Fertilizers - Determination of chelating agents in fertilizers by chromatography - Part 2: Determination of Fe chelated by [o,o] EDDHA, [o,o] EDDHMA and HBED, or the amount of chelating agents, by ion pair chromatography

This European Standard specifies a method for the chromatographic determination of the iron chelated by each individual ortho(hydroxy)-ortho(hydroxy) isomer of the chelating agents [o,o] EDDHA, [o,o] EDDHMA and by HBED in fertilizers containing one or more of these substances, except for [o,o] EDDHMA and HBED mixes. The method allows the identification and the determination of the total concentration of water soluble iron chelates of these chelating agents. Also, after derivatization with Fe, the soluble amount of the chelating agents can be determined when other micro-nutrients, beside Fe are present in fertilizers containing [o,o] EDDHA, [o,o] EDDHMA or HBED.
This method is applicable to EC fertilizers covered by Regulation (EC) No 2003/2003 [4]. It is applicable to a mass fraction of the metal chelated of at least 0,625 %.
NOTE 1   The substances EDDHA (ethylenediamine-N,N'-di[(hydroxyphenyl)acetic acid] and EDDHMA (ethylenediamine-N,N'-di[(hydroxymethylphenyl)acetic acid] exist as several different isomeric forms. Positional isomers for the hydroxyl or methyl groups (in ortho, meta, and para positions) as well as stereo isomers (meso and dl-racemic forms) are known. Both meso and dl-racemic forms of the [ortho,ortho] EDDHA and [ortho,ortho] EDDHMA are positional isomers for the hydroxyl groups allowed by the Regulation (EC) No 2003/2003. Since para, meta and ortho methyl positional isomers of the EDDHMA present quite similar stability, they could be grouped: in the method here described the para, meta and ortho methyl positional isomers of the [o,o] EDDHMA are considered together. HBED (N,N'-bis(2-hydroxybenzyl)-ethylenediamine-N,N'-diacetic acid) does not present isomeric forms.
NOTE 2   At present, analytically pure standards only exist for [ortho,ortho] EDDHA, [ortho,ortho] EDDHMA and HBED. All other substances being unavailable as a standard, the influence of their eventual presence in the samples (with respect to the sensitivity and the selectivity of this method) has not been studied.
NOTE 3   The meso and the dl-racemic forms of [o,o] EDDHA and [o,o] EDDHMA can be determined separately by this method.

Düngemittel - Bestimmung von Chelatbildnern in Düngemitteln mit Chromatographie - Teil 2: Bestimmung von Fe chelatisiertem [o,o] EDDHA, [o,o] EDDHMA und HBED, oder der Summe der Chelatbildner, mit Ionen-Paarchromatographie

Diese Europäische Norm legt ein Verfahren zur chromatographischen Bestimmung von Eisen, das mit jedem individuellen ortho(hydroxy)-ortho(hydroxy)-Isomer der Chelatbildner [o,o] EDDHA, [o,o] EDDHMA und mit HBED Chelate bildet, in Düngemitteln fest, die eine oder mehrere dieser Substanzen enthalten, mit Ausnahme von [o,o] EDDHMA und HBED-Gemischen. Das Verfahren erlaubt die Identifizierung und die Bestimmung der Gesamtkonzentration von wasserlöslichen Eisenchelaten dieser Chelatbildner. Nach der Derivatisierung mit Fe ist auch die Bestimmung des löslichen Anteils der Chelatbildner möglich, wenn andere Spurennährstoffe außer Fe in Düngemitteln vorhanden sind, die [o,o] EDDHA, [o,o] EDDHMA oder HBED enthalten.
Dieses Verfahren ist anwendbar für EG-Düngemittel, die der Verordnung (EG) Nr. 2003/2003 [4] unterliegen. Es gilt für einen Massenanteil an chelatisiertem Metall von mindestens 0,625 %.
ANMERKUNG 1   Die Substanzen EDDHA (Ethylendiamin-N,N'-di[(hydroxyphenyl)essigsäure)] und EDDHMA (Ethylendiamin-N,N'-di[(hydroxy-methylphenyl)essigsäure)] existieren in mehreren unterschiedlichen isomeren Formen. Es sind sowohl Stellungsisomere (in Ortho-, Meta- und Para-Stellungen) als auch Stereoisomere (Meso- und dl-Racemformen) der Hydroxyl- oder Methylgruppen bekannt. Die Meso- und dl-Racemformen von ortho,ortho-EDDHA und ortho,ortho-EDDHMA sind Stellungsisomere der Hydroxylgruppen, die nach der Verordnung (EG) Nr. 2003/2003 zugelassen sind. Da Para-, Meta- und Orthomethyl-Stellungsisomere von EDDHMA eine sehr ähnliche Stabilität aufweisen, könnten sie in einer Gruppe zusammengefasst werden: in dem hier beschriebenen Verfahren werden die Para-, Meta- und Orthomethyl-Stellungsisomere von [o,o] EDDHMA zusammen betrachtet. HBED (N,N'-Bis(2-hydroxybenzyl)ethylendiamin-N,N'-diessigsäure) bildet keine isomeren Formen aus.
ANMERKUNG 2   Gegenwärtig existieren analysenreine Standards nur für ortho,ortho-EDDHA, ortho,ortho-EDDHMA und HBED. Da alle anderen Substanzen als Standards nicht zur Verfügung stehen, ist deren Einfluss bei eventuellem Vorkommen in den Proben (in Bezug auf die Empfindlichkeit und die Trennschärfe dieses Verfahrens) noch nicht untersucht worden.
ANMERKUNG 3   Mit diesem Verfahren können die Meso- und dl-Racemformen von [o,o] EDDHA und [o,o] EDDHMA einzeln bestimmt werden.

Engrais - Détermination des agents chélatants dans les engrais par chromatographie - Partie 2 : Détermination du fer chélaté [o,o] EDDHA, [o,o] EDDHMA et HBED, ou de la quantité d'agents chélatants, par chromatographie d'appariement d'ions

La présente norme européenne spécifie une méthode de détermination par chromatographie du fer chélaté par chacun des isomères ortho(hydroxy)-ortho(hydroxy) des agents chélatants [o,o] EDDHA et [o,o] EDDHMA et par l'HBED dans les engrais contenant l'une ou plusieurs de ces substances, à l'exception des mélanges de [o,o] EDDHMA et d'HBED. La méthode permet l'identification et la détermination de la concentration totale des chélates de fer solubles dans l’eau de ces agents chélatants. Par ailleurs, après dérivatisation avec le fer, la quantité d’agents chélatants soluble peut être déterminée, quand d’autres oligo-éléments que le fer sont présents, dans les engrais contenant [o,o] EDDHA, [o,o] EDDHMA ou HBED.
La méthode décrite concerne les engrais européens couverts par le Règlement (CE) n°2003/2003 [4]. Il est applicable à une teneur en métal chélaté d'au moins 0,625 %.
NOTE 1   Les substances EDDHA (acide éthylènediamine-N,N'-di[(hydroxyphényl)acétique] et EDDHMA (acide éthylènediamine-N,N'-di(hydroxy-méthylphényl)acétique] existent sous plusieurs formes isomères différentes. Des isomères de position des groupes hydroxyl et méthyl (en position ortho, méta et para) sont connus, aussi bien que des stéréo-isomères (formes méso et dl-racémiques). Les deux formes méso et dl-racémiques de [ortho,ortho] EDDHA et de [ortho,ortho] EDDHMA sont des isomères de position des groupes hydroxyl autorisés par la réglementation (CE) n° 2003/2003. Dans la mesure où les isomères de position ortho, méta et para des groupes méthyl de l'EDDHMA présentent une stabilité tout à fait similaire, ils ont pu être regroupés. Dans la méthode décrite ici, les isomères de position ortho, méta et para des groupes méthyl de l'[o,o]-EDDHMA sont donc considérés conjointement. L'HBED (acide N,N´-bis(2-hydroxybenzyl)-éthylènediamine-N,N´-diacétique) ne présente pas de formes isomères.
NOTE 2   À l'heure actuelle, il n'existe de produit de référence pur pour analyse que pour [ortho,ortho] EDDHA, [ortho,ortho] EDDHMA et l'HBED. Aucune autre substance n'étant disponible en tant que produit de référence, l'influence de leur présence éventuelle dans les échantillons n'a fait l'objet d'aucune étude (du point de vue de la sensibilité et de la sélectivité de la méthode).
NOTE 3   Les formes méso et dl-racémiques de [o,o] EDDHA et [o,o] EDDHMA peuvent être déterminées séparément par la présente méthode.

Gnojila - Določevanje sredstev za kelatiziranje v gnojilih s kromatografijo - 2. del: Določevanje železovih kelatov z [o,o] EDDHA, [o,o] EDDHMA in HBED ali količine sredstev za kelatiziranje s kromatografijo ionskih parov

Ta evropski standard določa metodo za kromatografsko določevanje železovih kelatov z vsakim posameznim orto(hidroksi)-orto(hidroksi) izomerom kelatov [o,o] EDDHA, [o,o] EDDHMA in HBED v gnojilih, ki vsebujejo eno ali več teh snovi, razen mešanic [o,o] EDDHMA in HBED. Metoda omogoča opredelitev in določevanje skupne koncentracije v vodi topnih železovih kelatov teh kelatov. Po derivatizaciji z železom se lahko količina topnih kelatov določi tudi, ko so v gnojilih, ki vsebujejo kelate [o,o] EDDHA, [o,o] EDDHMA ali HBED, prisotna druga mikrohranila razen železa.
Ta metoda se uporablja za gnojila ES, navedena v Uredbi (ES) št. 2003/2003 [4]. Uporablja se za masni delež kovinskih kelatov najmanj 0,625 %.
OPOMBA 1: Snovi EDDHA (etilendiamin-N,N'-di[(hidroksifenil)ocetna kislina] in EDDHMA (etilendiamin-N,N'-di[(hidroksimetilfenil)ocetna kislina] obstajajo v različnih izomernih oblikah. Znani so pozicijski izomeri hidroksilnih ali metilnih skupin (na pozicijah orto, meta in para) in stereo izomeri (oblike mezo in dl-racemične oblike). Oblike mezo ter dl-racemične oblike [orto,orto] EDDHA in [orto,orto] EDDHMA so pozicijski izomeri hidroksilnih skupin, ki jih dovoljuje Uredba (ES) št. 2003/2003. Ker je stabilnost para-, meta- in ortometil pozicijskih izomerov EDDHMA podobna, jih je mogoče razvrstiti v isto skupino: v metodi, opisani v tem dokumentu, so para-, meta- in ortometil pozicijski izomeri [o,o] EDDHMA obravnavani skupaj. HBED (N,N'-bis(2-hidroksibenzil)-etilendiamin-N,N'-diocetna kislina) nima izomernih oblik.
OPOMBA 2: Analitično neoporečni standardi trenutno obstajajo samo za [orto,orto] EDDHA, [orto,orto] EDDHMA in HBED. Ker druge snovi niso standardizirane, vpliv njihove možne prisotnosti v vzorcih (glede na občutljivost in primernost te metode) ni bil preučen.
OPOMBA 3: Oblike mezo in dl-racemične oblike [o,o] EDDHA in [o,o] EDDHMA je s to metodo mogoče določiti ločeno.

General Information

Status
Published
Publication Date
14-Nov-2017
Withdrawal Date
30-May-2018
Current Stage
9093 - Decision to confirm - Review Enquiry
Start Date
20-Jun-2023
Completion Date
14-Apr-2025

Relations

Effective Date
21-Nov-2017

Overview

EN 13368-2:2017 (CEN) defines a validated chromatographic method for the determination of iron chelates and related chelating agents in fertilizers. The standard covers the isocratic ion‑pair high‑performance liquid chromatography (HPLC) separation and photometric detection of Fe chelated by [o,o] EDDHA, [o,o] EDDHMA and HBED, and describes how, after Fe‑derivatization, the soluble amounts of these chelating agents can be quantified even when other micronutrients are present. The method is applicable to EC fertilizers under Regulation (EC) No 2003/2003, for samples where the mass fraction of metal chelated is ≥ 0.625 %.

Key topics

  • Analytical scope
    • Identification and quantification of water‑soluble Fe‑chelates of [o,o] EDDHA, [o,o] EDDHMA and HBED.
    • Determination of the chelating agent (after Fe derivatization) when other micro‑nutrients are present.
    • Not applicable to certain mixes (see standard text for exclusions).
  • Method principle
    • Ion‑pair chromatography on a reverse‑phase silica column with tetrabutylammonium (TBA+) and acetonitrile eluent.
    • Photometric detection (280 nm) to resolve individual ortho‑ortho isomers; meso and dl‑racemic forms can be separated.
  • Performance and limitations
    • Precision and reproducibility supported by inter‑laboratory tests (annexed results).
    • Pure analytical standards are currently available only for [o,o] EDDHA, [o,o] EDDHMA and HBED; effects of other isomers not fully studied.
    • Potential peak overlap (e.g., meso [o,o] EDDHMA vs HBED) can occur depending on column - column selection may be required.

Applications

Who uses EN 13368-2:2017 and why:

  • Fertilizer manufacturers - quality control of micronutrient formulations containing Fe‑chelates to ensure label accuracy and regulatory compliance.
  • Analytical laboratories - routine testing and method validation for iron chelate content in water‑soluble fertilizer products.
  • Regulatory authorities - verification of compliance with EC fertilizer regulations and permitted chelating agent declarations.
  • R&D teams - formulation development and stability testing of chelated micronutrient products.

Practical benefits:

  • Enables precise determination of chelated iron (Fe‑chelates) and, after derivatization, the chelator content even in complex fertilizer matrices.
  • Supports product registration, performance specification, and traceability of micronutrient content.

Related standards

  • EN 13368 series:
    • Part 1 - EDTA, HEEDTA and DTPA by ion chromatography
    • Part 3 - [S,S]-EDDS by ion pair chromatography
  • EN 1482-2 - Sampling and sample preparation for fertilizers
  • EN ISO 3696 - Water for analytical laboratory use
  • Regulation (EC) No 2003/2003 - EC fertilizers

Keywords: EN 13368-2:2017, ion pair chromatography, iron chelates, [o,o] EDDHA, [o,o] EDDHMA, HBED, fertilizers testing, HPLC, chelating agents, EC fertilizers.

Frequently Asked Questions

EN 13368-2:2017 is a standard published by the European Committee for Standardization (CEN). Its full title is "Fertilizers - Determination of chelating agents in fertilizers by chromatography - Part 2: Determination of Fe chelated by [o,o] EDDHA, [o,o] EDDHMA and HBED, or the amount of chelating agents, by ion pair chromatography". This standard covers: This European Standard specifies a method for the chromatographic determination of the iron chelated by each individual ortho(hydroxy)-ortho(hydroxy) isomer of the chelating agents [o,o] EDDHA, [o,o] EDDHMA and by HBED in fertilizers containing one or more of these substances, except for [o,o] EDDHMA and HBED mixes. The method allows the identification and the determination of the total concentration of water soluble iron chelates of these chelating agents. Also, after derivatization with Fe, the soluble amount of the chelating agents can be determined when other micro-nutrients, beside Fe are present in fertilizers containing [o,o] EDDHA, [o,o] EDDHMA or HBED. This method is applicable to EC fertilizers covered by Regulation (EC) No 2003/2003 [4]. It is applicable to a mass fraction of the metal chelated of at least 0,625 %. NOTE 1 The substances EDDHA (ethylenediamine-N,N'-di[(hydroxyphenyl)acetic acid] and EDDHMA (ethylenediamine-N,N'-di[(hydroxymethylphenyl)acetic acid] exist as several different isomeric forms. Positional isomers for the hydroxyl or methyl groups (in ortho, meta, and para positions) as well as stereo isomers (meso and dl-racemic forms) are known. Both meso and dl-racemic forms of the [ortho,ortho] EDDHA and [ortho,ortho] EDDHMA are positional isomers for the hydroxyl groups allowed by the Regulation (EC) No 2003/2003. Since para, meta and ortho methyl positional isomers of the EDDHMA present quite similar stability, they could be grouped: in the method here described the para, meta and ortho methyl positional isomers of the [o,o] EDDHMA are considered together. HBED (N,N'-bis(2-hydroxybenzyl)-ethylenediamine-N,N'-diacetic acid) does not present isomeric forms. NOTE 2 At present, analytically pure standards only exist for [ortho,ortho] EDDHA, [ortho,ortho] EDDHMA and HBED. All other substances being unavailable as a standard, the influence of their eventual presence in the samples (with respect to the sensitivity and the selectivity of this method) has not been studied. NOTE 3 The meso and the dl-racemic forms of [o,o] EDDHA and [o,o] EDDHMA can be determined separately by this method.

This European Standard specifies a method for the chromatographic determination of the iron chelated by each individual ortho(hydroxy)-ortho(hydroxy) isomer of the chelating agents [o,o] EDDHA, [o,o] EDDHMA and by HBED in fertilizers containing one or more of these substances, except for [o,o] EDDHMA and HBED mixes. The method allows the identification and the determination of the total concentration of water soluble iron chelates of these chelating agents. Also, after derivatization with Fe, the soluble amount of the chelating agents can be determined when other micro-nutrients, beside Fe are present in fertilizers containing [o,o] EDDHA, [o,o] EDDHMA or HBED. This method is applicable to EC fertilizers covered by Regulation (EC) No 2003/2003 [4]. It is applicable to a mass fraction of the metal chelated of at least 0,625 %. NOTE 1 The substances EDDHA (ethylenediamine-N,N'-di[(hydroxyphenyl)acetic acid] and EDDHMA (ethylenediamine-N,N'-di[(hydroxymethylphenyl)acetic acid] exist as several different isomeric forms. Positional isomers for the hydroxyl or methyl groups (in ortho, meta, and para positions) as well as stereo isomers (meso and dl-racemic forms) are known. Both meso and dl-racemic forms of the [ortho,ortho] EDDHA and [ortho,ortho] EDDHMA are positional isomers for the hydroxyl groups allowed by the Regulation (EC) No 2003/2003. Since para, meta and ortho methyl positional isomers of the EDDHMA present quite similar stability, they could be grouped: in the method here described the para, meta and ortho methyl positional isomers of the [o,o] EDDHMA are considered together. HBED (N,N'-bis(2-hydroxybenzyl)-ethylenediamine-N,N'-diacetic acid) does not present isomeric forms. NOTE 2 At present, analytically pure standards only exist for [ortho,ortho] EDDHA, [ortho,ortho] EDDHMA and HBED. All other substances being unavailable as a standard, the influence of their eventual presence in the samples (with respect to the sensitivity and the selectivity of this method) has not been studied. NOTE 3 The meso and the dl-racemic forms of [o,o] EDDHA and [o,o] EDDHMA can be determined separately by this method.

EN 13368-2:2017 is classified under the following ICS (International Classification for Standards) categories: 65.080 - Fertilizers. The ICS classification helps identify the subject area and facilitates finding related standards.

EN 13368-2:2017 has the following relationships with other standards: It is inter standard links to EN 13368-2:2012. Understanding these relationships helps ensure you are using the most current and applicable version of the standard.

EN 13368-2:2017 is associated with the following European legislation: EU Directives/Regulations: 2003/2003, 2019/1009. When a standard is cited in the Official Journal of the European Union, products manufactured in conformity with it benefit from a presumption of conformity with the essential requirements of the corresponding EU directive or regulation.

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Standards Content (Sample)


2003-01.Slovenski inštitut za standardizacijo. Razmnoževanje celote ali delov tega standarda ni dovoljeno.Düngemittel - Bestimmung von Chelatbildnern in Düngemitteln mit Chromatographie - Teil 2: Bestimmung von Fe chelatisiertem [o,o] EDDHA, [o,o] EDDHMA und HBED, oder der Menge der Chelatbildner, mit Ionen-PaarchromatographieEngrais - Détermination des agents chélatants dans les engrais par chromatographie - Partie 2: Détermination du fer chélaté [o,o] EDDHA, [o,o] EDDHMA et HBED, ou de la quantité d'agents chélatants, par chromatographie d'appariement d'ionsFertilizers - Determination of chelating agents in fertilizers by chromatography - Part 2: Determination of Fe chelated by [o,o] EDDHA, [o,o] EDDHMA and HBED, or the amount of chelating agents, by ion pair chromatography71.040.50Fizikalnokemijske analitske metodePhysicochemical methods of analysis65.080GnojilaFertilizersICS:Ta slovenski standard je istoveten z:EN 13368-2:2017SIST EN 13368-2:2018en,fr,de01-januar-2018SIST EN 13368-2:2018SLOVENSKI
STANDARDSIST EN 13368-2:20131DGRPHãþD

EUROPEAN STANDARD NORME EUROPÉENNE EUROPÄISCHE NORM
EN 13368-2
November
t r s y ICS
x wä r z r Supersedes EN
s u u x zæ tã t r s tEnglish Version
Fertilizers æ Determination of chelating agents in fertilizers by chromatography æ Part
tã Determination of Fe chelated of chelating agentsá by ion pair chromatography Engrais æ Détermination des agents chélatants dans les engrais par chromatographie æ Partie
t ã Détermination de la quantité d 5agents chélatantsá par chromatographie d 5appariement d 5ions
Düngemittel æ Bestimmung von Chelatbildnern in Düngemitteln mit Chromatographie æ Teil
tã EDDHMA und HBEDá oder der Summe der Chelatbildnerá mit IonenæPaarchromatographie This European Standard was approved by CEN on
s s September
t r s yä
egulations which stipulate the conditions for giving this European Standard the status of a national standard without any alterationä Upætoædate lists and bibliographical references concerning such national standards may be obtained on application to the CENæCENELEC Management Centre or to any CEN memberä
translation under the responsibility of a CEN member into its own language and notified to the CENæCENELEC Management Centre has the same status as the official versionsä
CEN members are the national standards bodies of Austriaá Belgiumá Bulgariaá Croatiaá Cyprusá Czech Republicá Denmarká Estoniaá Finlandá Former Yugoslav Republic of Macedoniaá Franceá Germanyá Greeceá Hungaryá Icelandá Irelandá Italyá Latviaá Lithuaniaá Luxembourgá Maltaá Netherlandsá Norwayá Polandá Portugalá Romaniaá Serbiaá Slovakiaá Sloveniaá Spainá Swedená Switzerlandá Turkey and United Kingdomä
EUROPEAN COMMITTEE FOR STANDARDIZATION COMITÉ EUROPÉEN DE NORMALISATION EUROPÄISCHES KOMITEE FÜR NORMUNG
CEN-CENELEC Management Centre:
Avenue Marnix 17,
B-1000 Brussels
t r s y CEN All rights of exploitation in any form and by any means reserved worldwide for CEN national Membersä Refä Noä EN
s u u x zæ tã t r s y ESIST EN 13368-2:2018

Statistical results of the inter-laboratory tests . 19 A.1 Statistical results of the inter-laboratory test performed in 2003 . 19 A.1.1 Test samples . 19 A.1.2 Inter-laboratory test procedure . 19 A.1.3 Results and statistical interpretation . 19 A.2 Statistical results of the inter-laboratory test performed in 2010 . 21 A.2.1 Test samples . 21 A.2.2 Inter-laboratory test procedure . 21 A.2.3 Results and statistical interpretation . 21 SIST EN 13368-2:2018

General procedure for the determination of the titrimetric purity of the chelating agents using a photometric automatic titrator . 26 Annex C (informative)
Complete names of chelating agents . 27 Bibliography . 28 SIST EN 13368-2:2018

1) SYMMETRYTM C18, from WATERS, LiChroCART® Purospher® RP-18, from MERCK or equivalent are examples of suitable products available commercially. This information is given for the convenience of users of this European Standard and does not constitute an endorsement by CEN of these products. SIST EN 13368-2:2018
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기사 제목: EN 13368-2:2017 - 비료 - 크로마토그래피에 의한 비료 중 갈락화제 계의 결정 - Part 2: [o,o] EDDHA, [o,o] EDDHMA 및 HBED에 의해 결합된 Fe 또는 갈락화제 양의 이온 이중 크로마토그래피에 의한 결정 기사 내용: 이 유럽 표준은 비료 중 각 개별 [o,o] EDDHA, [o,o] EDDHMA의 올토(수산화기)-올토(수산화기) 이성체 및 HBED에 의해 결합된 철의 크로마토그래피 결정 방법을 명시한다. 이 방법은 [o,o] EDDHMA와 HBED 혼합물을 제외한 이러한 물질을 포함하는 비료에서 수용성 철 크레이트의 전체 농도의 식별 및 결정을 허용한다. 또한, Fe로 유도 반응한 후, [o,o] EDDHA, [o,o] EDDHMA 또는 HBED가 포함된 비료에서 철 이외의 미량영양소를 결정할 수 있다. 이 방법은 2003/2003 (EC) 규정에 의해 규정되는 EC 비료에 적용 가능하며, 결합된 금속의 질량 분율이 적어도 0.625%인 경우에 적용된다. 참고 1: EDDHA (에틸렌디아민-N,N'-di[(수산화페닐)아세트산]) 및 EDDHMA (에틸렌디아민-N,N'-di[(수산메틸페닐)아세트산])은 여러 다른 이성질체 형태로 존재한다. 수소산기 또는 메틸기의 위치 이성질체(올토, 메타 및 파라 위치)와 입체 이성질체(메소 및 dl-라세뱀 형태)가 알려져 있다. [올토,올토] EDDHA 및 [올토,올토] EDDHMA의 메소 및 dl-라세뱀 형태는 2003/2003 (EC) 규정에 의해 허용되는 수산기 위치 이성질체이다. EDDHMA의 파라, 메타 및 올토 메틸 위치 이성질체는 안정성이 매우 유사하여 이 방법에서 파라, 메타 및 올토 메틸 위치 이성질체를 함께 고려한다. HBED (N,N'-비스(2-수산화벤질)-에틸렌디아민-N,N'-디아세트산)은 이성질체 형태가 없다. 참고 2: 현재, [올토,올토] EDDHA, [올토,올토] EDDHMA 및 HBED에 대한 순수 분석 기준만 존재한다. 이 외의 물질은 기준이 없으므로 해당 물질의 샘플에서 존재하는 경우에 대한 이 방법의 민감도 및 선택도에 대한 영향은 연구되지 않았다. 참고 3: [올토,올토] EDDHA 및 [올토,올토] EDDHMA의 메소 및 dl-라세뱀 형태는 이 방법으로 별도로 결정될 수 있다.

The article discusses the EN 13368-2:2017 European Standard, which outlines a method for determining the amount of iron chelated by specific chelating agents in fertilizers. The method is applicable to fertilizers containing [o,o] EDDHA, [o,o] EDDHMA, and HBED, but not mixtures of [o,o] EDDHMA and HBED. The method allows for the identification and determination of the total concentration of water soluble iron chelates of these chelating agents. It can also determine the amount of chelating agents when other micro-nutrients are present. The standard is applicable to EC fertilizers with a mass fraction of the chelated metal of at least 0.625%. It should be noted that different isomeric forms of EDDHA and EDDHMA exist, but standards currently only exist for [ortho,ortho] EDDHA, [ortho,ortho] EDDHMA, and HBED. The method can separate and determine the meso and dl-racemic forms of [o,o] EDDHA and [o,o] EDDHMA separately.

記事のタイトル:EN 13368-2:2017 - 肥料 - クロマトグラフィーによる肥料中のキレート剤の定量 - 部分2:[o,o] EDDHA、[o,o] EDDHMA、およびHBEDによるキレートフェの定量、またはイオンペアクロマトグラフィーによるキレート剤の量の定量 記事の内容:このヨーロッパ規格は、肥料中の各個々の[o,o] EDDHA、[o,o] EDDHMAのオルト(ヒドロキシ)-オルト(ヒドロキシ)異性体、およびHBEDによってキレートされた鉄のクロマトグラフィーによる定量法を指定しています。この方法は、[o,o] EDDHMAおよびHBEDの混合物を除くこれらの物質を含む肥料中の水溶性鉄キレートの同定および定量を可能にします。また、Feで誘導した後、[o,o] EDDHA、[o,o] EDDHMA、またはHBEDを含む肥料中にFe以外の微量栄養素が存在する場合、キレート剤の可溶性量を測定することもできます。 この方法は、2003/2003(EC)規則でカバーされるEC肥料に適用され、キレートされた金属の質量分率が0.625%以上の場合に適用されます。 注1:EDDHA(エチレンジアミン-N,N'-ジ[(ヒドロキシフェニル)酢酸])およびEDDHMA(エチレンジアミン-N,N'-ジ[(ヒドロキシメチルフェニル)酢酸])は、複数の異性体の形で存在します。ヒドロキシル基またはメチル基の位置異性体(オルト、メタ、およびパラの位置)および立体異性体(メソおよびdl-ラセミ構造)が知られています。[オルト、オルト] EDDHAおよび[オルト、オルト] EDDHMAのメソおよびdl-ラセミ構造は、2003/2003(EC)規則で許可されるヒドロキシル基の位置異性体です。EDDHMAのパラ、メタ、およびオルトメチル位置異性体は安定性が非常に類似しているため、この方法ではパラ、メタ、およびオルトメチル位置異性体をまとめて考慮します。HBED(N,N'-ビス(2-ヒドロキシベンジル)-エチレンジアミン-N,N'-ジ酢酸)には異性体の形態はありません。 注2:現在、[オルト、オルト] EDDHA、[オルト、オルト] EDDHMA、およびHBEDに対して純粋な基準のみが存在します。他の物質は基準が存在しないため、サンプル中に存在する場合のこの方法の感度と選択性への影響は研究されていません。 注3:[オルト、オルト] EDDHAおよび[オルト、オルト] EDDHMAのメソおよびdl-ラセミ構造は、この方法で別々に定量できます。