• Macromolecular Research
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• v.10 no.4
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• pp.204-208
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• 2002

A linear rod-like molecule, bis[4-(1,3-octadynyl)phenyl] terephthalate (2), consisting of two diacetylenic groups, was prepared. The unsymmetric diacetylene was prepared by the Cadiot-Chodkiewicz coupling reaction of 1-bromohexyne with 4-ethynylphenol and linked to a benzene core by an esterification reaction with terephthaloyl chloride in tetrahydrofuran. The thin film (200 nm thickness) of compound 2 was fabricated by the physical vapor deposition on a glass plate with a thermal evaporator. In the X-ray diffraction (XRD) study, the vapor deposited film on the glass plate showed peaks with d spacings of 19.4, 5.7, and 4.5 $\AA$. This XRD pattern was quite different from that observed for compound 2 isolated by recrystallization from methylene chloride/hexane. The vapor deposited film was polymerized by UV irradiation. Photopolymerization was carried out through a photomask, resulting in a patterned image, where the irradiated part became isotropic.

• Bulletin of the Korean Chemical Society
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• v.27 no.6
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• pp.869-874
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• 2006

We have carried out the Glaser oxidative coupling polymerizations of diethynyldiphenylsilane, diethynylmethylphenylsilane,diethynylmethyloctylsilane, and 1,2-diethynyl-1,1,2,2-tetramethyldisilane to afford polycarbosilanes containing diethynyl and organosilane groups in the main chain, such as poly(diethynyldiphenylsilane), poly(diethynylmethylphenylsilane), poly(diethynylmethyloctylsilane), and poly(1,2-diethynyl-1,1,2,2-tetramethyldisilane), respectively. These obtained materials are almost insoluble in common organic solvents such as $CHCl_3$ and THF probably due to the presence of a rigid rod diacetylene group along the polymer main chain. Therefore, the polymers were characterized using several spectroscopic methods in solid state. FTIR spectra of all the polymeric materials show that the characteristic $C \equiv C$ stretching frequencies appear at 2147-2154 $cm ^{-1}$, in particular. The polymers in the solid state exhibit that the strong maximum excitation peaks appear at 260-283 nm and the strong maximum fluorescence emission bands at 367-412 nm, especially. Thermogravimetric analysis of the materials shows that about 55-68% of the initial polymer weights remain at 400 ${^{\circ}C}$ in nitrogen.

• Proceedings of the Polymer Society of Korea Conference
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• 2006.10a
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• pp.306-306
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• 2006

We immobilized and patterned PDA vesicles on solid substrate using micro arrayer, which have moieties to react with chemical and biological materials. Immobilized vesicle system was developed since it possesses many advantages in multiple screening, durable stability, and higher sensitivity. We applied polydiacetylene supramolecules to chemical and biological sensors for detection of ${\alpha}-cyclodextrin$ and E.coli cell selectively. This detection method could be applied as DNA chip, protein chip, and cell chip for multiple screening as well as chemical sensor by modifying the functional groups of diacetylene monomer.

• Proceedings of the Korean Vacuum Society Conference
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• 2010.08a
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• pp.282-282
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• 2010

We report a new method of fabrication of polydiacetylene nanowire using liquid bridge-mediated nanotransfer molding (LB-nTM), a direct patterning method for the formation of two- or three-dimensional structures with feature sizes between tens of nanometers and tens of micron over large areas with various materials from a molder to a substrate via a liquid bridge between them. First, we fabricate assembled diacetylene monomer nanowire on the substrate then make it polymerize using 254nm UV-light irradiation. The Polydiacetylene nanowires have been investigated by UV-visible absorption spectroscopy, atomic force microscopy (AFM), and scanning electron microscopy (SEM).

• Bulletin of the Korean Chemical Society
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• v.34 no.10
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• pp.3083-3087
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• 2013

Diacetylene lipid monomers possess the capability to self-assemble into vesicles via polymerization under ultraviolet irradiation, resulting in the formation of polydiacetylene (PDA) liposomes. Exposure of the polymerized vesicles to external stimuli is known to induce a unique blue-to-red color transition. The cyclic oligosaccharide ${\alpha}$-cyclodextrin known for its use in many applications, such as drug delivery, purification, and stimulus sensing, is able to form an inclusion complex with poly(ethylene glycol) (PEG) in aqueous solution. In this study, we prepared polymeric liposomes with PEG (PEG-PDA) with the aim of improving the stability of the vesicles and colorimetric response toward ${\alpha}$-cyclodextrin. We demonstrated that PEG-PDA liposome displays unique characteristics compared with native PDA liposome and it also shows apparent chromic properties of the inclusion complex formation with ${\alpha}$-cyclodextrin.

• 한국정보디스플레이학회:학술대회논문집
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• 2009.10a
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• pp.457-460
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• 2009

The thermo-optical characteristics of new generation fully reversible diacetylene vesicles, DCDDA-mono-mBzA and DCDDA-bis-mCPE, and their solid film composites are utilized as thermochromic display materials. Conspicuous color intensity of their solid films and blue-to-red color shift with non-fluorescent to fluorescent switching at $100^{\circ}C$ make them promising materials for dual color thermally actuated display devices of the near future.

• Proceedings of the KSME Conference
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• 2008.11b
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• pp.2688-2691
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• 2008

This study addresses a microfluidic method to uniformly form diacetylene (DA) liposomes and control their size. DA liposomes are biochemical sensor materials with a unique property such that when they are polymerized to polydiacetylene (PDA) they exhibit non-fluorescent blue to fluorescent red phase transition upon chemical or thermal stress. The liposome size and distribution are important because they significantly affect the phase transition. So far, DA Liposomes, have been prepared by mixing of bulk phases leading to heterogeneous, polydisperse distribution in size. Therefore, additional post-processes are required such as sonication or membrane extrusion to obtain an appropriate size of liposomes. Here, we report a novel strategy using a microfluidic chip and hydrodynamic focusing to form DA liposomes and control their size. Preliminary results obtained by scanning electron microscope (SEM) and dynamic light scattering (DLS) show that the microfluidic strategy generates more monodispersed liposomes than a bulk method.

• Bulletin of the Korean Chemical Society
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• v.20 no.6
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• pp.677-682
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• 1999

Conjugated polycarbosilanes with diacetylene and aromatic groups of thiophene or phenylene simultaneously present in the polymer backbone such as poly[[1,4-bis(thiophenyl)buta-1,3-diyne]-alt-(dimethylsilane)], poly[[1,4-bis(thiophenyl)buta-1,3-diyne]-alt-(diphenylsilane)], poly[[1,4-bis(phenyl)buta-1,3-diyne]-alt-(dimethylsilane)],and poly[[1,4-bis(phenyl)buta-1,3-diyne]-alt-(diphenylsilane)] have been prepared. The characteristic C=C stretching frequencies appear at 2177-2179㎝-1 in the IR spectra of the polymers. The molecular weights of these polymers were detemined by GPC. All of these materials are soluble in organic solvents such as THF and chloroform, and thermally stable up to 200℃ in general without any weight loss under nitrogen. The prepared materials in THF solvent show a maximum absorption peak in the range of 334-356 nm with a molar absorptivity of 10³∼10ⁿ(n=5)L/(cm·mol) in the UV-visible absorption spectra. A maximum emission peak in the range of 403-550 nm is also observed in the fluorescence emission spectra. Both absorption and emission spectra strongly indicate that the obtained polycarbosilanes contain the new conjugated systems along the polymer main chain.

• Bulletin of the Korean Chemical Society
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• v.6 no.3
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• pp.153-157
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• 1985

A diacetylene compound, 1,4-diphenyl-1,3-butadiyne, was photolyzed with 2,3-dimethyl-2-butene, 1,4-cyclohexadiene, dimethyl fumarate, and methyl crotonate, as a model reaction of the phototoxic conjugated polyynes with DNA or RNA and [2 + 2] photocycloadducts were obtained except for 1,4-cyclohexadiene. In the photoreaction of 1,4-diphenyl-1,3-butadiyne with 2,3-dimethyl-2-butene, a [2 + 2 + 2] photoadduct was additionally obtained. The photolysis of 1,4-di-t-buyl-1,3-butadiyne with 2,3-dimethyl-2-butene also yielded a [2 + 2] photoadduct. Fluorescence was observed from all the photoadducts while the reactants did not show any fluorescence.

• Proceedings of the KSME Conference
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• 2008.11b
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• pp.2692-2695
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• 2008

Polydiacetylene (PDA) is chemosensor materials that exhibit non-fluorescent-to-fluorescent transition as well as blue-to-red visible color change upon chemical or thermal stress. They have been studied in forms of film or microarray chip, so far. In this paper, we provide a novel technique to fabricate continuous micro-fiber PDA sensor using in-situ laser-polymerization technique and 3-D hydrodynamic focusing on a microfluidic chip. The flow of a monomer solution with diacetylene (DA) monomer is focused by a sheath flow on a 3-D microfluidic chip. The focused flow is exposed to 365 nm UV laser beam for in-situ polymerization which generates a continuous fiber containing DA monomers. Then, the fiber is exposed to 254 nm UV light to polymerize DA monomers to PDA. Preliminary results indicate that the fiber size can be controlled by the flow rates of the monomer solution and sheath flows and that a PDA sensor fiber successively responds to chemical and thermal stress.