1060735-14-9

Usage

Uses

Used in Electronic Materials Industry:
9-Phenyl-9H,9'H-[3,3']bicarbazolyl is used as an intermediate in the synthesis of OLED materials for their electronic properties and potential applications in display technology. Its unique structure allows it to be incorporated into various OLED series, enhancing the performance and efficiency of the resulting devices.
Used in OLED Display Technology:
9-Phenyl-9H,9'H-[3,3']bicarbazolyl is used as a component in the development of OLED display screens, contributing to their high contrast, low power consumption, and thin, flexible form factors. Its presence in the organic electroluminescent materials helps improve the overall performance and durability of OLED displays.
Used in OLED Material Series:
9-Phenyl-9H,9'H-[3,3']bicarbazolyl is utilized in various OLED material series, such as Thiophene series, Fluorene series, and Boronic Acid series, to create a diverse range of electroluminescent compounds with tailored properties for specific applications. Its versatility as an intermediate allows for the development of innovative materials that can be tailored to meet the demands of various industries and technologies.

Synthetic route

N-phenyl-9H-carbazol-3-boronic acid (854952-58-2) + 3-bromo-9H-carbazole (1592-95-6) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
Stage #1: N-phenyl-9H-carbazol-3-boronic acid; 3-bromo-9H-carbazole With potassium carbonate In ethanol; water; toluene for 0.5h; Inert atmosphere; Stage #2: With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine In ethanol; water; toluene for 2h; Reflux;	97%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Inert atmosphere; Reflux;	90%
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium carbonate In 1,4-dioxane; water for 4h; Inert atmosphere; Reflux;	86%

3-bromo-9-phenyl-9H-carbazole (1153-85-1) + (9H-carbazol-3-yl)boronic acid → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux;	90%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran at 65℃; for 18h;	73%

3-bromo-9H-carbazole (1592-95-6) + 9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-carbazole (1126522-69-7) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0) In water; toluene for 5h; Inert atmosphere; Reflux;	87%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane for 4h; Inert atmosphere; Reflux;	80%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In tetrahydrofuran; water at 80℃; for 24h; Inert atmosphere;	77%

N-phenyl-9H-carbazol-3-boronic acid (854952-58-2) + 3-iodocarbazole (16807-13-9) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 80℃; for 7h; Inert atmosphere;	84%
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In water; toluene at 80℃; for 7h; Inert atmosphere;	2.43 g

3-bromo-9-phenyl-9H-carbazole (1153-85-1) + 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole (855738-89-5) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); tetrabutylammomium bromide; sodium hydroxide In water; toluene at 80℃; for 12h; Inert atmosphere;	75%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; toluene for 12h; Reflux;	61%

3-iodocarbazole (16807-13-9) + 9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-carbazole (1126522-69-7) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 85℃; for 48h; Inert atmosphere;	74%
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 85℃; for 48h; Suzuki coupling; Inert atmosphere;	74%

9H-carbazole (86-74-8) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With N-Bromosuccinimide In methanol; (2S)-N-methyl-1-phenylpropan-2-amine hydrate; 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; N,N-dimethyl-formamide
Multi-step reaction with 4 steps 1: potassium carbonate; 18-crown-6 ether; tri-tert-butyl phosphine / tris-(dibenzylideneacetone)dipalladium(0) / toluene; xylene / 18 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere 4: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux View Scheme
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C 2: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux View Scheme

bromobenzene (108-86-1) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium carbonate; 18-crown-6 ether; tri-tert-butyl phosphine / tris-(dibenzylideneacetone)dipalladium(0) / toluene; xylene / 18 h / Inert atmosphere; Reflux 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C 3: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere 4: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux View Scheme
Multi-step reaction with 2 steps 1: potassium acetate; dibenzo-18-crown-6; copper / N,N-dimethyl-formamide / 4 h / 120 °C 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran / 18 h / 65 °C View Scheme

3-bromo-9-phenyl-9H-carbazole (1153-85-1) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere 2: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux View Scheme
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C 1.2: 8 h / 20 °C 2.1: potassium phosphate / tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 48 h / 85 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C 1.2: 12 h / 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; ethanol / 5 h / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C 1.2: -78 - 20 °C 2.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 80 - 90 °C / Alkaline conditions View Scheme
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: -78 °C / Inert atmosphere 1.3: 0.5 h / Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran; water / 8 h / Reflux; Inert atmosphere View Scheme

N-phenylcarbazole (1150-62-5) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0 °C 2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 6 h / 80 °C / Inert atmosphere 3: potassium phosphate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane / tris-(dibenzylideneacetone)dipalladium(0) / toluene; water / 5 h / Inert atmosphere; Reflux View Scheme
Multi-step reaction with 4 steps 1.1: sulfuric acid; potassium iodate; potassium iodide / ethanol / 2 h / 75 °C 2.1: n-butyllithium / toluene; diethyl ether; hexane / 1 h / -45 - -5 °C / Inert atmosphere 2.2: 2 h / -45 °C / Inert atmosphere 3.1: hydrogenchloride / water; toluene; diethyl ether; hexane / 20 °C / Inert atmosphere 4.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; toluene / 7 h / 80 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 20 °C 2: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; water / 12 h / Reflux View Scheme

N-phenyl-9H-carbazol-3-boronic acid (854952-58-2) + 3-bromo-9H-carbazole (1592-95-6) + tris-(o-tolyl)phosphine (6163-58-2) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With potassium carbonate; palladium diacetate In 1,2-dimethoxyethane; toluene

C24H26BNO2 → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / water; toluene; diethyl ether; hexane / 20 °C / Inert atmosphere 2: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; toluene / 7 h / 80 °C / Inert atmosphere View Scheme

3-iodo-9-phenyl-9H-carbazole (502161-03-7) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-butyllithium / toluene; diethyl ether; hexane / 1 h / -45 - -5 °C / Inert atmosphere 1.2: 2 h / -45 °C / Inert atmosphere 2.1: hydrogenchloride / water; toluene; diethyl ether; hexane / 20 °C / Inert atmosphere 3.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; toluene / 7 h / 80 °C / Inert atmosphere View Scheme

3-bromo-9H-carbazole (1592-95-6) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tri-tert-butyl phosphine / toluene / 100 °C 2.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C 2.2: -78 - 20 °C 3.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 80 - 90 °C / Alkaline conditions View Scheme
Multi-step reaction with 2 steps 1: potassium acetate; dibenzo-18-crown-6; copper / N,N-dimethyl-formamide / 4 h / 120 °C 2: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / tetrahydrofuran / 18 h / 65 °C View Scheme
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere 1.2: Inert atmosphere 2.1: tetrakis(triphenylphosphine) palladium(0); potassium carbonate / toluene; water / 12 h / 95 °C / Inert atmosphere 3.1: tetrabutyl ammonium fluoride / tetrahydrofuran; dichloromethane / 2 h / 20 °C View Scheme

iodobenzene (591-50-4) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate; tri-tert-butyl phosphine / toluene / 100 °C 2.1: n-butyllithium / diethyl ether; hexane / 0.5 h / -78 °C 2.2: -78 - 20 °C 3.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran; water / 80 - 90 °C / Alkaline conditions View Scheme
Multi-step reaction with 3 steps 1: potassium phosphate; copper(l) iodide / toluene / 12 h / Reflux 2: N-Bromosuccinimide / N,N-dimethyl-formamide / 12 h / 20 °C 3: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / toluene; water / 12 h / Reflux View Scheme

iodobenzene (591-50-4) + 9H,9′H-[3,3′]bicarbazole (1984-49-2) → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With copper; potassium carbonate In nitrobenzene at 180℃; for 4h; Inert atmosphere;	5.59 g

C36H34N2Si → 9-phenyl-3,3'-bicarbazole (1060735-14-9)

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran; dichloromethane at 20℃; for 2h;	7.5 g

o-fluorobromobenzene (1072-85-1) + 9-phenyl-3,3'-bicarbazole (1060735-14-9) → C36H23BrN2

Conditions	Yield
With caesium carbonate In 1-methyl-pyrrolidin-2-one at 170℃; for 24h; Inert atmosphere;	99%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 1-chlorobenzofuro[2,3-c]pyridine (1206975-68-9) → C41H25N3O (1345970-18-4)

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In xylene for 14h; Inert atmosphere; Reflux;	98%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 1,4-bromoiodobenzene (589-87-7) → 9-(4-bromophenyl)-9'-phenyl-9H,9'H-[3,3']bicarbazole (1268622-34-9)

Conditions	Yield
With copper; potassium carbonate; sodium hydrogensulfite In 1,2-dichloro-benzene at 170℃; for 19.5h; Inert atmosphere;	97%
With potassium phosphate; copper(l) iodide; ethylenediamine In toluene for 24h; Reflux;	80.1%
With potassium phosphate; ethylenediamine; copper(l) iodide In toluene for 24h; Reflux;	80.1%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2-(2,4-difluorophenyl)pyridine (391604-55-0) → 9′,9‴-(4-(pyridin-2-yl)-1,3-phenylene)bis(9-phenyl-9H,9′H-3,3′-bicarbazole)

Conditions	Yield
With caesium carbonate In N,N-dimethyl acetamide at 190℃; for 23h; Sealed tube; Microwave irradiation;	96%

2,3-dichloroquinoxaline (2213-63-0) + 9-phenyl-3,3'-bicarbazole (1060735-14-9) → 9-(3-chloroquinoxalin-2-yl)-9'-phenyl-9H,9'H-3,3'-bicarbazole

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h;	95%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 2.5h;	59%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 2.5h;	59%
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h;	54%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + (3-bromophenyl)(3-(dibenzo[b,d]furan-4-yl)phenyl)diphenylsilane (1414960-14-7) → C66H44N2OSi (1414960-46-5)

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium(0) In xylene Reflux; Inert atmosphere;	94%

bromobenzene (108-86-1) + 9-phenyl-3,3'-bicarbazole (1060735-14-9) → 9,9′-diphenyl-9H,9′H-3,3′-bicarbazole (52249-38-4, 57102-62-2)

Conditions	Yield
Stage #1: bromobenzene; 9-phenyl-3,3'-bicarbazole With potassium tert-butylate In toluene for 0.5h; Inert atmosphere; Stage #2: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; XPhos In toluene for 7h; Reflux;	93%
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 12h; Reflux; Inert atmosphere;	90%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2-(4-fluorophenyl)-3-phenylquinoxaline (202264-97-9) → 9-phenyl-9'-[4-(3-phenylquinoxalin-2-yl)phenyl]-3,3'-bi(9H-carbazol) (1245801-43-7)

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium t-butanolate In toluene at 80℃; for 6h;	92%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + C21H12FN3 → C51H31N5

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium t-butanolate In toluene at 80℃; for 6h;	91%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 4-(3-bromophenyl)dibenzo[b,d]thiophene (1084334-28-0) → C48H30N2S (1340668-37-2)

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 60℃; for 12h;	90%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + C13H6BrNS (1442648-21-6) → C43H25N3S

Conditions	Yield
With tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate In toluene for 4h; Reflux;	89%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 7-fluoro-1-phenylbenzo[a]imidazo[5,1,2-cd]indolizine → C49H30N4

Conditions	Yield
With potassium phosphate In 1-methyl-pyrrolidin-2-one at 160℃; for 22h; Inert atmosphere;	89%

4-(4-bromophenyl)dibenzofuran (955959-84-9) + 9-phenyl-3,3'-bicarbazole (1060735-14-9) → C48H30N2O

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 60℃; for 12h; Inert atmosphere;	88%
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene; toluene for 15h; Inert atmosphere; Reflux;	73%
With tris-(dibenzylideneacetone)dipalladium(0); trineopentyl phosphine; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene; toluene for 15h; Inert atmosphere; Reflux;	73%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + C24H14Br2N2 → C84H52N6

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene for 12h; Inert atmosphere; Reflux;	88%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2,4-bis(4-fluorophenyl)-6-phenyl-1,3,5-triazine (157141-82-7) → C81H51N7

Conditions	Yield
Stage #1: 2,4-bis(p-fluorophenyl)-6-phenyl-1,3,5-triazine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 9-phenyl-3,3'-bicarbazole In N,N-dimethyl-formamide at 20℃; for 1h;	87%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + C15H8ClN3 → C45H27N5

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium t-butanolate In toluene at 80℃; for 6h;	87%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2-chloro-4-phenylbenzo[4,5]thieno[2,3-d]pyrimidine → C46H28N4S

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃;	86%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2-chloro-4-(dibenzo[b,d]furan-4-yl)benzo[4,5]thieno[3,2-d]pyrimidine → C52H30N4OS

Conditions	Yield
With tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine; sodium t-butanolate In toluene at 100℃;	86%

3-bromodibenzofuran (26608-06-0) + 9-phenyl-3,3'-bicarbazole (1060735-14-9) → C42H26N2O

Conditions	Yield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium(0); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene Inert atmosphere; Reflux;	86%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + C20H11BrN2S → C50H30N4S

Conditions	Yield
With potassium phosphate; copper(l) iodide; rac-diaminocyclohexane In 1,4-dioxane for 12h; Inert atmosphere; Reflux;	86%

2-bromodibenzothiophene (22439-61-8) + 9-phenyl-3,3'-bicarbazole (1060735-14-9) → 9-(dibenzo[b,d]thiophen-2-yl)-9'-phenyl-9H,9'H-3,3'-bicarbazole (1340668-15-6)

Conditions	Yield
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2-(4-bromophenyl)naphthyl[1,2-d]oxazole → C47H29N3O

Conditions	Yield
With bis(tri-t-butylphosphine)palladium(0); sodium t-butanolate In 5,5-dimethyl-1,3-cyclohexadiene for 6h; Inert atmosphere; Heating;	85%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2-bromo-4-phenyldibenzofuran → C48H30N2O

Conditions	Yield
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%

2-bromodibenzo[b,d]furan (86-76-0) + 9-phenyl-3,3'-bicarbazole (1060735-14-9) → C42H26N2O (1345143-16-9)

Conditions	Yield
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In 1,4-dioxane Reflux;	85%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 3-bromobiphenyl (2113-57-7) → C42H28N2

Conditions	Yield
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%
With potassium phosphate; copper(l) iodide; trans-1,2-cyclohexanediamine In 1,4-dioxane for 24h; Reflux;	85%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%
With potassium phosphate; copper(l) iodide; (S,S)-1,2-diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%
With potassium phosphate; copper(l) iodide; trans-1,2-Diaminocyclohexane In 1,4-dioxane for 24h; Reflux;	85%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2-chloro-3-phenylquinoxaline (7065-92-1) → C44H28N4

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium t-butanolate In toluene at 80℃; for 6h;	85%

9-phenyl-3,3'-bicarbazole (1060735-14-9) + 2-bromobenzo[9,10]phenanthrene (19111-87-6) → C48H30N2 (1392844-41-5)

Conditions	Yield
With 18-crown-6 ether; copper; potassium carbonate In 1,2-dichloro-benzene at 150℃; for 24h; Inert atmosphere;	85%

Upstream product

• 854952-58-2 N-phenyl-9H-carbazol-3-boronic acid 
• 1592-95-6 3-bromo-9H-carbazole 
• 86-74-8 9H-carbazole 
• 16807-13-9 3-iodocarbazole 
• 1126522-69-7 9-phenyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-9H-carbazole 
• 6163-58-2 tris-(o-tolyl)phosphine 
• 591-50-4 iodobenzene 
• 1984-49-2 9H,9′H-[3,3′]bicarbazole 
• 1153-85-1 3-bromo-9-phenyl-9H-carbazole 
• 855738-89-5 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- 9H-carbazole 
• 851524-97-5 (9H-carbazol-3-yl)boronic acid 
• 502161-03-7 3-iodo-9-phenyl-9H-carbazole 
• 1150-62-5 N-phenylcarbazole 
• 108-86-1 bromobenzene 

Downstream Products

• 1060735-15-0 9-phenyl-9'-[4-(10-phenyl-9-anthryl)phenyl]-3,3'-bi(9H-carbazole) 
• 1245801-46-0 9-phenyl-9'-[4-(5-phenyl-1,3,4-oxadiazole-2-yl)phenyl]-3,3'-bi(9H-carbazole) 
• 1245801-43-7 9-phenyl-9'-[4-(3-phenylquinoxalin-2-yl)phenyl]-3,3'-bi(9H-carbazol) 
• 1150-62-5 N-phenylcarbazole 
• 1340668-15-6 9-(dibenzo[b,d]thiophen-2-yl)-9'-phenyl-9H,9'H-3,3'-bicarbazole 
• 1345143-20-5 9-(dibenzo[b,d]thiophen-4-yl)-9?-phenyl-9H,9'H-3,3?-bicarbazole 
• 1345143-22-7 C₄₁H₂₅N₃S 
• 1345970-18-4 C₄₁H₂₅N₃O 
• 1345143-16-9 C₄₂H₂₆N₂O 
• 1266389-01-8 9-(4,6-diphenyl-1,3,5-triazin-2-yl)-9'-phenyl-3,3'-bicarbazole 
• 1403252-07-2 C₅₆H₃₄N₄S 
• 1403252-08-3 C₅₆H₃₄N₄O 
• 1403251-82-0 C₅₀H₃₀N₄O 
• 1403251-83-1 C₅₀H₃₀N₄S 

Relevant academic research and scientific papers

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Organic compound and application thereof, and organic electroluminescent device

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Novel compound and organic light emitting device comprising the same

The present invention provides a novel compound and an organic light emitting device using the same. The compound represented by the chemical formula 1 can be used as a material of an organic material layer of the organic light emitting device, and can improve efficiency, low driving voltage, and/or lifespan characteristics in the organic light emitting device.COPYRIGHT KIPO 2020

Novel compound and organic light emitting device comprising the same

The present invention provides a novel compound and an organic light emitting device comprising the same. A compound represented by chemical formula 1 can be used as a material of an organic material layer of the organic light emitting device, and can improve efficiency, low driving voltage, and/or lifespan characteristics in the organic light emitting device.COPYRIGHT KIPO 2020

COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

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Dendritic bipolar main body material taking triazine as central core, and preparation method and application of dendritic bipolar main body material in organic electroluminescent device

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