Multifunctional oligoetherols and polyurethane foams with carbazole ring

• Autorzy: Lubczak R.

Identyfikatory

DOI

10.1515/pjct-2016-0018

• Języki publikacji: EN

Abstrakty

EN

A new method of preparation of multifunctional oligoetherols containing carbazole ring is presented. The oligoetherols were obtained in the reaction of 9-(2,3-epoxypropyl)carbazole with sorbitol and oxiranes like ethylene and propylene oxide. The structure of obtained oligoetherols was determined by IR, H-NMR and MALDI-ToF spectroscopies. Physical properties of the products render them good candidates for preparing polyurethane foams. The foams were obtained and their properties were examined. It has been found that the foams are rigid at room temperature and their apparent density was 50–70 kg/m3. The water uptake was low, maximum to 6.5 mass%. Obtained foams have high thermal resistance. Dynamic thermal analysis of these foams showed that 5% mass loss was initiated at 250–300oC, while temperature of 50% mass loss was 370–404oC. Concomitantly the increase of compression strength was observed.

Słowa kluczowe

EN

carbazole; sorbitol; hydroxyalkylation; oligoetherols; thermal stability of foams

• Wydawca: West Pomeranian University of Technology. Publishing House
• Czasopismo: Polish Journal of Chemical Technology
• Rocznik: 2016
• Tom: Vol. 18, nr 1
• Strony: 120--126
• Opis fizyczny: Bibliogr. 27 poz., rys., tab.

Twórcy

autor

Lubczak R.

• Rzeszów University of Technology, Department of Organic Chemistry, al. Powstańców Warszawy 6, 35-959 Rzeszów, Poland

Bibliografia

• 1. El-Nagger, A.M., Ahmed, F.S.M., Abd El-Salam, A.M. & El-Gazzar, M.A. (1982). Synthesis and biological activity of some new aminoacylcarbazole derivatives. J. Heterocyc. Chem. 19, 1025–1028. DOI: 10.1002/jhet.5570190509.
• 2. Nishide, K., Yamanouchi, T. & Kinjo, K. (1974). Photosensitive material for electro-photography. US Patent 3 832 172.
• 3. Renfrew, E.E. (1974). Thiazolylazo- or benzothiazolylazocarbazole dyes for polyester fi bers. US Patent 3787178.
• 4. Shattuck, M.D. & Vahtra, U. (1968). Photoconductive composition sent. UK Patent 1112458.
• 5. Spanggaard, H., Jorgensen, M. & Almdal, K. (2003). Mechanical Strain Sensing in a SIS-Type Elastomer with Single Site Strain Probes Based on Carbazole. Macromol 36, 1701–1705. DOI: 10.1021/ma0256791.
• 6. Yang, W., Davis, P. & Drug, P. (1992). Microbial models of mammalian metabolism. Biotransformations of N-methylcarbazole using the fungus Cunninghamella echinulata. Metab. Dispos. 20, 38–46.
• 7. Kinjo, K., Yamanouchi, T., Kondo, E., Matsuno, H. & Nishide, K. (1971). Electro-photographic liht-sensitive material. Germ. Patent 2035679.
• 8. Gratt, J.A. & Cohen, R.E. (2003). Optical properties of block copolymers containing pendant carbazole groups and in situ synthesized CdS nanoclusters. J. Appl. Polym. Sci. 88, 177–182. DOI: 10.1002/app.11620.
• 9. Ke, X.J., Yan, X.Z., Srisanit, N., Wang, M., Yang, J.W., Huang, X.F. & Shong, S.Z. (2003). Holographic storage in carbazole-azo binary compound doped polymer. Optical Comm. 217, 69–74. DOI: 10.1016/S0030-4018(02)02341-6.
• 10. Lee, J.H., Woo, H.S., Kim, T.W. & Park, J.W. (2003). Blue organic light-emitting diodes with carbazole-based small molecules. Optical Mater. 21, 225–229. DOI: 10.1016/S0925-3467(02)00141-6.
• 11. Monttilier, J.P. (1974). Electrophotograpic photoconductors. Germ. Patent 2360102.
• 12. Tirapattur, S., Belletete, M., Drolet, N., Leclerc, N. & Durocher, G. (2003). Steady-state and time-resolved studies of 2,7-carbazole-based conjugated polymers in solution and as thin films: determination of their solid state fluorescence quantum efficiencies. Chem. Phys. Lett. 370, 799–804. DOI: 10.1016/S0009-2614(03)00178-7.
• 13. Zhang, X.J., Tian, Y.P., Li, S.L., Jiang, M., Usman, A., Chantrapromma, S. & Fun, H.K. (2003). Zn(II) and Cd(II) N-carbazolylacetates with strong fluorescence. Polyhedron. 22,397–402. DOI: 10.1016/S0277-5387(02)01360-8.
• 14. Zhu, W. H., Hu, M., Rao, R. & Tian, H. (2003). A novel family of twisted molecular luminescent materials containing carbazole unit for single-layer organic electroluminescent devices. J. Photoch. Photobio. A 154, 169–177. DOI: 10.1016/S1010-6030(02)00325-8.
• 15. Jin, S.H., Sun, Y.K., Sohn, B.H. & Kim, W. (2000). Synthesis and electro-optical properties of electroluminescent polymers containing carbazole unit. Eur. Polym. J. 36, 957–963. DOI.org/10.1016%2FS0014-3057%2899%2900138-X.
• 16. Zhang, Y., Wada, T. & Sasabe, H. (1996). A new synthetic approach to macrocyclic molecules and main-chain polymers containing carbazole moieties. Chem. Comm. 5, 621–622. DOI: org/10.1039/CC9960000621.
• 17. Lubczak, R. (2008). Oligoetherols and polyurethanes with carbazole ring in side chain. Polimery 53, 587–590.
• 18. Lubczak, R. (2008). Bifunctional Oligoetherols with Carbazole Ring. J. Appl. Polym. Sci. 110, 3501–3507. DOI: 10.1002/app.28935.
• 19. Lubczak, R. (2010). Bifunctional Oligoetherols with Carbazole Ring. J. Appl. Polym. Sci. 117, 16–23. DOI: 10.1002/app.31088.
• 20. Lubczak, R. (2012). Trifuntional Oligoetherols and Polyurethane Foams with Carbazole Ring. Open J. Org. Polym. Mat. 2, 1–6. DOI: 10.4236/ojopm.2012.21001.
• 21. Lubczak, R. (2013). Polyester resins with carbazole ring. Polym. Int. 62, 1243–1249. DOI: 10.1002/pi.4415.
• 22. Lubczak, R. (2006). Diols with carbazole ring and their aza derivatives. Heterocycl. Comm. 12, 201–208. DOI: 10.1016/S09253467(02)00-141-6.
• 23. Epoxide resins. Method of testing. Determination of the epoxide number and epoxide eqiuvalent, Polish Standards PN-C-89085-13:1987, Ed. Polish Committee for Standardization, 1987.
• 24. Cellular Plastics and Rubbers. Determination of Apparent (Bulk) Density, Polish (European) Standards PN-EN ISO 845-2000, Polish Committee for Standardization, 2000.
• 25. Cellular Plastics, rigid. Determination of Water Absorption, Polish (European) Standards PN-EN ISO 2896–1986, Polish Committee for Standardization, 1987.
• 26. Cellular Plastics, rigid. Test of Dimensional Stability, Polish (European) Standards PN-EN ISO 2796–1986, Polish Committee for Standardization, 1986.
• 27. Cellular Plastics. Compression Test for Rigid Materials, Polish (European) Standards PN-EN ISO 844–1978, Polish Committee for Standardization, 1978.

Uwagi

Opracowanie ze środków MNiSW w ramach umowy 812/P-DUN/2016 na działalność upowszechniającą naukę.