13076-19-2

Usage

Uses

Used in Pharmaceutical Industry:
1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)is used as a reagent in the synthesis of pharmaceutical compounds. Its unique structure and stereochemistry make it a valuable component in the development of new drugs with specific therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, 1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)is utilized as a precursor for the production of various agrochemicals. Its versatility in organic synthesis allows for the creation of compounds with targeted effects on pests and diseases, contributing to more effective and sustainable agricultural practices.
Used in Specialty Chemicals Industry:
1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)is also employed in the synthesis of specialty chemicals, which are high-value compounds used in specific applications such as coatings, adhesives, and advanced materials. Its unique properties and reactivity make it an essential component in the development of these specialized products.
However, it is important to note that 1,4-Dioxane-2,5-dione,3,6-dimethyl-, (3R,6S)is a potential irritant to the skin, eyes, and respiratory system. Additionally, it may have harmful effects on aquatic life. Therefore, proper handling, storage, and disposal measures should be taken to minimize its impact on human health and the environment.

Upstream product

• 849585-22-4 LACTIC ACID 
• 7440-31-5 stannane 
• 1071822-17-7 (6S)-3-methylene-6-methyl-1,4-dioxane-2,5-dione 
• 26680-10-4 3,6-dimethyl-1,4-dioxane-2,5-dione 
• 4511-42-6 L,L-dilactide 
• 27871-49-4 (S)-Methyl lactate 
• 95-96-5 D,L-lactide 
• 13076-17-0 D-lactide 
• 547-64-8 methyl lactate 
• 79-33-4 L-Lactic acid 

Downstream Products

• 314069-33-5 (S)-2-hydroxy-propionic acid (S)-1-benzyloxycarbonyl-ethyl ester 
• 4511-42-6 L,L-dilactide 
• 13076-17-0 D-lactide 
• 26680-10-4 3,6-dimethyl-1,4-dioxane-2,5-dione 
• 95-96-5 D,L-lactide 
• 57-55-6 propylene glycol 
• 616-09-1 n-propyl lactate 

Relevant academic research and scientific papers

Catalytic Gas-Phase Production of Lactide from Renewable Alkyl Lactates

A new route to lactide, which is a key building block of the bioplastic polylactic acid, is proposed involving a continuous catalytic gas-phase transesterification of renewable alkyl lactates in a scalable fixed-bed setup. Supported TiO2/SiO2 catalysts are highly selective to lactide, with only minimal lactide racemization. The solvent-free process allows for easy product separation and recycling of unconverted alkyl lactates and recyclable lactyl intermediates. The catalytic activity of TiO2/SiO2 catalysts was strongly correlated to their optical properties by DR UV/Vis spectroscopy. Catalysts with high band-gap energy of the supported TiO2 phase, indicative of a high surface spreading of isolated Ti centers, show the highest turnover frequency per Ti site.

A bifunctional monomer derived from lactide for toughening polylactide

(6S)-3-Methylene-6-methyl-1,4-dioxane-2,5-dione was synthesized from l-lactide and used as the dienophile to prepare spiro[6-methyl-1,4-dioxane-2,5-dione-3,2′-bicyclo[2.2.1]hept[5]ene] via an exoselective and diastereofacial-selective Diels-Alder reaction. Polymerizations of this bifunctional lactide derivative were successfully carried out under ring-opening and ring-opening metathesis polymerization conditions to yield high molecular weight and high Tg polymers. We further demonstrated that by incorporating a small percentage of spiro[6-methyl-1,4-dioxane-2,5-dione-3,2-bicyclo[2.2.1]hept[5]ene] into poly(1,5-cyclooctadiene) and copolymerizing it with dl-lactide, novel polymeric alloys of PLA can be created that have tremendous improvements in toughness over PLA and the corresponding binary blend of PLA and poly(1,5-cyclooctadiene). Copyright

TRANSFORMATIONS OF MESO-LACTIDE

B/N Lewis pairs have been discovered to catalyze rapid epimerization of meso-lactide (LA) or LA diastereomers quantitatively into rac-LA. The obtained rac-LA can be kinetically polymerized into poly(L-lactide) and optically resolved D-LA, with a high stereoselectivity factor kL/kD of 53 and an ee value of 91% at 50.6% monomer conversion, by a bifunctional chiral catalyst. The epimerization and enantioselective polymerization can be coupled into a one-pot process for transforming meso-LA directly into poly(L-lactide) and D-LA.

Preparing method of lactide stereisomer mixture

The invention provides a preparing method of a lactide stereisomer mixture, which comprises: taking an alkali metal compound as a catalyst, performing stereoisomerism reaction on a raw material lactide under a condition of 120-250 DEG C to obtain the stereisomer mixture containing D-, L- and meso- lactide, wherein the catalyst is selected from one or more from hydride, boron hydrogen compound, amide, chloride, bromide, monoiodide, sulfide, chlorate, bromate, iodate, chlorite, hypobromite, perchlorate, perbromate, periodate, sulfite, hydrosulphite, nitrate and nitrite of alkali metal. The specific alkali metal compound is taken as the catalyst for lactide isomerization reaction, the inversion of configuration of the lactide can be efficiently realized in an economic and environment-friendly manner, and the stereisomer mixture containing D-, L- and meso- lactide is prepared.

Method for obtaining lactide

Processes for producing lactide from lactic acid oligomers are described herein. The processes generally include heating a lactic acid oligomer in the presence of a catalyst at a temperature of between 150° C. and 300° C. under a pressure of less than 0.01 MPa to form a lactide; distilling the lactide; and condensing and recovering the lactide, wherein the catalyst is a metal salt of the phosphite anion PO33? in which the metal is selected from the group consisting of tin, aluminum, zinc, titanium and zirconium.

Method for the production of a mixture of lactide derivatives

A mixture of cyclic diesters derived from lactic acid and in cases a mixture of a racemate of dilactide may be produced in several different processes. In some instances, the process can thereby start from the corresponding alpha-hydroxycarboxylic acids, the corresponding cyclic diesters or oligomers of the corresponding alpha-hydroxycarboxylic acids.

Studies on the epimerization of diastereomeric lactides

The epimerization of chiral lactides was studied in the presence of various homogeneous and heterogeneous bases. Some solvent/base systems were found to promote epimerization at room temperature efficiently. Side reactions such as polymerization were not observed or occurred only slowly. This new protocol offers the opportunity of the transformation of meso-lactide into rac-lactide. Therefore it can reduce the overall manufacturing costs of polylactides, a problem which currently hampers the broad application of those environmentally friendly polymers in a large scale.

METHODS FOR PRODUCING LACTIDE WITH RECYCLE OF MESO-LACTIDE

An S, S- and R,R-lactide stream suitable for polymerization is prepared by producing a low molecular weight poly(lactic acid), depolymerizing the low molecular weight poly(lactic acid) to form a mixture of S, S-, R,R- and meso- lactide, and separating meso-lactide from this mixture to form an S, S- and R,R- lactide stream. Meso-lactide is recycled into the process, and shifts the mole fractions of the lactides in the lactide mixture that is produced.

METHOD OF RECOVERING LACTIDE FROM POLYLACTIC ACID OR DERIVATIVE THEREOF

To provide an efficient method for recovering and producing lactide having high optical purity by depolymerizing a polylactic acid or derivative thereof in order to carry out chemical recycling of the polylactic acid or derivative thereof or of a resin composition comprising same, wherein a mixture of a polylactic acid or derivative thereof and aluminum hydroxide is thermally decomposed at a temperature in a range from at least the melting temperature of the polylactic acid or derivative thereof to no greater than 320°C, thus recovering lactide.

Method for the productiion of polylactide from a solution of lactic acid or one of the derivatives thereof

A process for the production of polylactide, the stages of which for the production and purification of lactide, starting from an aqueous solution of lactic acid or of its derivatives, includes evaporation of water with formation of oligomers, depolymerization to give lactide, condensation and then crystallization of the crude lactide product to give purified lactide, aqueous treatment of the residual fractions from the crystallization and polymerization of purified and/or prepurified lactide to give polylactide in an extruder and in the presence of catalysts. An alternative process includes carrying out the aqueous treatment before the crystallization.