Glycidyl methacrylate → Sorbitol

HRID 751243Notes

Reaction equation

[OH:1][CH2:2][C@@H:3]([C@H:5]([C@@H:7]([C@@H:9]([CH2:11][OH:12])[OH:10])[OH:8])[OH:6])[OH:4].[CH2:13]1[O:15][CH2:14]1.[OH-].[Na+].C(OCC1OC1)(=O)C(C)=C>>[OH:12][CH2:11][C@@H:9]([C@H:7]([C@@H:5]([C@@H:3]([CH2:2][OH:1])[OH:4])[OH:6])[OH:8])[OH:10].[CH2:14]1[O:15][CH2:13]1.[OH:12][CH2:11][C@@H:9]([C@H:7]([C@@H:5]([C@@H:3]([CH2:2][OH:1])[OH:4])[OH:6])[OH:8])[OH:10]

Participants

Reactant 3

HCID 7837Glycidyl methacrylate

HCID 14798Sodium Hydroxide

HCID 61891Hexitolato--oxiranato (1/1)

Product 2

HCID 5780Sorbitol

HCID 61891Hexitolato--oxiranato (1/1)

Conditions

Temperature: 90 °C

Procedure

A glass-made reaction apparatus equipped with a thermometer, stirrer, dropping device, nitrogen/air inlet tube and reflux condenser was charged with 300 parts of a sorbitol-ethylene oxide adduct (compound obtained by addition of 10 moles, on average, of ethylene oxide to hydroxyl groups of sorbitol) and 0.08 part of sodium hydroxide, and the temperature was raised to 90° C. in a nitrogen atmosphere. While the reaction system was maintained at 90° C., 22.9 parts of glycidyl methacrylate was added over 1 hour. After completion of the addition, stirring was continued at 90° C. for 2 hours to give a sorbitol-ethylene oxide adduct monomer (sorbitol-EO adduct macromer).

Workup

customA glass-made reaction apparatus equipped with a thermometer, stirrer
temperaturereflux condenser
temperatureWhile the reaction system was maintained at 90° C.
additionAfter completion of the addition

Sources & evidence

ORD record: ord-2a37e73c5e1a4a4ab7e47767acf22391
Source dataset: uspto-grants-2008_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07405264B2

Reaction notes

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