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    • 11. 发明授权
    • Water-soluble triphendioxazine compounds
    • US4785098A
    • 1988-11-15
    • US756770
    • 1985-07-18
    • Hermann FuchsHartmut SpringerGunther Schwaiger
    • Hermann FuchsHartmut SpringerGunther Schwaiger
    • C09B19/02C09B62/503C09B19/00
    • C09B62/5033
    • Triphendioxazine compounds, which are suitable as fiber-reactive dyestuffs, of the general formula (1) ##STR1## in which R.sup.1 and R.sup.2 are each a hydrogen atom, an optionally substituted alkyl group with 1 to 8 carbon atoms, the substituents being, for example, sulfo, sulfato, carboxy and optionally substituted alkylamino and dialkylamino groups, or a cycloalkyl group which can optionally be substituted by methyl and/or amino, alkanoylamino or benzoylamino, or an optionally substituted phenyl radical, the substituents of which are, for example, sulfo, carboxy, halogen, alkyl with 1 to 4 carbon atoms, alkoxy with 1 to 4 carbon atoms, nitro and .beta.-sulfatoethylsulfonyl, or a naphthyl radical which can be substituted by 1, 2 or 3 sulfo groups and/or a fiber-reactive group of the vinylsulfone series, or in which R.sup.1 and R.sup.2, together with the nitrogen atom, can form a heterocyclic radical, and in which the benzene nuclei A can be substituted by 1 or 2 substituents from the group comprising alkyl with 1 to 6 carbon atoms, alkoxy with 1 to 5 carbon atoms, halogen, carboxyl and sulfo, the two radicals X.sup.1 and X.sup.2 are identical to one another or different from one another and are a hydrogen atom, a halogen atom, a cycloalkyl group, an aralkoxy group, an alkoxy group, an aryloxy group, an alkyl group, an aryl group, an aralkyl group or a cyano, carboxy, carbalkoxy, mono- or di-alkylcarbamoyl, arylarylcarbamoyl, alkanoylamino or aroylamino group, and Y represents the vinyl group or ethyl group which contains, in the .beta.-position, a substituent which can be eliminated by an alkali, or is the .beta.-hydroxyethyl group, and M represents a hydrogen atom or an alkali metal or the equivalent of an alkaline earth metal, and the compound (1) contains at least one sulfo or sulfato group.The compounds (1) are used for dyeing material containing hydroxy and/or carboxamide groups, in particular fiber material, such as cellulose fiber material and wool, on which they give deep blue dyeings.
    • 12. 发明授权
    • Fiber-reactive dyes which contain a ureidoalkylene group
    • 含有脲基亚烷基的纤维反应性染料
    • US5278292A
    • 1994-01-11
    • US915840
    • 1992-07-17
    • Hartmut SpringerRolf GleissnerGunther Schwaiger
    • Hartmut SpringerRolf GleissnerGunther Schwaiger
    • C09B62/503D06P1/384C09B43/124
    • C09B62/503
    • Water-soluble fiber-reactive dyes are described conforming to the below-indicated formula (1) which are capable of dyeing hydroxyl- and/or carboxamido-containing material, in particular fiber material, such as wool and in particular cellulose fiber materials, in strong, fast shades. ##STR1## in which F is the radical of a monoazo, polyazo, metal complex azo, anthraquinone, phthalocyanine, triphenoldioxazine, azomethine, dioxazine, phenazine, stilbene, triphenylmethane, xanthene, formazan, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone or perylenetetracarbimide dye;R.sup.x is hydrogen or alkyl of 1 to 4 carbon atoms;R is hydrogen, sulfo, carboxyl, alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms or chlorine;w is 1, 2, 3 or 4;Y is vinyl or an ethyl group which contains in the .beta.-position a substituent which is eliminable by alkali to form a vinyl group;n is 1 or 2.
    • PCT No.PCT / EP91 / 00041 Sec。 371日期:1992年7月17日 102(e)日期1992年7月17日PCT 1991年1月14日PCT PCT。 公开号WO91 / 10709 日本1991年7月25日。水溶性纤维活性染料被描述为符合下述式(1),其能够染色含羟基和/或羧酰氨基的材料,特别是纤维材料,例如羊毛和 特别是纤维素纤维材料,强烈,快速的色调。 (*化学结构*)(1)其中F是单偶氮,多偶氮,金属络合物偶氮,蒽醌,酞菁,三噌二恶嗪,偶氮甲碱,二恶嗪,吩嗪,二苯乙烯,三苯甲烷,呫吨,甲an,噻吨酮,硝基芳基,萘醌 ,芘醌或苝四碳酰亚胺染料; Rx是氢或1至4个碳原子的烷基; R是氢,磺基,羧基,1至4个碳原子的烷基,1至4个碳原子的烷氧基或氯; w为1,2,3或4; Y是乙烯基或在(β)位上含有取代基的乙基,该取代基可被碱消除以形成乙烯基; n为1或2。
    • 13. 发明授权
    • Precursors for synthesis of triphendioxazine dyestuffs
    • 合成三苯并二恶嗪染料的前体
    • US4895954A
    • 1990-01-23
    • US263733
    • 1988-10-28
    • Gunther SchwaigerHartmut SpringerWalter Helmling
    • Gunther SchwaigerHartmut SpringerWalter Helmling
    • C07D249/18C07D498/04C09B19/02C09B62/503D06P1/38
    • C07D498/04C09B62/5033
    • Water-soluble triphendioxazine compounds which have fiber-reactive properties as dyestuffs, which afford deep and fast dyeings on fiber materials, such as wool and, in particular, cellulose, and which correspond to the formula (1) ##STR1## in which: n is the number 0 or 1;Y is the vinyl group or an ethyl group containing, in .beta.-position, a substituent which can be eliminated by means of an alkali;Q.sup.1 and Q.sup.2 both represent a benzotriazole radical which can also be additionally substituted in the benzene nucleus by alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, halogen, carboxy or sulfo;B is --O--, --S--, --NH-- or --N(R')-- wherein R' is optionally substituted alkyl having 1 to 6 carbon atoms;W.sup.1 and W.sup.2 both represent a divalent, optionally substituted aliphatic, cycloaliphatic, aliphatic-cycloaliphatic, araliphatic or aromatic-carbocyclic radical, it being possible for the aliphatic radicals to be interrupted by hetero groups --O--, --S--, --SO.sub.2 --, --CO--, 1,4-piperidino, --NH-- and/or --N(R.sup.o)-- in which R.sup.o is optionally substituted alkyl having 1 to 6 carbon atoms or alkanoyl having 2 to 5 carbon atoms, and/or for aliphatic and aryl radicals to be attached to one another through such a hetero group;R is hydrogen, alkyl having 1 to 6 carbon atoms, alkoxy having 1 to 6 carbon atoms, halogen, carboxyl or sulfo;E is hydrogen, sulfo, carboxyl, a group --SO.sub.2 --Y as defined above or an optionally substituted sulfonamide group; andX.sup.1 and X.sup.2 are both hydrogen or halogen, cycloalkyl, alkoxy, aryloxy, aryl or another substituent;and at least one carboxy, sulfo or sulfato group is present in the molecule (1),and pre-products of those triphendioxazine compounds, of the general formula ##STR2## in which K is an amino or nitro group, Y' is .beta.-hydroxyethyl or defined as for Y, W has one of the meanings of W.sup.1, and E' is hydrogen, sulfo, carboxy or a group of the formula --SO.sub.2 --Y' defined above, or an optionally substituted sulfonamide group, and R, B and R* have the above meanings.
    • 14. 发明授权
    • Water-soluble triphendioxazine compounds and sulfonyl-containing
precursors thereof, processes for the preparation thereof and use of
the triphendioxazines as dyes
    • 水溶性三苯并二恶嗪化合物及其含磺酰基前体,其制备方法和使用三苯并恶嗪作为染料
    • US4774333A
    • 1988-09-27
    • US13974
    • 1987-02-12
    • Hartmut SpringerWalter HelmlingGunther Schwaiger
    • Hartmut SpringerWalter HelmlingGunther Schwaiger
    • C09B19/00C07C67/00C07C313/00C07C315/04C07C317/22C07C317/36C07C319/20C07C323/65C07D498/04C09B62/503D06P1/384D06P3/66
    • C09B62/5033
    • Water-soluble triphendioxazine compounds having fiber-reactive dye properties conforming to the general formula ##STR1## where: B is --O-- or --S-- or --NH-- or (C.sub.1 -C.sub.6)-alkylamino;R* is hydrogen or optionally substituted alkyl or aryl;W and W.sup.1 are each a bivalent, aliphatic or optionally alkyl-substituted cycloaliphatic or aliphatic-cycloaliphatic radical, which aliphatic radicals can be interrupted by --O--, --S--, sulfonyl, carbonyl, 1,4-piperidino, amino, alkylamino and/or alkanoylamino groups, orthe grouping --B--W.sup.1 --N(R*) and/or --N(R*)--W--B-- each represent the bivalent radical of a five- or six-membered saturated heterocycle which contains two nitrogen atoms, orthe grouping --B--W.sup.1 -- and/or --W--B-- each represent the bivalent radical of a five- or six-membered saturated heterocycle which contains two nitrogen atoms and which is bonded by one of the two nitrogen atoms via an alkylene group of 2 to 4 carbon atoms to the grouping --N(R*)--CO--G.sup.1 -- or --G--CO--A--N(R*);G and G.sup.1 are each a direct bond or a (C.sub.1 -C.sub.8)-alkylene or aliphatic-cycloaliphatic or cycloaliphatic radical;M is hydrogen, alkali metal or alkaline earth metal;X.sup.1 and X.sup.2 are each hydrogen, halogen, alkyl, alkoxy, aryloxy or optionally substituted aryl;Y is vinyl or ethyl having an alkali-eliminable substituent in the .beta.-position.The triphendioxazine compounds serves as dyes for carboxamido-containing fiber materials and hydroxyl-containing fiber materials.
    • 具有符合通式的纤维反应性染料性质的水溶性三苯并二恶嗪化合物,其中:B为-O-或-S-或-NH-或(C 1 -C 6) - 烷基氨基; R *是氢或任选取代的烷基或芳基; W和W1各自是二价,脂族或任选的烷基取代的脂环族或脂族 - 脂环族基团,脂族基团可以被-O - , - S-,磺酰基,羰基,1,4-哌啶子基,氨基,烷基氨基和 /或烷酰基氨基,或分组-B-W1-N(R *)和/或-N(R *)-WB-各自表示含有两个氮原子的五元或六元饱和杂环的二价基团 ,或分组-B-W1-和/或-WB-各自表示五或六元饱和杂环的二价基团,其含有两个氮原子,并且其通过亚烷基与两个氮原子之一键合 (R *)-CO-G1-或-G-CO-AN(R *)的2至4个碳原子; G和G1各自是直接键或(C1-C8) - 亚烷基或脂族 - 脂环族或脂环族基; M是氢,碱金属或碱土金属; X 1和X 2各自为氢,卤素,烷基,烷氧基,芳氧基或任选取代的芳基; Y是在β-位具有碱可消除取代基的乙烯基或乙基。 三苯并二恶嗪化合物用作含甲酰胺的纤维材料和含羟基纤维材料的染料。
    • 16. 发明授权
    • Water-soluble fiber-reactive dyes and preparation and use thereof
    • 水溶性纤维活性染料及其制备及应用
    • US5166338A
    • 1992-11-24
    • US654873
    • 1991-02-13
    • Holger M. BuchJosef GeisenbergerHartmut Springer
    • Holger M. BuchJosef GeisenbergerHartmut Springer
    • C09B62/503
    • C09B62/503
    • Anthraquinone, phthalocyanine, formazan, azomethine, dioxazine, phenazine, triphenylmethane, xanthene, thioxanthone, nitroaryl, naphthoquinone, pyrenequinone and perylenetetracarbimide dyes which contain one or two groups of the general formula ##STR1## where Y is vinyl or an ethyl group which contains in a .beta.-position a substituent which is eliminable by means of alkali to form a vinyl group, and W is a direct bond or a group of the general formula ##STR2## where M is a hydrogen atom or an alkali metal and n is zero, 1 or 2. The dyes have very good fiber-reactive properties and are advantageously suitable for dyeing carboxamino- and/or hydroxy-containing material, for example wool, in particular cellulose fiber materials; on these materials they produce strong fast shades in a high degree of fixation.
    • 蒽醌,酞菁,甲an,偶氮甲碱,二恶嗪,吩嗪,三苯甲烷,呫吨,噻吨酮,硝基芳基,萘醌,芘醌和苝醌四酰亚胺染料,其含有一个或两个通式为“IMAGE”的基团,其中Y是乙烯基或含有 β位,可通过碱可以除去形成乙烯基的取代基,W是直接键或通式为“IMAGE”的基团,其中M是氢原子或碱金属,n是0, 染料具有非常好的纤维反应性,并且有利地适用于染色含羧基氨基和/或羟基的材料,例如羊毛,特别是纤维素纤维材料; 在这些材料上,它们在高度的固定下产生强烈的快速色调。
    • 17. 发明授权
    • Water-soluble disazo compounds containing 3-carboxy or
3-carbamoylpyridium-s-triazinyl groups and fiber-reactive groups of the
vinyl sulfone series suitable as dyestuffs
    • 含有3-羧基或3-氨基甲酰基吡啶-s-三嗪基的水溶性双偶氮化合物和适合作为染料的乙烯基砜系列的纤维反应性基团
    • US4845202A
    • 1989-07-04
    • US113528
    • 1987-10-23
    • Ludwig SchlaferHartmut SpringerReinhard Hahnle
    • Ludwig SchlaferHartmut SpringerReinhard Hahnle
    • C09B62/09C09B62/44C09B62/513D06P1/38D06P3/872
    • C09B62/4415
    • Water-soluble disazo compounds having useful fiber-reactive dye properties, which conform to the general formula (1) defined hereinafter and dye carboxamido- and/or hydroxy-containing materials in fast shades. Fast dyeings on cellulose fiber materials can also be obtained in a weakly acid to neutral pH range, for example together with disperse dyes for dyeing a polyester fiber portion. ##STR1## in which: A is phenylene which may be substituted by methyl, ethyl, methoxy, chlorine or sulfo, or is a radical of the formula ##STR2## in which G is a direct bond or a group of the formula --CH.dbd.CH-- or --NH--CO--NH-- and R.sup.1 and R.sup.2 are each independently of the other hydrogen, sulfo, methyl, ethyl, methoxy or ethoxy;D is phenylene which may be substituted by methyl, ethyl, methoxy, ethoxy, sulfo, carboxy, chlorine or bromine, or is naphthalene which may be substituted by sulfo or is a group of the formula ##STR3## and K, as a radical of a coupling component, is a radical of the formula ##STR4## in which M is hydrogen or an alkali metal and R.sup.o is hydrogen or sulfo and the free azo-bond in the amino-naphthol radical is ortho to the hydroxy group, R* is hydrogen, methyl or ethyl and the benzene nucleus a can be substituted by methyl, ethyl, methoxy, ethoxy lower alkanoylamino, benzoylamino, ureido or chlorine;X is vinyl, .beta.-sulfatoethyl or .beta.-chloroethyl;R is carboxy or carbamoyl.
    • 具有适用于纤维反应性染料性质的水溶性双偶氮化合物,其符合下文定义的通式(1),并以快速色调染料甲酰胺基和/或羟基的材料。 纤维素纤维材料上的快速染色也可以在弱酸性至中性pH范围内获得,例如与用于染色聚酯纤维部分的分散染料一起获得。 (1)其中:A是可以被甲基,乙基,甲氧基,氯或磺基取代的亚苯基,或者是其中G是直接键的式“IMAGE”的基团或式 -CH = CH-或-NH-CO-NH-,R 1和R 2各自独立地为氢,磺基,甲基,乙基,甲氧基或乙氧基; D是可以被甲基,乙基,甲氧基,乙氧基,磺基,羧基,氯或溴取代的亚苯基,或者是可以被磺基取代的萘或者是作为式 偶联组分是式(I)的基团,其中M是氢或碱金属,而R o是氢或磺基,氨基萘酚基中的游离的偶氮键是羟基的邻位,R *是 氢,甲基或乙基,苯核a可被甲基,乙基,甲氧基,乙氧基低级烷酰氨基,苯甲酰氨基,脲基或氯取代; X是乙烯基,β-磺基乙基或β-氯乙基; R是羧基或氨基甲酰基。
    • 18. 发明授权
    • Water-soluble Azo compounds containing fiber-reactive groups and having
a sulfo-naphthol coupling component with a triazinylamino substituent
suitable as dyestuffs
    • 含有纤维反应性基团并具有磺基萘酚偶合组分的水溶性偶氮化合物,其具有适合作为染料的三嗪基氨基取代基
    • US4757136A
    • 1988-07-12
    • US913534
    • 1986-09-30
    • Hartmut SpringerMichael KunzeMarcos SegalWerner H. Russ
    • Hartmut SpringerMichael KunzeMarcos SegalWerner H. Russ
    • C07D251/52C07D251/70C09B62/51D06P1/384D06P3/10D06P3/66
    • C09B62/51
    • Water-soluble azo compounds having fiber-reactive dye properties conforming to the formula ##STR1## in which D denotes a benzene or naphthalene ring;R.sup.1 denotes hydrogen, alkyl, alkoxy, sulfo or carboxy;R.sup.2 denotes hydrogen, alkyl, alkoxy, sulfo, carboxy, substituted or unsubstituted aryl, hydroxy, nitro or halogen;R denotes hydrogen or substituted or unsubstituted alkyl;A denotes hydroxy, substituted or unsubstituted alkoxy or aryloxy, thio, substituted or unsubstituted alkylthioether or arylthioether or an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series;B hydroxy, optionally substituted alkoxy or aryloxy, thio, optionally substituted alkylthioether or arylthioether or an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series;M denotes hydrogen, alkali or alkaline earth;m denotes the number 1 or 2;n denotes the number 0 or 1;p denotes the number 0, 1 or 2;y denotes .beta.-thiosulfatoethyl, .beta.-phosphatoethyl, .beta.-chloroethyl, vinyl or .beta.-sulfatoethyl;the group --SO.sub.2 --Y is bonded to A or D or to both; or in which:A is chlorine or bromine,B is an optionally monosubstituted or disubstituted amino group having substituents from the aliphatic and aromatic and the acylamide series,m denotes the number 1 and the group --SO.sub.2 Y is bonded to D andD, R.sup.1, R.sup.2, R, M, n, p and Y have the above meanings.The new azo compounds dye fiber materials, such as wool and in particular cellulose, in strong and fast shades.
    • 具有符合式(1)< IMAGE>的式(1)的具有纤维反应性染料性质的水溶性偶氮化合物,其中D表示苯或萘环; R1表示氢,烷基,烷氧基,磺基或羧基; R 2表示氢,烷基,烷氧基,磺基,羧基,取代或未取代的芳基,羟基,硝基或卤素; R表示氢或取代或未取代的烷基; A表示羟基,取代或未取代的烷氧基或芳氧基,硫代,取代或未取代的烷基硫醚或芳基硫醚或任选具有脂族和芳族和酰基酰胺系列取代基的单取代或二取代的氨基; B羟基,任选取代的烷氧基或芳氧基,硫代,任选取代的烷基硫醚或芳硫醚或具有脂族和芳族和酰基酰胺系列取代基的任选单取代或二取代的氨基; M表示氢,碱或碱土; m表示数字1或2; n表示数字0或1; p表示数字0,1或2; y表示β-硫代硫代乙基,β-磷酰乙基,β-氯乙基,乙烯基或β-磺基乙基; 基团-SO 2 -Y键合到A或D或两者; 或其中:A为氯或溴,B为任选具有脂族和芳族和酰基酰胺系列取代基的单取代或二取代的氨基,m表示数1,基团-SO 2 Y与D键合,D, R2,R,M,n,p和Y具有上述含义。 新的偶氮化合物染料纤维材料,如羊毛,特别是纤维素,具有强烈和快速的色调。
    • 20. 发明授权
    • Phthalocyanine dyestuffs and process for preparing them
    • 酞菁染料及其制备方法
    • US4033980A
    • 1977-07-05
    • US281790
    • 1972-08-18
    • Fritz MeiningerKlaus HungerHartmut Springer
    • Fritz MeiningerKlaus HungerHartmut Springer
    • C09B47/26C09B62/457C09B47/04
    • C09B62/457C09B47/26
    • 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.
    • 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。