8-hydroxyquinoline chelating agents

Claim 2

A compound characterized by having the structure ##STR28## wherein D is selected from the group consisting of ##STR29## wherein R 1 , R 2 and R 3 are the same or different and are selected from the group consisting of hydrogen, halogen, C 1 -C 3 alkyl, nitro, nitroso, sulfonate, sulfo-trialkyl ammonium salts, phosphate, --CH 2 COOH, --CH 2 CH 2 COOH and --CH 2 CH 2 CH 2 COOH, carboxyamide, sulfonamide, phosphonic acid and sulfate wherein n is 3 or 4 and wherein A is a linear, cyclic or trifurcate tri- or tetraamine wherein the amine nitrogens are linked by alkane, cycloalkane or ortho-substituted phenyl ring substituents having from 2 to 4 carbon atoms between amine nitrogens, the amine nitrogens being positioned such that all of the attendant 8-hydroxyquinoline units are capable of binding a single metal center and wherein A may optionally be substituted at a methylene carbon by the group ##STR30## wherein X is meta or para and is a nitro or a substrate reactive moiety and wherein m is 0 to 10.

Claim 3

The compound according to claim 1 wherein n is 3.

Claim 4

The compound according to claim 1 wherein R 1 , R 2 and R 3 are selected from the group consisting of H, OH and sulfonate.

Claim 5

The compound according to claim 3 wherein at least one of R 1 , R 2 and R 3 is sulfonate and is substituted at the 4 or 5 8-hydroxyquinoline positions.

Claim 6

The compound according to claim 1 wherein A is a linear, cyclic or trifurcate tri- or tetraaminoalkane.

Claim 7

The compound according to claim 5 wherein A is selected from the group consisting of ##STR31##

Claim 8

The compound according to claim 1 wherein X is selected from the group consisting of: ______________________________________ NH.sub.2, (AMINO) NN.sup.+, (DIAZONIUM) NCS, (ISOTHIOCYANATE) NCO, (ISOCYANATE) NHNH.sub.2, (HYDRAZINE) NHCONHNH.sub.2, (SEMICARBAZIDE) NHCSNHNH.sub.2, (THIOSEMI- CARBAZIDE) NHCOCH.sub.2 Cl, (CHLOROACETAMIDE) NHCOCH.sub.2 Br, (BROMOACETAMIDE) NHCOCH.sub.2 I, (IODOACETAMIDE) N.sub.3, (AZIDE) CO.sub.2 H, (CARBOXYLATE) NHCONH(CH.sub.2).sub.w NH.sub.2, (AMINOALKYLUREA) NHCSNH(CH.sub.2).sub.w NH.sub.2, (AMINOALKYL- THIOUREA) NHCONH(CH.sub.2).sub.w CO.sub.2 H, (CARBOXYALKYL- UREA) NHCSNH(CH.sub.2).sub.w CO.sub.2 H, (CARBOXYALKYL- THIOUREA) ##STR32## (MALEIMIDE) ##STR33## (HALOTRIAZINE) ##STR34## (META-(DIHYDROXY- BORYL)PHENYL- THIOUREA) ______________________________________ wherein Y is selected from the group consisting of Cl, Br and F; wherein Z is selected from the group consisting of Cl, Br, F, OH and OCH 3; and wherein w is 1 to about 10.

Claim 9

The compound according to claim 7 wherein X is selected from the group consisting of: --NH 2 , --NCS, --NHCSNHNH 2 , --NHCOCH 2 Br and --NHCSNH(CH 2 ) 2 NH 2 .

Claim 10

The compound according to claim 1 wherein X is para substituted.

Claim 11

The compound according to claim 1 wherein m is 1.

Claim 12

The compound according to claim 6 characterized by having the structure: ##STR35## wherein R 1a , R 1b and R 1c are the same or different group, wherein R 2a , R 2b and R 2c are the same or different group and wherein R 3a , R 3b and R 3c are the same or different group.

Claim 13

The compound according to claim 6 characterized by having the structure: ##STR36## wherein R 1a , R 1b and R 1c are the same or different group, wherein R 2a , R 2b and R 2c are the same or different group and wherein R 3a , R 3b and R 3c are the same or different group.

Claim 14

The compound according to claim 6 characterized by having the structure: ##STR37## wherein R 1a , R 1b and R 1c are the same or different group, wherein R 2a , R 2b and R 2c are the same or different group and wherein R 3a , R 3b and R 3c are the same or different group.