公开(公告)号：US5015732A

公开(公告)日：1991-05-14

申请号：US180708

申请日：1988-03-29

Applicant: Fritz Meininger

Inventor： Fritz Meininger

IPC: C09B45/18 ,  C09B62/44 ,  C09B62/477 ,  C09B62/515

CPC classification number: C09B62/4416

Abstract: Water-soluble copper complex monoazo compounds of the general formula (1) ##STR1## in which D denotes the radical of a diazo component of the benzene or naphthalene series with the oxy group in the ortho-position relative to the azo bridge, K denotes the radical of a coupling component of the benzene, naphthalene, pyridone or pyrazolone series with the phenolic or enolic oxy group in ortho-position relative to the azo group, R denotes hydrogen or alkyl of 1 to 4 C atoms, Y denotes the radical of the formula --NH--, --N(lower alkyl)-- or --CH.sub.2 --, n represents the number zero or 1, Z denotes the vinyl, .beta.-acetoxyethyl, .beta.-thiosulfatoethyl, .beta.-chloroethyl or .beta.-sulfatoethyl group and X denotes a radical of the general formula (2a), (2b) or (2c) ##STR2## in which R.sup.1 is an optionally substituted alkyl radical, an optionally substituted aryl radical or an optionally substituted heteroaromatic radical, R.sup.2 is a hydrogen or an optionally substituted alkyl radical or a cycloaliphatic radical and R.sup.3 is a hydrogen atom or an optionally substituted alkyl radical or an optionally substituted aryl radical, or R.sup.2 and R.sup.3, together with the nitrogen atom, form a heterocyclic saturated ring which may contain a further hetero atom, and in which the groups of the formulae (3) and (4) ##STR3## in which R, X, Y, Z and n have the abovementioned meaning, are bonded to the radical D and the radical K, either separately from one another or simultaneously to D or K. The new compounds have valuable fiber-reactive dyestuff properties and dye, for example, cellulose fiber materials and polyamide fiber materials, in fast, deep shades.

Abstract translation: 通式（1）的水溶性铜络合物单偶氮化合物（1）其中D表示相对于偶氮桥在邻位具有氧基的苯或萘系的重氮组分的基团 ，K表示苯，萘，吡啶酮或吡唑啉酮与苯酚或烯氧基相邻偶氮基邻位的偶联成分基团，R表示氢或1-4个碳原子的烷基，Y表示 式-NH-，-N（低级烷基） - 或-CH 2 - 的基团，n表示数字0或1，Z表示乙烯基，β-乙酰氧基乙基，β-硫代硫代乙基，β-氯乙基或β-磺基乙基 并且X表示通式（2a），（2b）或（2c）的基团，其中R1是任选取代的烷基，任选取代的芳基或任选取代的杂芳族基，R 2是氢或 任选取代的烷基或脂环族基 R 3是氢原子或任选取代的烷基或任选取代的芳基，或者R 2和R 3与氮原子一起形成可含有另外的杂原子的杂环饱和环，并且其中 其中R，X，Y，Z和n具有上述含义的式（3）和（4）分别与基团D和基团K键合，或者与D或K 新化合物具有有价值的纤维反应性染料性能和染料，如纤维素纤维材料和聚酰胺纤维材料，速度快，深度浅。

公开(公告)号：US4760134A

公开(公告)日：1988-07-26

申请号：US770341

申请日：1985-08-28

Applicant: Anthony J. Corso ,  Fritz Meininger ,  Hans H. Steuernagel

Inventor： Anthony J. Corso ,  Fritz Meininger ,  Hans H. Steuernagel

IPC: C09B62/515 ,  C09B45/08 ,  C09B45/28

CPC classification number: C09B62/515

Abstract: This invention is that of an improved process for preparing 1:1 copper complex disazo compounds which comprises treating a disazo compound of the following general formula (2): ##STR1## wherein: M is hydrogen or the equivalent monovalent or divalent metal andY is the vinyl group or CH.sub.2 --CH.sub.2 --Z wherein Z is a radical that can be eliminated by an alkaline agentwith a copper donor at a temperature from about 70.degree. to about 130.degree. C. and at a pH from about 3 to about 6. The compounds of the process of the invention are used as dyestuffs.

Abstract translation: 本发明是制备1：1铜络合物双偶氮化合物的改进方法，其包括处理下列通式（2）的双偶氮化合物：其中：M为氢或相当的一价或二价金属 并且Y是乙烯基或CH 2 -CH 2 -Z，其中Z是在约70℃至约130℃的温度下可以由铜供体在碱性试剂中除去的基团，并且在约3至约3至约3 本发明方法的化合物用作染料。

公开(公告)号：US4730038A

公开(公告)日：1988-03-08

申请号：US811303

申请日：1985-12-16

Applicant: Fritz Meininger ,  Ernst Hoyer ,  Rudolf Fass

Inventor： Fritz Meininger ,  Ernst Hoyer ,  Rudolf Fass

IPC: C09B62/513 ,  C07C245/10 ,  C07C303/22 ,  C09B62/09 ,  C09B62/44 ,  D06P1/382 ,  D06P1/384

CPC classification number: C09B62/09 ,  C09B62/4415

Abstract: Water-soluble disazo compounds having fiber-reactive dyestuff properties of the general formula (1) ##STR1## in which D.sub.1 and D.sub.2 are identical or different and each represents a phenyl radical or a naphthyl radical, both of which are substituted by a group of the formula moiety Y or formula moiety Z defined below and can additionally be substituted by one or two substituents from the group comprising sulfo, chlorine, bromine, lower alkyl and lower alkoxy, Z is a group of the formula (2a), (2b), (2c), (2d), (2e) or (2f) ##STR2## in which R denotes an alkyl group having 1 to 4 C atoms and X denotes a chlorine atom, the acetoxy group, the thiosulfate group, the phosphate group or the sulfato group; Y is a radical of the formula (3) ##STR3## in which R.sup.1 and R.sup.2 are identical to or different from one another and each denotes hydrogen or alkyl having 1 to 4 C atoms, and A is hydrogen or an optionally substituted alkyl group having 1 to 6 C atoms or a radical of the formula (4)--B--Z (4)in which B is the phenylene radical or a naphthylene radical, both of which can be substituted by one or two substituents chosen from the set comprising a sulfo group, a chlorine atom, one or two methyl or ethyl groups and one or two methoxy or ethoxy groups, and Z has the abovementioned meaning; n is the number 1 or 2 and m is the number zero or 1, and the sum (m+n) is equal to 2, and M denotes hydrogen or the equivalent of a metal, preferably sodium or potassium; the compounds of the general formula (1) must contain at least three radicals selected from those of formulae (2a) to (2f) defined above and from the group of formula ##STR4## The compounds of the general formula (1) produce, for example on cellulose fiber materials, wool and synthetic polyamide fiber materials, fast and intensely colored, navy to black dyeings and prints.

公开(公告)号：US4707545A

公开(公告)日：1987-11-17

申请号：US801751

申请日：1985-11-26

Applicant: Fritz Meininger ,  Ludwig Schlafer

Inventor： Fritz Meininger ,  Ludwig Schlafer

IPC: C09B62/02 ,  C09B62/44 ,  C09B69/02 ,  C09B43/00 ,  C09B46/00 ,  C09B62/00 ,  C09B62/503

CPC classification number: C09B62/4401 ,  C09B62/02 ,  C09B69/02

Abstract: Lithium salts of anionic dyes are prepared by first converting another salt of this anionic dye in aqueous solution or suspension by means of a compound which releases calcium ions into the water-insoluble or sparingly water-soluble calcium salt of the dye, which is separated from the aqueous medium and is then converted to an aqueous suspension by treatment with lithium sulfate or lithium hydrogensulfate or a mixture thereof in an equivalent amount of each or in an excess of up to 10% into its lithium salt.

Abstract translation: 阴离子染料的锂盐通过首先通过将钙离子释放到染料的水不溶性或微水溶性钙盐中的化合物，首先在水溶液或悬浮液中转化该阴离子染料的另一种盐， 水性介质，然后通过用硫酸锂或硫酸氢锂或其混合物以相等量的量或最多达10％的量加入其锂盐中而转化成水性悬浮液。

公开(公告)号：US4622390A

公开(公告)日：1986-11-11

申请号：US774171

申请日：1985-09-09

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

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

IPC: C09B62/513 ,  C09B62/09 ,  C09B62/44 ,  D06P1/38 ,  C09B62/453 ,  C09B62/533 ,  D06P1/382

CPC classification number: C09B62/09 ,  C09B62/4415

Abstract: Water-soluble disazo dyestuffs of the formula ##STR1## which contain a 1-amino-8-naphthol-3,6- or -4,6-disulfonic acid moiety as a bivalent coupling component and which contain diazo components with fibre-reactive groups characterized by the inclusion of one or two chloro-triazinyl groups and one or two of the six groups defined by the substituent Z, namely, ##STR2## each of which are connected to the benzene moiety of the diazo component; the chloro-triazinyl group is further substituted by a substituted or unsubstituted phenylamino or substituted or unsubstituted naphthylamino group, a substitutent of which may be one of the six groups defined by the Z substituent; if there is only one chloro-triazinyl group in the compound, then the diazo component is also substituted by one of the Z substituents; these compounds are dyestuffs which exhibit a good fixation degree of the dyestuffs in fabrics.

Abstract translation: 含有作为二价偶联组分的1-氨基-8-萘酚-3,6-或-4,6-二磺酸部分并含有具有纤维反应性基团的重氮组分的式“IMAGE”的水溶性双偶氮染料 其特征在于包含一个或两个氯 - 三嗪基和由取代基Z限定的六个基团中的一个或两个，即，＆lt; IMAGE＆gt; CH2SO2CH2CH2OSO3H; SO2CHCH2; + TR＆lt; IMAGE＆gt;各自与重氮组分的苯部分相连; 氯代三嗪基进一步被取代或未取代的苯基氨基或取代或未取代的萘基氨基取代，其取代基可以是由Z取代基限定的六个基团之一; 如果化合物中只有一个氯三嗪基，则重氮组分也被Z取代基之一取代; 这些化合物是在织物中表现出良好的染料固着度的染料。

公开(公告)号：US4492654A

公开(公告)日：1985-01-08

申请号：US515442

申请日：1983-07-20

Applicant: Ernst Hoyer ,  Folker Kohlhaas ,  Fritz Meininger

Inventor： Ernst Hoyer ,  Folker Kohlhaas ,  Fritz Meininger

IPC: C09B33/10 ,  C09B62/513 ,  D06P1/384 ,  D06P3/32 ,  C09B33/02 ,  C09B31/02

CPC classification number: C09B62/513

Abstract: Disazo compounds corresponding to the general formula (1) ##STR1## as well as their metal salts, in which D.sub.1 denotes the benzene or naphthalene nucleus, which can be further substituted by one or two substituents from the group of fluorine, chlorine, bromine, carboxy, lower alkyl, lower alkoxy and nitro and/or one, two or three sulfo groups, D.sub.2 is the benzene or naphthalene nucleus, which is substituted by the substituent X defined below and, in addition to the group --SO.sub.2 --Y, can be further substituted by one or two substituents from the group of carboxy, lower alkyl and lower alkoxy and/or by one substituent from the group of fluorine, chlorine, bromine and nitro and/or one, two or three sulfo groups, X denotes a fluorine, chlorine or bromine atom, which is necessarily bonded to D.sub.2 in ortho-position to the azo group, Y denotes the vinyl, .beta.-sulfatoethyl, .beta.-chloroethyl, .beta.-thiosulfatoethyl or a .beta.-acyloxyethyl group with the acyl radical of a lower alkanecarboxylic acid or of a benzoic acid or of a benzenesulfonic acid, and a and b each represent the number zero or 1, the sum of (a+b) being equal to 1 or 2. These compounds (1) are very suitable as fiber-reactive dyes for dyeing, for example natural or regenerated cellulose fiber, wool or synthetic polyamide fibers. They give on these materials intense dyeings and prints of good fastness properties, and are distinguished, in particular, by a good stability to copper ions, when used in printing processes.

Abstract translation: 对应于通式（1）的双偶氮化合物（1）及其金属盐，其中D1表示苯或萘核，其可以进一步被氟，氯的一个或两个取代基取代 ，溴，羧基，低级烷基，低级烷氧基和硝基和/或一个，两个或三个磺基，D2是苯或萘核，其被下面定义的取代基X取代，并且除了-SO 2 - Y可以进一步被一个或两个来自羧基，低级烷基和低级烷氧基的取代基和/或由氟，氯，溴和硝基和/或一个，两个或三个磺基组中的一个取代基取代， X表示氟原子，氯原子或溴原子，其与偶氮基的邻位必须与D2结合，Y表示乙烯基，β-磺基乙基，β-氯乙基，β-硫代乙酰基乙基或β-酰氧基乙基，与酰基 低级链烷羧酸的自由基 或苯甲酸或苯磺酸，a和b各自表示数字0或1，（a + b）之和等于1或2.这些化合物（1）非常适合作为纤维反应性 用于染色的染料，例如天然或再生纤维素纤维，羊毛或合成聚酰胺纤维。 它们赋予这些材料强烈的染色和良好的牢度性质的印刷品，特别是当用于印刷工艺时，特别是对铜离子具有良好的稳定性。

公开(公告)号：US4430259A

公开(公告)日：1984-02-07

申请号：US318112

申请日：1981-11-04

Applicant: Peter Mischke ,  Hermann Fuchs ,  Fritz Meininger

Inventor： Peter Mischke ,  Hermann Fuchs ,  Fritz Meininger

IPC: C09B62/453 ,  C09B62/513 ,  C09B62/533 ,  D06P1/38 ,  D06P3/10

CPC classification number: C09B62/453 ,  C09B62/513

Abstract: Water-soluble disazo compounds, which can be used as fiber reactive dyestuffs and correspond to the general formula ##STR1## in which Y is vinyl or --CH.sub.2 --CH.sub.2 --Z, Z being sulfato, phosphato, halogen or hydroxy;D is phenylene or phenylene substituted by 1 or 2 radicals selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, chlorine, bromine, fluorine, carboxy, nitro and sulfo, orD is naphthylene or naphthylene substituted by 1 or 2 radicals selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, chlorine, bromine, fluorine, carboxy and sulfo;E is 1,4-phenylene or 1,4-naphthylene, or 1,4-phenylene or 1,4-naphthylene substituted by 1 or 2 radicals selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, ureido, lower alkanoylamino, chlorine, bromine, carboxy and sulfo;A is ethylene of the formula --CH.sub.2 --CH.sub.2--, or ethyleneoxy of the formula--CH.sub.2 --CH.sub.2 --O--, or propylene of the formula --CH.sub.2 --CH.sub.2 --CH.sub.2 --, or is of the formula ##STR2## wherein X is hydroxy, lower alkanoylamino, halogen, sulfato or phosphato, or is ##STR3## M is hydrogen, a metal or the equivalent of a metal; R.sup.1 is hydrogen, lower alkyl, lower alkenyl or lower alkyl substituted by hydroxy or phenyl or by both, or is alkyl of from 2 to 4 carbon atoms substituted by acetoxy, propionyloxy or phenylsulfonyloxy, or is cyanoalkyl of from 2 to 4 carbon atoms in the alkyl, or is carboxyalkylene, carbonamidoalkylene or carbalkoxyalkylene, the alkyl or aklylene moiety being in each case of from 1 to 4 carbon atoms, or is halogenoethyl or a group of the formula --A--SO.sub.3 M, A and M being as defined above;R.sup.2 is hydrogen, lower alkyl, lower alkoxy, halogen, lower alkanoylamino, ureido or trifluoromethyl; andR.sup.3 is hydrogen, lower alkyl, lower alkoxy or halogen.These disazo compounds can be prepared in a manner which is in itself known by reacting the diazo and coupling components which are evident from the formula (1). They serve as dyestuffs for dyeing and printing fibers which contain hydroxyl and/or cabonamide groups, such as cellulose fibers, wool or synthetic polyamide fibers, or leathers.

公开(公告)号：US4323497A

公开(公告)日：1982-04-06

申请号：US956322

申请日：1978-10-31

Applicant: Ernst Hoyer ,  Fritz Meininger ,  Rudolf Fass

Inventor： Ernst Hoyer ,  Fritz Meininger ,  Rudolf Fass

IPC: C09B62/44 ,  C09B62/513 ,  D06P3/66 ,  C09B45/00 ,  C09B29/22

CPC classification number: C09B62/513 ,  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 bridge member bound to the amino groups of the coupling components and comprising two triazine radicals each containing a halogen atom, a sulfonic acid group or a thio ether or oxygen ether group or an amino group and the diazo components contain a fiber-reactive radical of the vinyl sulfone series. 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 a high tinctorial strength, a very good uptake from a long liquor, a good color- build up and good printing properties. 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。 两个部分通过结合到偶联组分的氨基的桥连构件彼此键合，并且包含两个各自含有卤素原子，磺酸基或硫醚或氧醚基或氨基的三嗪基， 重氮组分含有乙烯基砜系列的纤维反应性基团。 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。 它们的特征在于高着色力，从长酒中吸收很好，色泽良好，印刷性能好。 由此获得的染色具有高的加工牢度和使用性。

公开(公告)号：US4224024A

公开(公告)日：1980-09-23

申请号：US611881

申请日：1975-09-10

Applicant: Helmut Gies ,  Fritz Meininger

Inventor： Helmut Gies ,  Fritz Meininger

IPC: C09B62/78 ,  C09B69/00 ,  D06P1/384 ,  D06P3/66 ,  D06P1/06 ,  D06P1/10

CPC classification number: D06P3/66 ,  C09B69/007

Abstract: The invention is in a process for dyeing and printing fibrous materials containing hydroxy groups, in particular materials such as cotton, linen, hemp, regenerated cellulose and mixtures of these fibers together with polyester or polyamide fibers. The invention is based on the discovery that water-soluble organic dyestuffs containing at least one phosphonic acid mono-fluoride group corresponding in the acid form to the formula ##STR1## and containing at least one ionic water-solubilizing group, can be fixed reactively to the fibrous material containing hydroxy groups under alkaline conditions.The dyeings and prints obtained by the process of the invention have a very even shade and are obtained in high intensity and color depth. They are fast to light and alkali and are distinguished by a very high fastness to washing, even in the alkaline range and at elevated temperatures.

Abstract translation: 本发明是用于染色和印刷含有羟基的纤维材料的方法，特别是诸如棉，亚麻，大麻，再生纤维素的材料以及这些纤维与聚酯或聚酰胺纤维的混合物。 本发明基于以下发现：将含有至少一种酸式单氟化物基团的水溶性有机染料与酸式相对应，并且含有至少一个离子性水溶性基团可以反应性地固定于 在碱性条件下含有羟基的纤维材料。 通过本发明方法获得的染色和印花具有非常均匀的阴影，并且以高强度和颜色深度获得。 它们对光和碱都是快速的，并且具有非常高的耐洗牢度，即使在碱性范围和升高的温度下。

公开(公告)号：US4014865A

公开(公告)日：1977-03-29

申请号：US590576

申请日：1975-06-26

Applicant: Fritz Meininger ,  Ludwig Schlafer

Inventor： Fritz Meininger ,  Ludwig Schlafer

IPC: C09B29/36 ,  C09B62/51 ,  C09B29/38

CPC classification number: C09B62/51

Abstract: Monoazo compounds having in form of the free acid the formula ##STR1## in which R represents alkyl from 1 to 4 carbon atoms and X represents vinyl, .beta.-chloroethyl, .beta.-dialkylaminoethyl, .beta. -thiosulfatoethyl, .beta.-phosphatoethyl or .beta.-sulfatoethyl, said compounds representing dyestuffs being suitable for the dyeing and printing of native and synthetic nitrogen-containing fibers and being highly suitable for the dyeing or printing of cellulose fibers, yielding on said fibrous materials dyeings and prints of a rare and desired golden-yellowish tint of considerable tinctorial strength, excellent build-up and good to very good fastness properties.

Abstract translation: 其中R代表1-4个碳原子的烷基，X代表乙烯基，β-氯乙基，β-二烷基氨基乙基，β-硫代硫代乙基，β-磷酰乙基或β-磺基乙基乙酰基的游离酸形式的单偶氮化合物， 所述代表染料的化合物适用于染色和印刷天然和合成含氮纤维，并且非常适合于染色或印刷纤维素纤维，在所述纤维材料上产生稀有和期望的黄黄色色调的染色和印花 相当的着色强度，优异的积聚性和良好的牢度特性。