Abstract

Abstract Metal-free phthalocyanine (H2Pc) has been widely used as photosensitive semiconductors in the organic optoelectronics field because of its unique planar molecular structure and high photocarriers’ generation efficiency. Herein, this paper related to a new facile and efficient one-step method for preparing specific crystal form of H2Pc with high crystallinity through ball-milling process, in which α-H2Pc can be prepared directly by dry ball-milling, and β-H2Pc and X-H2Pc can be simply obtained through wet ball-milling in butanone solvent at different temperatures. X-ray diffraction (XRD) was used to characterize the crystal stability of α-H2Pc, β-H2Pc, and X-H2Pc, which revealed that all the three crystalline H2Pc prepared had excellent crystal stability under different mechanical conditions.

Highlights

  • As an important member of phthalocyanine (H2Pc) compounds, metal-free H2Pc has been widely used as Currently, the process methods for regulating the crystal form of H2Pc mainly include thermal-induced transformation [9], vacuum sublimation [10], and crystal seed-induced transformation [11,12]

  • We report a new facile and efficient one-step method for preparing α-H2Pc, β-H2Pc, and X-H2Pc through ball-milling process

  • It can be found that the longer the ball-milling time, the stronger the intensity of X-ray diffraction (XRD) diffraction peak

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Summary

Introduction

As an important member of phthalocyanine (H2Pc) compounds, metal-free H2Pc has been widely used as. The process methods for regulating the crystal form of H2Pc mainly include thermal-induced transformation [9], vacuum sublimation [10], and crystal seed-induced transformation [11,12]. Such traditional process methods always require a large amount of energy consumption, extremely high vacuum equipment, and expensive crystal seeds. The vacuum sublimation method needs post-annealing treatment to prepare specific crystal forms, and the bath preparation yield is very low. These traditional process methods are not cost-effective and cannot be mass-production oriented. 2.1 Synthesis and purification of crude H2Pc in a vacuum freeze dryer for several hours to obtain the purified H2Pc (18.6 g, 93%)

Synthesis
Purification
Solvent recovery
Conclusions
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