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Molecular design and synthesis of branched bichromophore-attached linear fluorinated polyimides for nonlinear optical applications

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Abstract

A branched structure bichromophore was developed to increase the nonlinearity of optical polymers. The branched bichromophore was incorporated into the polymer backbone to prepare a novel nonlinear optical (NLO) side-chain fluorinated polyimide with high optical nonlinearity and good thermal stability. The novel nonlinear optical side-chain fluorinated polyimide exhibits a large electro-optic (E-O) coefficient (γ33) (34 pm/V at 1550 nm) which is larger than that of the conventional side-chain optical polyimide. This is mainly attributable to an increased chromophore concentration and high polarizing efficiency derived from the branched structure. The branched structure of the bichromophore is incorporated into a polymer backbone to result in a high chromophore concentration. Moreover, the three-dimensional (3D) architecture and large molecular size of the branched bichromophore can spatially shield from strong interchromophore electrostatic interactions to enhance the poling efficiency. The side-chain fluorinated polyimide exhibits excellent solubility in common organic solvents, good film-forming property, high glass-transition temperature (T g) (190 °C) and thermal stability up to 235 °C.

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References

  1. Dalton LR, Sullivan PA, Bale DH (2010) Chem Rev 110:25

    Article  CAS  Google Scholar 

  2. Lee JY, Kim JH, Jung WT, Park YK (2007) J Mater Sci 42:3936

    Article  CAS  Google Scholar 

  3. Dalton LR, Steier WH, Robinson BH, Zhang C, Ren A, Garner S, Chen A, Londergan T, Irwin L, Carlson B, Fifield L, Phelan G, Kincaid C, Amend J, Jen A (1999) J Mater Chem 9:1905

    Article  CAS  Google Scholar 

  4. Shen YQ, Qiu L, Li Z, Zhang XX, Zhao YX, Zhai JF, Delaire JA, Nakatani K, Atassi Y (1999) J Mater Sci 34:1513

    Article  CAS  Google Scholar 

  5. Qin ZH, Fang CS, Pan QW, Gu QT (2002) J Mater Sci 37:4849

    Article  CAS  Google Scholar 

  6. Dalton LR (2002) Adv Polym Sci 158:1

    Article  CAS  Google Scholar 

  7. Robinson BH, Dalton LR (2000) J Phys Chem A 104:4785

    Article  CAS  Google Scholar 

  8. Ma H, Liu S, Luo JD, Suresh S, Liu L, Kang SH, Haller M, Sassa T, Dalton LR, Jen AKY (2002) Adv Funct Mater 12:565

    Article  CAS  Google Scholar 

  9. Li ZA, Wu WB, Li QQ, Yu G, Xiao L, Liu YQ, Ye C, Qin JG, Li Z (2010) Angew Chem Int Ed 49:2763

    Article  CAS  Google Scholar 

  10. Gao JK, Cui YJ, Yu JC, Lin WX, Wang ZY, Qian GD (2011) J Mater Chem 21:3197

    Article  CAS  Google Scholar 

  11. Datta A, Terenziani F, Painelli A (2006) Chem Phys Chem 7:2168

    Article  CAS  Google Scholar 

  12. Liao Y, Firestone KA, Bhattacharjee S, Luo JD, Haller M, Hau S, Anderson CA, Lao D, Eichinger BE, Robinson BH, Reid PJ, Jen AKY, Dalton LR (2006) J Phys Chem B 110:5434

    Article  CAS  Google Scholar 

  13. Cho MJ, Choi DH, Sullivan PA, Akelaitis AJP, Dalton LR (2008) Prog Polym Sci 33:1013

    Article  CAS  Google Scholar 

  14. Sullivan PA, Rommel H, Liao Y, Olbricht BC, Akelaitis AJP, Firestone KA, Kang JW, Luo JD, Davies JA, Choi DH, Eichinger BE, Reid PJ, Chen AT, Jen AKY, Robinson BH, Dalton LR (2007) J Am Chem Soc 129:7523

    Article  CAS  Google Scholar 

  15. Luo JD, Haller M, Ma H, Liu S, Kim TD, Tian YQ, Chen BQ, Jang SH, Dalton LR, Jen AKY (2004) J Phys Chem B 108:8523

    Article  CAS  Google Scholar 

  16. Ma H, Chen B, Sassa T, Dalton LR, Jen AKY (2001) J Am Chem Soc 123:986

    Article  CAS  Google Scholar 

  17. Tian Y, Chen CY, Haller MA, Tucker NM, Ka JW, Luo J, Huang S, Jen AKY (2007) Macromolecules 40:97

    Article  CAS  Google Scholar 

  18. He M, Zhou YM, Liu R, Dai J, Cui YP, Zhang T (2009) Dyes Pigments 80:6

    Article  CAS  Google Scholar 

  19. Yu JC, Cui YJ, Gao JK, Wang ZY, Qian GD (2009) J Phys Chem B 113:14877

    Article  CAS  Google Scholar 

  20. Pan QW, Zhang ZY, Fang CS, Wei S, Gu QT, Wu XW (2001) Mater Lett 50:284

    Article  CAS  Google Scholar 

  21. Qiu L, Shen YQ, Hao JM, Zhai JF, Zu FH, Zhang T (2004) J Mater Sci 39:2335

    Article  CAS  Google Scholar 

  22. Yakimansky AV, Nosova GI, Solovskaya NA, Smirnov NN, Plekhanov AI, Simanchuk AE, Gorkovenko AI (2011) Chem Phys Lett 510:237

    Article  CAS  Google Scholar 

  23. He M, Zhou YM, Miao JL, Liu C, Cui YP, Zhang T (2010) Dyes Pigments 86:107

    Article  CAS  Google Scholar 

  24. He M, Zhou YM, Dai J, Liu R, Cui YP, Zhang T (2009) Polymer 50:3924

    Article  CAS  Google Scholar 

  25. Bazan GC (2007) J Org Chem 72:8615

    Article  CAS  Google Scholar 

  26. Terenziani F, Avino GD, Painelli A (2007) ChemPhysChem 8:2433

    Article  CAS  Google Scholar 

  27. Song N, Men L, Gao JP, Bai Y, Beaudin AMR, Yu G, Wang ZY (2004) Chem Mater 16:3708

    Article  CAS  Google Scholar 

  28. Pu H, Liu L, Jiang W, Li X, Chen J (2008) J Appl Polymer Sci 108:1378

    Article  CAS  Google Scholar 

  29. Dalton LR (2004) Pure Appl Chem 76:1421

    Article  CAS  Google Scholar 

  30. Rommel HL, Robinson BH (2007) J Phys Chem C 111:18765

    Article  CAS  Google Scholar 

  31. Gao JK, Cui YJ, Yu JC, Wang ZY, Wang MQ, Qiu JR, Qian GD (2009) Macromolecules 42:2198

    Article  CAS  Google Scholar 

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Acknowledgements

The authors are grateful to the National Nature Science Foundation of China (51077013) for financial supports.

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Correspondence to Yuming Zhou.

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10853_2012_7120_MOESM1_ESM.pdf

1H-NMR spectrum of DEHNT, FT-IR spectrum of FPI- DEHNT, 1H-NMR spectrum of FPI- DEHNT, GPC plot of FPI-DEHNT, DSC curve of side-chain polyimide FPI-DEHNT and TGA of side-chain polyimide FPI-DEHNT and chromophore DEHNT are given in Online Resource 1 (PDF 142 kb)

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He, M., Zhou, Y., Gao, Y. et al. Molecular design and synthesis of branched bichromophore-attached linear fluorinated polyimides for nonlinear optical applications. J Mater Sci 48, 3370–3377 (2013). https://doi.org/10.1007/s10853-012-7120-9

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  • DOI: https://doi.org/10.1007/s10853-012-7120-9

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