• Title/Summary/Keyword: Pyromellitic acid

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Phosgen-free Synthesis of Oligoureas Having Amino End-groups: Their Application to the Synthesis of Poly(urea-imide)

  • Chang, Ji-Young;Kim, Beom-Jin
    • Fibers and Polymers
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    • v.3 no.2
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    • pp.55-59
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    • 2002
  • The thermal reaction of acetoacetanilide in the presence of aniline or phenol yielded carbanilide in quantitative yields. This reaction was applied to the synthesis of polyurea. Bisacetoacetamides were prepared from diamines and diketene in DMF. They were thermally polymerized in the presence of phenol or a diamine (6FDA) to yield polyureas of low molecular weights. The polymers were soluble in DMSO and NMP. $^1{H-NMR}$ analysis showed that they had amino group terminated structures. Poly(urea-imide) was synthesized by the reaction of an oligourea diamine with pyromellitic dianhydride in NMP. The concentration of terminal amino groups was determined by an acid-base titration. The thermal property of poly(urea-imide) was evaluated by thermogravimetric analysis (TGA). Initial decompisition took place at 332-$350^{\circ}C$.

Chemically Induced High Pretilt Angle by CN-Containing Polyimide

  • Lee, Myong-Hoon;You, Kwon-Il;Lee, Chang-Jin;Woo, Tae-Ha
    • 한국정보디스플레이학회:학술대회논문집
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    • 2000.01a
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    • pp.191-192
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    • 2000
  • New copolyimides containing nitrile side group were synthesized from copolymerization of pyromellitic dianhydride, m-phenylene diamine and 3,5-diaminobenzonitrile and subsequent thermal imidization of the resulting poly(amic acid). Crystallinity, glass transition temperature and initial decomposition temperature of copolyimides were almost identical to those of homo polyimide prepared from PMDA and m-PDA. Change of pretilt angle induced by the orientation layer of resulting copolyimide was investigated by using a nitrile-containg nematic liquid crystal cell after rubbing. As the content of polar nitrile group was increased in the copolymer, pretilt angle was increased from $3.65^{\circ}$ to $6.49^{\circ}$. The mechanism of this was speculated as the dipolar interaction between the liquid crystal and nitrile groups in copolyimide.

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A Highly Sensitive Humidity Sensor Using a Modified Polyimide Film

  • Kim, Yong-Ho;Lee, Joon-Young;Kim, Yong-Jun;Kim, Jung-Hyun
    • JSTS:Journal of Semiconductor Technology and Science
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    • v.4 no.2
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    • pp.128-132
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    • 2004
  • This paper presents the design, fabrication sequence and measurement results of a highly sensitive capacitive-type humidity sensor using a polyimide film without hydrophobic elements. The structure of the humidity sensor is MIM (metalinsulator-metal). For a high sensitivity, a modified aromatic polyimides as a moisture absorbing layer has been synthesized instead of using general polyimides containing hydrophobic elements. The polyimide film was obtained by synthesizing and thermally polymerizing polyamic acid composed of m-pyromellitic dianhydride, phenelenediamine and dimethylacetamide. Characteristics of fabricated sensors which include sensitivity, hysteresis and stability have been measured. The measurement result shows the percent normalized capacitance change of 0.37/%RH over a range from 10 to 90%RH, hysteresis of 0.77% over the same %RH range and maximum drift of 0.25% at 50%RH. The result shows that the developed humidity sensor can be applied to evaluate a hermeticity of various sensors and actuator systems as well as micro packages.

Curing Process of Polyimide by IR Spectroscopy (적외선 분광법을 이용한 Polyimide의 경화공정)

  • Ku, Dae-Chul;Lee, Yoon-Bae;Yoo, Jin-Lee;Kim, Seong-Ju
    • Proceedings of the KAIS Fall Conference
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    • 2006.11a
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    • pp.269-271
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    • 2006
  • Pyromellitic anhydride(PMDA)와 4,4-Oxydianiline(ODA)로부터 Polyimide의 전구체인 Poly(amic acid)(PAA)를 합성하고, 이를 열을 가하여 Polyimide되는 반응을 적외선 분광법을 이용하여 추적하였다. 이미드화 반응은 $175^{\circ}C$에서 1시간, $185^{\circ}C$에서 1시간, $195^{\circ}C$에서 1시간, $215^{\circ}C$에서 1시간, $235^{\circ}C$에서 1시간 경화시킴으로 완결됨을 확인하였다.

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Effects of Halogenated Compounds, Organic Acids and Unsaturated Fatty Acids on In vitro Methane Production and Fermentation Characteristics

  • Choi, N.J.;Lee, S.Y.;Sung, H.G.;Lee, S.C.;Ha, J.K.
    • Asian-Australasian Journal of Animal Sciences
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    • v.17 no.9
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    • pp.1255-1259
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    • 2004
  • The objective of this study was to evaluate the effects of halogenated compounds, organic acids, unsaturated fatty acids and their mixtures on in vitro methane production and fermentative characteristics of mixed rumen microorganisms. Agents used in two in vitro experiments were bromoethanesulfonic acid (BES) and pyromellitic diimide (PMDI) as halogenated compound, fumarate and malate as organic acid, and linoleic acid and linolenic acid as unsaturated fatty acid sources. Ruminal fluid collected from a Holstein steer fed tall fescue and concentrate mixtures was incubated at $39^{\circ}C$ for 48 h with addition of those materials. Single supplementation of halogenated compounds, organic acids or unsaturated fatty acids decreased in vitro methane production (p<0.05). The second experiment was designed to investigate effects of combination of one of halogenated compounds and either organic acids or fatty acids on methane production. Lower concentration of methane and lower A:P ratio were observed with PMDI compared with BES (p<0.01). In general medium pH, VFA, total gas and hydrogen production, and dry matter degradability were affected by addition of the same compounds. In addition, PMDI+malate treatment resulted in the highest molar proportion of propionate, and lowest A:P ratio and methane production (p<0.01). Hydrogen production was highest in PMDI+linolenic acid and lowest in BES+malate treatment (p<0.01). PMDI+malate combination was the most recommendable in reducing methane production without too much influence on digestibility under conditions of present studies.

Optically Active and Organosoluble Poly(amide-imide)s Derived from N,N'-(Pyromellitoyl)bis-L-histidine and Various Diamines: Synthesis and Characterization

  • Faghihi, Khalil;Shabanian, Meisam;Hajibeygi, Mohsen
    • Macromolecular Research
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    • v.17 no.11
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    • pp.912-918
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    • 2009
  • An optically active diacid containing the L-histidine moiety was prepared by reacting pyromellitic dianhydride (1,2,4,5-benzenetetracarboxylic acid 1,2,4,5-dianhydride) 1 with L-histidine 2 in acetic acid, and was polymerized with several aromatic diamines 5a-g to obtain a new series of optically active poly(amide-imide)s (PAIs) using two different methods, such as direct polycondensation in a medium consisting of N-methyl-2-pyrrolidone (NMP)/triphenyl phosphite (TPP)/calcium chloride ($CaCl_2$)/pyridine (Py) and direct polycondensation in a tosyl chloride (TsCl)/pyridine (Py)/N,N-dimethylformamide (DMF) system as a condensation agent. The resulting new polymers 6a-g with inherent viscosity was obtained in good yield. The polymers were readily soluble in polar organic solvents, such as N,N-dimethyacetamide (DMAc), N,N-dimethyformamide (DMF), and dimethyl sulfoxide (DMSO). The obtained polymers were characterized by FTIR, specific rotation, elemental analysis as well as $^1$H-NMR spectroscopy and gel permeation chromatography (GPC). The thermal stability of the resulting PAIs was evaluated with thermogravimetric analysis techniques under a nitrogen atmosphere.

Synthesis of Polyimide Crosslinked Silica-based Aerogel with Enhanced Mechanical Properties and Its Physico-chemical Properties (폴리이미드 가교로 기계적 강도가 향상된 실리카 기반 에어로겔의 합성 및 물리화학적 특성 분석)

  • Kim, Jiseung;Choi, Haryeong;Kim, Taehee;Lee, Wonjun;Lee, Hong-Sub
    • Journal of the Microelectronics and Packaging Society
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    • v.29 no.4
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    • pp.9-14
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    • 2022
  • Silica aerogel is a porous material with a very low density and high specific surface area. Still, its application is limited due to its weak mechanical properties due to structural features. To solve this problem, a method of complexing it with various polymers has been proposed. We synthesized polyimide cross-linked silica aerogel by the sol-gel process to obtain high mechanical properties. Tetraethyl orthosilicate (TEOS) was used as a precursor to make silica aerogel, and 3- aminopropyltriethoxysilane (APTES) was used as a coupling agent for cross-linking polyimide. Polyimide was synthesized using pyromellitic dianhydride and 3,5-diaminobenzoic acid, and mechanical properties were improved by crosslinking polyimide with 10 repeating units in the polyimide chain using the reaction formula ${\frac{n_1}{n_2}}={\frac{n}{n+1}}$ To realize silica aerogel, polyimide having various weight ratios was added before gelation, resulting in a 19-fold or greater increase in maximum compressive strength compared to pure silica aerogel. From this study, an enhancement of silica aerogel could be enhanced through polymer cross-linking bonds.

Polyimide Multilayer Thin Films Prepared via Spin Coating from Poly(amic acid) and Poly(amic acid) Ammonium Salt

  • Ha, You-Ri;Choi, Myeon-Cheon;Jo, Nam-Ju;Kim, Il;Ha, Chang-Sik;Han, Dong-Hee;Han, Se-Won;Han, Mi-Jeong
    • Macromolecular Research
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    • v.16 no.8
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    • pp.725-733
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    • 2008
  • Polyimide (PI) multilayer thin films were prepared by spin-coating from a poly(amic acid) (PAA) and poly(amic acid) ammonium salt (PAAS). PI was prepared from pyromellitic dianhydride (PMDA) and 4,4'-oxydianiline (ODA) PAA. Different compositions of PAAS were prepared by incorporating triethylamine (TEA) into PMDA-ODA PAA in dimethylacetamide. PI multilayer thin films were spin-coated from PMDA-ODA PAA and PAAS. The PAAS comprising cationic and anionic moieties were spherical with a particle size of $20{\sim}40\;nm$. Some particles showed layers with ammonium salts, despite poor ordering. Too much salt obstructed the interaction between the polymer chains and caused phase separation. A small amount of salt did not affect the interactions of the interlayer structure but did interrupt the stacking between chains. Thermogravimetric analysis (TGA) showed that the average decomposition temperature of the thin films was $611^{\circ}C$. All the films showed almost single-step, thermal decomposition behavior. The nanostructure of the multilayer thin films was confirmed by X -ray reflectivity (XRR). The LF 43 film, which was prepared with a 4:3 molar ratio of PMDA and ODA, was comprised of uniformly spherical PAAS particles that influenced the nanostructure of the interlayer by increasing the interaction forces. This result was supported by the atomic force microscopy (AFM) data. It was concluded that the relationship between the uniformity of the PAAS particle shapes and the interaction between the layers affected the optical and thermal properties of PI layered films.

Effects of Halogenated Compounds on in vitro Fermentation Characteristics in the Rumen and Methane Emissions (할로겐 화합물의 첨가가 반추위 발효성상과 메탄생성에 미치는 영향)

  • Hwang, Hee-Soon;Ok, Ji-Un;Lee, Shin-Ja;Chu, Gyo-Moon;Kim, Kyoung-Hoon;Oh, Young-Kyoon;Lee, Sang-Suk;Lee, Sung-Sill
    • Journal of Life Science
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    • v.22 no.9
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    • pp.1187-1193
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    • 2012
  • This study was conducted to evaluate effects of halogenated compounds on in vitro rumen fermentation characteristics and methane emissions. A fistulated Holstein cow of 650 kg body weight was used as a donor of rumen fluid. Five kinds of halogenated compounds (bromochloromethane (BCM), 2-bromoethane sulfonic acid (BES), 3-bromopropanesulfonic acid (BPS), chloroform (CLF), and pyromellitic diimide (PMDI) known to inhibit methyl-coenzyme M reductase activity were added to an in vitro fermentation incubated with rumen fluid. The microbial population including bacteria, protozoa, and fungi were enumerated, and gas production including methane and fermentation characteristics were observed in vitro. The pH values ranged from 6.25 to 6.72 in all the treatments, and these showed a similar level at 48 hr. The total gas production in the treatments showed a similar pattern with C at 48 hr, whereas methane production in the treatments was lower (p<0.05) than C. Concentrations of total volatile fatty acids (VFAs) and propionic acid were higher (p<0.05) in the treatments than in C at 12 hr. Therefore, halogenated compounds (BCM, BES, BPS, CLF, and PMDI) inhibited in vitro methane emissions by inhibiting methanogens in the rumen. Further studies on safety are needed.

Synthesis and characterization of polybenzoxazole/graphene oxide composites via in situ polymerization

  • Lim, Jun;Kim, Min-Cheol;Goh, Munju;Yeo, Hyeounk;Shin, Dong Geun;Ku, Bon-Cheol;You, Nam-Ho
    • Carbon letters
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    • v.14 no.4
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    • pp.251-254
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    • 2013
  • In this study, poly(amic acid) was prepared via a polycondensation reaction of 3,3'-dihydroxybenzidine and pyromellitic dianhydride in an N-methyl-2-pyrrolidone solution; reduced graphene oxide/polybenzoxazole (r-GO/PBO) composite films, which significantly increased the electrical conductivity, were successfully fabricated. GO was prepared from graphite using Brodie's method. The GO was used as nanofillers for the preparation of r-GO/PBO composites through an in situ polymerization. The addition of 50 wt% GO led to a significant increase in the electrical conductivity of the composite films by more than sixteen orders of magnitude compared with that of pure PBO films as a result of the electrical percolation networks in the r-GO during the thermal treatment at various temperatures within the films.