The effect of fluorine atoms on gas transport properties of new polynorbornene dicarboximides

Vargas, Joel; Martínez, Araceli; Santiago, Arlette A.; Tlenkopatchev, Mikhail A.; Gaviño, Rubén; Aguilar‐Vega, Manuel

doi:10.1016/j.jfluchem.2008.09.011

Cited by 31 publications

(17 citation statements)

References 18 publications

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“…In this sense, the presence of fluorine‐containing moieties in the polynorbornene dicarboximide structures has shown to be effective to improve gas permeability due to an increase of the interactions between the gases and the polar fluorinated moieties, as well as in the free volume, which in turns facilitates the diffusion of the gas molecules through the polymer . Recently, sorption studies carried out on membranes of polynorbornene with pentafluorophenyl moieties attached to the dicarboximide side groups showed a significant increase in gas solubility …”

Section: Introductionmentioning

confidence: 99%

Gas Transport Properties of Hydrogenated and Fluorinated Polynorbornene Dicarboximides

Vargas

Santiago

Cruz-Morales

et al. 2013

Macro Chemistry & Physics

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The synthesis and further hydrogenation of fl uorinated polynorbornene dicarboximides is reported, using p -toluenesulfonyl hydrazide and Wilkinson's catalysts, respectively. Despite improving the resistance to thermo-oxidative degradation, it is observed that the hydrogenation of the backbone double bonds in the polymer also decreases the thermomechanical properties. Afterward, a comparative study of gas transport in membranes based on these hydrogenated polynorbornenes, as well as in their unsaturated analogues, is carried out. The gases studied are hydrogen, oxygen, nitrogen, carbon dioxide, methane, ethane, ethylene, and propylene. After hydrogenation, the gas permselectivity of the membranes is enhanced as a consequence of the decrease of both the gas solubility and the gas diffusion.

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Section: Introductionmentioning

confidence: 99%

Gas Transport Properties of Hydrogenated and Fluorinated Polynorbornene Dicarboximides

Vargas

Santiago

Cruz-Morales

et al. 2013

Macro Chemistry & Physics

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“…3 Extremely poor permeability of bulk polynorbornene has been reported, even to gases, and attributed to the strong intermolecular interactions, and therefore low fractional free volume. 47 …”

Section: Resultsmentioning

confidence: 99%

Dye Encapsulation in Polynorbornene Micelles

et al. 2015

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The encapsulation efficiency of high-Tg polynorbornene micelles was probed with a hydrophobic dye 2,6-diiodo boron-dipyrromethene (BODIPY). Changes in the visible absorption spectra of aggregated versus monomeric dye molecules provided a probe for assessing encapsulation. Polynorbornene micelles are found to be capable of loading up to one BODIPY dye per ten polymers. As the hydrophilic block size increased in the polymeric amphiphiles, more of the dye was incorporated within the micelles. This result is consistent with the dye associating with the polymer backbone in the shell of the micelles. Encapsulation rate varied significantly with temperature, and a slight dependence on micellar morphology was also noted. Additionally, we report a 740 µs triplet lifetime for the encapsulated BODIPY dye. The lifetime is the longest ever recorded for a BODIPY triplet excited state at room temperature, and is attributed to hindered triplet-triplet annihilation in the high viscosity micellar shell.

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“…PNDI was synthesized by two steps (Supporting Information Scheme S1) in a similar procedure of literature 37. The 1 H NMR spectrum of PNDI (Supporting Information Fig.…”

Section: Resultsmentioning

confidence: 99%

High dielectric performance of tactic polynorbornene derivatives synthesized by ring‐opening metathesis polymerization

You

Gao

Jin

et al. 2012

J. Polym. Sci. A Polym. Chem.

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Functional polynorbornenes (PNBEs) containing pyrrolidine moiety and bis(trifluoromethyl)biphenyl side group were synthesized via ring‐opening metathesis polymerization (ROMP), and the microstructure of polymer chain was characterized by NMR spectroscopy. Poly(N‐3,5‐bis(trifluoromethyl)biphenyl‐norbornene‐pyrrolidine) (PTNP) and poly(N‐phenyl‐norbornene‐pyrrolidine) (PPNP) are supposed to have practically trans double bonds and adopt isotactic syn conformation, whereas poly(N‐3,5‐bis(trifluoromethyl)biphenyl‐norbornene‐dicarboximide) (PTNDI) has both trans and cis double bonds and atactic microstructure. PTNP, PTNDI, and PPNP have much different dielectric constants of 20, 7, and 3, respectively, which is attributed to both the polar 3,5‐bis(trifluoromethyl)biphenyl group and the stereoregular chain structure. The existence of rigid pyrrolidine moiety has a positive contribution to form the tactic polymer chain during ROMP. Polymers are highly thermal stable up to ∼300 °C. Having good dielectric properties and thermal stability, these functional PNBEs are expected as the potential dielectric material in thin film capacitors. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2013

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The effect of fluorine atoms on gas transport properties of new polynorbornene dicarboximides

Cited by 31 publications

References 18 publications

Gas Transport Properties of Hydrogenated and Fluorinated Polynorbornene Dicarboximides

Gas Transport Properties of Hydrogenated and Fluorinated Polynorbornene Dicarboximides

Dye Encapsulation in Polynorbornene Micelles

High dielectric performance of tactic polynorbornene derivatives synthesized by ring‐opening metathesis polymerization

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