IP Library Granted Patent US 10,976,659
Granted Patent B2
US 10,976,659 · App. 12/011,534 · Granted Apr 13, 2021

Photoresists comprising novolak resin blends

Inventors: Jeffrey M. Calvert (Acton, MA); Joseph F. Lachowski (Sutton, MA)
Assignee: Rohm and Haas Electronic Materials LLC
G03F7/0236G03F7/023G03F7/38
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Quick Facts
Patent No.
US 10,976,659
App. No.
12/011,534
Granted
Apr 13, 2021
Kind
B2
Abstract

Photoresist compositions are provided comprising a radiation sensitive component and at least two distinct novolak resins. In one aspect, photoresists of the invention exhibit notably high dissolution rates, such as in excess of 800 angstroms per second in aqueous developer solution. In another aspect, photoresists of the invention can exhibit good photospeeds, such as 100 mJ/cm 2 or less.

Claims (17)

1. A photoresist composition comprising:

(i) (a) a radiation sensitive component comprising a polymeric diazo-naphthoquinone material and (b) a non-polymeric diazonaphthoquinone photoactive compound; and

(ii) at least two distinct novolak resins that comprise 1) a cresol-formaldehyde reaction product and 2) a reaction product of benzaldehyde and/or salicylaldehyde, wherein both of the two distinct novolak resins have a molecular weight (weight average) of less than 2000 but not less than 1000,

wherein the photoresist exhibits a photospeed of 100 mJ/cm 2 or less, and

wherein the at least two distinct novolak resins comprise (a) 50 to 65 wt % cresol reaction product based on total weight of the novolak resins and polymeric diazo-naphthoquinone material and (b) 5 to 30 wt % benzaldehyde and/or salicylaldehyde resin based on total weight of the novolak resins and polymeric diazo-naphthoquinone material; and

wherein the polymeric diazo-naphthoquinone material is present in an amount of 10 to 30 weight percent based on total weight of the novolak resins and polymeric diazo-naphthoquinone material.

2. The photoresist composition of claim 1 , wherein the photoresist exhibits a dissolution rate of 800 angstroms per second or more in an aqueous alkaline developer solution.

3. A method of forming a photoresist relief image, comprising:

(A) applying a photoresist composition on a semiconductor substrate,

the photoresist composition comprising:

(i) (a) a radiation sensitive component comprising a polymeric diazo-naphthoquinone material and (b) a non-polymeric diazonaphthoquinone photoactive compound; and

(ii) at least two distinct novolak resins that comprise 1) a cresol reaction product and 2) a reaction product of benzaldehyde and/or salicylaldehyde, wherein both of the two distinct novolak resins have a molecular weight (weight average) of less than 2000 but not less than 1000,

wherein the photoresist exhibits a photospeed of 100 mJ/cm 2 or less, and

wherein the at least two distinct novolak resins comprise (a) 50 to 65 wt % cresol-formaldehyde reaction product based on total weight of the novolak resins and polymeric diazo-naphthoquinone material and (b) 5 to 30 wt % benzaldehyde and/or salicylaldehyde resin based on total weight of the novolak resins and polymeric diazo-naphthoquinone material;

wherein the polymeric diazo-naphthoquinone material is present in an amount of 10 to 30 weight percent based on total weight of the novolak resins and polymeric diazo-naphthoquinone material;

(B) exposing and developing the photoresist layer to provide a resist relief image.

4. The method of claim 3 wherein the photoresist composition is exposed with radiation having a wavelength of 365 nm.

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 Jan 28, 2008
From: CALVERT, JEFFREY M.; LACHOWSKI, JOSEPH F.
To: ROHM AND HAAS ELECTRONIC MATERIALS, LLC
Reel/Frame 020498/0562 →