IP Library Granted Patent US 11,746,254
Granted Patent B2
US 11,746,254 · App. 17/092,767 · Granted Sep 5, 2023

Tunable refractive index polymers

Inventors: Catherine Mulzer (Grafton, MA); Anastasia L. Patterson (Cambridge, MA); Charles R. Kinzie (Boston, MA); Brian Litchfield (West Boylston, MA); Christopher D. Gilmore (Natick, MA); Bethany L. Seckman (Worcester, MA)
Assignee: ROHM AND HAAS ELECTRONIC MATERIALS LLC
C09D149/00C08F238/00C08K5/1515G02B1/115H10K50/00C08K5/3445H10K59/00
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Quick Facts
Patent No.
US 11,746,254
App. No.
17/092,767
Granted
Sep 5, 2023
Kind
B2
Abstract

Disclosed is a coating comprising a polymeric layer, wherein the polymeric layer comprises a reaction product of a first monomer comprising two or more aromatic acetylene groups and a second monomer comprising two or more cyclopentadienone groups, or a cured product of the reaction product. The coating may or may not additionally contain a crosslinker and/or a thermal acid generator. Optical thin films made from the coatings exhibit refractive indices that make them useful as interlayers for matching refractive indices between adjacent layers of display devices; thereby improving device output efficiency.

Claims (15)

1. A coating comprising a polymeric layer, wherein the polymeric layer comprises a reaction product of a first monomer comprising two or more aromatic acetylene groups and a second monomer comprising two or more cyclopentadienone groups, or a cured product of the reaction product, wherein the first monomer comprising two or more aromatic acetylene groups is

and wherein the coating additionally comprises a crosslinker.

2. The coating according to claim 1 , wherein the second monomer comprising the two or more cyclopentadienone moieties has Formula 3:

wherein: each R 4 is independently H, substituted or unsubstituted C 1-6 alkyl, substituted or unsubstituted C 6-20 aryl, or substituted or unsubstituted C 4-20 heteroaryl; R 5 is substituted or unsubstituted C 6-20 aryl, or substituted or unsubstituted C 4-20 heteroaryl; R 6 is independently substituted or unsubstituted C 1-6 alkyl, substituted or unsubstituted C 6-20 aryl, or substituted or unsubstituted C 4-20 heteroaryl; and Ar 2 is an aromatic moiety.

3. The coating according to claim 2 , wherein Ar 2 has Formula 4:

wherein: Z is the same or different at each occurrence and selected from the group consisting of a single covalent bond, an alkyl group, O, C(O), C(S), CF 2 , and C(CF 3 ) 2 ; q is an integer from 1 to 3; r is an integer from 0 to 2; and Ar 3 is the same or different at each occurrence and is selected from the group consisting of Formula 5 and Formula 6:

wherein: R 7 is the same or different at each occurrence and is selected from the group consisting of halogen, substituted or unsubstituted C 1-6 alkyl, aryl, and aryloxy; c is an integer from 0 to 4; and d and e are the same or different at each occurrence and are each an integer from 0 to 3.

4. The coating according to claim 1 , wherein the crosslinker is a glycoluril compound.

5. The coating according to claim 4 , wherein a weight percentage of the crosslinker in the polymeric layer is between 5% and 20%.

6. The coating according to claim 1 , wherein the polymeric layer comprises the cured product of the reaction product and the cured product of the reaction product is formed by curing the reaction product at a temperature between 200° C. and 300° C.

7. The coating according to claim 6 , wherein the reaction product is cured for a time greater than or equal to 5 minutes.

8. The coating according to claim 1 , wherein the second monomer comprising two or more cyclopentadienone groups is

9. The coating according to claim 8 , wherein the crosslinker is

10. An optical thin film comprising the polymeric layer of claim 1 .

11. A display device comprising the optical thin film of claim 10 .

Assignments (4)
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 073515/0243 →
SECURITY INTEREST Recorded Nov 3, 2025
From: QNITY ELECTRONICS, INC.
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 073517/0298 →
CHANGE OF NAME Recorded Oct 29, 2024
From: ROHM & HAAS ELECTRONIC MATERIALS LLC
To: DUPONT ELECTRONIC MATERIALS INTERNATIONAL, LLC
Reel/Frame 069272/0383 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 3, 2021
From: KINZIE, CHARLES R.; LITCHFIELD, BRIAN; MULZER, CATHERINE; GILMORE, CHRISTOPHER D.; PATTERSON, ANASTASIA L.; SECKMAN, BETHANY L.
To: ROHM AND HAAS ELECTRONIC MATERIALS LLC
Reel/Frame 056120/0259 →