IP Library Granted Patent US 12,444,764
Granted Patent B2
US 12,444,764 · App. 17/418,304 · Granted Oct 14, 2025

Complex fiber, solid state electrolyte comprising same, and metal-air battery comprising same

Inventors: Jung-Ho Lee (Ansan-si, KR); Sambhaji Shivaji Shinde (Ansan-si, KR); Dong-Hyung Kim (Ansan-si, KR)
Assignee: FLEXOLYTE
H01M8/1016H01M12/06H01M50/403H01M50/4295H01M2220/20H01M2300/0065
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 12,444,764
App. No.
17/418,304
Granted
Oct 14, 2025
Kind
B2
Abstract

A solid state electrolyte is provided. The solid state electrolyte may include a base complex fiber having bacterial cellulose and chitosan bound to the bacterial cellulose.

Claims (23)

1. A method for preparing a solid state electrolyte, the method comprising:

preparing a quaternized chitosan derivative from chitosan chloride by (a) dissolving chitosan chloride in aqueous acetic acid, and (b) treating the dissolved chitosan chloride with glycidyltrimethylammonium chloride to form the quaternized chitosan derivative;

preparing a culture medium having the quaternized chitosan derivative;

culturing Acetobacter xylinum in the culture medium to produce quaternized chitosan bound to bacterial cellulose; and

oxidizing a surface of the quaternized chitosan bound to bacterial cellulose by using an oxidizing agent to form a solid state electrolyte, wherein the solid state electrolyte has a chitosan content that is more than 30 wt % and less than 70 wt %.

2. The method of claim 1 , wherein a ratio of crystallinity of the solid state electrolyte, an ionic conductivity of the solid state electrolyte, and a swelling ratio of the solid state electrolyte are controlled depending on a ratio of the quaternized chitosan derivative in the culture medium.

3. The method of claim 1 , wherein:

oxidizing agent comprises a hypochlorite.

4. A method for preparing a solid state electrolyte, the method comprising:

oxidizing a surface of bacterial a cellulose, to which quaternized chitosan is bound, by using an oxidizing agent to prepare a first complex fiber;

binding bromine to the surface of the bacterial cellulose to form a brominated complex fiber;

substituting bromine in the brominated complex fiber with a nitrogen-containing first functional group to prepare a second complex fiber; and

crosslinking the first complex fiber and the second complex fiber to form a solid state electrolyte.

5. A method for preparing a solid state electrolyte, the method comprising:

preparing a quaternized chitosan derivative from chitosan chloride;

preparing a culture medium having the quaternized chitosan derivative;

culturing Acetobacter xylinum in the culture medium to produce quaternized chitosan bound to bacterial cellulose; and

oxidizing a surface of the quaternized chitosan bound to the bacterial cellulose by using an oxidizing agent to form

a solid state electrolyte, wherein a content of the quaternized chitosan in the solid state electrolyte is more than 30 wt % and less than 70 wt %.

6. The method of claim 5 , wherein the content of the quaternized chitosan is adjusted based on an amount of the quaternized chitosan derivative used when producing the quaternized chitosan bound to the bacterial cellulose.

7. The method of claim 5 , further comprising:

brominating a surface of the quaternized chitosan bound to the bacterial cellulose to form a brominated complex fiber; and

substituting bromine in the brominated complex fiber with a nitrogen-containing functional group to prepare a complex fiber.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 5, 2025
From: INDUSTRY-UNIVERSITY COOPERATION FOUNDATION HANYANG UNIVERSITY ERICA CAMPUS
To: FLEXOLYTE
Reel/Frame 071020/0268 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2021
From: LEE, JUNG-HO; SHINDE, SAMBHAJI SHIVAJI; KIM, DONG-HYUNG
To: INDUSTRY-UNIVERSITY COOPERATION FOUNDATION HANYANG UNIVERSITY ERICA CAMPUS
Reel/Frame 056666/0360 →
Priority Claims (5)
KR 10-2020-0021252 · Feb 20, 2020 · national
KR 10-2020-0021253 · Feb 20, 2020 · national
KR 10-2020-0021894 · Feb 21, 2020 · national
KR 10-2020-0164652 · Nov 30, 2020 · national
KR 10-2020-0164653 · Nov 30, 2020 · national
Continuity (1)
Related Publication 20210408567A1 · Dec 30, 2021
References Cited (90)
US 4049879A · Thompson et al. · 1977 [cited by applicant]
US 6001507A · Ono et al. · 1999 [cited by applicant]
US 7629080B1 · Allen et al. · 2009 [cited by applicant]
US 8257849B2 · Uchida · 2012 [cited by applicant]
US 8277966B2 · Yoon et al. · 2012 [cited by applicant]
US 8716168B2 · Yoo et al. · 2014 [cited by applicant]
US 9362567B2 · Kim et al. · 2016 [cited by applicant]
US 9751078B2 · Yoo et al. · 2017 [cited by applicant]
US 9954231B2 · Kim et al. · 2018 [cited by applicant]
US 10026966B2 · Kakehata et al. · 2018 [cited by applicant]
US 10199692B2 · Kim et al. · 2019 [cited by applicant]
US 10566670B2 · Choi · 2020 [cited by applicant]
US 20100068461A1 · Wallace et al. · 2010 [cited by applicant]
US 20110031935A1 · Miyoshi et al. · 2011 [cited by applicant]
US 20140248539A1 · Liu · 2014 [cited by applicant]
US 20150050556A1 · Liu et al. · 2015 [cited by applicant]
US 20160322684A1 · Choi · 2016 [cited by applicant]
US 20160322685A1 · Choi · 2016 [cited by applicant]
US 20170141429A1 · Lee et al. · 2017 [cited by applicant]
US 20170373320A1 · Choi et al. · 2017 [cited by applicant]
US 20180114967A1 · Kim et al. · 2018 [cited by applicant]
US 20190067737A1 · Zhi et al. · 2019 [cited by applicant]
US 20190134609A1 · Yamauchi et al. · 2019 [cited by applicant]
US 20190181520A1 · Baik et al. · 2019 [cited by applicant]
US 20190273297A1 · Weisenstein et al. · 2019 [cited by applicant]
US 20190309426A1 · Jin et al. · 2019 [cited by applicant]
US 20200112050A1 · Hu et al. · 2020 [cited by applicant]
US 20220059888A1 · Iwata et al. · 2022 [cited by applicant]
US 20220407149A1 · Lee et al. · 2022 [cited by applicant]
US 20230088732A1 · Lee et al. · 2023 [cited by applicant]
US 20230092377A1 · Lee et al. · 2023 [cited by applicant]
US 20230420700A9 · Lee et al. · 2023 [cited by applicant]
CN 103441300A · 2013 [cited by applicant]
CN 105733004A · 2016 [cited by applicant]
CN 107565159A · 2018 [cited by applicant]
CN 110227454A · 2019 [cited by applicant]
CN 106784611B · 2019 [cited by applicant]
JP 2005154710A · 2005 [cited by applicant]
JP 2006156041A · 2006 [cited by applicant]
JP 2009541198A · 2009 [cited by applicant]
JP 2015504568A2 · 2015 [cited by applicant]
JP 2015198056A2 · 2015 [cited by applicant]
JP 5924731B2 · 2016 [cited by applicant]
JP 6041813B2 · 2016 [cited by applicant]
JP 2017516274A · 2017 [cited by applicant]
JP 6303278B2 · 2018 [cited by applicant]
KR 1020070110568A · 2008 [cited by applicant]
KR 1020110083940A · 2011 [cited by applicant]
KR 1020120094249A · 2012 [cited by applicant]
KR 1020120139066A · 2012 [cited by applicant]
KR 1020130064019A · 2013 [cited by applicant]
KR 101281772B1 · 2013 [cited by applicant]
KR 1020130118582A · 2013 [cited by applicant]
KR 1020140046213A · 2014 [cited by applicant]
KR 1020140137427A · 2014 [cited by applicant]
KR 1020150031213A · 2015 [cited by applicant]
KR 101572545B1 · 2015 [cited by applicant]
KR 1020160122009A · 2016 [cited by applicant]
KR 1020160128164A · 2016 [cited by applicant]
KR 101734301B1 · 2017 [cited by applicant]
KR 1733492B1 · 2017 [cited by applicant]
KR 1020180000941A · 2018 [cited by applicant]
KR 1020180004407A · 2018 [cited by applicant]
KR 101827155B1 · 2018 [cited by applicant]
KR 1020190139586A · 2019 [cited by applicant]
KR 1020190139911A · 2019 [cited by applicant]
WO 2014200198 · 2014 [cited by applicant]
Kotatha, Ditpon; “Preparation and characterization of gel electrolyte with bacterial cellulose coated with alternating layers of chitosan and alginate for electric double layer capacitors.” Res Chem Intermed (2018) 44:4… [cited by examiner]
Das, Gautam et al., Scientific Reports, “Quaternized cellulose and graphene oxide crosslinked polyphenylene oxide based anion exchange membrane”, Jul. 2019, vol. 9, 11 pages (Year: 2019). [cited by examiner]
Das, Gautam et al., Scientific Reports, Electronic Supplementary Information for “Quaternized cellulose and graphene oxide crosslinked polyphenylene oxide based anion exchange membrane”, Jul. 2019, vol. 9, 7 pages (Year… [cited by examiner]
Kim, Hyeyun et al., ACS Applied Energy Materials, “Lithium Ion Battery Separators Based on Carboxylated Cellulose Nanofibers from Wood”, 2019, vol. 2, pp. 1241-1250 (Year: 2019). [cited by examiner]
Kim, Jaehwan et al., J. Polym. Res., “Preparation and characterization of a Bacterial cellulose/Chitosan composite for potential biomedical application”, 2011, vol. 18, pp. 739-744 (Year: 2011). [cited by examiner]
Phisalaphong, Muenduen et al., Carbohydrate Polymers, “Biosynthesis and characterization of bacteria cellulose-chitosan film”, 2008, vol. 74, pp. 482-488 (Year: 2008). [cited by examiner]
Torres, F.G. et al., Materials Science & Engineering C, “Bacterial cellulose nanocomposites: An all-nano type of material”, 2019, vol. 98, pp. 1277-1293 (Year: 2019). [cited by examiner]
Merriam-Webster “inject”, available at https://www.merriam-webster.com/dictionary/inject, obtained online Aug. 6, 2024 (Year: 2024). [cited by examiner]
Fernandes, S. C. et al., Green Chemistry, “Novel transparent nanocomposite films based on chitosan and bacterial cellulose”, 2009, vol. 11, pp. 2023-2029 (Year: 2009). [cited by examiner]
International Search Report for International Application PCT/KR2021/002214 mailed Jun. 1, 2021, 5 pages. [cited by applicant]
International Written Opinion for International Application PCT/KR2021/002214 mailed Jun. 1, 2021, 5 pages. [cited by applicant]
Kibsgaard et al., “Molybdenum Phosphosulfide: An Active, Acid-Stable, Earth-Abundant Catalyst for the Hydrogen Evolution Reaction”, Angew. Chem. Int. Ed. 53, 1-6 (2014). [cited by applicant]
Kotatha et al., “Preparation and characterization of gel electrolyte with bacterial cellulose coated with alternating layers of chitosan and alginate for electric double-layer capacitors”, Res Chem Intermed 44:4971-4987… [cited by applicant]
Luo et al., “Characterization of TEMPO-oxidized bacterial cellulose scaffolds for tissue engineering applications”, Materials Chemistry and Physics, http://dx.doi.org/10.1016/j.matchemphys.2013.09.012 (2013). [cited by applicant]
Patel et al., “Electrochemically active and robust cobalt doped copper phosphosulfide electro-catalysts for hydrogen evolution reaction in electrolytic and photoelectrochemical water splitting”, International Journal of… [cited by applicant]
Yue et al., “Sulfonated bacterial cellulose/polyaniline composite membrane for use as gel polymer electrolyte”, Composites Science and Technology 145, 122-131 (2017). [cited by applicant]
Extended European Search Report and Opinion, Europe Patent Application 21756905 (9 pages) (Apr. 16, 2024). [cited by applicant]
Muhmed et al., “Emerging chitosan and cellulose green materials for ion exchange membrane fuel cell: a review”, Energ. Ecol. Environ., https://doi.org/10.1007/s40974-019-00127-4 (Jul. 22, 2019). [cited by applicant]
Lai et al., “Nanocomposite films based on TEMPO-mediated oxidized bacterial cellulose and chitosan”, Cellulose, 21:2757-2772 (2014). [cited by applicant]
Extended European Search Report, Europe Patent Application EP 21 731 881 (search report dated Mar. 18, 2025) (10 pages). [cited by applicant]
Xu et al., “Sulfur-doped Cu3P | S electrocatalyst for hydrogen evolution reaction”, Materials Research Express, vol. 6, No. 7, p. 75501 (doi: 10.1088/2053-1591/ab1293) (2019). [cited by applicant]
Foresti et al., “Applications of bacterial cellulose as precursor of carbon and composites with metal oxide, metal sulfide and metal nanoparticles: A review of recent advances”, Carbohydrate Polymers, 157, 447-467 (2017… [cited by applicant]
M. Minakshi et al., “Synthesis and characterization of olivine LiNiPO1 for aqueous rechargeable battery”, Electrochimica Acta, 56, Jan. 31, 2011, pp. 4356-4360. [cited by applicant]