Isoindoline compounds

By employing bio-derived furan and maleic anhydride in Diels-Alder reactions, the synthesis of isoindoline compounds addresses the need for safe and sustainable production of KII and DII, achieving bio-derived compounds suitable for pigments and bioactive agents.

JP7893283B2Active Publication Date: 2026-07-22DIC CORP
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
DIC CORP
Filing Date
2024-08-28
Publication Date
2026-07-22

AI Technical Summary

Technical Problem

Conventional methods for synthesizing isoindoline compounds, such as KII and DII, rely on petroleum-derived phthalonitrile, which is harmful to human health and the environment, and there is a growing need for bio-derived alternatives that are safe, clean, and carbon-neutral.

Method used

The synthesis of isoindoline compounds is achieved using bio-derived furan and maleic anhydride through Diels-Alder reactions, followed by dehydration and ring-opening, and substitution of oxygen atoms with nitrogen, resulting in bio-derived KII and DII containing radioactive carbon-14.

Benefits of technology

This method produces bio-derived isoindoline compounds that are safe, environmentally friendly, and carbon-neutral, with a biomass content of 1% or more, suitable for producing pigments, dyes, and bioactive agents like anticancer agents and antioxidants.

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Patent Text Reader

Abstract

To provide a biomass-derived isoindoline compound (KII, DII, etc.) that can be obtained by a safe, clean, and carbon-neutral approach.SOLUTION: The isoindoline compound contains a radioactive carbon atom 14C and is represented by the following formula (I). (In the formula (I), A and B each independently represent an oxygen atom or NH, R1 to R4 each independently represent a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, or a phenyl group which may be substituted with an alkyl group, and R2 and R3 may be ring-closed to form a 5- to 8-membered ring.)SELECTED DRAWING: None
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