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지방산을 이용한 고리형 에스터 화합물의 합성 및 그의 가소 특성 연구

Synthesis and Plasticity of Cyclic Ester Compounds Using Fatty Acids

  • 이한나 (상명대학교 화공신소재학과) ;
  • 장혜진 (상명대학교 화공신소재학과) ;
  • 우제완 (상명대학교 화공신소재학과)
  • Han-Na Lee (Department of Chemical Engineering and Materials Science, Sangmyung University) ;
  • Hye-Jin Jang (Department of Chemical Engineering and Materials Science, Sangmyung University) ;
  • Je-Wan Woo (Department of Chemical Engineering and Materials Science, Sangmyung University)
  • 투고 : 2023.03.21
  • 심사 : 2023.03.24
  • 발행 : 2023.06.10

초록

본 연구에서는 내분비계 교란 물질로 알려진 프탈레이트계 가소제를 대체하기 위하여 동·식물성 오일로부터 추출되는 지방산과 고리를 포함하는 알코올을 이용하여 가소제 후보물질을 합성하고, 가소화 효율을 포함한 가소제로서의 특성을 평가하였다. 지방산 3종(caprylic acid, capric acid, lauric acid)과 알코올 3종(solketal, benzyl alcohol, cyclohexanol)의 에스터화 반응으로 합성한 9종의 화합물의 구조는 1H-NMR을 이용하여 확인하였다. 합성한 9종의 가소제 후보물질은 PVC 수지에 첨가하여 가소 특성을 평가하였고, 상용 가소제인 di-2-ethylhexyl phthalate (DEHP), di(isononyl)cyclohexane-1,2-dicarboxylates (DINCH), epoxidized soybean oil (ESO)과 비교·분석하여 대체 가소제로서의 가능성을 평가하였다. 결과에 따르면 가소화 효율은 DEHP 대비 0.96~1.02 배, ESO 대비 0.94~0.98 배로 비슷한 결과를 얻었으며, DINCH의 경우보다는 1.05~1.10 배 우수한 결과를 보였다. 열적 안정성은 DEHP, DINCH보다 다소 떨어지나 ESO의 경우보다는 우수한 결과를 나타내었다. 용출성 시험 결과, 수성용매인 물과 유성용매인 노말 헥세인에서 DEHP, DINCH보다 다소 높은 결과를 보였으나 ESO 대비 유사하거나 우수한 특성을 나타내는 것을 확인하였다.

In this study, to replace phthalate-based plasticizers known as endocrine disruptors, compounds as plasticizer candidates were synthesized by using alcohols containing rings and fatty acids extracted from animal and vegetable oils, and their properties as plasticizers, including their plasticization efficiency, were evaluated. Nine compounds synthesized by esterification of fatty acids (caprylic acid, capric acid, lauric acid) and alcohols (solketal, benzyl alcohol, cyclohexanol) were identified by 1H-NMR. The nine synthetic compounds were evaluated for their plasticity by adding them to PVC resin, and compared with the commercial plasticizers DEHP, DINCH, and ESO. According to the results, plasticization efficiency was 0.96 to 1.02 times higher than DEHP, 0.94 to 0.98 times higher than ESO, and 1.05 to 1.10 times higher than DINCH. Thermal stability was somewhat lower than that of DEHP and DINCH, but showed better results than ESO. The results of the solvent extraction test showed that both aqueous and oily solvents showed higher values than DEHP and DINCH but showed similar or superior properties to ESO.

키워드

과제정보

본 연구는 2018년도 상명대학교의 연구비 지원으로 수행되었으며 이에 감사드립니다.

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