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Effect of photosensitive groups on the photoefficiency of polymeric photoinitiators

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Abstract

The purpose of this paper is to determine the effect of photosensitive groups contained in the main chain of polymeric photoinitiator on photopolymerization. Through polycondensation of toluene-2,4-diisocyanate (TDI), different diamines and N-phenyldiethanolamine (PDEA), three novel polymeric photoinitiators containing in-chain benzophenone (BP) and coinitiator amine were synthesized in comparison with the corresponding side-chain ones. FT-IR, 1H NMR and GPC analyses confirm the structures of all polymers. UV-Vis spectra showed that the maximal absorption and the molar extinction coefficient of polymeric photoinitiator can be greatly improved by the electron donating groups and the imino nitrogen that directly link to BP structure. The photopolymerization of trimethylolpropane triacrylate (TMPTA) and PU prepolymer, initiated by these polymeric photoinitiators, was studied by photo-DSC. The results indicate that the location of photosensitive group has an important effect on the photoefficiency of polymeric photoinitiators. The efficiency order of polymeric photoinitiators comprising in-chain BP is different from that of the side-chain ones: PUIBA-s and PUIBA-n are the most efficient for TMPTA and PU prepolymer, respectively.

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References

  1. Gacal B, Akat H, Balta DK, Arsu N, Yagci Y (2008) Macromolecules 41:2401–2405

    Article  CAS  Google Scholar 

  2. Yu H, Yuan QL, Wang DN, Zhao YH (2004) J Appl Polym Sci 94:1347–1352

    Article  CAS  Google Scholar 

  3. Kayaman-Apohan N, Amanoel A, Arsu N, Güngör A (2004) Prog Org Coat 49:23–32

    Article  CAS  Google Scholar 

  4. Huang WK, Chen KJ, Yeh JT, Chen KN (2002) J Appl Polym Sci 94:1980–1991

    Article  Google Scholar 

  5. Angiolini L, Caretti D, Carlini C, Corell E, Salatelli E (1999) Polymer 40:7197–7207

    Article  CAS  Google Scholar 

  6. Corrales T, Catalina F, Peinado C, Allen NS (2003) J Photochem Photobiol A 159:103–114

    Article  CAS  Google Scholar 

  7. Angiolini L, Caretti D, Salatelli E (2000) Macromol Chem Phys 201:2646–2653

    Article  CAS  Google Scholar 

  8. Decker C (2002) Macromol Rapid Commun 23:1067–1093

    Article  CAS  Google Scholar 

  9. Valderas C, Bertolotti S, Previtali CM, Encinas MV (2002) J Polym Sci Part A: Polym Chem 40:2888–2893

    Article  CAS  Google Scholar 

  10. Peinado C, Alonso A, Salvador EF, Baselga J, Fernando C (2002) Polymer 43:5355–5361

    Article  CAS  Google Scholar 

  11. Degirmenci M, Taskesen E, Hicri S, Yilmaz H (2008) J Polym Sci Part A: Polym Chem 46:5404–5413

    Article  CAS  Google Scholar 

  12. Chen Y, Loccufier J, Vanmaele L, Barriau E, Frey H (2007) Macromol Chem Phys 208:1694–1706

    Article  CAS  Google Scholar 

  13. Ye GD, Zhou H, Yang JW, Zeng ZH, Chen YL (2006) J Therm Anal Calorim 3:771–777

    Article  Google Scholar 

  14. Temel G, Arsu N, Yagci Y (2006) Polym Bul 57:51–56

    Article  CAS  Google Scholar 

  15. Si QF, Fan XD, Liu YY, Kong J, Wang SJ, Qiao WQ (2006) J Polym Sci Part A: Polym Chem 44:3261–3270

    Article  CAS  Google Scholar 

  16. Seok JW, Han YS, Kwon Y, Park LS (2006) J Appl Polym Sci 99:162–169

    Article  CAS  Google Scholar 

  17. Cakmak I, Ozturk T (2005) J Polym Res 12:121–126

    Article  CAS  Google Scholar 

  18. Decker C, Bianchi C, Jönsson S (2004) Polymer 45:5803–5811

    Article  CAS  Google Scholar 

  19. Degirmenci M, Hizal G, Yagci Y (2002) Macromolecules 35:8265–8270

    Article  CAS  Google Scholar 

  20. Castelvtro V, Molesti M, Rolla P (2002) Macromol Chem Phys 203:1486–1496

    Article  Google Scholar 

  21. Wei J, Wang HY, Jiang XS, Yin J (2007) Macromolecules 40:2344–2351

    Article  CAS  Google Scholar 

  22. Wei J, Wang HY, Yin J (2007) J Polym Sci Part A: Polym Chem 45:576–587

    Article  CAS  Google Scholar 

  23. Wei J, Wang HY, Jiang XS, Yin J (2007) Macromol Chem Phys 208:287–294

    Article  CAS  Google Scholar 

  24. Wei J, Wang HY, Jiang XS (2007) Macromol Chem Phys 208:2303–2311

    Article  CAS  Google Scholar 

  25. Corrales T, Peinado C, Catalina F, Neumann MG, Allen NS, Rufs AM, Encinas MV (2002) Polymer 41:9103–9108

    Article  Google Scholar 

  26. Maslyuk AF, Bereznitskii GK, Ageeva VV, Khranovskii VA, Sopina IM, Ryabov SV (1999) Polym Sci Ser A 41:272–276

    Google Scholar 

  27. Cokbaglan L, Arsu N, Yagci Y, Jockusch S, Turro NJ (2003) Macromolecules 36:2649–2653

    Article  CAS  Google Scholar 

  28. Aydin M, Arsu N, Yagci Y (2003) Macromol Rapid Commun 24:718–723

    Article  CAS  Google Scholar 

  29. Jiang XS, Yin J (2004) Macromol Rapid Commun 25:748–752

    Article  CAS  Google Scholar 

  30. Jiang XS, Yin J (2004) Macromolecules 37:7850–7853

    Article  CAS  Google Scholar 

  31. Wang HY, Wei J, Jiang XS, Yin J (2007) J Photochem Photobiol A 186:106–114

    Article  CAS  Google Scholar 

  32. Wei J, Wang HY, Jiang XS, Yin J (2006) Macromol Chem Phys 207:1752–1763

    Article  CAS  Google Scholar 

  33. Wei J, Wang HY, Jiang XS, Yin J (2006) Macromol Chem Phys 207:2321–2328

    Article  CAS  Google Scholar 

  34. Andrejewska E, Andrzejewski M (1998) J Polym Sci Part A: Polym Chem 36:665–673

    Article  Google Scholar 

  35. Scott TF (2003) Polymer 44:671–680

    Article  CAS  Google Scholar 

  36. Liska R (2002) J Polym Sci Part A: Polym Chem 40:1504–1518

    Article  CAS  Google Scholar 

  37. Degirmenci M (2005) J Macromol Sci Pure Appl Chem A42:21–30

    CAS  Google Scholar 

  38. Jiang XS, Xu HJ, Yin J (2004) Polymer 45:133–140

    Article  CAS  Google Scholar 

  39. Jiang GJ, Shirota Y, Mikawa H (1986) Polym Photochem 7:311–317

    Article  CAS  Google Scholar 

  40. Allen NS, Corrales T, Edge M, Catalina F, Bianco M, Green A (1997) Euro Polym J 34:303–308

    Google Scholar 

  41. Allen NS, Corrales T, Edge M, Catalina F, Bianco M, Green A (1998) Polymer 39:903–909

    Article  CAS  Google Scholar 

  42. Allen NS, Edge M, Catalina F, Corrales T, Bianco M, Green A (1997) J Photochem Photobiol A 110:183–190

    Article  CAS  Google Scholar 

  43. Cook WD (1992) Polymer 33:600–609

    Article  CAS  Google Scholar 

  44. Anseth KS, Wang CM, Bowman CN (1994) Polymer 35:3243–3250

    Article  CAS  Google Scholar 

  45. Lecamp L, Youssef B, Bunel C (1999) Polymer 40:1403–1409

    Article  CAS  Google Scholar 

  46. Yu Q, Nauman S, Santerre JP, Zhu S (2001) J Appl Polym Sci 82:1107–1117

    Article  CAS  Google Scholar 

Download references

Acknowledgements

The authors express their gratitude to the science and technology department of Jiangsu Province (Jiangsu provincial natural science foundation, NO: BK2009170), the education department of Jiangsu Province (Natural science fund for colleges and universities, NO: 08KJB430015), and the key Laboratory for Ecological-Environment Materials of Jiangsu Province (Natural research fund, NO: XKY2007001) for their financial support.

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Authors and Affiliations

  1. Department of Polymer Materials and Engineering, School of Material Engineering, Key Laboratory for Ecological-Environment Materials of Jiangsu Province, Yancheng Institute of Technology, No. 9, Yingbin Avenue, Yancheng, 224051, People’s Republic of China

    Jun Wei, Rong Lu & Fang Liu

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  1. Jun Wei
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  2. Rong Lu
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  3. Fang Liu
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Correspondence to Jun Wei.

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Wei, J., Lu, R. & Liu, F. Effect of photosensitive groups on the photoefficiency of polymeric photoinitiators. J Polym Res 18, 1001–1008 (2011). https://doi.org/10.1007/s10965-010-9500-7

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  • DOI: https://doi.org/10.1007/s10965-010-9500-7

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