IP Library Granted Patent US 11,630,390
Granted Patent B2
US 11,630,390 · App. 15/999,429 · Granted Apr 18, 2023

Negative type photosensitive composition curable at low temperature

Inventors: Motoki Misumi (Otsu, JP); Daishi Yokoyama (Kakegawa, JP); Katsuto Taniguchi (Kakegawa, JP); Masahiro Kuzawa (Nagoya, JP)
Assignee: MERCK PATENT GMBH
G03F7/0758G03F7/0045G03F7/0382G03F7/0757G03F7/30G03F7/40
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Quick Facts
Patent No.
US 11,630,390
App. No.
15/999,429
Granted
Apr 18, 2023
Kind
B2
Abstract

To provide a negative type photosensitive composition curable at a low temperature and capable of forming a cured film excellent in transparency, in chemical resistance and in environmental durability, and also to provide a pattern-formation method employing the composition. [Means] The present invention provides a negative type photosensitive composition comprising: an alkali-soluble resin, a compound having two or more (meth)acryloyloxy groups, a polysiloxane, a polymerization initiator, and a solvent. The alkali-soluble resin is a polymer comprising a carboxyl-containing polymerization unit and an alkoxysilyl-containing polymerization unit.

Claims (29)

1. A negative type photosensitive composition comprising:

an alkali-soluble resin which is a polymer comprising a carboxyl-containing polymerization unit, a hydroxyl-containing polymerization unit and an alkoxysilyl-containing polymerization unit,

a compound having two or more (meth)acryloyloxy groups,

a polysiloxane,

a polymerization initiator, and

a solvent and

wherein said hydroxyl-containing polymerization unit is selected from the group consisting of polyethylene glycol derivative; a polypropylene glycol derivative; an oxyalkylene-modified monomer and glycerol (meth)acrylate.

2. The composition according to claim 1 , wherein said carboxyl-containing polymerization unit is derived from an unsaturated carboxylic acid, an unsaturated carboxylic acid anhydride, or a mixture thereof.

3. The composition according to claim 1 , wherein said alkoxysilyl-containing polymerization unit is derived from a monomer represented by the following formula (I):

X—(CH 2 ) a —Si(OR) b (CH 3 ) 3-b

in which

X is vinyl, styryl, or (meth)acryloyloxy group,

R is methyl or ethyl group,

a is an integer of 0 to 3, and

b is an integer of 1 to 3.

4. The composition according to claim 1 , wherein said alkali-soluble resin has a weight average molecular weight of 3000 to 50000.

5. The composition according to claim 1 , wherein said polysiloxane has a weight average molecular weight of 1200 to 5000.

6. The composition according to claim 1 , wherein said compound having two or more (meth)acryloyloxy groups is contained in an amount of 3 to 50 weight parts based on 100 weight parts in total of said alkali-soluble resin and said polysiloxane.

7. The composition according to claim 1 , wherein said polymerization initiator is a photo-radical generator.

8. A cured film-producing method, comprising the steps of:

coating a substrate with the composition according to claim 1 , to form a coating film, exposing the coating film to light, and then

developing the exposed coating film.

9. The cured film-producing method according to claim 8 , which further comprises the step of heating to cure the coating film at a temperature of 70 to 360° C. after developing.

10. A cured film formed from the composition according to claim 1 .

11. A device comprising the cured film according to claim 10 .

12. The composition according to claim 1 , wherein said alkali-soluble resin, the content of said hydroxyl-containing polymerization unit in the polymer is 3 wt % or more and 40 wt % or less.

13. The composition according to claim 1 , wherein said hydroxyl-containing polymerization unit is selected from the group consisting of diethylene glycol (meth)acrylate, polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, poly(ethylene glycol-polypropylene glycol) mono(meth)acrylate, poly(ethylene glycol-tetramethylene glycol) mono(meth)acrylate, or poly(polypropylene glycol-tetramethylene glycol) mono(meth)acrylate and glycerol (meth)acrylate.

14. The composition according to claim 12 , wherein said hydroxyl-containing polymerization unit is selected from the group consisting of diethylene glycol (meth)acrylate, polyethylene glycol mono(meth)acrylate, polypropylene glycol mono(meth)acrylate, poly(ethylene glycol-polypropylene glycol) mono(meth)acrylate, poly(ethylene glycol-tetramethylene glycol) mono(meth)acrylate, or poly(polypropylene glycol-tetramethylene glycol) mono(meth)acrylate and glycerol (meth)acrylate.

15. The composition according to claim 1 , wherein the polysiloxane has a dissolution rate in a 2.38% tetramethylammonium hydroxide (TMAH) aqueous solution is 50 to 5000 Å/second for a thickness of 0.1 to 10 μm.

Assignments (5)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2018
From: YOKOYAMA, DAISHI; MISUMI, MOTOKI; TANIGUCHI, KATSUTO; KUZAWA, MASAHIRO
To: AZ ELECTRONIC MATERIALS (LUXEMBOURG) S.A.R.L.
Reel/Frame 046827/0417 →
Priority Claims (1)
JP JP2016-030242 · Feb 19, 2016 · national
Continuity (1)
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