Alkyl substituent-dependent systematic change in cold crystallization of azo molecules. Issue 12 (2nd March 2022)

• Record Type: Journal Article
• Authors: Honda, Akinori; Hibi, Yukie; Matsumoto, Kazuma; Kawai, Masato; Miyamura, Kazuo
• Is Part Of: RSC advances. Volume 12:Issue 12(2022)
• Page Start: 7229
• Page End: 7236
• Publication Date: 2022-03-02
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d2ra00942k
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : The change in alkyl substitution position and alkyl chain length of azo molecules led to the variation in cold crystallization behavior. Abstract : The thermal behavior of alkyl-derivatized 1-(2, 4-dimethylphenylazo)-4-naphthol and 1-(2, 4-dimethylphenylazo)-2-naphthol (2, 4-DM-4-C n and 2, 4-DM-2-C n, respectively) was investigated. The change in the position of the alkyl substituent led to a variation in the thermal behavior, including the cold crystallization, which is a heat-storing phenomenon. In addition, a comprehensive study of the alkyl chain length revealed that 2, 4-DM-4-C n had better crystallinity and exhibited cold crystallization with short alkyl chains. The π–π, C–H⋯N, and C–H⋯π interactions stabilized the crystal structure of 2, 4-DM-4-C n . On the other hand, the polymorphism of 2, 4-DM-2-C n inhibited the formation of a uniform crystalline phase during cooling, which led to poor crystallinity. The only difference between the compounds, the position of the substituent, resulted in a clear variation in the cold crystallization and heat storage properties.