IP Library Granted Patent US 9,494,867
Granted Patent B2
US 9,494,867 · App. 14/787,706 · Granted Nov 15, 2016

Rinsing liquid for lithography and pattern forming method using same

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Quick Facts
Patent No.
US 9,494,867
App. No.
14/787,706
Granted
Nov 15, 2016
Kind
B2
Abstract

Disclosed are a rinse solution for lithography comprising water and a nonionic surfactant represented by the formula (I) (R 1 and R 2 may be the same as or different from each other and represent a hydrogen atom or a methyl group, R 3 and R 4 may be the same as or different from each other and represent a hydrogen atom, a methyl group or an ethyl group, R 5 represents a hydrocarbon group having 2 to 5 carbon atoms, in which one or more of a double bond or triple bond are contained, or a phenylene group, and R 6 and R 7 may be the same as or different from each other and represent a hydrogen atom or a methyl group) and a method for forming a resist pattern by rinsing the resist pattern obtained by exposing and developing a photosensitive resist with the rinse solution for lithography described above.

Claims (22)

1. A method for forming a pattern, comprising;

(1) a step of forming a photosensitive resin composition layer by applying a photosensitive resin composition on a substrate,

(2) a step of exposing the photosensitive resin composition layer,

(3) a step of developing the exposed photosensitive resin composition layer, and

(4) a step of rinsing the developed layer with a rinse solution for lithography after the development,

wherein the rinse solution for lithography comprises water and a nonionic surfactant represented by the formula (I):

wherein, R 1 and R 2 may be the same as or different from each other and represent a hydrogen atom or a methyl group, R 3 and R 4 may be the same as or different from each other and represent a hydrogen atom, a methyl group or an ethyl group, R 5 represents a hydrocarbon group having 2 to 5 carbon atoms, in which one or more of a double bond or triple bond are contained, or a phenylene group, and R 6 and R 7 may be the same as or different from each other and represent a hydrogen atom or a methyl group.

2. The method for forming a pattern according to claim 1 , wherein a maximum dissolution quantity in water of 25° C. of the nonionic surfactant represented by the formula (I) above is more than 5,000 ppm.

3. The method for forming a pattern according to claim 2 , wherein the nonionic surfactant represented by the formula (I) above is contained in the rinse solution in a content of 0.02 to 0.5% by mass.

4. The method for forming a pattern according to claim 2 , wherein the nonionic surfactant represented by the formula (I) above is contained in the rinse solution in a content of 0.02 to 0.5% by mass and further wherein at least one of an acid, a base, an organic solvent and a surfactant excluding a surfactant represented by the formula (I) is further contained.

5. The method for forming a pattern according to claim 2 , wherein the nonionic surfactant represented by the formula (I) above is contained in the rinse solution in a content of 0.02 to 0.5% by mass and further wherein at least one of an acid, a base, an organic solvent and a surfactant excluding a surfactant represented by the formula (I) is further contained and further wherein at least one of an antimicrobial, an antibacterial, an antiseptic, and a fungicide is contained.

6. The method for forming a pattern according to claim 1 , wherein the nonionic surfactant represented by the formula (I) above is at least one selected from 3-hexene-2,5-diol, 1,4-butynediol, 3-hexyne-2,5-diol, 2,5-dimethyl-3-hexyne-2,5-diol, 3,6-dimethyl-4-octyn-3,6-diol, 2,4-hexadiyn-1,6-diol, 1,2-benzenedimethanol, 1,3-benzenedimethanol, p-xylylene glycol, and 4-bis(methoxymethyl)benzene.

7. The method for forming a pattern according to claim 1 , wherein the nonionic surfactant represented by the formula (I) above is contained in the rinse solution in a content of 0.02 to 0.5% by mass.

8. The method for forming a pattern according to claim 1 , wherein at least one of an acid, a base, an organic solvent and a surfactant excluding a surfactant represented by the formula (I) is further contained.

9. The method for forming a pattern according to claim 1 , wherein at least one of an antimicrobial, an antibacterial, an antiseptic, and a fungicide is further contained.

10. The method for forming a pattern according to claim 1 , wherein the photosensitive resin composition is a chemically amplified photosensitive resin composition and the exposure is an exposure with an extreme ultra violet ray.

11. The method for forming a pattern according to claim 1 , wherein the nonionic surfactant represented by the formula (I) above is at least one selected from 3-hexene-2,5-diol, 1,4-butynediol, 3-hexyne-2,5-diol, 2,5-dimethyl-3-hexyne-2,5-diol, 3,6-dimethyl-4-octyn-3,6-diol, 2,4-hexadiyn-1,6-diol, 1,2-benzenedimethanol, 1,3-benzenedimethanol, p-xylylene glycol, and 4-bis(methoxymethyl)benzene and is contained in the rinse solution in a content of 0.02 to 0.5% by mass.

12. The method for forming a pattern according to claim 1 , wherein the nonionic surfactant represented by the formula (I) above is at least one selected from 3-hexene-2,5-diol, 1,4-butynediol, 3-hexyne-2,5-diol, 2,5-dimethyl-3-hexyne-2,5-diol, 3,6-dimethyl-4-octyn-3,6-diol, 2,4-hexadiyn-1,6-diol, 1,2-benzenedimethanol, 1,3-benzenedimethanol, p-xylylene glycol, and 4-bis(methoxymethyl)benzene and is contained in the rinse solution in a content of 0.02 to 0.5% by mass and further wherein at least one of an acid, a base, an organic solvent and a surfactant excluding a surfactant represented by the formula (I) is further contained.

13. The method for forming a pattern according to claim 1 , wherein the nonionic surfactant represented by the formula (I) above is at least one selected from 3-hexene-2,5-diol, 1,4-butynediol, 3-hexyne-2,5-diol, 2,5-dimethyl-3-hexyne-2,5-diol, 3,6-dimethyl-4-octyn-3,6-diol, 2,4-hexadiyn-1,6-diol, 1,2-benzenedimethanol, 1,3-benzenedimethanol, p-xylylene glycol1, and 4-bis(methoxymethyl)benzene and is contained in the rinse solution in a content of 0.02 to 0.5% by mass and further wherein at least one of an acid, a base, an organic solvent and a surfactant excluding a surfactant represented by the formula (I) is further contained and further wherein at least one of an antimicrobial, an antibacterial, an antiseptic, and a fungicide is contained.

14. The method for forming a pattern according to claim 1 , wherein R 5 represents a hydrocarbon group having 2 to 5 carbon atoms, in which one or more of a double bond or triple bond are contained.

15. The method for forming a pattern according to claim 1 , wherein R 5 represents —CH═CH—, —C≡C—, or —C≡C—CH 2 —C≡C—.

16. A manufacturing method of semiconductor devices, flat panel displays or color filters comprising the pattern forming method of claim 1 .

Assignments (6)
MERGER Recorded Jul 27, 2020
From: RIDGEFIELD ACQUISITION
To: AZ ELECTRONIC MATERIALS S.À R.L.
Reel/Frame 053323/0591 →
CHANGE OF LEGAL ENTITY Recorded Jul 27, 2020
From: AZ ELECTRONIC MATERIALS S.À R.L.
To: AZ ELECTRONIC MATERIALS GMBH
Reel/Frame 053323/0760 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 27, 2020
From: AZ ELECTRONIC MATERIALS GMBH
To: MERCK PATENT GMBH
Reel/Frame 053323/0770 →
MERGER Recorded Jul 27, 2020
From: AZ ELECTRONIC MATERIALS (LUXEMBOURG) S.À R.L.
To: RIDGEFIELD ACQUISITION
Reel/Frame 053324/0198 →
CHANGE OF ADDRESS Recorded Jan 12, 2017
From: AZ ELECTRONIC MATERIALS (LUXEMBOURG) S.À R.L.
To: AZ ELECTRONIC MATERIALS (LUXEMBOURG) S.À R.L.
Reel/Frame 041345/0585 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 10, 2016
From: MATSUURA, YURIKO; TSUYUKI, SARA; NOYA, GO
To: AZ ELECTRONIC MATERIALS (LUXEMBOURG) S.A.R.L.
Reel/Frame 037696/0214 →