• Title/Summary/Keyword: AIBN

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Synthesis of pH-Sensitive Hydrogel Nanoparticles in Supercritical Carbon Dioxide (초임계 이산화탄소를 이용한 pH 감응성 하이드로젤 입자의 합성)

  • Yang, Juseung;Ryu, Won;Lee, Sangmin;Kim, Kyusik;Choi, Moonjae;Lee, Youngmoo;Kim, Bumsang
    • Korean Chemical Engineering Research
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    • v.47 no.4
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    • pp.453-458
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    • 2009
  • Recently, new methods to synthesize and process polymers without toxic organic solvents are needed in order to solve environmental problems. The use of supercritical carbon dioxide as a solvent for the polymer synthesis is attractive since it is non-toxic, non-flammable, naturally abundant, and the product may be easily separated from the solvent. In this study, we developed the method using super critical $CO_2$ to prepare P(MAA-co-EGMA) hydrogel nanoparticles as an intelligent drug delivery carrier. The effects of concentrations of PtBuMA-PEO as a dispersion stabilizer and AIBN as an initiator on the particle synthesis were investigated. When PtBuMA-PEO concentration increased, the particle size decreased. However, there was no significant difference in the particle size according to the AIBN concentration. There was a drastic change of the equilibrium weight swelling ratio of P(MAA-co-EGMA) hydrogel nanoparticles at a pH of around 5, which is the $pK_a$ of PMAA. At a pH below 5, the hydrogels were in a relatively collapsed state but at a pH higher than 5, the hydrogels swelled to a high degree. In release experiments using Rh-B as a model solute, the P(MAA-co-EGMA) hydrogel nanoparticles showed a pH-sensitive release behavior. At low pH(pH 4.0) a small amount of Rh-B was released while at high pH(pH 6.0) a relatively large amount of Rh-B was released from the hydrogels.

Physical Characterization and Contact Lens Application of Polymer Produced with Propylene Glycol Additive (프로필렌 글리콜을 첨가제로 사용한 고분자재료의 물성 및 콘택트렌즈 응용)

  • Kim, Tae-Hun;Sung, A-Young
    • Journal of the Korean Chemical Society
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    • v.54 no.1
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    • pp.105-109
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    • 2010
  • HEMA (2-hydroxyethyl methacrylate), EGDMA (ethylene glycol dimethacrylate) and propylene glycol was copolymerized in the presence of AIBN (azobisisobutyronitrile) initiator in a mould. The physical properties of the contact lens were measured. The water content of 37.06~38.71%, refractive index of 1.492~1.432, visible transmittance of 89.4~91.5%, tensile strength of 0.1416~0.2302 kgf, and contact angle of $38.60{\sim}53.53^{\circ}$ were obtained. Therefore, the contact lens material produced using propylene glycol as an additive satisfied the basic physical properties required for contact lenses application. It is interesting to note that an increase in wettability and tensile strength while having no significant changes in water content.

Polymerization of Methyl Methacrylate in Carbon Dioxide Using Glycidyl Methacrylate Linked Reactive Stabilizer: Effect of Pressure, Reaction Time, and Mixing

  • Han, Sang-Hun;Park, Kyung-Kyu;Lee, Sang-Ho
    • Macromolecular Research
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    • v.17 no.1
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    • pp.51-57
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    • 2009
  • Using glycidyl methacrylate-linked poly(dimethylsiloxane), methyl methacrylate was polymerized in supercritical $CO_2$. The effects of $CO_2$ pressure, reaction time, and mixing on the yield, molecular weight, and molecular weight distribution (MWD) of the poly(methyl methacrylate) (PMMA) products were investigated. The shape, number average particle diameter, and particle size distribution (PSD) of the PMMA were characterized. Between 69 and 483 bar, the yield and molar mass of the PMMA products showed a trend of increasing with increasing $CO_2$ pressure. However, the yield leveled off at around 345 bar and the particle diameter of the PMMA increased until the pressure reached 345 bar and decreased thereafter. With increasing pressure, MWD became more uniform while PSD was unaffected. As the reaction time was extended at 207 bar, the particle diameter of PMMA decreased at $0.48{\pm}0.03%$ AIBN, but increased at 0.25% AIBN. Mixing the reactant mixture increased the PMMA yield by 18.6% and 9.3% at 138 and 207 bar, respectively.

Copolymerization and Contact Lens Application of HEMA-Substituted Polyphosphazene (HEMA가 치환된 Polyphosphazene의 공중합 및 콘택트렌즈 응용)

  • Kim, Tae-Hum;Seong, A-Young
    • Journal of the Korean Chemical Society
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    • v.53 no.3
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    • pp.340-344
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    • 2009
  • HEMA/vinyl-substituted polyphosphazene was prepared by the ring-opening polymerization of phosphonitrillic chroride trimer at $200{\sim}300\;{^{\circ}C}$, followed by Grignard reaction with vinyl magnesium bromide and then by the reaction with HEMA(2-hydroxyethyl methacrylate). HEMA/vinyl-substituted polyphosphazene was copolymerized with EGDMA(ethylene glycol dimethacrylate; used as a cross-linker for the free-radical copolymerization), NVP (N-vinyl-pyrrolidone) in the presence of AIBN (azobisisobutyronitrile) as a radical initiator. The oxygen transmissibility, water content and visible-ray transmissibility of the resulting copolymer were measured to be Dk/t 88, 30.89% and 87%, respectively, indicating that the copolymer can be used as a good contact lens material.

GMA-Functionalized Reactive Stabilizer for Polymerization of Methyl Methacrylate in Supercritical $CO_2$: Effect of Stabilizer, Initiator and Monomer Concentrations

  • Han, Sang-Hun;Park, Kyung-Kyu;Lee, Sang-Ho
    • Macromolecular Research
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    • v.16 no.2
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    • pp.120-127
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    • 2008
  • Glycidyl methacrylate linked poly(dimethylsiloxane) (GMA-PDMS) was synthesized and used as a stabilizer for the dispersion polymerization of methyl methacrylate (MMA) in supercritical $CO_2$. This study examined the effect of the concentrations of the stabilizer, 2,2'-azobisisobutyronitrile (AIBN) initiator, and MMA on the yield, molecular weight, and morphology of the poly(methyl methacrylate) (PMMA) product. PMMA was obtained in 94,6% yield using only 0,87 wt% GMA-PDMS, When the AIBN concentration was increased from 025 to 1.06 wt%, the molecular weight and particle size of the PMMA decreased from 56,600 to 21,600 and from 4.1 to $2.7{\mu}m$, whereas the particle size distribution increased from 1.3 to 1.9. The $M_n$ of the PMMA product ranged from 41,600 and 55,800 under typical polymerization conditions. The PMMA particle diameter ranged from 1.8 to $11.0{\mu}m$ and the particle size distribution ranged from 1.4 to 1.8.

Copolymerization of 4′-vinylbenzo-15-crown-5 with Di(ethylene glycol) Ethyl Ether Acrylate

  • Jin, Long Yi;Mah, Soukil
    • Fibers and Polymers
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    • v.3 no.2
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    • pp.49-54
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    • 2002
  • Radical copolymerization behavior of 4'-vinylbenzo-15-crown-5, a vinyl monomer having a pendant 15-membared crown ether unit (VCE) with di(ethylene glycol) ethyl ether acrylate (DEGEEA) was carried out in toluene solution using 2,2-azobisisobutyronitrile (AIBN) as an initiator. The copolymers were characterized by means of FT-IR, $^1{H-NMR}$, and $^{13}{C-NMR}$ . The reactivity ratio of VCE and DEGEEA, determined by Fineman-Ross and Kelen-Tudos method, gave values 0.55 for VCE, and 0.11 for DEGEEA respectively.

Hard Coatings on Polycarbonate Plate by Sol-Gel Reactions of [3-(methacryloyloxy)propyl]trimethoxysilane (폴리카보네이트 판 위에 [3-(methacryloyloxy)propyl]trimethoxysilane의 졸-겔 반응을 이용한 하드 코팅)

  • Ji, Young Jon;Shin, Young Jae;Shin, Yeon Rok;Kim, Ju Youn;Yoon, Yeo Seong;Shin, Jae Sup
    • Journal of Adhesion and Interface
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    • v.7 no.1
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    • pp.10-15
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    • 2006
  • The hard coatings on the polycarbonate plate were performed with the object of substitution the glass in the car to the polycarbonate plate. In this research, [3-(methacryloyloxy)propyl]trimethoxysilane were used to prepare the coatings by sol-gel process. Butanol was used as a solvent, HCl was used as a catalyst, and AIBN was used as an initiator. Polycarbonate plate was pretreated with PMMA, and final heating of the coating was done at $130^{\circ}C$ for 6 h. Pencil hardness of the coating was 2 H, abrasion resistance and adhesion of the coating were excellent.

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Optophysical Properties of Hydrogel Ophthalmic Lenses Containing Gallate Group (Gallate group이 포함된 친수성 안의료용 렌즈의 광물리적 특성)

  • Park, Se-Young;Sung, A-Young
    • Journal of the Korean Chemical Society
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    • v.56 no.6
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    • pp.725-730
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    • 2012
  • HEMA (2-hydroxyethyl methacrylate), EGDMA (ethylene glycol dimethacrylate; cross-linker), MMA (methyl methacrylate) and AA (acrylic acid) were copolymerized with ethyl gallate and propyl gallate as additives in the presence of AIBN (2,2'-azobisisobutyronitrile; initiator). The measurement of physical properties of the produced copolymers exhibited that refractive index, water content, visible transmittance, tensile strength, and contact angle were in the range of 1.433-1.435, 38.71-38.99%, 85.4-88.8%, 0.2468-0.2740 kgf and $49.77-36.29^{\circ}$, respectively. The transmittances of the copolymers were measured to be in the range of 49.0-7.4% and 71.0-43.4% for UV-B and UV-A, respectively, indicating that the copolymers have UV-blocking effect. The produced copolymers containing ethyl gallate and propyl gallate satisfied the basic physical properties required for the fabrication of hydrogel contact lenses. The copolymers showed an increase of wettability and UV-blocking effects while having no significant change in water content compared to the gallate-free copolymers.

Separation of Caffeine and Catechin Compounds from Green Tea by Quercetin Molecular Imprinted Solid-Phase Extraction (케르세틴 분자각인 고정상 추출을 이용한 녹차에서 카페인 및 카테킨 화합물의 분리)

  • Jin, Yin-Zhe;Row, Kyung-Ho
    • Journal of the Korean Chemical Society
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    • v.51 no.2
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    • pp.165-170
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    • 2007
  • In this work, caffeine and some catechin compounds such as +C, EGC and EGCG were extracted from green tea using quercetin molecular imprinted polymers in solid-phase extraction. For synthesis of MIP, quercetin as the templates, MAA as the monomer, EGDMA as the crosslinker and AIBN as the initiator were used. For extraction of caffeine and catechin compounds from green tea, the solid-phase extractions of a load followed by wash and elution procedures were done with water, methanol and methanol:acetic acid=90:10 (vol.%) as the solvents, respectively. HPLC analysis (C18 column, 5 μm, 250×4.6 mm) with the mobile phase of methanol:water=40:60 (vol.%) at a flow rate of 0.5 ml/min was adopted for the quantitative determination. By solid-phase extraction, the resolutions of caffeine and some catechin compounds from green tea were increased. The quercetin-MIP had higher selectivity to +C compounds.

Synthesis of 3-(1,8-Naphthalimido) Propyl Methacrylate-GMA Copolymers and Their Physical Properties (3-(1,8나프탈이미도)프로필메타아크릴레이트와 GMA공중합체의 합성과 물성)

  • Lim, Deok-Jum;Oh, Dae-Hee
    • Journal of the Korean Applied Science and Technology
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    • v.30 no.4
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    • pp.592-601
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    • 2013
  • This work, which was about the synthesis of 3-(1,8-Naphthalimido) propyl methacrylate and GMA copolymers and their physical properties, investigated the compositions of the copolymer, the reactivity ratios of the monomer, resonance effect(Q), polar effect(e) and fluorescence effect of 1,8-naphthalicanhydride. Azobisisobutyronitronitryl(AIBN) as an initiator was employed at $60^{\circ}C$ with dimethylformamide(DMF) of solvent for the copolymerization of NIPM. $r_1$ was found to be higher than $r_2$ from the reactivity ratios of the monomer obtained from F-R and K-T methods. NIPM was found to be more copolymerized than GMA. The fluorescence spectrums of these polymers showed a weak monomer fluorescence band at 380 nm and a strong excimer fluorescence band at about 460 nm.