Betaine-type cyan monoazo dyes for dying and printing fibrous materials

    公开(公告)号:US4956456A

    公开(公告)日:1990-09-11

    申请号:US442500

    申请日:1989-12-01

    IPC分类号: C09B29/00 C09B44/00 C09B44/02

    CPC分类号: C09B44/02 C09B44/00

    摘要: The present invention is directed towards a betaine-type monoazo dye for dying and printing fibrous materials, represented by formula (I):Dye--X--Y (I)wherein Dye represents a cyan dye anion represented by formula (II);X represents a bond or linking group;Y represents quaternary ammonium; andDye and X are bonded to each other via A, B.sup.1, B.sup.2, B.sup.3, B.sup.4 or B.sup.5 in formula (II): ##STR1## wherein B.sup.1, B.sup.2, B.sup.3, B.sup.4 and B.sup.5 are the same or different, and each represents a member selected from the group consisting of a bond, hydrogen, alkyl, halogen, --OR.sup.4, --CO.sub.2 R.sup.4, ##STR2## wherein R.sup.4 and R.sup.5 are the same or different and each represents a member selected from the group consisting of hydrogen, alkyl and aryl, or R.sup.4 and R.sup.5 are taken together to form 5- or 6-membered heterocyclic ring containing oxygen, nitrogen, sulfur or combinations thereof as heteroatoms;A represents a member selected from the group consisting of hydrogen, alkyl, aryl, cycloalkyl, a 5- or 6-membered heterocyclic ring containing oxygen, nitrogen, sulfur or combinations thereof as heteroatoms and ##STR3## wherein A.sup.2 and A.sup.3 have the same meaning as A, or A.sup.2 and A.sup.3 are bonded to each other to form a 5- or 6-membered heterocyclic ring containing oxygen, nitrogen, sulfur or combinations thereof as heteroatoms;E represents a member selected from the group consisting of hydrogen, halogen, cyano, hydroxyl, carboxyl, alkyl, aryl, a 5- or 6-membered heterocyclic ring containing oxygen, nitrogen, sulfur or combinations thereof as heteroatoms, alkoxy, aryloxy, alkylthio, arylthio, carbacylamino, sulfonylamino, carbamoyl, amino, alkylsulfonyl and phenylsulfonyl;G represents a member selected from the group consisting of cyano, alkylsulfonyl and phenylsulfonyl;J represents a member selected from the group consisting of hydrogen, halogen, cyano, alkylsulfonyl and phenylsulfonyl; andR.sup.1 represents a member selected from the group consisting of hydrogen and alkyl.

    Disazo and polyazo compounds containing at least two cationic groups in
metal-free or 1:1 or 1:2 metal complex form
    4.
    发明授权
    Disazo and polyazo compounds containing at least two cationic groups in metal-free or 1:1 or 1:2 metal complex form 失效
    含有无金属或1:1或1:2金属络合物形式的至少两个阳离子基团的双偶氮和多偶氮化合物

    公开(公告)号:US4670546A

    公开(公告)日:1987-06-02

    申请号:US625716

    申请日:1984-06-28

    CPC分类号: C09B44/02

    摘要: Compounds of the formula ##STR1## in metal-free, 1:1 or 1:2 metal complex form, or in acid addition salt form, where the symbols are defined in the specification, useful as dyes for, for example, regenerated cellulose, cotton, synthetic polyamides and polyesters modified to contain acid groups and polymers and copolymers of acrylonitrile and 1,1-dicyanoethylene.

    摘要翻译: 不含金属的1:1或1:2金属络合物形式的式(I)< IMAGE>的化合物或其酸符号在本说明书中定义,可用作染料, 例如,再生纤维素,棉花,合成聚酰胺和被改性成含有酸基团的聚酯以及丙烯腈和1,1-二氰基乙烯的聚合物和共聚物。

    Sulfo group-free polyazo compounds containing at least two basic
water-solubilizing groups in metal-free or metal complex form
    5.
    发明授权
    Sulfo group-free polyazo compounds containing at least two basic water-solubilizing groups in metal-free or metal complex form 失效
    含有无金属或金属络合物形式的至少两个碱性水溶性基团的无磺基的多偶氮化合物

    公开(公告)号:US4591635A

    公开(公告)日:1986-05-27

    申请号:US550862

    申请日:1983-11-10

    摘要: Metal-free compounds and 1:1 and 1:2 metal complexes of the formula ##STR1## or a 1:2 metal complex of a metal-free compound of said formula and a metallizable azo compound not of said formula, whereineach K is independently a coupling component radical of the pyrazolone-5, 5-aminopyrazole, pyridone, 2,6-diaminopyridine, .beta.-naphthol, acetic acid ester, acetic acid amide or N-substituted N,N-disubstituted aniline series,each K.sub.1 is independently ##STR2## wherein R.sub.3 is hydrogen, C.sub.1-4 alkyl, phenyl or benzyl,R.sub.4 is C.sub.1-4 alkyl, (C.sub.1-4 alkoxy)-carbonyl or --CO--N(R.sub.8).sub.2, wherein each R.sub.8 is independently hydrogen or C.sub.1-4 alkyl,R.sub.5 is amino or hydroxy,R.sub.5a is hydroxy,T is hydrogen, cyano, ##STR3## or (C.sub.1-4 alkyl)carbonyl, wherein R.sub.7, R.sub.10, R.sub.12, Z.sub.a and A.crclbar. are as defined in the specification,each R.sub.1 is independently hydrogen, halo, hydroxy, C.sub.1-4 alkoxy or C.sub.1-4 alkyl, orR.sub.1 and R.sub.5, located on rings attached to the same azo radical, are --O--Me--NH or --O--Me--O--, wherein Me is a 1:1 or 1:2 metal complex-forming metal ion, orR.sub.1 and R.sub.5a, located on rings attached to the same azo radical, are --O--Me--O--, wherein Me is as defined above,each R.sub.2 is independently hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,X is a direct bond or a bridging radical as defined in the specification, andeach q is independently 0 or 1,with the provisos that (i) the compound of Formula I has at least two basic water-solubilizing groups, and (ii) each end of X is in a 3- or 4-position of the Ring A to which it is attached, which metal-free compounds and 1:1 and 1:2 metal complexes are useful as dyes, particularly for paper and leather.

    摘要翻译: 不含所述式的金属化合物和不含所述金属化合物的金属化偶氮化合物的金属络合物和具有式(I)的化合物的1:1和1:2金属络合物或所述式 其中每个K独立地是吡唑啉酮-5,5-氨基吡唑,吡啶酮,2,6-二氨基吡啶,β-萘酚,乙酸酯,乙酸酰胺或N-取代的N,N-二取代的苯胺的偶联组分基团 其中R 3为氢,C 1-4烷基,苯基或苄基,R 4为C 1-4烷基,(C 1-4烷氧基) - 羰基或-CO-N(R 8)2,其中各R 8独立地为 氢或C 1-4烷基,R 5是氨基或羟基,R 5a是羟基,T是氢,氰基,或者(C 1-4烷基)羰基,其中R 7,R 10,R 12,Z a和A( - )是 如本说明书中所定义,每个R 1独立地是氢,卤素,羟基,C 1-4烷氧基或C 1-4烷基,或位于相同偶氮基上的环上的R 1和R 5是-O-Me-NH或-O- Me-O-,其中Me为1或1:2 位于相同偶氮基上的环上的金属络合物形成金属离子或R1和R5a是-O-Me-O-,其中Me如上定义,每个R 2独立地是氢,卤素,C 1-4烷基或 C 1-4烷氧基,X是说明书中定义的直接键或桥接基团,并且各q独立地为0或1,条件是(i)式I化合物具有至少两个碱性水溶性基团, 和(ii)X的每个末端位于其所连接的环A的3-或4-位,哪些不含金属的化合物和1:1和1:2金属络合物可用作染料,特别是用于纸 和皮革。

    Piperazinyl-triazinylnaphtholsulphonic acid azo dyes
    6.
    发明授权
    Piperazinyl-triazinylnaphtholsulphonic acid azo dyes 失效
    哌嗪基 - 三嗪基萘磺酸偶氮染料

    公开(公告)号:US4544737A

    公开(公告)日:1985-10-01

    申请号:US586903

    申请日:1984-03-09

    摘要: Water-soluble triazine compounds which, in their betaine form correspond to the formula ##STR1## wherein R.sub.1 denotes hydrogen or alkyl,R.sub.2 and R.sub.3 independently of one another denote hydrogen, alkyl, alkenyl or aralkyl,X denotes halogen, hydroxyl, alkoxy, alkyl, aryl or an optionally monosubstituted or disubstituted amino group, the substituents of which can be involved--optionally via a hetero-atom--in cyclization, andY denotes hydrogen or the radical of an azo dyestuff,and whereinthe cyclic and acyclic radicals can carry further substituents,are used--when Y represents the radical of an azo dyestuff--for dyeing synthetic and natural materials, in particular paper, and--when Y represents hydrogen--for the preparation of azo dyestuffs.

    摘要翻译: 以甜菜碱形式对应于其中R 1表示氢或烷基,R 2和R 3彼此独立地表示氢,烷基,烯基或芳烷基的式(I)的水溶性三嗪化合物,X表示卤素,羟基, 烷氧基,烷基,芳基或任选的单取代或二取代的氨基,其取代基可以任选地通过杂环原子取代,Y表示氢或偶氮染料的基团,其中环状和非环状 自由基可以携带另外的取代基 - 当Y代表偶氮染料的基团时,用于染色合成和天然材料,特别是纸,以及 - 当Y代表氢时,用于制备偶氮染料。

    Cationic mono- and dis-azo dyestuffs, and their preparation and use for
dyeing paper and cationic dyeable substrates
    7.
    发明授权
    Cationic mono- and dis-azo dyestuffs, and their preparation and use for dyeing paper and cationic dyeable substrates 失效
    阳离子单 - 和偶氮染料及其制备和用于染色纸和阳离子可染底物

    公开(公告)号:US4509948A

    公开(公告)日:1985-04-09

    申请号:US520675

    申请日:1983-08-05

    摘要: Cationic dyestuffs of the general formula ##STR1## wherein D is the radical of a diazo component free of anionic groups,X is a radical of the formula COCH.sub.3, CN, COOCH.sub.3, COOC.sub.2 H.sub.5, CONH.sub.2 or COC.sub.6 H.sub.5,R.sub.1 and R.sub.2 independently of each other are hydrogen or a nonionic substituent andR.sub.3, R.sub.4 and R.sub.5 independently of one another are alkyl, alkenyl or aralkyl, orR.sub.3 and R.sub.4, together with the nitrogen to which they are bonded, form a 5- or 6-membered heterocyclic ring,n is 1 or 2 andAn.sup.(-) is an anion, andwherein the cyclic and acyclic radicals can in turn be substituted, are used for dyeing synthetic and natural cationically dyeable materials, such as cotton, paper, leather, polyacrylnitrile or acid-modified polyester or polyamide fibres.

    摘要翻译: 通式(I)的阳离子染料其中D是不含阴离子基团的重氮组分的基团,X是式COCH 3,CN,COOCH 3,COOC 2 H 5,CONH 2或COC 6 H 5基团,R 1和R 2独立地是 彼此是氢或非离子取代基,R 3,R 4和R 5彼此独立地是烷基,链烯基或芳烷基,或者R 3和R 4与它们所连接的氮一起形成5-或6-元杂环 ,n为1或2,An( - )为阴离子,其中环状和非环状基团又可被取代,用于染色合成和天然阳离子可染色材料,如棉,纸,皮革,聚丙烯腈或酸 改性聚酯或聚酰胺纤维。

    Sulfo group-free disazo, trisazo and tetrakisazo compounds containing at
lease one basic or cationic group
    8.
    发明授权
    Sulfo group-free disazo, trisazo and tetrakisazo compounds containing at lease one basic or cationic group 失效
    含有至少一个碱性或阳离子基团的无磺基的双偶氮,三偶氮和四偶氮化合物

    公开(公告)号:US4465627A

    公开(公告)日:1984-08-14

    申请号:US290912

    申请日:1981-08-07

    申请人: Reinhard Pedrazzi

    发明人: Reinhard Pedrazzi

    摘要: Disazo, trisazo and tetrakisazo compounds of the formula ##STR1## in which each D.sub.1 independently is a disazo component of the aniline series or the naphthylamine series;each K.sub.1 independently is a coupling and disazo component of the aniline series or the naphthylamine series;each K.sub.2 independently is a coupling component of the aniline series or the naphthylamine series;each m independently is 0 or 1;Y is a bridging group attached to the amino group of each K.sub.2, which bridging group is other than one having two alkylene end groups;Z and Z.sub.Z are basic or cationic groups;b is 0 to 2; andn is at least 1,with the proviso that the compounds are free of sulfo groups,are useful as dyes for dyeing and printing cellulosic substrates such as cotton and paper and leather, particularly paper.

    摘要翻译: 其中每个D1独立地是苯胺系列或萘胺系列的双偶氮组分的式“IMAGE”+ TR 的双偶氮,三偶氮和四偶氮化合物; 每个K1独立地是苯胺系列或萘胺系列的偶联和双偶氮组分; 每个K2独立地是苯胺系列或萘胺系列的偶联组分; 每个m独立地为0或1; Y是连接到每个K 2的氨基上的桥连基团,该桥连基团不同于具有两个亚烷基端基的氨基; Z和ZZ是碱性或阳离子基团; b为0〜2; 并且n至少为1,条件是所述化合物不含磺基,可用作染色和印刷纤维素基质如棉和纸和皮革,特别是纸的染料。

    Naphtholsulphonic acid compounds, their preparation and use as coupling
components
    9.
    发明授权
    Naphtholsulphonic acid compounds, their preparation and use as coupling components 失效
    萘磺酸化合物,其制备和用作偶联组分

    公开(公告)号:US4435334A

    公开(公告)日:1984-03-06

    申请号:US334613

    申请日:1981-12-28

    CPC分类号: C09B44/02

    摘要: Compounds which contain ammonium groups and sulphonic acid groups and which, in the betaine form, correspond to the formula ##STR1## wherein X denotes --CO-- or --SO.sub.2 --,R.sub.1 denotes hydrogen or alkyl,R.sub.2, R.sub.3 and R.sub.4, independently of one another denote alkyl, alkenyl or aralkyl, orR.sub.4 denotes ##STR2## Y denotes alkylene or xylylene, m denotes 1 or 2,n denotes 0 or 1, andR.sub.5 and R.sub.6, independently of one another, denote hydrogen, alkyl, alkoxy or halogen, and in addition, if n=1,R.sub.2 or R.sub.4 denotes amino, alkylamino, dialkylamino, aryl or cycloalkyl,R.sub.2 and R.sub.3, together with the nitrogen atom which is bonded to them, denote a 5-membered or 6-membered ring,R.sub.2, R.sub.3 and R.sub.4, together with the nitrogen atom which is bonded to them, denote a pyridinium ring, a group of the formula ##STR3## or hydrogen, Y denotes arylene, benzylene or a radical of the formula ##STR4## Z denotes a direct bond, --(CH.sub.2).sub.p --, --O--, --O--(CH.sub.2).sub.p --O--, --SO.sub.2 --, --NHCO--, --NHCONH--, --NHCO--(CH.sub.2).sub.p --CONH-- or --CONH--(CH.sub.2).sub.p --NHCO--,p denotes 1, 2 or 3, andR.sub.7 denotes hydrogen, alkyl, alkoxy or halogen, and wherein the cyclic and acyclic radicals can contain non-ionic substituents, their preparation and their use as coupling components in the preparation of azo dyestuffs.

    摘要翻译: 含有铵基团和磺酸基团的化合物,其甜菜碱形式对应于下式:其中X表示-CO-或-SO 2 - ,R 1表示氢或烷基,R 2,R 3和R 4独立地为 或者R 4表示Y表示亚烷基或亚二甲苯,m表示1或2,n表示0或1,R 5和R 6彼此独立地表示氢,烷基,烷氧基或卤素 ,另外如果n = 1,则R2或R4表示氨基,烷基氨基,二烷基氨基,芳基或环烷基,R2和R3与与它们键合的氮原子一起表示5元或6元环, R2,R3和R4与与它们键合的氮原子一起表示吡啶鎓环,式为“IMAGE”或氢的基团,Y表示亚芳基,亚苯基或下式的基团Z表示 直链, - (CH 2)p - , - O - , - (CH 2)p O - , - SO 2 - , - NHCO-, - NHCONH-,-NHCO-(CH 2)p CONH或-CONH- CH2)p-NHCO-,p表示1,2或 3,并且R 7表示氢,烷基,烷氧基或卤素,并且其中环和非环基团可以含有非离子取代基,它们的制备及其作为偶氮染料制备中偶联组分的用途。