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Progress in Chemistry 2008, Vol. 20 Issue (06): 918-930 Previous Articles   Next Articles

• Review •

Synthesis and Application of Bolaform Surfactants

Jin Yong1** Miao Qing1,2 Zhang Biao1 Cao Zhifeng1,2   

  1. (1.Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China; 2. Graduate School of the Chinese Academy of Sciences, Beijing 100039, China)
  • Received: Revised: Online: Published:
  • Contact: Jin Yong
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The unique structural characters and properties of bolaform surfactants are systematicaly introduced, and their self-assembled supermolecular aggregates such as the monolayer at the air／water interface and the vesicles in solutions are outlined. With a detailed summary of the processes and procedures for the synthesis of bolaform surfactants, the applications of the bolaform surfactants in nonmaterial, slow delivery of drug, biomineralization, photochemistry modification, gene delivery and reagents etc. are discussed. Finally, the potential development of the research on bolaform surfactants is prospected．
Key words: bolaform surfactants, synthesis, self-assembled

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[ 1 ] Fuhrhop J H , Bach R. Adv. Supramol . Chem. , 1992 , 2 : 25 —63
[ 2 ] Fuoss R M, Edelson D. J . Am. Chem. Soc. , 1951 , 73 (1) :269 —273
[ 3 ] Menger F M, Littau C A. J . Am. Chem. Soc. , 1991 , 113 (4) :1451 —1452
[ 4 ] Fuhrhop J H , Wang T Y. Chem. Rev. , 2004 , 104 : 2901 —2937
[ 5 ] Zana R. J . Colloid Interface Sci . , 2002 , 246 : 182 —190
[ 6 ] Menger FM, Littau C A. J . Am. Chem. Soc. , 1993 , 115(22) :10083 —10090
[ 7 ] Menger F M, Keiper J S. Angew. Chem. Int . Ed. , 2000 , 39 :1906 —1920
[ 8 ] Mitstuo O , Araki M. US 5 160 450 , 1992
[ 9 ] Nakazawa I , Masuda M, Okada Y, et al . Langmuir , 1999 , 15(14) : 4757 —4764
[10] Nakazawa I , Suda S , Masuda M, et al . Chem. Commun. , 2000 ,881 —882
[11] Iwaura R , Yoshida K, Masuda M, et al . Chem. Mater. , 2002 ,14(7) : 3047 —3053
[12] Okahata Y, Kunitake T. J . Am. Chem. Soc. , 1979 , 101 (18) :5231 —5234
[13] Stage C , Verneuil B , Champavier Y, Pierre K. Carbohydrate Research , 2004 , 339 : 1243 —1254
[14] Wang M F , Qiu D L , Zou B , Zhang X. Chem. Eur. J . , 2003 ,9 (8) : 1876 —1880
[15] Zou B , Wang M F , Zhang X. Chem. Commun. , 2002 , 1008 —1009
[16] Qiu D L , Song B , Zhang X, et al . Langmuir , 2003 , 19 (19) :8122 —8124
[17] Zou B , Qiu D L , Zhang X, et al . Langmuir , 2002 , 18 : 8006 —8009
[18] 仇登利(Qiu D L) , 宋波(Song B) , 张希(Zhang X) 等. 高等学校化学学报( Chemical Journal of Chinese Universities) ,2004 , 25 : 2387 —2389
[19] Moss R A , Fujita T , Okumura Y. Langmuir , 1991 , 7 ( 11) :2415 —2418
[20] Moss R A , Li J M. J . Am. Chem. Soc. , 1992 , 114 ( 23) :9227 —9229
[21] Moss R A , Li G, Li J M. J . Am. Chem. Soc. , 1994 , 116(2) :805 —806
[22] Menger F M, Chen X Y, Brocchini S , et al . J . Am. Chem.Soc. , 1993 , 115 (14) : 6600 —6608
[23] Fuhrhop J H , David H H , Mathieu J , et al . J . Am. Chem.Soc. , 1986 , 108 (8) : 1785 —1791
[24] Sano M, Oishi K, Ishi T , Shinkai S. Langmuir , 2000 , 16 (8) :377323776
[25] Bandyopadhyay P , Bharadwaj P K. Langmuir , 1998 , 14 (26) :7537 —7538
[26] Liang K N , Hui Y Z. J . Am. Chem. Soc. , 1992 , 114 (16) :6588 —6590
[27] Riess J G, Krafft M P. Chemistry and Physics of Lipids , 1995 ,75 : 1 —14
[28] Dong Y, Jin Y, Wei D Q. Polymer International , 2007 , 56 :14 —21
[29] Matsui H , Pan S , Gologan B , Jonas S H. J . Phys. Chem. B ,2000 , 104 (41) : 9576 —9579
[30] Kolb H C , Finn M G, Sharpless K B. Angew. Chem. Int . Ed. ,2001 , 40 : 2004 —2021
[31] Wu P , Feldman A K, Nugent A K, Hawker CJ , Sharpless KB.Angew. Chem. Int . Ed. , 2004 , 43 : 3928 —3932
[32] Meng J C , Averbuj C , Lewis W G, et al . Angew. Chem. Int .Ed. , 2004 , 43 : 1255 —1260
[33] Fazio F , Bryan M C , Blixt O , et al . J . Am. Chem. Soc. , 2002 ,124(48) : 14397 —14402
[34] Edward J O , Kristy M D , Bradley D S. Org. Lett . , 2007 , 9(2) :199 —202
[35] Eaton M A W, Baker T S , Catterall C F , et al . Angew. Chem.Int . Ed. , 2000 , 39 : 4063 —4067
[36] Masuda M, Shimizu T. Chem. Commun. , 2001 , 23 : 2442 —2443
[37] Kogiso M, Okada Y, Yase K, et al . J . Colloid Interface Sci . ,2004 , 273 : 394 —399
[38] Ambrosi M, Fratini E , Alfredsson V , et al . J . Am. Chem.Soc. , 2006 , 128 (22) : 7209 —7214
[39] Cunningham S M. J . Am. Coll . Nutr. , 1998 , 17(2) : 105 —108
[40] Bisby R H , Parker A W. J . Am. Chem. Soc. , 1995 , 117(21) :5664 —5670
[41] 张琰(Zhang Y) , 汪长春(Wang C C) , 杨武利( Yang WL)等. 高分子通报(Chinese Polymer Bulletin) , 2005 , 2 : 42 —47
[42] Muzzalupo R , Trombino S , Iemma F , et al . Colloids and Surfaces B : Biointerfaces , 2005 , 46(2) : 78 —83
[43] Paolino D , Muzzalupo R , Ricciardi R , et al . Biomed.Microdevices , 2007 , 9(4) : 421 —433
[44] Shimizu T. Macromol . Rapid Commun. , 2002 , 23 (5P6) : 311 —331
[45] Zhou D Y, Huo Q , Feng J L , et al . Chem. Mater. , 1999 , 11(10) : 2668 —2672
[46] Rabatic B M, Claussen R C , Stupp S I. Chem. Mater. , 2005 ,17(24) : 5877 —5880
[47] Zhao D , Yang P , Margolese D I , et al . Chem. Commun. , 1998 ,2499 —2500
[48] Wan Y, Yang H F , Zhao D Y. Accounts of Chemical Reaserch ,2006 , 39 : 423 —432
[49] Yang P , Zhao D Y, Margolese D I , et al . Nature , 1998 , 396 :152 —155
[50] Zhao D Y, Yang P , Chmelka B F , et al . Chem. Mater. , 1999 ,11 : 1174 —1178
[51] Zhao D Y, Feng J , Huo Q , et al . Science , 1998 , 279 : 548 —552
[52] Zhao D , Sun J , Li Q , et al . Chem. Mater. , 2000 , 12 : 275 —279
[53] Toutianoush A , Saremi F , Tieke B. Materials Science and Engineering C , 1999 , 343 —352
[54] 阎云(Yan Y) , 郭素(Guo S) , 熊玮(Xiong W) 等. 物理化学学报(Acta Phys. Chim. Sin. ) , 2006 , 22(1) : 1 —5
[55] Fuhrhop J H , Liman U. J . Am. Chem. Soc. , 1984 , 106 :4643 —4644
[56] Fuhrhop J H , Liman U , Koesling V. J . Am. Chem. Soc. ,1988 , 110 (16) : 6840 —6845
[57] Stadler E , Dedek P , Yamashita K, Regen S L. J . Am. Chem.Soc. , 1994 , 116 (15) : 6677 —6682
[58] Deng G, Merritt M, Yamashita K, Janout V , et al . J . Am.Chem. Soc. , 1996 , 118 (13) : 3307 —3308
[59] Fyles TM, Loock D , Zhou Z , et al . J . Org. Chem. , 1996 , 61 :8866 —8874
[60] Eggers P K, Fyles TM, Mitchell KD D , et al . J . Org. Chem. ,2003 , 68 : 1050 —1058
[61] Camilleri P , Kremer A , Edwards A J , et al . Chem. Commun. ,2000 , 14 : 1253 —1254
[62] Yoshimura T , Hasegawa S , Hirashima N , et al . Bioorganic & Medicinal Chemistry Letters , 2001 , 11 : 2897 —2901
[63] Jung J H , Jeong A R , Eun J C , et al . Tetrahedron , 2007 , 1 —8
[64] Chebabe D , Chikh Z A , Dermaj A , et al . Corrosion Science ,2004 , 46(11) : 2701 —2713
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