ATMP or aminotris(methylenephosphonic acid) is a phosphonic acid with chemical formula N(CH2PO3H2)3. It is a colorless solid. Its conjugate bases, such as [N(CH2PO3H)3]3-, have chelating properties.
ATMP can be synthesized from the Mannich-type reaction of ammonia, formaldehyde, and phosphorous acid, in a manner similar to the Kabachnik–Fields reaction.
Properties
ATMP has good antiscale performance.34 It is related structurally to nitrilotriacetic acid.5
Applications
- Detergents and cleaning agents
- Fouling
- Inhibition
- Water treatment
Related compounds
- (1-Aminoethylidene)bisphosphonic acid, CH3C(NH2)[PO(OH)2]2, also a chelating agent
- Etidronic acid, CH3C(OH)[PO(OH)2]2, also a chelating agent
- Glyphosate, HO2CCH2NHCH2[PO(OH)2]2, a herbicide
References
Petrov, K. A.; Maklyaev, F. L.; Bliznyuk, N. K (1959). "Synthesis of aminodiphosphonates and aminotriphosphonates". Zhurnal Obshchei Khimii. 29: 591–4. ↩
Moedritzer, Kurt; Irani, Riyad R. (1966). "The Direct Synthesis of α-Aminomethylphosphonic Acids. Mannich-Type Reactions with Orthophosphorous Acid". The Journal of Organic Chemistry. 31 (5): 1603. doi:10.1021/jo01343a067. /wiki/Doi_(identifier) ↩
Labjar, Najoua; Lebrini, Mounim; Bentiss, Fouad; Chihib, Nour-Eddine; Hajjaji, Souad El; Jama, Charafeddine (2010). "Corrosion inhibition of carbon steel and antibacterial properties of aminotris-(methylenephosphonic) acid". Materials Chemistry and Physics. 119 (1–2): 330–336. doi:10.1016/j.matchemphys.2009.09.006. /wiki/Doi_(identifier) ↩
Tang, Yongming; Yang, Wenzhong; Yin, Xiaoshuang; Liu, Ying; Yin, Pengwei; Wang, Jintang (2008). "Investigation of CaCO3 scale inhibition by PAA, ATMP and PAPEMP". Desalination. 228 (1–3): 55–60. doi:10.1016/j.desal.2007.08.006. /wiki/Doi_(identifier) ↩
Cabeza, Aurelio; Ouyang, Xiang; Sharma, C. V. Krishnamohan; Aranda, Miguel A. G.; Bruque, Sebastian; Clearfield, Abraham (2002-05-01). "Complexes Formed between Nitrilotris(methylenephosphonic acid) and M 2+ Transition Metals: Isostructural Organic−Inorganic Hybrids". Inorganic Chemistry. 41 (9): 2325–2333. doi:10.1021/ic0110373. ISSN 0020-1669. /wiki/Doi_(identifier) ↩