Back to results
US 2024/0196741 A1Published application
Organic compound, opto-electronic device including the same, electronic apparatus including the opto-electronic device, and electronic device including the electronic apparatus
AssigneeSamsung Display Co., Ltd.
InventorsHwasook Ryu, Hyejin Jung, Seokgyu Yoon
Life of this patent
Estimating the term…
Abstract
An opto-electronic device includes a first electrode, a second electrode facing the first electrode, a photoactive layer arranged between the first electrode and the second electrode, and an organic compound represented by Formula 1, wherein Ar11 in Formula 1 is a group represented by Formula 2: More detailed descriptions of Formulae 1 and 2 are as described herein.
Claims20
An opto-electronic device comprising:
- a first electrode;
- a second electrode facing the first electrode;
- a photoactive layer between the first electrode and the second electrode;
- and
- an organic compound represented by Formula 1:
- wherein, in Formula 1, Ar11 is a group represented by Formula 2,
- in Formulae 1 and 2,
- Ar1 is a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- Z1 and Z2 are each independently O, S, or N, wherein, i) when Z1 is N, Z1 and Ar1 are bonded to each other, and ii) when Z2 is N, Z2 and Ar1 are bonded to each other,
- L1 is a single bond, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- b1 is an integer from 0 to 2,
- when b1 is 2, two L1(s) are identical to or different from each other,
- Ar2 to Ar4 are each independently a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
- T2 is a single bond, *—C(T21)(T22)-*′, *—Si(T21)(T22)-*′, *-0*′, *—S—*′, or —N(T21)-*′,
- T3 is a single bond, *—C(T31)(T32)-*′, *—Si(T31)(T32)-*′, *-0*′, *—S—*′, or —N(T31)-*′,
- T4 is a single bond, *—C(T41)(T42)-*′, *—Si(T41)(T42)-*′, *-0*′, *—S—*′, or —N(T41)-*′,
- b2 to b4 are each independently an integer from 0 to 2, wherein, i) when b2 is 0, *-(T2)b2-*′ is not present, ii) when b3 is 0, *-(T3)b3-*′ is not present, iii) when b4 is 0, *-(T4)b4-*′ is not present, iv) when b2 is 2, two T2(s) are identical to or different from each other, v) when b3 is 2, two T3(s) are identical to or different from each other, and vi) when b4 is 2, two T4(s) are identical to or different from each other,
- at least one of b2 to b4 is 1 or 2,
- no group other than Ar11 in Formula 1 is represented by Formula 2,
- R1 to R5, T21, T22, T31, T32, T41, and T42 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, a C7-C60 arylalkyl group unsubstituted or substituted with at least one R10a, a C2-C60 heteroarylalkyl group unsubstituted or substituted with at least one R10a, —C(Q1)(Q2)(Q3), —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
- a1 to a5 are each independently an integer from 0 to 5,
- R10a is:
- deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
- a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, —Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or any combination thereof;
- a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, or a C2-C60 heteroarylalkyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or any combination thereof;
- or
- —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32),
- Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each independently:
- hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group;
- or
- a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C7-C60 arylalkyl group, or a C2-C60 heteroarylalkyl group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof, and
- * and *′ each indicate a binding site to a neighboring atom.
29 more elements
An organic compound represented by Formula 1:
- wherein, in Formula 1, Ar11 is a group represented by Formula 2,
- in Formulae 1 and 2,
- Ar1 is a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- Z1 and Z2 are each independently O, S, or N, wherein, i) when Z1 is N, Z1 and Ar1 are linked to each other, and ii) when Z2 is N, Z2 and Ar1 are linked to each other,
- L1 is a single bond, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
- b1 is an integer from 0 to 2,
- when b1 is 2, two L1(s) are identical to or different from each other,
- Ar2 to Ar4 are each independently a C3-C60 carbocyclic group or a C1-C60 heterocyclic group,
- T2 is a single bond, *—C(T21)(T22)-*′, *—Si(T21)(T22)-*′, *-0*′, *—S—*′, or —N(T21)-*′,
- T21 and T22 are optionally linked to each other via a single bond, a double bond, or *—O—*′,
- T3 is a single bond, *—C(T31)(T32)-*′, *—Si(T31)(T32)-*′, *-0*′, *—S—*′, or —N(T31)-*′,
- T31 and T32 are optionally linked to each other via a single bond, a double bond, or *—O—*′,
- T4 is a single bond, *—C(T41)(T42)-*′, *—Si(T41)(T42)-*′, *-0*′, *—S—*′, or —N(T41)-*′,
- T41 and T42 are optionally linked to each other via a single bond, a double bond, or *—O—*′,
- b2 to b4 are each independently an integer from 0 to 2, wherein, i) when b2 is 0, *-(T2)b2-*′ is not present, ii) when b3 is 0, *-(T3)b3-*′ is not present, iii) when b4 is 0, *-(T4)b4-*′ is not present, iv) when b2 is 2, two T2(s) are identical to or different from each other, v) when b3 is 2, two T3(s) are identical to or different from each other, and vi) when b4 is 2, two T4(s) are identical to or different from each other,
- at least one of b2 to b4 is 1 or 2,
- no group other than Ar11 in Formula 1 is represented by Formula 2,
- R1 to R5, T21, T22, T31, T32, T41, and T42 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, a C7-C60 arylalkyl group unsubstituted or substituted with at least one R10a, a C2-C60 heteroarylalkyl group unsubstituted or substituted with at least one R10a, —C(Q1)(Q2)(Q3), —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
- a1 to a5 are each independently an integer from 0 to 5,
- R10a is:
- deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
- a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, —Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11)(Q12), or any combination thereof;
- a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, or a C2-C60 heteroarylalkyl group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C7-C60 arylalkyl group, a C2-C60 heteroarylalkyl group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or any combination thereof;
- or
- —Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32), Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each independently:
- hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group;
- or
- a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C7-C60 arylalkyl group, or a C2-C60 heteroarylalkyl group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof, and
- * and *′ each indicate a binding site to a neighboring atom.
26 more elements
Dependencies are inferred from the claim text.