有机荧光分子2-氰基-3-(3,4-二甲氧基苯基)-2-丙烯酰胺的可逆压致变色和质子刺激响应性能

引用本文: 边高峰, 黄华, 占玲玲, 吕晓静, 曹枫, 张诚, 张玉建. 有机荧光分子2-氰基-3-(3,4-二甲氧基苯基)-2-丙烯酰胺的可逆压致变色和质子刺激响应性能[J]. 物理化学学报, 2016, 32(2): 589-594. doi: 10.3866/PKU.WHXB201512083 shu

Citation: BIAN Gao-Feng, HUANG Hua, ZHAN Ling-Ling, LÜ Xiao-Jing CAO Feng, ZHANG Cheng, ZHANG Yu-Jian, Reversible Piezochromism and Protonation Stimuli-Response of (Z)-2-Cyano-3-(3,4-dimethoxyphenyl)acrylamide[J]. Acta Physico-Chimica Sinica, 2016, 32(2): 589-594. doi: 10.3866/PKU.WHXB201512083 shu

有机荧光分子2-氰基-3-(3,4-二甲氧基苯基)-2-丙烯酰胺的可逆压致变色和质子刺激响应性能

边高峰 ^1,2, ,
黄华 ^3, ,
占玲玲 ^1, ,
吕晓静 ^1, ,
曹枫 ^3, ,
张诚 ^{1,
,} ,
张玉建 ^{3,
,}

1.
1 浙江工业大学化学工程学院, 杭州 310014;
2.
2 杭州师范大学有机硅化学及材料技术重点实验室, 杭州 310012;
3.
3 湖州师范学院材料化学系, 浙江湖州 313000

通讯作者: 张诚, 张玉建; 张诚, 张玉建

基金项目:
国家自然科学基金(51203138,51273179,51573165,51406030) (51203138,51273179,51573165,51406030)

浙江省自然科学基金(LY15E030006,LY15E030002) (LY15E030006,LY15E030002)

浙江工业大学自然科学基金(1401101002408) (1401101002408)

湖州自然科学基金(2014YZ02)资助项目 (2014YZ02)

摘要: 设计合成了3-芳基-2-腈基丙烯酰胺类有机发光小分子2-氰基-3-(3,4-二甲氧基苯基)-2-丙烯酰胺(CDMPA)。经研究发现,CDMPA 化合物具有明显的压致变色和酸致变色现象。在外力刺激下,化合物CDMPA荧光最大发射峰发生20 nm的红移,经过加热或蒸汽处理后可恢复初始状态。对样品研磨前后粉末的X射线衍射图谱及荧光寿命衰减曲线进行测试分析得出,CDMPA压致变色现象归因于分子构型由晶态到无定形态的转化。另外,在酸刺激下CDMPA发光颜色由蓝光红移至黄光,最大发射波长红移33 nm。经过二甲基甲酰胺(DMF)处理后可恢复到初始状态。由测试得到的红外光谱及分子轨道理论计算推测,酸致变色现象是由氨基取代基的质子化影响了CDMPA前线分子轨道引起的。本研究可使人们深入了解这种类型材料的多刺激响应发光机制,且显著的颜色变化性能使CDMPA在传感器和检测装置方面具有潜在的应用前景。

关键词:

English

Reversible Piezochromism and Protonation Stimuli-Response of (Z)-2-Cyano-3-(3,4-dimethoxyphenyl)acrylamide

1.
1 College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014, P. R. China;
2.
2 Key Laboratory of Organosilicon Chemistry and Material Technology, Hangzhou Normal University, Hangzhou 310012, P. R. China;
3.
3 Department of Materials Chemistry, Huzhou University, Huzhou 313000, Zhejiang Province, P. R. China

Corresponding author: 张诚, 张玉建; 张诚, 张玉建

Received Date: 14 October 2015
Fund Project:
国家自然科学基金(51203138,51273179,51573165,51406030)

浙江省自然科学基金(LY15E030006,LY15E030002)

浙江工业大学自然科学基金(1401101002408)

湖州自然科学基金(2014YZ02)资助项目

Abstract: A 3-aryl-2-cyano acrylamide derivative (Z)-2-cyano-3-(3,4-dimethoxy-phenyl)acrylamide (CDMPA) was designed and synthesized, which exhibited piezochromism and acidchromism properties. Under external mechanical force stimuli, CDMPA showed a red-shift of 20 nm in its fluorescence emission and the mechanically induced luminescence color could return to the original state via heating or solvent vapor treatment. Powder X-ray diffraction (XRD) and fluorescence lifetime experiments indicated that the piezochromic luminescence could be attributed to the transformation from the crystalline to the amorphous phase. Additionally, the fluorescence color changed from blue to yellow with a red-shift of 33 nm using the stimulus of protonation. The emission color was recovered upon fuming with dimethyl formamide (DMF) vapor. Infrared (IR) spectra of CDMPA powder and theoretical calculation of the frontier molecular orbitals showed that protonation of the amino moieties in CDMPA had a significant effect on the frontier molecular orbitals and, thus, caused the acidchromism phenomenon. This study provides comprehensive insight into the stimuli-responsive luminescent mechanisms within this type of compound and the reversible switching of emission color may enable discovery of novel applications of CDMPA for detection and sensing devices.

Key words:

1. [1]
  (1) Irie, M.; Fukaminato, T.; Sasaki, T.; Tamai, N.; Kawai, T.Nature 2002, 420, 759. doi: 10.1038/420759a(1) Irie, M.; Fukaminato, T.; Sasaki, T.; Tamai, N.; Kawai, T.Nature 2002, 420, 759. doi: 10.1038/420759a
2. [2]
  (2) Lim, S. J.; An, B. K.; Jung, S. D.; Chung, M. A.; Park, S. Y.Angew. Chem. Int. Edit. 2004, 43, 6346. doi: 10.1002/anie.200461172(2) Lim, S. J.; An, B. K.; Jung, S. D.; Chung, M. A.; Park, S. Y.Angew. Chem. Int. Edit. 2004, 43, 6346. doi: 10.1002/anie.200461172
3. [3]
  (3) Hirata, S.; Watanabe, T. Adv. Mater. 2006, 18, 2725. doi: 10.1002/adma.200600209(3) Hirata, S.; Watanabe, T. Adv. Mater. 2006, 18, 2725. doi: 10.1002/adma.200600209
4. [4]
  (4) Babu, S. S.; Kartha, K. K.; Ajayaghosh, A. J. Phys. Chem. Lett. 2010, 1, 3413. doi: 10.1021/jz101219y(4) Babu, S. S.; Kartha, K. K.; Ajayaghosh, A. J. Phys. Chem. Lett. 2010, 1, 3413. doi: 10.1021/jz101219y
5. [5]
  (5) Che, Y. K.; Yang, X. M.; Zang, L. Chem. Commun. 2008, 1413. doi: 10.1039/B719384J(5) Che, Y. K.; Yang, X. M.; Zang, L. Chem. Commun. 2008, 1413. doi: 10.1039/B719384J
6. [6]
  (6) Sagara, Y.; Kato, T. Nat. Chem. 2009, 1, 605. doi: 10.1038/nchem.411(6) Sagara, Y.; Kato, T. Nat. Chem. 2009, 1, 605. doi: 10.1038/nchem.411
7. [7]
  (7) Weder, C. J. Mater. Chem. 2011, 21, 8235. doi: 10.1039/c1jm90068d(7) Weder, C. J. Mater. Chem. 2011, 21, 8235. doi: 10.1039/c1jm90068d
8. [8]
  (8) Chi, Z. G.; Zhang, X. Q.; Xu, B. J.; Zhou, X.; Ma, C. P.; Zhang, Y.; Liu, S.W.; Xu, J. R. Chem. Soc. Rev. 2012, 41, 3878. doi: 10.1039/C2CS35016E(8) Chi, Z. G.; Zhang, X. Q.; Xu, B. J.; Zhou, X.; Ma, C. P.; Zhang, Y.; Liu, S.W.; Xu, J. R. Chem. Soc. Rev. 2012, 41, 3878. doi: 10.1039/C2CS35016E
9. [9]
  (9) Dong, Y. J.; Xu, B.; Zhang, J. B.; Tan, X.; Wang, L. J.; Chen, J.L.; Lv, H. G.; Wen, S. P.; Li, B.; Ye, L.; Zou, B.; Tian, W. J.Angew. Chem. Int. Edit. 2012, 51, 10782. doi: 10.1002/anie.201204660(9) Dong, Y. J.; Xu, B.; Zhang, J. B.; Tan, X.; Wang, L. J.; Chen, J.L.; Lv, H. G.; Wen, S. P.; Li, B.; Ye, L.; Zou, B.; Tian, W. J.Angew. Chem. Int. Edit. 2012, 51, 10782. doi: 10.1002/anie.201204660
10. [10]
  (10) Yoon, S. J.; Chung, J.W.; Gierschner, J.; Kim, K. S.; Choi, M.G.; Kim, D.; Park, S. Y. J. Am. Chem. Soc. 2010, 132, 13675. doi: 10.1021/ja1044665(10) Yoon, S. J.; Chung, J.W.; Gierschner, J.; Kim, K. S.; Choi, M.G.; Kim, D.; Park, S. Y. J. Am. Chem. Soc. 2010, 132, 13675. doi: 10.1021/ja1044665
11. [11]
  (11) Suzuki, T.; Shinkai, S.; Sada, K. Adv. Mater. 2006, 18, 1043. doi: 10.1002/adma.200502552(11) Suzuki, T.; Shinkai, S.; Sada, K. Adv. Mater. 2006, 18, 1043. doi: 10.1002/adma.200502552
12. [12]
  (12) Takahashi, E.; Takaya, H.; Naota, T. Chem. Eur. J. 2010, 16, 4793. doi: 10.1002/chem.200903403(12) Takahashi, E.; Takaya, H.; Naota, T. Chem. Eur. J. 2010, 16, 4793. doi: 10.1002/chem.200903403
13. [13]
  (13) Dautel, O.; Robitzer, M.; Lere-Porte, J. P.; Serein-Spirau, F.; Moreau, J. J. Am. Chem. Soc. 2006, 128, 16213. doi: 10.1021/ja065434u(13) Dautel, O.; Robitzer, M.; Lere-Porte, J. P.; Serein-Spirau, F.; Moreau, J. J. Am. Chem. Soc. 2006, 128, 16213. doi: 10.1021/ja065434u
14. [14]
  (14) Anthony, S. P. ChemPlusChem 2012, 77, 518. doi: 10.1002/cplu.201200073(14) Anthony, S. P. ChemPlusChem 2012, 77, 518. doi: 10.1002/cplu.201200073
15. [15]
  (15) Sagara, Y.; Kato, T. Angew. Chem. Int. Edit. 2008, 47, 5175.doi 10.1002/ange.200800164(15) Sagara, Y.; Kato, T. Angew. Chem. Int. Edit. 2008, 47, 5175.doi 10.1002/ange.200800164
16. [16]
  (16) Yamaguchi, S.; Shirasaka, T.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2002, 124, 8816. doi: 10.1021/ja026689k(16) Yamaguchi, S.; Shirasaka, T.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2002, 124, 8816. doi: 10.1021/ja026689k
17. [17]
  (17) Zhang, Z. L.; Yao, D. D.; Zhou, T. L.; Zhang, H. Y.; Wang, Y.Chem. Commun. 2011, 47, 7782. doi: 10.1039/c1cc11882j(17) Zhang, Z. L.; Yao, D. D.; Zhou, T. L.; Zhang, H. Y.; Wang, Y.Chem. Commun. 2011, 47, 7782. doi: 10.1039/c1cc11882j
18. [18]
  (18) Mizoshita, N.; Tani, T.; Inagaki, S. Adv. Mater. 2012, 24, 3350. doi: 10.1002/adma.201201064(18) Mizoshita, N.; Tani, T.; Inagaki, S. Adv. Mater. 2012, 24, 3350. doi: 10.1002/adma.201201064
19. [19]
  (19) Kunzelman, J.; Kinami, M.; Crenshaw, B. R.; Protasiewicz, J.D.; Weder, C. Adv. Mater. 2008, 20, 119. doi: 10.1002/adma.200701772(19) Kunzelman, J.; Kinami, M.; Crenshaw, B. R.; Protasiewicz, J.D.; Weder, C. Adv. Mater. 2008, 20, 119. doi: 10.1002/adma.200701772
20. [20]
  (20) Sagara, Y.; Mutai, T.; Yoshikawa, I.; Araki, K. J. Am. Chem. Soc. 2007, 129, 1520. doi: 10.1021/ja0677362(20) Sagara, Y.; Mutai, T.; Yoshikawa, I.; Araki, K. J. Am. Chem. Soc. 2007, 129, 1520. doi: 10.1021/ja0677362
21. [21]
  (21) Zhao, Y. F.; Gao, H. Z.; Fan, Y.; Zhou, T. L.; Su, Z. M.; Liu, Y.; Wang, Y. Adv. Mater. 2009, 21, 3165. doi: 10.1002/adma.200803432(21) Zhao, Y. F.; Gao, H. Z.; Fan, Y.; Zhou, T. L.; Su, Z. M.; Liu, Y.; Wang, Y. Adv. Mater. 2009, 21, 3165. doi: 10.1002/adma.200803432
22. [22]
  (22) Pucci, A.; Ruggeri, G. J. Mater. Chem. 2011, 21, 8282. doi: 10.1039/C0JM03653F(22) Pucci, A.; Ruggeri, G. J. Mater. Chem. 2011, 21, 8282. doi: 10.1039/C0JM03653F
23. [23]
  (23) Zhang, J. B.; Chen, J. L.; Xu, B.; Wang, L. J.; Ma, S. Q.; Dong, Y. J.; Tian, W. J. Chem. Commun. 2013, 49, 3878.(23) Zhang, J. B.; Chen, J. L.; Xu, B.; Wang, L. J.; Ma, S. Q.; Dong, Y. J.; Tian, W. J. Chem. Commun. 2013, 49, 3878.
24. [24]
  (24) Xue, P. C.; Chen, P.; Jia, J. H.; Xu, Q. X.; Sun, J. B.; Yao, B.Q.; Zhang, Z. Q.; Lu, R. Chem. Commun. 2014, 50, 2569. doi: 10.1039/C3CC49208G(24) Xue, P. C.; Chen, P.; Jia, J. H.; Xu, Q. X.; Sun, J. B.; Yao, B.Q.; Zhang, Z. Q.; Lu, R. Chem. Commun. 2014, 50, 2569. doi: 10.1039/C3CC49208G
25. [25]
  (25) Xue, P. C.; Lu, R.; Jia, J. H.; Takahuji, M.; Ihara, H. Chem. Eur. J. 2012, 18, 3549. doi: 10.1002/chem.201103566(25) Xue, P. C.; Lu, R.; Jia, J. H.; Takahuji, M.; Ihara, H. Chem. Eur. J. 2012, 18, 3549. doi: 10.1002/chem.201103566
26. [26]
  (26) Dou, C. D.; Han, L.; Zhao, S. S.; Zhang, H. Y.; Wang, Y.J. Phys. Chem. Lett. 2011, 2, 666. doi: 10.1021/jz200140c(26) Dou, C. D.; Han, L.; Zhao, S. S.; Zhang, H. Y.; Wang, Y.J. Phys. Chem. Lett. 2011, 2, 666. doi: 10.1021/jz200140c
27. [27]
  (27) Varghese, S.; Das, S. J. Phys. Chem. Lett. 2011, 2, 863. doi: 10.1021/jz200099p(27) Varghese, S.; Das, S. J. Phys. Chem. Lett. 2011, 2, 863. doi: 10.1021/jz200099p
28. [28]
  (28) Zhang, Y.; Wang, K.; Zhuang, G. L.; Xie, Z. Q.; Zhang, C.; Cao, F.; Pan, G.; Chen, H. F.; Zou, B.; Ma, Y. Chem. Eur. J.2015, 21, 2474. doi: 10.1002/chem.201405348(28) Zhang, Y.; Wang, K.; Zhuang, G. L.; Xie, Z. Q.; Zhang, C.; Cao, F.; Pan, G.; Chen, H. F.; Zou, B.; Ma, Y. Chem. Eur. J.2015, 21, 2474. doi: 10.1002/chem.201405348
29. [29]
  (29) Zhang, H. Y.; Zhang, Z. L.; Ye, K. Q.; Zhang, J. Y.; Wang, Y.Adv. Mater. 2006, 18, 2369. doi: 10.1002/adma.200600704(29) Zhang, H. Y.; Zhang, Z. L.; Ye, K. Q.; Zhang, J. Y.; Wang, Y.Adv. Mater. 2006, 18, 2369. doi: 10.1002/adma.200600704
30. [30]
  (30) Wei, R. R.; Song, P. S.; Tong, A. J. J. Phys. Chem. C 2013, 117, 3467. doi: 10.1021/jp311020w(30) Wei, R. R.; Song, P. S.; Tong, A. J. J. Phys. Chem. C 2013, 117, 3467. doi: 10.1021/jp311020w
31. [31]
  (31) Mutai, T.; Satou, H.; Araki, K. Nat. Mater. 2005, 4, 685. doi: 10.1038/nmat1454(31) Mutai, T.; Satou, H.; Araki, K. Nat. Mater. 2005, 4, 685. doi: 10.1038/nmat1454
32. [32]
  (32) Anthony, S. P. ChemPlusChem 2012, 77, 518. doi: 10.1002/cplu.201200073(32) Anthony, S. P. ChemPlusChem 2012, 77, 518. doi: 10.1002/cplu.201200073
33. [33]
  (33) Zhang, X. Q.; Chi, Z. G.; Xu, B. J.; Chen, C. J.; Zhou, X.; Zhang, Y.; Liu, S.W.; Xu, J. R. J. Mater. Chem. 2012, 22, 18505. doi: 10.1039/C2JM33140C(33) Zhang, X. Q.; Chi, Z. G.; Xu, B. J.; Chen, C. J.; Zhou, X.; Zhang, Y.; Liu, S.W.; Xu, J. R. J. Mater. Chem. 2012, 22, 18505. doi: 10.1039/C2JM33140C
34. [34]
  (34) Ouyang, M.; Yu, C. H.; Zhang, Y. J.; Hu, B.; Lü , X. J.; Sun, J.W.; Zhang, C. Acta Phys. -Chim. Sin. 2012, 28, 2944. [欧阳密, 俞春辉, 张玉建, 胡彬, 吕晓静, 孙璟玮, 张诚. 物理化学学报, 2012, 28, 2944.] doi: 10.3866/PKU.WHXB201208012(34) Ouyang, M.; Yu, C. H.; Zhang, Y. J.; Hu, B.; Lü , X. J.; Sun, J.W.; Zhang, C. Acta Phys. -Chim. Sin. 2012, 28, 2944. [欧阳密, 俞春辉, 张玉建, 胡彬, 吕晓静, 孙璟玮, 张诚. 物理化学学报, 2012, 28, 2944.] doi: 10.3866/PKU.WHXB201208012
35. [35]
  (35) Zhang, Y. J.; Zhuang, G. L.; Ouyang, M.; Hu, B.; Song, Q. B.; Sun, J.W.; Zhang, C.; Gu, C.; Xu, Y. X.; Ma, Y. G. Dyes Pigments 2013, 98, 486. doi: 10.1016/j.dyepig.2013.03.017(35) Zhang, Y. J.; Zhuang, G. L.; Ouyang, M.; Hu, B.; Song, Q. B.; Sun, J.W.; Zhang, C.; Gu, C.; Xu, Y. X.; Ma, Y. G. Dyes Pigments 2013, 98, 486. doi: 10.1016/j.dyepig.2013.03.017
36. [36]
  (36) Song, Q. B.; Wang, Y. S.; Zhang, Y. J.; Sun, J.W.; Zhang, C.New J. Chem. 2015, 39, 659. doi: 10.1039/C4NJ01492H(36) Song, Q. B.; Wang, Y. S.; Zhang, Y. J.; Sun, J.W.; Zhang, C.New J. Chem. 2015, 39, 659. doi: 10.1039/C4NJ01492H
37. [37]
  (37) Li, H. Y.; Zhang, X. Q.; Chi, Z. G.; Xu, B. J.; Zhou, W.; Liu, S.W.; Zhang, Y.; Xu, J. R. Org. Lett. 2011, 13, 556. doi: 10.1021/ol102872x(37) Li, H. Y.; Zhang, X. Q.; Chi, Z. G.; Xu, B. J.; Zhou, W.; Liu, S.W.; Zhang, Y.; Xu, J. R. Org. Lett. 2011, 13, 556. doi: 10.1021/ol102872x
38. [38]
  (38) Zhang, Y. J.; Sun, J.W.; Zhuang, G. L.; Ouyang, M.; Yu, Z.W.; Cao, F.; Pan, G. X.; Tang, P. S.; Zhang, C.; Ma, Y. G.J. Mater. Chem. C 2014, 2, 195. doi: 10.1039/C3TC31416B(38) Zhang, Y. J.; Sun, J.W.; Zhuang, G. L.; Ouyang, M.; Yu, Z.W.; Cao, F.; Pan, G. X.; Tang, P. S.; Zhang, C.; Ma, Y. G.J. Mater. Chem. C 2014, 2, 195. doi: 10.1039/C3TC31416B
39. [39]
  (39) Bernard, V. Molecular Fluorescence: Principles and Applications; WCH:Weinheim, Germany, 2001; p 54.(39) Bernard, V. Molecular Fluorescence: Principles and Applications; WCH:Weinheim, Germany, 2001; p 54.
40. [40]
  (40) Yamaguchi, S.; Shirasaka, T.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2002, 124, 8816. doi: 10.1021/ja026689k(40) Yamaguchi, S.; Shirasaka, T.; Akiyama, S.; Tamao, K. J. Am. Chem. Soc. 2002, 124, 8816. doi: 10.1021/ja026689k
41. [41]
  (41) Sun, H. T.; Tian, X. H.; Yuan, Y. Z.; Sun, J. Y.; Sun, Z. R.; Zhuo, X. L. Acta Phys. -Chim. Sin. 2011, 27, 1847. [孙海涛, 田晓慧, 元以中, 孙金煜, 孙真荣, 卓小玲. 物理化学学报, 2011, 27, 1847.] doi: 10.1039/C3TC31416B(41) Sun, H. T.; Tian, X. H.; Yuan, Y. Z.; Sun, J. Y.; Sun, Z. R.; Zhuo, X. L. Acta Phys. -Chim. Sin. 2011, 27, 1847. [孙海涛, 田晓慧, 元以中, 孙金煜, 孙真荣, 卓小玲. 物理化学学报, 2011, 27, 1847.] doi: 10.1039/C3TC31416B

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沈阳化工大学材料科学与工程学院沈阳 110142

有机荧光分子2-氰基-3-(3,4-二甲氧基苯基)-2-丙烯酰胺的可逆压致变色和质子刺激响应性能

通讯作者: 张诚, 张玉建; 张诚, 张玉建

English

Reversible Piezochromism and Protonation Stimuli-Response of (Z)-2-Cyano-3-(3,4-dimethoxyphenyl)acrylamide

Corresponding author: 张诚, 张玉建; 张诚, 张玉建

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有机荧光分子2-氰基-3-(3,4-二甲氧基苯基)-2-丙烯酰胺的可逆压致变色和质子刺激响应性能

通讯作者: 张诚, 张玉建; 张诚, 张玉建

English

Reversible Piezochromism and Protonation Stimuli-Response of (Z)-2-Cyano-3-(3,4-dimethoxyphenyl)acrylamide

Corresponding author: 张诚, 张玉建; 张诚, 张玉建

CCS Chemistry：嵌段共聚物自组装成 “三明治”二维有机材料，实现纳米级压力传感功能

CCS Chemistry：颜徐州、鲍哲南： 你的皮肤可能是一片SPMs

CCS Chemistry：工作高效不疲劳，只须让催化剂动起来

CCS Chemistry：静电组装导向聚合- 聚电解质纳米凝胶量化制备新策略

CCS Chemistry：金黄色葡萄球菌醛基脱氢酶是如何识别特异性底物的？

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