Applied Chemistry for Engineering, Vol.28, No.1, 42-49, February, 2017
아세틸화 모노글리세라이드계 가소제 합성 및 PVC 가소성능에 관한 연구
Polyvinylchloride Plasticized with Acetylated Monoglycerides Derived from Plant Oil
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초록
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 Tg는 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 Tg of PVC containing AMG-GMO-Epoxy at 50 phr decreased down to 24 °C. 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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