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Highly rigid and functional poly(benzimidazole sulfone)s from 5,6-dimethoxy-1,3-dihydro-2H-benzo[d]imidazol-2-one monomer
Polymer International ( IF 2.9 ) Pub Date : 2023-01-17 , DOI: 10.1002/pi.6500 Wei Xu 1, 2 , Yumiao Su 2 , Yulin Ding 2, 3 , Chenjie Li 2 , Wenmu Li 2, 3
Polymer International ( IF 2.9 ) Pub Date : 2023-01-17 , DOI: 10.1002/pi.6500 Wei Xu 1, 2 , Yumiao Su 2 , Yulin Ding 2, 3 , Chenjie Li 2 , Wenmu Li 2, 3
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A series of poly(benzimidazole sulfone)s (PBSs) and poly(benzimidazole ketone)s (PBKs) containing 5,6-dimethoxy-1,3-dihydro-2H-benzo[d]imidazol-2-one (MBIO) have been synthesized by C–N/C–O coupling with different percentages of three other diphenol monomers under similar conditions. The structure of PBS-MBs and PBK-MBs was confirmed using 1H NMR and Fourier transform infrared spectroscopies, and X-ray diffraction data revealed that all the polymers are in an amorphous state. Due to the introduction of methoxy, the polymers were more soluble in common aprotic polar solvents. The intrinsic viscosity of the synthesized polymers was measured with an Ubbelohde viscometer, ranging from 0.38 to 1.35 dL g−1. The MBIO-based polymers have a remarkably good thermal stability with a high glass transition temperature of up to 305.1 °C. Furthermore, the wavelength of maximum fluorescence emission from homopolymers is around 414 nm with emission of blue light in N-methyl-2-pyrrolidone solution (1 mg L−1) and around 530 nm in films. They also showed low dielectric constants (κ = 2.60–3.10 at 1 MHz) and low water absorption (0.22–0.58%). It was encouraging to discover that these polymers have potential utility for the microelectronics industry, in which good solubility facilitates processing and molding, excellent thermal stability allows devices to be used under harsh conditions, low water absorption prevents device expansion and shrinkage and low dielectric constant is desired to prevent crosstalk between conducting paths. © 2023 Society of Industrial Chemistry.
中文翻译：
来自 5,6-二甲氧基-1,3-二氢-2H-苯并[d]咪唑-2-酮单体的高刚性和功能性聚（苯并咪唑砜）
一系列含有 5,6-二甲氧基-1,3-二氢-2 H-苯并[ d ]咪唑-2-酮 (MBIO) 的聚苯并咪唑砜 (PBS) 和聚苯并咪唑酮 (PBK)已通过 C-N/C-O 与不同百分比的其他三种二酚单体在相似条件下偶联合成。PBS-MBs 和 PBK-MBs 的结构使用1 H NMR 和傅里叶变换红外光谱法确认，X 射线衍射数据显示所有聚合物均处于无定形状态。由于甲氧基的引入，聚合物更易溶于普通的非质子极性溶剂。合成聚合物的特性粘度用 Ubbelohde 粘度计测量，范围为 0.38 至 1.35 dL g -1. 基于 MBIO 的聚合物具有非常好的热稳定性，玻璃化转变温度高达 305.1 °C。此外，均聚物的最大荧光发射波长约为 414 nm，在N-甲基-2-吡咯烷酮溶液 (1 mg L -1 )中发射蓝光，在薄膜中约为 530 nm。它们还表现出低介电常数（κ = 2.60–3.10 在 1 MHz) 和低吸水率 (0.22–0.58%)。令人鼓舞的是，发现这些聚合物在微电子工业中具有潜在用途，其中良好的溶解性有利于加工和成型，出色的热稳定性允许器件在恶劣条件下使用，低吸水率防止器件膨胀和收缩，低介电常数是希望防止导电路径之间的串扰。© 2023 工业化学学会。
更新日期：2023-01-17
中文翻译：
来自 5,6-二甲氧基-1,3-二氢-2H-苯并[d]咪唑-2-酮单体的高刚性和功能性聚（苯并咪唑砜）
一系列含有 5,6-二甲氧基-1,3-二氢-2 H-苯并[ d ]咪唑-2-酮 (MBIO) 的聚苯并咪唑砜 (PBS) 和聚苯并咪唑酮 (PBK)已通过 C-N/C-O 与不同百分比的其他三种二酚单体在相似条件下偶联合成。PBS-MBs 和 PBK-MBs 的结构使用1 H NMR 和傅里叶变换红外光谱法确认，X 射线衍射数据显示所有聚合物均处于无定形状态。由于甲氧基的引入，聚合物更易溶于普通的非质子极性溶剂。合成聚合物的特性粘度用 Ubbelohde 粘度计测量，范围为 0.38 至 1.35 dL g -1. 基于 MBIO 的聚合物具有非常好的热稳定性，玻璃化转变温度高达 305.1 °C。此外，均聚物的最大荧光发射波长约为 414 nm，在N-甲基-2-吡咯烷酮溶液 (1 mg L -1 )中发射蓝光，在薄膜中约为 530 nm。它们还表现出低介电常数（κ = 2.60–3.10 在 1 MHz) 和低吸水率 (0.22–0.58%)。令人鼓舞的是，发现这些聚合物在微电子工业中具有潜在用途，其中良好的溶解性有利于加工和成型，出色的热稳定性允许器件在恶劣条件下使用，低吸水率防止器件膨胀和收缩，低介电常数是希望防止导电路径之间的串扰。© 2023 工业化学学会。
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