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Polylactic acid

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648:, 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 668:
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.
771: 930: 1000: 472: 102: 957: 29: 3997: 169: 1148: 945: 4003: 774: 813:, 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 778: 777: 773: 772: 779: 733: 776: 972: 172: 174: 173: 1196:
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
596:-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 979: 1077:
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
557:("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. 976: 775: 592:. 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- 1227:
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 .
1192:: PLA is biodegradable under industrial composting conditions, starting with chemical hydrolysis process, followed by microbial digestion, to ultimately degrade the PLA. Under 3613:
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".
1310: 999: 615:, 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 2107:
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).
908:, which stimulate the fibroblast to secrete collagen into the surrounding tissue. Therefore, PLLA has potential applications in the dermatological studies. 1135: 4328: 1586: 183: 3643: 541:
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.).
929: 1047:: A complex phenomenon leading to the appearance of different compounds such as lighter molecules and linear and cyclic oligomers with different 374:, due to its low melting point, high strength, low thermal expansion, and good layer adhesion, although it possesses poor heat resistance unless 197: 1867:
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".
1234:: the least preferable option is landfilling because PLA degrades very slowly in ambient temperatures, often as slowly as other plastics. 3021: 956: 584:
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".
1401:"Perspective on Polylactic Acid (PLA) based Sustainable Materials for Durable Applications: Focus on Toughness and Heat Resistance" 2971:"Investigating the Effect of Biomaterials Such as Poly-(l-Lactic Acid) Particles on Collagen Synthesis In Vitro: Method Is Matter" 4321: 1093:(FBS) (a solution mimicking body fluid). After 30 days of submersion in DMEM+FBS, a PLLA scaffold lost about 20% of its weight. 2758: 4204: 3570: 2832: 2807: 2445:
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.
366:. Its widespread application has been hindered by numerous physical and processing shortcomings. PLA is the most widely used 2916:
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".
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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.
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Martin O, Avérous L (2001). "Poly(lactic acid): plasticization and properties of biodegradable multiphase systems".
1318: 1057:: UV radiation induces degradation. This is a factor mainly where PLA is exposed to sunlight in its applications in 836:
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.
4646: 4568: 4384: 3981: 3557:. Advances in Polymer Science. Vol. 279. Cham: Springer International Publishing. pp. 119–151. 886:-lactide) (PLDLLA) with tricalcium phosphate (TCP) is used as PLDLLA/TCP scaffolds for bone engineering. 334: 80: 3911: 3886: 847:(PP), but its properties are improved by means such as capping of the end groups to reduce hydrolysis. 741: 589: 371: 421:
Several industrial routes afford usable (i.e. high molecular weight) PLA. Two main monomers are used:
4722: 4686: 4420: 4219: 4044: 3861: 3851: 3492:"Comparative property analysis of fused filament fabrication PLA using fresh and recycled feedstocks" 1288: 1170: 1155: 510:-lactide). Progress in biotechnology has resulted in the development of commercial production of the 97: 4490: 4480: 4342: 4029: 3976: 3866: 3673: 2648: 1982:"Increase the elongation at break of poly (lactic acid) composites for use in food packaging films" 1832:
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).
2736: 1609: 1175: 944: 756: 462: 442: 3091:"Properties of crosslinked polylactides (PLLA & PDLA) by radiation and its biodegradability" 4495: 4373: 4128: 3856: 3814: 3390:"Chemical Degradation of End-of-Life Poly(lactic acid) into Methyl Lactate by a Zn(II) Complex" 1262: 637: 561: 446: 3299:"Poly(lactic acid) Degradation into Methyl Lactate Catalyzed by a Well-Defined Zn(II) Complex" 817:. In the form of fibers, it is used for monofilament fishing line and netting. In the form of 4675: 4379: 4024: 1193: 1044: 1020: 487: 314: 2384: 4712: 4395: 4390: 4363: 4281: 3755: 3704: 3503: 3343: 3190: 3102: 3055: 2493: 1993: 1621: 806: 616: 367: 256: 52: 3626: 3599: 1469: 1204: 8: 4717: 4525: 4286: 4209: 4123: 4075: 3138:"Poly(lactic acid)-Mass production, processing, industrial applications, and end of life" 1207:
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).
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conditions but not in home compost, based off of the results of tests done using
990: 818: 760: 706: 612: 518: 386: 4454: 4266: 4168: 4039: 3716: 3516: 3491: 3154: 3137: 2602: 1958: 1610:"GREEN CHEMISTRY. Shape-selective zeolite catalysis for bioplastics production" 1179: 1097: 697:, which is safer than ethyl acetate but is difficult to purchase commercially. 601: 458: 430: 211: 3767: 3388:
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).
3275: 3135: 2987: 2938: 2729:"Does Acetone also work for welding and smoothing PLA 3D printed parts?" 1351: 624:(TBC), a drastic improvement of mechanical properties were shown. Using 182: 4520: 4148: 4138: 3562: 3089:
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
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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
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A corn form 3D printed using corn-derivative PLA (polylactic acid).
698: 537:), which is amorphous. Use of stereospecific catalysts can lead to 434: 155: 4002: 3022:"Electric knee implants could help millions of arthritis patients" 4658: 4535: 4436: 4338: 3830: 3383: 3381: 1282: 1189: 1169:: which can be either chemical or mechanical. Currently, the SPI 1126: 962: 830: 764: 710: 702: 426: 407: 338: 118: 3297:
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
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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".
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Four possible end-of-life scenarios are the most common:
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effect that stimulates the growth of mechanically robust
358:. In 2021, PLA had the highest consumption volume of any 3555:
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).
3438: 2538: 1398: 1100:(a green solvent) by using a metal complex catalyst. 3585: 2444: 3644:"How long does it take for plastics to biodegrade?" 2823:Nazre A, Lin S (1994). Harvey JP, Games RF (eds.). 1944: 1103:PLA can also be degraded by some bacteria, such as 429:. The most common route to PLA is the ring-opening 2789: 2409: 498:) is the product resulting from polymerization of 3694: 3612: 2790:Auras R, Lim LT, Selke SE, Tsuji H, eds. (2010). 1490: 1178:). End-of-life PLA can be chemically recycled to 1034:PLA is degraded abiotically by three mechanisms: 1019:PLA is generally considered to be compostable in 529:-lactides usually leads to the synthesis of poly- 4699: 3264:Journal of Biomedical Materials Research. Part A 2541:Journal of Biomaterials Science. Polymer Edition 1688: 351:, the cyclic dimer of the basic repeating unit. 3394:Industrial & Engineering Chemistry Research 2141: 1831: 740:PLA is used as a feedstock material in desktop 686:PLA is soluble in a range of organic solvents. 600:, thereby increasing the crystallization rate. 171: 51: 3745: 3552: 2883:Bose S, Vahabzadeh S, Bandyopadhyay A (2013). 1804: 1723: 1543: 1451: 1449: 989:using a conductive mixture of polylactide and 893:-lactic acid (PLLA) is the main ingredient in 449:. The metal-catalyzed reaction tends to cause 4322: 3815: 1513: 1341:"Polylactic Acid. Material Safety Data Sheet" 1085:Pure PLA foams are selectively hydrolysed in 897:, a facial volume enhancer used for treating 2962: 2915: 2909: 3606: 3445:International Journal of Molecular Sciences 2885:"Bone tissue engineering using 3D printing" 1539: 1537: 1446: 1405:ACS Sustainable Chemistry & Engineering 4329: 4315: 3822: 3808: 3579: 2726: 2698:"Dichloromethane Vapor Treating PLA parts" 2603:"A Literature Review of Poly(Lactic Acid)" 644:agents, forming composites with fibers or 628:(POM), the PLLA biocomposites had smaller 100: 3515: 3466: 3456: 3415: 3405: 3314: 3212: 3202: 3153: 2996: 2986: 2937: 2900: 2515: 2505: 2360: 2350: 2013: 1921: 1911: 1416: 1399:Nagarajan V, Mohanty AK, Misra M (2016). 1305: 1303: 362:of the world, although it is still not a 3019: 2822: 2785: 2783: 2781: 2779: 2600: 2300:Macromolecular Materials and Engineering 2222:Macromolecular Materials and Engineering 2144:Macromolecular Materials and Engineering 1893: 1534: 1484: 1285:– biologically derived coating materials 1146: 1125:, can also degrade PLA. Enzymes such as 965:made of PLA. Peppermint tea is enclosed. 769: 731: 2763:Make: DIY Projects and Ideas for Makers 2607:Journal of Polymers and the Environment 2447:Journal of Polymers and the Environment 1979: 1579:"Cheaper, greener, route to bioplastic" 96: 4700: 3912:Polyethylene terephthalate (PET, PETE) 2254: 2219: 1315:Matbase - Material Properties Database 1300: 1005:3D printed human skull with data from 567: 392: 4310: 3852:Cross-linked polyethylene (PEX, XLPE) 3847:Acrylonitrile butadiene styrene (ABS) 3803: 3638: 3636: 3627:10.1016/j.polymdegradstab.2013.01.005 3600:10.1016/j.polymdegradstab.2007.10.011 2968: 2776: 2739:from the original on 21 December 2021 2695: 2673:. MakerBot Industries. Archived from 2106: 1765: 1763: 1576: 1470:10.1016/j.polymdegradstab.2019.06.001 4664:List of environmental health hazards 4584:List of environmental health hazards 2816: 2759:"Metal Casting with Your 3D Printer" 2708:from the original on 1 December 2017 1769: 1589:from the original on 1 December 2017 1380:from the original on 4 November 2017 1367: 3237:"Is PLA Biodegradable? – The Truth" 736:PLA filament for use in 3D printing 671:Racemic PLA and pure PLLA have low 13: 4469:Miscellaneous additives incl. PHCs 3633: 2975:Journal of Functional Biomaterials 2827:. ASTM International. p. 53. 2576:Journal of Applied Polymer Science 2257:Polymers for Advanced Technologies 1760: 1087:Dulbecco's modified Eagle's medium 729:, machining, and solvent welding. 167: 14: 4754: 3785: 3615:Polymer Degradation and Stability 2651:from the original on 16 July 2011 2633:from the original on 26 May 2013. 2412:Polymer Engineering & Science 2385:"Compare Materials: PLA and PETE" 2039:Polymer Degradation and Stability 1772:Polymer Degradation and Stability 1458:Polymer Degradation and Stability 1247:(ABS) - also used for 3D printing 1061:, packaging containers and films. 829:, feminine hygiene products, and 800: 656:(for example, using conventional 4001: 3995: 3887:Polybutylene terephthalate (PBT) 3862:Poly(methyl methacrylate) (PMMA) 3588:Polymer Degradation and Stabilit 2850:Virtual and Physical Prototyping 2727:Sanladerer T (9 December 2016). 1726:Biotechnology and Bioengineering 1670:from the original on 6 June 2011 998: 970: 955: 943: 928: 481: 470: 27: 3867:Poly(ethyl methacrylate) (PEMA) 3739: 3688: 3662: 3546: 3532: 3483: 3432: 3323: 3290: 3255: 3229: 3170: 3129: 3115:10.1016/j.eurpolymj.2007.03.007 3082: 3039: 3013: 2876: 2841: 2751: 2720: 2689: 2663: 2637: 2594: 2567: 2532: 2473: 2438: 2403: 2391:from the original on 1 May 2011 2377: 2326: 2291: 2248: 2213: 2170: 2135: 2100: 2065: 2030: 1973: 1938: 1887: 1860: 1825: 1798: 1717: 1682: 1656: 1601: 1570: 1265:– biologically derived polymers 1245:Acrylonitrile butadiene styrene 850: 795: 214:(at 25 °C , 100 kPa). 4230:Category:Plastics applications 3977:Styrene maleic anhydride (SMA) 3972:Polyvinylidene chloride (PVDC) 3957:Polytetrafluoroethylene (PTFE) 3441:"Biodegradability of plastics" 3142:Advanced Drug Delivery Reviews 3020:Petersen M (18 January 2022). 1947:Advanced Drug Delivery Reviews 1894:Park HS, Hong CK (June 2021). 1507: 1425: 1392: 1361: 1333: 1142: 1014: 716: 433:of lactide with various metal 1: 3937:Poly(p-phenylene oxide) (PPO) 2647:. Reprap Wiki. 4 April 2011. 2086:10.1016/S0032-3861(03)00583-4 2051:10.1016/S0141-3910(01)00030-1 1846:10.1016/S0142-9612(00)00101-0 1819:10.1016/S0079-6700(02)00012-6 1784:10.1016/S0141-3910(97)00148-1 1528:10.1016/S0032-3861(01)00086-6 1418:10.1021/acssuschemeng.6b00321 1294: 636:Several technologies such as 4654:Persistent organic pollutant 4615:Toxic Substances Control Act 4574:Persistent organic pollutant 3857:Ethylene vinyl acetate (EVA) 3829: 3748:Chemical Engineering Journal 2902:10.1016/j.mattod.2013.11.017 2121:10.1016/0032-3861(95)93647-5 1577:Drury J (15 February 2016). 1065:The hydrolytic reaction is: 938:made of PLA-blend "bio-flex" 870:The composite blend of poly( 693:Other safe solvents include 626:polarized optical microscopy 397: 7: 4647:Great Pacific garbage patch 4569:Great Pacific garbage patch 3982:Styrene-acrylonitrile (SAN) 3897:Polyetheretherketone (PEEK) 2179:Colloid and Polymer Science 1807:Progress in Polymer Science 1238: 1115:. A purified protease from 923:in multiple animal models. 681: 425:, and the cyclic di-ester, 389:), but rather a polyester. 335:ring-opening polymerization 10: 4759: 4738:Fused filament fabrication 4610:Japan Toxic Substances Law 4405:Miscellaneous plasticizers 3717:10.3155/1047-3289.60.7.849 3496:Materials Research Express 3155:10.1016/j.addr.2016.03.010 2969:Ray S, Ta HT (July 2020). 1959:10.1016/j.addr.2016.06.012 1176:cradle-to-cradle recycling 858: 742:fused filament fabrication 4684: 4629: 4605:European REACH regulation 4600:California Proposition 65 4592: 4549: 4506: 4468: 4435: 4404: 4350: 4343:polyhalogenated compounds 4299: 4244: 4220:High-performance plastics 4189: 4182: 4094: 4053: 4045:High-performance plastics 4010: 3993: 3837: 3768:10.1016/j.cej.2022.136881 2862:10.1080/17452750802551298 2696:Coysh A (12 April 2013). 2191:10.1007/s00396-003-0894-1 1554:10.1002/9780470649848.ch3 1289:Poly(methyl methacrylate) 1171:resin identification code 1089:(DMEM) supplemented with 208: 149: 112: 35: 26: 4030:Fibre-reinforced plastic 3967:Polyvinyl chloride (PVC) 3517:10.1088/2053-1591/ac96d4 3407:10.1021/acs.iecr.0c01122 3316:10.1021/acscatal.8b04863 3095:European Polymer Journal 2507:10.3389/fchem.2020.00688 506:-lactide (also known as 259:) with backbone formula 4081:Biodegradable additives 2619:10.1023/A:1020200822435 2553:10.1163/156856297x00588 2459:10.1023/A:1010185910301 1980:El-Hadi AM (May 2017). 1634:10.1126/science.aaa7169 825:, disposable garments, 580:130-180 °C, and a 562:poly(hydroxyalkanoate)s 463:azeotropic distillation 313:, formally obtained by 4708:Biodegradable plastics 4496:Perfluorooctanoic acid 3932:Polyphenyl ether (PPE) 3927:Polyoxymethylene (POM) 3872:Polyacrylic acid (PAA) 3356:10.1002/cssc.201902755 3204:10.1002/gch2.201700048 2486:Frontiers in Chemistry 2312:10.1002/mame.200500115 2234:10.1002/mame.200600504 2156:10.1002/mame.200350004 1493:IUPAC Standards Online 1263:poly-3-hydroxybutyrate 1159: 950:Biodegradable PLA cups 784: 737: 178: 4728:Transparent materials 4676:Biodegradable plastic 4025:Thermosetting polymer 3922:Polylactic acid (PLA) 3792:"Your plastic pal" | 2800:10.1002/9780470649848 2424:10.1002/pen.760220402 2352:10.3390/polym12092091 1913:10.3390/polym13111851 1501:10.1515/iupac.92.0001 1194:industrial composting 1150: 1129:and most effectively 1045:Thermal decomposition 1021:industrial composting 782: 735: 564:, has been reported. 177: 16:Biodegradable polymer 4687:Identification codes 4287:Foam food containers 4210:Engineering plastics 3458:10.3390/ijms10093722 2918:Biomaterials Science 807:disposable tableware 517:Polymerization of a 257:polyhydroxyalkanoate 160:(fire diamond) 4526:Endocrine disruptor 4124:Compression molding 4076:Polymer stabilizers 3760:2022ChEnJ.44636881S 3709:2010JAWMA..60..849C 3676:on 25 February 2021 3542:. 20 November 2015. 3508:2022MRE.....9k5303D 3400:(24): 11149–11156. 3348:2019ChSCh..12.5233M 3276:10.1002/jbm.a.31621 3195:2017GloCh...100048B 3107:2007EurPJ..43.1779Q 3060:2015Nanos...7.6451G 2988:10.3390/jfb11030051 2601:Garlotta D (2001). 2498:2020FrCh....8..688L 1998:2017NatSR...746767E 1626:2015Sci...349...78D 1321:on 10 February 2012 1184:transesterification 1007:computed tomography 695:propylene carbonate 617:plastic deformation 578:melting temperature 568:Physical properties 393:Chemical properties 356:renewable resources 140:Solubility in water 23: 4541:Polymer fume fever 4200:Commodity plastics 4174:Rotational molding 4144:Fiberglass molding 4104:Injection moulding 4086:Filler (materials) 4035:Corrugated plastic 3987:Tritan copolyester 3942:Polypropylene (PP) 3892:Polycarbonate (PC) 3650:. 15 December 2010 3563:10.1007/12_2016_12 3243:. 10 December 2019 3068:10.1039/C5NR00278H 2930:10.1039/d1bm00516b 2387:. Makeitfrom.com. 1986:Scientific Reports 1881:10.1039/C0PY00029A 1703:10.1007/BF00262719 1548:. pp. 27–41. 1357:on 6 January 2009. 1259:plastarch material 1160: 1136:Tritirachium album 1091:fetal bovine serum 1009:. Transparent PLA. 790:investment casting 785: 738: 723:injection moulding 633:biodegradability. 439:tin ethylhexanoate 218:Infobox references 179: 21: 4693: 4692: 4671:Plastic recycling 4637:Plastic pollution 4623: 4622: 4557:Plastic pollution 4337:Health issues of 4295: 4294: 4191:Plastics industry 4109:Plastic extrusion 3962:Polyurethane (PU) 3952:Polysulfone (PES) 3907:Polyethylene (PE) 3882:Polybutylene (PB) 3572:978-3-319-64229-1 3342:(24): 5233–5238. 3183:Global Challenges 2924:(17): 5714–5731. 2834:978-0-8031-1897-3 2809:978-0-470-29366-9 2588:10.1002/app.38833 2306:(11): 1083–1090. 2185:(12): 1184–1190. 2115:(14): 2709–2716. 2080:(19): 5635–5641. 2006:10.1038/srep46767 1869:Polymer Chemistry 1840:(23): 2335–2346. 1738:10.1002/bit.22548 1563:978-0-470-64984-8 1522:(14): 6209–6219. 1225:hydrochloric acid 985:3D printing of a 980: 892: 885: 881: 873: 821:, it is used for 780: 595: 576:60–65 °C, a 555:-carboxyanhydride 548: 544: 532: 528: 524: 514:enantiomer form. 513: 509: 505: 501: 493: 364:commodity polymer 226:Chemical compound 224: 223: 81:CompTox Dashboard 4750: 4723:Synthetic fibers 4562:Rubber pollution 4412:Organophosphates 4331: 4324: 4317: 4308: 4307: 4187: 4186: 4159:Filament winding 4134:Transfer molding 4061:Polymer additive 4005: 3999: 3947:Polystyrene (PS) 3824: 3817: 3810: 3801: 3800: 3780: 3779: 3743: 3737: 3736: 3692: 3686: 3685: 3683: 3681: 3672:. Archived from 3666: 3660: 3659: 3657: 3655: 3640: 3631: 3630: 3610: 3604: 3603: 3583: 3577: 3576: 3550: 3544: 3543: 3536: 3530: 3529: 3519: 3487: 3481: 3480: 3470: 3460: 3451:(9): 3722–3742. 3436: 3430: 3429: 3419: 3409: 3385: 3376: 3375: 3327: 3321: 3320: 3318: 3294: 3288: 3287: 3259: 3253: 3252: 3250: 3248: 3233: 3227: 3226: 3216: 3206: 3174: 3168: 3167: 3157: 3133: 3127: 3126: 3101:(5): 1779–1785. 3086: 3080: 3079: 3043: 3037: 3036: 3034: 3032: 3017: 3011: 3010: 3000: 2990: 2966: 2960: 2959: 2941: 2913: 2907: 2906: 2904: 2880: 2874: 2873: 2845: 2839: 2838: 2820: 2814: 2813: 2787: 2774: 2773: 2771: 2769: 2755: 2749: 2748: 2746: 2744: 2724: 2718: 2717: 2715: 2713: 2693: 2687: 2686: 2684: 2682: 2677:on 23 April 2011 2667: 2661: 2660: 2658: 2656: 2641: 2635: 2634: 2598: 2592: 2591: 2582:(3): 1607–1617. 2571: 2565: 2564: 2536: 2530: 2529: 2519: 2509: 2477: 2471: 2470: 2442: 2436: 2435: 2407: 2401: 2400: 2398: 2396: 2381: 2375: 2374: 2364: 2354: 2330: 2324: 2323: 2295: 2289: 2288: 2252: 2246: 2245: 2217: 2211: 2210: 2174: 2168: 2167: 2139: 2133: 2132: 2104: 2098: 2097: 2069: 2063: 2062: 2034: 2028: 2027: 2017: 1977: 1971: 1970: 1942: 1936: 1935: 1925: 1915: 1891: 1885: 1884: 1864: 1858: 1857: 1829: 1823: 1822: 1813:(6): 1123–1163. 1802: 1796: 1795: 1778:(1–3): 145–152. 1767: 1758: 1757: 1721: 1715: 1714: 1691:Polymer Bulletin 1686: 1680: 1679: 1677: 1675: 1660: 1654: 1653: 1605: 1599: 1598: 1596: 1594: 1574: 1568: 1567: 1541: 1532: 1531: 1511: 1505: 1504: 1488: 1482: 1481: 1453: 1444: 1443: 1441: 1439: 1429: 1423: 1422: 1420: 1411:(6): 2899–2916. 1396: 1390: 1389: 1387: 1385: 1374:www.ceresana.com 1365: 1359: 1358: 1356: 1350:. 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Archived from 1307: 1274:Polycaprolactone 1123:PLA depolymerase 1055:Photodegradation 1002: 991:carbon nanotubes 982: 981: 959: 947: 932: 913:electric current 890: 883: 879: 871: 819:nonwoven fabrics 781: 673:glass transition 650:flexural modulus 609:tensile strength 598:nucleating agent 593: 574:glass transition 546: 542: 530: 526: 522: 511: 507: 503: 499: 491: 474: 368:plastic filament 350: 349: 348: 332: 330: 329: 312: 311: 310: 299: 298: 297: 287: 286: 278: 277: 269: 268: 232:, also known as 199: 192: 185: 170: 105: 104: 89: 87: 55: 31: 24: 22:Polylactic acid 20: 4758: 4757: 4753: 4752: 4751: 4749: 4748: 4747: 4698: 4697: 4694: 4689: 4680: 4625: 4624: 4619: 4588: 4545: 4502: 4464: 4431: 4400: 4346: 4335: 4301: 4291: 4240: 4178: 4164:Solvent bonding 4154:Plastic welding 4096: 4090: 4049: 4012: 4006: 4000: 3991: 3902:Polyester (PEs) 3839: 3833: 3828: 3788: 3783: 3744: 3740: 3693: 3689: 3679: 3677: 3668: 3667: 3663: 3653: 3651: 3642: 3641: 3634: 3611: 3607: 3584: 3580: 3573: 3551: 3547: 3538: 3537: 3533: 3488: 3484: 3437: 3433: 3386: 3379: 3328: 3324: 3295: 3291: 3260: 3256: 3246: 3244: 3235: 3234: 3230: 3175: 3171: 3134: 3130: 3087: 3083: 3044: 3040: 3030: 3028: 3018: 3014: 2967: 2963: 2914: 2910: 2895:(12): 496–504. 2889:Materials Today 2881: 2877: 2846: 2842: 2835: 2821: 2817: 2810: 2788: 2777: 2767: 2765: 2757: 2756: 2752: 2742: 2740: 2725: 2721: 2711: 2709: 2702:Thingiverse.com 2694: 2690: 2680: 2678: 2669: 2668: 2664: 2654: 2652: 2643: 2642: 2638: 2599: 2595: 2572: 2568: 2537: 2533: 2478: 2474: 2443: 2439: 2408: 2404: 2394: 2392: 2383: 2382: 2378: 2331: 2327: 2296: 2292: 2269:10.1002/pat.731 2253: 2249: 2218: 2214: 2175: 2171: 2140: 2136: 2105: 2101: 2070: 2066: 2035: 2031: 1978: 1974: 1943: 1939: 1892: 1888: 1865: 1861: 1830: 1826: 1803: 1799: 1768: 1761: 1722: 1718: 1687: 1683: 1673: 1671: 1666:. Physorg.com. 1662: 1661: 1657: 1620:(6243): 78–80. 1606: 1602: 1592: 1590: 1575: 1571: 1564: 1542: 1535: 1512: 1508: 1489: 1485: 1454: 1447: 1437: 1435: 1431: 1430: 1426: 1397: 1393: 1383: 1381: 1366: 1362: 1354: 1343: 1339: 1338: 1334: 1324: 1322: 1309: 1308: 1301: 1297: 1241: 1145: 1073:O → -COOH + -OH 1072: 1017: 1010: 1003: 994: 983: 971: 966: 960: 951: 948: 939: 933: 901:of the cheeks. 861: 853: 803: 798: 770: 761:dichloromethane 719: 707:tetrahydrofuran 684: 613:elastic modulus 582:Young's modulus 570: 519:racemic mixture 484: 416:sugar beet pulp 400: 395: 387:polyelectrolyte 372:FDM 3D printing 347: 344: 343: 342: 341: 328: 325: 324: 323: 321: 309: 304: 303: 302: 301: 296: 291: 290: 289: 285: 282: 281: 280: 276: 273: 272: 271: 267: 264: 263: 262: 260: 230:Polylactic acid 227: 220: 215: 204: 203: 202: 201: 194: 187: 180: 176: 168: 142: 123:1210–1430 kg/m 108: 90: 83: 74: 58: 45: 17: 12: 11: 5: 4756: 4746: 4745: 4743:Food packaging 4740: 4735: 4733:Thermoplastics 4730: 4725: 4720: 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423:lactic acid 319:lactic acid 242:polylactide 238:lactic acid 113:Properties 4718:Polyesters 4702:Categories 4521:Carcinogen 4486:Organotins 4356:Phthalates 4302:and health 4149:Pultrusion 4139:Laminating 4097:processing 3031:19 January 2453:(1): 1–9. 1438:19 January 1368:Ceresana. 1325:6 February 1295:References 1251:Cellophane 1190:Composting 1039:Hydrolysis 1029:ASTM D6400 936:Mulch film 823:upholstery 752:printers. 748:, such as 642:nucleating 533:-lactide ( 494:-lactide ( 447:suspension 360:bioplastic 331:)(OH)HCOOH 64:ChemSpider 53:26100-51-6 43:CAS Number 4550:Pollution 4516:Teratogen 4447:(BPA, in 4095:Plastics 4066:Colorants 4054:Additives 3838:Chemical 3776:248715252 3526:252665567 3372:207941305 3123:0014-3057 3048:Nanoscale 2981:(3): 51. 2956:236199608 2870:135582844 2743:9 January 2467:1572-8900 2432:0032-3888 2320:1438-7492 2277:1042-7147 2242:1438-7492 2199:0303-402X 2164:1438-7492 2129:0032-3861 2094:0032-3861 2059:0141-3910 1792:0141-3910 1754:205499487 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Index

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
IUPAC

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