English
新闻公告
More
化学进展 2010, Vol. 22 Issue (0203): 388-399 前一篇   后一篇

• 综述与评论 •

两亲性杯芳烃的超分子自组装*

梁清;官冰;江明**   

  1. (聚合物分子工程教育部重点实验室 复旦大学高分子科学系 上海 200433)
  • 收稿日期:2009-08-06 修回日期:2009-09-04 出版日期:2010-03-24 发布日期:2010-03-18
  • 通讯作者: 江明 E-mail:mjiang@fudan.edu.cn
  • 基金资助:

    基于主客体分子识别的超分子聚合与大分子自组装;基于包结络合作用的金纳米粒子的可逆聚集及与高分子的自组装

Supramolecular Self-Assembly of Amphiphilic Calixarenes

Liang Qing; Guan Bing; Jiang Ming**   

  1. (The Key Laboratory of Molecular Engineering of Polymers , Ministry of Education , Department of Macromolecular Science , Fudan University , Shanghai 200433 , China)
  • Received:2009-08-06 Revised:2009-09-04 Online:2010-03-24 Published:2010-03-18
  • Contact: Jiang Ming E-mail:mjiang@fudan.edu.cn

本文综述了两亲性杯芳烃分子在不同维数下的组装研究的进展,主要包括零维组装(囊泡、胶束、树枝状分子和分子箱)、一维组装(纳米管,纳米线及纤维)和二维组装(LB膜、超薄分离膜及界面组装);探讨了不同维数下组装体的形成机理和驱动力,主要包括氢键作用、金属配位作用、静电作用、包结络合作用以及疏水相互作用;控制和调节不同维数下组装体的转变,有助于组装体材料的多方面的应用。

Recent progress in self-assembly of calixarene derivatives in different dimensions has been reviewed. It mainly includes zero dimension assembly leading to capsules, micelles, dendrimers and molecular boxes, one dimension assembly to nanofibers, nanotubes and two dimension assembly to ultra-thin membranes and assemblies on interfaces, etc. The mechanisms and driving forces, which include hydrogen bonding, metal–ligand, electrostatic, host-guest and hydrophobic interactions, for the assembly and the transitions between assemblies with different dimensions have been discussed. The transitions can be controlled in order to meet the requirements in varies applications of the assembled materials.

Contens
1 Introduction
2 Zero dimension assembly of calixarene derivatives
2.1 The assembly based on hydrogen bonding interaction
2.2 The assembly based on metal-ligand interaction
2.3 The assembly based on hydrophobic interaction
3 One dimension assembly of calixarene derivatives
3.1 Nanofibers formed by metal-ligand interaction
3.2 Supramolecular polymers formed by host-guest interaction
3.3 One dimension assembly based on other interactions
4 Two dimension assembly of calixarene derivatives
4.1 Membrane assembly based on electrostatic interaction
4.2 Interface assembly based on host-guest interaction
4.3 Interface assembly based on other interactions
5 The transitions among different dimension assemblies of calixarene derivatives
5.1 The transition due to solvent polarity
5.2 The transition due to competitive guests
5.3 The transition due to concentration changes
5.4 The transition due to changes in chemical structures
6 Expectations

中图分类号: 

()

[ 1 ]  Vicens J, Harrowfield J ( Eds ) . Calixarenes in the-Nanoworld. 2007
[ 2 ]  Gutsche D. Calixarenes Revisited. Cambridge: Royal Society of-Chemistry, 1989
[ 3 ]  Asfari Z, Bêhmer V, Vicens J ( Eds) . Calixarenes 2001, KluwerAcademic Publishers, 2001
[ 4 ]  刘育(Liu Y) , 尤长城(You C C) . 超分子化学( Sup ramo-lecular Chemistry) . 天津: 南开大学出版社( Tianjin: Nankai University Press) , 20011 320—361
[ 5 ]  Homden D M, Redshaw C. Chem. Rev. , 2008, 108 ( 12 ) :5086—5130
[ 6 ]  Silva E D, LazarA N, Coleman A W, et al. J. Drugdel. Sci.Tech. , 2004, 14 (1) : 3—20
[ 7 ]  Gutsche C D. Top. Curr. Chem. , 1984, 123: 1—47
[ 8 ]  TakeuchiM, Ikeda M, Shinkai S, et al. Acc. Chem. Res. ,2001, 34 (11) : 865—873
[ 9 ]  BêhmerV. Angew. Chem. Int. Ed. Engl. , 1995, 34:713—745
[ 10 ]  Danil de Namor A F, Cleverley R M, Zapata-Ormachea M L.Chem. Rev. , 1998, 98: 2495—2526
[ 11 ]  Patrick S, AnthonyW C, Srinivasan S K, Michael J Z. Chem.Commun. , 2005, 1968—1970
[ 12 ]  Ikeda A, Shinkai S. Chem. Rev. , 1997, 97: 1713—1734
[ 13 ]  赵邦屯( Zhao B T) , 刘育(Liu Y) . 有机化学(Chinese Journal of Organic Chemistry) , 2005, 25 (8) : 913—925
[ 14 ]  刘世岚(Liu S L) , 陈远荫(Chen Y Y) . 有机化学(Chinese Journal of Organic Chemistry) , 2004, 24 (4) : 386—395
[ 15 ]  张春( Zhang C) , 郑炎松( Zheng Y S) . 化学进展( Progressin Chemistry ) , 2004, 16 (6) : 934—949
[ 16 ]  高博(Gao B ) , 冯亚青( Feng Y Q ) . 有机化学( Chinese Journal of Organic Chemistry) , 2004, 24 (7) : 713—721
[ 17 ]  韩军(Han J) , 颜朝国( Yan C G) . 化学进展( Progress in Chemistry ) , 2006, 18 (12) : 1668—1676
[ 18 ]  Cho Y L, Rudkevich D M, Rebek J r J, et al. Chem. Eur. J. ,2000, 6 (20) : 3788—3796
[ 19 ]  MarcusB, Christoph A, Rebek J r J, et al. Angew. Chem. Int.Ed. , 1999, 38 (11) : 1640—1644
[ 20 ]  Shivanyuk A, Rebek J r J. J. Am. Chem. Soc. , 2003, 125:3432—3433
[ 21 ]  Molenveld P, Engbersen J F J, Reinhoudt D N, et al. Chem.Soc. Rev. , 2000, 29: 75—86
[ 22 ]  Kerckhoffs J M C A, Mateos-Timoneda M A, Reinhoudt D N, etal. Chem. Eur. J. , 2007, 13: 2377—2385
[ 23 ]  Jolliffe K A, Timmerman P, Reinhoudt D N. Angew. Chem.Int. Ed. , 1999, 38 (7) : 933—937
[ 24 ]  Kerckhoffs J M C A, Cate G J T, ReinhoudtD N, et al. J. Am.Chem. Soc. , 2005, 127: 12697—12708
[ 25 ]  Castellano R K, Rudkevich D M, Rebek J r J. J. Am. Chem.Soc. , 1996, 118: 10002—10003
[ 26 ]  Castellano R K, Byeang H K, Rebek J r J. J. Am. Chem. Soc. ,1997, 119: 12671—12672
[ 27 ]  Castellano R K, MiyachiM, Rebek J r J. J. Am. Chem. Soc. ,1999, 121: 11156—11163
[ 28 ]  Corbellini F, Knegtel R M A, Reinhoudt D N, et al. Chem.Eur. J. , 2005, 11: 298—307
[ 29 ]  Cate M G J, ReinhoudtD N, Crego-Calama M. J. Org. Chem. ,2005, 70: 8443—8453
[ 30 ]  Corbellini F, Fiammengo R, Reinhoudt D N, et al. J. Am.Chem. Soc. , 2002, 124: 6569—6575
[ 31 ]  Tanaka Y, Miyachi M, Kobuke Y, Angew Chem. Int. Ed. ,1999, 38 (4) : 504—506
[ 32 ]  Rudzevich Y, Rudzevich V, Bêhmer V, et al. J. Am. Chem.Soc. , 2005, 127 (41) : 14168—14169
[ 33 ]  Houmadi S, CoquiereD, Rémita S, et al. Langmuir, 2007, 23:4849—4855
[ 34 ]  Lee M, Lee S J, J iang L H. J. Am. Chem. Soc. , 2004, 126:12724—12725
[ 35 ]  Martin O M, Mecozzi S. Tetrahedron. , 2007, 63: 5539—5547
[ 36 ]  Guan B, J iang M, Yang X G, et al. SoftMatter, 2008, 4: 1—4
[ 37 ]  Qian L, Willneff E, Zhang H F. Chem. Commun. , 2009,3946—3948
[ 38 ]  Sieb N R, Wu N C, Gates B D, et al. ACS NANO. 2009, 3(6) : 1365—1372
[ 39 ]  Zhang H F, Lee J Y, Cooper A I. Angew. Chem. Int. Ed. ,2008, 47: 4573—4576
[ 40 ]  Sykora J, Himl M, Lhotàk P, et al. Tetrahedron. , 2007, 63:2244– 2248
[ 41 ]  Xu W, Dong M D, Linderoth T R, et al. J. Am. Chem. Soc. ,2007, 129: 10624—10625
[ 42 ]  Brunsveld L, Folmer B J B, Meijer E W, et al. Chem. Rev. ,2001, 101 (12) : 4071—4097
[ 43 ]  Castellano R K, Rudkevich D M, Rebek J r J. Proc. Natl.Acad. Sci. , 1997, 94: 7132—7137
[ 44 ]  Saito S, Dmitry M, Rebek J r J, et al. Org. Lett. , 1999, 1(8) : 1241—1244
[ 45 ]  Haino T, Matsumoto Y, Fukazawa Y. J. Am. Chem. Soc. ,2005, 127: 8936—8937
[ 46 ]  Ikeda A, Nobukuni S, Shinkai S, et al. Eur. J. Org. Chem. ,2000, 3287—3293
[ 47 ]  Pappalardo S, Villari V, Parisi M F. Chem. Eur. J. , 2007,13: 8164—8173
[ 48 ]  Hong B H, Lee J Y, Kim K S, et al. J. Am. Chem. Soc. ,2001, 123 (43) : 10748—10749
[ 49 ]  Hong B H, Bae S C, Kim K S, et al. Science, 2001, 294:348—351
[ 50 ]  Yan X, Hsu J T, Regen S L. J. Am. Chem. Soc. , 2000,122: 11944—11947
[ 51 ]  Markowitz M A, Bielski R, Regen S L. Langmuir, 1989, 5:276—278
[ 52 ]  Toutianoush A, El-Hashani A, Tieke B, et al. App lied Surface Science, 2005, 246: 430—436
[ 53 ]  Davis F, Toole L O, Stirling C J M, et al. Langmuir, 1996,12: 1892—1894
[ 54 ]  Corbellini F, MuldaerA, Huskens J, Reinhoudt D N, et al. J.Am. Chem. Soc. , 2004, 126: 17050—17058
[ 55 ]  Chen H X, Lee M, Koh K, et al. Talanta, 2008, 75: 99—103
[ 56 ]  Oh S W, Moon J D, Choi E Y, et al. The FASEB Journal,2005, 19: 1335
[ 57 ]  Hayashida O, Mizuki K, Aoyama Y, et al. J. Am. Chem.Soc. , 2003, 125: 594—601
[ 58 ]  Martin O M, Yu M, Mecozzi S. Chem. Commun. , 2005,4964—4966
[ 59 ]  Bugler J, Engbersen J F J, Reinhoudt D N, et al. J. Am.Chem. Soc. , 1999, 121: 28—33
[ 60 ]  Strobel M, Kita-Tokarczyk K, Meier W, et al. Adv. Funct.Mater. , 2006, 16: 252—259
[ 61 ]  Sun Y, Yan C G, Shen M, et al. Adv. Funct. Mater. , 2008,18: 3981—3990
[ 62 ]  Lee J Y, Lee S S. J. Am. Chem. Soc. , 2008, 130:6902—6903
[ 63 ]  Costa A I, Prata J V. Journal of Polymer Science: Part A: Polymer Chemistry, 2008, 46: 6477—6488

[1] 李良春, 郑仁林, 黄毅, 孙荣琴. 多组分自组装小分子水凝胶中的自分类组装[J]. 化学进展, 2023, 35(2): 274-286.
[2] 王萌, 宋贺, 李烨文. 三维自组装蓝相液晶光子晶体[J]. 化学进展, 2022, 34(8): 1734-1747.
[3] 韩冬雪, 金雪, 苗碗根, 焦体峰, 段鹏飞. 超分子组装体激发态手性的响应性[J]. 化学进展, 2022, 34(6): 1252-1262.
[4] 尹航, 李智, 郭晓峰, 冯岸超, 张立群, 汤华燊. RAFT链转移剂的选用原则及通用型RAFT链转移剂[J]. 化学进展, 2022, 34(6): 1298-1307.
[5] 刘玉玲, 胡腾达, 李伊莲, 林洋, Borsali Redouane, 廖英杰. 嵌段共聚物薄膜快速自组装方法[J]. 化学进展, 2022, 34(3): 609-615.
[6] 李红, 史晓丹, 李洁龄. 肽自组装水凝胶的制备及在生物医学中的应用[J]. 化学进展, 2022, 34(3): 568-579.
[7] 闫楚璇, 李青璘, 巩正奇, 陈颖芝, 王鲁宁. 纳米有机半导体光催化剂[J]. 化学进展, 2021, 33(11): 1917-1934.
[8] 冯业娜, 刘书河, 张书博, 薛彤, 庄鸿麟, 冯岸超. 基于聚合诱导自组装制备二氧化硅/聚合物纳米复合材料[J]. 化学进展, 2021, 33(11): 1953-1963.
[9] 王子瑄, 王跃飞, 齐崴, 苏荣欣, 何志敏. DNA-多肽复合分子的设计、组装与应用[J]. 化学进展, 2020, 32(6): 687-697.
[10] 智康康, 杨鑫. 天然产物凝胶及其凝胶质[J]. 化学进展, 2019, 31(9): 1314-1328.
[11] 林代武, 邢起国, 王跃飞, 齐崴, 苏荣欣, 何志敏. 多肽超分子手性自组装与应用[J]. 化学进展, 2019, 31(12): 1623-1636.
[12] 刘耀华, 刘育. 基于偶氮功能基的光控超分子组装[J]. 化学进展, 2019, 31(11): 1528-1539.
[13] 徐子悦, 张运昌, 林佳乐, 王辉, 张丹维, 黎占亭. 药物输送体系构筑中的超分子组装策略[J]. 化学进展, 2019, 31(11): 1540-1549.
[14] 郭家田, 卢玉超, 毕晨, 樊佳婷, 许国贺, 马晶军. 刺激响应型肽自组装及其应用[J]. 化学进展, 2019, 31(1): 83-93.
[15] 徐柳, 钱晨, 朱辰奇, 陈志鹏, 陈瑞*. 基于多肽的纳米药物递送系统的研究[J]. 化学进展, 2018, 30(9): 1341-1348.
阅读次数
全文


摘要

两亲性杯芳烃的超分子自组装*