Exploring the route to 1,3,5-triazine-2,4,6-triisocyanate (C 6N6O3), a hydrogen-free molecular precursor for polymeric C-N-(O) materials

European Journal of Inorganic Chemistry

Volumn , Issue 34, 2012, Pages 5649-5657

  Schmidt, Carsten Ludwig ^a   Jansen, Martin ^a  

^a MAX PLANCK INSTITUT FÜR FESTKÖRPERFORSCHUNG   (Germany)

Author keywords

Isocyanates; Nitrogen heterocycles; Oligomerization; Polymers; Structure elucidation

Indexed keywords

CRYSTAL STRUCTURE; OLIGOMERS; REACTION INTERMEDIATES; TEMPERATURE;

CRYSTALS STRUCTURES; HIGHEST TEMPERATURE; ISOCYANATE; MOLECULAR PRECURSOR; NITROGEN HETEROCYCLES; OLIGOMERIZATIONS; REACTION SEQUENCES; SPECTROSCOPIC METHOD; STRUCTURE ELUCIDATION; THERMAL METHODS;

POTASSIUM HYDROXIDE;

EID: 84870202707     PISSN: 14341948     EISSN: 10990682     Source Type: Journal    
DOI: 10.1002/ejic.201200783     Document Type: Article

References (54)

1. R. P. Tiger, L. I. Sarynina, S. G. Entelis, Russ. Chem. Rev. 1972, 41, 774-785.
2. A. J. Bur, L. J. Fetters, Chem. Rev. 1976, 76, 727-746.
3. V. A. Pankratov, Russ. Chem. Rev. 1993, 62, 1119-1138.
4. R. Riedel, E. Kroke, A. Greiner, A. O. Gabriel, L. Ruwisch, J. Nicolich, P. Kroll, Chem. Mater. 1998, 10, 2964-2979.
5. P. Kroll, R. Hoffmann, J. Am. Chem. Soc. 1999, 121, 4696-4703.
6. B. V. Lotsch, M. Döblinger, J. Sehnert, L. Seyfarth, J. Senker, O. Oeckler, W. Schnick, Chem. Eur. J. 2007, 13, 4969-4980.
7. M. Döblinger, B. V. Lotsch, J. Wack, J. Thun, J. Senker, W. Schnick, Chem. Commun. 2009, 1541-1543.
8. E. C. Franklin, in: The Nitrogen System of Compounds, American Chemical Society Monograph, No. 68, Reinhold Publishing Corporation, New York City, 1935.
9. E. C. Franklin, J. Am. Chem. Soc. 1922, 44, 486-509.
10. Y. Wang, X. Wang, M. Antonietti, Angew. Chem. Int. Ed. 2012, 51, 68-89.
11. Y. Wang, X. Wang, M. Antonietti, Angew. Chem. 2012, 124, 70-92.
12. Y. Zhang, T. Mori, J. Ye, Sci. Adv. Mater. 2012, 4, 282-291.
13. D. Mitoraj, H. Kisch, Angew. Chem. 2008, 120, 9975-9978.
14. D. Mitoraj, H. Kisch, Angew. Chem. Int. Ed. 2008, 47, 10123-10124.
15. W. Schnick, Angew. Chem. 1993, 105, 1649; Angew. Chem. Int. Ed. Engl. 1993, 32, 1580-1581.
16. W. Schnick, Angew. Chem. 1993, 105, 1649-1650.
17. A. K. Sharma, J. Narayan, Int. Mater. Rev. 1997, 42, 137-154.
18. E. G. Wang, Prog. Mater. Sci. 1997, 41, 241-298.
19. M. J. Yacaman, J. M. Gil, F. J. M. Gil, M. Sarikaya, M. X. Quian, Mater. Chem. Phys. 1997, 47, 109-117.
20. J. V. Badding, Adv. Mater. 1997, 9, 877-886.
21. B. L. Korsunskii, V. I. Pepekin, Russ. Chem. Rev. 1997, 66, 901-911.
22. S. Muhl, J. M. Mendez, Diamond Relat. Mater. 1999, 8, 1809-1830.
23. J. C. Sung, New Diamond Front. Carbon Technol. 2002, 12, 47.
24. I. Widlow, Y. W. Chung, Int. Mater. Rev. 2002, 47, 153-167.
25. E. Kroke, M. Schwarz, Coord. Chem. Rev. 2004, 248, 493-532.
26. G. Goglio, D. Foy, G. Demazeau, Mater. Sci. Eng. R 2008, 58, 195-227.
27. A. Thomas, A. Fischer, F. Goettmann, M. Antonietti, J.-O. Müller, R. Schlögl, J. M. Carlsson, J. Mater. Chem. 2008, 18, 4893-4908.
28. A. V. Semencha, L. N. Blinov, Glass Phys. Chem. 2010, 36, 199-208.
29. C. L. Schmidt, PhD Thesis, University of Stuttgart, Germany, 2009 (http://elib.uni-stuttgart.de/opus/volltexte/2009/4757/).
30. S. J. Makowski, M. Hörmannsdorfer, W. Schnick, Z. Anorg. Allg. Chem. 2010, 636, 2584-2588.
31. C. L. Schmidt, D. Fischer, H.-J. Himmel, R. Köppe, H. Schnöckel, M. Jansen, Z. Anorg. Allg. Chem. 2009, 635, 1172-1178.
32. C. L. Schmidt, M. Jansen, J. Mater. Chem. 2010, 20, 110-116.
33. C. L. Schmidt, M. Jansen, J. Mater. Chem. 2010, 20, 4183-4192.
34. S. Mohanty, N. Krishnamurti, Eur. Polym. J. 1998, 34, 77-83.
35. T. Laue, A. Plagens, Namen- und Schlagwort-Reaktionen der Organischen Chemie, Teubner Verlag, Stuttgart, Germany, 1998.
36. E. Kessenich, K. Polborn, A. Schulz, Phosphorus Sulfur Silicon Relat. Elem. 2001, 169, 239-243.
37. D. W. Duff, G. E. Maciel, Macromolecules 1990, 23, 3069-3079.
38. C. F. H. Allen, A. Bell, Org. Synth., Coll. Vol. 1955, 3, 846.
39. E. Kroke, M. Schwarz, E. Horvath-Bordon, P. Kroll, B. Noll, A. D. Norman, New J. Chem. 2002, 26, 508-512.
40. E. Horvath-Bordon, E. Kroke, I. Svoboda, H. Fuess, R. Riedel, New J. Chem. 2005, 29, 693-699.
41. V. Yota, C.-S. Yoo, H. Cynn, Science 1999, 283, 1510-1513.
42. V. V. Brazhkin, A. G. Lyapin, Nature Mater. 2004, 3, 497-500.
43. M. I. Eremets, A. G. Gavriliuk, I. A. Trojan, A. A. Dzivenko, R. Boehler, Nature Mater. 2004, 3, 558-563.
44. M. J. Lipp, W. J. Evans, B. J. Baer, C.-S. Yoo, Nature Mater. 2005, 4, 211-216.
45. V. V. Brazhkin, arXiv:cond-mat/0605626v1, 2006.
46. M. Santoro, F. A. Gorrelli, Chem. Soc. Rev. 2006, 35, 918-931.
47. L. Fang, H. Ohfuji, T. Shinmei, T. Irifune, Diamond Relat. Mater. 2011, 20, 819-825.
48. E. Ott, Ber. Dtsch. Chem. Ges. B 1914, 52, 656-665.
49. Ch. Grundmann, E. Kober, J. Org. Chem. 1956, 21, 1392-1394.
50. SAINT, v. 6.45, Bruker AXS Inc., Madison, WI, 2003.
51. SMART, v. 5.630, Bruker AXS Inc., Madison, WI, 1997.
52. G. M. Sheldrick, SADABS v. 2.10, Bruker AXS Inc., Madison, WI, 2001.
53. G. M. Sheldrick, SHELXTL, v. 6.12, Bruker AXS Inc., Madison, WI, 2000.
54. M. J. Frisch, G. W. Trucks, H. B. Schlegel, G. E. Scuseria, M. A. Robb, J. R. Cheeseman, J. A. Montgomery Jr., T. Vreven, K. N. Kudin, J. C. Burant, J. M. Millam, S. S. Iyengar, J. Tomasi, V. Barone, B. Mennucci, M. Cossi, G. Scalmani, N. Rega, G. A. Petersson, H. Nakatsuji, M. Hada, M. Ehara, K. Toyota, R. Fukuda, J. Hasegawa, M. Ishida, T. Nakajima, Y. Honda, O. Kitao, H. Nakai, M. Klene, X. Li, J. E. Knox, H. P. Hratchian, J. B. Cross, V. Bakken, C. Adamo, J. Jaramillo, R. Gomperts, R. E. Stratmann, O. Yazyev, A. J. Austin, R. Cammi, C. Pomelli, J. W. Ochterski, P. Y. Ayala, K. Morokuma, G. A. Voth, P. Salvador, J. J. Dannenberg, V. G. Zakrzewski, S. Dapprich, A. D. Daniels, M. C. Strain, O. Farkas, D. K. Malick, A. D. Rabuck, K. Raghavachari, J. B. Foresman, J. V. Ortiz, Q. Cui, A. G. Baboul, S. Clifford, J. Cioslowski, B. B. Stefanov, G. Liu, A. Liashenko, P. Piskorz, I. Komaromi, R. L. Martin, D. J. Fox, T. Keith, M. A. Al-Laham, C. Y. Peng, A. Nanayakkara, M. Challacombe, P. M. W. Gill, B. Johnson, W. Chen, M. W. Wong, C. Gonzalez, J. A. Pople, Gaussian 03, rev. C.02, Gaussian, Inc., Wallingford CT, 2004.