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Guanidyl-containing benzimidazole corrosion inhibitorle and preparation method thereof

A benzimidazole and corrosion inhibitor technology, applied in the field of guanidino-containing benzimidazole corrosion inhibitor and its preparation, can solve problems such as no related reports, and achieve no irritating smell, strong adsorption, and strong stability sexual effect

Inactive Publication Date: 2021-06-04
邓万菁
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Therefore, guanidine-containing benzimidazoles have potential application prospects in the field of corrosion inhibitors, but no related reports have been seen so far.

Method used

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  • Guanidyl-containing benzimidazole corrosion inhibitorle and preparation method thereof
  • Guanidyl-containing benzimidazole corrosion inhibitorle and preparation method thereof
  • Guanidyl-containing benzimidazole corrosion inhibitorle and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] In a three-necked flask equipped with a water separator and a condenser, add 3,5-bis(bromomethyl)benzoic acid (5.22g, 16.95mmol), N-methyl-1,2-phenylenediamine (3.11g , 25.42mmol) and 100mL of mixed solvent of xylene / N-methylpyrrolidone (V / V=3:1), feed nitrogen, and reflux the acylation reaction at 150°C for 12h, and the water separator continuously separates water; continue to heat up The cyclization reaction was carried out at 200° C., and the reaction was terminated after 5 hours. After distilling off low-boiling substances under reduced pressure at 100°C, recrystallize with acetone, and dry in vacuo to obtain 2-(3,5-bis(bromomethyl)phenyl)-1-methyl-benzimidazole (Br 2 BBM), the yield was 81.23%.

[0033] Add Br into a reaction flask equipped with a constant pressure dropping funnel 2 BBM (5.19g, 13.17mmol), adding 20mL of ethanol and tetrahydrofuran mixed solvent (V (ethanol) / V (THF) = 1:2) stirring to dissolve, then began to drop tetramethylguanidine (7.58g, 65...

Embodiment 2

[0038] 3,5-bis(bromomethyl)benzoic acid (6.44g, 20.91mmol), N-methyl-1,2-phenylenediamine (4.60g, 37.64mmol) in 100mL xylene / N-methylpyrrolidone ( In the mixed solvent of V / V=3:1), carry out reaction and prepare Br 2 BBM; the acylation temperature is 170°C, and the acylation time is 12h; the cyclization reaction temperature is 220°C, and the cyclization time is 6h; the yield is 85.37%.

[0039] Br 2 BMZ-GD was prepared by reacting BBM (6.71g, 17.03mmol) with tetramethylguanidine (15.69g, 0.14mol) in 50mL of a mixed solvent of ethanol and tetrahydrofuran (V(ethanol) / V(THF)=1:2) ; Yield 87.62%.

[0040] BMZ-GD (2.11g, 4.56mmol) was reacted with 10mL of 36wt% hydrochloric acid, and the yield was 94.54%, which was designated as Q2.

[0041] Other reaction conditions are identical with embodiment 1.

Embodiment 3

[0043] Weigh BMZ-GD (2.19g, 4.73mmol) prepared in Example 2 and put it into a reaction flask equipped with a condenser tube, and add methyl iodide (6.06g, 42.71mmol), K 2 CO 3 (2g) and 50mL dichloromethane were dissolved, warmed up to 60°C and then kept at reflux for 48h. After the reaction, the solvent and methyl iodide were removed by rotary evaporation to obtain a guanidinium polycation corrosion inhibitor with a yield of 83.14%, which was designated as Q3.

[0044] The Q3 has the following molecular structure:

[0045]

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Abstract

The invention discloses a guanidyl-containing benzimidazole corrosion inhibitor and a preparation method thereof. The preparation method comprises the steps that (1), acylation and cyclization reaction are carried out on 3, 5-bis (bromomethyl) benzoic acid and N-methyl-1, 2-phenylenediamine, and 2-(3, 5-bis (bromomethyl) phenyl)-1-methyl-benzimidazole is obtained; and (2), the 2-(3, 5-bis (bromomethyl) phenyl)-1-methyl-benzimidazole reacts with tetramethyl guanidine to prepare 1-(1-methyl-benzimidazole-2-yl)-3, 5-bis (tetramethyl guanidino methylene) benzene, namely, the guanidino-containing benzimidazole corrosion inhibitor; furthermore, the 1-(1-methyl-benzimidazole-2-yl)-3, 5-bis (tetramethyl guanidino methylene) benzene is subjected to quaternization, and then a polycation corrosion inhibitor containing guanidine salt is prepared. Lone pair electrons of N atoms in molecules of the two corrosion inhibitors provided by the invention are delocalized and conjugated, so that the corrosion inhibitors have very strong stability, have very strong adsorption capacity on metal surfaces, have the characteristics of low toxicity, no pungent smell and strong corrosion inhibition capacity, and can be applied to corrosion prevention of carbon steel and copper substrates.

Description

technical field [0001] The invention relates to an organic corrosion inhibitor, in particular to a guanidine-containing benzimidazole corrosion inhibitor and a preparation method thereof. Background technique [0002] Guanidine is an imide urea, easily soluble in water, and has tautomers in the molecule. It has many lone pairs of electrons and conjugated large π bonds. It has the structural characteristics as a corrosion inhibitor and can prepare various guanidines with novel structures. The use of corrosion inhibitors has potential application value and research value. In the journal "Industrial Water Treatment", Volume 37, Issue 12, 2017, "Research on the Corrosion Inhibition Performance of Imidazoline Guanidine Salt Corrosion Inhibitors on Stainless Steel", innovatively introduced guanidino group into imidazoline corrosion inhibitors. corrosion effect while ensuring its water solubility. [0003] Benzimidazole is a polycyclic aromatic heterocyclic compound composed of a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C23F11/00
CPCC23F11/00
Inventor 邓万菁
Owner 邓万菁