Arylcyclobutenes

Patent metadata

Field	Value
Publication number	US-10030165-B2
Application number	US-201615230566-A
Country	US
Kind code	B2
Filing date	Aug 8, 2016
Priority date	Sep 18, 2015
Publication date	Jul 24, 2018
Grant date	Jul 24, 2018

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.

First claim

What is claimed is:

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.

Assignees

• Dow Global Technologies Llc
• Rohm & Haas Elect Mat
• Rohm & Haas

Inventors

• Romer Duane R
• Yonkey Matthew M
• Gallagher Michael K
• Wang Kevin Y
• Liu Xiang Qian
• Thibault Raymond J
• Ho Kim S
• Prokopowicz Gregory D
• O'Connor Corey
• Iagodkine Elissei
• Barr Robert K

Classifications

• C09D4/06

  {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00 · CPC title

• C08F22/26

  of unsaturated alcohols {(C08F22/1006 takes precedence)} · CPC title

• C07C43/1787

  containing six-membered aromatic rings and having unsaturation outside the aromatic rings · CPC title

• C07C43/1788

  containing six-membered aromatic rings and other rings · CPC title

• C09D133/24

  Homopolymers or copolymers of amides or imides · CPC title