Synthesis, absorption and luminescence of a new series of soluble distyrylbenzenes featuring cyano substituents at the peripheral rings

European Journal of Organic Chemistry

Volumn , Issue 2, 2001, Pages 293-302

  Schweikart, Karl Heinz ^a   Hanack, Michael ^a   Lüer, Larry ^a   Oelkrug, Dieter ^a  

^a UNIVERSITY OF TÜBINGEN   (Germany)

Author keywords

Luminescence; Molecular devices; Oligomers; Substituent effects; Wittig reactions

Indexed keywords

BENZENE DERIVATIVE; DISTYRYLBENZENE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL STRUCTURE; DRUG ABSORPTION; INFRARED SPECTROMETRY; LUMINESCENCE; OPTICS; SOLUBILITY; STRUCTURE ANALYSIS; SYNTHESIS; ULTRAVIOLET SPECTROSCOPY;

EID: 0035139028     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200101)2001:2<293::AID-EJOC293>3.0.CO;2-N     Document Type: Article

References (49)

1. J. H. Burroughes, D. D. C. Bradley, A. R. Brown, R. N. Marks, K. Mackay, R. H. Friend, P. L. Burn, A. B. Holmes, Nature 1990, 347, 539-541.
2. A. Kraft, A. C. Grimsdale, A. B. Holmes, Angew. Chem. 1998, 110, 416-443;
3. A. Kraft, A. C. Grimsdale, A. B. Holmes, Angew. Chem. Int. Ed. 1998, 37, 402-428.
4. J. L. Segura, Acta Polym. 1998, 49, 319-344.
5. C. H. Chen, J. Shi, C. W. Tang, Macromol. Symp. 1997, 125, 1-48.
6. J. Salbeck, Ber. Bunsenges. Phys. Chem. 1996, 100, 1667-1677.
7. [6a] J. L. Brédas, A. J. Heeger, Chem. Phys. Lett. 1994, 217, 507-512.
8. [6b] J. Cornil, D. A. dos Santos, D. Beljonne, J. L. Brédas, J. Phys. Chem. 1995, 99, 5604-5611.
9. N. C. Greenham, S. C. Moratti, D. D. C. Bradley, R. H. Friend, A. B. Holmes, Nature 1993, 365, 628-630.
10. [8a] D. R. Baigent, N. C. Greenham, J. Grüner, R. N. Marks, R. H. Friend, S. C. Moratti, A. B. Holmes, Synth. Met. 1994, 67, 3-10.
11. [8b] I. D. W. Samuel, G. Rumbles, C. J. Collison, B. Crystall, S. C. Moratti, A. B. Holmes, Synth. Met. 1996, 76, 15-18.
12. [8c] G. Rumbles, I. D. W. Samuel, C. J. Collison, P. F. Miller, S. C. Moratti, A. B. Holmes, Synth. Met. 1999, 101, 158-161.
13. [8d] Z. Peng, M. E. Galvin, Chem. Mater. 1998, 10, 1785-1788.
14. [8e] S. C. Moratti, R. Cervini, A. B. Holmes, D. R. Baigent, R. H. Friend, N. C. Greenham, J. Grüner, P. J. Hamer, Synth. Met. 1995, 71, 2117-2120.
15. [8f] D. R. Baigent, P. J. Hamer, R. H. Friend, S. C. Moratti, A. B. Holmes, Synth. Met. 1995, 71, 2175-2176.
16. [8g] D. R. Baigent, A. B. Holmes, S. C. Moratti, R. H. Friend, Synth. Met. 1996, 80, 119-124.
17. [8h] M. Hanack, J. L. Segura, H. Spreitzer, Adv. Mater. 1996, 8, 663-666.
18. [8i] M. Hohloch, J. L. Segura, S. E. Döttinger, D. Hohnholz, E. Steinhuber, H. Spreitzer, M. Hanack, Synth. Met. 1997, 84, 319-322.
19. [8j] F. Lange, D. Hohnholz, M. Leuze, H. Ryu, M. Hohloch, R. Freudenmann, M. Hanack, Synth. Met. 1999, 101, 652-653.
20. [8k] B. Jiang, S. Yang, R. Niver, W. E. Jones, Jr., Synth. Met. 1998, 94, 205-210.
21. [9a] R. E. Gill, P. F. van Hutten, A. Meetsma, G. Hadziioannou, Chem. Mater. 1996, 8, 1341-1346.
22. [9b] R. E. Gill, A. Hilberer, P. F. van Hutten, G. Berentschot, M. P. L. Werts, A. Meetsma, J.-C. Wittmann, G. Hadziioannou, Synth. Met. 1997, 84, 637-638.
23. [9c] P. F. van Hutten, H.-J. Brouwer, V. V. Krasnikov, L. Ouali, U. Stalmach, G. Hadziioannou, Synth. Met. 1999, 102, 1443-1446.
24. [9d] E. Birckner, U.-W. Grummt, H. Rost, A. Hartmann, S. Pfeiffer, H. Tillmann, H.-H. Hörhold, J. Fluorecscence 1998, 8, 73-80.
25. [9e] H. Tillmann, H.-H. Hörhold, Synth. Met. 1999, 101, 138-139.
26. [9f] C. Former, G. Klärner, M. Wagner, K. Müllen, J. Prakt. Chem. 1998, 340, 367-374.
27. [10a] S. E. Döttinger, M. Hohloch, D. Hohnholz, J. L. Segura, E. Steinhuber, M. Hanack, Synth. Met. 1997, 84, 267-268.
28. [10b] S. E. Döttinger, M. Hohloch, J. L. Segura, E. Steinhuber, M. Hanack, A. Tompert, D. Oelkrug, Adv. Mater. 1997, 9, 233-236.
29. [10c] M. Hohloch, C. Maichle-Mössmer, M. Hanack, Chem. Mater. 1998, 10, 1327-1332.
30. [10d] D. Oelkrug, A. Tompert, H.-J. Egelhaaf, M. Hanack, E. Steinhuber, M. Hohloch, H. Meier, U. Stalmach, Synth. Met. 1996, 83, 231-237.
31. [10e] J. L. Segura, N. Martin, M. Hanack, Eur. J. Org. Chem. 1999, 643-651.
32. [10f] P. Martinez-Ruiz, B. Behnisch, K.-H. Schweikart, M. Hanack, L. Lüer, D. Oelkrug, Chem. Eur. J. 2000, 6, 1294-1301.
33. [10g] B. Behnisch, P. Martinez-Ruiz, K.-H. Schweikart, M. Hanack, Eur. J. Org. Chem. 2000, 2541-2549.
34. [11a] J.-J. Kim, S.-W. Kang, D.-H. Hwang, H.-K. Shim, Synth. Met. 1993, 57, 4024-4028.
35. [11b] H.-K. Shim, S.-W. Kang, D.-H. Hwang, Bull. Korean Chem. Soc. 1993, 14, 43-47.
36. [11c] P. M. Lahti, A. Sarker, R. O. Garay, R. W. Lenz, F. E. Karasz, Polymer 1994, 35, 1312-1316.
37. [11d] R. Erckel, H. Frühbeis, Z. Naturforsch. 1982, 37b, 1472-1480.
38. [11e] E. Aminaka, T. Tsutsui, S. Saito, Jpn. J. Appl. Phys. 1994, 33, 1061-1068.
39. [11f] E. Aminaka, T. Tsutsui, S. Saito, Synth. Met. 1995, 71, 2009-2010.
40. A. W. van der Made, R. H. van der Made, J. Org. Chem. 1993, 58, 1262-1263.
41. K. Friedrich, H.-G. Henning, Chem. Ber. 1959, 92, 2756-2760.
42. L. Fitjer, U. Quabeck, Synth. Commun. 1985, 15, 855-864.
43. K. T. Potts, E. B. Walsh, J. Org. Chem. 1984, 49, 4099-4101.
44. T. Goto, M. Saito, Bull. Chem. Soc. Jpn. 1990, 63, 1160-1167.
45. L. S. Chen, G. J. Chen, C. Tamborski, J. Organomet. Chem. 1981, 215, 281-291.
46. P. Swoboda, R. Saf, K. Hummel, F. Hofer, R. Czaputa, Macromolecules 1995, 28, 4255-4259.
47. Y. Shimura, T. Kawai, T. Minegishi, Synthesis 1993, 43-44.
48. D. Oelkrug, A. Tompert, J. Gierschner, H.-J. Egelhaaf, M. Hanack, M. Hohloch, E. Steinhuber, J. Phys. Chem. B 1998, 102, 1902-1907.
49. D. Hohnholz, K.-H. Schweikart, M. Hanack, Adv. Mater. 1999, 11, 646-649.