Sugar-Functional Vinyl Addition Poly(norbornene)–Photopatternable Poly(norbornenyl gluconamide) Compositions Developed with Water | Zendy

Steven D. Smith | Zendy; Liladhar Paudel | Zendy; Crystal Cyrus | Zendy; Hugh Burgoon | Zendy; Kazuyoshi Fujita | Zendy; Jennifer Thoresen | Zendy; Thomas Kim | Zendy; Leah J. Langsdorf | Zendy; Larry F. Rhodes | Zendy

Open Access

Sugar-Functional Vinyl Addition Poly(norbornene)–Photopatternable Poly(norbornenyl gluconamide) Compositions Developed with Water

Author(s) -

Steven D. Smith,

Liladhar Paudel,

Crystal Cyrus,

Hugh Burgoon,

Kazuyoshi Fujita,

Jennifer Thoresen,

Thomas Kim,

Leah J. Langsdorf,

Larry F. Rhodes

Publication year - 2018

Publication title -

acs omega

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.779

H-Index - 40

ISSN - 2470-1343

DOI - 10.1021/acsomega.8b00081

Subject(s) - norbornene , monomer , chemistry , polymer chemistry , polymer , glutaraldehyde , catalysis , polymerization , copolymer , organic chemistry

The norbornenyl gluconamide (NBGA) monomer can be polymerized by a number of palladium catalysts to give water-soluble, vinyl addition poly(NBGA). Depending on the catalyst used, the reaction conditions, and the chain-transfer additives employed, high-molecular-weight polymers can be obtained. These polymers can be thermally cross-linked at ca. 190 °C or at ca. 150 °C when the difunctional glutaraldehyde is added. A photopatternable composition is formed by the addition of a water-soluble diazide when the poly(NBGA) molecular weight is sufficiently high. After image-wise exposure, negative-tone patterns are revealed by water development. A detailed analysis of NBGA monomer structures by high-resolution nuclear magnetic resonance techniques including pure shift is reported showing that two diastereomers of each endo- and exo-isomer are formed from the reaction of norbornene methylamine and δ-gluconolactone.

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