螺[异苯并呋喃-1,9′-蒽]类化合物、制备方法及应用

By improving the structure and preparation method of spiro[isobenzofuran-1,9'-anthracene] compounds, and employing a symmetrical distribution and palladium/bident phosphine ligand catalytic system, the irreversible fading problem of existing dyes under environmental factors was solved, realizing the preparation of efficient and stable latent dyes suitable for thermal recording materials.

CN122404362APending Publication Date: 2026-07-17HUNAN DINGYIYUAN TECH DEV CO LTD +1
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Patent Information

Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
HUNAN DINGYIYUAN TECH DEV CO LTD
Filing Date
2026-03-30
Publication Date
2026-07-17

AI Technical Summary

Technical Problem

Existing spiro[isobenzofuran-1,9'-anthracene] compounds are prone to irreversible fading under environmental factors such as heat, light, and humidity, resulting in information loss. Furthermore, traditional synthetic processes lack universality, making it difficult to quickly develop new cryptic and explicit dyes.

Method used

The spiro[isobenzofuran-1,9′-anthracene] compound structure is adopted with a dialkylamino group linked at the 6′-position and a 3,5-dimethylphenyl group linked at the 2′-position via an -NH-bond. The catalysis is carried out in an inert gas environment using a palladium/bidentose phosphine ligand catalysis system, combining strong acid-catalyzed cyclization and CN coupling reaction under alkaline conditions.

Benefits of technology

The uniform steric hindrance distribution and synergistic enhancement of electronic effects in the colorimetric conjugated system improve the stability and reaction efficiency of the dye, extend the information retention life, and make it suitable for industrial production.

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Abstract

本发明涉及隐显染料技术领域,具体而言,涉及螺[异苯并呋喃‑1,9′‑蒽]类化合物、制备方法及应用。该化合物的螺[异苯并呋喃‑1,9′‑蒽]骨架的6′‑位连接有二烷基氨基取代基,2′‑位通过‑NH‑键连接有3,5‑二甲基苯基,3′‑位为烷基。该方法在强酸的作用下,使反应物进行第一步反应,在惰性气体环境、加热和碱性条件下,采用钯 / 双齿膦配体催化体系催化中间产物和3,5‑二甲基苯胺进行第二步反应。本发明在分子层面根本改善了螺环隐显染料的抗老化性能,并提供了适于工业化生产的高效合成方法,并通过与显色剂组合形成热敏记录材料,在实际应用中体现出显著的技术优势,具有良好的工业应用前景。
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