{"title":"由双[4-(4-氨基-2-三氟甲基苯氧基)苯基]醚和芳香族二酐制备的有机溶性浅色氟化聚酰亚胺","authors":"Yung-Chung Chen, Yu-Yang Su, Hsun-Ching Chiang","doi":"10.1134/S1560090423701129","DOIUrl":null,"url":null,"abstract":"<p>Balanced high transparency, thermal properties and organosolublility are urgent requirements for preparing polyimides. In this study, a series of fluorinated polyimides (V<sub>a-f</sub>) containing a multi-ether fluorinated diamine unit were designed. The corresponding PIs were synthesized through traditionally thermally polycondensation with bis[4-(4-amino-2-trifluoromethylphenoxy)phenyl]ether (II) and various commercial aromatic dinahydrides (III<sub>a-f</sub>). In particular, there are four rigid benzene rings and three flexible ether linkages in its fluorinated diamine structure (II), which is expected to achieve a balance in organic solubility and thermal properties. V<sub>a-f</sub> had inherent viscosity ranging from 0.88 to 1.24 dL/g. In addition, these fluorinated PIs exhibited high organo-solubility in common organic solvents and mechanical properties of tensile strengths of 92–116 MPa, tensile moduli of 2.0–42.3 GPa, elongations at break of 10–36%. Meanwhile, they also exhibited glass transition temperatures (<i>T</i><sub>g</sub><i>s</i>) of 215–265°C, 10 wt % weight-loss temperatures of 525–597°C in N<sub>2</sub>. Among these PI films, V<sub>f</sub> appeared excellent optical transparency, which displayed the cut-off wavelength at 361 nm with <i>b</i>* value of 8.7. For a comparative study, nonfluorinated analogous polyimides VI<sub>a-f</sub> were also synthesized. As a result, the fluorinated V series showed better organo-solubility, better optical property, lower dielectric constant and lower moisture absorption but without scarified thermal properties. Such attractive comprehensive properties make these fluorinated PIs as potential candidates for application in microelectronics industry.</p>","PeriodicalId":739,"journal":{"name":"Polymer Science, Series B","volume":"65 4","pages":"514 - 527"},"PeriodicalIF":1.0000,"publicationDate":"2023-09-20","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Organosoluble and Light-Colored Fluorinated Polyimides Prepared from Bis[4-(4-amino-2-trifluoronethylphenoxy)phenyl]ether and Aromatic Dianhydrides\",\"authors\":\"Yung-Chung Chen, Yu-Yang Su, Hsun-Ching Chiang\",\"doi\":\"10.1134/S1560090423701129\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p>Balanced high transparency, thermal properties and organosolublility are urgent requirements for preparing polyimides. In this study, a series of fluorinated polyimides (V<sub>a-f</sub>) containing a multi-ether fluorinated diamine unit were designed. The corresponding PIs were synthesized through traditionally thermally polycondensation with bis[4-(4-amino-2-trifluoromethylphenoxy)phenyl]ether (II) and various commercial aromatic dinahydrides (III<sub>a-f</sub>). In particular, there are four rigid benzene rings and three flexible ether linkages in its fluorinated diamine structure (II), which is expected to achieve a balance in organic solubility and thermal properties. V<sub>a-f</sub> had inherent viscosity ranging from 0.88 to 1.24 dL/g. In addition, these fluorinated PIs exhibited high organo-solubility in common organic solvents and mechanical properties of tensile strengths of 92–116 MPa, tensile moduli of 2.0–42.3 GPa, elongations at break of 10–36%. Meanwhile, they also exhibited glass transition temperatures (<i>T</i><sub>g</sub><i>s</i>) of 215–265°C, 10 wt % weight-loss temperatures of 525–597°C in N<sub>2</sub>. Among these PI films, V<sub>f</sub> appeared excellent optical transparency, which displayed the cut-off wavelength at 361 nm with <i>b</i>* value of 8.7. For a comparative study, nonfluorinated analogous polyimides VI<sub>a-f</sub> were also synthesized. As a result, the fluorinated V series showed better organo-solubility, better optical property, lower dielectric constant and lower moisture absorption but without scarified thermal properties. 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引用次数: 0
摘要
平衡高透明度、热性能和有机溶解性是制备聚酰亚胺的迫切要求。本研究设计了一系列含有多醚氟化二胺单元的氟化聚酰亚胺(Va-f)。相应的聚酰亚胺是通过双[4-(4-氨基-2-三氟甲基苯氧基)苯基]醚(II)和各种商用芳香族二氢化物(IIIa-f)的传统热缩聚反应合成的。特别是其氟化二胺结构(II)中有四个刚性苯环和三个柔性醚键,有望实现有机溶解性和热性能的平衡。Va-f 的固有粘度范围为 0.88 至 1.24 dL/g。此外,这些氟化 PI 在常见有机溶剂中具有很高的有机溶解性,并具有 92-116 兆帕的拉伸强度、2.0-42.3 千兆帕的拉伸模量和 10-36% 的断裂伸长率等机械性能。同时,它们的玻璃化转变温度(Tgs)为 215-265°C,10 wt % 的失重温度在 N2 中为 525-597°C。在这些 PI 薄膜中,Vf 具有极佳的光学透明度,其截止波长为 361 纳米,b*值为 8.7。为了进行比较研究,还合成了无氟类似聚酰亚胺 VIa-f。结果表明,氟化 V 系列具有更好的有机溶解性、更佳的光学性能、更低的介电常数和更低的吸湿性,但热性能没有受到影响。这些具有吸引力的综合性能使这些含氟聚酰亚胺成为微电子行业的潜在应用候选材料。
Organosoluble and Light-Colored Fluorinated Polyimides Prepared from Bis[4-(4-amino-2-trifluoronethylphenoxy)phenyl]ether and Aromatic Dianhydrides
Balanced high transparency, thermal properties and organosolublility are urgent requirements for preparing polyimides. In this study, a series of fluorinated polyimides (Va-f) containing a multi-ether fluorinated diamine unit were designed. The corresponding PIs were synthesized through traditionally thermally polycondensation with bis[4-(4-amino-2-trifluoromethylphenoxy)phenyl]ether (II) and various commercial aromatic dinahydrides (IIIa-f). In particular, there are four rigid benzene rings and three flexible ether linkages in its fluorinated diamine structure (II), which is expected to achieve a balance in organic solubility and thermal properties. Va-f had inherent viscosity ranging from 0.88 to 1.24 dL/g. In addition, these fluorinated PIs exhibited high organo-solubility in common organic solvents and mechanical properties of tensile strengths of 92–116 MPa, tensile moduli of 2.0–42.3 GPa, elongations at break of 10–36%. Meanwhile, they also exhibited glass transition temperatures (Tgs) of 215–265°C, 10 wt % weight-loss temperatures of 525–597°C in N2. Among these PI films, Vf appeared excellent optical transparency, which displayed the cut-off wavelength at 361 nm with b* value of 8.7. For a comparative study, nonfluorinated analogous polyimides VIa-f were also synthesized. As a result, the fluorinated V series showed better organo-solubility, better optical property, lower dielectric constant and lower moisture absorption but without scarified thermal properties. Such attractive comprehensive properties make these fluorinated PIs as potential candidates for application in microelectronics industry.
期刊介绍:
Polymer Science, Series B is a journal published in collaboration with the Russian Academy of Sciences. Series B experimental and theoretical papers and reviews dealing with the synthesis, kinetics, catalysis, and chemical transformations of macromolecules, supramolecular structures, and polymer matrix-based composites (6 issues a year). All journal series present original papers and reviews covering all fundamental aspects of macromolecular science. Contributions should be of marked novelty and interest for a broad readership. Articles may be written in English or Russian regardless of country and nationality of authors. All manuscripts are peer reviewed