Citation: Asghar Adnan Muhammad, Zhang Jing, Han Shiguo, Sun Zhihua, Ji Chengmin, Zeb Aurang, Luo Junhua. Triethylammonium picrate: An above-room-temperature phase transition material to switch quadratic nonlinear optical properties[J]. Chinese Chemical Letters, ;2018, 29(2): 285-288. doi: 10.1016/j.cclet.2017.10.016 shu

Triethylammonium picrate: An above-room-temperature phase transition material to switch quadratic nonlinear optical properties

a.
State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, Fuzhou 350002, China
b.
University of the Chinese Academy of Sciences, Beijing 100039, China

Corresponding author: Sun Zhihua, sunzhihua@fjirsm.ac.cn Luo Junhua, jhluo@fjirsm.ac.cn
Received Date: 3 September 2017
Revised Date: 13 October 2017
Accepted Date: 13 October 2017
Available Online: 16 February 2017

Figures(4)

To switch quadratic nonlinear optical (NLO) effects has become an exciting branch of the NLO material science. However, solid-state molecular crystals showing tunable and switchable NLO behaviors remain scarce. Here, we report an organic picrate-based binary molecular crystal, triethylammonium picrate (TEAP), which undergoes an above-room-temperature phase transition at T_c=319 K, being solidly confirmed by the thermal and dielectric measurements. A large thermal hysteresis of~7 K discloses the first-order feature for its phase transition. More strikingly, the quadratic NLO effects of TEAP can be switched in the vicinity of T_c. That is, TEAP exhibits NLO-active response of~1.5 times as large as that of KDP below T_c (i.e., NLO-on state), while its NLO effects totally disappear above T_c (NLO-off state). Structure analyses disclose that the order-disorder transformations of triethylammonium cations and picrate anions collectively contribute to its phase transition, as well as switchable NLO behaviors. This work opens up a new pathway to the designing and assembling of stimuli-responsive materials.
- Phase transition,
- Nonlinear optical properties,
- Dielectric properties,
- Order-disorder
1. [1]
  M. Salinga, M. Wuttig, Science 332(2011) 543-544. doi: 10.1126/science.1204093
2. [2]
  H.M. Zheng, J.B. Rivest, T.A. Miller, et al., Science 333(2011) 206-209. doi: 10.1126/science.1204713
3. [3]
  Z.H. Sun, T.L. Chen, J.H. Luo, M.H. Hong, Angew. Chem. Int. Ed. 51(2012) 3871-3876. doi: 10.1002/anie.v51.16
4. [4]
  M. Wuttig, N. Yamada, Nat. Mater. 6(2007) 824-832. doi: 10.1038/nmat2009
5. [5]
  M.W. Gaultois, P.T. Barton, C.S. Birkel, et al., J. Phys. Condens. Matter 25(2013) 186004. doi: 10.1088/0953-8984/25/18/186004
6. [6]
  W. Zhang, R.G. Xiong, Chem. Rev. 112(2012) 1163-1195. doi: 10.1021/cr200174w
7. [7]
  Z. Sun, S. Li, S. Zhang, et al., Adv. Opt. Mater. 2(2014) 1199-1205. doi: 10.1002/adom.201400301
8. [8]
  D.W. Fu, H.L. Cai, Y. Liu, et al., Science 339(2013) 425-428. doi: 10.1126/science.1229675
9. [9]
  C. Ji, Z. Sun, S. Zhang, et al., Chem. Commun. 51(2015) 2298-2300. doi: 10.1039/C4CC08711A
10. [10]
  J. Xu, S. Semin, T. Rasing, et al., Small 11(2015) 1113-1129. doi: 10.1002/smll.v11.9-10
11. [11]
  A. Priimagi, K. Ogawa, M. Virkki, et al., Adv. Mater. 24(2012) 6410-6415. doi: 10.1002/adma.v24.48
12. [12]
  P.N. Prasad, D.J. Williams, Introduction to Nonlinear Optical Effects in Molecules and Polymers, Wiley, New York, 1991.
13. [13]
  Y. Duan, C. Ju, G. Yang, E. Fron, et al., Adv. Funct. Mater. 26(2016) 8968-8977. doi: 10.1002/adfm.v26.48
14. [14]
  M.A. Asghar, C.M. Ji, Y. Zhou, et al., J. Mater. Chem. C 3(2015) 6053-6057.
15. [15]
  L.Z. Chen, X.X. Cao, Chin. Chem. Lett. 28(2017) 400-406. doi: 10.1016/j.cclet.2016.10.037
16. [16]
  Q.F. Li, C. Wang, X.Z. Lan, Chin. Chem. Lett. 28(2017) 49-54. doi: 10.1016/j.cclet.2016.05.024
17. [17]
  Z. Sun, J. Luo, S. Zhang, et al., Adv. Mater. 25(2013) 4159-4163. doi: 10.1002/adma.201301685
18. [18]
  S.H. Baek, C.M. Folkman, J.W. Park, et al., Adv. Mater. 23(2011) 1621-1625. doi: 10.1002/adma.201003612
19. [19]
  I. Gur, K.R.P. Sawyer, Science 335(2012) 1454-1455. doi: 10.1126/science.1218761
20. [20]
  S. Horiuchi, Y. Tokura, Nat. Mater. 7(2008) 357-366. doi: 10.1038/nmat2137
21. [21]
  V. Bertolasi, P. Gilli, G. Gilli, Cryst. Growth Des. 11(2011) 2724-2735. doi: 10.1021/cg101007a
22. [22]
  G.A. Babu, A. Chandramohan, P. Ramasamy, G. Bhagavannarayana, B. Varghese, Mater. Res. Bull. 46(2011) 464-468. doi: 10.1016/j.materresbull.2010.11.018
23. [23]
  R. Bharathikannan, A. Chandramohan, M.A. Kandhaswamy, et al., Cryst. Res. Technol. 43(2008) 683-688. doi: 10.1002/(ISSN)1521-4079
24. [24]
  P. Srinivasan, T. Kanagasekaran, R. Gopalakrishnan, Cryst.Growth Des. 6(2006) 1663-1670. doi: 10.1021/cg060094+
25. [25]
  S. Gowria, T.U. Devib, D. Sajan, S.R. Bheeter, N. Lawrence, Spectrochim Acta Part A. 81(2011) 257-260. doi: 10.1016/j.saa.2011.06.007
26. [26]
  G. Bhagavannarayana, B. Riscob, M. Shakir, Mater. Chem. Phys. 126(2011) 20-23. doi: 10.1016/j.matchemphys.2010.12.040
27. [27]
  Y. Li, Acta Cryst. E 65(2009) o2566.
28. [28]
  G. Hundal, M.S. Hundal, S. Obrai, et al., Inorg. Chem. 41(2002) 2077-2086. doi: 10.1021/ic0100727
29. [29]
  W.T. Harrison, M.T. Swamy, P. Nagaraja, H.S. Yathirajan, B. Narayana, Acta Cryst. E 63(2007) o3892. doi: 10.1107/S1600536807041219
30. [30]
  Y. Zhang, W. Zhang, S.H. Li, et al., J. Am. Chem. Soc. 134(2012) 11044-11049. doi: 10.1021/ja3047427
31. [31]
  C. Muthamizhchelvan, K. Saminathan, K.S. Sankar, et al., Acta Cryst. E 61(2005) o2987. doi: 10.1107/S1600536805025870
32. [32]
  M. Manikandana, T. Mahalingam, Y. Hayakawa, G. Ravi, Spectrochim Acta Part A 101(2013) 178-183. doi: 10.1016/j.saa.2012.08.086
33. [33]
  G.M. Sheldrick, SHELXL-97(software package), University of Gottingen, Germany, 1997.
34. [34]
  P. Shi, Q. Ye, Q. Li, et al., Chem. Mater. 26(2014) 6042-6049. doi: 10.1021/cm503003f
35. [35]
  W. Zhang, Y. Cai, R.G. Xiong, H. Yoshikawa, K. Awaga, Angew. Chem.122(2010) 6758-6760. doi: 10.1002/ange.201001208
36. [36]
  T. Besara, P. Jain, N.S. Dalal, et al., Proc. Nat. Acad. Sci. U.S.A. 108(2011) 6828-6832. doi: 10.1073/pnas.1102079108
37. [37]
  M. Szafranski, M. Jarek, CrystEngComm 15(2013) 4617-4623. doi: 10.1039/c3ce26979e
38. [38]
  M. Molokeev, S.V. Misjul, I.N. Flerov, N.M. Laptash, Acta Cryst B70(2014) 924-931. doi: 10.1107/S2052520614021192
39. [39]
  P. Serra-Crespo, M.A. Veen, E. Gobechiya, et al., J. Am. Chem. Soc. 134(2012) 8314-8317. doi: 10.1021/ja300655f
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1.
沈阳化工大学材料科学与工程学院沈阳 110142