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Erschienen in: Cellulose 4/2019

24.01.2019 | Original Research

Facile synthesis of a novel, highly effective, more sustainable and cost-effective cationic bleach activator for cotton: N-[4-(N,N,N)-triethylammoniumchloride-butyryl] caprolactam

verfasst von: Pelin Altay, Peter J. Hauser, Nevin Cigdem Gursoy, Ahmed El-Shafei

Erschienen in: Cellulose | Ausgabe 4/2019

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Abstract

Compared to conventional peroxide bleaching, using a bleach activator in a peroxide bleaching bath is an effective and kinetically more potent oxidation generating highly reactive peracid in situ, providing low-temperature bleaching with shorter dwelling time. In the presence of an activator, bleaching can be achieved at lower temperatures and reduced time relative to the conventional peroxide bleaching, resulting in decrease in energy consumption and reduced fabric damage. Cationic bleach activators were investigated as the next generation bleach activators that exhibit inherent substantivity towards cellulosic fibers. In this study, facile synthesis of a more sustainable and cost-effective bleach activator, based on an aliphatic acyl chloride (4-chlorobutyryl chloride), was reported: Compared to aromatic-based bleach activator, it showed comparable bleaching results at lower temperature. Fourier transform infrared and high resolution mass spectrometry confirmed the molecular structure of the named activator: N-[4-(N,N,N)-triethylammoniumchloride-butyryl] caprolactam, TBUCC. Bleaching performance of TBUCC was evaluated in terms of whiteness index, water absorbency and fiber damage and compared with conventional peroxide system. Results revealed that our developed TBUCC-activated bleaching system provided comparable whiteness index, water absorbency with a higher degree of polymerization at significantly lower temperature (70 °C) as compared to conventional peroxide bleaching.

Graphical abstract

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Literatur
Zurück zum Zitat AATCC (2009a) Test method 110: whiteness of textiles. American Association of Textile Chemists and Colorists Technical Manual AATCC (2009a) Test method 110: whiteness of textiles. American Association of Textile Chemists and Colorists Technical Manual
Zurück zum Zitat AATCC (2009b) Test method 79: absorbency of textiles. American Association of Textile Chemists and Colorists Technical Manual AATCC (2009b) Test method 79: absorbency of textiles. American Association of Textile Chemists and Colorists Technical Manual
Zurück zum Zitat AATCC TM 82 (2009c) Fluidity of dispersions of cellulose from bleached cotton cloth. American Association of Textile Chemists and Colorists Technical Manual AATCC TM 82 (2009c) Fluidity of dispersions of cellulose from bleached cotton cloth. American Association of Textile Chemists and Colorists Technical Manual
Zurück zum Zitat Brown WH, Poon T (2016) Introduction to organic chemistry, 6th edn. Wiley, Hoboken Brown WH, Poon T (2016) Introduction to organic chemistry, 6th edn. Wiley, Hoboken
Zurück zum Zitat Cai JY, Evans DJ, Smith SM (2001) Bleaching of natural fibers with TAED and NOBS activated peroxide systems. AATCC Rev 1(12):31–34 Cai JY, Evans DJ, Smith SM (2001) Bleaching of natural fibers with TAED and NOBS activated peroxide systems. AATCC Rev 1(12):31–34
Zurück zum Zitat Clark M (2011) Handbook of textile and industrial dyeing: principles, processes and types of dyes. Woodhead Publishing Series in Textiles, New DelhiCrossRef Clark M (2011) Handbook of textile and industrial dyeing: principles, processes and types of dyes. Woodhead Publishing Series in Textiles, New DelhiCrossRef
Zurück zum Zitat Clayden J, Greeves N, Warren S (2012) Organic chemistry, 2nd edn. Oxford University Press, Oxford Clayden J, Greeves N, Warren S (2012) Organic chemistry, 2nd edn. Oxford University Press, Oxford
Zurück zum Zitat Fei X, Yao J, Du J, Sun C, Xiang Z, Xu C (2015) Analysis of factors affecting the performance of activated peroxide systems on bleaching of cotton fabric. Cellulose 22:1379–1388CrossRef Fei X, Yao J, Du J, Sun C, Xiang Z, Xu C (2015) Analysis of factors affecting the performance of activated peroxide systems on bleaching of cotton fabric. Cellulose 22:1379–1388CrossRef
Zurück zum Zitat Hauser PJ, Hinks D, Lee JJ, Lim SH (2007) Cationic bleach activator with enhanced hydrolytic stability. US Patent No: 7179779 Hauser PJ, Hinks D, Lee JJ, Lim SH (2007) Cationic bleach activator with enhanced hydrolytic stability. US Patent No: 7179779
Zurück zum Zitat Kamakar S (1999) Chemical technology in the pre-treatment processes of textiles, 1st edn. Elsevier, New York Kamakar S (1999) Chemical technology in the pre-treatment processes of textiles, 1st edn. Elsevier, New York
Zurück zum Zitat Ouellette R, Rawn JD (2015) Principles of organic chemistry, 1st edn. Elsevier, Amsterdam Ouellette R, Rawn JD (2015) Principles of organic chemistry, 1st edn. Elsevier, Amsterdam
Zurück zum Zitat Scarborough SJ, Mathews AJ (2000) Using TAED in bleaching fiber blends to improve fiber quality. Text Chem Color Am Dyest Rep 32(3):33–37 Scarborough SJ, Mathews AJ (2000) Using TAED in bleaching fiber blends to improve fiber quality. Text Chem Color Am Dyest Rep 32(3):33–37
Zurück zum Zitat Scialla S, Sheets CN, Burckett-St. Laurent JCTR, Brown MD (2005) Dual-compartment laundry composition containing peroxyacids. The Procter and Gamble Company, US Patent No: WO 2005035707 A1 Scialla S, Sheets CN, Burckett-St. Laurent JCTR, Brown MD (2005) Dual-compartment laundry composition containing peroxyacids. The Procter and Gamble Company, US Patent No: WO 2005035707 A1
Zurück zum Zitat Wang G (2012) Synthesis of bleach activators with varying cationic groups. Master of Science Thesis, Graduate Faculty of North Carolina State University Wang G (2012) Synthesis of bleach activators with varying cationic groups. Master of Science Thesis, Graduate Faculty of North Carolina State University
Zurück zum Zitat Wang J, Washington NM (2002) Hydrophobic bleach systems and textile preparation: a discontinuity in fabric care. AATCC Rev 2(6):21–24 Wang J, Washington NM (2002) Hydrophobic bleach systems and textile preparation: a discontinuity in fabric care. AATCC Rev 2(6):21–24
Zurück zum Zitat Wei D, Sun C, Wang M, Du J, Xu C (2014) Synthesis of N-[4-(dimethylalky- lammoniomethyl) benzoyl]caprolactam chlorides as cationic bleach activators for low-temperature bleaching of cotton fabric under near-neutral pH conditions. Society of Dyers and Colourists. Color Technol 130:432–436. https://doi.org/10.1111/cote.12116 CrossRef Wei D, Sun C, Wang M, Du J, Xu C (2014) Synthesis of N-[4-(dimethylalky- lammoniomethyl) benzoyl]caprolactam chlorides as cationic bleach activators for low-temperature bleaching of cotton fabric under near-neutral pH conditions. Society of Dyers and Colourists. Color Technol 130:432–436. https://​doi.​org/​10.​1111/​cote.​12116 CrossRef
Zurück zum Zitat Xu C, Shamey R, Hinks D, El-Shafei A (2012) Cotton bleaching optimization using a butyrolactam-based cationic bleach activator. AATCC Rev 12:66–70 Xu C, Shamey R, Hinks D, El-Shafei A (2012) Cotton bleaching optimization using a butyrolactam-based cationic bleach activator. AATCC Rev 12:66–70
Metadaten
Titel
Facile synthesis of a novel, highly effective, more sustainable and cost-effective cationic bleach activator for cotton: N-[4-(N,N,N)-triethylammoniumchloride-butyryl] caprolactam
verfasst von
Pelin Altay
Peter J. Hauser
Nevin Cigdem Gursoy
Ahmed El-Shafei
Publikationsdatum
24.01.2019
Verlag
Springer Netherlands
Erschienen in
Cellulose / Ausgabe 4/2019
Print ISSN: 0969-0239
Elektronische ISSN: 1572-882X
DOI
https://doi.org/10.1007/s10570-018-02224-9

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