含苯并环丁烯基团的热固性聚碳酸酯的合成及性能研究
收稿日期: 2016-04-07
修回日期: 2016-05-30
网络出版日期: 2016-06-02
基金资助
国家自然科学基金基金(No.21374131,21574146,21504103),上海市自然科学基金(No.15ZR1449200)资助项目.
Synthesis and Properties of Benzocyclobutene-Functionalized Thermosetting Polycarbonate
Received date: 2016-04-07
Revised date: 2016-05-30
Online published: 2016-06-02
Supported by
Project supported by the Natural Science Foundation of China (NSFC, No.21374131, 21574146 and 21504103) and the Science and Technology Commission of Shanghai Municipality (15ZR1449200).
李智勇 , 曹卫国 , 孙晶 , 房强 . 含苯并环丁烯基团的热固性聚碳酸酯的合成及性能研究[J]. 有机化学, 2016 , 36(10) : 2442 -2448 . DOI: 10.6023/cjoc201604013
A novel benzocyclobutene (BCB)-functionalized polycarbonate was synthesized. This polymer showed good solu-bility in organic solvents and could be processed by solution method. After cured at high temperature, the polymer exhibited high thermostability with 5% weight loss temperature of 451℃ and a char yield of 33% at 1000℃ in nitrogen. The cured polymer showed good hydrophobicity with water uptake of 0.21% after immersion in boiling water for 24 h. Moreover, a copolymer and poly(bisphenol A carbonate) were synthesized by bisphenol A monomer to study the influence of the existence of BCB groups on the properties of the aromatic polycarbonate. The results of comparative study showed that BCB groups can effectively improve the thermostability and hydrophoblicity of aromatic polycarbonates.
Key words: polycarbonate; benzocyclobutene; synthesis; thermosetting polymer
[1] Bendler, J. T.; Boyles, D. A.; Edmondson, C. A.; Filipova, T.; Fontanella, J. J.; Westgate, M. A.; Wintersgill, M. C. Macromolecules 2013, 46, 4024.
[2] Yoonessi, M.; Gaier, J. R. ACS Nano 2010, 4, 7211.
[3] Tamarit-López, J.; Morais, S.; Bañuls, M.; Puchades, R.; Ma-quieira, Á. Anal. Chem. 2010, 82, 1954.
[4] Zhou, J.; Lubineau, G. ACS Appl. Mater. Interfaces 2013, 5, 6189.
[5] Méndez-Liñán, L.; López-Garzón, F. J.; Domingo-García, M.; Pérez-Mendoza, M. Energy Fuels 2010, 24, 3394.
[6] Moon, S. I.; Extrand, C. W. Ind. Eng. Chem. Res. 2009, 48, 8961.
[7] Lyu, M.-Y.; Lee, J. S.; Pae, Y. J. Appl. Polym. Sci. 2001, 80, 1814.
[8] Baick, I. H.; Yang, W. J.; Ahn, Y. G.; Song, K. H.; Choi, K. Y. J. Appl. Polym. Sci. 2015, 132, 41609.
[9] Awwad, S. H.; Filipova, T. S.; Boyles, D. A. Polym. Prepr. 2011, 52(1), 368.
[10] Laughner, M. K.; Farah, H. WO 9215643, 1992[Chem. Abdtr. 1993, 118, 256003].
[11] Boyles, D. A.; Filipova, T. S.; Bendler, J. T.; Longbrake, G.; Reams, J. Macromolecules 2005, 38, 3622.
[12] Filipova, T. S.; Boyles, D. A.; Schroeder, M. J.; Fontanella, J. J.; Wintersgill, M. C.; Edmondson, C. A.; Bendler, J. T. Polym. Prepr. 2009, 50(2), 543.
[13] Delassus, S. L.; Howell, B. A. Macromolecules 1994, 27, 1307.
[14] Tian, S.; Sun, J.; Jin, K.; He, F.; Zheng, S.; Fang, Q. ACS Appl. Mater. Interfaces 2014, 6, 20437.
[15] Hahn, S. F.; Martin, S. J.; Mckelvy, M. L.; Patrick, D. W. Macro molecules 1993, 26, 3870.
[16] Marks, M. J.; Erskine, J. S.; McCrery, D. A. Macromolecules 1994, 27, 4114.
[17] Wang, J.; Piskun, I.; Craig, S. L. ACS Macro Lett. 2015, 4, 834.
[18] Cheng, Y.; Yang, J.; Jin, Y.; Deng, D.; Xiao, F. Macromolecules 2012, 45, 4085.
[19] He, F.; Yuan, C.; Li, K.; Diao, S.; Jin, K.; Wang, J.; Tong, J.; Ma, J.; Fang, Q. RSC Adv. 2013, 3, 23128.
[20] Ma, B.; Lauterwasser, F.; Deng, L.; Zonte, C. S.; Kim, B. J.; Fréchet, J. M. J. Chem. Mater. 2007, 19, 4827.
[21] Walker, K. A.; Markoski, L. J.; Moore, J. S. Macromolecules 1993, 26, 3713.
[22] Wang, Y.; Sun, J.; Jin, K.; Wang, J.; Yuan, C.; Tong, J.; Diao, S.; He, F.; Fang, Q. RSC Adv. 2014, 4, 39884.
[23] Chae, J. Arch. Pharm. Res. 2008, 31, 305.
[24] Kampouris, E. M. J. Chem. Soc. 1965, 2651.
[25] Yang, J.; Liu, S.; Zhu, F.; Huang, Y.; Li, B.; Zhang, L. J. Polym. Sci., Part A:Polym. Chem. 2011, 49, 381.
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