Spin coatable metallic hard mask compositions and processes thereof
View Patent ↗The present invention relates to a novel spin coatable composition comprising (a) metallosilicic acid; (b) at least one compound comprising two or more 4-hydroxyphenyl groups; and, c) a solvent. The component b) can be a 4-hydroxyphenyl compound of structure (I) wherein W is a linking group chosen from the group consisting of an organic linking moiety, a heteroatom containing linking moiety and a direct valence bond, m is a positive integer of 1 and n is a positive integer equal to 1 or and R i , R ii , R iii and R iv are independently chosen substituents from a group consisting of hydrogen, (C 1 -C 6 ) alkyl, (C 1 -C 6 ) alkoxy, (C 6 -C 20 ) aryl, halides (such as Cl, I, F), hydroxyl, alkylcarbonyl (alkyl-C(═O)—), alkylcarbonyloxy (alkyl-C(═O)—O—), alkyloxycarbonyl (alkyl-O—C(═O)—), alkyloxycarbonyloxy (alkyl-O—C(═O)—O—) and mixtures of these; and a solvent. The present invention further relates to processes using the novel compositions.
1. A composition which is an admixture comprising;
(a) metallosilicic acid, wherein the amount of metallosilicic acid in the admixture ranges from about 55 wt % to about 95 wt % of total solids;
b) at least one compound comprising two or more 4-hydroxyphenyl groups, wherein the attachment point of the phenyl moiety to other moieties is located para to the hydroxyl substituent and no substituents are located ortho to the hydroxyl substituent on the phenyl group; and,
c) a solvent,
wherein the compound comprising two or more 4-hydroxyphenyl groups is chosen from the group consisting of i), ii), iii), iv) and mixtures thereof, wherein,
i) is a 4-hydroxyphenyl containing polymer comprising repeat unit of structure (II);
wherein R 1 is chosen from hydrogen or C 1 -C 4 alkyl, and wherein the 4-hydroxyphenyl containing polymer further comprises repeat units chosen from the group consisting of structure (VI) and (VII) wherein R 5 and R 7 are independently chosen from C 1 -C 4 alkyl and R 6 and R 8 are independently chosen from the group consisting of C 1 -C 8 alkyl, C 3 -C 12 branched alkyl, C 3 -C 8 cycloalkyl, C 6 -C 12 alicyclic alkyl, acid labile group and mixtures thereof
ii) is a 4-hydroxyphenyl containing compound having structure (III),
wherein X is chosen from a group selected from a direct valence bond, phenylene, C 1 -C 8 linear or branched alkylene, C 3 -C 8 cycloalkylene, sulfone, acetylene, oxygen, carbonyl and mixtures thereof;
iii) is a 4-hydroxyphenyl containing compound having structure (IV),
wherein R 2 and R 3 are independently chosen from the group consisting of hydrogen, C 1 -C 8 alkyl, C 3 -C 12 branched alkyl, C 3 -C 8 cycloalkyl, C 6 -C 12 alicyclic alkyl and mixtures thereof; and,
iv) is a 4-hydroxyphenyl containing compound having structure (V),
wherein R 4 is chosen from the group consisting of hydrogen, C 1 -C 8 alkyl, C 3 -C 12 branched alkyl, C 3 -C 8 cycloalkyl C 6 -C 12 alicyclic alkyl, phenyl, 4-hydroxyphenyl and mixtures thereof.
2. The composition of claim 1 where the 4-hydroxyphenyl containing polymer has structure (VIIIa), where x and y represent the mole fraction of the repeat units
3. The composition of claim 2 wherein R 1 is hydrogen and R 5 is hydrogen or methyl and R 6 is a C 1 -C 4 alkyl.
4. The composition of claim 1 where the solvent is chosen from the group consisting of (C 1 -C 6 )alcohols, glycols, diketones, glycol ether derivatives, glycol ether ester derivatives, carboxylates, carboxylates of di-basic acids, hydroxy carboxylates, ketone esters, alkoxy alcohols, alkoxycarboxylic acid esters, ketone derivatives, ketone ether derivatives, ketone alcohol derivatives, lactones, amide derivatives, aromatic solvents, and mixtures thereof.
5. The composition of claim 1 , further comprising at least one of a thermal acid generator, a thermal base generator or a thermally activated peroxide.
6. The composition of claim 1 , further comprising a crosslinking additive.
7. A composition which is an admixture comprising:
(a) metallosilicic acid, wherein the amount of metallosilicic acid in the admixture ranges from about 55 wt % to about 95 wt % of total solids;
b) at least one compound comprising two or more 4-hydroxyphenyl groups, wherein the attachment point of the phenyl moiety to other moieties is located para to the hydroxyl substituent and no substituents are located ortho to the hydroxyl substituent on the phenyl group; and,
c) a solvent,
wherein the compound comprising two or more 4-hydroxyphenyl groups is
8. The composition of claim 7 where the solvent is chosen from the group consisting of (C 1 -C 6 )alcohols, glycols, diketones, glycol ether derivatives, glycol ether ester derivatives, carboxylates, carboxylates of di-basic acids, hydroxy carboxylates, ketone esters, alkoxy alcohols, alkoxycarboxylic acid esters, ketone derivatives, ketone ether derivatives, ketone alcohol derivatives, lactones, amide derivatives, aromatic solvents, and mixtures thereof.
9. The composition of claim 7 , further comprising at least one of a thermal acid generator, a thermal base generator or a thermally activated peroxide.
10. The composition of claim 7 , further comprising a crosslinking additive.
11. A composition which is an admixture comprising:
(a) metallosilicic acid, wherein the amount of metallosilicic acid in the admixture ranges from about 55 wt % to about 95 wt % of total solids;
b) at least one compound comprising two or more 4-hydroxyphenyl groups, wherein the attachment point of the phenyl moiety to other moieties is located para to the hydroxyl substituent and no substituents are located ortho to the hydroxyl substituent on the phenyl group; and,
c) a solvent
wherein the compound comprising two or more 4-hydroxyphenyl groups is
12. The composition of claim 11 where the solvent is chosen from the group consisting of (C 1 -C 6 )alcohols, glycols, diketones, glycol ether derivatives, glycol ether ester derivatives, carboxylates, carboxylates of di-basic acids, hydroxy carboxylates, ketone esters, alkoxy alcohols, alkoxycarboxylic acid esters, ketone derivatives, ketone ether derivatives, ketone alcohol derivatives, lactones, amide derivatives, aromatic solvents, and mixtures thereof.
13. The composition of claim 11 , further comprising at least one of a thermal acid generator, a thermal base generator or a thermally activated peroxide.
14. The composition of claim 11 , further comprising a crosslinking additive.