Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Octanoic Acid | HCID 379 | — |
| Reactant | Isosorbide | HCID 12597 | — |
| Catalyst | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 131735117 | HCID 131735117 | — |
Reaction Steps
In a stirred apparatus with distillation head, 190.0 g (1.3 mol) of isosorbide (“Sorbon” from Ecogreen Oleochemicals) and 187.5 g (1.3 mol) of octanoic acid (caprylic acid) are initially charged at 80° C. together with 0.38 g of aqueous sodium hydroxide solution (18% by weight strength, aqueous) as catalyst. With stirring and under a flow of nitrogen (10-12 liters per hour), the reaction mixture is initially heated to 180° C., where the water of reaction begins to distill off. The reaction is then heated to 190° C. over a period of 1 hour and to 210° C. over a further 2 hours. After 210° C. is reached, the esterification is continued until an acid value of <1 mg KOH/g is reached. This gives 345.7 g of amber isosorbide caprylate (97% of theory). The pH (5% by weight in ethanol/water 1:1) is 5.9. The pH was measured according to DIN EN 1262.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09295626B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-5233d60cd53249d9b7722a31a033a8b5 |
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| Source note | uspto-grants-2016_03 |
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