Resin, and arf dry photoresist composition comprising same and application
US-2024302749-A1 · Sep 12, 2024 · US
US2016304646A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016304646-A1 |
| Application number | US-201415105612-A |
| Country | US |
| Kind code | A1 |
| Filing date | Dec 17, 2014 |
| Priority date | Dec 17, 2013 |
| Publication date | Oct 20, 2016 |
| Grant date | — |
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A stable, aqueous composition containing a crosslinked, nonionic, amphiphilic polymer capable of forming a yield stress fluid in the presence of a surfactant is disclosed. The yield stress fluid is capable of suspending insoluble materials in the form of particulates and/or droplets requiring suspension or stabilization.
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1 . A nonionic amphiphilic polymer composition polymerized from a monomer composition comprising: (i) at least one hydrophilic monomer, (ii) at least one hydrophobic monomer, and (iii) about 0.01 to about 5 wt. % of at least one amphiphilic crosslinking agent containing more than one unsaturated moieties. 2 . The polymer composition of claim 1 , wherein the more than one reactive moieties of said at least one amphiphilic crosslinking agent comprise at least one allyl group. 3 . The polymer composition according to claim 1 wherein the more than one reactive moieties of said at least one amphiphilic crosslinking agent comprise at least two allyl groups. 4 . The polymer composition according to claim 1 wherein the amphiphilic crosslinking agent is a compound of formula (III): where: R1 is a C 10-24 alkyl, alkaryl, alkenyl, or cycloalkyl; R2 is CH 3 , CH 2 CH 3 , C 6 H 5 , or C 14 H 29 ; R3 is H or Z − M + Z − is SO 3 − , or PO 3 2 ; M + is Na + , K + , NH 4 + , or an alkanolamine; x is 2-10; y is 0-200; and z is 4-200. 5 . The polymer composition according to claim 1 wherein the amphiphilic crosslinking agent is a compound of formula (IV): where: n is 1 or 2; z is 4 to 40; and R 4 is H, SO 3 − M + or PO 3 − M + , and M is selected from Na + , K + , NH 4 + or an alkanolamine. 6 . (canceled) 7 . (canceled) 8 . The polymer composition according to claim 1 wherein: said hydrophilic monomer is selected from hydroxy(C 1 -C 5 )alkyl (meth)acrylates, N-vinyl amides, amino group containing monomers, or mixtures thereof; and said hydrophobic monomer is selected from esters of (meth)acrylic acid with alcohols containing 1 to 30 carbon atoms, vinyl esters of aliphatic carboxylic acids containing 1 to 22 carbon atoms, vinyl ethers of alcohols containing 1 to 22 carbon atoms, vinyl aromatic monomers, vinyl halides, vinylidene halides, associative monomers, semi-hydrophobic monomers, or mixtures thereof. 9 . The polymer composition according to claim 8 wherein said hydroxy(C 1 -C 5 )alkyl (meth)acrylate is selected from at least one compound represented by the formula: wherein R is hydrogen or methyl and R 1 is an divalent alkylene moiety containing 1 to 5 carbon atoms, wherein the alkylene moiety optionally can be substituted by one or more methyl groups. 10 . The polymer composition according to claim 8 wherein said amino group containing monomer is selected from (meth)acrylamide, diacetone acrylamide and at least one monomer structurally represented by the following formulas: wherein R 2 is hydrogen or methyl, R 3 independently is selected from hydrogen, C 1 to C 5 alkyl and C 1 to C 5 hydroxyalkyl, and R 4 independently is selected from is C 1 to C 5 alkyl or C 1 to C 5 hydroxyalkyl, R 5 is hydrogen or methyl, R 6 is C 1 to C 5 alkylene, R 7 independently is selected from hydrogen or C 1 to C 5 alkyl, and R 8 independently is selected from C 1 to C 5 alkyl; or mixtures thereof. 11 . The polymer composition according to claim 8 wherein said N-vinyl amide is selected from a N-vinyllactam containing 4 to 9 atoms in the lactam ring moiety, wherein the ring carbon atoms, optionally, can be substituted by one or more C 1 -C 3 lower alkyl group. 12 . The polymer composition according to claim 8 wherein said ester of (meth)acrylic acid with alcohols containing 1 to 30 carbon is selected from at least one compound represented by the formula: wherein R 9 is hydrogen or methyl and R 10 is C 1 to C 22 alkyl. 13 . The polymer composition according to claim 8 wherein said vinyl ester of aliphatic carboxylic acids containing 1 to 22 carbon atoms is selected from at least one compound represented by the formula: wherein R 11 is a C 1 to C 22 aliphatic group which can be an alkyl or alkenyl. 14 . The polymer composition according to claim 8 wherein said vinyl ether of alcohols containing 1 to 22 carbon atoms is selected from at least one compound represented by the formula: wherein R 13 is a C 1 to C 22 alkyl. 15 . The polymer composition according to claim 8 wherein said associative monomer comprises (i) an ethylenically unsaturated end group portion; (ii) a polyoxyalkylene mid-section portion, and (iii) a hydrophobic end group portion containing 8 to 30 carbon atoms. 16 . The polymer composition according to claim 15 wherein said associative monomer is represented by formulas VII and/or VIIA: wherein R 14 is hydrogen or methyl; A is —CH 2 C(O)O—, —C(O)O—, —O—, —CH 2 O—, —NHC(O)NH—, —C(O)NH—, —Ar—(CE 2 ) z -NHC(O)O—, —Ar—(CE 2 ) z -NHC(O)NH—, or —CH 2 CH 2 NHC(O)—; Ar is a divalent arylene (e.g., phenylene); E is H or methyl; z is 0 or 1; k is an integer ranging from about 0 to about 30, and m is 0 or 1, with the proviso that when k is 0, m is 0, and when k is in the range of 1 to about 30, m is 1; D represents a vinyl or an allyl moiety; (R 1-5 —O) n is a polyoxyalkylene moiety, which can be a homopolymer, a random copolymer, or a block copolymer of C 2 -C 4 oxyalkylene units, R 15 is a divalent alkylene moiety selected from C 2 H 4 , C 3 H 6 , or C 4 H 8 , and combinations thereof; and n is an integer in the range of about 2 to about 150; Y is —R 15 O—, —R 15 NH—, —C(O)—, —C(O)NH—, —R 15 NHC(O)NH—, or —C(O)NHC(O)—; R 16 is a substituted or unsubstituted alkyl selected from a C 8 -C 30 linear alkyl, a C 8 -C 30 branched alkyl, a C 8 -C 30 carbocyclic alkyl, a C 2 -C 30 alkyl-substituted phenyl, an araalkyl substituted phenyl, and an aryl-substituted C 2 -C 30 alkyl; wherein the R 16 alkyl group, aryl group, phenyl group optionally comprises one or more substituents selected from the group consisting of a hydroxyl group, an alkoxyl group, benzyl group styryl group, and a halogen group. 17 . The polymer composition according to claim 16 wherein said associative monomer is represented by formula VIIB: wherein R 4 is hydrogen or methyl; R 5 is a divalent alkylene moiety independently selected from C 2 H 4 , C 3 H 6 , and C 4 H 8 , and n represents an integer ranging from about 10 to about 60, (R 15 —O) can be arranged in a random or a block configuration; R 16 is a substituted or unsubstituted alkyl selected from a C 8 -C 30 linear alkyl, a C 8 -C 30 branched alkyl, a C 8 -C 30 carbocyclic alkyl, a C 2 -C 30 alkyl-substituted phenyl, an araalkyl substituted phenyl, and an aryl-substituted C 2 -C 30 alkyl, wherein the R 16 alkyl group, aryl group, phenyl group optionally comprises one or more substituents selected from the group consisting of a hydroxyl group, an alkoxyl group, benzyl group styryl group, and a haloge
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