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<p>The reaction of hexamethylenetetramine (CH<sub>2</sub>)<sub>6</sub>N<sub>4</sub> with sparingly soluble (1-hydroxyethylidene)diphosphonates M(H<sub>2</sub>L)•2H<sub>2</sub>O (M = Mn, Co, Zn; H<sub>4</sub>L is (1-hydroxyethylidene)diphosphonic acid) afforded water-soluble compounds of the composition [(CH<sub>2</sub>)<sub>6</sub>N<sub>4</sub>H<sub>2</sub>]ML•2H<sub>2</sub>O (M = Mn (<b>1</b>), Co (<b>2</b>), Zn (<b>3</b>)). Manganese derivative <b>1</b> lost its solubility during storage, whereas the cobalt and zinc compounds retained it. The tetrafunctional base hexamethylenetetramine reacts with tetrafunctional (1-hydroxyethylidene)-diphosphonic acid H<sub>4</sub>L in methanol to form hexamethylenetetraminium (1-hydroxyethylidene)diphosphonate dihydrate [(CH<sub>2</sub>)<sub>6</sub>N<sub>4</sub>H]<sup>+</sup>(H<sub>3</sub>L)•2H<sub>2</sub>O (<b>4</b>). When heated in an aqueous methanol medium, compound <b>4</b> dissociates to acid H<sub>4</sub>L and base (CH<sub>2</sub>)<sub>6</sub>N<sub>4</sub>, hexamethylenetetramine reacts with water to produce ammonia and formaldehyde, and the acid H<sub>4</sub>L and ammonia generate diammonium (1-hydroxyethylidene)diphosphonate (NH<sub>4</sub>)<sub>2</sub>H<sub>2</sub>L. The heating in an inert atmosphere causes the extensive decomposition of compound <b>4</b> giving a non-volatile water-soluble residue and a series of volatile organic compounds, such as amines, amides, amino alcohols, and amino acids. The obtained compounds were studied by IR spectroscopy, elemental analysis, powder X-ray diffraction, and thermogravimetric analysis. The molecular structure of diammonium (1-hydroxyethylidene)diphosphonate (NH<sub>4</sub>)<sub>2</sub>H<sub>2</sub>L was determined.</p>

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Reactions of hexamethylenetetramine with (1-hydroxyethylidene)diphosphonic acid and its salts. Molecular structure of diammonium (1-hydroxyethylidene)diphosphonate

  • 期刊论文

  • 发表日期：

    2025年1月1日

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  • V. V. Semenov,
  • N. V. Zolotareva,
  • B. I. Petrov,
  • N. M. Lazarev,
  • R. V. Rumyantsev,
  • T. I. Lopatina,
  • N. M. Khamaletdinova,
  • T. I. Kulikova,
  • T. A. Kovylina,
  • E. N. Razov

摘要

The reaction of hexamethylenetetramine (CH2)6N4 with sparingly soluble (1-hydroxyethylidene)diphosphonates M(H2L)•2H2O (M = Mn, Co, Zn; H4L is (1-hydroxyethylidene)diphosphonic acid) afforded water-soluble compounds of the composition [(CH2)6N4H2]ML•2H2O (M = Mn (1), Co (2), Zn (3)). Manganese derivative 1 lost its solubility during storage, whereas the cobalt and zinc compounds retained it. The tetrafunctional base hexamethylenetetramine reacts with tetrafunctional (1-hydroxyethylidene)-diphosphonic acid H4L in methanol to form hexamethylenetetraminium (1-hydroxyethylidene)diphosphonate dihydrate [(CH2)6N4H]+(H3L)•2H2O (4). When heated in an aqueous methanol medium, compound 4 dissociates to acid H4L and base (CH2)6N4, hexamethylenetetramine reacts with water to produce ammonia and formaldehyde, and the acid H4L and ammonia generate diammonium (1-hydroxyethylidene)diphosphonate (NH4)2H2L. The heating in an inert atmosphere causes the extensive decomposition of compound 4 giving a non-volatile water-soluble residue and a series of volatile organic compounds, such as amines, amides, amino alcohols, and amino acids. The obtained compounds were studied by IR spectroscopy, elemental analysis, powder X-ray diffraction, and thermogravimetric analysis. The molecular structure of diammonium (1-hydroxyethylidene)diphosphonate (NH4)2H2L was determined.