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      • KCI등재

        염기 처리된 montmorillonite를 이용한 다이머산 메틸에스테르의 합성

        육정숙(Jeong Suk Yuk),신지훈(Jihoon Shin),김영운(Young-Wun Kim) 한국트라이볼로지학회 2019 한국윤활학회지(윤활학회지) Vol.35 No.2

        In this study, we demonstrate the effects of the acidic properties of montmorillonite (MMT), which is commonly used as a catalyst, on the conversion and selectivity of the dimer acid methyl ester (DAME) synthesis. We synthesize DAME by the dimerization of conjugated linoleic acid methyl ester (CLAME) and oleic acid methyl ester using MMT KSF. Incidentally, trimer acid methyl ester was formed as a by-product during the DAME synthesis. There is a necessity to adequately adjust the strength and quantity of the acid site to control the selectivity of DAME. Therefore, we vary the pH of the MMT acid by using various metal hydroxides. The purpose of this study is to increase the yield of monocyclic dimer acid methyl ester, which is a substance with adequate physical properties for industrial applications (e.g., lubricant and adhesive, etc.), using a heterogeneous catalyst. We report the dimerization of fatty acid methyl ester by using base treated-KSF, and apply it to conjugated soybean oil methyl ester. Then, we transmute the acid site properties of KSF, such as pH of 5 wt.% slurry KSF and various alkali metals (Li, Na, K, Ca). Characterization of base treated-KSF using a pH meter, x-ray diffraction, inductively coupled plasma-atomic emission spectrometer, Brunauer–Emmett–Teller surface analysis, and temperature-programmed desorption. We conduct an analysis of CLAME and DAME using nuclear magnetic resonance spectroscopy, gas chromatography, and gel permeation chromatography. Through these experiments, we demonstrate the effects of the acidic properties of KSF on the conversion and selectivity of the DAME synthesis, and evaluate its industrial potential by application to waste vegetable oil.

      • 폴리에스테르-폴리아민 분산제의 합성 및 카본 분산 특성

        손정매(Jeong-Mae Sohn),육정숙(Jeong-Suk Yuk),이상준(Sangjun Lee),김남균(Nam-Kyun Kim),신지훈(Jihoon Shin),김영운(Young-Wun Kim) 한국트라이볼로지학회 2014 한국트라이볼로지학회 학술대회 Vol.2014 No.10

        Polyester-polyamines were prepared to improve the effect on dispersibility of carbon black used for thermal transfer ink. The synthesis of polymeric dispersing agents was completed by two step reactions; initially, polyester was made by polycondensation of 1,6-hexanediol and adipic acid. The resulting polymers having carboxylic acid were linked with polyamine via acid-base reaction. The structure of the polyesterpolyamine was characterized by NMR spectroscopy and Fourier transform infrared spectroscopy (FT-IR). Basic characterizations such as total acid numbers (TAN) (5.0 - 67.5 mgKOH/g), hydroxyl values (27.1 - 67.5 mgKOH/g), and molar masses (Mn = 1.6 - 8.4 kg mol<SUP>-1</SUP>) for the polyester and total base numbers (TBN)(15.3 - 57.1 mgKOH/g), hydroxyl values (33.0 - 79.8 mgKOH/g), and nitrogen contents (1.02 - 3.48%) for the polyester-polyamine were also determined. Thermal transfer inks were prepared with carbon blacks and the polyester-polyamine dispersing agents, and the resulting mixtures were evaluated for printability, adhesive force, storage stability, ink appearance, ink gloss, and processability, showing significant dispersibility for carbon black in the ink. It can be concluded that the dispersibility of the polymeric materials was dependent on the structure of polyamine and the hydrophilicity-hydrophobicity distribution of the polymeric dispersants.

      • KCI등재

        폴리에스테르-폴리아민 분산제의 합성 및 카본 분산 특성

        손정매(Jeong-Mae Son),육정숙(Jeong-Suk Yuk),이상준(Sangjun Lee),김주현(Juhyun Kim),김남균(Nam-Kyun Kim),신지훈(Jihoon Shin),김영운(Young-Wun Kim) 한국트라이볼로지학회 2014 한국트라이볼로지학회지 (Tribol. Lubr.) Vol.30 No.4

        We prepared polyester-polyamines to improve the effect of carbon black dispersibility for use in thermal transfer ink, and synthesized polymeric dispersing agents by two-step reactions. In the first step, we made polyester by polycondensing 1,6-hexanediol and adipic acid. The resulting polymers had carboxylic acid, which was linked with polyamine via an acid-base reaction. We then characterized the polyester-polyamine structure by NMR spectroscopy and Fourier transform infrared spectroscopy (FT-IR). We also determined the basic characterizations such as total acid numbers (TAN) (5.0?67.5 mgKOH/g), hydroxyl values (27.1?67.5 mgKOH/g), and molar masses (Mn = 1.6?8.4 kg mol<SUP>?1</SUP>) for the polyester and total base numbers (TBN) (15.3?57.1 mgKOH/g), hydroxyl values (33.0?79.8 mgKOH/g), and nitrogen contents (1.02?3.48%) for the polyesterpolyamine polymers. We thus prepared thermal transfer ink using carbon blacks and the polyester-polyamine dispersing agents, and evaluated the resulting mixtures for printability, adhesive force, storage stability, ink appearance, ink gloss, and processability. These mixtures showed significant dispersibility for carbon black in the ink. Thus, we concluded that the dispersibility of the polymeric materials depended on the polyamine structure and the hydrophilicity-hydrophobicity distribution of the polymeric dispersants.

      • KCI등재

        아세틸화 모노글리세라이드계 가소제 합성 및 PVC 가소성능에 관한 연구

        이상준 ( Sangjun Lee ),육정숙 ( Jeong-suk Yuk ),김아련 ( A-ryeon Kim ),정지선 ( Ji Sun Choung ),신지훈 ( Jihoon Shin ),김영운 ( Young-wun Kim ) 한국공업화학회 2017 공업화학 Vol.28 No.1

        프탈레이트계 PVC 가소제를 대체하기 위해 식물유 기반 아세틸화 모노글리세라이드(AMG)계 가소제를 합성하여 PVC에 대한 가소성능을 평가하였다. 코코넛 오일과 글리세롤로부터 전이 에스테르화 반응과 아세틸화 반응을 거쳐 AMG-CoCo를 합성하였고 글리세롤 모노올리에이트(GMO)로부터 아세틸화 반응을 통해 AMG-GMO를 그리고 추가적으로 에폭시화 반응을 거쳐 AMG-GMO-Epoxy 합성하고 그 구조들을 확인하였다. AMG계 가소제의 열안정성을 평가한 결과, AMG-CoCo < AMG-GMO < AMG-GMO-Epoxy 순으로 열분해 온도가 높았으며 모두 상용 가소제인 DOP의 열분해 온도보다 높았다. AMG계 가소제를 함유한 PVC의 경우, 인장 신율은 770~810%, 인장 강도는 약 19~22 MPa로 DOP로 가소화된 PVC보다 우수하였다. DMA 분석 결과, AMG-GMO-Epoxy와 PVC는 매우 우수한 섞임성을 보여주었고 AMG-GMO-Epoxy를 50 phr 함유한 PVC의 T<sub>g</sub>는 24 ℃까지 감소하였다. 물에 대한 가소제의 용출 실험 결과, AMG-GMO와 AMG-GMO-Epoxy를 50 phr 포함한 PVC 경우 무게 감소가 약 2%와 1%로 내용출성이 매우 우수함을 알 수 있었다. 따라서 AMG-GMO-Epoxy가 DOP를 대체할 PVC 가소제로 경쟁력이 있다고 할 수 있다. To replace phthalate plasticizer for PVC, acetylated monoglyceride (AMG) plasticizers were prepared from plant oil and their plasticization effects were also investigated. Transesterification of coconut oil by glycerol followed by acetylation with acetic anhydride gave AMG-CoCo (Coco : Coconut Oil). In addition, AMG-GMO (GMO : Glycerol monooleate) and AMG-GMO-Epoxy were synthesized by acetylation and epoxidation with glycerol monooleate. It was found that the thermal stability of AMG plasticizers increased in the following order: AMG-GMO-Epoxy > AMG-GMO > AMG-CoCo and all three plasticizers were thermally more stable than those of common petroleum-based plasticizer DOP (Dioctyl phthalate). The tensile strain values of the PVC containing AMG compounds were ca. 770~810%, while tensile strength values were ca. 19~22 MPa, which were higher than those of PVC containing DOP. DMA (Dynamic Mechanical Analysis) results showed that the miscibility of AMG-GMO-Epoxy in PVC was excellent and the T<sub>g</sub> of PVC containing AMG-GMO-Epoxy at 50 phr decreased down to 24 ℃. Finally, the leaching experiment result showed that the weight loss values of PVC containing AMG-GMO and AMG-GMO-Epoxy at 50 phr were as low as 2 and 1%, respectively, indicating that they have high water migration resistance. The above findings suggested that AMG-GMO-Epoxy could be one of plant oil-based PVC plasticizers to replace DOP.

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