Abstract
In the study, microencapsulation of methyl cedryl ketone (MCK) with polyurethane urea (PUU) polymers was performed by interfacial polymerization method. PUU (isocyanate/PEG-400/polyamine) mole ratios (5.4/3.0–5.5/1.5–3.9), which is the main component of the capsule shell, were formed at a temperature of 80 °C in 240 min. The encapsulation efficiency of the produced microencapsules, CMK-PUU microcapsule release at room temperature, microencapsule shell degradation at high temperature, adhesion durability by fixing on cotton, polyester, silk and non-woven fabric were investigated. Structure analysis of the toluenediisocyanate, non-containing MCK-PUU microencapsule shell in FT-IR spectroscopy, stability and size of emulsified droplets with optical microscope, the size, wall thickness and adhesion of the MCK-PUU microencapsules on the fabric by scanning electron microscope and thermal degradation of the capsule wall material by thermo gravimetric analysis were investigated. The yield of the microencapsules was 65.66–73.56%, the capsule wall thickness was 1250 nm, the active substance loss at 20 °C for 60 days was 5.5%, after being attached to the fabric, it was stable up to 4 washes on the fabric.
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References
Abd Manaf M, Jai J, Raslan R, Subuki I, Mustapa AN (2015) Microencapsulation methods of volatile essential oils-a review. Adv Mater Res 1113:679–683
Abdelkader MB, Azizi N, Baffoun A, Chevalier Y, Majdoub M (2018) New microcapsules based on isosorbide for cosmetotextile: preparation and characterization. Ind Crops Prod 123:591–599
Ahangaran F, Navarchian AH, Picchioni F (2019) Material encapsulation in poly (methyl methacrylate) shell: a review. J Appl Polym Sci 136:48039
Alič B, Šebenik U, Krajnc M (2012) Microencapsulation of butyl stearate with melamineformaldehyde resin: effect of decreasing the pH value on the composition and thermal stability of microcapsules. Express Polym Lett 6:826–836
Barbosa-Cánovas GV, Ortega-Rivas E, Juliano P, Yan HJ (2005) Encapsulation processes. In: Ermis E (ed) Food powders. Food engineering series. Springer, Boston
Bastos F, Santos L (2015) Encapsulation of cosmetic active ingredients for topical application—A review. J Microencapsul 33:1–17
Bratovcic A, Suljagic J (2019) Micro-and nano-encapsulation in food industry. Croat J Food Sci Technol 11:113–121
Carvalho IT, Estevinho BN, Santos L (2016) Application of microencapsulated essential oils in cosmetic and personal healthcare products—A review. Int J Cos Sci 38:109–119
Cheng M, Wang J, Zhang R, Kong R, Lu W, Wang X (2019) Characterization and application of the microencapsulated carvacrol/sodium alginate films as food packaging materials. Int J Biol Macromol 141:259–267
Desai KGH, Jin-Park H (2005) Recent developments in microencapsulation of food ingredients. Dry technol 23:1361–1394
Dubey R, Shami TC, Bhasker-Rao KU (2009) Microencapsulation technology and applications. Def Sci J 59:82–95
Fan C, Zhou X (2011) Effect of emulsifier on poly (urea–formaldehyde) microencapsulation of tetrachloroethylene. Polym Bull 67:15–27
Han Q, Urban MW (2001) Surface/interfacial changes during polyurethane crosslinking: a spectroscopic study. J App Poly Sci 81:2045–2054
Li S, Lewis JE, Stewart NM, Qian L, Boyter H (2008) Effect of finishing methods on washing durability of microencapsulated aroma finishing. J Text Inst 99:177–183
Liao L, Zhang W, Zhao Y, Li W (2010) Preparation and characterization of microcapsules for self-healing materials. Chem Res Chin Univ 26:496–500
Liu F, Wang J, Qian X (2017) Integrating phase change materials into concrete through microencapsulation using cenospheres. Cem Concr Compos 80:317–325
Mačiulyte S, Gutauskiene G, Niedritis J, Kochane T, Budriene S (2017) PVA and various diisocyanates based poly (urethaneurea) microcapsules for encapsulation of enzyme in water/butyl acetate emulsion: synthesis and study. Chemija 28:74–84
Morgan PW, Kwolek SL (1959) Interfacial polycondensation. II. Fundamentals of polymer formation at liquid interfaces. J Poly Sci 40:299–327
Pena B, Panisello C, Areste G, Garcia-Valls R, Gumi T (2012) Preparation and characterization of polysulfone microcapsules for perfume release. Chem Eng J 179:394–403
Podshivalov AV, Bronnikov S, Zuev VV, Jiamrungraksa T, Charuchinda S (2013) Synthesis and characterization of polyurethane–urea microcapsules containing galangal essential oil: statistical analysis of encapsulation. J Microencapsul 30:198–203
Riaz T, Iqbal MW, Saeed M, Yasmin I, Hassanin HA, Mahmood S, Rehman A (2019) In vitro survival of Bifidobacterium bifidum microencapsulated in zein-coated alginate hydrogel microbeads. J Microencapsul 36:192–203
Ribeiro AM, Shahgol M, Estevinho BN, Rocha F (2020) Microencapsulation of vitamin A by spray-drying, using binary and ternary blends of gum Arabic, starch and maltodextrin. Food Hydrocoll 108:106029
Rojas-Lema S, Terol J, Fages E, Balart R, Quiles-Carrillo L, Prieto C, Torres-Giner S (2020) Microencapsulation of copper (II) sulfate in ionically cross-linked chitosan by spray drying for the development of irreversible moisture indicators in paper packaging. Polymers 12:2–16. https://doi.org/10.3390/polym12092039
Salaün F (2016) Microencapsulation technology for smart textile coatings, Active coatings for smart textiles. Elsevier, Amsterdam, pp 179–220
Salaün F, Bedek G, Devaux E, Dupont D, Gengembr L (2011) Microencapsulation of a cooling agent by interfacial polymerization: Influence of the parameters of encapsulation on poly (urethane–urea) microparticles characteristics. J Membr Sci 370:23–33
Scognamiglio J, Letizia CS, Politano VT, Api AM (2013) Fragrance material review on acetyl cedrene. Food Chem Toxicol 62:S152–S166
Yılmaz H, Enginar H, Çifci C (2021) Microencapsulation of lambda-cyhalothrin with polyurethane-urea and application on peppermint plant leaves containing a two-spotted red spider mite (tetranychus urticae). J Taibah Univ Sci 15:63–70
Zhong F, Yang C, Wu Q, Wang S, Cheng L, Dwivedi P, Zhu Z, Si T, Xu R (2020) Preparation of pesticide-loaded microcapsules by liquid-driven coaxial flow focusing for controlled release. Int J Polym Mater 69:840–847
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This work was supported by the [Afyon Kocatepe University, Scientific Research Projects (BAP)] under Grant [16.FEN.BİL.12.].
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C M and H E involved in study conception and design. C M and H E involved in acquisition of data. CM, HE and HY participated in analysis and interpretation of data. CM, HE and HY drafted the manuscript. HE critically revised the manuscript.
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Mertgenç, C., Enginar, H. & Yılmaz, H. Microencapsulation of Fragrance with Polyurethane—Urea and Application on Different Fabrics. Iran J Sci Technol Trans Sci 45, 1677–1687 (2021). https://doi.org/10.1007/s40995-021-01135-y
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DOI: https://doi.org/10.1007/s40995-021-01135-y