IP Library Granted Patent US 10,409,161
Granted Patent B2
US 10,409,161 · App. 16/078,767 · Granted Sep 10, 2019

Positive type photosensitive siloxane composition

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Quick Facts
Patent No.
US 10,409,161
App. No.
16/078,767
Granted
Sep 10, 2019
Kind
B2
Abstract

To provide a positive type photosensitive composition capable of forming a pattern of high resolution, of high heat resistance and of high transparency without emitting harmful volatile substances such as benzene, also capable of reducing pattern defects caused by development residues, by undissolved residues, or by reattached hardly-soluble trace left in pattern formation, and further capable of being excellent in storage stability. The present invention provides a positive type photosensitive siloxane composition comprising: a polysiloxane having a phenyl group, a diazonaphthoquinone derivative, a hydrate or solvate of a photo base-generator having a particular nitrogen-containing hetero-cyclic structure, and an organic solvent.

Claims (43)

1. A positive type photosensitive siloxane composition, comprising:

(I) a polysiloxane having a phenyl group,

(II) a diazonaphthoquinone derivative,

(III) a hydrate or solvate of a photo base-generator represented by the following formula (IIIa):

in which

x is an integer of 1 to 6 inclusive,

each of R 1 to R 6 is independently hydrogen, a halogen, hydroxyl, mercapto, sulfide, silyl, silanol, nitro, nitroso, sulfino, sulfo, sulfonate, phosphino, phosphinyl, phosphono, phosphonato, amino, ammonium, an aliphatic hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group of 6 to 22 carbon atoms which may have a substituent, an alkoxy group of 1 to 20 carbon atoms which may have a substituent, or an aryloxy group of 6 to 20 carbon atoms which may have a substituent, two or more of R 1 to R 4 may be linked to form a cyclic structure, wherein

said cyclic structure may contain a hetero atom,

and

N is a constituting atom of a nitrogen-containing heterocyclic ring, wherein

said nitrogen-containing heterocyclic ring is a 3- to 10-membered ring, and

said nitrogen-containing heterocyclic ring may further contain an aliphatic hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, provided that said aliphatic hydrocarbon group is different from the C x H 2x OH group,

and

(IV) an organic solvent.

2. The composition according to claim 1 , wherein said ingredient (III) is a hydrate of the photo base-generator represented by the formula (IIIa).

3. The composition according to claim 1 , wherein said nitrogen-containing heterocyclic ring in said photo base-generator is a six-membered ring.

4. The composition according to claim 1 , wherein said nitrogen-containing heterocyclic ring in said photo base-generator has only one substituent.

5. The composition according to claim 3 , wherein said nitrogen-containing heterocyclic ring in said photo base-generator has only one substituent.

6. The composition according to claim 1 , wherein said polysiloxane has a weight average molecular weight of 800 to 8000.

7. The composition according to claim 4 , wherein said polysiloxane has a weight average molecular weight of 800 to 8000.

8. The composition according to claim 1 , which further comprises a scum remover.

9. The composition according to claim 7 , which further comprises a scum remover.

10. The composition according to claim 1 , which further comprises a surfactant.

11. The composition according to claim 9 , which further comprises a surfactant.

12. A method for producing a positive type photosensitive siloxane composition, comprising the step of mixing

(I) a polysiloxane having a phenyl group,

(II) a diazonaphthoquinone derivative,

(III) a hydrate or solvate of a photo base-generator represented by the following formula (IIIa):

in which

x is an integer of 1 to 6 inclusive,

each of R 1 to R 6 is independently hydrogen, a halogen, hydroxyl, mercapto, sulfide, silyl, silanol, nitro, nitroso, sulfino, sulfo, sulfonate, phosphino, phosphinyl, phosphono, phosphonato, amino, ammonium, an aliphatic hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, an aromatic hydrocarbon group of 6 to 22 carbon atoms which may have a substituent, an alkoxy group of 1 to 20 carbon atoms which may have a substituent, or an aryloxy group of 6 to 20 carbon atoms which may have a substituent, two or more of R 1 to R 4 may be linked to form a cyclic structure, wherein

said cyclic structure may contain a hetero atom,

and

N is a constituting atom of a nitrogen-containing heterocyclic ring, wherein

said nitrogen-containing heterocyclic ring is a 3- to 10-membered ring, and

said nitrogen-containing heterocyclic ring may further contain an aliphatic hydrocarbon group of 1 to 20 carbon atoms which may have a substituent, provided that said aliphatic hydrocarbon group is different from the C x H 2x OH group,

and

(IV) an organic solvent.

13. A positive type photosensitive siloxane composition produced by the method according to claim 12 .

14. A cured film formed from comprising coating the positive type photosensitive siloxane composition according to claim 1 on a substrate and then heating the substrate.

15. A cured film formed from comprising coating the positive type photosensitive siloxane composition according to claim 11 on a substrate and then heating the substrate.

16. A device comprising the cured film according to claim 14 .

17. A device comprising the cured film according to claim 15 .

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 Aug 22, 2018
From: MISUMI, MOTOKI; YOKOYAMA, DAISHI; TAKAHASHI, MEGUMI; NONAKA, TOSHIAKI
To: AZ ELECTRONIC MATERIALS (LUXEMBOURG) S.A.R.L.
Reel/Frame 046660/0596 →