Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dicyclopentadiene | HCID 6492 | — |
| Reactant | Cyclopentadiene | HCID 7612 | — |
| Reactant | (2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol | HCID 5280656 | — |
| Solvent | Water | HCID 962 | — |
| Product | Formaldehyde | HCID 712 | 68% |
| Product | 4-Nonylphenol | HCID 1752 | — |
Reaction Steps
300 g of rosin are heated to 260° C. in a 3 liter pressure apparatus. 700 g of dicyclopentadiene containing 75% of cyclopentadiene units are metered in within 2 hours, and the mixture is kept at this temperature for a further 5 hours while stirring; during this procedure, the pressure, which initially increased to 9 bar, decreases to 5 bar. The melt is then allowed to cool to 160° C. 710 g of a water-soluble resol obtained from 1,860 g of nonylphenol and 510 g of formaldehyde (processing viscosity 250 mPa.s, residue on drying 68% after heating for one hour at 135° C.) are metered into this cooled melt. With constant removal of water, the mixture is heated to 250° C. and then, on reaching a viscosity of 100 mPa.s of a 50% strength toluene solution at 23° C., down to 50 mbar while distilling off the volatile components. Yield 1402 g, melting point 145° C., acid number 11 mg KOH/g, viscosity of a 40% strength solution in linseed oil at 350 dPa.s/23° C., compatibility with a mineral oil having a low aromatics content and a boiling range of 240°-270° C. and having an aniline point of 72° C. better than 1 : 20, and with an aromatics-free mineral oil having a boiling range of 240°-270° C. and an aniline point of 92° C. 1 : 2. The compatibility with linseed oil is infinite at 23° C. The weight average molecular weight Mw is 7,550.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05362818 |
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| Source dataset | uspto-grants-1994_11 |
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| ORD ID | ord-4e576571d4aa42fcb29c061c41411194 |
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| Source note | uspto-grants-1994_11 |
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