Solid-State Competitive Destabilization of Caffeine Malonic Acid Cocrystal: Mechanistic and Kinetic Investigations

被引：6

作者：

Alsirawan, Mhd Bashir ^{[3
]}

Lai, Xiaojun ^{[1
]}

Prohens, Rafel ^{[2
]}

Vangala, Venu R. ^{[3
]}

Pagire, Sudhir K. ^{[3
]}

Shelley, Petroc ^{[4
]}

Bannan, Thomas J. ^{[5
]}

Topping, David O. ^{[4
,5
]}

Paradkar, Anant ^{[3
]}

机构：

[1] Univ Leeds, Sch Chem & Proc Engn, Leeds LS2 9JT, W Yorkshire, England

[2] Univ Barcelona, Polymorphism & Calorimetry Unit, Barcelona 08028, Spain

[3] Univ Bradford, Ctr Pharmaceut Engn Sci, Bradford D7 1DP, W Yorkshire, England

[4] Univ Manchester, Sch Earth & Environm Sci, Manchester M13 9PL, Lancs, England

[5] Univ Manchester, Natl Ctr Atmospher Sci, Manchester M13 9PL, Lancs, England

来源：

CRYSTAL GROWTH & DESIGN | 2020年 / 20卷 / 12期

基金：

英国工程与自然科学研究理事会;

关键词：

Oxalic acid;

D O I：

10.1021/acs.cgd.0c01246

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The main objective of this research is to investigate both the mechanism and the kinetics of solvent-free destabilization of the model caffeine/malonic acid cocrystal (CA/MO 2:1) in the presence of oxalic acid (OX) as a structural competitor to malonic acid (MO). Competitive destabilization of CA/MO and subsequent formation of caffeine/oxalic acid (CA/OX) take place at temperatures significantly below their melting points. The destabilization mechanism was found to be mediated by sublimation of both CA/MO and OX. During CA/MO destabilization, free CA could not be detected, and direct transformation to the CA/OX cocrystal was observed. The destabilization kinetics follow Prout-Tompkins nucleation and the crystal growth model with an activation energy of 133.91 kJ/mol, and subsequent CA/OX growth kinetics follow Ginstling-Brounshtien and three-dimensional diffusion models with an activation energy range of 130.45-132.57 kJ/mol.

引用

页码：7598 / 7605

页数：8

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