Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formaldehyde | HCID 712 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 1-Naphthoic acid | HCID 6847 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 86738659 | HCID 86738659 | 54.9% |
Reaction Steps
A solution of 17.2 g (0.100 mole) 1-naphthoic acid and 8.1 g (0.100 mole) 37% formaldehyde in 85 ml. glacial acetic acid was stirred and maintained at a temperature of 90°-110° C. during addition of 5.6 ml. (0.100 mole) 96% sulfuric acid over 10 minutes. The solution was maintained at 110° C. for another 24 hours, during which time the solution became progressively darker in color and some solids appeared. On cooling to 50° C., heavy precipitation of white solids occurred. Addition of 150 ml. water produced a heavier deposition of solids which was filtered, washed with water, and dried. The solids were slurried in boiling toluene, filtered hot, and dried to afford 11.1 g of the 1-naphthoic acid/formaldehyde polymer showing a softening point of about 220° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04403089 |
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| Source dataset | uspto-grants-1983_09 |
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| ORD ID | ord-b5ee67de5c1347bdafb0f30d581e6046 |
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| Source note | uspto-grants-1983_09 |
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