IP Library Granted Patent US 9,310,673
Granted Patent B2
US 9,310,673 · App. 14/118,106 · Granted Apr 12, 2016

Pellicle, pressure-sensitive adhesive for pellicle, photomask with pellicle, and method for manufacturing semiconductor device

Inventors: Kohei Yano (Tokyo, JP); Daiki Yamashita (Tokyo, JP)
Assignee: ASAHI KASEI E-MATERIALS CORPORATION
G03F1/64C09J133/08
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Quick Facts
Patent No.
US 9,310,673
App. No.
14/118,106
Granted
Apr 12, 2016
Kind
B2
Abstract

To provide a pellicle having a an adhesive, wherein adhesive residue is decreased at the time of peeling the pellicle from a mask after lithographic exposure and outgassing from the adhesive is suppressed The pellicle according to the present invention is a pellicle comprising a pellicle frame, a tensioned pellicle film placed on one end surface of the pellicle frame and an adhesive applied to the other end surface thereof, in which the adhesive contains a (meth)acrylic alkyl ester copolymer and a silane compound, and the (meth)acrylic alkyl ester copolymer is a copolymer of a (meth)acrylic alkyl ester having an alkyl group of 4 to 14 carbon atoms and a monomer having a functional group reactive to at least either one of an isocyanate group or an epoxy group.

Claims (23)

1. A pellicle comprising a pellicle frame, a tensioned pellicle film placed on one end surface of the pellicle frame and an adhesive applied to the other end surface thereof, wherein

the adhesive contains a (meth)acrylic alkyl ester copolymer and a silane compound, and wherein

the (meth)acrylic alkyl ester copolymer is a copolymer of a (meth)acrylic alkyl ester having an alkyl group of 4 to 14 carbon atoms and a monomer having a functional group reactive to at least either one of an isocyanate group or an epoxy group, and the silane compound has a structural repeat unit represented by —(Si—O)— in a main framework of the silane compound.

2. The pellicle according to claim 1 , wherein the silane compound has an alkylene oxide framework.

3. The pellicle according to claim 1 , wherein the silane compound has an epoxy group.

4. The pellicle according to claim 1 , wherein a content of the silane compound relative to 100 parts by mass of a total of all monomers constituting the (meth)acrylic alkyl ester copolymer is 0.001 to 7 parts by mass.

5. The pellicle according to claim 1 , wherein the monomer contains an acrylic acid and a content of the acrylic acid relative to 100 parts by mass of a total of all monomers constituting the (meth)acrylic alkyl ester copolymer is 0.1 to 5 parts by mass.

6. The pellicle according to claim 1 , wherein the adhesive contains a reaction product between 100 parts by mass of the (meth)acrylic alkyl ester copolymer and 0.05 to 3 parts by mass of a crosslinking agent.

7. The pellicle according to claim 6 , wherein the crosslinking agent is at least either one of a polyfunctional epoxy compound or an isocyanate compound.

8. The pellicle according to claim 7 , wherein the polyfunctional epoxy compound is a nitrogen-containing epoxy compound having 2 to 4 epoxy groups.

9. The pellicle according to claim 1 , wherein a weight-average molecular weight of the (meth)acrylic alkyl ester copolymer is 500,000 to 2,500,000.

10. The pellicle according to claim 1 , wherein a thickness of the adhesive is 0.1 to 3.5 mm.

11. A photomask with a pellicle, attached with the pellicle according to claim 1 .

12. A method for manufacturing a semiconductor device comprising a step of exposing a substrate to light by using the photomask with a pellicle according to claim 11 .

13. A pellicle having a pellicle frame, a tensioned pellicle film placed on one end surface of the pellicle frame and an adhesive applied to the other end surface thereof, wherein

the adhesive contains a (meth)acrylic alkyl ester copolymer, a radical trapping agent and optionally a UV absorbent, and wherein

the (meth)acrylic alkyl ester copolymer is a copolymer of a (meth)acrylic alkyl ester having an alkyl group of 4 to 14 carbon atoms and a monomer having a functional group reactive to at least either one of an isocyanate group or an epoxy group; and

the radical trapping agent contains at least one of a hindered amine compound or a hindered phenol compound.

14. The pellicle according to claim 13 , wherein the UV absorbent contains at least one of a benzophenone compound, a benzotriazole compound, a triazine compound or a benzoate compound.

15. The pellicle according to claim 13 , wherein a total content of the radical trapping agent and the UV absorbent relative to 100 parts by mass of a total of all monomers constituting the (meth)acrylic alkyl ester copolymer is 0.001 to 5 parts by mass.

16. The pellicle according to claim 13 , wherein the monomer contains an acrylic acid and a content of the acrylic acid relative to 100 parts by mass of a total of all monomers constituting the (meth)acrylic alkyl ester copolymer is 0.1 to 5 parts by mass.

17. The pellicle according to claim 13 , wherein the adhesive contains a reaction product between 100 parts by mass of the (meth)acrylic alkyl ester copolymer and 0.05 to 3 parts by mass of a crosslinking agent.

18. A photomask with a pellicle, attached with the pellicle according to claim 13 .

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 14, 2023
From: ASAHI KASEI KABUSHIKI KAISHA
To: MITSUI CHEMICALS, INC.
Reel/Frame 065559/0886 →
MERGER Recorded Dec 5, 2022
From: ASAHI KASEI E-MATERIALS CORPORATION
To: ASAHI KASEI KABUSHIKI KAISHA
Reel/Frame 061976/0632 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 4, 2013
From: YANO, KOHEI; YAMASHITA, DAIKI
To: ASAHI KASEI E-MATERIALS CORPORATION
Reel/Frame 031712/0492 →
Priority Claims (2)
JP 2011-111832 · May 18, 2011 · national
JP 2011-178416 · Aug 17, 2011 · national
Continuity (1)
Related Publication 20140170535A1 · Jun 19, 2014