Effective Synthesis and Their Copolymerization of Fluorine-Containing Phenanthrene with Hydroxyl Group
Effective Synthesis and Their Copolymerization of Fluorine-Containing Phenanthrene with Hydroxyl Group
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含氟菲与羟基的有效合成及其共聚
DOI：
10.1016/j.jfluchem.2018.11.017
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
T. Kubota
中科院分区：
文献类型：
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作者：
S. Kataoka;H. Fukumoto;T. Kawasaki-Takasuka;T. Yamazaki;K. Nishimura;T. Agou;T. Kubota
1，2-二（4-羟基苯基）-3，3，4，4，5，5-六氟环戊烯在碘氧化剂存在下，在光照射（λ = 356 nm）下发生马洛里反应，得到6，9-二（4-羟基苯基）-1，1，2，2，3，3-六氟-2，3-二氢-1H-环戊二烯并[1]菲。将制得的含氟菲与各种酰氯进行缩聚反应，得到菲型聚酯。为了比较，也类似地制备二芳基乙烯型聚酯。含间苯单元的二芳基乙烯型聚酯在典型的有机溶剂如二氯甲烷中表现出良好的溶解性。分离出Mn = 4100（Mn=数均分子量）的四亚甲基连接的二芳基乙烯型聚酯作为油。其他二芳基乙烯型和所有菲型聚酯不溶于有机溶剂。热重分析表明菲型聚酯具有较高的热稳定性。
Mallory reaction of 1,2-bis(4-hydroxyphenyl)-3,3,4,4,5,5-hexafluorocyclopentene under light irradiation (λ = 356 nm) in the presence of iodine as an oxidant proceeded to give fluorine-containing phenanthrene bearing hydroxyl groups, 6,9-bis(4-hydroxyphenyl)-1,1,2,2,3,3-hexafluoro-2,3-dihydro-1H-cyclopenta[l]phenanthrene. Polycondensation of the prepared fluorine-containing phenanthrene with various acid dichlorides afforded the phenanthrene-type polyesters. For comparison, diarylethene-type polyesters were also prepared analogously. Diarylethene-type polyesters consistingm-phenylene unit showed good solubility in typical organic solvents such as CHCl3. Tetramethylene-linked diarylethene-type polyesters withMn= 4100 (Mn= number average molecular weight) was isolated as oil. Other diarylethene-type and all phenanthrene-type polyesters were insoluble in organic solvents. The phenanthrene-type polyesters had high thermal stability revealed by TGA analysis.