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Constituting a special redox surface-initiating system and realizing graft-polymerization of GMA on polysulfone microfiltration membrane

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Abstract

A special redox surface-initiating system, tertiary aromatic aniline/BPO (benzoyl peroxide, BPO), was constituted at the interface between polysulfone (PSF) microfiltration membrane and an organic solution, in which the monomer glycidyl methacrylate (GMA) and BPO were dissolved, and the graft-polymerization of GMA on the porous membrane of PSF was smoothly carried out by the initiating of the surface initiating system, getting the grafted membrane PSF-g-PGMA, which is a precursor of many functional composite membranes. The microfiltration membrane of chloromethylated polysulfone (CMPSF) was first prepared by the method of immersion-precipitation phase transformation; subsequently the CMPSF membrane was modified with 3-hydroxy-N,N-diethylaniline (HDEA) as reagent, and through the nucleophilic substitution reaction between the chloromethyl group on CMPSF membrane and the hydroxyl group of HDEA, tertiary aromatic aniline group DEA was bonded on the PSF microfiltration membrane, obtaining the modified membrane PSF-DEA; finally, the graft-polymerization of GMA was successfully realizing by the surface-initiating system of DEA/BPO, getting the grafted porous membrane PSF-g-PGMA. The grafted membrane was characterization by FTIR and SEM. The experimental results show that the reaction between the chloromethyl group on CMPSF membrane and HDEA in the solution belongs to unimolecular nucleophilic substitutions. For the graft-polymerization of GMA, the appropriate temperature is 70 °C, the suitable mass percent concentration of GMA in solution is 5%, and the optimal concentration of BPO is 1.5% of monomer GMA mass. For the grafted membrane PSF-g-PGMA prepared under the optimal reaction conditions, the grafting degree of PGMA can reach 0.86 g/cm2.

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References

  1. Saljoughi E, Mousavi SM (2012) Preparation and characterization of novel polysulfone nanofiltration membranes for removal of cadmium from contaminated water. Sep Purif Technol 90:22–30

    Article  CAS  Google Scholar 

  2. Sueyoshi Y, Fukushima C, Yoshikawa M (2010) Molecularly imprinted nanofiber membranes from cellulose acetate aimed for chiral separation. J Membr Sci 357:90–97

    Article  CAS  Google Scholar 

  3. Mizushima H, Yoshikawa M, Li N, Robertson GP, Guiver MD (2012) Electrospun nanofiber membranes from polysulfones with chiral selector aimed for optical resolution. Eur Polym J 48:1717–1725

    Article  CAS  Google Scholar 

  4. Meng M-J, Feng Y-H, Zhang M, Ji Y-J, Dai J-D, Liu Y, Yu P, Yan Y-S (2013) Optimization of surface imprinted layer attached poly(vinylidene fluoride) membrane for selective separation of salicylic acid from acetylsalicylic acid using central composite design. Chem Eng J 231:132–145

    Article  CAS  Google Scholar 

  5. Wang X-J, Xu Z-L, Feng J-L, Bing N-C, Yang Z-G (2008) Molecularly imprinted membranes for the recognition of lovastatin acid in aqueous medium by a template analogue imprinting strategy. J Membr Sci 313:97–105

    Article  CAS  Google Scholar 

  6. Ulbricht M (2004) Membrane separations using molecularly imprinted polymers. J Chromatogr B 804:113–125

    Article  CAS  Google Scholar 

  7. Liu S, Li Z-S, Wang C-Y, Jiao A-Y (2013) Enhancing both removal efficiency and permeate flux by potassium sodium tartrate (PST) in a nanofiltration process for the treatment of wastewater containing cadmium and zinc. Sep Purif Technol 116:131–136

    Article  CAS  Google Scholar 

  8. Chen Q, Yu P-P, Huang W-Q, Yu S-C, Liu M-h, Gao C-J (2015) High-flux composite hollow fiber nanofiltration membranes fabricated through layer-by-layer deposition of oppositely charged crosslinked polyelectrolytes for dye removal. J Membr Sci 492:312–321

    Article  CAS  Google Scholar 

  9. Gherasim C-V, Mikulášek P (2014) Influence of operating variables on the removal of heavy metal ions from aqueous solutions by nanofiltration. Desalination 343:67–74

    Article  CAS  Google Scholar 

  10. Zhao C-W, Tang C-YY, Li P, Adrian P, Hu G-S (2016) Perfluorooctane sulfonate removal by nanofiltration membrane—the effect and interaction of magnesium ion / humic acid. J Membr Sci 503:31–41

    Article  CAS  Google Scholar 

  11. Gao J, Sun S-P, Zhu W-P, Chung T-S (2016) Green modification of outer selective P84 nanofiltration (NF) hollow fiber membranes for cadmium removal. J Membr Sci 499:361–369

    Article  CAS  Google Scholar 

  12. Dražević E, Košutić K, Dananić V, Pavlović DM (2013) Coating layer effect on performance of thin film nanofiltration membrane in removal of organic solutes. Sep Purif Technol 118:530–539

    Article  CAS  Google Scholar 

  13. Deng H-Y, Xu Y-Y, Chen Q-C, Wei X-Z, Zhu B-K (2011). J Membr Sci 366:363–372

    Article  CAS  Google Scholar 

  14. Chenette HCS, Robinson JR, Hobley E, Husson SM (2012). J Membr Sci 423–424:43–52

    Article  CAS  Google Scholar 

  15. Lau WJ, Ismail AF (2009) Theoretical studies on the morphological and electrical properties of blended PES/SPEEK nanofiltration membranes using different sulfonation degree of SPEEK. J Membr Sci 334:30–42

    Article  CAS  Google Scholar 

  16. Xing L-X, Guo N-N, Zhang Y-T, Zhang H-Q, Liu J-D (2015) A negatively charged loose nanofiltration membrane by blending with poly (sodium 4-styrene sulfonate) grafted SiO2 via SI-ATRP for dye purification. Sep Purif Technol 146:50–59

    Article  CAS  Google Scholar 

  17. Rakhshan N, Pakizeh M (2016) The effect of functionalized SiO 2 nanoparticles on the morphology and triazines separation properties of cellulose acetate membranes. J Ind Eng Chem 34:51–60

    Article  CAS  Google Scholar 

  18. Wang P-Y, Shah I, Huang CP (2015) Preparation and characterization of functionalized poly(vinyl chloride) membranes for selective separation of perchlorate from water. J Membr Sci 476:561–570

    Article  CAS  Google Scholar 

  19. Korolkov IV, Mashentseva AA, Güven O, Taltenov AA (2015) UV-induced graft polymerization of acrylic acid in the sub-micronchannels of oxidized PET track-etched membrane. Nucl Inst Methods Phys Res B 365:419–423

    Article  CAS  Google Scholar 

  20. Chittrakarn T, Tirawanichakul Y, Sirijarukul S, Yuenyao C (2016) Plasma induced graft polymerization of hydrophilic monomers on polysulfone gas separation membrane surfaces. Surf Coat Technol 296:157–163

    Article  CAS  Google Scholar 

  21. Abdrashitov EF, Bokun VC, Dobrovolsky YA, Kritskaya DA, Sanginov EA, Ponomarev AN (2011) Modification of the proton conducting membranes of MF-4SC with a carbon phase via gamma-initiated graft polymerization of vinyliden chloride. Solid State Ionics 188:140–143

    Article  CAS  Google Scholar 

  22. Xu H-M, Wei J-F, Wang X-L (2014) Nanofiltration hollow fiber membranes with high charge density prepared by simultaneous electron beam radiation-induced graft polymerization for removal of Cr(VI). Desalination 346:122–130

    Article  CAS  Google Scholar 

  23. Li C, Wang L, Wang X-D, Kong M-X, Zhang Q, Li G-Y (2017) Synthesis of PVDF-g-PSSA proton exchange membrane by ozone-induced graft copolymerization and its application in microbial fuel cells. J Membr Sci 527:35–42

    Article  CAS  Google Scholar 

  24. Sui Y, Gao X-L, Wang Z-N, Gao C-J (2012). J Membr Sci 394–395:107–119

    Article  CAS  Google Scholar 

  25. Saeki D, Tanimoto T, Matsuyama H (2014) Anti-biofouling of polyamide reverse osmosis membranes using phosphorylcholine polymer grafted by surface-initiated atom transfer radical polymerization. Desalination 350:21–27

    Article  CAS  Google Scholar 

  26. Bachmann S, Wang HY, Albert K, Partch R (2007) Graft polymerization of styrene initiated by covalently bonded peroxide groups on silica. J Colloid Interface Sci 309:169–175

    Article  CAS  PubMed  Google Scholar 

  27. Gao B-J, Cha X-Y, Chen T, Fan L (2015) Designing and preparing of acid dye surface-imprinted material for effective removal of acid dyes from water. J Environ Chem Eng 3:277–285

  28. Gao B-J, Fan L, Men J-Y, Zhang Y-Y (2013) Preparation of grafted microspheres CPVA-g-PSSS and studies on their drug-carrying and colon-specific drug delivery properties. Mater Sci Eng C 33:1300–1306

    Article  CAS  Google Scholar 

  29. Gao B-J, Zhang L-Q, Li Y-B (2016) Designing and preparation of novel alkaloid-imprinted membrane with grafting type and its molecular recognition characteristic and permselectivity. Mater Sci Eng C 66:259–267

    Article  CAS  Google Scholar 

  30. Gao B-J, Cui K-L, Li Y-B (2017) Preparation of molecule imprinted membrane of single enantiomer of amino acid with an innovative strategy and study on its chiral recognition and resolution properties. J Chem Technol Biotechnol 92:1566–1576

    Article  CAS  Google Scholar 

  31. Yune PS, Kilduff JE, Belfort G (2012). J Membr Sci 390–391:1–11

    Article  CAS  Google Scholar 

  32. Madrid JF, Ueki Y, Seko N (2013) Abaca/polyester nonwoven fabric functionalization for metal ion adsorbent synthesis via electron beam-induced emulsion grafting. Radiat Phys Chem 90:104–110

    Article  CAS  Google Scholar 

  33. Domon S, Asai S, Saito K, Watanabe K, Sugo T (2005) Selection of the alkylamino group introduced into the polymer chain grafted onto a porous membrane for the impregnation of an acidic extractant. J Membr Sci 262:153–158

    Article  CAS  Google Scholar 

  34. Teke AB, Baysal ŞH (2007) Immobilization of urease using glycidyl methacrylate grafted nylon-6-membranes. Process Biochem 42:439–443

    Article  CAS  Google Scholar 

  35. Sharma RK, Lalita, Singh AP, Chauhan GS (2014) Grafting of GMA and some comonomers onto chitosan for controlled release of diclofenac sodium. Int J Biol Macromol 64:368–376

    Article  CAS  PubMed  Google Scholar 

  36. Tian B, Wang X-Y, Zhang L-N, Shi F-N, Zhang Y, Li S-X (2016) Preparation of PVDF anionic exchange membrane by chemical grafting of GMA onto PVDF macromolecule. Solid State Ionics 293:56–63

    Article  CAS  Google Scholar 

  37. Walling C, Indictor N (1958) Solvent Effects and Initiator Efficiency in the Benzoyl Peroxide-Dimethylaniline System1. J Am Chem Soc 80:5814–5818

    Article  CAS  Google Scholar 

  38. Feng X-d, Qiu K-y (2005). Polymer Bulletin (in Chinese) 4:23–34

    Google Scholar 

  39. Zhang Y-Y, Gao B-J, Gu L-Y, Zhao X-L (2012). Acta Polym Sin (In Chinese) 3:264–271

  40. Bialk M, Prucker O (2002). Rühe J Colloid Interface Sci 198–200:543–549

  41. Tsubokawa N, Hayashi S, Nishimura J (2002) Grafting of hyperbranched polymers onto ultrafine silica: postgraft polymerization of vinyl monomers initiated by pendant azo groups of grafted polymer chains on the surface. Prog Org Coat 44:69–74

    Article  CAS  Google Scholar 

Download references

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Gao, B., Zhang, D. & Li, Y. Constituting a special redox surface-initiating system and realizing graft-polymerization of GMA on polysulfone microfiltration membrane. J Polym Res 25, 158 (2018). https://doi.org/10.1007/s10965-018-1553-z

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