IP Library › Granted Patent US 12,108,666
Granted Patent B2
US 12,108,666 · App. 17/278,419 · Granted Oct 1, 2024

Compound and organic electroluminescence device

Inventors: Ryota Takahashi (Sodegaura, JP); Hidetsugu Ikeda (Sodegaura, JP); Yuki Nakano (Sodegaura, JP); Keita Seda (Sodegaura, JP)
Assignee: IDEMITSU KOSAN CO., LTD.
H10K85/657C07D403/14C07D491/22C07D519/00C09K11/06H10K85/626H10K85/631H10K85/654H10K85/6572H10K85/6574C09K2211/1018H10K50/11H10K50/15H10K50/16H10K50/17H10K50/171
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Quick Facts
Patent No.
US 12,108,666
App. No.
17/278,419
Granted
Oct 1, 2024
Kind
B2
Abstract

A compound having a structure represented by the following formulas (a) and (b): wherein, in the formulas (a) and (b), a ring A, a ring B, a ring C and a ring D are independently a substituted or unsubstituted aromatic hydrocarbon ring having 6 to 50 ring carbon atoms, or a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms; two or more of the ring A, the ring B, the ring C and the ring D are a heterocyclic ring; and each of sites *a, *b, *c and *d in the formula (a) and the formula (b) represents a position of an atom, and the atoms located in the sites *a, *b,*c and *d form one substituted or unsubstituted and saturated or unsaturated six-membered ring including four atoms thereof.

Claims (267)

1. A compound having a structure represented by the following formulas (a) and (b):

wherein, in the formulas (a) and (b),

ring A, ring B, ring C and ring D are independently selected from

a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenylyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted anthryl group, a substituted or unsubstituted benzanthryl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted benzophenanthryl group, a substituted or unsubstituted phenalenyl group, a substituted or unsubstituted pyrenyl group, a substituted or unsubstituted chrysenyl group, a substituted or unsubstituted benzochrysenyl group, a substituted or unsubstituted triphenylenyl group, a substituted or unsubstituted benzotriphenylenyl group, a substituted or unsubstituted tetracenyl group, a substituted or unsubstituted pentacenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted 9,9′-spirobifluorenyl group, a substituted or unsubstituted benzofluorenyl group, a substituted or unsubstituted dibenzofluorenyl group, a substituted or unsubstituted fluoranethenyl group, a substituted or unsubstituted benzofluoranthenyl group, or a substituted or unsubstituted perylenyl group, or

a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms;

two or more of ring A, ring B, ring C and ring D are heterocyclic rings; and

each of sites *a, *b, *c and *d in the formula (a) and the formula (b) represents a position of an atom, and the atoms located in the sites *a, *b, *c and *d form one substituted or unsubstituted and saturated or unsaturated six-membered ring including four atoms thereof, wherein the substituted or unsubstituted heterocylic ring having 5 to 50 ring atoms represented by ring A to ring DA independently has a structure selected from dibenzofuran, benzimidazole, indolocarbazole, pyridine, pyrazine, pyridazine, pyrimidine, triazine, quinoline, isoquinoline, quinazoline, cinnoline, phthalazine, quinoxaline, pyrrole, indole, pyrrolo[3.2.1-jk]carbazole, furan, benzofuran, thiophene, benzothiophene, pyrazole, imidazole, benzimidazole, triazole, oxazole, benzoxazole, thiazole, benzothiazole, isothiazole, benzisothiazole, thiadiazole, isoxazol, benzisoxazole, pyrrolidine, piperidine, piperazine, imidazolidine, carbazole, indro[3.2.1-jk]carbazole and dibenzothiophene, or a heterocyclic structure containing the structure thereof as a partial structure.

2. The compound according to claim 1 , having a structure represented by the following formulas (a), (b) and (c):

wherein, in the formulas, ring A, ring B, ring C and ring D are as defined in the formulas (a) and (b); and

in the formula (c),

Z 1 to Z 6 independently is a carbon atom or a hetero atom forming a saturated or unsaturated six-membered ring;

two adjacent to each other among Z 1 to Z 6 are bonded with the sites *a and *b in the formula (a) to form a fused ring;

two adjacent to each other among Z 1 to Z 6 that are not bonded with the sites *a and *b in the formula (a) are bonded with sites *c and *d in the formula (b) to form a fused ring;

Z 1 to Z 6 that are not bonded with the sites *a, *b, *c and *d are independently C (R a ), C (R b )(R c ), a hetero atom or a hetero atom bonded with a hydrogen atom or a substituent;

when two of R a , R b and R c exist, respectively, two of R a , R b and R c may be the same with or different from each other;

when the number of the substituents of the hetero atom is two or more, two or more substituents may be the same with or different from each other;

R a , R b , R c and the substituent of the hetero atom are bonded with one or more of the ring A to the ring D to form a substituted or unsubstituted and saturated or unsaturated ring, or do not form the ring;

R a , R b , and R c that do not form the ring are independently

a hydrogen atom, a halogen atom, a cyano group, a nitro group,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

—Si(R 901 )(R 902 )(R 903 ),

—O—(R 904 ),

—S—(R 905 ),

—N(R 906 )(R 907 ),

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 901 to R 907 are independently

a hydrogen atom,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms; and

when two or more of R 901 to R 907 exist, two or more of R 901 to R 907 may be the same with or different from each other.

3. The compound according to claim 2 , wherein the formula (c) is a structure represented by the following formula (c1):

wherein, in the formula (c1),

C 1 to C 6 are a carbon atom, and two adjacent to each other among C 1 to C 6 are bonded with sites *a and *b in the formula (a) to form a fused ring;

two adjacent to each other among C 1 to C 6 that are not bonded with the sites *a and *b in the formula (a) are bonded with sites *c and *d in the formula (b) to form a fused ring;

C 1 to C 6 that are not bonded with the sites *a, *b, *c and *d are independently bonded with R a

two of R a may be the same with or different from each other; and

R a is as defined in the formula (c).

4. The compound according to claim 2 , which is a compound represented by the following formula (1-1A):

wherein, in the formula (1-1A), ring A ring B ring C and ring D are as defined in the formulas (a) and (b);

R 1 is bonded with either or both of ring A and ring B to form a substituted or unsubstituted and saturated or unsaturated ring, or does not form the ring;

R 2 is bonded with either or both of ring C and Ring D to form a substituted or unsubstituted and saturated or unsaturated ring, or does not form the ring;

R 1 and R 2 that do not form the ring are independently

a hydrogen atom, a halogen atom, a cyano group, a nitro group,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

—Si(R 901 )(R 902 )(R 903 ),

—O—(R 904 ),

—S—(R 905 ),

—N(R 906 )(R 907 ),

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms; and

R 901 to R 907 are as defined in the formula (c).

5. The compound according to claim 4 , which is a compound represented by the following formula (1-2):

wherein, in the formula (1-2), R 1 , R 2 , ring A, ring B, ring C and ring D are as defined in the formula (1-1A).

6. The compound according to claim 4 , which is a compound represented by the following formula (1-3):

wherein, in the formula (1-3), ring A 1 and ring D 1 are a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms wherein the substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms represented by ring A 1 and ring D 1 independently has a structure selected from dibenzofuran, benzimidazole, indolocarbazole, pyridine, pyrazine, pyridazine, pyrimidine, triazine, quinoline, isoquinoline, quinazoline, cinnoline, phthalazine, quinoxaline, pyrrole, indole, pyrrolo[3.2.1-jk]carbazole, furan, benzofuran, thiophene, benzothiophene, pyrazole, imidazole, benzimidazole, triazole, oxazole, benzoxazole, thiazole, benzothiazole, isothiazole, benzisothiazole, thiadiazole, isoxazol, benzisoxazole, pyrrolidine, piperidine, piperazine, imidazolidine, carbazole, indro[3.2.1-jk]carbazole and dibenzothiophene, or a heterocyclic structure containing the structure thereof as a partial structure;

one or more sets of two or more adjacent to each other among R 1 , R 2 , R 3 to R 8 , ring A 1 and ring D 1 are bonded with each other to form a substituted or unsubstituted and saturated or unsaturated ring, or do not form the ring;

R 1 , R 2 and R 3 to R 8 that do not form the ring are independently

a hydrogen atom, a halogen atom, a cyano group, a nitro group,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

—Si(R 901 )(R 902 )(R 903 ),

—O—(R 904 ),

—S—(R 905 ),

—N(R 906 )(R 907 ),

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms; and

R 901 to R 907 are as defined in the formula (c).

7. The compound according to claim 4 , which is a compound represented by the following formula (1-4):

wherein, in the formula (1-4), ring B 1 and ring C 1 are a substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms, wherein the substituted or unsubstituted heterocyclic ring having 5 to 50 ring atoms represented by ring B 1 and ring C 1 independently has a structure selected from dibenzofuran, benzimidazole, indolocarbazole, pyridine, pyrazine, pyridazine, pyrimidine, triazine, quinoline, isoquinoline, quinazoline, cinnoline, phthalazine, quinoxaline, pyrrole, indole, pyrrolo[3.2.1-jk]carbazole, furan, benzofuran, thiophene, benzothiophene, pyrazole, imidazole, benzimidazole, triazole, oxazole, benzoxazole, thiazole, benzothiazole, isothiazole, benzisothiazole, thiadiazole, isoxazol, benzisoxazole, pyrrolidine, piperidine, piperazine, imidazolidine, carbazole, indro[3.2.1-jk]carbazole and dibenzothiophene, or a heterocyclic structure containing the structure thereof as a partial structure;

one or more sets of two or more adjacent to each other among R 1 , R 2 , R 11 to R 18 , ring B 1 and ring C 1 are bonded with each other to form a substituted or unsubstituted and saturated or unsaturated ring, or do not form the ring;

R 1 , R 2 and R 11 to R 18 that do not form the ring are independently

a hydrogen atom, a halogen atom, a cyano group, a nitro group,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

—Si(R 901 ))(R 902 )(R 903 ),

—O—(R 904 ),

—S—(R 905 ),

—N(R 906 )(R 907 ),

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms; and

R 901 to R 907 are as defined in the formula (c).

8. The compound according to claim 6 , wherein one or more sets of two or more adjacent to each other among R 1 , R 2 , R 3 to R 8 , ring A 1 and ring D 1 do not form a substituted or unsubstituted and saturated or unsaturated ring.

9. The compound according to claim 7 , wherein one or more sets of two or more adjacent to each other among R 1 , R 2 , R 11 to R 18 , ring B 1 and ring C 1 do not form a substituted or unsubstituted and saturated or unsaturated ring.

10. The compound according to claim 6 , which is a compound represented by the following formula (1-5):

wherein, in the formulas (1-5),

R 1 , R 2 and R 3 to R 8 are as defined in the formula (1-3);

two of *1 are fused with a group represented by the following formula (1A) to form a nitrogen atom-containing five-membered ring;

two of *2 are fused with a group represented by the following formula (1A), which is different from the group bonded with the two of * 1, to form a nitrogen atom-containing five-membered ring;

wherein, in the formula (1A), one set selected from R 21 and R 22 , R 22 and R 23 , R 23 and R 24 , R 25 and R 26 , R 26 and R 27 , and R 27 and R 28 is bonded with the two of * 1 or the two of *2 in the formula (1-5);

one or more sets of two or more adjacent to each other among R 21 to R 28 that are not bonded with the two of * 1 or the two of *2 in the formula (1-5) are bonded with each other to from a substituted or unsubstituted and saturated or unsaturated ring, or do not form the ring;

R 21 to R 28 that are neither bonded with the two of *1 or the two of *2 in the formula (1-5) nor form the ring are independently

a hydrogen atom, a halogen atom, a cyano group, a nitro group,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

—Si(R 901 )(R 902 )(R 903 ),

—O—(R 904 ),

—S—(R 905 ),

—N(R 906 )(R 907 ),

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 901 to R 907 are as defined in the formula (c);

X 1 is selected from O, S and —N(R 35 ), and two of X 1 may be the same with or different from each other;

R 35 is bonded with either or both of R 21 and R 28 to form a substituted or unsubstituted and saturated or unsaturated ring, or does not form the ring; and

R 35 that does not form the ring is a hydrogen atom,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms, or

—Si(R 901 )(R 902 )(R 903 ); and

R 901 to R 903 are as defined in the formula (c).

11. The compound according to claim 7 , which is a compound represented by the following formula (1-6):

wherein, in the formulas (1-6),

R 1 , R 2 and R 11 to R 18 are as defined in the formula (1-4);

three of *1 are fused with a group represented by the following formula (1A) to form a nitrogen atom-containing fused ring;

three of *2 are fused with a group represented by the following formula (1A), which is different from the group bonded with the three of * 1, to form a nitrogen atom-containing fused ring;

wherein, in the formula (1A), one set selected from R 21 to R 23 , R 22 to R 24 , R 25 to R 27 , R 26 to R 28 is bonded with the three of *1 or the three of *2 in the formula (1-6);

one or more sets of two or more adjacent to each other among R 21 to R 28 that are not bonded with the three of * 1 or the three of *2 in the formula (1-6) are bonded with each other to from a substituted or unsubstituted and saturated or unsaturated ring, or do not form the ring;

R 21 to R 28 that are neither bonded with the three of *1 or the three of *2 in the formula (1-6) nor form the ring are independently

a hydrogen atom, a halogen atom, a cyano group, a nitro group,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

—Si(R 901 )(R 902 )(R 903 ),

—O—(R 904 ),

—S—(R 905 ),

—N(R 906 )(R 907 ),

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 901 to R 907 are as defined in the formula (c);

X 1 is selected from O, S and —N(R 35 ), and two of X 1 may be the same with or different from each other;

R 35 is bonded with either or both of R 21 and R 28 to form a substituted or unsubstituted and saturated or unsaturated ring, or does not form the ring; and

R 35 that does not form the ring is a hydrogen atom,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms,

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms, or

—Si(R 901 )(R 902 )(R 903 ); and

R 901 to R 903 are as defined in the formula (c).

12. A material for an organic electroluminescence device, comprising the compound according to claim 1 .

13. An organic electroluminescence device, comprising:

a cathode,

an anode, and

one or more organic layers arranged between the cathode and the anode, wherein

at least one layer of the one or more organic layers comprises the compound according to claim 11 , and a compound represented by the following formula (10):

wherein, in the formulas (10), at least one of R 101 to R 110 is a group represented by the following formula (31); when two or more groups represented by the following formula (31) exist, the two or more groups represented by the following formula (31) may be the same with or different from each other;

-L 101 -Ar 101 (31)

wherein, in the formula (31),

L 101 is

a single bond,

a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or

a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms;

Ar 101 is

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

one or more sets of two or more adjacent to each other among R 101 to R 110 that are not the group represented by the formula (31) form a substituted or unsubstituted and saturated or unsaturated ring, or do not form the ring; R 101 to R 110 that are neither the group represented by the formula (31) nor form the ring are independently

a hydrogen atom, a halogen atom, a cyano group, a nitro group,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted alkenyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted alkynyl group having 2 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

—Si(R 901 )(R 902 )(R 903 ),

—O—(R 904 ),

—S—(R 905 ),

—N(R 906 )(R 907 ),

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 901 to R 907 are independently

a hydrogen atom,

a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms,

a substituted or unsubstituted cycloalkyl group having 3 to 50 ring carbon atoms,

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms; and when two or more of R 901 to R 907 exist, two or more of R 901 to R 907 may be the same with or different from each other.

14. The organic electroluminescence device according to claim 13 , wherein the compound represented by the formula (10) is represented by the following formula (10-1) or (10-2):

wherein, in the formula (10-1), R 101 to R 108 , and L 101 and Ar 101 are as defined in the formula (10); and

in the formula (10-2), R 101 , R 103 to R 108 , and L 101 and Ar 101 are as defined in the formula (10).

15. The organic electroluminescence device according to claim 13 , wherein the compound represented by the formula (10) is represented by the following formula (10-3):

wherein, in the formula (10-3),

R 101A to R 108A are independently a hydrogen atom, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;

L 101A is a single bond, or a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, and two of L 101A may be the same with or different from each other; and

Ar 101A is a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, and two of Ar 101A may be the same with or different from each other.

16. The organic electroluminescence device according to claim 13 , wherein the compound represented by the formula (10) is represented by the following formula (10-4):

wherein, in the formula (10-4),

L 101 and Ar 101 are as defined in the formula (10);

R 101A to R 108A are independently a hydrogen atom, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;

X 11 is O, S or —N(R 61 );

R 61 is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;

one of R 62 to R 69 is bonded with L 101 ;

one or more sets of two or more adjacent to each other among R 62 to R 69 that are not bonded with L 101 form a substituted or unsubstituted and saturated or unsaturated ring, or do not form the ring; and

R 62 to R 69 that are neither bonded with L 101 nor form the ring are independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

17. The organic electroluminescence device according to claim 16 , wherein the compound represented by the formula (10-4) is represented by the following formula (10-6):

wherein, in the formula (10-6),

L 101 is

a single bond,

a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or

a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms;

Ar 101 is

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 101A to R 108A are as defined in the formula (10-4);

R 66 to R 69 are as defined in the formula (10-4); and

X 12 is O or S.

18. The organic electroluminescence device according to claim 16 , wherein the compound represented by the formula (10-4) is represented by the following formula (10-7):

wherein, in the formula (10-7),

L 101 is

a single bond,

a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or

a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms;

Ar 101 is

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 101A to R 108A are as defined in the formula (10-4);

X 11 is as defined in the formula (10-4);

R 62 to R 69 are as defined in the formula (10-4); in which any of one set of R 66 and R 67 , R 67 and R 68 , and R 68 and R 69 is bonded with each other to form a substituted or unsubstituted and saturated or unsaturated ring.

19. The organic electroluminescence device according to claim 13 , wherein the compound represented by the formula (10) is represented by the following formula (10-8):

wherein, in the formula (10-8),

L 101 and Ar 101 are as defined in the formula (10);

R 101A and R 108A are as defined in the formula (10-4);

X 12 is O or S;

R 66 to R 69 are as defined in the formula (10-4); in which any of one set of R 66 and R 67 , R 67 and R 68 , and R 68 and R 69 is bonded with each other to form a substituted or unsubstituted and saturated or unsaturated ring.

20. The organic electroluminescence device according to claim 18 , wherein any of one set of R 66 and R 67 , R 67 and R 68 , and R 68 and R 69 is bonded with each other to form a ring represented by the following formula (10-8-1) or (10-8-2), and

R 66 to R 69 that do not form the ring represented by the formula (10-8-1) or (10-8-2) do not form a substituted or unsubstituted and saturated or unsaturated ring:

wherein, in the formulas (10-8-1) and (10-8-2),

two of * are bonded with any of one set of R 66 and R 67 , R 67 and R 68 , and R 68 and R 69 , respectively;

R 80 to R 83 are independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; and

X 13 is O or S.

21. The organic electroluminescence device according to claim 16 , wherein the compound represented by the formula (10-4) is represented by the following formula (10-9):

wherein, in the formula (10-9),

L 101 is

a single bond,

a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or

a substituted or unsubstituted divalent heterocyclic group having 5 to 30 ring atoms;

Ar 101 is

a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms, or

a substituted or unsubstituted monovalent heterocyclic group having 5 to 50 ring atoms;

R 101A to R 108A are independently a hydrogen atom, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;

R 66 to R 69 are independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms; in which both of R 66 and R 67 , R 67 and R 68 , and R 68 and R 69 are neither bonded with each other nor form a substituted or unsubstituted and saturated or unsaturated ring; and

X 12 is O or S.

22. The organic electroluminescence device according to claim 13 , wherein the compound represented by the formula (10) is represented by the following formula (10-4A):

wherein, in the formula (10-4A),

L 101 and Ar 101 are as defined in the formula (10);

R 101A to R 108A are independently a hydrogen atom, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;

X 11 is O, S or N(R 61 );

R 61 is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;

any of one set of two adjacent to each other among R 62A to R 69A forms a ring represented by the following formula (10-4A-1):

wherein, in the formula (10-4A-1),

two of * are bonded with two adjacent to each other among R 62A to R 69A , respectively;

one of R 70 to R 73 is bonded with L 101 ;

R 70 to R 73 that are not bonded with L 101 are independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms;

one or more sets of two or more adjacent to each other among R 62A to R 69A that do not form the ring represented by the formula (10-4A-1) form a substituted or unsubstituted and saturated or unsaturated ring, or do not form the ring; and

R 62A to R 69A that do not form the ring represented by the formula (10-4A-1) or the substituted or unsubstituted and saturated or unsaturated ring are independently a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms.

23. An electronic apparatus, comprising the organic electroluminescence device according to claim 13 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2021
From: TAKAHASHI, RYOTA; IKEDA, HIDETSUGU; NAKANO, YUKI; SEDA, KEITA
To: IDEMITSU KOSAN CO.,LTD.
Reel/Frame 055667/0182 →
Priority Claims (1)
JP 2018-180465 · Sep 26, 2018 · national
Continuity (2)
Continuation In Part 16355222 · Mar 15, 2019
Related Publication 20210395233A1 · Dec 23, 2021
Cited By (1)
US 12,550,610