Method for forming photosensitive resin layer, method for producing photoresist pattern, and method for producing plated molded article

Patent metadata

Field	Value
Publication number	US-10353291-B2
Application number	US-201615066767-A
Country	US
Kind code	B2
Filing date	Mar 10, 2016
Priority date	Mar 18, 2015
Publication date	Jul 16, 2019
Grant date	Jul 16, 2019

Abstract

A method of forming a photosensitive resin layer including laminating a photosensitive resin layer including a chemically amplified positive-type photosensitive resin composition which includes an acid generator which generates an acid upon light exposure and generates an acid by heating on a metal surface having catalytic activity, a resin whose solubility in alkali increases under the action of an acid, and an organic solvent, on an catalytic activity-containing metal surface of a substrate; and heating the photosensitive resin layer, so that the solubility in alkali of the photosensitive resin layer increases as the layer becomes closer to an interface with the substrate.

First claim

What is claimed is:

1. A method for producing a photoresist pattern, comprising:
laminating a photosensitive resin layer on and in contact with a metal surface comprising a catalytic metal element, wherein
the metal surface is a surface of a substrate itself or a thin film formed on a substrate;
the photosensitive resin layer comprises a chemically amplified positive-type photosensitive resin composition that comprises an acid generator (A1) which generates an acid upon irradiation with radiation and generates an acid by heating on the metal surface at a temperature of 90° C. to 150° C., a resin (B) whose solubility in alkali increases under the action of an acid, and an organic solvent (S);
the acid generator (A1) is at least one selected from the group consisting of a compound represented by the following formula (a4) having an oximesulfonate group,

wherein R 12a represents a divalent aromatic compound group, R 13a represents a substituted or unsubstituted saturated hydrocarbon group, an unsaturated hydrocarbon group or an aromatic compound group, and n=2, and a compound (PAG-B) represented by the following formula;

heating the photosensitive resin layer while in contact with the metal surface comprising the catalytic metal element;
regioselectively exposing the photosensitive resin layer to light after heating; and
developing the exposed photosensitive resin layer to form a photoresist pattern,
wherein, in a cross-sectional shape of a non-resist section in a cross section perpendicular to the substrate and traversing a resist section and the non-resist section in the photoresist pattern, a relationship between the width L1 at an interface with the substrate and the width L2 of the surface on the opposite side of the substrate is represented by L2≤L1.

2. The method for producing a photoresist pattern according to claim 1 , wherein, in a cross-sectional shape of a non-resist section in the cross section perpendicular to the substrate and traversing a resist section and the non-resist section in the photoresist pattern, the width of the cross section of the non-resist section is greater as the section becomes closer to the interface with the substrate.

3. The method for producing a photoresist pattern according to claim 2 , wherein the radiation is ghi line.

4. The method for producing a photoresist pattern according to claim 1 , wherein a cross-sectional shape of a resist section in a cross section perpendicular to the substrate and traversing the resist section and a non-resist section in the photoresist pattern forms an undercut shape at an interface with the substrate.

5. A method for producing a plated molded article, comprising plating the non-resist section in the photoresist pattern formed by the method for producing a photoresist pattern according to claim 1 .

6. The method for producing a photoresist pattern according to claim 1 ,
wherein the acid generator (A1) is at least one selected from the group consisting of a compound (PAG-A) represented by the following formula,

a compound (PAG-B) represented by the following formula

7. The method for producing a photoresist pattern according to claim 1 , wherein a ratio (L1/L2) of the width L1 at an interface with the substrate to the width L2 of the surface on the opposite side of the substrate is 1.00 to 1.80.

8. The method for producing a photoresist pattern according to claim 1 , wherein the acid generator (A1) generates an acid by heating before exposure (prebake) on the metal surface at a temperature of 90° C. to 150° C. and heating the photosensitive resin layer.

9. The method for producing a photoresist pattern according to claim 1 , wherein a metal having catalytic activity constituting the metal surface is copper or an alloy containing copper.

10. The method for producing a photoresist pattern according to claim 1 , wherein the acid generator (A1) is decomposed by 10 mass % to 50 mass % when pretreatment is performed on a metal powder constituted of metal having catalytic activity and constituting the metal surface, the metal powder on which the pretreatment has been performed is added to a 1 mass % gamma-butyrolactone solution of the acid generator (A1) in a ratio of 2 to 5 by weight to obtain a metal-powder-coexistent liquid, the metal-powder-coexistent liquid is heated at 100° C. for 20 minutes, and an amount of a decomposition product of the acid generator (A1) is determined with respect to a sample obtained by the heating of the metal-powder-coexistent liquid, the pretreatment including: washing the metal powder with 5% sulfuric acid, then washing with pure water to remove residual acid, and then washing with isopropanol (IPA) and drying for 24 hours or more using a vacuum desiccator to remove moisture.

11. The method for producing a photoresist pattern according to claim 1 , wherein the acid generator (A1) is the compound (PAG-B).

12. A method for producing a photoresist pattern, comprising:
laminating a photosensitive resin layer on and in contact with a metal surface comprising a catalytic metal element, wherein the metal surface is a surface of a substrate itself or a thin film formed on a substrate;
the photosensitive resin layer comprises a chemically amplified positive-type photosensitive resin composition that comprises an acid generator (A1) which generates an acid upon irradiation with radiation and generates an acid by heating on the metal surface at a temperature of 90° C. to 150° C., a resin (B) whose solubility in alkali increases under the action of an acid, and an organic solvent (S);
wherein the acid generator (A1) is at least one selected from the group consisting of a compound represented by the following formula (a4) having an oximesulfonate group,

wherein R 12a represents a divalent aromatic compound group, R 13a represents a substituted or unsubstituted saturated hydrocarbon group, an unsaturated hydrocarbon group or an aromatic compound group, and n=2, and
a compound (PAG-B) represented by the following formula;

heating the photosensitive resin layer while in contact with the metal surface comprising the catalytic metal element;
regioselectively exposing the photosensitive resin layer to light after heating; and
developing the exposed photosensitive resin layer to form a photoresist pattern whose shape is controlled by an acid generated on the metal surface.

13. The method for producing a photoresist pattern according to claim 12 ,
wherein the acid generator (A1) is at least one selected from the group consisting of a compound (PAG-A) represented by the following formula,

a compound (PAG-B) represented by the following formula

14. The method for producing a photoresist pattern according to claim 12 , wherein a ratio (L1/L2) of a w

Assignees

• Tokyo Ohka Kogyo Co Ltd

Inventors

• Shimura Eiichi
• Kumada Shinji
• Momozawa Aya

Classifications

• G03F7/40

  Treatment after imagewise removal, e.g. baking · CPC title

• G03F7/168

  Finishing the coated layer, e.g. drying, baking, soaking · CPC title

• G03F7/09

  characterised by structural details, e.g. supports, auxiliary layers (supports for printing plates in general B41N) · CPC title

• G03F7/0397

  the macromolecular compound having an alicyclic moiety in a side chain · CPC title

• G03F7/0045

  with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors · CPC title