Propylene Glycol → HCID 86751390, compound

HRID 1489304Notes

Reaction equation

HRID 1489304 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[C:8]1(=[O:14])[O:13][C:11](=[O:12])[CH2:10][CH2:9]1.[CH2:15]([OH:19])[CH:16]([OH:18])[CH3:17]>C1(C)C=CC(S(O)(=O)=O)=CC=1.[OH-].[K+]>[C:1]([OH:6])(=[O:7])/[CH:2]=[CH:3]\[C:4]([OH:12])=[O:5].[C:8]([OH:13])(=[O:14])/[CH:9]=[CH:10]\[C:11]([OH:18])=[O:12].[CH2:15]([OH:19])[CH:16]([OH:18])[CH3:17].[C:1]([O-:6])(=[O:7])[CH2:2][CH2:3][C:4]([O-:12])=[O:5]

Participants

6

Reactant 3

HCID 1030Propylene Glycol2×HCID 7922Succinic anhydrideHCID 7923Maleic Anhydride2×

Product 1

HCID 86751390HCID 86751390, compoundYield 638.9%

Reagents, catalysts & solvents 2

HCID 6101p-Toluenesulfonic acidCatalystHCID 14797Potassium HydroxideCatalyst2×

Conditions

Temperature
75 °C

Procedure

A three-liter reactor equipped as in Example 2 is charged with maleic anhydride (690 g) and succinic anhydride (230 g). The mixture is heated to 75° C. to melt the maleic anhydride, and propylene glycol (353 g) is added. The exothermic reaction is maintained at or below 130° C. for two hours. A 3000 mol. wt. polyoxypropylene triol (1027 g) and p-toluenesulfonic acid (2.3 g) are added. The mixture is heated at 190° C. until the acid number falls to 112 mg KOH/g. Propylene glycol (146 g) is added, and heating continues until the acid number is 38 mg KOH/g. After cooling, 2077 g (86.8% yield) of resin is collected. GPC results: Mn=1982, Mw=10,730. A blend of the resin with 40% styrerie has APHA color=65.

Workup

  1. customA three-liter reactor equipped as in Example 2
  2. additionis added
  3. customThe exothermic reaction
  4. temperatureis maintained at or below 130° C. for two hours
  5. temperatureThe mixture is heated at 190° C. until the acid number
  6. temperatureheating
  7. temperatureAfter cooling

Sources & evidence

ORD record
ord-0ccaa78b4b5b4917b7e0404f4e5114d8
Source dataset
uspto-grants-1997_10
Patent number
US05677396

Reaction notes

Loading…