Chloroboronsubphthalocyanine
[CAS# 36530-06-0]

Identification

• Classification: Organic raw materials >> Organoboron compounds
• Name: Chloroboronsubphthalocyanine
• Synonyms: Boron subphthalocyanine chloride; Boron(III) subphthalocyanine chloride; Chloro(subphthalocyaninato)boron
• Molecular Formula: C₂₄H₁₂BClN₆
• Molecular Weight: 430.66
• CAS Registry Number: 36530-06-0
• EC Number: 806-296-5
• SMILES: B1(n2c3c4ccccc4c2/nc/5\nc(/nc/6\n1c(n3)c7c6cccc7)-c8c5cccc8)Cl

Properties

• Density: 1.6±0.1 g/cm³, Calc.^*
• Melting point: >250 ºC^**
• Index of Refraction: 1.889, Calc.^*
• Boiling Point: 624.7±38.0 ºC (760 mmHg), Calc.^*
• Flash Point: 331.6±26.8 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
^**Adachi, Kenta; Analytical Chemistry 2006, V78(19), P6840-6846.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319-H335
• Precautionary Statements: P302+P352-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Skin irritation	Skin Irrit.	2	H315
Eye irritation	Eye Irrit.	2	H319
Specific target organ toxicity - single exposure	STOT SE	3	H335

Discovory and Applicatios

Chloroboronsubphthalocyanine is a compound belonging to the subphthalocyanine family, which is known for its unique structure and properties that are valuable in a variety of electronic and optical applications. Subphthalocyanines are macrocyclic compounds that share structural similarities with phthalocyanines but differ in their central core. Chloroboronsubphthalocyanine consists of a boron atom coordinated to a subphthalocyanine ligand and contains a chlorine atom as a substituent. The discovery of chloroboronsubphthalocyanine can be traced to the broader efforts to develop novel materials for optoelectronic devices and photovoltaic applications in the late 20th and early 21st centuries.

The discovery of chloroboronsubphthalocyanine followed the synthesis and investigation of subphthalocyanines, which were first introduced as a subset of phthalocyanine compounds. Phthalocyanines themselves have been extensively studied due to their stability, electronic properties, and light-absorbing capabilities. Subphthalocyanines, as derivatives of phthalocyanines, exhibit unique characteristics that make them desirable for use in applications like organic solar cells, organic light-emitting diodes (OLEDs), and other organic electronics. The addition of a chlorine atom and a boron center further enhances the material's properties, making chloroboronsubphthalocyanine an important compound in modern optoelectronics.

Chloroboronsubphthalocyanine is particularly recognized for its application in organic solar cells (OSCs). Organic photovoltaic devices have become increasingly popular as potential alternatives to traditional silicon-based solar cells. They offer advantages such as flexibility, lightweight construction, and the possibility of low-cost production. Chloroboronsubphthalocyanine, with its excellent light absorption properties and ability to facilitate charge transport, has been explored as a donor or acceptor material in OSCs. The material's efficiency in absorbing light, especially in the visible region of the spectrum, contributes to enhanced device performance. The unique electronic structure of chloroboronsubphthalocyanine allows it to participate effectively in the conversion of light energy into electrical energy, making it a promising candidate for the development of high-performance organic solar cells.

In addition to organic solar cells, chloroboronsubphthalocyanine has also found use in other optoelectronic devices, including organic light-emitting diodes (OLEDs). OLEDs are widely used in display technology due to their ability to produce bright, energy-efficient light. The use of chloroboronsubphthalocyanine in OLEDs can enhance the device’s efficiency and performance, especially in devices that require stable and high-quality materials for charge transport and light emission. The compound’s stability and favorable electronic properties make it an ideal candidate for incorporation into OLED devices, contributing to their long lifespan and high brightness.

The compound has also been investigated for use in sensors and catalysis, areas where its unique properties can be exploited for environmental and chemical applications. Chloroboronsubphthalocyanine’s ability to undergo redox reactions and interact with different substrates has opened avenues for its use in sensing devices, where it can be employed to detect various gases or chemical substances. Additionally, its catalytic potential has been explored in the context of hydrogenation reactions and other chemical processes.

Overall, chloroboronsubphthalocyanine is an important material in the field of organic electronics due to its versatile properties and applications. Its unique structure, which combines boron and chlorine with a subphthalocyanine ligand, offers enhanced light absorption, charge transport, and stability, making it suitable for various cutting-edge technologies. Ongoing research into the material’s properties and applications continues to unlock its potential, particularly in the development of more efficient and cost-effective optoelectronic devices.