Abstract
The conversion of solid chitin into liquid low-molecular-weight polyol compounds using liquefaction technology can realize the high-value utilization of shrimp and crab shell marine waste. In this study, chitin liquefaction was conducted using sulfuric acid as the catalyst and propanetriol and polyethylene glycol as the liquefying agents. Thereafter, the acid number, hydroxyl value, viscosity and molecular weight of the chitin liquefaction product were tested and characterized. A polyurethane foam with low thermal conductivity and high mechanical strength was successfully synthesized. The preparation process was regulated by reacting the hydroxyl group that is abundant in chitin liquefaction with isocyanate instead of polyether polyol. Moreover, adding dimethyl methyl phosphate into the polyurethane to prepare flame retardant polyurethane foam. The flame retardance and thermal-insulation properties of the polyurethane foam synthesized using the chitin liquefaction product are significantly better than those of traditional polyol polyurethane foam, which broadens the application scope of polyurethane foam.
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The data that support the findings of this study is available from the corresponding authors on request.
References
Haider MM, Jian G, Zhong T et al (2022) Insights into setting time, rheological and mechanical properties of chitin nanocrystals- and chitin nanofibers-cement paste. Cem Concr Compos 132:104623
Zhou Y, He Y, Lin X et al (2022) Sustainable, high-performance, and biodegradable plastics made from chitin. ACS Appl Mater Interfaces
Kadokawa J, Shimohigoshi R, Yamashita K et al (2015) Synthesis of chitin and chitosan stereoisomers by thermostable alpha-glucan phosphorylase-catalyzed enzymatic polymerization of alpha-D-glucosamine 1-phosphate. Org Biomol Chem 13(14):4336–4343
Yu TT, Soomro SA, Huang F et al (2020) Naturally or artificially constructed nanocellulose architectures for epoxy composites: A review. Nanotechnol Rev 9(1):1643–1659
Lv J, Lv X, Ma M et al (2022) Chitin and chitin-based biomaterials: A review of advances in processing and food applications. Carbohydr Polym 120142
Kozma M, Acharya B, Bissessur R (2022) Chitin, chitosan, and nanochitin: extraction, synthesis, and applications. Polymers 14(19)
Pierson Y, Chen X, Bobbink FD et al (2014) Acid-catalyzed chitin liquefaction in ethylene glycol. ACS Sustainable Chem Eng 2(8):2081–2089
Tran HTT, Deshan ADK, Doherty W et al (2022) Production of rigid bio-based polyurethane foams from sugarcane bagasse. Ind Crops Prod 188:115578
Li Y, Luo X, Hu S (2015) Introduction to Bio-based Polyols and Polyurethanes. In: Li Y, Luo X, Hu S (eds) Bio-based Polyols and Polyurethanes. Springer International Publishing, Cham, pp 1–13
Wang W, Wang D, Xia B et al (2022) Rigid polyurethane foams based on dextrin and glycerol. Ind Crops Prod 177:114479
Wang S-X, Zhao H-B, Rao W-H et al (2018) Inherently flame-retardant rigid polyurethane foams with excellent thermal insulation and mechanical properties. Polymer 153:616–625
Huang G, Yang T, He Z et al (2022) Polyurethane as a modifier for road asphalt: A literature review. Constr Build Mater 356:129058
Lubczak R, Szczęch D, Broda D et al (2021) Polyetherols and polyurethane foams from starch. Polym Test 93:106884
Polaczek K, Kurańska M, Prociak A (2022) Open-cell bio-polyurethane foams based on bio-polyols from used cooking oil. J Cleaner Prod 359:132107
Cao Z-J, Liao W, Wang S-X et al (2019) Polyurethane foams with functionalized graphene towards high fire-resistance, low smoke release, superior thermal insulation. Chem Eng J 361:1245–1254
Meng D, Wang K, Wang W et al (2022) A biomimetic structured bio-based flame retardant coating on flexible polyurethane foam with low smoke release and antibacterial ability. Chemosphere 137060
Zeng F, Men X, Chen M et al (2023) Molecular-micron multiscale toughening and flame retarding for polyurethane foams. Chem Eng J 454:140023
Wang S, Wang S, Shen M et al (2021) Biobased Phosphorus Siloxane-Containing Polyurethane Foam with Flame-Retardant and Smoke-Suppressant Performances. ACS Sustainable Chem Eng 9(25):8623–8634
Zhang S, Chu F, Zhou Y et al (2022) High-performance flexible polyurethane from renewable castor oil: Preparation, properties and mechanism. Compos Part A 159:107034
Quinteiro P, Gama NV, Ferreira A et al (2022) Environmental assessment of different strategies to produce rigid polyurethane foams using unrefined crude glycerol. J Cleaner Prod 371:133554
Jiang K, Chen W, Liu X et al (2022) Effect of bio-based polyols and chain extender on the microphase separation structure, mechanical properties and morphology of rigid polyurethane foams. Eur Polym J 179:111572
Li H, Wang B, Shui H et al (2022) Preparation of bio-based polyurethane hydroponic foams using 100% bio-polyol derived from Miscanthus through organosolv fractionation. Ind Crops Prod 181:114774
Somisetti V, Narayan R, Kothapalli R (2019) Multifunctional polyurethane coatings derived from phosphated cardanol and undecylenic acid based polyols. Prog Org Coat 134:91–102
Lu H, Dun C, Jariwala H et al (2022) Improvement of bio-based polyurethane and its optimal application in controlled release fertilizer. J Controlled Release 350:748–760
Malucelli G (2020) Flame-retardant systems based on chitosan and its derivatives: State of the art and perspectives. Molecules 25(18)
Zhang S, Liu X, Jin X et al (2018) The novel application of chitosan: Effects of cross-linked chitosan on the fire performance of thermoplastic polyurethane. Carbohydr Polym 189:313–321
Liu X, Guo J, Tang W et al (2019) Enhancing the flame retardancy of thermoplastic polyurethane by introducing montmorillonite nanosheets modified with phosphorylated chitosan. Compos Part A 119:291–298
Liu X, Sun J, Zhang S et al (2019) Effects of carboxymethyl chitosan microencapsulated melamine polyphosphate on the flame retardancy and water resistance of thermoplastic polyurethane. Polym Degrad Stab 160:168–176
Jiao CM, Li MX, Chen XL et al (2020) Flame retardancy and thermal decomposition behavior of TPU/chitosan composites. Polym Adv Technol 31(1):178–188
Liu X, Gu X, Sun J et al (2017) Preparation and characterization of chitosan derivatives and their application as flame retardants in thermoplastic polyurethane. Carbohydr Polym 167:356–363
Zemła M, Prociak A, Michałowski S (2022) Bio-based rigid polyurethane foams modified with phosphorus flame retardants. Polymers 14(1)
Zhang J, Xu WR, Zhang YC et al (2018) Liquefied chitin/polyvinyl alcohol based blend membranes: Preparation and characterization and antibacterial activity. Carbohydr Polym 180:175–181
Li M-E, Wang S-X, Han L-X et al (2019) Hierarchically porous SiO2/polyurethane foam composites towards excellent thermal insulating, flame-retardant and smoke-suppressant performances. J Hazard Mater 375:61–69
Kamarian S, Yu RW, Song JI (2022) Synergistic effects of halloysite nanotubes with metal and phosphorus additives on the optimal design of eco-friendly sandwich panels with maximum flame resistance and minimum weight. Nanotechnol Rev 11(1):252–265
Keshavarzian A, Haghighi MN, Afshar Taromi F et al (2020) Phosphorus-based flame retardant poly (butylene terephthalate): Synthesis, flame retardancy and thermal behavior. Polym Degrad Stab 180:109310
Ding Y, Su Y, Huang J et al (2021) Flame retardancy behaviors of flexible polyurethane foam based on reactive dihydroxy P-N-containing flame retardants. ACS Omega 6(25):16410–16418
Yuan B, Hu Y, Chen X et al (2017) Dual modification of graphene by polymeric flame retardant and Ni (OH)(2) nanosheets for improving flame retardancy of polypropylene. Compos Part A-Appl Sci Manuf 100:106–117
Liu B-W, Zhao H-B, Wang Y-Z (2022) Advanced flame-retardant methods for polymeric materials. Adv Mater 34(46):2107905
Xu W, Wang G, Zheng X (2015) Research on highly flame-retardant rigid PU foams by combination of nanostructured additives and phosphorus flame retardants. Polym Degrad Stab 111:142–150
Zhang J, Xu WR, Zhang YC et al (2020) In situ generated silica reinforced polyvinyl alcohol/liquefied chitin biodegradable films for food packaging. Carbohydr Polym 238
Liu X, Qin S, Li H et al (2019) Combination intumescent and kaolin-filled multilayer nanocoatings that reduce polyurethane flammability. Macromol Mater Eng 304(2):1800531
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The authors are grateful for the financial support by the National Natural Science Foundation of China (NSFC) (21978059)
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Chen, F., Wang, C., Liu, X. et al. Flame-retardant properties of chitin liquefaction-based polyurethane foam. J Polym Res 30, 143 (2023). https://doi.org/10.1007/s10965-023-03521-z
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DOI: https://doi.org/10.1007/s10965-023-03521-z