IP Library Granted Patent US 12,319,790
Granted Patent B2
US 12,319,790 · App. 17/344,646 · Granted Jun 3, 2025

Methods and systems for processing mixed textile feedstock, isolating constituent molecules, and regenerating cellulosic and polyester fibers

Inventors: Stacy Flynn (Seattle, WA); Christopher Stanev (Rutherford, NJ)
Assignee: EVRNU, SPC
C08J11/10C08J11/08C08J11/16C08J11/18D01F11/02D01F11/08D21B1/02D21C1/02D21C3/20D21C3/22D21C5/005D21C9/001D21C9/10B29C48/2886B29C2948/92171C08J2301/00D01F2/00D01F2/04D01F6/62
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 12,319,790
App. No.
17/344,646
Granted
Jun 3, 2025
Kind
B2
Abstract

Methods and systems of the present invention use mixed textile feedstock, which may include post-consumer waste garments, scrap fabric and/or other textile materials as a raw feed material to produce isolated cellulose and other isolated molecules having desirable properties that can be used and be used in the textile and apparel industries, and in other industries. A multi-stage process is provided, in which mixed textile feed material is subjected to one or more pretreatment stages, followed by at least two pulping treatments for isolating cellulose molecules and other molecular constituents, such as polyester. The isolated cellulose and polyester molecules may be used in a variety of downstream applications. In one application, isolated cellulose and polyester molecules are extruded to provide regenerated cellulose fibers and regenerated polyester fibers having desirable (and selectable) properties that are usable in various industrial applications, including textile production.

Claims (23)

1. A method for treating a poly-cotton blended textile feedstock consisting of a first, cotton cellulosic component and a second, polyester non-cellulosic component, the method comprising:

treating the blended textile feedstock with a first reagent to dissolve the first, cotton cellulosic component;

retrieving the dissolved first, cotton cellulosic component;

treating the blended textile feedstock with a second reagent to dissolve the second, polyester non-cellulosic component;

retrieving the dissolved second, polyester non-cellulosic component;

producing a first set of regenerated, isolated cotton fibers from the dissolved first, cotton cellulosic component; and

producing a second set of regenerated, isolated polyester fibers from the dissolved second, polyester non-cellulosic component.

2. The method of claim 1 , wherein the second reagent is a phase transfer catalyst.

3. The method of claim 2 , wherein the phase transfer catalyst is benzyl tributyl ammonium chloride.

4. The method of claim 1 , wherein the first reagent is a cellulosic dissolving agent.

5. The method of claim 4 , wherein the cellulose dissolving agent is Schweitzer's Reagent, iron tartrate complex, or zincoxen.

6. The method of claim 1 , further comprising extruding the dissolved first component or the dissolved second component to produce the first set or the second set of the regenerated fibers.

7. The method of claim 1 , further comprising subjecting the blended textile feedstock to a pretreatment stage to produce pretreated solids, the subjecting being performed before any treating.

8. The method of claim 7 , wherein the pretreatment stage includes aqueous washing at a temperature above 100° C. and pressure in excess of 100 kPa; supercritical CO2 washing; or amorphous phase aqueous treatment.

9. The method of claim 7 , wherein the pretreatment stage includes treatment with aqueous solution at a temperature in excess of 320° C. at a pressure in excess of 2.5 MPa in a closed reaction vessel.

10. The method of claim 7 , wherein the pretreatment stage includes treatment with an oxidative agent, a reducing agent, or an oxidative agent and a reducing agent.

11. The method of claim 7 , wherein the pretreatment stage includes treatment with an organic solvent.

12. The method of claim 7 , wherein the pretreatment stage includes treatment with an enzyme.

13. The method of claim 7 , wherein the pretreatment stage includes treatment with a swelling agent.

14. The method of claim 1 , wherein treating the blended textile feedstock with the first reagent to dissolve the first, cotton cellulosic component is performed before treating the poly-cotton blended textile feedstock with the second reagent to dissolve the second, polyester non-cellulosic component.

15. The method of claim 1 , wherein treating the poly-cotton blended textile feedstock with the second reagent to dissolve the second, polyester non-cellulosic component is performed before treating the poly-cotton blended textile feedstock with the first reagent to dissolve the first, cotton cellulosic component.

16. The method of claim 1 , wherein producing the first set of regenerated fibers is performed via repolymerization.

17. The method of claim 1 , wherein producing the second set of regenerated fibers is performed via repolymerization.

Assignments (2)
SECURITY INTEREST Recorded Jul 13, 2024
From: EVRNU, SPC
To: FULL CYCLE CLIMATE PARTNERS, LP
Reel/Frame 067982/0387 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 23, 2021
From: FLYNN, STACY; STANEV, CHRISTOPHER
To: EVRNU, SPC
Reel/Frame 057596/0919 →
Continuity (7)
Division 15747736
Division 14811723 · Jul 28, 2015
Continuation In Part 14255886 · Apr 17, 2014
Provisional Application 62214708 · Sep 4, 2015
Provisional Application 62198077 · Jul 28, 2015
Provisional Application 61812931 · Apr 17, 2013
Related Publication 20210340350A1 · Nov 4, 2021
References Cited (148)
US 2039307A · Dreyfus · 1936 [cited by applicant]
US 2047136A · Doyle · 1936 [cited by applicant]
US 2064473A · Holdsworth · 1936 [cited by applicant]
US 2100830A · Altheide · 1937 [cited by applicant]
US 2307863A · Soukup · 1943 [cited by applicant]
US 2337458A · Edson · 1943 [cited by applicant]
US 3057772A · Magill, Jr. · 1962 [cited by applicant]
US 3320066A · Garth · 1967 [cited by applicant]
US 3344016A · Moggio et al. · 1967 [cited by applicant]
US 3895089A · Goyal · 1975 [cited by applicant]
US 4012281A · Mayer et al. · 1977 [cited by applicant]
US 4018646A · Ruffo et al. · 1977 [cited by applicant]
US 4081582A · Butterworth et al. · 1978 [cited by applicant]
US 4409384A · Lindsey · 1983 [cited by applicant]
US 4426516A · Kuriki et al. · 1984 [cited by applicant]
US 4634470A · Kamide et al. · 1987 [cited by applicant]
US 4963230A · Kawase et al. · 1990 [cited by applicant]
US 5009747A · Viazmensky et al. · 1991 [cited by applicant]
US 5106457A · Manning · 1992 [cited by applicant]
US 5208004A · Myerson et al. · 1993 [cited by applicant]
US 5238534A · Manning et al. · 1993 [cited by applicant]
US 5281269A · Ganci · 1994 [cited by examiner]
US 5342854A · Serad · 1994 [cited by applicant]
US 5415738A · Mehta et al. · 1995 [cited by applicant]
US 5601767A · Firgo · 1997 [cited by applicant]
US 5609676A · von der Eltz · 1997 [cited by applicant]
US 5853493A · Skelton et al. · 1998 [cited by applicant]
US 5868985A · Frischmann · 1999 [cited by applicant]
US 5980746A · Gelman et al. · 1999 [cited by applicant]
US 6010542A · DeYoung et al. · 2000 [cited by applicant]
US 6210801B1 · Luo · 2001 [cited by applicant]
US 6214976B1 · Watanabe et al. · 2001 [cited by applicant]
US 6235392B1 · Luo et al. · 2001 [cited by applicant]
US 6302997B1 · Hurter · 2001 [cited by applicant]
US 6344077B1 · Hong · 2002 [cited by applicant]
US 6607637B1 · Vinson et al. · 2003 [cited by applicant]
US 6861380B2 · Garnier et al. · 2005 [cited by applicant]
US 7828936B2 · Luo et al. · 2010 [cited by applicant]
US 7981337B2 · Zhang et al. · 2011 [cited by applicant]
US 8361278B2 · Fike et al. · 2013 [cited by applicant]
US 8454799B2 · Jehn-Rendu et al. · 2013 [cited by applicant]
US 8827192B2 · Innerlohinger et al. · 2014 [cited by applicant]
US 8962821B2 · Zhang et al. · 2015 [cited by applicant]
US 9121137B2 · Mazmensky et al. · 2015 [cited by applicant]
US 9145645B2 · Reed et al. · 2015 [cited by applicant]
US 9315840B2 · Genta · 2016 [cited by applicant]
US 9611371B2 · Walker · 2017 [cited by applicant]
US 10065379B2 · Fretz · 2018 [cited by applicant]
US 10704199B2 · Henaff et al. · 2020 [cited by applicant]
US 11034817B2 · Flynn et al. · 2021 [cited by applicant]
US 11441267B2 · Mitchell et al. · 2022 [cited by applicant]
US 20030056916A1 · Horenziak et al. · 2003 [cited by applicant]
US 20040126555A1 · Hartmann · 2004 [cited by applicant]
US 20050234229A1 · Loth et al. · 2005 [cited by applicant]
US 20060213839A1 · Huang et al. · 2006 [cited by applicant]
US 20080135193A1 · Kokko · 2008 [cited by applicant]
US 20080275231A1 · Zhang et al. · 2008 [cited by applicant]
US 20100162542A1 · Luo et al. · 2010 [cited by applicant]
US 20100200184A1 · Levit et al. · 2010 [cited by applicant]
US 20100298555A1 · Okutsu · 2010 [cited by applicant]
US 20110094691A1 · Nunn · 2011 [cited by applicant]
US 20110201096A1 · Streffer · 2011 [cited by examiner]
US 20120000621A1 · Stigsson · 2012 [cited by examiner]
US 20120028116A1 · Choi et al. · 2012 [cited by applicant]
US 20120241669A1 · Jiang et al. · 2012 [cited by applicant]
US 20130189474A1 · Kroner et al. · 2013 [cited by applicant]
US 20140205830A1 · Malinowsky et al. · 2014 [cited by applicant]
US 20140308862A1 · Heinzman et al. · 2014 [cited by applicant]
US 20140315461A1 · Schachtner et al. · 2014 [cited by applicant]
US 20140318415A1 · Innerlohinger et al. · 2014 [cited by applicant]
US 20140343270A1 · Lindström et al. · 2014 [cited by applicant]
US 20140364538A1 · Baney et al. · 2014 [cited by applicant]
US 20150007952A1 · Möderl et al. · 2015 [cited by applicant]
US 20150159302A1 · Leitner et al. · 2015 [cited by applicant]
US 20150330029A1 · Ramaratnam et al. · 2015 [cited by applicant]
US 20160040360A1 · Li et al. · 2016 [cited by applicant]
US 20160362841A1 · Fretz · 2016 [cited by applicant]
US 20160369456A1 · Flynn et al. · 2016 [cited by applicant]
US 20170152633A1 · Hagihara et al. · 2017 [cited by applicant]
US 20170218162A1 · Walker · 2017 [cited by applicant]
US 20170282523A1 · Cabell et al. · 2017 [cited by applicant]
US 20170328012A1 · Lee et al. · 2017 [cited by applicant]
US 20180051416A1 · Lu et al. · 2018 [cited by applicant]
US 20180018377A1 · Ziegenbein · 2018 [cited by applicant]
US 20180266054A1 · Henaff et al. · 2018 [cited by applicant]
US 20180274174A1 · Tanaka et al. · 2018 [cited by applicant]
US 20180347110A1 · Hart et al. · 2018 [cited by applicant]
US 20190257032A1 · Kawahara et al. · 2019 [cited by applicant]
US 20210054567A1 · Flynn et al. · 2021 [cited by applicant]
US 20210246581A1 · Flynn et al. · 2021 [cited by applicant]
US 20210340350A1 · Flynn et al. · 2021 [cited by applicant]
US 20210381166A1 · Flynn et al. · 2021 [cited by applicant]
US 20220325479A1 · Shi et al. · 2022 [cited by applicant]
CN 103060844 · 2013 [cited by applicant]
CN 112709092 · 2022 [cited by applicant]
EP 0743393 · 1996 [cited by applicant]
FI 92133B · 1994 [cited by applicant]
GB 1473882 · 1977 [cited by applicant]
JP 2000192393 · 2000 [cited by applicant]
JP 2002105894 · 2002 [cited by applicant]
TW 201529648 · 2015 [cited by applicant]
WO 9720102 · 1997 [cited by applicant]
WO 0186042 · 2001 [cited by applicant]
WO 0196402 · 2001 [cited by applicant]
WO 2001096402 · 2001 [cited by applicant]
WO 2011077446 · 2011 [cited by applicant]
WO 2012156441 · 2012 [cited by applicant]
WO 2013124265 · 2013 [cited by applicant]
WO 2013145236 · 2013 [cited by applicant]
WO 2014045062 · 2014 [cited by applicant]
WO 2014060651 · 2014 [cited by applicant]
WO WO2014081291 · 2014 [cited by applicant]
WO 2014149024 · 2014 [cited by applicant]
WO 2014162062 · 2014 [cited by applicant]
WO 2015018464 · 2015 [cited by applicant]
WO 2016012755 · 2016 [cited by applicant]
WO 2016110836 · 2016 [cited by applicant]
WO 2017135816 · 2017 [cited by applicant]
Hsieh, Y.L., “Chemical structure and properties of cotton” Cotton: Science and technology, (2007) 3-34. [cited by applicant]
Communication pursuant to Article 94(3) EPC mailed May 31, 2022, EP Application No. 16831317.9. [cited by applicant]
Negulesca et al., “Recycling Cotton from Cotoon/Polyester Fabrics”, Textile Chemist and Colorist, Jun. 1998, pp. 31-35. [cited by applicant]
Anderson, Kim Ph.D., “Dyeing Textiles with Supercritical Carbon Dioxide: A Non-Aqueous Dyeing System”, www. techexchange.com, p. 14, Jan. 2009. [cited by applicant]
(Anonymous), “Synthesis of Schweizer's Reagent then Precipitation of Rayon by Acidification by Disulfideprotein”, D Science Madness Discussion Board, Special Topics, Prepublication, www.sciencemadness.org (Jul. 3, 2012). [cited by applicant]
Hou, Aigin et al., “Using supercritical carbon dioxide as solvent to replace water in polyethylene terephthalate (PET) fabric dyeing procedures”, National Engineering Research Center for Dyeing and Finishing of Textiles… [cited by applicant]
Pacific Northwest Pollution Prevention Resource Center, “Supercritical Carbon-Dioxide Cleaning Technology Review,” http://www.pprc.org/pubs/techreviews/co2/co2intro.htm1, pp. 1-2 (Jul. 1996). [cited by applicant]
Schamotia, Justin “Cotton Recycling Process”, eHow.com, http://www.ehow.com/prinUinfo_8685561_cotton-recycling-process.html. [cited by applicant]
Van Roosmalen, M.J.E. et al., “Dry-cleaning with high-pressure carbon dioxide—the influence of mechanical action on washing results”, Journal of Supercritical Fluids, vol. 27, No. 97, p. 108 (Sep. 2002). Abstract. [cited by applicant]
Dadi, AP et al., “Enhancement of Cellulose Saccharification Kinetics Using an Ionic Liquid Pretreatment Step, Biotechnology and Bioengineering”, Aug. 17, 2006, p. 905, col. 2, paragraph 1 to p. 906, col. 1, paragrah 3. [cited by applicant]
Wang, “Cellulose Fiber Dissolution in Sodium Hydroxide Solution at Low Temperature: Dissolution Kinetics and Solubility Improvement”, Georgia Institute of Technology, Dec. 2008. [cited by applicant]
Wahlstrom, “Enzymatic Hydrolysis of Cellulose in Aqueous Ionic Liquids”, VTT Technical Research Centre of Finland, Feb. 21, 2014. [cited by applicant]
Okimori et al., “Potential of Carbon Sequestration by Carbonizing Wood Residue from Industrial Tree Plantation as a Clean Development Mechanism Project in the Kyoto Mechanism”, Energy with Agricultural Carbon Utilizatio… [cited by applicant]
Peterson, “Towards Recycling of Textile Fibers”, Chalmers University of Technology, 2015. [cited by applicant]
De Silva et al., “The Separation & Utilization of Polyester/Cotton Blends”, 17th Australian Cotton Conference. [cited by applicant]
Akato, “Pretreatment and Pyrolysis of Rayon-based Precursor for Carbon Fibers”, University of Tennessee, Knoxville, 2012. [cited by applicant]
Li et al., “A Mechanism Study on Preparation of rayon Based Carbon Fibers with (NH4)2SO4/NH3Cl/organosilicon Composite Catalyst System”, Composites Science and Technology, 2007. [cited by applicant]
Ma et al., “Mechanical, Microstructure and Surface Characterizations of Carbon Fibers Prepared from Cellulose after Liquefying and Curing”, Tianjin University of Science and Technology, Dec. 20, 2013. [cited by applicant]
Park et al., “Precursors and Manufacturing of Carbon Fibers”, Carbon Fibers, 2015. [cited by applicant]
Bhat et al., “Recent Developments on Carbon Fibers from Rayon-Based Precursors”, The University of Tennessee, Knoxville. [cited by applicant]
Holding, “Ionic Liquids and Electrolytes for Cellulose Dissolution”, University of Helsinki, 2016. [cited by applicant]
Seger et al., “Solution behaviour of cellulose and amylose in iron-sodiumtartrate (FeTNa)”, Carbohydrate polymers, 31 (1996) 105-112. [cited by applicant]
Saxena et al., “Viscometric Determination of molecular weight of cellulose pulps in zinc ethylenediamine solution”, Journal of Applied Polymer Science, 1963, vol. 7, Issue 1; Abstract. [cited by applicant]
Shenouda et al., “Swelling of coton in zincoxen”, European Polymer Journal, 1975, vol. 12, Issue 5. Abstract. [cited by applicant]
Harzallah et al, “Physical and Mechanical Properties of Cotton Fibers: Single-fiber Failure”, Textile Research Journal, 2009, vol. 80, Issue 11. Abstract. [cited by applicant]
Landon et al., “Facile Green Synthesis of Large Single Crystal Cooper Micro and Nanoparticles with Ascorbic Acid and Gum Arabic”, Open Journal of Applied Sciences, 2013, 3 332-336. [cited by applicant]
International Search Report and the Written Opinion of the International Searching Authority, Nov. 15, 2016, PCT/US2016/044325. [cited by applicant]
International Preliminary Report on Patentability, issued Jan. 30, 2018, in International Application No. PCT/US2016-044325, date of filing Jul. 27, 2016. [cited by applicant]
Beckman, “Supercritical and near-critical CO2 in green chemical synthesis and processing”, Journal of Supercritical Fluids, vol. 28, pp. 121-191, 2004. [cited by applicant]
Shaw et al in “Rayon as Paper-Making Material” Bureau of Standards Journal of Reasearch, vol. 4, pp. 203-211. (Year: 1929). [cited by applicant]