Luminescent compound
Provided herein are luminescent compounds, compositions including the same, and use and synthesis thereof.
1. A compound having a structure of:
wherein
Y is B or Al;
R 7 is independently hydrogen, halogen, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
Each R 2 , R 3 , R 4 , and R 5 is independently hydrogen, halogen, substituted or unsubstituted alkyl;
M is a metal or a metal ion;
X is a bond, —C(R a R b )—, —N(R c )—, —NC—, —O—, —S—, or —P(R e R f )—;
R 6 is hydrogen, halogen, substituted or unsubstituted alkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or
R 6 and any atom of X, R a , R b , R c , R d , R e , and R f together with atoms connected thereto form substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl; and
Each R a , R b , R c , R d , R e , and R f is independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl.
2. The compound of claim 1 , wherein the compound further comprises a counterion.
3. The compound of claim 1 , wherein:
R 7 is independently R 8 -substituted or unsubstituted phenyl, R 8 -substituted or unsubstituted pyrrolidinyl, or —N(R 8 ) 2 ;
R 8 is halogen, —CH 3 , —OCH 3 , —CH 2 CH 3 , —OCH 2 CH 3 , —CX 1 3 , —CHX 1 2 , —CH 2 X 1 , —OCX 1 3 , —OCH 2 X 1 , or —OCHX 1 2 ; and
X 1 is —F, —Cl, —Br, or —I.
4. The compound of claim 1 , wherein:
X is —NC—; and
R 6 is hydrogen, or substituted or unsubstituted alkyl.
5. The compound of claim 1 , wherein:
X is —O— or —S—; and
R 6 is hydrogen, substituted or unsubstituted alkyl, or substituted or unsubstituted phenyl.
6. The compound of claim 1 , wherein: X is —N(R C )—; and
Each R 6 and R c is independently substituted or unsubstituted phenyl.
7. The compound of claim 1 , wherein:
X is a bond; and
R 6 is substituted or unsubstituted heterocycloalkyl, or substituted or unsubstituted heteroaryl.
8. The compound of claim 1 , wherein:
X is —P(R e R f )—;
Each R 6 , R e , and R f is independently
X 2 is —F, —Cl, —Br, or —I, and
provided that at least one of R 6 , R e , and R f are not
9. The compound of claim 1 , wherein each R 2 , R 3 , R 4 , and R 5 is independently is hydrogen, or unsubstituted C 1 -C 4 alkyl.
10. The compound of claim 1 , wherein the compound has the structure of:
11. The compound of claim 1 , wherein M is Au, Cu, Au + , Cu + , Ag, or Ag + .
12. The compound of claim 2 , wherein the counterion is Na + , K + , or Li + .
13. The compound of claim 1 , wherein the compound is:
14. A luminescent composition comprising the compound of claim 1 .
15. The luminescent composition of claim 14 , further comprising a solvent component.
16. The luminescent composition of claim 14 , wherein the luminescent composition is in a powder form.
17. The luminescent composition of claim 14 , wherein a wavelength of luminescence emission of the composition is about 400 to 600 nm.
18. A compound having a structure of:
wherein
R 1 is an anionic group;
Each R 2 , R 3 , R 4 , and R 5 is independently is hydrogen, halogen, substituted or unsubstituted alkyl;
M is Cu, Cu + , Ag, or Ag + ;
X is a bond, —C(R a R b )—, —N(R c )—, —NC—, —O—, —S—, or —P(R e R f )—;
R 6 is hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl, or
R 6 and any atom of X, R a , R b , R c , R d , R e , and R f together with atoms connected thereto form substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl;
Each R a , R b , R c , R d , R e , and R f independently hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl.
19. The compound of claim 18 , wherein the compound is:
wherein:
Y is B or Al, and
R 7 is independently hydrogen, halogen, substituted or unsubstituted alkyl, substituted or unsubstituted heteroalkyl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted aryl, or substituted or unsubstituted heteroaryl.
20. The compound of claim 19 , wherein:
R 7 is independently R 8 -substituted or unsubstituted phenyl, R 8 -substituted or unsubstituted pyrrolidinyl, or —N(R 8 ) 2 ;
R 8 is halogen, —CH 3 , —OCH 3 , —CH 2 CH 3 , —OCH 2 CH 3 , —CX 1 3 , —CHX 1 2 , —CH 2 X 1 , —OCX 1 3 , —OCH 2 X 1 , or —OCHX 1 2 ; and
X 1 is —F, —Cl, —Br, or —I.
21. The compound of claim 19 , wherein the compound has the structure of:
22. A luminescent composition comprising the compound of claim 18 .
23. The luminescent composition of claim 21 , further comprising a solvent component.
24. The luminescent composition of claim 21 , wherein the luminescent composition is in a powder form.
25. The luminescent composition of claim 21 , wherein a wavelength of luminescence emission of the composition is about 400 to 600 nm.