Styrene → HCID 19842620, compound

HRID 1899064Notes

Reaction equation

HRID 1899064 reaction equation
C1(=O)OC(=O)C=C1.[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1(C)C(C)=CC=CC=1>[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH2:8]=[CH:9][C:10](=[CH2:11])[CH3:15].[CH2:8]=[CH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7501StyreneHCID 7923Maleic Anhydride2×

Product 1

HCID 19842620HCID 19842620, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent2×

Conditions

Temperature
140 °C

Procedure

A separable flask equipped with a stirrer and a cooler was charged with 30 g of a maleic anhydride modified hydrogenated styrene-isoprene-styrene block copolymer (styrene content: 3% degree hydrogenation: 96% maleic anhydride content: 0.03 meg/g) and 100 g of xylene. Separately, a solution of 3-aminophenylboronic acid ethylene glycol ester in xylene was prepared by dehydrating distillation of a mixture of 20 g of xylene, 310 mg of 3-aminophenylboronic acid hydrate and 120 mg of ethylene glycol, and the solution was fed to the flask. The reaction mixture was heated at 140° C. for 3 hours. After cooling of the reaction mixture, the polymer that formed was reprecipitated from methanol containing 0.1% of ethylene glycol, and dried, to give a hydrogenated styrene-isoprene-styrene copolymer having an MI of 2 g/10 min and 0.028 meg/g of boronic acid ethylene glycol ester groups on side chains.

Workup

  1. customA separable flask equipped with a stirrer
  2. distillationdistillation of a mixture of 20 g of xylene, 310 mg of 3-aminophenylboronic acid hydrate and 120 mg of ethylene glycol
  3. temperatureAfter cooling of the reaction mixture
  4. customthe polymer that formed
  5. customwas reprecipitated from methanol containing 0.1% of ethylene glycol
  6. customdried

Sources & evidence

ORD record
ord-2aaaefcc214647698bffe60a2d73d335
Source dataset
uspto-grants-1996_11
Patent number
US05571871

Reaction notes

Loading…