Styrene → Diethylene Glycol Monoethyl Ether

HRID 126969

Reaction equation

HRID 126969 reaction equation
C=CC1C=CC=CC=1.[CH2:9]([O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][O:19]CCO)[CH2:10]CC.[NH2-].[Na+]>C1COCC1>[CH2:9]([O:13][CH2:14][CH2:15][O:16][CH2:17][CH2:18][OH:19])[CH3:10]

Participants

5

Reactant 3

HCID 7501Styrene2×HCID 8923Triethylene glycol monobutyl ether2×HCID 24533Sodium amide

Product 1

HCID 8146Diethylene Glycol Monoethyl EtherYield 50%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Polymerization of styrene with the system NaNH2 and triethylene glycol monobutyl ether. Polymerization is allowed to proceed from 8.32 g (8·10-22 mole) of styrene in in 30 cc THF in the presence of 0.98 g (25·10-3 mole) of sodium amide and 1.71 g (8.3·10-3 mole) of triethylene glycol monobutyl ether. The reaction mixture which is obtained prior to the addition of the monomer has a yellow color which is more pronounced than that obtained with diethylene glycol monoethyl ether, contrary to the results which have been obtained with glycol monomethyl ether. At the end of four hours, a polymer is obtained in 50% yield, with Mn=8500.

Workup

  1. customPolymerization
  2. customThe reaction mixture which is obtained
  3. additionto the addition of the monomer

Sources & evidence

ORD record
ord-ee1cd658a5b4488b9bdfd053b4ca7193
Source dataset
uspto-grants-1981_03
Patent number
US04254247

Linked notes

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