在NIR J-聚合物中,含有hydroazaheptacene tetraimides的聚合物
Kang Cai1, Jiajun Xie, Dahui Zhao
1Beijing National Laboratory for Molecular Sciences, Department of Applied Chemistry and the Key Laboratory of Polymer Chemistry and Physics of the Ministry of Education, College of Chemistry, Peking University , Beijing, China.
Journal of the American Chemical Society
|December 17, 2013
概括
新的二碳胺衍生物显示出强烈的J聚合,导致近红外 (NIR) 吸收和发射. 这些材料在可见光下几乎是透明的,非常适合特定的光学应用.
科学领域:
- 有机化学 有机化学
- 材料科学 材料科学 材料科学
- 频谱学是一种光谱学.
背景情况:
- 酸二氧化物是有机分子,具有可调节的光学特性.
- 有机材料中的J聚合可以导致独特的光物理行为,包括狭窄的排放带宽.
研究的目的:
- 设计和合成新型的酸二碳胺衍生物.
- 为了研究它们在溶液和薄膜中的J聚合行为.
- 描述它们的光学特性,特别是在红至近红外 (NIR) 区域.
主要方法:
- 化学合成的hydroazaacene二氧化碳胺衍生物.
- 紫外线-Vis吸收和光谱学.
- 薄膜制备和表征. 薄膜制备和表征.
- 聚合行为和光谱属性的分析.
主要成果:
- 成功合成了具有红色到NIR吸收的hydroazaacene dicarboximide衍生物.
- 在溶液和薄膜中均表现出明确的J-聚合.
- 观察到的NIR吸收和辐射,最大在902nm.
- 呈现出一个狭窄的排放带宽 (fwhm = 152 cm(-1)).
- 材料在可见区域几乎是透明的.
结论:
- 设计的hydroazaacene dicarboximide衍生物有效地形成了J-聚合物.
- 这些J聚合物在狭窄带宽的NIR区域具有显著的吸收和排放.
- 开发的材料显示出需要NIR光学特性和可见光透明度的应用的潜力.
相关概念视频
01:10Nomenclature of Aryl and Heterocyclic Amines
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The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is designated for this skeleton. As shown in Figure 1, the common names of the functionalized anilines involve prefixes ortho-, meta-, and para- to indicate the substitution position. Different functionalized aniline derivatives also have notable trivial names.
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01:18Aromatic Hydrocarbon Cations: Structural Overview
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Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
Removing one hydrogen from the intervening CH2 group...
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02:38Electrophilic Addition to Alkynes: Halogenation
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Introduction
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
Halogenation is another class of electrophilic addition reactions where a halogen molecule gets added across a π bond. In alkynes, the presence of two π bonds allows for the addition of two equivalents of halogens (bromine or chlorine). The addition of the first halogen molecule forms a trans-dihaloalkene as the major product and the cis isomer as the minor product. Subsequent addition of the second equivalent yields the tetrahalide.
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02:39Nomenclature of Alkynes
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Alkynes are unsaturated hydrocarbons characterized by the presence of carbon-carbon triple bonds and have a general formula CnH2n-2. The nomenclature of alkynes follows a set of rules similar to alkanes and alkenes; however, alkynes bear the suffix "-yne" instead of "-ane" or "-ene." There are two approaches to naming alkynes:
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02:35Electrophilic Addition to Alkynes: Hydrohalogenation
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Electrophilic addition of hydrogen halides, HX (X = Cl, Br or I) to alkenes forms alkyl halides as per Markovnikov's rule, where the hydrogen gets added to the less substituted carbon of the double bond. Hydrohalogenation of alkynes takes place in a similar manner, with the first addition of HX forming a vinyl halide and the second giving a geminal dihalide.
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02:34Preparation of Alkynes: Dehydrohalogenation
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Introduction
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
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