Low-temperature-curable and photo-patternable benzocyclobutene-derived aggregation-induced emission-active polymer dielectrics

IF 13.9 Q1 CHEMISTRY, MULTIDISCIPLINARY Aggregate (Hoboken, N.J.) Pub Date : 2024-01-04 DOI:10.1002/agt2.487
Ziwei Yuan, Meng Xie, Jianlei Qian, Wenjie Fan, Menglu Li, Liao Guo, Yan Sun, Wenxin Fu
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Abstract

The high curing temperatures required for traditional benzocyclobutene (BCB) materials have posed limitations on their applicability in high-temperature-sensitive fields. To address this challenge, our work focuses on the synthesis of a novel tetraphenylethylene (TPE)-functionalized BCB monomer, TPE–BCB, achieved through the introduction of an ether bond onto the BCB's four-membered ring via Williamson reaction. TPE–BCB demonstrates remarkable low-temperature curing properties, characterized by a ring-opening peak temperature of 190°C, representing a reduction of 60°C compared to conventional BCBs. Fully cured TPE–BCB resins exhibit exceptional dielectric and mechanical properties, coupled with minimal water absorption. Additionally, the incorporation of TPE with aggregation-induced emission characteristics enhances the resins’ luminescence and photolithographic capabilities. Notably, our TPE–BCB resins achieve impressive photolithography performance with a resolution ratio of up to 10 μm. In contrast to conventional BCB-functionalized resins, TPE–BCB offers the dual advantage of low-temperature curing and luminescence. This development marks a significant step in the advancement of low-temperature curing BCB materials and serves as a pioneering example in the realm of multilayer wafer bonding materials.

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低温固化和光图案化苯并环丁烯聚合诱导发射活性聚合物电介质
传统的苯并环丁烯(BCB)材料需要较高的固化温度,这限制了它们在高温敏感领域的应用。为了应对这一挑战,我们的工作重点是通过威廉姆森反应在苯并环丁烯的四元环上引入醚键,合成一种新型四苯基乙烯(TPE)功能化苯并环丁烯单体 TPE-BCB。TPE-BCB 具有显著的低温固化特性,其开环峰值温度为 190°C,与传统 BCB 相比降低了 60°C。完全固化的 TPE-BCB 树脂具有优异的介电和机械性能,同时吸水性极低。此外,加入具有聚集诱导发射特性的 TPE 还增强了树脂的发光和光刻能力。值得注意的是,我们的 TPE-BCB 树脂实现了令人印象深刻的光刻性能,分辨率高达 10 μm。与传统的 BCB 功能化树脂相比,TPE-BCB 具有低温固化和发光的双重优势。这一研发成果标志着低温固化 BCB 材料的发展迈出了重要一步,是多层晶片粘合材料领域的开创性范例。
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CiteScore
17.40
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审稿时长
7 weeks
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