Polycarboxylic acid dye with low polymerization degree
AssigneeDalian University of Technology
InventorsShufen Zhang, Bingtao Tang, Wei Ma
Life of this patent
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Abstract
The present invention provides a polycarboxylic acid dye with low polymerization degree, which is formed by using a macromolecule skeleton of polymaleic acid linked to an azo chromophore, an azo-metal complexation chromophore or an anthraquinone chromophore via a bridge group of amide or ester bond. The dye is useful for dyeing and printing leather, protein fiber, cellulose fiber and synthetic fiber.
Claims5
A polycarboxylic acid dye, wherein the dye is a polymerized polycarboxylic acid, or salt or ester thereof having a macromolecule skeleton of polymaleic acid, or salt or ester thereof linked to a chromophore via a bridge group of amide or ester bond, having a structural formula of:
- in formula (1), the structural component A consists of the following three monomer units which are linked randomly, block or alternately in arbitrary sequence, present with respective numbers of n1, n2 and n3:
- wherein each of the structural component A can independently have same or different n1, same or different n2 and/or same or different n3,
- wherein,
- M is H, Na, K or a quaternary ammonium positive ion of formula 1-1:
- in formula 1-1, r1, r2, r3 and r4 are hydrogen, a C1-C12 linear alkyl, or a C1-C12 linear alkenyl, wherein the r1, r2, r3 and r4 can be same or different;
- n1=1-100;
- n2=0-100;
- n3=1-100;
- and n=an integer of 1-300;
- X=O or NH, linked to a chromophore;
- D is (2), (3), (4), (5), (6), (7), (8), (9), (10), (11), (12), (13), (14), (15), (16), (17), (18), (19), (20), (21), (22), (23), (24), (25) or (26) having the following structures:
- in formula (2):
- R1 is H or Cl;
- R2 is H, Cl, CN, SO3Na, SO2NHR, SO2CH2CH2Y1 or SO2NHCH2CH2Y1;
- R3 is H, Cl, CN, CONHR or COOR;
- R4 is H, CH3, CN, COOR or C6H5;
- R5 is H, Cl, NHR, CN, SO3Na, SO2NHR, CONHR, COOR, NHCOR,
- Y1 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Q is Cl or CH3;
- R6 is H, Cl, CN, NO2, SO2NHR, CONHR or COOR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and Xis H, Na or K;
- in formula (3):
- R1 is H, OCH3 or OCH2CH3;
- R2 is CH3, CH2CH3, CH2CH2OH, CH2CH2OCH3, CH2CH2Cl, CH2CH2CN or CH2CH2OCOCH3;
- R3 is CH3, CH2CH3, CH2CH2OH, CH2CH2OCH3, CH2CH2Cl, CH2CH2CN or CH2CH2OCOCH3;
- R4 is H, NHCOCH3, NHCOC2H5,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Y1 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- Q is Cl or CH3;
- R5 is H, Cl, Br, CN, NO2, SO3Na, SO2NHR, CONHR or COOR;
- R6 is H, Cl, Br, CN, NO2, CH3, OCH3, OC2H5, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and Xis H, Na or K;
- in formula (4):
- R1 is H, OCH3 or OCH2CH3;
- R2 is OH, OCH3, Cl, CN or OCOCH3;
- R3 is H, NHCOCH3, NHCOC2H5,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- R4 is H, Cl, Br, CN, NO2, SO3Na, SO2NHR, CONHR or COOR;
- R5 is H, Cl, Br, CN, NO2, SO2NHR, CONHR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Y1 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- Q is Cl or CH3;
- R6 is H, Cl, Br, CN, NO2, CH3, OCH3, OC2H5, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (5):
- R1 is H, OCH3 or OCH2CH3;
- R2 is H, OH, OCH3, Cl, CN or OCOCH3;
- R3 is H, OH, OCH3, Cl, CN or OCOCH3;
- R4 is H, Cl, Br, CN, NO2, SO3Na, SO2NHR, CONHR or COOR;
- R5 is H, Cl, Br, CN, NO2, SO2NHR, CONHR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Y1 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- Q is Cl or CH3;
- R6 is H, Cl, Br, CN, NO2, CH3, OCH3, OC2H5, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (6):
- R1 is H, OH or NH2;
- R2 is H, SO3Na or SO2NHR;
- R3 is H, Cl, CN, SO2NHR, CONHR, COOR, NHR, NHCOR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Y1 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- Q is Cl or CH3;
- R4 is H, SO3Na, SO2NHR, NHR or NHCOR;
- R5 is H, SO2NHR, NHR or NHCOR;
- R6 is H, Cl, NHR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- R7 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (7):
- R1 is H, OCH3 or NHR;
- R2 is H, SO3Na or SO2NHR;
- R3 is H, Cl, CN, SO3Na, SO2NHR, CONHR, COOR, NHR or NHCOR;
- R4 is H, SO2NHR, NHR or NHCOR;
- R5 is H, SO3Na, SO2NHR, NHR, CONHR, COOR, NHCOR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Yi is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- Q is Cl or CH3;
- R6 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and Xis H, Na or K;
- in formula (8):
- R1 is H, OH or NH2;
- R2 is H, NHR, NHCOR,
- NHCOCY3═CHY4 or NHCOCHY4CH2Y5;
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- R3 is H, NHR, SO3Na, SO2NHR, NHCOR or
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R4 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R5 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R6 is H, SO3Na or SO2NHR;
- R7 is H, Cl, NHR, CN, SO3Na, SO2NHR, CONHR or COOR;
- R8 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (9):
- R1 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R2 is H or OH;
- R3 is H, NHR or NHCOR;
- R4 is H, NHR, SO3Na, SO2NHR, NHCOR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R5 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R6 is H, SO3Na or SO2NHR;
- R7 is H, Cl, R, NHR, CN, SO3Na, SO2NHR or COOR;
- R8 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (10):
- R1, R4 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3, COOC2H5, NHCOR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3, COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R2 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R3 is H, SO3Na or SO2NHR;
- R5 is H, NHR, SO3Na or SO2NHR;
- R6 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R7 is H, SO3Na or SO2NHR;
- R8 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (11):
- R1 is OH or NH2;
- R2, R3 is H, SO3Na, SO2NHR, NHCOR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R4 is H, OH or NH2;
- R5 is H, NHR, SO3Na, SO2NHR;
- R6 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R7 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R8 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R9 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (12):
- R1 is OH or NH2;
- R2, R3 is H, SO3Na, SO2NHR, NHCOR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R4 is H, OH or NH2;
- R5 is H, NHR, SO3Na or SO2NHR;
- R6 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R7 is H, NHR, SO3Na or SO2NHR;
- R8 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R9 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R10 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R11 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (13):
- R1 is OH or NH2;
- R2, R3 is H, SO3Na, SO2NHR, NHCOR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R4 is H, OH or NH2;
- R5 is H, NHR, SO3Na or SO2NHR;
- R6 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R7 is H, NHR, SO3Na or SO2NHR;
- R8 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R9 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R10 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R11 is H, Cl, CH3, OCH3, OC2H5, OH, NHR, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (14):
- R1 is OH or NH2;
- R2, R3 is H, SO3Na, SO2NHR, NHCOR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Yi is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R4 is H, OH or NH2;
- R5 is H, NHR, SO3Na or SO2NHR;
- R6 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R7 is H, NHR, SO3Na or SO2NHR;
- R8 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R9 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R10 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R11 is H, Cl, CH3, OCH3, OC2H5, OH, NHR, CN, CONH2, COOCH3 or COOC2H5;
- R12 is H, Cl, CH3, OCH3, OC2H5, OH, NHR, CN, CONH2, COOCH3 or COOC2H5;
- R13 is H, Cl, CH3, OCH3, OC2H5, OH, NHR, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and Xis H, Na or K;
- in formula (15):
- R1 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R2 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R3 is H, NHR or NHCOR;
- R4, R9 is H, CH3, Cl, OR, CN, NO2, SO3Na, SO2NHR, NHR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R5 is H, SO3Na, SO2NHR or NHCOR;
- R6 is H, SO3Na or SO2NHR;
- R7 is H, SO3Na or SO2NHR;
- R8 is H, SO3Na, SO2NHR or NHCOR;
- R10 is H, OH, NH2, NHR, CN, SO3Na, SO2NHR or COOR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (16):
- R1 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R2 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R3 is H, NHR or NHCOR;
- R4, R9 is H, NHR, SO3Na, SO2NHR, NHCOR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Yi is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Q is Cl or CH3;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- R5 is H, SO3Na, SO2NHR or NHCOR;
- R6 is H, SO3Na or SO2NHR;
- R7 is H, SO3Na or SO2NHR;
- R8 is H, SO3Na, SO2NHR or NHCOR;
- R10 is H, OH, NH2, NHR, CN, SO3Na, SO2NHR or COOR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (17):
- R1 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R2 is NH2, OH or OR;
- R3 is NH2, OH or OR;
- R4 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R5, R9 is H, NHR, SO3Na, SO2NHR, NHCOR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Y1 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Q is Cl or CH3;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- R6 is H, SO3Na, SO2NHR or NHCOR;
- R7 is H, SO3Na or SO2NHR;
- R8 is H, SO3Na or SO2NHR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (18):
- R1 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R2 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R3 is NH2, OH or OR;
- R4 is NH2, OH or OR;
- R5 is H, CH3, Cl, OR, CN, NO2, SO3Na, SO2NHR, NHR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R6 is H, SO3Na, SO2NHR or NHCOR;
- R7 is H, SO3Na or SO2NHR;
- R8 is H, SO3Na or SO2NHR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (19):
- R1 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R2 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R3 is H, CH3, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R4 is NH2, OH or OR;
- R5 is H, CH3, Cl, OR, CN, NO2, SO3Na, SO2NHR, NHR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and Xis H, Na or K;
- in formula (20):
- R1 is H, SO3Na or SO2NHR;
- R2 is H, Cl, CN, SO2NHR, CONHR, COOR, NHR, NHCOR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6, Yi is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- Q is Cl or CH3;
- R3 is H, SO3Na, SO2NHR, NHR or NHCOR;
- R4 is H, SO2NHR, NHR or NHCOR;
- R5 is H, Cl, NHR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- Me is Cu, Co, Ni, Cr or Fe;
- in formula (21):
- R1 is H, SO3Na or SO2NHR;
- R2 is H, Cl, CN, SO3Na, SO2NHR, CONHR, COOR, NHR or NHCOR;
- R3 is H, SO2NHR, NHR or NHCOR;
- R4 is H, SO3Na, SO2NHR, NHR, CONHR, COOR, NHCOR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Y1 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- Q is Cl or CH3;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and Xis It Na or K;
- Me is Cu, Co, Ni, Cr or Fe;
- in formula (22):
- R1 is H, OH, NHR, NHCOR,
- NHCOCY3═CHY3 or NHCOCHY4CH2Y5;
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- R2 is H, NHR, SO3Na, SO2NHR, NHCOR or
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R3 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R4 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R5 is H, SO3Na or SO2NHR;
- R6 is H, Cl, NHR, CN, SO3Na, SO2NHR, CONHR or COOR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- Me is Cu, Co, Ni, Cr or Fe;
- in formula (23):
- R1 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R2 is H, OH, NH2,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R3 is H, NHR, SO3Na, SO2NHR or NHCOR;
- R4 is H, SO3Na or SO2NHR;
- R5 is H, Cl, NHR, CN, SO3Na, SO2NHR or COOR;
- R6 is H, Cl, CH3, OCH3, OC2H5, OH, CN, CONH2, COOCH3 or COOC2H5;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and Xis H, Na or K;
- Me is Cu, Co, Ni, Cr or Fe;
- in formula (24):
- R1 is H, Cl, Br, CH3, OCH3, OC2H5, OH, NHR, NO2, CN, CONH2, NHCOR,
- R2 is H, SO3Na, SO2NHR or
- M1 is H, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- M2 is H, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R3 is H, CH3, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y1, SO2NHCH2CH2Y1,
- NHCOCY4═CHY5 or NHCOCHY4CH2Y6;
- Y1 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- Y2 is Cl or F;
- Y3 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y4 is H or Br;
- Y5 is H, Cl or Br;
- Y6 is Br or OSO3X;
- Q is Cl or CH3;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K;
- in formula (25):
- R1 is H, Cl, Br, CH3, OCH3, OC2H5, OH, NHR, NO2, CN, CONH2, NHCOR, SO3Na, SO2NHR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3 or COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R2 is H, Cl, Br, CH3, OCH3, OC2H5, OH, NHR, NO2, CN, CONH2, NHCOR, SO3Na, SO2NHR,
- R3 is H, SO3Na, SO2NHR or
- M1 is H, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- M2 is H, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and Xis H, Na or K;
- in formula (26):
- R1 is H, Cl, Br, CH3, OCH3, OC2H5, OH, NHR, NO2, CN, CONH2, NHCOR, SO3Na, SO2NHR,
- NHCOCY3═CHY3, NHCOCHY4CH2Y5 or
- Y1 is Cl or F;
- Q is Cl or CH3;
- Y2 is Cl, F, OR, NHCH2SO3X, N(R)2, N(CH2OH)2, N(C2H4OH)2,
- Y3 is H or Br;
- Y4 is H, Cl or Br;
- Y5 is Br or OSO3X;
- Y6 is H, Cl, NHR, OR, CN, SO3Na, SO2NHR, CONHR, COOR or NHCOR;
- Y7 is H, Cl, OR, CN, NO2, SO3Na, SO2NHR, SO2CH2CH2Y9, SO2NHCH2CH2Y9, CONHR or COOR;
- Y8 is H, OH, Cl, CH3, OCH3, OC2H5, CN, CONH2, COOCH3, COOC2H5;
- Y9 is Cl, OSO3X or N(CH3)CH2CH2SO3X;
- R2 is H, SO3Na, SO2NHR or
- M1 is H, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- M2 is H, Cl, OR, CN, NO2, SO3Na or SO2NHR;
- R3 is H, Cl, Br, CH3, OCH3, OC2H5, OH, NHR, NO2, CN, CONH2, NHCOR, SO3Na, SO2NHR,
- R is H, or a linear, saturated alkyl of CpH2p+1, wherein:
- p is an integer with the proviso of 1≦p≦18;
- and X is H, Na or K.
Dependencies are inferred from the claim text.