화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Clean Technology, Vol.20, No.2, 123-129, June, 2014
Export Citation
비스 3-메틸이미다졸리움 이온성액체의 청정 합성제법
Green Procedure for the Preparation of Bis(3-methylimidazolium) Cation-Based Ionic Liquids
김진원, 박민균, 심재진1, 나춘섭†
  • 영남대학교 화학과, 712-749 경북 경산시 대동 214-1
  • 1영남대학교 화학공학부, 712-749 경북 경산시 대동 214-1
Jin Won Kim, Min Kyun Park, Jae Jin Shim1, and Choon Sup Ra†
  • Department of Chemistry, Yeungnam University, 214-1 Dae-dong, Gyeongsan-si, Gyeongbuk 712-749, Korea
  • 1School of Chemical Engineering, Yeungnam University, 214-1 Dae-dong, Gyeongsan-si, Gyeongbuk 712-749, Korea
E-mail:
초록
두개의 3-메틸이미다졸리움(3-methylimidazolium) 고리가 여러 길이의 에틸렌글리콜(ethylene glycol) 사슬로 연결된 비스 3-메틸이미다졸리움 이온성액체를 효율적으로 합성해내는 청정제법을 기술하였다. 여러 길이의 에틸렌 글리콜 사슬을 포함하는 토실레이트(tosylate) 화합물과 3-메틸이미다졸(3-methylimidazole)을 무용매 조건에서 가열함으로써 기존 방법보다 짧은 시간 반응시켜 원하는 비스 3-메틸이미다졸리움(bis(3-methylimidazolium)) 이온성 액체를 높은 수율로 얻을 수 있었다. 이는 휘발성 용매의 사용을 극소화하고 짧은 반응시간과 함께 효율적 반응이 이루어지는 청정제법이다.
A green procedure is described for the preparation of a series of ionic liquids where two 3-methylimidazolium cations were bridged with ethylene glycol chain as linkers. Diethylene glycol-bis(3-methylimidazolium) ditosylate, triethylene glycolbis(3-methylimidazolium) ditosylate, and tetraethylene glycol-bis(3-methylimidazolium) ditosylate were heated with 3-methylimidazole under solvent-free condition to give the corresponding bis(3-methylimidazolium) ditosylate ionic liquids efficiently in a short time.
Keywords:Ionic liquid;Bis(3-methylimidazolium) dication;Green procedure;Solvent-free
  1. Welton T, Chem. Rev., 99(8), 2071 (1999)
  2. Sheldon R, Chem. Commun., 23, 2399 (2001)
  3. Chowdhury S, Mohan RS, Scott JL, Tetrahedron, 63, 2363 (2007)
  4. Hallett JP, Welton T, Chem. Rev., 111(5), 3508 (2011)
  5. Kore R, Satpati B, Srivastava R, Chem. Eur. J., 17, 14360 (2011)
  6. Wen LL, Dang DB, Duan CY, Li YZ, Tian ZF, Meng QJ, Inorg. Chem., 44(20), 7161 (2005)
  7. Ma JF, Yang J, Zheng GL, Li L, Zhang YM, Li FF, Liu JF, Polyhedron, 23, 553 (2004)
  8. Carlisle TK, Bara JE, Lafrate AL, Gin DL, Noble RD, J. Membr. Sci., 359(1-2), 37 (2010)
  9. Williams SR, Salas-de la Cruz D, Winey KI, Long TE, Polymer, 51(6), 1252 (2010)
  10. Nakajima H, Ohno H, Polymer, 46(25), 11499 (2005)
  11. Bara JE, Hatakeyama ES, Gabriel CJ, Zeng XH, Lessmann S, Gin DL, Noble RD, J. Membr. Sci., 316(1-2), 186 (2008)
  12. Bara JE, Hatakeyama ES, Wiesenauer BR, Zeng XH, Noble RD, Gin DL, Liq. Cryst., 37, 1587 (2010)
  13. Baltazar Q, Chandawalla J, Sawyer K, Anderson JL, Colloids Surf., A, 302, 150 (2007)
  14. Tang S, Baker GA, Zhao H, Chem. Soc. Rev., 41, 4030 (2012)
  15. Han X, Armstrong DW, Org. Lett., 7, 4205 (2005)
  16. Liu W, Ye C, Gong Q, Wang H, Wang P, Tribol. Lett., 13, 81 (2002)
  17. Liu QB, van Rantwijk F, Sheldon RA, J. Chem. Technol. Biotechnol., 81(3), 401 (2006)
  18. Jadhav AH, Kim H, Chem. Eng. J., 200, 264 (2012)
  19. Mueller JM, Stephen D, Lund C, Sgro M, Ong C, Cario R, WO 2013/024119A1.
  20. Hyun SY, Kim SI, Kim WJ, KR 10-2011-0044414.
  21. Kim JW, Kim D, Ra CS, Han GB, Park NK, Lee TJ, Kang M, J. Ind. Eng. Chem., 20(2), 372 (2014)
  22. Kim JW, Ra CS, Unpublished Results (2014)