Synthesis of New Donor-Acceptor Norbornadiene Derivatives

Chemistry Letters

Volumn 32, Issue 8, 2003, Pages 754-755

  Nagai, Takabumi ^a   Takahashi, Ikuko ^a   Nishikubo, Tadatomi ^b  

^a Daikin Environ Laboratory Ltd   (Japan)

^b KANAGAWA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ACETYLENE DERIVATIVE; ALKANE DERIVATIVE; ALKENE DERIVATIVE; NORBORNADIENE DERIVATIVE;

ABSORPTION; ARTICLE; DIELS ALDER REACTION; ELECTRON; ISOMERISM; SYNTHESIS; TEMPERATURE;

EID: 0242636309     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2003.754     Document Type: Article

References (16)

1. R. R. Hautala, R. B. King, and C. Kutal, "Solar Energy," Hamana, Clifton, NJ (1979), p 333.
2. a) S. Morino, T. Watanabe, Y. Magaya, and K. Horie, J. Photopolym. Sci. Technol., 7, 121 (1994).
3. b) Y. Kato, H. Muta, S. Takahashi, K. Horie, and T. Nagai, Polym. J., 33, 868 (2001), and references cited therein.
4. a) S. Miki, Y. Asako, and Z. Yoshida, Chem. Lett., 1987, 195.
5. b) T. Nagai, K. Fujii, I. Takahashi, and M. Shimada, Bull. Chem. Soc. Jpn., 74, 1673 (2001), and references cited therein.
6. T. Nagai, M. Shimada, Y. Ono, and T. Nishikubo, Macromolecules, 36, 1786 (2003), and references cited therein.
7. C. Morel-Fourrier, J.-P. Dulcere, and M. Santelli, J. Am. Chem. Soc., 113, 8062 (1991).
8. a) D. D. Faulk and A. Fry, J. Org. Chem., 35, 364 (1970).
9. b) J. Mathew, J. Org. Chem., 56, 713 (1991).
10. G. Gowda and T. B. H. McMurry, J. Chem. Soc., Perkin Trans. 1, 1979, 274.
11. a) A. Ikeda, A. Kameyama, T. Nishikubo, and T. Nagai, Macromolecules, 34, 1786 (2001).
12. b) Y. Konno, A. Kameyama, T. Nishikubo, and T. Nagai, J. Polym. Sci., Part A: Polym. Chem., 39, 2683 (2001).
13. A. Tsubata, T. Uchiyama, A. Kameyama, and T. Nishikubo, Macromolecules, 30, 5649 (1997), and references cited therein.
14. Preparation of PMMA solid film: A solution of NBDs (10 mg) and PMMA (250 mg) in chloroform (2 mL) was cast on a quartz plate. Then, the quartz plate-cast film was dried in vacuo at 80°C for 15 h. Examination of the durability: The experiment was performed under argon atmosphere. Initially, the polymer film was irradiated by a 500-W xenon lamp (Ushio Electric Co., UI-502Q) until the disappearance of the absorbance of the absorption maxima. Then, the film containing the corresponding QC moieties was heated on a hot plate until the reversion of the absorbance of the NBD moieties (4 or 14: irradiated for 10 min, then heated at 120°C for 30 min; 3: irradiated for 10 min, then heated at 130°C for 40 min.).
15. H. Taoda, K. Hayakawa, and K. Kawase, J. Chem. Eng. Jpn., 20, 335 (1987).
16. max of the NBDs on the 1st and nth cycles of reactions, respectively.