Polymerization of N-(tert-butyldimethylsilyloxy)maleimide and applications of the polymers as resist materials
✍ Scribed by Sang-Tae Kim; Jin-Baek Kim; Chan-Moon Chung; Kwang-Duk Ahn
- Publisher
- John Wiley and Sons
- Year
- 1997
- Tongue
- English
- Weight
- 203 KB
- Volume
- 66
- Category
- Article
- ISSN
- 0021-8995
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✦ Synopsis
A new silicon-containing maleimide monomer, N-(tert-butyldimethylsilyloxy)maleimide (SiOMI) has been synthesized. SiOMI was radically copolymerized with styrene derivatives (XSt) to obtain alternating copolymers, P(SiOMI/XSt), in high conversions. The copolymers have high glass transition temperatures above 190ЊC, and the tert-butyldimethylsilyloxy groups are thermally stable up to 300ЊC. The SiOMI units in the copolymers were converted into N-hydroxymaleimide (HOMI) units by acidolytic deprotection of the tert-butyldimethylsilyloxy protecting groups. The facile deprotection of the side-chain tert-butyldimethylsilyloxy groups from the protected copolymers provided a significant change in solubility of the polymers due to the large polarity change. Submicron positive-tone images were obtained from the copolymers containing an onium salt as a photoacid generator by irradiation with electron beam and development with alkaline solutions. The polymer films also showed very high oxygen plasma etch resistance compared with novolac resins. The silicon-containing maleimide polymers were found to have required properties, such as good alkaline solubility after deprotection, superior adhesion, low optical density, high thermal stability with high T g , and high plasma etch resistance for applications as deep ultraviolet and electron beam resist materials.
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