294
T. Mutai
29. Mutai, T., Satou, H., Araki, K.: Reproducible on-off switching of solid-state luminescence
by controlling molecular packing through heat-mode interconversion. Nat. Mater. 4, 685–687
(2005)
30. Zhang, H.Y., Zhang, Z.L., Ye, K.Q., Zhang, J.Y., Wang, Y.: Organic crystals with tunable
emission colors based on a single organic molecule and different molecular packing structures.
Adv. Mater. 18, 2369–2372 (2006)
31. Gu, X., Yao, J., Zhang, G., Yan, Y., Zhang, C., Peng, Q., Liao, Q., Wu, Y., Xu, Z., Zhao, Y., Fu, H.,
Zhang, D.: Polymorphism-dependent emission for Di(p-methoxylphenyl)dibenzofulvene and
analogues: optical waveguide/amplified spontaneous emission behaviors. Adv. Funct. Mater.
22, 4862–4872 (2012)
32. See for example, (a) Krishna, G.R., Kiran, M.S.R.N., Fraser, C.L., Ramamurty, U., Reddy,
C.M.: The relationship of solid-state plasticity to mechanochromic luminescence in difluoroboron avobenzone polymorphs. Adv. Funct. Mater. 23, 1422–1430 (2013); (b) Mikhlina,
Y.A., Bolotin, B.M., Kuz’mina, L.G.: Relationship between the structure and luminescent
properties for two crystal modifications of N-butyl-2-cyano-3-[4-(dimethylamino)phenyl]2-propenamide. Crystallogr. Rep. 58, 687–691 (2013); (c) Abe, Y., Karasawa, S., Koga,
N.: Crystal structures and emitting properties of trifluoromethylaminoquinoline derivatives: thermal single-crystal-to-single-crystal transformation of polymorphic crystals that
emit different colors. Chem. -Eur. J. 18, 15038–15048 (2012); (d) Abe, Y., Karasawa,
S., Koga, N.: Crystal structures and emitting properties of trifluoromethylaminoquinoline derivatives: thermal single-crystal-to-single-crystal transformation of polymorphic crystals that emit different colors. Chem. Eur. J. 18, 15038–15048 (2012); (e) Kohmoto, S.,
Tsuyuki, R., Masu, H., Azumaya, I., Kishikawa, K.: Polymorphism-dependent fluorescence of
9,10-bis(pentafluorobenzoyloxy)anthracene. Tetrahedron Lett. 49, 39–43 (2008)
33. Konoshima, H., Nagao, S., Kiyota, I., Amimoto, K., Yamamoto, N., Sekine, M., Nakata, M.,
Furukawa, K., Sekiya, H.: Excited-state intramolecular proton transfer and charge transfer
in 2-(2 -hydroxyphenyl)benzimidazole crystals studied by polymorphs-selected electronic
spectroscopy. Phys. Chem. Chem. Phys. 14, 16448–16457 (2012)
34. Dong, Y., Xu, B., Zhang, J., Tan, X., Wang, L., Chen, J., Lv, H., Wen, S., Li, B., Ye, L., Zou,
B., Tian, W.: Piezochromic luminescence based on the molecular aggregation of 9,10-Bis((E)2-(pyrid-2-yl)vinyl)anthracene. Angew. Chem. Int. Ed. 51, 10782–10785 (2012)
35. Luo, X., Zhao, W., Shi, J., Li, C., Liu, Z., Bo, Z., Dong, Y.Q., Tang, B.Z.: Reversible
switching emissions of tetraphenylethene derivatives among multiple colors with solvent vapor,
mechanical, and thermal stimuli. J. Phys. Chem. C 116, 21967–21972 (2012)
36. Douhal, A., Lahmani, F., Zewail, A.H.: Proton-transfer reaction dynamics. Chem. Phys. 207,
477–498 (1996)
37. Barbatti, M., Aquino, A.J.A., Lischka, H., Schriever, C., Lochbrunner, S., Riedle, E.: Ultrafast
internal conversion pathway and mechanism in 2-(2 -hydroxyphenyl)benzothiazole: a case
study for excited-state intramolecular proton transfer systems. Phys. Chem. Chem. Phys. 11,
1406–1415 (2009)
38. Lochbrunner, S., Schultz, T., Schmitt, M., Shaffer, J.P., Zgierski, M.Z., Stolow, A.: Dynamics
of excited-state proton transfer systems via time-resolved photoelectron spectroscopy. J. Chem.
Phys. 114, 2519–2522 (2001)
39. Ormson, S.M., Brown, R.G.: Excited state intramolecular proton transfer part 1: ESIPT to
nitrogen. Prog. React. Kinet. 19, 45–91 (1994)
40. Furukawa, K., Yamamoto, N., Nakabayashi, T., Ohta, N., Amimoto, K., Sekiya, H.: Changes
in the electric dipole moments and molecular polarizabilities of enol and keto forms of 2-(2’hydroxyphenyl)benzimidazole along the proton transfer reaction path in a PMMA film. Chem.
Phys. Lett. 539–540, 45–49 (2012)
41. Tsai, H.H.G., Sun, H.L.S., Tan, C.J.: TD-DFT study of the excited-state potential energy
surfaces of 2-(2’-hydroxyphenyl)benzimidazole and its amino derivatives. J. Phys. Chem. A
114, 4065–4079 (2010)
42. Henary, M.M., Wu, Y.G., Cody, J., Sumalekshmy, S., Li, J., Mandal, S., Fahrni, C.J.: Excitedstate intramolecular proton transfer in 2-(2’-arylsulfonamidophenyl)benzimidazole derivatives:
The effect of donor and acceptor substituents. J. Org. Chem. 72, 4784–4797 (2007)
T. Mutai
29. Mutai, T., Satou, H., Araki, K.: Reproducible on-off switching of solid-state luminescence
by controlling molecular packing through heat-mode interconversion. Nat. Mater. 4, 685–687
(2005)
30. Zhang, H.Y., Zhang, Z.L., Ye, K.Q., Zhang, J.Y., Wang, Y.: Organic crystals with tunable
emission colors based on a single organic molecule and different molecular packing structures.
Adv. Mater. 18, 2369–2372 (2006)
31. Gu, X., Yao, J., Zhang, G., Yan, Y., Zhang, C., Peng, Q., Liao, Q., Wu, Y., Xu, Z., Zhao, Y., Fu, H.,
Zhang, D.: Polymorphism-dependent emission for Di(p-methoxylphenyl)dibenzofulvene and
analogues: optical waveguide/amplified spontaneous emission behaviors. Adv. Funct. Mater.
22, 4862–4872 (2012)
32. See for example, (a) Krishna, G.R., Kiran, M.S.R.N., Fraser, C.L., Ramamurty, U., Reddy,
C.M.: The relationship of solid-state plasticity to mechanochromic luminescence in difluoroboron avobenzone polymorphs. Adv. Funct. Mater. 23, 1422–1430 (2013); (b) Mikhlina,
Y.A., Bolotin, B.M., Kuz’mina, L.G.: Relationship between the structure and luminescent
properties for two crystal modifications of N-butyl-2-cyano-3-[4-(dimethylamino)phenyl]2-propenamide. Crystallogr. Rep. 58, 687–691 (2013); (c) Abe, Y., Karasawa, S., Koga,
N.: Crystal structures and emitting properties of trifluoromethylaminoquinoline derivatives: thermal single-crystal-to-single-crystal transformation of polymorphic crystals that
emit different colors. Chem. -Eur. J. 18, 15038–15048 (2012); (d) Abe, Y., Karasawa,
S., Koga, N.: Crystal structures and emitting properties of trifluoromethylaminoquinoline derivatives: thermal single-crystal-to-single-crystal transformation of polymorphic crystals that emit different colors. Chem. Eur. J. 18, 15038–15048 (2012); (e) Kohmoto, S.,
Tsuyuki, R., Masu, H., Azumaya, I., Kishikawa, K.: Polymorphism-dependent fluorescence of
9,10-bis(pentafluorobenzoyloxy)anthracene. Tetrahedron Lett. 49, 39–43 (2008)
33. Konoshima, H., Nagao, S., Kiyota, I., Amimoto, K., Yamamoto, N., Sekine, M., Nakata, M.,
Furukawa, K., Sekiya, H.: Excited-state intramolecular proton transfer and charge transfer
in 2-(2 -hydroxyphenyl)benzimidazole crystals studied by polymorphs-selected electronic
spectroscopy. Phys. Chem. Chem. Phys. 14, 16448–16457 (2012)
34. Dong, Y., Xu, B., Zhang, J., Tan, X., Wang, L., Chen, J., Lv, H., Wen, S., Li, B., Ye, L., Zou,
B., Tian, W.: Piezochromic luminescence based on the molecular aggregation of 9,10-Bis((E)2-(pyrid-2-yl)vinyl)anthracene. Angew. Chem. Int. Ed. 51, 10782–10785 (2012)
35. Luo, X., Zhao, W., Shi, J., Li, C., Liu, Z., Bo, Z., Dong, Y.Q., Tang, B.Z.: Reversible
switching emissions of tetraphenylethene derivatives among multiple colors with solvent vapor,
mechanical, and thermal stimuli. J. Phys. Chem. C 116, 21967–21972 (2012)
36. Douhal, A., Lahmani, F., Zewail, A.H.: Proton-transfer reaction dynamics. Chem. Phys. 207,
477–498 (1996)
37. Barbatti, M., Aquino, A.J.A., Lischka, H., Schriever, C., Lochbrunner, S., Riedle, E.: Ultrafast
internal conversion pathway and mechanism in 2-(2 -hydroxyphenyl)benzothiazole: a case
study for excited-state intramolecular proton transfer systems. Phys. Chem. Chem. Phys. 11,
1406–1415 (2009)
38. Lochbrunner, S., Schultz, T., Schmitt, M., Shaffer, J.P., Zgierski, M.Z., Stolow, A.: Dynamics
of excited-state proton transfer systems via time-resolved photoelectron spectroscopy. J. Chem.
Phys. 114, 2519–2522 (2001)
39. Ormson, S.M., Brown, R.G.: Excited state intramolecular proton transfer part 1: ESIPT to
nitrogen. Prog. React. Kinet. 19, 45–91 (1994)
40. Furukawa, K., Yamamoto, N., Nakabayashi, T., Ohta, N., Amimoto, K., Sekiya, H.: Changes
in the electric dipole moments and molecular polarizabilities of enol and keto forms of 2-(2’hydroxyphenyl)benzimidazole along the proton transfer reaction path in a PMMA film. Chem.
Phys. Lett. 539–540, 45–49 (2012)
41. Tsai, H.H.G., Sun, H.L.S., Tan, C.J.: TD-DFT study of the excited-state potential energy
surfaces of 2-(2’-hydroxyphenyl)benzimidazole and its amino derivatives. J. Phys. Chem. A
114, 4065–4079 (2010)
42. Henary, M.M., Wu, Y.G., Cody, J., Sumalekshmy, S., Li, J., Mandal, S., Fahrni, C.J.: Excitedstate intramolecular proton transfer in 2-(2’-arylsulfonamidophenyl)benzimidazole derivatives:
The effect of donor and acceptor substituents. J. Org. Chem. 72, 4784–4797 (2007)