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Synthesis and Properties of Chain-extended Bismaleimides with Aromatic Hetero-cycle Structure
- Acta Polymerica Sinica Issue 3, Pages: 399-410(2017)
- 作者机构：
1.大连理工大学化工学院 精细化工国家重点实验室 大连 116024
2.沈阳航空航天大学航空航天工程学院 先进聚合物基复合材料辽宁省重点实验室 沈阳 110136
3.大连民族大学生命科学学院 生物技术与资源利用国家民委-教育部重点实验室 大连 116605
- 作者简介：
- 基金信息：
DOI：10.11777/j.issn1000-3304.2017.16168
CLC：Published：2017-3，
Received：11 May 2016，
Revised：23 June 2016，
扫 描 看 全 文
Chen Ping, Xiong Xu-hai, Xia Lian-lian, Zhang Li-ying, Yu Qi, Liu Si-yang. Synthesis and Properties of Chain-extended Bismaleimides with Aromatic Hetero-cycle Structure. [J]. Acta Polymerica Sinica (3):399-410(2017)
Chen Ping, Xiong Xu-hai, Xia Lian-lian, Zhang Li-ying, Yu Qi, Liu Si-yang. Synthesis and Properties of Chain-extended Bismaleimides with Aromatic Hetero-cycle Structure. [J]. Acta Polymerica Sinica (3):399-410(2017) DOI： 10.11777/j.issn1000-3304.2017.16168.
摘要
从分子结构出发，设计合成了含酞/芴Cardo环结构、1，3，4-噁二唑不对称结构共计3类10种新型链延长型双马来酰亚胺（BMI），采用核磁共振（NMR）、红外光谱（IR）、示差扫描量热仪（DSC）、热失重分析仪（TGA）、动态力学分析仪（DMA）等技术表征了BMI树脂的化学结构、固化行为以及固化物的热稳定性和动态力学性能，探讨了分子结构与性能关系.研究结果表明含酞（芴）Cardo结构BMI在普通低沸点有机溶剂中具有良好的溶解性能；含1，3，4-噁二唑结构BMI由于具有不对称分子结构导致两端官能团反应活性存在明显差异；3类BMI的固化物均具有优异耐热性和热稳定性.
Abstract
Three types of chain-extended bismaleimides with aromatic hetero-cycle structure (PBMI
FBMI
ZBMI) were synthesized
and their chemical structure and thermal properties were characterized by nuclear magnetic resonance (NMR) spectroscopy
infrared (IR) spectroscopy
differential scanning calorimeter (DSC)
thermo-gravimetric analyzer (TGA) and dynamic mechanical analyzer (DMA)
respectively. PBMI
a phthalide-containing bismaleimide
was prepared with phenolphthalein
o-cresolphthaleine and thymolphthalein as initial raw materials. With increasing number and volume of substituent groups
the solubility of PBMIs in common organic solvents was enhanced while their reactivity reduced. Three cured PBMI resins showed excellent thermal stability and heat resistance. Their glass transition temperatures (
T
g
) and the temperatures of 10% weight loss
both decreased with the number of alkyl chain substituents to aromatic rings
were in the range of 324-364℃ and 454-495℃
respectively. The cured PBMI with only methyl groups demonstrated an optimal moisture resistance. FBMI
a fluorene-containing bismaleimide
was subdivided into ether-type FBMI and ester-type FBMI. The melting point of the ether-type FBMI was lower than that of the ester-type FBMI
and the reactivity of the two resins were comparable with each other. The heat resistance and moisture resistance of the cured products of the former were superior to those of the latter. In addition
the incorporation of methyl groups into the molecular skeleton of the two types of FBMI resulted in a decrease of above-mentioned properties. The
T
g
values of the four FBMI cured products were all above 350℃ and the maximal
T
g
value reached above 400℃. ZBMI
a 1
3
4-oxadiazole-containing bismaleimide with asymmetric molecular structure
was designed and synthesized based on the characteristics of synthetic process of 1
3
4-oxadiazole moiety. Three ZBMI monomers exhibited good solubility and different reactivity of two end-capped unsaturated double bonds. Their cured products with fully aromatic heterocyclic structure were characterized by higher thermal stability and the initial decomposition temperature of 500℃.
关键词
双马来酰亚胺含酞/芴Cardo环结构134-噁二唑结构固化行为结构与性能
Keywords
BismaleimidePhthalide/fluorene cardo1 3 4-OxadiazoleHeat resistanceMoisture resistance
references
H D Stenzenberger . . Adv Polym Sci , 1994 . 117 166 - 220.
J Mijovic , S Andjelic . . Macromolecules , 1996 . 29 ( 1 ): 239 - 246 . DOI:10.1021/ma950550vhttp://doi.org/10.1021/ma950550v.
J C Phelan , C S P Sung . . Macromolecules , 1997 . 30 ( 22 ): 6845 - 6851 . DOI:10.1021/ma961887fhttp://doi.org/10.1021/ma961887f.
X Hu , J R Meng . . J Polym Sci, Part A:Polym Chem , 2005 . 43 994 - 1006.
X H Xiong , P Chen , J X Zhang , Q Yu , B C Wang . . Thermochim Acta , 2011 . 514 44 - 50 . DOI:10.1016/j.tca.2010.12.001http://doi.org/10.1016/j.tca.2010.12.001.
C Gouri , C P R Nair , R Ramaswamy . . Polym Int , 2001 . 50 403 - 413.
M Sava . . J Appl Polym Sci , 2004 . 91 3806 - 3812 . DOI:10.1002/(ISSN)1097-4628http://doi.org/10.1002/(ISSN)1097-4628.
Y Yao , T Zhao , Y Z Yu . . J Appl Polym Sci , 2005 . 97 443 - 448 . DOI:10.1002/(ISSN)1097-4628http://doi.org/10.1002/(ISSN)1097-4628.
X H Xiong , R Ren , P Chen , Q Yu , J Wang , C X Jia . . J Appl Polym Sci , 2013 . 130 1084 - 1091 . DOI:10.1002/app.39269http://doi.org/10.1002/app.39269.
L Y Zhang , L Y Na , L L Xia , X H Xiong , S D Fan , P Chen . . High Perform Polym , 2016 . 28 ( 2 ): 215 - 224 . DOI:10.1177/0954008315577672http://doi.org/10.1177/0954008315577672.
K S S Kumar , C P R Nair , R Sadhana , K N Ninan . . Eur Polym J , 2007 . 43 5084 - 5096 . DOI:10.1016/j.eurpolymj.2007.09.012http://doi.org/10.1016/j.eurpolymj.2007.09.012.
T Takeichi , Y Saito , T Agag , H Muto , T Kawauchi . . Polymer , 2008 . 49 1173 - 1179 . DOI:10.1016/j.polymer.2008.01.041http://doi.org/10.1016/j.polymer.2008.01.041.
H Q Yan , H Q Wang , J Cheng . . Eur Polym J , 2009 . 45 2383 - 2390 . DOI:10.1016/j.eurpolymj.2009.04.031http://doi.org/10.1016/j.eurpolymj.2009.04.031.
X Y Liu , Y F Yu , M H Wang , L Zhao , L Li , S J Li . . J Mater Sci , 2007 . 42 2150 - 2156 . DOI:10.1007/s10853-006-1219-9http://doi.org/10.1007/s10853-006-1219-9.
Y J Han , G X Liao , Y J Xu , G P Yu , X G Jian . . Polym Eng Sci , 2009 . 49 2301 - 2308 . DOI:10.1002/pen.v49:12http://doi.org/10.1002/pen.v49:12.
H H Qin , P T Mather , J B Baek . . Polymer , 2006 . 47 2813 - 2821 . DOI:10.1016/j.polymer.2006.02.062http://doi.org/10.1016/j.polymer.2006.02.062.
S H Hsiao , C F Chang . . J Polym Res , 1996 . 3 ( 1 ): 31 - 37 . DOI:10.1007/BF01493378http://doi.org/10.1007/BF01493378.
C S Wang , T S Leu . . J Appl Polym Sci , 1999 . 73 833 - 839 . DOI:10.1002/(ISSN)1097-4628http://doi.org/10.1002/(ISSN)1097-4628.
C S Wang , C H Lin . . Polymer , 1999 . 40 5665 - 5673 . DOI:10.1016/S0032-3861(98)00786-1http://doi.org/10.1016/S0032-3861(98)00786-1.
Y L Liu , Y L Liu , R L Jeng , Y S Chiu . . J Polym Sci, Part A:Polym Chem , 2001 . 39 1716 - 1725 . DOI:10.1002/(ISSN)1099-0518http://doi.org/10.1002/(ISSN)1099-0518.
W J Shu , L H Perng , W K Chen . . J Appl Polym Sci , 2002 . 83 1919 - 1933 . DOI:10.1002/(ISSN)1097-4628http://doi.org/10.1002/(ISSN)1097-4628.
M Shau , P Tsai , W Y Teng , W Hsu . . Eur Polym J , 2006 . 42 1899 - 1907 . DOI:10.1016/j.eurpolymj.2006.02.016http://doi.org/10.1016/j.eurpolymj.2006.02.016.
H J Hwang , C H Li , C H Wang . . Polym Int , 2006 . 55 1341 - 1349 . DOI:10.1002/(ISSN)1097-0126http://doi.org/10.1002/(ISSN)1097-0126.
H Y Tang , N H Song , Z H Gao , X F Chen , X H Fan , Q Xiang , Q F Zhou . . Polymer , 2007 . 48 129 - 138 . DOI:10.1016/j.polymer.2006.10.040http://doi.org/10.1016/j.polymer.2006.10.040.
H Y Tang , N H Song , X F Chen , X H Fan , Q Xiang , Q F Zhou . . J Appl Polym Sci , 2008 . 109 ( 1 ): 190 - 199 . DOI:10.1002/(ISSN)1097-4628http://doi.org/10.1002/(ISSN)1097-4628.
Z Q Hu , S J Li , C H Zhang . . J Appl Polym Sci , 2008 . 107 1288 - 1293 . DOI:10.1002/(ISSN)1097-4628http://doi.org/10.1002/(ISSN)1097-4628.
Chen Ping(陈平), Xiong Xuhai(熊需海), Wang Baichen(王柏臣), Zhu Nengbo(朱能波), Ma Keming(马克明), Yu Qi (于祺). China patent(中国发明专利), CN200910011524.X. 2009-11-11
X H Xiong , P Chen , Q Yu , N B Zhu , B C Wang , J X Zhang . . Polym Int , 2010 . 59 1665 - 1672 . DOI:10.1002/pi.v59:12http://doi.org/10.1002/pi.v59:12.
Chen Ping(陈平), Zhang Liying(张丽影), Zhao Xiaoqian(赵小倩), Xia Lianlian(夏连连), Xiong Xuhai(熊需海), Fan Shengdi(范圣第). China patent(中国发明专利), ZL 201310437116.7. 2015-10-28
L Y Zhang , P Chen , M B Gao , L Y Na , X H Xiong , S D Fan . . Des Monomers Polym , 2014 . 17 ( 7 ): 637 - 646 . DOI:10.1080/15685551.2014.907618http://doi.org/10.1080/15685551.2014.907618.
L Y Zhang , P Chen , L Y Na , S D Fan . . J Macromol Sci Pure Appl Chem , 2016 . 53 ( 2 ): 88 - 95 . DOI:10.1080/10601325.2016.1121057http://doi.org/10.1080/10601325.2016.1121057.
Chen Ping(陈平), Xiong Xuhai(熊需海), Ma Keming(马克明), Wang Baichen(王柏臣), Yu Qi(于祺). China patent(中国发明专利), ZL201010211439.0. 2012-03-21
Chen Ping(陈平), Xiong Xuhai(熊需海), Ma Keming(马克明), Wang Baichen(王柏臣), Lu Chun(陆春). China patent(中国发明专利), ZL201010211452.6. 2011-09-21
Chen Ping(陈平), Xia Lianlian(夏连连) Xiong Xuhai(熊需海), Lu Fang(卢放), Yu Qi(于祺). China patent(中国发明专利), CN 201210473120.4. 2013-02-27
X H Xiong , P Chen , N B Zhu , Q Yu , J X Zhang , B C Wang . . Polym Eng Sci , 2011 . 51 1599 - 1606 . DOI:10.1002/pen.v51.8http://doi.org/10.1002/pen.v51.8.
L L Xia , X J Zhai , X H Xiong , P Chen . . RSC Adv , 2014 . 4 4646 - 4655 . DOI:10.1039/C3RA45313Hhttp://doi.org/10.1039/C3RA45313H.
B F Zhang , Z G Wang , X Zhang . . Polymer , 2009 . 50 817 - 824 . DOI:10.1016/j.polymer.2008.12.006http://doi.org/10.1016/j.polymer.2008.12.006.
Z G Wang , T L Chen , J P Xu . . Macromolecules , 2000 . 33 5672 - 5679 . DOI:10.1021/ma9921807http://doi.org/10.1021/ma9921807.
Z G Wang , T L Chen , J P Xu . . Macromolecules , 2001 . 34 9015 - 9022 . DOI:10.1021/ma011185chttp://doi.org/10.1021/ma011185c.
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