Prosecution Insights
Last updated: October 02, 2026
Application No. 18/294,243

NOVEL BISMALEIMIDE COMPOUNDS HAVING IMPROVED SOLUBILITY AND THEIR USE IN CURABLE COMPOSITIONS

Non-Final OA §112
Filed
Feb 01, 2024
Priority
Aug 02, 2021 — EU 21189164.3 +1 more
Examiner
LENIHAN, JEFFREY S
Art Unit
Tech Center
Assignee
Evonik Operations GmbH
OA Round
1 (Non-Final)
73%
Grant Probability
Favorable
1-2
OA Rounds
3m
Est. Remaining
90%
With Interview

Examiner Intelligence

Grants 73% — above average
73%
Career Allowance Rate
682 granted / 931 resolved
+13.3% vs TC avg
Strong +17% interview lift
Without
With
+16.8%
Interview Lift
resolved cases with interview
Typical timeline
2y 11m
Avg Prosecution
55 currently pending
Career history
974
Total Applications
across all art units

Statute-Specific Performance

§101
1.1%
-38.9% vs TC avg
§103
45.1%
+5.1% vs TC avg
§102
13.7%
-26.3% vs TC avg
§112
29.2%
-10.8% vs TC avg
Black line = Tech Center average estimate • Based on career data from 931 resolved cases

Office Action

§112
DETAILED ACTION 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 . In the event the determination of the status of the application as subject to AIA 35 U.S.C. 102 and 103 (or as subject to pre-AIA 35 U.S.C. 102 and 103) is incorrect, any correction of the statutory basis (i.e., changing from AIA to pre-AIA ) for the rejection will not be considered a new ground of rejection if the prior art relied upon, and the rationale supporting the rejection, would be the same under either status. Claim Objections Claim 6 is objected to because of the following informalities: Insert the word “and” before the description of species (f) in the recited Markush group. Appropriate correction is required. Claim Rejections - 35 USC § 112 The following is a quotation of 35 U.S.C. 112(b): (b) CONCLUSION.—The specification shall conclude with one or more claims particularly pointing out and distinctly claiming the subject matter which the inventor or a joint inventor regards as the invention. The following is a quotation of 35 U.S.C. 112 (pre-AIA ), second paragraph: The specification shall conclude with one or more claims particularly pointing out and distinctly claiming the subject matter which the applicant regards as his invention. Claims 1, 2, and 4-14 are rejected under 35 U.S.C. 112(b) or 35 U.S.C. 112 (pre-AIA ), second paragraph, as being indefinite for failing to particularly point out and distinctly claim the subject matter which the inventor or a joint inventor (or for applications subject to pre-AIA 35 U.S.C. 112, the applicant), regards as the invention. Regarding claim 1: Claim 1 states that R1 and R2 are selected from the group consisting of “C2-12 and alkenyl groups”. The phrase “C2-12” does not recite a type of group/structure which can be present at either variable R1 and R2; rather, phrases like C2-12 are used as descriptors to denote the number of carbon atoms present in a type of group. For example, a C2-12 heterocycle would indicate a heterocyclic group that can contain from 2 to 12 carbon atoms. Claim 1 as currently written is therefore indefinite, as it is unclear what kind of structures may fall within the scope of the phrase “C2-12”. Additionally, claim 1 states that variable R may be the structure shown below. PNG media_image1.png 61 112 media_image1.png Greyscale As written, the structure of the claimed bismaleimide is indefinite, as it is unclear whether formula (II) is intended to depict the point of attachment to the propane linking group. For instance, the top point of the structure of formula (II) could be interpreted to be the point of attachment to the rest of the compound; this would correspond to a compound wherein the structure -CHR1R2 is attached to the propane linking group. Alternatively, the top point of the structure of formula (II) could be interpreted to be a carbon atom that is part of the group R; this would correspond to a compound having the structure -CH2CHR1R2 is attached to the propane linking group. Claims 4-14 depend from claim 1 and do not correct this deficiency. The claims are therefore indefinite per the same rationale as claim 1. Regarding claim 2: Claim 2 depends from claim 1 and states that the R is a cyclohexyl group of formula (III). Similar to the discussion above with respect to formula (II) in claim 1, it is unclear whether the top point of the structure of formula (III) is intended to be the point of attachment to the rest of the compound or if it is a carbon atom. The scope of the claimed compound is therefore indefinite, as it is unclear whether the claim is intended to require the presence of a -CH2- group between cyclohexyl ring and propane linking group. Regarding claim 8: Claim 8 recites the limitation "the at least one polyimide of formula (III)" in line 2. There is insufficient antecedent basis for this limitation in the claim. Note that the parent claim recites a polyimide of formula (V), not (III). Allowable Subject Matter Claims 1, 2, and 4-14 would be allowable if rewritten or amended to overcome the rejection(s) under 35 U.S.C. 112(b) or 35 U.S.C. 112 (pre-AIA ), 2nd paragraph, set forth in this Office action. Claim 3 is objected to as being dependent upon a rejected base claim, but would be allowable if rewritten in independent form including all of the limitations of the base claim and any intervening claims. The following is a statement of reasons for the indication of allowable subject matter: The following references are relevant to the patentability of the instant claims. Ma et al, CN110437122, discloses the production of the compound 1,3-bismaleimidopropane, having the structure shown below. PNG media_image2.png 134 239 media_image2.png Greyscale Note that the propane linker of the prior art compound is not substituted with either a C3-7 cycloaliphatic ring or a branched structure as required by independent claim 1. An et al, US2016/0015832, discloses 1,3-bismaleimidopropane and a derivative thereof substituted with the group -OCH2COOH (Fig. 1: compounds 4, 9). Note that the propane linker of the prior art compound is not substituted with either a C3-7 cycloaliphatic ring or a branched structure as required by independent claim 1 Edge et al, published in Journal of Polymer Science Part A: Polymer Chemistry vol. 30, discloses the production of a substituted bismaleimidopropane compound having the structure shown below (Scheme 1). PNG media_image3.png 189 106 media_image3.png Greyscale PNG media_image4.png 84 157 media_image4.png Greyscale Note that 1) the maleimide rings are chlorinated and 2) the rings bonded to carbon #2 in the propane chain are aromatic. The prior art compound therefore does not correspond to the structure recited in independent claim 1. Musa et al, published in Journal of Polymer Science Part A-1 vol. 10 discloses bismaleimide compounds of the structure shown below, wherein R is either –(CH2)n- with n being 2, 3 or 6 or a linking group containing aromatic rings (page 320; page 321: Table I). PNG media_image5.png 107 124 media_image5.png Greyscale Musa does not teach a bismaleimide wherein the propane linking group is substituted with either a C3-C7 cycloaliphatic ring or a branched structure as required by independent claim 1. Mizori, US2018/0237668, discloses the bismaleimide having the structure shown below (0011). PNG media_image6.png 110 189 media_image6.png Greyscale Note that the prior art structure has two methyl groups bonded directly to the 2nd carbon of the propane linking group and therefore does not fall within the scope of the claimed compound. Dershem, US2008/0075965, discloses the production of maleimide groups having the structure shown below, wherein Q is generically taught to be (un)substituted hydrocarbon group(s) (¶0035). PNG media_image7.png 136 159 media_image7.png Greyscale None of the cited references teaches or fairly suggests the production of a 1, 3-bismaleimidopropane structure wherein the 2nd carbon of the propane linking group is substituted with either the C3-7 aliphatic ring or branched structure required by independent claim 1. Conclusion Any inquiry concerning this communication or earlier communications from the examiner should be directed to JEFFREY S LENIHAN whose telephone number is (571)270-5452. The examiner can normally be reached Mon.-Fri. 5:30-2:00PM. 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, Heidi Riviere Kelley can be reached at 571-270-1831. 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. /JEFFREY S LENIHAN/Primary Examiner, Art Unit 1765
Read full office action

Prosecution Timeline

Feb 01, 2024
Application Filed
Aug 19, 2026
Non-Final Rejection mailed — §112 (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

1-2
Expected OA Rounds
73%
Grant Probability
90%
With Interview (+16.8%)
2y 11m (~3m remaining)
Median Time to Grant
Low
PTA Risk
Based on 931 resolved cases by this examiner. Grant probability derived from career allowance rate.

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