IP Library Granted Patent US 11,018,302
Granted Patent B2
US 11,018,302 · App. 15/644,208 · Granted May 25, 2021

Unsymmetrical benzothiadiazole-based random copolymers

Inventors: Hualong Pan (Bartlesville, OK); Kathy Woody (Bartlesville, OK); Brian Worfolk (Bartlesville, OK); Taeshik Earmme (Bartlesville, OK)
Assignee: Phillips 66 Company
H01L51/0036C08G61/123C08G61/126H01L51/0043C08G2261/122C08G2261/124C08G2261/146C08G2261/149C08G2261/1412C08G2261/1424C08G2261/314C08G2261/3223C08G2261/3243C08G2261/3246C08G2261/414C08G2261/91H01L51/4253Y02E10/549
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Quick Facts
Patent No.
US 11,018,302
App. No.
15/644,208
Granted
May 25, 2021
Kind
B2
Abstract

A random copolymer comprising the monomer units A, B and C. In this random copolymer A comprises B comprises and C comprises an aryl group. Additionally, R1 R2, R3 and R4 are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups. X1 and X2 are independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups.

Claims (24)

1. A random copolymer comprising monomer units A, B and C:

wherein A comprises

B comprises

and C comprises an aryl group

wherein:

R1 R2, R3 and R4 are side chains independently selected from the group consisting of: H, Cl, F, CN, alkyl, alkoxy, alkylthio, ester, ketone and aryl groups; and

X1 and X2 are independently selected from the group consisting of: H, F, Cl, CN, alkyl, alkoxy, ester, ketone, amide and aryl groups

and the Voc performance of the copolymer is greater than 0.810 V.

2. The random copolymer of claim 1 , wherein the molecular weight ranges from 1,000 to 100,000 kDa.

3. The random copolymer of claim 1 , wherein C is 3,3′-difluoro-2,2′-bithiophene.

4. The random copolymer of claim 1 , wherein the molecular complex is used as photovoltaic material in one or more photovoltaic devices.

5. The random copolymer of claim 4 , wherein the one or more photovoltaic devices are polymer solar cell devices or photodetector devices.

6. The random copolymer of claim 1 , wherein the copolymer is used as an active layer material in one or more electronic devices.

7. The random copolymer of claim 6 , wherein the one or more electronic devices are field effect transistors, light emitting devices and sensors, electrochromic devices and capacitors.

8. The random copolymer of claim 1 , wherein when used as a photovoltaic polymer produces a power conversion efficiency greater than 7.0%.

9. The random copolymer of claim 1 , wherein when used as a photovoltaic polymer produces a fill factor greater than 69%.

10. The random copolymer of claim 1 , wherein R1 and R2 are not identical.

11. The random copolymer of claim 1 , wherein X1 is a hydrogen and X2 is a chlorine.

12. The random copolymer of claim 1 , wherein the copolymer contains a unit ABC.

13. The random copolymer of claim 1 wherein the copolymer contains a unit ACB.

14. The random copolymer of claim 1 , wherein the copolymer contains a unit BAC.

15. The random copolymer of claim 1 , wherein the copolymer contains a unit BCA.

16. The random copolymer of claim 1 , wherein the copolymer contains a unit CAB.

17. The random copolymer of claim 1 , wherein the copolymer contains a unit CBA.

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2021
From: PAN, HUALONG; WOODY, KATHY; WORFOLK, BRIAN; EARMME, TAESHIK
To: PHILLIPS 66 COMPANY
Reel/Frame 056256/0257 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2021
From: PAN, HUALONG; WOODY, KATHY; WORFOLK, BRIAN; EARMME, TAESHIK
To: PHILLIPS 66 COMPANY
Reel/Frame 056256/0777 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 17, 2017
From: PAN, HUALOG; WOODY, KATHY; WORFOLK, BRIAN; EARMME, TAESHIK
To: PHILLIPS 66 COMPANY
Reel/Frame 043315/0330 →
Continuity (2)
Provisional Application 62364101 · Jul 19, 2016
Related Publication 20180026193A1 · Jan 25, 2018