• Title/Summary/Keyword: Soluble and Insoluble Polymer

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High Performance Polyimides for Applications in Microelectronics and Flat Panel Displays

  • Ree Moonhor
    • Macromolecular Research
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    • v.14 no.1
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    • pp.1-33
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    • 2006
  • Polyimides (PIs) exhibit excellent thermal stability, mechanical, dielectric, and chemical resistance properties due to their heterocyclic imide rings and aromatic rings on the backbone. Due to these advantageous properties, PIs have found diverse applications in industry. Most PIs are insoluble because of the nature of the high chemical resistance. Thus, they are generally used as a soluble precursor polymer, which forms complexes with solvent molecules, and then finally converts to the corresponding polyimides via imidization reaction. This complexation with solvent has caused severe difficulty in the characterization of the precursor polymers. However, significant progress has recently been made on the detailed characterization of PI precursors and their imidization reaction. On the other hand, much research effort has been exerted to reduce the dielectric constant of PIs, as demanded in the microelectronics industry, through chemical modifications, as well as to develop high performance, light-emitting PIs and liquid crystal (LC) alignment layer PIs with both rubbing and rubbing-free processibility, which are desired in the flat-panel display industry. This article reviews this recent research progresses in characterizing PIs and their precursors and in developing low dielectric constant, light-emitting, and LC alignment layer PIs.

Improved Dissolution and Characterization of Solid Dispersed Atorvastatin Calcium (아토르바스타틴 칼슘 고체분산체의 특성화 및 용출율 개선)

  • Lee, Jun-Hee;Ku, Jeong;Park, Jung-Soo;Park, Jong-Hak;Ahn, Sik-Il;Mo, Jong-Hyun;Kim, Yun-Tae;Rhee, John-M.;Lee, Hai-Bang;Khang, Gil-Son
    • Journal of Pharmaceutical Investigation
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    • v.38 no.2
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    • pp.111-117
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    • 2008
  • To overcome the solubility of poorly water-soluble drug, the formation of solid dispersion using a spray-dryer with polymeric material, that can potentially enhance the dissolution rate extend of drug absorption was considered in this study. $Eudragit^{(R)}$ E100 as carrier for solid dispersion is acrylate copolymer that soluble in acidic buffer solutions (below pH 5.0). It was used to increase dissolution of atorvastatin calcium as a water-insoluble drug in acidic environments. In this study, a spray-dryer was used to prepare solid dispersion of atorvastatin calcium and $Eudragit^{(R)}$ E100 for purpose of improving the solubility of drug. Atorvastatin calcium and $Eudragit^{(R)}$ E100 were dissolved in ethanol and spray-dryed. DSC and XRD were used to analyze the crystallinity of the sample. It was found that atorvastatin calcium is amorphous in the $Eudragit^{(R)}$ E100 solid dispersion. FT-IR was used to analyze the salt formation by interaction between atorvastatin calcium and $Eudragit^{(R)}$ E100. Comparative dissolution study exhibited better dissolution characteristics than the commercial drug ($Lipitor^{(R)}$) as control. The dissolution rate of atorvastatin calcium was markedly increased in solid dispersion system in simulated gastric juice (pH 1.2). This study proposed that this solid dispersion system improved the bioavailability of poorly water-soluble atorvastatin calcium.

Preparation and Properties of Soluble Polyimide with Methacryloyl Group (Methacryloyl기를 함유한 가용성 폴리이미드의 합성과 감광 특성)

  • Yoon, Keun-byoung;Son, Hyung-jun;Lee, Dong-ho
    • Applied Chemistry for Engineering
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    • v.17 no.2
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    • pp.217-222
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    • 2006
  • Polyimides have been investigated extensively and used widely over the past three decades because of their high performance properties such as excellent thermal, mechanical, and electrical properties. Polyimides are difficult to be processed because of the aromatic moieties, imide group, and insoluble nature in most organic solvents. The soluble polyimides were synthesized from 2,2,-bis(3-amino-4-hydroxyphenyl) hexafluoropropane (BAPAF) and 3,3,-diamino-4,4-dihydroxybyphenyl (HAB) as aromatic diamines and 4,4-(hexafluoroisopropylidene)diphthalic dianhydride (6FDA), pyromellitic dianhydride (PMDA), 4,4-oxydiphthalic dianhydride (OPDA), 3,3,4,4-benzophenone tetracarboxylic dianhydride (BTDA) and 3,3,4,4-diphenylsulfone tetracarboxylic dianhydride (DSDA) as aromatic dianhydrides. The polyimides were characterized by NMR, FR-IR, TGA and the dielectric constant of the obtained polyimides was calculated from storage of electro-capacity. A novel photosensitive polyimide was synthesized by the reaction of polyimide, containing hydroxyl group and methacryloyl chloride using triethylamine. The good micro-pattern was obtained with photosensitive polyimide from the photolithographic technique.

Co-Electrodeposition of Bilirubin Oxidase with Redox Polymer through Ligand Substitution for Use as an Oxygen Reduction Cathode

  • Shin, Hyo-Sul;Kang, Chan
    • Bulletin of the Korean Chemical Society
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    • v.31 no.11
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    • pp.3118-3122
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    • 2010
  • The water soluble redox polymer, poly(N-vinylimidazole) complexed with Os(4,4'-dichloro-2,2'-bipyridine)$_2Cl]^+$ (PVI-[Os(dCl-bpy)$_2Cl]^+$), was electrodeposited on the surface of a glassy carbon electrode by applying cycles of alternating square wave potentials between 0.2 V (2 s) and 0.7 V (2 s) to the electrode in a solution containing the redox polymer. The coordinating anionic ligand, $Cl^-$ of the osmium complex, became labile in the reduced state of the complex and was substituted by the imidazole of the PVI chain. The ligand substitution reactions resulted in crosslinking between the PVI chains, which made the redox polymer water insoluble and caused it to be deposited on the electrode surface. The deposited film was still electrically conducting and the continuous electrodeposition of the redox polymer was possible. When cycles of square wave potentials were applied to the electrode in a solution of bilirubin oxidase and the redox polymer, the enzyme was co-electrodeposited with the redox polymer, because the enzymes could be bound to the metal complexes through the ligand exchange reactions. The electrode with the film of the PVI-[Os(dCl-bpy)$_2Cl]^+$ redox polymer and the co-electrodeposited bilirubin oxidase was employed for the reduction of $O_2$ and a large increase of the currents was observed due to the electrocatalytic $O_2$ reduction with a half wave potential at 0.42 V vs. Ag/AgCl.

Dissolution Characteristics of Hydrophobic Drug-Soluble Carrier Coprecipitate (I)-Enhanced Dissolution Rates of Furosemide from Furosemide Polymer Coprecipitates-

  • Shin, Sang-Chull;Lee, Min-Hwa;Woo, Jong-Hak
    • Journal of Pharmaceutical Investigation
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    • v.6 no.3
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    • pp.48-57
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    • 1976
  • An enhancement in the dissolution rate of the drug should facilitate its GI absorption if the absorption process is dissolution rate limited. One of the need for the techniques that can potentially enhance the dissolution rate and extent of absorption of hydrophobic drugs is the formation of coprecipitates with pharmacologically inert, polymeric materials. The physicochemical modification offers the advantage of possibly enabling one to administer the drug orally in a form from which it is most available for GI absorption. Several $investigation^{1-15)}$ demonstrated that the formation of solid dispersions or coprecipitates of relatively water-insoluble drugs with various pharmacologically inert carriers can increase singnificantly their in vitro dissolution rates. However, little information is available in the literature related to the dissolution rate patterns of furosemide, a water-insoluble diurectices, with respect to the sort of copolymer and the ratio of coprecipitates as a function of time, respectively. The purpose of the present investigation was to ascertain, the general applicability of the copolymers to use fore more fast, enhanced dissolution techniques of furosemide. To accomplish the need for enhancement in the dissolution rate of furosemide, varying ratio coprecipitates with different water-soluble polymers, such as polyvinylpyrrolidone (PVP), polyethylene glycol 4000(PEG 4000), and polyethylene glycol 6000 (PEG 6000), were quantitatively studied by comparing their dissolution characteristics of furosemide. The dissolution patterns of pure furosemide, varying ratio furosemide-PVP coprecipitates, (1:2, 1:5, and 1:9(w/w)), furosemide-PEG 4000 coprecipitates (1:4, 1:9, and 1:19(w/w), furosemide-PEG 6000 coprecipitates(1:4, 1:9, and 1:19(w/w)), and the same ratio physical mixtures, respectively, were compared by the amount dissolved as a function of time.

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Emulsion Graft Polymerization of MMA to Sodium Alginate : Mechanism and Solvent Effect (알긴산 소다에의 MMA유화 그래프트 중합 : 메커니즘 및 용매효과)

  • Park, Hwan-Man
    • Journal of Adhesion and Interface
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    • v.2 no.4
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    • pp.10-23
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    • 2001
  • In order to increase the lower values of % grafting and monomer conversion in the emulsion graft polymerization of methylmethacrylate(MMA) onto sodium alginate (SA; a polymer electrolyte) with alginic acid-g-PMMA, the graft polymerization with water soluble (methanol and acetone) and insoluble solvents was carried out using a varity of solvent amounts and agitating rates. And some physical properties of the graft polymer were also investigated. In the polymerizations with water insoluble solvent, there were pronounced improvements in both % grafting and MMA conversion by the promotion of MMA diffusion from the core to the SA adsorpted on the outer layer of particle and that of MMA complex formation with SA. And the effect was larger for the solvents (cyclohexane, decalin) which do not dissolve PMMA. On the other hand, in the polymerization with water soluble solvent, there was an significant increase in MMA conversion and a considerable increase in the % grafting by the destruction of electrical double layer around the SA chains, abstracting the hydrated water in the layer and the effect was more potential in the case of methanol which is a precipitant of PMMA.

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Dehydrocoupling of Bis(silyl)alkylbenzenes to Network Polysilanes, Catalyzed by Group 4 Metallocene Combination

  • Kim, Myoung-Hee;Lee, Jun;Moo, Soo-Yong;Kim, Jong-Hyun;Ko, Young Chun;Woo, Hee-Gweon
    • Journal of Integrative Natural Science
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    • v.3 no.1
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    • pp.1-6
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    • 2010
  • Bis(silyl)alkylbenzenes such as bis(1-sila-sec-butyl)benzene (1) and 2-phenyl-1,3-disilapropane (2) were synthesized in high yields by the reduction of the corresponding chlorosilanes with $LiAlH_4$ in diethyl ether. The dehydrocoupling of 1 and 2 was performed using group IV metallocene complexes generated in situ from $Cp_2MCl_2$/Red-Al and $Cp_2MCl_2$/n-BuLi (M = Ti, Hf), producing two phases of polymers. The TGA residue yields of the insoluble polymers were in the range of 64-74%. The molecular weights of the soluble polymers produced ranged from 700 to 5000 ($M_w$ vs polystyrene using GPC) and from 500 to 900 ($M_w$ vs polystyrene using GPC). The dehydropolymerization of 1 and 2 seemed to initially produce a low-molecular-weight polymer, which then underwent an extensive cross-linking reaction of backbone Si-H bonds, leading to an insoluble network polymer.

Preparation of New Polyenaminonitriles Containing Cyclic and Methylene Units and Their Thermal Properties

  • Cho, Jeong-Hyun;Gong, Myoung-Seon
    • Macromolecular Research
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    • v.8 no.5
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    • pp.209-214
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    • 2000
  • Polyenaminonitriles containing cycloaliphatic and aliphatic units were prepared by interfacial or solution polymerization reaction of p-bis(1-chloro-2,2-dicyanovinyl) benzene (1) with 4-aminobenzyl-amine, 1-(2-aminoethyl)piperazine, 2-(aminomethyl)pyrrolidine and 4-(aminomethyl)piperidine. The chemical structure of the polymers was confirmed through a syntheses of the model compound. The resulting polymers possessed inherent viscosities of 0.29∼0.62 dL/g and they were easily soluble in polar aprotic solvents and common organic solvents. Thermal properties of the polymers such as curability and stability were studied by differential scanning calorimetry (DSC), thermogravimetric analysis (TGA) and infrared spectroscopy. The polymers exhibited a large exotherm in DSC analyses and underwent a curing reaction around 340-370$\^{C}$ to form insoluble materials. The polymers showed 70-80% residual weight at 600 $\^{C}$ under nitrogen.

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Dissolution Enhancement of Metoclopramide by Coprecipitation with Water-Soluble Carriers (수용성 담체와의 공침물 형성에 의한 메토클로프라미드의 용출 증가)

  • Yong, Jae-Ick;Jeong, Cha-Ok
    • Journal of Pharmaceutical Investigation
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    • v.18 no.2
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    • pp.43-47
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    • 1988
  • In order to increase the dissolution characteristics of relatively water-insoluble metoclopramide (MCP), coprecipitates of MCP with polyvinylpyrrolidone (PVP), polyethylene glycol (PEG) 1000, 4000 or 6000 were prepared in various drug to polymer ratios. The dissolution rate of MCP-PVP coprecipitate was greater than those of MCP alone, MCP-PVP physical mixture and MCP-PEG coprecipitates. The dissolution rate of MCP-PEG 6000 coprecipitate was greater than those of MCP-PEG 1000 and MCP-PEG 4000 coprecipitates. The dissolution half-lives $(T_{50%})$ for MCP alone and 1:5 (w/w) MCP-PEG 6000 coprecipitate were determined by the log-probit method at $37^{\circ}C$ and found to be 4.17 and 0.98 min, respectively.

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A Novel Synthetic Route to Highly Cross-Linked Poly(vinyl ethers): Ⅲ. Synthesis and Free Radical Polymerization of Aryloxyethyl Vinyl Ethers Having an Electron Acceptor in ortho- or meta-Position

  • 이주연;김무용;안광덕
    • Bulletin of the Korean Chemical Society
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    • v.18 no.3
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    • pp.318-323
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    • 1997
  • ο-(2-Vinyloxyethoxy)benzylidenemalononitrile (3a) and methyl ο-(2-vinyloxyethoxy)-benzylidenecyanoacetate (3b), m-(2-vinyloxyethoxy)benzylidenemalononitrile (4a), and methyl m-(2-vinyloxyethoxy)benzylidenecyanoacetate (4b) were prepared by the condensation of ο-(2-vinyloxyethoxy)benzaldehyde (1) and m-(2-vinyloxyethoxy)benzaldehyde (2) with malononitrile or methyl cyanoacetate, respectively. Bifunctional vinyl ether monomers 3a and 3b polymerized quantitatively with radical initiators in γ-butyrolactone solution at 65 ℃, while meta-isomers 4a and 4b gave lower yields of polymers under the same conditions. The polymers 5-6 obtained from the monomers 3-4 were insoluble in common solvents due to cross-linking. Under the same polymerization conditions ethyl vinyl ether polymerized well with model compounds ο-methoxybenzylidenemalononitrile 7a, methyl ο-methoxybenzylidenecyanoacetate 7b, m-methoxybenzylidenemalononitrile 8a, and methyl m-methoxybenzylidenecyanoacetate 8b, respectively, to give 1:1 alternating copolymers 9-10 in high yields. Cross-linked polymers 5-6 showed a thermal stability up to 300 ℃, and showed a double phase degradation pattern in their TGA thermograms. Polymers 5-6 showed broad endothermic bands around 75-110 ℃ without any characteristic Tg peaks in DSC thermograms. Alternating copolymers 9-10, except copolymer 9b were soluble in common organic solvents. The inherent viscosities of polymer 9-10 were in the range of 0.35-0.62 dL/g. Polymer films cast from acetone solution were cloudy and tough and Tg values obtained from DSC thermograms were in the range of 118-165 ℃.