Supporting Information
Stabilized Polymers with Novel Indenoindene Backbone against Photodegradation for LEDs and Solar Cells
Suhee Song,ዊ Youngeup Jin,*,ዊ Sun Hee Kim,ዊ Jihyun Moon,ዊ Kwanghyun Kim,ዊ Jin Young Kim,ዊዊዊ Sung Heum Park,ዊዊዊ Kawnghee Lee,*ዊ and Hongsuk Suh*ዊ
Department of Chemistry and Chemistry Institute for Functional Materials, Pusan National University, jangjeon-dong, Busan, 609-735, Korea E-mail:
[email protected] Contents:
1
H-NMR, 13C-NMR and Mass spectroscopy of all compounds ·································S2
Thermogravimetric analysis of the PININE ·································································S19 PL spectra of Si-PPV at the different exposure times ··················································S20 PL spectra of PFV at the different exposure times ·······················································S21 Polymer solar cells with a configuration of ITO/PEDOT/PININEDTBT:PCBM/Al by various ratio of PININEDTBT:PCBM ·········································································S22
Figure S1. 1H-NMR, 13C-NMR and Mass spectroscopy of all compounds 1
H NMR of compound 2. HO
O
O
OH
13
C NMR of compound 2. HO
O
O
OH
Mass of compound 2. HO
O
O
1
OH
H NMR of compound 3. O
O
13
C NMR of compound 3. O
O
Mass of compound 3. O
O
1
H NMR of compound 4.
13
C NMR of compound 4.
Mass of compound 4.
1
H NMR of compound 5
13
C NMR of compound 5.
Mass of compound 5.
1
H NMR of compound 6.
Br
Br
13
C NMR of compound 6.
Br
Br
Mass of compound 6.
Br
1
H NMR of compound 7
n
Br
1
H NMR of compound 8.
O
O B
B O
O
13
C NMR of compound 8.
O
O B O
B O
Mass of compound 8.
O
O
B
B
O
O
1
H NMR of compound 9. N Br
S
N Br
13
C NMR of compound 9. N
S
Br
1
N Br
H NMR of compound 10. N Br
S
S
N S
Br
Mass of compound 10. N Br
1
H NMR of compound 11. N
Br
S
S
N S
Br
S
S
N S
Br
13
C NMR of compound 11.
N Br
S
N
S
S
Br
Mass of compound 11. N Br
S
S
N S
Br
1
H NMR of compound 12.
N Br
S
N
S
S O
Br
O
13
C NMR of compound 12. N
Br
S
N
S
S O
O
Br
Mass of compound 12. N Br
H NMR of PININEBT.
N
S
N n
N
S
S O
1
S
O
Br
1
H NMR of PININEDTBT.
N
S
N
S
S n
1
H NMR of PININEDHTBT.
N S
S
N S n
1
H NMR of PININEDHOTBT.
N
S
N
S
S n O
O
Figure S2. Thermogravimetric analysis of the PININE under N2. Inner: Differential scanning calorimetry of the PININE under N2.
Endothermic
110 100
weight (%)
90 80
80
70
100
120
140
160
o
Temperature ( C)
60 50 40 30 100
200
300
400
500
600 o
Temperature ( C)
700
800
Figure S3. PL spectra of Si-PPV at the different exposure times with white light in air. The excitation wavelength was 370nm. Spectra are normalized to show blue shift.
PL Intensity (a.u.)
1.2 0min 5min 10min 20min 30min 40min 50min 60min
1.0 0.8 0.6 0.4 0.2 0.0 400
500
600
Wavelenth (nm)
700
Figure S4. PL spectra of PFV at the different exposure times with white light in air. The excitation wavelength was 400nm. Spectra are normalized to show blue shift.
PL Intensity (a.u.)
1.2 0min 5min 10min 20min 30min 40min 50min 60min
1.0 0.8 0.6 0.4 0.2 0.0 500
600
Wavelength (nm)
700
2
Current Density (mA/cm )
Figure S5. Bulk heterojunction polymer solar cells with a configuration of ITO/PEDOT/PININEDTBT:PCBM/Al by various ratio of PININEDTBT:PCBM. 1 0 -1 -2
PININEDTBT:PCBM 1 : 3 (1.45%) 1 : 3.5 (1.88%) 1 : 4 (1.22%)
-3 -4 -5 -6
-0.1 0.0
0.1
0.2
0.3
0.4
0.5
Voltage(V)
0.6
0.7
0.8
