IP Library Granted Patent US 10,030,165
Granted Patent B2
US 10,030,165 · App. 15/230,566 · Granted Jul 24, 2018

Arylcyclobutenes

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Quick Facts
Patent No.
US 10,030,165
App. No.
15/230,566
Granted
Jul 24, 2018
Kind
B2
Abstract

Arylclobutene-containing multi-functional monomers are useful in the preparation of arylcyclobutene-based polymer coatings. Compositions comprising one or more arylclobutene-containing multi-functional monomers and one or more oligomers comprising as polymerized units one or more arylcyclobutene monomer provide arylcyclobutene-based polymer coatings having reduced stress. Such compositions are useful in the manufacture of electronic devices.

Claims (14)

1. A dry film structure comprising a support sheet; a layer of a polymer on the support sheet, the polymer comprising polymerized units of one or more monomers of formula (1)

wherein each A is independently chosen from CR 3 R 4 —O—, —C(═O)O—, and C(═O)NH—; each B is independently chosen from —CR 3 R 4 — and —C(═O)—; each R is independently chosen from halo, cyano, hydroxy, carboxy, C 1-6 alkoxy, C 1-6 alkyl, C 1-6 haloalkyl, C 2-6 alkenyl, carboxy C 1-6 alkyl, —(C═O)—C 1-6 alkyl, -G-(C═O)—C 1-6 alkyl, —(C═O)-G-C 1-6 alkyl, —O—C 4-20 aryl, —(C═O)—C 4-20 , aryl, -G-(C═O)—C 4-20 aryl, and —(C═O)-G-C 4-20 aryl; each of R 1 , R 2 , R 3 and R 4 is independently chosen from H, C 1-10 alkyl, C 2-10 alkenyl, C 2-10 alkynyl, and C 4-15 aryl; Z is an organic radical having 2 to 50 carbon atoms; G is O or N(R′) 2 ; each R′ is independently chosen from H, C 1-6 alkyl, C 4-10 aryl, and C 7-15 aralkyl; x is the number of R groups and is an integer of from 0 to 2; m is an integer of from 1 to 6; n is an integer of from 0 to 5; and m+n=3 to 6; and a cover sheet on the polymer layer.

2. The dry film structure of claim 1 wherein m=1 to 4.

3. The dry film structure of claim 1 wherein n=0 to 3.

4. The dry film structure of claim 1 wherein A is —CR 3 R 4 —O— or —C(═O)O—.

5. The dry film structure of claim 1 wherein Z has one or more ether linkages, one or more hydroxyl moieties, or a combination of one or more ether linkages and one or more hydroxyl moieties.

6. The dry film structure of claim 1 wherein each R 1 and R 2 is independently chosen from H, C 1-10 alkyl, and C 2-10 alkenyl.

7. The dry film structure of claim 1 wherein B is —CR 3 R 4 —.

8. The dry film structure of claim 1 wherein the support sheet is a polyester sheet or a polyimide sheet.

9. The dry film structure of claim 1 wherein the cover sheet is polyethylene.

10. The dry film structure of claim 1 wherein the polymer of the polymer layer further comprises polymerized units of one or more arylcyclobutene oligomers of formula

wherein B 1 is an n-valent linking group; Ar is a polyvalent aryl group and the carbon atoms of the cyclobutene ring are bonded to adjacent carbon atoms on the same aromatic ring of Ar; m is an integer of 1 or more; n is an integer of 1 or more; and each R 10 is a monovalent group.

11. The dry film structure of claim 10 wherein the polymer layer further comprises one or more photoactive compounds.

12. A method of forming a film on a substrate comprising: providing a substrate; providing the dry film structure of claim 1 ; removing the cover sheet; laminating the polymer layer to a surface of the substrate; and removing the support sheet.

Assignments (6)
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 Jun 9, 2025
From: ROHM & HAAS ELECTRONIC MATERIALS LLC
To: DUPONT ELECTRONIC MATERIALS INTERNATIONAL, LLC
Reel/Frame 071500/0678 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2018
From: GALLAGHER, MICHAEL K.; WANG, KEVIN Y.; PROKOPOWICZ, GREGORY D.; O'CONNOR, COREY; IAGODKINE, ELISSEI; BARR, ROBERT K.; THIBAULT, RAYMOND J
To: ROHM AND HAAS ELECTRONIC MATERIALS LLC
Reel/Frame 045713/0255 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2018
From: HO, KIM S.
To: ROHM AND HAAS COMPANY
Reel/Frame 045713/0302 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 4, 2018
From: ROMER, DUANE R.; YONKEY, MATTHEW M.; LIU, XIANGQIAN
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 045713/0305 →