Abstract
The current study has obtained excellent potential nonlinear optical(NLO) materials by combining density functional theory methods with sum-over-states model to predict the second order NLO properties of helical graphene nanoribbons(HGNs) through introducing azulene defects or/and BN units. The introduction of these functional groups deforms the pristine HGN (compression or tension) and enhances obviously the static first hyperpolarizability(〈β0〉) of system by up to two orders of magnitude. The tensor components along the helical axis of HGNs play a dominant role in the total 〈β0〉. The azulene defects and the BN units polarize the pristine HGN to different degrees, and the azulenes and contiguous benzenes are involved in the major electron excitations with significant contributions to 〈β0〉 but the BN units are not. The BN-doped chiral HGNs have good kinetic stability and strong second order NLO properties(6.84 × 105 × 10−30 esu), and can be a potential candidate of high-performance second order NLO materials. The predicted two-dimensional second order NLO spectra provide useful information for further exploration of those helicenes for electro-optic applications.
Similar content being viewed by others
References
Fanti M., Orlandi G., Zerbetto F., J. Am. Chem. Soc., 1995, 117, 6101
Wang J., Chen Y., Blau W. J., J. Mater. Chem., 2009, 19, 7425
Chen Y., Bai T., Dong N., Fan F., Zhang S., Zhuang X., Sun J., Zhang B., Zhang X., Wang J., Blau W. J., Prog. Mater. Sci., 2016, 84, 118
Yoshikawa N., Tamaya T., Tanaka K., Science, 2017, 356, 736
Deb J., Paul D., Sarkar U., J. Phys. Chem. A, 2020, 124, 1312
Shen Y., Chen C.-F., Chem. Rev., 2012, 112, 1463
Meisenheimer J., Witte K., Chem. Ber., 1903, 36, 4153
Murguly E., McDonald R., Branda N. R., Org. Lett., 2000, 2, 3169
Takenaka N., Sarangthem R. S., Captain B., Angew. Chem. Int. Ed., 2008, 47, 9708
Hassey R., Swain E. J., Hammer N. I., Venkataraman D., Barnes M. D., Science, 2006, 314, 1437
Reetz M.T., Sostmann S., Tetrahedron, 2001, 57, 2515
Botek E., Champagne B., Turki M., André J.-M., J. Chem. Phys., 2004, 120, 2042
Xu X., Liu B., Zhao W., Jiang Y., Liu L., Li W., Zhang G., Tian W. Q., Nanoscale, 2017, 9, 9693
Gingras M., Chem. Soc. Rev., 2013, 42, 1051
Botek E., André J.-M., Champagne B., Verbiest T., Persoons A., J. Chem. Phys., 2005, 122, 234713
Botek E., Spassova M., Champagne B., Asselberghs I., Persoons A., Clays K., Chem. Phys. Lett., 2005, 412, 274
Bossi A., Licandro E., Maiorana S., Rigamonti C., Righetto S., Stephenson G. R., Spassova M., Botek E., Champagne B., J. Phys. Chem. C, 2008, 112, 7900
Wheland G. W., Mann D. E., J. Chem. Phys., 1949, 17, 264
Yazyev O. V., Louie S. G., Nat. Mater., 2010, 9, 806
Wei Y., Wu J., Yin H., Shi X., Yang R., Dresselhaus M., Nat. Mater., 2012, 11, 759
He Y.-Y., Chen J., Zheng X.-L., Xu X., Li W.-Q., Yang L., Tian W. Q., ACS Appl. Nano Mater., 2019, 2, 1648
Yang C.-C., He Y.-Y., Zheng X.-L., Chen J., Yang L., Li W.-Q., Tian W. Q., J. Mater. Chem. C, 2020, 8, 1879
Ferrand A., Siaj M., Claverie J. P., ACS Appl. Nano Mater., 2020, 3, 7305
Paul D., Deb J., Sarkar U., ChemistrySelect, 2020, 5, 6987
Hatakeyama T., Hashimoto S., Oba T., Nakamura M., J. Am. Chem. Soc., 2012, 134, 19600
Parthenopoulos D. A., Rentzepis P. M., Science, 1989, 245, 843
Cotter D., Manning R. J., Blow K. J., Ellis A. D., Kelly A. E., Nesset D., Phillips I. D., Poustie A. J., Rogers D. C., Science, 1999, 286, 1523
Kriegel I., Urso C., Viola D., de Trizio L., Scotognella F., Cerullo G., Manna L., J. Phys. Chem. Lett., 2016, 7, 3873
Lin Z., Huang L., Xu Z. T., Li X., Zentgraf T., Wang Y., Adv. Opt. Mater., 2019, 7, 1900782
Xiao X., Pedersen S. K., Aranda D., Yang J., Wiscons R. A., Pittelkow M., Steigerwald M. L., Santoro F., Schuster N. J., Nuckolls C., J. Am. Chem. Soc., 2021, 143, 983
Ma J., Fu Y., Dmitrieva E., Liu F., Komber H., Hennersdorf F., Popov A. A., Weigand J. J., Liu J., Feng X., Angew. Chem. Int. Ed., 2020, 59, 5637
Ogawa N., Yamaoka Y., Takikawa H., Yamada K., Takasu K., J. Am. Chem. Soc., 2020, 142, 13322
Hehre W. J., Ditchfield R., Pople J. A., J. Chem. Phys., 1972, 56, 2257
Hariharan P. C., Pople J. A., Theor. Chim. Acta, 1973, 28, 213
Perdew J. P., Burke K., Ernzerhof M., Phys. Rev. Lett., 1996, 77, 3865
Perdew J. P., Burke K., Ernzerhof M., Phys. Rev. Lett., 1997, 78, 1396
Frisch M. J., Trucks G. W., Schlegel H. B., Scuseria G. E., Robb M. A., Cheeseman J. R., Scalmani G., Barone V., Mennucci B., Petersson G. A., Nakatsuji H., Caricato M., Li X., Hratchian H. P., Izmaylov A. F., Bloino J., Zheng G., Sonnenberg J. L., Hada M., Ehara M., Toyota K., Fukuda R., Hasegawa J., Ishida M., Nakajima T., Honda Y., Kitao O., Nakai H., Vreven T., Montgomery, J. A., Jr., Peralta J. E., Ogliaro F., Bearpark M., Heyd J. J., Brothers E., Kudin K. N., Staroverov V. N., Keith T., Kobayashi R., Normand J., Raghavachari K., Rendell A., Burant J. C., Iyengar S. S., Tomasi J., Cossi M., Rega N., Millam J. M., Klene M., Knox J. E., Cross J. B., Bakken V., Adamo C., Jaramillo J., Gomperts R., Stratmann R. E., Yazyev O., Austin A. J., Cammi R., Pomelli C., Ochterski J. W., Martin R. L., Morokuma K., Zakrzewski V. G., Voth G. A., Salvador P., Dannenberg J. J., Dapprich S., Daniels A. D., Farkas O., Foresman J. B., Ortiz J. V., Cioslowski J., Fox D. J., Gaussian 09 (Revision D.01), Gaussian, Inc., Wallingford CT, 2013
Budyka M. F., Zyubina T. S., Ryabenko A. G., Lin S. H., Mebel A. M., Chem. Phys. Lett., 2005, 407, 266
Ridley J., Zerner M., Theor. Chim. Acta, 1973, 32, 111
Yanai T., Tew D. P., Handy N. C., Chem. Phys. Lett., 2004, 393, 51
Perdew J. P., Chevary J. A., Vosko S. H., Jackson K. A., Pederson M. R., Singh D. J., Fiolhais C., Phys. Rev. B: Condens. Matter Mater. Phys., 1992, 46, 6671
Becke A. D., J. Chem. Phys., 1993, 98, 5648
Tian W. Q., LinSOSProNLO, V1.01, Registration No.2017SR526488 and Classification No. 30219-7500, Copyright Protection Center of China, Beijing, China
Tian W. Q., J. Comput. Chem., 2012, 33, 466
Orr B. J., Ward J. F., Mol. Phys., 1971, 20, 513
Bishop D. M., J. Chem. Phys., 1994, 100, 6535
Beljonne D., Cornil J., Shuai Z., Brédas J. L., Rohlfing F., Bradlley D. D. C., Torruellas W. E., Ricci V., Stegeman G. I., Phys. Rev. B: Condens. Matter Mater. Phys., 1997, 55, 1505
Lalama S. J., Garito A. F., Phys. Rev. A: At., Mol., Opt. Phys., 1979, 20, 1179
Priyadarshy S., Therien M. J., Beratan D. N., J. Am. Chem. Soc., 1996, 118, 1504
Isborn C. M., Leclercq A., Vila F. D., Dalton L. R., Brédas J. L., Eichinger B. E., Robinson B. H., J. Phys. Chem. A, 2007, 111, 1319
Frattarelli D., Schiavo M., Facchetti A., Ratner M. A., Marks T. J., J. Am. Chem. Soc., 2009, 131, 12595
Yang C.-C., Zheng X.-L., Tian W. Q., Li W.-Q., Yang L., Phys. Chem. Chem. Phys., 2021, DOI: https://doi.org/10.1039/D1CP00383F
Zhang X., Zhao M., Sci. Rep., 2014, 4, 5699
Salzner U., Lagowski J. B., Pickup P. G., Poirier R. A., J. Comput. Chem., 1997, 18, 1943
Xiao H., Tahir-Kheli J., Goddard W. A., III, J. Phys. Chem. Lett., 2011, 2, 212
Chen K.-C., Zheng X.-L., Yang C.-C., Tian W. Q., Li W.-Q., Yang L., Chem. Res. Chinese. Universties., 2021, DOI: https://doi.org/10.1007/s40242-021-1090-x
Pegu D., Deb J., Van Alsenoy C., Sarkar U., Spectrosc. Lett., 2017, 50, 232
Pegu D., Deb J., Saha S. K., Paul M. K., Sarkar U., J. Mol. Struct., 2018, 1160, 167
Deb J., Paul D., Sarkar U., AIP Conf. Proc., 2019, 2115, 030169
Zyss J., Ledoux I., Chem. Rev., 1994, 94, 77
Castet F., Bogdan E., Plaquet A., Ducasse L., Champagne B., Rodriguez V., J. Chem. Phys., 2012, 136, 024506
Lepetit L., Joffre M., Opt. Lett., 1996, 21, 564
Lepetit L., Chériaux G., Joffre M., J. Nonlinear Opt. Phys. Mater., 1996, 5, 465
Chen J., Wang M. Q., Zhou X., Yang L., Li W.-Q., Tian W. Q., Phys. Chem. Chem. Phys., 2017, 19, 29315
Coe B. J., Rusanova D., Joshi V. D., Sánchez S., Vávra J., Khobragade D., Severa L., Císařová I., Šaman D., Pohl R., Clays K., Depotter G., Brunschwig B. S., Teplý F., J. Org. Chem., 2016, 81, 1912
Verbiest T., Elshocht S. V., Kauranen M., Hellemans L., Snauwaert J., Nuckolls C., Katz T. J., Persoons A., Science, 1998, 282, 913
Acknowledgements
This work was supported by the National Natural Science Foundation of China (No.21673025), the Open Projects of the Key Laboratory of Polyoxometalate Science of Ministry of Education(NENU), China and the Project of the State Key Laboratory of Supramolecular Structure and Materials(JLU), China (No.SKLSSM2021020).
Author information
Authors and Affiliations
Corresponding author
Additional information
Conflicts of Interest
The authors declare no conflicts of interest.
Electronic Supplementary Material
40242_2021_1213_MOESM1_ESM.pdf
Modulation of the Second Order Nonlinear Optical Properties of Helical Graphene Nanoribbons Through Introducing Azulene Defects or/and BN Units
Rights and permissions
About this article
Cite this article
Zheng, X., Liu, L., Yang, C. et al. Modulation of the Second Order Nonlinear Optical Properties of Helical Graphene Nanoribbons Through Introducing Azulene Defects or/and BN Units. Chem. Res. Chin. Univ. 38, 974–984 (2022). https://doi.org/10.1007/s40242-021-1213-4
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s40242-021-1213-4