• Title/Summary/Keyword: chemical oxidative polymerization

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Functional Polythiophene Bearing Hydroxyethyl Groups and Their Derivatives

  • Kim Hyun-Chul;Kim Jong-Seong;Baek Sung-Sik;Ree Moon-Hor
    • Macromolecular Research
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    • v.14 no.2
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    • pp.173-178
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    • 2006
  • Poly(3-(2-hydroxyethyl)thiophene) (P3HET) was synthesized using oxidative coupling polymerization that involved the protecting and deprotecting of hydroxyl groups but not the chlorine substitution or oxidative decomposition of the hydroxyl groups. The resulting P3HET exhibited good solubility in aprotic solvents, in contrast to the insoluble polymer product synthesized directly from the monomer, 3-(2-hydroxyethyl)thiophene (3HET). P3HET had low conductivity due to the strong hydrogen bonding of its hydroxyl groups. The ester-functionalized poly(3-(2-acetoxyethyl)thiophene) and poly(3-(4-pentylbenzoateethyl)thiophene) were also prepared with reasonably high molecular weights in order to examine how this functionalization modified the physical and chemical properties of P3HET. These polymers exhibited better solubility in common solvents and higher conductivity than P3HET. All these polymers exhibited bathochromic shifts of their film state absorption maxima with respect to those found in the UV-visible spectra of their solution phases. The extent of the bathochromic shift was found to vary with the lengths of the side chains of the ester-functionalized polymers.

Study of Physico-Chemical Properties of N,N-Diacyl, O-Acyl Chitosan Oligomer (N,N-디아실, O-아실 키토산 올리고머의 물리화학적 특성에 관한 연구)

  • Lee, Ok-Sub;Ha, Byung-Jo;Kim, Jun-Oh;Park, Soeng-Kyu;Lee, Yoon-Sik
    • Applied Chemistry for Engineering
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    • v.8 no.3
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    • pp.365-373
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    • 1997
  • Chitosan oligomer having aldehyde group at reducing end was prepared by oxidative-deamination reaction of chitosan by using sodium nitrite, and the resulting aldehyde group was redeced to 2,5-anhydro-D-mannitol group. The obtained chitosan oligomer showed an average degree of polymerization(DP) 2 by GPC analysis. It was highly soluble in lipophilic solvents. N,N-diacyl, O-acyl chitosan oligomer was obtained trom the reaction between chitosan oligomer and acyl chloride under 4-dimethoxyaminopyridine catalyst. From DSC measurement, N,N-dilauroyl, O-lauroyl chitosan oligomer showed mesophase region, which was confirmed by polarizing microscope as thermotropic liquid crystalline state. X-ray diffraction pattern revealed that N,N-dilauroyl, O-lauroyl chitosan oligomer was highly crystalline, whereas chitosan oligomer was not.

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Characterization of Acetylene Plasma-Polymer Films: Recovery of Surface Hydrophobicity by Aging

  • Kim, Jeong-Ho;Kim, Tae-Hyung;Oh, Jung-Geun;Noh, Seok-Hwan;Lee, Jeong-Soo;Park, Kyu-Ho;Ha, Sam-Chul;Kang, Heon
    • Bulletin of the Korean Chemical Society
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    • v.30 no.11
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    • pp.2589-2594
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    • 2009
  • Aging phenomena of plasma polymer films were studied by using the surface analysis techniques of contact angle measurement, X-ray photoelectron spectroscopy (XPS), time-of-flight secondary ion mass spectrometry (TOFSIMS), and atomic force microscopy (AFM). The polymer films were grown on an aluminum substrate by using a plasma polymerization method from a gas mixture of acetylene and helium, and the films were subsequently modified to have a hydrophilic surface by oxygen plasma treatment. Aging of the polymer films was examined by exposing the samples to water and air environments. The aging process increased the hydrophobicity of the surface, as revealed by an increase in the advancing contact angle of water. XPS analysis showed that the population of oxygen-containing polar groups increased due to the uptake of oxygen during the aging, whereas TOF-SIMS analysis revealed a decrease in the polar group population in the uppermost surface layer. The results suggest that the change in surface property from hydrophilic to hydrophobic nature results from the restructuring of polymer chains near the surface, rather than compositional change of the surface. Oxidative degradation may enhance the mobility and the restructuring process of polymer chains.

Solvent Effects on the Charge Transport Behavior in Poly(3,4-ethylenedioxythiophene) Synthesized with Iron (III) -p-toluenesulfonate (Iron(III)-p-toluenesulfonate로 합성된 Poly(3,4-ethylenedioxythiophene)의 전하전달현상에 미치는 유기용매의 영향)

  • Park, Chang-Mo;Kim, Tae-Young;Kim, Won-Jung;Kim, Yun-Sang;Suh, Kwang-S
    • Polymer(Korea)
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    • v.29 no.4
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    • pp.363-367
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    • 2005
  • The effects of organic solvent on the charge transport behavior of poly (3,4-ethylenedioxythioph one)/p-toluene-sulfonate(PEDOT-OTs) are investigated. The use of different organic solvents during the oxidative chemical polymerization of 3,4-ethylenedioxythiophene (EDOT) with Iron(III) -tosylate can greatly vary the DC conductivity of PEDOT-OTs along with molecular structure and doping concentration. For example, PEDOT-OTs prepared from methanol shows the conductivity of 19.5 S/cm, which is an increase by a factor of $10^8$ compared to PEDOT-OTa prepared from acetone. From the X-ray diffraction (XRD) experiments, it was found that PEDOT-OTs with ketone is amorphous state, while PEDOT-OTs with alcoholic solvent shows the better defined crystalline structure in which the charge transport along and between the PEDOT chains are promoted. Chemical analysis employing X-ray photoelectron spectroscopy (XPS) revealed that the doping concentration of PEDOT-OTs with alcoholic solvent is much higher than that of PEDOT-OTs with ketones. It is proposed that the interactions between the organic solvent and doping anion can cause the variation in doping concentration and, therefore, result in the PEDOT-OTs of different conductivities and chain structures.