Abstract
A novel phosphorus-nitrogen based high-molecular-weight flame-retardant ammonium salt of N,N-bis(phosphonomethyl) polyacrylamide (FR-PA) was synthesized for cotton fabrics. The structure of FR-PA was characterized by nuclear magnetic resonance (1H NMR, 13C NMR, and 31P NMR) as well as Fourier-transform infrared spectroscopy, and its viscosity average molecular weight was 3700. FR-PA could be grafted on cotton fabrics by using the dip–pad–cure method. The limiting oxygen index of the treated cotton fabrics reached 40.1%; after 50 laundering cycles, the cotton fabrics still retained an LOI of 28.5%. The treated fiber surface was smooth, as revealed by scanning electron microscopy, and the flame retardant was grafted on the cotton fibers, as determined by energy-dispersive X-ray spectroscopy. Thermogravimetric analysis showed that the treated cotton could leave a large amount of residue, and thermogravimetric infrared analysis indicated that the finished cotton released little flammable gas at high temperatures. Oxygen consumption cone calorimetry showed that the heat release rate and the total heat release of the treated cotton fabrics were significantly lower than those of the control cotton fabrics. Moreover, the stiffness and tensile strength of the treated cotton fabrics were also maintained.
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Alongi J, Carletto RA, Di Blasio A, Carosio F, Bosco F, Malucelli G (2013) DNA: a novel, green, natural flame retardant and suppressant for cotton. J Mater Chem A 1:4779–4785. https://doi.org/10.1039/c3ta00107e
Alongi J, Di Blasio A, Milnes J, Malucelli G, Bourbigot S, Kandola B, Camino G (2015) Thermal degradation of DNA, an all-in-one natural intumescent flame retardant. Polym Degrad Stab 113:110–118. https://doi.org/10.1016/j.polymdegradstab.2014.11.001
Alongi J, Ferruti P, Manfredi A, Carosio F, Feng Z, Hakkarainen M, Ranucci E (2019) Superior flame retardancy of cotton by synergetic effect of cellulose-derived nano-graphene oxide carbon dots and disulphide-containing polyamidoamines. Polym Degrad Stab. https://doi.org/10.1016/j.polymdegradstab.2019.108993
Atakan R, Bical A, Celebi E, Ozcan G, Soydan N, Sarac AS (2019) Development of a flame retardant chemical for finishing of cotton, polyester, and CO/PET blends. J Ind Text 49:141–161. https://doi.org/10.1177/1528083718772303
Carosio F, Di Blasio A, Cuttica F, Alongi J, Malucelli G (2014) Flame retardancy of polyester and polyester–cotton blends treated with caseins. Ind Eng Chem Res 53:3917–3923. https://doi.org/10.1021/ie404089t
Chang S, Condon B, Graves E, Uchimiya M, Fortier C, Easson M, Wakelyn P (2011) Flame retardant properties of triazine phosphonates derivative with cotton fabric. Fibers Polym 12:334–339. https://doi.org/10.1007/s12221-011-0334-7
Chaudhry GR, Chapalamadugu S (1991) Biodegradation of halogenated organic-compounds. Microbiol Rev 55:59–79
Chen S, Li X, Li Y, Sun J (2015) Intumescent flame-retardant and self-healing superhydrophobic coatings on cotton fabric. ACS Nano 9:4070–4076. https://doi.org/10.1021/acsnano.5b00121
Dong C et al (2017) Flammability and thermal properties of cotton fabrics modified with a novel flame retardant containing triazine and phosphorus components. Text Res J 87:1367–1376. https://doi.org/10.1177/0040517516652349
Dong C et al (2018) Preparation and properties of cotton fabrics treated with a novel antimicrobial and flame retardant containing triazine and phosphorus components. J Therm Anal Calorim 131:1079–1087. https://doi.org/10.1007/s10973-017-6604-x
Dutkiewicz M, Przybylak M, Januszewski R, Maciejewski H (2018) Synthesis and flame retardant efficacy of hexakis(3-(triethoxysilyl) propyloxy)cyclotriphosphazene/silica coatings for cotton fabrics. Polym Degrad Stab 148:10–18. https://doi.org/10.1016/j.polymdegradstab.2017.11.018
Feng Y, He C, Wen Y, Ye Y, Zhou X, Xie X, Mai Y-W (2017) Improving thermal and flame retardant properties of epoxy resin by functionalized graphene containing phosphorous, nitrogen and silicon elements. Compos Part A Appl Sci Manuf 103:74–83. https://doi.org/10.1016/j.compositesa.2017.09.014
Frederiksen M, Vorkamp K, Thomsen M, Knudsen LE (2009) Human internal and external exposure to PBDEs—a review of levels and sources. Int J Hyg Environ Health 212:109–134. https://doi.org/10.1016/j.ijheh.2008.04.005
Gao Y, Wu J, Wang Q, Wilkie CA, O’Hare D (2014) Flame retardant polymer/layered double hydroxide nanocomposites. J Mater Chem A 2:10996–11016. https://doi.org/10.1039/c4ta01030b
Ghannam MT (1999) Interfacial properties of polyacrylamide solutions. J Appl Polym Sci 74:219–227. https://doi.org/10.1002/(sici)1097-4628(19991003)74:1%3c219:aid-app27%3e3.3.co;2-9
Green J (1992) A review of phosphorus-containing flame retardants. J Fire Sci 10:470–487. https://doi.org/10.1177/073490419201000602
Green J (1994) Phosphorus-bromine flame-retardant synergy in a polycarbonate polyethylene terephthalate blend. J Fire Sci 12:257–267. https://doi.org/10.1177/073490419401200303
Huang S, Zhong L, Li S, Liu M, Zhang Z, Zhang F, Zhang G (2019) A novel monosodium-glutamate-based flame retardant containing phosphorus for cotton fabrics. Cellulose 26:2715–2728. https://doi.org/10.1007/s10570-018-02241-8
Jia Y, Hu Y, Zheng D, Zhang G, Zhang F, Liang Y (2017) Synthesis and evaluation of an efficient, durable, and environmentally friendly flame retardant for cotton. Cellulose 24:1159–1170. https://doi.org/10.1007/s10570-016-1163-z
Liu Z, Xu M, Wang Q, Li B (2017) A novel durable flame retardant cotton fabric produced by surface chemical grafting of phosphorus- and nitrogen-containing compounds. Cellulose 24:4069–4081. https://doi.org/10.1007/s10570-017-1391-x
Lu SY, Hamerton I (2002) Recent developments in the chemistry of halogen-free flame retardant polymers. Prog Polym Sci 27:1661–1712. https://doi.org/10.1016/s0079-6700(02)00018-7
Lu Y, Jia Y, Zhang G, Zhang F (2018) An eco-friendly intumescent flame retardant with high efficiency and durability for cotton fabric. Cellulose 25:5389–5404. https://doi.org/10.1007/s10570-018-1930-0
Manfredi A, Carosio F, Ferruti P, Alongi J, Ranucci E (2018) Disulfide-containing polyamidoamines with remarkable flame retardant activity for cotton fabrics. Polym Degrad Stab 156:1–13. https://doi.org/10.1016/j.polymdegradstab.2018.07.028
Pietruszka N, Brzozowski Z (2000) A new group of liquid reactive nitrogen and nitrogen–phosphorus flame retardants for self-extinguishing polyurethane expanded polymers. Part I. Synthesis and properties. Polimery 45:184–190. https://doi.org/10.14314/polimery.2000.184
Pietruszka N, Brzozowski ZK, Zabski L (2000) A new group of liquid reactive nitrogen and nitrogen–phosphorus flame retardants for self-extinguishing polyurethane expanded polymers. Part III. Applications to rigid polyurethane foams. Polimery 45:428–432. https://doi.org/10.14314/polimery.2000.428
Poon C-k, Kan C-w (2015) Effects of TiO2 and curing temperatures on flame retardant finishing of cotton. Carbohydr Polym 121:457–467. https://doi.org/10.1016/j.carbpol.2014.11.064
Salmeia KA, Gaan S, Malucelli G (2016) Recent advances for flame retardancy of textiles based on phosphorus chemistry. Polymers. https://doi.org/10.3390/polym8090319
Tian P, Lu Y, Wang D, Zhang G, Zhang F (2019) Solvent-free synthesis of silicon–nitrogen–phosphorus flame retardant for cotton fabrics. Cellulose 26:6995–7007. https://doi.org/10.1007/s10570-019-02554-2
van der Veen I, de Boer J (2012) Phosphorus flame retardants: properties, production, environmental occurrence, toxicity and analysis. Chemosphere 88:1119–1153. https://doi.org/10.1016/j.chemosphere.2012.03.067
Wang N, Liu Y, Xu C, Liu Y, Wang Q (2017) Acid-base synergistic flame retardant wood pulp paper with high thermal stability. Carbohydr Polym 178:123–130. https://doi.org/10.1016/j.carbpol.2017.08.099
Wang D, Zhong L, Zhang C, Li S, Tian P, Zhang F, Zhang G (2019) Eco-friendly synthesis of a highly efficient phosphorus flame retardant based on xylitol and application on cotton fabric. Cellulose 26:2123–2138. https://doi.org/10.1007/s10570-018-2193-5
Wu N et al (2007) Human exposure to PBDEs: associations of PBDE body burdens with food consumption and house dust concentrations. Environ Sci Technol 41:1584–1589. https://doi.org/10.1021/es0620282
Xie K, Gao A, Zhang Y (2013) Flame retardant finishing of cotton fabric based on synergistic compounds containing boron and nitrogen. Carbohydr Polym 98:706–710. https://doi.org/10.1016/j.carbpol.2013.06.014
Xing W, Jie G, Song L, Hu S, Lv X, Wang X, Hu Y (2011) Flame retardancy and thermal degradation of cotton textiles based on UV-curable flame retardant coatings. Thermochim Acta 513:75–82. https://doi.org/10.1016/j.tca.2010.11.014
Xu W, Wang G (2016) Influence of thermal behavior of phosphorus compounds on their flame retardant effect in PU rigid foam. Fire Mater 40:826–835. https://doi.org/10.1002/fam.2346
Xu F, Zhong L, Xu Y, Feng S, Zhang C, Zhang F, Zhang G (2019a) Highly efficient flame-retardant kraft paper. J Mater Sci 54:1884–1897. https://doi.org/10.1007/s10853-018-2911-2
Xu F, Zhong L, Xu Y, Zhang C, Wang P, Zhang F, Zhang G (2019b) Synthesis of three novel amino acids-based flame retardants with multiple reactive groups for cotton fabrics. Cellulose 26:7537–7552. https://doi.org/10.1007/s10570-019-02599-3
Zhao X (2010) Synthesis and application of a durable phosphorus/silicon flame-retardant for cotton. J Text Inst 101:538–546. https://doi.org/10.1080/00405000802563677
Zhao P, Li X, Zhang M, Liu S, Liang W, Liu Y (2014) Highly flame-retarding cotton fabrics with a novel phosphorus/nitrogen intumescent flame retardant. Korean J Chem Eng 31:1592–1597. https://doi.org/10.1007/s11814-014-0095-2
Zhao P, Liu S, Xiong K, Wang W, Liu Y (2016) Highly flame retardancy of cotton fabrics with a novel phosphorus/nitrogen/silicon flame-retardant treating system. Fibers Polym 17:569–575. https://doi.org/10.1007/s12221-016-5316-3
Zheng D, Zhou J, Wang Y, Zhang F, Zhang G (2018) A reactive flame retardant ammonium salt of diethylenetriaminepenta(methylene-phosphonic acid) for enhancing flame retardancy of cotton fabrics. Cellulose 25:787–797. https://doi.org/10.1007/s10570-017-1543-z
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Liu, S., Wan, C., Chen, Y. et al. A novel high-molecular-weight flame retardant for cotton fabrics. Cellulose 27, 3501–3515 (2020). https://doi.org/10.1007/s10570-020-03020-0
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DOI: https://doi.org/10.1007/s10570-020-03020-0