Electronic Supplementary Information · 2016-03-17 · 1 1 Electronic Supplementary Information Benzene-cored AIEgens for deep-blue OLEDs: high performance without hole-transporting

1 1

Electronic Supplementary Information

Benzene-cored AIEgens for deep-blue OLEDs: high performance without hole-

transporting layers, and unexpected excellent host for orange emission as a side-effect

Xuejun Zhan,‡1 Zhongbin Wu,‡2

Yuxuan Lin,1 Yujun Xie,

1 Qian Peng,

3 Qianqian Li,

1

Dongge Ma,* 2

and Zhen Li*1

1 Department of Chemistry, Wuhan University,

2 Changchun Institute of Applied Chemistry,

The Chinese Academy of Sciences, 3Institute of Chemistry, The Chinese Academy of Sciences.

‡ The authors contributed equally to this work.

Table of Contents

Chart S1. Chemical structures of the previous deep-blue luminogens.

Chart S2. Synthetic routes of the synthesis of TPA-CN-TPA.

Chart S3. Chemical structures of Ph3TPE and Ph2TPE.

Scheme S1. Chemical structures and synthetic routes of the previous four luminogens.

Figure S1. DSC curves of the four luminogens recorded under N2 at a heating rate of 10 oC/min. (A: 2TPA-CN; B: 3TPA-CN; C: 2TPE-CN; D: 3TPE-CN)

Figure S2. PL spectra of 2TPA-CN (A) and 3TPA-CN (B) in various solvents (~10 μM).

Figure S3. UV-vis spectra of 2TPA-CN (A) and 3TPA-CN (B) in various solvents (~10 μM).

Figure S4. Calculated UV spectrum of 2TPE-CN.

Table S1. Absorption wavelengths and oscillator strength of 2TPE-CN evaluated by the TD-

DFT (CAM-B3LYP/6-31G (d)) calculation.



DFT (B3LYP/6-311G (d, p)) calculation.

Electronic Supplementary Material (ESI) for Chemical Science.This journal is © The Royal Society of Chemistry 2016

2 2

Figure S6. PL spectra of the films.

Figure S7. PL spectra of 2TPA-CN (A) and 3TPA-CN (B) in THF/cyclohexane mixtures

with different cyclohexane fractions. Concentration: ~10 μM.

Figure S8. Quantum yields of 2TPA-CN and 3TPA-CN in THF/cyclohexane mixtures with

different cyclohexane fractions.

Figure S9. (A) PL spectra of 2TPE-CN in THF/H2O mixtures with different water fractions

(fw). (B) Plots of fluorescence quantum yields determined in THF/H2O solutions using 9,10-

diphenylanthracene (Ф = 90% in cyclohexane) as standard versus water fractions. Inset in (B):

photos of 2TPE-CN in THF/water mixtures (fw=0 and 99%) taken under the illumination of a

365 nm UV lamp.

Figure S10. Luminescence (L) and phosphorescence (P) spectra of 2TPA-CN and 3TPA-CN

at 77 K in a frozen 2-methyl-THF matrix. Concentration: ~10-3

M.

Figure S11. Emission decay of the four luminogens in oxygen-free toluene solution at room

temperature.

Figure S12. Cyclic voltammograms recorded in dichloromethane.

Figure S13. (A) Power efficiency-luminance characteristics and (B) External quantum

efficiency-luminance characteristics of the four luminogens. Device configurations: ITO /

MoO3 (10 nm) / NPB (60 nm) / mCP (15 nm)/ X (30 nm) / TPBi (30 nm) / LiF (1 nm) / Al.

Figure S14. EL spectra of EL devices at different applied voltages of 2TPA-CN (A), 3TPA-

CN (B), 2TPE-CN (C) and 3TPE-CN (D). Device configurations: ITO / MoO3 (10 nm) /

NPB (60 nm) / mCP (15 nm)/ X (30 nm) / TPBi (30 nm) / LiF (1 nm) / Al.

Figure S15. (A) Current density-voltage-luminance characteristics, (B) Power efficiency-

luminance characteristics and (C) EL spectra of EL device at different applied voltages.

Device configurations: ITO / MoO3 (10 nm) / 3TPA-CN (70 nm) / TPBi (30 nm) / LiF (1 nm)

/ Al.


luminance characteristics and (C) External quantum efficiency-luminance characteristics.

Device configurations: ITO / MoO3 (10 nm) / NPB (60 nm) / mCP (10 nm) / BmPyPb: x%

3TPA-CN (20 nm) / BmPyPb (10 nm) /TPBi (35 nm) / LiF (1 nm) / Al.

Figure S17. EL spectra of doped devices at different applied voltages. Device configurations:

ITO / MoO3 (10 nm) / NPB (60 nm) / mCP (10 nm) / BmPyPb: x% 3TPA-CN (20 nm) /

BmPyPb (10 nm) /TPBi (35 nm) / LiF (1 nm) / Al. (A: 30%; B: 40%; C: 50%)


luminance characteristics and (C) EL spectra of the device with CBP as the host. Device

configurations: ITO / MoO3 / NPB (60 nm) / mCP (10 nm) / CBP:PO-01 (20 nm, 10 wt%) /

TPBI (40 nm) / LiF (1 nm) / Al.

3 3

N N N N

TPA-TPA Cz-Ph-Ph-Cz

N N

N N

TPA-CN-TPA

Cz-Ph-CN-Ph-Cz

N

N

mTPA-CN-mTPA Cz-mPh-CN-mPh-Cz

NN N

NN N

NN N

Ph-Cz-CN-Cz-Ph

Chart S1. Chemical structures of the previous deep-blue luminogens.

Br Br

CuCN

DMSO

BuONO

CN

Br Br

Br2, CHCl3/HAc

NO2

Fe/HAc1

2

NO2

Br

Br Br

NO2

NH2

Br Br

NO2

NH2

Br2

HAc

BuONO, CuBr2

CH3CN

Pd(PPh3)4

K2CO3

toluene/EtOH/H2O

NH2

Pd(PPh3)4

K2CO3

toluene/EtOH/H2O

CNN N

Chart S2. Synthetic routes of the synthesis of TPA-CN-TPA.

O

O

Ph2TPE

Ph3TPE

C6H13

C6H13

Chart S3. Chemical structures of Ph2TPE and Ph3TPE.

4 4

NH2

Br Br

CN

Br Br

NH2

Br Br

Br

CN

Br Br

Br

1 2

3 4

N BO

O

BO

O

TPA-Bpin TPE-Bpin

CN CNN N

CNCNN N

N

2TPA-CN 2TPE-CN

2TPA-CN

3TPA-CN

2TPE-CN

3TPE-CN

or

3TPA-CN 3TPE-CNor

a b

a b

a: CuCN/DMSO/t-BuONO, 60 oC, 2 (28%), 3 (23%);

b: Ar-Bpin, Pd(PPh3)4, K2CO3, THF/H2O, 65 oC, 73-85%, Ar-Bpin: TPA-Bpin or TPE-Bpin.

Scheme S1. Chemical structures and synthetic routes of the previous four luminogens.

Preparation of compounds:

2,6-Dibromoaniline (1) and 2,4,6-tribromoaniline (3) were commercial available. All other

chemicals and reagents were obtained from commercial sources and used as received without

further purification. Solvents for chemical synthesis were purified according to the standard

procedures.

Synthesis of 2,6-dibromobenzonitrile (2): CuCN (117 mg, 1.3 mmol) and 1 (249 mg, 1.0

mmol) was added to a stirred anhydrous DMSO (40 mL) at 50 oC to form a clear solution,

then followed by the addition of tert-butyl nitrite (0.357 mL, 3.0 mmol). The resultant mixture

was allowed to stir for 2 h, then poured into 1 M HCl (100 mL) and extracted with chloroform.

The combined organic extracts were dried over anhydrous Na2SO4 and concentrated by rotary

evaporation. The crude product was purified by column chromatography on silica gel using

chloroform/petroleum ether as eluent to give a pale yellow solid in the yield of 26% (68 mg).

1H NMR (300 MHz, CDCl3) δ (ppm): 7.66-7.64 (d, J = 8.1 Hz, 2H), 7.34-7.31 (m, 1H).

13C

NMR (100 MHz, CDCl3) δ (ppm): 134.1, 131.7, 126.7, 118.7, 115.8. MS (EI), m/z: 259.50

([M+], calcd for C7H3Br2N, 258.86). Anal. Calcd for C7H3Br2N: C, 32.22; H, 1.16; N, 5.37.

Found: C, 32.36; H, 1.24; N, 5.33.

Synthesis of 2,4,6-tribromobenzonitrile (4): The synthetic procedure was similar to that of 2.

5 5

3 (327 mg, 1.0 mmol) reacted with CuCN (117 mg, 1.3 mmol), by the addition of tert-butyl

nitrite (0.357 mL, 3.0 mmol) to yield 4 (23%, 77 mg, a pale yellow solid). 1H NMR (300

MHz, CDCl3) δ (ppm): 7.61 (s, 2H). 13

C NMR (100 MHz, CDCl3) δ (ppm): 134.6, 128.1,

127.0, 117.8, 115.4. MS (EI), m/z: 338.49 ([M+], calcd for C7H2Br3N, 336.77). Anal. Calcd

for C7H2Br3N: C, 24.74; H, 0.59; N, 4.12. Found: C, 24.99; H, 0.73; N, 4.27.

Typical Procedure for the Synthesis of Luminogens.

Synthesis of 2TPA-CN: A mixture of 2,6-dibromobenzonitrile (103 mg, 0.4 mmol), 4-Bpin-

triphenylamine (0.74 g, 2.0 mmol), Pd(PPh3)4 (30 mg) and potassium carbonate (1.10 g, 8.0

mmol) in toluene (8.0 mL), EtOH (2.0 mL) and distilled water (4.0 mL), was refluxed for 24

h under nitrogen in a 100 mL Schlenk tube. After quenched by water, the mixture was

extracted with chloroform. The combined organic extracts were dried over anhydrous Na2SO4

and concentrated by rotary evaporation. The crude product was purified by column

chromatography on silica gel using chloroform/petroleum ether as eluent to afford the product

as white solid in the yield of 76% (179 mg). 1H NMR (300 MHz, CDCl3) δ (ppm): 7.62-7.58

(m, 1H), 7.46-7.40 (m, 6H), 7.32-7.29 (m, 8H), 7.19-7.13 (m, 12H), 7.09-7.04 (m, 4H). 13

C

NMR (100 MHz, CDCl3) δ (ppm): 148.2, 147.3, 146.6, 132.1, 131.8, 129.8, 129.3, 128.1,

125.0, 123.4, 122.2, 118.4, 109.4. MS (EI), m/z: 589.68 ([M+], calcd for C43H31N3, 589.25).

Anal. Calcd for C43H31N3: C, 87.58; H, 5.30; N, 7.13. Found: C, 87.32; H, 5.53; N, 7.02.

Synthesis of 3TPA-CN. The synthetic procedure was similar to that of 2TPA-CN. 2,4,6-

tribromobenzonitrile (101 mg, 0.3 mmol) reacted with 4-Bpin-triphenylamine (550 mg, 1.5

mmol), in the presence of Pd(PPh3)4 (30 mg) and potassium carbonate (1.24 g, 9.0 mmol), to

yield 3TPA-CN (70%, 174 mg, a pale yellow solid). 1H NMR (300 MHz, CDCl3) δ (ppm):

7.60 (s, 2H), 7.51-7.48 (m, 6H), 7.32-7.30 (m, 10H), 7.19-7.13 (m, 20H), 7.10-7.05 (m, 6H).

13C NMR (100 MHz, CDCl3) δ (ppm): 148.4, 148.2, 147.3, 147.2, 147.0, 144.3, 132.3, 132.0,

129.8, 129.3, 128.0, 126.2, 125.0, 124.8, 123.4, 123.0, 122.3, 118.7, 107.4. MS (EI), m/z:

832.52 ([M+], calcd for C61H44N4, 832.36). Anal. Calcd for C61H44N4: C, 87.95; H, 5.32; N,

6 6

6.73. Found: C, 87.73; H, 5.57; N, 6.61.

Synthesis of 2TPE-CN. The synthetic procedure was similar to that of 2TPA-CN. 2,6-

dibromobenzonitrile (259 mg, 1.0 mmol) reacted with 4-Bpin-tetraphenylethene (1.37 g, 3.0

mmol), in the presence of Pd(PPh3)4 (30 mg) and potassium carbonate (2.76 g, 20 mmol) to

yield 2TPE-CN (74%, 563 mg, a light yellow solid). 1H NMR (300 MHz, CDCl3) δ (ppm):

7.60 (m, 1H), 7.39-7.37 (d, J = 7.5 Hz, 2H), 7.31-7.28 (m, 4H), 7.14-7.05 (m, 34H). 13

C NMR

(100 MHz, CDCl3) δ (ppm): 146.5, 144.0, 143.5, 141.7, 140.2, 136.6, 131.9, 131.4, 131.3,

128.5, 128.2, 128.0, 127.7, 127.6, 127.5, 126.6, 126.5, 117.6, 110.1. MS (EI), m/z: 763.81

([M+], calcd for C59H41N, 763.32). Anal. Calcd for C59H41N: C, 92.76; H, 5.41; N, 1.83.

Found: C, 92.96; H, 5.70; N, 1.96.

Synthesis of 3TPE-CN. The synthetic procedure was similar to that of 2TPA-CN. 2,4,6-

tribromobenzonitrile (168 mg, 0.50 mmol) reacted with 4-Bpin-tetraphenylethene (1.14 g, 2.5

mmol), in the presence of Pd(PPh3)4 (30 mg) and potassium carbonate (2.07 g, 15 mmol) to

yield 3TPE-CN (71%, 387 mg, yellow solid). 1H NMR (300 MHz, CDCl3) δ (ppm): 7.54 (s,

2H), 7.40-7.37 (d, J = 8.1 Hz, 2H), 7.33-7.30 (d, J = 8.7 Hz, 4H), 7.12-7.06 (m, 51H). 13

C

NMR (100 MHz, CDCl3) δ (ppm): 146.9, 144.3, 144.2, 144.1, 143.5, 143.4, 143.3, 141.7,

140.2, 140.0, 136.6, 132.0, 131.8, 131.7, 131.4, 131.3, 131.2, 128.2, 128.1, 128.0, 127.9,

127.8, 127.7, 127.6, 126.8, 126.7, 126.6, 126.4, 117.8, 108.6. MS (MALDI-TOF), m/z:

1093.37 ([M+], calcd for C85H59N, 1093.46). Anal. Calcd for C85H59N: C, 93.29; H, 5.43; N,

1.28. Found: C, 93.06; H, 5.46; N, 1.33.

7 7

Figure S1. DSC curves of the four luminogens recorded under N2 at a heating rate of 10

oC/min. (A: 2TPA-CN; B: 3TPA-CN; C: 2TPE-CN; D: 3TPE-CN)

400 450 500 550 600 650 7000.0

0.2

0.4

0.6

0.8

1.0

N

orm

ali

ze

d I

nte

ns

ity

Wavelength (nm)

Cyclohexane

Toluene

Tetrahydrofuran

Chloroform

Dichloromethane

Dimethyl Formamide

A

400 450 500 550 600 650 7000.0

0.2

0.4

0.6

0.8

1.0 B

N

orm

ali

zed

In

ten

sit

y

Wavelength (nm)

Cyclohexane

Toluene

Tetrahydrofuran

Chloroform

Dichloromethane

Dimethyl Formamide

Figure S2. PL spectra of 2TPA-CN (A) and 3TPA-CN (B) in various solvents (~10 μM).

8 8

300 350 400 450 5000.0

0.2

0.4

0.6

0.8

1.0

1.2

N

orm

ali

ze

d A

bso

rba

nce

Wavelength (nm)

Cyclohexane

Toluene

Tetrahydrofuran

Chloroform

Dichloromethane

Dimethyl Formamide

A

300 350 400 450 5000.0

0.2

0.4

0.6

0.8

1.0

1.2

N

orm

ali

ze

d A

bso

rba

nce

Wavelength (nm)

Cyclohexane

Toluene

Tetrahydrofuran

Chloroform

Dichloromethane

Dimethyl Formamide

B

Figure S3. UV-vis spectra of 2TPA-CN (A) and 3TPA-CN (B) in various solvents (~10 μM).

150 200 250 300 350 400 4500

1x104

2x104

3x104

4x104

5x104

6x104

276

314

Calc

ula

ted

Ab

so

rpti

on

Wavelength (nm)

2TPE-CN

320


9 9


DFT (CAM-B3LYP/6-31G (d)) calculation.

Excitation

energies

Absorption[nm]

(oscillator strength) Assignments (%)

3.87 eV 320.07 (0.42)

HOMO-1→LUMO+1 (41)

HOMO→LUMO (41)

HOMO→LUMO+2 (10)

3.95 eV 313.67 (0.99)

HOMO-1→LUMO (34)


HOMO→LUMO+1 (44)

4.49 eV 276.02 (0.47)

HOMO-2→LUMO (22)

HOMO→LUMO (17)

HOMO→LUMO+2 (29)

200 250 300 350 400 4500.0

2.0x104

4.0x104

6.0x104

8.0x104

1.0x105

314

321

324

Calc

ula

ted

Ab

so

rpti

on

Wavelength (nm)

3TPE-CN


10 10


DFT (B3LYP/6-311G (d, p)) calculation.

Excitation

energies

Absorption[nm]

(oscillator strength) Assignments (%)

3.83 eV 323.86 (1.44)

HOMO-2→LUMO (54)



HOMO-1→LUMO+2 (6)

HOMO→LUMO+1 (3)

3.86 eV 321.27 (0.38)


HOMO→LUMO (23)

HOMO→LUMO+2 (24)

3.95 eV 314.16 (0.64)

HOMO-1→LUMO (19)


HOMO→LUMO+1 (41)

400 450 500 550 600 6500.0

0.2

0.4

0.6

0.8

1.0 2TPA-CN

3TPA-CN

2TPE-CN

3TPE-CN

No

rmalized

PL

In

ten

sit

y (

a.u

.)

Wavelength (nm)

Figure S6. PL spectra of the films.

11 11

370 420 470 520

0

20

50

80

99

P

L In

ten

sit

y (

a.u

.)

Wavelength (nm)

fw (vol %)A

370 420 470 520 570

0

20

50

80

99

PL

In

ten

sit

y (

a.u

.)

Wavelength (nm)

fw (vol %)B

Figure S7. PL spectra of 2TPA-CN (A) and 3TPA-CN (B) in THF/cyclohexane mixtures

with different cyclohexane fractions. Concentration: ~10 μM.

0 20 40 60 80 10030

40

50

60

70

80

90

100

110

2TPA-CN

3TPA-CN

Qu

an

tum

yie

ld (

%)

Cyclohexane fraction (vol%)

Figure S8. Quantum yields of 2TPA-CN and 3TPA-CN in THF/cyclohexane mixtures with

different cyclohexane fractions.

12 12

Figure S9. (A) PL spectra of 2TPE-CN in THF/H2O mixtures with different water fractions

(fw). (B) Plots of fluorescence quantum yields determined in THF/H2O solutions using 9,10-

diphenylanthracene (Ф = 90% in cyclohexane) as standard versus water fractions. Inset in (B):

photos of 2TPE-CN in THF/water mixtures (fw=0 and 99%) taken under the illumination of a

365 nm UV lamp.

350 400 450 500 550 600 650 700

0.0

0.2

0.4

0.6

0.8

1.0

No

rma

lize

d I

nte

ns

ity

Wavelength (nm)

77k L

77k P

2TPA-CN

350 400 450 500 550 600 650 700

0.0

0.2

0.4

0.6

0.8

1.0

77k L

77k P

No

rmali

zed

In

ten

sit

y

Wavelength (nm)

3TPA-CN

Figure S10. Luminescence (L) and phosphorescence (P) spectra of 2TPA-CN and 3TPA-CN

at 77 K in a frozen 2-methyl-THF matrix. Concentration: ~10-3

M.

13 13

50 60 70 80 90 10010

0

101

102

103 2TPA-CN

3TPA-CN

2TPE-CN

3TPE-CN

Co

un

ts

Time/ns

Figure S11. Emission decay of the four luminogens in oxygen-free toluene solution at room

temperature.

-2.0 -1.5 -1.0 -0.5 0.0 0.5 1.0 1.5 2.0

3TPE-CN

2TPE-CN

3TPA-CN

Potential (V)

2TPA-CN

Figure S12. Cyclic voltammograms recorded in dichloromethane.

14 14

101

102

103

104

0

1

2

3

4

5

6

2TPA-CN

3TPA-CN

2TPE-CN

3TPE-CN

Po

wer

Eff

icie

ncy (

lm/W

)

Luminance (cd/m2)

A

100

101

102

103

104

0.00

0.01

0.02

0.03

0.04

2TPA-CN

3TPA-CN

2TPE-CN

3TPE-CN

Exte

rnal Q

uan

tum

Eff

icie

ncy

Brightness (cd/m2)

B

Figure S13. (A) Power efficiency-luminance characteristics and (B) External quantum

efficiency-luminance characteristics of the four luminogens. Device configurations: ITO /

MoO3 (10 nm) / NPB (60 nm) / mCP (15 nm)/ X (30 nm) / TPBi (30 nm) / LiF (1 nm) / Al.

15 15

400 450 500 550 600 650 7000.0

0.2

0.4

0.6

0.8

1.0

1.2

7 V (0.153, 0.109)

8 V (0.150, 0.105)

9 V (0.149, 0.104)

10 V (0.147, 0.103)

11 V (0.146, 0.102)

12 V (0.145, 0.100)

13 V (0.145, 0.101)

14 V (0.147, 0.104)

No

rmali

zed

in

ten

sit

y (

a.u

.)

Wavelength (nm)

A

400 450 500 550 600 650 7000.0

0.2

0.4

0.6

0.8

1.0

1.2

6 V (0.171, 0.182)

7 V (0.163, 0.171)

8 V (0.158, 0.163)

9 V (0.154, 0.157)

10 V (0.151, 0.151)

No

rmalized

in

ten

sit

y (

a.u

.)

Wavelength (nm)

B

400 450 500 550 600 650 700 750 8000.0

0.2

0.4

0.6

0.8

1.0

1.2

7 V (0.217, 0.408)

8 V (0.215, 0.407)

9 V (0.214, 0.405)

10 V (0.214, 0.404)

11 V (0.213, 0.403)

12 V (0.213, 0.401)

13 V (0.214, 0.400)

14 V (0.216, 0.401)

No

rmalized

in

ten

sit

y (

a.u

.)

Wavelength (nm)

C

16 16

400 450 500 550 600 650 700 750 8000.0

0.2

0.4

0.6

0.8

1.0

1.2

6 V (0.207, 0.406)

7 V (0.205, 0.402)

8 V (0.204, 0.399)

9 V (0.203, 0.396)

10 V (0.202, 0.393)

No

rmalized

in

ten

sit

y (

a.u

.)

Wavelength (nm)

D

Figure S14. EL spectra of EL devices at different applied voltages of 2TPA-CN (A), 3TPA-

CN (B), 2TPE-CN (C) and 3TPE-CN (D). Device configurations: ITO / MoO3 (10 nm) /

NPB (60 nm) / mCP (15 nm)/ X (30 nm) / TPBi (30 nm) / LiF (1 nm) / Al.

17 17

0 2 4 6 8 100

50

100

150

200

100

101

102

103

104

Cu

rre

nt

Den

sit

y (

mA

/cm

2)

Voltage (V)

A

Lu

min

an

ce (

cd

/m2)

100

101

102

103

104

0

1

2

3

4

5

6

Po

wer

Eff

icie

ncy (

lm/W

)

Luminance (cd/m2)

B

18 18

400 450 500 550 600 650 700 750 8000.0

0.2

0.4

0.6

0.8

1.0

1.2

4 V (0.147, 0.147)

5 V (0.147, 0.146)

6 V (0.146, 0.145)

7 V (0.146, 0.145)

8 V (0.146, 0.143)

9 V (0.146, 0.142)

10 V (0.147, 0.143)

No

rmalized

in

ten

sit

y (

a.u

.)

Wavelength (nm)

C


luminance characteristics and (C) EL spectra of EL device at different applied voltages.

Device configurations: ITO / MoO3 (10 nm) / 3TPA-CN (70 nm) / TPBi (30 nm) / LiF (1 nm)

/ Al.

19 19

2 4 6 8 10 120

50

100

150

200

250

100

101

102

103

104

30%

40%

50%

Cu

rre

nt

Den

sit

y (

mA

/cm

2)

Voltage (V)

A

Bri

gh

tness (

cd

/m2)

100

101

102

103

104

0

1

2

3

4

5

6

30%

40%

50%

Po

wer

Eff

icie

ncy (

lm/W

)

Luminance (cd/m2)

B

20 20

100

101

102

103

104

0.00

0.01

0.02

0.03

0.04

30%

40%

50%

Exte

rnal Q

uan

tum

Eff

icie

ncy

Brightness (cd/m2)

C


luminance characteristics and (C) External quantum efficiency-luminance characteristics.

Device configurations: ITO / MoO3 (10 nm) / NPB (60 nm) / mCP (10 nm) / BmPyPb: x%

3TPA-CN (20 nm) / BmPyPb (10 nm) /TPBi (35 nm) / LiF (1 nm) / Al.

400 450 500 550 600 650 700 750 8000.0

0.2

0.4

0.6

0.8

1.0

1.2

5 V (0.150, 0.177)

6 V (0.148, 0.171)

7 V (0.152, 0.179)

8 V (0.147, 0.169)

9 V (0.153, 0.181)

10 V (0.164, 0.200)

No

rmalized

in

ten

sit

y (

a.u

.)

Wavelength (nm)

A

21 21

400 450 500 550 600 650 700 750 8000.0

0.2

0.4

0.6

0.8

1.0

1.2

5 V (0.147, 0.185)

6 V (0.144, 0.179)

7 V (0.143, 0.176)

8 V (0.142, 0.173)

9 V (0.142, 0.171)

10 V (0.141, 0.169)

No

rmalized

in

ten

sit

y (

a.u

.)

Wavelength (nm)

B

400 450 500 550 600 650 700 750 8000.0

0.2

0.4

0.6

0.8

1.0

1.2

5 V (0.159, 0.218)

6 V (0.155, 0.210)

7 V (0.152, 0.204)

8 V (0.150, 0.200)

9 V (0.149, 0.196)

10 V (0.152, 0.204)

No

rmalized

in

ten

sit

y (

a.u

.)

Wavelength (nm)

C

Figure S17. EL spectra of doped devices at different applied voltages. Device configurations:

ITO / MoO3 (10 nm) / NPB (60 nm) / mCP (10 nm) / BmPyPb: x% 3TPA-CN (20 nm) /

BmPyPb (10 nm) /TPBi (35 nm) / LiF (1 nm) / Al. (A: 30%; B: 40%; C: 50%)

22 22

2 4 6 8 10 12 140

50

100

150

200

250

100

101

102

103

104

105

CBP

3TPA-CN

Cu

rre

nt

De

nsit

y (

mA

/cm

2)

Voltage (V)

A

Bri

gh

tness (

cd

/m2)

100

101

102

103

104

105

0

10

20

30

40

50

60

3TPA-CN

CBP

Po

wer

Eff

icie

ncy (

lm/W

)

Luminance (cd/m2)

B

23 23

500 550 600 650 700 750 8000.0

0.2

0.4

0.6

0.8

1.0

1.2

4 V (0.487, 0.509)

5 V (0.486, 0.509)

6 V (0.486, 0.509)

7 V (0.486, 0.509)

8 V (0.486, 0.509)

9 V (0.486, 0.509)

10 V (0.486, 0.509)

No

rmalized

in

ten

sit

y (

a.u

.)

Wavelength (nm)

C


luminance characteristics and (C) EL spectra of the device with CBP as the host. Device

configurations: ITO / MoO3 / NPB (60 nm) / mCP (10 nm) / CBP:PO-01 (20 nm, 10 wt%) /

TPBI (40 nm) / LiF (1 nm) / Al.

Documents

Electronic Supplementary Information · 2016-03-17 · 1 1 Electronic Supplementary Information Benzene-cored AIEgens for deep-blue OLEDs: high performance without hole-transporting