Branched Polysulfide Synthesis via Mercaptan Mixture

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Solution Overview

Problem

The existing processes for producing polysulfides are costly due to the need for numerous purification steps, and there is a demand for mercaptan compositions suitable for diverse applications that can utilize mercaptan mixtures rather than single pure compounds.

Innovation Solution

A composition comprising at least 50 wt.% branched C20 to C60 polysulfides and/or monosulfides, produced through reacting branched C10 to C30 mercaptans and sulfur in the presence of a catalyst, or by reacting hydrogen sulfide with branched C10 to C30 olefins to form branched C10+ mercaptans, which are then reacted with sulfur to produce C20+ polysulfides.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Manufacturing precision

If individual pure mercaptans are produced through existing processes, then high purity is achieved, but production cost increases due to numerous purification steps

Engineering Contradiction:
ImprovepurityVSAvoidproduction cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The patent changes the compositional parameters by producing mixed mercaptan compositions with controlled distributions of different chain lengths (C10-C30) and structures (branched/linear) rather than single pure compounds. This parameter change allows the process to accept broader feedstock specifications and reduce purification requirements while still meeting application requirements

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The patent creates a homogeneous mixture of mercaptans with similar chemical properties (all are thiol compounds with comparable reactivity) that can be used together in applications. The mixed composition maintains functional homogeneity even though it contains multiple components, eliminating the need for separation into individual pure compounds

Inventive Principle:
Principle #33Homogeneity

2Ease of manufacture

If mixed mercaptan compositions are produced, then production cost decreases and versatility increases, but manufacturing precision (purity) is reduced

Engineering Contradiction:
Improveproduction costVSAvoidpurity
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The patent creates a mixed mercaptan composition that serves multiple functions and applications simultaneously. The composition can be used as chain transfer agents in polymerization, lubricant additives, and other applications that benefit from a mixture of mercaptan chain lengths and structures, increasing versatility while reducing production cost

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

3Reliability

If polysulfides are produced from mercaptans, then desired product functionality is achieved, but process complexity increases

Engineering Contradiction:
Improveproduct functionalityVSAvoidprocess complexity
Core Design Contradiction:
ReliabilityVSDevice complexity

Solution Approach 1:

The patent performs preliminary oxidation of mercaptans to disulfides before the final polysulfide formation step. This preliminary action creates intermediate products that control the subsequent reaction with sulfur, preventing runaway polymerization and enabling better control over the final polysulfide composition and chain length distribution

Inventive Principle:
Principle #10Preliminary action

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

This method reduces production costs by minimizing purification steps and provides mercaptan compositions suitable for various applications, including lubricants and sulfiding agents, by producing a mixture of polysulfides and monosulfides with specific weight percentages.

Implementation Method 1

reacting a feedstock comprising one or more branched C10 to C30 mercaptans and sulfur in the presence of a catalyst

Methodology Applied
Scientific EffectCatalysis: Catalysis

Implementation Method 2

reacting hydrogen sulfide (H2S) and a feedstock comprising one or more branched C10 to C30 olefins in the presence of an initiating agent to produce a branched C10+ mercaptans crude composition

Methodology Applied
Scientific EffectInitiation reaction:

Data Source

PatentUS10294200B2Mixed branched eicosyl polysulfide compositions and methods of making same
Publication Date: 2019.05.21 CHEVRON PHILLIPS CHEMICAL COMPANY LP
  • US10294200B2 patent drawing
  • US10294200B2 patent drawing
  • US10294200B2 patent drawing

AI summary

A composition comprising polysulfides, wherein at least about 50 wt. % of the polysulfides are branched C20 to C60 polysulfides represented by general formula R15S1—[S]n—S2R16 wherein R15 and R16 are each independently a branched C10 to C30 alkyl group and wherein n is an integer from 1 to 10. A process of producing a polysulfides crude product comprising one or more branched C20 to C60 polysulfides comprising: (A) reacting a feedstock comprising one or more branched C10 to C30 mercaptans and sulfur in the presence of a catalyst and (B) collecting the polysulfides crude product.