US EPA

4273676 

Journal Article 

Solubility in Different Solvents, Crystal Polymorph and Morphology, and Optimization of Crystallization Process of AIBN 

Li, Y; Wu, Kui; Li, Y; Zhang, Y; Liu, JJ; Wang, X 

2018 

Yes 

Journal of Chemical and Engineering Data
ISSN: 0021-9568
EISSN: 1520-5134 

63 

1 

27-38 

English 

10.1021/acs.jced.7b00538 

WOS:000422813400003 

https://www.scopus.com/inward/record.uri?eid=2-s2.0-85040536828&doi=10.1021%2facs.jced.7b00538&partnerID=40&md5=ae839f0d9acf7e14a4c78f4040b5569d
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The solubility of 2,2'-azobisisobutyronitrile (AIBN) in pure methanol, ethanol, acetone, benzene, ethyl acetate, and a mixture of methanol and water was measured in the temperature range from 268.15 to 325.15 K at atmospheric pressure. The AIBN solubility was sensitive to the temperature in all pure solvents. The solubility in the binary mixture of methanol and water increased as the methanol fraction and temperature increased. The data were correlated with the modified Apelblat, Van't Hoff, and Buchowski-Ksiazczak lambda h equations. Other results showed that two AIBN polymorphs formed after the crystallization: form I, in a monoclinic cell, and form II, in a triclinic cell, which confirmed the two AIBN crystal structures reported in the literature. Additionally, the initial concentration and cooling rate of the AIBN crystallization had dominant roles in affecting the polymorphic forms of the AIBN crystals. The crystallization conditions were optimized in a 2 L crystallizer to yield crystals with the desired morphology and polymorphs, which resolved the caking issue experienced in the industrial production of AIBN. The optimized conditions were tested in a 20 L crystallizer.