Prosecution Insights
Last updated: August 18, 2026
Application No. 18/015,746

MONOTERPENOID AND PHENYLPROPANOID CARBONATE ESTERS AND METHODS OF THEIR MAKING AND USE AS REPELLENTS

Final Rejection §102
Filed
Jan 12, 2023
Priority
Jul 14, 2020 — provisional 63/051,723 +1 more
Examiner
COUGHLIN, MATTHEW P
Art Unit
1626
Tech Center
1600 — Biotechnology & Organic Chemistry
Assignee
Iowa State University Research Foundation Inc.
OA Round
4 (Final)
71%
Grant Probability
Favorable
5-6
OA Rounds
0m
Est. Remaining
83%
With Interview

Examiner Intelligence

Grants 71% — above average
71%
Career Allowance Rate
708 granted / 993 resolved
+11.3% vs TC avg
Moderate +12% lift
Without
With
+12.0%
Interview Lift
resolved cases with interview
Typical timeline
2y 5m
Avg Prosecution
62 currently pending
Career history
1039
Total Applications
across all art units

Statute-Specific Performance

§101
2.7%
-37.3% vs TC avg
§103
24.1%
-15.9% vs TC avg
§102
19.0%
-21.0% vs TC avg
§112
32.0%
-8.0% vs TC avg
Black line = Tech Center average estimate • Based on career data from 993 resolved cases

Office Action

§102
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 . DETAILED ACTION Claims 1, 6-8, 10, 12, 14, 16, 21 and 23-27 are pending in the application. Claims 1, 6, 7, 16, 21, 26 and 27 are rejected. Claims 8, 10, 12, 14 and 23-25 are withdrawn from further consideration. Response to Amendment / Argument Objections and rejections made in the previous Office Action have been overcome by Applicant's amendments to the claims. Therefore, arguments pertaining to these objections and rejections will not be addressed. Election/Restrictions The instant claims are being examined according to MPEP 803.02 where the search has been extended to include the species cited below under 35 USC 102. Claim Objections The third to last and second structures in claim 7 are identical. One instance should be deleted. Claim Rejections - 35 USC § 102 The following is a quotation of the appropriate paragraphs of 35 U.S.C. 102 that form the basis for the rejections under this section made in this Office action: A person shall be entitled to a patent unless – (a)(1) the claimed invention was patented, described in a printed publication, or in public use, on sale, or otherwise available to the public before the effective filing date of the claimed invention. Claim(s) 1, 6, 7 and 27 is/are rejected under 35 U.S.C. 102(a)(1) as being anticipated by Bessiere et al. J. Chem. Research (S), 1997, 304-305. The prior art teaches the following compounds on page 304: PNG media_image1.png 376 590 media_image1.png Greyscale . Compound 21 is embraced by instant formula (I) where R1 is the eighth option recited in claim 1 and R2 is C2 alkyl. The compound is embraced by instant claims 1, 6, 7 (third compound), and 27. Claim(s) 1, 6, 7, 16, 21 and 27 is/are rejected under 35 U.S.C. 102(a)(1) as being anticipated by CAS Registry No. 66113-10-8, which entered STN on November 16th, 1984. CAS Registry No. 66113-10-8 is drawn to ethyl [4-(1-methylethenyl)-1-cyclohexen-1-yl]methyl carbonate, which has the following structure: PNG media_image2.png 146 306 media_image2.png Greyscale . The compound is embraced by instant formula (I) where R1 is the eighth option recited in claim 1 and R2 is C2 alkyl. The compound is embraced by instant claims 1, 6, 7 (third compound), and 27. Regarding instant claim 16, which is drawn to a composition comprising the compound and a carrier, the CAS Registry entry includes predicted properties including mass and molar solubilities at varying pH values. MPEP 2131.02 states: A reference disclosure can anticipate a claim when the reference describes the limitations but "'d[oes] not expressly spell out' the limitations as arranged or combined as in the claim, if a person of skill in the art, reading the reference, would ‘at once envisage’ the claimed arrangement or combination.” Kennametal, Inc. v. Ingersoll Cutting Tool Co., 780 F.3d 1376, 1381, 114 USPQ2d 1250, 1254 (Fed. Cir. 2015) In this situation, a person having ordinary skill in the art in viewing the properties of the Registry entry would at once envisage a composition with the compound and water. Furthermore, the prior art is deemed to anticipate instant claim 21 since an aqueous composition could be sprayed. Claim(s) 1, 16, 21, 26 and 27 is/are rejected under 35 U.S.C. 102(a)(1) as being anticipated by Trivedi et al. Org. Lett. 2009, 11, 5650-5652. Trivedi et al. teach the following reaction on page 5651: PNG media_image3.png 176 743 media_image3.png Greyscale . The prior art teaches the following products in Table 2: PNG media_image4.png 216 691 media_image4.png Greyscale . The corresponding reactants are embraced by instant formula (I) where R1 is the third to last, first or second options recited in claim 1 (and claim 26) and R2 is C3 alkenyl (embraced by instant claim 27). Regarding instant claim 16, at least the reaction mixture is embraced by claim 16 where the solvent can be considered a carrier. Similarly, a liquid reaction composition could be sprayed according to instant claim 21. Conclusion Applicant's amendment necessitated the new ground(s) of rejection presented in this Office action. Accordingly, THIS ACTION IS MADE FINAL. See MPEP § 706.07(a). 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 MATTHEW P COUGHLIN whose telephone number is (571)270-1311. The examiner can normally be reached Monday - Friday, 10 am - 6 pm EST. 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, Renee Claytor can be reached at 571-272-8394. 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. /MATTHEW P COUGHLIN/Primary Examiner, Art Unit 1626
Read full office action

Prosecution Timeline

Show 1 earlier event
Jun 25, 2025
Non-Final Rejection mailed — §102
Sep 15, 2025
Response Filed
Oct 01, 2025
Final Rejection mailed — §102
Jan 29, 2026
Request for Continued Examination
Feb 02, 2026
Response after Non-Final Action
Feb 20, 2026
Non-Final Rejection mailed — §102
May 20, 2026
Response Filed
Jul 15, 2026
Final Rejection mailed — §102 (current)

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Study what changed to get past this examiner. Based on 5 most recent grants.

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Prosecution Projections

5-6
Expected OA Rounds
71%
Grant Probability
83%
With Interview (+12.0%)
2y 5m (~0m remaining)
Median Time to Grant
High
PTA Risk
Based on 993 resolved cases by this examiner. Grant probability derived from career allowance rate.

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