IP Library Granted Patent US 10,224,199
Granted Patent B2
US 10,224,199 · App. 15/644,652 · Granted Mar 5, 2019

PVDF-TrFE co-polymer having improved ferroelectric properties, methods of making a PVDF-TrFE co-polymer having improved ferroelectric properties and methods of changing the end group of a PVDF-TrFE co-polymer

Inventors: Jakob Nilsson (Linkoping, SE); Christian Brox-Nilsen (Linkoping, SE)
H01L21/0212C08F8/00C08F8/04C08F8/12C08F8/20C08F8/26C08F214/182C08F214/22H01L27/1159H01L27/11507H01L28/00H01L37/025H01L41/193C08F2500/02C08F2810/40
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Quick Facts
Patent No.
US 10,224,199
App. No.
15/644,652
Granted
Mar 5, 2019
Kind
B2
Abstract

A method of exchanging or transforming end groups in and/or improving the ferroelectric properties of a PVDF-TrFE co-polymer is disclosed. A bulky or chemically dissimilar end group, such as an iodine, sulfate, aldehyde or carboxylic acid end group, may be transformed to a hydrogen, fluorine or chlorine atom. A method of making a PVDF-TrFE co-polymer is disclosed, including polymerizing a mixture of VDF and TrFE using an initiator, and transforming a bulky or chemically dissimilar end group to a hydrogen, fluorine or chlorine atom. A PVDF-TrFE co-polymer or other fluorinated alkene polymer is also disclosed. The co-polymer may be used as a ferroelectric, electromechanical, piezoelectric or dielectric material in an electronic device.

Claims (14)

1. A random PVDF-TrFE co-polymer comprising a plurality of vinylidene fluoride units and a plurality of trifluoroethylene units, having a molecular weight of from 200 kDa to less than 600 kDa and a formula X 1 —(C 2 H 2 F 2 ) p —(C 2 HF3) q —X 2 , where X 1 is selected from R, H, F and Cl, R is a C n -alkyl group that may contain from 1to 2n+1 fluorine atoms, X 2 is independently H, F or Cl, n is an integer of 1 to 6, p and q are integers of 2 or more, and p+q>2000, wherein the PVDF-TrFE co-polymer has a greater solubility than and ferroelectric properties similar to a PVDF-TrFE co-polymer having a molecular weight of 600 kDa or more and an end group or substituent chemically dissimilar from H, F and Cl.

2. The PVDF-TrFE co-polymer of claim 1 , wherein the molecular weight is from 100-300 kDa.

3. The PVDF-TrFE co-polymer of claim 1 , wherein p+q>2500.

4. The PVDF-TrFE co-polymer of claim 3 , wherein p+q<20,000.

5. The PVDF-TrFE co-polymer of claim 1 , wherein p and q are in a ratio of from 10:90 to 90:10.

6. The PVDF-TrFE co-polymer of claim 1 , wherein the PVDF-TrFE co-polymer comprises a fluorinated polyalkene having a ratio of F atoms to H atoms of from 7:5 to 2:1.

7. The PVDF-TrFE co-polymer of claim 1 , wherein X 1 is R, H or Cl and X 2 is independently H or Cl.

8. The PVDF-TrFE co-polymer of claim 7 , wherein X 1 is R or H and X 2 is H.

9. The PVDF-TrFE co-polymer of claim 8 , wherein X 1 is a C 1-4 alkyl group that contains from 3 to 2n+1 fluorine atoms.

10. The PVDF-TrFE co-polymer of claim 8 , wherein each of X 1 and X 2 is H.

11. The PVDF-TrFE co-polymer of claim 4 , wherein p+q≥3000.

12. The PVDF-TrFE co-polymer of claim 11 , wherein p+q≤15,000.

13. The PVDF-TrFE co-polymer of claim 12 , wherein p+q≥3500.

14. The PVDF-TrFE co-polymer of claim 13 , wherein p+q≤10,000.

Assignments (8)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 14, 2025
From: XEROX CORPORATION
To: GENESEE VALLEY INNOVATIONS, LLC
Reel/Frame 073562/0677 →
SECOND LIEN NOTES PATENT SECURITY AGREEMENT Recorded Jul 2, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 071785/0550 →
FIRST LIEN NOTES PATENT SECURITY AGREEMENT Recorded Apr 11, 2025
From: XEROX CORPORATION
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 070824/0001 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT RF 064095/0455 Recorded Feb 13, 2024
From: CITIBANK, N.A., AS COLLATERAL AGENT
To: XEROX CORPORATION
Reel/Frame 066566/0438 →
SECURITY INTEREST Recorded Feb 13, 2024
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 066741/0001 →
SECURITY INTEREST Recorded Nov 20, 2023
From: XEROX CORPORATION
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 065628/0019 →
SECURITY INTEREST Recorded Jun 28, 2023
From: XEROX CORPORATION
To: CITIBANK, N.A., AS COLLATERAL AGENT
Reel/Frame 064095/0455 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 22, 2023
From: THIN FILM ELECTRONICS ASA
To: XEROX CORPORATION
Reel/Frame 064033/0554 →
Continuity (3)
Division 15229049 · Aug 4, 2016
Provisional Application 62201366 · Aug 5, 2015
Related Publication 20170309470A1 · Oct 26, 2017