Water-Soluble Aromatic Monomers for Polymer Solar Cells

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Solution Overview

Problem

Current photovoltaic devices rely on toxic organic solvents for producing polymer solar cells, which pose toxicity and safety hazards, and existing polymers are not soluble in water or aqueous mixtures, limiting their industrial application.

Innovation Solution

Development of functionalized aromatic monomers that can generate conjugated polymers/copolymers soluble in water or aqueous mixtures, using reactions like Suzuki, Stille, Heck, or Yamamoto, allowing for the creation of thin layers for solar cells without toxic solvents.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If conventional organic solvents are used for producing polymer solar cells, then the polymers can be processed effectively, but toxicity and safety hazards increase

Engineering Contradiction:
Improvepolymer processing capabilityVSAvoidtoxicity and safety hazards
Core Design Contradiction:
Ease of manufactureVSObject-affected harmful factors

Solution Approach 1:

The patent changes the solvent parameter from organic to water-based, transforming the processing medium while maintaining polymer solubility through molecular design. The polymers are synthesized with hydrophilic groups that enable dissolution in water or aqueous mixtures, fundamentally altering the solvent parameter to eliminate toxicity while preserving manufacturability

Inventive Principle:
Principle #35Parameter changes

Solution Approach 2:

The invention creates composite polymer structures combining conjugated backbones for photovoltaic function with hydrophilic side chains for water solubility. This composite approach integrates two seemingly contradictory properties - organic-like electronic properties and aqueous solubility - into a single material system that can be processed with safe solvents

Inventive Principle:
Principle #40Composite materials

2Reliability

If existing polymers are used, then photovoltaic function is achieved, but water solubility is lacking

Engineering Contradiction:
Improvephotovoltaic functionVSAvoidwater solubility
Core Design Contradiction:
ReliabilityVSAdaptability or versatility

Solution Approach 1:

The patent segments the polymer structure into distinct functional domains: a conjugated backbone segment for photovoltaic activity and separate hydrophilic side-chain segments for water solubility. This segmentation allows each segment to independently fulfill its function without compromising the other, enabling both photovoltaic performance and aqueous processability

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention applies local quality by concentrating hydrophilic groups specifically in the side chains while maintaining the conjugated backbone intact for electronic function. This localized modification ensures that water solubility is achieved without disrupting the photovoltaic properties of the core polymer structure

Inventive Principle:
Principle #3Local quality

Data Source

PatentUS9290483B2Aromatic monomers deriving from glycerol units, process for their preparation and use thereof for the preparation of water-soluble conjugated polymers
Publication Date: 2016.03.22 ENI SPA
  • US9290483B2 patent drawing
  • US9290483B2 patent drawing
  • US9290483B2 patent drawing

AI summary

Monomers having formula (I) and process for their synthesis which comprises the etherification reaction of a halogen-derivative (Z═Cl, Br, I) having formula (III) with the hydroxyl group of the glycerol derivative (IV), according to the following scheme:(Formula III, IV & I) (III) (IV) (I)