Abstract
A novel polymeric flame retardant, PBPP2, for polylactide (PLA) was synthesized via a two-step polymerization process. The flame retardancy of neat PLA and flame-retarded PLA films prepared via solution casting method with different PBPP2 ratios was then investigated. When only the 3 wt% PBPP2 was added to PLA, the limiting oxygen index was increased from 23 to 30%. Additionally, the required V-0 rating was achieved compared to neat PLA. It was also found that PBPP2 increases the maximum thermal decomposition temperature of PLA, indicating that 3 wt% of PBPP2 is sufficient to improve flame retardancy and thermal stability on PLA, simultaneously. From both the decrease in Tm and the increase in elongation for PLA with the 3 wt% addition of PBPP2, PBPP2 could be considered to also function as a plasticizer on PLA.
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Álvarez-Chávez CR, Edwards S, Moure-Eraso R, Geiser K (2012) Sustainability of bio-based plastics: general comparative analysis and recommendations for improvement. J Clean Prod 23:47–56
Arikan EB, Ozsoy HD (2015) A review: investigation of bioplastics. J Civ Eng Archit 9:188–192
Siracusa V, Rocculi P, Romani S, Rosa MD (2008) Biodegradable polymers for food packaging: a review. Trends Food Sci Technol 19:634–643
Kale G, Kijchavengkul T, Auras R, Rubino M, Selke SE, Singh SP (2007) Compostability of bioplastic packaging materials: an overview. Macromol Biosci 7:255–277
Nampoothiri KM, Nair NR, John RP (2010) An overview of the recent developments in polylactide (PLA) research. Bioresour Technol 101:8493–8501
Llorens E, del Valle LJ, Puiggali J (2015) Electrospun scaffolds of polylactide with a different enantiomeric content and loaded with anti-inflammatory and antibacterial drugs. Macromol Res 23:636–648
Garlotta DJ (2001) A literature review of poly (lactic acid). Polym Environ 9(2):63–84
Cheng KC, Chang SC, Lin YH, Wang CC (2015) Mechanical and flame retardant properties of polylactide composites with hyperbranched polymers. Compos Sci Technol 118:186–192
Auras R, Harte B, Selke S (2004) An overview of polylactides as packaging materials. Macromol Biosci 4:835–864
Shirali H, Rafizadeh M, Taromi FA (2015) Effect of incorporating bis(2-hydroxyethyl) terephthalate on thermal and mechanical properties and degradability of poly(butylene succinate). Macromol Res 23:755–764
Song YP, Wang DY, Wang XL, Lin L, Wang YZ (2011) A method for simultaneously improving the flame retardancy and toughness of PLA. Polym Adv Technol 22:2295–2301
Shah AA, Hasan F, Hameed A, Ahmed S (2008) Biological degradation of plastics: a comprehensive review. Biotechnol Adv 26:246–265
Shukor F, Hassan A, Islam MS, Mokhtar M, Hassan M (2014) Effect of ammonium polyphosphate on flame retardancy, thermal stability and mechanical properties of alkali treated kenaf fiber filled PLA biocomposites. Mater Des 54:425–429
Huang LP, ** B, Lant P, Zhou J (2005) Simultaneous saccharification and fermentation of potato starch wastewater to lactic acid by Rhizopus oryzae and Rhizopus arrhizus. Biochem Eng J 23:265–276
Lee HY, Cha SH (2017) Enhancement of self-healing property by introducing ethylene glycol group into thermally reversible Diels–Alder reaction based self-healable materials. Macromol Res 25:640–647
Cheng KC, Lin YH, Guo W, Chuang TH, Chang SC, Wang SF, Don TM (2015) Flammability and tensile properties of polylactide nanocomposites with short carbon fibers. J Mater Sci 50:1605–1612
Nishida H, Fan Y, Mori T, Oyagi N, Shirai Y, Endo T (2005) Feedstock recycling of flame-resisting poly (lactic acid)/aluminum hydroxide composite to L, L-lactide. Ind Eng Chem Res 44:1433–1437
Wei LL, Wang DY, Chen HB, Chen L, Wang XL, Wang YZ (2011) Effect of a phosphorus-containing flame retardant on the thermal properties and ease of ignition of poly (lactic acid). Polym Degrad Stab 96:1557–1561
Costes L, Laoutid F, Khelifa F, Rose G, Brohez S, Delvosalle C, Dubois P (2016) Cellulose/phosphorus combinations for sustainable fire retarded polylactide. Eur Polym J 74:218–228
Cheng XW, Guan JP, Tang RC, Liu KQ (2016) Improvement of flame retardancy of poly(lactic acid) nonwoven fabric with a phosphorus-containing flame retardant. J Ind Text 46:914–928
Cheng XW, Guan JP, Tang RC, Liu KQ (2016) Phytic acid as a bio-based phosphorus flame retardant for poly(lactic acid) nonwoven fabric. J Clean Prod 124:114–119
Hoang D, Kim J (2008) Synthesis and applications of biscyclic phosphorus flame retardants. Polym Degrad Stab 93:36–42
Lu SY, Hamerton I (2002) Recent developments in the chemistry of halogen-free flame retardant polymers. Prog Polym Sci 27:1661–1712
Levchik SV, Weil ED (2006) A review of recent progress in phosphorus-based flame retardants. J Fire Sci 24:345–364
Veen IVD, Boer JD (2012) Phosphorus flame retardants: properties, production, environmental occurrence, toxicity and analysis. Chemosphere 88:1119–1153
Liao F, Zhou L, Ju Y, Yang Y, Wang X (2014) Synthesis of a novel phosphorus–nitrogen–silicon polymeric flame retardant and its application in poly (lactic acid). Ind Eng Chem Res 53:10015–10023
Zhang R, **ao X, Tai Q, Huang H, Hu Y (2012) Modification of lignin and its application as char agent in intumescent flame-retardant poly (lactic acid). Polym Eng Sci 52:2620–2626
Zhang R, **ao X, Tai Q, Huang H, Yang J, Hu Y (2012) Preparation of lignin–silica hybrids and its application in intumescent flame-retardant poly(lactic acid) system. High Perform Polym 24:738–746
Lim KS, Bee ST, Sin LT, Tee TT, Ratnam CT, Hui D, Rahmat AR (2016) A review of application of ammonium polyphosphate as intumescent flame retardant in thermoplastic composites. Compos Part B 84:155–174
Li S, Yuan H, Yu T, Yuan W, Ren J (2009) Flame-retardancy and anti-drip** effects of intumescent flame retardant incorporating montmorillonite on poly (lactic acid). Polym Adv Technol 20:1114–1120
Wang X, Li Y, Liao W, Gu J, Li D (2008) A new intumescent flame-retardant: preparation, surface modification, and its application in polypropylene. Polym Adv Technol 19:1055–1061
Réti C, Casetta M, Duquesne S, Bourbigot S, Delobel R (2008) Flammability properties of intumescent PLA including starch and lignin. Polym Adv Technol 19:628–635
Zhan J, Song L, Nie S, Hu Y (2009) Combustion properties and thermal degradation behavior of polylactide with an effective intumescent flame retardant. Polym Degrad Stab 94:291–296
Kiuchi Y, Lji M, Yanagisawa T, Shukichi T (2014) Flame-retarding polylactic-acid composite formed by dual use of aluminum hydroxide and phenol resin. Polym Degrad Stab 109:336–342
Shin BS, Jung ST, Jeun JP, Kim HB, Oh SH, Kang PH (2012) A study on flammability and mechanical properties of HDPE/EPDM/boron carbide/triphenyl phosphate blends with compatibilizer. Polym Korea 36:549–554
Hu X, Guo Y, Chen L, Wang X, Li L, Wang Y (2012) A novel polymeric intumescent flame retardant: synthesis, thermal degradation mechanism and application in ABS copolymer. Polym Degrad Stab 97:1772–1778
Liu W, Chen DQ, Wang YZ, Wang DY, Qu MH (2007) Char-forming mechanism of a novel polymeric flame retardant with char agent. Polym Degrad Stab 92:1046–1052
Gordon SH, Cao X, Mohamed A, Willett JL (2005) Infrared spectroscopy method reveals hydrogen bonding and intermolecular interaction between components in polymer blends. J Appl Polym Sci 97:813–821
Du L, Qu B, Xu Z (2006) Flammability characteristics and synergistic effect of hydrotalcite with microencapsulated red phosphorus in halogen-free flame retardant EVA composite. Polym Degrad Stab 91:995–1001
Lin HJ, Liu SR, Han LJ, Wang XM, Bian YJ, Dong LS (2013) Effect of a phosphorus-containing oligomer on flame-retardant, rheological and mechanical properties of poly (lactic acid). Polym Degrad Stab 98:1389–1396
Cullis CF, Hirschler MM (1984) Char formation from polyolefins. Correlations with low-temperature oxygen uptake and with flammability in the presence of metal halogen systems. Eur Polym J 20:53–60
Liao F, Ju Y, Dai X, Cao Y, Li J, Wang X (2015) A novel efficient polymeric flame retardant for poly (lactic acid)(PLA): synthesis and its effects on flame retardancy and crystallization of PLA. Polym Degrad Stab 120:251–261
Morgan AB, Harris RH Jr, Kashiwagi T, Chyall LJ, Gilman JW (2002) Flammability of polystyrene layered silicate (clay) nanocomposites: carbonaceous char formation. Fire Mater 26:247–253
Kashiwagi T, Shields JR, Harris RH Jr, Davis RD (2003) Flame-retardant mechanism of silica: effects of resin molecular weight. J Appl Polym Sci 87:1541–1553
Yuan Y, Yang H, Yu B, Shi Y, Wang W, Song L, Hu Y, Zhang Y (2016) Phosphorus and nitrogen-containing polyols: synergistic effect on the thermal property and flame retardancy of rigid polyurethane foam composites. Ind Eng Chem Res 55:10813–10822
Wu D, Wu L, Zhang M, Zhao Y (2008) Viscoelasticity and thermal stability of polylactide composites with various functionalized carbon nanotubes. Polym Degrad Stab 93:1577–1584
Bugajny M, Bourbigot S, Bras ML, Delobel R (1999) The origin and nature of flame retardance in ethylene-vinyl acetate copolymers containing hostaflam AP 750. Polym Int 48:264–270
Song L, Xuan S, Wang X, Hu Y (2012) Flame retardancy and thermal degradation behaviors of phosphate in combination with POSS in polylactide composites. Thermochim Acta 527:1–7
Levchik SV, Weil ED (2005) Flame retardancy of thermoplastic polyesters—a review of the recent literature. Polym Int 54:11–35
Lin H, Han L, Dong L (2014) Thermal degradation behavior and gas phase flame-retardant mechanism of polylactide/PCPP blends. J Appl Polym Sci 131:40480
Maiza M, Benaniba MT, Quintard G, Massardier-Nageotte V (2015) Biobased additive plasticizing polylactic acid (PLA). Polimeros 25:581–590
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This work was supported by Kyonggi University Research Grant 2016.
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Sim, MJ., Cha, SH. Efficient polymeric phosphorus flame retardant: flame retardancy, thermal property, and physical property on polylactide. Polym. Bull. 76, 3463–3479 (2019). https://doi.org/10.1007/s00289-018-2558-9
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DOI: https://doi.org/10.1007/s00289-018-2558-9