• Title/Summary/Keyword: Acryloyl chloride

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Drug Release from Ph-sensitive Interpenetrating Polymer Net-works Hydrogel Based on Poly(ethylene glycol) Macromer and Poly (acrylic acid)Prepared by UV Cured Method

  • Kim, In-Sook;Kim, Sung-Ho;Cho, Chong-Su
    • Archives of Pharmacal Research
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    • v.19 no.1
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    • pp.18-22
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    • 1996
  • Acrylate-terminated poly (ethylene glycol) (PEG) macromer was prepared by the reaction of PEG with acryloyl chloride. Photopolymerization of PEG macromer resulted in the formation of cross-linked PEG network. Interpenetrating polymer networks (IPNs) based on PEG and poly(acrylic acid) (PAA) was obtained via template polymerization of AA to the PEG network by UV curing. The swelling degree of the IPNs hydrogel increased with an increase of pH value due to the association-dissociation between carboxylic acid of PAA and either of PEG through hydrogen bounding. The swelling-deswelling behavior proceeded reversibly for the IPNs upon changing pH. Release of indomethacin from the IPNs demonstrated "on-off" regulation with pH fluctuation.

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Synthesis and Characterization of Polymers with the Moiety of m-Cresol as a Microbicide (항균제로서 m-크레졸의 Moiety를 가지는 고분자의 합성과 특성)

  • 김우식;현석희;이동호;민경은;박이순
    • Polymer(Korea)
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    • v.26 no.3
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    • pp.293-299
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    • 2002
  • By the reaction of m-cresol as a microbicide with acryloyl chloride m-cresyl acrylate (CA) was synthesized, and polymers with the moiety of m-cresol were prepared by the radical terpolymerization of CA -methylmethacrylate -acrylic acid. The contents of CA unit in the polymers were found to be 4.7 mol% and 10.1 mol% from their nuclear magnetic resonance spectra. The number -average molecular weights of the polymers were in the range of 12000 to 15000. Through the hydrolysis of the polymers m-cresol was released. The release rate of the microbicide increased with increasing PH of the release medium. This result can be attributed to enhanced proton dissociation of carboxyl group of the acrylic acid unit in the polymers. These polymers showed microbicidal activities for S. aureus as a positive microbe and E. coli as a negative microbe.

Effect of PTMGDA-PEGMA dopant on PVDF ultrafiltration membrane

  • Chen, Gui-E.;Huang, Hui-Hong;Xu, Zhen-Liang;Zhang, Ping-Yun;Wu, Wen-Zhi;Sun, Li;Liu, Yan-Jun
    • Membrane and Water Treatment
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    • v.7 no.6
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    • pp.539-553
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    • 2016
  • As a novel hydrophobic monomer, polytetrahydrofuran diacrylate (PTMGDA) was synthesized by the esterification reaction between polyethylene tetrahydrofuran (PTMG) and acryloyl chloride (AC). In situ free radical polymerization reaction method was utilized to fabricate poly (vinylidene fluoride) (PVDF)-PTMGDA-poly(ethylene oxide) dimethacrylate (PEGMA) ulrafiltration (UF) membranes. The performances of PVDF-PTMGDA-PEGMA UF membranes in terms of morphologies, mechanical properties, separation properties and hydrophilicities were investigated. The introduction of the PTMGDA-PEGMA dopants not only increased the membranes' pure water flux, but also improved their mechanical properties and the dynamic contact angles. The addition of the PTMGDA/PEGMA dopants led to the formation of the finger-like structure in the membrane bulk. With the increase concentration of PTMGDA/PEGMA dopants, the porosity and the mean effective pore size increased. Those performances were coincide with the physicochemical properties of the casting solutions.

Synthesis and Characterization of Polymers with the Moiety of 2-Phenylphenol as a Microbicide (항균제로서 2-페닐페놀의 Moiety를 가지는 고분자의 합성과 특성)

  • 현석희;김민우;전일련;김우식
    • Polymer(Korea)
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    • v.27 no.5
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    • pp.443-448
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    • 2003
  • 2-Biphenylyl acrylate (BPA) was synthesized by the reaction of 2-phenylphenol as a microbicide with acryloyl chloride, and copolymers with the moiety of 2-phenylphenol were prepared by the radical terpolymerization of BPA-methylmethacrylate-acrylic acid. The contents of BPA unit in the poly mers were found to be 4.2 mol% and 9.1 mol% from their nuclear magnetic resonance spectra. The number average molecular weights of the polymers were in the range of 15000 to 16000. 2-Phenylphenol was released through the hydrolysis of the polymers. The release rate of the microbicide increased with increasing pH of the release medium. The released solution showed higher microbicidal activity for E. coli as a negative microbe than S. aureus as a positive microbe.

Synthesis of N,N'-Bisacrylamide Derivatives (N,N'-비스아크릴아미드 유도체의 합성)

  • Lee, Suk Kee;Kim, Woo Sik
    • Applied Chemistry for Engineering
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    • v.8 no.6
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    • pp.1054-1057
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    • 1997
  • Four kinds of N,N'-bisacrylamide derivatives were synthesized by Scotten-Baumann reaction from acryloyl chloride and several diamines in the presence of triethylamine, and their chemical structures were identified by IR, $^1H-NMR$, and elemental analysis. The yields of the synthesized N,N'- hexamethylenebisacrylamide and N,N'-dodecamethylenebisacrylamide were 56.0% and 70.4%, respectively, and were increased with the increased number of methylene group in the dimines. The yields of the synthesized N,N'-1,4-phenylenebisacrylamide and N,N'-2,6-pyridinebisacrylamide were 80.3% and 83.1%, respectively, which were higher than those of the alkylenebisacrylamide derivatives. The synthesized N,N'-bisacrylamide derivatives can be used to prepare various crosslinked polymers.

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Synthesis and Characteristics of Hydxoxypropyl Celluloses Containing Cholesteryl and Acryloyl Groups (콜레스테릴과 아크릴로일 그룹을 지닌 하이드록시프로필 셀룰로오스들의 합성 및 특성)

  • 김장훈;정승용;마영대
    • Polymer(Korea)
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    • v.28 no.1
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    • pp.92-102
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    • 2004
  • (6-Cholesteryloxycarbonylpentoxypropyl)celluloses (CHPCs) with degree of esterification (DE) ranging from 2.25 to 2.91 were synthesized by reacting hydroxypropyl cellulose with 6-cholesteryloxycarbonylpentanoyl chloride. The acrylic esters of CHPCs (CHPCEs) and their photocrosslinked films with liquidcrystalline order were also synthesized. The thermotropic properties of mesophase for both uncrosslinked and crosslinked samples and the swelling behavior of the crosslinked samples in acetone were investigated. The hydroxypropyl cellulose exhibited an enantiotropic cholesteric phas, while all the uncrosslinked cholesterylbearing samples exhibited a monotropic cholesteric phases; the 6-cholesteryloxycarbonylpentanoyl chloride also showed a monotropic smectic phase. The hydroxypropyl cellulose formed a right-handed helix whose optical pitch (λ$\sub$m/) increases with temperature, whereas all the uncrosslinked derivatives farmed left-handed helices whose λ$\sub$m/'s decreased with temperature. The thermal stability of the mesophase and the magnitude of λ$\sub$m/ at the same temperature for both CHPCs and CHPCEs decreased with increasing DE. All the crosslinked samples, in constrast with CHPCEs, did not display reflection colors but exhibited an anisotropic swelling characteristic of crosslinked gel retaining liquid-crystalline order.

Construction of Antibacterial Electrospun Nanofiber from Poly(styrene-co-sulfadiazine) via Electrospinning (폴리(스티렌-설파디아진) 공중합체를 이용한 항균 나노섬유 제조)

  • Hwang, Seok-Ho;Ahn, Kyung-Hwan;Cha, Heechul;Kim, Jeong-Yeol;Hwang, Hong-Gu;Huh, Wansoo;Lee, Sangwon
    • Applied Chemistry for Engineering
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    • v.20 no.4
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    • pp.386-390
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    • 2009
  • In this study, sulfadiazine acrylamide monomer was synthesized by the reaction of sulfadiazine, known as an antibiotic substance, with acryloyl chloride. The monomer was characterized by $^1H-NMR$, and $^{13}C-NMR$. Using the synthesized sulfadiazine acrylamide monomer and styrene monomer, a copolymer, poly(styrene-co-sulfadiazine), was obtained by the free radical copolymerization and characterized by $^1H-NMR$, GPC, DSC and TGA. The copolymer nanofibers web has been successfully prepared by electrospinning technique under DMF solution. The diameter of the nanofibers was in the range between 500 and 800 nm. Antibacterial activity of the nanofiber web was evaluated utilizing the colony counting method against Staphylococcus aureus and Escherichia coli.

Synthesis and Characterization of Biodegradable Elastic Hydrogels Based on Poly(ethylene glycol) and Poly(${\varepsilon}-caprolactone$) Blocks

  • Im, Su-Jin;Choi, You-Mee;Subramanyam, Elango;Huh, Kang-Moo;Park, Ki-Nam
    • Macromolecular Research
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    • v.15 no.4
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    • pp.363-369
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    • 2007
  • Novel biodegradable elastic hydrogels, based on hydrophilic and hydrophobic polymer blocks, were synthesized via the radical crosslinking reaction of diacrylates of poly(ethylene glycol) (PEG) and poly(${\varepsilon}-caprolactone$) (PCL). PEG and PCL diols were diacrylated with acryloyl chloride in the presence of triethylamine, with the reaction confirmed by FT-IR and $^1H-NMR$ measurements. The diacrylate polymers were used as building-blocks for the syntheses of a series of hydro gels, with different block compositions, by simply varying the feed ratios and molecular weights of the block components. The swelling ratio of the hydrogels was controlled by the balance between the hydrophilic and hydrophobic polymer blocks. Usually, the swelling ratio increases with increasing PEG content and decreasing block length within the network structure. The hydrogels exhibited negative thermo-sensitive swelling behavior due to the coexistence of hydrophilic and hydrophobic polymer components in their network structure, and such thermo-responsive swelling/deswelling behavior could be repeated using a temperature cycle, without any significant change in the swelling ratio. In vitro degradation tests showed that degradation occurred over a 3 to 8 month period. Due to their biodegradability, biocompatibility, elasticity and functionality, these hydrogels could be utilized in various biomedical applications, such as tissue engineering and drug delivery systems.

Development of New Quinolone Antibacterials with Dextran-bond (Dextran에 결합된 새로운 Quinolone계 항균제의 개발)

  • Kim, Sun-Il;Na, Jae-Woon
    • Applied Chemistry for Engineering
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    • v.5 no.3
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    • pp.501-508
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    • 1994
  • 1-Ethyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl)quinolinea-3-car-boxylic acid-dextran was synthesized by the reaction of 1-ethyl-6-fluoro-1, 4-dihydro-4-oxo-7-(1-piperazinyl )quinoline-3-acryloyl chloride with dextran. Polymeric drug was tested for antimicrobial activity in vitro against ten species of microorganisms. Polymeric drug revealed good antibacterial activity against Bacillus subtillis ATCC 6633, Staphyloccus aureus ATCC 25923, Mycrobactertum phlei IFO 3158, Salmonella typhimurium KCTC 1925, Escherichia coli KCTC 1039, Escherichia coli ESS, Klebsiella puemouiae KCTC 1560 and Pseudomonas aeruginosa IFO 13130. Polymeric drug have no antimicrobial against Candida albicans ATCC 10231, but moderately active Micrococcus luteus ATCC 9341.

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Preparation of Poly(2-biphenylyl acrylate-co-methacrylic acid) and Release of 2-Phenylphenol (2-비페닐릴아크릴레이트와 메타크릴산의 공중합체 제조와 2-페닐페놀의 방출)

  • Hyun Seok-Hee;Kim Min-Woo;Jeon Il-Ryon;Son Seog-Ho;Baek Chang-Hoon;Kim Woo-Sik
    • Polymer(Korea)
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    • v.30 no.1
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    • pp.80-84
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    • 2006
  • 2-Biphenylyl acrylate(BPA) was synthesized by the reaction of acryloyl chloride with 2-phenylphenol (2PP). Hydrophilic copolymers with the moiety of the microbicide, 2PP, were prepared by the radical copolymerization of BPA and methacrylic acid (MA). From the compositions of the BPA unit and the MA unit in the copolymers, the monomer reactivity ratios were determined to be 0.86 for BPA and 1.21 for MA by means of Kelen-Tudos plot. This result indicates that the copolymers have a random structure. The amount of 2PP released through the hydrolysis of the copolymers was examined by UV spectrometry. The result showed that the release of 2PP increased with an increase in the hydrophilic MA content in the copolymers and with an increase in the pH of the release medium. Therefore, these results indicate that the hydrophilic polymers bearing 2-phenylphenol moiety can be controlled release microbicides.