公开(公告)号：US3981858A

公开(公告)日：1976-09-21

申请号：US323621

申请日：1973-01-15

Applicant: Roland Mislin ,  Hanspeter Uehlinger

Inventor： Roland Mislin ,  Hanspeter Uehlinger

IPC: C09B29/16 ,  C09B43/128 ,  C07C107/04

CPC classification number: C09B29/16

Abstract: Azo dyes bearing at least one sulphonic acid group and of formula I, ##SPC1##in whichR signifies an alkyl radical of 6 to 18 carbon atoms or a cyclohexyl radical,R.sub.1 signifies hydrogen, halogen, alkyl, or --SO.sub.3 H,R.sub.2 signifies hydrogen, halogen or alkyl, andn signifies 0, 1 or 2,Which compounds, in free acid or salt form, dye textiles, paper and leather. The dyeings have good light fastness, especially on polyamides and basic dyeable polypropylene, and good fastness to wet treatments, rubbing, gas fumes and dry cleaning. The dyes have good build-up power, are well-soluble in hot and cold water and reserve polyesters and polyacrylonitrile.

Abstract translation: 具有至少一个磺酸基团和式I的偶氮染料，其中R表示6至18个碳原子的烷基或环己基，R1表示氢，卤素，烷基或-SO3H，R2表示氢，卤素或 烷基，以及N，I或2，化合物，无机酸或盐形式，染色纺织品，造纸和皮革。 染色剂具有良好的耐光性，特别是在聚酰胺和碱性可染色聚丙烯上，具有良好的湿处理，摩擦，气体烟雾和干洗的牢度。 染料具有良好的积聚能力，易溶于冷热水和储存聚酯和聚丙烯腈。

公开(公告)号：US4466920A

公开(公告)日：1984-08-21

申请号：US74952

申请日：1979-09-13

Applicant: Hanspeter Uehlinger

Inventor： Hanspeter Uehlinger

IPC: C09B31/08 ,  C09B43/28 ,  C09B31/078 ,  D06P3/24 ,  D06P3/32

CPC classification number: C09B43/28 ,  C09B31/08

Abstract: Disazo compounds of the formula ##STR1## in which A is a diazo component radical,B is a coupling/diazo component radical of the 1,4-phenylene, 1,4-naphthylene or 5,6,7,8-tetrahydro-1,4-naphthylene series,R.sub.3 is hydrogen (C.sub.1-4)alkyl or ##STR2## wherein ring Z is unsubstituted or monosubstituted by halo, (C.sub.1-4)alkyl or (C.sub.1-4)alkoxy, andR.sub.4 is (C.sub.1-6)alkyl, (C.sub.1-6)alkoxy, amino mono(C.sub.1-6)alkylamino or di(C.sub.1-6) alkylamino,with the proviso that the compound contains a single sulpho group on the diazo component radical A and no other water-solubilizing group, which compound is in free acid or salt form, and mixtures of such compounds which are useful as anionic dyestuffs for dyeing and printing substrates such as natural and synthetic polyamides (e.g., wool, silk and nylon), leather, polyurethanes and polyolefins modified to contain basic groups. The dyes may be used as such or in the form of liquid (e.g., concentrated aqueous) or solid preparations.

Abstract translation: 其中A是重氮组分基团的式“IMAGE”的双偶氮化合物，B是1,4-亚苯基，1,4-亚萘基或5,6,7,8-四氢-1 ，4-亚萘基系列，R3为氢（C1-4）烷基或其中环Z为未取代或被卤素，（C1-4）烷基或（C1-4）烷氧基单取代，R4为（C1-6 ）烷基，（C 1-6）烷氧基，氨基单（C 1-6）烷基氨基或二（C 1-6）烷基氨基，条件是该化合物在重氮组分基团A上含有单个磺基并且没有其它水溶性 基团，该化合物为游离酸或盐形式，以及这些化合物的混合物，其可用作染色和印刷基质如天然和合成聚酰胺（例如羊毛，丝绸和尼龙），皮革，聚氨酯和聚烯烃改性的阴离子染料 包含基本组。 染料可以原样使用或以液体形式使用（例如浓缩水溶液）或固体制剂。

公开(公告)号：US4080322A

公开(公告)日：1978-03-21

申请号：US697402

申请日：1976-06-18

Applicant: Roland Mislin ,  Hanspeter Uehlinger

Inventor： Roland Mislin ,  Hanspeter Uehlinger

IPC: C09B29/30 ,  C09B43/12

CPC classification number: C09B29/30

Abstract: Compounds of the formula ##STR1## in which R.sub.1 signifies an optionally substituted hydrocarbon radical,R.sub.2 signifies hydrogen, halogen, nitro, a linear or branched optionally substituted alkyl radical such as haloalkyl, an optionally substituted cycloalkyl radical, alkoxy, alkylthio, an optionally substituted aryl radical, an acyl radical of an aliphatic or aromatic sulphonic or carboxylic acid, an ester or amide group of a sulphonic acid, an ester or amide group of a carboxylic acid, an ester group of a carbamic acid, unsubstituted or mono- or disubstituted amino or an acylamino group,The ring A may be further substituted, and may as R.sub.2 bear a condensed cycloalkyl radical, but ring A and any substituent on it is free from carboxylic or sulphonic acid groups and from groups in the ortho-position to the azo group which are capable of the formation of metal complexes,Provided that the total number of carbon atoms in R.sub.1 and in the substituent(s) on ring A is from 12 to 30, preferably 12 to 18, in free acid or water-soluble salt form, are useful water-soluble dyes for acid-dyeable non-wovens and textile fibres, leather and paper.

Abstract translation: 式I的化合物其中R 1表示任选取代的烃基，R 2表示氢，卤素，硝基，直链或支链任选取代的烷基如卤代烷基，任选取代的环烷基，烷氧基，烷硫基，任选地 取代的芳基，脂族或芳族磺酸或羧酸的酰基，磺酸的酯或酰胺基，羧酸的酯或酰胺基，氨基甲酸的酯基，未取代的或单或 二取代的氨基或酰氨基，环A可以被进一步取代，并且可以作为R 2具有稠合的环烷基，但环A和其上的任何取代基不含羧酸或磺酸基团，并且与邻位 - 能够形成金属络合物的偶氮基团，提供R1中的碳原子数和环A上的取代基中的碳数为12〜30，优选为12 至18，以游离酸或水溶性盐形式，可用于酸可染无纺布和纺织纤维，皮革和纸张的水溶性染料。

公开(公告)号：US4058516A

公开(公告)日：1977-11-15

申请号：US481181

申请日：1974-06-20

Applicant: Roland Mislin ,  Hanspeter Uehlinger

Inventor： Roland Mislin ,  Hanspeter Uehlinger

IPC: C09B35/00 ,  C09B35/34 ,  C09B35/376 ,  C09B35/40 ,  C09B45/24 ,  C09B62/006 ,  C09B62/08 ,  C09B43/00 ,  C09B43/12 ,  C09B43/18

CPC classification number: C09B45/28 ,  C09B35/34 ,  C09B35/376 ,  C09B35/40 ,  C09B62/09

Abstract: Dyes of the formula ##STR1## AND SUBSTITUTED DERIVATIVES THEREOF, WHEREIN R is a coupling component radical,R.sub.1 is a coupling component radical, with the proviso that R and R.sub.1 are different, andN is 1 to 8,Are disclosed. They are useful for dyeing and printing natural and synthetic polyamides, cotton and other cellulosic fibers, polypropylene fibers modified by basic groups, synthetic polyamides and polyesters modified by acid groups, paper and leather. They exhibit good fastness to light, wet treatments and abrasion.

Abstract translation: 下式的染料及其取代的衍生物，其中R是偶合成分基团，R1是偶合成分基团，条件是R和R1不同，并且N IS 1至8被公开。 它们可用于染色和印刷天然和合成聚酰胺，棉花和其他纤维素纤维，由碱性基团改性的聚丙烯纤维，合成聚酰胺和由酸基改性的聚酯，纸和皮革。 它们具有良好的耐光牢度，湿润处理和耐磨性。

公开(公告)号：US4377517A

公开(公告)日：1983-03-22

申请号：US159952

申请日：1980-06-16

Applicant: Roland Mislin ,  Hanspeter Uehlinger ,  Max Oppliger

Inventor： Roland Mislin ,  Hanspeter Uehlinger ,  Max Oppliger

IPC: C09B62/085 ,  D06P1/382 ,  D06P3/10

CPC classification number: C09B62/085

Abstract: Compounds of the formula ##STR1## in which R.sub.1 is C.sub.1-4 alkyl,Hal is halogen,R.sub.2 is ##STR2## --SO.sub.2 C.sub.1-4 alkyl, --SO.sub.2 NR.sub.8 R.sub.9 or --NHCOOR.sub.10,R.sub.3 is hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,R.sub.4 is hydrogen or C.sub.1-4 alkyl,R.sub.5 is hydrogen; C.sub.1-4 alkyl; cyclohexyl; cyclohexyl substituted by one to three C.sub.1-4 alkyl groups; phenyl or phenyl substituted by one or two substituents selected from halo, C.sub.1-4 alkyl and C.sub.1-4 alkoxy,R.sub.6 is hydrogen or hydroxy, with the proviso that R.sub.6 is hydrogen when R.sub.2 is --NHCOOR.sub.10,R.sub.7 is hydrogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,each of R.sub.8 and R.sub.9, independently, is hydrogen, C.sub.1-4 alkyl, C.sub.2-4 hydroxyalkyl, cyclohexyl; or phenyl or phenyl substituted by one or two substituents selected from halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, sulfo and carboxy, with the proviso that not more than one of R.sub.8 and R.sub.9 is cyclohexyl, phenyl or substituted phenyl,R.sub.10 is C.sub.1-6 alkyl, the triazinylamino group is in the 4-position when R.sub.2 is --NHCOOR.sub.10 and otherwise is in the 4- or 5-position,m is 1 or 2,n is 0 or 1, andp is 0 or 1,and the molecule contains at least two sulpho groups, and mixtures of such compounds, which compounds are in free acid or salt form and are useful as reactive dyes for dyeing and printing hydroxy group-containing and nitrogen-containing organic substrates such as leather and textile materials consisting of or comprising natural or regenerated cellulose (for example, cotton, viscose and spun rayon) or natural or synthetic polyamides (for example, wool, silk and nylon. The obtained dyeings and prints have notable fastness to light, washing, water, sweat and milling. The combination dyeings obtained when used in combination with other sulfo group-containing reactive dyes are tone-in-tone, resist catalytic fading and exhibit good fastness to light and wet treatments.

Abstract translation: 其中R 1是C 1-4烷基，Hal是卤素，R 2是-SO 2 C 1-4烷基，-SO 2 NR 8 R 9或-NHCOOR 10，R 3是氢，C 1-4烷基或C 1-4烷氧基，R 4是氢 或C 1-4烷基，R 5是氢; C 1-4烷基; 环己基 被一至三个C 1-4烷基取代的环己基; 苯基或被一个或两个选自卤素，C 1-4烷基和C 1-4烷氧基的取代基取代的苯基，R 6是氢或羟基，条件是当R 2是-NHCOOR 10时，R 6是氢，R 7是氢，C 1-4烷基或C1- 4个烷氧基，R8和R9各自独立地是氢，C 1-4烷基，C 2-4羟烷基，环己基; 或被一个或两个选自卤素，C 1-4烷基，C 1-4烷氧基，磺基和羧基的取代基取代的苯基或苯基，条件是R 8和R 9中不多于一个是环己基，苯基或取代的苯基，R 10是C1- 6烷基，当R2为-NHCOOR10时，三嗪基氨基为4-位，否则为4-或5-位，m为1或2，n为0或1，p为0或1，分子 含有至少两个磺基，以及这些化合物的混合物，该化合物为游离酸或盐形式，可用作活性染料，用于染色和印刷含羟基和含氮有机基底如皮革和纺织材料，由 或者包括天然或再生纤维素（例如棉，粘胶和纺丝人造丝）或天然或合成聚酰胺（例如羊毛，丝绸和尼龙），得到的染色和印花具有显着的耐光牢度，洗涤，水，汗和研磨 当我们获得的组合染色 与其他含有磺基的活性染料组合使用的是色调调节，抵抗催化褪色，对光和湿处理表现出良好的牢度。

公开(公告)号：US4165314A

公开(公告)日：1979-08-21

申请号：US812826

申请日：1977-07-05

Applicant: Hanspeter Uehlinger

Inventor： Hanspeter Uehlinger

IPC: C25D11/18 ,  C09B45/00 ,  C09B45/20 ,  C25D11/24

CPC classification number: C09B45/20

Abstract: Mixtures of symmetrical and asymmetrical 1:2 cobalt complexes of compounds of the formulae ##STR1## wherein, EACH R.sub.1, independently, is hydrogen or (C.sub.1-4)alkyl, andEach R.sub.2 and R.sub.3, independently, is hydrogen, halogen, (C.sub.1-4)alkyl or (C.sub.1-4)alkoxy,Which complexes are optionally in salt form and which mixtures are useful for dyeing or printing substrates dyeable with anionic dyes, e.g., natural and synthetic polyamides such as wool, silk and nylon, polyurethanes, polyofefins modified to contain basic groups, leather and metals such as anodically oxidized aluminum.

Abstract translation: 化合物的对称和不对称的1：2钴配合物的混合物，其中，每个R 1独立地是氢或（C 1-4）烷基，并且每个R 2和R 3独立地是氢， 卤素，（C 1-4）烷基或（C 1-4）烷氧基，其复合物在盐形式中是可选择的，并且其混合物用于染色或印刷可用阴离子染料，EG，天然和合成聚氨酯染色或印刷的衬底，如羊毛，丝绸和 尼龙，POLYURETHANES，POLYOFEFINS修改为包含基本组合，皮革和金属，如阳离子氧化铝。

公开(公告)号：US4058514A

公开(公告)日：1977-11-15

申请号：US552241

申请日：1975-02-24

Applicant: Hanspeter Uehlinger

Inventor： Hanspeter Uehlinger

IPC: C09B45/16

CPC classification number: C09B45/16

Abstract: Asymmetric 1:2 chromium complexes of the formula ##STR1## in which R.sub.1 signifies a hydrogen or halogen atom or a nitro group,R.sub.2 signifies a hydrogen or halogen atom, a nitro or sulpho group,R.sub.3 signifies a hydrogen or halogen atom, or a lower alkyl radical,R.sub.4 signifies a hydrogen or halogen atom, a lower alkyl radical or a sulpho group,Each of R.sub.5, R.sub.6 and R.sub.7, independently, signifies a hydrogen or halogen atom or a lower alkyl radical,R signifies a hydrogen atom or a lower alkyl radical, andM.sup.+ signifies a cation,With the provisosI. the radicals R.sub.1 and R.sub.2 occupy the 4- and 6-positions,Ii. where R.sub.4 signifies a sulpho group one of the radicals R.sub.1 and R.sub.2 signifies a halogen atom or a nitro group in the 4-position, andIii. the compounds contain a single sulpho group which is in free acid or salt form, for natural and synthetic polyamides, natural and regenerated cellulose, polyurethanes, basically modified polyolefins, leather and metals such as anodized aluminum. The dyes possess notable fastness to light, wet treatments, ironing, solvents, rubbing, chlorine, carbonizing and decatizing and build up evenly from neutral dyebaths on polyamides.

Abstract translation: R 1表示氢或卤素原子或硝基的不对称1：2铬络合物，其中R 1表示氢或卤素原子或硝基，R 2表示氢或卤素原子，硝基或磺基，R 3表示氢或卤原子，或 低级烷基，R4表示氢或卤素原子，低级烷基或磺基，每个R 5，R 6和R 7独立地表示氢或卤素原子或低级烷基，R表示氢原子或 低级烷基，M +表示阳离子，其中R 1和R 2占据4-和6-位，II。 其中R4表示磺基，基团之一R 1和R 2表示4位的卤素原子或硝基，III表示。 该化合物含有单自由酸或盐形式的单一硫酸铵基团，用于天然和合成的多胺，天然和再生纤维素，聚氨酯，基本改性的聚烯烃，作为阳极化铝的皮革和金属。 染料具有显着的耐光牢度，湿处理，熨烫，溶剂，摩擦，氯，碳化和脱脂作用，并从聚酰胺中的中性染浴中均匀地形成。

公开(公告)号：US4006131A

公开(公告)日：1977-02-01

申请号：US429167

申请日：1973-12-28

Applicant: Hanspeter Uehlinger

Inventor： Hanspeter Uehlinger

IPC: C09B35/20 ,  C09B31/08

CPC classification number: C09B35/20

Abstract: Disclosed are water-soluble azo dyes of formula I, which are useful for dyeing substrates capable of being dyed by anionic dyes, particularly polyamides, paper and leather, ##STR1## in which the X's each signify a halogen atom, R.sub.1 signifies a hydrogen or halogen atom, or a nitro, hydroxy, --SO.sub.3 H, alkyl or alkoxy group, or an alkylated or acylated amino group, andR.sub.2 signifies a hydrogen atom or a hydroxy, alkyl, alkoxy or --SO.sub.3 H group.

Abstract translation: 公开了式I的水溶性偶氮染料，其可用于染色能够通过阴离子染料，特别是聚酰胺，纸和皮革染色的底物，其中X各自表示卤素原子，R1表示氢 或卤原子，或硝基，羟基，-SO 3 H，烷基或烷氧基，或烷基化或酰化氨基，R 2表示氢原子或羟基，烷基，烷氧基或-SO 3 H基。