新型含氟聚芳醚的设计、合成及表征
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摘要
聚醚类芳香聚合物是一类高性能的材料,因其在化学、物理和机械等方面均具有良好的性能而广为人知。目前,这类先进材料已广泛应用于在空间、光学、电子及其它高科技领域。然而,由于传统的聚芳醚溶解性能比较差,一般很难将其作为薄膜材料和涂层材料进行使用。此外,溶解性能差也使得其聚合条件变得苛刻。所以,制备可溶性的聚芳醚一直是人们研究的重点,而含氟聚芳醚是其中一个非常重要的研究方向。本文设计合成了几种含氟聚芳醚,并对这些聚合物进行了表征。全文主要包括以下三个方面的工作。
一,含氟聚芳醚的设计与合成
从一些廉价易得的原料出发,通过几步简单的反应,设计并成功合成了三种重要的单体:1,2-二(4-乙炔基苯氧基)全氟环丁基(6),二(4-氟苯基)-3,5-二(三氟甲基)-苯基氧膦(22)和二[4-(3-氨基苯氧基)苯基]3,5-二(三氟甲基)-苯基氧膦(25)。利用化合物6同各种自制的二叠氮化合物,通过“Click chemistry”,合成了具有1,2,3-三唑环结构单元的全氟环丁基(PFCB)类聚芳醚;利用化合物22同各种商业化的芳香二元酚类化合物进行缩聚反应或者再加入另外一种活性芳香二氯代物进行三元共聚反应,制备了具有苯基氧膦(PPO)结构单元的含氟聚芳醚;通过化合物25同各种商业化的芳香二元酸酐类化合物进行缩聚反应,得到了具有PPO结构单元的含氟聚醚酰亚胺。
二,含氟聚芳醚的结构表征
在进行聚合物的合成的同时,也进行了聚合物结构的表征工作。我们主要利用FI-IR、~1H NMR、~(19)F NMR、~(31)P NMR,对所得到的聚合物进行了结构分析。
三,含氟聚芳醚性能的研究
主要是对聚合物的溶解性能、热性能、光学性能进行了研究,并对与之相关的其它物理性质如聚合物的特性黏度、相对平均分子量、形态进行了测试和分析。
Polyether type aromatic polymers are a class of high performance materials known for their excellent combination of chemical, physical and mechanical properties. This class of advanced materials is currently wide applied in aerospace, optics, electronics and other high technology fields. However, it is difficult for conventional poly(aryl ether)s to be used as thin films and coating materials because of their poor solubility. In addition, their poor solubility makes the polymerization condition rigorous. Therefore, much attention has been focused on the preparation of soluble aromatic polyether, and fluorinated poly(aryl ether)s is a very important field in these research work. In this dissertation, several kinds of fluorinated poly(aryl ether)s were designed, synthesized and characterized. Work in the dissertation include the following three parts.
Firstly, design and synthesis of fluorinated poly(aryl ether)s.
From cheap and readily available materials, Three important monomers, 1,2-bis(4-ethynylphenoxy)perfluorocyclobutane(6), bis(4-fluorophenyl)-3,5-bis(trifluoromethyl)phenylphosphine oxide(22), bis[4-(3'-aminophenoxy)phenyl]-3,5-bis(trifluoromethyl)phenylphosphine oxide (25), were successfully synthesized by several steps of simple reactions. Utilizing 6 and several kinds of diazides prepared in our lab, poly(aryl ether)s containing 1,2,3-triazolyl and perfluorocyclobutane (PFCB) units were synthesized by "Click chemistry". Utilizing the polycondensation reaction between 6 and several commercially available aromatic diphenol or copolymerization reaction after adding another active aromatic dichloride, fluorinated poly(aryl ether)s containing phenylphosphine oxide (PPO) units were synthesized. Utilizing the polycondensation reaction between 6 and several commercially available aromatic dianhydride, fluorinated poly(aryl ether imide)s containing PPO units were synthesized.
Secondly, structure characterization of fluorinated poly(aryl ether)s.
While synthesizing of fluorinated poly(aryl ether)s, we were carrying out structural analysis of the resulting fluorinated poly(aryl ether)s by FI-IR, ~1H NMR, ~(19)F NMR and ~(31)P NMR.
Thirdly, study on properties of fluorinated poly(aryl ether)s.
The solubility, optical and thermal properties of the resulting fluorinated poly(aryl ether)s were investigated, and inherent viscosities, molecular weight and morphology were also measured.
一,含氟聚芳醚的设计与合成
从一些廉价易得的原料出发,通过几步简单的反应,设计并成功合成了三种重要的单体:1,2-二(4-乙炔基苯氧基)全氟环丁基(6),二(4-氟苯基)-3,5-二(三氟甲基)-苯基氧膦(22)和二[4-(3-氨基苯氧基)苯基]3,5-二(三氟甲基)-苯基氧膦(25)。利用化合物6同各种自制的二叠氮化合物,通过“Click chemistry”,合成了具有1,2,3-三唑环结构单元的全氟环丁基(PFCB)类聚芳醚;利用化合物22同各种商业化的芳香二元酚类化合物进行缩聚反应或者再加入另外一种活性芳香二氯代物进行三元共聚反应,制备了具有苯基氧膦(PPO)结构单元的含氟聚芳醚;通过化合物25同各种商业化的芳香二元酸酐类化合物进行缩聚反应,得到了具有PPO结构单元的含氟聚醚酰亚胺。
二,含氟聚芳醚的结构表征
在进行聚合物的合成的同时,也进行了聚合物结构的表征工作。我们主要利用FI-IR、~1H NMR、~(19)F NMR、~(31)P NMR,对所得到的聚合物进行了结构分析。
三,含氟聚芳醚性能的研究
主要是对聚合物的溶解性能、热性能、光学性能进行了研究,并对与之相关的其它物理性质如聚合物的特性黏度、相对平均分子量、形态进行了测试和分析。
Polyether type aromatic polymers are a class of high performance materials known for their excellent combination of chemical, physical and mechanical properties. This class of advanced materials is currently wide applied in aerospace, optics, electronics and other high technology fields. However, it is difficult for conventional poly(aryl ether)s to be used as thin films and coating materials because of their poor solubility. In addition, their poor solubility makes the polymerization condition rigorous. Therefore, much attention has been focused on the preparation of soluble aromatic polyether, and fluorinated poly(aryl ether)s is a very important field in these research work. In this dissertation, several kinds of fluorinated poly(aryl ether)s were designed, synthesized and characterized. Work in the dissertation include the following three parts.
Firstly, design and synthesis of fluorinated poly(aryl ether)s.
From cheap and readily available materials, Three important monomers, 1,2-bis(4-ethynylphenoxy)perfluorocyclobutane(6), bis(4-fluorophenyl)-3,5-bis(trifluoromethyl)phenylphosphine oxide(22), bis[4-(3'-aminophenoxy)phenyl]-3,5-bis(trifluoromethyl)phenylphosphine oxide (25), were successfully synthesized by several steps of simple reactions. Utilizing 6 and several kinds of diazides prepared in our lab, poly(aryl ether)s containing 1,2,3-triazolyl and perfluorocyclobutane (PFCB) units were synthesized by "Click chemistry". Utilizing the polycondensation reaction between 6 and several commercially available aromatic diphenol or copolymerization reaction after adding another active aromatic dichloride, fluorinated poly(aryl ether)s containing phenylphosphine oxide (PPO) units were synthesized. Utilizing the polycondensation reaction between 6 and several commercially available aromatic dianhydride, fluorinated poly(aryl ether imide)s containing PPO units were synthesized.
Secondly, structure characterization of fluorinated poly(aryl ether)s.
While synthesizing of fluorinated poly(aryl ether)s, we were carrying out structural analysis of the resulting fluorinated poly(aryl ether)s by FI-IR, ~1H NMR, ~(19)F NMR and ~(31)P NMR.
Thirdly, study on properties of fluorinated poly(aryl ether)s.
The solubility, optical and thermal properties of the resulting fluorinated poly(aryl ether)s were investigated, and inherent viscosities, molecular weight and morphology were also measured.
引文
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