Chem. J. Chinese Universities ›› 2020, Vol. 41 ›› Issue (7): 1653.doi: 10.7503/cjcu20200077
• Physical Chemistry • Previous Articles Next Articles
WANG Linshuo,LI Kunjie*(),LIU Yumin,ZHAO Ruihong,LI Qing,QIAN Xin,ZHANG Fan,XUE Zhiwei
Received:
2020-02-17
Online:
2020-07-10
Published:
2020-05-20
Contact:
Kunjie LI
E-mail:15830158860@163.com
Supported by:
CLC Number:
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.
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 | λmax/nm | f | LHE | Dye | λmax/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 | λmax/nm | f | LHE | Dye | λmax/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 | Ecoul/eV | Excited state | D/nm | Sr | t/nm | Ecoul/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 |
Excited state | D/nm | Sr | t/nm | Ecoul/eV | Excited state | D/nm | Sr | t/nm | Ecoul/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 |
[1] | Zhang S. F., Yang X. D., Numata Y. H., Han L. Y., Energy Environ. Sci., 2013, 6(5), 1443—1464 |
[2] |
O' Regan B., Grätzel M., Nature, 1991, 353, 737—740
doi: 10.1038/353737a0 URL |
[3] |
Mathew S., Yella A., Gao P., Humphry-Baker R., Curchod B. F., Ashari-Astani N., Tavernelli I., Rothlisberger U., Nazeeruddin M. K., Grätzel M., Nat. Chem., 2014, 6, 242—247
doi: 10.1038/NCHEM.1861 URL |
[4] | Vougioukalakis G. C., Philippopoulos A. I., Stergiopoulos T., Falaras P., Coord. Chem. Rev., 2011, 255(21/22), 2602—2621 |
[5] | Wang C., Liang M., Huang J., Cheng F., Wang H., Guo Y., Xue S., Tetrahedron, 2014, 70(36), 6203—6210 |
[6] | Lee C. P., Lin R. Y., Lin L. Y., Li C. T., Chu T. C., Sun S. S., Lin J. T., Ho K. C., RSC Adv., 2015, 5(30), 23810—23825 |
[7] | Cheng X. B., Liang M., Sun S. Y., Shi Y. B., Ma Z. J., Sun Z., Xue S., Tetrahedron, 2012, 68(27/28), 5375—5385 |
[8] |
Zhu W. H., Wu Y. Z., Wang S. T., Li W. Q., Li X., Chen J., Wang Z. S., Tian H., Adv. Funct. Mater., 2011, 21(4), 756—763
doi: 10.1002/adfm.201001801 URL |
[9] | Wu Y. Z., Marszalek M., Zakeeruddin S. M., Zhang Q., Tian H., Grätzel M., Zhu W. H., Energy Environ. Sci., 2012, 5(8), 8261—8272 |
[10] | Fernandes S. S., Pereira A., Ivanou D., Mendes A., Raposo M. M. M., Dyes Pigm., 2018, 151, 89—94 |
[11] | Wang Y. Q., Chen B., Wu W. J., Li X., Zhu W. H., Tian H., Xie Y. S., Angew. Chem. Int. Ed., 2014, 53(40), 10779—10783 |
[12] |
Kakiage K., Aoyama Y., Yano T., Fujisawa J., Hanaya M., Chem. Commun., 2015, 51, 15894—15897
doi: 10.1039/C5CC06759F URL |
[13] | Duan H. D., Wang L. Z., Qin D. W., Li X. M., Wang S. X., Zhang Y., Synth. Commun., 2011, 41, 380—384 |
[14] | Lu T. X., You J., Zhao D., Wang H., Miao Y. Q., Liu X. C., Xiao Y., Li X. G., Wang S. R., J. Mater. Sci. Mater. Electron., 2015, 9, 6563—6571 |
[15] | Xu C ., the Synthesis and Characterization of 1,3,5-Triazines and Diketopyrrolopyrrole(DPP)-based Materials for Organic Photovoltaic Cells, Dalian University of Technology, Dalian, 2012 |
( 徐超. 基于均三嗪与结构小分子光伏材料的合成与表征. 大连: 大连理工大学, 2012) | |
[16] |
Sun H. Y., Liu D. Z., Wang T. Y., Lu T., Li W., Ren S. Y., Hu W. P., Wang L. C., Zhou X. Q., ACS Appl. Mater. Interfaces, 2017, 9(11), 9880—9891
doi: 10.1021/acsami.6b14993 URL pmid: 28256820 |
[17] | Chen C., Cheng M., Ding X., Li H., Qiao F., Xu L., Li H., Li H., Dyes Pigm., 2019, 162, 606—610 |
[18] | Frisch M. J., Trucks G. W., Schlegel H. B., Scuseria G. E., Robb M. A., Cheeseman J. R., Scalmani G., Barone V., Petersson G. A., Nakatsuji H., Li X., Caricato M., Marenich A. V., Bloino J., Janesko B. G., Gomperts R., Mennucci B., Hratchian H. P., Ortiz J. V., Izmaylov A. F., Sonnenberg J. L., Williams-Young D., Ding F., Lipparini F., Egidi F., Goings J., Peng B., Petrone A., Henderson T., Ranasinghe D., Zakrzewski V. G., Gao J., Rega N., Zheng G., Liang W., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Vreven T., Throssell K., Montgomery J. A. Jr., Peralta J. E., Ogliaro F., Bearpark M. J., Heyd J. J., Brothers E. N., Kudin K. N., Staroverov V. N., Keith T. A., Kobayashi R., Normand J., Raghavachari K., Rendell A. P., Burant J. C., Iyengar S. S., Tomasi J., Cossi M., Millam J. M., Klene M., Adamo C., Cammi R., Ochterski J. W., Martin R. L., Morokuma K., Farkas O., Foresman J. B., Fox D. J., Gaussian 16, Revision A.03, Gaussian Inc., Wallingford CT, 2016 |
[19] | Yang L. N., Lin L. G., Meng A. L., Li Z. J., J. Photochem. Photobiol. A, 2019, 369, 25—33 |
[20] |
Cai Z. L., Crossley M. J., Reimers J. R., Kobayashi R., Amos R. D., J. Phys. Chem. B, 2006, 110(31), 15624—15632
doi: 10.1021/jp063376t URL pmid: 16884287 |
[21] |
Cossi M., Rega N., Scalmani G., Barone V., J. Comput. Chem., 2003, 24(6), 669—681
doi: 10.1002/jcc.10189 URL pmid: 12666158 |
[22] |
Lu T., Chen F. W., J. Comput. Chem., 2012, 33, 580—592
doi: 10.1002/jcc.22885 URL pmid: 22162017 |
[23] |
Chen S., Ullah N., Zhang R., J. Phys. Chem. Lett., 2018, 9(17), 4857—4864
doi: 10.1021/acs.jpclett.8b01972 URL pmid: 30085672 |
[24] | Lu T., Chen F. W ., Multiwfn Manual(Version 3.6), Section 3.21.8, Beijing Kein Research Center for Natural Sciences, Beijing, 2018 |
[25] | Lan T., Lu X. F., Zhang L., Chen Y. J., Zhou G., Wang Z. S., J. Mater. Chem. A, 2014, 2, 1—11 |
[26] |
Fitri A., Benjelloun A. T., Benzakour M., Mcharfi M., Hamidi M., Bouachrine M., Spectrochim. Acta, Part A, 2014, 124, 646—654
doi: 10.1016/j.saa.2014.01.052 URL |
[27] | Wu Y. Z., Zhang W. W., Zhu W. H., CIESC J., 2016, 67(1), 231—239 |
( 吴永真, 张维伟, 朱为宏. 化工学报, 2016, 67(1), 231—239) | |
[28] | Lee D. H., Lee M. J., Song H. M., Song B. J., Seo K. D., Pastore M., Anselmi C., Fantacci S., Angelis F. D., Nazeeruddin M. K., Gräetzel M., Kim H. K., Dyes and Pigments, 2011, 91(2), 192—198 |
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