FIELD OF THE INVENTION
[001] The present disclosure in general relates to the field of corrosion inhibitors in the oil, gas, and mining industry. In particular, the present disclosure relates to a compound and a formulation useful for corrosion inhibition in the refining and solvent extraction units of the petrochemical refineries. The present disclosure further discloses a method of controlling or inhibiting corrosion.
BACKGROUND OF THE INVENTION
[002] Solvent extraction is an efficient method used in the refinement of crude oil and petroleum products. The most widely used solvents for the extraction process are phenol, furfural, and NMP (N-methyl pyrrolidone) or the like. The use of such organic solvents is associated with corrosion of the pipelines of the refinery units. Specifically, corrosion in the NMP Solvent Extraction Unit (SEU) is caused by the generation of organic acids during the decomposition of NMP, and inorganic acids (such as HC1) from the hydrolysis of inorganic salts. Also, various carboxylic acids are formed from the organic solvents due to the decomposition of NMP during the repeated extraction process, thereby leading to corrosion. This corrosion gets aggravated in high turbulent areas such as elbows, tees, bleeders, etc. The presence of sulphur in the petrochemical feed also adds up to corrosion in the form of gaseous hydrogen sulphide (H2S). [003] Various efforts have been made in the art to inhibit corrosion in the refinery units. For this purpose, alkali metal, alkaline earth metal, transition metal, and amine and its salts thereof are reported for neutralization and to inhibit corrosion in the petrochemical refineries. For instance, US8177962B2 discloses a method for preventing corrosion by neutralizing hydrochloric acid with a composition comprising choline, ethanolamines, alkoxy amines/alkyl amines/ammonia.
[004] US20160090655A1 discloses a corrosion inhibition formulation comprising at least one amine/ amine derivative, at least one sulphur compound, at least one compound bearing at least one triazine unit, and optionally a solvent or a mixture of two or more solvents.

[005] Although a lot of efforts have been made to inhibit corrosion in the petroleum refinery units, however, there still exists a need in the art to provide compounds and compositions that can effectively neutralize any acid formed in the solvent extraction units of the petroleum refineries.
SUMMARY OF THE INVENTION
[006] In an aspect of the present disclosure, there is provided a compound of Formula
(I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
Formula (I) wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10. [007] In second aspect of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine selected from the group consisting of a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
Formula (I) wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-diaminonaphthalene, and combinations thereof.
[008] In third aspect of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation as described herein, said process comprising: i) obtaining triethanolamine; ii) obtaining at least activator amine; iii) contacting triethanolamine, and the at least one activator amine to obtain the corrosion inhibitor formulation.
[009] In fourth aspect of the present disclosure, there is provided a method of controlling or inhibiting corrosion in oil pipes, said process comprising injecting the corrosion inhibitor formulation as described herein to a refining unit or a solvent extraction unit by neutralizing acidic components.

[0010] In fifth aspect of the present disclosure, there is provided a use of the corrosion
inhibitor formulation as described herein, in controlling or inhibiting corrosion in oil
pipes.
[0011] In sixth aspect of the present disclosure, there is provided a process of preparing
a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I)
wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, said process comprising reacting a compound of Formula (II)
L(CHRi)„ C(X) (CHR2)„L
Formula (II)
wherein, X is =0 or =NH; L is halogen; and Ri, and R2 are independently H or Ci-6alkyl
optionally substituted with Ci-6alkyl or hydroxy with a compound or a mixture of a
compound of Formula (III)
OH(CHR5)mNH2 Formula (III) wherein, R5 is H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, in a solvent.
[0012] These and other features, aspects, and advantages of the present subject matter will be better understood with reference to the following description and appended claims. This summary is provided to introduce a selection of concepts in a simplified form. This summary is not intended to identify key features or essential features of the claimed subject matter, nor is it intended to be used to limit the scope of the claimed subject matter.
BRIEF DESCRIPTION OF DRAWINGS
[0013] The detailed description is described with reference to the accompanying figures. In the figures, the left-most digit(s) of a reference number identifies the figure in which

the reference number first appears. The same numbers are used throughout the drawings to reference like features and components.
[0014] Figure 1 is a pictorial representation of the infrared (TR) spectrum elucidating the characteristic features of the compound (I), in accordance with an implementation of the present disclosure.
DETAILED DESCRIPTION OF THE INVENTION
[0015] Those skilled in the art will be aware that the present disclosure is subject to
variations and modifications other than those specifically described. It is to be
understood that the present disclosure includes all such variations and modifications.
The disclosure also includes all such steps, features, compositions and compounds
referred to or indicated in this specification, individually or collectively, and any and all
combinations of any or more of such steps or features.
Definitions:
[0016] For convenience, before further description of the present disclosure, certain
terms employed in the specification, and examples are collected here. These definitions
should be read in the light of the remainder of the disclosure and understood as by a
person of skill in the art. The terms used herein have the meanings recognized and
known to those of skill in the art, however, for convenience and completeness, particular
terms and their meanings are set forth below.
[0017] The articles "a", "an" and "the" are used to refer to one or to more than one (i.e.,
to at least one) of the grammatical object of the article.
[0018] The terms "comprise" and "comprising" are used in the inclusive, open sense,
meaning that additional elements may be included. It is not intended to be construed as
"consists of only".
[0019] The term "corrosion inhibitor" refers to a compound that can decrease the rate
of corrosion on the metallic surface. In the present disclosure, corrosion inhibitor refers
to a formulation that inhibits or controls corrosion by neutralizing the acids that come in
contact with the metallic surface.

[0020] The term "activator amine" refers to amines that are highly active and have
exceptional basic character. The activator amines of the present disclosure help to
increase the reaction rate of neutralization of acids (organic and inorganic acids). The
terms "activator amine" and "promoter" are used interchangeably in the present
disclosure.
[0021] Throughout this specification, unless the context requires otherwise the word
"comprise", and variations such as "comprises" and "comprising" will be understood to
imply the inclusion of a stated element or step or group of elements or steps but not the
exclusion of any other element or steps.
[0022] The term "including" is used to mean "including but not limited to",
"including" and "including but not limited to" are used interchangeably.
[0023] Unless defined otherwise, all technical and scientific terms used herein have
the same meaning as commonly understood to one of ordinary skill in the art to which
this disclosure belongs. Although methods and materials similar or equivalent to those
described herein can be used in the practice or testing of the disclosure, the preferred
methods, and materials are now described. All publications mentioned herein are
incorporated herein by reference.
[0024] Ratios, concentrations, amounts, and other numerical data may be presented
herein in a range format. It is to be understood that such range format is used merely for
convenience and brevity and should be interpreted flexibly to include not only the
numerical values explicitly recited as the limits of the range, but also to include all the
individual numerical values or sub-ranges encompassed within that range as if each
numerical value and sub-range is explicitly recited. For example, a weight percentage
of about 5% to 25% should be interpreted to include not only the explicitly recited limits
of about 5% and 25 %, but also to include sub-ranges, such as 6-20 %, 10-15%, and so
forth, as well as individual amounts, including fractional amounts, within the specified
ranges, such as 10 %, 20 %, for example.
[0025] The present disclosure is not to be limited in scope by the specific
embodiments described herein, which are intended for the purposes of exemplification

only. Functionally equivalent products, compositions, and methods are clearly within the scope of the disclosure, as described herein.
[0026] As discussed in the background section, the corrosion in the refinery units is due to the generation of organic and inorganic acids. Conventionally, various amines that have been used are only effective in altering the pH of inorganic acids such as hydrochloric acid and acidic sulphur species. Further, the neutralizing organic amines are used in higher quantities, which ends up in various problems. For instance, excess use of organic amines results in the deposition of these amine-based products to the interior walls of the refinery units and consequently causes fouling in these units. Hence, it is essential to monitor the quantity of the neutralizing amines used for preventing the corrosion in the refinery units.
[0027] To address the problems faced in the art, the present disclosure provides a compound, and a corrosion inhibitor formulation comprising a high active amine and at least one activator amine. It is specified that the present disclosure discloses the corrosion inhibitor formulation comprising triethanolamine and at least one activator amine selected from the compound of Formula (I), 1,8- diaminonaphthalene, and combinations thereof. The formulation effectively neutralizes the mixture of acids having weak organic acids and inorganic acids dosed at the solvent extraction unit. The formulation helps in controlling the pH of the weak organic acids generated in the refinery units. The present disclosure also provides the method of controlling or inhibiting corrosion in oil pipes, and also provides the use of formulation in controlling or inhibiting corrosion in oil pipes. Also, the present disclosure provides a process for obtaining the compound of Formula (I) as described herein. The present disclosure uses a minimum quantity of the formulation that is advantageous in avoiding deposition of high active amines and reducing the fouling of the interior of the solvent extraction/ refining units.
[0028] In an embodiment of the present disclosure, there is provided a compound of Formula (I)

wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10. In another embodiment of the present disclosure, there is provided a compound of Formula (I) as described above, wherein m is independently 1 to 8. In yet another embodiment of the present disclosure, there is provided a compound of Formula (I) as described above, wherein m is independently 1 to 6.
[0029] In an embodiment of the present disclosure, there is provided a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I) wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4. In another embodiment of the present disclosure, there provided a compound of Formula (I), wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 2. In yet another embodiment of the present disclosure, there is provided a compound of Formula (I), wherein X is =0; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4. [0030] In an embodiment of the present disclosure, there is provided a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I) wherein X is =0; Ri, R2, R3, and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4. In another embodiment of the present disclosure, there is provided a compound of Formula (I), wherein X is =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4.
[0031] In an embodiment of the present disclosure, there is provided a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I)

wherein X is =0 or =NH; Ri and R2 are H; R3 and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4. In another embodiment of the present disclosure, there is provided a compound of Formula (I), wherein X is =0; Ri and R2 are H; R3 and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4. In yet another embodiment of the present disclosure, there is provided a compound of Formula (I), wherein X is =NH; Ri and R2 are H; R3 and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4.
[0032] In an embodiment of the present disclosure, there is provided a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I) wherein X is =0; Ri and R2 are Ci-6alkyl substituted with Ci-6alkyl or hydroxy and R3 and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4. In another embodiment of the present disclosure, there is provided a compound of Formula (I), wherein X is =0; Ri and R2 are Ci-6alkyl and R3 and R4 are independently H; and m is independently 1 to 4. In yet another embodiment of the present disclosure, there is provided a compound of Formula (I), wherein X is =0; Ri and R2 are Ci-6alkyl substituted with hydroxy and R3 and R4 are independently Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4. [0033] In an embodiment of the present disclosure, there is provided a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I) wherein X is =0; Ri, R2, R3, and R4 are H; and m is independently 1 to 4. In another embodiment of the present disclosure, m is independently 1 to 3. In yet another embodiment of the present disclosure, m is independently 2 to 3. [0034] In an embodiment of the present disclosure, there is provided a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I)

wherein X is =0; Ri, R2, R3, and R4 are H; and m is 2.
[0035] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine selected from the group consisting of a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-diaminonaphthalene, and combinations thereof.
[0036] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, and 1,8-di aminonaphthal ene.
[0037] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4. In another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =0; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4. In yet another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently lto4.

[0038] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4. In another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =0; Ri, R2, R3, and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4. In yet another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4.
[0039] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein X is =0 or =NH; Ri and R2 are H; R3 and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4. In another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =0; Ri and R2 are H; R3 and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4. In yet another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =NH; Ri and R2 are H; R3 and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4.
[0040] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I

wherein X is =0; Ri and R2 are Ci-6alkyl substituted with Ci-6alkyl or hydroxy and R3 and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4. In another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =0; Ri and R2 are Ci-6alkyl and R3 and R4 are independently H; and m is independently 1 to 4. In yet another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =0; Ri and R2 are Ci-6alkyl substituted with hydroxy and R3 and R4 are independently Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4.
[0041] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein X is =0; Ri, R2, R3, and R4 are H; and m is independently 1 to 4. In another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =0; Ri, R2, R3, and R4 are H; and m is independently 2 to 4. In yet another embodiment of the present disclosure, the activator amine can be a compound of Formula (I), wherein X is =0; Ri, R2, R3, and R4 are H; and m is independently 2 to 3.
[0042] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein X is =0; Ri, R2, R3, and R4 are H; and m is 2.
[0043] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is 1,8-diaminonaphthalene.

[0044] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine selected from the group consisting of a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-diaminonaphthalene, and combinations thereof and wherein the at least one activator amine weight percentage in the range of 5 to 25 % with respect to the formulation. In another embodiment of the present disclosure, the at least one activator amine weight percentage is in the range of 8 to 23 % with respect to the formulation. In yet another embodiment of the present disclosure, the at least one activator amine weight percentage is in the range of 10 to 20 % with respect to the formulation.
[0045] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, with weight percentage is in the range of 5 to 25 % with respect to the formulation. [0046] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is 1,8-diaminonaphthalene with weight percentage in the range of 5 to 25 % with respect to the formulation.
[0047] In an embodiment of the present disclosure, there is provided a corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I

wherein X is =0; Ri, R2, R3, and R4 are H; and m is 2 and wherein the at least one activator amine weight percentage in the range of 5 to 25 % with respect to the formulation. In another embodiment of the present disclosure, the at least one activator amine weight percentage in the range of 10 to 25 % with respect to the formulation. In yet another embodiment of the present disclosure, the at least one activator amine weight percentage in the range of 10 to 20 % with respect to the formulation. [0048] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising a) triethanolamine; and b) at least one activator amine selected from the group consisting of a compound of Formula
(I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
Formula I
wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally
substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-
diaminonaphthalene, and combinations thereof, said process comprising: (i) obtaining
triethanolamine; (ii) obtaining at least activator amine; and (iii) contacting
triethanolamine, the at least one activator amine to obtain the formulation.
[0049] In an embodiment of the present disclosure, there is provided a process for
preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at
least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4, said process comprising (i) obtaining triethanolamine; (ii) obtaining at least activator amine; and (iii) contacting triethanolamine, the at least one activator amine to obtain the formulation.
[0050] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH

Formula I wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4, said process comprising: (i) obtaining triethanolamine; (ii) obtaining at least activator amine; and (iii) contacting triethanolamine, the at least one activator amine to obtain the formulation. [0051] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
Formula I wherein X is =0 or =NH; Ri and R2 are H; R3 and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4, said process comprising: (i) obtaining triethanolamine; (ii) obtaining at least activator amine; and (iii) contacting triethanolamine, the at least one activator amine to obtain the formulation.
[0052] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
Formula I wherein X is =0; Ri and R2 are Ci-6alkyl substituted with Ci-6alkyl or hydroxy and R3 and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4, said process comprising: (i) obtaining triethanolamine; (ii) obtaining at least activator amine; and (iii) contacting triethanolamine, the at least one activator amine to obtain the formulation.
[0053] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
Formula I

wherein X is =0; Ri, R2, R3, and R4 are H; and m is independently 1 to 4, said process comprising: (i) obtaining triethanolamine; (ii) obtaining at least activator amine; and (iii) contacting triethanolamine, the at least one activator amine to obtain the formulation. [0054] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein X is =0; Ri, R2, R3, and R4 are H; and m is 2, said process comprising: (i) obtaining triethanolamine; (ii) obtaining the at least activator amine; and (iii) contacting triethanolamine, the at least one activator amine to obtain the formulation. [0055] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine is 1,8-diaminonaphthalene, said process comprising: (i) obtaining triethanolamine; (ii) obtaining at least activator amine; and (iii) contacting triethanolamine, the at least one activator amine to obtain the formulation. [0056] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine selected from the group consisting of a compound of Formula
(I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-diaminonaphthalene, and combinations thereof, and wherein the at least one activator amine weight percentage is in the range of 5 to 25 % with respect to the formulation, said process comprising: (i) obtaining triethanolamine; (ii) obtaining the at least activator amine; and (iii) contacting triethanolamine, the at least one activator amine to obtain the formulation.

[0057] In an embodiment of the present disclosure, there is provided a process for preparing a corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine selected from the group consisting of a compound of Formula
(I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
Formula I
wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally
substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-
diaminonaphthalene, and combinations thereof, said process comprising: (i) obtaining
triethanolamine; (ii) obtaining the at least activator amine; and (iii) contacting
triethanolamine, and the at least one activator amine to obtain the formulation is carried
out at a temperature in the range of 25-40°C for a period in the range of 10-60 minutes.
In another embodiment of the present disclosure, contacting triethanolamine with the at
least one activator amine to obtain the formulation is carried out at a temperature in the
range of 25-30°C for a period in the range of 10-40 minutes.
[0058] In an embodiment of the present disclosure, there is provided a method of
controlling or inhibiting corrosion in oil pipes, said process comprising injecting the
corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one
activator amine selected from the group consisting of a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-diaminonaphthalene, and combinations thereof to a refining unit or a solvent extraction unit by neutralizing acidic components.
[0059] In an embodiment of the present disclosure, there is provided a method of controlling or inhibiting corrosion in oil pipes, said process comprising injecting the corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH

Formula I wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10 to a refining unit or a solvent extraction unit by neutralizing acidic components. 3 [0060] In an embodiment of the present disclosure, there is provided a method of controlling or inhibiting corrosion in oil pipes, said process comprising injecting the corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH
) Formula I
wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4 to a refining unit or a solvent extraction unit by neutralizing acidic components.
[0061] In an embodiment of the present disclosure, there is provided a method of 3 controlling or inhibiting corrosion in oil pipes, said process comprising injecting the corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I ) wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4 to a refining unit or a solvent extraction unit by neutralizing acidic components.
[0062] In an embodiment of the present disclosure, there is provided a method of controlling or inhibiting corrosion in oil pipes, said process comprising injecting the 3 corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I

wherein X is =0 or =NH; Ri and R2 are H; R3 and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4 to a refining unit or a solvent extraction unit by neutralizing acidic components.
[0063] In an embodiment of the present disclosure, there is provided a method of 5 controlling or inhibiting corrosion in oil pipes, said process comprising injecting the corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I 0 wherein X is =0; Ri and R2 are Ci-6alkyl substituted with Ci-6alkyl or hydroxy and R3 and R4 are independently H or Ci-6alkyl substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 4 to a refining unit or a solvent extraction unit by neutralizing acidic components.
[0064] In an embodiment of the present disclosure, there is provided a method of 5 controlling or inhibiting corrosion in oil pipes, said process comprising injecting the corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I 0 wherein X is =0; Ri, R2, R3, and R4 are H; and m is independently 1 to 4 to a refining unit or a solvent extraction unit by neutralizing acidic components. [0065] In an embodiment of the present disclosure, there is provided a method of controlling or inhibiting corrosion in oil pipes, said process comprising injecting the corrosion inhibitor formulation comprising: a) triethanolamine; and b) the at least one 5 activator amine is a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein X is =0; Ri, R2, R3, and R4 are H; and m is 2 to a refining unit or a solvent extraction unit by neutralizing acidic components.

[0066] In an embodiment of the present disclosure, there is provided a method of controlling or inhibiting corrosion in oil pipes, said process comprising injecting the formulation comprising: a) triethanolamine; and b) the at least one activator amine 1,8-diaminonaphthalene, to a refining unit or a solvent extraction unit by neutralizing acidic components.
[0067] In an embodiment of the present disclosure, there is provided a use of the corrosion inhibitor formulation comprising: a) triethanolamine; and b) at least one activator amine selected from the group consisting of a compound of Formula (I),
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-diaminonaphthalene, and combinations thereof in controlling or inhibiting corrosion in oil pipes.
[0068] In an embodiment of the present disclosure, there is provided a process of preparing a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, the process comprising reacting a compound of Formula (II)
L(CHRi)„ C(X) (CHR2)„L Formula (II) wherein, X is =0 or =NH; L is halogen; and Ri, and R2 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; with a compound or a mixture of compound of Formula (III) in a solvent,
OH(CHR5)mNH2 Formula (III) wherein, R5 is H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, and wherein the solvent is methanol.

[0069] In an embodiment of the present disclosure, there is provided a process of preparing a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, the process comprising reacting a compound of Formula (II)
L(CHRi)„ C(X) (CHR2)„L Formula (II) wherein, X is =0; L is chloro; and Ri, and R2 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy, with a compound or a mixture of compound of Formula (III) in a solvent,
OH(CHR5)mNH2 Formula (III) wherein, R5 is H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10.
[0070] In an embodiment of the present disclosure, there is provided a process of preparing a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula I wherein X is =0; Ri, R2, R3, and R4 are H; and m is 2, the process comprising reacting a compound of Formula (II)
L(CHRi)„ C(X) (CHR2)„L Formula (II) wherein X is (O) and L is chloro, with a compound or a mixture of compound of Formula (III) in a solvent,
OH(CHR5)mNH2 Formula (III) wherein, R5 is H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10. In another embodiment of the present disclosure, m is

independently 1 to 5. In yet another embodiment of the present disclosure, m is
independently 1 to 2.
[0071] Although the subject matter has been described in considerable detail with
reference to certain preferred embodiments thereof, other embodiments are possible.
EXAMPLES
[0072] The disclosure will now be illustrated with working examples, which is
intended to illustrate the working of disclosure and not intended to take restrictively to
imply any limitations on the scope of the present disclosure. Unless defined otherwise,
all technical and scientific terms used herein have the same meaning as commonly
I understood to one of ordinary skill in the art to which this disclosure belongs. Although methods and materials similar or equivalent to those described herein can be used in the practice of the disclosed methods and compositions, the exemplary methods, devices and materials are described herein. It is to be understood that this disclosure is not limited to particular methods, and experimental conditions described, as such methods
' and conditions may apply.
[0073] The following examples demonstrate that the criticality of the present disclosure lies in the compound of Formula I, and a corrosion inhibitor formulation comprising triethanolamine, and at least one activator amine selected from the group consisting of the compound of Formula I, and 1, 8-diaminonaphthalene, and combinations thereof.
i The presence of activator amine is essential for neutralizing acids, wherein these activator amines act as a promoter to modify the pH range of the organic acids and further minimize the amount of the formulation used. Therefore, the presence of the aforementioned activator amines is crucial for arriving at the corrosion inhibitor formulation of the present disclosure. Replacement of the activator amines as mentioned
' above with any other component does not provide the desired effect.
Example 1
I. Process for preparing activator amine of Formula (I) [0074] The present disclosure discloses a compound for Formula (I) as an activator I amine. The compound of Formula (I) is OH(CHR3)mNHCHRi C(X)

CHR2NH(CHR4)mOH , wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10.
[0075] In an example, the compound of Formula (I) was OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH, X is =0; Ri, R2, R3, and R4 are H; and m is 2. The activator amine of Formula (I) of the present disclosure is HO(CH2)2NHCH2C(0) CH2NH(CH2)2OH. In the subsequent sections, the compound of Formula (I) is represented as compound (I).
[0076] The process of preparing the compound (I) is explained below. A compound of Formula (II) dichloroacetone (C1CH2C0CH2C1) was added with a compound or a mixture of Formula (III) ethanolamine (HOCH2CH2NH2) in the presence of a solvent. About 13g of dichloroacetone was stirred with 14g of ethanolamine in methanol. The mixture was allowed to stir at a temperature in the range of 25°C-40°C for about 20 minutes until the solution turned dark brown colour. Then the solvent (methanol) was removed to obtain the hydrochloride salt of the activator amine compound (I). The preparation process resulted in a yield of 26g of the compound (I). The hydrochloride salt solution of compound(I) in water was then made to pass through anion exchange resin and the free amine compound(I) was obtained.
II. Characterization of Compound (I) [0077] The compound (I) obtained as above was subjected to proton Nuclear Magnetic Resonance ^H-NMR) analysis and Infrared (IR) spectroscopic analysis. The ^-NMR spectrum of compound (I) had peaks at 8 3.90 (t, 4 H), 3.23 (m, 6 H). The disappearance of peaks between 8 4.2 to 4.3 indicated the completion of the reaction and the formation of activator amine of compound(I). The IR spectrum (as depicted in Figure 1) of the compound(I) had transmission peaks at the wavenumbers corresponding to 603.2, 736.9, 1013.7, 1062.0, 1118.2, 1453.1, 1506.7, 1626.3, 2942.6, 3262.3 cm"1, which elucidated the characteristic features of the compound (I). Example 2 Corrosion Inhibitor Formulation

[0078] The corrosion inhibitor formulation of the present disclosure comprised triethanolamine (high active amine) and at least one activator amine. The activator amine was selected from a group consisting of the compound (I) obtained from Example 1 and 1,8-diaminonaphthalene. The formulation was prepared by the addition of triethanol amine with the activator amine at a temperature in the range of 25°C - 40°C under stirring for 10 minutes. Various formulations were prepared by varying the weight percentage (wt.%) of triethanolamine and the activator amine as tabulated below (Table
[0079] The formulation 1 used in the present disclosure comprised only triethanolamine and was devoid of activator amine. Formulations 2 and comprised 90%, 80% (w/w) of triethanolamine and 10%, 20 % (w/w) of compound (I), respectively. Similarly, formulations 4, 5 and 6 were obtained from triethanolamine and 1,8-diaminonaphthalene with weight % as illustrated in Table 1. Formulation 7 comprised a mixture of triethanolamine (90%) and morpholine (10%). These formulations were tested further for the purpose of neutralizing the acids in the refinery/ solvent extraction units.
Example 3 Corrosion Inhibitor Formulation for neutralization of acids
O/l

[0080] The neutralization of acids by the formulations (1-7) as obtained from Example 2 was analyzed by using high temperature (70°C) pH measurements in a closed system. For the purpose of the present study, an acidic solution containing organic and inorganic acids was taken as the starting solution. In an example, the acidic solution was a mixture of formic acid, acetic acid, propionic acid and hydrochloric acid in a weight percentage (wt.%) ratio of 30:30:30:10, wherein the acidic solution was diluted to 10% in water. This starting acidic solution had a pH of less than 1. To this starting solution, the formulations were added in a defined quantity so as to allow the conversion of the solution from acidic to neutral or slightly basic. Table 2 illustrates the quantity of the formulations required to neutralize the acids and to effectively alter the pH to the range of 8 to 9.
the acid solution varied with varying formulations. Formulation 1 was dosed at 100% (w/w) to alter the pH of the starting acidic solution. Formulation 2 was dosed at 51% to alter the pH from less than 1 to pH of 8 to 9. Similarly, formulations 3, 4, 5, 6, and 7 were dosed at 48%, 56%, 50% 48% and 98%, respectively. The relative dosage required to neutralize the starting solution represented the corrosion inhibitory efficiency of the formulations.
[0082] Formulations 2, 3, 4, 5, and 6 were efficient in neutralizing the acids. These formulations comprised triethanolamine and an activator amine of the present

disclosure. The activator amine was either compound (I) or 1,8-diaminonaphthalene within the weight percentage of 5 to 25 with respect to the formulation. The presence of the activator amine increased the efficiency of the neutralizing amine by decreasing the relative dosage of corrosion inhibitor formulation used. For example, Formulation 2 comprising 90 % triethanolamine and 10% compound (I) efficiently neutralized the acid at a dosage of 51%. Formulation 3 comprising 80 % triethanolamine and 20% compound (I) was found to be more efficient (48%) than formulation 2.
[0083] Similarly, formulations 4, 5, and 6 had varying weight (%) of triethanolamine and 1,8-diaminonaphthalene as an activator amine. These formulations 4, 5, and 6 were dosed at 56 %, 50%, and 48%, respectively, for an effective neutralization. Moreover, formulation 6 with 80% triethanolamine and 20% of 1,8-diaminonaphthalene was more efficient in neutralizing the acids as compared to formulations 4 and 5. [0084] Formulation 1 comprised only triethanolamine and did not have any activator amine. Therefore, formulation 1 was dosed at the highest quantity (100%) to neutralize the acids. Formulation 7 comprised triethanolamine and morpholine wherein morpholine(0(CFLCH2)2NH) did not fall under the category of compounds disclosed as activator amine of the present disclosure. As can be observed, formulations 1 and 7 were dosed at the higher quantities compared to the formulations 2,3,4 and 5. Thus, it can be concluded that formulations 1 and 7 were inefficient in neutralizing the acids. Hence, it is critically essential that the corrosion inhibitor formulation should comprise triethanolamine and an activator amine (such as the compound of Formula (I) and 1,8-diaminonaphthalene) in a weight percentage range of 5 to 25% so as to effectively neutralize the acids. Example 4
Corrosion Inhibitor Efficiency
[0085] For the purpose of corrosion inhibition, it is essential that the acidic components are neutralized, and the pH range is altered from acidic to neutral or slightly basic. The pH of the solvent extraction units was tested by collecting the acids at various places in the unit. When the pH of the samples collected was acidic (i.e.) pH in the range of 1-2 or less than 1, then a required quantity of the corrosion inhibitor formulations was

injected into these units. The required quantity of the corrosion inhibitor formulation to be used for the neutralization was dependent upon the pH of the acidic sample and the formulation used.
[0086] As explained in example 3, corrosion inhibitor efficiency was based on the relative dosage required to neutralize the acids. The lesser the dosage required, the greater will be the corrosion inhibitor efficiency. Also, the lesser the dosage required, the lesser time required for neutralization and higher will be the rate of neutralization. From the above examples, it can be understood that formulations 2, 3, 4, 5, and 6 are the working formulations that are effective in the solvent extraction units/ refining units for corrosion inhibition. In particular, the formulations 3 and 6 exhibited maximum corrosion inhibitory efficiency, in comparison to the formulations 2, 4, and 5. In contrast, formulations 1 and 7 are considered as the non-working formulations as these formulations were not effective in neutralizing the acid and inhibiting the corrosion. [0087] Although the subject matter has been described in considerable detail with reference to certain examples and implementations thereof, other implementations are possible.
Advantages of the present disclosure:
[0088] The present disclosure provides a corrosion inhibitor formulation comprising triethanolamine and at least one activator amine. The present disclosure discloses a compound of Formula (I) as an activator amine and also provides a process for the preparation of the compound of Formula (I). The present disclosure provides a convenient method for inhibiting the corrosion in the refining and solvent extraction units of the petrochemical refineries. The corrosion inhibitor formulations effectively neutralize the mixture of organic and inorganic acids and thereby inhibits the corrosion in oil pipes. The formulation also shows better corrosion inhibitory efficiency as a lesser relative dosage of formulations is required to neutralize the acids. Further, the formulation also reduces productivity loss due to cleaning and/or replacing fouled equipment. The process of preparation of the formulation is also disclosed herein.

I/We Claim:
1. A compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I)
wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10.
2. The compound as claimed in claim 1, wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4.
3. The compound as claimed in claim 1, wherein X is =0; Ri, R2, R3, and R4 are H; and m is independently 1 to 4.
4. A corrosion inhibitor formulation comprising:

a) triethanolamine; and
b) at least one activator amine selected from the group consisting of a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I) wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, 1,8-diaminonaphthalene, and combinations thereof.
5. The formulation as claimed in claim 4, wherein the at least one activator amine is a compound of Formula (I).
6. The formulation as claimed in claim 5, wherein X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl; and m is independently 1 to 4.
7. The formulation as claimed in claim 5, wherein X is =0; Ri, R2, R3, and R4 are H; and m is independently 1 to 4.

8. The formulation as claimed in claim 4, wherein the at least one activator amine is 1,8-diaminonaphthalene.
9. The formulation as claimed in claims 4 to 8, wherein the at least one activator amine weight percentage in the range of 5 to 25 % with respect to the formulation.
10. A process for preparing the formulation as claimed in any one of the claims 4-9, the process comprising:
i. obtaining triethanolamine; ii. obtaining the at least activator amine;
iii. contacting triethanolamine, the at least one activator amine to obtain the formulation.
11. The process as claimed in claim 10, wherein contacting triethanolamine with the at least one activator amine to obtain the formulation is carried out at a temperature in the range of 25-40 °C for a period in the range of 10-60 minutes.
12. A method of controlling or inhibiting corrosion in oil pipes, the process comprising injecting the formulation as claimed in claims 4-9 to a refining unit or a solvent extraction unit by neutralizing acidic components.
13. A process of preparing a compound of Formula (I)
OH(CHR3)mNHCHRi C(X) CHR2NH(CHR4)mOH Formula (I)
wherein, X is =0 or =NH; Ri, R2, R3, and R4 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, the process comprising reacting a compound of Formula (II)
L(CHRi)„ C(X) (CHR2)„L Formula (II)

wherein, X is =0 or =NH; L is halogen; and Ri, and R2 are independently H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy, with a compound or a mixture of compound of Formula (III)
OH(CHR5)mNH2 Formula (III) wherein, R5 is H or Ci-6alkyl optionally substituted with Ci-6alkyl or hydroxy; and m is independently 1 to 10, in a solvent. 4. The process as claimed in claim 13, wherein X is (O) and L is chloro.