IP Library Granted Patent US 9,006,567
Granted Patent B2
US 9,006,567 · App. 13/409,857 · Granted Apr 14, 2015

Donor-acceptor DYAD compounds in photovoltaics

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Quick Facts
Patent No.
US 9,006,567
App. No.
13/409,857
Granted
Apr 14, 2015
Kind
B2
Abstract

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.

Claims (29)

1. A method comprising:

depositing a first electrode;

forming a photoactive layer with a donor and an acceptor by depositing a dyad having a first moiety linked by a chemical bond to a second moiety, wherein arrangement and interspacing of the donor and the acceptor relative to one another is controlled once deposited by cleaving the chemical bond of the dyad between the first moiety that provides the donor and the second moiety that provides the acceptor; and

depositing a second electrode to provide a photovoltaic cell with the photoactive layer disposed between the first and second electrodes;

wherein the dyad has a formula that is

2. The method according to claim 1 , wherein the depositing of the dyad includes deposition of a polymer formed of the dyad as a monomer unit.

3. The method according to claim 1 , wherein the depositing of the dyad includes deposition of a polymer formed of the dyad as a monomer unit connected to other monomers via the first moiety such that the donor remains polymerized upon the cleaving of the chemical bond between the first and second moieties of the dyad.

4. The method according to claim 1 , wherein heating the dyad deposited causes the cleaving of the chemical bond between the first and second moieties of the dyad.

5. The method according to claim 1 , wherein heating the dyad deposited to above 50° C. causes the cleaving of the chemical bond between the first and second moieties of the dyad.

6. The method according to claim 1 , wherein the chemical bond cleaved is at an ester group of the dyad.

7. A method comprising:

depositing a first electrode;

forming a photoactive layer with a donor and an acceptor by depositing a dyad having a first moiety linked by a chemical bond to a second moiety, wherein arrangement and interspacing of the donor and the acceptor relative to one another is controlled once deposited by cleaving the chemical bond of the dyad between the first moiety that provides the donor and the second moiety that provides the acceptor; and

depositing a second electrode to provide a photovoltaic cell with the photoactive layer disposed between the first and second electrodes;

wherein the dyad has a formula that is

and wherein the depositing of the dyad includes deposition of a polymer formed of the dyad as a monomer unit.

8. A method comprising:

depositing a first electrode;

forming a photoactive layer with a donor and an acceptor by depositing a dyad having a first moiety linked by a chemical bond to a second moiety, wherein arrangement and interspacing of the donor and the acceptor relative to one another is controlled once deposited by cleaving the chemical bond of the dyad between the first moiety that provides the donor and the second moiety that provides the acceptor; and

depositing a second electrode to provide a photovoltaic cell with the photoactive layer disposed between the first and second electrodes;

wherein the dyad has a formula that is

and further comprising synthesizing the dyad by esterification of anthracen-2-ylmethanol and 2-(thiophen-3-yl)acetic acid to provide an intermediate that is Diels-Alder coupled to a fullerene.

9. A compound having a formula that comprises:

10. The compound according to claim 9 , wherein the formula is a repeating monomer unit in a polymer.

11. A device comprising:

a first electrode;

a second electrode; and

a photoactive layer with a controlled arrangement and interspacing of a donor and an acceptor relative to one another disposed between the first and second electrodes to provide a photovoltaic cell, wherein the controlled arrangement and interspacing is based on separation at a cleaved chemical bond, which before cleavage linked within a dyad a first moiety that provides the donor with a second moiety that provides the acceptor; and

wherein the dyad has a formula that is

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 15, 2012
From: CONOCOPHILLIPS COMPANY
To: PHILLIPS 66 COMPANY
Reel/Frame 028213/0824 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2012
From: PALKAR, AMIT J.; HE, TING
To: CONOCOPHILLIPS COMPANY
Reel/Frame 027896/0072 →