Heteroatom Doped Graphdiyne and Analogues: Synthesis, Structures and Applications

doi:10.1007/s40242-021-1332-y

Abstract

Abstract: As a new carbon allotrope, graphdiyne(GDY) has shown intensive practical application prospects in the energy field, catalysis, gas separation, etc., due to its unique 2D π-conjugated structure, rich sp-hybridized carbon atoms and semiconductor characteristics. Considerable efforts have been made to the development of well-defined GDY materials in recent years. The doping heteroatoms can further tune the structures, semiconductor properties of GDY, and expand the promising applications. This review summarized a comprehensive development of heteroatom doped GDYs, including their synthesis, structures, properties, applications in nanotechnology, as well as the forecast in the future.

Key words: Graphdiyne, Carbon material, 2D material, Hetero-atom doping

MAN Yixiao, ZHAO Jinyu, LIU Shipeng, PAN Qingyan, ZHAO Yingjie. Heteroatom Doped Graphdiyne and Analogues: Synthesis, Structures and Applications[J]. Chemical Research in Chinese Universities, 2021, 37(6): 1213-1223.

References

[1] Baughman R. H., Eckhardt H., Kertesz M., J. Chem. Phys., 1987, 87, 6687
[2] Li Y., Xu L., Liu H., Li Y., Chem. Soc. Rev., 2014, 43(8), 2572
[3] Huang C., Li Y., Wang N., Xue Y., Zuo Z., Liu H., Li Y., Chem. Rev., 2018, 118(16), 7744
[4] Gao X., Li J., Du R., Zhou J., Huang M. Y., Liu R., Li J., Xie Z., Wu L. Z., Liu Z., Zhang J., Adv. Mater., 2017, 29, 605308
[5] Zhao F., Wang N., Zhang M., Sápi A., Yu J., Li X., Cui W., Yang Z., Huang C., Chem. Commum., 2018, 54(47), 6004
[6] Li G. X., Li Y. L., Liu H. B., Guo Y. B., Li Y. J., Zhu D. B., Chem. Commun., 2010, 46, 3256
[7] Ren H., Shao H., Zhang L., Guo D., Jin Q., Yu R., Wang L., Li Y., Wang Y., Zhao H., Wang D., Adv. Energy. Mater., 2015, 5(12), 1500296
[8] Wu P., Du P., Zhang H., Cai C., Phys. Chem. Chem. Phys., 2014, 16(12), 5640
[9] Tang H., Hessel C. M., Wang J., Yang N., Yu R., Zhao H., Wang D., Chem. Soc. Rev., 2014, 43(13), 4281
[10] Zuo Z., Wang D., Zhang J., Lu F., Li Y., Adv. Mater., 2019, 31(13), 1803762
[11] Yu H., Xue Y., Li Y., Adv. Mater., 2019, 31, 1803101
[12] Jiao Y., Du A., Hankel M., Zhu Z., Rudolph V., Smith S. C., Chem. Commum., 2011, 47(43), 11843
[13] Cranford S. W., Buehler M. J., Nanoscale, 2012, 4(15), 4587
[14] Sun Q., Lu T., He J., Huang C., Chem. J. Chinese Universities, 2021, 42(2), 366
[15] Kan X., Ban Y., Wu C., Pan Q., Liu H., Song J., Zuo Z., Li Z., Zhao Y., ACS Appl. Mater. Interfaces, 2018, 10(1), 53
[16] Pan Q., Liu H., Zhao Y., Chen S., Xue B., Kan X., Huang X., Liu J., Li Z., ACS Appl. Mater. Interfaces, 2018, 11(3), 2740
[17] Yang Z., Shen X., Wang N., He J., Li X., Wang X., Hou Z., Wang K., Gao J., Jiu T., Huang C., ACS Appl. Mater. Interfaces, 2018, 11(3), 2608
[18] Zhang M. J., Wang X. X., Sun H. J., Wang N., Lv Q., Cui W. W., Long Y. Z., Huang C. S., Sci. Rep., 2017, 7, 11535
[19] Du H., Zhang Z., He J., Cui Z., Chai J., Ma J., Yang Z., Huang C., Cui G., Small, 2017, 13(44), 1702277
[20] Wang N., He J., Tu Z., Yang Z., Zhao F., Li X., Huang C., Wang K., Jiu T., Yi Y., Li Y., Angew. Chem. Int. Ed., 2017, 129(36), 10880
[21] He J., Wang N., Yang Z., Shen X., Wang K., Huang C., Yi Y., Tu Z., Li Y., Energy Environ. Sci., 2018, 11(10), 2893
[22] Wu S., Li M., Phan H., Wang D., Herng T. S., Ding J., Lu Z., Wu J., Angew. Chem. Int. Ed., 2018, 57(27), 8007
[23] Mortazavi B., Shahrokhi M., Zhuang X., Rabczuk T., J. Mater. Chem. A, 2018, 6(23), 11022
[24] Wang N., Li X., Tu Z., Zhao F., He J., Guan Z., Huang C., Yi Y., Li Y., Angew. Chem. Int. Ed., 2018, 130(15), 4032
[25] Zhang M., Guan Z., Yang Z., Hu X., Wang X., Long Y. Z., Huang C., Chem. Mater., 2020, 32(20), 9001
[26] Chen S., Pan Q., Li J., Zhao C., Guo X., Zhao Y., Jiu T., Sci. China Mater., 2020, 63(12), 2465
[27] Zhang Z., Wu C., Pan Q., Shao F., Sun Q., Chen S., Li Z., Zhao Y., Chem. Commun., 2020, 56(21), 3210
[28] Chen D., Su S. J., Cao Y., J. Mater. Chem. C, 2014, 2(45), 9565
[29] Shang H., Zuo Z., Zheng H., Li K., Tu Z., Yi Y., Liu H., Li Y., Li Y., Nano Energy, 2018, 44, 144
[30] Wudl F., Smith G. M., Hufnagel E. J., J. Chem. Soc. D:Chem. Commun., 1970, 1453
[31] Bryce M. R., Chem. Soc. Rev., 1991, 20, 355
[32] Pullen A. E., Olk R. M., Coord. Chem. Rev., 1999, 188, 211
[33] Lorcy D., Bellec N., Fourmigué M., Avarvari N., Coord. Chem. Rev., 2009, 253, 1398
[34] Shatruk M., Ray L., Dalton Trans., 2010, 39, 11105
[35] González M., Segura J. L., Seoane C., Martín N., Garín J., Orduna J., Alcalá R., Villacampa B., Hernández V., López Navarrete J. T., J. Org. Chem., 2001, 66, 8872
[36] Bryce M. R., Adv. Mater., 1999, 11, 1
[37] Pan Q., Chen S., Wu C., Zhang Z., Li Z., Zhao Y., ACS Appl. Mater. Interfaces, 2019, 11(49), 46070
[38] Kim S., Angew. Chem. Int. Ed., 2009, 48(42), 7740
[39] He J., Bao K., Cui W., Yu J., Huang C., Shen X., Cui Z., Wang N., Chem.-Eur. J., 2018, 24(5), 1187
[40] Xing C., Xue Y., Huang B., Yu H., Hui L., Fang Y., Liu Y., Zhao Y., Li Z., Li Y., Angew. Chem. Int. Ed., 2019, 131(39), 14035
[41] Xing C., Wu C., Xue Y., Zhao Y., Hui L., Yu H., Liu Y., Pan Q., Fang Y., Zhang C., Zhang D., Chen X., Li Y., Nanoscale Horiz., 2020, 5(8), 1274
[42] Zhang H., Zhao M., He X., Wang Z., Zhang X., Liu X., J. Phys. Chem. C, 2011, 115(17), 8845
[43] Dahn J. R., Zheng T., Liu Y., Xue J., Science, 1995, 270(5236), 590
[44] Yu Z. L., Xin S., You Y., Yu L., Lin Y., Xu D. W., Qiao C., Huang Z. H., Yang N., Yu S. H., Goodenough J. B., J. Am. Chem. Soc., 2016, 138(45), 14915
[45] He J., Wang N., Cui Z., Du H., Fu L., Huang C., Yang Z., Shen X., Yi Y., Tu Z., Li Y., Nat. Commun., 2017, 8(1), 1
[46] Zhang T., Hou Y., Dzhagan V., Liao Z., Chai G., Löffler M., Oloanas D., Milani A., Xu S., Tommasini M., Zahn D., Zheng Z., Zschech E., Jordan R., Feng X., Nat. Commun., 2018, 9(1), 1
[47] Xie C., Hu X., Guan Z., Li X., Zhao F., Song Y., Li Y., Li X., Wang N., Huang C., Angew. Chem. Int. Ed., 2020, 132(32), 13644
[48] Wang K., Qi D., Li Y., Wang T., Liu H., Jiang J., Coord. Chem. Rev., 2019, 378, 188
[49] Tanaka T., Osuka A., Chem. Soc. Rev., 2015, 44(4), 943
[50] Shaik S., Hirao H., Kumar D., Acc. Chem. Res., 2007, 40(7), 532
[51] Gross Z., Angew. Chem. Int. Ed., 2008, 47(15), 2737
[52] Zhu Y., Zhang B., Liu X., Wang D. W., Su D. S., Angew. Chem. Int. Ed., 2014, 53, 10673
[53] Pan Q., Chen X., Liu H., Gan W., Ding N., Zhao Y., Mater. Chem. Front., 2021, 5, 4596
[54] Molina-Ontoria A., Zimmermann I., Garcia-Benito I., Gratia P., Roldán-Carmona C., Aghazada S., Graetzel M., Nazeeruddin M. K., Martín N., Angew. Chem. Int. Ed., 2016, 128(21), 6378
[55] Han S., Li Z., Ma S., Zhi Y., Xia H., Chen X., Liu X., J. Mater. Chem. A, 2021, 9(6), 3333
[56] Prabakaran P., Satapathy S., Prasad E., Sankararaman S., J. Mater. Chem. C, 2018, 6(2), 380
[57] Liu H., Zhang Z., Wu C., Pan Q., Zhao Y., Li Z., Small, 2019, 15(29), 1804519
[58] Zhou W., Shen H., Wu C., Tu Z., He F., Gu Y., Xue Y., Zhao Y., Yi Y., Li Y., Li Y., J. Am. Chem. Soc., 2018, 141(1), 48
[59] Zhao Y., Wan J., Yao H., Zhang L., Lin K., Wang L., Yang N., Liu D., Song L., Zhu J., Gu L., Liu L., Zhao H., Li Y., Wang D., Nat. Chem., 2018, 10(9), 924
[60] Zhang S., Du H., He J., Huang C., Liu H., Cui G., Li Y., ACS Appl. Mater. Interfaces, 2016, 8(13), 8467
[61] Shen X., Yang Z., Wang K., Wang N., He J., Du H., Huang C., ChemElectroChem, 2018, 5(11), 1435
[62] Some S., Shackery I., Kim S. J., Jun S. C., Chem. -Eur. J., 2015, 21, 15480
[63] Kim M., Jean I., Seo J., Dai L., Baek J., ACS Nano, 2014, 8, 2820
[64] Tao H., Du S., Zhang F., Xiong L., Zhang Y., Ma H., Yang X., ACS Appl. Mater. Interfaces, 2018, 10, 34245
[65] Marino C., El Kazzi M., Berg E. J., He M., Villevieille C., Chem. Mater., 2017, 29, 7151
[66] Shen X., Li X., Zhao F., Wang N., Xie C., He J., Si W., Yi Y., Yang Z., Li X., Lu F., Huang C., 2D Mater., 2019, 6(3), 035020
[67] Duan B., Wang W., Wang A., Yuan K., Yu Z., Zhao H., Qiu J., Yang Y., J. Mater. Chem. A, 2013, 1(42), 13261
[68] Dirlam P. T., Simmonds A. G., Kleine T. S., Nguyen N. A., Anderson L. E., Klever A. O., Florian A., Costanzo P. J., Theato P., Mackay M. E., Glass R. S., Char K., Pyun J., RSC Adv., 2015, 5(31), 24718