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Polyamine-based corrosion inhibitors

a polyamine and corrosion inhibitor technology, applied in the field of polyamine, can solve the problems of not always achieving satisfactory corrosion inhibition with existing systems, and corrosion can have a significant economic impact, and achieve the effect of reducing corrosion of the metal surfa

Inactive Publication Date: 2006-08-17
AIR PROD & CHEM INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0007] In a still further aspect, the invention provides a method of reducing corrosion of a metal surface, comprising contacting the metal surface with a corrosive medium comprising a corrosion inhibitor according to any of formulas (1), (2), (3), and (4) shown above.

Problems solved by technology

In these and other applications, corrosion often can have a significant economic impact in terms of the maintenance, downtime, and replacement schedules required for the associated equipment.
Although many corrosion inhibitors are known in the art, satisfactory corrosion inhibition is not always obtainable with existing systems.

Method used

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  • Polyamine-based corrosion inhibitors
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Examples

Experimental program
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examples

[0042] Example 1 illustrates preparation of N,N′-dimethyl-N,N′-dilaurylethylenediamine, an example of an intermediate in the synthesis of class corrosion inhibitors of formula (1). Examples 2-10 illustrate preparation of other N,N′-di(R1)-N,N′-di(R2)alkylenediamines.

examples 1-10

[0043] A 300 mL Autoclave Engineers stainless steel reactor was charged with 72.4 g (0.40 mole) lauronitrile, 16.8 g (0.19 mole) of N,N′-dimethylethylenediamine, 1.45 g (dry weight basis) of a 5% palladium-on-carbon catalyst, and 48 g of isopropanol. The reactor was closed, purged with nitrogen and hydrogen, and pressurized to about 600 psig with hydrogen. The mixture was heated with stirring (1000 rpm) to 125° C., pressurized with hydrogen to 1000 psig, and maintained at this temperature and pressure via regulated hydrogen feed. After 7 hr, the mixture was cooled to room temperature and the product was removed from the reactor with filtering through an internal 0.5 μm sintered metal element. Analysis of the product by GC (Gas Chromatography) and GC-MS (Gas Chromatography-Mass Spectrometry) indicated that conversion was complete, and that the product consisted of 98+% N,N′-dimethyl-N,N′-dilaurylethylenediamine and just over 1% of N,N′-dimethyl-N-laurylethylenediamine. Vacuum distill...

examples 11-15

[0045] To a 250 mL three-necked flask equipped with a magnetic stirrer, reflux condenser, thermometer and nitrogen purge were added 20 g (0.0472 mole) of N,N′-dimethyl-N,N′-dilaurylethylenediamine, 25.54 g (0.1180 mole) of sodium iodoacetate, 80 mL of isopropanol, and 8 mL of deionized water at ambient temperature. The mixture was heated with stirring to 80° C. and maintained at that temperature for 4.5 hrs. After cooling to room temperature, the solvent was removed under vacuum with a rotary evaporator. Addition of isopropanol (about 100 mL), vacuum filtration, and subsequent removal of isopropanol under vacuum with a rotary evaporator yielded pure N,N′-di(carboxymethyl)-N,N′-dimethyl-N,N′-dilaurylethylenediammonium dihydroxide inner salt. Additional bis betaines may be prepared and characterized using procedures similar to those described above. Some of these are shown in Table 2, wherein X is I in all examples.

TABLE 2ExampleR1R2R3n11C12H25CH3CH2COO—212C6H11C2H5CH2COO—213C8H15CH...

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Abstract

Compounds having N-oxide, quaternary ammonium, and / or betaine functionality according to formulas (1)-(4) are effective corrosion inhibitors, suitable for use in any of a variety of applications such as automotive cooling systems, heating boilers, drilling of oil wells, and the handling, transportation and storage of crude petroleum and various petroleum fractions. The groups R1-R5 may be certain hydrocarbyl groups. In formulas (1) and (3), R3 may also be (CH2)p—COO− in which p is either 1 or 2, and R2 may also be (CH2)p—COO− in formulas (3) and (4). In the compounds of formulas (1) and (2), R2 may also be a polyhydroxyalkyl group of formula (A), shown below.

Description

FIELD OF THE INVENTION [0001] This invention relates to corrosion inhibitors. More particularly, it relates to corrosion inhibitors comprising nitrogen functionality. BACKGROUND OF THE INVENTION [0002] Although significant effort has been directed toward development of corrosion-resistant alloys, prevention or inhibition of corrosion of metals remains a major concern. Reduction of corrosion is important in many applications such as automotive cooling systems, heating boilers, drilling of oil wells, and the handling, transportation and storage of crude petroleum and various petroleum fractions. In these and other applications, corrosion often can have a significant economic impact in terms of the maintenance, downtime, and replacement schedules required for the associated equipment. Thus, prevention or inhibition of corrosion minimizes unscheduled shutdowns, maintenance and repair, and provides for safer operation of the fluid handling equipment. To achieve this, one or more of addit...

Claims

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Application Information

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IPC IPC(8): C23F11/00
CPCC02F2303/08C07C211/10C07C211/11C07C229/16C07C291/04C09K8/54C11D3/0073C11D7/3209C11D7/3218C23F11/08C23F11/14C23F11/141C23F11/143C23F11/147C23F11/173C08G73/02
Inventor GODDARD, RICHARD JOSEPHFORD, MICHAEL EDWARD
Owner AIR PROD & CHEM INC