IP Library › Granted Patent US 9,102,616
Granted Patent B2
US 9,102,616 · App. 13/508,229 · Granted Aug 11, 2015

Organic compound, organic electronic device using same, and terminal for same

Inventors: Dongha Kim (Seongnam-si, KR); Soungyun Mun (Yongin-si, KR); Jungcheol Park (Jinhae-si, KR); Jinuk Ju (Gyeongsangnam-do, KR); Jangyeol Baek (Sacheon-si, KR); Wonsam Kim (Seongnam-si, KR); Eunkyung Kim (Jinju-si, KR); Daehyuk Choi (Suwon-si, KR); Junghwan Park (Seoul, KR)
Assignee: DUK SAN NEOLUX CO., LTD.
C07D209/80C07D209/86C07D403/04C07D405/04C07D405/14C07D409/04C07D409/10C07D409/14C07D471/06C09K11/06H01L51/006H01L51/0052H01L51/0055H01L51/0061H05B33/10C09K2211/1007C09K2211/1011C09K2211/1014C09K2211/1029C09K2211/1088C09K2211/1092H01L51/5012H01L51/5056Y02E10/549
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Quick Facts
Patent No.
US 9,102,616
App. No.
13/508,229
Granted
Aug 11, 2015
Kind
B2
Abstract

Disclosed are an organic compound, an organic electronic device using the same, and a terminal thereof.

Claims (292)

1. A compound represented by Formula below,

wherein in Formula 1 above,

(1) Cz represents a substituted or unsubstituted carbazole derivative represented by Formula 2 below,

wherein in Formula 2, each R is the same or different, and is independently selected from the group consisting of a hydrogen atom, deuterium, tritium, a substituted or unsubstituted aryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted hetero aryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted C 1 ˜C 60 alkyl group, a substituted or unsubstituted C 1 ˜C 60 alkoxy group, a substituted or unsubstituted aryloxy group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted arylthio group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted alkoxycarbonyl group having 5˜60 nuclear carbon atoms, an amino group substituted by a substituted or unsubstituted alkyl or aryl group having 5˜60 nuclear carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group and a carboxyl group, and R optionally forms an aliphatic or hetero ring together with an adjacent R group, or N of carbazole optionally forms a ring together with an adjacent R group,

(2) L is selected from the group including a substituted or unsubstituted arylene group having 5˜40 nuclear carbon atoms, a substituted or unsubstituted hetero arylene group having 5˜60 nuclear atoms, and a divalent or trivalent, substituted or unsubstituted aliphatic hydrocarbon group, and

(3) A represents a diamine derivative represented by Formula 3 below,

wherein in Formula 3, Ar 1 is selected from the group including a substituted or unsubstituted pheny group, a biphenyl group, a 1-naphthyl group, a 2-naphthyl group, a thiophene group, a pyrrole group, a furan group, and a pyridyl group, and Ar 2 through Ar 5 are the same or different, and each is independently a substituted or unsubstituted aryl group having 6˜60 nuclear atoms, or a substituted or unsubstituted heteroaryl group having 5˜60 nuclear atoms, and

4) n represents an integer of 0 to 3 and m represents an integer of 1 to 4.

2. The compound as claimed in claim 1 , wherein in Formula 3,

Ar 2 through Ar 5 are selected from the group consisting of functional groups noted in Table 1 below,

TABLE 1

Ar 2 , Ar 4

Ar 3 , Ar 5

 1

 2

 3

 4

 5

 6

 7

 8

 9

 9

 10

 11

 12

 13

 14

 15

 16

 17

 18

 19

 20

 21

 22

 23

 24

 25

 26

 27

 28

 29

 30

 31

 32

 33

 34

 35

 36

 37

 38

 39

 40

 41

 42

 43

 44

 45

 46

 47

 48

 49

 50

 51

 52

 53

 54

 55

 56

 57

 58

 59

 60

 61

 62

 63

 64

 65

 66

 67

 68

 69

 70

 71

 72

 73

 74

 75

 76

 77

 78

 79

 80

 81

 82

 83

 84

 85

 86

 87

 88

 89

 90

 91

 92

 93

 94

 95

 96

 97

 98

 99

100

101

102

103

104

105

106

107

108

109

110

111

112

113

114

115

116

117

118

119

120

121

122

123

124

125

126

127

128

129

130

131

132

133

134

135

136

137

138

139

140

141

142

143

144

145

146

147

148

149

150

151

152

153

154

155

156

157

158

159

160

161

162

163

164

165

166

167

168

170

171

172

173

174

175

176

177

178

179

180

181

182

183

184

185

186

187

188

189

190

191

192

193

194

195

196

197

198

199

200

201

202

203

204

205

206

207

208

209

210

211

212

213

214

215

216

217

218

219

220

221

223

224

225

226

227

228

229

230

231

232

233

234

235

Ar 2 , Ar 4

Ar 3 , Ar 5

236

237

238

239

240

241

242

243

244

245

246

247

248

249

250

251

252

253

254

3. The compound as claimed in claim 1 , wherein the compound represented by Formula 1 above comprises an aromatic compound represented by Formula 4 below,

wherein in Formula 4 above,

(1) R 5 through R 12 , and X are the same or different, and each is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted aryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted hetero aryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted C 1 ˜C 60 alkyl group, a substituted or unsubstituted C 1 ˜C 60 alkoxy group, a substituted or unsubstituted aryloxy group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted arylthio group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted alkoxycarbonyl group having 5˜60 nuclear carbon atoms, an amino group substituted by a substituted or unsubstituted aryl group having 5˜60 nuclear carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group and a carboxyl group,

(2) Ar 6 is a substituted or unsubstituted aryl group having 6˜60 nuclear atoms, a substituted or unsubstituted heteroaryl group having 5˜60 nuclear atoms, or a substituted or unsubstituted C 1 ˜C 60 alkyl group, and

(3) o represents an integer of 1 to 3.

4. The compound as claimed in claim 3 , wherein the compound represented by Formula 4 above is any one of compounds represented by Formula 5 below,

5. The compound as claimed in claim 1 , wherein the compound represented by Formula 1 above comprises an indoloacridine derivative comprising two or more diamine groups, represented by Formula 6 below,

wherein in Formula 6 above,

(1) R 13 through R 22 , and X are the same or different, and each is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted aryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted heteroaryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted C 1 ˜C 60 alkyl group, a substituted or unsubstituted C 1 ˜C 60 alkoxy group, a substituted or unsubstituted aryloxy group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted arylthio group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted alkoxycarbonyl group having 5˜60 nuclear carbon atoms, an amino group substituted by a substituted or unsubstituted aryl group having 5˜60 nuclear carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group and a carboxyl group, and

(2) p represents an integer of 1 to 2.

6. The compound as claimed in claim 5 , wherein the compound represented by Formula 6 above is any one of compounds represented by Formula 7 below,

7. The compound as claimed in claim 1 , wherein the compound represented by Formula 1 above comprises a compound represented by Formula 8 below,

wherein in Formula 8 above,

(1) R 23 through R 25 , and X are the same or different, and each is independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted aryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted heteroaryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted C 1 ˜C 60 alkyl group, a substituted or unsubstituted C 1 ˜C 60 alkoxy group, a substituted or unsubstituted aryloxy group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted arylthio group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted alkoxycarbonyl group having 5˜60 nuclear carbon atoms, an amino group substituted by a substituted or unsubstituted aryl group having 5˜60 nuclear carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group and a carboxyl group; and

(2) Ar 7 is the same or different, and is independently selected from the group consisting of a hydrogen atom, deuterium, tritium, a substituted or unsubstituted aryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted hetero aryl group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted C 1 ˜C 60 alkyl group, a substituted or unsubstituted C 1 ˜C 60 alkoxy group, a substituted or unsubstituted aryloxy group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted arylthio group having 5˜60 nuclear carbon atoms, a substituted or unsubstituted alkoxycarbonyl group having 5˜60 nuclear carbon atoms, an amino group substituted by a substituted or unsubstituted alkyl or aryl group having 5˜60 nuclear carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group and a carboxyl group; and

(3) q represents an integer of 1 to 3.

8. The compound as claimed in claim 7 , wherein the compound represented by Formula 8 above is any one of compounds represented by Formula 9 below,

9. An organic electronic device comprising one or more organic material layers comprising the compound as claimed in claim 1 .

10. The organic electronic device as claimed in claim 9 , wherein the organic material layers are formed by a soluble process.

11. The organic electronic device as claimed in claim 9 , wherein the organic electronic device comprises a first electrode, said one or more organic material layers, and a second electrode.

12. The organic electronic device as claimed in claim 11 , wherein the organic material layers comprise at least one of a hole injection layer, a hole transport layer, an emitting layer, an electron transport layer, an electron injection layer, and an emitting layer.

13. The organic electronic device as claimed in claim 11 , wherein the organic material layers comprise a hole injection layer, and the hole injection layer comprises the compound.

14. A terminal comprising a display device and a control part for driving the display device, the display device comprising the organic electronic device as claimed in claim 11 .

15. The terminal as claimed in claim 14 , wherein the organic electronic device is any one of an organic light emitting diode (OLED), an organic solar cell, an organic photo conductor (OPC) drum, and an organic transistor (organic TFT).

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 14, 2015
From: DUKSAN HIGH METAL CO., LTD.
To: DUK SAN NEOLUX CO., LTD.
Reel/Frame 034964/0908 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 7, 2012
From: KIM, DONGHA; MUN, SOUNGYUN; PARK, JUNGCHEOL; JU, JINUK; BAEK, JANGYEOL; KIM, WONSAM; KIM, EUNKYUNG; CHOI, DAEHYUK; PARK, JUNGHWAN
To: DUKSAN HIGH METAL CO., LTD.
Reel/Frame 028163/0121 →
Priority Claims (4)
KR 10-2009-0106439 · Nov 5, 2009 · national
KR 10-2010-0011499 · Feb 8, 2010 · national
KR 10-2010-0031311 · Apr 6, 2010 · national
KR 10-2010-0095400 · Sep 30, 2010 · national
Continuity (1)
Related Publication 20120217492A1 · Aug 30, 2012