← Back to Patent Explorer
US5340687A Expired / Lapsed US ⏱️ 0.0 years remaining

Chemically modified hydroxy styrene polymer resins and their use in photoactive resist compositions wherein the modifying agent is monomethylol phenol

Assignee: Olin Microelectronic Chemicals Inc
•
Filing: 1992-05-06
•
Granted: 1994-08-23
•
Expires: 2012-05-06
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract An alkali-soluble binder resin made by a condensation reaction of hydroxy styrene moiety having formulae (I) or (II): <IMAGE> (I) <IMAGE> (II) wherein x is an integer from 2 to 300; with a monomethylolated phenolic compound having a formula (III): <IMAGE> (III) wherein R1 and R2 are individually selected from the group consisting of lower alkyl group having 1-4 carbon atoms, lower alkoxy group having 1-4 carbon atoms, amino group, and carboxylic acid group; wherein R3 and R4 are individually selected from the group consisting of hydrogen, lower alkyl group having 1-4 carbon atoms, lower alkoxy groups having 1-4 carbon atoms, an amino group, and a carboxylic group; and wherein the mole ratio of the hydroxy styrene moiety to the monomethylolated phenolic compound is from about 1:10 to about 10:1.

Inventors

  • 👤 Kenji Honda

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 03:55
CPC Classifications
C; C08; C08G; C08G8/00; C08G8/38; G; G03; G03F; G03F7/00; G03F7/004; G03F7/0045; G03F7/022; G03F7/023; G03F7/0233; G03F7/039; G03F7/0392

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 133 words
An alkali-soluble binder resin made by a condensation reaction consisting of reacting a hydroxy styrene moiety having formulae (I) or (II): ##STR6## wherein x is an integer from 2 to 3001 with a monomethylolated phenolic compound having a formula (III): ##STR7## wherein R 1 and R 2 are individually selected from the group consisting of lower alkyl group having 1-4 carbon atoms, lower alkoxy group having 1-4 carbon atoms, amino group, and carboxylic acid group; wherein R 3 and R 4 are individually selected from the group consisting of hydrogen, lower alkyl group having 1-4 carbon atoms, lower alkoxy groups having 1-4 carbon atoms, an amino group, and a carboxylic group; and wherein the mole ratio of the hydroxy styrene moiety to the monomethylolated phenolic compound is from about 1:10 to about 10:1.
Claim 2
Dependent Claim 133 words
An alkali-soluble binder resin made by a condensation reaction consisting of reacting a hydroxy styrene moiety having formulae (I) or (II): ##STR6## wherein x is an integer from 2 to 3001 with a monomethylolated phenolic compound having a formula (III): ##STR7## wherein R 1 and R 2 are individually selected from the group consisting of lower alkyl group having 1-4 carbon atoms, lower alkoxy group having 1-4 carbon atoms, amino group, and carboxylic acid group; wherein R 3 and R 4 are individually selected from the group consisting of hydrogen, lower alkyl group having 1-4 carbon atoms, lower alkoxy groups having 1-4 carbon atoms, an amino group, and a carboxylic group; and wherein the mole ratio of the hydroxy styrene moiety to the monomethylolated phenolic compound is from about 1:10 to about 10:1.
Claim 3
Dependent Claim 15 words
The alkali-soluble novolak binder resin of claim 1 wherein said hydroxy styrene is poly(parahydroxy styrene).
Claim 4
Dependent Claim 15 words
The alkali-soluble novolak binder resin of claim 1 wherein said methylolated phenolic compound is 2,4-dimethyl-6-methylolphenol.
Claim 5
Dependent Claim 188 words
A radiation-sensitive composition dissolved in a solvent comprising an admixture: (a) a photoactive compound; (b) an alkali-soluble binder resin made by a condensation reaction of hydroxy styrene moiety having formulae (I) or (II): ##STR8## wherein x is an integer from 2 to 300; with a monomethylolated phenolic compound having a formula (III): ##STR9## wherein R 1 and R 2 are individually selected from the group consisting of lower alkyl group having 1-4 carbon atoms, lower alkoxy group having 1-4 carbon atoms, amino group, and carboxylic acid group; wherein R 3 and R 4 are individually selected from the group consisting of hydrogen, lower alkyl group having 1-4 carbon atoms, lower alkoxy groups having 1-4 carbon atoms, an amino group, and a carboxylic group; and wherein the mole ratio of the hydroxy styrene moiety to the monomethylolated phenolic compound is from about 1:10 to about 10:1 wherein the photoactive compound makes up from about 5% to about 40% by weight of the solids of said radiation-sensitive composition; and the alkali-soluble novolak resin makes up from about 95% to about 60% by weight of the solids in said radiation-sensitive composition.
Claim 6
Dependent Claim 188 words
A radiation-sensitive composition dissolved in a solvent comprising an admixture: (a) a photoactive compound; (b) an alkali-soluble binder resin made by a condensation reaction of hydroxy styrene moiety having formulae (I) or (II): ##STR8## wherein x is an integer from 2 to 300; with a monomethylolated phenolic compound having a formula (III): ##STR9## wherein R 1 and R 2 are individually selected from the group consisting of lower alkyl group having 1-4 carbon atoms, lower alkoxy group having 1-4 carbon atoms, amino group, and carboxylic acid group; wherein R 3 and R 4 are individually selected from the group consisting of hydrogen, lower alkyl group having 1-4 carbon atoms, lower alkoxy groups having 1-4 carbon atoms, an amino group, and a carboxylic group; and wherein the mole ratio of the hydroxy styrene moiety to the monomethylolated phenolic compound is from about 1:10 to about 10:1 wherein the photoactive compound makes up from about 5% to about 40% by weight of the solids of said radiation-sensitive composition; and the alkali-soluble novolak resin makes up from about 95% to about 60% by weight of the solids in said radiation-sensitive composition.
Claim 7
Dependent Claim 13 words
The radiation-sensitive composition of claim 4 wherein said hydroxy styrene is poly(parahydroxy styrene).
Claim 8
Dependent Claim 13 words
The radiation-sensitive composition of claim 4 wherein said monomethylolated phenolic compound is 2,4-dimethyl-6-methylolphenol.
Claim 9
Dependent Claim 14 words
The radiation-sensitive composition of claim 1 wherein said photoactive compound is an o-quinonediazide compound.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-08-22 1998-02-21 1998-08-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-08-22 2002-02-21 2002-08-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-08-22 2006-02-21 2006-08-23 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag