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Polylactic acid

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659:, chain extending and introducing crosslink structures have been used to enhance the mechanical properties of PLA polymers. Annealing has been shown to significantly increase the degree of crystallinity of PLA polymers. In one study, increasing the duration of annealing directly affected thermal conductivity, density, and the glass transition temperature. Structural changes from this treatment further improved characteristics such as compressive strength and rigidity by nearly 80%. Processes such as this may boost PLA’s presence in the plastics market, as improving the mechanical properties will be important to replace current petroleum-derived plastics. It has also been demonstrated that the addition of a PLA-based, cross-linked nucleating agent improved the degree of crystallinity of the final PLA material. Alongside the use of the nucleating agent, annealing was shown to further improve the degree of crystallinity and, therefore, the toughness and 679:
increasing molecular weight is by introducing branches of the same polymer chain onto the backbone. Through characterization of a branched and linear grade PLA, branched PLA leads to faster crystallization. Furthermore, the branched PLA experiences much longer relaxation times at low shear rates, contributing to higher viscosity than the linear grade. This is presumed to be from high molecular weight regions within the branched PLA. However, the branched PLA was observed to shear thin more strongly, leading to a much lower viscosity at high shear rates. Understanding properties such as these are crucial when determining optimal processing conditions for materials, and that simple changes to the structure can alter its behavior dramatically.
941: 1011: 483: 113: 968: 782: 40: 4008: 180: 1159: 824:, housings for kitchen appliances and electronics such as laptops and handheld devices, and microwavable trays. (However, PLA is not suitable for microwavable containers because of its low glass transition temperature.) It is used for compost bags, food packaging and loose-fill packaging material that is cast, injection molded, or spun. In the form of a film, it shrinks upon heating, allowing it to be used in 956: 4014: 183: 744: 785: 185: 789: 788: 784: 783: 790: 787: 184: 1207:
conditions (58 °C (136 °F)), PLA can partly (about half) decompose into water and carbon dioxide in 60 days, after which the remainder decomposes much more slowly, with the rate depending on the material's degree of crystallinity. Environments without the necessary conditions will see very
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7 ("others") is applicable for PLA. In Belgium, Galactic started the first pilot unit to chemically recycle PLA (Loopla). Unlike mechanical recycling, waste material can hold various contaminants. Polylactic acid can be chemically recycled to monomer by thermal depolymerization or hydrolysis. When
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at high stress levels. An effort to increase the elongation at break for PLA has been underway, especially to bolster PLA’s presence as a commodity plastic and improve the bioplastics landscape. For example, PLLA biocomposites have been of interest to improve these mechanical properties. By mixing
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is required to drive the reaction toward polycondensation. Molecular weights of 130 kDa can be obtained this way. Even higher molecular weights can be attained by carefully crystallizing the crude polymer from the melt. Carboxylic acid and alcohol end groups are thus concentrated in the amorphous
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Backbone architecture of PLA and its effect on crystallization kinetics has also been investigated, specifically to better understand the most suitable processing conditions for PLA. The molecular weight of polymer chains can play a significant role in the mechanical properties. One method of
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The direct condensation of lactic acid monomers can also be used to produce PLA. This process needs to be carried out at less than 200 °C; above that temperature, the entropically favored lactide monomer is generated. This reaction generates one equivalent of water for every condensation
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PLA can degrade into innocuous lactic acid, making it suitable for use as medical implants in the form of anchors, screws, plates, pins, rods, and mesh. Depending on the type used, it breaks down inside the body within 6 months to 2 years. This gradual degradation is desirable for a support
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compared to pure PLLA, indicating improved nucleation density and also contributing to an increase of elongation at break from 6% in pure PLLA to 140-190% in the biocomposites. Biocomposites such as these are of great interest for food packaging because of their improved strength and
607:-lactide). PDLA and PLLA form a highly regular stereocomplex with increased crystallinity. The temperature stability is maximised when a 1:1 blend is used, but even at lower concentrations of 3–10% of PDLA, there is still a substantial improvement. In the latter case, PDLA acts as a 1088:
The degradation rate is very slow in ambient temperatures. A 2017 study found that at 25 °C (77 °F) in seawater, PLA showed no loss of mass over a year, but the study did not measure breakdown of the polymer chains or water absorption. As a result, it degrades poorly in
568:("lac-OCA"), a five-membered cyclic compound has been used academically as well. This compound is more reactive than lactide, because its polymerization is driven by the loss of one equivalent of carbon dioxide per equivalent of lactic acid. Water is not a co-product. 983: 603:. The melting temperature of PLLA can be increased by 40–50 °C and its heat deflection temperature can be increased from approximately 60 °C to up to 190 °C by physically blending the polymer with PDLA (poly- 989: 988: 985: 984: 1238:
during incineration. PLA can be combusted with no remaining residue. This and other results suggest that incineration is an environmentally friendly disposal of waste PLA. Upon being incinerated, PLA can release carbon
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PLA-printed solids can be encased in plaster-like moulding materials, then burned out in a furnace, so that the resulting void can be filled with molten metal. This is known as "lost PLA casting", a type of
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of the material. This example reveals the ability to utilize multiple of these processes to reinforce the mechanical properties of PLA. Polylactic acid can be processed like most thermoplastics into
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PLLA is used to stimulate collagen synthesis in fibroblasts via foreign body reaction in the presence of macrophages. Macrophages act as a stimulant in secretion of cytokines and mediators such as
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Urayama H, Kanamori T, Fukushima K, Kimura Y (1 September 2003). "Controlled crystal nucleation in the melt-crystallization of poly(l-lactide) and poly(l-lactide)/poly(d-lactide) stereocomplex".
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temperatures, making them undesirable because of low strength and melting point. A stereocomplex of PDLA and PLLA has a higher glass transition temperature, lending it more mechanical strength.
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structure, because it gradually transfers the load to the body (e.g., to the bone) as that area heals. The strength characteristics of PLA and PLLA implants are well documented.
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In the form of fibers, PLA is used for monofilament fishing line and netting for vegetation and weed prevention. It is used for sandbags, planting pots, binding tape and ropes .
1203:: PLA is biodegradable under industrial composting conditions, starting with chemical hydrolysis process, followed by microbial digestion, to ultimately degrade the PLA. Under 4339: 1010: 3624:
Pantani R, Sorrentino A (2013). "Influence of crystallinity on the biodegradation rate of injection-moulded poly(lactic acid) samples in controlled composting conditions".
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Sato S, Gondo D, Wada T, Kanehashi S, Nagai K (2013). "Effects of Various Liquid Organic Solvents on Solvent-Induced Crystallization of AMorphous Poly(lactic acid) Film".
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Pavia FC, La Carrubba V, Piccarolo S, Brucato V (August 2008). "Polymeric scaffolds prepared via thermally induced phase separation: tuning of structure and morphology".
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Lam CX, Olkowski R, Swieszkowski W, Tan KC, Gibson I, Hutmacher DW (2008). "Mechanical and in vitro evaluations of composite PLDLLA/TCP scaffolds for bone engineering".
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Giordano RA, Wu BM, Borland SW, Cima LG, Sachs EM, Cima MJ (1997). "Mechanical properties of dense polylactic acid structures fabricated by three dimensional printing".
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Vert M, Chen J, Hellwich KH, Hodge P, Nakano T, Scholz C, et al. "Nomenclature and Terminology for Linear Lactic Acid-Based Polymers (IUPAC Recommendations 2019)".
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Chien YC, Liang C, Liu SH, Yang SH (July 2010). "Combustion kinetics and emission characteristics of polycyclic aromatic hydrocarbons from polylactic acid combustion".
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Urayama H, Ma C, Kimura Y (July 2003). "Mechanical and Thermal Properties of Poly(L-lactide) Incorporating Various Inorganic Fillers with Particle and Whisker Shapes".
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Another method devised is by contacting lactic acid with a zeolite. This condensation reaction is a one-step process, and runs about 100 °C lower in temperature.
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Trimaille T, Pichot C, Elaissari A, Fessi H, Briançon S, Delair T (1 November 2003). "Poly(d,l-lactic acid) nanoparticle preparation and colloidal characterization".
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Farah S, Anderson DG, Langer R (December 2016). "Physical and mechanical properties of PLA, and their functions in widespread applications - A comprehensive review".
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The high surface energy of PLA results in good printability, making it widely used in 3D printing. The tensile strength for 3D printed PLA was previously determined.
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of PDLA is slower than for PLA due to the higher crystallinity of PDLA. The flexural modulus of PLA is higher than polystyrene and PLA has good heat sealability.
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Iovino R, Zullo R, Rao MA, Cassar L, Gianfreda L (2008). "Biodegradation of poly(lactic acid)/starch/coir biocompositesunder controlled composting conditions".
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Simmons H, Tiwary P, Colwell JE, Kontopoulou M (August 2019). "Improvements in the crystallinity and mechanical properties of PLA by nucleation and annealing".
1321: 986: 626:, the material is very brittle and results in less than 10% elongation at break. Furthermore, this limits PLA’s use in applications that require some level of 2118:
Tsuji H (1 January 1995). "Properties and morphologies of poly(l-lactide): 1. Annealing condition effects on properties and morphologies of poly(l-lactide)".
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and household composts, but is effectively digested in hotter industrial composts, usually degrading best at temperatures of over 60 °C (140 °F).
919:, which stimulate the fibroblast to secrete collagen into the surrounding tissue. Therefore, PLLA has potential applications in the dermatological studies. 1597: 194: 3654: 552:
PLA which has been found to show crystallinity. The degree of crystallinity, and hence many important properties, is largely controlled by the ratio of
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Jung YK, Kim TY, Park SJ, Lee SY (January 2010). "Metabolic engineering of Escherichia coli for the production of polylactic acid and its copolymers".
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Theoretical Strength Comparison of Bioabsorbable (PLLA) Plates and Conventional Stainless Steel and Titanium Plates Used in Internal Fracture Fixation
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Nunes RW, Martin JR, Johnson JF (March 1982). "Influence of molecular weight and molecular weight distribution on mechanical properties of polymers".
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is widely used because of its ease of access and low risk. It is useful in 3D printers for cleaning the extruder heads and for removing PLA supports.
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standard nomenclature, which is "poly(lactic acid)". The name "polylactic acid" is potentially ambiguous or confusing, because PLA is not a polyacid (
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Södergård A, Stolt M (2010). "3. Industrial Production of High Molecular Weight Poly(Lactic Acid)". In Auras R, Lim LT, Selke SE, Tsuji H (eds.).
1058:: A complex phenomenon leading to the appearance of different compounds such as lighter molecules and linear and cyclic oligomers with different 385:, due to its low melting point, high strength, low thermal expansion, and good layer adhesion, although it possesses poor heat resistance unless 208: 1878:
Fiore GL, Jing F, Young Jr VG, Cramer CJ, Hillmyer MA (2010). "High Tg Aliphatic Polyesters by the Polymerization of Spirolactide Derivatives".
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Sun C, Wei S, Tan H, Huang Y, Zhang Y (October 2022). "Progress in upcycling polylactic acid waste as an alternative carbon source: A review".
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PLA is used for automotive parts such as floor mats, panels, and covers. Its heat resistance and durability are inferior to the widely used
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Li BH, Yang MC (2006). "Improvement of thermal and mechanical properties of poly(L-lactic acid) with 4,4-methylene diphenyl diisocyanate".
1245:: the least preferable option is landfilling because PLA degrades very slowly in ambient temperatures, often as slowly as other plastics. 4748: 1097: 3032: 4325: 3832: 595:
2.7–16 GPa. Heat-resistant PLA can withstand temperatures of 110 °C. The basic mechanical properties of PLA are between those of
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Di Y, Iannace S, Di Maio E, Nicolais L (4 November 2005). "Reactively Modified Poly(lactic acid): Properties and Foam Processing".
1412:"Perspective on Polylactic Acid (PLA) based Sustainable Materials for Durable Applications: Focus on Toughness and Heat Resistance" 482: 2982:"Investigating the Effect of Biomaterials Such as Poly-(l-Lactic Acid) Particles on Collagen Synthesis In Vitro: Method Is Matter" 1163: 1104:(FBS) (a solution mimicking body fluid). After 30 days of submersion in DMEM+FBS, a PLLA scaffold lost about 20% of its weight. 4718: 3857: 1255: 916: 848: 2769: 4738: 4610: 4589: 4486: 4240: 2456:
Dorgan JR, Lehermeier H, Mang M (January 2000). "Thermal and Rheological Properties of Commercial-Grade Poly(Lactic Acid)s".
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Thanks to its bio-compatibility and biodegradability, PLA found interest as a polymeric scaffold for drug delivery purposes.
561: 377:. Its widespread application has been hindered by numerous physical and processing shortcomings. PLA is the most widely used 2927:
Ray S, Adelnia H, Ta HT (September 2021). "Collagen and the effect of poly-l-lactic acid based materials on its synthesis".
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Södergård A, Stolt M (February 2002). "Properties of lactic acid based polymers and their correlation with composition".
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Gorrasi G, Pantani R (2017). "Hydrolysis and Biodegradation of Poly(lactic acid)". In Di Lorenzo ML, Androsch R (eds.).
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Guo SZ, Yang X, Heuzey MC, Therriault D (2015). "3D printing of a multifunctional nanocomposite helical liquid sensor".
1443: 640: 636: 3681:"End of Life Options for Bioplastics – Recycling, Energy, Composting, Landfill - Bioplastics Guide | Bioplastics Guide" 2231:
Hu X, Xu HS, Li ZM (4 May 2007). "Morphology and Properties of Poly(L-Lactide) (PLLA) Filled with Hollow Glass Beads".
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Lunt J (3 January 1998). "Large-scale production, properties and commercial applications of polylactic acid polymers".
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standards. However, certain isomers of PLA such as PLLA or PDLA have been shown to have varying rates of degradation.
851:. Such blends have good form stability and visual transparency, making them useful in low-end packaging applications. 345: 91: 2716: 1525:
Martin O, Avérous L (2001). "Poly(lactic acid): plasticization and properties of biodegradable multiphase systems".
1329: 1068:: UV radiation induces degradation. This is a factor mainly where PLA is exposed to sunlight in its applications in 847:
PLA has applications in engineering plastics, where the stereocomplex is blended with a rubber-like polymer such as
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slow decomposition akin to that of non-bioplastics, not fully decomposing for hundreds or thousands of years.
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also softens the surface of PLA, making it sticky without dissolving it, for welding to another PLA surface.
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can be used, but it has a distinct fish odor and is less safe than ethyl acetate. PLA is also soluble in hot
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Nugroho P, Mitomo H, Yoshii F, Kume T (1 May 2001). "Degradation of poly(l-lactic acid) by γ-irradiation".
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purified, the monomer can be used for the manufacturing of virgin PLA with no loss of original properties (
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PLA polymers range from amorphous glassy polymer to semi-crystalline and highly crystalline polymer with a
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enantiomers used, and to a lesser extent on the type of catalyst used. Apart from lactic acid and lactide,
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region of the solid polymer, and so they can react. Molecular weights of 128–152 kDa are obtainable thus.
457: 3568:. Advances in Polymer Science. Vol. 279. Cham: Springer International Publishing. pp. 119–151. 897:-lactide) (PLDLLA) with tricalcium phosphate (TCP) is used as PLDLLA/TCP scaffolds for bone engineering. 4686: 4390: 4035: 1204: 1146: 1055: 1031: 498: 325: 858:(PP), but its properties are improved by means such as capping of the end groups to reduce hydrolysis. 1133: 432:
Several industrial routes afford usable (i.e. high molecular weight) PLA. Two main monomers are used:
4723: 4406: 4401: 4374: 4292: 3766: 3715: 3514: 3503:"Comparative property analysis of fused filament fabrication PLA using fresh and recycled feedstocks" 3354: 3201: 3113: 3066: 2504: 2004: 1632: 817: 627: 521:-lactide). Progress in biotechnology has resulted in the development of commercial production of the 378: 267: 108: 4728: 4536: 4297: 4220: 4134: 4086: 3684: 2659: 1993:"Increase the elongation at break of poly (lactic acid) composites for use in food packaging films" 1843:
Middleton JC, Tipton AJ (December 2000). "Synthetic biodegradable polymers as orthopedic devices".
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of the PLA, reducing its stereoregularity compared to the starting material (usually corn starch).
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Dash A, Kabra S, Misra S, Hrishikeshan G, Singh RP, Patterson AE, et al. (1 November 2022).
3378: 2962: 2876: 2747: 2633: 2291: 2213: 1760: 1717: 1656: 1620: 1484: 1269: 1101: 800: 733: 374: 366: 3102:"Properties of crosslinked polylactides (PLLA & PDLA) by radiation and its biodegradability" 592: 3401:"Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex" 4681: 4647: 4567: 4379: 4201: 4119: 3818: 3731: 3577: 3483: 3432: 3370: 3310:"Poly(lactic acid) Degradation into Methyl Lactate Catalyzed by a Well-Defined Zn(II) Complex" 3290: 3229: 3170: 3129: 3082: 3013: 2954: 2839: 2814: 2567: 2532: 2473: 2438: 2377: 2326: 2283: 2248: 2205: 2170: 2135: 2100: 2065: 2030: 1973: 1938: 1860: 1798: 1752: 1648: 1568: 1235: 828:. In the form of fibers, it is used for monofilament fishing line and netting. In the form of 4572: 4267: 4169: 4144: 4076: 3942: 3937: 3882: 3774: 3723: 3633: 3606: 3569: 3522: 3473: 3463: 3422: 3412: 3362: 3321: 3282: 3219: 3209: 3160: 3121: 3074: 3003: 2993: 2944: 2936: 2907: 2868: 2806: 2625: 2594: 2559: 2522: 2512: 2465: 2430: 2395: 2367: 2357: 2318: 2275: 2240: 2197: 2162: 2127: 2092: 2057: 2020: 2012: 1965: 1928: 1918: 1887: 1852: 1825: 1790: 1744: 1709: 1640: 1560: 1534: 1507: 1476: 1423: 1284: 1065: 923: 683: 660: 619: 608: 584: 150: 63: 4436: 4422: 4287: 4174: 4164: 3637: 3610: 1480: 1001: 829: 771: 767: 717: 623: 529: 397: 3149:"Poly(lactic acid)-Mass production, processing, industrial applications, and end of life" 1218:
without producing chlorine-containing chemicals or heavy metals because it contains only
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Poly(Lactic Acid): Synthesis, Structures, Properties, Processing, and Applications
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Poly(Lactic Acid): Synthesis, Structures, Properties, Processing, and Applications
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Castro-Aguirre E, Iñiguez-Franco F, Samsudin H, Fang X, Auras R (December 2016).
2912: 2895: 1052:: The ester groups of the main chain are cleaved, thus reducing molecular weight. 1034:
conditions but not in home compost, based off of the results of tests done using
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Román-Ramírez LA, McKeown P, Shah C, Abraham J, Jones MD, Wood J (June 2020).
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PLLA is under investigation as a scaffold that can generate a small amount of
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PLLA with poly (3-hydroxy butyrate) (PHB), cellulose nano crystal (CNC) and a
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PLA has become a popular material due to it being economically produced from
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Although the name "polylactic acid" is widely used, it does not comply with
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polymer, but has a significantly lower maximum continuous use temperature.
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nature of lactic acid, several distinct forms of polylactide exist: poly-
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McKeown P, Román-Ramírez LA, Bates S, Wood J, Jones MD (November 2019).
3286: 2998: 2949: 2740:"Does Acetone also work for welding and smoothing PLA 3D printed parts?" 1362: 635:(TBC), a drastic improvement of mechanical properties were shown. Using 4669: 4546: 4518: 4447: 4349: 4071: 3841: 3573: 3100:
Quynh TM, Mitomo H, Nagasawa N, Wada Y, Yoshii F, Tamada M (May 2007).
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The monomer is typically made from fermented plant starch such as from
349: 129: 2598: 2016: 1748: 3190:"Fate of So-Called Biodegradable Polymers in Seawater and Freshwater" 1619:
Dusselier M, Van Wouwe P, Dewaele A, Jacobs PA, Sels BF (July 2015).
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The direct biosynthesis of PLA, in a manner similar to production of
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Although PLA performs mechanically similar to PET for properties of
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Except where otherwise noted, data are given for materials in their
1322:"Material Properties of Polylactic Acid (PLA), Agro Based Polymers" 794:
A corn form 3D printed using corn-derivative PLA (polylactic acid).
548:), which is amorphous. Use of stereospecific catalysts can lead to 3033:"Electric knee implants could help millions of arthritis patients" 946: 780: 742: 664: 393: 3394: 3392: 1180:: which can be either chemical or mechanical. Currently, the SPI 3907: 3308:
Román-Ramírez LA, Mckeown P, Jones MD, Wood J (4 January 2019).
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Barkhad MS, Abu-Jdayil B, Mourad AH, Iqbal MZ (September 2020).
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with loss of water (hence its name). It can also be prepared by
4321: 3814: 3551:"Chemical recycling closes the LOOPLA for cradle-to-cradle PLA" 2685: 1230:
atoms. Since it does not contain chlorine it does not produce
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processes) and film. PLA has similar mechanical properties to
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PLA samples of various molecular weights were degraded into
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PLA is used in a large variety of consumer products such as
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150 to 160 °C (302 to 320 °F; 423 to 433 K)
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Bagheri AR, Laforsch C, Greiner A, Agarwal S (July 2017).
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Kricheldorf HR, Jonté JM (1983). "New polymer syntheses".
1381:"Bioplastics - Study: Market, Analysis, Trends - Ceresana" 1173:
Four possible end-of-life scenarios are the most common:
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effect that stimulates the growth of mechanically robust
369:. In 2021, PLA had the highest consumption volume of any 178: 3566:
Synthesis, Structure and Properties of Poly(lactic acid)
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Luo F, Fortenberry A, Ren J, Qiang Z (20 August 2020).
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PLA objects can be fabricated by 3D printing, casting,
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Journal of the Air & Waste Management Association
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Tokiwa Y, Calabia BP, Ugwu CU, Aiba S (August 2009).
1111:(a green solvent) by using a metal complex catalyst. 4640: 4603: 4560: 4517: 4479: 4446: 4415: 4361: 4310: 4255: 4200: 4193: 4105: 4064: 4021: 3848: 3655:"How long does it take for plastics to biodegrade?" 2834:Nazre A, Lin S (1994). Harvey JP, Games RF (eds.). 1114:PLA can also be degraded by some bacteria, such as 440:. The most common route to PLA is the ring-opening 509:) is the product resulting from polymerization of 2801:Auras R, Lim LT, Selke SE, Tsuji H, eds. (2010). 1189:). End-of-life PLA can be chemically recycled to 1045:PLA is degraded abiotically by three mechanisms: 1030:PLA is generally considered to be compostable in 540:-lactides usually leads to the synthesis of poly- 3275:Journal of Biomedical Materials Research. Part A 2552:Journal of Biomaterials Science. Polymer Edition 362:, the cyclic dimer of the basic repeating unit. 3405:Industrial & Engineering Chemistry Research 751:PLA is used as a feedstock material in desktop 697:PLA is soluble in a range of organic solvents. 611:, thereby increasing the crystallization rate. 182: 62: 2894:Bose S, Vahabzadeh S, Bandyopadhyay A (2013). 1462: 1460: 1000:using a conductive mixture of polylactide and 904:-lactic acid (PLLA) is the main ingredient in 460:. The metal-catalyzed reaction tends to cause 4333: 3826: 1352:"Polylactic Acid. Material Safety Data Sheet" 1096:Pure PLA foams are selectively hydrolysed in 908:, a facial volume enhancer used for treating 8: 3456:International Journal of Molecular Sciences 2896:"Bone tissue engineering using 3D printing" 1550: 1548: 1416:ACS Sustainable Chemistry & Engineering 4340: 4326: 4318: 4197: 3833: 3819: 3811: 2709:"Dichloromethane Vapor Treating PLA parts" 2614:"A Literature Review of Poly(Lactic Acid)" 655:agents, forming composites with fibers or 639:(POM), the PLLA biocomposites had smaller 111: 31: 3526: 3477: 3467: 3426: 3416: 3325: 3223: 3213: 3164: 3007: 2997: 2948: 2911: 2526: 2516: 2371: 2361: 2024: 1932: 1922: 1427: 1410:Nagarajan V, Mohanty AK, Misra M (2016). 1316: 1314: 373:of the world, although it is still not a 2796: 2794: 2792: 2790: 2311:Macromolecular Materials and Engineering 2233:Macromolecular Materials and Engineering 2155:Macromolecular Materials and Engineering 1296:– biologically derived coating materials 1157: 1136:, can also degrade PLA. Enzymes such as 976:made of PLA. Peppermint tea is enclosed. 2774:Make: DIY Projects and Ideas for Makers 2618:Journal of Polymers and the Environment 2458:Journal of Polymers and the Environment 1590:"Cheaper, greener, route to bioplastic" 1310: 936: 107: 3923:Polyethylene terephthalate (PET, PETE) 1326:Matbase - Material Properties Database 1016:3D printed human skull with data from 3863:Cross-linked polyethylene (PEX, XLPE) 3858:Acrylonitrile butadiene styrene (ABS) 3649: 3647: 3638:10.1016/j.polymdegradstab.2013.01.005 3611:10.1016/j.polymdegradstab.2007.10.011 2750:from the original on 21 December 2021 2684:. MakerBot Industries. Archived from 1776: 1774: 1481:10.1016/j.polymdegradstab.2019.06.001 7: 4675:List of environmental health hazards 4595:List of environmental health hazards 2770:"Metal Casting with Your 3D Printer" 2719:from the original on 1 December 2017 1600:from the original on 1 December 2017 1391:from the original on 4 November 2017 3248:"Is PLA Biodegradable? – The Truth" 747:PLA filament for use in 3D printing 682:Racemic PLA and pure PLLA have low 4480:Miscellaneous additives incl. PHCs 2986:Journal of Functional Biomaterials 2838:. ASTM International. p. 53. 2587:Journal of Applied Polymer Science 2268:Polymers for Advanced Technologies 1098:Dulbecco's modified Eagle's medium 740:, machining, and solvent welding. 25: 3626:Polymer Degradation and Stability 2662:from the original on 16 July 2011 2644:from the original on 26 May 2013. 2423:Polymer Engineering & Science 2396:"Compare Materials: PLA and PETE" 2050:Polymer Degradation and Stability 1783:Polymer Degradation and Stability 1469:Polymer Degradation and Stability 1258:(ABS) - also used for 3D printing 1072:, packaging containers and films. 840:, feminine hygiene products, and 667:(for example, using conventional 4012: 4006: 3898:Polybutylene terephthalate (PBT) 3873:Poly(methyl methacrylate) (PMMA) 3599:Polymer Degradation and Stabilit 2861:Virtual and Physical Prototyping 2738:Sanladerer T (9 December 2016). 1737:Biotechnology and Bioengineering 1681:from the original on 6 June 2011 1009: 981: 966: 954: 939: 481: 38: 3878:Poly(ethyl methacrylate) (PEMA) 3126:10.1016/j.eurpolymj.2007.03.007 2402:from the original on 1 May 2011 1276:– biologically derived polymers 1256:Acrylonitrile butadiene styrene 225:(at 25 °C , 100 kPa). 4241:Category:Plastics applications 3988:Styrene maleic anhydride (SMA) 3983:Polyvinylidene chloride (PVDC) 3968:Polytetrafluoroethylene (PTFE) 3452:"Biodegradability of plastics" 3153:Advanced Drug Delivery Reviews 3031:Petersen M (18 January 2022). 1958:Advanced Drug Delivery Reviews 1905:Park HS, Hong CK (June 2021). 444:of lactide with various metal 1: 3948:Poly(p-phenylene oxide) (PPO) 2658:. Reprap Wiki. 4 April 2011. 2097:10.1016/S0032-3861(03)00583-4 2062:10.1016/S0141-3910(01)00030-1 1857:10.1016/S0142-9612(00)00101-0 1830:10.1016/S0079-6700(02)00012-6 1795:10.1016/S0141-3910(97)00148-1 1539:10.1016/S0032-3861(01)00086-6 1429:10.1021/acssuschemeng.6b00321 647:Several technologies such as 4665:Persistent organic pollutant 4626:Toxic Substances Control Act 4585:Persistent organic pollutant 3868:Ethylene vinyl acetate (EVA) 3759:Chemical Engineering Journal 2913:10.1016/j.mattod.2013.11.017 2132:10.1016/0032-3861(95)93647-5 1588:Drury J (15 February 2016). 1076:The hydrolytic reaction is: 949:made of PLA-blend "bio-flex" 881:The composite blend of poly( 704:Other safe solvents include 637:polarized optical microscopy 4658:Great Pacific garbage patch 4580:Great Pacific garbage patch 3993:Styrene-acrylonitrile (SAN) 3908:Polyetheretherketone (PEEK) 2190:Colloid and Polymer Science 1818:Progress in Polymer Science 1126:. A purified protease from 934:in multiple animal models. 436:, and the cyclic di-ester, 400:), but rather a polyester. 346:ring-opening polymerization 4770: 4749:Fused filament fabrication 4621:Japan Toxic Substances Law 4416:Miscellaneous plasticizers 3728:10.3155/1047-3289.60.7.849 3507:Materials Research Express 3166:10.1016/j.addr.2016.03.010 2980:Ray S, Ta HT (July 2020). 1970:10.1016/j.addr.2016.06.012 1187:cradle-to-cradle recycling 753:fused filament fabrication 4695: 4616:European REACH regulation 4611:California Proposition 65 4354:polyhalogenated compounds 4231:High-performance plastics 4056:High-performance plastics 4004: 3779:10.1016/j.cej.2022.136881 2873:10.1080/17452750802551298 2707:Coysh A (12 April 2013). 2202:10.1007/s00396-003-0894-1 1565:10.1002/9780470649848.ch3 1300:Poly(methyl methacrylate) 1182:resin identification code 1100:(DMEM) supplemented with 219: 160: 123: 46: 37: 4041:Fibre-reinforced plastic 3978:Polyvinyl chloride (PVC) 3528:10.1088/2053-1591/ac96d4 3418:10.1021/acs.iecr.0c01122 3327:10.1021/acscatal.8b04863 3106:European Polymer Journal 2518:10.3389/fchem.2020.00688 517:-lactide (also known as 270:) with backbone formula 4092:Biodegradable additives 2630:10.1023/A:1020200822435 2564:10.1163/156856297x00588 2470:10.1023/A:1010185910301 1991:El-Hadi AM (May 2017). 1645:10.1126/science.aaa7169 836:, disposable garments, 591:130-180 °C, and a 573:poly(hydroxyalkanoate)s 474:azeotropic distillation 324:, formally obtained by 4719:Biodegradable plastics 4507:Perfluorooctanoic acid 3943:Polyphenyl ether (PPE) 3938:Polyoxymethylene (POM) 3883:Polyacrylic acid (PAA) 3367:10.1002/cssc.201902755 3215:10.1002/gch2.201700048 2497:Frontiers in Chemistry 2323:10.1002/mame.200500115 2245:10.1002/mame.200600504 2167:10.1002/mame.200350004 1504:IUPAC Standards Online 1274:poly-3-hydroxybutyrate 1170: 961:Biodegradable PLA cups 795: 748: 189: 4739:Transparent materials 4687:Biodegradable plastic 4036:Thermosetting polymer 3933:Polylactic acid (PLA) 3803:"Your plastic pal" | 2811:10.1002/9780470649848 2435:10.1002/pen.760220402 2363:10.3390/polym12092091 1924:10.3390/polym13111851 1512:10.1515/iupac.92.0001 1205:industrial composting 1161: 1140:and most effectively 1056:Thermal decomposition 1032:industrial composting 793: 746: 575:, has been reported. 188: 27:Biodegradable polymer 4698:Identification codes 4298:Foam food containers 4221:Engineering plastics 3469:10.3390/ijms10093722 2929:Biomaterials Science 818:disposable tableware 528:Polymerization of a 268:polyhydroxyalkanoate 171:(fire diamond) 4537:Endocrine disruptor 4135:Compression molding 4087:Polymer stabilizers 3771:2022ChEnJ.44636881S 3720:2010JAWMA..60..849C 3687:on 25 February 2021 3553:. 20 November 2015. 3519:2022MRE.....9k5303D 3411:(24): 11149–11156. 3359:2019ChSCh..12.5233M 3287:10.1002/jbm.a.31621 3206:2017GloCh...100048B 3118:2007EurPJ..43.1779Q 3071:2015Nanos...7.6451G 2999:10.3390/jfb11030051 2612:Garlotta D (2001). 2509:2020FrCh....8..688L 2009:2017NatSR...746767E 1637:2015Sci...349...78D 1332:on 10 February 2012 1195:transesterification 1018:computed tomography 706:propylene carbonate 628:plastic deformation 589:melting temperature 579:Physical properties 404:Chemical properties 367:renewable resources 151:Solubility in water 34: 4552:Polymer fume fever 4211:Commodity plastics 4185:Rotational molding 4155:Fiberglass molding 4115:Injection moulding 4097:Filler (materials) 4046:Corrugated plastic 3998:Tritan copolyester 3953:Polypropylene (PP) 3903:Polycarbonate (PC) 3661:. 15 December 2010 3574:10.1007/12_2016_12 3254:. 10 December 2019 3079:10.1039/C5NR00278H 2941:10.1039/d1bm00516b 2398:. Makeitfrom.com. 1997:Scientific Reports 1892:10.1039/C0PY00029A 1714:10.1007/BF00262719 1559:. pp. 27–41. 1368:on 6 January 2009. 1270:plastarch material 1171: 1147:Tritirachium album 1102:fetal bovine serum 1020:. Transparent PLA. 801:investment casting 796: 749: 734:injection moulding 644:biodegradability. 450:tin ethylhexanoate 229:Infobox references 190: 32: 4704: 4703: 4682:Plastic recycling 4648:Plastic pollution 4634: 4633: 4568:Plastic pollution 4348:Health issues of 4306: 4305: 4202:Plastics industry 4120:Plastic extrusion 3973:Polyurethane (PU) 3963:Polysulfone (PES) 3918:Polyethylene (PE) 3893:Polybutylene (PB) 3583:978-3-319-64229-1 3353:(24): 5233–5238. 3194:Global Challenges 2935:(17): 5714–5731. 2845:978-0-8031-1897-3 2820:978-0-470-29366-9 2599:10.1002/app.38833 2317:(11): 1083–1090. 2196:(12): 1184–1190. 2126:(14): 2709–2716. 2091:(19): 5635–5641. 2017:10.1038/srep46767 1880:Polymer Chemistry 1851:(23): 2335–2346. 1749:10.1002/bit.22548 1574:978-0-470-64984-8 1533:(14): 6209–6219. 1236:hydrochloric acid 996:3D printing of a 991: 903: 896: 892: 884: 832:, it is used for 791: 606: 587:60–65 °C, a 566:-carboxyanhydride 559: 555: 543: 539: 535: 525:enantiomer form. 524: 520: 516: 512: 504: 375:commodity polymer 237:Chemical compound 235: 234: 92:CompTox Dashboard 16:(Redirected from 4761: 4734:Synthetic fibers 4573:Rubber pollution 4423:Organophosphates 4342: 4335: 4328: 4319: 4198: 4170:Filament winding 4145:Transfer molding 4072:Polymer additive 4016: 4010: 3958:Polystyrene (PS) 3835: 3828: 3821: 3812: 3791: 3790: 3754: 3748: 3747: 3703: 3697: 3696: 3694: 3692: 3683:. Archived from 3677: 3671: 3670: 3668: 3666: 3651: 3642: 3641: 3621: 3615: 3614: 3594: 3588: 3587: 3561: 3555: 3554: 3547: 3541: 3540: 3530: 3498: 3492: 3491: 3481: 3471: 3462:(9): 3722–3742. 3447: 3441: 3440: 3430: 3420: 3396: 3387: 3386: 3338: 3332: 3331: 3329: 3305: 3299: 3298: 3270: 3264: 3263: 3261: 3259: 3244: 3238: 3237: 3227: 3217: 3185: 3179: 3178: 3168: 3144: 3138: 3137: 3112:(5): 1779–1785. 3097: 3091: 3090: 3054: 3048: 3047: 3045: 3043: 3028: 3022: 3021: 3011: 3001: 2977: 2971: 2970: 2952: 2924: 2918: 2917: 2915: 2891: 2885: 2884: 2856: 2850: 2849: 2831: 2825: 2824: 2798: 2785: 2784: 2782: 2780: 2766: 2760: 2759: 2757: 2755: 2735: 2729: 2728: 2726: 2724: 2704: 2698: 2697: 2695: 2693: 2688:on 23 April 2011 2678: 2672: 2671: 2669: 2667: 2652: 2646: 2645: 2609: 2603: 2602: 2593:(3): 1607–1617. 2582: 2576: 2575: 2547: 2541: 2540: 2530: 2520: 2488: 2482: 2481: 2453: 2447: 2446: 2418: 2412: 2411: 2409: 2407: 2392: 2386: 2385: 2375: 2365: 2341: 2335: 2334: 2306: 2300: 2299: 2263: 2257: 2256: 2228: 2222: 2221: 2185: 2179: 2178: 2150: 2144: 2143: 2115: 2109: 2108: 2080: 2074: 2073: 2045: 2039: 2038: 2028: 1988: 1982: 1981: 1953: 1947: 1946: 1936: 1926: 1902: 1896: 1895: 1875: 1869: 1868: 1840: 1834: 1833: 1824:(6): 1123–1163. 1813: 1807: 1806: 1789:(1–3): 145–152. 1778: 1769: 1768: 1732: 1726: 1725: 1702:Polymer Bulletin 1697: 1691: 1690: 1688: 1686: 1671: 1665: 1664: 1616: 1610: 1609: 1607: 1605: 1585: 1579: 1578: 1552: 1543: 1542: 1522: 1516: 1515: 1499: 1493: 1492: 1464: 1455: 1454: 1452: 1450: 1440: 1434: 1433: 1431: 1422:(6): 2899–2916. 1407: 1401: 1400: 1398: 1396: 1385:www.ceresana.com 1376: 1370: 1369: 1367: 1361:. 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Archived from 1318: 1285:Polycaprolactone 1134:PLA depolymerase 1066:Photodegradation 1013: 1002:carbon nanotubes 993: 992: 970: 958: 943: 924:electric current 901: 894: 890: 882: 830:nonwoven fabrics 792: 684:glass transition 661:flexural modulus 620:tensile strength 609:nucleating agent 604: 585:glass transition 557: 553: 541: 537: 533: 522: 518: 514: 510: 502: 485: 379:plastic filament 361: 360: 359: 343: 341: 340: 323: 322: 321: 310: 309: 308: 298: 297: 289: 288: 280: 279: 243:, also known as 210: 203: 196: 181: 116: 115: 100: 98: 66: 42: 35: 33:Polylactic acid 21: 4769: 4768: 4764: 4763: 4762: 4760: 4759: 4758: 4709: 4708: 4705: 4700: 4691: 4636: 4635: 4630: 4599: 4556: 4513: 4475: 4442: 4411: 4357: 4346: 4312: 4302: 4251: 4189: 4175:Solvent bonding 4165:Plastic welding 4107: 4101: 4060: 4023: 4017: 4011: 4002: 3913:Polyester (PEs) 3850: 3844: 3839: 3799: 3794: 3756: 3755: 3751: 3705: 3704: 3700: 3690: 3688: 3679: 3678: 3674: 3664: 3662: 3653: 3652: 3645: 3623: 3622: 3618: 3596: 3595: 3591: 3584: 3563: 3562: 3558: 3549: 3548: 3544: 3500: 3499: 3495: 3449: 3448: 3444: 3398: 3397: 3390: 3340: 3339: 3335: 3307: 3306: 3302: 3272: 3271: 3267: 3257: 3255: 3246: 3245: 3241: 3187: 3186: 3182: 3146: 3145: 3141: 3099: 3098: 3094: 3056: 3055: 3051: 3041: 3039: 3030: 3029: 3025: 2979: 2978: 2974: 2926: 2925: 2921: 2906:(12): 496–504. 2900:Materials Today 2893: 2892: 2888: 2858: 2857: 2853: 2846: 2833: 2832: 2828: 2821: 2800: 2799: 2788: 2778: 2776: 2768: 2767: 2763: 2753: 2751: 2737: 2736: 2732: 2722: 2720: 2713:Thingiverse.com 2706: 2705: 2701: 2691: 2689: 2680: 2679: 2675: 2665: 2663: 2654: 2653: 2649: 2611: 2610: 2606: 2584: 2583: 2579: 2549: 2548: 2544: 2490: 2489: 2485: 2455: 2454: 2450: 2420: 2419: 2415: 2405: 2403: 2394: 2393: 2389: 2343: 2342: 2338: 2308: 2307: 2303: 2280:10.1002/pat.731 2265: 2264: 2260: 2230: 2229: 2225: 2187: 2186: 2182: 2152: 2151: 2147: 2117: 2116: 2112: 2082: 2081: 2077: 2047: 2046: 2042: 1990: 1989: 1985: 1955: 1954: 1950: 1904: 1903: 1899: 1877: 1876: 1872: 1842: 1841: 1837: 1815: 1814: 1810: 1780: 1779: 1772: 1734: 1733: 1729: 1699: 1698: 1694: 1684: 1682: 1677:. Physorg.com. 1673: 1672: 1668: 1631:(6243): 78–80. 1618: 1617: 1613: 1603: 1601: 1587: 1586: 1582: 1575: 1554: 1553: 1546: 1524: 1523: 1519: 1501: 1500: 1496: 1466: 1465: 1458: 1448: 1446: 1442: 1441: 1437: 1409: 1408: 1404: 1394: 1392: 1378: 1377: 1373: 1365: 1354: 1350: 1349: 1345: 1335: 1333: 1320: 1319: 1312: 1308: 1252: 1156: 1084:O → -COOH + -OH 1083: 1028: 1021: 1014: 1005: 994: 982: 977: 971: 962: 959: 950: 944: 912:of the cheeks. 872: 864: 814: 809: 781: 772:dichloromethane 730: 718:tetrahydrofuran 695: 624:elastic modulus 593:Young's modulus 581: 530:racemic mixture 495: 427:sugar beet pulp 411: 406: 398:polyelectrolyte 383:FDM 3D printing 358: 355: 354: 353: 352: 339: 336: 335: 334: 332: 320: 315: 314: 313: 312: 307: 302: 301: 300: 296: 293: 292: 291: 287: 284: 283: 282: 278: 275: 274: 273: 271: 241:Polylactic acid 238: 231: 226: 215: 214: 213: 212: 205: 198: 191: 187: 179: 153: 134:1210–1430 kg/m 119: 101: 94: 85: 69: 56: 28: 23: 22: 15: 12: 11: 5: 4767: 4765: 4757: 4756: 4754:Food packaging 4751: 4746: 4744:Thermoplastics 4741: 4736: 4731: 4726: 4721: 4711: 4710: 4702: 4701: 4696: 4693: 4692: 4690: 4689: 4684: 4679: 4678: 4677: 4672: 4667: 4662: 4661: 4660: 4644: 4642: 4638: 4637: 4632: 4631: 4629: 4628: 4623: 4618: 4613: 4607: 4605: 4601: 4600: 4598: 4597: 4592: 4587: 4582: 4577: 4576: 4575: 4564: 4562: 4558: 4557: 4555: 4554: 4549: 4544: 4539: 4534: 4529: 4523: 4521: 4515: 4514: 4512: 4511: 4510: 4509: 4499: 4494: 4489: 4483: 4481: 4477: 4476: 4474: 4473: 4466:Vinyl chloride 4463: 4460:Polycarbonates 4452: 4450: 4444: 4443: 4441: 4440: 4434: 4425: 4419: 4417: 4413: 4412: 4410: 4409: 4404: 4399: 4393: 4388: 4382: 4377: 4371: 4369: 4359: 4358: 4347: 4345: 4344: 4337: 4330: 4322: 4316: 4314: 4308: 4307: 4304: 4303: 4301: 4300: 4295: 4290: 4285: 4280: 4275: 4273:Packaging film 4270: 4265: 4259: 4257: 4256:Specific goods 4253: 4252: 4250: 4249: 4243: 4238: 4233: 4228: 4223: 4218: 4213: 4207: 4205: 4195: 4191: 4190: 4188: 4187: 4182: 4180:Vacuum forming 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3323: 3319: 3315: 3314:ACS Catalysis 3311: 3304: 3301: 3296: 3292: 3288: 3284: 3280: 3276: 3269: 3266: 3253: 3249: 3243: 3240: 3235: 3231: 3226: 3221: 3216: 3211: 3207: 3203: 3199: 3195: 3191: 3184: 3181: 3176: 3172: 3167: 3162: 3158: 3154: 3150: 3143: 3140: 3135: 3131: 3127: 3123: 3119: 3115: 3111: 3107: 3103: 3096: 3093: 3088: 3084: 3080: 3076: 3072: 3068: 3064: 3060: 3053: 3050: 3038: 3034: 3027: 3024: 3019: 3015: 3010: 3005: 3000: 2995: 2991: 2987: 2983: 2976: 2973: 2968: 2964: 2960: 2956: 2951: 2946: 2942: 2938: 2934: 2930: 2923: 2920: 2914: 2909: 2905: 2901: 2897: 2890: 2887: 2882: 2878: 2874: 2870: 2866: 2862: 2855: 2852: 2847: 2841: 2837: 2830: 2827: 2822: 2816: 2812: 2808: 2804: 2797: 2795: 2793: 2791: 2787: 2775: 2771: 2765: 2762: 2749: 2745: 2741: 2734: 2731: 2718: 2714: 2710: 2703: 2700: 2687: 2683: 2677: 2674: 2661: 2657: 2651: 2648: 2643: 2639: 2635: 2631: 2627: 2623: 2619: 2615: 2608: 2605: 2600: 2596: 2592: 2588: 2581: 2578: 2573: 2569: 2565: 2561: 2557: 2553: 2546: 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434:lactic acid 330:lactic acid 253:polylactide 249:lactic acid 124:Properties 18:Polylactide 4729:Polyesters 4713:Categories 4532:Carcinogen 4497:Organotins 4367:Phthalates 4313:and health 4160:Pultrusion 4150:Laminating 4108:processing 3042:19 January 2464:(1): 1–9. 1449:19 January 1379:Ceresana. 1336:6 February 1306:References 1262:Cellophane 1201:Composting 1050:Hydrolysis 1040:ASTM D6400 947:Mulch film 834:upholstery 763:printers. 759:, such as 653:nucleating 544:-lactide ( 505:-lactide ( 458:suspension 371:bioplastic 342:)(OH)HCOOH 75:ChemSpider 64:26100-51-6 54:CAS Number 4561:Pollution 4527:Teratogen 4458:(BPA, in 4106:Plastics 4077:Colorants 4065:Additives 3849:Chemical 3787:248715252 3537:252665567 3383:207941305 3134:0014-3057 3059:Nanoscale 2992:(3): 51. 2967:236199608 2881:135582844 2754:9 January 2478:1572-8900 2443:0032-3888 2331:1438-7492 2288:1042-7147 2253:1438-7492 2210:0303-402X 2175:1438-7492 2140:0032-3861 2105:0032-3861 2070:0141-3910 1803:0141-3910 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a 387:annealed 259:), is a 168:NFPA 704 161:Hazards 4670:Dioxins 4590:Dioxins 4547:Obesity 4288:Cutlery 4278:Bottles 3767:Bibcode 3716:Bibcode 3691:9 March 3665:9 March 3605:: 147. 3515:Bibcode 3479:2769161 3428:7304880 3355:Bibcode 3258:26 June 3225:6607129 3202:Bibcode 3114:Bibcode 3067:Bibcode 3009:7564527 2638:8630569 2572:8933291 2528:7468453 2505:Bibcode 2503:: 688. 2373:7570036 2120:Polymer 2085:Polymer 2026:5413939 2005:Bibcode 1934:8199684 1708:(6–7). 1633:Bibcode 1625:Science 1527:Polymer 1294:shellac 1232:dioxins 1138:pronase 870:Medical 842:diapers 838:awnings 822:cutlery 776:Acetone 722:dioxane 714:benzene 438:lactide 419:cassava 350:lactide 130:Density 4387:(BBzP) 4356:(PHCs) 4268:Chairs 4236:Nurdle 3785:  3742:  3734:  3580:  3535:  3486:  3476:  3435:  3425:  3381:  3373:  3293:  3252:All3DP 3232:  3222:  3173:  3132:  3085:  3016:  3006:  2965:  2957:  2879:  2842:  2817:  2636:  2570:  2535:  2525:  2476:  2441:  2380:  2370:  2329:  2294:  2286:  2251:  2216:  2208:  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Index

Polylactide
The skeletal formula of PLA
CAS Number
26100-51-6
ChemSpider
CompTox Dashboard
DTXSID20904011
Edit this at Wikidata
Density
Melting point
Solubility in water
NFPA 704
0
1
0
standard state
Infobox references
thermoplastic
polyester
polyhydroxyalkanoate
condensation
lactic acid
ring-opening polymerization
lactide
renewable resources
bioplastic
commodity polymer
plastic filament
FDM 3D printing
annealed

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