The effect of carboxylic acids on glycine polymorphism, salt and co-crystal formation. A comparison of different crystallisation techniques

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The effect of carboxylic acids on glycine polymorphism, salt and co-crystal formation. A comparison of different crystallisation techniques. / Losev, Evgeniy A.; Mikhailenko, Mikhail A.; Achkasov, Andrey F. et al.

In: New Journal of Chemistry, Vol. 37, No. 7, 01.07.2013, p. 1973-1981.

Research output: Contribution to journal › Article › peer-review

BibTeX

@article{8fedcf1cb6924e2f920ccb8038743c68,

title = "The effect of carboxylic acids on glycine polymorphism, salt and co-crystal formation. A comparison of different crystallisation techniques",

abstract = "The effect of carboxylic acids on glycine polymorphism, salt and co-crystal formation was compared for slow evaporation of solutions at ambient conditions, spray drying, {"}fast{"} and {"}slow{"} anti-solvent crystallisation and dry co-grinding. Different phases were found to crystallise from the same starting components, depending on the preparative technique. Small amounts of most carboxylic acids (glutaric acid being the only exception) promoted crystallisation of the γ-polymorph in solution and as a result of co-grinding. When added in equimolar quantities, the same carboxylic acids formed salts with glycine (addition of glutaric acid resulted in co-crystal formation) on slow evaporation of solutions and on co-grinding. Neither succinic nor l-malic acids produced glycine salts, but instead promoted formation of γ-glycine when present in any amount. Anti-solvent crystallisation and spray drying of solutions containing small or large amounts of carboxylic acids produced a variety of glycine polymorphs as both pure phases and their mixtures, whereas only oxalic acid yielded salts. The ability to synthesise glycinium semi-oxalate form II by spray drying was demonstrated.",

author = "Losev, {Evgeniy A.} and Mikhailenko, {Mikhail A.} and Achkasov, {Andrey F.} and Boldyreva, {Elena V.}",

year = "2013",

month = jul,

day = "1",

doi = "10.1039/c3nj41169a",

language = "English",

volume = "37",

pages = "1973--1981",

journal = "New Journal of Chemistry",

issn = "1144-0546",

publisher = "ROYAL SOC CHEMISTRY",

number = "7",

}

RIS

TY - JOUR

T1 - The effect of carboxylic acids on glycine polymorphism, salt and co-crystal formation. A comparison of different crystallisation techniques

AU - Losev, Evgeniy A.

AU - Mikhailenko, Mikhail A.

AU - Achkasov, Andrey F.

AU - Boldyreva, Elena V.

PY - 2013/7/1

Y1 - 2013/7/1

N2 - The effect of carboxylic acids on glycine polymorphism, salt and co-crystal formation was compared for slow evaporation of solutions at ambient conditions, spray drying, "fast" and "slow" anti-solvent crystallisation and dry co-grinding. Different phases were found to crystallise from the same starting components, depending on the preparative technique. Small amounts of most carboxylic acids (glutaric acid being the only exception) promoted crystallisation of the γ-polymorph in solution and as a result of co-grinding. When added in equimolar quantities, the same carboxylic acids formed salts with glycine (addition of glutaric acid resulted in co-crystal formation) on slow evaporation of solutions and on co-grinding. Neither succinic nor l-malic acids produced glycine salts, but instead promoted formation of γ-glycine when present in any amount. Anti-solvent crystallisation and spray drying of solutions containing small or large amounts of carboxylic acids produced a variety of glycine polymorphs as both pure phases and their mixtures, whereas only oxalic acid yielded salts. The ability to synthesise glycinium semi-oxalate form II by spray drying was demonstrated.

AB - The effect of carboxylic acids on glycine polymorphism, salt and co-crystal formation was compared for slow evaporation of solutions at ambient conditions, spray drying, "fast" and "slow" anti-solvent crystallisation and dry co-grinding. Different phases were found to crystallise from the same starting components, depending on the preparative technique. Small amounts of most carboxylic acids (glutaric acid being the only exception) promoted crystallisation of the γ-polymorph in solution and as a result of co-grinding. When added in equimolar quantities, the same carboxylic acids formed salts with glycine (addition of glutaric acid resulted in co-crystal formation) on slow evaporation of solutions and on co-grinding. Neither succinic nor l-malic acids produced glycine salts, but instead promoted formation of γ-glycine when present in any amount. Anti-solvent crystallisation and spray drying of solutions containing small or large amounts of carboxylic acids produced a variety of glycine polymorphs as both pure phases and their mixtures, whereas only oxalic acid yielded salts. The ability to synthesise glycinium semi-oxalate form II by spray drying was demonstrated.

UR - http://www.scopus.com/inward/record.url?scp=84881450706&partnerID=8YFLogxK

U2 - 10.1039/c3nj41169a

DO - 10.1039/c3nj41169a

M3 - Article

AN - SCOPUS:84881450706

VL - 37

SP - 1973

EP - 1981

JO - New Journal of Chemistry

JF - New Journal of Chemistry

SN - 1144-0546

IS - 7

ER -

ID: 23333021