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Development of Unimolecular Thermo-Response Dyes and Application to the Image Formation

单分子热响应染料的研制及其在成像中的应用

基本信息

批准号：
05555247
负责人：
INOUYE Masahiko
金额：
$ 8.38万
依托单位：
University of Osaka Prefecture
依托单位国家：
日本
项目类别：
Grant-in-Aid for Developmental Scientific Research (B)
财政年份：
1993
资助国家：
日本
起止时间：
1993 至 1995
项目状态：
已结题

项目摘要

Fluoran dyes are widely used as pressure-and heat-sensitive dyes for carbonless paper and paper for fax systems. Coloration occurs when the dyes react with acid, normally phenolic compounds, upon heating. To retain the colorless form before heating, the dyes must be protected from contact with acid. This often causes technical problems and restricts the use of organic medium such as polymer films. Our strategy utilized the fact that upon heating, neutral allyl aryl ethers generate acidic phenol groups by the Claisen rearrangement. Phenol groups thus generated undergo intramolecular acid-base reaction, which in turn causes the ring opening of the lactone groups and the coloration.In this project, we investigated the development of the unimolecular thermo-response dyes and application of the dyes to Image formation. The main results obtained in the project are briefly outlined below :1. Various unimolecular theromo-response dyes were synthesized aiming at the development of the color variation for the dyes.2. Syntheic scheme for the dyes were modified for the large-scale preparation.3. Test papers for the dyes were prepared.4. X-ray analyzes of the dyes (before and after the coloration) were performed.5. Characteristics of the dyes were carried out by several spectroscopic methods.6. Molecular design and syntheses of unimolecular light-response dyes were studied.

荧烷染料广泛用作无碳纸和传真系统用纸的压敏和热敏染料。当染料在加热时与酸（通常是酚类化合物）反应时，就会发生着色。为了在加热前保持无色形式，必须防止染料与酸接触。这通常会导致技术问题并限制有机介质（例如聚合物薄膜）的使用。我们的策略利用了这样的事实：加热时，中性烯丙基芳基醚通过克莱森重排产生酸性酚基团。由此产生的苯酚基团发生分子内酸碱反应，进而导致内酯基团开环并着色。在本项目中，我们研究了单分子热响应染料的开发以及该染料在图像形成中的应用。本项目取得的主要成果简述如下： 1．为了开发染料的颜色变化，合成了多种单分子热响应染料。 2．对染料的合成方案进行了修改，以适应大规模制备。 3．准备染料试纸。4．对染料（着色之前和之后）进行X射线分析。5．采用多种光谱方法对染料进行了表征。 6．研究了单分子光响应染料的分子设计和合成。