Semiconductor properties of solution‐doped polyphenylacetylene

Kang, E. T.; Bhatt, Alok; Villaroel, E.; Anderson, Wayne A.; Ehrlich, P.

doi:10.1002/pol.1982.130200301

Cited by 26 publications

(6 citation statements)

References 24 publications

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“…Chemical doping is usually used to tune the transistor property of conducting polymers, so we thus prepared dozens of individual PPA nanobelts to examine their semiconductivity changes after iodine dopings. As previously reported on bulk PPA, the iodine doping of nanobelts dramatically changes the PPA semiconductivity. Three PPA nanobelts were prepared and measured.…”

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confidence: 76%

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Catalytic Synthesis and Structural Characterizations of a Highly Crystalline Polyphenylacetylene Nanobelt Array

et al. 2007

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PPA nanobelts were synthesized using nanocopper particles as catalysts in the gas-phase polymerization of phenylacetylene. This route offers several advantages over the conventional method: copper is used instead of expensive noble metal catalysts; gas-phase reaction avoids the use of toxic organic solvents; highly crystalline PPA nanobelt arrays can be produced. PPA nanobelts were characterized by XRD, SEM, TEM, AFM, and DSC techniques. The PPA nanobelts were highly crystalline and have the cis-specific conformation. The I−V characteristics of a single nanobelt with different doped levels were characterized. All three belts show semiconductor features. An undoped PPA belt has the largest insulating gap (about 10 V). Doping the nanobelts with iodine significantly decreases the gap. The belt that underwent 30 min of iodine doping is nearly a conductor.

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confidence: 76%

“…Iodine doping substantially reduces the band gap of PPA semiconductors and increases the belt conductivity in the ohmic region. The belt that underwent 30 min of iodine doping is nearly a conductor, and the conductivity was about 4.8 × 10 -4 S/cm in the ohmic region, which is higher than that of the iodine-doped PPA film with similar iodine loading …”

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confidence: 84%

Catalytic Synthesis and Structural Characterizations of a Highly Crystalline Polyphenylacetylene Nanobelt Array

et al. 2007

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“…The conductivity of doped polyacetylenes (PAs) was first discovered by Heeger, MacDiarmid, and Shirakawa, − opening a new era of conducting polymers. In the past decades, PAs have been investigated intensively due to their promising electrical conductivity, − photoconductivity, , light emission, liquid crystallinity, , gas permeability, and their ability to be fabricated into useful materials for various applications. ,− On the other hand, the general application of PAs is limited due to their low solubility and stability . To this end, with the introduction of aryl groups, poly(phenylacetylene)s (PPAs) with good solubility in common solvents and high stability in air have received increasing research interests …”

Section: Introductionmentioning

confidence: 99%

Silicon Promoted Cationic Polymerization of Phenylacetylenes

Zhao

Wang

et al. 2019

Macromolecules

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Poly(phenylacetylene)s (PPAs) are widely applied in a variety of research fields due to their good electrical and optical properties. Transition-metal-catalyzed polymerizations are generally performed for the synthesis of PPAs, while the residual metal catalysts might be problematic. In this work, we present a silicon promoted cationic polymerization of phenylacetylenes (PAs) by introducing a labile and electrondonating silyl group at the alkynyl termini of PA monomers. The polymerizations were performed in the presence of trifluoromethanesulfonic acid to rapidly produce the PPA products with good yields. The structures of the PPAs were characterized by NMR, IR, MALDI-TOF MS, UV−vis, and fluorescence spectroscopies, showing that the PPAs consist of conjugated skeletons with high contents of trans-configurations. GPC analysis showed a relatively narrow molecular weight distribution, and the molecular weight reached up to 4.7 kDa. A possible reaction scheme was proposed through further analysis on the structures of three kinds of oligomeric species. As the silyl groups are generally inherited from Sonogashira coupling reactions during the synthesis of PAs, this work presents a straightforward and metal-free method for the synthesis of PPAs.

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“…16 The study on photoconductivity of substituted polyacetylenes, however, has been confined to only one group of this family of polymers, that is, poly(phenylacetylene) (PPA) and its derivatives. [17][18][19][20][21][22] It has been found that doping with acceptor molecules such as iodine (I 2 ) enhances the photosensitivity of PPA, the optimum of which is obtained for heterogeneous phases with a large interface area. The transition from amorphous to crystalline structure promotes the photosensitivity increase.…”

Section: Introductionmentioning

confidence: 99%

Structure−Property Relationships for Photoconduction in Substituted Polyacetylenes

Tang

Chen

et al. 1999

Chem. Mater.

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New photoconductive materials are explored from three groups of polyacetylenes: poly-(phenylacetylenes) s[HCdC(C 6 H 5 -p-R)] n s, poly(3-thienylacetylenes) s[HCdC(3-C 4 H 2 S-β-R′)] n s, and poly(1-alkynes) s{HCdC[(CH 2 ) m R′′]} n s, where R ) CH 3 (2), CO 2 (CH 2 ) 6 OCO-Biph-OC 7 H 15 (Biph ) 4,4′-biphenylyl; 3); R′ ) Si(CH 3 ) 3 (4), Br (5); and R′′ ) CO 2 (CH 2 ) 6 OCO-Biph-OC 9 H 19 (m ) 2; 6), 9-carbazolyl (m ) 3; 7) and OCO-Biph-OC 7 H 15 (m ) 9; 8). Photoconduction in the polyacetylenes under illumination of visible light is investigated using photoinduced xerographic discharge technique. In the pure (undoped) state, all the polyacetylenes except 5 show higher photosensitivity than do poly(phenylacetylene) (R ) H; 1), a well-studied photoconducting polyacetylene, and poly(9-vinylcarbazole), the bestknown photoconducting vinyl polymer. Among the polyacetylenes, photoconduction performance of the polymers with electron-donating and/or hole-transporting moieties is superior to those with electron-accepting ones. The liquid crystalline polymer 6 exhibits very high photosensitivity, probably due to the formation of crystalline aggregates of its mesogenic pendants induced by the thermal treatment in the photoreceptor preparation process. C 60 acts as a photoconductivity enhancer when doped to amorphous 3, but functions as a crystallinity-breaking plasticizer when doped to liquid crystalline 6, leading to a large decrease in photoconductivity. While 3 shows a low photosensitivity (2.8 × 10 -3 lx -1 s -1 ) to a 573 nm light in the undoped state, doping with I 2 and sensitization with crystal violet (CV) dramatically increase its photosensitivity (up to 41.2 × 10 -3 lx -1 s -1 ). The CV-sensitized 4 exhibits high photoconductivity in the near-infrared spectral region, which may find technological applications in the digital photoimaging systems.

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Semiconductor properties of solution‐doped polyphenylacetylene

Cited by 26 publications

References 24 publications

Catalytic Synthesis and Structural Characterizations of a Highly Crystalline Polyphenylacetylene Nanobelt Array

Catalytic Synthesis and Structural Characterizations of a Highly Crystalline Polyphenylacetylene Nanobelt Array

Silicon Promoted Cationic Polymerization of Phenylacetylenes

Structure−Property Relationships for Photoconduction in Substituted Polyacetylenes

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