Carbon Dioxide → HCID 6713780, compound

HRID 1024124Notes

Reaction equation

HRID 1024124 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:3].[CH2:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11]1.C(=O)=O.[OH-].[Na+]>C1(C)C=CC=CC=1>[CH3:3][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[CH2:1].[CH2:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11]1

Participants

7

Reactant 4

HCID 280Carbon DioxideHCID 7219Indene2×HCID 7407Alpha-Methylstyrene2×HCID 14798Sodium Hydroxide

Product 1

HCID 6713780HCID 6713780, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneCatalystHCID 1140TolueneSolvent

Conditions

Temperature
2 °C

Procedure

A stirring device, a thermometer and a reflux condenser are mounted to a 500 ml four-neck flask. To the four-neck flask, 81.0 g of α-methylstyrene, 9 g of indene (that is, α-methylstyrene: 90 mass %, indene: 10 mass %) and 240 ml of Toluene are charged as a reaction mixed solution and the solution is stirred thoroughly. 0.9 g of boron trifluoride phenol complex and 9 g of toluene as catalyst are charged in a dropping funnel and the dropping funnel is mounted to the four-neck flask. Thereafter, the catalyst is added dropwise to the reaction mixed solution during a period of 15 minutes in a state where the temperature of the reaction mixed solution, which has been uniformly dispersed, is maintained in the range of 1 to 3° C. by using an alcohol bath cooled with dry ice, so that a polymerization reaction is started. After dropwise addition of the catalyst is completed, the polymerization is allowed to proceed for further 1 hour in the state where the temperature of the solution is kept in the range of 1 to 3° C. Then, the polymerization reaction is stopped by adding an aqueous solution of 0.5N sodium hydroxide to the reaction mixed solution. The reaction product thus obtained is washed with 100 ml of water three times and then the solvent and unreacted monomers are removed under a reduced pressure, whereby an α-methylstyrene/indene copolymer resin is obtained (the yield: 85 g). The α-methylstyrene/indene copolymer resin thus obtained has softening point: 145° C., number-average molecular weight (Mn): 800, and weight-average molecular weight (Mw): 3500.

Workup

  1. customA stirring device, a thermometer and a reflux condenser are mounted to a 500 ml four-neck flask
  2. additionmixed solution
  3. additionThereafter, the catalyst is added dropwise to the reaction
  4. additionmixed solution during a period of 15 minutes in a state where the temperature of the reaction
  5. additionmixed solution, which
  6. additionhas been uniformly dispersed
  7. additionAfter dropwise addition of the catalyst
  8. customis kept in the range of 1 to 3° C
  9. customThen, the polymerization reaction
  10. additionmixed solution
  11. customThe reaction product thus obtained
  12. washis washed with 100 ml of water three times
  13. customthe solvent and unreacted monomers are removed under a reduced pressure, whereby an α-methylstyrene/indene copolymer resin
  14. customis obtained (the yield: 85 g)

Sources & evidence

ORD record
ord-a8e7279b05db40b3ae08b1bcd4e50320
Source dataset
uspto-grants-2014_05
Patent number
US08722806B2

Reaction notes

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