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26680-10-4

26680-10-4 Structure

26680-10-4 Structure
IdentificationBack Directory
[Name]

3,6-Dimethyl-1,4-dioxane-2,5-dione homopolymer
[CAS]

26680-10-4
[Synonyms]

Lactide polymer
RESOMER? R 202 S
RESOMER? R 203 S
RESOMER? R 202 H
RESOMER? R 203 H
RESOMER(R) R 202 S
RESOMER(R) R 202 H
RESOMER(R) R 203 H
RESOMER(R) R 203 S
Resomer R 202 H, Poly(D,L-lactide)
Resomer R 203 H, Poly(D,L-lactide)
Resomer R 207 S, Poly(D,L-lactide)
Resomer(R) R 207 S, Poly(D,L-lactide)
Resomer(R) R 205 S, Poly(D,L-lactide)
Resomer(R) R 202 H, Poly(D,L-lactide)
Resomer(R) R 203 H, Poly(D,L-lactide)
3,6-Dimethyl-1,4-dioxane-2,5-dione homopolymer
Poly(D,L-lactide) acid terminated, average Mw 15000
3,6-Dimethyl-1,4-dioxane-2,5-dione homopolymer ISO 9001:2015 REACH
Resomer(R) R 203 H, Poly(D,L-lactide) acid terminated, Mw 18,000-24,000
Resomer(R) R 202 H, Poly(D,L-lactide) acid terminated, Mw 10,000-18,000
Resomer(R) R 202 S, Poly(D,L-lactide) ester terminated, Mw 10,000-18,000
[Molecular Formula]

C6H8O4
[MDL Number]

MFCD00217751
[MOL File]

26680-10-4.mol
[Molecular Weight]

144.125
Chemical PropertiesBack Directory
[Melting point ]

215 °C
[density ]

1.23 g/cm3
[Fp ]

113°C
[storage temp. ]

2-8°C
[solubility ]

Soluble in dichloromethane, tetrahydrofuran, ethyl acetate, chloroform, hexafluoroisopropanol, and acetone. Insoluble in water.
[form ]

solid
Safety DataBack Directory
[WGK Germany ]

nwg
Hazard InformationBack Directory
[Chemical Properties]

Poly(DL-lactic acid) is a glassy material, occurring as white to golden-yellow pellets or granules.
[Uses]

Controlled release
[Uses]

May be used to make drug delivery materials for controlled release.
[Definition]

ChEBI: Lactide is a member of dioxanes.
[Production Methods]

Lactic acid is a chiral molecule and has two optically active forms: Llactic acid and D-lactic acid. Poly(DL-lactic acid) is produced from the racemic mixture of lactic acid. Lactic acid is produced either from ethylene (petrochemical pathway) or by bacterial fermentation of D-glucose derived from food stocks. The former pathway involves an oxidation step followed by treatment with hydrogen cyanide and produces only racemic DL-lactic acid. In contrast, lactic acid produced by fermentation occurs mainly as L-lactic acid. Lowmolecular- weight poly-DL-(lactic acid) (500–10 000 Da) is produced directly from lactic acid by condensation. Higher-molecular-weight product is produced by one of two major pathways. The first involves a depolymerization of low-molecular-weight polymer into the cyclic dimer form (lactide) followed by ring-opening polymerization. Alternatively, it can be produced by a direct condensation using azeotropic distillation.
[General Description]

Resomer? R 207 S, Poly(D,L-lactide) (PDLLA), a biodegradable and biocompatible polymer, can be used for a variety of biological applications. It shows properties like long degradation time, mechanical stiffness and hydrophobicity.
[Pharmaceutical Applications]

Poly(DL-lactic acid) is used in drug delivery systems in implants, injections, and oral solid dispersions. It is also used as a coating agent.
[Safety]

Poly(DL-lactic acid) degrades to produce lactic acid, which is considered a well-tolerated nontoxic material. Several in vitro and in vivo studies demonstrated that poly(lactic acid) in general (including poly(DL-lactic acid)) is well tolerated and does not induce a significant immune response.However, some studies have illustrated signs of a mild immune response.The FDA has also reported some rare cases of inflammatory responses in patients treated with cosmetic poly(DL-lactic acid) injections.
[storage]

Poly(DL-lactic acid) is stable under dry conditions. However, it typically biodegrades over a period of 10–15 months according to the molecular weight. Increasing moisture and temperature enhances biodegradation; the onset of degradation in water at 25°C is 6 months.In contrast to many other biodegradable polymers, poly(DL-lactic acid) degrades through a two-step mechanism. The primary degradation step involves the hydrolysis of the ester bonds independently of microbial activity to produce a low-molecular-weight polymer. When the molecular weight drops below 10 000, microorganisms digest the polymer into carbon dioxide and water. Poly(DL-lactic acid) is more stable than poly(L-lactic acid) or poly(D-lactic acid) alone.Poly(DL-lactic acid) should be stored in a dry inert environment at a temperature of -15°C to -20°C.
[Incompatibilities]

Incompatible with strong acids or alkaline materials.
[Regulatory Status]

Included in the FDA Inactive Ingredients Database (IM, powder, for injection, suspension, and lyophilization). Poly(DL-lactic acid) is considered as ‘not hazardous’ according to the European Directive 67/548/EEC. Included in parenteral preparations (prolongedrelease powder for suspension for subcutaneous or intramuscular injection) licensed in the UK.
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