Supplementary information Y-shaped Meal-Free D-π-(A) 2 Sensitizers for High-Performance Dye-Sensitized Solar Cells
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1 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 upplementary information Y-shaped Meal-Free D-π-(A) 2 ensitizers for High-Performance Dye-ensitized olar Cells Ryan Yeh-Yung Lin, a,b Feng-Ling Wu, a Chia-Hao Chang, a Hsien-Hsin Chou, a Tzu-Man Chuang, a,c Te-Chun Chu, b Chih-Yu Hsu, a Ping-Wei Chen, b Kuo-Chuan Ho, b,d Yih-Hsing Lo c and Jiann T. Lin *a a Institute of Chemistry, Academia inica, ankang 11529, Taipei, Taiwan b Department of Chemical Engineering, ational Taiwan University, Taipei 10617, Taiwan c Department of Applied Physics and Chemistry, University of Taipei, Taipei 100, Taiwan d Institute of Polymer cience and Engineering, ational Taiwan University, Taipei 10617, Taiwan Fig. 1 Cyclic voltammograms of DA dyes recorded in THF o 35.4 o -0.7 o 21.7 o o 35.6 o -0.7 o 22.0 o 13.0 o o -2.0 o Am Ph T1 T Ac Am Ph T1 T2 T Ac Am Ph T1 T2 Ph Ac C C2 H C C2 H C C2 H 38.2 o T' C -0.3 o Ac' C 2 H DA o T' C -0.4 o Ac' DA2 C 2 H o Ph' -0.8 o C Ac' DA3 C 2 H 21.0 o o 37.5 o -0.5 o 26.5 o o 35.4 o -1.0 o Am' Ph T1 T2 Ph Ac Cbz T1 T2 T Ac C C2 H C C 2H 44.6 o Ph' 38.9 o T' C -0.3 o C C 2 H -0.6 o C 2 H Ac' Ac' DA4 DA5 C C 2 H Am Ph T1 T2 T3 Ac 22.7 o o 3.5 o -0.1 o 1 Fig. 2 chematic division and dihedral angles of molecules. 1
2 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry
3 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 Fig. 3 elected frontier orbitals of the dyes. 3
4 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 Fig. 4 Plot of the difference in the Mulliken charges between the ground and the excited states. Fig. 5 Plot of the percentage increments of the device performance parameters after addition of CDCA. 4
5 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 Table 1. Calculated lower-lying transitions of the dyes. a Dye tate Excitation a λ cal, f b (Mulliken ev charge), c e DA1 1 H L (99%) Am: 0.53 Ph: 0.27 T1: T: T': Ac: Ac': H L1 (97%) H1 L (98%) Am: 0.49 Ph: 0.24 T1: 0.08 T: T': Ac: Ac': Am: 0.17 Ph: 0.04 T1: 0.10 T: 0.01 T': Ac: Ac': DA3 1 H L (99%) Am: 0.42 Ph: 0.24 T1: 0.17 T2: Ph: Ph': Ac: Ac': H L1 (98%) H1 L (97%) Am: 0.41 Ph: 0.23 T1: 0.16 T2: 0.06 Ph: Ph': Ac: Ac': Am: 0.29 Ph: 0.06 T1: 0.17 T2: 0.18 Ph: Ph': Ac: Ac': DA5 1 H L (99%) Cbz: 0.42 T1: 0.29 T2: 0.03 T: T': Ac: Ac': H L1 (95%) Cbz: 0.37 T1: 0.25 T2: 0.13 f q Dye tate Excitation a λ cal, ev DA2 1 H L (99%) H L1 (96%) H1 L (97%) DA4 1 H L (99%) 2 3 H L1 (99%) H1 L (97%) 1 1 H L (99%) 2 H1 L (93%) H L1 (Mulliken charge), c e Am: 0.45 Ph: 0.25 T1: 0.15 T2: T: T': Ac: Ac': f b Am: 0.40 Ph: 0.23 T1: 0.14 T2: 0.04 T: T': Ac: Ac': Am: 0.24 Ph: 0.05 T1: 0.14 T2: 0.11 T: T': Ac: Ac': Am': 0.54 Ph: 0.23 T1: 0.11 T2: Ph: Ph': Ac: Ac': Am': 0.52 Ph: 0.23 T1: 0.12 T2: 0.03 Ph: Ph': Ac: Ac': Am': 0.25 Ph: 0.06 T1: 0.23 T2: 0.17 Ph: Ph': Ac: Ac': Am: 0.40 Ph: 0.22 T1: 0.09 T2: T3: Ac: Am: 0.28 Ph: 0.04 T1: 0.05 f q
6 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry H1 L (97%) T: T': Ac: Ac': Cbz: 0.50 T1: 0.03 T2: 0.01 T: T': Ac: Ac': (6%) T2: 0.04 T3: Ac: H2 L (8%) H1 L (5%) H L1 (85%) Am: 0.34 Ph: 0.07 T1: T2: T3: Ac: a Results are based on gas-phase TD-DFT calculation. b H = HM, L = LUM, H1 = The next highest occupied molecular orbital, or HM 1, H2 = HM 2, L1 = LUM + 1, L2 = LUM + 2. In parentheses is the population of a pair of M excitations. c scillator strength. d The difference of the Mulliken charge between the ground state and excited state
7 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry
8 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry
9 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 Br 3 9
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11 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 DA1a 11
12 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 C CH DA1 C CH 12
13 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 C CH DA1 C CH 13
14 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 DA2a 14
15 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 HC C DA2 HC C 15
16 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 DA2 HC C HC C 16
17 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 DA3a 17
18 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 C CH DA3 C CH 18
19 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 C CH DA3 C CH 19
20 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 C 6 H 13 C 6 H 13 DA4a 20
21 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 C 6 H 13 CH C C 6 H 13 DA4 C CH 21
22 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 C 6 H 13 CH C C 6 H 13 DA4 C CH 22
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24 Electronic upplementary Material (EI) for Journal of Materials Chemistry A This journal is The Royal ociety of Chemistry 2013 HC C C 6 H 13 CH DA5 C 24
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