HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1656036Generated: October 27, 2026
2-Butanone oxime → Hexamethylene diisocyanate
https://huagongshe.com/reaction/1656036
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Butanone oxime | HCID 7292 | — |
| Reactant | Diethyl Malonate | HCID 7761 | — |
| Reactant | Caprolactam | HCID 7768 | — |
| Reactant | Malonate Ion | HCID 9084 | — |
| Reactant | Acetoacetate | HCID 6971017 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Hexamethylene diisocyanate | HCID 13192 | — |
Reaction Steps
Suitable blocking agents or example, an oxime (preferably butanone oxime), a lactam (preferably ε caprolactam), an acetoacetate (preferably ethyl acetate), a malonate (preferably diethyl malonate), or a substituted phenol. Within the substitued phenols, p-hydroxybenzoic acid esters (e.g. p-hydroxybenzoic acid ethyl ester) are particularly preferred. They have low cleavage temperatures (less than 150° C.), and the ester eliminated has a low volatility and no unpleasant odor. In one preferred embodiment of the invention, component III may be obtained by reaction of the trimer (i.e. isocyanurate) of 1,6-hexamethylene diisocyanate with a hydroxyfunctional polyester, especially a polyadipate having a melting range of no more than 100° C. In another embodiment of the invention, 1,3-bis-(isocyanato-organo)-2,4-dioxo-1,3-diazetidines or 3,5-bis-(isocyanato-organo)-2,4,6-trioxotetrahydro-1,3,5-oxadiazines, such as, e.g., the adduct of 2 moles 1,6-hexamethylene diisocyanate and 1 mole carbon dioxide, may also be used as blocked polyisocyanates.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05252617 |
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| Source dataset | uspto-grants-1993_10 |
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| ORD ID | ord-5ab07b23daf04d01ac59cf65a2e0d9d1 |
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| Source note | uspto-grants-1993_10 |
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