Coating composition, and process for producing photoresist laminate

Patent metadata

Field	Value
Publication number	US-10416561-B2
Application number	US-201715454021-A
Country	US
Kind code	B2
Filing date	Mar 9, 2017
Priority date	Apr 22, 2016
Publication date	Sep 17, 2019
Grant date	Sep 17, 2019

Abstract

A coating composition which contains a fluorinated polymer having a unit (1) represented by —[CX1X2—CY1(Rf1—COOM1)]— and a fluorinated compound represented by CX3X4═CY2(Rf2—COOM2), wherein the content of the fluorinated compound is from 0.1 to 8.0 parts by mass per 100 parts by mass of the fluorinated polymer. X1, X2, X3 and X4 are H, F or Cl, Y1 and Y2 are H, F, Cl, a methyl group or a trifluoromethyl group, Rf1 and Rf2 are a perfluoroalkylene group which may contain an etheric oxygen atom between carbon-carbon atoms, or an oxyperfluoroalkylene group which may contain an etheric oxygen atom between carbon-carbon atoms, —COOM1 is —COOH or —COOZ1, and —COOM2 is —COOH or —COOZ2 (wherein Z1 and Z2 are an ammonium ion in which the hydrogen atom may be substituted). The coating composition is suitable for forming a thin antireflection coating layer without increasing its refractive index.

First claim

What is claimed is:

1. A coating composition, comprising:
a fluorinated polymer having a unit represented by formula (1); and
a fluorinated compound represented by formula (2), wherein the content of the fluorinated compound is from 0.1 to 8.0 parts by mass per 100 parts by mass of the fluorinated polymer, and the fluorinated polymer has number average molecular weight of from 1,000 to 30,000:
—[CX 1 CX 2 —CY 1 (Rf 1 —COOM 1 )]—  (1)

wherein X 1 and X 2 are each independently a hydrogen atom, a fluorine atom or a chlorine atom, Y 1 is a hydrogen atom, a fluorine atom, a chlorine atom, a methyl group or a trifluoromethyl group, Rf 1 is a perfluoroalkylene group which may contain an etheric oxygen atom between carbon-carbon atoms, or an oxyperfluoroalkylene group which may contain an etheric oxygen atom between carbon-carbon atoms, the number of carbon atoms in Rf 1 is from 1 to 10 or in the case that Rf 1 contains the etheric oxygen atom, from 2 to 10, and —COOM 1 is —COOH or —COOZ 1 , wherein Z 1 is an ammonium ion in which the hydrogen atom may be substituted;
CX 3 X 4 ═CY 2 (Rf 2 —COOM 2 )  (2)

wherein X 3 and X 4 are each independently a hydrogen atom, a fluorine atom or a chlorine atom, Y 2 is a hydrogen atom, a fluorine atom, a chlorine atom, a methyl group or a trifluoromethyl group, Rf 2 is a perfluoroalkylene group which may contain an etheric oxygen atom between carbon-carbon atoms, or an oxyperfluoroalkylene group which may contain an etheric oxygen atom between carbon-carbon atoms, the number of carbon atoms in Rf 2 is from 1 to 10 or in the case that Rf 2 contains the etheric oxygen atom, from 2 to 10, and —COOM 2 is —COOH or —COOZ 2 , wherein Z 2 is an ammonium ion in which the hydrogen atom may be substituted.

2. The coating composition according to claim 1 , wherein all of X 1 , X 2 and Y 1 are fluorine atoms.

3. The coating composition according to claim 1 , wherein the content of the fluorinated polymer in the coating composition is from 1 to 25 mass %.

4. The coating composition according to claim 1 , wherein CX 1 X 2 in the fluorinated polymer is equal to CX 3 X 4 in the fluorinated compound.

5. The coating composition according to claim 1 , wherein CY 1 in the fluorinated polymer is equal to CY 2 in the fluorinated compound.

6. The coating composition according to claim 1 , wherein COOM 1 in the fluorinated polymer is equal to COOM 2 in the fluorinated compound.

7. The coating composition according to claim 1 , wherein Rf 1 in the fluorinated polymer is equal to Rf 2 in the fluorinated compound.

8. The coating composition according to claim 1 , further comprising an additional polymer different from the fluorinated polymer, and wherein the content of the additional polymer in the coating composition is from 1 to 50 mass % based on the total amount of the fluorinated polymer and the additional polymer.

9. A process for producing a photoresist laminate having an antireflection coating layer provided on the surface of a photoresist layer, comprising:
applying a coating liquid which comprises the coating composition as defined in claim 8 and in which the total content of the fluorinated polymer and the additional polymer is from 1 to 10 mass %, to the surface of the photoresist layer; and
drying the coating liquid to form the antireflection coating layer.

10. The coating composition according to claim 1 , further comprising a solvent.

11. A process for producing a photoresist laminate having an antireflection coating layer provided on the surface of a photoresist layer, comprising:
applying a coating liquid which comprises the coating composition as defined in claim 1 and in which the content of the fluorinated polymer is from 1 to 10 mass %, to the surface of the photoresist layer; and
drying the coating liquid to form the antireflection coating layer.

Assignees

• Asahi Glass Co Ltd
• Agc Inc

Inventors

• Yamasaki Ryujiro
• Ito Masahiro
• Sakane Yoshihiko

Classifications

• C08F116/14

  Monomers containing only one unsaturated aliphatic radical · CPC title

• C08F8/12

  Hydrolysis · CPC title

• C09D4/06

  {Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond} in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00 · CPC title

• C09D5/006

  Anti-reflective coatings · CPC title

• B05D1/005

  Spin coating · CPC title