Electric field induced cis-to-trans isomerization of polyphenylacetylene in solid state

Sun, Jingzhi; Chen, Hongzheng; Xu, Ruisong; Wang, Mang; Lam, Jacky W. Y.; Tang, Ben Zhong

doi:10.1039/b200830k

Cited by 20 publications

(15 citation statements)

References 15 publications

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“…11), thiophene (nos. 16 and 24), carbazole (e.g., 31 ), siloxane (e.g., 38 ), silole (e.g., 39 ), and so forth 18–37, 68, 87, 89–92. The high activities of some of the catalyst systems are manifested by the high polymer yields (>90%; e.g., Table 1, nos.…”

Section: Lcpasmentioning

confidence: 99%

“…Our group has been interested in the development of functional polyacetylenes 18. Through the careful design of monomer structures and the exploration of new catalyst systems, we have succeeded in generating a variety of monosubstituted and disubstituted polyacetylenes with novel optical, electronic, organizational, and biological properties such as liquid crystallinity,19–24 light emission,25–27 photoconductivity,28, 29 solvatochromism, aggregatochromism, thermochromism,25, 30, 31 optical nonlinearity,32, 33 helical chirality,34, 35 hierarchical self‐assembling,35 biomimetic environmental adaptability,36 and cell‐growth‐stimulating capability 37…”

Section: Introductionmentioning

confidence: 99%

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Liquid‐crystalline and light‐emitting polyacetylenes

Lam

Tang

2003

J. Polym. Sci. A Polym. Chem.

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247

217

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Rigid polymer backbones have often been considered to be detrimental to the packing of mesogenic pendants, and polyacetylenes have generally been regarded as unpromising materials for light-emitting applications. Our group, however, has succeeded in creating a series of liquid-crystalline polyacetylenes with rigid backbones and a variety of light-emitting polyacetylenes with luminescent chromophores. Here we demonstrate that the rigid polyacetylene skeleton can play a constructive role in guiding the alignments of mesogenic pendants and prove that polyacetylenes can be highly emissive with photoluminescence quantum yields of up to 98% and electroluminescence performances comparable or superior to those of the best blue-lightemitting polymers.

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Section: Lcpasmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Liquid‐crystalline and light‐emitting polyacetylenes

Lam

Tang

2003

J. Polym. Sci. A Polym. Chem.

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247

217

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“…Especially in the case of Rhcatalyst polymerization, the derived substituted PAs generally have a cis-rich conguration. 23,[50][51][52] With their aromaticity, the phenyl groups in PPA, on the one hand, enlarge the Chart 1 Chemical structures of a series of pyrene-functionalized phenylacetylene monomers, the corresponding polymers (P1-P3) and the poly-(phenylacetylene-co-M3) (P4). The chemical structure of a P4 analogous polystyrene derivative (P5) is also presented for comparison.…”

Section: Effect Of Structure Parameters Of Functional Pas On Solvatinmentioning

confidence: 99%

Functional polyacetylenes: hybrids with carbon nanotubes

2013

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Functional polyacetylenes (PAs) have attracted great interest and a series of tutorial reviews dealing with the recent progress in the related fields can be found in the literature. The investigation of the hybrids of functional PAs and inorganic nanostructures is a newly asserted and developing area. In this review, we summarise the related works on the hybrids of functional PAs and carbon nanotubes (CNTs) reported in the last decade. The effects of the structural parameters such as the polymer mainchain, functional pendants and the linker between them on the solvating power towards CNTs are explored step-by-step. Concerning the mechanisms of dispersing CNTs into solvents, a novel factor, or donor-acceptor interaction, has been singled out, thus providing a novel concept to design functional polymers for the fabrication of CNT-based processable hybrids. The strong solvating power of properly designed functional PAs facilitates the non-harmful surface functionalization of CNTs and permits using the hybrids of PAs/CNTs as templates to derive multi-component nanocomposites. Different nanostructures including Ag nanoparticles, ZnO nanocrystallites, CdS nanorods and g-Fe 3 O 4 nanoparticles are successfully incorporated into the functional PAs/CNTs hybrid systems, which show efficient charge transfer, charge carrier transport, enhanced solvatochromism, and superparamagnetic properties. Rationally functionalized PAs demonstrate good biocompatibility and their hybrids with CNTs can be used as active additives to reinforce the bending strength and modulus of chitosan rods. Finally, a brief outlook of the promising directions in this promising research area is contributed. Jing Zhi Sun received his B.S. degree and PhD degree from the Department of Chemistry at Jilin University in 1986 and 1999, respectively. He conducted his postdoctoral research at Zhejiang University (ZJU) and jointed ZJU in 2001 as an assistant professor, then became a full professor in 2006. His current research interests include conjugated polymers, polymer hybrids and bioelectronics based on aggregation-induced emission luminogens.

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“…As a result, it can induce the polymer chain to spiral in a helical conformation. [19][20][21] Moreover, a variety of polyacetylenes containing mesogenic and chromophoric groups with ester, [22,23] ether, [24][25][26][27] amine, [28][29][30] thio, [31,32] and cyano [33,34] functionalities have been successfully synthesized and potentially used as liquid crystals, mesomorphic luminescent and conductive materials, and so on. Natural amino acids have been generally applied in the preparation of optically active materials as one of the most significant chiral resources.…”

Section: Introductionmentioning

confidence: 99%

“…[22][23][24][25][26][27][28][29][30][31][32][33][34] However, we had an interest in directly connecting chiral amino acid pendants to the polyacetylene backbone, and in this study, we made our best efforts to polymerize monosubstituted propiolamides (HC≡CCONHR), in which the triple bond was directly attaching to the carbonyloxy group. We used propiolic acid and tyrosine methyl esters in the synthesis of the monomer containing tyrosine derivatives as a functional group.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, helicity, thermal stability, and low infrared emissivity of optically active polyacetylenes carrying tyrosine pendants

Chen

Zhou

et al. 2014

Designed Monomers and Polymers

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Optically active polyacetylenes (LPA and DPA) and racemic polyacetylenes (RPA) were prepared by the polymerization of N-propioloyl-tyrosine methyl esters that derived from chiral and racemic tyrosine. All the polymers were characterized by Fourier transform infrared spectroscopy, 1 H NMR, 13 C NMR, gel permeation chromatography, thermogravimetric analysis, UV-vis spectroscopy, and circular dichroism spectroscopy; furthermore, the infrared emissivity values were also investigated. Both LPA and DPA possessed the helical conformations and a higher degree of intra-and interchain hydrogen bonds compared with RPA, which presented irregular polymer chain. The thermal stability of LPA and DPA was higher than that of RPA due to the helical conformations, which could be easy to form a high degree of intra-and interchain hydrogen bonds in the structure. Therefore, LPA and DPA exhibited lower infrared emissivity values (8-14 μm) than that of RPA, which resulted from the helical conformations and a higher degree of intra-and interchain hydrogen bonds.

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Electric field induced cis-to-trans isomerization of polyphenylacetylene in solid state

Abstract: A field induced isomerization from cis to trans form in stereoregular cis-rich polyphenylacetylenes (PPAs) was found, and it provides an alternate method to control the order of chromophores in thin solid films.

Cited by 20 publications

References 15 publications

Liquid‐crystalline and light‐emitting polyacetylenes

Liquid‐crystalline and light‐emitting polyacetylenes

Functional polyacetylenes: hybrids with carbon nanotubes

Synthesis, helicity, thermal stability, and low infrared emissivity of optically active polyacetylenes carrying tyrosine pendants

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