Development and Application of Functional Near Infrared Dyes

功能性近红外染料的开发及应用

• 批准号: 62470035
• 负责人: AKIYAMA Shuzo
• 金额: $ 3.78万
• 依托单位: Nagasaki University
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for General Scientific Research (B)
• 财政年份: 1987
• 资助国家: 日本
• 起止时间: 1987 至 1989
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/en/grant/KAKENHI-PROJECT-62470035/
• 关键词: Near-infrared dye; Dye ethynolog; Functional dye; Infrared absorption; Non-linear optics material; Absorption spectra; PPP-MO; Butadiene; トリフェニルメタン系色素; 近赤外吸収スペクトル; 色素アセチレン類似体; トリフェニルメタン系色素エチノローグ

1. It was found that the dye ethynologs containing xanthenylium, thioxanthenylium, or selenoxanthenylium system have been synthesized and these dyes have absorptions in the near-infrared (near-IR) region.2. The dye ethynovinylogs derived from three substituted 1-penten-4-in-3-ols have been prepared and their spectral properties were examined to show absorptions in the near-IR.3. Acetylenic analogs 3, 6-bis (dimethylamino) fluorenylium dyes, which absorb near-IR light (up to 1056nm in CH_2 Cl_2), have been prepared. The effects on the absorption maxima by substituents were fully examined. Although the chromophore systems of these dyes are not large, their spectral features are remarkable.The characteristically large bathochromic shifts of the absorption bands into near-IR region by ring closure of the omicron- and omicron'-positions of the diphenylmethane units could hardly ascribed to increase of planarity. The antiaromatic or/and diradicaloid nature of the central cyclopentadienyl unit will play a significant role in conjugation.4. A simple and convenient method was newly developed to afford aryl-substituted push-pull butadienes, i.e. a class of merocyanine dyes from 1,1-diaryl-2-propyn- 1-OIS. The scope of the reaction applying for several substrates was examined in detail. These dyes are excected for non-linear optics materials.5. Various functional characters of the triphenylmethane dye ethynologs prepared are fully examined.6. Their characteristic absorption properties were discussed on the basis of PPP-CI-MO calculations.

1。发现含有木烷基菌，硫氰基甲基铵或硒乙烯基因系统的染料乙二醇系统已合成，这些染料在近红外（近红外）区域中具有吸收。2。已经制备了源自三个取代的1-五含1-二氧化3-醇的染料乙烯基植物，并检查了它们的光谱特性，以在近IR中显示吸收。3。已经制备了乙酰基因类似物3，6-双（二甲基氨基）氟苯基染料，它们已准备好吸收近红外光（CH_2 Cl_2中的1056nm）。充分检查了取代基对吸收最大值的影响。尽管这些染料的发色团系统并不大，但它们的光谱特征是显着的。通过封闭二苯基甲烷单元的Omicron和Omicron'-Posients的环闭合，吸收带的特征性较大的浴色素移动却很难列出，以增加平面度的含量。中央环戊烯基单元的抗脉络膜或/和//和/和dirandicaloid性质将在共轭中发挥重要作用。4。新开发的一种简单便捷的方法是为了提供芳基取代的推扣丁二烯，即来自1,1-二芳基-2-磷酸1-OIS的一类梅罗糖酰染料。详细检查了适用于几个底物的反应范围。这些染料是针对非线性光学材料的。5。准备了三苯基甲烷染料伦理学的各种功能特征。6。根据PPP-CI-MO计算，讨论了它们的特征吸收特性。

项目成果

S. Nakatsuji: "Chemistry of Functional Dyes, ed. by Z. Yoshida and T. Kitao; Synthesis of Merocyanine Dyes from 1,1-Diaryl-2-propyn-1-ol Systems" Mita Press, Tokyo Chapter 3, 63-66 (1989).

S. Nakatsuji：“功能染料化学，Z. Yoshida 和 T. Kitao 编；从 1,1-二芳基-2-丙炔-1-醇体系合成部花青染料” Mita Press，东京第 3 章，63-

Akiyama,Shuzo: J.Chem.Soc.,Chem.Commun.710-711 (1987)

秋山修三：J.Chem.Soc.，Chem.Commun.710-711 (1987)

Shuzo Akiyama: "Triphenylmethane Dye Ethynologues with Absorption Bands in the Near Infrared" J.Chem.Soc.,Perkin Trans.I. 1988. 3155-3161 (1988)

Shuzo Akiyama：“在近红外区域具有吸收带的三苯甲烷染料民族同系物”J.Chem.Soc.，Perkin Trans.I。

Akiyama,Shuzo: Dyes and Pigments. 9. 459-466 (1988)

秋山修三：染料和颜料。

S. Nakatsuji: "Synthesis and Absorption Spectral Properties of New Merocyanine Dye Systems Derived from Michler's Ketone and 3,6-Bis(N,N-dimethylamino)fluorenone" Chem. Express, 4, 601-604 (1989).

S. Nakatsuji：“源自米蚩酮和 3,6-双（N,N-二甲氨基）芴酮的新型部花青染料系统的合成和吸收光谱特性”Chem。