Triethylene glycol monomethyl ether → Boric Acid

HRID 1452444Notes

Reaction equation

HRID 1452444 reaction equation
[B:1]([O:6][CH3:7])([O:4][CH3:5])[O:2][CH3:3].C(OCCOCCO)(=O)C(C)=C.COCCOCCOCCO>>[B:1]([OH:6])([OH:4])[OH:2].[B:1]([O:6][CH3:7])([O:4][CH3:5])[O:2][CH3:3]

Participants

5

Reactant 3

HCID 8178Triethylene glycol monomethyl etherHCID 8470Trimethyl borateHCID 11321244Diethylene glycol monomethacrylate

Product 2

HCID 7628Boric AcidHCID 8470Trimethyl borate

Conditions

Temperature
75 °C

Procedure

207.6 Grams (2.0 mols) of trimethyl borate was added to 174 g (1.0 mol) of diethylene glycol monomethacrylate and 328 g (2.0 mols) of triethylene glycol monomethyl ether, followed by keeping them at 60° C. for 1 hour with stirring in a dry air atmosphere and then heating to 75° C. After the temperature reached 75° C., the pressure in the system was gradually reduced. The system was kept at a pressure of 2.67 kPa (20 mmHg) or lower for 6 hours to remove volatile matters produced with progress of ester interchange reaction of boric acid and excess trimethyl borate, followed by filtration to obtain 495 g of a polymerizable boron-containing compound C represented by the formula (1). An infrared absorption spectrum of the resulting polymerizable boron-containing compound C was measured to confirm that the absorption band originating from hydroxyl group at 3300 cm−1 disappeared.

Workup

  1. customat 60° C.
  2. customfor 1 hour
  3. customreached 75° C.
  4. customto remove volatile matters

Sources & evidence

ORD record
ord-cb00c9e360c04f708f0d37db2aa9e6e3
Source dataset
uspto-grants-2009_01
Patent number
US07473492B2

Reaction notes

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