石墨炔的化学修饰及功能化

doi:10.3866/PKU.WHXB201801302

Abstract

Abstract:

Graphdiyne features sp and sp² hybridized carbon atoms. The direct natural band gap and Dirac cone structure for graphdiyne are believed to originated from inhomogeneous π-bonding of differently hybridized carbon atoms and overlap of carbon 2p_z orbitals. The special electronic structures and pore structures of graphdiyne are responsible for its potential and important applications in the fields of information technology, electronics, energy, catalysis, and optoelectronics. Recent basic and applied research studies of graphdiyne have led to important results; as a result, graphdiyne has become a new research field for carbon materials. The high activity of acetylenic units in graphdiyne provides a good platform for chemical modification and doping. Several approaches have been developed to modify the band gap of graphdiyne, including invoking strain, BN-doping, preparing nanoribbons, and hydrogenation, leading to a new graphdiyne (GDY) or graphyne (GY) derivatives. In this review, we summarize the recent progress in nonmetallic heteroatom doping, especially by nitrogen, boron, or oxygen; by modifying metal atoms for tuning electronic/spintronic properties, enhancing water splitting performance, and applying dye-sensitized solar cells and catalysts; and by surface functionalization of graphdiyne via hydrogenation, hydroxylation, and halogenation to adjust the band gap. Hence, it can be surmised that the electronic structures of graphdiynes can be tuned for specific applications. These results suggest that graphdiynes can be more advantageous than grapheme for tailoring energy band gaps for application in nanoelectronics. We also discuss the influence of doping and functionalization on the electronic properties of graphdiyne and their effects on the synergistic enhancement of photoelectrocatalytic performance. We hope that the deep and wide application of these new materials in many fields such as energy transfer and storage, catalyst, electronics, gas separation, and spintronics will draw much attention and become a widely focused research direction.

Key words: Graphdiyne, Doping, Nonmetallic heteroatom, Metal atom, Chemical modification

MSC2000:

O649

Yongjun LI,Yuliang LI. Chemical Modification and Functionalization of Graphdiyne[J].Acta Phys. -Chim. Sin., 2018, 34(9): 992-1013.

References

1	Li Y. ; Xu L. ; Liu H. ; Li Y. Chem. Soc. Rev. 2014, 43 (8), 2572.
2	Li Y. J. ; Li Y. L. Acta Polym. Sin. 2015, (2), 147.
2	李勇军; 李玉良. 高分子学报, 2015, (2), 147.
3	Liu H. ; Xu J. ; Li Y. ; Li Y. Acc. Chem. Res. 2010, 43 (12), 1496.
4	Jia Z. ; Li Y. ; Zuo Z. ; Liu H. ; Huang C. ; Li Y. Acc. Chem. Res. 2017, 50 (10), 2470.
5	Li Y. L. Sci. Sin. Chim. 2017, 47 (9), 1045.
5	李玉良. 中国科学:化学, 2017, 47 (9), 1045.
6	Li G. X. ; Li Y. L. ; Liu H. B. ; Guo Y. B. ; Li Y. J. ; Zhu D. B. Chem. Commun. 2010, 46 (19), 3256.
7	Jin Z. ; Zhou Q. ; Chen Y. ; Mao P. ; Li H. ; Liu H. ; Wang J. ; Li Y. Adv. Mater. 2016, 28 (19), 3697.
8	Qi H. ; Yu P. ; Wang Y. ; Han G. ; Liu H. ; Yi Y. ; Li Y. ; Mao L. J. Am. Chem. Soc. 2015, 137 (16), 5260.
9	Malko D. ; Neiss C. ; Vines F. ; Gorling A. Phys. Rev. Lett. 2012, 108 (8), 086804.
10	Du H. ; Yang H. ; Huang C. ; He J. ; Liu H. ; Li Y. Nano Energy 2016, 22, 615.
11	Huang C. ; Zhang S. ; Liu H. ; Li Y. ; Cui G. ; Li Y. Nano Energy 2015, 11, 481.
12	Kuang C. ; Tang G. ; Jiu T. ; Yang H. ; Liu H. ; Li B. ; Luo W. ; Li X. ; Zhang W. ; Lu F. ; Fang J. ; Li Y. Nano Lett. 2015, 15 (4), 2756.
13	Qian X. M. ; Liu H. B. ; Huang C. S. ; Chen S. H. ; Zhang L. ; Li Y. J. ; Wang J. Z. ; Li Y. L. Sci Rep. 2015, 5
14	Xue Y. ; Guo Y. ; Yi Y. ; Li Y. ; Liu H. ; Li D. ; Yang W. ; Li Y. Nano Energy 2016, 30, 858.
15	Kim B. G. ; Choi H. J. Phys. Rev. B 2012, 86 (11), 5.
16	Ivanovskii A. L. Prog. Solid State Chem. 2013, 41 (1–2), 1.
17	Gong K. ; Du F. ; Xia Z. ; Durstock M. ; Dai L. Science 2009, 323 (5915), 760.
18	Zheng Y. ; Jiao Y. ; Ge L. ; Jaroniec M. ; Qiao S. Z. Angew. Chem. Int. Ed. 2013, 52 (11), 3110.
19	Gong X. ; Liu S. ; Ouyang C. ; Strasser P. ; Yang R. ACS Catalysis 2015, 5 (2), 920.
20	Meng Y. ; Voiry D. ; Goswami A. ; Zou X. ; Huang X. ; Chhowalla M. ; Liu Z. ; Asefa T. J. Am. Chem. Soc. 2014, 136 (39), 13554.
21	Hao L. ; Zhang S. ; Liu R. ; Ning J. ; Zhang G. ; Zhi L. Adv. Mater. 2015, 27 (20), 3190.
22	Li Y. ; Dai H. Chem. Soc. Rev. 2014, 43 (15), 5257.
23	Cao R. ; Lee J. S. ; Liu M. ; Cho J. Adv. Energy Mater. 2012, 2 (7), 816.
24	Dai L. ; Xue Y. ; Qu L. ; Choi H. J. ; Baek J. B. Chem. Rev. 2015, 115 (11), 4823.
25	Liang Y. ; Li Y. ; Wang H. ; Dai H. J. Am. Chem. Soc. 2013, 135 (6), 2013.
26	Zheng Y. ; Jiao Y. ; Jaroniec M. ; Jin Y. ; Qiao S. Z. Small 2012, 8 (23), 3550.
27	Liu J. ; Song P. ; Ning Z. ; Xu W. Electrocatalysis 2015, 6 (2), 132.
28	Zhang S. ; Du H. ; He J. ; Huang C. ; Liu H. ; Cui G. ; Li Y. ACS Appl Mater Interfaces 2016, 8 (13), 8467.
29	Bu H. X. ; Zhao M. W. ; Zhang H. Y. ; Wang X. P. ; Xi Y. ; Wang Z. H. J. Phys. Chem. A 2012, 116 (15), 3934.
30	Kang B. T. ; Shi H. ; Wang F. F. ; Lee J. Y. Carbon 2016, 105, 156.
31	Bhattacharya B. ; Singh N. B. ; Sarkar U. Int. J. Quantum Chem. 2015, 115 (13), 820.
32	Mohajeri A. ; Shahsavar A. J Mater Sci 2017, 52 (9), 5366.
33	Das B. K. ; Sen D. ; Chattopadhyay K. K. Phys. Chem. Chem. Phys. 2016, 18 (4), 2949.
34	Lu R. ; Rao D. ; Meng Z. ; Zhang X. ; Xu G. ; Liu Y. ; Kan E. ; Xiao C. ; Deng K. Phys. Chem. Chem. Phys. 2013, 15 (38), 16120.
35	Kong X. K. ; Chen Q. W. ; Sun Z. RSC Adv. 2013, 3 (12), 4074.
36	Chen X. ; Qiao Q. ; An L. ; Xia D. J. Phys. Chem. C 2015, 119 (21), 11493.
37	Chen X. Phys. Chem. Chem. Phys. 2015, 17 (43), 29340.
38	Mohajeri A. ; Shahsavar A. Com. Mater. Sci. 2016, 115, 51.
39	Wang N. ; He J. ; Tu Z. ; Zhao F. ; Li X. ; Huang C. ; Wang K. ; Jiu T. ; Yi Y. ; Li Y. Angew. Chem. Int. Ed. 2017, 56 (36), 10740.
40	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), 1172.
41	Yun J. ; Zhang Y. ; Xu M. ; Wang K. ; Zhang Z. Mater. Chem. Phys. 2016, 182, 439.
42	Kim S. ; Lee J. Y. J. Colloid Interface Sci. 2017, 493, 123.
43	Ivanovskii A. L. ; Enyashin A. N. Russ Chem Rev 2013, 82 (8), 735.
44	Singh V. ; Joung D. ; Zhai L. ; Das S. ; Khondaker S. I. ; Seal S. Prog. Mater Sci. 2011, 56 (8), 1178.
45	Yan; L. ; Zheng; Y. B. ; Zhao; F. ; Li; S. ; Gao; X. ; Bingqian Xu; Weiss; P. S. ; Zhao Y. Chem. Soc. Rev. 2012, 41, 97.
46	Mirnezhad M. ; Ansari R. ; Rouhi H. ; Seifi M. ; Faghihnasiri M. Solid State Commun. 2012, 152 (20), 1885.
47	Tan J. ; He X. ; Zhao M. Diamond Relat. Mater. 2012, 29 (Supplement C), 42.
48	Ma S. ; Zhang C. X. ; He J. ; Zhou P. ; Zhang K. W. ; He C. ; Sun L. Z. Com. Mater. Sci. 2014, 91, 274.
49	Autreto P. A. S. ; de Sousa J. M. ; Galvao D. S. Carbon 2014, 77, 829.
50	Hornek?r L. ; Rauls E. ; Xu W. ; ?ljivan?anin?. ; Otero R. ; Stensgaard I. ; L?gsgaard E. ; Hammer B. ; Besenbacher F. Phys. Rev. Lett. 2006, 97, 186102.
51	Zhang H. ; Pan H. ; Zhang M. ; Luo Y. Phys. Chem. Chem. Phys. 2016, 18 (34), 23954.
52	Koo J. ; Huang B. ; Lee H. ; Kim G. ; Nam J. ; Kwon Y. ; Lee H. J. Phys. Chem. C 2014, 118 (5), 2463.
53	Sofo J. O. ; Chaudhari A. S. ; Barber G. D. Phys. Rev. B 2007, 75 (15), 153401.
54	Psofogiannakis G. M. ; Froudakis G. E. J. Phys. Chem. C 2012, 116 (36), 19211.
55	Psofogiannakis G. M. ; Froudakis G. E. Chem. Commun. 2011, 47 (28), 7933.
56	Koo J. ; Hwang H. J. ; Huang B. ; Lee H. ; Lee H. ; Park M. ; Kwon Y. ; Wei S. H. ; Lee H. J. Phys. Chem. C 2013, 117 (23), 11960.
57	Kang B. ; Liu H. ; Lee J. Y. Phys. Chem. Chem. Phys. 2014, 16 (3), 974.
58	Yan J. A. ; Xian L. ; Chou M. Y. Phys. Rev. Lett. 2009, 103 (8), 086802.
59	Yan J. A. ; Chou M. Y. Phys. Rev. B 2010, 82 (12), 125403.
60	Mohajeri A. ; Shahsavar A. J. Mater. Sci. 2017, 52 (9), 5366.
61	Zhang P. R. ; Ma S. Y. ; Sun L. Z. Appl. Surf. Sci. 2016, 361, 206.
62	Li W. ; Zhao M. ; Xia Y. ; Zhang R. ; Mu Y. J. Mater. Chem. 2009, 19 (48), 9274.
63	Koo J. ; Hwang H. J. ; Huang B. ; Lee H. ; Lee H. ; Park M. ; Kwon Y. ; Wei S. H. ; Lee H. J. Phys. Chem. C 2013, 117 (23), 11960.
64	Enyashin A. N. ; Ivanovskii A. L. Superlattices Microstruct. 2013, 55 (Supplement C), 75.
65	Bhattacharya B. ; Singh N. B. ; Sarkar U. J. Phys.: Conf. Ser. 2014, 566, 012014.
66	He J. J. ; Ma S. Y. ; Zhou P. ; Zhang C. X. ; He C. Y. ; Sun L. Z. J. Phys. Chem. C 2012, 116 (50), 26313.
67	Mashhadzadeh A. H. ; Vahedi A. M. ; Ardjmand M. ; Ahangari M. G. Superlattices Microstruct. 2016, 100, 1094.
68	Kim S. ; Ruiz Puigdollers A. ; Gamallo P. ; Vines F. ; Lee J. Y. Carbon 2017, 120, 63.
69	Wehling T. O. ; Lichtenstein A. I. ; Katsnelson M. I. Phys Rev B 2011, 84 (23), 235110.
70	Ivanovskaya V. V. ; Ivanovskii A. L. Russ Chem Rev 2011, 80, 727.
71	Lin Z. Z. ; Wei Q. ; Zhu X. M. Carbon 2014, 66, 504.
72	Alaei S. ; Jalili S. ; Erkoc S. Fuller. Nanotub. Car. N. 2015, 23 (6), 494.
73	Ma D. W. ; Li T. ; Wang Q. ; Yang G. ; He C. ; Ma B. ; Lu Z. Carbon 2015, 95, 756.
74	Lu Z. ; Li S. ; Lv P. ; He C. ; Ma D. ; Yang Z. Appl. Surf. Sci. 2016, 360, 1.
75	Li C. ; Li J. ; Wu F. ; Li S. ; Xia J. ; Wang L. J. Phys. Chem. C 2011, 115, 23221.
76	Hwang H. J. ; Kwon Y. ; Lee H. J. Phys. Chem. C 2012, 116 (38), 20220.
77	Guo Y. ; Lan X. ; Cao J. ; Xu B. ; Xia Y. ; Yin J. ; Liu Z. Int. J. Hydrogen Energy 2013, 38 (10), 3987.
78	Xu B. ; Lei X. L. ; Liu G. ; Wu M. S. ; Ouyang C. Y. Int. J. Hydrogen Energy 2014, 39 (30), 17104.
79	Lee S. H. ; Jhi S. H. Carbon 2015, 81, 418.
80	Liu Y. ; Liu W. ; Wang R. ; Hao L. ; Jiao W. Int. J. Hydrogen Energy 2014, 39 (24), 12757.
81	Zhang L. ; Zhang S. ; Wang P. ; Liu C. ; Huang S. ; Tian H. Comput.Theor. Chem. 2014, 1035, 68.
82	Zhang M. ; Wang X. ; Sun H. ; Wang N. ; Lv Q. ; Cui W. ; Long Y. ; Huang C. Sci. Rep. 2017, 7 (1), 11535.
83	Chen X. ; Gao P. ; Guo L. ; Wen Y. ; Zhang Y. ; Zhang S. J. Phys. Chem. Solids 2017, 105, 61.
84	Srinivasu K. ; Ghosh S. K. J. Phys. Chem. C 2013, 117 (49), 26021.
85	Liu R. ; Liu H. ; Li Y. ; Yi Y. ; Shang X. ; Zhang S. ; Yu X. ; Zhang S. ; Cao H. ; Zhang G. Nanoscale 2014, 6 (19), 11336.
86	Zhang S. ; Cai Y. ; He H. ; Zhang Y. ; Liu R. ; Cao H. ; Wang M. ; Liu J. ; Zhang G. ; Li Y. ; Liu H. ; Li B. J. Mater. Chem. A 2016, 4 (13), 4738.
87	Li Y. ; Guo C. ; Li J. ; Liao W. ; Li Z. ; Zhang J. ; Chen C. Carbon 2017, 119, 201.
88	Xue Y. ; Zuo Z. ; Li Y. ; Liu H. ; Li Y. Small 2017, 1700936.
89	Xue Y. ; Li J. ; Xue Z. ; Li Y. ; Liu H. ; Li D. ; Yang W. ; Li Y. ACS Appl. Mater. Inter. 2016, 8 (45), 31083- 31091.
90	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)
91	Wu P. ; Du P. ; Zhang H. ; Cai C. Phys. Chem. Chem. Phys. 2015, 17 (2), 1441.

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Chemical Modification and Functionalization of Graphdiyne

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