Can electrospray ionization help the characterization of iron gall inks? Investigation on the interactions of gallic acid with iron ions in aqueous solutions

Journal of Mass Spectrometry

Volumn 43, Issue 8, 2008, Pages 1123-1131

  Lutui, Marie Anne ^a   Gilard, Françoise ^a,b   Sablier, Michel ^a  

^a LABORATOIRE HÉTÉROÉLÉMENTS ET COORDINATION   (France)

^b INSTITUTE OF PLANT SCIENCES PARIS SACLAY IPS2   (France)

Author keywords

Electrospray; Gallic acid; Iron gall inks; Isomerization; Mass spectrometry; Paper degradation

Indexed keywords

AROMATIC HYDROCARBONS; CHLORINE COMPOUNDS; DATA STRUCTURES; ELECTROLYSIS; ELECTROSPRAY IONIZATION; ELEMENTARY PARTICLE SOURCES; EXPERIMENTS; GAS DYNAMICS; GASES; INK; ION SOURCES; IONIZATION; IONIZATION OF GASES; IRON COMPOUNDS; MECHANISMS; METAL IONS; PHASE STABILITY; SOLUTIONS; SULFATE MINERALS;

AQUEOUS SOLUTIONS; CONDENSED-PHASE; ELECTRO SPRAYING; ELECTROSPRAY; ELECTROSPRAY IONIZATION (ESI); FRAGMENTATION PATHWAYS; GALLIC ACID; GAS-PHASE; INDUCED DISSOCIATION; INK COMPOSITION; ION FORMATION; ION STRUCTURES; IONIC COMPLEXES; IRON GALL INKS; IRON IONS; IRON SULFATES; ISOMERIZATION; MASS SPECTROMETRY; PAPER DEGRADATION; POLYPHENOLIC ACID; THEORETICAL CALCULATIONS;

IONS;

FERROUS SULFATE; GALLIC ACID; INK; IRON; PHENOL DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; COLLISIONALLY ACTIVATED DISSOCIATION; COMPLEX FORMATION; ELECTROSPRAY; FRAGMENTATION REACTION; GAS ANALYSIS; PRIORITY JOURNAL;

EID: 49549084621     PISSN: 10765174     EISSN: 10969888     Source Type: Journal    
DOI: 10.1002/jms.1396     Document Type: Article

References (36)

1. Kolar J, Stolfa A, Strlic M, Pompe M, Pihlar B, Budnar M, Simcic J, Reissland B Historical iron gall ink containing documents-properties affecting their conditions. Analytica Chimica Acta 2006; 555: 167.
2. Neevel JG Phytate: a potential conservation agent for the treatment of iron corrosion caused by irongall inks. Restaurator 1995; 16: 143.
3. Krekel C Chemische struktur historischer eisengallustinten. In Tintenfraßschäden und ihre Behandlung, Banik G, Weber H (eds). Verlag: Baden-Württemberg, 1999; 25.
4. Wunderlich CH Geschichte und chemie der eisengallustinte. Restaurator 1994; 6: 414.
5. 57Fe Mössbauer spectroscopy. Analytica Chimica Acta 2004; 527: 195.
6. Wagner B, Bulska E, Meisel T, Wegscheider W Use of atomic spectrometry for the investigation of ancient manuscripts. Journal of Analytical Atomic Spectrometry 2001; 16: 417.
7. Rouchon-Quillet V, Remazeilles C, Bernard J, Wattiaux A, Fournes L The impact of gallic acid on iron gall ink corrosion. Applied Physics A 2004; 79: 389.
8. Jolivet JP, Chanéac C, Tronc E Iron oxide chemistry. From molecular clusters to extended solid networks. Chemical Communications 2004; 5: 481.
9. Hider RC, Mohd-Nor AR, Silver J, Morrison IEG, Rees LVC Model compounds for microbial iron-transport compounds. Part 1. Solution chemistry and Mössbauer study of iron(II) and iron(III) complexes from phenolic and catecholic systems. Journal of the Chemical Society, Dalton Transactions 1981; 2: 609.
10. Gust J, Suwalski J Use of Mössbauer spectroscopy to study reaction products of polyphenols and iron compounds. Corrosion 1994; 50: 355.
11. Jaen JA, Garcia de Saldana E, Hernandez C Characterization of reaction products of iron and iron salts and aqueous plant extracts. Hyperfine Interactions 1999; 122: 139.
12. Hernandez C, Garcia de Saldana E, Jaen JA Effect of some plant extracts on the atmospheric corrosion of carbon steel. Hyperfine Interactions 1999; 122: 31.
13. Marmolle F, Leize E, Mila I, Van Dorsselaer A, Scalbert A, Albrecht-Gary AM Polyphenol metallic complexes: characterization by electrospray mass spectrometric and spectrophotometric methods. Analusis 1997; 25: M53.
14. Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Montgomery JA Jr, Vreven T, Kudin KN, Burant JC, Millam JM, Iyengar SS, Tomasi J, Barone V, Mennucci B, Cossi M, Scalmani G, Rega N, Petersson GA, Nakatsuji H, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Klene M, Li X, Knox JE, Hratchian HP, Cross JB, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev OA. Gaussian 03, Revision B.05. Gaussian, Inc.: Pittsburgh, PA, 2003.
15. Becke AD Density functional thermochemistry. 3. The role of exact exchange. Journal of Chemical Physics 1993; 98: 5648.
16. Wachters AJH Gaussian basis set for molecular wavefunctions containing third-row atoms. Journal of Chemical Physics 1970; 52: 1033.
17. Hay PJ Gaussian basis sets for molecular calculations-representation of 3d orbitals in transition metal atoms. Journal of Chemical Physics 1977; 66: 4377.
18. Schaftenaar G, Noordik JH Molden: a pre- and post-processing program for molecular and electronic structures. Journal of Computer-Aided Materials Design 2000; 14: 123.
19. Powell HKJ, Taylor MC Interactions of iron(II) and iron(III) with gallic acid and its homologues: a potentiometric and spectrophotometric study. Australian Journal of Chemistry 1982; 35: 739.
20. +-mediated degradation of phenols and their methyl ethers. Organometallics 1993; 12: 1079.
21. Yoshizawa K, Shiota Y, Yamabe T Reaction pathway for the direct benzene hydroxylation by iron-oxo species. Journal of the American Chemical Society 1999; 121: 147.
22. +-mediated decomposition pathways of phenol, anisol, and their thio analogues. Chemistry- A European Journal 2000; 6: 91.
23. Caraiman D, Böhme DK The gas-phase chemistry of iron cations coordinated to benzene and the extended aromatic coronene. International Journal of Mass Spectrometry 2003; 223-224: 411.
24. Caraiman D, Bohme DK Periodic trends in reactions of benzene clusters of transition metal cations, M(C6H6)1,2+, with molecular oxygen. Journal of Physical Chemistry A 2002; 106: 9705.
25. Rogalewicz F, Hoppiliard Y, Ohanessian G Structures and fragmentations of zinc(II) complexes of aminoacids in the gas phase. I. Electrosprayed ions which are structurally different from their liquid phase precursors. International Journal of Mass Spectrometry 2000; 201: 307.
26. Rogalewicz F, Hoppiliard Y, Ohanessian G Structures and fragmentations of zinc(II) complexes of aminoacids in the gas phase. III. Rearrangement versus desolvation in the electrospray formation of the glycine-zinc complex. International Journal of Mass Spectrometry 2001; 206: 45.
27. + complexes generated by electrospray ionization. International Journal of Mass Spectrometry 2002; 219: 729.
28. + complexes. Journal of the American Chemical Society 2004; 126: 11666.
29. Le Caër S, Heninger M, Lemaire J, Boissel P, Maître P, Mestdagh H Structural characterization of selectively prepared cationic iron complexes bearing monodentate and bidentate ether ligands using infrared photodissociation spectroscopy. Chemical Physics Letters 2004; 385: 273.
30. + mono- and bis-ligated complexes. Rapid Communications in Mass Spectrometry 2003; 17: 351.
31. Hynes MJ, Ó Coinceanaim M The kinetics and mechanisms of the reaction of iron(III) with gallic acid, gallic acid methyl ester and catechin. Journal of Inorganic Biochemistry 2001; 85: 131.
32. Gatlin CL, Turecek F Electrospray ionization of inorganic and organometallic complexes. In Electrospray Ionization Mass Spectrometry. Fundamentals, Instrumentation and Applications, Cole RB (ed) John Wiley & Sons: New York, 1997; 527.
33. Avdeef A, Sofen SR, Bregante TL, Raymond KN Coordination chemistry of microbial iron transport compounds. 9.1 stability constants for catechol models of Enterobactin. Journal of the American Chemical Society 1978; 100: 5362.
34. Heistand RH, Roe AL, Que L Dioxygenase models. Crystal structures of [N,N′-(1,2-phenylene)bis(salicylideniminato)](catecholato-O)iron(III) and μ-(1,4-benzenediolato-O,O′)-bis[N,N′- ethylenebis(salicylideniminato)iron(III)]. Inorganic Chemistry 1982; 21: 676.
35. Laufer RB, Heistand RH, Que L Dioxygenase models. Crystal structures of the 2,4-pentanedionato, phenanthrenesemiquinone, and catecholato complexes of N,N′-ethylenebis(salicylideneaminato)iron(III). Inorganic Chemistry 1983; 22: 50.
36. Di Marco VB, Bombi GG Electrospray mass spectrometry (ESI-MS) in the study of metal-ligand solution equilibria. Mass Spectrometry Reviews 2006; 25: 347.)