Allyl glycidyl ether → Triethylenetetramine

HRID 983570Notes

Reaction equation

HRID 983570 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH2:10].[CH2:11]1[O:13][CH2:12]1.C(OCC1OC1)C=C>>[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH2:10].[CH2:12]1[O:13][CH2:11]1.[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH2:10]

Participants

4

Reactant 2

HCID 7838Allyl glycidyl etherHCID 86586624HCID 86586624, compound

Product 2

HCID 5565TriethylenetetramineHCID 86586624HCID 86586624, compound

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 400 parts of a triethylenetetramine-ethylene oxide adduct (compound obtained by addition of 10 moles, on average, of ethylene oxide to —NH groups of triethylenetetramine), and the temperature was raised to 90° C. in an air atmosphere. While the reaction system was maintained at 90° C., 24.6 parts of allylglycidyl ether was added over 1 hour. After completion of the addition, stirring was continued at 90° C. for 2 hours to give a triethylenetetramine-ethylene oxide adduct monomer (triethylenetetramine-EO adduct macromer (2)).

Workup

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

Sources & evidence

ORD record
ord-b2e2c042b89043d580f2e04b75a7b17d
Source dataset
uspto-grants-2005_03
Patent number
US06864337B2

Reaction notes

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