VLIYANIE KATALIZATORA TRIMERIZACII IZOCIANATA NA HIMICHESKIJ SOSTAV I PROCHNOSTNYE HARAKTERISTIKI POLIURETAN-POLIIZOCIANURATNYH PENOPLASTOV
Abstract and keywords
Abstract (English):
Poliuretan-poliizocianuratnye (PIR) penoplasty segodnya shiroko ispol'zuyutsya v kachestve konstrukcionnyh i teploizolyacionnyh materialov. Katalizatory trimerizacii izocianata, ispol'zuemye pri sinteze dannyh pen, obladayut dovol'no nizkoy selektivnost'yu po otnosheniyu k processu obrazovaniya izocianurata. Kak sledstvie, v ramkah processa sinteza PIR pen protekaet suschestvennoe kolichestvo ne tol'ko celevyh (pervichnyh), no i pobochnyh (vtorichnyh) himicheskih processov. Pri pomoschi razrabotannyh na osnove metoda vnutrennego standarta metodik ocenena zavisimost' rashoda izocianatnyh grupp na obrazovanie osnovnyh pervichnyh i vtorichnyh produktov ot izocianatnogo indeksa kompozicii. Vyyavleno, chto s povysheniem izocianatnogo indeksa konversiya izocianata v izocianurat suschestvenno snizhaetsya. Issledovano vliyanie tipa ispol'zuemogo katalizatora trimerizacii na himicheskiy sostav i prochnostnye harakteristiki PIR penoplastov. Pokazano, chto katalizatory na osnove organicheskih soley schelochnyh metallov yavlyayutsya bolee selektivnymi po otnosheniyu k processu trimerizacii izocianata, chem tretichnye aminy i proizvodnye chetvertichnyh ammonievyh osnovaniy.

Keywords:
poliuretan-poliizocianuratnye penoplasty, trimerizaciya izocianata, vtorichnye himicheskie reakcii, konversiya izocianata v izocianurat, ostatochnyy izocianat, allofanat, karbodiimid, prochnost' na szhatie
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References

1. Das A., Mahanwar P. A brief discussion on advances in polyurethane applications // Advanced Industrial and Engineering Polymer Research. 2020. Vol. 3. Issue 3. pp. 93-101. DOI:https://doi.org/10.1016/j.aiepr.2020.07.002. URL: https://www.sciencedirect.com/science/article/pii/S2542504820300269

2. Stirna U., Beverte I., Yakushin V., Cabulis U. Mechanical properties of rigid polyurethane foams at room and cryogenic temperatures // Journal of Cellular Plastics. 2011. Vol. 47. Issue 4. pp. 337-355. DOI:https://doi.org/10.1177/0021955X11398381. URL: https://journals.sagepub.com/doi/10.1177/0021955X11398381

3. Kim S.H., Kim B.K., Lim H. Effect of isocyanate index on the properties of rigid polyurethane foams blown by HFC 365mfc // Macromolecular Research. 2008. Vol. 16. Issue 5. pp. 467-472. DOI:https://doi.org/10.1007/BF03218546. URL: https://link.springer.com/article/10.1007/BF03218546

4. Simon D., Borreguero A.M., de Lucas A., Rodriquez J.F. Recycling of polyurethanes from laboratory to industry, a journey towards the sustainability // Waste Management. 2018. Vol. 76. pp. 147-171. DOI:https://doi.org/10.1016/j.wasman.2018.03.041. URL: https://www.sciencedirect.com/science/article/abs/pii/S0956053X18301831

5. Zhang X.B., Yao L., Qiu L.M., Gan Z.H., Yang R.P., Ma X.J., Liu Z.H. Experimental study on cryogenic moisture uptake in polyurethane foam insulation material // Cryogenics. 2004. Vol. 52. Issue 12. pp. 810-815. DOI:https://doi.org/10.1016/j.cryogenics.2012.10.001. URL: https://www.sciencedirect.com/science/article/abs/pii/S0011227512001981

6. Lee J.-R., Dhatal D. Review of flaws and damages in space launch vehicle: structures // Journal of Intelligent Material Systems and Structures. 2013. Vol. 24. Issue 1. pp. 4-20. DOI:https://doi.org/10.1177/1045389X12458041. URL: https://journals.sagepub.com/doi/abs/10.1177/1045389X12458041

7. Berardi U., Madzarevic J. Microstructural analysis and blowing agent concentration in aged polyurethane and polyisocyanurate foams // Applied Thermal Engineering. 2020. Vol. 164. 114440. DOI:https://doi.org/10.1016/j.applthermaleng.2019.114440. URL: https://www.sciencedirect.com/science/article/abs/pii/S1359431119330455

8. Qian X., Liu Q., Zhang L., Li H., Liu J., Yan S. Synthesis of reactive DOPO-based flame retardant and its application in rigid polyisocyanurate-polyurethane foam // Polymer Degradation and Stability. 2022. Vol. 197. 109852. DOI:https://doi.org/10.1016/j.polymdegradstab.2022.109852. URL: https://www.sciencedirect.com/science/article/abs/pii/S0141391022000386

9. Ball G.W., Haggis G.A., Hurd R., Wood J.F. A New Heat Resistant Rigid Foam // Journal of Cellular Plastics. 1968. Vol. 4. Issue 7. pp. 248-261. DOI:https://doi.org/10.1177/0021955X6800400703. URL: https://journals.sagepub.com/doi/10.1177/0021955X6800400703

10. Modesti M., Lorenzetti A. Flame retardancy of polyisocyanurate-polyurethane foams: use of different charring agents // Polymer Degradation and Stability. 2002. Vol. 78. Issue 2. pp. 341-347. DOI:https://doi.org/10.1016/S0141-3910(02)00184-2. URL: https://www.sciencedirect.com/science/article/abs/pii/S0141391002001842

11. Carfin M.Ya. Kataliticheskie sistemy na osnove alkogolyatov i karboksilatov chetvertichnogo ammonievogo osnovaniya dlya polucheniya izocianuratsoderzhaschih penoplastov : dis. … kand. him. nauk. Vladimir. 1990. 188 s.

12. Kresta J.E., Hsieh K.H. The Co-Catalytic Effect of Carbamate Groups in Cyclotrimerization of Isocyanates // Die Makromolekulare Chemie. 1978. Vol. 179. Issue 11. pp. 2779-2782. DOI:https://doi.org/10.1002/macp.1978.021791120. URL: https://onlinelibrary.wiley.com/doi/10.1002/macp.1979.021800429

13. Zhitinkina A.K., Shibanova N.A., Tarakanov O.G. Kinetics and Mechanism of the Catalytic Cyclotrimerisation and Polycyclotrimerisation of Isocyanates // Russian Chemical Review. 1985. Vol. 54 Issue 11. pp. 1104-1125. DOI:https://doi.org/10.1070/RC1985v054n11ABEH003160. URL: https://doi.org/10.1070/rc1985v054n11abeh003160

14. Farkas A., Mills G.A. Catalytic Effects in Isocyanate Reactions // Advances in Catalysis. 1962. Vol. 13. pp. 393-446. DOI:https://doi.org/10.1016/S0360-0564(08)60290-4. URL: https://www.sciencedirect.com/science/article/abs/pii/S0360056408602904

15. Dabi S., Zilkha A. Synergistic effect in the trimerization of isocyanates by organometallic catalysts // European Polymer Journal. 1980. Vol. 16. Issue 9. pp. 827-829. DOI:https://doi.org/10.1016/0014-3057(80)90111-1. URL: https://www.sciencedirect.com/science/article/abs/pii/0014305780901111

16. Bechara I. Some Aspects of Innovative Catalysis of the Isocyanate Trimerization Reaction – Polyisocyanurate Foam Formation and Properties // Journal of Cellular Plastics. 1979. Vol. 15. Issue 2. pp. 102-113. DOI:https://doi.org/10.1177/0021955X7901500205. URL: https://journals.sagepub.com/doi/10.1177/0021955X7901500205

17. Wakeshima I., Suzuki H., Kijima I. The Cyclic Trimerization of Isocyanates by Organic Tin (II) Compounds Containing Sn-O-C Bonds // Bulletin of the Chemical Society of Japan. 1975. Vol. 48. Issue 3. pp. 1069-1070. DOI:https://doi.org/10.1246/bcsj.48.1069. URL: https://academic.oup.com/bcsj/article-abstract/48/3/1069/7354657

18. Tiger R.P., Badayeva I.G., Bondarenko S.P., Entelis S.G. Kinetics and mechanism of cyclic trimerization of isocyanates using a tertiary amine-alkylene oxide catalytic system // Polymer Science U.S.S.R. 1977. Vol. 19. Issue 2. pp. 484-495. DOI:https://doi.org/10.1016/0032-3950(77)90098-3. URL: https://www.sciencedirect.com/science/article/abs/pii/0032395077900983

19. Reymore H.E., Carleton P.S., Kolakowski R.A., Sayigh A. Isocyanurate Foams: Chemistry, Properties and Processing // Journal of Cellular Plastics. 1975. Vol. 11. Issue 6. pp. 328-344. DOI:https://doi.org/10.1177/0021955X7501100608. URL: https://www.semanticscholar.org/paper/Isocyanu-rate-Foams%3A-Chemistry%2C-Properties-and-Reymore-Carleton/1e5214dc5fdb9732d067e204e0eb05cb7bdc65f3

20. Guo Y., Muuronen M., Deglmann P., Lucas F., Sijbesma R.P., Tomovic Z. Role of Acetate Anions in the Catalytic Formation of Isocyanurates from Aromatic Isocyanates // Journal of Organic Chemistry. 2021. Vol. 86. Issue 8. pp. 5651-5659. DOI:https://doi.org/10.1021/acs.joc.1c00119. URL: https://pubs.acs.org/doi/10.1021/acs.joc.1c00119

21. Al Nabulsi A., Cozzula D., Hagen T., Leitner W., Muller T.E. Isocyanurate formation during rigid polyurethane foam assembly: a mechanistic study based on in-situ IR and NMR spectroscopy // Polymer Chemistry. 2018. Vol. 9. Issue 39. pp. 4891-4899. DOI:https://doi.org/10.1039/C8PY00637G. URL: https://pubs.rsc.org/en/content/articlelanding/2018/py/c8py00637g

22. Gibb J.N., Goodman J.M. The formation of high-purity isocyanurate through proazaphosphatrane-catalysed isocyanate cyclo-trimerisation: computational insights // Organic & Biomolecular Chemistry. 2013. Vol. 11. Issue 1. pp. 90-97. DOI:https://doi.org/10.1039/C2OB26547H. URL: https://pubs.rsc.org/en/content/articlelanding/2013/ob/c2ob26547h

23. Shashoua V.E., Sweeny W., Tietz R.F. The Homopolymerization of Monoisocyanates // Journal of the American Chemical Society. 1960. Vol. 82. Issue 4. pp. 866-873. DOI:https://doi.org/10.1021/JA01489A026. URL: https://pubs.acs.org/doi/10.1021/ja01489a026

24. Zharkov V.V., Vlasov R.R. A Quantitative Study of the Allophanate Formation Reaction in PIR Foams by FT IR Spectroscopy // Journal of Cellular Plastics. 2022. Vol. 58. Issue 6. pp. 877-891. DOI:https://doi.org/10.1177/0021955X221141544. URL: https://journals.sagepub.com/doi/full/10.1177/0021955X221141544

25. Vlasov R.R., Ryabov S.A. Razrabotka metodiki kolichestvennogo opredeleniya osnovnyh vtorichnyh svyazey v poliuretan-poliizocianuratnyh penoplastah // XXIV Mezhdunarodnaya nauchno-prakticheskaya konferenciya studentov i molodyh uchenyh «Himiya i himicheskaya tehnologiya v XXI veke». Tomsk: Izd-vo Tomskogo politehnicheskogo universiteta. 2023. Tom 1. S. 378-379.

26. Buist J.M., H. Gudgeon. Advances in Polyurethane Technology. London: Maclaren and Sons LTD, 1968. 311 p.

27. von Merten R. Lauerer D., Braun G., Dahm M. Uber den Aufbau von Polyurethan-Kunststoffen. II. Die Struktur von Polyurethan-Shaumstoffen in Abhangigkeit von der Temreratur, der Zeit und der Rezeptur; IR-spektroskopische Nachweisgrenzen fur Urethan- und Harnstoffgruppen in Polymeren // Die Markomolekulare Chemie. 1967. Vol. 101. Issue 1. pp. 337-366.

28. Campbell T.W., Monagle J.J., Foldi V.S. Carbodiimides. I. Conversion of Isocyanates to Carbodiimides with Phospholine Oxide Catalyst // Journal of the American Chemical Society. 1962. Vol. 84. Issue 19. pp. 3673-3677. DOI:https://doi.org/10.1021/ja00878a015. URL: https://pubs.acs.org/doi/10.1021/ja00878a015

29. Bhattacharjee D., Engineer R. An Improved Technique for the Determination of Isocyanurate and Isocyanate Conversion by Photoacoustic FTIR // Journal of Cellular Plastics. 1996. V. 32. Issue 3. pp. 260-273. DOI:https://doi.org/10.1177/0021955X9603200304. URL: https://journals.sagepub.com/doi/10.1177/0021955X9603200304

30. Modesti M. Lorenzetti A. An experimental method for evaluating isocyanate conversion and trimer formation in polyisocyanurate-polyurethane foams // European Polymer Journal. 2001. Vol. 37. Issue 5. pp. 949-954. DOI:https://doi.org/10.1016/S0014-3057(00)00209-3. URL: https://www.sciencedirect.com/science/article/abs/pii/S0014305700002093

31. Raffel B., Lovenich C.J. High Throughput Screening of Rigid Polyisocyanurate Foam Formulations: Quantitative Characterization of Isocyanurate Yield via the Adiabatic Temperature Method // Journal of Cellular Plastics. 2006. Vol. 42. Issue 1. pp. 17-47. DOI:https://doi.org/10.1177/0021955X06060943. URL: https://journals.sagepub.com/doi/10.1177/0021955X06060943

32. Lovenich C.J., Raffel B. A Quantitative Investigation of the Effect of the Recipe on the Trimer-yield in Polyisocyanurate Foams // Journal of Cellular Plastics. 2006. Vol. 42. Issue 4. pp. 289-305. DOI:https://doi.org/10.1177/0021955X06063515. URL: https://journals.sagepub.com/doi/10.1177/0021955X06063515

33. Li J.P., Ren F.J., Li L.H., Yan Y. Study on the Capability of Trimerization Catalyst in PIR-PU Foam // Plastic Additives. 2014. Issue 6. pp. 49-53.

34. Dick C., Dominguez-Rosado E., Eling B., Liggat J.J., Lindsay C.I., Martin S.C., Mohammed M.H., Seeley G., Snape S.E. The flammability of urethane-modified polyisocyanurates and its relationship to thermal degradation chemistry // Polymer. 2001. Vol. 42. pp. 913-923. DOI:https://doi.org/10.1016/S0032-3861(00)00470-5. URL: https://www.sciencedirect.com/science/article/abs/pii/S0032386100004705

35. Clift S.M., Grimminger J., Muha K. New Polyisocyanurate Catalysts for Rigid Polyurethane Foams // Proceedings of SPI 35th Annual Polyurethane Technical/Marketing Conference. Boston. 1994. pp. 1-22.

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