Adamantyl and carbazole containing trans-poly(norbornene-dicarboximide)s as electro-optic chromophore hosts

Andrew Mark Spring, Feng Qiu, Jianxun Hong, Alisa Bannaron, Xiaoyang Cheng, Shiyoshi Yokoyama

Research output: Contribution to journalArticle

Abstract

A selection of trans-poly(norbornene-dicarboximide) random copolymers incorporating adamantyl and carbazole groups have been prepared using the Grubbs 1st generation catalyst. The copolymer with the greatest carbazole content was employed as a host for a high activity chromophore guest. The adamantyl groups were able to elevate the glass transition and thermal decomposition temperatures of the host copolymers, while the carbazole groups were included to facilitate the dispersion of the added chromophores and enhance the poling process. The mass of the adamantyl pendant monomer was kept constant as the mass of the carbazole pendant monomer was increased gradually. The successful incorporation of the carbazole moiety into the copolymers was confirmed by 1H NMR integration. The polymers had a predominantly trans microstructure and the cis/trans ratio did not change significantly. The polymer molecular weights increased linearly from 25,758 g/mol to 56,827 g/mol as more carbazole-pendant monomer was incorporated. Polydispersities ranged from 1.29 to 1.70 and elemental analysis confirmed an ascending carbon% in the polymers from 72.29% to 76.26%. The glass transition temperatures decreased from 240 °C to 126 °C, with the thermal decomposition temperatures (10% loss) remaining relatively constant at between 423 °C to 394 °C, indicating the polymers had a good thermal stability. The chromophore guest concentration was increased gradually into the copolymer host from 15 wt% to 65 wt%. When poled at a field of 50 V/μm in thin film it was found that the optimum poling temperature decreased linearly from 150 °C to 90 °C as the chromophore concentration was increased, a maximum poling efficiency of 1.02 was achieved at a chromophore concentration of 55 wt%.

Original languageEnglish
Pages (from-to)382-390
Number of pages9
Journalpolymer
Volume172
DOIs
Publication statusPublished - May 20 2019

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Chromophores
Electrooptical effects
Copolymers
Polymers
Monomers
Pyrolysis
Polydispersity
Temperature
Glass transition
Thermodynamic stability
Molecular weight
Nuclear magnetic resonance
2-norbornene
carbazole
Carbon
Thin films
Microstructure
Catalysts
Chemical analysis

All Science Journal Classification (ASJC) codes

  • Organic Chemistry
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Adamantyl and carbazole containing trans-poly(norbornene-dicarboximide)s as electro-optic chromophore hosts. / Spring, Andrew Mark; Qiu, Feng; Hong, Jianxun; Bannaron, Alisa; Cheng, Xiaoyang; Yokoyama, Shiyoshi.

In: polymer, Vol. 172, 20.05.2019, p. 382-390.

Research output: Contribution to journalArticle

Spring, Andrew Mark ; Qiu, Feng ; Hong, Jianxun ; Bannaron, Alisa ; Cheng, Xiaoyang ; Yokoyama, Shiyoshi. / Adamantyl and carbazole containing trans-poly(norbornene-dicarboximide)s as electro-optic chromophore hosts. In: polymer. 2019 ; Vol. 172. pp. 382-390.
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