• Title/Summary/Keyword: 2-HEMA

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Poly(Dimethylaminoethyl Methacrylate)-Based pH-Responsive Hydrogels Regulate Doxorubicin Release at Acidic Condition

  • Lee, Seung-Hun;You, Jin-Oh
    • Journal of the Korean Applied Science and Technology
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    • v.32 no.2
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    • pp.202-214
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    • 2015
  • Stimuli-responsive biomaterials that alter their function through sensing local molecular cues may enable technological advances in the fields of drug delivery, gene delivery, actuators, biosensors, and tissue engineering. In this research, pH-responsive hydrogel which is comprised of dimethylaminoethyl methacylate (DMAEMA) and 2-hydroxyethyl methacrylate (HEMA) was synthesized for the effective delivery of doxorubicin (Dox) to breast cancer cells. Cancer and tumor tissues show a lower extracellular pH than normal tissues. DMAEMA/HEMA hydrogels showed significant sensitivity by small pH changes and each formulation of hydrogels was examined by scanning electron microscopy, mechanical test, equilibrium mass swelling, controlled Dox release, and cytotoxicity. High swelling ratios and Dox release were obtained at low pH buffer condition, low cross-linker concentration, and high content of DMAEMA. Dox release was accelerated to 67.3% at pH 5.5 for 6-h incubation at $37^{\circ}C$, while it was limited to 13.8% at pH7.4 at the same time and temperature. Cell toxicity results to breast cancer cells indicate that pH-responsive DMAEMA/HEMA hydrogels may be used as an efficient matrix for anti-cancer drug delivery with various transporting manners. Also, pH-responsive DMAEMA/HEMA hydrogels may be useful in therapeutic treatment which is required a triggered release at low pH range such as gene delivery, ischemia, and diabetic ketoacidosis.

DSC and TGA Thermal Analysis for the Interaction between Poly(2-hydroxyethylmethacrylate) and Amino Acids (Poly(2-hydroxyethylmethacrylate)와 아미노산과의 상호작용에 관한 DSC와 TGA 열분석에 관한 연구(Ⅰ))

  • Kim, Ui Rak;Jeong, Bong Jin;Jeong, Sung Uk;Min, Kyung Sub;Lee, Myung Jae;Nam, Won Mo;Park, Hae Jung
    • Journal of the Korean Chemical Society
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    • v.40 no.6
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    • pp.385-393
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    • 1996
  • The interaction between poly(HEMA) which is material of contact lens containing about 45% water and amino acids (alanine, arginine, methionine, proline, glycine, serine, lysine) have been studied by using the thermal analysis methods through DSC and TGA. The experimental results of DSC and TGA were shown that lysine, arginine and alanine have the most stable interaction between poly(HEMA) and amino acids.

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The Study for Diffusion Mechanism of Amino Acids Through Poly(2-Hydroxyethyl Methacrylate) Membrane (Poly(2-Hydroxyethyl Methacrylate)막을 통한 아미노산의 확산 기구에 관한 연구)

  • Kim Ui-Rak;Jeong Bong-Jin;Lee Myung-Jae;Min Kyung-Sub
    • Journal of the Korean Chemical Society
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    • v.37 no.1
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    • pp.10-21
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    • 1993
  • The transport phenomena of ten amino acid molecules through poly(2-hydroxyethyl methacrylate), P(HEMA) membrane have been investigated in various range pH solutions. It is found that the permeability and diffusivity of the amino acids through membrane depended on the different shape, size and the charge of them are changed by the pH. The permeabilities and diffusivities of amino acids have the largest value in the neutral solution. In this case, they are diffused through free water in the P(HEMA) membrane and the diffusion mechanism is the pore type. The basic solution have larger value than the acidic it. Whether the diffusion mechanism of the core type or the partition type, it is depended on the effect of side chain of the amino acid in basic and acidic solution.

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Preparation and Characterization of Removal-type Acrylic Pressure-Sensitive Adhesive (4원 아크릴계 박리형 점착제의 제조와 특성에 관한 연구)

  • Seo, Young-Ok;Seul, Soo-Duk
    • Elastomers and Composites
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    • v.36 no.4
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    • pp.225-236
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    • 2001
  • In order to improve the properties of the copolymer and the terpolymer that was used as removal-type pressure sensitive adhesive(PSA), we synthesized quaterpolymer with the variation of the types of monomer, initiator, and solvent, and concentration, the monomer/solvent ratio, reaction temperature and time. and determined the properties of this adhesive: the viscosity, molecular weight, conversion, solid content and structure of polymer. The prepared polymer was crosslinked by changing the type of crosslinking agent and concentration, and then we investigated the characteristics or adhesive such as peel adhesion, shear adhesion, heat resistance, weathering resistance and peel adhesion to aging. The optimum performance of RA/2- EHA/MMA/2-HEMA as a PSA were obtained when benzoyl peroxide was used as an initiator with the reactant mixture consisted of 80% BA and 2-EHA, 15%, MMA, and 5% 2-HFMA. The optimum reaction temperature and time were $80^{\circ}C$ and 8 hours, respectively. For BA/2-EHA/MMA/AA, the optimum performance was obtained when the polymerization was performed at the monomer composition of 80% BA/2-EHA, 15% MMA, and 5% AA. BPO was used as initiator and the optimum reaction temperature and time were identical to those of BA/2-EHA/MMA/ 2-HEMA. Isocyanate and melamine were used to crosslink BA/2-EHA/MMA/2-HEMA and BA/2-EHA/MMA/AA, respectively. No effect on the type of cross-linking agent on the peel adhesion was observed with aging. The quarterpolymers crosslinked with melamine left residues on the counter surface after weathering resistance test, while the polymers crosslinked with isocyanate did not.

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Self-Diffusion of THO within Tactic Poly(2-hydroxyethyl methacrylate) Membranes

  • Kim, Hye-Kyeong;Jhon, Mu-Shik
    • Bulletin of the Korean Chemical Society
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    • v.4 no.3
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    • pp.128-132
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    • 1983
  • The self-diffusion experiment of water was performed across two series of tactic poly(2-hydroxyethyl methacrylate), P(HEMA) membranes prepared by crosslinking with various amount of hexamethylene diisocyanate (HMDIC). The tagging material was tritium hydroxide (THO) and the efflux of THO was counted on a Liquid Scintillation Counter. The transport data of THO show that the permeability decreases as the amount of HMDIC increased from 2.5 to 10 mole % and the self-diffusions coefficient shows a parallel trend with it. The diffusivity data was discussed in terms of the change of water structural orderliness within membranes. Using the relation between viscosities and diffusivities derived from Eyring's absolute rate theory, the corresponding viscosities of water within two series of tactic P(HEMA) membranes were obtained. From this, it is seen that the viscosity of water within tactic P(HEMA) membranes may have the same values with those of supercooling water whose temperature ranges from -28 to -$36^{\circ}C.$.

Methacrylamidohistidine in Affinity Ligands for Immobilized Metal-ion Affinity Chromatography of Human Serum Albumin

  • Odaba, Mehmet;Garipacan, Bora;Dede, Semir;Denizli, Adil
    • Biotechnology and Bioprocess Engineering:BBE
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    • v.6 no.6
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    • pp.402-409
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    • 2001
  • Different bioligands carrying synthetic adsorbents have been reported in the literature for protein separation, We have developed a novel and new approach to obtain high protein ad-sorption capacity utilizing 2-methacrylamidohistidine(MAH) as a bioligand. MAH was synthe-sized by reacting methacrylocholride and histidine, Spherical beads with an average size of 150-200㎛ were obtained by the radical suspension polymerization of MAH and 2-hydrosyethyl-methacrylate(HEMA) conducted in an aqueous dispersion medium. p(HEMA-co-MAH) beads had a specific surface area of 17.6㎡/g . Synthesized MAH monomer was characterized by NMR. p(HEMA-co-MAH) beads were characterized by swelling test, FTIR and elemental analysis. Then Cu(II) ions were incorporated onto the beads and Cu(II) loading was found to be 0.96 mmol/g.These affinity beads with a swelling ration of 65% and containing, 1.6 mmol MAH/g were used in the adsorption/desorption of human serum albumin(HSA) from both aqueous solutions and hu-man serum. The adsorption of HSA onto p(HEM-co-MAH) was low(8.8 mg/g). Cu(II) chelation onto the beads significantly increased the HSA adsorption (56.3 mg/g). The maximum HSA ad-sorption ws observed at pH 8.0 Higher HSA adsorption was observed from human plasma(94.6 mgHSA/g) Adsorption of other serum proteins were obtained as 3.7 mg/g for fibrinogen and 8.5mg/g for γ-globulin. The total protein adsorption was determined as 107.1mg/g. Desorption of HSA was obtained using 0.1 M Tris/HCl buffer containing 0.5 M NaSCN, High desorption rations(up to 98% of the adsorbed HSA) were observed. It was possible to reuse Cu(II) chelated-p(HEMA-co-MAH) beads without significant decreases in the adsorption capacities.

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Characterization and Application for Hydrogel Lens Material of Acrylate Monomers Containing Hydroxyl Group (하이드록시기를 포함한 아크릴레이트계 모노머들의 하이드로젤 친수성 렌즈 소재로의 응용 및 특성)

  • Lee, Min-Jae;Kim, Tae-Hun;Sung, A-Young
    • Journal of the Korean Chemical Society
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    • v.60 no.3
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    • pp.181-186
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    • 2016
  • The hydrophilic ophthalmic lens with addition of 2-hydroxyethyl acrylate (HEA), 2-hydroxyethyl methacrylate (HEMA), hydroxypropyl methacrylate (HPMA) and Ag nanoparticles were manufactured. And also, the cross-linker ethylene glycol dimethacrylate (EGDMA) and the initiator azobisisobutyronitrile (AIBN) were used for polymerization. The polymerization of the hydrogel lens material was conducted through thermal polymerization in 100 ℃ for 1h. The optical and physical characteristics of hydrogel lens were evaluated by measuring water content, refractive index and optical transmittance. The water content of sample containing HEA, HEMA and HPMA was in the average of 82.12%, 37.06% and 21.57%, respectively. And also, refractive index of the sample containing HEA, HEMA and HPMA was in the average of 1.3540, 1.4330 and 1.4649, respectively. In case of the optical properties of the sample, the results showed that the near-UV transmittance was 82.67%, 80.32% and 79.83%, and the visible transmittance was 89.72%, 88.24% and 86.89%, respectively. And also, optical transmittance of the sample containing Ag nanoparticles showed that the near-UV transmittance of 10.59% and visible transmittance of 43.74% were obtained. From the results, the molecular length influenced on the water content and refractive index of the polymerized material.

Preparation and Characteristics of Silicone Modified Polyacrylic Hybrid Elastomer (실리콘 변성 폴리아크릴졔 Hybrid Elastomer의 제조와 그 특성)

  • Lee, Byoung-Chul;Kang, Doo-Whan
    • Polymer(Korea)
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    • v.31 no.1
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    • pp.86-91
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    • 2007
  • Polydimethylsiloxane branched HEMA (SH) was Prepared by reacting polydimethylsilorane prepolymer and 2-hydroxyethyl methacrylate (HEMA). Polyacrylate modified Polyorganosiloxane (SMPA) was prepared by polymerization of methacrylic acid(MA), allyl glycidyl ether(AGE), aminopro- pyltrimethoxysilane (APTS), and SH. Their structures were confirmed by the measurement of FTIR and $^1H-NMR$ and thermal properties of SMPA were studied from TGA. Residual weight of SMPA at $400^{\circ}C$ increased according to increasing content of the APTS to 63 from 55%. SMPA sealant was prepared by adding additives, such as viscosity increasing agent, crosslinking agent, and fillers. Adhesion characteristics of SMPA-3 sealant was determined to be maximum load elongation, 2.01 %, and break load elongation, 2.28%. Adhesion characteristics for SMPA sealant prepared from SMPA-3 were better than those for SMPA sealant prepared from SMPA-1 and SMPA-2.

Investigation of flexural strength and cytotoxicity of acrylic resin copolymers by using different polymerization methods

  • Sahin, Onur;Ozdemir, Ali Kemal;Turgut, Mehmet;Boztug, Ali;Sumer, Zeynep
    • The Journal of Advanced Prosthodontics
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    • v.7 no.2
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    • pp.98-107
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    • 2015
  • PURPOSE. The aim of this study was to appraise the some mechanical properties of polymethyl methacrylate based denture base resin polymerized by copolymerization mechanism, and to investigate the cytotoxic effect of these copolymer resins. MATERIALS AND METHODS. 2-hydroxyethyl methacrylate (HEMA) and isobutyl methacrylate (IBMA) were added to monomers of conventional heat polymerized and injection-molded poly methyl methacrylate (PMMA) resin contents of 2%, 3%, and 5% by volume and polymerization was carried out. Three-point bending test was performed to detect flexural strength and the elasticity modulus of the resins. To determine the statistical differences between the study groups, the Kruskall-Wallis test was performed. Then pairwise comparisons were performed between significant groups by Mann-Whitney U test. Agar-overlay test was performed to determine cytotoxic effect of copolymer resins. Chemical analysis was determined by FTIR spectrum. RESULTS. Synthesis of the copolymer was approved by FTIR spectroscopy. Within the conventional heat-polymerized group maximum transverse strength had been seen in the HEMA 2% concentration; however, when the concentration ratio increased, the strength decreased. In the injection-molded group, maximum transverse strength had been seen in the IBMA 2% concentration; also as the concentration ratio increased, the strength decreased. Only IBMA showed no cytotoxic effect at low concentrations when both two polymerization methods applied while HEMA showed cytotoxic effect in the injection-molded resins. CONCLUSION. Within the limitations of this study, it may be concluded that IBMA and HEMA may be used in low concentration and at high temperature to obtain non-cytotoxic and durable copolymer structure.