520
S. Okada et al.
7. Okada, S., Oikawa, H.: Reactions and orientational control of organic nanocrystals. In: Tamura,
R., Miyata, M. (eds.) Advances in Organic Crystal Chemistry, Comprehensive Reviews 2015,
pp. 485–501, Springer, Tokyo (2015)
8. Ahn, D.J., Kim, J.-M.: Fluorogenic polydiacetylene supramolecules: Immobilization,
micropatterning, and application to label-free chemosensors. Acc. Chem. Res. 41, 805–816
(2008)
9. Chen, X., Zhou, G., Peng, X., Yoon, J.: Biosensors and chemosensors based on the optical
responses of polydiacetylenes. Chem. Soc. Rev. 41, 4610–4630 (2012)
10. Sauteret, C., Hermann, J.-P., Frey, R., Pradère, F., Ducuing, J., Baughman, R.H., Chance, R.R.:
Optical nonlinearities in one-dimensional-conjugated polymer crystals. Phys. Rev. Lett. 36,
956–959 (1976)
11. Nakanishi, H., Mizutani, F., Kato, M., Hasumi, K.: Semiconducting single crystals of
polydiacetylenes. J. Polym. Sci., Polym. Lett. Ed. 21, 983–987 (1983)
12. Wegner, G.: Topochemical reactions of monomers with conjugated triple bonds. III. Solid-state
reactivity of derivatives of diphenyldiacetylene. J. Polym. Sci., Polym. Lett. Ed. 9, 133–144
(1971)
13. Baughman, R.H., Yee, K.C.: Solid-state polymerization of a cyclic diacetylene. J. Polym. Sci.,
Polym. Chem. Ed. 12, 2467–2475 (1974)
14. Nakanishi, H., Matsuda, H., Okada, S., Kato, M.: Preparation and nonlinear optical properties of novel polydiacetylenes. in: Saegusa T., Higashimura H., Abe A. (eds.) Frontiers of
Macromolecular Science, pp. 469–474, Blackwell, Oxford (1989)
15. Sarkar, A., Okada, S., Matsuzawa, H., Matsuda, H., Nakanishi, H.: Novel polydiacetylenes
for optical materials: Beyond the conventional polydiacetylenes. J. Mater. Chem. 10, 819–828
(2000)
16. Nakanishi, H., Matsuda, H., Okada, S., Kato, M.: Nonlinear optical properties of polydiacetylenes with conjugation between the main chain and the substituents, in Kobayashi T. (ed.)
Nonlinear Optics of Organics and Semiconductors, Springer Proceedings in Physics, vol. 36,
pp. 155–162, Springer, Berlin (1989)
17. Okada, S., Ohsugi, M., Masaki, A., Matsuda, H., Takaragi, S., Nakanishi, H.: Preparation and
nonlinear optical property of polydiacetylenes from unsymmetrical diphenylbutadiynes with
trifluoromethyl substituents. Mol. Cryst. Liq. Cryst. 183, 81–90 (1990)
18. Patel, G.N., Khanna, Y.P., Ivory, D.M., Sowa, J.M., Chance, R.R.: Polymer conversions in the
γ -ray polymerization of urethane-substituted diacetylenes. J. Polym. Sci., Polym. Phys. Ed.
17, 899–903 (1979)
19. Kim, W.H., Kodali, N.B., Kumar, J., Tripathy, S.K., Novel, A.: Soluble Poly(diacetylene)
Containing an Aromatic Substituent. Macromolecules 27, 1819–1824 (1994)
20. Sarkar, A., Okada, S., Nakanishi, H., Matsuda, H.: Polydiacetylenes from asymmetrically
substituted diacetylenes containing heteroaryl side groups for third-order nonlinear optical
properties. Macromolecules 31, 9174–9180 (1998)
21. Ishii, S., Kaneko, S., Tatewaki, Y., Okada, S.: Synthesis and solid-state polymerization of 4(dimethylamino)phenylbutadiyne derivatives and their charge-transfer complexes. Mol. Cryst.
Liq. Cryst. 580, 64–68 (2013)
22. Ikeshima, M., Katagiri, H., Fujiwara, W., Tokito, S., Okada, S.: Synthesis, crystal structures, and
solid-state polymerization of 8-[4-(dimethylamino)phenyl]octa-5,7-diynyl carbamates. Cryst.
Growth Des. 18, 5991–6000 (2018)
23. Ikeshima, M., Mamada, M., Katagiri, H., Minami, T., Okada, S., Tokito, S.: Synthesis and
solid-state polymerization of diacetylene derivatives with an N-carbazolylphenyl group. Bull.
Chem. Soc. Jpn. 88, 843–849 (2015)
24. Ikeshima, M., Mamada, M., Minami, T., Tokito, S., Okada, S.: Synthesis and solid-state polymerization of diacetylene derivatives directly substituted by a phenylcarbazole moiety. Polym.
J. 48, 1013–1018 (2016)
25. Okada, S., Matsuda, H., Otsuka, M., Kikuchi, N., Hayamizu, K., Nakanishi, H., Kato, M.:
Synthesis and solid-state polymerization of ω-(1,3-butadiynyl) substituted 1-alkanol and
alkanoic acid. Bull. Chem. Soc. Jpn. 67, 455–461 (1994)
S. Okada et al.
7. Okada, S., Oikawa, H.: Reactions and orientational control of organic nanocrystals. In: Tamura,
R., Miyata, M. (eds.) Advances in Organic Crystal Chemistry, Comprehensive Reviews 2015,
pp. 485–501, Springer, Tokyo (2015)
8. Ahn, D.J., Kim, J.-M.: Fluorogenic polydiacetylene supramolecules: Immobilization,
micropatterning, and application to label-free chemosensors. Acc. Chem. Res. 41, 805–816
(2008)
9. Chen, X., Zhou, G., Peng, X., Yoon, J.: Biosensors and chemosensors based on the optical
responses of polydiacetylenes. Chem. Soc. Rev. 41, 4610–4630 (2012)
10. Sauteret, C., Hermann, J.-P., Frey, R., Pradère, F., Ducuing, J., Baughman, R.H., Chance, R.R.:
Optical nonlinearities in one-dimensional-conjugated polymer crystals. Phys. Rev. Lett. 36,
956–959 (1976)
11. Nakanishi, H., Mizutani, F., Kato, M., Hasumi, K.: Semiconducting single crystals of
polydiacetylenes. J. Polym. Sci., Polym. Lett. Ed. 21, 983–987 (1983)
12. Wegner, G.: Topochemical reactions of monomers with conjugated triple bonds. III. Solid-state
reactivity of derivatives of diphenyldiacetylene. J. Polym. Sci., Polym. Lett. Ed. 9, 133–144
(1971)
13. Baughman, R.H., Yee, K.C.: Solid-state polymerization of a cyclic diacetylene. J. Polym. Sci.,
Polym. Chem. Ed. 12, 2467–2475 (1974)
14. Nakanishi, H., Matsuda, H., Okada, S., Kato, M.: Preparation and nonlinear optical properties of novel polydiacetylenes. in: Saegusa T., Higashimura H., Abe A. (eds.) Frontiers of
Macromolecular Science, pp. 469–474, Blackwell, Oxford (1989)
15. Sarkar, A., Okada, S., Matsuzawa, H., Matsuda, H., Nakanishi, H.: Novel polydiacetylenes
for optical materials: Beyond the conventional polydiacetylenes. J. Mater. Chem. 10, 819–828
(2000)
16. Nakanishi, H., Matsuda, H., Okada, S., Kato, M.: Nonlinear optical properties of polydiacetylenes with conjugation between the main chain and the substituents, in Kobayashi T. (ed.)
Nonlinear Optics of Organics and Semiconductors, Springer Proceedings in Physics, vol. 36,
pp. 155–162, Springer, Berlin (1989)
17. Okada, S., Ohsugi, M., Masaki, A., Matsuda, H., Takaragi, S., Nakanishi, H.: Preparation and
nonlinear optical property of polydiacetylenes from unsymmetrical diphenylbutadiynes with
trifluoromethyl substituents. Mol. Cryst. Liq. Cryst. 183, 81–90 (1990)
18. Patel, G.N., Khanna, Y.P., Ivory, D.M., Sowa, J.M., Chance, R.R.: Polymer conversions in the
γ -ray polymerization of urethane-substituted diacetylenes. J. Polym. Sci., Polym. Phys. Ed.
17, 899–903 (1979)
19. Kim, W.H., Kodali, N.B., Kumar, J., Tripathy, S.K., Novel, A.: Soluble Poly(diacetylene)
Containing an Aromatic Substituent. Macromolecules 27, 1819–1824 (1994)
20. Sarkar, A., Okada, S., Nakanishi, H., Matsuda, H.: Polydiacetylenes from asymmetrically
substituted diacetylenes containing heteroaryl side groups for third-order nonlinear optical
properties. Macromolecules 31, 9174–9180 (1998)
21. Ishii, S., Kaneko, S., Tatewaki, Y., Okada, S.: Synthesis and solid-state polymerization of 4(dimethylamino)phenylbutadiyne derivatives and their charge-transfer complexes. Mol. Cryst.
Liq. Cryst. 580, 64–68 (2013)
22. Ikeshima, M., Katagiri, H., Fujiwara, W., Tokito, S., Okada, S.: Synthesis, crystal structures, and
solid-state polymerization of 8-[4-(dimethylamino)phenyl]octa-5,7-diynyl carbamates. Cryst.
Growth Des. 18, 5991–6000 (2018)
23. Ikeshima, M., Mamada, M., Katagiri, H., Minami, T., Okada, S., Tokito, S.: Synthesis and
solid-state polymerization of diacetylene derivatives with an N-carbazolylphenyl group. Bull.
Chem. Soc. Jpn. 88, 843–849 (2015)
24. Ikeshima, M., Mamada, M., Minami, T., Tokito, S., Okada, S.: Synthesis and solid-state polymerization of diacetylene derivatives directly substituted by a phenylcarbazole moiety. Polym.
J. 48, 1013–1018 (2016)
25. Okada, S., Matsuda, H., Otsuka, M., Kikuchi, N., Hayamizu, K., Nakanishi, H., Kato, M.:
Synthesis and solid-state polymerization of ω-(1,3-butadiynyl) substituted 1-alkanol and
alkanoic acid. Bull. Chem. Soc. Jpn. 67, 455–461 (1994)