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Determination of methylene bridge type of mixed meta and para-cresol–formaldehyde novolaks by 13C-NMR spectroscopy

✍ Scribed by E. A. Fitzgerald; S. P. Tadros; R. F. Almeida; G. A. Sienko; K. Honda; T. Sarubbi


Publisher
John Wiley and Sons
Year
1992
Tongue
English
Weight
332 KB
Volume
45
Category
Article
ISSN
0021-8995

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✦ Synopsis


Cresol-formaldehyde resins are important components of photoresists for semiconductor fabrication. The type of methylene bridge and relative amounts thereof are key structural features that determine resin properties. Several model compounds were prepared that represent the various types of methylene bridges that are possible from condensation of meta-and para-cresol with formaldehyde. The methylene bridges were characterized by 13C-NMR spectroscopy, and the assignments made were used to analyze spectra of cresolformaldehyde novolak resin and several oligomer types. The effect of complexation with metal ion on the methylene bridge chemical shift was investigated for one oligomer. The effect of bridging position on the intramolecular hydrogen bonding of the phenolic hydroxyl group was investigated by infrared spectroscopy.


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## Abstract ^13^C NMR spectroscopy was used to investigate the structures of a series of pure isomeric cresylic novolak resins. Chemical shifts were measured and assigned, and end groups were distinguished from the central repeat units of the chains. Based on these measurements, the number average