IP Library › Granted Patent US 12,637,400
Granted Patent B2
US 12,637,400 · App. 17/995,065 · Granted May 26, 2026

Compound for organic electronic element, organic electronic element using the same, and an electronic device thereof

Inventors: Ki Won Kim (Cheonan-si, KR); Kyung Hwan Oh (Cheonan-si, KR); Bu Yong Yun (Cheonan-si, KR); Hyung Dong Lee (Cheonan-si, KR); Jin Woo Shin (Cheonan-si, KR); Soung Yun Mun (Cheonan-si, KR); Jae Duk Yoo (Cheonan-si, KR); Jung Geun Lee (Cheonan-si, KR); Joon Gu Lee (Yongin-si, KR); Yeon Hwa Lee (Yongin-si, KR); Mi Kyung Kim (Yongin-si, KR); Ji Hyun Seo (Yongin-si, KR); Kwan Hee Lee (Yongin-si, KR)
Assignees: DUK SAN NEOLUX CO., LTD.; SAMSUNG DISPLAY CO., LTD.
C07C22/00C07B59/004C07C25/13C07F7/12H10K85/111H10K85/40H10K85/622H10K85/633H10K85/654H10K85/6572H10K85/6574H10K85/6576C07B2200/05
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Quick Facts
Patent No.
US 12,637,400
App. No.
17/995,065
Granted
May 26, 2026
Kind
B2
Abstract

Provided are a fluorinated compound for patterning a metal or an electrode (cathode), an organic electronic element using the same, and an electronic device thereof, wherein by using the fluorinated compound as a material for patterning a metal or an electrode (cathode), it is possible to form a fine pattern of the electrode without using a shadow mask, since it is easy to manufacture a transparent display having high light transmittance, it is possible to more easily apply UDC.

Claims (33)

1 . A fluorinated compound represented by Formula (2):

wherein:

1) Ar 1 and Ar 2 are each selected from the group consisting of phenyl; biphenyl; terphenyl; and a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring;

2) A is selected from the group consisting of —CR a R b —, —S—, —SiR d R e —,

3) R 1 , R 2 and R 3 are the same or different from each other, and each selected from the group consisting of phenyl, biphenyl, terphenyl, a fluorenyl group, a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, a C 1 -C 50 alkyl group, a C 1 -C 50 alkoxyl group, a C 6 -C 60 aryloxy group and a substituent of Formula (1-1-c), or R 1 , R 2 and R 3 may be bonded to each other to form a ring, with the proviso that at least one of R 1 , R 2 and R 3 is a substituent of Formula (1-1-c),

4) R 5 is selected from the group consisting of deuterium; halogen; phenyl; biphenyl; terphenyl; a C 2 -C 20 heterocyclic group including at least one heteroatom of O, N, S, Si or P; a fused ring group of a C 3 -C 20 aliphatic ring and a C 6 -C 20 aromatic ring; a C 1 -C 20 alkyl group; or R 5 may be bonded to each other to form a ring,

5) A, b and c are each an integer of 0 to 10, with the proviso that a+b+c is 1 or more,

6) m and n are each an integer of 1 to 50,

7) x is an integer of 1 to 50, and y+z is an integer of 2x+1, 2x, or 2x−2,

8) i′ is an integer of 1 to 20, d is an integer of 0 to 4 s is an integer of 1 to 20, with the proviso that where i′ is 0, s is 1,

9) R a and R b are each selected from a group consisting of hydrogen, deuterium, halogen, phenyl, biphenyl, terphenyl, a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, a C 1 -C 50 alkyl group, a substituent of Formula (1-1-c),

R d and R e are each selected from a group consisting of deuterium, halogen, phenyl, biphenyl, terphenyl, a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, a substituent of Formula (1-1-c),

10) wherein the phenyl, biphenyl, terphenyl, arylene group, fluorenyl group, fluorenylene group, fused ring group, alkyl group, alkoxyl group, aryloxy group and a ring formed by bonding adjacent groups to each other may be substituted with one or more substituents selected from the group consisting of deuterium; halogen; silane group; siloxane group; cyano group; nitro group; C 1 -C 20 alkylthio group; C 1 -C 20 alkoxyl group; C 6 -C 20 aryloxy group; C 1 -C 20 alkyl group; C 6 -C 20 aryl group; C 6 -C 20 aryl group substituted with deuterium; C 6 -C 20 aryl group substituted with halogen; fluorenyl group; C 3 -C 20 cycloalkyl group; and C 7 -C 20 arylalkyl group; also the substituents may be bonded to each other to form a saturated or unsaturated ring, wherein the term ‘ring’ means a C 3 -C 60 aliphatic ring or a C 6 -C 60 aromatic ring or a fused ring formed by the combination thereof.

2 . The fluorinated compound of claim 1 , wherein the compound represented by Formula (2) is represented by any one of Formulas (2-3) to (2-5):

wherein Ar 1 , Ar 2 , R 1 , R 3 , R a , R b , R d , R e , a and c are the same as defined for Formula (2).

3 . A fluorinated compound selected from the group consisting of the following compounds:

4 . An organic electronic element comprising an anode; a non-light emitting region; and a light emitting region; wherein the non-light emitting region comprises at least one organic material layer on the anode, and a metal patterning layer on the organic material layer, and wherein, on the organic material layer, the light emitting region comprises a metal; a metal electrode; or metal and metal electrodes; and wherein the metal patterning layer comprises a compound represented by Formula (2):

wherein:

1) Ar 1 and Ar 2 are each selected from the group consisting of phenyl; biphenyl; terphenyl; and a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring;

2) A is selected from the group consisting of —CR a R b —, —O—, —S—, —SiR d R e —,

3) B, C and D are each selected from the group consisting of —CR a R b —, —O—, —S—, —SiR d R e —, a C 6 -C 60 arylene group, and a fluorenylene group;

4) R 1 , R 2 and R 3 are the same or different from each other, and each selected from the group consisting of phenyl, biphenyl, terphenyl, a fluorenyl group, a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, a C 1 -C 50 alkyl group, a C 1 -C 50 alkoxyl group, a C 6 -C 60 aryloxy group, a substituent of Formula (1-1), and a substituent of Formula (1-2); or R 1 , R 2 and R 3 may be bonded to each other to form a ring, with the proviso that at least one of R 1 , R 2 and R 3 is a substituent of Formula (1-1) or Formula (1-2),

5) a, b and c are each an integer of 0 to 10, with the proviso that a+b+c is 1 or more,

6) m and n are each an integer of 1 to 50,

7) x is an integer of 1 to 50, and y+z is an integer of 2x+1, 2x, or 2x−2,

8) i, t and v are each an integer of 0 to 20, and s, u and w are each an integer of 1 to 20, with the proviso that where i or t is 0, s or u is 1,

9) R a , R b , R d and R e are each selected from a group consisting of hydrogen, deuterium, halogen, phenyl, biphenyl, terphenyl, a fused ring group of a C 3 -C 60 aliphatic ring and a C 6 -C 60 aromatic ring, a C 1 -C 50 alkyl group, a substituent of Formula (1-1), and a substituent of Formula (1-2); or R a , R b , R c , R d and R e may be bonded to each other to form a ring,

10) wherein the phenyl, biphenyl, terphenyl, arylene group, fluorenyl group, fluorenylene group, fused ring group, alkyl group, alkoxyl group, aryloxy group and a ring formed by bonding adjacent groups to each other may be substituted with one or more substituents selected from the group consisting of deuterium; halogen; silane group; siloxane group; cyano group; nitro group; C 1 -C 20 alkylthio group; C 1 -C 20 alkoxyl group; C 6 -C 20 aryloxy group; C 1 -C 20 alkyl group; C 6 -C 20 aryl group; C 6 -C 20 aryl group substituted with deuterium; C 6 -C 20 aryl group substituted with halogen; fluorenyl group; C 3 -C 20 cycloalkyl group; and C 7 -C 20 arylalkyl group; also the substituents may be bonded to each other to form a saturated or unsaturated ring, wherein the term ‘ring’ means a C 3 -C 60 aliphatic ring or a C 6 -C 60 aromatic ring or a fused ring formed by the combination thereof.

5 . The organic electronic element of claim 4 , wherein the metal in the metal patterning using the compound represented by Formula (2) comprises Ag.

6 . The organic electronic element of claim 4 , wherein the metal in the metal patterning using the compound represented by Formula (2) comprises Ag or Mg.

7 . The organic electronic element of claim 4 , wherein the metal patterning layer comprises a mixture of 2 or more different compounds represented by Formula (2).

8 . An electronic device comprising: a display device comprising the organic electronic element of claim 4 ; and a control unit for driving the display device.

9 . The electronic device according to claim 8 , wherein the organic electronic element is selected from the group consisting of an organic electroluminescent device, an organic transistor, a monochromatic lighting device, and a quantum dot display device.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 29, 2022
From: KIM, KI WON; OH, KYUNG HWAN; YUN, BU YONG; LEE, HYUNG DONG; SHIN, JIN WOO; MUN, SOUNG YUN; YOO, JAE DUK; LEE, JUNG GEUN; LEE, JOON GU; LEE, YEON HWA; KIM, MI KYUNG; SEO, JI HYUN; LEE, KWAN HEE
To: DUK SAN NEOLUX CO., LTD.; SAMSUNG DISPLAY CO., LTD.
Reel/Frame 061261/0435 →
Priority Claims (4)
KR 1020210088124 · Jul 5, 2021 · national
KR 1020210095913 · Jul 5, 2021 · national
KR 1020220022719 · Feb 22, 2022 · national
KR 1020220022998 · Feb 22, 2022 · national
Continuity (1)
Related Publication 20240217902A1 · Jul 4, 2024
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