WO2023219428A1 - Composé précurseur pour former un film métallique et film métallique mettant en œuvre un tel composé - Google Patents
Composé précurseur pour former un film métallique et film métallique mettant en œuvre un tel composé Download PDFInfo
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- WO2023219428A1 WO2023219428A1 PCT/KR2023/006373 KR2023006373W WO2023219428A1 WO 2023219428 A1 WO2023219428 A1 WO 2023219428A1 KR 2023006373 W KR2023006373 W KR 2023006373W WO 2023219428 A1 WO2023219428 A1 WO 2023219428A1
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- 229910052751 metal Inorganic materials 0.000 title claims abstract description 122
- 239000002184 metal Substances 0.000 title claims abstract description 122
- 150000001875 compounds Chemical class 0.000 title claims abstract description 100
- 239000002243 precursor Substances 0.000 title claims abstract description 70
- 239000010408 film Substances 0.000 claims abstract description 102
- 239000010409 thin film Substances 0.000 claims abstract description 38
- 229910052750 molybdenum Inorganic materials 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims description 104
- 125000003545 alkoxy group Chemical group 0.000 claims description 59
- 229920006395 saturated elastomer Polymers 0.000 claims description 45
- 125000003277 amino group Chemical group 0.000 claims description 20
- 125000003118 aryl group Chemical group 0.000 claims description 17
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 14
- 125000003342 alkenyl group Chemical group 0.000 claims description 10
- 125000004417 unsaturated alkyl group Chemical group 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 239000004065 semiconductor Substances 0.000 claims description 6
- 229910052723 transition metal Inorganic materials 0.000 claims description 6
- 150000003624 transition metals Chemical class 0.000 claims description 6
- 229910052804 chromium Inorganic materials 0.000 claims description 5
- 229910052758 niobium Inorganic materials 0.000 claims description 5
- 229910052721 tungsten Inorganic materials 0.000 claims description 5
- 229910052720 vanadium Inorganic materials 0.000 claims description 5
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 4
- 239000012535 impurity Substances 0.000 abstract description 27
- 239000000758 substrate Substances 0.000 abstract description 15
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 abstract description 12
- 239000011733 molybdenum Substances 0.000 abstract description 12
- 230000009257 reactivity Effects 0.000 abstract description 5
- 238000000034 method Methods 0.000 description 41
- 230000008569 process Effects 0.000 description 23
- 238000004833 X-ray photoelectron spectroscopy Methods 0.000 description 18
- 239000007788 liquid Substances 0.000 description 18
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 16
- 239000000203 mixture Substances 0.000 description 16
- 229910052698 phosphorus Inorganic materials 0.000 description 16
- 230000000052 comparative effect Effects 0.000 description 15
- 230000000694 effects Effects 0.000 description 15
- GPBUGPUPKAGMDK-UHFFFAOYSA-N azanylidynemolybdenum Chemical compound [Mo]#N GPBUGPUPKAGMDK-UHFFFAOYSA-N 0.000 description 14
- 239000003446 ligand Substances 0.000 description 12
- 238000000151 deposition Methods 0.000 description 11
- 229910052760 oxygen Inorganic materials 0.000 description 11
- 230000000704 physical effect Effects 0.000 description 11
- 238000000231 atomic layer deposition Methods 0.000 description 10
- 239000006227 byproduct Substances 0.000 description 10
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 9
- 229910052757 nitrogen Inorganic materials 0.000 description 9
- 239000001301 oxygen Substances 0.000 description 9
- 239000011574 phosphorus Substances 0.000 description 9
- 229910052799 carbon Inorganic materials 0.000 description 8
- 238000006243 chemical reaction Methods 0.000 description 8
- 150000002431 hydrogen Chemical class 0.000 description 8
- 229910052785 arsenic Inorganic materials 0.000 description 7
- 239000007789 gas Substances 0.000 description 7
- 239000000376 reactant Substances 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 6
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 6
- 238000005137 deposition process Methods 0.000 description 6
- 238000002347 injection Methods 0.000 description 6
- 239000007924 injection Substances 0.000 description 6
- 238000010926 purge Methods 0.000 description 6
- 238000000137 annealing Methods 0.000 description 5
- 238000005229 chemical vapour deposition Methods 0.000 description 5
- 229910052736 halogen Inorganic materials 0.000 description 5
- 150000002367 halogens Chemical class 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 description 4
- 150000001805 chlorine compounds Chemical class 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 229910001510 metal chloride Inorganic materials 0.000 description 4
- 239000012495 reaction gas Substances 0.000 description 4
- 239000011669 selenium Substances 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- QMMFVYPAHWMCMS-UHFFFAOYSA-N Dimethyl sulfide Chemical compound CSC QMMFVYPAHWMCMS-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000000560 X-ray reflectometry Methods 0.000 description 3
- 229910045601 alloy Inorganic materials 0.000 description 3
- 239000000956 alloy Substances 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 229910052711 selenium Inorganic materials 0.000 description 3
- 229910052715 tantalum Inorganic materials 0.000 description 3
- 229910052714 tellurium Inorganic materials 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- 230000005355 Hall effect Effects 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 description 2
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 2
- 229910004298 SiO 2 Inorganic materials 0.000 description 2
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- -1 alkoxide compounds Chemical class 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 229910000085 borane Inorganic materials 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- LMZLQYYLELWCCW-UHFFFAOYSA-N dimethoxy(phenyl)phosphane Chemical compound COP(OC)C1=CC=CC=C1 LMZLQYYLELWCCW-UHFFFAOYSA-N 0.000 description 2
- WQOXQRCZOLPYPM-UHFFFAOYSA-N dimethyl disulfide Chemical compound CSSC WQOXQRCZOLPYPM-UHFFFAOYSA-N 0.000 description 2
- QXYJCZRRLLQGCR-UHFFFAOYSA-N dioxomolybdenum Chemical compound O=[Mo]=O QXYJCZRRLLQGCR-UHFFFAOYSA-N 0.000 description 2
- 238000005530 etching Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 0.000 description 2
- 239000012071 phase Substances 0.000 description 2
- 238000009832 plasma treatment Methods 0.000 description 2
- 229910000077 silane Inorganic materials 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000004544 sputter deposition Methods 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- PORWMNRCUJJQNO-UHFFFAOYSA-N tellurium atom Chemical compound [Te] PORWMNRCUJJQNO-UHFFFAOYSA-N 0.000 description 2
- 238000002411 thermogravimetry Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 2
- 230000004580 weight loss Effects 0.000 description 2
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- CBENFWSGALASAD-UHFFFAOYSA-N Ozone Chemical compound [O-][O+]=O CBENFWSGALASAD-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000000113 differential scanning calorimetry Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- PZPGRFITIJYNEJ-UHFFFAOYSA-N disilane Chemical compound [SiH3][SiH3] PZPGRFITIJYNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000002019 doping agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 238000010574 gas phase reaction Methods 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 229910001338 liquidmetal Inorganic materials 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 238000001465 metallisation Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000004377 microelectronic Methods 0.000 description 1
- 150000004767 nitrides Chemical class 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
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- 239000000523 sample Substances 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000000427 thin-film deposition Methods 0.000 description 1
- VEDJZFSRVVQBIL-UHFFFAOYSA-N trisilane Chemical compound [SiH3][SiH2][SiH3] VEDJZFSRVVQBIL-UHFFFAOYSA-N 0.000 description 1
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000012808 vapor phase Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F11/00—Compounds containing elements of Groups 6 or 16 of the Periodic Table
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C16/00—Chemical coating by decomposition of gaseous compounds, without leaving reaction products of surface material in the coating, i.e. chemical vapour deposition [CVD] processes
- C23C16/06—Chemical coating by decomposition of gaseous compounds, without leaving reaction products of surface material in the coating, i.e. chemical vapour deposition [CVD] processes characterised by the deposition of metallic material
- C23C16/18—Chemical coating by decomposition of gaseous compounds, without leaving reaction products of surface material in the coating, i.e. chemical vapour deposition [CVD] processes characterised by the deposition of metallic material from metallo-organic compounds
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C16/00—Chemical coating by decomposition of gaseous compounds, without leaving reaction products of surface material in the coating, i.e. chemical vapour deposition [CVD] processes
- C23C16/22—Chemical coating by decomposition of gaseous compounds, without leaving reaction products of surface material in the coating, i.e. chemical vapour deposition [CVD] processes characterised by the deposition of inorganic material, other than metallic material
- C23C16/30—Deposition of compounds, mixtures or solid solutions, e.g. borides, carbides, nitrides
- C23C16/34—Nitrides
-
- C—CHEMISTRY; METALLURGY
- C23—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; CHEMICAL SURFACE TREATMENT; DIFFUSION TREATMENT OF METALLIC MATERIAL; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL; INHIBITING CORROSION OF METALLIC MATERIAL OR INCRUSTATION IN GENERAL
- C23C—COATING METALLIC MATERIAL; COATING MATERIAL WITH METALLIC MATERIAL; SURFACE TREATMENT OF METALLIC MATERIAL BY DIFFUSION INTO THE SURFACE, BY CHEMICAL CONVERSION OR SUBSTITUTION; COATING BY VACUUM EVAPORATION, BY SPUTTERING, BY ION IMPLANTATION OR BY CHEMICAL VAPOUR DEPOSITION, IN GENERAL
- C23C16/00—Chemical coating by decomposition of gaseous compounds, without leaving reaction products of surface material in the coating, i.e. chemical vapour deposition [CVD] processes
- C23C16/44—Chemical coating by decomposition of gaseous compounds, without leaving reaction products of surface material in the coating, i.e. chemical vapour deposition [CVD] processes characterised by the method of coating
- C23C16/455—Chemical coating by decomposition of gaseous compounds, without leaving reaction products of surface material in the coating, i.e. chemical vapour deposition [CVD] processes characterised by the method of coating characterised by the method used for introducing gases into reaction chamber or for modifying gas flows in reaction chamber
Definitions
- the present invention relates to a precursor compound for forming a metal film containing molybdenum and a metal film using the same.
- a thin film In the manufacture of microelectronic devices such as RAM (random access memory), flash memory, and logic chips, thin film transistor (TFT) devices of flat panel displays, and semiconductor devices of solar cells, metal-containing It is necessary to form a thin film (hereinafter simply referred to as a 'metal film' if necessary).
- a metal thin film M is a metal
- a metal oxide thin film M (indicates the number) or a metal nitride (M x N y ) thin film can be formed.
- the metal-containing thin film formed in this way can be used as a wiring, an electrode, an oxidation prevention film, a dielectric film, an etching stopper layer in an etching process, a film to prevent the increase in variation in gate electrode resistance or the diffusion of dopants, TMDCs or TMDs (Transition metal dichalcogenides), etc. .
- TMDCs or TMDs Transition metal dichalcogenides
- methods such as sputtering, CVD (chemical vapor deposition), and ALD (atomic layer deposition) are commonly used.
- metal precursor compounds used to form metal films metal chloride compounds, metal alkoxide compounds, metal-alkyl compounds, metal-amino compounds, etc. of various structures are used.
- metal chloride compound precursor it is difficult to completely remove chloride generated as a by-product, and the generated chloride may be re-adsorbed to the metal film, deteriorating the characteristics of the metal film.
- the present invention provides a precursor compound for forming a metal film containing molybdenum, which is easy to remove reaction by-products and can form a metal thin film with a low impurity content in a wide temperature range, and a metal film using the same.
- One embodiment of the invention provides a precursor compound for forming a metal film containing at least one member selected from the group consisting of compounds represented by the following formulas 1 and 2:
- M is each independently a transition metal selected from the group consisting of Cr, Mo, W, V, Nb and Ta,
- R 1 is each independently hydrogen, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted linear or branched, saturated or unsaturated alkoxy group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkoxy group having 5 carbon atoms.
- R 2 and R 3 are each independently hydrogen, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted linear or branched, saturated or unsaturated alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkyl group.
- one embodiment of the invention according to the present specification provides a metal film derived from one or more precursor compounds for forming a metal film selected from the group consisting of compounds represented by Formulas 1 and 2.
- the metal precursor compound according to the present invention has excellent reactivity with a substrate or reaction gas, has high volatility, and can form a metal thin film with low impurity content even over a wide temperature range, especially at low temperatures. More specifically, the present invention uses atomic layer deposition, which is considered the most precise of the existing thin film formation methods, to create a metal film, so even in the case of a substrate with a large aspect ratio, the process temperature is controlled to produce a very uniform metal film. A film can be formed.
- FIG 1 graphically shows the results of TGA remaining amount (@400°C) according to temperature in Examples 2, 3, 7, and 9.
- Figure 2 shows a transmission electron microscope (TEM) image of the MoN metal film of Example 9.
- the present invention relates to a novel metal precursor compound and a metal film using the same. More specifically, examples of the present invention provide a metal precursor compound from which reaction by-products can be easily removed and a metal film using the same. More specifically, examples of the present invention provide a metal precursor compound capable of forming a metal thin film with a low impurity content even in a wide temperature range, especially at low temperatures, and a metal film using the same.
- a precursor compound for forming a metal film including at least one member selected from the group consisting of compounds represented by the following formulas 1 and 2:
- M is each independently a transition metal selected from the group consisting of Cr, Mo, W, V, Nb, and Ta,
- R 1 is each independently hydrogen, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted linear or branched, saturated or unsaturated alkoxy group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkoxy group having 5 carbon atoms.
- R 2 and R 3 are each independently hydrogen, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted linear or branched, saturated or unsaturated alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkyl group.
- At least one of the compounds represented by Formulas 1 and 2 is used as a precursor for forming a metal film, for excellent reactivity and volatility when forming a metal film due to a phosphorus ligand or As ligand of a specific structure included in the structure.
- the resistivity is improved, the electrical properties of the thin film can be improved compared to before.
- the compound selected from the group consisting of compounds represented by the formulas 1 and 2 includes an alkyl, alkoxy, or amine group in the phosphorus ligand or As ligand structure, and thus has excellent electrical properties, and especially exhibits a liquid state at 25 ° C. or lower. You can.
- the precursor compound contains only a halogen or alkyl group in the phosphorus ligand or As ligand, chloride and carbon by-products are generated during the metal thin film deposition process, which may cause problems with impurities in the metal film.
- the precursor compound of the present invention having the specific phosphorus ligand or As ligand structure described above can maintain stable process conditions by preventing the generation of reaction by-products. Additionally, the precursor compound can form a uniform metal film based on its high volatility and reactivity, thereby providing cost and quality advantages.
- the precursor compounds of the present invention may be liquid compounds at room temperature of 25°C or less, or 15 to 25°C. . Accordingly, in the present invention, since deposition can be carried out by vaporizing the liquid phase, it can provide advantageous effects in terms of the deposition process and electrical characteristics compared to the conventional solid precursor compound.
- These compounds may be precursor compounds for forming a metal film. Additionally, the compound may be a compound used as a precursor for semiconductors.
- the precursor compound may be a compound including a phosphorus ligand represented by Formula 1 among compounds selected from the group consisting of compounds represented by Formulas 1 and 2.
- one or more substituents of the compound selected from the group consisting of compounds represented by Formula 1 may be most effective if each independently contains an alkoxy or amine group on the phosphorus ligand.
- R 1 is each independently a substituted or unsubstituted linear or branched, saturated or unsaturated alkoxy group having 1 to 10 carbon atoms, or a substituted or unsubstituted amino group
- R 2 and R 3 are each independently a substituted or unsubstituted linear or branched, saturated or unsaturated alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted linear or branched, saturated or unsaturated alkoxy group having 1 to 6 carbon atoms. It may be a group, or a substituted or unsubstituted amino group.
- the amino group when the R 1 to R 3 each independently include an amino group, the amino group may be substituted or unsubstituted, for example, when it has a substituent, it has 1 to 10 carbon atoms and 1 to 10 carbon atoms. It may contain 10 linear or branched, saturated or unsaturated hydrocarbons.
- R 1 is each independently a substituted or unsubstituted linear or branched, saturated or unsaturated alkoxy group having 2 to 10 carbon atoms, or a substituted or unsubstituted amino group
- R 2 and R 3 are each independently A substituted or unsubstituted linear or branched, saturated or unsaturated alkyl group having 2 to 10 carbon atoms, a substituted or unsubstituted linear or branched, saturated or unsaturated alkoxy group having 1 to 6 carbon atoms, or a substituted or unsubstituted amino group. It may be phosphorus or a compound.
- At least one of R 1 to R 3 may be a substituted or unsubstituted saturated or unsaturated alkoxy group having 1 to 10 carbon atoms.
- At least one of R 1 to R 3 may be a substituted or unsubstituted saturated or unsaturated alkoxy group having 2 to 10 carbon atoms.
- At least one of R 1 to R 3 may be a substituted or unsubstituted saturated or unsaturated alkoxy group having 3 to 4 carbon atoms.
- At least one of R 1 to R 3 may be a substituted or unsubstituted saturated or unsaturated alkoxy group having 3 carbon atoms.
- At least one of R 1 to R 3 may be a substituted or unsubstituted alkoxy group having a saturated or unsaturated branched structure of 3 to 6 carbon atoms.
- R 1 to R 3 may be substituted or unsubstituted saturated or unsaturated alkoxy groups having 1 to 6 carbon atoms having the same structure. When R 1 to R 3 are alkoxy having the same structure, a better effect can be achieved than when they are not.
- R 1 and R 2 are substituted or unsubstituted saturated or unsaturated alkoxy groups having 1 to 6 carbon atoms having the same structure
- R 3 is a substituted or unsubstituted alkoxy group having different structures from R 1 and R 2 It may be a compound containing 3 to 6 saturated or unsaturated alkoxy groups. In the present specification, better effects can be achieved when R 1 to R 3 are all different alkoxy groups.
- R 1 to R 3 may be compounds having the same structure.
- R 1 and R 2 may have the same chemical formula, and R 3 may be a compound that has a different chemical formula independently from R 1 and R 2 . It may have a better effect than when R 1 to R 3 all have different chemical formulas.
- the precursor compound contains an alkoxy group at any one or more of R 1 to R 3 of the phosphorus ligand
- the case where it contains a branched alkoxy group rather than a linear alkoxy group has excellent thermal stability at the decomposition temperature and excellent volatility, thereby improving electrical properties. can be further improved.
- the branched alkoxy structure has a larger packing size than the linear alkoxy structure, which reduces the viscosity, which can be advantageous in the deposition process.
- the precursor compound of the present invention can significantly improve thermal stability and electrical properties compared to the conventional linear structure containing halogen in the phosphorus ligand.
- the precursor compound may be any one selected from compounds having the following structures.
- the compound may have a TGA residual amount (@400°C) of 10% or less.
- the remaining amount of TGA was determined by measuring the mass loss rate while raising the temperature to 400°C for the Mo precursor compound using thermogravimetric analysis under inert conditions, as in the method of the experimental example described below, and measuring the remaining amount of TGA (@400°C) according to the weight loss curve. ) can be measured by calculating.
- the compound may be a compound with a purity of 99% or more.
- a metal film derived from the above compound may be provided.
- a metal film derived from one or more precursor compounds for forming a metal film selected from the group consisting of compounds represented by the following formulas 1 and 2 may be provided:
- M is each independently a transition metal selected from the group consisting of Cr, Mo, W, V, Nb and Ta,
- R 1 is each independently hydrogen, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted linear or branched, saturated or unsaturated alkoxy group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkoxy group having 5 carbon atoms.
- R 2 and R 3 are each independently hydrogen, a substituted or unsubstituted alkenyl group having 2 to 10 carbon atoms, a substituted or unsubstituted linear or branched, saturated or unsaturated alkyl group having 1 to 10 carbon atoms, or a substituted or unsubstituted alkyl group.
- the metal film is a thin film containing molybdenum and may be a single film or an alloy.
- the type is not limited and may be a thin film containing molybdenum well known in the field.
- the metal film may be a single film or an alloy that can be changed depending on the type of gas input.
- the metal film may refer to a film formed of a single metal (Mo) as well as a film containing elements other than metal (MoN, MoO2).
- the metal film may be a film (thin film) containing a metal such as Mo, MoN, or MoO 2 . Additionally, the metal may be molybdenum. However, the metal film is not limited to these and may change depending on the type of gas input. That is, the metal film may be formed containing a metal such as Mo, MoN, or MoO 2 depending on the type of gas input.
- the metal film may be a Mo thin film, a MoN thin film, or a MoO 2 thin film.
- the metal film When the metal film is a Mo thin film, the metal film may contain more than 50% by weight of Mo, less than 25% by weight of carbon, less than 35% by weight of oxygen, and residual amounts of impurities when measuring the XPS surface component after forming the Mo thin film. Specifically, The Mo content may be 50% by weight or more, or 55% by weight or more.
- the remaining amount of impurities may be 10 wt% or less, 5 wt% or less, 1 wt% or less, 0.1 wt% or less, 0.09 wt% or less, or 0 wt%.
- the impurities may include P and As.
- the P and As are parts that fall off during the metal film formation process on the substrate, and may refer to parts that may remain on the substrate as impurities if some parts do not fall off during the process.
- the impurities include 5% by weight or less of P and 5% by weight of As, or less than 2.5% by weight of P and 2.5% by weight or less, or less than 0.5% by weight of P and 0.5% by weight or less, or less than 0.5% by weight of P, and As may be less than 0.05% by weight.
- the metal film When the metal film is a MoN thin film, the metal film contains more than 20% by weight of Mo, more than 25% by weight of nitrogen, less than 25% by weight of carbon, less than 30% by weight of oxygen, and residual amounts of impurities when measuring the XPS surface component after forming the MoN thin film. can do.
- the Mo content in the MoN thin film may be 25% by weight or more or 30% by weight or more.
- the impurities may be 10% by weight or less, 5% by weight or less, 1% by weight or less, 0.1% by weight or less, and 0.09% by weight or less.
- the impurities may include P and As.
- the P and As are parts that fall off during the metal film formation process on the substrate, and may refer to parts that may remain on the substrate as impurities if some parts do not fall off during the process.
- the impurities include 5% by weight or less of P and 5% by weight of As, or less than 2.5% by weight of P and 2.5% by weight or less, or less than 0.5% by weight of P and 0.5% by weight or less, or less than 0.5% by weight of P, and As may be less than 0.05% by weight.
- the surface component content can be measured according to a method well known in the field through XPS (X-ray photoelectron spectroscopy, ThermoFisher Scientific NEXSA) depth profile analysis.
- the surface component content refers to the case where the total content of components contained on the surface of the metal film is 100% by weight. Therefore, the upper limit of each component may be a content that does not exceed 100% by weight, and the sum of each component satisfies 100% by weight.
- the metal film when measuring the XPS surface component after forming the Mo thin film, the metal film contains 50% by weight to 60% by weight of Mo, 15% to 25% by weight of carbon, and 20% by weight of oxygen. It may contain up to 35% by weight and the remaining amount of impurities.
- the metal film when measuring the XPS surface component after forming the MoN thin film, the metal film contains 20% by weight to 35% by weight of Mo, 25% by weight to 45% by weight of nitrogen, and 10% by weight to 25% of carbon. % or less, 15% to 30% by weight of oxygen, and the remaining amount of impurities.
- the remaining amount of impurities means that when the total of the components is less than 100% by weight, the remaining amount is taken up to 100% by weight. Accordingly, the remaining impurity content may vary depending on the total content of the components. For example, if no impurities are present, the remaining amount of impurities may be 0% by weight. In addition, when impurities are present, the remaining impurities may be present in an amount of more than 0% by weight and less than 10% by weight, but the remaining impurity content may vary depending on the total content of the above components.
- This metal film is formed by using at least one selected from the group consisting of Formulas 1 and 2 as a precursor, so that compared to using existing precursors or precursors containing halogen, the impurity content in the thin film is small, resulting in excellent electrical properties. can be provided.
- the method of forming a metal film according to the present specification may be provided including the step of depositing the compound on a substrate, and the method is not significantly limited.
- the step of depositing a compound selected from the group consisting of the compounds represented by Formulas 1 and 2 on a substrate includes the compounds represented by Formulas 1 and 2.
- various methods using gas-phase reaction such as sputtering, CVD (Chemical Vapor Deposition), and ALD (Atomic Layer Deposition), may be used. It may include, but is not limited to, continuous or pulse injection processes, liquid injection processes, light-assisted processes, and plasma-assisted processes.
- the reducing reactant for metal formation includes hydrogen, nitrogen, ammonia, borane, diborane, triborane, silane, disilane, trisilane, or plasma thereof.
- One or more selected substances may be used, and mixtures thereof may be selected from the group consisting of them.
- the oxygen source may be one or more selected from the group consisting of oxygen, hydrogen peroxide, ozone, nitrogen monoxide, water, or plasma thereof, and may be selected from the group consisting of mixtures thereof.
- the nitrogen source one or more selected from the group consisting of ammonia, hydrazine, alkylhydrazine, dialkylhydrazine, nitrogen, or plasma thereof may be used, and mixtures thereof may be used.
- Oxygen and nitrogen sources can be used together to form an oxynitride film.
- sulfur source one or more selected from the group consisting of hydrogen sulfide, dimethyl sulfide, dimethyl disulfide, or plasma thereof may be used, and mixtures thereof may be used.
- Te and FeTe may be used, and mixtures thereof may be used.
- deposition equipment such as ALD or CVD, which is a vapor phase process, was used, and the temperature of the substrate was maintained at a constant temperature between 0 and 900°C during the process. If necessary, the canister containing the metal precursor can be cooled or heated to a temperature between -20 and 150 °C.
- the metal film forming method of the present invention may include a post-treatment process to improve electrical characteristics, and the following examples may be used as the method.
- reactant types include H 2 , N 2 , NH 3 , hydrazine, O 3 , O 2 , H 2 O, NOx, H 2 S 2 , (CH 3 ) 2 S 2 , ((CH 3 ) 3 Si) 2 Se, Te, FeTe 2 , etc. may be used.
- the reduction method of one embodiment may be performed through thermal annealing or plasma treatment in a gas atmosphere of N 2 , H 2 , ammonia, hydrazine, borane, silane, or a mixture thereof.
- the oxidation method may be performed through thermal annealing or plasma treatment in a gas atmosphere of O 2 , O 3 , H 2 O or H 2 O 2 or a mixture thereof.
- a post-treatment process may be performed after depositing the metal film.
- the post-treatment process may be performed in a temperature range between 300 and 900 °C.
- the metal film may have a thickness of 10 to 200 nm, or 50 to 150 nm. However, since the metal film thickness may vary depending on the purpose, it is not limited to the above metal film thickness numerical range.
- the film thickness may be in the range of 100 to 1,000 ⁇ , and the specific resistance may be in the range of 180 to 2,000 ⁇ cm.
- the resistivity of the metal film after annealing at a temperature of 400° C. in a hydrogen or hydrogen plasma atmosphere may be in the range of 20 to 150 ⁇ cm. That is, after depositing a metal thin film, the resistivity can be further improved through annealing.
- the resistivity of the metal film before and after annealing can be measured under the conditions of 300 K, 0.5 T, and 10 -3 mA using Hall effect measurement (Ecopia HMS-5000), respectively.
- the physical properties of the metal film can be measured using devices well known in the field, and can be analyzed using, for example, an ellipsometer, XRR, SEM, TEM, XPS, etc.
- a precursor compound for forming a metal film selected from the group consisting of compounds represented by the formulas 1 and 2, it is easy to remove reaction by-products and form a metal thin film with a low impurity content over a wide temperature range. can do.
- Molybdenum-containing compounds of Chemical Formula 1 having the structures shown in Table 1 below were prepared and used as precursor compounds in Examples 1 to 9 and Comparative Example 1.
- the decomposition temperature of each Mo precursor compound was measured in an inert atmosphere using a differential scanning calorimetry device. The higher the decomposition temperature, the higher the thermal stability, and the higher the T1/2 temperature, the higher the thermal stability.
- thermogravimetric analysis device TGA
- thermogravimetric analyzer TGA
- the mass loss rate was measured while raising the temperature to 400°C for each Mo precursor compound, and the remaining amount of TGA (@400°C) was calculated according to the weight loss curve.
- the TGA residual amount (@400°C) results of Examples 1 to 4 are shown graphically in Figure 1.
- the vapor pressure of the liquid was measured for each Mo compound using a vapor pressure measuring device.
- showerhead-type atomic layer deposition was introduced to form metal films using the precursor compounds of Examples 1 to 9 and Comparative Example 1 (Mo precursor in a liquid state at room temperature) and H 2 as a reaction gas. did.
- the metal precursor was used in a canister, and the canister was used without additional heating.
- the ALD process was performed in one cycle [Mo precursor injection - purge - reactants injection - purge], and high purity Ar was used as the purge gas (20 seconds). The cycle was repeated 1 to 500 times until a certain thickness was reached.
- the substrate used was Si or SiO 2 wafer. The temperature of the substrate was carried out at 250°C.
- the thickness and density of the thin film were measured using an ellipsometer or X-ray reflectometry (XRR).
- the film thickness was measured using an ellipsometer, and the deposition rate per cycle (GPC) ( ⁇ /cycle) was calculated.
- Sheet resistance was measured using a four point probe using a sheet resistance meter.
- the resistivity of the metal film was measured under the conditions of 300 K, 0.5 T, and 10 -3 mA using Hall effect measurement (Ecopia HMS-5000).
- the contents of Mo, N, O, P, C, As, Si, Cl, etc. in the metal film were confirmed through XPS (X-ray photoelectron spectroscopy, ThermoFisher Scientific NEXSA) depth profile analysis, and the binding energy of each element was determined. The spectrum was also checked and the content was analyzed (based on 100% by weight of total content).
- XPS X-ray photoelectron spectroscopy, ThermoFisher Scientific NEXSA
- Example 1 when comparing the examples, the effect improved further in the order of Examples 1 to 9.
- Example 1 when comparing Example 1 with Examples 2 to 9, the effect was relatively better when R 1 to R 3 did not have an aryl group than when any one of R 1 to R 3 had an aryl group. That is, due to the bulky structural characteristics of the aryl group, if any one or more of R 1 to R 3 includes an aryl group, the effect may be relatively inferior to other substituents of the examples excluding the aryl group. Therefore, Examples 2 to 9 did not contain an aryl group in the structure, and were relatively more effective than Example 1, which included an aryl group with a bulky molecular structure.
- R 1 to R 3 is a substituted or unsubstituted saturated or unsaturated alkoxy group having 1 to 10 carbon atoms
- R 1 to R 3 Example 8 which has an unsubstituted saturated alkoxy group having 2 carbon atoms, had relatively lower sheet resistance and specific resistance than Example 7, wherein all of R 1 to R 3 had methoxy groups with 1 carbon atom, showing superior effectiveness.
- Example 9 When comparing Examples 8 and 9 with different carbon atoms, Example 9 , wherein R 1 to R 3 has an unsubstituted saturated branched alkoxy group of 3 carbon atoms, has a saturated branched alkoxy group of 3 carbon atoms.
- the sheet resistance and specific resistance were relatively lower than those of Example 8 having an alkoxy group, so the effect was excellent. That is, it can be confirmed that when R 1 to R 3 have an unsubstituted saturated alkoxy group having 3 carbon atoms and a branched structure, it has a better effect than a saturated alkoxy group having 2 carbon atoms.
- Example 5 in which R 1 to R 3 is unsubstituted and has a saturated branched alkoxy group of 4 carbon atoms, is Compared to Example 4, which has an unsubstituted branched alkoxy group with 5 carbon atoms, the sheet resistance and specific resistance were relatively lower due to the smaller number of carbon atoms even though it included a branched structure in the structure, showing a good effect.
- Example 9 in which R 1 to R 3 has an unsubstituted saturated branched alkoxy group of 3 carbon atoms, has Compared to Example 5, which has an unsubstituted branched branched alkoxy group with 4 carbon atoms, the sheet resistance and specific resistance were relatively lower due to the smaller number of carbon atoms even though the branched structure was included in the structure, showing a good effect.
- Example 9 which has a branched alkoxy group of 3 carbon atoms in which R 1 to R 3 is unsubstituted, has a branched alkoxy group of 2 carbon atoms in which R 1 to R 3 are unsubstituted.
- Example 8 which has an alkoxy group, the number of carbon atoms was lower and the sheet resistance and specific resistance were relatively lower, showing good effects.
- R 1 to R 3 is a substituted or unsubstituted saturated or unsaturated alkoxy group having 3 to 6 carbon atoms
- Example 9 in which R 1 to R 3 have unsubstituted saturated branched alkoxy groups having 3 carbon atoms, has relatively higher sheet resistance and The specific resistance was lower and the effect was excellent.
- Example 7 in which R 1 to R 3 has the same structure is different from Example 1 and 2 in which any one of R 1 to R 3 has a different structure.
- the effect was excellent because the sheet resistance and specific resistance were relatively lower.
- Comparative Example 1 used a precursor compound containing a linear alkyl structure containing halogen, and even though the impurity content was low, chloride was excessively contained at more than 8% when depositing the metal film. Accordingly, Comparative Example 1 showed relatively high sheet resistance and specific resistance of the metal film compared to the Examples. Therefore, Comparative Example 1 may cause problems such as deterioration in the performance of the metal film and deterioration of the electrical properties due to high sheet resistance.
- showerhead-type atomic layer deposition was introduced, using the precursor compounds of Examples 1 to 9 and Comparative Example 1 (Mo precursor in a liquid state at room temperature) and NH 3 plasma as a reaction gas, respectively, to form metal A membrane was formed.
- the metal precursor compound was used in a canister, and the canister was used without additional heating.
- the ALD process was carried out in one cycle [Mo precursor injection - purge - reactants injection - purge], and high purity Ar was used as purge gas. The cycle was repeated 1 to 500 times until a certain thickness was reached.
- the substrate used was Si or SiO 2 wafer.
- the temperature of the substrate was carried out at 225 °C. Additionally, some selected samples are analyzed by SEM, TEM, and XPS.
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Abstract
La présente invention concerne un composé précurseur, contenant du molybdène, destiné à former un film métallique et un film métallique le mettant en œuvre, le composé précurseur ayant une excellente réactivité avec un substrat ou un gaz réactif et une volatilité élevée et pouvant former un film métallique mince ayant une faible teneur en impuretés dans une large plage de températures, en particulier, même à basse température.
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KR1020230060555A KR20230158419A (ko) | 2022-05-11 | 2023-05-10 | 금속막 형성용 전구체 화합물 및 이를 이용한 금속막 |
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WO2001066816A1 (fr) * | 2000-03-03 | 2001-09-13 | President And Fellows Of Harvard College | Sources liquides pour le depot chimique en phase vapeur de metaux du groupe 6 et de composes metalliques |
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Non-Patent Citations (4)
Title |
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ALYEA ELMER C, SONG SHUQUAN: "95Mo NMR Spectroscopic Evidence for the Weak ^-Acceptor Ability of PCI3", INORGANIC CHEMISTRY, vol. 34, no. 15, 1 July 1995 (1995-07-01), pages 3864 - 3873, XP093107729, DOI: 10.1021/ic00119a006 * |
BRATERMAN PAUL S, MILNE DAVID W, RANDALL EDWARD W, ROSENBERG EDWARD, THESIS, GLASGOW, BRATERMAN ; P S, WALKER A P, BEACH N A, GRAY: "Carbon4 3 Nuclear Magnetic Resonance Spectra of Tungsten and Molybdenum Carbonyl Derivatives", JOURNAL OF THE CHEMICAL SOCIETY, DALTON TRANSACTIONS., vol. 10, 1 January 1973 (1973-01-01), pages 1027 - 1031, XP093107732, DOI: 10.1039/DT9730001027 * |
MASTERS ANTHONY F, BOSSARD GERALD E, GEORGE ADRIAN, BROWNLEE ROBERT T C, O'CONNOR MAXWELL J, WEDD ANTHONY G.: " Applications of molybdenum-95 NMR. 8. Molybdenum(0) carbonyl derivatives of phosphines, phosphites and related ligands. ", INORGANIC CHEMISTRY, vol. 22, no. 6, 1 March 1983 (1983-03-01), pages 908 - 911, XP093107730, DOI: 10.1021/ic00148a014 * |
WATSON, I.M. ; CONNOR, J.A. ; WHYMAN, R.: "Non-crystalline chromium, molybdenum and tungsten phosphate films prepared by metal organic chemical vapour deposition", THIN SOLID FILMS, ELSEVIER, AMSTERDAM, NL, vol. 201, no. 2, 30 June 1991 (1991-06-30), AMSTERDAM, NL , pages 337 - 349, XP025775584, ISSN: 0040-6090, DOI: 10.1016/0040-6090(91)90122-E * |
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