Luminescent diketonate polymers

1. A luminescent dye compound having formula I:

wherein R 1 and R 2 are independently phenyl or naphthy; R 1 and R 2 are optionally independently substituted with 1, 2, or 3 substituent groups; where the substituent groups are halo, hydroxyl, methyl, methoxy, —O—CH 2 —O CH 3 or —NC(═O)CH 3 ; or two substituent groups can form a ring together with the atom to which they are attached optionally having 5 ring atoms and optionally having 1 heteroatom;

Y 1 is Al or B; X 1 and X 2 are independently a bond, or —CH═CH—,

R 3 and R 4 are independently, halo, hydroxyl, R 15 O(C 1 -C 12 )alkyl, or —OR 15 ; or R 3 and R 4 taken together form a bidentate chelate, or R 3 and R 4 taken together with the boron atom form a ring having the formula:

R 5 is hydrogen, or R 5 and the carbon to which it is attached have the formula:

each Q is independently a non-toxic pharmaceutically acceptable, biologically stable or biodegradable polymer.

2. The compound of claim 1 , wherein R 1 and R 2 are independently phenyl, or naphthyl.

3. The compound of claim 2 , wherein at least one of R 1 and R 2 is phenyl.

4. The compound of claim 2 , wherein at least one of R 1 and R 2 is naphthyl.

5. The compound of claim 1 , wherein at least one of R 1 and R 2 has the formula

6. The compound of claim 1 , wherein the R 1 and R 2 substituents are independently —OH, —OCH 3 , or —O—CH 2 —O CH 3 .

7. The compound of claim 6 , wherein the R 1 and R 2 substituents are independently —OH, or —OCH 3 .

8. The compound of claim 1 , wherein the R 3 and R 4 substituents are independently halo, hydroxy(C 1 -C 12 )alkyl, halo(C 1 -C 12 )alkyl, R 15 O(C 1 -C 12 )alkyl, R 15 O(C 1 -C 12 )alkyl-O—, —OR 15 , —CO 2 R 15 , —OC(O)R 16 , —C(O)R 16 , —NR 13 R 14 , —N(R 23 )C(O)R 24 , —C(O)NR 17 R 18 , —SR 19 , or —SO 2 R 20 .

9. The compound of claim 8 , wherein the R 3 and R 4 substituents are independently halo.

10. The compound of claim 9 , wherein the R 3 and R 4 substituents are fluorine.

11. The compound of claim 1 , wherein the R 3 and R 4 substituents are taken together to form a bidentate chelate.

12. The compound of claim 11 wherein the chelate is a diacid, acid-alcohol, or acid-ether group.

13. The compound of claim 12 wherein the diacid group is HOC(═O)CH 2 C(═O)OH or HOC(═O)CH 2 C(═O)OH.

14. The compound of claim 11 wherein R 3 and R 4 taken together with the boron atom form a ring having the formula:

15. The compound of claim 1 wherein the polymer is attached through a group having the formula —O—R 6 —O— where R 6 is alkylene, alkenylene having at least two carbon atoms.

16. The compound of claim 1 , wherein each Q is independently a polylactide, polyglycolide, lactide-glycolide copolymer, polyethylene glycol polylactide, polycaprolactone, polycaprolactone-polylactide block copolymers, poly(methyl methacrylate), hydroxyl propyl cellulose, polyhydroxybutyrate, polyhydroxybutyrate-valerate copolymer, polybutylene succinate, polybutylene adipate-co-terephthalate, polyethylene glycol, or a mixture thereof.

17. The compound of claim 16 , wherein each Q is independently a polylactide, polyglycolide, lactide-glycolide copolymer, polyethylene glycol polylactide, polycaprolactone-polylactide block copolymers, or a mixture thereof.

18. The compound of claim 1 wherein R 1 and R 2 are independently

R 5 and R 1 or R 2 taken together form a group having the formula:

19. The compound of claim 1 wherein R 5 is:

20. The compound of claim 1 wherein the luminescent dye is and formed from a compound having the formula:

21. The compound of claim 1 wherein the R 3 and R 4 taken together are formed from a compound having the formula: