Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | 2-Hydroxy-1,2,3-propanetricarboxylic acid hydrate (1:1) | HCID 22230 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Solvent | Glycerol | HCID 753 | — |
| Product | Itaconic acid | HCID 811 | — |
Reaction Steps
The process of WO2010/059925 was reworked as follows (derived from Examples 1 and 12): 20 grams of glycerol reagent grade and 40 grams of citric acid monohydrate were mixed The mixture was brought under nitrogen to a temperature of 140° C. while stirring, and kept under nitrogen at that temperature for a period of one hour. The resulting prepolymer was heated to 204° C. for a period of one hour. Uncontrollable foaming took place resulting in an inhomogeneous foam. The material discolored to yellow and had poor mechanical properties. Combustion analysis showed a carbon content of 43.76% and a hydrogen content of 5.56%, showing that about 5-10% of the citric acid decarboxylated to form itaconic acid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09127120B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-09e8405abc144d9995e9ed39f9909a69 |
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| Source note | uspto-grants-2015_09 |
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