Organometallic compound, composition including same, organic light-emitting device, and electronic apparatus

1. An organometallic compound represented by Formula 1:

wherein, in Formula 1,

M 1 to M 4 are each independently a first-row transition metal of the Periodic Table of Elements, a second-row transition metal of the Periodic Table of Elements, or a third-row transition metal of the Periodic Table of Elements,

X 1 and X 2 are each independently C(R 5 )(R 6 ), Si(R 5 )(R 6 ), N(R 5 ), O, S, Se, or Te,

W 1 to W 4 are each independently N(R 7 )(R 8 ), P(R 7 )(R 8 ), S(R 7 ), a C 5 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,

L 1 to L 6 are each independently a C 1 -C 30 alkylene group unsubstituted or substituted with at least one R 10a , a C 5 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,

a3 to a6 are each independently an integer from 0 to 3,

R 1 to R 8 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 60 alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 10 cycloalkyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 10 heterocycloalkyl group unsubstituted or substituted with at least one R 10a , a C 3 -C 10 cycloalkenyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 10 heterocycloalkenyl group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryl group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryloxy group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylthio group unsubstituted or substituted with at least one R 10a , a C 7 -C 60 arylalkyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 10 heteroaryl group unsubstituted or substituted with at least one R 10a , a C 1 -C 10 heteroaryloxy group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heteroarylthio group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 heteroarylalkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkylheteroaryl group unsubstituted or substituted with at least one R 10a , a monovalent non-aromatic condensed polycyclic group unsubstituted or substituted with at least one R 10a , a monovalent non-aromatic condensed heteropolycyclic group unsubstituted or substituted with at least one R 10a , —Si(Q 1 )(Q 2 )(Q 3 ), —Ge(Q 1 )(Q 2 )(Q 3 ), —N(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), —P(═O)(Q 8 )(Q 9 ), or —P(Q 8 )(Q 9 ),

R 7 and R 8 are optionally connected to each other to form a C 5 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,

b1 and b3 are each independently an integer from 1 to 4,

b2 and b4 are each independently an integer from 1 to 3,

n1 is 0 or 1,

provided that when n1 is 0, a group represented by:

 is not present, and

R 10a is:

deuterium, —CD 3 , —CD 2 H, —CDH 2 , —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group;

a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group, each substituted with one or more of deuterium, —CD 3 , —CD 2 H, —CDH 2 , —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 11 )(Q 12 )(Q 13 ), —Ge(Q 11 )(Q 12 )(Q 13 ), —N(Q 14 )(Q 15 ), —B(Q 16 )(Q 17 ), —P(═O)(Q 18 )(Q 19 ), or —P(Q 18 )(Q 19 );

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group;

a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 0 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one of deuterium, —CD 3 , —CD 2 H, —CDH 2 , —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 10 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 21 )(Q 22 )(Q 23 ), —Ge(Q 21 )(Q 22 )(Q 23 ), —N(Q 24 )(Q 25 ), —B(Q 26 )(Q 27 ), —P(═O)(Q 28 )(Q 29 ), or —P(Q 28 )(Q 29 ); or

—Si(Q 31 )(Q 32 )(Q 33 ), —Ge(Q 31 )(Q 32 )(Q 33 ), —N(Q 34 )(Q 35 ), —B(Q 36 )(Q 37 ), —P(═O)(Q 38 )(Q 39 ), or —P(Q 38 )(Q 39 ),

wherein Q 1 to Q 9 , Q 11 to Q 19 , Q 21 to Q 29 , and Q 31 to Q 39 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 10 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 10 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 1 -C 10 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, or a monovalent non-aromatic condensed heteropolycyclic group.

2. The organometallic compound of claim 1 , wherein M 1 to M 4 are each independently copper (Cu), silver (Ag), or gold (Au).

3. The organometallic compound of claim 1 , wherein W 1 to W 4 are each independently N(R 7 )(R 8 ), P(R 7 )(R 8 ), S(R 7 ), or a group represented by one of Formulae 2-1 to 2-7:

wherein, in Formulae 2-1 to 2-7,

R 10a is the same as described in claim 1 ,

c2 is 1 or 2,

c3 is 1, 2, or 3,

c4 is 1, 2, 3, or 4,

* indicates a binding site to M 1 , M 2 , M 3 , or M 4 , and

*′ indicates a binding site to L 1 or L 2 .

4. The organometallic compound of claim 1 , wherein W 1 to W 4 are each independently N(R 7 )(R 8 ), P(R 7 )(R 8 ), S(R 7 ), or a group represented by one of Formulae 2-11 to 2-18:

wherein, in Formulae 2-11 to 2-18,

R 10a is the same as described in claim 1 ,

c2 is 1 or 2,

c3 is 1, 2, or 3,

c4 is 1, 2, 3, or 4,

* indicates a binding site to M 1 , M 2 , M 3 , or M 4 , and

*′ indicates a binding site to L 1 or L 2 .

5. The organometallic compound of claim 1 , wherein Li and L 2 are each independently a group represented by Formula 3-1 or 3-2:

wherein, in Formulae 3-1 and 3-2,

C 1 and C 2 each indicate a carbon atom,

a bond between C 1 and C 2 is a single bond or a double bond,

CY 1 is a C 5 -C 30 carbocyclic group, or a C 1 -C 30 heterocyclic group,

Z 11 , Z 12 , and Z 2 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), —Ge(Q 1 )(Q 2 )(Q 3 ), —N(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), —P(═O)(Q 8 )(Q 9 ), or —P(Q 8 )(Q 9 ),

Z 11 and Z 12 are optionally linked to each other to form a C 5 -C 30 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group unsubstituted or substituted with at least one R 10a ,

R 10a is the same as described in claim 1 ,

n2 is an integer from 1 to 10,

k1 is an integer from 1 to 10,

Q 1 to Q 9 are the same as described in claim 1 , and

* and *′ each indicate a binding site to a neighboring atom.

6. The organometallic compound of claim 5 , wherein in Formulae 3-1 and 3-2, Z 11 , Z 12 , and Z 2 are each independently:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, a C 1 -C 20 alkyl group, or a C 1 -C 20 alkoxy group; or

a C 1 -C 20 alkyl group, or a C 1 -C 20 alkoxy group, each substituted with one or more of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, or an amino group.

7. The organometallic compound of claim 5 , wherein, in Formulae 3-1 and 3-2, Z 11 , Z 12 , and Z 2 are each independently:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neo-pentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, or a sec-isopentyl group; or

a methyl group, an ethyl group, an n-propyl group, an isopropyl group, an n-butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, an n-pentyl group, a tert-pentyl group, a neo-pentyl group, an isopentyl group, a sec-pentyl group, a 3-pentyl group, or a sec-isopentyl group, each substituted with one or more of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, or an amino group.

8. The organometallic compound of claim 1 , wherein L 1 and L 2 are each independently a group represented by one of Formulae 3-11 to 3-22:

wherein, in Formulae 3-11 to 3-22,

X 21 is C(Z 22 )(Z 23 ), Si(Z 22 )(Z 23 ), N(Z 22 ), O, S, or Se,

Z 11 to Z 18 , Z 2 , and Z 21 to Z 23 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 10 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, a C 1 -C 60 heteroaryl group, a C 1 -C 60 heteroaryloxy group, a C 1 -C 60 heteroarylthio group, a C 2 -C 60 heteroarylalkyl group, a C 2 -C 60 alkylheteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), —Ge(Q 1 )(Q 2 )(Q 3 ), —N(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), P(═O)(Q 8 )(Q 9 ), or —P(Q 8 )(Q 9 ),

k3 is an integer from 1 to 3,

k4 is an integer from 1 to 4,

k6 is an integer from 1 to 6,

k8 is an integer from 1 to 8,

k10 is an integer from 1 to 10,

Q 1 to Q 9 are the same as described in claim 1 , and

* and *′ each indicate a binding site to a neighboring atom.

9. The organometallic compound of claim 1 , wherein a3 to a6 are each 0.

10. The organometallic compound of claim 1 , wherein R 1 to R 8 are each independently:

hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, or an amino group;

a C 1 -C 60 alkyl group and a C 1 -C 60 alkoxy group, each unsubstituted or substituted with one or more of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, or an amino group;

a cyclopentyl group, a cyclohexyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pyrrolyl group, an imidazolyl group, a pyrazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoxazolyl group, a benzimidazolyl group, a furanyl group, a benzofuranyl group, a thiophenyl group, a benzothiophenyl group, a thiazolyl group, an isothiazolyl group, a benzothiazolyl group, an isoxazolyl group, an oxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridimidinyl group, an imidazopyridinyl group, a pyridoindolyl group, a benzofuropyridinyl group, a benzothienopyridinyl group, a pyrimidoindolyl group, a benzofuropyrimidinyl group, a benzothienopyrimidinyl group, a phenoxazinyl group, a pyridobenzoxazinyl group, or a pyridobenzothiazinyl group, each unsubstituted or substituted with one or more of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a cyclopentyl group, a cyclohexyl group, a cyclopentenyl group, a cyclohexenyl group, a cycloheptenyl group, a phenyl group, a biphenyl group, a terphenyl group, a pentalenyl group, an indenyl group, a naphthyl group, an azulenyl group, a heptalenyl group, an indacenyl group, an acenaphthyl group, a fluorenyl group, a spiro-bifluorenyl group, a phenalenyl group, a phenanthrenyl group, an anthracenyl group, a fluoranthenyl group, a triphenylenyl group, a pyrenyl group, a chrysenyl group, a naphthacenyl group, a picenyl group, a perylenyl group, a pentaphenyl group, a hexacenyl group, a pyrrolyl group, an imidazolyl group, a pyrazolyl group, a pyridinyl group, a pyrazinyl group, a pyrimidinyl group, a pyridazinyl group, an isoindolyl group, an indolyl group, an indazolyl group, a purinyl group, a quinolinyl group, an isoquinolinyl group, a benzoquinolinyl group, a phthalazinyl group, a naphthyridinyl group, a quinoxalinyl group, a quinazolinyl group, a cinnolinyl group, a carbazolyl group, a phenanthridinyl group, an acridinyl group, a phenanthrolinyl group, a phenazinyl group, a benzoxazolyl group, a benzimidazolyl group, a furanyl group, a benzofuranyl group, a thiophenyl group, a benzothiophenyl group, a thiazolyl group, an isothiazolyl group, a benzothiazolyl group, an isoxazolyl group, an oxazolyl group, a triazolyl group, a tetrazolyl group, an oxadiazolyl group, a triazinyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a benzocarbazolyl group, a dibenzocarbazolyl group, an imidazopyridimidinyl group, an imidazopyridinyl group, a pyridoindolyl group, a benzofuropyridinyl group, a benzothienopyridinyl group, a pyrimidoindolyl group, a benzofuropyrimidinyl group, a benzothienopyrimidinyl group, a phenoxazinyl group, a pyridobenzoxazinyl group, or a pyridobenzothiazinyl group; or

—Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 4 )(Q 5 ), or —B(Q 6 )(Q 7 ),

wherein Q 1 to Q 7 are each independently hydrogen, deuterium, a C 1 -C 10 alkyl group, a phenyl group, a biphenyl group, a naphthyl group, a fluorenyl group, a carbazolyl group, a dibenzofuranyl group, a dibenzothiophenyl group, a pyridinyl group, a pyrimidinyl group, a pyrazinyl group, or a triazinyl group.

11. The organometallic compound of claim 1 , wherein W 1 to W 4 are each independently P(R 7 )(R 8 ), and

R 7 and R 8 are each independently a phenyl group unsubstituted or substituted with one or more of deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amino group, a C 1 -C 20 alkyl group, or a C 1 -C 20 alkoxy group.

12. The organometallic compound of claim 1 , wherein the organometallic compound is represented by Formula 1-1 or 1-2:

wherein, in Formula 1-1 or 1-2,

R 71 to R 74 are the same as described in connection with R 7 in claim 1 ,

R 81 to R 84 are the same as described in connection with R 8 in claim 1 , and

W 1 to W 4 , X 1 , X 2 , L 1 , L 2 , R 1 to R 4 , and b1 to b4 are the same as described in claim 1 .

13. The organometallic compound of claim 1 , wherein the organometallic compound is represented by one of Compounds 1 to 810:

14. The organometallic compound of claim 1 , wherein the organometallic compound absorbs ultraviolet light (UV) at 25° C. and emits phosphorescent light having a maximum luminescence wavelength of 470 nanometers to 500 nanometers.

15. A composition comprising at least one organometallic compound of claim 1 .

16. The composition of claim 15 , wherein the composition is a diagnostic composition, a composition for measurement, or a security ink composition.