Acrylic Acid → 5-Phenyl-2,4-pentadienoic acid

HRID 1109087Notes

Reaction equation

HRID 1109087 reaction equation
[CH2:1]=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:9]([OH:13])(=[O:12])[CH:10]=[CH2:11].S([O-])(OCCCCCCCCCCCC)(=O)=O.[Na+].S(OOS([O-])(=O)=O)([O-])(=O)=O.[K+].[K+].[OH-].[NH4+]>O>[CH:1]([CH:11]=[CH:10][C:9]([OH:13])=[O:12])=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

7

Reactant 5

HCID 6581Acrylic Acid2×HCID 7501Styrene2×HCID 14923Ammonium HydroxideHCID 24412Potassium PersulfateHCID 3423265Sodium Lauryl Sulfate

Product 1

HCID 737775-Phenyl-2,4-pentadienoic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

First, an 80/20 styrene-acrylic acid copolymer was prepared by the emulsion copolymerization of 49.09 g of styrene with 14.7 g of acrylic acid. Sodium lauryl sulfate was used as the surfactant (1.53 g), potassium persulfate (0.17 g) as the initiator and ammonium hydroxide (dropwise) was used to adjust the pH to 4. Deoxygenated water (165 g) was used as the continuous phase. After polymerization, the material was found to contain both acrylic acid and styrene by FI-IR. This emulsion was found to contain 22% solids by weight.

Workup

  1. customAfter polymerization

Sources & evidence

ORD record
ord-8e5f6c527adb4ae9a78683e64c8eef3d
Source dataset
uspto-grants-1994_06
Patent number
US05319027

Reaction notes

Loading…