Chiral Ethylhexyl Substituents for Optically Active Aggregates of π-Conjugated Polymers

Grenier, Christophe R. G.; George, Subi J.; Joncheray, Thomas J.; Meijer, E. W.; Reynolds, John R.

doi:10.1021/ja068461t

Cited by 93 publications

(77 citation statements)

References 22 publications

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“…Some other metal nanoparticles can be used for ultrasensitive detection and spectroscopy 5. However, for polymer‐based optically active nanoparticles, few could be found in literature, even though optically active aggregates of polymers have been reported for instance by Terao et al6 and Grenier et al7 The preparation procedures of such polymer aggregates are relatively complex and moreover it is particularly difficult to precisely control their shapes and sizes. Herein, we report on an effective strategy unprecedented to prepare optically active polymer nanoparticles, that is, directly from aqueous catalytic miniemulsion polymerizations.…”

Section: Introductionmentioning

confidence: 99%

Relationship between structure and properties of modified potato starch biodegradable films

Cyras

Zenklusen

Vázquez

2006

J of Applied Polymer Sci

102

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Potato starch was gelatinized in the presence of water and varying amounts of glycerol at 90°C. Starch/ glycerol films were prepared by casting with water. The addition of glycerol produces a decrease in the crystallinity of the starch in the films. Starch was acetylated (with acetic acid and anhydride) and maleated (with maleic anhydride). Differential scanning calorimetric analysis revealed decrease in the glass transition temperature (T g ) with the chemical modification. The starch modification on the equilibrium moisture content was determined at 25°C. The esterifications produce a decrease in the maximum moisture sorption.

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Section: Introductionmentioning

confidence: 99%

Relationship between structure and properties of modified potato starch biodegradable films

Cyras

Zenklusen

Vázquez

2006

J of Applied Polymer Sci

102

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“…In the CD spectrum, bisignate Cotton effect disappears while broadly negative CD signals appear at long wavelengths in the oxidized state. In other chiral PEDOT derivatives in film state, a broadly negative CD signal appears and a chiral orientation of the polymer backbones retains in iodine doped state [36]. Besides, such broadly CD signal in oxidation state can be observable in other conjugated polymers such as TTF derivatives [37].…”

Section: Synthesis and Properties Of An Optically Active Pedot* Filmmentioning

confidence: 99%

Synthesis of a Terpene-Based New Chiral Inducer and Preparation of an Asymmetric Polymer

2015

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Abstract:A new chiral compound was synthesized based on L-borneol. A cholesteric liquid crystal (LC) electrolyte solution was prepared by adding it as a chiral inducer to a nematic LC. A chiral poly(3,4-ethylenedioxythiophene) (PEDOT*, * = asymmetry) film was prepared by electrochemical polymerization in the induced cholesteric LC. The PEDOT* film showed a maximum absorption band due to a π-π* transition in the UV-Vis absorption and bisignate Cotton effect in the reduced state in circular dichroism (CD). The CD spectrum indicates that PEDOT* backbones form right-handed helical aggregation. However, the maximum optical absorption band due to π-π* transition of the PEDOT* decreases and a new absorption band appears at long wavelengths upon oxidation due to generation of polarons as charge carriers. Bisignate Cotton effect disappears and broadly negative CD signal appears at long wavelengths in the oxidized state.

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“…In the case of poly(3,4-dialkoxythiophene) (35, 36), a high molecular weight and a high degree of polymerization can be achieved if long alkyl chains are used to ensure good polymer solubility [96]. The use of short chains afforded lower-molecular-weight polymers, presumably due to solubility effects [97,98]. Low band-gap polymers based on thieno [3,4-b]pyrazine (37) have also been polymerized via the GRIM route, although in this case the highest yields and molecular weights were obtained by conducting the polymerization in refluxing THF.…”

Section: Thiophene-based Monomersmentioning

confidence: 99%

The Synthesis of Conjugated Polythiophenes by K umada Cross‐Coupling

Koch

Heeney

2012

Materials Science and Technology

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Conjugated polymers have been the subject of intensive research efforts over the past few decades. Much of this interest has stemmed from the fact that such materials combine the inherent processibility and mechanical robustness associated with polymers, with the electronic properties more typically associated with inorganic semiconductors. Thus, such materials may allow the fabrication of electronic devices on a variety of flexible or conformable surfaces, by a range of potentially low-cost and large-area deposition techniques such as printing. Possible applications include field effect transistors for display backplanes, organic solar cells, electrochromic displays, chemical sensors, and polymeric light-emitting diodes [1].Within the realms of conjugated polymer research, thiophene-containing materials have been one of the most widely investigated classes for many of the above applications [2,3]. Thiophene is a cheap and widely available electron-rich, planar aromatic heterocycle which is readily functionalized by range of chemistries. As a result, it can be copolymerized with a variety of aromatic comonomers to generate polymers with extended π-electron delocalization along the backbone. The alternating double and single bonds of the delocalized conjugated system are nondegenerate, leading to an energy band gap between the highest occupied molecular orbital (HOMO) and the lowest unoccupied molecular orbital (LUMO). For many of the optoelectronic applications outlined above, the absolute energy levels of the HOMO and LUMO, as well as the band gap between them, are important parameters affecting device performance. As such, major research efforts have been devoted to understanding how chemical structure can influence the electronic delocalization of conjugated polymers. Whilst these factors are complex, they can be related to points such as the attachment of electron-donating/-withdrawing substituents to the polymer backbone, the degree of backbone planarity (and, therefore, the π-electron overlap and delocalization), and the nature and aromaticity of any comonomers included in the polymer backbone.

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Chiral Ethylhexyl Substituents for Optically Active Aggregates of π-Conjugated Polymers

Cited by 93 publications

References 22 publications

Relationship between structure and properties of modified potato starch biodegradable films

Relationship between structure and properties of modified potato starch biodegradable films

Synthesis of a Terpene-Based New Chiral Inducer and Preparation of an Asymmetric Polymer

The Synthesis of Conjugated Polythiophenes by K umada Cross‐Coupling

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