Tetrarylmethane Ether Fuel Markers for Unique Identification Codes

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Solution Overview

Problem

There is a need for additional marker compounds to maximize the available codes for marking liquid hydrocarbons and other fuels and oils, as existing markers are limited in their ability to provide unique identification and characterization.

Innovation Solution

The method involves adding specific compounds with the formula C{Ph(R1)(OR2)2{Ph(R3)(OR4)m{Ph(R5)(OR6)p} to petroleum hydrocarbons or biologically derived fuels, where Ph represents a benzene ring, and R1-6 are alkyl or heteroalkyl groups, to create a digital marking system that can be detected at concentrations between 0.01 ppm and 20 ppm.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Adaptability or versatility

If existing marker compounds are used, then the marking system can be established, but the number of available codes is limited

Engineering Contradiction:
Improvenumber of available codesVSAvoidnumber of marker compounds
Core Design Contradiction:
Adaptability or versatilityVSQuantity of substance

Solution Approach 1:

The patent segments the marker compound structure into distinct functional components: a tetraryl methane core structure and variable alkyl chain lengths (C1-C6). This segmentation allows systematic variation of the alkyl chain parameter to generate multiple distinct marker compounds from a single core structure, thereby increasing the number of available codes without requiring entirely different molecular frameworks.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The patent applies parameter changes by varying the alkyl chain length parameter (n = 1-6 carbon atoms) attached to the tetraryl methane core. This single parameter variation generates multiple distinct marker compounds (e.g., C1, C2, C3, C4, C5, C6 alkyl chains), systematically expanding the coding capacity of the marking system while maintaining a consistent molecular architecture.

Inventive Principle:
Principle #35Parameter changes

2Adaptability or versatility

If more marker compounds are added, then the coding capacity increases, but the complexity of the marking system increases

Engineering Contradiction:
Improvecoding capacityVSAvoidsystem complexity
Core Design Contradiction:
Adaptability or versatilityVSDevice complexity

Solution Approach 1:

The patent creates a universal marker system where a single tetraryl methane core structure serves multiple functions by accommodating different alkyl chain lengths. This multi-functional core structure can generate 6 different marker compounds (n=1 to 6) that all share the same basic molecular framework and detection characteristics, thereby increasing coding capacity while minimizing the introduction of structurally distinct compounds that would complicate the system.

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

Solution Approach 2:

The patent applies local quality by making only the alkyl chain portion variable while keeping the tetraryl methane core and its attachment points constant. This localized variation strategy ensures that the fundamental molecular architecture, detection properties, and interaction with the fuel matrix remain consistent, while only the specific coding information (alkyl chain length) changes, thus avoiding system complexity.

Inventive Principle:
Principle #3Local quality

3Reliability

If marker compounds are added to fuels, then unique identification is enabled, but the detection sensitivity must be maintained

Engineering Contradiction:
Improveunique identificationVSAvoiddetection sensitivity
Core Design Contradiction:
ReliabilityVSMeasurement precision

Solution Approach 1:

The patent uses the tetraryl methane core structure as a template or copy that can be instantiated in multiple forms by varying the alkyl chains. Each marker compound is essentially a copy of the core structure with specific alkyl chain length encoding unique identification information. This copying approach ensures that all markers share the same detection characteristics and sensitivity profile, while the alkyl chain variation provides the unique identification code.

Inventive Principle:
Principle #26Copying

Data Source

PatentEP3140381B1Tetrarylmethane ethers as fuel markers
Publication Date: 2019.06.12 ROHM & HAAS CO
  • EP3140381B1 patent drawing
  • EP3140381B1 patent drawing
  • EP3140381B1 patent drawing

AI summary

A method for marking a petroleum hydrocarbon or a liquid biologically derived fuel by adding to the petroleum hydrocarbon or liquid biologically derived fuel a compound having formula C{Ph(R1)i(OR2)j}2{Ph(R3)m(OR4)n}{Ph(R5)o(OR6)p}, wherein Ph represents a benzene ring, R1, R3 and R5 independently are C1-C18 alkyl or C4-C18 heteroalkyl; R2, R4 and R6 independently are C1-C18 alkyl or C4-C18 heteroalkyl, i, j, m, n, o and p independently are zero, one or two. Each compound having formula C{Ph(R1)i(OR2)j}2{Ph(R3)m(OR4)n}{Ph(R5)o(OR6)p} is present at a level from 0.01 ppm to 20 ppm.