Synthesis of Cinnamoyl-containing Self-enhancing Photosensitive Polyimides and Exploration of Lithographic Processes

Jia-jun Guo; Yan-qian Bu; Xiu-ting Li; Jie Dong; Xin Zhao; Qing-hua Zhang

doi:10.11777/j.issn1000-3304.2024.24074

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Synthesis of Cinnamoyl-containing Self-enhancing Photosensitive Polyimides and Exploration of Lithographic Processes

Research Article | 更新时间：2024-11-15

- Synthesis of Cinnamoyl-containing Self-enhancing Photosensitive Polyimides and Exploration of Lithographic Processes
- Acta Polymerica Sinica Vol. 55, Issue 10, Pages: 1325-1334(2024)
- 作者机构：
  
  东华大学纤维材料改性国家重点实验室上海 201620
- 作者简介：
  
  Jie Dong, E-mail: dj01@dhu.edu.cn
- 基金信息：
- DOI：10.11777/j.issn1000-3304.2024.24074
  CLC：
- Published：20 October 2024，
  
  Published Online：08 July 2024，
  
  Received：20 March 2024，
  
  Accepted：22 May 2024
- 稿件说明：
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郭嘉隽, 步颜倩, 李琇廷, 董杰, 赵昕, 张清华. 含肉桂酰基自增感光敏聚酰亚胺的合成及光刻工艺探索. 高分子学报, 2024, 55(10), 1325-1334

Guo, J. J.; Bu, Y. Q.; Li, X. T.; Dong, J.; Zhao, X.; Zhang, Q. H. Synthesis of cinnamoyl-containing self-enhancing photosensitive polyimides and exploration of lithographic processes. Acta Polymerica Sinica, 2024, 55(10), 1325-1334
郭嘉隽, 步颜倩, 李琇廷, 董杰, 赵昕, 张清华. 含肉桂酰基自增感光敏聚酰亚胺的合成及光刻工艺探索. 高分子学报, 2024, 55(10), 1325-1334 DOI： 10.11777/j.issn1000-3304.2024.24074.

Guo, J. J.; Bu, Y. Q.; Li, X. T.; Dong, J.; Zhao, X.; Zhang, Q. H. Synthesis of cinnamoyl-containing self-enhancing photosensitive polyimides and exploration of lithographic processes. Acta Polymerica Sinica, 2024, 55(10), 1325-1334 DOI： 10.11777/j.issn1000-3304.2024.24074.

摘要

以含氟二酐4

4'-(六氟异亚丙基)二邻苯二甲酸酐(6FDA)和含活性羧基的二胺3

5-二氨基苯甲酸(DABA)为单体，通过高温一步法合成可溶性的聚酰亚胺(PI)，利用酯化反应在其侧链羧基上接枝自增感光敏基团肉桂酰基. 控制6FDA与DABA加入量比例分别合成了3种不同分子量的光敏聚酰亚胺树脂PI95、PI97.5和PI100. 系统探究了3种不同分子量光敏聚酰亚胺的光刻工艺参数，并根据光刻图案质量优选出PI97.5样品. PI97.5样品的灵敏度为785 mJ/cm

，分辨率可达7 μm，线宽可达14 μm；固化后薄膜5%失重温度高于340 ℃，玻璃化转变温度可达274.2 ℃，且显示出良好的力学性能. 研究结果为开发新型负性光敏聚酰亚胺光刻胶提供了研究基础.

Abstract

A soluble polyimide (PI) was synt

hesized in a high-temperature one-step process using fluorinated dianhydride 4

‍4'-‍(hexafluoroisopropylidene)bis(phthalic anhydride) (6FDA) and reactive carboxyl-containing diamine 3

5-diaminobenzoic acid (DABA) as monomers

with the self-enhancing photosensitive cinnamoyl group grafted on the carboxyl group of the PI through the esterification reaction. Three kinds of photosensitive polyimide resins with different molecular weights

PI95

PI97.5 and PI100

were synthesized by controlling the molar ratio of 6FDA to DABA. The photolithographic process parameters of the three kinds of photosensitive polyimides with different molecular weights were systematically explored

and the PI97.5 sample was preferred according to the quality of the photolithographic pattern. The sensitivity of the PI97.5 sample is 785 mJ/cm

the resolution is up to 7 μm

and the line width is up to 14 μm. The 5% weight loss temperature of the cured film is higher than 340 ℃

and the glass transition temperature is up to 274.2 ℃

which shows good mechanical properties. The results provide a research basis for the development of new negative photosensitive polyimide photoresists.

关键词

光敏聚酰亚胺肉桂酰基自增感光刻工艺光敏特性

Keywords

Photosensitive polyimideCinnamoyl groupSelf-photosensitivePhotolithography processPhotosensitive properties

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State Key Laboratory for Modification of Chemical Fibers and Polymer Materials, College of Materials Science and Engineering, Donghua University

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