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Synthesis of multiblock linear polyether functional amino silicone softener and its modification of surface properties on cotton fabrics

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Abstract

Multiblock copolymers of polyether-modified amino silicone softener (ETSO-PEA) were successfully synthesized with epoxy-terminated polysiloxane (ETSO) and polyether amine. The chemical structure of ETSO-PEA was characterized by 1H NMR, FTIR and TGA. Single-factor and orthogonal array design experiments affecting the conversion rate of product were carried out to investigate the optimal reaction conditions. In the first two steps, the data between viscosity/conversion rate and reaction time showed that the two steps were both kinetic first-scale reaction. The application of ETSO-PEA used as softener on cotton fabrics was studied. The results showed that the ETSO-PEA-treated cotton fabrics expressed better hydrophilicity, wettability and whiteness than traditional amino silicone softener-treated samples. The morphology images indicated that the scales and clearance on the surface of the untreated cotton fibers were covered with a smooth film after treating with the silicones solution. Amino silicone softener was fixed onto the cotton fabrics, and the surface was modified with a formation of network structure. Meanwhile, the extent of networking and crosslinking was enhanced a lot, which provided a good soft handle. The polyether segment with less bending on the ETSO-PEA disrupted the continuous arrangement of Si–CH3 groups and limited the movement of polysiloxane segment, giving the cotton fabric a better hydrophilic and slightly rougher surface than ATSO-treated samples. This work provided an optimized and cost-effective method to synthesize high-performance multiblock polyether functional amino silicone softener.

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References

  1. Zuber M, Zia KM, Tabassuma S, Shazia T, Jamil T, Barkaat-ul-Hasin S, Khosa MK (2011) Preparation of rich handles soft cellulosic fabric using amino silicone based softener, part II: colorfastness properties. Int J Biol Macromol 49:1–6

    Article  CAS  PubMed  Google Scholar 

  2. Hauser PJ, Smith CB, Hashem MM (2004) Ionic crosslinking of cotton. Autex Res J 4(2):95–100

    Google Scholar 

  3. Xu YJ, Yin H, Yuan SF, Chen ZR (2009) Film morphology and orientation of amino silicone adsorbed onto cellulose substrate. Appl Surf Sci 255:8435–8442

    Article  CAS  Google Scholar 

  4. Hou AQ, Chen S (2009) Preparation of microemulsions of the polysiloxanes modified with different amines and their effect on the color shade of dyed cellulose. J Dispers Sci Technol 31:102–107

    Article  CAS  Google Scholar 

  5. Hou AQ, Shi YQ (2009) Polymerization and surface active properties of water-soluble amphiphilic polysiloxane copolymers modified with quaternary ammonium salts and long-carbon chain groups. Mater Sci Eng B 163:99–104

    Article  CAS  Google Scholar 

  6. Xie KL, Chen Y, Hou AQ, Shi YQ (2009) Preparation and properties of the emulsions of the polysiloxane material modified with tertiary amino side chain. J Dispers Sci Technol 30:1474–1480

    Article  CAS  Google Scholar 

  7. Noll W (1968) Chemistry and technology of silicones. Academic Press, New York

    Google Scholar 

  8. An Q, Wang Q, Li L, Huang L (2009) Study of amino functional polysiloxane film on regenerated cellulose substrates by atomic force microscopy and X-ray photoelectron microscopy. Text Res J 79:89–93

    Article  CAS  Google Scholar 

  9. Mohamed AL, Er-Rafik M, Moller M (2013) Suitability of confocal raman microscopy for monitoring the penetration of PDMS compounds into cotton fibres. Carbohydr Polym 96:305–313

    Article  CAS  PubMed  Google Scholar 

  10. Skinner MW, Qian C, Grigoras S, Halloran DJ, Zimmerman BL (1999) Fundamental aspects of aminoalkyl siloxane softeners by molecular modeling and experimental methods. Text Res J 69(12):935–943

    Article  CAS  Google Scholar 

  11. Wang WZ, Lu YQ, Cai ZY (2010) Study on surface characters of methylsioxane-oxyalkylene copolymers. Fine Chem 27(3):229–233

    CAS  Google Scholar 

  12. Fouda MMG, Fahmy HM (2011) Multifunctional finish and cotton cellulose fabric. Carbohydr Polym 86:625–629

    Article  CAS  Google Scholar 

  13. Kang TJ, Kim MS (2001) Effects of silicone treatments on the dimensional properties of wool fabric. Text Res J 71(4):295–300

    Article  CAS  Google Scholar 

  14. Xu Y, Hong Y, Yuan S, Chen Z (2009) Film morphology and orientation of amino silicone adsorbed onto cellulose substrate. Appl Surf Sci 255(20):8435–8442

    Article  CAS  Google Scholar 

  15. Avinc O, Wilding M, Phillips D, Farrington D (2010) Investigation of the influence of different commercial softeners on the stability of poly(lactic acid) fabrics during storage. Polym Degrad Stab 95(2):214–224

    Article  CAS  Google Scholar 

  16. Yu FJ, Qun P, Hong F (2015) Synthesis of linear piperazine/polyether functional polysiloxane and its modification of surface properties on cotton fabrics. ACS Appl Mater Interfaces 7(14):7552–7558

    Article  CAS  Google Scholar 

  17. Purohit PS, Kulkarni R, Somasundaran P (2012) Investigation of colloidal properties of modified silicone polymers emulsified by non-ionic surfactants. J Colloid Interface Sci 383:49–54

    Article  CAS  PubMed  Google Scholar 

  18. Nguyen L, Hang M, Wang W, Tian Y, Wang L, McCarthy TJ, Chen W (2014) Simple and improved approaches to long-lasting, hydrophilic silicones derived from commercially available precursors. ACS Appl Mater Interfaces 6:22876–22883

    Article  CAS  PubMed  Google Scholar 

  19. Zia KM, Tabassum S, Barkaat-Ul-Hasin S, Zuber M, Jamil T, Jamal MA (2011) Preparation of rich handles soft cellulosic fabric using amino silicone based softener. Part-I: surface smoothness and softness properties. Int J Biol Macromol 48(3):482–487

    Article  CAS  PubMed  Google Scholar 

  20. Xu YJ, Yin H, Zheng HF, Yuan SF, Chen ZR (2011) Application performance and surface morphologies of amino polysiloxanes with different amino values and amino types. J Appl Polym Sci 119:2326–2333

    Article  CAS  Google Scholar 

  21. Li MT, An QF, Huang LX (2008) Film morphology and orientation of N-cyclohexyl-γ-aminopropyl polydimethylsiloxane. Surf Interface Anal 40:914–918

    Article  CAS  Google Scholar 

  22. Xu C, Ouyang L, Liu H, Chen Q, Cai Z, Xing J (2015) Synthesis of blocking polyether silicone oil and silicone blocking waterborne polyurethane and application to cashmere knitted fabric finishing. Text Res J 85(19):1–10

    Article  CAS  Google Scholar 

  23. Habereder P, Bereck A (2002) Silicone softeners. Rev Prog Color 32:125–137

    Article  CAS  Google Scholar 

  24. An QF, Yang G, Wang QJ, Huang LX (2008) Synthesis and morphology of carboxylated polyether-block-polydimethylsiloxane and the supermolecule self-assembled from it. J Appl Polym Sci 110:2595–2600

    Article  CAS  Google Scholar 

  25. An QF, Zhao J, Li XQ, Wei YB, Qin W (2014) Synthesis of dimethyldodecyl quaternary ammonium polyether polysiloxane and its film morphology and performance on fabrics. J Appl Polym Sci 131(16):40613–40619

    Article  CAS  Google Scholar 

  26. Chung DW, Lim JC (2009) Study on the effect of structure of polydimethylsiloxane grafted with polyethyleneoxide on surface activities. Colloid Surface A 336:35–40

    Article  CAS  Google Scholar 

  27. Wu X, Leung DYC (2011) Optimization of biodiesel production from camelina oil using orthogonal experiment. Appl Energ 88(11):3615–3624

    Article  CAS  Google Scholar 

  28. Geck M, Lautenschlager H, Deubzer B, Stinglhammer P, Habereder P, Ullrich K (1998) Preparation of organopolysiloxane microemulsions. US, US5712343

  29. Min CN, Pu Q, Yang L, Fan H (2014) Synthesis, film morphology, and performance on cotton substrates of dodecyl/piperazine functional polysiloxane. J Appl Polym Sci 131(8):498–505

    Article  CAS  Google Scholar 

  30. Vilanova N, Rodríguez-Abreu C, Fernandez-Nieves A, Solans C (2013) Fabrication of novel silicone capsules with tunable mechanical properties by microfluidic techniques. ASC Appl Mater Interfaces 5(11):5247–5252

    Article  CAS  Google Scholar 

  31. Mourey TH, Turner SR, Rubinstein M, Frechet JMJ, Hawker CJ, Wooley KL (1992) Unique behavior of dendritic macromolecules: intrinsic viscosity of polyether dendrimers. Macromolecules 25(9):2401–2406

    Article  CAS  Google Scholar 

  32. Stanley RS, Ler JAB (1998) Polymer synthesis and characterization. Polymer synthesis and characterization: a laboratory manual. Academic Press, vol 277, no 2–3, pp 115–122

  33. Schramm C, Rinderer B, Tessadri R (2014) Non-formaldehyde, crease resistant agent for cotton fabrics based on an organic-inorganic hybrid material. Carbohydr Polym 105(1):81–89

    Article  CAS  PubMed  Google Scholar 

  34. Kulkarni R, Deshpande A, Kushare B (2001) Silicones for textile finishing. Colourage 48(2):21–27

    Google Scholar 

  35. Abo-Shosha MH, Hashem AM, El-Hosamy MB, El-Nagar AH (2008) Easy care finishing of knitted cotton fabric in presence of a reactive-type antibacterial agent. J Ind Text 38(2):103–126

    Article  CAS  Google Scholar 

  36. Habereder P, Bereck A (2002) Silicone softeners: structure-effect-relationship. Rev Prog Color Relat Top 32:125–137

    Article  CAS  Google Scholar 

  37. Montazer M, Hashemikia S (2012) Application of polyurethane/citric acid/silicone softener composite on cotton/polyester knitted fabric producing durable soft and smooth surface. J Appl Polym Sci 124(5):4141–4148

    Article  CAS  Google Scholar 

  38. Mohamed H, Nabila I, Amira ES, Rakia R, Peter H (2009) An eco-friendly-novel approach for attaining wrinkle-free/soft-hand cotton fabric. Carbohydr Polym 78(4):690–703

    Article  CAS  Google Scholar 

  39. Ozcam AE, Spontak RJ, Genzer J (2014) Toward the development of a versatile functionalized silicone coating. ASC Appl Mater Interfaces 6(24):22544–22552

    Article  CAS  Google Scholar 

  40. Svensson AV, Johnson ES, Nylander T, Piculell L (2010) Surface deposition and phase behavior of oppositely charged polyion-surfactant ion complexes. 2. A means to deliver silicone oil to hydrophilic surfaces. ACS Appl Mater Interfaces 2(1):143–156

    Article  CAS  Google Scholar 

  41. Burrell Michael C, Butts Matthew D, Derr Daniel (2004) Angle-dependent XPS study of functional group orientation for aminosilicone polymers adsorbed onto cellulose surfaces. Appl Surf Sci 227(1):1–6

    Article  CAS  Google Scholar 

  42. Bereck A, Riegel D, Matzat A, Habereder P, Lautenschlager H (2001) Silicones on fibrous substrates: their mode of action. AATCC Rev 1:45–49

    CAS  Google Scholar 

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Acknowledgements

We gratefully acknowledged the support of the National Science Foundation of China Project (No. 21676061).

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Correspondence to Cheng Zheng.

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Wei, Y., Zheng, C., Chen, P. et al. Synthesis of multiblock linear polyether functional amino silicone softener and its modification of surface properties on cotton fabrics. Polym. Bull. 76, 447–467 (2019). https://doi.org/10.1007/s00289-018-2375-1

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  • DOI: https://doi.org/10.1007/s00289-018-2375-1

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