IP Library Granted Patent US 12,545,045
Granted Patent B2
US 12,545,045 · App. 18/230,368 · Granted Feb 10, 2026

Direct thermal recording media with diarylurea combinations for oil resistance

Inventor: Mark R. Fisher (Appleton, WI)
Assignee: Appvion, LLC
B41M5/3333B41M5/42B41M5/3275B41M2205/04
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,545,045
App. No.
18/230,368
Granted
Feb 10, 2026
Kind
B2
Abstract

Non-phenolic direct thermal recording media have a thermally responsive layer containing a leuco dye and a plurality of diarylurea acidic developers selected to improve the quality and readability of the image produced in such media, particularly after being contacted with oils such as vegetable oil. The diarylurea developers preferably include, or consist essentially of, or consist of, N,N′-diphenylurea (“DPU”) and a derivative of DPU. An exemplary combination is DPU together with a developer known commercially as TGMD.

Claims (23)

1 . A recording medium, comprising:

a substrate;

a thermally responsive layer carried by the substrate, the thermally responsive layer include a leuco dye and a plurality of developers;

wherein the recording medium is substantially phenol-free;

a basecoat between the thermally responsive layer and the substrate, wherein the basecoat comprises hollow sphere pigments; and

wherein the plurality of developers include N,N′-dipvneylurea (“DPU”) and a derivative of DPU having the structure

and

wherein the DPU and the derivative of DPU are present in the thermally responsive layer in a relative weight ratio of DPU/derivative of DPU that falls within a range from 40/60 to 50/50.

2 . The medium of claim 1 , further comprising:

a topcoat carried by the substrate such that the thermally responsive layer is disposed between the topcoat and the substrate.

3 . The medium of claim 1 , wherein the DPU and the derivative of DPU are dispersed throughout the thermally responsive layer.

4 . The medium of claim 1 , wherein the plurality of developers consists essentially of the DPU and the derivative of DPU.

5 . The medium of claim 1 , wherein the recording medium is phenol-free.

6 . The medium of claim 1 , wherein the thermally responsive layer has a coat weight form 1.5 to 6 pounds/3,300 ft 2 .

7 . A recording medium, comprising:

a substrate;

a thermally responsive layer carried by the substrate, the thermally responsive layer including a leuco dye and a plurality of developers consisting essentially of N,N′-diphenylurea (“DPU”) and a derivative of DPU in a relative weight ratio of DPU/derivative of DPU from 40/60 to 50/50; and

a basecoat between the thermally responsive layer and the substrate, wherein the basecoat comprises hollow sphere pigments;

wherein the derivative of DPU has the structure

and

wherein the recording medium is substantially phenol-free.

8 . The medium of claim 7 , wherein the DPU and the derivative of DPU are dispersed throughout the thermally responsive layer.

9 . The medium of claim 8 , wherein the plurality of developer consists of DPU and the derivative of DPU.

Assignments (3)
ABL PATENT SECURITY AGREEMENT Recorded Aug 23, 2024
From: ICONEX LLC; MAXSTICK PRODUCTS LTD.; APPVION, LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 068763/0433 →
TERM LOAN PATENT SECURITY AGREEMENT Recorded Aug 23, 2024
From: ICONEX LLC; MAXSTICK PRODUCTS LTD.; APPVION, LLC
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 068763/0472 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 4, 2023
From: FISHER, MARK R.
To: APPVION, LLC
Reel/Frame 064497/0311 →
Continuity (2)
Provisional Application 63396893 · Aug 10, 2022
Related Publication 20240059090A1 · Feb 22, 2024
References Cited (164)
US 3539375A · Baum · 1970 [cited by applicant]
US 3674535A · Blose et al. · 1972 [cited by applicant]
US 3746675A · Blose et al. · 1973 [cited by applicant]
US 4094687A · Lawton · 1978 [cited by applicant]
US 4097288A · Lawton · 1978 [cited by applicant]
US 4151748A · Baum · 1979 [cited by applicant]
US 4169705A · Boyd et al. · 1979 [cited by applicant]
US 4181771A · Hanson et al. · 1980 [cited by applicant]
US 4246318A · Baum · 1981 [cited by applicant]
US 4470057A · Glanz · 1984 [cited by applicant]
US 4531140A · Suzuki et al. · 1985 [cited by applicant]
US 4794102A · Petersen et al. · 1988 [cited by applicant]
US 5098882A · Teraji et al. · 1992 [cited by applicant]
US 5215812A · Kano et al. · 1993 [cited by applicant]
US 5342649A · Sarokin · 1994 [cited by applicant]
US 5773186A · Takashima · 1998 [cited by applicant]
US 5955398A · Fisher et al. · 1999 [cited by applicant]
US 6015771A · Fisher et al. · 2000 [cited by applicant]
US 6429341B2 · Mathiaparanam · 2002 [cited by applicant]
US 6777075B2 · Concannon et al. · 2004 [cited by applicant]
US 6835691B2 · Mathiaparanam et al. · 2004 [cited by applicant]
US 6921740B1 · Hizatate et al. · 2005 [cited by applicant]
US 6995784B2 · Kalishek · 2006 [cited by applicant]
US 7125824B2 · Mathiaparanam et al. · 2006 [cited by applicant]
US 7235308B2 · Druckrey et al. · 2007 [cited by applicant]
US 7262150B2 · Kalishek et al. · 2007 [cited by applicant]
US 7361399B2 · Song et al. · 2008 [cited by applicant]
US 7476448B2 · Natsui et al. · 2009 [cited by applicant]
US 7485402B2 · Arai et al. · 2009 [cited by applicant]
US 7635662B2 · Kabashima et al. · 2009 [cited by applicant]
US 7749580B2 · Song et al. · 2010 [cited by applicant]
US 7807738B2 · Kabashima et al. · 2010 [cited by applicant]
US 8287961B2 · Hill et al. · 2012 [cited by applicant]
US 8334047B2 · Kelly et al. · 2012 [cited by applicant]
US 8460774B2 · Bethe · 2013 [cited by applicant]
US 8480225B2 · Romano, Jr. et al. · 2013 [cited by applicant]
US 8536087B2 · Harrison et al. · 2013 [cited by applicant]
US 8563468B2 · Kodama et al. · 2013 [cited by applicant]
US 8709546B2 · Zhou et al. · 2014 [cited by applicant]
US 8795796B2 · Koenig · 2014 [cited by applicant]
US 8802591B2 · Hill et al. · 2014 [cited by applicant]
US 8877678B2 · Koyama et al. · 2014 [cited by applicant]
US 8916496B2 · Chakar et al. · 2014 [cited by applicant]
US 8916497B2 · Fisher et al. · 2014 [cited by applicant]
US 9034790B2 · Chakar et al. · 2015 [cited by applicant]
US 9199503B1 · Fisher et al. · 2015 [cited by applicant]
US 9418576B2 · Franklin · 2016 [cited by applicant]
US 9534156B2 · Fisher · 2017 [cited by applicant]
US 9656498B2 · Yamane et al. · 2017 [cited by applicant]
US 9767714B2 · Franklin · 2017 [cited by applicant]
US 9789721B2 · Takano et al. · 2017 [cited by applicant]
US 9962980B2 · Morie et al. · 2018 [cited by applicant]
US 10160245B2 · Horn · 2018 [cited by applicant]
US 10184062B2 · Einsla et al. · 2019 [cited by applicant]
US 10265985B2 · Horn · 2019 [cited by applicant]
US 10933681B2 · Chakar et al. · 2021 [cited by applicant]
US 11292280B2 · Fisher et al. · 2022 [cited by applicant]
US 11370241B2 · Fisher et al. · 2022 [cited by applicant]
US 11376879B2 · Fisher · 2022 [cited by applicant]
US 11529819B2 · Sakai et al. · 2022 [cited by applicant]
US 11718103B2 · Fisher et al. · 2023 [cited by applicant]
US 12151498B2 · Fisher · 2024 [cited by examiner]
US 20010044553A1 · Kabashima et al. · 2001 [cited by applicant]
US 20040096598A1 · Kasamatsu et al. · 2004 [cited by applicant]
US 20040096599A1 · Kobayashi et al. · 2004 [cited by applicant]
US 20040191433A1 · Sakaguchi et al. · 2004 [cited by applicant]
US 20050096221A1 · Fisher et al. · 2005 [cited by applicant]
US 20070042907A1 · Nagasawa et al. · 2007 [cited by applicant]
US 20090086032A1 · Li · 2009 [cited by applicant]
US 20090155613A1 · Kalishek · 2009 [cited by applicant]
US 20090286032A1 · Franklin · 2009 [cited by applicant]
US 20110104619A1 · Fujii et al. · 2011 [cited by applicant]
US 20110285122A1 · Hill et al. · 2011 [cited by applicant]
US 20160031254A1 · Neukirch et al. · 2016 [cited by applicant]
US 20170365195A1 · Franklin · 2017 [cited by applicant]
US 20190193447A1 · Fisher et al. · 2019 [cited by applicant]
US 20190270328A1 · Kishimoto et al. · 2019 [cited by applicant]
US 20190291493A1 · Fisher et al. · 2019 [cited by applicant]
US 20200086669A1 · Sakai · 2020 [cited by examiner]
US 20210155027A1 · Fisher · 2021 [cited by applicant]
US 20210340099A1 · Kinishi et al. · 2021 [cited by applicant]
US 20220184985A1 · Fisher · 2022 [cited by applicant]
US 20220184986A1 · Fisher · 2022 [cited by applicant]
US 20220332135A1 · Fisher · 2022 [cited by applicant]
US 20230279615A1 · Fisher et al. · 2023 [cited by applicant]
US 20240308260A1 · Kenji et al. · 2024 [cited by applicant]
DE 102004004204A1 · 2005 [cited by applicant]
EP 1024409A2 · 2000 [cited by applicant]
EP 1681174A1 · 2006 [cited by applicant]
EP 1565614B1 · 2007 [cited by applicant]
EP 2033799A1 · 2009 [cited by applicant]
EP 2033800A1 · 2009 [cited by applicant]
EP 1116713A1 · 2010 [cited by applicant]
EP 3103649A1 · 2016 [cited by applicant]
EP 3395583A1 · 2018 [cited by applicant]
EP 3636446A1 · 2020 [cited by applicant]
EP 3677569A1 · 2020 [cited by applicant]
EP 4420887A1 · 2024 [cited by applicant]
JP H082112A · 1996 [cited by applicant]
JP 2578069B2 · 1997 [cited by applicant]
JP 2002187364A · 2002 [cited by applicant]
JP 2002283744A · 2002 [cited by applicant]
JP 2004223871A · 2004 [cited by applicant]
JP 2004255842A · 2004 [cited by applicant]
JP 2004314623A · 2004 [cited by applicant]
JP 2005330291A · 2005 [cited by applicant]
JP 2006104219A · 2006 [cited by applicant]
JP 2006143740A · 2006 [cited by applicant]
JP 2006143741A · 2006 [cited by applicant]
JP 2006299498A · 2006 [cited by applicant]
JP 2008194986A · 2008 [cited by applicant]
JP 4721432B2 · 2011 [cited by applicant]
JP 2012061612A · 2012 [cited by applicant]
JP 2013237234A · 2013 [cited by applicant]
JP 2016068418A · 2016 [cited by applicant]
JP 2016165835A · 2016 [cited by applicant]
JP 2016182799A · 2016 [cited by applicant]
JP 2017081107A · 2017 [cited by applicant]
JP 2018065338A · 2018 [cited by applicant]
JP 2019077101A · 2019 [cited by applicant]
JP 2019084758A · 2019 [cited by applicant]
JP 2019130879A · 2019 [cited by applicant]
JP 6586915B2 · 2019 [cited by applicant]
JP 2019534190A · 2019 [cited by applicant]
JP 2017177346A · 2020 [cited by applicant]
JP 2020082406A · 2020 [cited by applicant]
KR 20170073100A · 2019 [cited by applicant]
KR 20200004838A · 2020 [cited by applicant]
WO 2000014058A1 · 2000 [cited by applicant]
WO 2015181291A1 · 2015 [cited by applicant]
WO 2016150428A1 · 2016 [cited by applicant]
WO 2018015178A1 · 2018 [cited by applicant]
WO 2018139183A1 · 2018 [cited by applicant]
WO 2018215287A1 · 2018 [cited by applicant]
WO 2018225663A1 · 2018 [cited by applicant]
WO 2019044462A1 · 2019 [cited by applicant]
WO 2019049619A1 · 2019 [cited by applicant]
WO 2019130968A1 · 2019 [cited by applicant]
WO 2020039601A1 · 2020 [cited by applicant]
WO 2023100900A1 · 2023 [cited by applicant]
WO 2023100902A1 · 2023 [cited by applicant]
WO 2024048337A1 · 2024 [cited by applicant]
WO 2025018318A1 · 2025 [cited by applicant]
Machine translation of detailed description of JP 2019-130879 acquired on Jan. 11, 2025. [cited by examiner]
Machine translation of detailed description of JP 2016-068418 acquired on Jan. 10, 2025. [cited by examiner]
PCT “International Search Report” and “Written Opinion” for PCT/US2023/029518 of Nov. 23, 2023, 12 pages. [cited by applicant]
Office Action for Japanese Patent Application No. 2023-534746 issued on May 24, 2024, 5 pages filed herewith. [cited by applicant]
Written Opinion of the IPEA for PCT/US2023/029518 dated Jun. 27, 2024, 6 pages filed herewith. [cited by applicant]
Aquasol™ Water Soluble Paper and Tape brochure, 2019 or earlier, 4 pages. [cited by applicant]
Avery Dennison™ FreshMarx™ flyer, 2018, 1 page. [cited by applicant]
FreshMarx™ flyer, “Trust Your Food Safety”, 2010, 1 page. [cited by applicant]
Neenah™ Dispersa™ for Labels 7630P0 brochure, Oct. 2020, 1 page. [cited by applicant]
Neenah™ Dispersa™ for Tag and Boardstock brochure, Jul. 2020, 1 page. [cited by applicant]
PCT Written Opinion for PCT/US2020/064342, dated Aug. 12, 2021, 6 pages. [cited by applicant]
PCT Written Opinion for PCT/US2021/062598, dated Apr. 7, 2022, 8 pages. [cited by applicant]
Smartsolve™ Product Data Sheet, Jul. 21, 2015, 2 pages. [cited by applicant]
Björnsdotter et al., “Bisphenol A and replacements in thermal paper: A review”, Chemosphere, vol. 182, Sep. 2017, pp. 691-706. [cited by applicant]
Eckardt et al., “Bisphenol A and alternatives in thermal paper receipts—a German market analysis from 2015 to 2017”, Chemosphere, vol. 186, Nov. 2017, pp. 1016-1-25. [cited by applicant]
Eckardt et al., “Determination of color developers replacing bisphenol A in thermal paper receipts using diode array and Corona charged aerosol detection—A German market analysis 2018/2019”, Journal of Chromatography A,… [cited by applicant]
Kilyk, John, Third Party Submission Under 37 CFR 1.290 filed on Oct. 15, 2025 in U.S. Appl. No. 18/826,847, 8 pages filed herewith. [cited by applicant]
EPO Communication with Notice of Opposition, filed on Mar. 17, 2025 for EP Patent Application No./Patent No. 20838767.0—1014 / 4259449, 53 pages filed herewith. [cited by applicant]
Opposition against a European patent, filed Mar. 17, 2025 for EP Patent Application No./Patent No. 20838767.0—1014 / 4259449, 52 pages filed herewith. [cited by applicant]
PCT International Search Report and Written Opinion for PCT/US2025/022742 dated Oct. 27, 2025, 10 pages. [cited by applicant]
Decision of Rejection for JP Patent Application No. 2023-534746 dated Sep. 25, 2025, 4 pages. [cited by applicant]