Reaktion #2632

Reaktionsgleichung

bis-phenol A

epichlorohydrin

ethylene oxide

epichlorohydrin

acetic acid

acetic acid

methyl violet

→

BTG H2O

Lösungsmittel

toluene

toluene

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeTo a first 250 ml round bottom flask equipped with a stirrer, nitrogen inlet tube
2. 2
   SonstigeTo a second 250 ml round bottom flask equipped with a stirrer, nitrogen inlet tube
3. 3
   TemperaturBoth flasks were heated
4. 4
   workup.DISTILLATIONto azeotropically distill off the water
5. 5
   Sonstigesparge
6. 6
   EinengenAfter the water concentration in each flask
7. 7
   workup.ADDITIONSodium methoxide was added to each flask in an amount that OH
8. 8
   TemperaturHeat
9. 9
   workup.DISTILLATIONto distill off
10. 10
    Sonstigeformed methanol
11. 11
    workup.DISTILLATIONby distilling off half of the initial weight of toluene from the flask
12. 12
    Temperaturthe contents were refluxed for 1 hour with N2
13. 13
    Sonstigesparge
14. 14
    TemperaturThe reaction mixture was then maintained at 70° C. until the alkalinity by titration
15. 15
    workup.ADDITIONThe contents of the first flask were added to the second flask, which
16. 16
    workup.DISTILLATIONdistilled
17. 17
    workup.ADDITIONButoxytriglycol (BTG) and water were added

Vorschrift

To a first 250 ml round bottom flask equipped with a stirrer, nitrogen inlet tube, and a distillation head were added 1 part of DNP-(EO)6 -OH and 2 parts of toluene. To a second 250 ml round bottom flask equipped with a stirrer, nitrogen inlet tube, and a distillation head were added 1 part of bis-phenol A ethoxylated with about 180 moles of ethylene oxide and 2 parts of toluene. Both flasks were heated to azeotropically distill off the water with stirring +N2 sparge. After the water concentration in each flask was less than 50 ppm the mixture was cooled to 60° C. Sodium methoxide was added to each flask in an amount that OH:NaOMe=1:1 based on the calculated hydroxyl value of surfactant. Heat was applied to distill off formed methanol by distilling off half of the initial weight of toluene from the flask then the contents were refluxed for 1 hour with N2 sparge. The flask was cooled to 60° C. afterwhich 1.1 moles of epichlorohydrin were added per mole sodium alkoxide. The reaction mixture was then maintained at 70° C. until the alkalinity by titration approached zero. The excess epichlorohydrin was vacuum stripped. A 4.0 gram aliquot of the reaction mixture +4 grams of tetraethylammonium bromide were dissolved in 50 ml of glacial acetic acid and the resulting solution titrated with a 0.1036 N HClO4 in glacial acetic acid solution to a methyl violet end point for the amount of epoxide (epoxy titration). The difference in the total alkalinity minus the HClO4 titration equals the amount of epoxide. The contents of the first flask were added to the second flask, which had been cooled to 110° C. in an amount such that the epoxy/alkoxide molar ratio was equal to 1:1. This mixture was held at 110° C. overnight. When the epoxy titration value equaled zero, the remaining toluene was vacuum distilled. Butoxytriglycol (BTG) and water were added to give a clear yellow BTG/H2O/product ratio of 1:5:3 by weight.

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