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Multicomponent Polymerization of Alkynes

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Multi-Component and Sequential Reactions in Polymer Synthesis

Part of the book series: Advances in Polymer Science ((POLYMER,volume 269))

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Abstract

Multicomponent reactions (MCRs) are a group of unique reactions with a number of advantages such as atom economy, high efficiency, and simple procedure. These convenient reactions, especially MCRs based on alkyne monomers, are widely studied and extensively reported. However, polymerization methods based on MCRs of alkynes have rarely been developed to benefit the preparation of macromolecules. In this paper, up-to-date progress in the development of multicomponent polymerizations (MCPs) based on alkyne monomers is summarized, including MCP of alkynes, aldehydes and amines; MCP of alkynes, azides and amines/alcohols; and multicomponent tandem polymerization of alkynes, carbonyl chloride and thiols. Efforts in monomer screening, polymerization condition optimization, and structural characterization of the resultant polymer have generated a series of functional polymer materials with fascinating properties such as aggregation-induced/enhanced emission, light refractivity, photopatternability, and magnetism.

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References

  1. Rotstein BH, Zaretsky S, Rai V, Yudin AK (2014) Chem Rev 114:8323–8359

    Article  CAS  Google Scholar 

  2. Estevez V, Villacampa M, Menendez JC (2014) Chem Soc Rev 43:4633–4657

    Article  CAS  Google Scholar 

  3. Bae I, Han H, Chang S (2005) J Am Chem Soc 127:2038–2039

    Article  CAS  Google Scholar 

  4. Yoo EJ, Bae I, Cho SH, Han H, Chang S (2006) Org Lett 8:1347–1350

    Article  CAS  Google Scholar 

  5. Yoo EJ, Ahlquist M, Bae I, Fokin VV, Sharpless KB, Chang S (2008) J Org Chem 73:5520–5528

    Article  CAS  Google Scholar 

  6. Cho SH, Yoo EJ, Bae I, Chang S (2005) J Am Chem Soc 127:16046–16047

    Article  CAS  Google Scholar 

  7. Passerini MG (1921) Gazz Chim Ital 51:126–129

    CAS  Google Scholar 

  8. Andreana PR, Liu CC, Schreiber SL (2004) Org Lett 6:4231–4233

    Article  CAS  Google Scholar 

  9. Mannich C, Krosche W (1912) Arch Pharm 250:647–667

    Article  CAS  Google Scholar 

  10. Arend M, Westermann B, Risch N (1998) Angew Chem Int Ed 37:1044–1070

    Article  Google Scholar 

  11. Peshkov VA, Pereshivko OP, Van der Eycken EV (2012) Chem Soc Rev 41:3790–3807

    Article  CAS  Google Scholar 

  12. Li CJ (2010) Acc Chem Res 43:581–590

    Article  CAS  Google Scholar 

  13. Crowley JD, Bandeen PH (2010) Dalton Trans 39:612–623

    Article  CAS  Google Scholar 

  14. Chen NC, Li SH, Battig MR, Wang Y (2013) Small 9:3944–3949

    Article  CAS  Google Scholar 

  15. Ryohei K (2014) Angew Chem Int Ed 53:46–48

    Article  Google Scholar 

  16. Lundberg P, Hawker CJ, Hult A, Malkoch M (2008) Macromol Rapid Commun 29:998–1015

    Article  CAS  Google Scholar 

  17. Wang YZ, Deng XX, Li L, Li ZL, Du FS, Li ZC (2013) Polym Chem 4:444–448

    Article  CAS  Google Scholar 

  18. Deng XX, Cui Y, Du FS, Li ZC (2014) Polym Chem 5:3316–3320

    Article  CAS  Google Scholar 

  19. Sehlinger A, Dannecker PK, Kreye O, Meier MAR (2014) Macromolecules 47:2774–2783

    Article  CAS  Google Scholar 

  20. Liu J, Lam JWY, Tang BZ (2009) Chem Rev 109:5799–5867

    Article  CAS  Google Scholar 

  21. Li CJ, Wei C (2002) Chem Commun 3:268–269

    Article  Google Scholar 

  22. Zhang Y, Li P, Wang M, Wang L (2009) J Org Chem 74:4364–4367

    Article  CAS  Google Scholar 

  23. Chan CYK, Tseng NW, Lam JWY, Liu J, Kwok RTK, Tang BZ (2013) Macromolecules 46:3246–3256

    Article  CAS  Google Scholar 

  24. Hong Y, Lam JWY, Tang BZ (2011) Chem Soc Rev 40:5361–5388

    Article  CAS  Google Scholar 

  25. Mei J, Hong Y, Lam JWY, Qin A, Tang Y, Tang BZ (2014) Adv Mater 26:5429–5479

    Article  CAS  Google Scholar 

  26. Hu R, Leung NLC, Tang BZ (2014) Chem Soc Rev 43:4494–4562

    Article  CAS  Google Scholar 

  27. Hu R, Lam JWY, Yu Y, Sung HHY, Williams ID, Yuen MMF, Tang BZ (2013) Polym Chem 4:95–105

    Article  CAS  Google Scholar 

  28. Jim CKW, Lam JWY, Qin A, Zhao Z, Liu J, Hong Y, Tang BZ (2012) Macromol Rapid Commun 33:568–572

    Article  CAS  Google Scholar 

  29. Birks JB (1970) Photophysics of aromatic molecules. Wiley, London

    Google Scholar 

  30. Babudri F, Farinola GM, Naso F (2004) J Mater Chem 14:11–34

    Article  CAS  Google Scholar 

  31. Chan WY, Berenbaum A, Clendenning SB, Lough AJ, Manners I (2003) Organometallics 22:3796–3808

    Article  CAS  Google Scholar 

  32. Tang BZ, Geng Y, Lam JWY, Li B, **g X, Wang X, Wang F, Pakhomov AB, Zhang XX (1999) Chem Mater 11:1581–1589

    Article  CAS  Google Scholar 

  33. Uhlig N, Li CJ (2012) Org Lett 14:3000–3003

    Article  CAS  Google Scholar 

  34. Liu Y, Gao M, Lam JWY, Hu R, Tang BZ (2014) Macromolecules 47:4908–4919

    Article  CAS  Google Scholar 

  35. Bariwal JB, Ermolat’ev DS, Eycken VEV (2010) Chem Eur J 16:3281–3284

    Article  CAS  Google Scholar 

  36. Liu J, Ueda M (2009) J Mater Chem 19:8907–8919

    Article  CAS  Google Scholar 

  37. Sharavanan K, Komber H, Bohme F (2002) Macromol Chem Phys 203:1852–1858

    Article  CAS  Google Scholar 

  38. Kholkhoev BC, Burdukovskii VF, Mognonov DM (2011) Russ J Appl Chem 84:510–511

    Article  CAS  Google Scholar 

  39. Lee IH, Kim H, Choi TL (2013) J Am Chem Soc 135:3760–3763

    Article  CAS  Google Scholar 

  40. Kim JY, Kim SH, Chang S (2008) Tetrahedron Lett 49:1745–1749

    Article  CAS  Google Scholar 

  41. Sanzhizhapov DB, Tonevitskii YV, Mognonov DM, Doroshenko YE (2003) Russ J Appl Chem 76:619–622

    Article  CAS  Google Scholar 

  42. Roger R, Neilson DG (1961) Chem Rev 61:179–211

    Article  CAS  Google Scholar 

  43. Kim H, Choi TL (2014) ACS Macro Lett 3:791–794

    Article  CAS  Google Scholar 

  44. Tietze LF (1996) Chem Rev 96:115–136

    Article  CAS  Google Scholar 

  45. Tsuchiya K, Shibasaki Y, Ueda M (2003) Macromolecules 36:1815–1818

    Article  CAS  Google Scholar 

  46. Ranjan R, Brittain WJ (2007) Macromol Rapid Commun 28:2084–2089

    Article  CAS  Google Scholar 

  47. Park H, Lee HK, Choi TL (2013) J Am Chem Soc 135:10769–10775

    Article  CAS  Google Scholar 

  48. Park H, Choi TL (2012) J Am Chem Soc 134:7270–7273

    Article  CAS  Google Scholar 

  49. Chan JW, Hoyle CE, Lowe AB (2009) J Am Chem Soc 131:5751–5753

    Article  CAS  Google Scholar 

  50. Teiber M, Müller TJ (2012) Chem Commun 48:2080–2082

    Article  CAS  Google Scholar 

  51. Deng H, Hu R, Zhao E, Chan CYK, Lam JWY, Tang BZ (2014) Macromolecules 47:4920–4929

    Article  CAS  Google Scholar 

Download references

Acknowledgements

This work was partially supported by the National Basic Research Program of China (973 Program; 2013CB834701), the National Science Foundation of China (21404041), the Research Grants Council of Hong Kong (16305014, 604913, 602212, and 604711). B.Z.T. thanks the support of the Guangdong Innovative Research Team Program (201101C0105067115).

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Authors and Affiliations

  1. Guangdong Innovative Research Team, SCUT-HKUST Joint Research Laboratory, State Key Laboratory of Luminescent Materials and Devices, School of Materials Science and Engineering, South China University of Technology (SCUT), Guangzhou, 510640, China

    Rongrong Hu & Ben Zhong Tang

  2. Department of Chemistry, Division of Biomedical Engineering, Division of Life Science and State Key Laboratory of Molecular Neuroscience, Institute for Advanced Study, Institute of Molecular Functional Materials, The Hong Kong University of Science and Technology (HKUST), Clear Water Bay, Kowloon, Hong Kong

    Ben Zhong Tang

  3. HKUST-Shenzhen Research Institute, No. 9 Yuexing 1st RD, South Area, Hi-Tech Park, Nanshan, Shenzhen, 518057, China

    Ben Zhong Tang

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  1. Rongrong Hu
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  2. Ben Zhong Tang
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Correspondence to Ben Zhong Tang .

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Editors and Affiliations

  1. Institute for Technical and Macromolecular Chemistry, University of Hamburg, Hamburg, Germany

    Patrick Theato

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Hu, R., Tang, B.Z. (2014). Multicomponent Polymerization of Alkynes. In: Theato, P. (eds) Multi-Component and Sequential Reactions in Polymer Synthesis. Advances in Polymer Science, vol 269. Springer, Cham. https://doi.org/10.1007/12_2014_303

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