TY - JOUR
T1 - Density functional theory study on organic semiconductor for field effect transistors
T2 - Symmetrical and unsymmetrical porphyrazine derivatives with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene moieties
AU - Cai, Xue
AU - Zhang, Yuexing
AU - Qi, Dongdong
AU - Jiang, Jianzhuang
PY - 2009/6
Y1 - 2009/6
N2 - Density functional theory (DFT) calculations were carried out to investigate the organic field effect transistor (OFET) performance of the symmetrical metal-free tetrakis (1,2,5-thiadiazole) porphyrazine (S 4)PzH2 and tetrakis (1,4-diamyloxybenzene) (A 4)PzH2 as well as the low-symmetry metal-free porphyrazine with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene groups in the ratio 2:2 (cis) and 1:3, that is, (cis-S2A2)PzH2 and (SA 3)PzH2, (S = 1,2,5-thiadiazole ring, A = annulated 1,4-diamyloxy-benzene ring, Pz = porphyrazine) in terms of the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy, ionization energy (IE), electron affinity (EA), and their reorganization energy (λ) during the charge-transport process. On the basis of Marcus electron transfer theory, electronic couplings (V) and field effect transistor (FET) properties for the four compounds with known crystal structure have been calculated. The electron transfer mobility (μ-) is revealed to be 0.056 cm2•V-1•s-1 for (S 4)PzH2. The hole transfer mobility (μ+) is 0.075, 0.098, and 8.20 cm2•V-1•s-1 for (cis-S2A2)PzH2, (SA3)PzH 2, and (A4)PzH2, respectively. The present work represents the theoretical effort towards understanding the OFET properties of symmetrical and unsymmetrical porphyrazine derivatives with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene.
AB - Density functional theory (DFT) calculations were carried out to investigate the organic field effect transistor (OFET) performance of the symmetrical metal-free tetrakis (1,2,5-thiadiazole) porphyrazine (S 4)PzH2 and tetrakis (1,4-diamyloxybenzene) (A 4)PzH2 as well as the low-symmetry metal-free porphyrazine with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene groups in the ratio 2:2 (cis) and 1:3, that is, (cis-S2A2)PzH2 and (SA 3)PzH2, (S = 1,2,5-thiadiazole ring, A = annulated 1,4-diamyloxy-benzene ring, Pz = porphyrazine) in terms of the highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy, ionization energy (IE), electron affinity (EA), and their reorganization energy (λ) during the charge-transport process. On the basis of Marcus electron transfer theory, electronic couplings (V) and field effect transistor (FET) properties for the four compounds with known crystal structure have been calculated. The electron transfer mobility (μ-) is revealed to be 0.056 cm2•V-1•s-1 for (S 4)PzH2. The hole transfer mobility (μ+) is 0.075, 0.098, and 8.20 cm2•V-1•s-1 for (cis-S2A2)PzH2, (SA3)PzH 2, and (A4)PzH2, respectively. The present work represents the theoretical effort towards understanding the OFET properties of symmetrical and unsymmetrical porphyrazine derivatives with annulated 1,2,5-thiadiazole and 1,4-diamyloxybenzene.
KW - Density functional theory
KW - Organic field effect transistor
KW - Porphyrazine
KW - Reorganization energy
UR - http://www.scopus.com/inward/record.url?scp=65949106148&partnerID=8YFLogxK
U2 - 10.1007/s11426-009-0127-7
DO - 10.1007/s11426-009-0127-7
M3 - Article
AN - SCOPUS:65949106148
SN - 1006-9291
VL - 52
SP - 840
EP - 848
JO - Science in China, Series B: Chemistry
JF - Science in China, Series B: Chemistry
IS - 6
ER -