# US 11,299,581 B2 · Conjugated polymer and application thereof

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- Number: US 11,299,581 B2
- Document ID: US11299581B2
- Status: Granted
- Kind: B2
- Application number: 16/668,782
- Filed: 2019-10-30
- Published: 2020-05-07
- Granted: 2022-04-12
- Earliest claimed: 2018-10-30
- Assignees: Raynergy Tek Inc.
- Applicants: Raynergy Tek Inc.
- Inventors: Chuang-Yi Liao; Wei-Long Li; Chia-Hao Lee
- Web page: https://patentgrep.com/patent/US11299581B2

## CPC

- C08G 61/126: {with a five-membered ring containing one sulfur atom in the ring}
- H10K 85/10: Organic polymers or oligomers
- H10K 85/113: {Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene}
- H10K 85/151: {Copolymers}
- C08G 2261/122: statistical
- C08G 2261/124: alternating
- C08G 2261/1412: Saturated aliphatic units
- C08G 2261/146: Side-chains containing halogens
- C08G 2261/149: Side-chains having heteroaromatic units
- C08G 2261/3223: containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
- C08G 2261/3243: containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene
- C08G 2261/3246: containing nitrogen and sulfur as heteroatoms
- C08G 2261/344: containing heteroatoms
- C08G 2261/364: containing hetero atoms
- C08G 2261/91: Photovoltaic applications
- H10K 30/50: Photovoltaic [PV] devices
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- Y02E 10/549: Organic PV cells
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

The present invention discloses a conjugated polymer, which is a random copolymer, and with Formula I: Additionally, the present invention also discloses an organic photovoltaic device comprising the conjugated polymer.

## Claims

### Claim 1

A conjugated polymer, which is a random copolymer, with Formula I:
wherein
wherein R1 is selected from the group consisting of C1-C30 alkyl, C1-C30 branched alkyl, C1-C30 silane, C1-C30 ester, C1-C30 alkoxy, C1-C30 alkylthio, C1-C30 haloalkyl, C1-C30 carbon chain containing double bond or triple bond, C1-C30 alkyl chain substituted by cyano, nitro, hydroxyl or keto, and halo group;
D1 and D2 are respectively selected from the group consisting of
A2 is selected from the group consisting of:
each π is independently selected from one of the following groups:
wherein R1, R2, R3 and R4 are independently selected from the group consisting of C1-C30 alkyl, C1-C30 branched alkyl, C1-C30 silane, C1-C30 ester, C1-C30 alkoxy, C1-C30 alkylthio, C1-C30 haloalkyl, C1-C30 carbon chain containing double bond or triple bond, C1-C30 alkyl chain substituted by cyano, nitro, hydroxyl or keto, and halo group;
wherein Ar1 and Ar2 are independently selected from the group consisting of fused aromatic hydrocarbons, benzene fused heterocylic compounds, fused heterocylic compounds, benzene, five-membered heterocyclic ring and six-membered heterocyclic ring, wherein the benzene, the five-membered heterocyclic ring and the six-membered heterocyclic ring comprise C1-C30 alkyl groups, C1-C30 branched alkane, C1-C30 silane, C1-C30 ester, C1-C30 alkoxy, C1-C30 alkylthio, C1-C30 haloalkyl, C1-C30 carbon chain containing double bond or triple bond, C1-C30 alkyl chain containing cyano, nitro, hydroxyl or keto, or halo group; and
m and n are any integers selected from 2 to 200, respectively.

### Claim 2 (depends on 1)

The conjugated polymer of the claim 1, wherein an optical energy gap of the conjugated polymer is in a range from 1.85 to 2.5 eV.

### Claim 3 (depends on 1)

The conjugated polymer of the claim 1, wherein at least one of the conditions of A1≠A2 and D1≠D2 is established.

### Claim 4 (depends on 1)

The conjugated polymer of the claim 1, wherein A1≠A2 and D1=D2.

### Claim 5 (depends on 1)

An organic photovoltaic device comprising:
a first electrode;
a second electrode; and
an active layer material disposed between the first electrode and the second electrode, wherein the active layer material comprises a non-fullerene acceptor and a donor, and the donor is the conjugated polymer of the claim 1.

### Claim 6 (depends on 5)

The organic photovoltaic device of the claim 5, wherein an optical energy gap of the non-fullerene acceptor is less than or equal to 1.7 eV.

### Claim 7 (depends on 5)

The organic photovoltaic device of the claim 5, wherein an optical energy gap of the donor is in a range from 1.85 to 2.5 eV.