• Bulletin of the Korean Chemical Society
• /
• 제33권11호
• /
• pp.3593-3596
• /
• 2012

The water-soluble conjugated polymer with fluorescence quenching as a result of electrostatic interaction and aggregation was synthesized through Suzuki polymerization. The absorption and emission of anionic polymer (a-PFP) is blue shifted as compared with cationic polymer (c-PFP) although getting same backbone, and the absolute PL quantum efficiency of a-PFP in water is over 90% due to good solubility in aqueous solution. We anticipate that the fluorescence quenching of anionic and cationic polymers, with same conjugated backbone, could be shown in aqueous solution.

• 한국신재생에너지학회:학술대회논문집
• /
• 한국신재생에너지학회 2009년도 추계학술대회 논문집
• /
• pp.394-394
• /
• 2009

Water solubility of conjugated polymers may offer many applications. Potential applications of water-soluble conjugated polymers include the polymer light-emitting diode and new materials for nano and micro hollow-capsules, and bio- or chemo-sensors. We synthesized neutral polyfluorenes containing bromo-alkyl groups by the palladium catalyzed Suzuki coupling reaction. Bromo-alkyl side groups in neutral polyfluorenes were quaternized by tri-methyl amine solution. The electrochemical and optical properties of water-soluble conjugated polymers are discussed. This novel synthesized water-soluble conjugated polymers were used as a interfacial dipole layer between active layer and metal cathode in polymer solar cell for enhancement of open-circuit voltage (Voc), which is one of the most critical factors in determining device characteristics. We also investigated the device performance of polymer solar cell with different metal cathode such as Al, Ag, Au and Cu. In polymer solar cell, novel cationic water-soluble conjugated polymers were inserted between active layer and high-work function cathode (Al, Ag, Au and Cu).

• Bulletin of the Korean Chemical Society
• /
• 제33권9호
• /
• pp.3087-3090
• /
• 2012

• 한국염색가공학회:학술대회논문집
• /
• 한국염색가공학회 2010년도 제3회 국제학회
• /
• pp.88-89
• /
• 2010

• Macromolecular Research
• /
• 제17권10호
• /
• pp.770-775
• /
• 2009

$\omega$-Anhydride-functionalized poly(ethylene oxide) (PEO) obtained from chain-end functionalization and anionic ring-opening polymerization of ethylene oxide using n-butyllithium with potassium t-butoxide in the presence of dimethylsulfoxide (DMSO) was found to be an efficient material for the preparation of water-soluble, polymeric pro-drugs. The reaction of $\omega$-anhydride-functionalized PEO with sulfonamide or with vancomycin provided an efficient method to produce corresponding, water-soluble, PEO-conjugated sulfonamide or PEO-conjugated, vancomycin pro-drugs. These were used successfully to prepare water-dispersible, silver nanoparticles. In this study, the particle sizes were in the range of $5{\sim}40$ nm. The resulting products were characterized by $^1H$ NMR spectroscopy, transmission electron microscopy, electron and X-ray diffraction, size exclusion chromatography, and UV/Visible spectroscopy.

• Macromolecular Research
• /
• 제12권4호
• /
• pp.407-412
• /
• 2004

A new hydroxyl group-containing conjugated ionic polymer, poly[2-ethynyl-N-(p-hydroxyphenylethyl)pyridinium bromide], was synthesized by the activated polymerization of 2-ethynylpyridine with p-(2-bromoethyl) phenol without any additional initiator or catalyst. The polymerization proceeded well to give a moderate yield (65%) of polymer at a reaction temparature of 90$^{\circ}C$. Another polymer, poly[2-ethynyl-N-(p-hydroxyphenylethyl)pyridinium tetraphenylborate], was readily prepared by the ion-exchange reaction of poly[2-ethynyl-N-(p-hydroxyphenylethyl)pyridinium bromide] with sodium tetraphenylborate. These polymers were completely soluble in organic solvents such as DMF, DMSO, and acetone, but insoluble in water and ether. Instrumental analyses, such as NMR, IR, and UV-Vis spectroscopies, indicated that the new materials have conjugated polymer backbone systems with the designed substituents and counter anions. X-Ray diffraction analyses of the polymers indicated that they were mostly amorphous.

• Macromolecular Research
• /
• 제17권4호
• /
• pp.265-270
• /
• 2009

Noble thermosensitive nanoparticles, based on a PNIPAAm-co-AA core and a chitosan shell structure, were designed and synthesized for the controlled release of the loaded drug. PNIPAAm nanoparticles containing a carboxylic group on their surface were synthesized using emulsion polymerization. The carboxylic groups were conjugated with the amino group of a low molecular weight, water soluble chitosan. The particle size of the synthesized nanoparticles was decreased from 380 to 25 nm as the temperature of the dispersed medium was increased. Chitosan-conjugated nanoparticles with $2{\sim}5$ wt% MBA, a crosslinking monomer, induced a stable aqueous dispersion at a concentration of 1mg/1mL. The chitosan-conjugated nanoparticles showed thermo sensitive behaviors such as LCST and size shrinkage that were affected by the PNIPAAm core and induced some particle aggregation around LCST, which was not shown in the NIPAAm-co-AA nanoparticles. These chitosan-conjugated nanoparticles are also expected to be more biocompatible than the PNIPAAm core itself through the chitosan shell structures.

• Macromolecular Research
• /
• 제14권5호
• /
• pp.573-578
• /
• 2006

Three different, polymer-platinum conjugates (hydrogels, microparticles, and nanoparticles) were synthesized by complexation of cis-dichlorodiammineplatinum(II) (cisplatin) with partially succinylated glycol chitbsan (PSGC). Succinic anhydride was used as a linker to introduce cisplatin to glycol chitosan (GC). Succinylation of GC was investigated systematically as a function of the molar ratio of succinic anhydride to glucosamine, the methanol content in the reaction media, and the reaction temperature. By controlling the reaction conditions, water-soluble, partially water-soluble, and hydrogel-forming PSGCs were synthesized, and then conjugated with cisplatin. The complexation of cisplatin with water-soluble PSGC via a ligand exchange reaction of platinum from chloride to the carboxylates induced the formation of nano-sized aggregates in aqueous media. The hydrodynamic diameters of PSGC/cisplatin complex nano-aggregates, as determined by light scattering, were 180-300 nm and the critical aggregation concentrations (CACs), as determined by a fluorescence technique using pyrene as a probe, were $20-30{\mu}g/mL$. The conjugation of cisplatin with partially water-soluble PSGC, i.e., borderline between water-soluble and water-insoluble PSGC, produced micro-sized particles $<500{\mu}m$. Cisplatin-complexed PSGC hydrogels were prepared from water-insoluble PSGCs. All of the cisplatin-incorporated, polymer matrices released platinum in a sustained manner without any significant initial burst, suggesting that they may all be useful as slow release systems for cisplatin. The release rate of platinum increased with the morphology changes from hydrogel through microparticle to nanoparticle systems.

• Macromolecular Research
• /
• 제15권6호
• /
• pp.547-552
• /
• 2007

Water soluble polymer, poly(vinyl pyrrolidone) was chosen to conjugate with 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine-N-(succinyl) (N-succinyl DPPE) to make a new drug delivery system. PVP with an amine group (amino-PVP) was polymerized by free radical polymerization. The amine group of amino-PVP was conjugated with the carboxylic group of N-succinyl DPPE. The resultant conjugate could form nanoparticles in the aqueous solution; these nanoparticles were termed a lipid-polymer system. The critical aggregation concentration was measured with pyrene to give a value of $1{\times}10^{-3}g/L$. The particle size of the lipid-polymer system, as measured by DLS, AFM and TEM, was about 70 nm. Lipophilic component in the inner part of the lipid-polymer system could derive the physical interaction with hydrophobic drugs. Griseofulvin was used as a model drug in this study. The loading efficiency and release profile of the drug were measured by HPLC. The loading efficiency was about 54%. The release behavior was sustained for a prolonged time of 12 days. The proposed lipid-polymer system with biodegradable and biocompatible properties has promising potential as a passive-targeting drug delivery carrier because of its small particle size.

• 폴리머
• /
• 제33권4호
• /
• pp.389-395
• /
• 2009

저분자량수용성 키토산(LMWSE)을 소수성 항진균제 전달체로 응용하기 위하여, 데옥시콜릭산(deoxycholic acid, DA)을 이용하여 LMWSE를 화학적으로 개질하였다. DA가 결합된 LMWSC 나노입자(WSEDA)의 특성은 동적 광산란기, 투과전자현미경을 이용하여 그 특성을 분석하였다. 제조되어진 나노입자의 크기는 $250{\sim}350\;nm$로 DA의 치환도가 증가함에 따라 입자의 크기가 증가하였다. 항진균제인 이트라코나졸(itraconazole)이 봉입된 WSEDA 나노입자(WSEDA-ITCN)는 소수성 상호작용을 이용한 용매 증발법으로 제조하였다. UV 분광광도계를 이용하여 약물의 함량 및 담지 효율을 측정한 결과 약물의 담지 효율은 $61{\sim}68%$로 우수한 담지 효율을 보였다. 약물방출 거동에서 이트라코나졸이 봉입된 나노파티클의 DA의 함량이 많아질수록 약물이 천천히 방출되었다. 이상의 결과로부터 본 연구에서 제조한 DA가 결합된 저분자량 수용성 키토산 나노파티클이 항진균제 전달체로서 매우 높은 응용 가능성을 나타내고 있음을 확인하였다.