1-Octene → HCID 86662488, compound

HRID 516196Notes

Reaction equation

HRID 516196 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH2:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH:15]=[CH2:16]>C1(C)C=CC=CC=1>[CH2:1]=[CH2:2].[CH2:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH:7]=[CH2:8]

Participants

4

Reactant 2

HCID 81251-OcteneHCID 194601,7-Octadiene

Product 1

HCID 86662488HCID 86662488, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

In a dry Parr 300 ml stainless autoclave equipped with mechanical stirrer, 75 ml of toluene, 11.8 ml of 1-octene, 0.2 ml of 1,7-octadiene and 5 ml MAO solution (methylaluminoxane, 10 wt % in toluene) were mixed at 60° C. After purging with ethylene gas, about 1 μmol of rac-Me2Si[2-Me-4-Ph(ind)2ZrCl2] catalyst diluted in 3 ml toluene was then syringed into the rapidly stirring solution under ethylene pressure to initiate the polymerization. After 3 minutes of reaction at 60° C. and under 220 psi pressure of ethylene gas, the polymer solution was quenched with methanol. The resulting product was washed with HCl/methanol (0.5M) and methanol each for 3 times, then vacuum-dried at 60° C. About 3.06 g of ethylene/1-octene/1,7-octadiene terpolymer was obtained with a catalyst activity of 61.2 Kg(PE)/mmol Zr/h. Before absorption measurements, the resulting polymer was subjected to a vigorous solvent extraction by refluxing toluene for 36 hours to remove any soluble fraction that was not fully cross-linked into the network structure. The soluble fraction was weight to calculate the data of gel content (insoluble fraction). The resulting ethylene/1-octene/1,7-octadiene terpolymer polymer from this reaction was not completely cross-linked, with only 40% insoluble fraction, as shown in Table 5.

Workup

  1. customIn a dry Parr 300 ml stainless autoclave equipped with mechanical stirrer
  2. customAfter purging with ethylene gas, about 1 μmol of rac-Me2Si[2-Me-4-Ph(ind)2ZrCl2] catalyst
  3. additiondiluted in 3 ml toluene
  4. customthe polymerization
  5. customAfter 3 minutes of reaction at 60° C.
  6. customunder 220 psi pressure of ethylene gas, the polymer solution was quenched with methanol
  7. washThe resulting product was washed with HCl/methanol (0.5M) and methanol each for 3 times
  8. customvacuum-dried at 60° C

Sources & evidence

ORD record
ord-9ce4dfbd493f407bac565ec65eb520e5
Source dataset
uspto-grants-2015_08
Patent number
US09109057B2

Reaction notes

Loading…