Carbazolyl polymers for organic electronic devices
View Patent ↗Compositions comprising at least one phosphorescent organometallic compound and a polymer comprising structural units of formula II are useful in organic light emitting devices wherein R 1 , R 2 , and R 4 are independently at each occurrence a C 1 -C 20 aliphatic radical, a C 3 -C 20 aromatic radical, or a C 3 -C 20 cycloaliphatic radical; wherein R 3 and R 5 are independently selected from the group consisting of hydrogen, triphenylsilyl, t-butyl, mesityl, diphenyl phosphine oxide, and diphenyl phosphine sulfide; and a, b and d are independently 0 or an integer ranging from 1 to 3.
1. A condensation polymer selected from the group consisting of polyesters, polycarbonates, polyetherimides, polyaryletherketones, polyarylethersulfones and polyestercarbonates comprising structural units derived from a polymerizable phosphorescent organometallic compound of formula
wherein
R 10 is hydrogen, alkoxy substituted with at least one hydroxy group, aryl substituted with at least one hydroxy group, alkylaryl substituted with at least one hydroxy group, arylalkyl substituted with at least one hydroxy group, or a combination thereof;
R 11 and R 12 taken together form a substituted or unsubstituted monocyclic or bicyclic heteroaromatic ring;
R 13 is independently at each occurrence halo, nitro, hydroxy, amino, alkyl, aryl, arylalkyl, alkoxy, substituted alkoxy, substituted alkyl, substituted aryl, or substituted arylalkyl; and
p is 0, or an integer ranging from 1 to 4.
2. A condensation polymer according to claim 1 , wherein M is Ir.
3. A condensation polymer according to claim 1 , wherein the polymerizable phosphorescent organometallic compound is a picolinate.
4. A condensation polymer according to claim 1 , which is a polyester.
5. A condensation polymer according to claim 1 , wherein the polymerizable phosphorescent organometallic compound is indium(III)-bis[2-(4,6-difluorophenyl)pyridinato-N,C 2′ ]picolinate.
6. A condensation polymer according to claim 1 , of the formula
7. An optoelectronic device comprising a condensation polymer according to claim 1 .
8. A condensation polymer selected from the group consisting of polyesters, polycarbonates, polyetherimides, polyaryletherketones, polyarylethersulfones and polyestercarbonates comprising structural units derived from a polymerizable phosphorescent organometallic compound of formula L′ 2 MZ′ and structural units of formula II
wherein
L′ and Z′ are independently bidentate ligands;
at least one of L′ and Z′ comprises at least one substituent selected from hydroxy, alkoxy substituted with at least one hydroxy group, aryloxy substituted with at least one hydroxy group, alkylaryloxy substituted with at least one hydroxy group, arylalkyloxy substituted with at least one hydroxy group, and combinations thereof;
M is Ga, Al, Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Y, Zr, Nb, Mo, Tc, Ru, Rh, Pd, Ag, Cd, Lu, Hf, Ta, W, Re, Os, Ir, Pt, Au, Hg, Ga, Ge, In, Sn, Sb, Tl, Pb, Bi, Eu, Tb, La, Po, or a combination thereof;
R 1 , R 2 , and R 4 are independently at each occurrence a C 1 -C 20 aliphatic radical, a C 3 -C 20 aromatic radical, or a C 3 -C 20 cycloaliphatic radical;
wherein R 3 and R 5 are independently selected from the group consisting of hydrogen, triphenylsilyl, t-butyl, mesityl, diphenyl phosphine oxide, and diphenyl phosphine sulfide; and
a, b and d are independently 0 or an integer ranging from 1 to 3.
9. A condensation polymer according to claim 8 , comprising structural units of formula
10. A condensation polymer according to claim 8 , comprising structural units of formula
11. A condensation polymer according to claim 8 , additionally comprising structural units of formula
12. A condensation polymer according to claim 8 , additionally comprising structural units of formula
13. A condensation polymer according to claim 8 , of formula
14. An optoelectronic device comprising a condensation polymer according to claim 8 .