Triethylene glycol monomethyl ether → Boric Acid

HRID 1452448Notes

Reaction equation

HRID 1452448 reaction equation
[B:1]([O:6][CH3:7])([O:4][CH3:5])[O:2][CH3:3].COCCOCCOCCO>>[B:1]([OH:6])([OH:4])[OH:2].[B:1]([O:6][CH3:7])([O:4][CH3:5])[O:2][CH3:3]

Participants

4

Conditions

Temperature
60 °C

Procedure

Then, 207.6 g (2.0 mols) of trimethyl borate was added to 492 g (3.0 mols) of triethylene glycol monomethyl ether. The mixture was heated to 60° C. with stirring in a dry nitrogen atmosphere. After the mixture was kept at 60° C. for 1 hour, it was heated to 120° C. over a period of 1 hour. After the temperature reached 120° 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 3 hours to remove volatile matters produced with progress of ester interchange reaction of boric acid and excess trimethyl borate, followed by filtration to obtain 1485 g of a polymerizable boron-containing compound I (an esterification product of boric acid with triethylene glycol monomethyl ether) represented by the formula (3). An infrared absorption spectrum of the resulting polymerizable boron-containing compound I was measured to confirm that the absorption band originating from hydroxyl group at 3300 cm−1 disappeared.

Workup

  1. temperatureit was heated to 120° C. over a period of 1 hour
  2. customreached 120° C.
  3. waitThe system was kept at a pressure of 2.67 kPa (20 mmHg) or lower for 3 hours
  4. customto remove volatile matters

Sources & evidence

ORD record
ord-c69c03601e854db3a2f00377d0c8451b
Source dataset
uspto-grants-2009_01
Patent number
US07473492B2

Reaction notes

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