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Volumn 46, Issue 40, 2007, Pages 7605-7608

Two-dimensional helix-bundle formation of a dynamic helical poly(phenylacetylene) with achiral pendant groups on graphite

Author keywords

Chirality; Helical structures; Scanning probe microscopy; Self assembly; Surface analysis

Indexed keywords

CHIRALITY; CRYSTALLIZATION; ORGANIC SOLVENTS; SCANNING PROBE MICROSCOPY; SELF ASSEMBLY; SURFACE ANALYSIS;

EID: 35048837491     PISSN: 14337851     EISSN: None     Source Type: Journal    
DOI: 10.1002/anie.200701546     Document Type: Article
Times cited : (83)

References (22)
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    • This method is also very useful for constructing highly ordered 2D helix bundles with a controlled helicity for helical polyisocyanides on HOPG; their helical structures were visualized by AFM. T. Kajitani, K. Okoshi, S.-i. Sakurai, J. Kumaki, E. Yashima, J. Am. Chem. Soc. 2006, 128, 708-709
    • This method is also very useful for constructing highly ordered 2D helix bundles with a controlled helicity for helical polyisocyanides on HOPG; their helical structures were visualized by AFM. T. Kajitani, K. Okoshi, S.-i. Sakurai, J. Kumaki, E. Yashima, J. Am. Chem. Soc. 2006, 128, 708-709.
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    • 5 and 1.48, respectively, as determined by size exclusion chromatography (SEC) equipped with multi-angle light scattering (MALS) and refractive-index detectors in series with polystyrene standards using toluene as the eluent. The cis-transoidal structure of poly-Aib was confirmed by laser Raman spectroscopy (Supporting Information).
    • 5 and 1.48, respectively, as determined by size exclusion chromatography (SEC) equipped with multi-angle light scattering (MALS) and refractive-index detectors in series with polystyrene standards using toluene as the eluent. The cis-transoidal structure of poly-Aib was confirmed by laser Raman spectroscopy (Supporting Information).
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    • Although the persistence length is a useful measure to evaluate the stiffness of rodlike helical polymers, published examples are limited to biopolymers,[10a] polyisocyanates,[1a,10b] polysilanes,[1h,10c] and polyisocyanopeptides.[1f,10d] The few reported lengths for helical polyacetylenes are too short to exhibit an LC phase[11] except for poly-L-Ala (126 nm in toluene, 12] and the hydrochloride of poly(4-(N,N-diisopropylaminomethyl) phenyl-acetylene; 28 nm in water, 13
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    • As previously reported for the 2D hierarchical self assembly of analogous poly-L-Ala on HOPG, flat poly-Aib monolayers first form epitaxially on the basal plane of the graphite, on which poly-Aib self-assembles into 2D helix bundles. We note that when poly-Aib has a left-handed helical array of the pendants, the main chain has an opposite, right-handed helical structure, 4
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    • For helical structures of other polyacetylenes proposed from X-ray analysis, see refs. [4] and [13]. Percec and co-workers recently reported helical structures of cylindrical polyacetylenes with bulky dendrons as the pendants based on X-ray analysis. V. Percec, E. Aqad, M. Peterca, J. G. Rudick, L. Lemon, J. C. Ronda, B. B. De, P. A. Heiney, E. W. Meijer, J. Am. Chem. Soc. 2006, 128, 16365-16372.
    • For helical structures of other polyacetylenes proposed from X-ray analysis, see refs. [4] and [13]. Percec and co-workers recently reported helical structures of cylindrical polyacetylenes with bulky dendrons as the pendants based on X-ray analysis. V. Percec, E. Aqad, M. Peterca, J. G. Rudick, L. Lemon, J. C. Ronda, B. B. De, P. A. Heiney, E. W. Meijer, J. Am. Chem. Soc. 2006, 128, 16365-16372.
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    • In this way, the helical reversals of poly-Aib can be discriminated from the gap of the two polymer ends (see Supporting Information, Figure S2).
    • In this way, the helical reversals of poly-Aib can be discriminated from the gap of the two polymer ends (see Supporting Information, Figure S2).
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    • For recent reviews of 2D spontaneous resolution on substrates, see: a) L. C. Giancarlo, G. W. Flynn, Acc. Chem. Res. 2000, 33, 491-501; b) S. De Feyter, A. Gesquière, M. M. Abdel-Mottaleb, P. C. M. Grim, F. C. De Schryver, C. Meiners, M. Sieffert, S. Valiyaveettil, K. Müllen, Acc. Chem. Res. 2000, 33, 520-531; c) L. P. -García, D. B. Amabilino, Chem. Soc. Rev. 2002, 31, 342-356; d) S. De Feyter, F. C. De Schryver, Chem. Soc. Rev. 2003, 32, 139-150; e S. M. Barlow, R. Raval, Surf. Sci. Rep. 2003, 50, 201-341.
    • For recent reviews of 2D spontaneous resolution on substrates, see: a) L. C. Giancarlo, G. W. Flynn, Acc. Chem. Res. 2000, 33, 491-501; b) S. De Feyter, A. Gesquière, M. M. Abdel-Mottaleb, P. C. M. Grim, F. C. De Schryver, C. Meiners, M. Sieffert, S. Valiyaveettil, K. Müllen, Acc. Chem. Res. 2000, 33, 520-531; c) L. P. -García, D. B. Amabilino, Chem. Soc. Rev. 2002, 31, 342-356; d) S. De Feyter, F. C. De Schryver, Chem. Soc. Rev. 2003, 32, 139-150; e) S. M. Barlow, R. Raval, Surf. Sci. Rep. 2003, 50, 201-341.
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    • Preliminary experiments showed that a concentrated nematic poly-Aib solution in benzene brought about a fingerprint texture typical of the cholesteric LC state in the presence of poly-L-Ala total polymer concentration, 20 wt% and [poly-L-Ala, poly-L-Ala, poly-Aib, 10 wt/wt
    • Preliminary experiments showed that a concentrated nematic poly-Aib solution in benzene brought about a fingerprint texture typical of the cholesteric LC state in the presence of poly-L-Ala (total polymer concentration = 20 wt% and [poly-L-Ala]/[poly-L-Ala + poly-Aib] = 10 wt/wt).


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