Thermally Cleavable Dyads for Organic Photovoltaic Donor-Acceptor Control

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Solution Overview

Problem

Existing organic photovoltaic cells face limitations in conversion efficiency due to phase segregation of donor and acceptor compounds during manufacturing and inadequate separation, leading to unwanted recombination of electrons and holes, as well as high production costs.

Innovation Solution

The use of dyad compounds with a chemical bond that is cleaved to control the arrangement and interspacing of donors and acceptors in the photoactive layer, such as fullerene anthracen-2-ylmethyl 3-(thiophen-3-yl) acetate dyads, which are deposited and then thermally cleaved to facilitate desired interfaces and prevent recombination.

Engineering Contradictions & Design Principles

VSEngineering Contradiction Analysis

1Ease of manufacture

If blends of polymeric donor compounds and fullerene acceptor compounds are used to form the photoactive layer, then the manufacturing process is simplified, but phase segregation occurs during manufacturing preventing desirable intimate mixing of donors and acceptors

Engineering Contradiction:
Improvemanufacturing process simplicityVSAvoidintimate mixing of donors and acceptors
Core Design Contradiction:
Ease of manufactureVSManufacturing precision

Solution Approach 1:

The invention segments the donor and acceptor compounds into separate monomer units that are co-polymerized to form a single polymeric dyad structure. This segmentation allows each component to be precisely positioned within the polymer chain, ensuring intimate mixing at the molecular level while avoiding phase segregation during manufacturing.

Inventive Principle:
Principle #1Segmentation

Solution Approach 2:

The invention merges the donor and acceptor monomers into a single copolymer structure where both components are covalently bonded within the same polymer chain. This merging ensures that donors and acceptors remain intimately mixed throughout the photoactive layer, preventing phase segregation while maintaining manufacturing simplicity.

Inventive Principle:
Principle #5Merging (Combining)

2Manufacturing precision

If dyad compounds with both acceptor moieties and donor moieties are used, then intimate mixing is achieved, but insufficient separation leads to unwanted recombination of electrons and holes

Engineering Contradiction:
Improveintimate mixing of donors and acceptorsVSAvoidprevention of electron-hole recombination
Core Design Contradiction:
Manufacturing precisionVSReliability

Solution Approach 1:

The invention applies local quality by creating distinct regions within the polymer structure: donor-rich segments for efficient charge generation and acceptor-rich segments for efficient charge separation. The controlled interspacing ensures that while donors and acceptors are intimately mixed at the molecular level, they maintain sufficient local separation to prevent recombination.

Inventive Principle:
Principle #3Local quality

Solution Approach 2:

The invention changes the structural parameters of the dyad compound by controlling the length and chemical nature of the spacer groups between donor and acceptor moieties. This parameter optimization ensures sufficient separation distance to prevent electron-hole recombination while maintaining intimate mixing for efficient light absorption and charge generation.

Inventive Principle:
Principle #35Parameter changes

3Manufacturing precision

If complex synthesis of dyad compounds is performed, then controlled arrangement and interspacing of donors and acceptors is achieved, but production cost increases

Engineering Contradiction:
Improvecontrolled arrangement and interspacingVSAvoidproduction cost
Core Design Contradiction:
Manufacturing precisionVSEase of manufacture

Solution Approach 1:

The invention employs self-service by designing monomers with built-in spacer groups that automatically provide the desired interspacing when co-polymerized. The polymerization process itself creates the controlled arrangement and separation, eliminating the need for complex post-synthesis modification steps and reducing overall production costs.

Inventive Principle:
Principle #25Self-service

Solution Approach 2:

The invention applies preliminary action by pre-designing the monomer structures with appropriate spacer groups and functional groups that will automatically achieve the desired controlled arrangement and interspacing during the polymerization process. This preliminary structural design simplifies the overall synthesis pathway and reduces manufacturing complexity.

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 approach enhances the conversion efficiency of organic photovoltaic cells by ensuring optimal donor-acceptor separation and arrangement, reducing recombination and lowering production costs through controlled synthesis and processing.

Implementation Method 1

Once deposited, cleaving the chemical bond of the dyad between the first moiety that provides the donor and the second moiety that provides the acceptor controls arrangement and interspacing of the donor and the acceptor relative to one another

Methodology Applied
Scientific EffectThermal cleavage: Thermolysis

Implementation Method 2

When photons are absorbed, photo-induced electron transfers take place from the donors to the acceptors leading to electron-hole pairs that can be harnessed to generate the electricity

Methodology Applied
Scientific EffectPhoto-induced electron transfer: Photoelectric Effect

Data Source

PatentUS9006567B2Donor-acceptor DYAD compounds in photovoltaics
Publication Date: 2015.04.14 PHILLIPS 66 CO
  • US9006567B2 patent drawing
  • US9006567B2 patent drawing
  • US9006567B2 patent drawing

AI summary

Methods, compositions and devices relate to photovoltaic cells having a photoactive layer and constituents synthesized and utilized for the photoactive layer. The photovoltaic cells incorporate photoactive materials produced from dyads formed into an initial layer and then thermally cleaved to provide the photoactive layer. Cleavage of the dyads, such as synthesized fullerene anthracen-2-ylmethyl 3-(thiophen-3-yl) acetate dyads, or polymers of the dyads into separate molecules providing donors and acceptors facilitates in obtaining the photovoltaic cells with desired arrangement and interspacing of the donors and the acceptors relative to one another.