Ethylene → Ethylidenenorbornene

HRID 1669634Notes

Reaction equation

HRID 1669634 reaction equation
[CH3:1][C:2](N(C)C)=O.[CH2:7]=[CH:8][CH3:9].ClC(Cl)(Cl)C(O[CH2:15][CH3:16])=O.[CH2:19]=[CH2:20]>C1(C)C=CC=CC=1.CO>[CH:8](=[C:9]1[CH2:16][CH:15]2[CH2:1][CH:2]1[CH:19]=[CH:20]2)[CH3:7]

Participants

7

Conditions

Temperature
50 °C

Procedure

A solution of 2.4 ml (17.8 mmol) 5-ethylidene-2-norbornene and 2 ml 1 M DMAC in 200 ml toluene was prepared in a Fischer-Porter bottle. The stirred reactor was heated to 50° C. and the toluene solution saturated with 2 bar propylene for 20 minutes. The activated catalyst solution (1.33 ml, 0.15 mM, Al/V=100) was then injected followed by 4.4 ml 23 mM solution of ethyl trichloroacetate in toluene. The propylene supply was turned off, the reactor connected to the ethylene line and pressurised with ethylene to 4 bar total pressure. The polymerisation reaction was carried out for 40 min. After the end of the experiment, the reactor was cooled to room temperature, depressurized via opening the vent and the reactor content poured into a beaker containing 400 ml methanol. The polymer was filtered, washed with methanol and dried in vacuo, at 60° C. for 12 h. Polymer yield—1 g. Activity—7500 g mmol−1 h−1.

Workup

  1. customThe polymerisation reaction
  2. temperatureAfter the end of the experiment, the reactor was cooled to room temperature
  3. additionthe reactor content poured into a beaker
  4. filtrationThe polymer was filtered
  5. washwashed with methanol
  6. customdried in vacuo, at 60° C. for 12 h

Sources & evidence

ORD record
ord-646c4d18b38c42c4b47ac9bc84956f8f
Source dataset
uspto-grants-2011_08
Patent number
US07989565B2

Reaction notes

Loading…