IP Library Granted Patent US 8,715,918
Granted Patent B2
US 8,715,918 · App. 11/860,675 · Granted May 6, 2014

Thick film resists

Inventors: Medhat A. Toukhy (Flemington, NJ); Margareta Paunescu (Clinton, NJ)
Assignee: AZ Electronic Materials USA Corp.
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Quick Facts
Patent No.
US 8,715,918
App. No.
11/860,675
Granted
May 6, 2014
Kind
B2
Abstract

Thick film photoresist compositions are disclosed.

Claims (16)

1. A method for forming a photoresist relief image on a substrate comprising: (a) applying on a substrate a layer of the photoresist composition comprising a resin binder comprising an acid labile group where the resin binder is a reaction product formed in the absence of a catalyst between (i) a novolak polymer, (ii) a polymer comprising substituted or unsubstituted hydroxystyrene and acrylate, methacrylate or a mixture of acrylate and methacrylate, the acrylate and/or methacrylate being protected by an acid labile group that requires a high activation energy for deblocking, and (iii) a compound selected from a group consisting of vinyl ether and an unsubstituted or substituted heteroalicyclic, further where the components (i-iii) are reacted together at between 80° C. to 140° C., and (b) exposing the photoresist layer to activating radiation and developing the exposed photoresist layer wherein the layer is applied in a film of thickness in the range of 2 microns to 200 microns on a substrate and provide images with aspect ratios greater than 3.

2. The method of claim 1 wherein the photoresist composition further comprises a photoacid generator.

3. The method of claim 1 wherein the photoresist composition further comprises a base.

4. The method according to claim 1 wherein the vinyl ether has the formula

where R 50 is unsubstituted or substituted alkyl or unsubstituted or substituted cycloalkyl.

5. The method according to claim 1 wherein the unsubstituted or substituted heteroalicyclic is 3,4-dihydro-2H-pyran.

6. The method according to claim 1 where the substrate is selected from the group consisting of silicon, copper, aluminum, polymeric resins, silicon dioxide, metals, doped silicon oxide, silicon nitride, tantalum, polysilicon, ceramics, aluminum/copper mixtures, gallium arsenide and group III/V compounds.

7. The method according to claim 1 where the substrate is copper.

8. A method comprising the steps of:

(a) reacting in the absence of a catalyst components (i), (ii) and (iii) at a reaction temperature in the range of 80-140° C., and (b) forming a mixture comprising the resultant product of step (a), a photoacid generator and a solvent, thereby forming a photoresist composition, wherein (i), (ii) and (iii) are

(i) a novolak polymer, (ii) a polymer comprising substituted or unsubstituted hydroxystyrene and acrylate, methacrylate or a mixture of acrylate and methacrylate, the acrylate and/or methacrylate being protected by an acid labile group that requires a high activation energy for deblocking, and (iii) a compound selected from a group consisting of vinyl ether and an unsubstituted or substituted heteroalicyclic.

9. The method of claim 8 wherein the vinyl ether has the formula

where R 50 is unsubstituted or substituted alkyl or unsubstituted or substituted cycloalkyl.

10. The method of claim 8 wherein the unsubstituted or substituted heteroalicyclic is 3,4-dihydro-2H-pyran.

11. The method of claim 8 where the mixture further comprises a base.

12. The method according to claim 8 wherein the reaction product comprises an acid labile group that requires a high activation energy for deblocking.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 8, 2015
From: AZ ELECTRONIC MATERIALS USA CORP.
To: MERCK PATENT GMBH
Reel/Frame 034742/0206 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2008
From: TOUKHY, MEDHAT A.; PAUNESCU, MARGARETA
To: AZ ELECTRONIC MATERIALS USA CORP.
Reel/Frame 021213/0531 →
Continuity (1)
Related Publication 20090081589A1 · Mar 26, 2009