Prosecution Insights
Last updated: October 27, 2026
Application No. 18/013,841

NOVEL COMPOUND, AND ADDITIVE, ELECTROLYTE AND LITHIUM SECONDARY BATTERY WHICH COMPRISE SAME

Non-Final OA §103
Filed
Aug 07, 2023
Priority
Mar 16, 2021 — RE 10-2021-0034237 +2 more
Examiner
HOLBROOK, MIA KEILANI
Art Unit
1724
Tech Center
1700 — Chemical & Materials Engineering
Assignee
Samsung SDI Co., Ltd.
OA Round
2 (Non-Final)
50%
Grant Probability
Moderate
2-3
OA Rounds
1m
Est. Remaining
99%
With Interview

Examiner Intelligence

Grants 50% of resolved cases
50%
Career Allowance Rate
1 granted / 2 resolved
-15.0% vs TC avg
Strong +100% interview lift
Without
With
+100.0%
Interview Lift
resolved cases with interview
Typical timeline
3y 4m
Avg Prosecution
32 currently pending
Career history
42
Total Applications
across all art units

Statute-Specific Performance

§101
3.0%
-37.0% vs TC avg
§103
55.0%
+15.0% vs TC avg
§102
25.0%
-15.0% vs TC avg
§112
11.0%
-29.0% vs TC avg
Black line = Tech Center average estimate • Based on career data from 2 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 . Claim Status Claims 1-12 are pending and have been rejected to. 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. Claims 1-8 and 10-12 are rejected under 35 U.S.C. 103 as being unpatentable over U.S. Pre-Grant Publication 2022/0278368, hereinafter Morinaka and further in view of U.S. Pre-Grant Publication 2018/0248226, hereinafter Kono. Regarding claim 1, Morinaka teaches a nonaqueous electrolyte solution that comprises of a first and second additive, a nonaqueous organic solvent, and a solute (Abstract). The first additive contains a cyclic sulfonyl group (represented in formula [1]) and the second additive may be a silyl group that contains an unsaturated hydrocarbon group (represented in formulas [5-1] to [5-20]). These formulas encapsulate the claimed functional groups of the instant claim 1. The purpose of the additives in this electrolyte solution is to ‘improve high-temperature storage characteristics and low-temperature characteristics’ [0057]. However, Morinaka fails to teach the cyclic sulfonyl and silyl groups linked to each other. Kono teaches a linked additive for non-aqueous electrolyte solutions that also contains a cyclic sulfonyl group. This compound was synthesized using a halide and a reactant such as 3- hydroxysulfolane [0059] in order to link the cyclic sulfonyl group and silyl group with an oxygen (L group of claims 2-6). Similar to Morinaka, Kono teaches that the purpose of this additive is for ‘high storage stability and improving cycle characteristics and suppressing gas generation for a power storage device’ [0027]. Therefore, it would have been obvious to the ordinarily skilled artist before the effective filing date of the claimed invention to link the cyclic sulfonyl and silyl groups of Morinaka using the method of Kono in order to improve high temperature characteristics as taught by Morinaka (Abstract) and Kono ([0026-0027]). One of ordinary skill in the art would have found it obvious at the time of filing to reduce the total number of additives in a battery by linking two to form one additive because one would appreciate that doing so would decrease the number of components, simplifying the process and ensuring a more homogeneous mixture of additives due to linkage. Moreover, as Morinaka and Kono teach the unlinked and linked additives for the same purpose it would be obvious to one of ordinary skill to try the linked additives with an expectation of similar results MPEP 2143 and 2144.06. Regarding claims 2-6, Morinaka and Kono teach the compound of claim 1. Additionally, Morinaka teaches a first additive with a cyclic sulfonyl group that has four carbons in the cyclic portion (represented by Formula [1]). Attached to this cyclic group is one ether group and hydrogens wherein the silyl group can contain two methyl groups and two unsaturated alkenes (represented by Formula [5-1]). Regarding claim 7, Morinaka and Kono teach the compound of claim 1. Additionally, Morinaka teaches that this additive is in a nonaqueous electrolyte solution used in a nonaqueous electrolyte secondary battery (Abstract). Regarding claim 8, Morinaka and Kono teach the compound of claim 1. Additionally, Morinaka teaches that the nonaqueous electrolyte solutions consists of the first and second additives, a nonaqueous organic solvent, and a solute (Abstract). The solute used in this nonaqueous electrolyte solution are lithium salts, sodium salts, or a combination thereof [0176]. Regarding claim 10, Morinaka and Kono teach the compound of claim 8. Additionally, Morinaka teaches that the solute in the nonaqueous electrolyte that overlap with the instant claim 10 can be LiPF6, LiBF4, LiSbF6, LiAsF6, LiClO4, LiCF3SO3, LiC4F9SO3, LiAlO2, LiCl, LiI, or LiAlCl4, preferably LiPF6 [0176]. Regarding claim 11, Morinaka and Kono teach the compound of claim 1. Additionally, Morinaka teaches a nonaqueous electrolyte solution secondary battery that comprises of the nonaqueous electrolyte solution, a positive electrode that consists of a positive electrode active material, a negative electrode that consists of a negative electrode active material, and a separator ([0192], [0193], and [0221]). Regarding claim 12, Morinaka and Kono teach the compound of claim 11. Additionally, Morinaka teaches that the nonaqueous electrolyte solution consists of the first and second additives that make up the compound of instant claim 1. Claim 9 is rejected under 35 U.S.C. 103 as being unpatentable over Morinaka and Kono as applied to claim 8 above, and further in view of U.S. Pre-Grant Publication 2004/0214091, hereinafter Lim. Regarding claim 9, Morinaka and Kono teach a nonaqueous electrolyte solution that comprises of a first and second additive, a nonaqueous organic solvent, and a solute (Morinaka, Abstract). The first additive contains a cyclic sulfonyl group (Morinaka, represented in formula [1]) and a silyl group that contains an unsaturated hydrocarbon group (Morinaka, represented in formulas [5-1] to [5-20]). These additives are linked using the method of Kono [0059]. However, Morinaka and Kono fail to explicitly teach the compound having a weight percent of 0.001 wt% to about 20 wt%, with respect to the total weight of the electrolyte. Lim teaches an electrolyte of a lithium battery that includes a non-aqueous organic solvent, a lithium salt, and a compound additive such as a sulfone-based compound, a carbonate-based compound, and a sulfoxide compound that substantially include aromatic hydrocarbon groups (Lim, abstract). The compound additive is added in an amount of 0.1 to 50 wt % based on the total amount of electrolyte. This addition effect is not realized sufficiently when the compound is used in an amount of less than 0.1 wt%, and the cycle life characteristics of the battery are decreased when the compound is used in an amount exceeding 50 wt % (Lim, [0038]). Therefore, the amount of additive is an art recognized result effective variable. Therefore, it would have been obvious to someone of the ordinary skill in the art before the effective filing date of the claimed invention to have optimized the amount of Morinaka and Kono’s additive in order to improve the cycle life characteristics as taught by Lim. In optimizing the additive amount, one would arrive at the claimed relationship, barring evidence to criticality or unexpected results. Moreover, in the case where the claimed ranges "overlap or lie inside ranges disclosed by the prior art" a prima facie case of obviousness exists (MPEP 2144.05). Response to Arguments Applicant's arguments filed June 23, 2026 have been fully considered but they are not persuasive. Regarding the 35 U.S.C. 103 rejection of claims 1-8 and 10-12, Morinaka teaches that the R groups represented by general formula 5 are methyl or ethyl groups and are attributed to output characteristics such as improved high temperature cycle characteristics and high temperature storage characteristics without increasing the internal resistance upon the formation of a film on an electrode [0161]. Therefore, linking the cyclic sulfonyl group and silyl groups of Morinaka using the method of Kono to produce the compound of instant claim 6 would still result in high storage characteristics due to the presence of the ethyl and methyl groups. This modified first additive of Morinaka can be used in combination with at least one of the second additive of Morinaka represented by formulas 2-4 (Abstract) in order to further improve high temperature characteristics ([0098], [0123], and [0148]). Additionally, Kono states the general compound represented by formula 1 is synthesized by reacting a halide with 3-hydroxysulfolane [0059]. This concept taught by Kono of reacting a halide with the alcohol group of 3-hydroxysulfolane can be applied to Morinaka because the same starting material of 3-hydroxysulfolane is taught [0073-0075] and would react with the compound represented by formula 5 due to the fact that the R groups of formula 5 can be saturated or unsaturated methyl or ethyl groups that may have a fluorine atom ([0159] and [0161]). It would be obvious to choose from the finite number of options described for the R group of formula 5 with an expectation that each material in the list would perform its function and is therefore described as art recognized equivalent for that purpose, barring evidence to the contrary (MPEP 2143). 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 Mia K Holbrook whose telephone number is (571)272-9253. The examiner can normally be reached Monday - Friday 7:30-5. 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, Miriam Stagg can be reached at (571) 270-5256. 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. /M.K.H./Examiner, Art Unit 1724 /BRIAN R OHARA/Examiner, Art Unit 1724
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Prosecution Timeline

Aug 07, 2023
Application Filed
Apr 02, 2026
Non-Final Rejection mailed — §103
Jun 23, 2026
Response Filed
Aug 10, 2026
Final Rejection mailed — §103
Sep 23, 2026
Response after Non-Final Action

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Prosecution Projections

2-3
Expected OA Rounds
50%
Grant Probability
99%
With Interview (+100.0%)
3y 4m (~1m remaining)
Median Time to Grant
Moderate
PTA Risk
Based on 2 resolved cases by this examiner. Grant probability derived from career allowance rate.

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