Poly(aryl ether ketone)s with bromomethyl groups: Synthesis and quaternary amination

Poly(aryl ether ketone)s with bromomethyl groups: Synthesis and quaternary amination
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DOI:
10.1002/app.33483
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发表时间:
2011-06
影响因子:
3
通讯作者:
Wenjia Ma;Chengji Zhao;Haidan Lin;Gang Zhang;H. Na
Wenjia Ma;Chengji Zhao;Haidan Lin;Gang Zhang;H. Na
中科院分区:
化学3区
文献类型:
--
作者:
Wenjia Ma;Chengji Zhao;Haidan Lin;Gang Zhang;H. Na

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本工作成功合成并表征了一系列具有不同含量的溴与苄基相连的溴甲基化聚(亚芳基醚酮)(PAEK)。为此,通过芳香族亲核缩聚反应制备了具有3,3',5,5'-四甲基-4,4'-二羟基联苯部分的聚亚芳基醚酮(PAEK-TM),然后PAEK-TM具有苄基甲基,通过N-溴代琥珀酰亚胺的自由基反应将其转化为溴甲基。然后,膜中的溴甲基苄基转化为 TMPAEK-NOH 中的季铵部分。 1H-NMR 测量用于表征和确认所得 PAEK-x-BrTM 和 TMPAEK-NBr 衍生物的结构(x 指每个重复单元引入的溴的摩尔百分比)。 TGA 分析表明,PAEK-x-BrTM 表现出非常低的分解温度,约为 200°C,对应于 CBr 键断裂。室温下TMPAEK-NOH膜的氢氧化物电导率为8 mS cm−1,而TMPAEK-NOH膜的吸水率在20℃时为22.3%,在60℃时为32.6%。 © 2011 Wiley periodicals, Inc. J Appl Polym Sci,2011
A series of bromomethylated poly(arylene ether ketone)s (PAEKs) with different contents of bromine tethered to the benzyl groups were successfully synthesized and characterized in this work. For this purpose, poly(arylene ether ketone) with 3,3′,5,5′-tetramethyl-4,4′-dihydroxybipheny moiety (PAEK-TM) was prepared by the aromatic nucleophilic polycondensation, and then the PAEK-TM has benzylic methyl groups that were converted to bromomethyl groups by a radical reaction using N-bromosuccinimide. Then, the bromomethylbenzyl groups in the membrane was converted to quaternary ammonium moieties in TMPAEK-NOH. 1H-NMR measurements were used to characterize and confirm the structures of the resulting PAEK-x-BrTM and TMPAEK-NBr derivatives (x refers to the molar percentage of bromine introduced per repeating units). TGA analysis showed that PAEK-x-BrTM exhibited a very low-decomposition temperature at about 200°C corresponding to the CBr bond cleavage. The hydroxide conductivity of TMPAEK-NOH membrane was 8 mS cm−1 at room temperature, while the water uptake of TMPAEK-NOH membrane was 22.3% at 20°C and 32.6% at 60°C. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011