Prosecution Insights
Last updated: October 02, 2026
Application No. 18/281,219

COMPOSITE CHROMOGENIC COMPOSITIONS AND APPLICATIONS THEREOF

Final Rejection §102§103
Filed
Sep 08, 2023
Priority
Mar 10, 2021 — provisional 63/158,929 +1 more
Examiner
AHVAZI, BIJAN
Art Unit
1763
Tech Center
1700 — Chemical & Materials Engineering
Assignee
The University of North Carolina at Charlotte
OA Round
2 (Final)
63%
Grant Probability
Moderate
3-4
OA Rounds
0m
Est. Remaining
99%
With Interview

Examiner Intelligence

Grants 63% of resolved cases
63%
Career Allowance Rate
773 granted / 1223 resolved
-1.8% vs TC avg
Strong +47% interview lift
Without
With
+47.3%
Interview Lift
resolved cases with interview
Typical timeline
2y 9m
Avg Prosecution
63 currently pending
Career history
1289
Total Applications
across all art units

Statute-Specific Performance

§101
0.8%
-39.2% vs TC avg
§103
46.0%
+6.0% vs TC avg
§102
21.1%
-18.9% vs TC avg
§112
21.9%
-18.1% vs TC avg
Black line = Tech Center average estimate • Based on career data from 1223 resolved cases

Office Action

§102 §103
DETAILED ACTION 1. The present application, filed on or after March 16, 2013, is being examined under the first inventor to file provisions of the AIA . 2. This Office Action is responsive to the amendment filed on 06/23/2026. 3. Claims 1-19, 28-32, 34 are pending. Claims 1-18 are under examination on the merits. Claims 20-27, 33, 35-25 are previously cancelled. Claims 19, 28-32, 34 are withdrawn to a non-elected invention from further consideration. 4. The objections and rejections not addressed below are deemed withdrawn. 5. Applicant's arguments filed 06/23/2026 have been fully considered but they are not persuasive, thus claims 1-18 stand rejected as set forth in Office action dated 12/23/2025 and further discussed in the Response to Arguments below. Claim Rejections - 35 USC § 102 6. 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. 7. Claims 1-4,11,18 are rejected under 35 U.S.C. 102(a)(1) as being anticipated by Shah et al. (Viologen-Based Electrochromic Materials: From Small Molecules, Polymers and Composites to Their Applications, hereinafter “Shah”). Regarding claim 1: Shah discloses a composite composition (Page 12, viologen based composite materials, 3rd para) comprising: one or more chromogenic (Page 12, 3rd para, chromophore) thiazolothiazoles (Page 6, structure labeled MV2; Page 6, 1st para, thiazolothiazole bridged viologens MV2) and viologen derivative MV2+ contained in an aqueous-based (Page 16, Fig. 15 showing the viologen in an aqueous solution in the device) polyelectrolyte matrix (Page 19, 2nd para, gel/ionic liquid based electrolytes were successfully employed; Page 2, Fig. 1, showing the basic scheme of the electrochromic device wherein the viologen is contained in between the electrodes; Page 5, 2nd para, single layer all in one ECO with a polymer gel electrolyte). PNG media_image1.png 144 306 media_image1.png Greyscale Regarding claim 2: Shah discloses the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles are soluble in the aqueous-based polyelectrolyte matrix (Page 3, 2nd para, bipyridilium viologens are soluble in the colorless state). Regarding claim 3: Shah discloses the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles include a thiazolo(5,4-d)thiazole heterocycle structure (Page 6, Fig. 5, structure labeled MV2). Regarding claim 4: Shah discloses the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles comprise at least two pyridinium moieties (Page 6, Fig 5, structures of various viologen derivatives with a bridging group or a spacer between two pyridyl groups). Regarding claim 11: Shah discloses the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles are symmetric (Page 6, Fig. 5, structure labeled MV2). Regarding claim 18: Shah discloses the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles are at least one of electrochromic, electrofluorochromic, and photochromic (Page 18, 2nd para, electrochromism using Type II material which is a thiazolothiazole as in examples shown in Figure 5). PNG media_image2.png 436 950 media_image2.png Greyscale Claim Rejections - 35 USC § 103 8. 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. 9. Claims 5-10 are rejected under 35 U.S.C. 103 as being unpatentable over Shah et al. (Viologen-Based Electrochromic Materials: From Small Molecules, Polymers and Composites to Their Applications, hereinafter “Shah”) as applied to claim 1 above, and further in view of Zhi et al. (US Pub. No. 2020/0328479 A1, hereinafter “Zhi”). Regarding claim 5: The disclosure of Shah is adequately set forth in paragraph 7 above and is incorporated herein by reference. Shah does not expressly teach the aqueous-based polyelectrolyte matrix comprises a hydrogel. However, Zhi teaches an energy storage device (Page 1, [0001]) that has an active layer between two electrodes (Page 2, [0044], Fig. 1, part labeled 106 sandwiched between electrodes labeled 102 and 104; Page 3, [0091]); wherein the electrolyte is a polymer electrolyte (Page 4, [0100], polymeric electrolyte) wherein the polymeric electrolyte is a hydrogel (Page 2, [0047], hydrogel electrolyte for use in device) with benefit of providing a highly flexible polymeric electrolyte, which may be used in different energy conversion and storage devices (Page 3, [0089]). PNG media_image3.png 470 578 media_image3.png Greyscale In an analogous art of the gel electrolyte in the making of energy storage device, and in the light of such benefit before the effective filing date of the claimed invention, it would have been obvious to a person of ordinary skill in the art to modify the aqueous-based polyelectrolyte matrix by Shah , so as to include the aqueous-based polyelectrolyte matrix comprises a hydrogel as taught by Zhi, and would have been motivated to do so with reasonable expectation that this would result in providing a highly flexible polymeric electrolyte, which may be used in different energy conversion and storage devices as suggested by Zhi (Page 3, [0089]). Regarding claim 6: Shah teaches the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles are soluble in the aqueous-based phase of the hydrogel (Page 6, 2nd para, bipyridinium viologens are soluble in the colorless state). Regarding claim 7: Shah teaches the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles are incorporated into polyelectrolyte of the hydrogel (Page 10, 2nd para, method of integration of viologens into the polymer main chain). Regarding claim 8: Shah teaches the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles are incorporated into the polyelectrolyte backbone (Page 10, 2nd para, method of integration of viologens into the polymer main chain). Regarding claim 9: Shah teaches the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles are incorporated as side chains of the polyelectrolyte (Page 9, 2nd para, incorporation of the viologen units to the side chain as a pendant). Regarding claim 10: Shah teaches the composite composition (Page 12, viologen based composite materials, 3rd para), wherein the one or more chromogenic thiazolothiazoles are crosslinkers in the hydrogel (Page 9, 3rd para, thiophene backbone can be crosslinked with the viologens). 10. Claim 12 is rejected under 35 U.S.C. 103 as being unpatentable over Shah et al. (Viologen-Based Electrochromic Materials: From Small Molecules, Polymers and Composites to Their Applications, hereinafter “Shah”) as applied to claim 1 above, and further in view of Sayresmith et al. (Photostable Voltage-Sensitive Dyes Based on Simple, Solvatofluorochromic, Asymmetric Thiazolothiazoles, J. Am. Chem. Soc. 2019, 141, 18780−18790, hereinafter “Sayresmith”). Regarding claim 12: The disclosure of Shah is adequately set forth in paragraph 7 above and is incorporated herein by reference. Shah does not expressly teach the one or more chromogenic thiazolothiazoles are asymmetric. However, Sayresmith teaches the use of asymmetric thiazolothiazoles as solvato fluorochromic voltage sensitive dyes (Page 18780, title) for use as light harvesting dyes (Page 18780, right Col., lines 1-8) with benefit of providing the asymmetric thiazolo[5,4-d]thiazole TTz derivatives to exhibit strong solvatofluorochromism with Stokes shifts between 0.269 and 0.750 eV (2270 and 6050 cm−1) and transition dipole moments (Δμ = 13−18 D) that are among the highest reported for push−pull dyes (Page 18780, Abstract, lines 10-13). PNG media_image4.png 204 302 media_image4.png Greyscale In an analogous art of the composite chromogenic composition, and in the light of such benefit before the effective filing date of the claimed invention, it would have been obvious to a person of ordinary skill in the art to modify the chromogenic thiazolothiazoles by Shah, so as to include the one or more asymmetric chromogenic thiazolothiazoles as taught by Sayresmith, and would have been motivated to do so with reasonable expectation that this would result in providing the asymmetric thiazolo[5,4-d]thiazole (TTz) derivatives to exhibit strong solvatofluorochromism with Stokes shifts between 0.269 and 0.750 eV (2270 and 6050 cm−1) and transition dipole moments (Δμ = 13−18 D) that are among the highest reported for push−pull dyes as suggested by Sayresmith (Page 18780, Abstract, lines 10-13). 11. Claims 13-15 are rejected under 35 U.S.C. 103 as being unpatentable over Shah et al. (Viologen-Based Electrochromic Materials: From Small Molecules, Polymers and Composites to Their Applications, hereinafter “Shah”) as applied to claim 1 above, and further in view of Woodward et al. (Thiazolothiazole Fluorophores Exhibiting Strong Fluorescence and Viologen-Like Reversible Electrochromism, J. Am. Chem. Soc. 2017, 139, 8467−8473, hereinafter “Woodward”). Regarding claim 13: The disclosure of Shah is adequately set forth in paragraph 7 above and is incorporated herein by reference. Shah does not expressly teach the one or more chromogenic thiazolothiazoles undergoes a first color change in response to a first electron reduction, and a second color change in response to a second electron reduction. However, Woodward teaches the use of thiazothiazoles (Page 8467, lines 1-2) that display a first color change in response to a first electron reduction(Page 8471, Fig. 4, showing a first color for state TTz2+), and a second color change in response to a second electron reduction (Page 8471, Fig. 4, showing a first color for state TTz1+) with benefit of providing the planar thiazolothiazole backbone exhibits good electronic communication as evidenced by two reduction peaks. These compounds show their usefulness as multifunctional, π-conjugated electron acceptor materials (Page 8471, right Col., 2nd para, lines 9-12). PNG media_image5.png 256 350 media_image5.png Greyscale In an analogous art of the composite chromogenic composition, and in the light of such benefit before the effective filing date of the claimed invention, it would have been obvious to a person of ordinary skill in the art to modify the chromogenic thiazolothiazoles by Shah, so as to include the one or more chromogenic thiazolothiazoles undergoes a first color change in response to a first electron reduction, and a second color change in response to a second electron reduction as taught by Woodward, and would have been motivated to do so with reasonable expectation that this would result in providing the planar thiazolothiazole backbone by exhibiting good electronic communication as evidenced by two reduction peaks. These compounds show their usefulness as multifunctional, π-conjugated electron acceptor materials as suggested by Woodward (Page 8471, right Col., 2nd para, lines 9-12). Regarding claim 14: The disclosure of Shah in view of Woodward is adequately set forth in paragraph 9 above and is incorporated herein by reference. Woodward teaches the first and second color changes are reversible via oxidation (Page 8470, right Col., 2nd para, lines 1-17; (Page 8471, Fig. 4). PNG media_image6.png 520 374 media_image6.png Greyscale Regarding claim 15: The disclosure of Shah in view of Woodward is adequately set forth in paragraph 9 above and is incorporated herein by reference. Woodward teaches the first and second color changes occur in the visible region of the electromagnetic spectrum. PNG media_image7.png 704 342 media_image7.png Greyscale 12. Claims 16-17 are rejected under 35 U.S.C. 103 as being unpatentable over Shah et al. (Viologen-Based Electrochromic Materials: From Small Molecules, Polymers and Composites to Their Applications, hereinafter “Shah”) as applied to claim 1 above, and further in view of Alesanco et al. (US Pub. No. 2018/0371310 A1, hereinafter “Alesanco”). Regarding claims 16-17: The disclosure of Shah is adequately set forth in paragraph 7 above and is incorporated herein by reference. Shah does not expressly teach the composite composition further comprising a redox complimentary component, wherein a ratio of the chromogenic thiazolothiazoles to the redox complimentary component ranges from 1:0.1 to 1:5. However, Alesanco teaches a multichromic composition comprising: (a) a viologen compound of formula (I) as set forth. (b) a polymeric matrix comprising a crosslinked polymer, (c) a redox pair, and (d) a solvent, the compound of formula (I) and the redox pair being embedded in the polymeric matrix (Page 1, [0008]; Page 15, Claim 1). Alesanco teaches the composition further comprising a redox complimentary component such as ferro/ferricyanide potassium pair, wherein a ratio of the a viologen compound of formula (I) to the redox complimentary component ranges from 1:0.1 to 1:5 (Page 11, [0147]) with benefit of providing the multichromic composition showing a short switching time and low transmission in the most visible range, which makes it effective in blocking the whole visible radiation in smart windows (Page 1, [0008]-[0010]). In an analogous art of the composite chromogenic composition, and in the light of such benefit before the effective filing date of the claimed invention, it would have been obvious to a person of ordinary skill in the art to modify the composite composition by Shah, so as to include the composite composition further comprising a redox complimentary component, wherein a ratio of the chromogenic thiazolothiazoles to the redox complimentary component ranges from 1:0.1 to 1:5 as taught by Alesanco, and would have been motivated to do so with reasonable expectation that this would result in providing the multichromic composition showing a short switching time and low transmission in the most visible range, which makes it effective in blocking the whole visible radiation in smart windows as suggested by Alesanco (Page 1, [0008]-[0010]). Response to Arguments 13. Applicant's arguments filed 06/23/2026 have been fully considered but they are not persuasive, In response to the Applicant’s argument that a reasonably skilled artisan would not arrive at the presently claimed composite composition from the teachings of Shah without the benefit of impermissible hindsight reconstruction. In response to applicant's argument that the examiner's conclusion of obviousness is based upon improper hindsight reasoning, it must be recognized that any judgment on obviousness is in a sense necessarily a reconstruction based upon hindsight reasoning. But so long as it takes into account only knowledge which was within the level of ordinary skill at the time the claimed invention was made, and does not include knowledge gleaned only from the applicant's disclosure, such a reconstruction is proper. See In re McLaughlin, 443 F.2d 1392, 170 USPQ 209 (CCPA 1971). In response to the Applicant’s argument that the Office's reasoning does not identify a singular embodiment comprising "one or more chromogenic thiazolothiazoles contained in an aqueous- based polyelectrolyte matrix," but rather picks and chooses the presently claimed limitations from disparate sections. The examiner respectfully disagrees. It is submitted that "material not explicitly contained in the single, prior art document may still be considered for purposes of anticipation if that material is incorporated by reference into the document." Advanced Display Sys., Inc. v. Kent State Univ., 212 F.3d 1272, 1282 (Fed. Cir. 2000). In response to the Applicant’s argument that there is no disclosure in Shah that indicates the MV2 thiazolothiazole structure-as opposed to the MV²⁺ methyl viologen-is or even can be functionally contained in an aqueous-based polyelectrolyte matrix as presently claimed. Furthermore, Shah provides no evidence that a thiazolothiazole-bridged viologen (such as MV2, as labeled in Shah's Fig. 5) can be successfully disposed in an aqueous-based matrix described in Fig. 15, let alone that such a composite would function as claimed The examiner respectfully disagrees. Shah discloses a composite composition (Page 12, viologen based composite materials, 3rd para) comprising: one or more chromogenic (Page 12, 3rd para, chromophore) thiazolothiazoles (Page 6, structure labeled MV2; Page 6, 1st para, thiazolothiazole bridged viologens MV2), and viologen derivative MV2+ contained in an aqueous-based (Page 16, viologen derivative MV2+ in Fig. 15 showing the viologen in an aqueous solution in the device) polyelectrolyte matrix (Page 19, 2nd para, gel/ionic liquid based electrolytes were successfully employed; Page 2, Fig. 1, showing the basic scheme of the electrochromic device wherein the viologen is contained in between the electrodes; Page 5, 2nd para, single layer all in one ECO with a polymer gel electrolyte), and wherein the one or more chromogenic thiazolothiazoles are soluble in the aqueous-based polyelectrolyte matrix (Page 3, 2nd para, bipyridilium viologens are soluble in the colorless state). PNG media_image1.png 144 306 media_image1.png Greyscale Shah clearly summarizes chemical structures, preparation and electrochromic (EC) properties of various latest viologen-based electrochromes, including small viologen derivatives, main-chain viologen-based polymers, conjugated polymers with viologen side-chains and viologen-based organic/inorganic composites (Page 1 Abstract). Shah discloses to overcome the shortages of liquid electrolyte, gel/ionic liquid-based electrolytes are successfully employed, and binding electrochromes to electrolytes or even constructing electrolyte-free ECDs could lead to more stable EC platforms (Page 19, 2nd para, gel/ionic liquid based electrolytes were successfully employed; Page 2, Fig. 1, showing the basic scheme of the electrochromic device wherein the viologen is contained in between the electrodes; Page 5, 2nd para, single layer all in one ECO with a polymer gel electrolyte). Thus, the anticipatory rejection by shah is maintained It is submitted that Zhi, Sayresmith, Woodward, and Alesanco-are able to cure the deficiencies in Shah’s reference relied upon in rejecting independent claim 1. 14. 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 extension fee 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 date of this final action. Examiner Information 15. Any inquiry concerning this communication or earlier communications from the examiner should be directed to Bijan Ahvazi, Ph.D. whose telephone number is (571) 270-3449. The examiner can normally be reached on Mon-Fri 9.00 A.M. -7 P.M.. If attempts to reach the examiner by telephone are unsuccessful, the examiner’s supervisor, Joseph Del Sole can be reached on 571-272-1130. The fax phone number for the organization where this application or proceeding is assigned is 571-273-8300. Information regarding the status of an application may be obtained from the Patent Application Information Retrieval (PAIR) system. Status information for published applications may be obtained from either Private PAIR or Public PAIR. Status information for unpublished applications is available through Private PAIR only. For more information about the PAIR system, see http://pair-direct.uspto.gov. Should you have questions on access to the Private PAIR system, contact the Electronic Business Center (EBC) at 866-217-9197 (toll-free). If you would like assistance from a USPTO Customer Service Representative or access to the automated information system, call 800-786-9199 (IN USA OR CANADA) or 571-272-1000. /Bijan Ahvazi/ Primary Examiner, Art Unit 1763 08/10/2026 bijan.ahvazi@uspto.gov
Read full office action

Prosecution Timeline

Sep 08, 2023
Application Filed
Dec 23, 2025
Non-Final Rejection mailed — §102, §103
Jun 23, 2026
Response Filed
Aug 13, 2026
Final Rejection mailed — §102, §103 (current)

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Prosecution Projections

3-4
Expected OA Rounds
63%
Grant Probability
99%
With Interview (+47.3%)
2y 9m (~0m remaining)
Median Time to Grant
Moderate
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