Highly Soluble Phenylethynyl-terminated Imide Oligomers and Thermosetting Polyimides Based on 2,2′,3,3′-Biphenyltetracarboxylic Dianhydride

Xiangsheng Meng , Gewu Lu , Xiuju Liu , Qingjie Meng , Junwei Shi , Hang Yuan , Hongjun Ke , Xianwei Wang , Weifeng Fan , Jingfeng Liu , Jingling Yan , Zhen Wang

Chemical Research in Chinese Universities ›› 2019, Vol. 35 ›› Issue (3) : 530 -536.

PDF
Chemical Research in Chinese Universities ›› 2019, Vol. 35 ›› Issue (3) : 530 -536. DOI: 10.1007/s40242-019-8334-z
Article

Highly Soluble Phenylethynyl-terminated Imide Oligomers and Thermosetting Polyimides Based on 2,2′,3,3′-Biphenyltetracarboxylic Dianhydride

Author information +
History +
PDF

Abstract

The properties of a series of imide oligomers were characterized according to their molecular weights, solubility, and thermal and rheological properties. This series of imide oligomers was synthesized via a two-step method using 2,2′,3,3′-biphenyltetracarboxylic dianhydride(3,3′-BPDA) and aromatic diamines as the monomers, and 4-phenylethynyl phthalic anhydride(PEPA) as the end-capping agent. The imide oligomers based on 3,3′-BPDA showed excellent solubility in low boiling point solvents and low melt viscosity, which were attributed to their unique bent architectures. High-performance thermosetting polyimides were produced from these oligomers via thermal crosslinking of the phenylethynyl groups. The mechanical and thermal properties of the thermosets were studied using tensile testing, dynamic mechanical thermal analysis(DMTA), and thermogravimetric analysis(TGA). The 3,3′-BPDA-based thermosets exhibited excellent thermal properties, with glass transition temperatures of up to 455 °C, and 5% mass loss temperatures of up to 569 °C in air. The thermosets based on 3,3′-BPDA showed superior thermal properties compared to those derived from TriA-X series oligomers.

Keywords

2,2′,3,3′-Biphenyltetracarboxylic dianhydride / Phenylethynyl-terminated imide oligomer / Solubility / Processability / Thermosetting polyimide

Cite this article

Download citation ▾
Xiangsheng Meng, Gewu Lu, Xiuju Liu, Qingjie Meng, Junwei Shi, Hang Yuan, Hongjun Ke, Xianwei Wang, Weifeng Fan, Jingfeng Liu, Jingling Yan, Zhen Wang. Highly Soluble Phenylethynyl-terminated Imide Oligomers and Thermosetting Polyimides Based on 2,2′,3,3′-Biphenyltetracarboxylic Dianhydride. Chemical Research in Chinese Universities, 2019, 35(3): 530-536 DOI:10.1007/s40242-019-8334-z

登录浏览全文

4963

注册一个新账户 忘记密码

References

[1]

Sroog C. E. Prog. Polym. Sci., 1991, 16(4): 561.

[2]

Hasegawa M., Matano T., Shindo Y. Macromolecules, 1996, 29(24): 7897.

[3]

Meador M. A. Annu. Rev. Mater. Sci., 1998, 28(1): 599.

[4]

Hergenrother P. M., Watson K. A., Smith J. G., Connell J. W., Yokota R. Polymer, 2002, 43(19): 5077.

[5]

Hergenrother P. M., Watson K. A., Smith J. G., Connell J. W., Yokota R. Polymer, 2004, 45(16): 5441.

[6]

Liu Y. W., Huang J., Tan J. H., Zeng Y., Ding Q., Zhang H. L., Liu Y. J., Xiang X. W. Polym. Int., 2017, 66(8): 1214.

[7]

Khalid N., Park O. O., Akhter T., Siddiqi H. M. J. Appl. Polym. Sci., 2017, 134(9): 1.

[8]

Song G. L., Wang D. M., Zhao X. G., Dang G. D., Zhou H. W., Chen C. H. High Perform. Polym., 2013, 25(3): 354.

[9]

Li T. Y., Huang H. H., Wang L., Chen Y. M. RSC Adv., 2017, 7(65): 40996.

[10]

Ma X. Y., Kang C. Q., Chen W. H., Jin R. Z., Guo H. Q., Qiu X. P., Gao L. X. J. Polym. Sci. Pol. Chem., 2016, 54(4): 570.

[11]

Yan S. Y., Chen W. Q., Yang X. J., Chen C. A., Huang M. F., Xu Z. S., Yeung K. W. K., Yi C. F. Polym. Bull., 2011, 66(9): 1191.

[12]

Serafini T. T., Delvigs P., Lightsey G. R. J. Appl. Polym. Sci., 1972, 16(4): 905.

[13]

Vannucci R. D. SAMPE J., 1987, 19(1): 31.

[14]

Scola D. A., Wai M. J. Appl. Polym. Sci., 1994, 52(3): 421.

[15]

Chuang K. C., Bowman C. L., Tsotsis T. K., Arendt C. P. High Perform. Polym., 2003, 15(4): 459.

[16]

Hao J. Y., Hu A. J., Yang S. Y. High Perform. Polym., 2002, 14(4): 325.

[17]

Wilson D. British Polym. J., 1988, 20(5): 405.

[18]

Pater R. H. SAMPE J., 1994, 30(5): 29.

[19]

Hergenrother P. M., Connell J. W., Smith J. G. Polymer, 2000, 41(13): 5073.

[20]

Yokota R., Yamamoto S., Yano S., Sawaguchi T., Hasegawa M., Yamaguchi H., Ozawa H., Sato R. High Perform. Polym., 2001, 13(2): S61.

[21]

Hergenrother P. M. High Perform. Polym., 2003, 15(1): 3.

[22]

Liu Y. F., Wang Z., Li G., Ding M. X. High Perform. Polym., 2010, 20(1): 95.

[23]

Meng X. S., Yan J. L., Fan W. F., Liu J. F., Wang Z., Li G. D. RSC Adv., 2014, 4(71): 37458.

[24]

Smith J. G., Connell J. W., Hergenrother P. M., Ford L. A., Criss J. M. Macromol. Symp., 2003, 199(1): 401.

[25]

Connell J. W., Smith J. G., Hergenrother P. M. High Perform. Polym., 2003, 15(4): 375.

[26]

Connell J. W., Smith J. G., Hergenrother P. M. 49th Int. SAMPE Symp., Covina: Soc Advancement Material & Process Engineering, 2004, CA: Long Beach.

[27]

Smith J. G., Connell J. W., Hergenrother P. M., Criss J. M. J. Compos. Mater., 2002, 36(19): 2255.

[28]

Hergenrother P. M., Connell J. W., Smith J. G. Polymer, 2000, 41(3): 5073.

[29]

Ishida Y., Ogasawara T., Yokota R. High Perform. Polym., 2006, 18(5): 727.

[30]

Hergenrother P. M., Smith J. G. Polymer, 1994, 35(22): 4857.

[31]

Smith J. G., Connell J. W., Hergenrother P. M. J. Compos. Mater., 2000, 34(7): 614.

[32]

Miyauchi M., Ishida Y., Ogasawara T., Yokota R. Polym. J., 2012, 44(9): 959.

[33]

Miyauchi M., Ishida Y., Ogasawara T., Yokota R. React. Funct. Polym., 2013, 73(2): 340.

[34]

Fan W. F., Liu X. J., Yan J. L., Meng X. S., Liu J. F., Wang Z. Chem. J. Chinese Universities, 2016, 37(10): 1926.

[35]

Tong Y. J., Huang W. X., Luo J., Ding M. X. J. Polym. Sci. Polym. Chem., 1999, 37(10): 1425.

[36]

Rozhanskii I., Okuyama K., Goto K. Polymer, 2000, 41(19): 7057.

[37]

Zhou H. W., Chen C. H., Kanbara R., Sasaki T., Yokota R. High Perform. Polym., 2005, 17(2): 193.

[38]

Ding M. X., Wang X. Q., Yang Z. H. Process for the Preparation of 3,3′,4,4′-Biphenyltetracarboxylic Acid and Its Derivatives, 1992.

[39]

Wang Z., Gao L. X., Ding M. X. Preparation of 4-Phenylethynyl Phthalic Anhydride, 2003.

AI Summary AI Mindmap
PDF

114

Accesses

0

Citation

Detail

Sections
Recommended

AI思维导图

/