Hydrogen-Bonded Imidazoline Complexes for Corrosion Detection

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Solution Overview

Problem

Existing imidazoline-based compounds lack synergistic advantages in corrosion inhibition, surfactant use, and drug development, and are not easily detectable via chemical residual measurements.

Innovation Solution

Formation of stabilized imidazoline complexes through the association of a proton-stabilizing molecule, such as a dye, with a positively charged imidazoline compound, utilizing hydrogen bonding and Van der Waals forces, creating a complex that is stable in solution and enhances corrosion inhibition performance and UV-visible detectability.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Reliability

If imidazoline compounds are used as corrosion inhibitors, then corrosion inhibition performance is improved, but detectability via chemical residual measurements is poor

Engineering Contradiction:
Improvecorrosion inhibition performanceVSAvoiddetectability via chemical residual measurements
Core Design Contradiction:
ReliabilityVSDifficulty of detecting and measuring

Solution Approach 1:

The patent introduces a chromophore group into the imidazoline compound structure, enabling the compound to absorb light in the visible or UV region. This color-changing property allows the corrosion inhibitor to be easily detected through UV-visible spectroscopy, resolving the detectability issue while maintaining corrosion inhibition performance.

Inventive Principle:
Principle #32Color changes

Solution Approach 2:

The patent modifies the chemical structure of imidazoline compounds by introducing specific functional groups (chromophores) that change the optical parameters of the molecule. This structural parameter change enables detection through UV-visible spectroscopy without compromising the corrosion inhibition function.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If imidazoline compounds are used as surfactants, then surfactant performance is improved, but synergistic advantages in multiple applications are limited

Engineering Contradiction:
Improvesynergistic advantages in multiple applicationsVSAvoidchemical structure complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent designs imidazoline compounds with multi-functional characteristics: the core imidazoline structure provides corrosion inhibition, while attached chromophore groups provide UV-visible detectability and surfactant properties. This multi-functionality allows a single compound to serve as corrosion inhibitor, surfactant, and detectable marker simultaneously.

Inventive Principle:
Principle #6Universality (Multi-functionality)

Solution Approach 2:

The patent creates composite molecular structures by combining imidazoline core structures with chromophore functional groups. This composite approach integrates multiple functions (corrosion inhibition, surfactancy, detectability) into a single molecular entity, enhancing versatility without excessive complexity.

Inventive Principle:
Principle #40Composite materials

3Stability of the object's composition

If proton-stabilizing molecules are introduced to stabilize imidazoline complexes, then complex stability is improved, but solution solubility may be affected

Engineering Contradiction:
Improvecomplex stabilityVSAvoidsolution solubility
Core Design Contradiction:
Stability of the object's compositionVSQuantity of substance

Solution Approach 1:

The patent uses proton-stabilizing molecules as intermediaries that form stable complexes with imidazoline compounds. These intermediaries have specific structural features that enable both complex stabilization and maintenance of solution solubility, acting as bridges between the imidazoline core and the solution environment.

Inventive Principle:
Principle #24Intermediary (Mediator)

Solution Approach 2:

The patent introduces proton-stabilizing molecules with specific local chemical properties (lone-pair-bearing atoms) that locally enhance complex stability through hydrogen bonding, while the overall molecular structure maintains compatibility with solvent systems, preserving solubility.

Inventive Principle:
Principle #3Local quality

Applied Scientific Principles

This section explains which scientific principles are used to turn an abstract innovation direction into a practical engineering solution.

Function Achieved in This Case

The stabilized imidazoline complexes exhibit improved corrosion inhibition, stability at high pH, enhanced solubility, and better compatibility with high calcium brines, while being easily detectable through Raman spectroscopy.

Implementation Method 1

At least one hydrogen bond connects the positively charged imidazoline compound with a first lone-pair-bearing atom of the proton-stabilizing molecule

Methodology Applied
Scientific EffectHydrogen bonding:

Implementation Method 2

at least one hydrogen bond connects the hydrogen atom with the first oxygen (O) of the sulfur-based fragment and the second oxygen (O) of the sulfur-based fragment

Methodology Applied
Scientific EffectHydrogen bonding:

Implementation Method 3

some of the resulting complexes are also highly active in the ultraviolet-visible spectrum and, therefore, are more easily detectable via chemical residual measurements

Methodology Applied
Scientific EffectUV-visible absorption: Absorption (EM radiation)

Data Source

PatentUS20250230130A1Novel stabilized imidazoline complexes
Publication Date: 2025.07.17 BAKER HUGHES OILFIELD OPERATIONS LLC
  • US20250230130A1 patent drawing
  • US20250230130A1 patent drawing
  • US20250230130A1 patent drawing

AI summary

A stabilized imidazoline complex includes a proton-stabilizing molecule and a positively charged imidazoline compound, where the proton-stabilizing molecule has a first lone-pair-bearing atom and a second lone-pair-bearing atom. The proton-stabilizing molecule is a dye. The positively charged imidazoline compound includes an imidazoline ring and a hydrogen atom, and a covalent bond connects the hydrogen atom with a nitrogen atom of the imidazoline ring. At least one hydrogen bond connects the hydrogen atom with the first lone-pair-bearing molecule and the second lone-pair-bearing atom of the proton-stabilizing molecule.