• 제목/요약/키워드: diacetylene

검색결과 30건 처리시간 0.034초

The Solid-Phase Synthesis of Amino Acid-Derived Diacetylene Lipids

  • Kim Jong-Man;Park Bum Jun;Chang Eun-Ju;Yi Sung Chul;Suh Dong Hack;Ahn Dong June
    • Macromolecular Research
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    • 제13권3호
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    • pp.253-256
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    • 2005
  • We prepared amino acid-derived diacetylene monomers using solid-phase organic synthesis. The solid-phase synthetic method allowed for the rapid and efficient preparation of functional diacetylenes. Amino acids having hydrophobic sidechains such as alanine, leucine, and phenylalanine, as well as hydrophilic sidechains such as aspartic acid and lysine, were successfully coupled to the diacetylene lipid. The diacetylene monomers prepared in this way were subjected to routine procedures for the generation of polydiacetylene vesicles. Depending on the nature of the side-chains, pink to blue colored polydiacetylenes were generated.

Self-Assembly and Photopolymerization of Diacetylene Molecules on Surface of Magnetite Nanoparticles

  • Vinod, T.P.;Chang, Ji-Hoon;Kim, Jin-Kwon;Rhee, Seog-Woo
    • Bulletin of the Korean Chemical Society
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    • 제29권4호
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    • pp.799-804
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    • 2008
  • An amphiphilic diacetylene compound was deposited on the surface of nano sized magnetite particles ($Fe_3O_4$) using a self-assembly method. The diacetylene molecular assembly formed on the surface of nanoparticle was subjected to photopolymerization. This resulted in the formation of a polymeric assembly on the surface of the nanoparticles in which the adjacent diacetylene molecules were connected through conjugated covalent networks. The presence of immobilized polymer species on the surface of nanoparticles is expected to protect them from agglomeration and ripening, thereby stabilizing their physical properties. In this work, $Fe_3O_4$ nanoparticles were prepared by chemical coprecipitation method and the diacetylene molecule 10,12- pentacosadiynoic acid (PCDA) was anchored to the surface of $Fe_3O_4$ nanoparticles through its carboxylate head group. Irradiation of UV light on the nanoparticles containing immobilized diacetylenes resulted in the formation of a polymeric assembly. Presence of diacetylene molecules on the surface of nanoparticles was confirmed by X-ray photoelectron spectroscopy and FT-IR measurements. Photopolymerization of the diacetylene assembly was detected by UV-Visible spectroscopy. Magnetic properties of the nanoparticles coated with polymeric assembly were investigated with SQUID and magnetic hysteresis showed superparamagnetic behaviors. The results put forward a simple and effective method for achieving polymer coating on the surface of magnetic nanoparticle.

Synthesis and Characterization of Photopolymerizable Liquid Crystalline Compounds Having Two Reactive Sites

  • Jang, Ki-Suk;Kang, Suk-Hoon;Chang, Ji-Young
    • Bulletin of the Korean Chemical Society
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    • 제28권10호
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    • pp.1651-1655
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    • 2007
  • Rod-like polymerizable LC molecules having two different reactive groups, i.e. acryl and diacetylene groups were prepared. 4-Hydroxyphenyldiacetylenes were synthesized by the coupling reaction of 1-bromoalkynes with 4-ethynylphenol and then reacted with 4-(6-acryloyloxyalkyloxy)benzoic acid to give polymerizable LC molecules 4a-d. The mesomorphic properties of compounds 4a-d were investigated by differential scanning calorimetry, polarized optical microscopy and X-ray diffractometry. Compounds 4a-c exhibited smectic and nematic phases, but compound 4d having a longest alkyl tail among the series formed only a smectic phase. Photopolymerizability of acryl and diacetylene groups was investigated by IR spectroscopy. An anisotropic polymer film could be prepared by selective polymerization of acryl groups with 365 nm UV light in the presence of a photoinitiator (2,2-dimethoxy-2-phenylacetophenone). The subsequent reaction of diacetylene groups with 254 nm UV light disrupted the anisotropic structure, suggesting that these LC molecules could be used for imaging on the film.

Synthesis of a Triblock Copolymer Containing a Diacetylene Group and Its Use for Preparation of Carbon Nanodots

  • Kim, Beom-Jin;Oh, Dong-Kung;Chang, Ji-Young
    • Macromolecular Research
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    • 제16권2호
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    • pp.103-107
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    • 2008
  • Carbon nanodots were prepared by the pyrolysis of a triblock copolymer. The triblock copolymer, poly(methyl methacrylate)-b-polystyrene-b-poly(methyl methacrylate) was synthesized by atom transfer radical polymerization using an initiator containing a diacetylene group. A polymer thin film on a mica substrate was prepared by spin-casting at 2,000 rpm from a 0.5 wt% toluene solution of the triblock copolymer. After drying, the cast film was vacuum-annealed for 48 h at $160^{\circ}C$. The annealed film formed a spherical morphology of polystyrene domains with a diameter of approximately 30 nm. The film was exposed to UV irradiation to induce a cross-linking reaction between diacetylene groups. In the subsequent pyrolysis at $800^{\circ}C$, the cross-linked polystyrene spheres were carbonized and the poly(methyl methacrylate) matrix was eliminated, resulting in carbon nanodots deposited on a substrate with a diameter of approximately 5 mn.

Conjugated Diacetylene Supramolecules for Label-Free Biological Sensors and Chips

  • Ahn, Dong-June;Kim, Jong-Man
    • 한국고분자학회:학술대회논문집
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    • 한국고분자학회 2006년도 IUPAC International Symposium on Advanced Polymers for Emerging Technologies
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    • pp.37-38
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    • 2006
  • Conjugated diacetylene supramolecules are interesting biomimetic materials in view of application to chemical and label-free biological sensors. These supramolecules are unique in changing color from blue to red upon specific binding events. Various binding events including viruses, toxins, glucose, and ionic interactions have been reported detectible. Here, we focus on fabrication of polydiacetylene supramolecule dot array patterns on solid substrates by using a conventional microarrayer. Each dot is found to possess the color-changing property as well as the fluorescence self-emission. This technique allows us, for the first time, to fabricate biochips based on polydiacetylene supramolecules. Label-free detection of small molecules and biological targets will be discussed.

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Chromatic Detection of Cholesterol Using Polydiacetylene Vesicles

  • Min Jae Shin
    • 공업화학
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    • 제34권6호
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    • pp.660-664
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    • 2023
  • In this study, a new system to determine the concentration of cholesterol using a color change was developed. The system comprised diacetylene vesicles and cholesterol oxidase (ChOx). 10,12-Pentacosadiynoic acid (PCDA) was used as the diacetylene compound, and PCDA vesicles were formed using sonication. The H2O2 produced during the reaction between cholesterol and ChOx was used to initiate the polymerization of the PCDA in the vesicles. During polymerization, the vesicles changed from colorless to blue. Therefore, the cholesterol concentration was proportional to the intensity of the blue color. The absorption at 665 nm indicated that the blue color was directly proportional to the cholesterol concentration. This indicates that the system can be used for cholesterol detection. The minimum cholesterol concentration detected using this system was 1.0 mM.