Full Paper

Metal-Free Click Polymerization: Synthesis and Photonic Properties of Poly(aroyltriazole)s

  1. Anjun Qin1,2,
  2. Li Tang1,
  3. Jacky W. Y. Lam2,
  4. Cathy K. W. Jim2,
  5. Yong Yu2,
  6. Hui Zhao1,
  7. Jingzhi Sun1,
  8. Ben Zhong Tang1,2,*

Article first published online: 14 APR 2009

DOI: 10.1002/adfm.200801933

Issue

Advanced Functional Materials

Advanced Functional Materials

Volume 19, Issue 12, pages 1891–1900, June 23, 2009

Additional Information

How to Cite

Qin, A., Tang, L., Lam, J. W. Y., Jim, C. K. W., Yu, Y., Zhao, H., Sun, J. and Tang, B. Z. (2009), Metal-Free Click Polymerization: Synthesis and Photonic Properties of Poly(aroyltriazole)s. Adv. Funct. Mater., 19: 1891–1900. doi: 10.1002/adfm.200801933

Author Information

  1. 1

    Department of Polymer Science and Engineering Key Laboratory of Macromolecular Synthesis and Functionalization of the Ministry of Education of China Zhejiang University, Hangzhou 310027 (P. R. China)

  2. 2

    Department of Chemistry The Hong Kong University of Science & Technology Clear Water Bay, Kowloon, Hong Kong (P. R. China)

*Department of Polymer Science and Engineering Key Laboratory of Macromolecular Synthesis and Functionalization of the Ministry of Education of China Zhejiang University, Hangzhou 310027 (P. R. China).

Publication History

  1. Issue published online: 12 JUN 2009
  2. Article first published online: 14 APR 2009
  3. Manuscript Received: 31 DEC 2008

Funded by

  • China Postdoctoral Science Foundation. Grant Number: 20070420228
  • Cao Guangbiao Foundation of Zhejiang University

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Keywords:

  • aggregation-induced emission;
  • click polymerization;
  • fluorescent photoresists

Abstract

Regioselective 1,3-dipolar polycycloadditions of tetraphenylethene (TPE)-containing diazides 1–3 and bis(aroylacetylene) 4 are initiated by simple heating, affording poly(aroyltriazole)s (PATAs) PI–PIII with high molecular weights in high yields. The PATAs are completely soluble in common organic solvents and stable at temperatures up to 358 °C. Thanks to their TPE units, the polymers show aggregation-induced emission and work as explosive sensors with high sensitivity. The PATAs are optically transparent in the whole visible spectral region. Their refractive indexes can be tuned to a great extent (Δn ≈ 0.08) by simply changing their alkyl spacer lengths. The modified Abbé numbers of the PATAs are very high (up to 273), indicative of very low optical dispersions in the telecommunication-important wavelength region. UV irradiation through a photomask quenches the light emissions of the polymers, enabling the generation of two-dimensional fluorescent images without development. The polymers can be readily photo-crosslinked, yielding three-dimensional patterns with high resolutions.

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