High stability poly(N-adamantyl-exo-norbornene-5,6-dicarboximide) and phenyl vinylene thiophene electro-optic host-guest system.

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Title: High stability poly(N-adamantyl-exo-norbornene-5,6-dicarboximide) and phenyl vinylene thiophene electro-optic host-guest system.
Authors: Spring, Andrew M.1, Qiu, Feng1, Yokoyama, Shiyoshi1 s_yokoyama@cm.kyushu-u.ac.jp
Source: European Polymer Journal. Nov2016, Vol. 84, p89-99. 11p.
Subjects: Host-guest chemistry, Polythiophenes, Electrooptics, Chemical stability, Ring-opening polymerization, Metathesis reactions, Molecular weights
Abstract: Poly(N-adamantyl- exo -norbornene-5,6-dicarboximide) was prepared by ring opening metathesis polymerization. This was achieved in chloroform using the Grubbs 1st generation initiator and quenched with ethyl vinyl ether. The polymer had a weight average molecular weight of 27,000 g/mol with a polydispersity index of 2.19, a high glass transition temperature of 281 °C and a high thermal decomposition temperature of 385 °C (10% loss). The trans : cis vinylene ratio was 1.00:0.19 making the polymer amorphous. The polymer was used as a host for 5 guest nonlinear optical chromophores. The relationship between the chromophore structure and the electro-optic coefficient was investigated. A range of chromophore concentrations were evaluated and it was found that the ideal chromophore structure included a bulky tert -butyldiphenylsilane side group. A maximum r 33 of 80 pm/V was obtained at a chromophore concentration of 45 wt% and a poling temperature of 160 °C. A host-guest system containing 35 wt% of the tert -butyldiphenylsilane substituted chromophore had a stability of 85% at a temperature of 85 °C for 500 h. The stability at 105 °C was 72%. In comparison amorphous polycarbonate under the same conditions achieved a stability of just 58% at 85 °C, while poly(methyl methacrylate) had a stability of 0% at 85 °C. [ABSTRACT FROM AUTHOR]
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Database: Engineering Source
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Abstract:Poly(N-adamantyl- exo -norbornene-5,6-dicarboximide) was prepared by ring opening metathesis polymerization. This was achieved in chloroform using the Grubbs 1st generation initiator and quenched with ethyl vinyl ether. The polymer had a weight average molecular weight of 27,000 g/mol with a polydispersity index of 2.19, a high glass transition temperature of 281 °C and a high thermal decomposition temperature of 385 °C (10% loss). The trans : cis vinylene ratio was 1.00:0.19 making the polymer amorphous. The polymer was used as a host for 5 guest nonlinear optical chromophores. The relationship between the chromophore structure and the electro-optic coefficient was investigated. A range of chromophore concentrations were evaluated and it was found that the ideal chromophore structure included a bulky tert -butyldiphenylsilane side group. A maximum r 33 of 80 pm/V was obtained at a chromophore concentration of 45 wt% and a poling temperature of 160 °C. A host-guest system containing 35 wt% of the tert -butyldiphenylsilane substituted chromophore had a stability of 85% at a temperature of 85 °C for 500 h. The stability at 105 °C was 72%. In comparison amorphous polycarbonate under the same conditions achieved a stability of just 58% at 85 °C, while poly(methyl methacrylate) had a stability of 0% at 85 °C. [ABSTRACT FROM AUTHOR]
ISSN:00143057
DOI:10.1016/j.eurpolymj.2016.09.012