Process for dyeing and printing fibrous materials
    31.
    发明授权
    Process for dyeing and printing fibrous materials 失效
    用于染色和印刷纤维材料的方法

    公开(公告)号:US3468618A

    公开(公告)日:1969-09-23

    申请号:US3468618D

    申请日:1965-02-01

    Applicant: CIBA LTD

    Abstract: Fibrous materials are dyed or printed by treatment with an aqueous preparation containing (a) 1 : 2-chromium or 1 : 2-cobalt complexes of azo or azomethine dyestuffs which contain at least one -SO3H or -COOH group imparting solubility in water and do not form covalent bonds with the fibrous material or with aminoplants and (b) water-soluble or at least dispersible aminoplants and curing the treated material in the presence of an acidic catalyst. The fibrous materials may be leather or paper or fibres of glass, cellulose acetate, polyamide, polyurethane, polyacrylonitrile, polyester or especially cellulose fibres such as viscose rayon and cotton. The metal complexes (a) may be formed from 1 atom of metal and two molecules of the same dyectuff, one molecule each of two different dyestuffs or one molecule of dyestuff and one molecule of a colourless complex former. The dyes may contain one or more azo linkages or azomethine groups and the 1 : 2-metal complex preferably contains 2-4 -SO3H groups. The dyestuffs while containing no reactive groups (including acid amide groups) may be substituted with, for example, methyl, methoxy, ethoxy groups, aromatically bound hydroxyl groups or chlorine atoms. Specified complex-forming groups are o, o1-dihydroxyazomethine, o-carboxymethoxy-o1-hydroxyazo, o-carboxy-o1-hydroxyazo, o-carboxy-o1-aminoazo, o-hydroxy-o1-aminoaza and preferably, o, o1-dihydroxyazo groupings. The preferred dyestuffs have one azo linkage and may be prepared in the usual way by diazotising o-carboxy-amines or o-hydroxyamines of benzene or naphthalene and coupling with aminonaphthalenes, hydroxybenzenes, hydroxynaphthalenes, 2 : 4-dihydroxyquinolines, pyrazolones or barbituric acid capable of coupling vicinal to an amino, hydroxyl or enolisable keto group. Many aminoplants (b) are specified but those preferred are methylolureas and methylolmelamines which may be etherified with lower alcohols, e.g., methanol. The aqueous preparations may also contain a latex of a polymerization plastic especially polymers of ethylenically unsaturated monomers or water-insoluble aminoplants. A polyethylene emulsion is employed in the examples as a softener and many others are specified. Specified acidic catalysts are ammonium sulphate and chloride, diammonium phosphate, ethanolamine hydrochloride, zinc nitrate, zinc fluoborate and ammonium silicofluoride. The aqueous preparations may also contain wetting or dispersing agents, usual thickeners and hydrotropic agents. The preparations are preferably applied in a continuous manner e.g. by padding at 10-40 DEG C. or by roller printing. Curing may be effected at 120-180 DEG C. preferably with previous drying at below 100 DEG C. except in the case of viscose rayon where the impregnated material may be left in the moist state for 1-6 hours before dyeing and curing. According to the content of the aqueous preparations additional effects of crease and shrink resistance, permanent calender, water repellency and modified handle may be obtained simultaneously. The cured dyeings and prints may be soaped and rinsed. Examples of dyeing and printing cotton and viscose fabrics are given.

    1:2 metal complex dyes, their compositions, their production and their use
    33.
    发明授权
    1:2 metal complex dyes, their compositions, their production and their use 失效
    1:2金属络合染料,它们的组成,它们的生产和使用

    公开(公告)号:US06927284B2

    公开(公告)日:2005-08-09

    申请号:US10492870

    申请日:2002-10-14

    Inventor: Jordi Berenguer

    CPC classification number: C09B45/14 C09B67/0046

    Abstract: 1:2-metal complex dyes of the formula wherein the symbols R1, R1′, R2, R2′, R3, R3′, Y, Z, n, n′, Me, M and (Kat)+ are defined as in the Claims, mixtures thereof, their compositions, their production and their use as anionic dyes for dyeing substrates, especially leather, in brown to red shades.

    Abstract translation: 具有下式的1:2-金属络合物染料其中符号R 1,R 1,R 2,R 2, R 3,R 3,R 3,Y,Z,n,n',Me,M和(Kat) 如权利要求书中所定义,它们的混合物,它们的组成,它们的生产以及它们作为阴离子染料用于染色基底,特别是皮革的棕色至红色阴影的用途。

    Metallizable disazo compounds having 1, 3-dihydroxybenzene bis-coupling
component radicals, iron complexes thereof and mixtures of such iron
complexes
    34.
    发明授权
    Metallizable disazo compounds having 1, 3-dihydroxybenzene bis-coupling component radicals, iron complexes thereof and mixtures of such iron complexes 失效
    具有1,3-二羟基苯双偶联组分自由基的金属化双偶氮化合物,其铁络合物和这些铁络合物的混合物

    公开(公告)号:US5668259A

    公开(公告)日:1997-09-16

    申请号:US443492

    申请日:1995-05-15

    CPC classification number: C09B45/32 C09B67/0046 C09B67/0055 Y10S8/919

    Abstract: Compounds of the formula ##STR1## iron complexes thereof and mixtures of such iron complexes, wherein D is a monocyclic or bicyclic aromatic diazo component radical of the benzene series containing one --SO.sub.3 M group or is ##STR2## R.sub.1 is hydrogen, methyl or ethyl, and R.sub.4 is hydrogen, chloro or C.sub.1-2 alkyl,wherein R' is hydrogen, C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl, methoxy(C.sub.2-4 alkyl) or ##STR3## R" is hydrogen, C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl or methoxy(C.sub.2-4 alkyl), or--NR'R" is a saturated 5- or 6-membered ring,R.sub.5 is hydrogen, chloro or C.sub.1-2 alkyl, andX is hydrogen or hydroxy,wherein each R.sub.2 is independently hydrogen, chloro, hydroxy, C.sub.1-2 alkyl, C.sub.1-2 alkoxy or --SO.sub.2 NR.sub.o R.sub.o, andeach R.sub.3 is independently hydrogen, C.sub.1-2 alkyl, C.sub.1-2 alkoxy, --COOM, trifluoromethyl or --NR"'R"",wherein each R"' and R"" is independently C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl, methoxy(C.sub.2-4 alkyl) or carbamoyl(C.sub.1-2 alkyl), or--NR"'R"" is saturated 5- or 6-membered ring,each R.sub.o is independently hydrogen, C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl or methoxy-(C.sub.2-4 alkyl), or--NR.sub.o R.sub.o is a saturated 5- or 6-membered ring, andeach M is independently hydrogen or a cation,which iron complexes and mixtures of iron complexes are useful for dyeing substrates dyeable with anionic dyes such as leather.

    Abstract translation: 其中D是含有一个-SO 3 M基团或者R 1的苯系的单环或双环芳族重氮组分基团的化合物及其配合物的混合物是氢,甲基或乙基, 并且R 4是氢,氯或C 1-2烷基,其中R'是氢,C 1-4烷基,C 2-4 4-羟基烷基,甲氧基(C 2-4烷基)或者R“是氢,C 1-4烷基,C 2-4羟烷基或甲氧基 (C 2-4烷基)或-NR'R“是饱和的5-或6-元环,R 5是氢,氯或C 1-2烷基,X是氢或羟基,其中每个R 2独立地是氢,氯, 羟基,C 1-2烷基,C 1-2烷氧基或-SO 2 NR 20,各R 3独立地是氢,C 1-2烷基,C 1-2烷氧基,-COOM,三氟甲基或-NR“'R” 并且R“独立地是C 1-4烷基,C 2-4 4-羟烷基,甲氧基(C 2-4烷基)或氨基甲酰基(C 1-2烷基)或-NR”'R“是饱和的5-或6-元环 ,每个R 4独立地是氢,C 1-4烷基,C 2-4羟烷基或 甲氧基 - (C 2-4烷基)或-NR 10 -R 5是饱和的5-或6-元环,并且每个M独立地是氢或阳离子,铁络合物和铁络合物的混合物可用于染色可用阴离子染料染色的底物 作为皮革。

    Azodyes containing a bridge member based on diamino-substituted triazines
    35.
    发明授权
    Azodyes containing a bridge member based on diamino-substituted triazines 失效
    含有基于二氨基取代的三嗪的桥构件的偶氮染料

    公开(公告)号:US5631352A

    公开(公告)日:1997-05-20

    申请号:US460174

    申请日:1995-06-02

    Applicant: Urs Lauk

    Inventor: Urs Lauk

    CPC classification number: C09B43/16 C09B67/0055

    Abstract: Dye mixtures which comprise at least one anionic acid dye of the formula ##STR1## together with at least one anionic acid dye of the formula ##STR2## in which the substituents are as defined in claim 1, and the novel dyes of the formulae (1) and (2) are direct dyes for cellulosic fibre materials in particular. They have a high heat stability and are particularly suitable for one-bath, one-stage dyeing of polyester/cotton blend fabrics with a disperse dye for the polyester fibres under the dyeing conditions for polyester fibres.

    Abstract translation: 包含式(1)的至少一种阴离子酸性染料与式(2)的至少一种阴离子酸性染料的染料混合物,其中取代基如权利要求1所定义,并且该小册子 式(1)和(2)的染料特别是纤维素纤维材料的直接染料。 它们具有高的热稳定性,特别适用于聚酯纤维染色条件下聚酯/棉混纺织物与聚酯纤维分散染料的单浴一次染色。

    1:2 chromium and cobalt complexes of monoazo compounds having further
unsubstituted or substituted nitro-2-hydroxyphenyl diazo component
radicals and 6- or 7-acyl-amino-1-hydroxy-3-sulfonaphthalene coupling
component radicals
    37.
    发明授权
    1:2 chromium and cobalt complexes of monoazo compounds having further unsubstituted or substituted nitro-2-hydroxyphenyl diazo component radicals and 6- or 7-acyl-amino-1-hydroxy-3-sulfonaphthalene coupling component radicals 失效
    1:2具有进一步未取代或取代的硝基-2-羟基苯基重氮组分基团的单偶氮化合物的铬和钴络合物和6-或7-酰基 - 氨基-1-羟基-3-磺基萘偶联组分基团

    公开(公告)号:US5283325A

    公开(公告)日:1994-02-01

    申请号:US801555

    申请日:1991-12-02

    Applicant: Peter Bitterli

    Inventor: Peter Bitterli

    CPC classification number: C09B45/14

    Abstract: 1:2 metal complexes of the formula ##STR1## wherein each of R.sub.1 and R.sub.3 is independently hydrogen or nitro, with the proviso that when a ring has two nitro groups, they are meta to each other,each of R.sub.2 and R.sub.4 is independently hydrogen, chloro or --SO.sub.3 M,each of R.sub.5 and R.sub.6 is independently hydrogen, --COR.sub.7, --CONHR.sub.8 or --SO.sub.2 R.sub.9,wherein R.sub.7 is C.sub.1-6 alkyl, C.sub.1-6 alkoxy, phenyl(C.sub.1-4 -alkyl) or phenyl(C.sub.1-4 -alkyl) the phenyl group of which is substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido,R.sub.8 is hydrogen, C.sub.1-6 alkyl; phenyl; phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 -alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido; naphthyl or naphthyl monosubstituted by chloro, amino, phenylamino, acetamido, benzamido or --SO.sub.3 M, andR.sub.9 is C.sub.1-6 alkyl, phenyl or phenyl substituted by 1 or 2 substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, amino, --COOM, --SO.sub.3 M and acetamido, andMe is chromium or cobalt,wherein each M and M.sup..sym. is independently hydrogen or a non-chromophoric cation, with the provisos that (1) when both R.sub.5 and R.sub.6 are hydrogen, both R.sub.1 and R.sub.3 are hydrogen and at least one of R.sub.2 and R.sub.4 is chloro, and (2) the --NHR.sub.5 group is in the 2- or 3-position of Ring A and the --NHR.sub.6 group is in the 2- or 3-position of Ring B, and mixtures thereof, useful as dyes for dyeing or printing various materials, such as natural and synthetic polyamides and particularly for dyeing artificially produced oxide layers on and aluminum alloys.

    Abstract translation: 1:2的式“IMAGE”金属络合物,其中R 1和R 3各自独立地为氢或硝基,条件是当环具有两个硝基时,它们彼此间位,R 2和R 4各自独立地为氢 ,氯或-SO 3 M,R 5和R 6各自独立地是氢,-COR 7,-CONHR 8或-SO 2 R 9,其中R 7是C 1-6烷基,C 1-6烷氧基,苯基(C 1-4 - 烷基)或苯基(C 1-4 - 烷基),其苯基被1或2个选自卤素,C 1-4 - 烷基,C 1-4烷氧基,硝基,氨基,-COOM,-SO 3 M和乙酰氨基的取代基取代,R 8是氢,C 1-6烷基; 苯基; 被1或2个选自卤素,C 1-4 - 烷基,C 1-4烷氧基,硝基,氨基,-COOM,-SO 3 M和乙酰氨基的取代基取代的苯基; 被氯,氨基,苯基氨基,乙酰氨基,苯甲酰氨基或-SO 3 M单取代的萘基或萘基,R 9为C 1-6烷基,苯基或被1或2个选自卤素,C 1-4烷基,C 1-4烷氧基,硝基,氨基, -COOM,-SO 3 M和乙酰氨基,Me是铬或钴,其中每个M和M(+)独立地是氢或非发色阳离子,条件是(1)当R5和R6都是氢时, 并且R 3是氢,并且R 2和R 4中的至少一个是氯,和(2)-NHR 5基团在环A的2-或3-位,并且-NHR 6基团在2- 环B及其混合物,可用作用于染色或印刷各种材料的染料,例如天然和合成聚酰胺,特别是用于人造生产的氧化物层和铝合金上的染色。

    Polyazo dyes containing resorcinol as middle component and metal
complexes thereof
    38.
    发明授权
    Polyazo dyes containing resorcinol as middle component and metal complexes thereof 失效
    含有间苯二酚作为中间成分的多偶氮染料及其金属络合物

    公开(公告)号:US5270455A

    公开(公告)日:1993-12-14

    申请号:US920022

    申请日:1992-07-27

    CPC classification number: C09B45/24

    Abstract: A metal complex suitable as dyes for the dyeing of a wide range of textile and non-textile materials, particularly leather and fur, said metal complex of a compound of the formula ##STR1## in which D and D.sub.1, independently of one another, are each the radical of a diazo component of the benzene or naphthalene series and M is a phenylene radical which may be further substituted.

    Abstract translation: 适用于各种纺织和非纺织材料,特别是皮革和毛皮染色的染料的金属络合物表示式(1)化合物的金属络合物,其中D和D1独立地为一 另一个是苯或萘系的重氮组分的基团,M是可以被进一步取代的亚苯基。

    Asymmetric 1:2-chromium complex dyes containing two azo dyes, one
containing an acetoacetanilide coupling component
    39.
    发明授权
    Asymmetric 1:2-chromium complex dyes containing two azo dyes, one containing an acetoacetanilide coupling component 失效
    含有两种偶氮染料的不对称1:2-铬络合物染料,一种含有乙酰乙酰苯胺偶联组分

    公开(公告)号:US4874849A

    公开(公告)日:1989-10-17

    申请号:US944621

    申请日:1986-12-19

    CPC classification number: C09B45/26 D06P1/10 D06P3/322

    Abstract: Dyes suitable for dyeing wool, polyamide and leather in orange, brown or olive-brown shades are disclosed, the dyes having the formula ##STR1## wherein A and D are each independently of the other a benzene or napththalene radical of a diazo component, which component carries the hydroxyl or carboxyl group in the ortho-position to the azo group;B is the radical of a coupling component which carries the group X adjacent to the azo group;X is oxygen or a radical of the formula --R--, in which R is hydrogen or C.sub.1 -C.sub.4 alkyl;Y is a radical of the formula ##STR2## in which formulae R.sup.1 and R.sup.5 are each independently of the other hydrogen or sulfo, R.sup.4 is hydrogen or nitro, R.sup.6 is hydrogen, methyl, methoxy or chlorine and R.sup.2 and R.sup.3 are each independently of the other hydrogen, halogen, nitro or sulfo;Ar.sup.1 is a benzene or napththalene radical which is unsubstituted or substituted by halogen, nitro, sulfo, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -alkoxy;m is 0 or 1;n is an integer from 1 to 7; andKa.sup..sym. is a cation.

    Abstract translation: 公开了适用于以橙色,棕色或橄榄棕色色调染色羊毛,聚酰胺和皮革的染料,具有式“IMAGE”的染料,其中A和D各自独立地为重氮组分的苯或萘基,其中 成分在偶氮基的邻位含有羟基或羧基; B是携带邻近偶氮基团的基团X的偶合组分的基团; X是氧或式-R-的基团,其中R是氢或C 1 -C 4烷基; Y是式中的基团,其中R 1和R 5各自独立地为氢或磺基,R 4是氢或硝基,R 6是氢,甲基,甲氧基 或氯,R2和R3各自独立地为氢,卤素,硝基或磺基; Ar1是未被取代或被卤素,硝基,磺基,C 1 -C 4 - 烷基或C 1 -C 4 - 烷氧基取代的苯或萘基; m为0或1; n为1〜7的整数; 而Ka(+)是阳离子。

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