Lithography compositions and methods for forming resist patterns and/or making semiconductor devices
AssigneeThe Research Foundation for The State University of New York
InventorsRobert Brainard, Munsaf Ali
Life of this patent
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Abstract
The present disclosure relates to compounds and use thereof as film or lithographic compositions such as EUV photoresist films. More particularly, embodiments of the disclosure provide lithography compositions and methods of depositing radiation sensitive films, which can be used for patterning applications with UV light, EUV light or electron-beam radiation to form high resolution patterns with low line width roughness. In embodiments, novel ligands are provided for forming radiation sensitive film compositions.
Claims20
A mononuclear lithographic composition, represented by the below formula,
- RaM(O2CR′)2,
- wherein in M is tellurium (Te), antimony (Sb), tin (Sn), or bismuth (Bi), a is 2-3, and at least one of R and R′, include an alkyne functional group moiety.
A multinuclear lithographic composition, represented by the below formula,
- [MaNbOcHdBeRfXg(WCOR′)h(OR″)i(WCOCOY)j(COY)k]l,
- wherein the composition contains at least one of R, R′ and R″, and at least one of R, R′ and R″ includes an alkyne functional group moiety:
- R, when present, is independently an aromatic or aliphatic hydrocarbon selected from:
- —C6H5, —CH3, —CH2CH3, —CH(CH3)2, —C(CH3)3, —CH═CH2, —C(CH3)═CH2, —CH2CH═CH2, —CH2C≡CH, —CH2C≡N, —CH2C6H5, —C6H4CH═CH2, —C6H4C(CH3)═CH2, —CH2C6H4CH═CH2, —C6H4OCH3, p-C6H4OCH3, —C6H4CH2CH3, —CH2C6H4OCH3, —C6H11, —C≡CH, —CH2C6H4C≡CH, —(CO)C6H4C≡CH, —C≡CR′″, —CH2C6H4C≡CR′″, —(CO)C6H4C≡CR′″, or —C6H4C≡CR′″-o-C6H4OCH3, -m-C6H4OCH3, -o-CH2C6H4OCH3, -m-CH2C6H4OCH3, -p-CH2C6H4OCH3, -o-CH2C6H4C≡CH, -m-CH2C6H4C≡CH, -p-CH2C6H4C≡CH, —(CO)C6H4C≡CH, -o-C6H4C≡CH, -m-C6H4C≡CH, -p-C6H4C≡CH;
- R′, when present, is independently an element comprising oxygen, nitrogen, fluorine, chlorine, bromine, or iodine, an aromatic hydrocarbon, or an aliphatic hydrocarbon selected from:
- —H, —CH3, —CH2CH3, —CH(CH3)2, —C(CH3)3, —C6H5, —CH═CH2, —C(CH3)═CH2, —CH2CH═CH2, —CH2C≡CH, —CH2C≡N, —CH2C6H5, —C6H4CH═CH2, —C6H4C(CH3)═CH2, —CH2CH2F, —CH2CH2Cl, —CH2CH2Br, —CH2CH2I, —CH2CH2OCH3, —CH2CH2CN, —CHF(CH3), —CHCl(CH3), —CHBr(CH3), —CHI(CH3), —CH(OCH3)(CH3), —CHCN(CH3), —CH2F, —CH2Cl, —CH2Br, —CH2I, —CH2OCH3, —CH2CN, —OCH3, —OCH2CH3, —OC(CH3)3, —C6H4OCH3, —C6H4Cl, —C≡CH, —C6H4C≡CH, —CH2C6H4C≡CH, —C≡CR′″, —C6H4C≡CR′″, or —CH2C6H4C≡CR′″, -o-C6H4C≡CH, -m-C6H4C≡CH, -p-C6H4C≡CH, -o-CH2C6H4C≡CH, -m-CH2C6H4C≡CH, -p-CH2C6H4C≡CH;
- R″, when present, is each independently an element, an aromatic hydrocarbon, or an aliphatic hydrocarbon selected from:
- —H, —CH3, —CH2CH3, —CH(CH3)2, —C(CH3)3, —C6H5, —CH═CH2, —C(CH3)═CH2, —CH2CH═CH2, —CH2C≡CH, —CH2C≡N, —CH2C6H5, —C6H4CH═CH2, —C6H4C(CH3)═CH2, —C6H4C≡CH, —CH2C6H4C≡CH, —C6H4C≡CR′″, or —CH2C6H4C≡CR′″;
- R′″, when present, is independently an aromatic or aliphatic hydrocarbon selected from:
- —CH3, —CH2CH3, or —C6H5;
- M is each independently an element selected from the group of tellurium (Te), antimony (Sb), tin (Sn), iodine (I), bismuth (Bi) and indium (In);
- N, when present, is each independently an element selected from the group consisting of indium (In), tin (Sn), antimony (Sb), tellurium (Te), bismuth (Bi) and iodine (I);
- H, when present, is each independently hydrogen;
- O is each independently oxygen;
- B, when present, is each independently selected from W, C2O4, SO4, PO4, (CH2)2C6H2(CH2)2, —C≡C—, —CH2C≡C—, —CH2C≡CCH2—, or —CH2C6H4CH2—, —O—O—, —O2CCH2CH2CO2—, —O2CCH═CHCO2—, —O2CC≡CCO2—, —(OCO)2NCH2CH2N(COO)2—,
- X, when present, is each independently selected from F, Cl, Br, CN, I or C2O4, an alkyne functional group moiety, —O2CC≡CH, —O2CC6H4C≡CH, or —O2CCH2C6H4C≡CH;
- W, when present, is each independently an element or a compound selected from the group consisting of —CH2, NR′, S, and O;
- Y when present, is each independently an element or compound selected from the group consisting of —WR′, and —R′, wherein
- a=1-8;
- b=0-5;
- c=0-20;
- d=0-20;
- e=0-10;
- f=0-20;
- g=0-20;
- h=0-5;
- i=0-5;
- j=0-5;
- k=0-6;
- and I=charge on an ion or a complex selected from:
- −4, −3, −2, −1, 0, +1, +2, +3, +4.
A coating solution comprising:
- an organic solvent, and an organometallic composition represented by the formula
- RaM(O2CR′)2,
- wherein in M is tellurium (Te), antimony (Sb), tin (Sn), or bismuth (Bi), a is 2-3, and at least one of R and R′, include an alkyne functional group moiety.
Dependencies are inferred from the claim text.