Ethylene Oxide → HCID 131717461, compound

HRID 1612906Notes

Reaction equation

HRID 1612906 reaction equation
[CH2:1]([CH:3]1[O:5][CH2:4]1)Cl.[CH2:6]1[O:8][CH2:7]1.C1OC1.[N-:12]=[N+:13]=[N-:14].[Na+].C1C(N)=NC(=O)N(CCOCCP(O)(O)=O)C=1.[OH-].[Na+]>CC(N(C)C)=O>[CH2:1]([N:12]=[N+:13]=[N-:14])[CH:3]1[O:5][CH2:4]1.[CH2:7]1[O:8][CH2:6]1

Participants

7

Reactant 5

HCID 6354Ethylene Oxide2×HCID 14798Sodium HydroxideHCID 33557Sodium Azide2×HCID 1682282-(Chloromethyl)oxirane--oxirane (1/1)HCID 513618HCID 513618, compound2×

Product 1

HCID 131717461HCID 131717461, compound

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

Elastomeric GEC is prepared according to the same previous procedure as in Example 1, except that commercial rubbery Epichlorohydrin-Ethylene Oxide Copolymer (PEEC) is used instead of PECH as the starting material. The copolymer contains about 70% PECH and 30% Ethylene Oxide. For this reason, a weight ratio NaN3 :PEEC of 0.55 is used in this case. Specifically, the reaction for 5 h at 120° C. of 10 g PEEC (MW~9×105) in 50 g DMA and 5 g EG with 5.5 g NaN3 and 0.9 g NaOH will yield 9.0 g (90%) of GEC azido product. This copolymer containing about 70% GAP and 30% Ethylene Oxide has a MW of about 10,000, a Tg of about -55° C. and a functionality (f) of about 3.5.

Workup

  1. customElastomeric GEC is prepared

Sources & evidence

ORD record
ord-f9c3e2eecff846e296d4548794d668bd
Source dataset
uspto-grants-1993_03
Patent number
US05191034

Reaction notes

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