IP Library Granted Patent US 8,512,427
Granted Patent B2
US 8,512,427 · App. 13/248,123 · Granted Aug 20, 2013

Acrylate polyurethane chemical mechanical polishing layer

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Quick Facts
Patent No.
US 8,512,427
App. No.
13/248,123
Granted
Aug 20, 2013
Kind
B2
Abstract

A chemical mechanical polishing pad comprising an acrylate polyurethane polishing layer, wherein the polishing layer exhibits a tensile modulus of 65 to 500 MPa; an elongation to break of 50 to 250%; a storage modulus, G′, of 25 to 200 MPa; a Shore D hardness of 25 to 75; and a wet cut rate of 1 to 10 μm/min.

Claims (23)

1. A chemical mechanical polishing pad for polishing a substrate selected from at least one of a magnetic substrate, an optical substrate and a semiconductor substrate; comprising a polishing layer, wherein the polishing layer comprises the reaction product of ingredients, comprising:

(a) an isocyanate-terminated urethane prepolymer prepared from the reaction of

(i) a polyfunctional isocyanate, and

(ii) a polyol;

wherein the isocyanate-terminated urethane prepolymer has 4 to 12 wt % unreacted NCO groups;

(b) a polyamine chain extender;

(c) an acrylate selected from the group consisting of hydroxyalkyl (alkyl)acrylates and 2-aminoethyl (meth)acrylate; and,

(d) a free radical initiator;

wherein the polishing layer exhibits a tensile modulus of 65 to 500 MPa; an elongation to break of 50 to 250%; a storage modulus, G′, of 25 to 200 MPa; a Shore D hardness of 25 to 75; and a wet cut rate of 1 to 10 μm/min.

2. The chemical mechanical polishing pad of claim 1 , wherein the polyfunctional isocyanate is selected from the group consisting of an aliphatic polyfunctional isocyanate, an aromatic polyfunctional isocyanate and a mixture thereof.

3. The chemical mechanical polishing pad of claim 1 , wherein the polyol is selected from the group consisting of a polyether polyol; a polycarbonate polyol; a polyester polyol; a polycaprolactone polyol; a copolymer thereof and a mixture thereof.

4. The chemical mechanical polishing pad of claim 1 , wherein the polyamine chain extender is selected from the group consisting of 4,4′-methylene-bis-(2-chloroaniline); 4,4′-methylene-bis-(3-chloro-2,6-diethylaniline); diethyltoluenediamine; dimethylthiotoluenediamine; 4,4′-bis(sec-butylamino)diphenylmethane; 1,3-propanediol bis-(4-aminobenzoate); 4,4′-methylene-bis-(2,6-diethylaniline); 4,4′-methylene-bis-(2,6-diisopropylaniline); 4,4′-methylene-bis-(2-isopropyl-6-methylaniline); 2-[2-(2-aminophenyl)sulfanylethylsulfanyl]aniline; 4,4′-methylene-bis-(2-chloroaniline); 4,4-methylene bis(N-sec-butylaniline); and a mixture thereof.

5. The chemical mechanical polishing pad of claim 1 , wherein the acrylate is a hydroxy C 1-8 alkyl (C 1-8 alkyl)acrylate.

6. The chemical mechanical polishing pad of claim 1 , wherein the ingredients further comprise a diol chain extender, wherein the diol chain extender is selected from the group consisting of ethylene glycol; 1,2-propylene glycol; 1,3-propylene glycol; 1,3-propanediol; 1,1,1-trimethylolpropane; 1,2-butanediol; 1,4-butanediol; 1,3-butanediol; 2-methyl-1,3-propanediol; neopentyl glycol; 1,5-pentanediol; 3-methyl-1,5-pentanediol; 1,6-hexanediol; diethylene glycol; dipropylene glycol; hydroxyethyl resorcinol; hydroquinone bis(hydroxyethyl)ether; and, a mixture thereof.

7. A method of making a polishing layer according to claim 1 , comprising:

(a) providing an isocyanate-terminated urethane prepolymer having 4 to 12 wt % unreacted NCO prepared from the reaction of a polyfunctional isocyanate, and a polyol;

(b) providing a polyamine chain extender;

(c) providing an acrylate selected from the group consisting of hydroxyalkyl (alkyl)acrylates and 2-aminoethyl (meth)acrylate;

(d) providing a free radical initiator;

(e) mixing the isocyanate-terminated urethane prepolymer and the acrylate;

(f) adding the polyamine chain extender to the combination of (e);

(g) adding the free radical initiator to the combination of (f); and,

(h) initiating a polymerization of the combination of (g) forming a polishing layer.

Assignments (6)
NUNC PRO TUNC ASSIGNMENT Recorded Apr 21, 2026
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
Reel/Frame 075434/0703 →
CHANGE OF LEGAL ENTITY Recorded Apr 21, 2026
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
Reel/Frame 075434/0819 →
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 27, 2025
From: ROHM & HAAS ELECTRONIC MATERIALS CMP HOLDINGS INC.
To: DUPONT ELECTRONIC MATERIALS HOLDING, INC.
Reel/Frame 071765/0928 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2012
From: JAMES, DAVID B; DUONG, CHAU H; XIE, JIA
To: ROHM AND HAAS ELECTRONIC MATERIALS CMP HOLDINGS, INC.; THE DOW CHEMICAL COMPANY
Reel/Frame 027614/0930 →