• Bulletin of the Korean Chemical Society
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• 제33권3호
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• pp.1029-1036
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• 2012

Push-pull-type copolymers - low-band-gap copolymers of electron-rich fused-ring units (such as cyclopentadithiophene; CPDT) and electron-deficient units (such as benzothiadiazole; BT) - are promising donor materials for organic solar cells. Following a design principles proposed in our previous study, we investigate the electronic structure of a series of new CPDTBT derivatives with various electron-withdrawing groups using the time-dependent density functional theory and predict their power conversion efficiency from a newlydeveloped protocol using the Scharber diagram. Significantly improved efficiencies are expected for derivatives with carbonyl [C=O], carbonothioyl [C=S], dicyano [$C(CN)_2$] and dicyanomethylene [C=$C(CN)_2$] groups, but these polymers with no long alkyl side chain attached to them are likely to be insoluble in most organic solvents and inapplicable to low-cost solution processes. We thus devise several approaches to attach alkyl side chains to these polymers while keeping their high efficiencies.

• Macromolecular Research
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• 제15권1호
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• pp.59-64
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• 2007

Star-shaped, nonlinear optical (NLO) material was synthesized and its optical, thermal, and electro-optic properties were investigated. Three NLO-active dipolar chromophores containing a phenylene ring substituted with a bulky alkyl chain as a conjugation bridge were chemically bonded to the core of 1,1,1-tris(4-hydroxyphenyl)ethane to form a dendritic architecture. The chemical structure and purity of the chromophore were verified by NMR spectroscopy. The chromophore exhibited a broad absorption band centered at around 608 nm tailing up to 760 nm in toluene solution and also showed a discernible solvatochromic shift in more polar solvent. The chloroform solution of the dendrimer produced an absorption band with a red-shifted maximum as large as 28 nm when compared to that of the toluene solution. It was thermally stable up to $275^{\circ}C$ in a nitrogen atmosphere and had a glass transition temperature of $76^{\circ}C$. In a preliminary result, the polymer film containing the dendritic compound exhibited a shift of 19 pm/V taken at $1.55{\mu}$.

• Macromolecular Research
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• 제15권2호
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• pp.185-190
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• 2007

Poly(norbornene dimethyl dicarboxylate)s, (PNDMD)s, were prepared by addition polymerization with palladium(II) catalyst from pure exo-monomers, and their structure and properties were compared with those of poly(norbornene dicarboxylic acid dialkyl ester)s, (PNDADA)s. Both polymer series exhibited good solubility in general organic solvents and excellent thermal stability up to $330^{\circ}C$. Wide-angle X-ray scattering (WAXS) study indicated the presence of nano-scale layer-like order in amorphous PNDADAs, while PNDMDs showed random amorphous structure. The glass transition temperatures and dielectric constants of solid polymers were found to decrease as the alkyl side-chain length increases for both polymer series. However, PNDMDs showed lower glass transition temperatures and higher dielectric constants, as compared with those of PNDADAs containing the same alkyl substituents. This difference, caused by the higher side-group mobility of PNDMDs, may be closely related to the nano-scale order in amorphous PNDADAs and its absence in PNDMDs.

• 대한화학회지
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• 제54권2호
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• pp.234-239
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• 2010

경유 첨가제로 사용할 수 있는 카보네이트 유도체를 합성하고 그들의 DCN 향상 효과를 살펴보았다. 1,2-글리세롤 카보네이트와 긴 알킬그룹을 가지는 지방산을 반응시켜 경유와 구조적으로 유사한 화합물을 얻었다. 경유에 대한 용해도를 증가시키기 위해 긴 체인 중간에 이중 결합을 도입하거나 카보닐 그룹의 알파 위치에 알킬기를 도입하였다. ASTM 방법을 통하여 측정한 이들의 DCN 증가 정도는 ~1 정도였으며 이 결과는 카보네이트 유도체 화합물이 연료 첨가제로서 사용이 가능하다는 것을 보여주고 있다.

• Bulletin of the Korean Chemical Society
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• 제18권9호
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• pp.939-945
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• 1997

Several types of 4-substituted-quinoline-2-carboxylic acid derivatives possessing different substituents at C4-position such as sulfonyl, phosphonyl, carbonyl groups, or a flexible alkyl chain have been synthesized and evaluated for their in vitro antagonistic activity at the glycine site on the N-methyl-D-aspartate (NMDA) receptor. Of them, 5,7-dichloro-4-(tolylsulfonylamino)-quinoline-2-carboxylic acid 9 was found to have the best in vitro binding affinity with IC50 of 0.57 μM. On the other hand, in compounds 21 and 22 the introduction of flexible alkyl chains on C4 of the quinoline mother nuclei caused a significant decrease of the in vitro binding affinity. In addition, replacement of polar carboxylic acid group on C2 by neutral bioisosteres in compounds 23a-d also seems to be disadvantageous to in vitro activity. In the structure-activity relationship (SAR) study of the 4-substituted quinoline-2-carboxylic acid acid derivatives, it was realized that the substitution pattern on C4 significantly influences on the binding affinity for the glycine site of NMDA receptor and the binding affinity might be increased by the introduction of a suitable electron rich substituent at C4 which has the ability of H-bonding donor.

• 공업화학
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• 제23권4호
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• pp.416-420
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• 2012

지방산 디에스테르 합성의 편리한 방법을 연구하였다. 긴 사슬 디에스테르는 천연윤활제와 절연유로서 많이 사용된다. 옥틸, 도데실, 헥사데실, 옥타데실 그리고 옥타-9-엔일 글리시딜 에테르 계열을 이러한 디에스터 구조를 합성하기 위해 사용하였다. 알킬 글리시딜에테르를 올레인산 그리고 옥타노익산과 같은 지방산과 반응시켰으며, one-step / two-step 축합반응을 비교하였다. 생성물인 1-O-acyl-2-O, 3-O-dioctadec-9-enoylglycerol은 $^{1}H-NMR$, FT-IR 그리고 HR/MS 스펙트럼을 통해 확인하였으며, 수율은 55~60%이었다.

• 한국응용과학기술학회지
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• 제6권1호
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• pp.31-40
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• 1989

Five novel amphoteric surfactants of N-acyloxyethylcarboxybetaine series were synthesized via Schotten-Baumman reaction between five acid chlorides containing 10, 12, 14, 16 and 18 carbon atoms in their N-alkyl groups and dimethylaminoethanol to give the intermediate products, 2-dimethylaminoethylalkanoates(2). Quaternization of these products(2) was permitted to from 2-(acyloxyethyldimethylammonic)- acetates(3), whose structures were identified by elemental analysis, IR spectrophotometry and $^1Hnmr$ spectrometry. The yield of the final products was shown in the range of 77-80% based on the intermediate products. The surface tension of the aqueous solution of (3) was measured, and the critical micelle concentrations (cmc) were shown in the range of $2.1\;{\times}\;10^{-3}\;-\;3.3\;{\times}\;10^{-4}mol/l$, and the surface tension at cmc was 28-36 dyne/cm. Cmc was lowered gradually by the increment of the length of N-alkyl ester containing group. The isoelectric point was shown in the range of 4.44-5.20. It showed a tendency to lean toward the acidic site and its range was broadened as increase of the hydrophobic group length. A linear relationship between log cmc and the number of carbon atoms(N) in the hydrophobic alkyl chain was shown in the relative equation of log cmc=-1.75-0.1N, and the contribution rate of N on the standard free energy change in micellization, ${\bigtriangleup}({\bigtriangleup}G^{\circ}m)/{\bigtriangleup}N$, was calculated as -0.23 RT.

• 공업화학
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• 제29권5호
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• pp.533-540
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• 2018

그래핀은 표면 에너지가 낮고 원자단위의 얇은 물질로서 다양한 소재의 표면에 코팅시키거나 윤활제에 분산시켜 접착력과 마찰을 줄여주는 우수한 윤활유 첨가제로 보고되고 있다. 본 연구에서는 산화 그래핀 나노시트를 세 가지 종류의 염화알킬(butyl chloride, octyl chloride 및 tetradecyl chloride)을 이용하여 액체 윤활제 첨가제용 기능화 산화 그래핀(alkyl functionalized GO, FGO)을 제조하였다. 제조한 기능화 산화 그래핀의 화학적 및 구조적 특성은 Fourier transform infrared (FT-IR), X-ray photoelectron spectroscopy (XPS), X-ray diffraction (XRD), Raman spectroscopy, scanning electron microscope (SEM), and transmission electron microscope (TEM)으로 분석하였다. 제조한 기능화 산화 그래핀은 PAO-0W40 오일에 0.02 wt%의 농도로 분산시켰으며, 트라이볼로지적 특성을 high frequency friction/wear tester로 분석한 결과, FGO-14이 첨가된 PAO-0W40 오일은 ball-on-disk의 직선왕복운동 하에서 기유에 비해 ~5.88%의 마찰계수와 ~3.8%의 마모 트랙 폭을 감소시킴으로써 내마모성이 향상됨을 확인하였다. 본 연구에서는 산화 그래핀의 성공적인 기능화와 더불어 다양한 탄화수소사슬 길이에 따른 분산 안정성 및 트라이볼로지적 특성의 향상을 입증하였다.

• Macromolecular Research
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• 제11권5호
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• pp.375-381
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• 2003

Silver salt complex membranes with glassy poly(methyl methacrylate) (PMMA) unexpectedly showed higher propylene permeance than those with rubbery poly(butyl methacrylate) (PBMA) where as neat PMMA is much less permeable to propylene than that of neat PBMA. Such unusual facilitated olefin transport has been systematically investigated by changing the side chain length of polymethacrylates (PMAs) from methyl, ethyl to butyl. The ab initio calculation showed almost the same electron densities of the carbonyl oxygens in the three PMAs, expecting very similar intensity of the interaction between carbonyl oxygen and silver ion. However, the interaction intensity decreases with the length of the alkyl side chain: PMMA > PEMA > PBMA according to wide angle X-ray scattering and FT-Raman spectroscopy. The difference in the interaction intensity may arise from the difference in the hydrophilicity of the three PMAs, as confirmed by the contact angle of water, which determines the concentrations of the ionic constituents of silver salts: free ion, contact ion pair and higher order ionic aggregate. However, propylene solubilities and facilitated propylene transport vary with the side chain length significantly even at the same concentration of the free ion, the most active olefin carrier, suggesting possible difference in the prohibition of the molecular access of propylene to silver ion by the side chains: the steric hindrance. Therefore, it may be concluded that both the hydrophilicity and the steric hindrance associated with the side chain length in the three PMAs are of pivotal importance in determining facilitated olefin transport through polymer/silver salt complex membranes.

• 한국응용과학기술학회지
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• 제37권2호
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• pp.250-259
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• 2020

가용화현상에 있어서 유기물(피가용화물)과 계면활성제와의 상호관계를 조사하고자 UV-Vis 법을 이용하여 가용화상수(K_s)값을 구하였다. 유기물의 para-위치에 알킬치환기가 도입된 4-alkylanilines과 양이온계면활제인 소수기 길이가 서로 다른 DTAB, TTAB, CTAB를 이용하여 유기물과 계면활성제간의 소수성 상호작용에 따른 가용화 상수값과 그에 따른 열역학함수들을 다양한 온도에서 구하여 서로 비교하였다. 그 결과 유기물에서 알킬치환기에 의한 소수성효과는 탄소사슬의 길이가 증가할수록 일정한 비율로 증가하였고, 또한 계면활성제에서 소수기의 길이효과도 일정한 비율로 증가하였다. 그런데 이러한 소수성 효과는 유기물에서 알킬치환기에 의한 효과가 계면활성제에서 소수기의 효과 보다 더 크게 나타났다. 또한 계산된 열역학 함수값들의 결과들로부터 유기물의 소수성이 증가할수록 그리고 계면활성제의 소수성이 증가할수록 유기물은 미셀내부의 더 깊은 곳으로 가용화됨을 알 수 있었다. 등구조온도는 실험 조건 범위 내에서 큰 차이를 보이지 않았으며, 최대값과 최소값의 차이가 1K미만으로 차이가 거의 없는 것으로 나타났다.