Syntheses of New Containing Ester Structure of Polyimide Materials with Low Coefficient of Thermal Linear Expansion and Low Water Absorption†

doi:10.7503/cjcu20140269

Abstract

Abstract:

Two series of new diamine monomer containing ester structure named bis(4-aminophenyl)terephthalate(BPTP) and 4-aminophenyl-4'-aminophenylbenzoate(APAB) in the main-chain were introduced in this paper. A variety of poly(ester imide)s(PEIs) was prepared using BPTP and APAB with some commercial dianhydrides. A series of poly(ester imide)s was synthesized. By the test of the thermal stability and mechanical properties, the polymers show excellent thermal stability, mechanical properties, low water absorption. Due to the introduction of the ester structure in the main chain, the polymer show a low linear coefficient of thermal expansion(CTE) and water absorption.

Key words: Polyimide, Ester structure, Low coefficient of linear expansion(CTE), Low water absorption

CLC Number:

O631

TrendMD:

JIAO Long, SONG Yongyao, LI Yan, SUN Ningwei, CHEN Chunhai, ZHAO Xiaogang, DANG Guodong. Syntheses of New Containing Ester Structure of Polyimide Materials with Low Coefficient of Thermal Linear Expansion and Low Water Absorption^†[J]. Chem. J. Chinese Universities, 2014, 35(10): 2281.

Figures/Tables 7

References 15

[1]	Song N. H., Gao L. X., Ding M. X., Chem. J. Chinese Universities,1999, 20(5), 803—808
	(宋乃恒, 高连勋, 丁孟贤. 高等学校化学学报, 1999, 20(5), 803—808)
[2]	Li P., Chen C. H., Wang D. J., Zhou H. W., Zhao X. G., Dang G. D., Chem. J. Chinese Universities,2010, 31(1), 212—214
	(李鹏, 陈春海, 王冬佶, 周宏伟, 赵晓刚, 党国栋. 高等学校化学学报, 2010, 31(1), 212—214)
[3]	Rao X. H., Dang G. D., Zhou H. W., Deng Y. Q., Lu Y. B., Chen C. H., Wu Z. W., Chem. J. Chinese Universities,2006, 27(9), 1775—1778
	(饶先花, 党国栋, 周宏伟, 邓勇强, 路迎宾, 陈春海, 吴忠文. 高等学校化学学报, 2006, 27(9), 1775—1778)
[4]	Liu G. H., Qiu X. P., Bo S. Q., Ji X. L., Chem. Res. Chinese Universities,2012, 28(2), 329—333
[5]	Zhang C. L., Zhang Q., Xue Y. H., Li G. M., Liu F. F., Qiu X. P., Ji X. L., Gao L. X., Chem. Res. Chinese Universities,2014, 30(1), 163—167
[6]	Numata S., Oohara S., Fujisaki K., Imaizumi J., Kinjyo N., Journal of Applied Polymer Science,1986, 31(1): 101—110
[7]	Numata S., Fujisaki K., Kinjo N., Polymer,1987, 28(13): 2282—2288
[8]	Hasegawa M., Sakamoto Y., Tanaka Y., Kobayashi Y., European Polymer Journal,2010, 46(7): 1510—1524
[9]	Hasegawa M., Tsujimura Y., Koseki K., Miyazaki T., Polymer Journal,2007, 40(1): 56—67
[10]	Ree M., Nunes T. L., Czornyj G., Volksen W., Polymer,1992, 33(6), 1228—1236
[11]	Hasegawa M., Koseki K., High Performance Polymers,2006, 18(5), 697—717
[12]	Sensui N., Ishii J., Takata A., Oami Y., Hasegawa M., Yokota R., High Performance Polymers,2009, 21(6), 709—728
[13]	Wang Y. L., Yu X. H., Wang L. N., Jia H., Dang G. D., Chem. J. Chinese Universities,2012, 33(10), 2356—2360
	(王运良, 于晓慧, 王丽娜, 贾赫, 党国栋. 高等学校化学学报, 2012, 33(10), 2356—2360)
[14]	Vankreve D. W., Chimia, 1974, 28(9), 504—517
[15]	Ou Y.X., Retardant Polymer Materials, Defense Industry Press, Beijing, 2001, 16—19
	(欧育湘. 阻燃高分子材料. 北京: 国防工业出版社, 2001, 16—19)

Diamine	Dianhydride	Reaction time/h	η_inh /( dL·g^-1 )	Diamine	Dianhydride	Reaction time/h	η_inh /( dL·g^-1 )
APAB	PMDA	72	1.06	BPTP	PMDA	48
	s-BPDA	48	0.65		s-BPDA	48	0.85
	ODPA	48	0.34		ODPA	48	0.59

Diamine	Dianhydride	Reaction time/h	η_inh /( dL·g^-1 )	Diamine	Dianhydride	Reaction time/h	η_inh /( dL·g^-1 )
APAB	PMDA	72	1.06	BPTP	PMDA	48
	s-BPDA	48	0.65		s-BPDA	48	0.85
	ODPA	48	0.34		ODPA	48	0.59

Diamine	Dianhydride	T_g(apparent)/℃	T_{d , 5%} (N₂)/℃	T_{d , 5%}(AIR)/℃	Carbon residual(%)	LOI(%)
APBP	s-BPDA	547	546	526	54.5	39.3
	ODPA	526	517	526	47.5	37.6
BPTP	s-BPDA	537	517	507	53.4	38.9
	ODPA	528	507	498	46.6	36.1

Diamine	Dianhydride	T_g(apparent)/℃	T_{d , 5%} (N₂)/℃	T_{d , 5%}(AIR)/℃	Carbon residual(%)	LOI(%)
APBP	s-BPDA	547	546	526	54.5	39.3
	ODPA	526	517	526	47.5	37.6
BPTP	s-BPDA	537	517	507	53.4	38.9
	ODPA	528	507	498	46.6	36.1

Diamine	Dianhydride	10⁶ CTE/K^-1	Water adsorption ratio, w_A(%)	Tensile strength/ MPa	Modulus/GPa	Elongation at break(%)
APAB	s-BPDA	38.7	0.57	63.7	4.6
	ODPA	51.5	0.62	120.1	4.1	6.30
BPTP	s-BPDA	12.2	0.50	138.5	4.0	7.82
	ODPA	52.1	0.45	132.3	4.3	4.94