Epoxy functionalized cycloolefin polymers by ring-opening metathesis polymerization

So, Jongho; Cho, Eun Seon; Kim, Sang Youl

doi:10.1039/d2py00721e

Cited by 1 publication

(1 citation statement)

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“…The design of the monomer structure and the copolymer sequence are critical for the resulting COP properties, and polycyclic polymer structures are required to obtain a high glass-transition temperature ( T g ) of around 150 °C. Various COPs have been produced from polycyclic NB derivatives, including conventional hydrocarbons (dicyclopentadienes, − tetracyclododecenes, − and others), ester-, , imide-, epoxy-substituted NBs, anthracene-derived NBs, NB lactones (NBL), , and cyclopropane-containing norbornadiene dimers (NBDDs) …”

Section: Introductionmentioning

confidence: 99%

Spiro-Fluorene-Containing Cyclic Olefin Polymers

Ishii,

Ota,

Matsuoka

et al. 2023

ACS Appl. Polym. Mater.

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For application to optical polymer materials with a high refractive index and low birefringence as well as high thermal stability and low hygroscopicity, we have performed the ring-opening metathesis (co)polymerization (ROMP, ROMCP) of fluorene-based norbornene (NB) monomers, spiro[fluorene-9,4′-tricyclo[5.2.1.0 2,6 ]dec-8en] (endo-1 and exo-1) and subsequent hydrogenation to produce spiro-fluorenecontaining cyclic olefin polymers. The living ROMP and the kinetics of the ROMCP with NB were investigated. A series of hydrogenated endo-and exo-isomeric polymers, Hpoly( 1) and H-poly(1-co-NB), with random, gradient, and block sequences, were synthesized and characterized. They are highly soluble in common organic solvents due to their large fractional free volume, as indicated by broad X-ray diffraction patterns. The glass-transition temperatures (T g ) of Hpoly(1-co-NB) significantly increased with the content of 1 up to 273 °C [H-poly(endo-1)]. The endo-isomeric polymers exhibited significantly higher T g values and slightly lower solubility than their exo-counterparts, probably because of the slightly smaller fractional free volume of the endo-isomers. The refractive indexes of H-poly(1)s are as high as 1.61, and the stress-optical coefficients in the rubbery state (C R ) of H-poly(1-co-NB) are less than zero. These low birefringences and large fractional free volumes are derived from the bulky spiro-fluorene moiety oriented vertically to the polymer main chain.

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