A novel diamine, bis-(3-aminophenyl)-4-(trifluoromethyl)phenyl phosphine oxide (mDA3FPPO), containing phosphine oxide and fluorine moieties was prepared via the Grignard reaction from an intermediate, 4-(trifluoromethyl)phenyl diphenyl phosphine oxide, that was synthesized from diphenylphosphinic chloride and 4-(trifluoromethyl)bromobenzene, followed by nitration and reduction. The monomer was characterized by Fourier transform infrared (FTIR), ¹H NMR, ³¹P NMR, ¹⁹F NMR spectroscopies; elemental analysis; melting point measurements; and titration and was used to prepare polyimides with a number of dianhydrides such as pyromellitic dianhydride (PMDA), 5,5′-[2,2,2-trifluoro-1-(trifluoromethyl)ethyliden]-bis-1,3-isobenzofuranedione (6FDA), 3,3′,4,4′-benzophenone tetracarboxylic dianhydride (BTDA), and 4,4′-oxydiphthalic dianhydride (ODPA). Polyimides were synthesized via a conventional two-step route; preparation of polyamic acids, followed by solution imidization, and the molecular weight were controlled to 20,000 g/mol. Resulting polyimides were characterized by FTIR, NMR, DSC, and intrinsic viscosity measurements. Refractive-index, dielectric constant, and adhesive properties were also determined. The properties of polyimides were compared with those of polyimides prepared from 1,1-bis-(4-aminophenyl)-1-phenyl-2,2,2-trifluoroethane (3FDAm) and bis-(3-aminophenyl) phenyl phosphine oxide (mDAPPO). The polyimides prepared from mDA3FPPO provided high glass-transition temperatures (248–311 °C), good thermal stability, excellent solubility, low birefringence (0.0030–0.0036), low dielectric constants (2.9–3.1), and excellent adhesive properties with Cu foils (107 g/mm). © 2001 John Wiley & Sons, Inc. J Polym Sci Part A: Polym Chem 39: 3335–3347, 2001

中文翻译：

---

双-（3-氨基苯基）-4-（三氟甲基）苯基氧化膦的新型聚酰亚胺的合成与表征

经由格氏反应，由中间体4-（三氟甲基）苯基二苯基膦氧化物制备了一种新型的二胺，双-（3-氨基苯基）-4-（三氟甲基）苯基膦氧化物（mDA3FPPO），该化合物包含氧化膦和氟部分。由二苯基次膦酰氯和4-（三氟甲基）溴苯合成，然后硝化和还原。该单体的特征在于傅立叶红外光谱（FTIR），¹ H NMR，³¹ P NMR，¹⁹F NMR光谱；元素分析 熔点测量；并滴定，并用于制备聚酰亚胺，并与许多二酐如均苯四酸二酐（PMDA），5,5'-[2,2,2-三氟-1-（三氟甲基）亚乙基]-双-1,3-异苯并呋喃二酮（6FDA），3,3'，4,4'-二苯甲酮四羧酸二酐（BTDA）和4,4'-氧二邻苯二甲酸二酐（ODPA）。聚酰亚胺是通过常规的两步法合成的。制备聚酰胺酸，然后进行溶液亚胺化，并将分子量控制在20,000 g / mol。通过FTIR，NMR，DSC和特性粘度测量来表征所得的聚酰亚胺。还确定了折射率，介电常数和粘合性能。将聚酰亚胺的性能与由1制备的聚酰亚胺的性能进行了比较 1-双-（4-氨基苯基）-1-苯基-2,2,2-三氟乙烷（3FDAm）和双-（3-氨基苯基）苯基氧化膦（mDAPPO）。由mDA3FPPO制备的聚酰亚胺具有较高的玻璃化转变温度（248-311°C），良好的热稳定性，出色的溶解性，低双折射（0.0030-0.0036），低介电常数（2.9-3.1）以及与Cu箔的优异粘合性能（107克/毫米）。©2001 John Wiley＆Sons，Inc. J Polym Sci Part A：Polym Chem 39：3335–3347，2001