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    • 1. 发明申请
    • FIBRE-REACTIVE AZO DYES, THEIR PREPARATION AND THEIR USE
    • 纤维反应性AZO染色及其制备及其使用
    • WO2011018274A1
    • 2011-02-17
    • PCT/EP2010/059292
    • 2010-06-30
    • HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBHTZIKAS, AthanassiosKLIER, HerbertROENTGEN, Georg
    • TZIKAS, AthanassiosKLIER, HerbertROENTGEN, Georg
    • C09B62/44C09D11/00
    • C09B62/4415C09D11/328
    • Reactive dyes of the formula (1) wherein B is an aliphatic bridging member, G is a sulfo naphthalene group or a sulfo benzene group of the formula (2a) or a pyridone radical of the formula (2b), R 1 , R 2 , R 3 and R 4 are each independently of the others hydrogen or unsubstituted or substituted C 1 -C 4 alkyl, (R 5 ) h denotes h identical or different substituents selected from the group sulfo, C 1 -C 4 alkyl and C 1 -C 4 alkoxy, R 6 is hydrogen, sulfo, halogen, carboxy, C 1 -C 4 alkyl, C 1 -C 4 alkoxy or a fibre-reactive group Z 1 of the formula -SO 2 -Y (3a), -NH-CO-(CH 2 ) l -SO 2 -Y (3b), -CONH-(CH 2 ) m -SO 2 -Y (3c), -NH-CO-CH(Hal)-CH 2 -Hal (3d) or -NH-CO-C(Hal)=CH 2 (3e), R 7 is amino, C 1 -C 4 alkyl or a fibre-reactive group Z 2 of the formula -NH-(CH 2 ) n -SO 2 -Y (3a), (R 8 ) j denotes j identical or different substituents selected from the group sulfo, C 2 -C 4 alkanoylamino, ureido, C 1 -C 4 alkyl and C 1 -C 4 alkoxy, R 9 is hydrogen, C 1 -C 4 alkyl or C 1 -C 4 alkoxy, R 10 is hydrogen or C 1 -C 4 alkyl, R 11 is hydrogen, cyano, carbamoyl or sulfomethyl, and R 12 is hydrogen, C 1 -C 4 alkyl, or phenyl which is unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkanoylamino, ureido, halogen or sulfo, X 1 and X 2 are halogen, Hal is chlorine or bromine, h and j are each independently of the other a number 0, 1 or 2; k is a number 1, 2 or 3; I, m and n are each independently of the other a number 2, 3 or 4, and Y is vinyl or a radical -CH 2 -CH 2 -U and U is a group removable under alkaline conditions, with the proviso that the dye of formula (1) contains at least one fibre-reactive group Z 1 or Z 2 are suitable for dyeing cellulosic or amide-group-containing fibre materials.
    • 式(1)的活性染料其中B是脂族桥连构件,G是式(2a)的磺基萘基或磺基苯基或式(2b)的吡啶酮基,R1,R2,R3和 R 4各自独立地为氢或未取代的或取代的C 1 -C 4烷基,(R 5)h表示相同或不同的选自磺基,C 1 -C 4烷基和C 1 -C 4烷氧基的取代基,R 6为氢,磺基,卤素,羧基, C1-C4烷基,C1-C4烷氧基或式-SO2-Y(3a)的纤维反应性基团Z1,-NH-CO-(CH2)1-SO2-Y(3b),-CONH-(CH2)m- SO2-Y(3c),-NH-CO-CH(Hal)-CH2-Hal(3d)或-NH-CO-C(Hal)= CH2(3e),R7是氨基,C1-C4烷基或纤维 - 式-NH-(CH 2)n -SO 2 -Y(3a)的反应性基团Z 2,(R 8)j表示相同或不同的选自磺基,C 2 -C 4烷酰基氨基,脲基,C 1 -C 4烷基和C 1 -C 4烷氧基 R 9是氢,C 1 -C 4烷基或C 1 -C 4烷氧基,R 10是氢或C 1 -C 4烷基,R 11是氢,氰基,氨基甲酰基或磺基甲基,和 R 12是氢,C 1 -C 4烷基或被C 1 -C 4烷基,C 1 -C 4烷氧基,C 2 -C 4烷酰基氨基,脲基,卤素或磺基取代的苯基,X 1和X 2是卤素,Hal是氯或溴,h和j是 每个独立于另一个数字0,1或2; k是数字1,2或3; I,m和n各自独立地为数2,3或4,Y为乙烯基或基团-CH 2 -CH 2 -U,U为在碱性条件下可除去的基团,条件是式 (1)含有至少一种纤维反应性基团Z 1或Z 2适用于染色含纤维素或含酰胺基的纤维材料。
    • 4. 发明申请
    • REACTIVE DYES, PROCESSES FOR THEIR PREPARATION AND THEIR USE
    • 反应性染料及其制备方法及其使用
    • WO2009053238A2
    • 2009-04-30
    • PCT/EP2008/063373
    • 2008-10-07
    • HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBHTZIKAS, AthanassiosVERDUGO, ThomasROENTGEN, Georg
    • TZIKAS, AthanassiosVERDUGO, ThomasROENTGEN, Georg
    • C09B62/503C09B62/465C09B67/00
    • C09B62/5033C09B62/465C09B67/004
    • Reactive dyes of the formula (1) in which Qi is hydrogen, halogen or a radical of the formula (2a) or (2b),R 1 , R 2 and R 3 independently of one another are hydrogen or C 1 -C 4 alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, and R 1 in formula (1) and R 1 in formula (2a) have identical or different meanings and R 2 in formula (1) and R 2 in formula (2a) have identical or different meanings, (R 4 ) 0-1 and (R 5 ) 0-1 independently of one another are 0 or 1 identical or different substituents from the group consisting of C 1 -C 4 alkyl, C 1 -C 4 alkoxy, halogen and sulfo, A is hydrogen or C 1 -C 4 alkyl which is unsubstituted or substituted by hydroxyl, sulfo, carboxyl or sulfato, phenyl which is unsubstituted or substituted by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkanoylamino, hydroxyl, carboxyl, carbamoyl, sulfo or halogen, phenyl-C 1 -C 2 alkylene which is unsubstituted or substituted in the phenyl ring by C 1 -C 4 alkyl, C 1 -C 4 alkoxy, C 2 -C 4 alkanoylamino, hydroxyl, carboxyl, sulfo, carbamoyl or halogen, or C 5 -C 7 cycloalkyl which is unsubstituted or substituted by C 1 -C 4 alkyl, B is a C 2 -C 12 alkylene radical which can be interrupted by 1, 2 or 3 members from the group consisting of -NH-, -N(CH 3 )- or -O- and is unsubstituted or substituted by hydroxyl, sulfo, sulfato, cyano or carboxyl, a C 5 -C 7 cycloalkylene radical or C 1 -C 2 alkylene-C 5 -C 7 cycloalkylene radical which are unsubstituted or substituted in the cycloalkylring by C 1 C 4 alkyl,C 1 C 2 alkylenephenylene radical or phenylene radical which are unsubstituted or substituted in the phenyl ring by C 1 C 4 alkyl, C 1 C 4 alkoxy, C 2 -C 4 alkanoylamino, sulfo, halogen or carboxyl, V 1 and V 2 independently of one another are halogen, T is a radical of the formula -CO-(CH 2 ) m -SO 2 -Y (3a), -CO-CH(HaI)-CH 2 -HaI (3b) or -CO-C(HaI)=CH 2 (3c), Hal is halogen, X is hydroxyl or Y, Y is vinyl or a radical -CH 2 -CH 2 -U and U is a group which can be split off under alkaline conditions, and m is the number 2, 3 or 4. are suitable for dyeing widely varying fibre materials, in particular cellulosic fibre materials, and produce dyeings with good allround properties.
    • 其中Q 1是氢,卤素或式(2a)或(2b)的基团,其中R 1,R 2和R 3彼此独立的式(1)的反应性染料是氢或未被取代或被 羟基,磺基,羧基或硫酸根,式(1)中的R 1和式(2a)中的R 1具有相同或不同的含义,式(1)中的R 2和式(2a)中的R 2具有相同或不同的含义, 0-1和(R5)0-1彼此独立地是0或1个与C1-C4烷基,C1-C4烷氧基,卤素和磺基基团相同或不同的取代基,A是氢或未被取代的C 1 -C 4烷基 被羟基,磺基,羧基或硫酸根取代的苯基,未被取代或被C 1 -C 4烷基,C 1 -C 4烷氧基,C 2 -C 4烷酰基氨基,羟基,羧基,氨基甲酰基,磺基或卤素取代的苯基,未取代或取代的苯基-C 1 -C 2亚烷基 C 1 -C 4烷基,C 1 -C 4烷氧基,C 2 -C 4烷酰基氨基,羟基,羧基,磺基,氨基甲酰基的苯环 1或卤素,或未被取代或被C 1 -C 4烷基取代的C 5 -C 7环烷基,B为C2-C12亚烷基,其可以被-NH-,-N(CH 3) - 或-O-,并且是未取代的或被羟基,磺基,硫酸基,氰基或羧基取代的C 5 -C 7亚环烷基或C 1 -C 2亚烷基-C 5 -C 7亚环烷基,其未被取代或被被C 1 -C 4烷基,C 1 -C 2亚烷基亚苯基或亚苯基取代的环烷基 C 1 -C 4烷基,C 1 -C 4烷氧基,C 2 -C 4烷酰基氨基,磺基,卤素或羧基,V 1和V 2彼此独立地在苯环中被取代或取代的基团是卤素,T是式-CO-(CH 2)m - SO2-Y(3a),-CO-CH(HaI)-CH2-HaI(3b)或-CO-C(HaI)= CH2(3c),Hal是卤素,X是羟基或Y,Y是乙烯基或 基团-CH 2 -CH 2 -U和U是在碱性条件下可以分离的基团,m是2,3或4号,适用于广泛变化的纤维的染色 特别是纤维素纤维材料,并产生具有良好全面性能的染色。
    • 6. 发明申请
    • MIXTURES OF REACTIVE DYES
    • 反应性染料的混合物
    • WO2015193104A1
    • 2015-12-23
    • PCT/EP2015/062253
    • 2015-06-02
    • HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBH
    • MUELLER, AlexanderMUNDLE, WolfgangCORTESE, BrunoDA SILVA SARAIVA, SandraPLATTNER, KurtROENTGEN, Georg
    • C09B67/22C09D11/328C09B62/44C09B62/513
    • C09B67/0059C09B62/4415C09B62/513C09B67/0057C09D11/328
    • A dye mixture, comprising (A) a dye of the formula (1) wherein D is the radical of a carbocyclic or heterocyclic aromatic diazo component, R 1 and R 2 are each independently of the other hydrogen, C 1 -C 6 alkyl, C 1 -C 6 alkoxy, hydroxy-C 2 -C 6 alkoxy, C 2 -C 6 alkanoylamino, C 1 -C 6 alkylsulfonyl, carbamoyl, sulfamoyl, -SO 3 M or a fibre-reactive group, R 3 and R 4 are each independently of the otherhydrogen, C 1 -C 6 alkyl that is unsubstituted or substituted by hydroxy, sulfo, sulfato, cyano, carboxy, C 1 -C 6 alkoxy or phenyl, C 2 -C 6 alkanoyl, phenyl, sulfomethyl or a group of the formula (3d), Y is vinyl or a -CH 2 -CH 2 -U radical and U is a group that is removable under alkaline conditions, p is the number 2, 3 or 4, M is hydrogen, Li, Na, K, Mg, Ca or ammonium that is unsubstituted or mono-, di-, tri- or tetra substituted by C 1 -C 6 alkyl, C 2 -C 6 -hydroxyalkyl or mixtures thereof; and (B) at least one navy-blue dyeing dye, provides dyeings on wool with good allround properties and does not require alkaline after-treatment to remove non-fixed dye.
    • 一种染料混合物,其包含(A)式(1)的染料,其中D是碳环或杂环芳族重氮组分的基团,R 1和R 2各自独立地为另一个氢,C 1 -C 6烷基,C 1 -C 6烷氧基,羟基 C 2 -C 6烷氧基,C 2 -C 6烷酰基氨基,C 1 -C 6烷基磺酰基,氨基甲酰基,氨磺酰基,-SO 3 M或纤维反应性基团,R 3和R 4各自独立地为未被取代或被羟基,磺基, ,氰基,羧基,C 1 -C 6烷氧基或苯基,C 2 -C 6烷酰基,苯基,磺基甲基或式(3d)的基团,Y是乙烯基或-CH 2 -CH 2 -U基团,U是在碱性下可除去的基团 条件是p是数字2,3或4,M是未被取代的或被C1-C6烷基取代的单,二,三或四取代的氢,Li,Na,K, - 羟烷基或其混合物; 和(B)至少一种海蓝染色剂,在羊毛上提供良好的全面性能的染色,并且不需要碱性后处理以除去非固定染料。
    • 7. 发明申请
    • MIXTURES OF FIBRE-REACTIVE DYES AND THEIR USE IN A METHOD FOR DI- OR TRICHROMATIC DYEING OR PRINTING
    • 纤维反应性染料的混合物及其在二色或三色染色或印刷方法中的用途
    • WO2011101185A1
    • 2011-08-25
    • PCT/EP2011/050397
    • 2011-01-13
    • HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBHTZIKAS, AthanassiosROENTGEN, GeorgCASARTELLI, MarcoCODEMO, RemoLANDRE, Jean-François
    • TZIKAS, AthanassiosROENTGEN, GeorgCASARTELLI, MarcoCODEMO, RemoLANDRE, Jean-François
    • C09B67/22D06P3/66D06P1/38C09B62/513
    • C09B62/513C09B62/4413C09B62/4415C09B67/0042C09B67/0047C09B67/0052D06P1/38D06P3/663Y10S8/917Y10S8/918Y10S8/919Y10S8/924Y10S8/926
    • Dye mixtures, comprising at least one red dyeing dye of the formula (1) and at least one blue, yellow, orange or brown dyeing dye from the group of the formulae (2), (3), (4), (5) and (6), wherein B is an aliphatic bridging member, R 1 , R 3 and R 8 are each independently of the others hydrogen or C 1 -C 4 alkyl, R 2 , R 4 , R 5 , R 9 , R 11 , R 12 , R 13 , R 14 , R 15 and R 16 are each independently of the others hydrogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy or sulfo, R 6 and R 10 are each independently of the other amino or C 1 -C 4 alkyl, (R 7 ) j denotes j identical or different substituents selected from the group C 2 -C 4 alkanoylamino, ureido, C 1 -C 4 alkyl and C 1 -C 4 alkoxy, (R 17 ) i denotes i identical or different substituents selected from the group C 2 -C 4 alkanoylamino, ureido, sulfo, C 1 -C 4 alkyl and C 1 -C 4 alkoxy, X 1 , X 2 , X 3 , X 4 , X 5 and X 6 are each independently of the others halogen, 3-carboxypyridin-1-yl or 3-carbamoylpyridin-1-yl, Z 1 , Z 2 and Z 3 are each independently of the others a fibre-reactive group of the formula -SO 2 -Y 8 , (7a) or -NH-CO-(CH 2 ) 2-3 -SO 2 -Y 9 (7b), Y 1 , Y 2 , Y 3 , Y 4 , Y 5 , Y 6 , Y 7 , Y 8 and Y 9 are each independently of the others vinyl or a radical -CH 2 -CH 2 -U and U is a group removable under alkaline conditions, i, j, k and l are each independently of the other the number 0, 1 or 2, m is the number 1 or 2, n and u are each independently of the other the number 1, 2 or 3, p and q are each independently of the other the number 0 or 1, r and s are each independently of the other the number 0 or 1, and t is the number 0, 1 or 2, and the sum of r, s and t is 2 or 3 are suitable especially for the dichromatic or trichromatic dyeing or printing of cellulosic fibre materials and yield dyeings or prints having good reproducibility and good all-round fastness properties.
    • 包含至少一种式(1)的红染色剂和至少一种式(2),(3),(4),(5)的基团的蓝,黄,橙或棕染色染料的染料混合物, 和(6)其中B是脂族桥连构件,R 1,R 3和R 8各自独立地为氢或C 1 -C 4烷基,R 2,R 4,R 5,R 9,R 11,R 12,R 13,R 14,R 15和R 16为 各自独立地为氢,C 1 -C 4烷基,C 1 -C 4烷氧基或磺基,R 6和R 10各自独立地为其它氨基或C 1 -C 4烷基,(R 7)j表示相同或不同的选自C 2 -C 4烷酰基氨基, 脲基,C 1 -C 4烷基和C 1 -C 4烷氧基,(R 17)i表示相同或不同的选自C 2 -C 4烷酰基氨基,脲基,磺基,C 1 -C 4烷基和C 1 -C 4烷氧基,X 1,X 2,X 3,X 4,X 5和 X 6各自独立地为卤素,3-羧基吡啶-1-基或3-氨基甲酰基吡啶-1-基,Z1,Z2和Z3各自独立地为式-SO2-Y8的纤维反应性基团( 7A) 或-NH-CO-(CH2)2-3-SO2-Y9(7b),Y1,Y2,Y3,Y4,Y5,Y6,Y7,Y8和Y9各自独立地为乙烯基或基团-CH2- CH2-U和U是在碱性条件下可除去的基团,i,j,k和l各自独立于数字0,1或2中的另一个,m是数字1或2,n和u各自独立地为 数字1,2或3中的另一个,p和q各自独立于数字0或1中的另一个,r和s各自独立于数字0或1中的另一个,并且t是数字0,1或2, r,s和t的总和为2或3,特别适用于纤维素纤维材料的二色或三色染色或印花,并且具有良好的再现性和良好的全面牢固性能的产量染色或印花。
    • 10. 发明申请
    • MIXTURES OF REACTIVE DYES AND THEIR USE IN A METHOD FOR TRICHROMATIC DYEING OR PRINTING
    • 反应性染料的混合物及其在三色染色或印刷方法中的应用
    • WO2008055805A1
    • 2008-05-15
    • PCT/EP2007/061642
    • 2007-10-30
    • HUNTSMAN ADVANCED MATERIALS (SWITZERLAND) GMBHROENTGEN, GeorgTZIKAS, AthanassiosCHRISTNACHER, Hubert Jean Luc
    • ROENTGEN, GeorgTZIKAS, AthanassiosCHRISTNACHER, Hubert Jean Luc
    • C09B62/08C09B62/085C09B62/09C09B62/095C09B67/22
    • C09B62/4407C09B62/4413C09B62/4415C09B67/005C09B67/0059
    • Dye mixtures, comprising at least one dye of formula (1) and at least one dye from the group of formulae (2) and (3) wherein Q 1 is C 1 -C 4 alkyl, halogen or a radical -SO 2 -Z, Q 2 and Q 3 are each independently of the other C 1 -C 4 alkoxy, Q 4 is C 1 -C 4 alkoxy, C 1 -C 4 alkyl, halogen or sulfo, Q 5 is C 1 -C 4 alkoxy, C 1 -C 4 alkyl, C 1 -C 4 alkanoylamino, ureido, halogen or sulfo, R 1 , R 2 and R 3 are each independently of the others hydrogen or unsubstituted or substituted C 1 -C 4 alkyl, k and q are each independently of the other the number 0 or 1, n and p are each independently of the other the number 0, 1 or 2, m is the number 0, 1, 2 or 3, t is the number 1, 2 or 3, X 1 , X 2 and X 3 are each independently of the others halogen, 3-carboxypyridin-1-yl, 3- carbamoylpyridin-1-yl or a non-fibre-reactive substituent, and T 1 , T 2 and T 3 are each independently of the others a non-fibre-reactive substituent or a fibre- reactive radical of formula (4a): -NH-(CH 2 ) 2-3 -SO 2 -Z, (4b): -NH-(CH 2 ) 2-3 -O-(CH 2 ) 2-3 -SO 2 -Z, (4c), (4d), (4e), (4f) or (4g),wherein (R 4 ) 0-2 denotes from 0 to 2 identical or different substituents from the group halogen, C 1 -C 4 alkyl, C 1 -C 4 alkoxy and sulfo, Z is vinyl or a radical -CH 2 -CH 2 -U and U is a group removable under alkaline conditions, Q is a group -CH(Hal)-CH 2 -Hal or -C(Hal)=CH 2 , and Hal is halogen, are suitable especially for the dichromatic or trichromatic dyeing or printing of cellulosic fibre materials and yield dyeings or prints having good reproducibility and good all-round fastness properties.
    • 包含至少一种式(1)的染料和至少一种式(2)和(3)基团的染料的染料混合物,其中Q 1是C 1〜 -C 4 - 烷基,卤素或-SO 2 -S-基团,Q 2和Q 3个基团各自为 独立于其它C 1 -C 4烷氧基,Q 4是C 1 -C 4烷基 C 1 -C 4烷氧基,C 1 -C 4烷基,卤素或磺基,Q 5是C 1 -C 4烷基, -C 4烷氧基,C 1 -C 4烷基,C 1 -C 4烷基,C 1 -C 4烷基,C 1 -C 4烷基, 烷基氨基,脲基,卤素或磺基,R 1,R 2和R 3各自独立地为氢或未取代或取代的 C 1 -C 4烷基,k和q各自独立地为0或1的另一个,n和p各自独立地为数个0,1或2的数个 或2,m是数字0,1,2或3,t是数字1,2或3,X 1,X 2和X 3 各自独立于o 卤素,3-羧基吡啶-1-基,3-氨基甲酰基吡啶-1-基或非纤维反应性取代基,T 1,T 2和T 2, -NH-(CH 2 2)2,其中R 1和R 3各自独立地为非纤维反应性取代基或式(4a)的纤维反应性基团: -3-SO 2 -Z,(4b):-NH-(CH 2 2)2-3 - -O- (4c),(4d),(4e),(4f)或(4e)或(3) (4g),其中(R 4)0-2-2表示0-2个与卤素取代基相同或不同的取代基,C 1〜 C 4烷基,C 1 -C 4烷氧基和磺基,Z是乙烯基或基团-CH 2, -CH 2 -O-U,U是在碱性条件下可除去的基团,Q是基团-CH(Hal)-CH 2 -Hal或-C(Hal)= CH 2,Hal是卤素,特别适用于纤维素纤维材料的二色或三色染色或印花,并且具有良好重现性的产量染色或印花 良好的全面坚牢性。