IP Library Granted Patent US 11,207,757
Granted Patent B2
US 11,207,757 · App. 16/899,692 · Granted Dec 28, 2021

Composition for polishing pad, polishing pad and preparation method of semiconductor device

Inventors: Eun Sun Joeng (Ulsan, KR); Jong Wook Yun (Gyeonggi-do, KR); Hye Young Heo (Gyeonggi-do, KR); Jang Won Seo (Gyeonggi-do, KR)
Assignee: SKC solmics Co., Ltd.
B24B37/24C08G18/10C08G18/724C08G18/7621H01L21/30625
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Quick Facts
Patent No.
US 11,207,757
App. No.
16/899,692
Granted
Dec 28, 2021
Kind
B2
Abstract

In the composition according to an embodiment, the weight ratio of toluene 2,4-diisocyanate in which one NCO group is reacted and unreacted toluene 2,6-diisocyanate in the urethane-based prepolymer is adjusted, whereby such physical properties as gelation time can be controlled. Thus, the polishing rate and pad cut rate of a polishing pad obtained by curing the composition according to the embodiment may be controlled while it has a hardness suitable for a soft pad, whereby it is possible to efficiently manufacture high-quality semiconductor devices using the polishing pad.

Claims (29)

1. A composition, which comprises a urethane-based prepolymer,

wherein the urethane-based prepolymer comprises a prepolymerization reaction product of diisocynate monomers and at least one polyol,

the diisocyanate monomers comprise aromatic diisocyanate monomers,

the aromatic diisocyanate monomers including toluene 2,4-diisocyanate and toluene 2,6-diisocyanate, and

the urethane-based prepolymer comprises toluene 2,4-diisocyanate in which one NCO group is reacted and unreacted toluene 2,6-diisocyanate at a weight ratio of 100:0 to 100:4.

2. The composition of claim 1 , wherein the urethane-based prepolymer comprises unreacted toluene 2,6-diisocyanate in an amount of 5% by weight or less based on the total weight of the at least one aromatic diisocyanate monomer.

3. The composition of claim 1 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and the unreacted toluene 2,6-diisocyanate at a weight ratio of 100:0 to 100:1.5, and unreacted toluene 2,6-diisocyanate in an amount of 0% by weight to 1.5% by weight based on the total weight of the aromatic diisocyanate monomers.

4. The composition of claim 1 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and toluene 2,4-diisocyanate in which two NCO groups are reacted at a weight ratio of 100:14 to 100:28.

5. The composition of claim 4 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which two NCO groups are reacted in an amount of 10% by weight to 30% by weight based on the total weight of the aromatic diisocyanate monomers.

6. The composition of claim 4 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and the toluene 2,4-diisocyanate in which two NCO groups are reacted at a weight ratio of 100:15 to 100:20, and the toluene 2,4-diisocyanate in which two NCO groups are reacted in an amount of 10% by weight to 15% by weight based on the total weight of the aromatic diisocyanate monomers.

7. The composition of claim 1 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and toluene 2,6-diisocyanate in which one NCO group is reacted in a total amount of 78% by weight to 95% by weight based on the total weight of the aromatic diisocyanate monomers.

8. The composition of claim 7 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted in an amount of 70% by weight to 90% by weight based on the total weight of the aromatic diisocyanate monomers.

9. The composition of claim 7 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and the toluene 2,6-diisocyanate in which one NCO group is reacted in a total amount of 85% by weight to 95% by weight, and the toluene 2,4-diisocyanate in which one NCO group is reacted in an amount of 70% by weight to 75% by weight, based on the total weight of the aromatic diisocyanate monomers.

10. The composition of claim 1 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and toluene 2,6-diisocyanate in which one NCO group is reacted at a weight ratio of 100:1 to 100:23.

11. The composition of claim 10 , wherein the urethane-based prepolymer comprises the toluene 2,6-diisocyanate in which one NCO group is reacted in an amount of 1% by weight to 30% by weight based on the total weight of the aromatic diisocyanate monomers.

12. The composition of claim 10 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and the toluene 2,6-diisocyanate in which one NCO group is reacted at a weight ratio of 100:15 to 100:23, and the toluene 2,6-diisocyanate in which one NCO group is reacted in an amount of 10% by weight to 30% by weight based on the total weight of the aromatic diisocyanate monomers.

13. The composition of claim 1 , wherein the urethane-based prepolymer has an unreacted NCO group content of 5% by weight to 9% by weight based on the weight of the urethane-based prepolymer.

14. The composition of claim 1 , which has a gelation time of 120 seconds to 220 seconds, a hardness of 40 Shore D to 50 Shore D, a tensile strength of 10 N/mm 2 to 25 N/mm 2 , and an elongation of 200% to 350% upon curing.

15. A polishing pad, which comprises a polishing layer, wherein the polishing layer comprises a cured product of a composition comprising a urethane-based prepolymer, a curing agent, and a foaming agent,

the urethane-based prepolymer comprises a prepolymerization reaction product of diisocyanate monomers and at least one polyol, the diisocyanate monomers comprise aromatic diisocyanate monomers, the aromatic diisocyanate monomers including toluene 2,4-diisocyanate and toluene 2,6-diisocyanate, and

the urethane-based prepolymer comprises toluene 2,4-diisocyanate in which one NCO group is reacted and unreacted toluene 2,6-diisocyanate at a weight ratio of 100:0 to 100:4.

16. The polishing pad of claim 15 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and toluene 2,4-diisocyanate in which two NCO groups are reacted at a weight ratio of 100:14 to 100:28.

17. The polishing pad of claim 15 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and toluene 2,6-diisocyanate in which one NCO group is reacted in a total amount of 78% by weight to 95% by weight based on the total weight of the aromatic diisocyanate monomers.

18. The polishing pad of claim 15 , wherein the urethane-based prepolymer comprises the toluene 2,4-diisocyanate in which one NCO group is reacted and toluene 2,6-diisocyanate in which one NCO group is reacted at a weight ratio of 100:1 to 100:23.

19. The polishing pad of claim 15 , wherein the polishing layer comprises micropores having an average diameter of 20 μm to 25 μm, and the polishing pad has a polishing rate of 1,000 Å/50 seconds to 2,500 Å/50 seconds.

20. A process for preparing a semiconductor device, which comprises polishing the surface of a semiconductor substrate using a polishing pad,

wherein the polishing pad comprises a polishing layer, the polishing layer comprises a cured product of a composition comprising a urethane-based prepolymer, a curing agent, and a foaming agent,

the urethane-based prepolymer comprises a prepolymerization reaction product of diisocyanate monomers and at least one polyol, the diisocyanate monomers comprise aromatic diisocyanate monomers, the aromatic diisocyanate monomers including toluene 2,4-diisocyanate and toluene 2,6-diisocyanate, and

the urethane-based prepolymer comprises toluene 2,4-diisocyanate in which one NCO group is reacted and unreacted toluene 2,6-diisocyanate at a weight ratio of 100:0 to 100:4.

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 2, 2025
From: SK ENPULSE CO., LTD.
To: ENPULSE CO., LTD.
Reel/Frame 071277/0667 →
CHANGE OF NAME Recorded Feb 13, 2023
From: SKC SOLMICS CO., LTD.
To: SK ENPULSE CO., LTD.
Reel/Frame 062717/0084 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 23, 2021
From: SKC CO., LTD.
To: SKC SOLMICS CO., LTD.
Reel/Frame 055685/0677 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 12, 2020
From: JOENG, EUN SUN; YUN, JONG WOOK; HEO, HYE YOUNG; SEO, JANG WON
To: SKC CO., LTD.
Reel/Frame 052921/0994 →
Priority Claims (4)
KR 10-2019-0071665 · Jun 17, 2019 · national
KR 10-2019-0071666 · Jun 17, 2019 · national
KR 10-2019-0071667 · Jun 17, 2019 · national
KR 10-2019-0071668 · Jun 17, 2019 · national
Continuity (1)
Related Publication 20200391344A1 · Dec 17, 2020
Cited By (1)
US 12,570,029