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    Fiber-reactive dyes which contain a ureidoalkylene group
    32.
    发明授权
    Fiber-reactive dyes which contain a ureidoalkylene group 失效
    含有脲基亚烷基的纤维反应性染料

    公开(公告)号：US5278292A

    公开(公告)日：1994-01-11

    申请号：US915840

    申请日：1992-07-17

    Applicant: Hartmut Springer ,  Rolf Gleissner ,  Gunther Schwaiger

    Inventor： Hartmut Springer ,  Rolf Gleissner ,  Gunther Schwaiger

    IPC: C09B62/503 ,  D06P1/384 ,  C09B43/124

    CPC classification number: C09B62/503

    Abstract: 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.

    Abstract translation: 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。

    Water-soluble fiber-reactive dyes, containing an amino-substituted 5-triazine ring with a fiber-reactive group of the vinylsulfone series
    33.
    发明授权
    Water-soluble fiber-reactive dyes, containing an amino-substituted 5-triazine ring with a fiber-reactive group of the vinylsulfone series 失效
    含有腈纶纤维系列​​的纤维反应性组的氨基取代的5-TRIAZINE环的水溶性纤维反应性染料

    公开(公告)号：US5128455A

    公开(公告)日：1992-07-07

    申请号：US454373

    申请日：1989-12-21

    Applicant: Hartmut Springer ,  Patrick Scheidhauer ,  Karl-Michael Reichert ,  Guther Schwaiger ,  Kurt Hussong

    Inventor： Hartmut Springer ,  Patrick Scheidhauer ,  Karl-Michael Reichert ,  Guther Schwaiger ,  Kurt Hussong

    IPC: C09B62/44 ,  C09B62/503 ,  D06P3/10 ,  D06P3/66

    CPC classification number: C09B62/4403 ,  C09B62/503

    Abstract: Water-soluble fiber-reactive dyes which contain one or more groups of the general formula (1) ##STR1## where R.sup..alpha. and R.sup..beta. are each hydrogen or lower alkyl,R is hydrogen or sulfoY is vinyl or ethyl which is substituted in the .beta.-position by a substituent which is eliminatable under alkaline conditions,W is hydroxy, N-morpholino, N-piperidinyl, N-pyrrolidinyl or a group of the general formula (2) ##STR2## where G is hydrogen or alkyl of 1 to 6 carbon atoms andQ is a group of the general formula (2a), (2b), (2c) or (2d) ##STR3##--(CH.sub.2).sub.t --R.sup.a (2b)--(CH.sub.2).sub.t --O--(CH.sub.2).sub.w --R.sup.a (2c)--(CH.sub.2).sub.t --R.sup.2 (2d)whereR.sup.a is a group of the general formula --SO.sub.2 --Y, where Y is as defined above, or sulfo,R.sup.b is hydrogen, alkoxy of 1 to 4 carbon atoms, sulfo, hydroxy, carboxy or chlorine,R.sup.c is hydrogen, alkyl of 1 to 4 carbon atoms or alkoxy of 1 to 4 carbon atoms,t is from 1 to 6 andw is from 1 to 6, orW is a radical of the general formula (2e)--A--(CH.sub.2).sub.r --R.sup.a (2e)whereR.sup.a is as defined above,r is zero, 1 or 2, andA is a radical of the general formula ##STR4##

    Abstract translation: 含有一个或多个通式（1）的基团的水溶性纤维反应性染料其中Rα和Rβ各自为氢或低级烷基，R为氢或磺基Y为乙烯基或乙基， 通过在碱性条件下可消除的取代基在β-位置取代，W是羟基，N-吗啉代，N-哌啶基，N-吡咯烷基或通式（2）的基团其中G （2a），（2b），（2c）或（2d）（2a） - （CH2）t-Ra（2b）的基团， - （CH2）tO-（CH2）w-Ra（2c） - （CH2）t-R2（2d）其中Ra是通式-SO2-Y的基团，其中Y定义如上，或磺基，Rb 是氢，1至4个碳原子的烷氧基，磺基，羟基，羧基或氯，Rc是氢，1至4个碳原子的烷基或1至4个碳原子的烷氧基，t是1至6，w是1 至6，或W为通式（2e）-A-（CH2）r-Ra（2e）的基团，其中Ra如上定义，r 是0，1或2，A是通式为“IMAGE”的基团

    Water-soluble azo compounds having a 6-carboxy-2-naphthal as coupling components, suitable as dyestuffs
    34.
    发明授权
    Water-soluble azo compounds having a 6-carboxy-2-naphthal as coupling components, suitable as dyestuffs 失效
    具有6-羧基-2-萘的水溶性AZO化合物作为偶联组分，适合作为脱水剂

    公开(公告)号：US5093483A

    公开(公告)日：1992-03-03

    申请号：US528024

    申请日：1990-06-26

    Applicant: Hartmut Springer ,  Kurt Hussong

    Inventor： Hartmut Springer ,  Kurt Hussong

    IPC: D06P1/384 ,  C09B62/51

    CPC classification number: C09B62/51

    Abstract: Water-soluble monoazo compounds having fiber-reactive dyestuff properties which correspond to the general formula ##STR1## in which M is a hydrogen atom or an alkali metal,D is a group of the general formula (2a), (2b) or (2c) ##STR2## in which R.sup.1 denotes hydrogen, cyano, lower alkyl which is optionally substituted by sulfo, carboxy or sulfato, hydroxy, alkoxy which is optionally subhstituted by sulfo, carboxy, or sulfato, sulfo, carboxy, halogen or denotes a group of the formula (3) ##STR3## in which alk is an alkylene having 2 to 4 carbon atoms,R is sulfo, carboxy, sulfato or phosphato andR.sup.1 is hydrogen, methyl or ethyl,R.sup.2 denotes hydrogen, lower alkoxy, lower alkyl or sulfo,Y is the vinyl group or stands for an ethyl group which contains a subhstituent in the .beta.-position which can be eliminated by alkali,k is the number 1 or 2 andn denotes the number zero or 1.

    Abstract translation: 具有纤维反应性染料性质的水溶性单偶氮化合物对应于通式（1）其中M为氢原子或碱金属，D为通式（2a），（2b）的基团， （2c）其中R1表示氢，氰基，任选被磺基，羧基或硫酸根取代的低级烷基，（羟基），任选被取代的烷氧基（2c） 磺基，磺基，羧基，卤素或表示式（3）的基团，其中alk是具有2至4个碳原子的亚烷基，R是磺基，羧基，硫酸酯基或 磷酸酯和R 1是氢，甲基或乙基，R 2表示氢，低级烷氧基，低级烷基或磺基，Y是乙烯基，或代表在β-位上含有取代基的乙基，可以被碱，k 是数字1或2，n表示数字0或1。

    Fiber-reactive benzotriazolyl-phenyl diazonium compounds suitable as diazo compounds for the preparation of azo dyes, and process for preparing them
    35.
    发明授权
    Fiber-reactive benzotriazolyl-phenyl diazonium compounds suitable as diazo compounds for the preparation of azo dyes, and process for preparing them 失效
    适用于制备偶氮染料的重氮化合物的纤维反应性苯并三唑基苯基重氮化合物及其制备方法

    公开(公告)号：US5043435A

    公开(公告)日：1991-08-27

    申请号：US484517

    申请日：1990-02-23

    Applicant: Hartmut Springer ,  Kurt Hussong

    Inventor： Hartmut Springer ,  Kurt Hussong

    IPC: C09B62/51

    CPC classification number: C09B62/51

    Abstract: Diazonium compounds are disclosed which correspond to the formula ##STR1## in which Y' is vinyl, .beta.-hydroxyethyl of an ethyl group having a substituent in the .beta.-position which is eliminated by means of alkali, R is hydrogen, hydroxy, alkyl having 1 to 4 carbon atoms, alkoxy having 1 to 4 carbon atoms, carboxy or halogen, n is the number 0, 1 or 2, M is hydrogen or an alkali metal, and An is an anion, and wherein the diazonium group is bound in the meta- or para-position to the nitrogen of the benzotriazole radical.Also disclosed is a process for the preparation of the diazonium compounds. The compounds are useful as diazo components for the preparation of azo compounds by a coupling reaction.

    Water-soluble azo compounds containing a benzotiazol-1-yl phenyl moiety as a diazo component which carry a fiber-reactive group of the vinylsulfone series
    36.
    发明授权
    Water-soluble azo compounds containing a benzotiazol-1-yl phenyl moiety as a diazo component which carry a fiber-reactive group of the vinylsulfone series 失效
    含有苯并噻唑-1-基苯基部分作为重氮组分的水溶性偶氮化合物，其携带乙烯基砜系列的纤维反应性基团

    公开(公告)号：US4946947A

    公开(公告)日：1990-08-07

    申请号：US361225

    申请日：1989-06-05

    Applicant: Hartmut Springer ,  Kurt Hussong

    Inventor： Hartmut Springer ,  Kurt Hussong

    IPC: C09B62/51

    CPC classification number: C09B62/51

    Abstract: Water-soluble azo compounds of the general formula D-N=N-K in which D is a radical of the general formula ##STR1## in which Y denotes the vinyl group or is an ethyl group which is substituted in the .beta.-position by a substituent which can be eliminated by means of alkali, R stands for hydrogen, hydroxy, lower alkyl, lower alkoxy, carboxy or halogen, n is the number zero or 1, M is hydrogen or a salt-forming metal atom, and the free bond from the benzene ring to the azo groups is in the meta- or para-position to the nitrogen atom of the benzotriazole radical, and in which K is a radical of a water-soluble coupling component, such as, for example, from the series comprising the aminobenzenes, phenols, naphthols, aminonaphthols, acylaminonaphthols, pyrazolones, aminopyrazoles, acetoacetylarylides and hydroxypyridones.The water-soluble azo compounds have fiber-reactive dye properties and dye carboxamide and/or hydroxyl group-containing materials, such as, for example, wool, synthetic nylon fibers and, in particular, cellulose fibers, in fast shades. ##STR2## in which R, M and n have one of the meanings mentioned in claims 14 and the two primary amino groups are bound in the meta- or para-position to one another on the benzene ring, reducing the nitro group in the resultant compound, and reacting in said resultant compound the both primary amino groups with a diazotizing agent to give the diazonium compound, and, if desired, converting the .beta.-hydroxyethyl group standing for the moiety Y', into another Y' group.

    Abstract translation: 通式为DN = NK的水溶性偶氮化合物，其中D是通式为“IMAGE”的基团，其中Y表示乙烯基或在β-位上被取代基取代的乙基，该取代基可以 通过碱被除去，R代表氢，羟基，低级烷基，低级烷氧基，羧基或卤素，n是数字0或1，M是氢或成盐金属原子，与苯的游离键 环到偶氮基位于苯并三唑基的氮原子的间位或对位，其中K是水溶性偶合组分的基团，例如由包含氨基苯的系列 苯酚，萘酚，氨基萘酚，酰氨基萘酚，吡唑啉酮，氨基吡唑，乙酰乙酰芳基和羟基吡啶酮。 水溶性偶氮化合物具有纤维反应性染料性质和染料羧酰胺和/或含羟基的材料，例如羊毛，合成尼龙纤维，特别是纤维素纤维，具有快速色调。 其中R，M和n具有权利要求14中所述的含义之一，并且两个伯氨基在苯环上彼此间位或对位结合，还原所得的硝基 化合物，并在所得化合物中使两个伯氨基与重氮化试剂反应，得到重氮化合物，如果需要，将代表部分Y'的β-羟乙基转化为另一个Y'基团。

    Phenylazonaphthol or naphthylazonaphthol compounds containing a fibre-reactive aminophenylamino-substituted halogen-s-triazinylamino group and a fibre-reactive group of the vinylsulfone series, suitable as dyestuffs
    37.
    发明授权
    Phenylazonaphthol or naphthylazonaphthol compounds containing a fibre-reactive aminophenylamino-substituted halogen-s-triazinylamino group and a fibre-reactive group of the vinylsulfone series, suitable as dyestuffs 失效
    含有纤维反应性氨基苯基氨基取代的卤素-S-三嗪基氨基的苯​​基氮萘酚或萘基萘酚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

    公开(公告)号：US4902786A

    公开(公告)日：1990-02-20

    申请号：US196323

    申请日：1988-05-20

    Applicant: Hartmut Springer ,  Michael Kunze ,  Marcos Segal

    Inventor： Hartmut Springer ,  Michael Kunze ,  Marcos Segal

    IPC: C09B62/51 ,  G01R31/36 ,  C09B62/085 ,  C09B62/45 ,  D06P1/384

    CPC classification number: G01R19/16542 ,  C09B62/51

    Abstract: 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.

    Abstract translation: 具有符合式（1）＆lt; IMAGE＆gt;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。

    Precursors for synthesis of triphendioxazine dyestuffs
    38.
    发明授权
    Precursors for synthesis of triphendioxazine dyestuffs 失效
    合成三苯并二恶嗪染料的前体

    公开(公告)号：US4895954A

    公开(公告)日：1990-01-23

    申请号：US263733

    申请日：1988-10-28

    Applicant: Gunther Schwaiger ,  Hartmut Springer ,  Walter Helmling

    Inventor： Gunther Schwaiger ,  Hartmut Springer ,  Walter Helmling

    IPC: C07D249/18 ,  C07D498/04 ,  C09B19/02 ,  C09B62/503 ,  D06P1/38

    CPC classification number: C07D498/04 ,  C09B62/5033

    Abstract: 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.

    Water-soluble triphendioxazine compounds and sulfonyl-containing precursors thereof, processes for the preparation thereof and use of the triphendioxazines as dyes
    39.
    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 失效
    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

    公开(公告)号：US4774333A

    公开(公告)日：1988-09-27

    申请号：US13974

    申请日：1987-02-12

    Applicant: Hartmut Springer ,  Walter Helmling ,  Gunther Schwaiger

    Inventor： Hartmut Springer ,  Walter Helmling ,  Gunther Schwaiger

    IPC: C09B19/00 ,  C07C67/00 ,  C07C313/00 ,  C07C315/04 ,  C07C317/22 ,  C07C317/36 ,  C07C319/20 ,  C07C323/65 ,  C07D498/04 ,  C09B62/503 ,  D06P1/384 ,  D06P3/66

    CPC classification number: C09B62/5033

    Abstract: 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.

    Abstract translation: 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。

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