Methoxypolyethylene glycols

Description

m-PEG36-alcohol is a PEG linker containing a hydroxyl group. The hydroxyl group enables further derivatization or replacement with other reactive functional groups. The hydrophilic PEG spacer increases solubility in aqueous media.

Chemical Properties

varies from viscous liquid to white flakes, depending

Uses

Methoxypolyethylene Glycol of with an average molecular mass of 350. Methoxypolyethylene Glycol (MPEG) is used in various applications such as micelles for drug delivery as well as in modifications of therapeutic proteins to improve their pharmacokinetics.

Uses

enteric coating controlled release and enteric release coatings

Uses

Methoxypolyethylene glycol 350 has been used in a study to assess the synthesis of a new class of thermosensitive micellar cyclotriphosphazenes. It has also been used in a study to investigate synthesis of a new amphiphilic poly(organophosphazene) by stepwise nucleophilic substitution.

Definition

ChEBI: A poly(ethylene glycol) terminated with a methyl group at one end.

brand name

Carbowax Sentry Methoxypolyethylene Glycol (Union Carbide).

General Description

It is a Polyethylene glycol (PEG) macromer with a reactive chain end consisting of methyl ether. Etherification of the PEG chain ends can be undertaken in basic conditions by reacting it with alkyl halides. mPEG can undergo cross linking to form hydrogels; polymerization can be initiated by redox reaction or free radical initiator.

Synthesis

To a stirred solution of 39.8 g of water-free methoxypoly(ethylene glycol) (0.1 mol) in 70 mL of CH₂Cl₂ was added 30.3 g of freshly distilled triethylamine (0.3 mol). The solution was flushed with N₂ and cooled to 10 °C. A total of 27.5 g of distilled acryloyl chloride (0.3 mol) in 30 mL of CH₂Cl₂ was added in the above mixture over a duration of 30 min under continuous stirring. The mixture was kept under stirring in a N₂ atmosphere for a period of 12 h at 10 °C. Triethylammonium chloride was filtered off. A minimum amount of benzene was added to the syrupy liquid to separate the residual triethylammonium chloride. The solvent was removed by distillation under reduced pressure; the liquid again was dissolved in CH₂Cl₂ and washed well with dilute saline water. The combined organic layer is then filtered through a "Fuller's earth" bed, and the solvent was removed from the filtrate under vacuum. The obtained Methoxypolyethylene glycols macromonomer was dried over molecular sieves overnight[1].

Solubility in organics

Acetone, chloroform, cyclohexanone, dichloromethane, DMF, MEK, toluene (hot), water

Toxics Screening Level

The initial threshold screening level (ITSL) for polyethylene glycol methyl ether , also known as dowanol TMH, is 13 μg/m3 based on an annual averaging time.

References

[1] Geetha, B., Mandal, A. B., & Ramasami, T. (1993). Synthesis, characterization, and micelle formation in an aqueous solution of methoxypolyethylene glycol macromonomer, homopolymer, and graft copolymer. Macromolecules, 26(16), 4083–4088. https://doi.org/10.1021/ma00068a002