基团X具有上述含义的通式（3）的三聚氰化物化合物，其中基团X具有上述含义，在pH5或小于5的情况下，通过引入下式的氨基萘酚化合物（ 2）以固体，未溶解的形式进入反应，并进行悬浮反应。

公开(公告)号：US4045428A

公开(公告)日：1977-08-30

申请号：US603914

申请日：1975-08-12

Applicant: Fritz Meininger ,  Klaus Hunger ,  Hartmut Springer

Inventor： Fritz Meininger ,  Klaus Hunger ,  Hartmut Springer

IPC: C09B62/51 ,  C09B62/50 ,  C09B62/74 ,  D06P1/06 ,  D06P1/38

CPC classification number: C09B62/51

Abstract: A water-soluble monoazo-dyestuff of the formula (1) ##STR1## in which X represents --CH=CH.sub.2 or --CH.sub.2 --CH.sub.2 --Z, the radical Z stands for hydroxyl, sulfato, chlorine, bromine, lower alkyl-sulfonyloxy, lower alkyl-sulfonylamino, phenyl-sulfonyloxy, lower alkyl-phenyl-sulfonyloxy, phenyl-sulfonylamino, lower alkyloyloxy, monosulfobenzoyloxy, phenoxy, di-(lower alkyl)-amino, tri-(lower alkyl)-ammonium, thiosulfato or phosphato, and A is a radical of a coupling component of the aminobenzene, hydroxybenzene amino-naphthalene, hydroxynaphthalene, N-naphthyl- or N-phenyl-amino-pyrazole, N-naphthyl- or N-phenyl-pyrazolone or of the acetoacetanilide series, the coupling component containing at least one water-solubilizing group, and a process for preparing these dyestuffs which are very suitable for the dyeing and printing of native and synthetic carbonamide-groups containing and native, regenerated or synthetic hydroxy-groups containing material, and yield, especially on cellulose fibrous materials in the presence of alkaline agents dyeings and prints of good to very good fastnesses to light and to wet-processing and of good stability to alkalis. The novel dyestuffs also have a very good color-build-up and yield dyeings and prints of high tinetorial strength.

Abstract translation: 式（1）（1）＆lt; IMAGE＆gt;的水溶性单偶氮染料，其中X表示-CH = CH 2或-CH 2 -CH 2 -Z，基团Z代表羟基，硫酸根合，氯，溴，低级烷基 - 磺酰氧基，低级烷基 - 磺酰基氨基，苯基 - 磺酰氧基，低级烷基 - 苯基 - 磺酰氧基，苯基 - 磺酰基氨基，低级烷氧基，单磺酰基苯甲酰氧基，苯氧基，二 - （低级烷基） - 氨基，三 - （低级烷基） - 铵， 磷酸盐和A是氨基苯，羟基苯氨基萘，羟基萘，N-萘基或N-苯基 - 氨基 - 吡唑，N-萘基或N-苯基 - 吡唑啉酮或乙酰乙酰苯胺系列的偶联组分的基团 ，含有至少一种水溶性基团的偶联组分和这些染料的制备方法非常适用于染色和印刷含天然和合成的含碳酰胺基团和天然的，再生的或合成的含羟基的材料，以及 产率，特别是纤维素纤维材料 在碱性染料和印刷品存在下，具有良好至非常好的耐光牢度和湿法加工性能以及对碱的稳定性。 新颖的染料也具有非常好的色素积累和产生高的色谱强度的染色和印花。

公开(公告)号：US4649193A

公开(公告)日：1987-03-10

申请号：US519211

申请日：1983-08-01

Applicant: Fritz Meininger ,  Joachim W. Otten, deceased ,  by Ursula Otten, heir ,  by Anna G. Rudolph nee Otten, heir

Inventor： Fritz Meininger ,  Joachim W. Otten, deceased ,  by Ursula Otten, heir ,  by Anna G. Rudolph nee Otten, heir

IPC: C09B62/503 ,  C09B62/44 ,  D06P1/384 ,  C09B62/06 ,  C09B62/085 ,  C09B62/095 ,  C09B62/10

CPC classification number: C09B62/4403

Abstract: Water-soluble fibre-reactive dyestuffs containing one or two fibre-reactive groups of the vinylsulfone series and one or two fibre-reactive groups of the fluoro-s-triazinyl-amino series. These dyestuffs can be applied on fibre materials containing hydroxy and/or carbonamide groups by known application and fixation techniques for fibre-reactive dyes to yield deep and fast dyeings on these materials.

Abstract translation: 含有一个或两个乙烯基砜系列的纤维反应性基团和氟代-s-三嗪基 - 氨基系列的一个或两个纤维反应性基团的水溶性纤维活性染料。 这些染料可以通过纤维活性染料的已知应用和固色技术应用于含有羟基和/或碳酰胺基团的纤维材料上，以在这些材料上产生深色和快速的染色。

公开(公告)号：US4485041A

公开(公告)日：1984-11-27

申请号：US234966

申请日：1981-02-17

Applicant: Ernst Hoyer ,  Fritz Meininger ,  Rudolf Fass

Inventor： Ernst Hoyer ,  Fritz Meininger ,  Rudolf Fass

IPC: C09B62/513 ,  C09B62/44 ,  C09B62/515 ,  D06P3/10 ,  D06P3/66 ,  C09B62/09 ,  C09B62/095 ,  C09B62/533 ,  C09B62/535

CPC classification number: C09B62/4411

Abstract: The novel water-soluble disazo dyestuffs consist of two monoazo dyestuff moieties each containing as diazo component an amine of the benzene or naphthalene series and as coupling component an amino-naphthol-mono- or disulfonic acid. The two moieties are bonded to each other via a triazine radical which carries a halogen atom, and is bound to the amino groups of the coupling components and the diazo components contain a fiber-reactive radical of the vinyl sulfone series. To produce the dyestuffs 2 mols of the diazo compound carrying the fiber-reactive radical of the vinyl sulfone series is coupled with 1 mol of a bivalent coupling component consisting of 2 radicals of the aminonaphthol bound to the triazine ring via the amino groups, or two monoazo dyestuffs each synthesized from the aforesaid diazo component and an aminonaphthol-disulfonic acid coupling component are reacted with a 1,3,5-trihalogeno-triazine. The metal-free dyestuffs can be transformed into the corresponding heavy metal complex dyestuffs, preferably copper, cobalt and chromium complex dyestuffs, by treatment with an agent donating a heavy metal cation. The novel dyestuffs are excellently suitable for dyeing and printing fiber material of natural and regenerated cellulose and natural, regenerated and synthetic polyamides. They are distinguished by clear shades, high tinctorial strength, a very good uptake from a long liquor and a good color-build up. The dyeings obtained therewith have a high fastness to processing and in use.

Abstract translation: 新型水溶性双偶氮染料由两种单偶氮染料组成，每个单偶氮染料部分均含有作为重氮组分的苯或萘系的胺，作为偶联组分为氨基萘酚单或二磺酸。 两个部分通过携带卤素原子的三嗪基彼此键合，并且与偶合组分的氨基结合，重氮组分含有乙烯基砜系列的纤维反应性基团。 为了生产染料，携带乙烯基砜系列的纤维反应性基团的重氮化合物的2摩尔与1摩尔由通过氨基结合到三嗪环的氨基萘酚的2个基团组成的二价偶联组分偶联，或两个 将由上述重氮组分和氨基萘酚 - 二磺酸偶合组分合成的单偶氮染料与1,3,5-三卤代三嗪反应。 通过用赋予重金属阳离子的试剂处理，无金属染料可以转化成相应的重金属络合物染料，优选铜，钴和铬复合染料。 新型染料非常适用于天然和再生纤维素以及天然，再生和合成聚酰胺的染色和印花纤维材料。 它们的特征是清晰的色调，高着色强度，从长酒中很好的摄取和良好的颜色搭配。 由此获得的染色具有高的加工牢度和使用性。

公开(公告)号：US4378312A

公开(公告)日：1983-03-29

申请号：US219499

申请日：1980-12-23

Applicant: Ernst Hoyer ,  Fritz Meininger ,  Rudolf Fass

Inventor： Ernst Hoyer ,  Fritz Meininger ,  Rudolf Fass

IPC: C09B62/44 ,  C09B62/513 ,  C09B62/515 ,  D06P3/66 ,  C09B33/02 ,  C09B33/06

CPC classification number: C09B62/4411 ,  C09B62/513 ,  Y10S534/01

Abstract: Water-soluble compounds and their salts suitable as dyestuffs of the formula ##STR1## in which D is a benzene or naphthalene nucleus, R.sub.1 and R.sub.2 are, inter alia, hydrogen, halogen, lower alkyl, lower alkoxy and sulfo, R.sub.1 being in ortho-position to the azo group, X is a fiber-reactive radical of the vinyl sulfone series, K.sub.1 and K.sub.2 are radicals of coupling components of the acetoacetarylide and pyrozolone series and K.sub.2 additionally denotes a radical of the sulfonaphthol series, the coupling components being bound to the triazine ring via amino groups, Y is a halogen atom, a sulfo group, a thio ether or oxygen ether radical, or a primary, secondary or tertiary amino group, A is an aliphatic, aliphatic-heterocyclic, aliphatic-aromatic or aromatic bridge member and n is zero or one. The novel compounds are prepared, for example, by reacting 2 mols of the diazo component with the fiber-reactive radical of the vinyl sulfone series with 1 mol of a bivalent coupling component containing the two radicals K.sub.1 and K.sub.2 linked to each other by the triazine ring, or 2 triazine radicals linked with each other by bridge member A; or by reacting one mol each of a monoazo compound consisting of the said diazo component with the fiber reactive radical and a coupling component K.sub.1 or K.sub.2 with a corresponding triazine radical additionally carrying a halogen atom capable of reacting with the amino group. The metal-free compounds can be transformed into the corresponding heavy metal complex, preferably copper, cobalt and chromium complex compounds, by treatment with an agent donating a heavy metal cation. The novel compounds are excellently suitable for dyeing and printing fiber material of natural and regenerated cellulose and natural, regenerated and synthetic polyamides. They are distinguished by high tinctorial strength, a very good uptake from a long liquor, a good color-build up. The dyeings and prints obtained therewith have a high fastness to processing and in use.

公开(公告)号：US4088441A

公开(公告)日：1978-05-09

申请号：US713589

申请日：1976-08-11

Applicant: Fritz Meininger ,  Walter Noll ,  Arno Spange

Inventor： Fritz Meininger ,  Walter Noll ,  Arno Spange

IPC: C09B67/24 ,  D06P1/48 ,  D06P1/62 ,  D06P3/66 ,  D06P1/38

CPC classification number: D06P3/66 ,  C09B67/0072 ,  D06P1/48 ,  D06P1/621

Abstract: A dyestuff composition for the dyeing or printing of natural or regenerated cellulose fiber materials, consisting of 20 to 70 percent by weight of C.I. Reactive Blue 19 (sodium salt), anthraquinone-2-sulfonic acid (sodium salt), a condensation product of naphthalene-sulfonic acid with formaldehyde (sodium salt), a condensed phosphate (sodium salt), preferably sodiumhexametaphosphate or penta-sodiumtriphosphate, and a dust preventing agent.

Abstract translation: 一种用于染色或印刷天然或再生纤维素纤维材料的染料组合物，由20至70重量％的C.I. 活性蓝19（钠盐），蒽醌-2-磺酸（钠盐），萘磺酸与甲醛（钠盐）的缩合产物，缩合磷酸盐（钠盐），优选六偏磷酸钠或五 - 三磷酸钠的缩合产物，以及 防尘剂。

公开(公告)号：US4033980A

公开(公告)日：1977-07-05

申请号：US281790

申请日：1972-08-18

Applicant: Fritz Meininger ,  Klaus Hunger ,  Hartmut Springer

Inventor： Fritz Meininger ,  Klaus Hunger ,  Hartmut Springer

IPC: C09B47/26 ,  C09B62/457 ,  C09B47/04

CPC classification number: C09B62/457 ,  C09B47/26

Abstract: 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.

Abstract translation: 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。

公开(公告)号：US4000966A

公开(公告)日：1977-01-04

申请号：US407205

申请日：1973-10-17

Applicant: Fritz Meininger ,  Ludwig Schlafer ,  Maria Kallay

Inventor： Fritz Meininger ,  Ludwig Schlafer ,  Maria Kallay

IPC: C09B62/515 ,  D06P3/66 ,  D06P3/00

CPC classification number: D06P3/666 ,  C09B62/515 ,  D06P3/66 ,  Y10S8/918

Abstract: Process for the manufacture of fast dyeings or prints on fibrous materials containing cellulose wherein metal containing reactive dyestuffs of the general formula ##SPC1##In whichM represents a cobalt or chromium atom,R represents a hydrogen atom, a halogen atom, a nitro, acetyl-amino,amino, or lower alkyl or alkoxy group containing from 1 to 4 carbon atoms,R' represents a hydrogen atom or an alkyl radical containing from 1 to 4 carbon atoms,R" represents a hydrogen atom, an alkyl radical containing from 1 to 4 carbon atoms or a phenyl rest which may be substituted andn is zero or the integer 1 andX represents the vinyl group or the radical of formula --CH.sub.2 --CH.sub.2 --Y in which Y represents a halogen atom, a sulfuric acid ester, thiosulfuric acid ester, phosphoric acid ester, dimethyl amino or diethyl amino group,Are applied onto the said fibrous materials and are fixed at a temperature within the range of from 0.degree. to 200.degree. C, preferably from 15.degree. and 150.degree. C by means of alkaline agents and heating, and in the case X being CH.sub.2 =CH-- the alkaline agent is not necessary, the said dyestuffs giving navy-blue and grey to black-brown printing designs and dyeings of very good fastness properties as to washing and to boiling soda and being distinguished by the constancy of their shade in the various dyeing and printing processes which have previously been proposed.

公开(公告)号：US3966704A

公开(公告)日：1976-06-29

申请号：US409813

申请日：1973-10-26

Applicant: Fritz Meininger ,  Klaus Hunger ,  Hartmut Springer

Inventor： Fritz Meininger ,  Klaus Hunger ,  Hartmut Springer

IPC: C09B62/515 ,  C09B45/18 ,  C09B45/32 ,  D06P3/60

CPC classification number: C09B62/515

Abstract: 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.

Abstract translation: 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。