• 제목/요약/키워드: Oligothiophenes

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Synthesis and Properties of Hexyl End-Capped Thiophene Oligomers Containing Anthracene Moiety in the Center

  • Choi, Jung-Hei;Cho, Dae-Won;Jin, Sung-Ho;Yoon, Ung-Chan
    • Bulletin of the Korean Chemical Society
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    • 제28권7호
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    • pp.1175-1182
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    • 2007
  • A series of new organic semiconductors hexyl end-capped thiophene-anthracene oligomers containing the anthracene moiety in the center of the oligomers are synthesized. The target oligomers have been obtained by Stille coupling reactions as key step reactions. The synthesized thiophene-anthracene oligomers were characterized by 1H-NMR, 13C-NMR and high-resolution mass spectroscopy, respectively. All of the oligomers are soluble in chlorinated solvents. Their optical, thermal and electrochemical properties were measured. The hexyl end-capped oligomers and their unsubstituted oligomers exhibit the same absorption behavior in dilute toluene solution. Hexyl end-capped bis-terthienylanthracene oligomer is observed to show liquid crystalline mesophase at 166 oC in heating process. The thermal analyses as well as the electrochemical measurement data indicate that the designed materials show better thermal and oxidation stability than the corresponding oligothiophenes without anthracene core. Fluorescence lifetimes and fluorescence quantum yields of the thiophene-anthracene oligomers are measured to be 10-14 ps and 3.4-9.9 × 10?3 which are much shorter and lower than those of oligothiophenes respectively.

Chemical Vapor Deposition Polymerization of Poly(arylenevinylene)s and Applications to Nanoscience

  • Joo, Sung-Hoon;Lee, Chun-Young;Kim, Kyung-kon;Lee, Ki-Ryong;Jin, Jung-Il
    • Bulletin of the Korean Chemical Society
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    • 제27권2호
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    • pp.169-184
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    • 2006
  • A review is made on the chemical vapor deposition polymerization (CVDP) of insoluble and infusible poly(arylenevinylene)s and its applications to nanoscience. Poly(p-phenylenevinylene) (PPV), poly(naphthylenevinylene)s, poly(2,5-thinenylenevinylene) (PTV), and other homologous polymers containing oligothiophenes could be prepared by the CVDP method in the form of films, tubes, and fibers of nano dimensions. They would be readily converted to graphitic carbons of different structures by thermal treatment. Field emission FE) of carbonized PPV nanotubes, photoconductivity of carbonized PPV/PPV bilayer nanotubes and nanofilms also were studied.

Patterned Surfaces in Self-Organized Block Copolymer Films with Hexagonally Ordered Microporous Structures

  • Hayakawa Teruaki;Kouketsu Takayuki;Kakimoto Masa-alki;Yokoyama Hideaki;Horiuchi Shin
    • Macromolecular Research
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    • 제14권1호
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    • pp.52-58
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    • 2006
  • A novel fabrication of the patterned surfaces in the polymer films was demonstrated by using the self-organizing character of the block copolymers of polystyrene-b-oligothiophenes and polystyrene-b-aromatic amide dendron. Hexagonally arranged open pores with a micrometer-size were spontaneously formed by casting the polymer solutions under a moist air flow. The amphiphilic character of the block copolymers played the crucial role as a surfactant to stabilize the inverse emulsion of water in the organic solvent, and subsequently the aggregated structure of the hydrophilic oligothiophene or aromatic amide dendron segments remained on the interiors of the micropores. The chemical composition on the top of the surface of the microporous films was characterized by energy-filtering transmission electron microscopy (EFTEM) or a time-of-flight secondary ion mass spectrometer (ToF-SIMS). The characterizations clearly indicated that the patterned surfaces in the self-organized block copolymer films with the hexagonally ordered microporous structures were fabricated in a single step.

$\alpha$-Sexithienyl 박막의 전기적 특성에 관한 연구 (A study on the Electrical Characteristics of $\alpha$-Sexithiophene Thin Film)

  • 오세운;권오관;최종선;김영관;신동명
    • 한국전기전자재료학회:학술대회논문집
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    • 한국전기전자재료학회 1997년도 추계학술대회 논문집
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    • pp.518-520
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    • 1997
  • Recently, thiophene oligomer with short chain lengths has received much attention as model compounds for facilitating better understanding of electronic and optical properties of polymers, because oligomer is well-defined chemical systems and its conjugation chain length can be exactly controlled. Moreover, organic this films based on conjugated thiophene oligomer have potential for application to electronic and optoelectronic devices such as MISFETs(metal-insulator-semiconductor field-effect transistors) and LEDs(light-emitting diodes). However, there is little knowledge on electronic and structural properties of linear-conjugated oligothiophenes in solid states, compared with those in solutions. $\alpha$-sexithienyl($\alpha$-6T) thin-films were deposited by OMBD(Organic Molecular Beam Deposition) technique, where the $\alpha$-6T was synthesized and purified by the sublimation method. The $\alpha$-6T films were deposited under various conditions. The effects of deposition rate, substrate temperature, and vacuum pressure on the formation of these films have been studied. The molecules in the $\alpha$-6T film deposited at a low deposition rate under a high vacuum were aligned almost perpendicular to the substrate. The $\alpha$-6T films deposited at an elevated substrate temperature showed higher conductivity than the film deposited at room temperature. Electrical characterization of these films will be also executed by using four-point probe measurement technique.

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Synthesis, Characterization, and Absorption Spectra of Metallamacrocycles, [Pd{α,ω-bis(diphenylphosphino)oligothienylene}Cl2]2

  • Kang, Dong-Min;Kim, Sam-Gon;Lee, Sung-Joong;Park, Jong-Keun;Park, Ki-Min;Shin, Sung-Chul
    • Bulletin of the Korean Chemical Society
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    • 제26권9호
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    • pp.1390-1394
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    • 2005
  • Dimeric metallamacrocycles of 2 : 2 (metal-to-ligand) stoichiometry, [Pd{${\alpha},{\omega}$-bis(diphenylphosphino)oligothienylene}$Cl_2]_2$ 1-3 were prepared from a self-assembly reaction of $[Pd(CH_3CN)_2Cl_2]$ and ${\alpha},{\omega}$-bis-(diphenylphosphino)oligothienylene in 90-94% yields. The structures of metallamacrocycles 1-3 were determined by X-ray diffraction. 1 crystallizes in the monoclinic space group $P2_1$/n with a/$\AA$ = 12.0737(13), b/$\AA$ = 17.1993(18), c/$\AA$ = 13.0951(14) and ${\beta}/^{\circ}$ = 101.505(2). 2 crystallizes in the triclinic space group P with a/$\AA$ = 10.2634(4), b/$\AA$ = 19.7855(9), c/$\AA$ = 21.0851(9), ${\alpha}/^{\circ}$ = 63.1010(10), ${\beta}/^{\circ}$ = 86.5880(10), ${\gamma}/^{\circ}$ = 81.2280(10). 3 crystallizes in the triclinic space group P with a/$\AA$ = 10.4353(19), b/$\AA$ = 13.482(3), c/$\AA$ = 13.816(3), ${\alpha}/^{\circ}$ = 108.027(4), ${\beta}/^{\circ}$ = 90.461(4), ${\gamma}/^{\circ}$ = 93.261(4). The UV spectra of 1-3 were characterized.