Theoretical Studies of Triphenyl-s-triazine Groups Regulating Photoelectric Properties of Sensitizing Dyes†

doi:10.7503/cjcu20200077

Abstract

Abstract:

By adding the 2,4,6-triphenyl-s-triazine group into the donor-acceptor-π-acceptor(D-A-π-A) configuration sensitizer, seven kinds of new sensitizers were designed. Then the methods of density functional theory(DFT) and time-dependent density functional theory(TD-DFT) were used to study the geometric con-figuration, front-line orbital energy levels, absorption spectral, excitation energy, intramolecular charge transport and other related properties. The results indicate that the 2,4,6-triphenyl-s-triazine group can effectively improve the performance of dyes, which using triphenylamine as electron donors. The dye HBL2, which attaching triphenylamine to both sides of 2,4,6-triphenyl-s-triazine, has lower band gap and higher light harvesting efficiency(LHE). The electron transfer results of the dye HBL2 analysed by the Multiwfn show that 2,4,6-triphenyl-s-triazine not only acts as electronic push-pull effect, but also acts as a donor under certain conditions. So it can promote the intramolecular charge transfer.

Key words: 2,4,6-Triphenyl-s-triazine, Triphenylamine, Donor-acceptor-π-acceptor(D-A-π-A), Intramolecular charge transfer

CLC Number:

O641

TrendMD:

WANG Linshuo, LI Kunjie, LIU Yumin, ZHAO Ruihong, LI Qing, QIAN Xin, ZHANG Fan, XUE Zhiwei. Theoretical Studies of Triphenyl-s-triazine Groups Regulating Photoelectric Properties of Sensitizing Dyes^†[J]. Chem. J. Chinese Universities, 2020, 41(7): 1653.

Figures/Tables 9

References 28

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Dye	HB	HBL0	HBL1	HBL2	HBL3	HBL4	HBL5	HBL6
d(C2—C3)/nm	—	—	0.1479	0.1479	0.1467	0.1478	0.1432	0.1445
d(C6—C7)/nm	0.1472	0.1477	0.1477	0.1477	0.1483	0.1479	0.1482	0.1482
d(C10—C11)/nm	0.1456	0.1457	0.1457	0.1457	0.1478	0.1481	0.1478	0.1478
d(C14—C15)/nm	0.1423	0.1424	0.1424	0.1424	0.1458	0.1416	0.1458	0.1458
D(C1-C2-C3-C4)/(°)	—	—	34.259	33.611	33.126	32.868	51.433	51.206
D(C5-C6-C7-C8)/(°)	-20.936	-34.235	-36.407	-34.712	-34.687	-34.472	-34.547	-34.613
D(C9-C10-C11-C12)/(°)	0.222	1.360	1.994	-0.521	-1.378	-1.305	-1.989	-1.648
D(C13-C14-C15-C16)/(°)	-179.993	-179.847	-179.917	-179.928	-179.996	-179.980	-179.806	-179.983

Dye	HB	HBL0	HBL1	HBL2	HBL3	HBL4	HBL5	HBL6
d(C2—C3)/nm	—	—	0.1479	0.1479	0.1467	0.1478	0.1432	0.1445
d(C6—C7)/nm	0.1472	0.1477	0.1477	0.1477	0.1483	0.1479	0.1482	0.1482
d(C10—C11)/nm	0.1456	0.1457	0.1457	0.1457	0.1478	0.1481	0.1478	0.1478
d(C14—C15)/nm	0.1423	0.1424	0.1424	0.1424	0.1458	0.1416	0.1458	0.1458
D(C1-C2-C3-C4)/(°)	—	—	34.259	33.611	33.126	32.868	51.433	51.206
D(C5-C6-C7-C8)/(°)	-20.936	-34.235	-36.407	-34.712	-34.687	-34.472	-34.547	-34.613
D(C9-C10-C11-C12)/(°)	0.222	1.360	1.994	-0.521	-1.378	-1.305	-1.989	-1.648
D(C13-C14-C15-C16)/(°)	-179.993	-179.847	-179.917	-179.928	-179.996	-179.980	-179.806	-179.983

Dye	λ_max/nm	f	LHE	Dye	λ_max/nm	f	LHE
HB	493.39	1.3014	0.950	HBL3	450.28	1.4807	0.966
HBL0	451.36	1.3980	0.960	HBL4	450.97	1.4895	0.968
HBL1	451.47	1.4828	0.967	HBL5	451.00	1.4117	0.961
HBL2	348.82	1.7387	0.982	HBL6	451.09	1.4578	0.965

Dye	λ_max/nm	f	LHE	Dye	λ_max/nm	f	LHE
HB	493.39	1.3014	0.950	HBL3	450.28	1.4807	0.966
HBL0	451.36	1.3980	0.960	HBL4	450.97	1.4895	0.968
HBL1	451.47	1.4828	0.967	HBL5	451.00	1.4117	0.961
HBL2	348.82	1.7387	0.982	HBL6	451.09	1.4578	0.965

Excited state	D/nm	Sr	t/nm	E_coul/eV	Excited state	D/nm	Sr	t/nm	E_coul/eV
S₀→S₁	0.0334	0.811	-0.2644	3.737	S₀→S₄	0.4765	0.716	-0.1357	1.956
S₀→S₂	0.3881	0.652	-0.0776	1.972	S₀→S₅	1.2596	0.318	0.7675	1.198
S₀→S₃	0.6163	0.680	-0.1122	1.636	S₀→S₆	0.6615	0.632	0.0699	1.611