Prosecution Insights
Last updated: October 02, 2026
Application No. 18/609,273

ELECTRON-WITHDRAWING FUNCTIONAL GROUPS ON SI-CHALCOGEN PRECURSORS

Final Rejection §103
Filed
Mar 19, 2024
Examiner
DINKE, BITEW A
Art Unit
4100
Tech Center
4100
Assignee
National University of Singapore
OA Round
2 (Final)
73%
Grant Probability
Favorable
3-4
OA Rounds
0m
Est. Remaining
85%
With Interview

Examiner Intelligence

Grants 73% — above average
73%
Career Allowance Rate
572 granted / 785 resolved
+12.9% vs TC avg
Moderate +12% lift
Without
With
+12.4%
Interview Lift
resolved cases with interview
Typical timeline
2y 3m
Avg Prosecution
56 currently pending
Career history
816
Total Applications
across all art units

Statute-Specific Performance

§101
1.6%
-38.4% vs TC avg
§103
65.8%
+25.8% vs TC avg
§102
8.1%
-31.9% vs TC avg
§112
11.8%
-28.2% vs TC avg
Black line = Tech Center average estimate • Based on career data from 785 resolved cases

Office Action

§103
Notice of Pre-AIA or AIA Status The present application, filed on or after March 16, 2013, is being examined under the first inventor to file provisions of the AIA . Response to Arguments Applicant’s arguments with respect to claim(s) 1 and 15 have been considered but are moot because the new ground of rejection does not rely on any reference applied in the prior rejection of record for any teaching or matter specifically challenged in the argument. Specification Amendment to the Specification filed on 09/03/2026 has been reviewed and entered. Claim Rejections - 35 USC § 103 The following is a quotation of 35 U.S.C. 103 which forms the basis for all obviousness rejections set forth in this Office action: A patent for a claimed invention may not be obtained, notwithstanding that the claimed invention is not identically disclosed as set forth in section 102, if the differences between the claimed invention and the prior art are such that the claimed invention as a whole would have been obvious before the effective filing date of the claimed invention to a person having ordinary skill in the art to which the claimed invention pertains. Patentability shall not be negated by the manner in which the invention was made. Claim(s) 1-2, 4-8, 10-11, 13-16, 18-21, and 23 are rejected under 35 U.S.C. 103 as being unpatentable over Barik et al. (U.S. 2022/0230874 A1, hereinafter refer to Barik) in view of Biteau et al. (U.S. 2006/0275627 A1, hereinafter refer to Biteau). Regarding Claim 1: Barik discloses a method of depositing a film (see Barik, Fig.1 as shown below and ¶ [0001]), the method comprising: PNG media_image1.png 595 469 media_image1.png Greyscale exposing a substrate to a silicon-chalcogen precursor comprising a chalcogen and an electron withdrawing group (note: thiosilane such as —SCF3 includes chalcogen S and electron withdrawing group F3, selinosilane such as —SeCF3 includes chalcogen Se and electron withdrawing group F3 and tellurosilane such as —TeCF3 includes chalcogen Te and electron withdrawing group F3) (see Barik, Fig.1 as shown above, ¶ [0038], ¶ [0042], and ¶ [0044]); and exposing the substrate to a reactant to form a silicon nitride (SixNy) film, a silicon oxide (SiOx) film, or a silicon oxynitride (SiOxNz) film on the substrate (see Barik, Fig.1 as shown above, ¶ [0007], and ¶ [0032]). Barik is silent upon explicitly disclosing wherein the electron withdrawing group comprises one or more of fluorinated or perfluorinated alkyl groups having the general formula (II) CnF2n+1, wherein n is an integer in a range of from 2 to 10, fluorinated or perfluorinated alkyl groups having the general formula (III) CnH2nCF3, wherein n is an integer in a range of from 1 to 10, nitro (NO₂), nitrile (CN), nitroso (NO), and SO₂CF₃. For support see Biteau, which teaches wherein the electron withdrawing group comprises one or more of fluorinated or perfluorinated alkyl groups having the general formula (II) CnF2n+1, wherein n is an integer in a range of from 2 to 10, fluorinated or perfluorinated alkyl groups having the general formula (III) CnH2nCF3, wherein n is an integer in a range of from 1 to 10, nitro (NO₂), nitrile (CN), nitroso (NO), and SO₂CF₃ (see Biteau, abstract, ¶ [0001]- ¶ [0004], ¶ [0062]- ¶ [0070], and ¶ [0094]). Thus, it would have been obvious to one of ordinary skill in the art before effective filing date of the claimed invention to combine the teachings of Barik and Biteau to enable the known precursor silane as taught by Biteau in order to obtain a multi-layer stack of dielectric materials that exhibiting no loss of adhesion as a result of degradation under the effect of UV radiation. Regarding Claim 2: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein the chalcogen comprises one or more of a thiosilane, a selenosilane, and a tellurosilane (see Barik, Fig.1 as shown above and ¶ [0033]). Regarding Claim 4: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein the silicon-chalcogen precursor comprises a structure of general formula (I) PNG media_image2.png 122 171 media_image2.png Greyscale (I) wherein Y is selected from the group consisting of oxygen (O), sulfur (S), selenium (Se), and tellurium (Te), and Z is the electron withdrawing group (see Barik, Fig.1 as shown above, ¶ [0036], and ¶ [0038]). Regarding Claim 5: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein the silicon-chalcogen precursor comprises one or more of —SCnF2n+1 (—SCF3), wherein n is an integer in a range of from 2 to 10, SCnH2nCF3, wherein n is an integer in a range of from 1 to 10, —SNO2, —SCN, SSO2CF3, —OCnF2n+1, wherein n is an integer in a range of from 2 to 10, OCnH2nCF3, wherein n is an integer in a range of from 1 to 10, —ONO2, —OCN, OSO2CF3, —SeCnF2n+1, wherein n is an integer in a range of from 2 to 10, SeCnH2nCF3, wherein n is an integer in a range of from 1 to 10, —SeNO2, —SeCN, —SeSO2CF3, —TeCnF2n+1, wherein n is an integer in a range of from 2 to 10, TeCnH2nCF3, wherein n is an integer in a range of from 1 to 10, —TeNO2, —TeCN, and TeSO2CF3 (see Biteau, abstract, ¶ [0001]- ¶ [0004], ¶ [0062]- ¶ [0070], and ¶ [0094]). Regarding Claim 6: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein the substrate is exposed to the silicon-chalcogen precursor at a temperature in a range of from 100° C. to 400° C (see Barik, Fig.1 as shown above and ¶ [0056]- ¶ [0057]). Regarding Claim 7: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein the method comprises one or more of chemical vapor deposition or atomic layer deposition (see Barik, Fig.1 as shown above and ¶ [0015]). Regarding Claim 8: Barik as modified teaches a method of depositing a film as set forth in claim 7 as above. The combination of Barik and Biteau further teaches wherein the substrate is exposed to the silicon-chalcogen precursor and the reactant simultaneously (see Barik, Fig.1 as shown above and ¶ [0058]). Regarding Claim 10: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein purging the substrate of the silicon-chalcogen precursor prior to exposing the substrate to the reactant (see Barik, Fig.1 as shown above and ¶ [0047]). Regarding Claim 11: Barik as modified teaches a method of depositing a film as set forth in claim 10 as above. The combination of Barik and Biteau further teaches wherein purging comprises one or more of applying a vacuum or flowing a purge gas over the substrate (see Barik, Fig.1 as shown above and ¶ [0047]). Regarding Claim 13: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein the reactant (any reducing agent known of to one of skill in the art) comprises one or more of dimethylhydrazine (DMH), alkyl amine, hydrazine, alkyl hydrazine, allyl hydrazine, ammonia (NH3), nitrous oxide (N2O), oxygen (O2), ozone (O3), hydrogen peroxide (H2O2), water (H2O), and an oxaziridine (see Barik, Fig.1 as shown above and ¶ [0048]- ¶ [0049]). Regarding Claim 14: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein the film is substantially free of halogen (see Barik, Fig.1 as shown above and ¶ [0019]). Regarding Claim 15: Barik discloses a method of depositing a halogen-free film (see Barik, Fig.1 as shown above and ¶ [0019]), the method comprising: forming one or more of a silicon nitride (SixNy) film, a silicon oxide (SiOx) film, or a silicon oxynitride (SiOxNz) film in a process cycle comprising sequential exposure of a substrate to a silicon-chalcogen precursor, purge gas, a reactant, and purge gas, the silicon-chalcogen precursor comprising a chalcogen and an electron withdrawing group (note: thiosilane such as —SCF3 includes chalcogen S and electron withdrawing group F3, selinosilane such as —SeCF3 includes chalcogen Se and electron withdrawing group F3 and tellurosilane such as —TeCF3 includes chalcogen Te and electron withdrawing group F3) (see Barik, Fig.1 as shown above, ¶ [0038], ¶ [0042], ¶ [0044], and ¶ [0058]). Barik is silent upon explicitly disclosing wherein an electron withdrawing group comprising one or more of fluorinated or perfluorinated alkyl groups having the general formula (II) CnF2n+1, wherein n is an integer in a range of from 2 to 10, fluorinated or perfluorinated alkyl groups having the general formula (I1) CnH2nCF3, wherein n is an integer in a range of from 1 to 10, nitro (NO2), nitrile (CN), nitroso (NO), and SO2CF3. For support see Biteau, which teaches wherein an electron withdrawing group comprising one or more of fluorinated or perfluorinated alkyl groups having the general formula (II) CnF2n+1, wherein n is an integer in a range of from 2 to 10, fluorinated or perfluorinated alkyl groups having the general formula (I1) CnH2nCF3, wherein n is an integer in a range of from 1 to 10, nitro (NO2), nitrile (CN), nitroso (NO), and SO2CF3 (see Biteau, abstract, ¶ [0001]- ¶ [0004], ¶ [0062]- ¶ [0070], and ¶ [0094]). Thus, it would have been obvious to one of ordinary skill in the art before effective filing date of the claimed invention to combine the teachings of Barik and Biteau to enable the known precursor silane as taught by Biteau in order to obtain a multi-layer stack of dielectric materials that exhibiting no loss of adhesion as a result of degradation under the effect of UV radiation. Regarding Claim 16: Barik as modified teaches a method of depositing a halogen-free film as set forth in claim 15 as above. The combination of Barik and Biteau further teaches wherein the chalcogen comprises one or more of a thiosilane, a selenosilane, and a tellurosilane (see Barik, Fig.1 as shown above and ¶ [0033]). Regarding Claim 18: Barik as modified teaches a method of depositing a halogen-free film as set forth in claim 15 as above. The combination of Barik and Biteau further teaches wherein the silicon-chalcogen precursor comprises a structure of general formula (I) PNG media_image2.png 122 171 media_image2.png Greyscale (I) wherein Y is selected from the group consisting of oxygen (O), sulfur (S), selenium (Se), and tellurium (Te), and Z is the electron withdrawing group (see Barik, Fig.1 as shown above, ¶ [0036], and ¶ [0038]). Regarding Claim 19: Barik as modified teaches a method of depositing a halogen-free film as set forth in claim 15 as above. The combination of Barik and Biteau further teaches wherein the silicon-chalcogen precursor comprises one or more of —SCnF2n+1 (—SCF3), wherein n is an integer in a range of from 2 to 10, SCnH2nCF3, wherein n is an integer in a range of from 1 to 10, —SNO2, —SCN, SSO2CF3, —OCnF2n+1, wherein n is an integer in a range of from 2 to 10, OCnH2nCF3, wherein n is an integer in a range of from 1 to 10, —ONO2, —OCN, OSO2CF3, —SeCnF2n+1, wherein n is an integer in a range of from 2 to 10, SeCnH2nCF3, wherein n is an integer in a range of from 1 to 10, —SeNO2, —SeCN, —SeSO2CF3, —TeCnF2n+1, wherein n is an integer in a range of from 2 to 10, TeCnH2nCF3, wherein n is an integer in a range of from 1 to 10, —TeNO2, —TeCN, and TeSO2CF3 (see Biteau, abstract, ¶ [0001]- ¶ [0004], ¶ [0062]- ¶ [0070], and ¶ [0094]). Regarding Claim 20: Barik as modified teaches a method of depositing a halogen-free film as set forth in claim 15 as above. The combination of Barik and Biteau further teaches wherein the reactant (any reducing agent known of to one of skill in the art) comprises one or more of dimethylhydrazine (DMH), alkyl amine, hydrazine, alkyl hydrazine, allyl hydrazine, ammonia (NH3), nitrous oxide (N2O), oxygen (O2), ozone (O3), hydrogen peroxide (H2O2), water (H2O), and an oxaziridine (see Barik, Fig.1 as shown above and ¶ [0048]- ¶ [0049]). Regarding Claim 21: Barik as modified teaches a method of depositing a film as set forth in claim 1 as above. The combination of Barik and Biteau further teaches wherein the reactant comprises one or more of tert-butyl amine (tBuNH2), isopropyl amine (iPrNH2), ethylamine (CH3CH2NH2), diethylamine ((CH3CH2)2NH), or a compound with the formula R'NH2, R'2NH, R'3N, R'2SiNH2, (R'3Si)2NH, or (R'3Si)3N, wherein R' is selected from the group consisting of H or an alkyl group having from 1-12 carbon atoms (see Barik, Fig.1 as shown above and ¶ [0048]- ¶ [0049]). Regarding Claim 23: Barik as modified teaches a method of depositing a halogen-free film as set forth in claim 15 as above. The combination of Barik and Biteau further teaches wherein the reactant comprises one or more of tert-butyl amine (tBuNH2), isopropyl amine (iPrNH2), ethylamine (CH3CH2NH2), diethylamine ((CH3CH2)2NH), or a compound with the formula R'NH2, R'2NH, R'3N, R'2SiNH2, (R'3Si)2NH, or (R'3Si)3N, wherein R' is selected from the group consisting of H or an alkyl group having from 1-12 carbon atoms (see Barik, Fig.1 as shown above and ¶ [0048]- ¶ [0049]). Claim(s) 22 and 24 are rejected under 35 U.S.C. 103 as being unpatentable over Barik et al. (U.S. 2022/0230874 A1, hereinafter refer to Barik) and Biteau et al. (U.S. 2006/0275627 A1, hereinafter refer to Biteau) as applied to claims 1 and 15 above, and further in view of Barik et al. (U.S. 2022/0406595 A1, hereinafter refer to Barik ‘595). Regarding Claim 22: Barik as modified teaches a method of depositing a film as applied to claim 1 above. The combination of Barik and Biteau is silent upon explicitly disclosing wherein the reactant comprises a compound with the general formula: PNG media_image3.png 94 191 media_image3.png Greyscale R1 where R1, R2 and R3 are independently selected from H, SO2NO2, nitrile (CN), C1-C8 alkyl, C1-C8 perfluoroalkyl, pyridine, aryl, substituted aryl, perfluoroaryl,SO2-NO2 substituted aryl, or R2 and R3 are combined to form a carbonyl. In some embodiments, R1, R2 and R3 are independently selected from C1-C6 alkyl, C1-C6 perfluoroalkyl, C1-C4 alkyl, or C1-C6 perfluoroalkyl. For support see Barik ‘595, which teaches wherein the reactant comprises a compound with the general formula: PNG media_image3.png 94 191 media_image3.png Greyscale R1 where R1, R2 and R3 are independently selected from H, SO2NO2, nitrile (CN), C1-C8 alkyl, C1-C8 perfluoroalkyl, pyridine, aryl, substituted aryl, perfluoroaryl,SO2-NO2 substituted aryl, or R2 and R3 are combined to form a carbonyl. In some embodiments, R1, R2 and R3 are independently selected from C1-C6 alkyl, C1-C6 perfluoroalkyl, C1-C4 alkyl, or C1-C6 perfluoroalkyl (see Barik ‘595, ¶ [0045]- ¶ [0050]). The combination of Barik and Biteau teaches the claimed invention except for the material of oxaziridine reactant. Thus, it would have been obvious to one having ordinary skill in the art before effective filing date of the claimed invention to combine the teachings of Barik, Biteau, and Barik ‘595 to enable the known oxaziridine as alternative to the Barik’s reactant as taught by Barik ‘595 during deposition of silicon containing film, since it has been held to be within the general skill of a worker in the art to select a known material on the base of its suitability, for its intended use involves only ordinary skill in the art. In re Leshin, 125 USPQ 416. Regarding Claim 24: Barik as modified teaches a method of depositing a halogen-free film as applied to claim 15 above. The combination of Barik and Biteau is silent upon explicitly disclosing wherein the reactant comprises a compound with the general formula: PNG media_image4.png 125 208 media_image4.png Greyscale R1 of where R1, R2 and R3 are independently selected from H, SO2NO2, nitrile (CN), C1-C8 alkyl, C1-C8 perfluoroalkyl, pyridine, aryl, substituted aryl, perfluoroaryl, SO2-NO2 substituted aryl, or R2 and R3 are combined to form a carbonyl. In some embodiments, R1, R2 and R3 are independently selected from C1-C6 alkyl, C1-C6 perfluoroalkyl, C1-C4 alkyl, or C1-C6 perfluoroalkyl. For support see Barik ‘595, which teaches wherein the reactant comprises a compound with the general formula: PNG media_image4.png 125 208 media_image4.png Greyscale R1 of where R1, R2 and R3 are independently selected from H, SO2NO2, nitrile (CN), C1-C8 alkyl, C1-C8 perfluoroalkyl, pyridine, aryl, substituted aryl, perfluoroaryl, SO2-NO2 substituted aryl, or R2 and R3 are combined to form a carbonyl. In some embodiments, R1, R2 and R3 are independently selected from C1-C6 alkyl, C1-C6 perfluoroalkyl, C1-C4 alkyl, or C1-C6 perfluoroalkyl (see Barik ‘595, ¶ [0045]- ¶ [0050]). The combination of Barik and Biteau teaches the claimed invention except for the material of oxaziridine reactant. Thus, it would have been obvious to one having ordinary skill in the art before effective filing date of the claimed invention to combine the teachings of Barik, Biteau, and Barik ‘595 to enable the known oxaziridine as alternative to the Barik’s reactant as taught by Barik ‘595 during deposition of silicon containing film, since it has been held to be within the general skill of a worker in the art to select a known material on the base of its suitability, for its intended use involves only ordinary skill in the art. In re Leshin, 125 USPQ 416. Conclusion THIS ACTION IS MADE FINAL. Applicant is reminded of the extension of time policy as set forth in 37 CFR 1.136(a). A shortened statutory period for reply to this final action is set to expire THREE MONTHS from the mailing date of this action. In the event a first reply is filed within TWO MONTHS of the mailing date of this final action and the advisory action is not mailed until after the end of the THREE-MONTH shortened statutory period, then the shortened statutory period will expire on the date the advisory action is mailed, and any nonprovisional extension fee (37 CFR 1.17(a)) pursuant to 37 CFR 1.136(a) will be calculated from the mailing date of the advisory action. In no event, however, will the statutory period for reply expire later than SIX MONTHS from the mailing date of this final action. Any inquiry concerning this communication or earlier communications from the examiner should be directed to BITEW A DINKE whose telephone number is (571)272-0534. The examiner can normally be reached M-F 7 a.m. - 5 p.m.. Examiner interviews are available via telephone, in-person, and video conferencing using a USPTO supplied web-based collaboration tool. To schedule an interview, applicant is encouraged to use the USPTO Automated Interview Request (AIR) at http://www.uspto.gov/interviewpractice. If attempts to reach the examiner by telephone are unsuccessful, the examiner’s supervisor, Davienne Monbleau can be reached at (571)272-1945. The fax phone number for the organization where this application or proceeding is assigned is 571-273-8300. Information regarding the status of published or unpublished applications may be obtained from Patent Center. Unpublished application information in Patent Center is available to registered users. To file and manage patent submissions in Patent Center, visit: https://patentcenter.uspto.gov. Visit https://www.uspto.gov/patents/apply/patent-center for more information about Patent Center and https://www.uspto.gov/patents/docx for information about filing in DOCX format. For additional questions, contact the Electronic Business Center (EBC) at 866-217-9197 (toll-free). If you would like assistance from a USPTO Customer Service Representative, call 800-786-9199 (IN USA OR CANADA) or 571-272-1000. /BITEW A DINKE/Primary Examiner, Art Unit 2812
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Prosecution Timeline

Mar 19, 2024
Application Filed
Jun 08, 2026
Non-Final Rejection mailed — §103
Sep 03, 2026
Response Filed
Sep 16, 2026
Final Rejection mailed — §103 (current)

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Prosecution Projections

3-4
Expected OA Rounds
73%
Grant Probability
85%
With Interview (+12.4%)
2y 3m (~0m remaining)
Median Time to Grant
Moderate
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