Supporting Information

Transcription

1 Supporting Information The Thermofluoric Behavior of Poly(fluorenetolyldiphenylamine)-Oxadiazole Pair in Polymer Matrix. Chin-Sheng Lee, Cheng-Po Kuo, Chiou-Ling Chang, Ching-an Chuang, Mandy M. Lee, # Shih-Sheng Sun, # and Man-kit Leung*,, *Correspondence to: Man-kit Leung ( mkleung@ntu.edu.tw) Department of Chemistry, ational Taiwan University, 1 Roosevelt Road Section 4, Taipei, Taiwan 10617, ROC. Institute of Polymer Science and Engineering, ational Taiwan University. # Institute of Chemistry, Academia Sinica, ankang, Taipei 115, Taiwan, ROC. Contents of Supporting Information...S1 Supporting Fig S1. 1 H MR Spectrum of 1 S3 Supporting Fig S2. 13 C MR Spectrum of 1...S4 Supporting Fig S3. 1 H MR Spectrum of S5 Supporting Fig S4. 13 C MR Spectrum of 2.. S6 Supporting Fig S5. 1 H MR Spectrum of PFT... S7 Supporting Fig S6. 1 H MR Spectrum of 3...S8 Supporting Fig S7. 13 C MR Spectrum of 3... S9 Supporting Fig S8. 1 H MR Spectrum of 4.. S10 Supporting Fig S9. 13 C MR Spectrum of 4... S11 Supporting Fig S10. 1 H MR Spectrum of 5.. S12 Supporting Fig S C MR Spectrum of 5 S13 Supporting Fig S12. 1 H MR Spectrum of 6... S14 Supporting Fig S C MR Spectrum of 6 S15 Supporting Fig S14. 1 H MR Spectrum of 7... S16 Supporting Fig S C MR Spectrum of 7. S17 Supporting Fig S16. 1 H MR Spectrum of S18 Supporting Fig S C MR Spectrum of 8 S19 Supporting Fig S18. 1 H MR Spectrum of OXD S20 S1

2 Supporting Fig S C MR Spectrum of OXD. S21 Supporting Fig S20. Theoretical UV-Vis spectral analysis of OXD S22 Supporting Fig S21 Cyclic voltammograms of OXD.. S23 Supporting Fig S22. Cyclic voltammograms of PFT S23 Supporting Fig S23. Time-resolved photoluminescence measurements of the OXD:PFT S24 S2

3 Supporting Figure S1. 1 H MR Spectrum of 1 Br Br 1 S3

4 Supporting Figure S2. 13 C MR Spectrum of 1 Br Br 1 S4

5 Supporting Figure S3. 1 H MR Spectrum of 2 O B O C 4 H 9 C 4 H 9 2 O B O S5

6 Supporting Figure S4. 13 C MR Spectrum of 2 O B O C 4 H 9 C 4 H 9 2 O B O S6

7 Supporting Figure S5. 1 H MR Spectrum of PFT PFT n S7

8 Supporting Figure S6. 1 H MR Spectrum of 3 3 S8

9 Supporting Figure S7. 13 C MR Spectrum of 3 3 S9

10 Supporting Figure S8. 1 H MR Spectrum of 4 4 O 2 S10

11 Supporting Figure S9. 13 C MR Spectrum of 4 4 O 2 S11

12 Supporting Figure S10. 1 H MR Spectrum of 5 5 H 2 S12

13 Supporting Figure S C MR Spectrum of 5 5 H 2 S13

14 Supporting Figure S12. 1 H MR Spectrum of 6 I 6 S14

15 Supporting Figure S C MR Spectrum of 6 I 6 S15

16 Supporting Figure S14. 1 H MR Spectrum of 7 C 7 S16

17 Supporting Figure S C MR Spectrum of 7 C 7 S17

18 Supporting Figure S16. 1 H MR Spectrum of 8 8 H S18

19 Supporting Figure S C MR Spectrum of 8 8 H S19

20 Supporting Figure S18. 1 H MR Spectrum of OXD O OXD O S20

21 Supporting Figure S C MR Spectrum of OXD O OXD O S21

22 Supporting Figure S20. Theoretical UV-Vis spectral analysis of OXD Theoretical UV-Vis spectral assignments are based on the molecular mechanics geometrical optimization and PM5/ZIDO calculations. The theoretical predictions are highly consistent with the experimental spectral data we obtained: The first transition at 360 nm is arising from HOMO/LUMO transition. The second band contains contributions from other 5 transitions. S22

23 Supporting Figure S21. Cyclic voltammograms of OXD in TBAP/DMF (0.1M) under 2 with a scan rate of 100 mv/s. A Glassy Carbon electrode was used as the working electrode versus a AgCl/Ag electrode as the reference electrode, and a Pt wire, as the counter electrode. The voltage was calibrated by using ferrocene as the internal standard. Current (µa) Voltage(V) OXD CV OXD DPV Supporting Figure S22. Cyclic voltammograms of PFT in TBAP/CH 2 Cl 2 (0.1M) with a scan rate of 100 mv/s. Current (µa) PFT 0-1V PFT 0-1.6V Voltage (V) S23

24 Supporting Figure S23. Time-resolved photoluminescence measurements of the OXD:PFT. Counτs Decay IRF Fiττing τ 1 = ns (35.48%) τ 2 = ns (64.52%) Time (ns) EXPERIMETAL PROCEDURES The fluorescence lifetime was detected using a time-correlated single photon counting (TCSPC) unit of an Edinburgh FLSP920 instrument. Samples were excited at 337 nm from a nitrogen pulsed flashlamp with 1 ns fwhm pulse duration transmitted through a Czerny-Turner design monochromator. Photomultiplier tube was employed as the detector. The instrument response function was profiled using a scatter solution and subsequently deconvoluted from the emission data to yield an undisturbed decay. onlinear least-squares fitting of the decay curves were performed with the Levenburg-Marquardt algorithm and implemented with the Edinburgh Instruments F900 software. The quality of the fits was judged by the χ 2 values and distribution of the residuals. The fitting curve based on two single-exponential decay components (τ ns, τ ns). S24