Citric Acid → HCID 86600456, compound

HRID 853963Notes

Reaction equation

HRID 853963 reaction equation
[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4].[OH:14][CH2:15][C@@H:16]([C@H:18]([C@@H:20]([C@@H:22]([CH2:24][OH:25])[OH:23])[OH:21])[OH:19])[OH:17]>O>[OH:25][CH2:24][C@@H:22]([C@H:20]([C@@H:18]([C@@H:16]([CH2:15][OH:14])[OH:17])[OH:19])[OH:21])[OH:23].[C:1]([OH:13])(=[O:12])[CH2:2][C:3]([CH2:8][C:9]([OH:11])=[O:10])([C:5]([OH:7])=[O:6])[OH:4]

Participants

4

Reactant 2

HCID 311Citric Acid2×HCID 5780Sorbitol2×

Product 1

HCID 86600456HCID 86600456, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent5×

Procedure

As a control experiment, we also synthesized a copolymer using a 3:1 molar ratio of citric acid to D-sorbitol, but first dissolving the reactants in water. Citric acid and D-sorbitol were dissolved in a minimal amount of water, and then dried in a force air oven at 80° C. overnight. The resulting solid was ground, then polymerized under vacuum at 150° C. The resulting polymer displayed a water absorbance index (WAI) value within experimental error of the dry synthesis (Table 1). Water solubility and acid titration values show a larger extent of reaction in this system, probably due to reaction occurring during the drying process. Overall, there appears to be little advantage to using water in this system.

Workup

  1. customAs a control experiment, we also synthesized a copolymer
  2. customdried in a force air oven at 80° C. overnight
  3. custompolymerized under vacuum at 150° C
  4. customwithin experimental error of the dry synthesis (Table 1)
  5. customa larger extent of reaction in this system
  6. customprobably due to reaction

Sources & evidence

ORD record
ord-1622617121704b1a9d9177177a1b7bc6
Source dataset
uspto-grants-2007_08
Patent number
US07256251B2

Reaction notes

Loading…