Allyl glycidyl ether → Diglycidyl ether

HRID 656312Notes

Reaction equation

HRID 656312 reaction equation
[CH2:1]([O:5][CH2:6][CH:7]=[CH2:8])[CH:2]1[O:4][CH2:3]1.[H-].[O-2:10].[Al+3].[O-2].[O-2].[Al+3]>C1(C)C=CC=CC=1.O=[Pt]=O>[CH2:1]([O:5][CH2:6][CH:7]1[O:10][CH2:8]1)[CH:2]1[O:4][CH2:3]1

Participants

6

Reactant 3

HCID 7838Allyl glycidyl etherHCID 166653HydrideHCID 9989226Alumina

Product 1

HCID 16704Diglycidyl ether

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 1140TolueneSolvent

Conditions

Temperature
90 °C

Procedure

Allyl glycidyl ether (13.2 mL, 0.111 mol) was added to HMS-501 (10.0 g, 0.0741 mol) in toluene. A catalytic amount of PtO2 was added, and the mixture was heated at 90° C., overnight. An NMR spectrum taken the following day showed there to be substantially no remaining hydride (peak at approx. 4.7 ppm). The reaction mixture was then cooled and passed through a bed of aluminum oxide layered on top of a fitted glass filter. The frit was washed with additional toluene. The eluent was collected in a round-bottom flask. The solvent and residual allyl gylcidyl ether were then removed in vacuo at 50° C., to yield the epoxy-PDMS as a thick clear liquid (16.09 g, 87.2

Workup

  1. temperatureThe reaction mixture was then cooled
  2. filtrationfilter
  3. washThe frit was washed with additional toluene
  4. customThe eluent was collected in a round-bottom flask
  5. customThe solvent and residual allyl gylcidyl ether were then removed in vacuo at 50° C.

Sources & evidence

ORD record
ord-be5f9d3b8e6147cea19c563023c3b2f5
Source dataset
uspto-grants-2011_12
Patent number
US08071706B2

Reaction notes

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