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Methylation of Acidic Moieties in Poly(methyl Methacrylate-Co-Methacrylic Acid) Copolymers for End-Group Characterization by Tandem Mass Spectrometry

Methylation of Acidic Moieties in Poly(methyl Methacrylate-Co-Methacrylic Acid) Copolymers for End-Group Characterization by Tandem Mass Spectrometry

Rémi Giordanengo, Stéphane Viel, Manuel Hidalgo, Béatrice Allard-Breton, André Thévand, Laurence Charles

Rapid Commun Mass Spectrom. 2010 Jul 30;24(14):1941-7.

PMID: 20552705

Abstract:

The complete structural characterization of a copolymer composed of methacrylic acid (MAA) and methyl methacrylate (MMA) units was achieved using tandem mass spectrometry. In a first step, collision-induced dissociation (CID) of sodiated MAA-MMA co-oligomers allowed us to determine the co-monomeric composition, the random nature of the copolymer and the sum of the end-group masses. However, dissociation reactions of MAA-based molecules mainly involve the acidic pendant groups, precluding individual characterization of the end groups. Therefore, methylation of all the acrylic acid moieties was performed to transform the MAA-MMA copolymer into a PMMA homopolymer, for which CID mainly proceeds via backbone cleavages. Using trimethylsilyldiazomethane as a derivatization agent, this methylation reaction was shown to be complete without affecting the end groups. Using fragmentation rules established for PMMA polymers together with accurate mass measurements of the product ions and knowledge of reagents used for the studied copolymer synthesis, a structure could be proposed for both end groups and it was found to be consistent with signals obtained in nuclear magnetic resonance spectra.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP25086151-D	Poly(methyl methacrylate-co-methacrylic acid)		25086-15-1	Price

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