Skip to main content
SpringerLink
Log in

Direct evidence for the effect of intermolecular hydrogen bonding on organogels

  • Published:
Chemical Research in Chinese Universities Aims and scope

Abstract

In order to get direct evidence for the effect of intermolecular hydrogen bonding on the organogels, one amide group in N-(3, 4, 5-octyloxybenzoyl)-N′-(4′-aminobenzoyl)hydrazine(D8) was replaced by a Schiff base group, forming N-(3,4,5-octyloxybenzoyl)-N′-(4′-amidobenzoyl) acylhydrazone(T8SchA). D8 and T8SchA organogels in cyclohexane show the same hexagonal columnar structure. And the hydrogen bonding was demonstrated to be still interacting in the organogels. However, although the molecular geometry of D8 was well retained in T8SchA, the molecular dipole moment of T8SchA is bigger than that of D8 due to the reduction of the number of hydrogen bonds. Thus, the decreased gelling stability of T8SchA compared to that of D8 can only be attributed to the reduction of the number of intermolecular hydrogen bonds, which provides direct evidence that intermolecular hydrogen bonding plays an important role in stabilising organogels.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. van Esch J. H., Feringa B. L., Angew. Chem. Int. Ed., 2000, 39, 2263

    Article  Google Scholar 

  2. Zhao Z., Lam J. W. Y., Tang B. Z., Soft Matter, 2013, 9, 4564

    Article  CAS  Google Scholar 

  3. Wang Y., Tang L., Wang Y., Chem. J. Chinese Universities, 2006, 27(8), 1587

    CAS  Google Scholar 

  4. Hou Q., Wang S., Zang L., Wang X., Jiang S., J. Colloid Interf. Sci., 2009, 338, 463

    Article  CAS  Google Scholar 

  5. Bai B., Zhang C., Wei J., Ma J., Lin X., Wang H., Li M., RSC Adv., 2013, 3, 12109

    Article  CAS  Google Scholar 

  6. Zhang P., Wang H., Liu H., Li M., Langmuir, 2010, 26, 10183

    Article  CAS  Google Scholar 

  7. Wan J. H., Mao L. Y., Li Y. B., Li Z. F., Qiu H. Y., Wang C., Lai G. Q., Soft Matter, 2010, 6, 3195

    Article  CAS  Google Scholar 

  8. Dawn A., Shiraki T., Haraguchi S., Sato H., Sada K., Shinkai S., Chem. Eur. J., 2010, 16, 3676

    Article  CAS  Google Scholar 

  9. Nayak M. K., J. Photochem. Photobiol. A: Chem., 2011, 217, 40

    Article  CAS  Google Scholar 

  10. Xue P., Sun J., Xu Q., Lu R., Takafuji M., Ihara H., Org. Biomol. Chem., 2013, 11, 1840

    Article  CAS  Google Scholar 

  11. Kim T. H., Kwon N. Y., Lee T. S., Tetrahedron Lett., 2010, 51, 5596

    Article  CAS  Google Scholar 

  12. Ajayaghosh A., Varghese R., Praveen V. K., Mahesh S., Angew. Chem. Int. Ed., 2006, 45, 3261

    Article  CAS  Google Scholar 

  13. Kim T. H., Kim D. G., Lee M., Lee T. S., Tetrahedron, 2010, 66, 1667

    Article  CAS  Google Scholar 

  14. He Y., Bian Z., Kang C., Cheng Y., Gao L., Tetrahedron, 2010, 66, 3553

    Article  CAS  Google Scholar 

  15. Ghosh K., Kar D., Org. Biomol. Chem., 2012, 10, 8800

    Article  CAS  Google Scholar 

  16. Pang D., Wang H., Li M., Tetrahedron, 2005, 61, 6108

    Article  CAS  Google Scholar 

  17. Bai B., Wei J., Zhao J., Wang H., Li M., J. Mol. Liq., 2012, 173, 108

    Article  CAS  Google Scholar 

  18. Bai B., Zhao C., Wang H., Ran X., Wang D., Li M., Mater. Chem. Phys., 2012, 133, 232

    Article  CAS  Google Scholar 

  19. Wang H., Bai B., Bai F., Pang D., Ran X., Zhao C., Zhang H., Li M., Liq. Cryst., 2011, 38, 767

    Article  CAS  Google Scholar 

  20. Xue C., Jin S., Weng X., Ge J., Shen Z., Shen H., Graham M., Jeong J. K., Huang H., Zhang D., Guo M., Harris F. W., Cheng S. Z. D., Chem. Mater., 2004, 16, 1014

    Article  CAS  Google Scholar 

  21. Shen H., Jeong K., Xiong H., Graham M. J., Leng S., Zheng J. X., Huang H., Guo M., Harris F. W., Cheng S. Z. D., Soft Mater, 2006, 2, 232

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Key Laboratory for Automobile Materials, Ministry of Education, College of Materials Science and Engineering, Changchun, P. R. China

    Jie Ma, Haitao Wang & Min Li

  2. College of Physics, Jilin University, Changchun, 130012, P. R. China

    Jie Ma, Jue Wei, Binglian Bai & Guangtong Tan

Authors
  1. Jie Ma
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Jue Wei
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Binglian Bai
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Guangtong Tan
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Haitao Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Min Li
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding authors

Correspondence to Binglian Bai or Min Li.

Additional information

Supported by the National Natural Science Foundation of China(Nos.21072076, 51103057, 51073071) and the Natural Science Foundation of Jilin Province, China(No.201215009).

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Ma, J., Wei, J., Bai, B. et al. Direct evidence for the effect of intermolecular hydrogen bonding on organogels. Chem. Res. Chin. Univ. 30, 821–824 (2014). https://doi.org/10.1007/s40242-014-4062-6

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s40242-014-4062-6

Keywords

Search

Navigation