IP Library › Granted Patent US 12,195,674
Granted Patent B2
US 12,195,674 · App. 17/932,686 · Granted Jan 14, 2025

Using spent caustic solution from pygas treatment to neutralize halogens from liquified waste plastic

Inventors: Michael Gary Polasek (Longview, TX); Daryl Bitting (Longview, TX); Xianchun Wu (Longview, TX); David Eugene Slivensky (Tatum, TX)
Assignee: Eastman Chemical Company
C10G1/10B01D53/1475B01D53/48B01D53/68B01D53/78C10G1/002C10G53/02B01D2257/204C10G2300/1003C10G2300/202C10G2300/4043C10G2300/405C10G2300/4056
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 12,195,674
App. No.
17/932,686
Granted
Jan 14, 2025
Kind
B2
Abstract

Processes and facilities for producing recycled chemical products from waste plastic are described herein. The processes include treating process streams, such as a pyrolysis gas stream and/or at least a portion of a cracker furnace effluent stream, in a caustic scrubber process to remove certain components, such as carbon dioxide. The spent caustic solution from the caustic scrubber process is then recycled and reused in other caustic processes within the facility, which can include a halogen neutralization process from removing halogens from a liquification process off-gas.

Claims (38)

1. A chemical recycling process comprising:

(a) introducing a solid waste plastic into a liquefaction process and producing a liquified waste plastic and a halogen-enriched gaseous material;

(b) pyrolyzing at least a portion of the liquified waste plastic to thereby produce a pyrolysis effluent comprising a pyrolysis gas (pygas) and a pyrolysis oil (pyoil);

(c) separating at least a portion of the pyrolysis effluent to produce a pygas stream and a pyoil stream;

(d) introducing at least a portion of the pygas stream into a first caustic scrubber process and producing at least a carbon dioxide (CO 2 ) and/or sulfur-depleted scrubber effluent stream and a spent caustic stream; and

(e) scrubbing at least a portion of the halogen-enriched gaseous material in a second caustic scrubber process using at least a portion of the spent caustic stream to thereby produce a halogen-depleted gas stream and a wastewater stream.

2. The process according to claim 1 , further comprising, prior to the introducing (d), treating at least a portion of the pygas stream to remove CO 2 , sulfur, and/or halogens from the pygas stream, wherein the treating comprises:

(i) removing carbon dioxide (CO 2 ) from the pygas stream in an absorber-stripper system;

(ii) removing sulfur and/or sulfur-containing compounds from the pygas stream by contacting the pygas stream with at least one reactant material; and/or

(iii) removing halogens from the pygas stream by contacting the pygas stream with a halogen-removal material.

3. The process according to claim 1 , wherein the liquefaction process comprises:

(i) liquefying the solid waste plastic to produce the liquefied waste plastic;

(ii) introducing a stripping gas into the liquefied waste plastic to produce a multi-phase mixture; and

(iii) disengaging a gaseous phase from a liquid phase of the multi-phase mixture to thereby provide the halogen-enriched gaseous material and the liquefied waste plastic.

4. The process according to claim 3 , wherein the liquefying (i) comprises melting at least a portion of the solid waste plastic in a melt tank, wherein the melt tank is maintained at a temperature of 200 to 500° C.

5. The process according to claim 3 , wherein the liquefying (i) comprises dissolving at least a portion of the solid waste plastic in the presence of at least one dissolution solvent comprising at least a portion of the pyrolysis oil.

6. The process according to claim 3 , wherein said stripping gas comprises nitrogen, steam, methane, carbon monoxide, hydrogen, natural gas, or a combination thereof.

7. The process according to claim 1 , wherein the halogen-enriched gaseous material comprises hydrochloric acid (HCl), and the second caustic scrubber process comprises contacting the halogen-enriched gaseous material with the spent caustic stream, thereby absorbing and neutralizing at least a portion of the HCl in the halogen-enriched material, and producing a halogen-depleted gas stream and a halogen-enriched wastewater stream.

8. A chemical recycling process comprising:

(a) introducing a solid waste plastic into a liquefaction process and producing a liquified waste plastic and a halogen-enriched gaseous material;

(b) introducing a feedstock comprising at least a portion of a cracker furnace effluent into a first caustic scrubber process and thereby producing at least a carbon dioxide (CO 2 ) and/or sulfur-depleted effluent stream and a spent caustic stream; and

(c) scrubbing at least a portion of the halogen-enriched gaseous material in a second caustic scrubber process using at least a portion of the spent caustic stream to thereby produce a halogen-depleted gas stream and a wastewater stream.

9. The process according to claim 8 , further comprising:

(i) pyrolyzing at least a portion of the liquified waste plastic to thereby produce a pyrolysis effluent comprising a pyrolysis gas (pygas) and a pyrolysis oil (pyoil);

(ii) separating at least a portion of the pyrolysis effluent to produce a pygas stream and a pyoil stream;

(iii) combining at least a portion of the pygas stream and at least a portion of the cracker furnace effluent to form the feedstock.

10. The process according to claim 8 , wherein the liquefaction process comprises:

(i) liquefying the solid waste plastic to produce the liquefied waste plastic;

(ii) introducing a stripping gas into the liquefied waste plastic to produce a multi-phase mixture; and

(iii) disengaging a gaseous phase from a liquid phase of the multi-phase mixture to thereby provide the halogen-enriched gaseous material and the liquefied waste plastic.

11. The process according to claim 8 , wherein the liquefying (i) comprises melting at least a portion of the solid waste plastic in a melt tank, wherein the melt tank is maintained at a temperature of 200 to 500° C.

12. The process according to claim 8 , wherein the liquefaction process comprises:

(i) liquefying the solid waste plastic to produce the liquefied waste plastic;

(ii) introducing a stripping gas into the liquefied waste plastic to produce a multi-phase mixture; and

(iii) disengaging a gaseous phase from a liquid phase of the multi-phase mixture to thereby provide the halogen-enriched gaseous material and the liquefied waste plastic, and

wherein the liquefying (i) comprises dissolving at least a portion of the solid waste plastic in the presence of at least one dissolution solvent comprising at least a portion of the pyrolysis oil.

13. The process according to claim 8 , wherein the halogen-enriched gaseous material comprises hydrochloric acid (HCl).

14. The process according to claim 8 , wherein the halogen-enriched gaseous material comprises hydrochloric acid (HCl), and the second caustic scrubber process comprises contacting the halogen-enriched gaseous material with the spent caustic stream, thereby absorbing and neutralizing at least a portion of the HCl in the halogen-enriched material, and producing a halogen-depleted gas stream and a halogen-enriched wastewater stream.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 20, 2025
From: EASTMAN CHEMICAL COMPANY
To: EXXONMOBIL PRODUCT SOLUTIONS COMPANY
Reel/Frame 073142/0954 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 13, 2023
From: POLASEK, MICHAEL GARY; BITTING, DARYL; WU, XIANCHUN; SLIVENSKY, DAVID EUGENE
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 063317/0220 →
Continuity (2)
Provisional Application 63261432 · Sep 21, 2021
Related Publication 20230089058A1 · Mar 23, 2023
References Cited (400)
US 1048530A · Harlow · 1912 [cited by applicant]
US 1219162A · Runge · 1917 [cited by applicant]
US 1683347A · Gray et al. · 1928 [cited by applicant]
US 1698049A · Clarke et al. · 1929 [cited by applicant]
US 1880560A · Webber et al. · 1932 [cited by applicant]
US 1880808A · Clarke et al. · 1932 [cited by applicant]
US 1984147A · Malm · 1934 [cited by applicant]
US 2026985A · Malm et al. · 1936 [cited by applicant]
US 2129052A · Fordyce · 1938 [cited by applicant]
US 2163013A · Schulz · 1939 [cited by applicant]
US 2294984A · Hasche · 1942 [cited by applicant]
US 2337004A · Schwoegler · 1943 [cited by applicant]
US 2368704A · Carlson · 1945 [cited by applicant]
US 2464916A · Adams et al. · 1949 [cited by applicant]
US 2880241A · Hughes · 1959 [cited by applicant]
US 2892858A · Ziegler · 1959 [cited by applicant]
US 3091632A · Hagemeyer et al. · 1963 [cited by applicant]
US 3239566A · Slaugh et al. · 1966 [cited by applicant]
US 3291821A · Perry et al. · 1966 [cited by applicant]
US 3340312A · Duke, Jr. et al. · 1967 [cited by applicant]
US 3351657A · Duncanson et al. · 1967 [cited by applicant]
US 3448157A · Slaugh et al. · 1969 [cited by applicant]
US 3448173A · Francis et al. · 1969 [cited by applicant]
US 3527809A · Pruett et al. · 1970 [cited by applicant]
US 3544291A · Schlinger et al. · 1970 [cited by applicant]
US 3617201A · Berni et al. · 1971 [cited by applicant]
US 3631225A · Tenney et al. · 1971 [cited by applicant]
US 3655825A · Souder et al. · 1972 [cited by applicant]
US 3660447A · Cragg et al. · 1972 [cited by applicant]
US 3676523A · Mason · 1972 [cited by applicant]
US 3686334A · Britton · 1972 [cited by applicant]
US 3718689A · McCain et al. · 1973 [cited by applicant]
US 3853968A · Bortnick et al. · 1974 [cited by applicant]
US 3857895A · Booth · 1974 [cited by applicant]
US 4097363A · McKinney et al. · 1978 [cited by applicant]
US 4147603A · Pacifici et al. · 1979 [cited by applicant]
US 4148830A · Pruett et al. · 1979 [cited by applicant]
US 4169861A · Hughes · 1979 [cited by applicant]
US 4216337A · Baba et al. · 1980 [cited by applicant]
US 4218339A · Zucchini et al. · 1980 [cited by applicant]
US 4225726A · Morris et al. · 1980 [cited by applicant]
US 4248802A · Kuntz · 1981 [cited by applicant]
US 4263449A · Saito et al. · 1981 [cited by applicant]
US 4287369A · Harris et al. · 1981 [cited by applicant]
US 4287370A · Harris et al. · 1981 [cited by applicant]
US 4303594A · Norton et al. · 1981 [cited by applicant]
US 4316990A · Morris · 1982 [cited by applicant]
US 4332564A · Lord · 1982 [cited by applicant]
US 4436532A · Yamaguchi et al. · 1984 [cited by applicant]
US 4443638A · Yates · 1984 [cited by applicant]
US 4446585A · Harding et al. · 1984 [cited by applicant]
US 4479012A · Fischer et al. · 1984 [cited by applicant]
US 4482640A · Knudsen et al. · 1984 [cited by applicant]
US 4515659A · Wingfield, Jr. et al. · 1985 [cited by applicant]
US 4536597A · Pesa et al. · 1985 [cited by applicant]
US 4548706A · Papadopoulos et al. · 1985 [cited by applicant]
US 4564647A · Hayashi et al. · 1986 [cited by applicant]
US 4593127A · Bunning et al. · 1986 [cited by applicant]
US 4625068A · Young · 1986 [cited by applicant]
US 4699998A · Green · 1987 [cited by applicant]
US 4742178A · Nelson et al. · 1988 [cited by applicant]
US 4755624A · Phillips et al. · 1988 [cited by applicant]
US 4758645A · Miyazono et al. · 1988 [cited by applicant]
US 4774362A · Devon et al. · 1988 [cited by applicant]
US 4808756A · Tokitoh et al. · 1989 [cited by applicant]
US 4839230A · Cook · 1989 [cited by applicant]
US 4861629A · Nahm · 1989 [cited by applicant]
US 4871878A · Puckette et al. · 1989 [cited by applicant]
US 4873213A · Puckette et al. · 1989 [cited by applicant]
US 4912155A · Burton · 1990 [cited by applicant]
US 4960949A · Devon et al. · 1990 [cited by applicant]
US 5004845A · Bradley et al. · 1991 [cited by applicant]
US 5082914A · Cook et al. · 1992 [cited by applicant]
US 5087763A · Sorensen · 1992 [cited by applicant]
US 5114089A · Posso · 1992 [cited by applicant]
US 5137954A · DasGupta et al. · 1992 [cited by applicant]
US 5180847A · Thurman et al. · 1993 [cited by applicant]
US 5182379A · Cook et al. · 1993 [cited by applicant]
US 5202463A · Ruszkay · 1993 [cited by applicant]
US 5264600A · Lappe et al. · 1993 [cited by applicant]
US 5292877A · Edgar et al. · 1994 [cited by applicant]
US 5292979A · Chauvin et al. · 1994 [cited by applicant]
US 5312951A · Herrmann et al. · 1994 [cited by applicant]
US 5347045A · Herrmann et al. · 1994 [cited by applicant]
US 5364995A · Kirkwood et al. · 1994 [cited by applicant]
US 5368723A · Takahashi et al. · 1994 [cited by applicant]
US 5384163A · Budde et al. · 1995 [cited by applicant]
US 5504259A · Diebold et al. · 1996 [cited by applicant]
US 5534594A · Troy et al. · 1996 [cited by applicant]
US 5557014A · Grate et al. · 1996 [cited by applicant]
US 5639937A · Hover et al. · 1997 [cited by applicant]
US 5663444A · Melder et al. · 1997 [cited by applicant]
US 5684097A · Palmroos et al. · 1997 [cited by applicant]
US 5723151A · Cook et al. · 1998 [cited by applicant]
US 5731483A · Stabel et al. · 1998 [cited by applicant]
US 5741901A · Cook et al. · 1998 [cited by applicant]
US 5750677A · Edgar et al. · 1998 [cited by applicant]
US 5770017A · Brown et al. · 1998 [cited by applicant]
US 5770664A · Okumura et al. · 1998 [cited by applicant]
US 5830981A · Koreishi et al. · 1998 [cited by applicant]
US 5852143A · Sishta et al. · 1998 [cited by applicant]
US 5866725A · Unruh et al. · 1999 [cited by applicant]
US 5871573A · Cook et al. · 1999 [cited by applicant]
US 5977407A · Zoeller et al. · 1999 [cited by applicant]
US 5981738A · Cook et al. · 1999 [cited by applicant]
US 6075168A · DiGuilio et al. · 2000 [cited by applicant]
US 6121394A · Sugimoto et al. · 2000 [cited by applicant]
US 6184428B1 · Zahoor et al. · 2001 [cited by applicant]
US 6277778B1 · Leino et al. · 2001 [cited by applicant]
US 6278030B1 · Vargas et al. · 2001 [cited by applicant]
US 6331580B1 · Molnar · 2001 [cited by applicant]
US 6344530B2 · Sugano et al. · 2002 [cited by applicant]
US 6362367B2 · Braithwaite et al. · 2002 [cited by applicant]
US 6369214B1 · Tye et al. · 2002 [cited by applicant]
US 6458992B1 · Lederer et al. · 2002 [cited by applicant]
US 6476171B1 · Lue et al. · 2002 [cited by applicant]
US 6492564B1 · Wiese et al. · 2002 [cited by applicant]
US 6559342B1 · Tsuneki et al. · 2003 [cited by applicant]
US 6642323B1 · Myhre et al. · 2003 [cited by applicant]
US 6693213B1 · Kolena et al. · 2004 [cited by applicant]
US 6693219B2 · Puckette et al. · 2004 [cited by applicant]
US 6730756B1 · Andell et al. · 2004 [cited by applicant]
US 6818584B2 · Garoff et al. · 2004 [cited by applicant]
US 6825255B2 · Yuan et al. · 2004 [cited by applicant]
US 6960635B2 · Stevens et al. · 2005 [cited by applicant]
US 7049473B2 · Mackewitz et al. · 2006 [cited by applicant]
US 7128827B2 · Tallman et al. · 2006 [cited by applicant]
US 7329774B2 · Zuber et al. · 2008 [cited by applicant]
US 7420092B2 · Fujita et al. · 2008 [cited by applicant]
US 7589145B2 · Brant et al. · 2009 [cited by applicant]
US 7601666B2 · Rix et al. · 2009 [cited by applicant]
US 7638314B2 · Zappi et al. · 2009 [cited by applicant]
US 7767613B2 · Mihan · 2010 [cited by applicant]
US 7816465B2 · Andtsjo · 2010 [cited by applicant]
US 7897679B2 · Stevens et al. · 2011 [cited by applicant]
US 7935850B2 · Caers et al. · 2011 [cited by applicant]
US 7972498B2 · Buchanan et al. · 2011 [cited by applicant]
US 8344195B2 · Srinakruang · 2013 [cited by applicant]
US 8354563B2 · Kharas · 2013 [cited by applicant]
US 8404911B2 · Srinakruang · 2013 [cited by applicant]
US 8426652B2 · Jevtic et al. · 2013 [cited by applicant]
US 8641787B2 · Morgan · 2014 [cited by applicant]
US 8829258B2 · Gong et al. · 2014 [cited by applicant]
US 8895790B2 · Narayanaswamy et al. · 2014 [cited by applicant]
US 8981165B2 · Carbone et al. · 2015 [cited by applicant]
US 9096801B2 · Baker · 2015 [cited by applicant]
US 9181156B2 · Ko et al. · 2015 [cited by applicant]
US 9309183B2 · Storzum et al. · 2016 [cited by applicant]
US 9505901B2 · Mohanty et al. · 2016 [cited by applicant]
US 9809508B2 · Keusenkothen et al. · 2017 [cited by applicant]
US 9856198B1 · Keen et al. · 2018 [cited by applicant]
US 10040735B2 · Levin · 2018 [cited by applicant]
US 10214600B2 · Somers et al. · 2019 [cited by applicant]
US 10233395B2 · Ward et al. · 2019 [cited by applicant]
US 10344226B2 · Schmidt et al. · 2019 [cited by applicant]
US 10975313B2 · Ramamurthy et al. · 2021 [cited by applicant]
US 11319262B2 · Wu et al. · 2022 [cited by applicant]
US 20070299280A1 · Zoeller et al. · 2007 [cited by applicant]
US 20080039540A1 · Reitz · 2008 [cited by applicant]
US 20080194808A1 · Buchanan et al. · 2008 [cited by applicant]
US 20090005605A1 · Hassan et al. · 2009 [cited by applicant]
US 20090036727A1 · Kurukchi · 2009 [cited by examiner]
US 20100121097A1 · Sasaki et al. · 2010 [cited by applicant]
US 20110046365A1 · Mikkonen et al. · 2011 [cited by applicant]
US 20110046429A1 · Aliyev et al. · 2011 [cited by applicant]
US 20110257317A1 · Baugh et al. · 2011 [cited by applicant]
US 20110296745A1 · Hilten et al. · 2011 [cited by applicant]
US 20110308142A1 · Abhari et al. · 2011 [cited by applicant]
US 20120035404A1 · Alegria et al. · 2012 [cited by applicant]
US 20120125813A1 · Bridges et al. · 2012 [cited by applicant]
US 20120160659A1 · Koukios · 2012 [cited by applicant]
US 20120238741A1 · Buchanan et al. · 2012 [cited by applicant]
US 20120238742A1 · Buchanan et al. · 2012 [cited by applicant]
US 20120310023A1 · Huang et al. · 2012 [cited by applicant]
US 20130178672A1 · Chen et al. · 2013 [cited by applicant]
US 20130184505A1 · Maxwell · 2013 [cited by applicant]
US 20130296619A1 · Iaccino et al. · 2013 [cited by applicant]
US 20140031583A1 · Mazanec et al. · 2014 [cited by applicant]
US 20140107306A1 · Mazanec et al. · 2014 [cited by applicant]
US 20140155661A1 · Frediani et al. · 2014 [cited by applicant]
US 20140296407A1 · Marsh et al. · 2014 [cited by applicant]
US 20150284645A1 · Schmidt et al. · 2015 [cited by applicant]
US 20150307417A1 · Schmidt et al. · 2015 [cited by applicant]
US 20160083323A1 · Fruchey et al. · 2016 [cited by applicant]
US 20160090539A1 · Frey et al. · 2016 [cited by applicant]
US 20160097002A1 · Sundaram · 2016 [cited by applicant]
US 20160168491A1 · Yao et al. · 2016 [cited by applicant]
US 20160244677A1 · Froehle · 2016 [cited by applicant]
US 20160264874A1 · Narayanaswamy et al. · 2016 [cited by applicant]
US 20160264883A1 · Narayanaswamy et al. · 2016 [cited by applicant]
US 20160264884A1 · Narayanaswamy et al. · 2016 [cited by applicant]
US 20160264885A1 · Narayanaswamy et al. · 2016 [cited by applicant]
US 20160362609A1 · Ward et al. · 2016 [cited by applicant]
US 20170240822A1 · Karimzadeh · 2017 [cited by applicant]
US 20170348741A1 · Iijima et al. · 2017 [cited by applicant]
US 20170362512A1 · Hornung et al. · 2017 [cited by applicant]
US 20180002609A1 · Narayanaswamy et al. · 2018 [cited by applicant]
US 20180244905A1 · Wang et al. · 2018 [cited by applicant]
US 20180346838A1 · Vasudevan et al. · 2018 [cited by applicant]
US 20190023999A1 · Sundaram et al. · 2019 [cited by applicant]
US 20190055483A1 · Bafna et al. · 2019 [cited by applicant]
US 20190161683A1 · Narayanaswamy · 2019 [cited by examiner]
US 20190177626A1 · Ramamurthy et al. · 2019 [cited by applicant]
US 20190241838A1 · Scheibel et al. · 2019 [cited by applicant]
US 20190270939A1 · Javeed · 2019 [cited by examiner]
US 20190299491A1 · Stanislaus et al. · 2019 [cited by applicant]
US 20190367428A1 · Ramamurthy et al. · 2019 [cited by applicant]
US 20190390124A1 · Oprins et al. · 2019 [cited by applicant]
US 20200017772A1 · Ramamurthy et al. · 2020 [cited by applicant]
US 20200017773A1 · Ramamurthy et al. · 2020 [cited by applicant]
US 20200308492A1 · Streiff et al. · 2020 [cited by applicant]
US 20200369965A1 · Bitting et al. · 2020 [cited by applicant]
US 20210130262A1 · Wu et al. · 2021 [cited by applicant]
US 20210130699A1 · Bitting et al. · 2021 [cited by applicant]
US 20210130700A1 · Wu et al. · 2021 [cited by applicant]
US 20210130708A1 · Xu et al. · 2021 [cited by applicant]
US 20210130710A1 · Xu et al. · 2021 [cited by applicant]
US 20210130712A1 · Abudawould et al. · 2021 [cited by applicant]
US 20210130713A1 · Xu et al. · 2021 [cited by applicant]
US 20210130714A1 · Abudawould et al. · 2021 [cited by applicant]
US 20210130715A1 · Xu et al. · 2021 [cited by applicant]
US 20210130716A1 · Xu et al. · 2021 [cited by applicant]
US 20210130717A1 · Xu et al. · 2021 [cited by applicant]
US 20210139620A1 · Slivensky et al. · 2021 [cited by applicant]
US 20220195315A1 · Zhang et al. · 2022 [cited by applicant]
US 20220220389A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220220391A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220227892A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220228071A1 · Bitting et al. · 2022 [cited by applicant]
US 20220234968A1 · Wu et al. · 2022 [cited by applicant]
US 20220267679A1 · Bitting et al. · 2022 [cited by applicant]
US 20220281793A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220281796A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220289655A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220363616A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220363862A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220363996A1 · Wu et al. · 2022 [cited by applicant]
US 20220380328A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220380680A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220380683A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220396546A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220396736A1 · Wu et al. · 2022 [cited by applicant]
US 20220402845A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220402860A1 · Slivensky et al. · 2022 [cited by applicant]
US 20220403053A1 · Slivensky et al. · 2022 [cited by applicant]
CN 1309112A · 2001 [cited by applicant]
CN 1434015A · 2003 [cited by applicant]
CN 1609169A · 2005 [cited by applicant]
CN 101948386A · 2011 [cited by applicant]
CN 102249909A · 2011 [cited by applicant]
CN 103664444A · 2014 [cited by applicant]
CN 105732354A · 2016 [cited by applicant]
CN 106008218A · 2016 [cited by applicant]
CN 107075094A · 2017 [cited by applicant]
CN 106496378B1 · 2018 [cited by applicant]
CN 109575978B1 · 2019 [cited by applicant]
DE 4412941A1 · 1995 [cited by applicant]
EP 0052419A1 · 1982 [cited by applicant]
EP 0094456A1 · 1982 [cited by applicant]
EP 0103810A2 · 1984 [cited by applicant]
EP 0114611A2 · 1984 [cited by applicant]
EP 0144745A1 · 1985 [cited by applicant]
EP 0183545A1 · 1985 [cited by applicant]
EP 0189247A1 · 1986 [cited by applicant]
EP 0225143A2 · 1987 [cited by applicant]
EP 0285415A2 · 1988 [cited by applicant]
EP 0307907A2 · 1988 [cited by applicant]
EP 0648829A1 · 1994 [cited by applicant]
EP 0804398A1 · 1997 [cited by applicant]
EP 1004563B1 · 1999 [cited by applicant]
EP 1732871B1 · 2005 [cited by applicant]
EP 3063122A1 · 2016 [cited by applicant]
GB 2106893A · 1983 [cited by applicant]
JP 09157659A · 1997 [cited by applicant]
JP 2018511671A · 2018 [cited by applicant]
RU 2162461C1 · 2001 [cited by applicant]
WO WO9304026A1 · 1993 [cited by applicant]
WO WO9741088A1 · 1997 [cited by applicant]
WO WO9812162A1 · 1998 [cited by applicant]
WO WO0105908A1 · 2001 [cited by applicant]
WO WO2004018584A1 · 2004 [cited by applicant]
WO WO2004018592A1 · 2004 [cited by applicant]
WO WO2008100566A1 · 2008 [cited by applicant]
WO WO2010060862A1 · 2010 [cited by applicant]
WO WO2010099058A2 · 2010 [cited by applicant]
WO WO2012099679A1 · 2012 [cited by applicant]
WO WO2013025186A1 · 2013 [cited by applicant]
WO WO2013037036A1 · 2013 [cited by applicant]
WO WO2014034015A1 · 2014 [cited by applicant]
WO WO2014051347A1 · 2014 [cited by applicant]
WO WO2014181248A1 · 2014 [cited by applicant]
WO WO2015000840A1 · 2015 [cited by applicant]
WO WO2015104430A1 · 2015 [cited by applicant]
WO WO2016069622A1 · 2016 [cited by applicant]
WO WO2016134794A1 · 2016 [cited by applicant]
WO WO2016142809A1 · 2016 [cited by applicant]
WO WO2017027271A1 · 2017 [cited by applicant]
WO WO2017146876A1 · 2017 [cited by applicant]
WO WO2018005074A1 · 2018 [cited by applicant]
WO WO2018011642A1 · 2018 [cited by applicant]
WO WO2018024796A1 · 2018 [cited by applicant]
WO WO2018025103A1 · 2018 [cited by applicant]
WO WO2018069794A1 · 2018 [cited by applicant]
WO WO2018104443A1 · 2018 [cited by applicant]
WO WO2018127813A1 · 2018 [cited by applicant]
WO WO2018160588A1 · 2018 [cited by applicant]
WO WO2019019539A1 · 2019 [cited by applicant]
WO WO2020152317A1 · 2020 [cited by applicant]
WO WO2020152320A1 · 2020 [cited by applicant]
WO WO2020252228A1 · 2020 [cited by applicant]
WO WO2021087026A1 · 2021 [cited by applicant]
WO WO2021133889A1 · 2021 [cited by applicant]
WO WO2021133893A1 · 2021 [cited by applicant]
WO WO2021133895A1 · 2021 [cited by applicant]
Co-pending U.S. Appl. No. 17/755,326, filed Apr. 27, 2022; Wu et al. [cited by applicant]
USPTO Office Action dated Oct. 12, 2023 received in co-pending U.S. Appl. No. 17/755,326. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,327, filed Apr. 27, 2022; Wu et al. [cited by applicant]
USPTO Office Action dated Jun. 6, 2023 received in co-pending U.S. Appl. No. 17/755,327. [cited by applicant]
USPTO Office Action dated Jan. 23, 2024 received in co-pending U.S. Appl. No. 17/755,327. [cited by applicant]
USPTO Office Action dated Jul. 1, 2024 received in co-pending U.S. Appl. No. 17/755,327. [cited by applicant]
Co-pending U.S. Appl. No. 17/595,511, filed Nov. 18, 2021; Bitting et al. [cited by applicant]
USPTO Office Action dated Jul. 30, 2024 received in co-pending U.S. Appl. No. 17/595,511. [cited by applicant]
Co-pending U.S. Appl. No. 17/595,512, filed Nov. 18, 2021; Bitting et al. [cited by applicant]
USPTO Office Action dated Feb. 24, 2023 received in co-pending U.S. Appl. No. 17/595,512. [cited by applicant]
Notice of Allowance dated Sep. 27, 2023 received in co-pending U.S. Appl. No. 17/595,512. [cited by applicant]
Notice of Allowance dated Feb. 9, 2024 received in co-pending U.S. Appl. No. 17/595,512. [cited by applicant]
Co-pending U.S. Appl. No. 17/083,586, filed Mar. 20, 2024; Bitting et al. [cited by applicant]
Co-pending U.S. Appl. No. 18/610,557 filed on Octob; Bitting et al. [cited by applicant]
USPTO Office Action dated Sep. 16, 2021 received in co-pending U.S. Appl. No. 17/083,586. [cited by applicant]
USPTO Office Action dated May 25, 2022 received in co-pending U.S. Appl. No. 17/083,586. [cited by applicant]
USPTO Office Action dated Nov. 10, 2022 received in co-pending U.S. Appl. No. 17/083,586. [cited by applicant]
USPTO Office Action dated Mar. 31, 2023 received in co-pending U.S. Appl. No. 17/083,586. [cited by applicant]
Notice of Allwance dated Feb. 14, 2024 received in co-pending U.S. Appl. No. 17/083,586. [cited by applicant]
Co-pending U.S. Appl. No. 18/610,459, filed Mar. 20, 2024; Bitting et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/595,514, filed Nov. 18, 2021; Slivensky et al. [cited by applicant]
USPTO Office Action dated Feb. 28, 2023 received in co-pending U.S. Appl. No. 17/595,514. [cited by applicant]
Notice of Allowance dated Apr. 15, 2024 received in co-pending U.S. Appl. No. 17/595,514. [cited by applicant]
Co-pending U.S. Appl. No. 17/594,966, filed Nov. 4, 2021; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/595,565, filed Nov. 19, 2021; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,638, filed May 4, 2022; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,341, filed Apr. 27, 2022; Slivensky et al. Publication No. 2022-0380328. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,345, filed Apr. 27, 2022; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/595,515, filed Nov. 18, 2021; Slivensky et al. [cited by applicant]
USPTO Office Action dated Jun. 3, 2024 received in co-pending U.S. Appl. No. 17/595,515. [cited by applicant]
Co-pending U.S. Appl. No. 17/597,822, filed Jan. 25, 2022; Slivensky et al. [cited by applicant]
USPTO Office Action dated May 20, 2024 received in co-pending U.S. Appl. No. 17/597,822. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,349, filed Apr. 27, 2022; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,351, filed Apr. 27, 2022; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,357, filed Apr. 27, 2022; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/597,817, filed Jan. 25, 2022; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/597,726, filed Jan. 20, 2022; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,628, filed May 4, 2022; Slivensky et al. [cited by applicant]
USPTO Office Action dated Jul. 25, 2023 received in co-pending U.S. Appl. No. 17/755,628. [cited by applicant]
USPTO Notice of Allowance dated Aug. 21, 2024, received in co-pending U.S. Appl. No. 17/755,628. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,634, filed May 4, 2022; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/755,627, filed May 4, 2022; Slivensky et al. [cited by applicant]
USPTO Office Action dated Jun. 29, 2023 received in co-pending U.S. Appl. No. 17/755,627. [cited by applicant]
USPTO Notice of Allowance dated Feb. 9, 2024 received in co-pending U.S. Appl. No. 17/755,627. [cited by applicant]
Co-pending U.S. Appl. No. 18/610,421, filed Mar. 20, 2024; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/090,976, filed Nov. 6, 2020; Slivensky et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/083,590, filed Oct. 29, 2020; Wu et al. [cited by applicant]
USPTO Office action dated Jul. 1, 2021 received in co-pending U.S. Appl. No. 17/083,590. [cited by applicant]
USPTO Notice of Allowance dated Mar. 17, 2022 received in co-pending U.S. Appl. No. 17/083,590. [cited by applicant]
Co-pending U.S. Appl. No. 17/657,978, filed Apr. 5, 2022; Wu et al. [cited by applicant]
USPTO Office Action dated Oct. 25, 2022 received in c-pending U.S. Appl. No. 17/657,978. [cited by applicant]
USPTO Office Action dated May 18, 2023 received in co-pending U.S. Appl. No. 17/657,978. [cited by applicant]
USPTO Notice of Allowance dated Aug. 29, 2023 received in co-pending U.S. Appl. No. 17/657,978. [cited by applicant]
Co-pending U.S. Appl. No. 17/995,718, filed Oct. 7, 2022; DeBruin et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/995,717, filed Oct. 7, 2022; DeBruin et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/995,716, filed Oct. 7, 2022; DeBruin et al. [cited by applicant]
Co-pending U.S. Appl. No. 17/995,715, filed Oct. 7, 2022; DeBruin et al. [cited by applicant]
Shelton, Michael C.; “Cellulose Esters, Inorganic Esters”, Kirk-Othmer, Encyclopedia of Chemical Technology, 5th edition, vol. 5, Wiley Interscience, New York (2004), pp. 394-412. [cited by applicant]
Gedon, Steven, et al.; “Cellulose Esters, Organic Esters”, Kirk-Othmer, Encyclopedia of Chemical Technology, 5th edition, vol. 5, Wiley Interscience, New York (2004), pp. 412-444. [cited by applicant]
Wade, Bruce; “Vinyl Acetal Polymers”; Encyclopdia of Polymer Science & Technology, 3rd edition, vol. 8, pp. 381-399 (2003). [cited by applicant]
Riesel, L., et al.; “A Simple Synthesis of Fluoro(organyl)phosphnes”, Z. Anorg. Allg. Chem., 603, (1991), pp. 145-150. [cited by applicant]
Tullock, C.W., et al.; “Synthesis of Fluorides by Metathesis with Sodium Fluoride”; Journal of Organic Chemistry, vol. 25 (1960), pp. 2016-2019. [cited by applicant]
Li, Fuwei et al.; Production of light olefins from catalytic cracking bio-oil model compounds over La203-modified ZSM-5 zeolite; Energy Fuels, 2018, 32, pp. 5910-5922. [cited by applicant]
White, D.W., et al.; “Structural Implications of Nuclear Magentic Resonance Studies n 1-R-1-Phospha-2,6-dioxacyclohexanes”; Journal of the American Chemical Society, 92:24, Dec. 2, 1970, pp. 7125-7135. [cited by applicant]
Dwidar, Mohammed et al.; “The Future of Butyric Acid in Industry”; The Scientific World Journal, vol. 2012, Article ID 471417, 9 pages. [cited by applicant]
Sogancioglu, Merve et al.; “A Comparative Study on Waste Plastics Pyrolysis Liquid Products Quantity and Energy Recovery Potential”; Energy Procedia 188 (2017) 221-226. [cited by applicant]
Zhang, L et al.: “Alcohol Stabilization of Low Water Content Pyrolysis Oil during High Temperature Treatment”; Energy Fuels, 2017, vol. 31, oages 13666-13674. [cited by applicant]
Thunman, Henrik et al.; “Circular use of plastics-transformation of existing petrochemical clusters into thermochemical recycling plants with 100% plastics recovery”; Sustainable Materials and Technologies 22 (2019) e00… [cited by applicant]
Liang, Guanfeng et al.; Production of Primary Amines by Reductive Amination of Biomass-Derived Aldehydes/Ketones; Agnew. Chem. 2017, vol. 129, pp. 3096-3100. [cited by applicant]
Meyer, Thomas G., et al.; “Preparations and Single Crystal X-ray Diffraction Study of Some Fluorophosphites and Phosphite Esters”; Z Naturforsch, 48b, pp. 659-671 (1993). [cited by applicant]
ASTM D2887 “Standard Test Method for Boiling Range Distribution of Petroleum Fractions by Gas Chromatography”; Published Jan. 2020. [cited by applicant]
ASTMD5399 “Standard Test Method for Boiling Point Distribution of Hydrocarbon Solvents by Gas Chromatography”; Published Dec. 2017. [cited by applicant]
ASTM D6474 “Standard Test Method for Determining Molecular Weight Distribution and Molecular Weight Averages of Polyolefins by High Temperature Gel Permeation Chromatography” Published Apr. 2020. [cited by applicant]
ASTM D5296 “Standard Test Method for Molecular Weight Averages and Molecular Weight Distribution of Polystyrene by High Performance Size-Exclusion Chromatography” Published Dec. 2019. [cited by applicant]
ASTM E308 “Standard Practice for Computing the Colors of Objects by Using the CIE System” Published Sep. 2018. [cited by applicant]
ASTM E794 Standard Test Method for Melting and Crystallization Temperatures By Thermal Analysis; Published May 2018. [cited by applicant]
ASTM D6290 “Standard Test Method for Color Determination of Plastic Pellets” Published Jun. 2019. [cited by applicant]
ASTM D790 “Standard Test Methods for Flexural Properties of Unreinforced and Reinforced Plastics and Electrical Insulating Materials” Published Jul. 2017. [cited by applicant]
ASTM D256 “Standard Test Methods for Determining the Izod Pendulum Impact Resistance of Plastics” Published Nov. 2018. [cited by applicant]
ASTMD3418 “Standard Test Method for Transition Temperatures and Enthalpies of Fusion and Crystallization of Polymers by Differential Scanning Calorimetry” Published Jun. 2015. [cited by applicant]
ASTM D1003 “Standard Test Method for Haze and Luminous Transmittance of Transparent Plastics” Published Nov. 2013. [cited by applicant]
ASTM D648 “Standard Test Method for Deflection Temperature of Plastics Under Flexural Load in the Edgewise Position” Published Apr. 2018. [cited by applicant]
ASTM D6440 “Standard Test Method for Plastics: Dynamic Mechanical Properties Melt Rheology” Published Feb. 2015. [cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Feb. 22, 2021 for International Application No. PCT/US2020/057873. [cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Feb. 23, 2021 for International Application No. PCT/US2020/057876. [cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Sep. 9, 2020 for International Application No. PCT/US2020/034151. [cited by applicant]