Prosecution Insights
Last updated: August 16, 2026
Application No. 18/383,101

AMINE COMPOUND, CHEMICALLY AMPLIFIED RESIST COMPOSITION AND PATTERNING PROCESS

Non-Final OA §103
Filed
Oct 24, 2023
Priority
Nov 08, 2022 — JP 2022-178631
Examiner
WALKE, AMANDA C
Art Unit
Tech Center
Assignee
Shin-Etsu Chemical Co., Ltd.
OA Round
1 (Non-Final)
88%
Grant Probability
Favorable
1-2
OA Rounds
0m
Est. Remaining
97%
With Interview

Examiner Intelligence

Grants 88% — above average
88%
Career Allowance Rate
1523 granted / 1721 resolved
+28.5% vs TC avg
Moderate +9% lift
Without
With
+8.6%
Interview Lift
resolved cases with interview
Typical timeline
2y 5m
Avg Prosecution
37 currently pending
Career history
1748
Total Applications
across all art units

Statute-Specific Performance

§101
1.7%
-38.3% vs TC avg
§103
51.4%
+11.4% vs TC avg
§102
22.4%
-17.6% vs TC avg
§112
14.4%
-25.6% vs TC avg
Black line = Tech Center average estimate • Based on career data from 1721 resolved cases

Office Action

§103
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 . Claim Rejections - 35 USC § 103 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(s) 1-3 and 5-14 is/are rejected under 35 U.S.C. 103 as being unpatentable over Hatakeyama et al (9,017,922). Hatakeyama et al disclose a resist composition comprising a basic compound having a general structure similar to that of the instant formula (1). PNG media_image1.png 328 292 media_image1.png Greyscale In the formula R1 (instant XL-LA-aromatic ring), is H, straight, branched, or cyclic hydrocarbon, wherein the hydrocarbon group may contain ether, ester, sulfonic acid ester, carbonate groups. Instant RN1 is -C(R2)(R3)-C(=O)O-R4 and H, wherein n5 is 1, and RN1 is hydrocarbon comprising -O- and -C(=O)-. Examples of the groups that may represent the disclosed structure include reference -NH-C(R2)(R3)-C(=O)O-R4 (instant RN1 groups, when n5 is 1, and two RN1 groups are present) such as those below wherein onem RN1 is H, and the other is a5 carbon alkyl group comprising each of -O- and -C(=O)- (all examples include H or alkyl attached to the -C(=O)O- group). PNG media_image2.png 54 112 media_image2.png Greyscale R1 groups exemplified as examples by the reference include aryl group substituted by fluorine or fluorinated alkyl groups, and acid labile groups. Examples include substituents on adjacent carbon atoms, therefore, for example, the structures below having an alkyl group adjacent to the acid labile group could be replaced by a fluorinated alkyl group. PNG media_image3.png 76 202 media_image3.png Greyscale PNG media_image4.png 184 236 media_image4.png Greyscale PNG media_image5.png 104 230 media_image5.png Greyscale PNG media_image6.png 232 240 media_image6.png Greyscale PNG media_image7.png 250 224 media_image7.png Greyscale The preferred examples of -NH-C(R2)(R3)-C(=O)O-R4 (instant RN1 groups) as set forth in the specification and reference claim 13, include groups as described above meeting the limitations of the instant claims for RN1, comprising -O- and -C(=O)- groups in the chain. Many examples include an acid labile group in the R1 (instant XL-LA-aromatic ring group) position, and the reference specifically notes fluorine substitution. Examples below further teach compounds wherein the aryl ring may be connected to the NH group through a -C(=O)O= group (as shown in instant formula (1A) in the instant claim 3), wherein the ring includes a F atom substituent on a carbon adjacent the -C(=O)OH group (which is equivalent to the -C(=O)O-tert-butyl group wherein the H is replaced by t-butyl as seen below. PNG media_image8.png 198 220 media_image8.png Greyscale PNG media_image9.png 206 232 media_image9.png Greyscale The compound and resist of the reference would meet the limitations of the instant claims 1, 2, 3, and 5. The photoresist further includes a polymer comprising an acid labile group-containing unit having a structure meeting the limitations of the instant formulas (a1) and (a2) (also reference (a1) and (a2) as seen below; instant claim 6). PNG media_image10.png 300 318 media_image10.png Greyscale The resist polymer further comprises a unit such as (b1) or (b2) of the instant claim 7 having a phenolic -OH group (columns 97 and 98), or lactone, ether, ester, carboxylic anhydride, cyano, and/or sultone (columns 98 to 104). The reference further teaches the base polymer preferably comprises a repeat unit having an acid generating structure meeting the limitations of the instant formulas (C1), (C2), (C3), and (c4) (wherein when d is 0 the last unit meets the limitations of both (C3) and (C4); instant claim 8). PNG media_image11.png 340 308 media_image11.png Greyscale The resist further includes a solvent, a photoacid generator, surfactant, and may comprise an additional amine compound (examples, Table 1, claim 8, Table 2, 1-28, 29, 30; instant claims 9-12). The material is used in a pattern-forming method including the steps as set forth by the instant claims 13 and 14: PNG media_image12.png 112 298 media_image12.png Greyscale PNG media_image13.png 48 318 media_image13.png Greyscale Given the teachings of the reference, it would have been obvious to one of ordinary skill in the art prior to the effective filing date of the instant invention to prepare the material and compound of Hatakeyama et al, choosing as the R1 group, that as discussed above comprising an aromatic ring having an acid labile group and a fluorinated group on an adjacent carbon atom. The resultant compound would also meet the limitations of the instant claims. Allowable Subject Matter Claim 4 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 cited prior art of record fails to fairly teach or suggest to one of ordinary skill in the art to prepare a compound as set forth by the instant formula, wherein two RN1s join to form a ring as required by the instant claim 4. Conclusion The prior art made of record and not relied upon is considered pertinent to applicant's disclosure. Hatakeyama et al (11,409,194) disclose a resist composition comprising an amine compound falling within the scope of the instant formula, however the compound requires at least one iodine atom, which is excluded from the instant formula. PNG media_image14.png 204 254 media_image14.png Greyscale PNG media_image15.png 126 262 media_image15.png Greyscale PNG media_image16.png 264 216 media_image16.png Greyscale PNG media_image17.png 76 148 media_image17.png Greyscale PNG media_image18.png 90 154 media_image18.png Greyscale PNG media_image19.png 92 202 media_image19.png Greyscale PNG media_image20.png 86 184 media_image20.png Greyscale Any inquiry concerning this communication or earlier communications from the examiner should be directed to AMANDA C WALKE whose telephone number is (571)272-1337. The examiner can normally be reached Monday to Thursday 5:30am to 4pm. 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, Niki Bakhtiari can be reached at 571-272-3433. 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. /AMANDA C. WALKE/Primary Examiner, Art Unit 1722
Read full office action

Prosecution Timeline

Oct 24, 2023
Application Filed
Jul 23, 2026
Non-Final Rejection mailed — §103 (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
88%
Grant Probability
97%
With Interview (+8.6%)
2y 5m (~0m remaining)
Median Time to Grant
Low
PTA Risk
Based on 1721 resolved cases by this examiner. Grant probability derived from career allowance rate.

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