Generic placeholder image

Letters in Organic Chemistry

Editor-in-Chief

ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Research Article

Preparation and Characterization of Soybean Oil-based Flame Retardant Rigid Polyurethane Foams Containing Phosphaphenanthrene Groups

Author(s): Qirui Gong, Niangui Wang*, Kaibo Zhang, Shizhao Huang and Yuhan Wang

Volume 17, Issue 10, 2020

Page: [760 - 771] Pages: 12

DOI: 10.2174/1570178617666200224104336

Price: $65

Abstract

A phosphaphenanthrene groups containing soybean oil based polyol (DSBP) was synthesized by epoxidized soybean oil (ESO) and 9,10-dihydro-oxa-10-phosphaphenanthrene-10-oxide (DOPO). Soybean oil based polyol (HSBP) was synthesized by ESO and H2O. The chemical structure of DSBP and HSBP were characterized with FT-IR and 1H NMR. The corresponding rigid polyurethane foams (RPUFs) were prepared by mixing DSBP with HSBP. The results revealed apparent density and compression strength of RPUFs decreased with increasing the DSBP content. The cell structure of RPUFs was examined by scanning electron microscope (SEM) which displayed the cells as spherical or polyhedral. The thermal degradation and flame retardancy of RPUFs were investigated by thermogravimetric analysis, limiting oxygen index (LOI), and UL 94 vertical burning test. The degradation activation energy (Ea) of first degradation stage reduced from 80.05 kJ/mol to 37.84 kJ/mol with 80 wt% DSBP. The RUPF with 80 wt% DSBP achieved UL94 V-0 rating and LOI 28.3. The results showed that the flame retardant effect was mainly in both gas phase and condensed phase.

Keywords: Soybean oil, ESO, DOPO, Polyurethane foam, Flame retardancy, RPUFs.

Graphical Abstract

[1]
Hirschler, M.M. Polym. Adv. Technol., 2008, 19(6), 521-529.
[http://dx.doi.org/10.1002/pat.1092]
[2]
Xue, B.L.; Wen, J.L.; Sun, R.C. ACS Sustain. Chem.& Eng., 2014, 2(6), 1474-1480.
[http://dx.doi.org/10.1021/sc5001226]
[3]
Chattopadhyay, D.K.; Webster, D.C. Prog. Polym. Sci., 2009, 34(10), 1068-1133.
[http://dx.doi.org/10.1016/j.progpolymsci.2009.06.002]
[4]
Anuja, A.; Raminder, K.; Walia, R.S. Eur. Polym. J., 2017, 95, 255-274.
[http://dx.doi.org/10.1016/j.eurpolymj.2017.08.022]
[5]
Xia, Y.; Larock, R.C. Green Chem., 2012, 12(11), 1893-1909.
[http://dx.doi.org/10.1039/c0gc00264j]
[6]
Polym. Rev. (Phila. Pa.), 2008, 48(1), 109-155.
[http://dx.doi.org/10.1080/15583720701834224]
[7]
Ji, D.; Fang, Z.; He, W.; Luo, Z.; Jiang, X.; Wang, T.; Guo, K. Ind. Crops Prod., 2015, 74, 76-82.
[http://dx.doi.org/10.1016/j.indcrop.2015.04.041]
[8]
Veronese, V.B.; Menger, R.K.; Forte, M.M.D.C.; Petzhold, C.L. J. Appl. Polym. Sci., 2011, 120(1), 530-537.
[http://dx.doi.org/10.1002/app.33185]
[9]
Kaur, R.; Kumar, M. Journal of Polymer Engineering, 2013, 33(9), 875-880.
[http://dx.doi.org/10.1515/polyeng-2013-0083]
[10]
Kairytė, A. Ind. Crops Prod., 2015, 66, 210-215.
[http://dx.doi.org/10.1016/j.indcrop.2014.12.032]
[11]
Manjeet, M.; Raminder, K. Polym. Eng. Sci., 2018, 58(1), 112-117.
[http://dx.doi.org/10.1002/pen.24537]
[12]
Pawlik, H.; Prociak, A. J. Polym. Environ., 2012, 20(2), 438-445.
[http://dx.doi.org/10.1007/s10924-011-0393-2]
[13]
Lee, C.S.; Ooi, T.L.; Chuah, C.H.; Ahmad, S. J. Am. Oil Chem. Soc., 2007, 84(12), 1161-1167.
[http://dx.doi.org/10.1007/s11746-007-1150-5]
[14]
Silva, V.R.D.; Mosiewicki, M.A.; Yoshida, M.I.; Silva, M.C.D.; Stefani, P.M.; Marcovich, N.E. Polym. Test., 2013, 32(2), 438-445.
[http://dx.doi.org/10.1016/j.polymertesting.2013.01.002]
[15]
Gómez-Fernández, S.; Ugarte, L.; Peña-Rodriguez, C.; Corcuera, M.Á.; Eceiza, A. Polym. Degrad. Stabil., 2016, 132, 41-51.
[http://dx.doi.org/10.1016/j.polymdegradstab.2016.03.036]
[16]
Singh, H.; Jain, A.K. J. Appl. Polym. Sci., 2009, 111(2), 1115-1143.
[17]
Agrawal, A.; Kaur, R.; Walia, R.S. J. Appl. Polym. Sci., 2019, •••, 48250.
[http://dx.doi.org/10.1002/app.48250]
[18]
Agrawal, A.; Kaur, R.; Walia, R.S. Fire and Materials, 2019, 4.
[19]
Agrawal, A; Kaur, R 2019.
[20]
Manjeet, M.; Raminder, K. Adv. Polym. Technol., 2018, 37(1), 24-30.
[http://dx.doi.org/10.1002/adv.21637]
[21]
Feng, F.; Qian, L. Polym. Compos., 2014, 35(2), 301-309.
[http://dx.doi.org/10.1002/pc.22662]
[22]
Luo, F.; Wu, K.; Li, Y.; Zheng, J.; Guo, H.; Lu, M. J. Appl. Polym. Sci., 2015, 132(46), 71-78.
[http://dx.doi.org/10.1002/app.42800]
[23]
Hu, X.M.; Cheng, W.M.; Wang, D.M. Russ. J. Appl. Chem., 2014, 87(8), 1099-1108.
[http://dx.doi.org/10.1134/S1070427214080151]
[24]
Li, Y.; Zou, J.; Zhou, S.; Chen, Y.; Zou, H.; Liang, M.; Luo, W.Z. J. Appl. Polym. Sci., 2013, 131(3), 1082-1090.
[25]
Chuayjuljit, S.; Maungchareon, A.; Saravari, O. J. Reinf. Plast. Compos., 2010, 29(2), 218-225.
[http://dx.doi.org/10.1177/0731684408096949]
[26]
Wai, S.K.; Sahrim, A.H.; Zubir, S.A. Adv. Mat. Res., 2012, 501, 8-12.
[http://dx.doi.org/10.4028/www.scientific.net/AMR.501.8]
[27]
Pan, Y.; Zhan, J.; Pan, H.; Wang, W.; Ge, H.; Song, L.; Hu, Y. RSC Advances, 2015, 5(83), 67878-67885.
[http://dx.doi.org/10.1039/C5RA09553K]
[28]
Liu, L.; Wang, W.; Hu, Y. RSC Advances, 2015, 5(118), 97458-97466.
[http://dx.doi.org/10.1039/C5RA19414H]
[29]
Chen, L.; Chao, R.; Yang, R.; Wang, Y.Z. Polym. Chem., 2014, 5(12), 3737-3749.
[http://dx.doi.org/10.1039/c3py01717f]
[30]
Chen, M.J.; Chen, C.R.; Tan, Y.; Huang, J.Q.; Wang, X.L.; Li, C.; Wang, Y.Z. Ind. Eng. Chem. Res., 2014, 53(3), 1160-1171.
[http://dx.doi.org/10.1021/ie4036753]
[31]
Schartel, B. Materials (Basel), 2010, 3(10), 4710-4745.
[http://dx.doi.org/10.3390/ma3104710 PMID: 28883349]
[32]
Hu, J.; Shan, J.; Wen, D.; Liu, X.; Zhao, J. Tong. Z. Polym. Degrad. Stabil., 2014, 109(8), 218-225.
[http://dx.doi.org/10.1016/j.polymdegradstab.2014.07.026]
[33]
Liu, L Lv, R e-Polymers, 2019, 19, 235-243.
[34]
Xin, W.; Lei, S.; Xing, W.; Lu, H.; Yuan, H. Mater. Chem. Phys., 2011, 125(3), 536-541.
[http://dx.doi.org/10.1016/j.matchemphys.2010.10.020]
[35]
Jiang, J.; Cheng, Y.; Liu, Y.; Wang, Q.; He, Y.; Wang, B. J Mater Chemi A, 2015, 3(8), 4284-4290.
[http://dx.doi.org/10.1039/C4TA06486K]
[36]
Xu, M.J.; Xu, G.R.; Leng, Y.; Li, B. Polym. Degrad. Stabil., 2016, 123, 105-114.
[http://dx.doi.org/10.1016/j.polymdegradstab.2015.11.018]
[37]
Jia, P.; Zhang, M.; Hu, L.; Zhou, J.; Feng, G.; Zhou, Y. Polym. Degrad. Stabil., 2015, 121, 292-302.
[http://dx.doi.org/10.1016/j.polymdegradstab.2015.09.020]
[38]
Pillai, P.K.S.; Li, S.; Bouzid, L.; Narine, S.S. Ind. Crops Prod., 2016, 84, 273-283.
[http://dx.doi.org/10.1016/j.indcrop.2016.02.021]
[39]
Miao, S.; Zhang, S.; Su, Z.; Wang, P. J. Polym. Sci. A Polym. Chem., 2010, 48(1), 243-250.
[http://dx.doi.org/10.1002/pola.23759]
[40]
Jia, P.; Zhang, M.; Hu, L.; Feng, G.; Bo, C.; Liu, C.; Zhou, Y.H. Ind. Crops Prod., 2015, 76, 590-603.
[http://dx.doi.org/10.1016/j.indcrop.2015.07.034]
[41]
Pinto, M.L. J. Chem. Educ., 2010, 87(2), 212-215.
[http://dx.doi.org/10.1021/ed8000599]
[42]
Zhang, C.; Kessler, M.R. ACS Sustain. Chem.& Eng., 2015, 3(4), 743-749.
[http://dx.doi.org/10.1021/acssuschemeng.5b00049]
[43]
Septevani, A.A.; Evans, D.A.C.; Chaleat, C.; Martin, D.J.; Annamalai, P.K. Ind. Crops Prod., 2015, 66, 16-26.
[http://dx.doi.org/10.1016/j.indcrop.2014.11.053]
[44]
Mondal, P.; Khakhar, D.V. Polym. Eng. Sci., 2006, 46(7), 970-983.
[http://dx.doi.org/10.1002/pen.20563]
[45]
Campanella, A.; Bonnaillie, L.M.; Wool, R.P. J. Appl. Polym. Sci., 2010, 112(4), 2567-2578.
[http://dx.doi.org/10.1002/app.29898]
[46]
Mosiewicki, M.A.; Dell’Arciprete, G.A.; Aranguren, M.I.; Marcovich, N.E. J. Compos. Mater., 2009, 43(25), 3057-3072.
[http://dx.doi.org/10.1177/0021998309345342]
[47]
Guan, J.; Hanna, M.A. Ind. Crops Prod., 2004, 19(3), 255-269.
[http://dx.doi.org/10.1016/j.indcrop.2003.10.007]
[48]
Zhu, H.; Peng, Z.; Chen, Y.; Li, G.; Wang, L.; Tang, Y.; Pang, R.; Khan, Z.U.H.; Wan, P.Y. RSC Advances, 2004, 4(98), 55271-55279.
[http://dx.doi.org/10.1039/C4RA08429B]
[49]
Mahfuz, H.; Islam, M.S.; Rangari, V.K.; Saha, M.C.; Jeelani, S. Compos Part B, 2004, 35(6), 543-550.
[http://dx.doi.org/10.1016/j.compositesb.2003.11.004]
[50]
Qian, L.; Qiu, Y.; Wang, J.; Xi, W. Polym, 2015, 68, 262-269.
[http://dx.doi.org/10.1016/j.polymer.2015.05.031]
[51]
Wang, P.; Yang, F.; Li, L. Cai. Z. Polym. Degrad. Stabil., 2016, 129, 156-167.
[http://dx.doi.org/10.1016/j.polymdegradstab.2016.04.005]
[52]
Tanrattanakul, V.; Saithai, P.; Dubreucq, E.; Lecomte, J. Express Polym. Lett., 2013, 7(11), 910-924.
[http://dx.doi.org/10.3144/expresspolymlett.2013.89]

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy