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Related Concept Videos

IR Spectrum01:19

IR Spectrum

3.3K
When infrared (IR) radiation passes through a molecule, the bonds stretch or bend by absorbing the radiation. This absorption creates the molecule's absorption spectrum, which is the plot of its percentage transmittance versus wavenumber.
Transmittance is defined as the ratio of the radiant power passing through a sample to that from the radiation's source. Multiplying the transmittance by 100 gives the percent transmittance (%T), which varies between 100% (no absorption) and 0%...
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IR Spectrum Peak Intensity: Amount of IR-Active Bonds00:55

IR Spectrum Peak Intensity: Amount of IR-Active Bonds

1.1K
When infrared radiation is passed through a molecule, absorption occurs if the molecule's vibration leads to a substantial change in its bond dipole moment. Transitions between vibrational energy levels, typically corresponding to infrared frequencies (4000–400 cm−1), allow absorption if the vibration significantly alters the dipole moment, making the molecule infrared active. The molecular bonds have different stretching and bending vibrations, resulting in various peaks with...
1.1K
IR and UV–Vis Spectroscopy of Aldehydes and Ketones01:29

IR and UV–Vis Spectroscopy of Aldehydes and Ketones

5.1K
Infrared spectroscopy, also known as vibrational spectroscopy, is mainly used to determine the types of bonds and functional groups in molecules. In aldehydes and ketones, the carbonyl (C=O) bond shows an absorption around 1710 cm-1. The C=O bond vibration of an aldehyde occurs at lower frequencies than that of a ketone. In addition to the C=O absorption in an aldehyde, the aldehydic C–H bond also gives two peaks in the 2700–2800 cm-1 range. This absorption, coupled with the...
5.1K
Spectroscopy of Carboxylic Acid Derivatives01:26

Spectroscopy of Carboxylic Acid Derivatives

2.2K
Infrared spectroscopy is primarily used to determine the types of bonds and functional groups. In carboxylic acid derivatives, a typical carbonyl bond absorption is observed around 1650–1850 cm−1. For esters, the absorption is recorded at around 1740 cm−1, while acid halides show the absorption at about 1800 cm−1. Another acid derivative, the acid anhydrides, exhibit two carbonyl absorption around 1760 cm−1 and 1820 cm−1, arising from the symmetrical and...
2.2K
UV–Vis Spectroscopy of Conjugated Systems01:32

UV–Vis Spectroscopy of Conjugated Systems

5.9K
Organic compounds with conjugated double bonds show strong absorption features in the UV–visible region of the electromagnetic spectrum attributed to π → π* electronic excitations. Generally, a UV–vis absorption spectrum is recorded as a plot of absorbance vs wavelength. The wavelength of maximum absorbance, which manifests as a peak in the absorption spectrum, is denoted as λmax.
One of the factors influencing λmax is...
5.9K
IR Spectrum Peak Intensity: Dipole Moment01:20

IR Spectrum Peak Intensity: Dipole Moment

1.7K
The dipole moment of a bond is the product of the partial charge on either atom and the distance between them. Dipole moments influence the efficiency of IR absorption and the peak intensity. When a bond with a dipole moment is placed in an electric field, the direction of the field determines if the bond is compressed or stretched. Electromagnetic radiation consists of an electric field component that rapidly reverses direction. It follows that polar bonds are alternately stretched and...
1.7K

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Diffuse Reflectance Infrared Spectroscopic Identification of Dispersant/Particle Bonding Mechanisms in Functional Inks
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Air-Stable 2,2'-Azobispyridine Radical-Boron Complexes and Their Near-Infrared Absorption Properties.

Toshihiro Moriya1, Takuma Kuroda1, Kazuya Kubo1

  • 1Department of Material Science, Graduate School of Science, University of Hyogo, Ako-gun, Hyogo, Japan.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|January 20, 2026
PubMed
Summary
This summary is machine-generated.

Researchers developed stable nitrogen-centered radicals using boron complexes, achieving near-infrared absorption. This breakthrough offers a new pathway for designing advanced radical-based materials and NIR functional dyes.

Keywords:
2,2′‐azobispyridineboron─nitrogen coordination bondnear‐infrared dyesstable radicals

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Area of Science:

  • Materials Science
  • Organic Chemistry
  • Spectroscopy

Background:

  • Air-stable nitrogen-centered radicals are crucial for developing functional molecular materials.
  • 2,2'-azobispyridine derivatives are potential candidates for radical-based applications.

Purpose of the Study:

  • To synthesize and characterize novel 2,2'-azobispyridine radical-boron complexes.
  • To investigate the impact of boron complexation on radical stability and optical properties.
  • To explore their potential as near-infrared (NIR) absorbing materials.

Main Methods:

  • Synthesis of boron-substituted 2,2'-azobispyridine frameworks.
  • One-electron oxidation to generate radical species.
  • Isolation and characterization using Electron Spin Resonance (ESR) spectroscopy, Density Functional Theory (DFT) calculations, and single-crystal X-ray diffraction.
  • UV-Vis-NIR spectroscopy to determine absorption properties.

Main Results:

  • Successfully synthesized air- and water-stable B(C6F5)2-substituted 2,2'-azobispyridine radical complexes.
  • ESR and DFT studies confirmed delocalization of the unpaired electron over the 2,2'-azobispyridine core.
  • Radical complexes exhibited significant NIR absorption in the 800-1140 nm range, tunable by substituents.
  • Structural analysis revealed N-N bond shortening upon oxidation.

Conclusions:

  • Boron complexation effectively stabilizes 2,2'-azobispyridine radicals.
  • This strategy allows for precise tuning of optical properties, particularly NIR absorption.
  • The developed radical complexes represent a promising platform for NIR functional dyes and advanced radical-based materials.