IP Library Granted Patent US 10,465,097
Granted Patent B2
US 10,465,097 · App. 15/815,121 · Granted Nov 5, 2019

Aliphatic UV cured polyurethane optical endpoint detection windows with high UV transparency for CMP polishing pads

Inventor: Matthew R. Gadinski (Newark, DE)
Assignee: Rohm and Haas Electronic Materials CMP Holdings, Inc.
C09G1/16C08F2/48C08F220/06C08F220/18C08G81/024C08L75/16H01L21/3212
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 10,465,097
App. No.
15/815,121
Granted
Nov 5, 2019
Kind
B2
Abstract

The present invention provides chemical mechanical (CMP) polishing pads for polishing a substrate chosen from a semiconductor substrate comprising the CMP polishing pad and having one or more endpoint detection windows which is the cured product of a reaction mixture of a linear cycloaliphatic urethane macromonomer having two (meth)acrylate endgroups bound via cycloaliphatic dicarbamate esters to a polyether, polycarbonate or polyester chain having an average molecular weight of from 450 to 2,000, or an cycloaliphatic urethane oligomer thereof, and an aliphatic initiator, wherein the total isocyanate content in the urethane macromonomer ranges from 3.3 to 10 wt. %, and, further wherein, the composition comprises less than 5 wt. % of unreacted (meth)acrylate monomer and is substantially free of unreacted isocyanate. Regardless of their hardness or lack thereof, the endpoint detection windows provide excellent durability when wet.

Claims (10)

1. A chemical mechanical (CMP) polishing pad for polishing a substrate chosen from at least one of a magnetic substrate, an optical substrate and a semiconductor substrate comprising a CMP polishing pad, the CMP polishing pad having one or more endpoint detection windows which is the cured product of a reaction mixture of a linear cycloaliphatic urethane macromonomer having two (meth)acrylate endgroups bound via cycloaliphatic dicarbamate esters to a polyether, polycarbonate or polyester chain, or an cycloaliphatic urethane oligomer thereof, and an aliphatic initiator, wherein the total isocyanate content in the urethane macromonomer ranges from 3.3 to 10 wt. %, and, further wherein, the composition comprises less than 5 wt. % of unreacted (meth)acrylate monomer and is substantially free of unreacted isocyanate.

2. The chemical mechanical (CMP) polishing pad as claimed in claim 1 , wherein the cycloaliphatic dicarbamate of the linear cycloaliphatic urethane macromonomer contains a C 6 to C 18 cycloaliphatic group.

3. The chemical mechanical (CMP) polishing pad as claimed in claim 1 , wherein the cycloaliphatic dicarbamate of the linear cycloaliphatic urethane macromonomer contains a C 10 to C 16 cycloaliphatic group.

4. The chemical mechanical (CMP) polishing pad as claimed in claim 1 , wherein the cycloaliphatic dicarbamate of the linear cycloaliphatic urethane macromonomer is the reaction product of an active hydrogen of a polymeric diol and a cycloaliphatic diisocyanate chosen from 1,4-cyclohexane diisocyanate, 4,4′-dicyclohexylmethane diisocyanate, or isophorone diisocyanate.

5. The chemical mechanical (CMP) polishing pad as claimed in claim 1 , wherein the linear cycloaliphatic urethane macromonomer comprises the carbamate of a polymeric diol having a polyether, polycarbonate or polyester chain having an average molecular weight of from 450 to 2,000.

6. The chemical mechanical (CMP) polishing pad as claimed in claim 5 , wherein the linear cycloaliphatic urethane macromonomer comprises the carbamate of a polymeric diol having a polyether, polycarbonate or polyester chain having an average molecular weight of from 600 to 1,500.

7. The chemical mechanical (CMP) polishing pad as claimed in claim 5 , wherein the polymeric diol comprises a polypropylene glycol; a polyethylene glycol; a polytetramethylene glycol; polycarbonate-group containing diol; or their block copolymers or mixtures.

8. The chemical mechanical (CMP) polishing pad as claimed in claim 1 , wherein the linear cycloaliphatic urethane macromonomer having two (meth)acrylate endgroups comprises from two to ten cycloaliphatic dicarbamate groups and has a weight average molecular weight of from 1,000 to 10,000.

9. The chemical mechanical (CMP) polishing pad as claimed in claim 1 , wherein the linear cycloaliphatic urethane macromonomer having two (meth)acrylate endgroups contains, in esterified form, a hydroxyl functional alkyl (meth)acrylate.

10. The chemical mechanical (CMP) polishing pad as claimed in claim 1 , wherein the aliphatic initiator is a photoinitiator and the amount of the photoinitiator ranges from 0.05 to 0.5 wt. % or, preferably, from 0.08 to 0.15 wt. %, based on the total solids weight of the reaction mixture.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 21, 2018
From: GADINSKI, MATTHEW R.
To: ROHM AND HAAS ELECTRONIC MATERIALS CMP HOLDINGS, INC.
Reel/Frame 044683/0148 →
Continuity (1)
Related Publication 20190144713A1 · May 16, 2019