95 to 97 °C (203 to 207 °F; 368 to 370 K) [(S,S)-Lactide and (R,R)-Lactide][2]
Solubility in water
Hydrolyses to lactic acid[2]
Solubility
soluble in chloroform, methanol slightly soluble in benzene
[2]
Hazards
GHS labelling:
Pictograms
Signal word
Warning
Hazard statements
H319
Precautionary statements
P264, P280, P305+P351+P338, P337+P313
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound
Lactide is the lactone cyclic ester derived by multiple esterification between two (usually) or more molecules from lactic acid (2-hydroxypropionic acid) or other hydroxy carboxylic acid. They are designated as dilactides, trilactides, etc., according to the number of hydroxy acid residues. The dilactide derived from lactic acid has the formula [CH(CH3)CO2]2. All lactides are colorless or white solids. This lactide has attracted interest because it is derived from abundant renewable resources and is the precursor to a biodegradable plastic.[3]
^Sigma Aldrich product page for lactide Retrieved 8th of July 2015
^ abcRömpp Online Chemielexikon Version 3.3 aufgerufen am 25. März 2009
^Andreas Künkel; Johannes Becker; Lars Börger; Jens Hamprecht; Sebastian Koltzenburg; Robert Loos; Michael Bernhard Schick; Katharina Schlegel; Carsten Sinkel; Gabriel Skupin; Motonori Yamamoto (2016). "Polymers, Biodegradable". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. pp. 1–29. doi:10.1002/14356007.n21_n01.pub2. ISBN 978-3-527-30673-2.
Lactide is the lactone cyclic ester derived by multiple esterification between two (usually) or more molecules from lactic acid (2-hydroxypropionic acid)...
corn and converted to lactide, the cyclic dimer ester of lactic acid using an efficient, tin-catalyzed cyclization. The L,L-lactide enantiomer is isolated...
(hence its name). It can also be prepared by ring-opening polymerization of lactide [–C(CH 3)HC(=O)O–] 2, the cyclic dimer of the basic repeating unit. PLA...
designation, and since the name "lactide" isn't applicable because then the archetypal lactide would not be a lactide, we therefore suggest the name "lactone"...
a linear, aliphatic polyester as a product. Depending on the ratio of lactide to glycolide used for the polymerization, different forms of PLGA can be...
toughness without sacrificing optical clarity, and the copolymer poly(L-lactide-co-ε-caprolactone) has shown shape memory behavior depending on the concentration...
which are manufactured by different companies. Vicryl is a copolymer of lactide (a cyclic diester of lactic acid) and glycolide (a cyclic diester of glycolic...
can be dehydrated to the cyclic molecule lactide, a lactone. A variety of catalysts can polymerise lactide to either heterotactic or syndiotactic polylactide...
molecules of lactic acid can be dehydrated to the lactone lactide. In the presence of catalysts lactide polymerize to either atactic or syndiotactic polylactide...
an ester of fatty acids and glycerol Lactone, a cyclic carboxylic ester Lactide, a type of lactone ester Vitamin C (ascorbic acid), a lactone ester, an...
saturated and unsaturated. Ring-opening polymerization of lactones and lactides is also applied on the industrial scale. Numerous other reactions have...
based on lactic acid, including polylactic acid (PLA) and its cyclic ester lactide, are used in the creation of biodegradable materials such as medical implants...
Meldrum's acid, or 2,2-dimethyl-1,3-dioxane-4,6-dione 3-Methylglutaconic acid Lactide This set index page lists chemical structure articles associated with the...
Evaluation of sustained release of antisense oligonucleotide from poly DL (lactide-co-glycolide) microspheres targeting fibrotic growth factors CTGF and TGF-β1...
schemes. Methyl triflate initiates the living cationic polymerization of lactide and other lactones including β-propiolactone, ε-caprolactone and glycolide...
Glycolide and Copolymerization of Glycolide with ε-Caprolactone and L-Lactide". Macromolecules. 32 (14). ACS: 4735–4737. Bibcode:1999MaMol..32.4735D...
Polilactofate (PLF) is a copolymer of PDLL (poly(d,l-lactide)) and a phosphoester. It may have applications in pharmaceutical delivery. Li, Khan W.; Dang...
Mehrkhodavandi, Parisa (5 June 2020). "Indium-Catalyzed Block Copolymerization of Lactide and Methyl Methacrylate by Sequential Addition". ACS Catalysis. 10 (11):...
acid division built a lactide factory in Thailand that became operational at the end of 2011, costing €45 million. The lactide made from lactic acid is...
cyclodextrins on the morphology, loading and release properties of poly (DL-lactide-co-glycolide)-microparticles containing the hypnotic agent etizolam". Journal...
bio-based and biodegradable properties. PLA comes from the formation of lactide produced from lactic acid due to bacterial fermentation through ring-opening...
for use in some countries around the world. These are based on poly(L-lactide) (PLLA), chosen because it is able to maintain a radially strong scaffold...
is the trade-off between biodegradability and performance. For example, lactide-based plastics are inferior packaging properties in comparison to traditional...
of half-salen complexes and their application in the polymerization of lactide and ε-caprolactone". Polymer Chemistry. 5 (23): 6857–6864. doi:10.1039/C4PY00734D...
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