화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Applied Chemistry for Engineering, Vol.24, No.5, 530-536, October, 2013
Export Citation
폐식물유 기반 다이머산 유도체의 합성 및 경유의 윤활성능
Synthesis and Lubricating Properties of Dimer Acid Derivatives Based on Used Vegetable Oil
이상준1, 2, 김영운1, 2, †, 유승현1, 김남균1, 신지훈1, 윤병태1
  • 1한국화학연구원 융합화학연구본부 산업바이오화학연구그룹
  • 2과학기술연합대학원대학교 청정화학 및 생물학 전공
Sang Jun Lee1, 2, Young-Wun Kim1, 2, †, Seung-Hyun Yoo1, Nam-Kyun Kim1, Ji Hoon Shin1, and Byung-Tae Yoon1
  • 1Division of Convergence Chemistry, Industrial Bio-based Materials Research Group, Korea Research Institute of Chemical, Technology, Daejeon 305-600, Korea
  • 2Department of Green Chemistry and Environmental Biotechnology, University of Science & Technology (UST), Daejeon 305-350, Korea
E-mail:
초록
경유의 윤활성향상제로 사용하기 위하여 식물유 기반 다이머산 유도체를 합성하여 윤활성능을 평가하였다. 다이머산 유도체의 합성은 2단계의 반응을 거쳐 합성하였는데, 1단계 반응으로 폐식물유(다크오일)를 가수분해반응을 통하여 합성한 지방산을 사용하여 고온에서 디엘스-알더 반응을 행하여 다이머산을 합성하였다. 2단계 반응으로 합성한 다이머산을 사용하여 메탄올과 에스테르화 반응을 행하여 다이머산 유도체를 합성하였다. 합성한 다이머산 유도체는 1 wt% 범위 내에서 초저유황 경유에 잘 용해되었으며 일정량(120 ppm)을 초저유황 경유에 첨가하여 HFRR 시험법으로 마모흔을 측정하여 윤활성능을 평가하였다. 그 결과, 첨가 전 초저유황 경유의 마모흔의 직경이 552 μm에서 첨가 후 300∼305 μm으로 현저히 작아져 초저유황 경유의 윤활성능을 향상하는 것으로 확인되었다. 한편, 식물유의 종류에 따른 마모흔의 차이는 크지 않아 다이머산 유도체의 알킬기의 구조에 따른 윤활성능의 차이는 크게 나타나지 않았으나, 카르복실산 그룹을 함유하는 다이머산 유도체가 함유하지 않은 유도체보다 윤활성능이 우수하였다.
Vegetable oil-based dimer acid derivatives were prepared through a two-step procedure and their lubricating properties for diesel fuel were evaluated using high frequency reciprocating ring (HFRR) method to investigate wear scar diameter (WSD). Diels-Alder reaction at an elevated temperature transformed fatty acid to dimer acid, subsequently converted into dimer acid derivatives by esterification with methanol. It should be noted that the derivatives were dissolved well in diesel oil up to 1 wt%. After adding 120 ppm of the derivatives to pure diesel, the WSD significantly decreased to 300∼305 μm, compared to 552 μm of WSD in pure diesel. Dimer acid derivatives having carboxylic acid show superb in lubricating property which does not depend on the alkyl group in the derivatives.
Keywords:vegetable-based dimer acid;fuel lubricity improver;high frequency reciprocating ring
  1. Hong YK, Hong WH, Korean Chem. Eng. Res., 45(5), 424 (2007)
  2. Song C, Fuel Chemistry Division Preprints., 47, 438 (2002)
  3. Yao YC, Tsai JH, Chang AL, Jeng FT, Atmospheric Environment., 42, 6560 (2008)
  4. Lappas AA, Budisteanu R, Drakaki K, Vasalos IA, Global Nest: the Int. J., 1, 15 (1999)
  5. Song CS, Catal. Today, 86(1-4), 211 (2003)
  6. Wei DP, Final Report TS010/85, Tribology Section, Imperial College (1985)
  7. Wei D, Spikes H, Wear., 1, 17 (1986)
  8. Anastopoulos G, Lois E, Karonis D, Zanikos F, Kalligeros S, Ind. Eng. Chem. Res., 40(1), 452 (2001)
  9. Caprotti R, Bovington C, Fowler W, Taylor MG, SAE Paper 922183; Society of Automotive Engineers: Warrendale, PA (1992)
  10. Batt RJ, McMillan JA, Bradbury IP, Lubricity additives-performance and no-harm effects in low sulfur fuels, SAE Paper 961943; Society of Automotive Engineers: Warrendale, PA (1996)
  11. Nikanjam M, Burk E, Diesel fuel lubricity additive study, SAE Paper 940248; Society of Automotive Engineers: Warrendale, PA (1994)
  12. Nikanjam M, Diesel fuel additive study, SAE Paper 942014; Society of Automotive Engineers: Warrendale, PA (1994)
  13. Galbraith RM, Hertz PB, The Rocle Test for Diesel and Bio-Diesel Fuel Lubricity, SAE Paper 972862; Society of Automotive Engineers: Warrendale, PA (1997)
  14. Kays WM, McGraw-Hill: New York (1980)
  15. Karonis D, Anastopoulos G, Lois E, Stournas S, Zannikos F, Serdari A, Assessment of the lubricity of Greek road diesel and the effect of the addition of specific types of biodiesel, SAE Paper 1999-01-1471; Society of Automotive Engineers: Warrendale, PA (1999)
  16. Bhatnagar AK, Kaul S, Chhibber VK, Gupta AK, Energy Fuels, 20(3), 1341 (2006)
  17. Moser BR, Energy Fuels, 22(6), 4301 (2008)
  18. Siniawski MT, Saniei N, Adhikari B, Doezema LA, Journal of Synthetic Lubrication., 24, 101 (2007)
  19. Knothe G, Steidley KR, Energy Fuels, 19(3), 1192 (2005)
  20. Anastopoulos G, Lois E, Zannikos F, Kalligeros S, Teas C, Tribology International., 34, 749 (2001)
  21. Anastopoulos G, Lois E, Serdari A, Zanikos F, Stournas S, Kalligeros S, Energy Fuels, 15(1), 106 (2001)
  22. Baek SY, Kim YW, Chung KW, Yoo SH, Appl. Chem. Eng., 22(4), 367 (2011)
  23. Baek SY, Kim YW, Chung K, Yoo SH, Kim NK, Kim YJ, Ind. Eng. Chem. Res., 51(9), 3564 (2012)
  24. Yuk JS, Kim YW, Yoo SH, Chung KW, Kim NK, Lim DJ, Appl. Chem. Eng., 23(4), 421 (2012)
  25. American Society for testing and Materials, ASTM designation, ASTM D664 Philadelphia.
  26. American Society for testing and Materials, ASTM designation, D5558 Philadelphia.
  27. Paschke RF, Peterson LE, Wheeler DH, J. Am. Oil Chem. Soc., 41, 728 (1964)
  28. Ko KH, Park HR, Kim JS, Kim YW, J. Appl. Polym. Sci., 129(5), 2443 (2013)
  29. American Society for testing and Materials, ASTM designation, D6079 Philadelphia.