Light-emitting material with a polycyclic ligand

Patent metadata

Field	Value
Publication number	US-12595277-B2
Application number	US-202217720515-A
Country	US
Kind code	B2
Filing date	Apr 14, 2022
Priority date	Apr 16, 2021
Publication date	Apr 7, 2026
Grant date	Apr 7, 2026

Abstract

Provided is a luminescent material having a polycyclic ligand. The luminescent material is a new metal complex having a polycyclic ligand and may be used as luminescent materials in electroluminescent devices. These new metal complexes achieve red light emission, have a very narrow full width at half maximum, and can achieve high saturation luminescence. In addition, these new metal complexes, when used as luminescent materials in electroluminescent devices, can achieve red light emission, have a very narrow full width at half maximum, achieve high saturation luminescence, reduce or maintain a low voltage, greatly improve device efficiency and lifetime, and provide better device performance. Further provided are an electroluminescent device and a compound composition.

First claim

What is claimed is:

1 . A metal complex, having a general formula of M(L a ) m (L b ) n (L c ) q ; wherein the metal M is selected from metals having a relative atomic mass greater than 40, L a , L b and L c are a first ligand, a second ligand and a third ligand coordinated to the metal M, respectively; m is selected from 1, 2 or 3, n is selected from 0, 1 or 2, q is selected from 0, 1 or 2, and m+n+q is equal to an oxidation state of the metal M; when m is equal to 2 or 3, a plurality of L a can be identical or different; when n is equal to 2, two L b can be identical or different; and when q is equal to 2, two L c can be identical or different; and L a has a structure represented by Formula 1:

wherein,
Z 1 and Z 2 are each independently selected from C or N, and Z 1 and Z 2 are different;
W is, at each occurrence identically or differently, selected from B, N or P;
ring A, and ring C are, at each occurrence identically or differently, selected from a five-membered unsaturated carbocyclic ring, an aromatic ring having 6 to 30 carbon atoms or a heteroaromatic ring having 3 to 30 carbon atoms;
ring D is selected from a benzene ring, a naphthalene ring, an aza-naphthalene ring, a pyridine ring or a pyrimidine ring;
ring B is selected from a heterocyclic ring having 2 to 30 carbon atoms or a heteroaromatic ring having 2 to 30 carbon atoms;
R a , R b , R c , and R d represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
R a , R b , R c , and R d are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
adjacent substituents R a , R b , R c , and R d can be optionally joined to form a ring;
L a , L b , and L c can be optionally joined to form a multi-dentate ligand;
L b and L c are, at each occurrence identically or differently, selected from the group consisting of the following structures:

wherein,
R i , R ii , and R iii represent, at each occurrence identically or differently, mono-substitution, multiple substitutions or non-substitution;
X a is, at each occurrence identically or differently, selected from the group consisting of: O, S, Se, NR N1 , and CR C1 R C2 ;
X b and X c are, at each occurrence identically or differently, selected from the group consisting of: O, S, Se, and NR N2 ;
R i , R ii , R iii , R N1 , R N2 , R C1 , and R C2 are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20 ring atoms, substituted or unsubstituted arylalkyl having 7 to 30 carbon atoms, substituted or unsubstituted alkoxy having 1 to 20 carbon atoms, substituted or unsubstituted aryloxy having 6 to 30 carbon atoms, substituted or unsubstituted alkenyl having 2 to 20 carbon atoms, substituted or unsubstituted alkynyl having 2 to 20 carbon atoms, substituted or unsubstituted aryl having 6 to 30 carbon atoms, substituted or unsubstituted heteroaryl having 3 to 30 carbon atoms, substituted or unsubstituted alkylsilyl having 3 to 20 carbon atoms, substituted or unsubstituted arylsilyl having 6 to 20 carbon atoms, substituted or unsubstituted alkylgermanyl having 3 to 20 carbon atoms, substituted or unsubstituted arylgermanyl having 6 to 20 carbon atoms, substituted or unsubstituted amino having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a cyano group, an isocyano group, a hydroxyl group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
adjacent substituents R i , R ii , R iii , R N1 , R N2 , R C1 , and R C2 can be optionally joined to form a ring.

2 . The metal complex of claim 1 , wherein in the L a , ring A, and ring C are, at each occurrence identically or differently, selected from an aromatic ring having 6 to 18 carbon atoms or a heteroaromatic ring having 3 to 18 carbon atoms; and ring B is selected form a heteroaromatic ring having 2 to 18 carbon atoms.

3 . The metal complex of claim 1 , wherein the L a is selected from a structure represented by any one of Formula 2 to Formula 18:

wherein,
Z 1 and Z 2 are each independently selected from C or N, and Z 1 and Z 2 are different;
W is, at each occurrence identically or differently, selected from B, N or P;
A 1 to As are, at each occurrence identically or differently, selected from N or CR a ;
B 1 to B 4 are, at each occurrence identically or differently, selected from N or CR b ;
C 1 to C 4 are, at each occurrence identically or differently, selected from N or CR c ;
in Formula 2 to Formula 9, and Formula 13 to Formula 18, D 1 is selected from CR d , D 2 is selected from N or CR a ; in Formula 10 to Formula 12, D 1 to D 4 are, at each occurrence identically or differently, selected from N or CR d ;
X 1 is, at each occurrence identically or differently, selected from O, S, Se, NR c , CR c R c , SiR c R c or PR c ;
Z 3 is, at each occurrence identically or differently, selected from O, S, Se, NR z , CR z R z , SiR z R z or PR z ;
R a , R b , R c , R a , and Rz are, at each occurrence identically or differently, selected from the group consisting of: hydrogen, deuterium, halogen, substituted or unsubstituted alkyl having 1 to 20 carbon atoms, substituted or unsubstituted cycloalkyl having 3 to 20 ring carbon atoms, substituted or unsubstituted heteroalkyl having 1 to 20 carbon atoms, a substituted or unsubstituted heterocyclic group having 3 to 20

Assignees

• Beijing Summer Sprout Tech Co Ltd

Inventors

• Dai Zhihong
• Zhang Cuifang
• Zhang Qi
• Lu Nannan
• Kwong Chi Yuen Raymond
• Xia Chuanjun

Classifications

• H10K2101/10

  Triplet emission · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/342

  comprising iridium · CPC title

• H10K50/12

  comprising dopants · CPC title

• Y02E10/549

  Organic PV cells · CPC title