Granted Patent
B2
US 12,528,995 · App. 17/083,592 · Granted Jan 20, 2026
Pyrolysis method and system for recycled waste
Inventors:
Xianchun Wu (Longview, TX); Daryl Bitting (Longview, TX); Kenny Randolph Parker (Afton, TN); Michael Gary Polasek (Longview, TX); David Eugene Slivensky (Tatum, TX); Damon Ray Billodeaux (Longview, TX); Rucker Joel Murry (Gilmer, TX)
Assignee:
ExxonMobil Product Solutions Company
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Abstract
A pyrolysis method and system are provided that enhances the production of alkanes and minimizes the production of aromatics in the resulting pyrolysis oil. More particularly, the disclosed pyrolysis method and system may be configured to enhance the production of alkanes due to the use of certain pyrolysis catalysts and more intense pyrolysis conditions.
Claims (25)
1 . A method of making a pyrolysis oil, said method comprising:
(a) introducing a pyrolysis feed into a pyrolysis unit, wherein said pyrolysis feed comprises at least one recycled waste, wherein said recycled waste comprises not more than 1 weight percent of polyvinyl chloride and/or polyethylene terephthalate; and
(b) pyrolyzing at least a portion of said pyrolysis feed in the presence of an acidic catalyst at a temperature of 380° C. to 550° C. to thereby form a pyrolysis effluent comprising a pyrolysis oil, wherein said pyrolysis oil
(i) comprises an aromatic content of 5 wt % to less than 20 wt %; and
(ii) comprises a combined paraffin and olefin content of at least 50 wt %; and
(iii) exhibits a density at 15° C. of at least 0.6 g/cm 3 ; wherein said pyrolysis oil is sent to a cracking furnace to produce olefins; where said pyrolysis oil has not be subjected to additional treatments chosen from hydrotreatment and/or hydrogenation; wherein said pyrolysis oil has a C 8 + content of at least 15 weight percent, based on the total weight of said pyrolysis oil; and wherein said olefins comprises a ethylene and/or propylene.
2 . The method according to claim 1 , wherein said recycled waste comprises post-consumer waste and/or post-industrial waste.
3 . The method according to claim 2 , wherein said post-consumer waste comprises a waste plastic, a waste rubber, a textile, modified cellulose, wet-laid products, or combinations thereof.
4 . The method according to claim 3 , wherein said pyrolysis feed comprises at least 30 wt % of at least one post-consumer wastes.
5 . The method according to claim 1 , wherein said recycled waste comprises at least one recycled waste plastic.
6 . The method according to claim 5 , wherein said pyrolysis feed comprises at least 30 wt % of at least one recycled waste plastic.
7 . The method according to claim 5 , wherein said pyrolysis feed comprises at least 30 wt % of polyethylene and/or polypropylene.
8 . The method according to claim 1 , wherein said pyrolysis effluent comprises at least 40 wt % and/or less than 99 wt % of said pyrolysis oil.
9 . The method according to claim 1 , wherein said pyrolysis oil comprises an aromatic content of less than 15 wt %.
10 . The method according to claim 1 , wherein said pyrolysis oil comprises a combined paraffin and olefin content of at least 55 wt % and/or not more than 99 wt %.
11 . The method according to claim 1 , wherein said pyrolysis oil comprises a C6-C12 hydrocarbon content of at least 10 wt % and/or less than 95 wt %.
12 . The method according to claim 1 , wherein said pyrolysis oil comprises a C13-C23 hydrocarbon content of at least 1 wt % and/or less than 80 wt %.
13 . The method according to claim 1 , wherein said pyrolysis oil comprises a C24+ hydrocarbon content of at least 1 wt % and/or less than 15 wt %.
14 . The method according to claim 1 , wherein said pyrolyzing of step (b) occurs at a temperature of at least 250° C.
15 . The method according to claim 1 , wherein said pyrolyzing of step (b) occurs in a pyrolysis unit, wherein said pyrolysis unit comprises a fluidized bed reactor, a transported bed reactor, an ablative (vortex) reactor, an extruder reactor, a microwave reactor, a fixed bed reactor, a vacuum reactor, an autoclave reactor, a rotary kiln, or a tubular reactor.
16 . The method according to claim 1 , wherein said pyrolyzing of step (b) occurs at a residence of at least 0.1 seconds and less than 10 seconds.
17 . The method according to claim 1 , wherein said pyrolysis catalyst comprises a heterogeneous catalyst comprising a metal or metal oxide supported on carbon, a basic oxide, or combinations thereof.
18 . The method according to claim 1 , wherein said pyrolysis catalyst comprises a homogeneous catalyst.
19 . The method according to claim 1 , wherein said pyrolysis oil exhibits an API gravity at 15° C. of at least 28 and/or less than 50.
20 . The method according to claim 1 , wherein said pyrolysis oil comprises a weight ratio of C6-C12 hydrocarbons to C13-C23 hydrocarbons of at least 1:1 and/or less than 20:1.
Assignments (3)
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, 2021
From: WU, XIANCHUN; BITTING, DARYL; PARKER, KENNY RANDOLPH; POLASEK, MICHAEL GARY; SLIVENSKY, DAVID EUGENE; BILLODEAUX, DAMON RAY; MURRY, RUCKER JOEL
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 055902/0907 →
ASSIGNMENT OF ASSIGNOR'S INTEREST
Recorded Mar 24, 2021
From: WU, XIANCHUN; BITTING, DARYL; PARKER, KENNY RANDOLPH; POLASEK, MICHAEL GARY; SLIVENSKY, DAVID E
To: EASTMAN CHEMICAL COMPANY
Reel/Frame 055699/0110 →
Continuity (2)
Provisional Application
62928455
· Oct 31, 2019
References Cited (338)
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 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 3175968A
· Berger
· 1965
[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 3554291A
· Rogers et al.
· 1971
[cited by applicant]
US 3617201A
· Berni 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 3772405A
· Hamb
· 1973
[cited by applicant]
US 3853968A
· Bortnick et al.
· 1974
[cited by applicant]
US 3857895A
· Booth
· 1974
[cited by applicant]
US 3920760A
· Heinz
· 1975
[cited by applicant]
US 3935279A
· Cocuzza et al.
· 1976
[cited by applicant]
US 4021496A
· Wright
· 1977
[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 4220454A
· Ban et al.
· 1980
[cited by applicant]
US 4225726A
· Morris et al.
· 1980
[cited by applicant]
US 4248802A
· Kuntz
· 1981
[cited by applicant]
US 4287369A
· Harris et al.
· 1981
[cited by applicant]
US 4287370A
· Harris et al.
· 1981
[cited by applicant]
US 4314090A
· Shewbart et al.
· 1982
[cited by applicant]
US 4316990A
· Morris
· 1982
[cited by applicant]
US 4332564A
· Lord
· 1982
[cited by applicant]
US 4364905A
· Fahrig et al.
· 1982
[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 4536597A
· Pesa et al.
· 1985
[cited by applicant]
US 4588850A
· Mueller et al.
· 1986
[cited by applicant]
US 4593127A
· Bunning et al.
· 1986
[cited by applicant]
US 4625068A
· Young
· 1986
[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 4993473A
· Newcomb
· 1991
[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 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 5384163A
· Budde et al.
· 1995
[cited by applicant]
US 5534594A
· Troy et al.
· 1996
[cited by applicant]
US 5557014A
· Grate et al.
· 1996
[cited by applicant]
US 5663444A
· Melder 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 5792340A
· Freel et al.
· 1998
[cited by applicant]
US 5841011A
· Hashimoto
· 1998
[cited by examiner]
US 5866725A
· Unruh et al.
· 1999
[cited by applicant]
US 5871573A
· Cook et al.
· 1999
[cited by applicant]
US 5904879A
· Winter et al.
· 1999
[cited by applicant]
US 5945568A
· Nagata et al.
· 1999
[cited by applicant]
US 5977407A
· Zoeller
· 1999
[cited by applicant]
US 5981738A
· Cook et al.
· 1999
[cited by applicant]
US 6075168A
· DiGuilio et al.
· 2000
[cited by applicant]
US 6150577A
· Miller et al.
· 2000
[cited by applicant]
US 6184428B1
· Zahoor et al.
· 2001
[cited by applicant]
US 6278030B1
· Vargas et al.
· 2001
[cited by applicant]
US 6331580B1
· Molnar
· 2001
[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 6492564B1
· Wiese et al.
· 2002
[cited by applicant]
US 6693213B1
· Kolena et al.
· 2004
[cited by applicant]
US 6693219B2
· Puckette et al.
· 2004
[cited by applicant]
US 6825255B2
· Yuan et al.
· 2004
[cited by applicant]
US 7049473B2
· Mackewitz et al.
· 2006
[cited by applicant]
US 7261807B2
· Henry et al.
· 2007
[cited by applicant]
US 7329774B2
· Zuber et al.
· 2008
[cited by applicant]
US 7420092B2
· Fujita et al.
· 2008
[cited by applicant]
US 7453393B2
· Duivenvoorden
· 2008
[cited by applicant]
US 7531618B2
· DeBruin
· 2009
[cited by applicant]
US 7629491B2
· Zoeller et al.
· 2009
[cited by applicant]
US 7652175B2
· Hassan et al.
· 2010
[cited by applicant]
US 7935850B2
· Caers et al.
· 2011
[cited by applicant]
US 8183422B2
· Alegria et al.
· 2012
[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 8658019B2
· Bridges et al.
· 2014
[cited by applicant]
US 8895790B2
· Narayanaswamy et al.
· 2014
[cited by applicant]
US 9096801B2
· Baker
· 2015
[cited by applicant]
US 9309183B2
· Storzum et al.
· 2016
[cited by applicant]
US 9809529B2
· Frycek et al.
· 2017
[cited by applicant]
US 20030199718A1
· Miller
· 2003
[cited by applicant]
US 20060251547A1
· Windes et al.
· 2006
[cited by applicant]
US 20060287484A1
· Crawford et al.
· 2006
[cited by applicant]
US 20090093600A1
· Moore et al.
· 2009
[cited by applicant]
US 20110046365A1
· Mikkonen et al.
· 2011
[cited by applicant]
US 20110308142A1
· Abhari et al.
· 2011
[cited by applicant]
US 20120238742A1
· Buchanan et al.
· 2012
[cited by applicant]
US 20120258249A1
· Adamson et al.
· 2012
[cited by applicant]
US 20130296619A1
· Iaccino et al.
· 2013
[cited by applicant]
US 20160264874A1
· Narayanaswamy et al.
· 2016
[cited by applicant]
US 20160264883A1
· Narayanaswamy et al.
· 2016
[cited by applicant]
US 20160264885A1
· Narayanaswamy et al.
· 2016
[cited by applicant]
US 20190256781A1
· Baker
· 2019
[cited by applicant]
US 20200369965A1
· Bitting et al.
· 2020
[cited by applicant]
US 20200369966A1
· Bitting et al.
· 2020
[cited by applicant]
US 20210130715A1
· Xu et al.
· 2021
[cited by applicant]
US 20210130717A1
· Xu et al.
· 2021
[cited by applicant]
CN 1434015A
· 2003
[cited by applicant]
CN 101948386A
· 2011
[cited by applicant]
CN 102249909A
· 2011
[cited by applicant]
CN 103664444A
· 2014
[cited by applicant]
CN 203582812U
· 2014
[cited by applicant]
CN 106008218A
· 2016
[cited by applicant]
CN 106433725A
· 2017
[cited by applicant]
CN 105238434B
· 2017
[cited by examiner]
CN 111778046A
· 2020
[cited by applicant]
CN 112760116A
· 2021
[cited by applicant]
CN 215480726U
· 2022
[cited by applicant]
CN 215886918U
· 2022
[cited by applicant]
DE 1014089B
· 1982
[cited by applicant]
EP 0052419A1
· 1982
[cited by applicant]
EP 0103810A2
· 1984
[cited by applicant]
EP 0114611A2
· 1984
[cited by applicant]
EP 0144745A1
· 1985
[cited by applicant]
EP 0225143A2
· 1987
[cited by applicant]
EP 0250168A1
· 1987
[cited by applicant]
EP 0659867A2
· 1995
[cited by applicant]
EP 0662503A1
· 1995
[cited by applicant]
EP 0804398A1
· 1997
[cited by applicant]
EP 0711747B1
· 1998
[cited by applicant]
EP 3063122A1
· 2016
[cited by applicant]
EP 3725403A1
· 2019
[cited by applicant]
FI 20205131A1
· 2020
[cited by applicant]
JP 07216364A
· 1995
[cited by applicant]
JP 09157659A
· 1997
[cited by applicant]
JP H11116728A
· 1999
[cited by applicant]
JP 2000176403A
· 2000
[cited by applicant]
JP 2000313892A
· 2000
[cited by applicant]
JP 2004143380A
· 2004
[cited by applicant]
JP 2018511671A
· 2018
[cited by applicant]
KR 1020000023759A
· 2000
[cited by applicant]
KR 101051314B1
· 2011
[cited by applicant]
RU 2162461C1
· 2001
[cited by applicant]
WO WO9509902A1
· 1995
[cited by applicant]
WO WO9741088A1
· 1997
[cited by applicant]
WO WO2004018592A1
· 2004
[cited by applicant]
WO WO2010051013A1
· 2010
[cited by applicant]
WO WO2010062307A1
· 2010
[cited by applicant]
WO WO2014034015A1
· 2014
[cited by applicant]
WO WO2015024103A1
· 2015
[cited by applicant]
WO WO2015100430A1
· 2015
[cited by applicant]
WO WO2016142809A1
· 2016
[cited by applicant]
WO WO2017146876A1
· 2017
[cited by applicant]
WO WO2018005074A1
· 2018
[cited by applicant]
WO WO2018011642A1
· 2018
[cited by applicant]
WO WO2018055555A1
· 2018
[cited by applicant]
WO WO2018069794A1
· 2018
[cited by applicant]
WO WO2018104443A1
· 2018
[cited by applicant]
WO WO2018160588A1
· 2018
[cited by applicant]
WO WO2019056138A1
· 2019
[cited by applicant]
WO WO2020234679A1
· 2020
[cited by applicant]
WO WO2020239729A1
· 2020
[cited by applicant]
WO WO2020249853A1
· 2020
[cited by applicant]
WO WO2020252228A1
· 2020
[cited by applicant]
WO WO2021063961A1
· 2021
[cited by applicant]
WO WO2021084016A1
· 2021
[cited by applicant]
WO WO2021087032A1
· 2021
[cited by applicant]
WO WO2021087038A1
· 2021
[cited by applicant]
WO WO2021087057A1
· 2021
[cited by applicant]
WO WO2021087059A1
· 2021
[cited by applicant]
WO WO2021087066A1
· 2021
[cited by applicant]
WO WO2021163094A1
· 2021
[cited by applicant]
WO WO2021163106A1
· 2021
[cited by applicant]
WO WO2021163113A1
· 2021
[cited by applicant]
WO WO2021163123A1
· 2021
[cited by applicant]
WO WO2021211514A1
· 2021
[cited by applicant]
WO WO2021211529A1
· 2021
[cited by applicant]
WO WO2023049025A1
· 2023
[cited by applicant]
WO WO2023049040A1
· 2023
[cited by applicant]
English abstract of CN105238434B Mar. 2017.
[cited by examiner]
Co-pending U.S. Appl. No. 16/881,035, filed May 22, 2020; Bitting et al.
[cited by applicant]
Co-pending U.S. Appl. No. 17/083,586, filed Oct. 29, 2020; Bitting et al.
[cited by applicant]
Co-pending U.S. Appl. No. 17/083,590, filed Oct. 29, 2020; Wu et al.
[cited by applicant]
Co-pending U.S. Appl. No. 17/090,976, filed Nov. 6, 2020; Slivensky et al.
[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 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 D4440 “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 Sep. 4, 2020 for International Application No. PCT/US2020/034170.
[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. 4, 2020 for International Application No. PCT/US2020/034167.
[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. 4, 2020 for International Application No. PCT/US2020/034166.
[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. 4, 2020 for International Application No. PCT/US2020/034153.
[cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Aug. 27, 2020 for International Application No. PCT/US2020/034147.
[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/US2020/034139.
[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. 10, 2020 for International Application No. PCT/US2020/034157.
[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. 4, 2020 for International Application No. PCT/US2020/034163.
[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. 4, 2020 for International Application No. PCT/US2020/034172.
[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]
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]
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]
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]
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]
Shoji, Atsushi, et al.; “Thermal weight analysis of the jet floor gasification process of wasteTen”; Journal of Chemical Engineering, 2000 pp. 27-34.
[cited by applicant]
Zhiyuan, Button, et al.; “The release law of benzene, radon and fife in the process of pyrococosatic and plastic pyrolytic process”; Environmental Chemistry, vol. 1. 27, No. 6, Nov. 2008, pp. 766-769.
[cited by applicant]
ASTM D2887 “Standard Test Method for Boiling Range Distribution of Petroleum Fractions by Gas Chromatography” Published Jan. 2020.
[cited by applicant]
ASTM D5399 “Standard Test Method for Boiling Point Distribution of Hydrocarbon Solvents by Gas Chromatography” Published Dec. 2017.
[cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Jul. 30, 2021 for International Application No. PCT/US2021/027007.
[cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Aug. 25, 2022 for International Application No. PCT/US2022/026679.
[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]
USPTO Office Action dated Jun. 13, 2024 received in co-pending U.S. Appl. No. 17/755,326.
[cited by applicant]
USPTO Offce Action dated Aug. 1, 2024 received in co-pending U.S. Appl. No. 17/083,592.
[cited by applicant]
Co-pending U.S. Appl. No. 18/691,476, filed Mar. 13, 2024; Wu et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/692,880, filed Mar. 18, 2024; Aderson et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/692,904, filed Mar. 18, 2024; Aderson et al.
[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 Dec. 9, 2022 for International Application No. PCT/US2022/043746.
[cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Dec. 13, 2022 for International Application No. PCT/US2022/043744.
[cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Dec. 19, 2022 for International Application No. PCT/US2022/043755.
[cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Dec. 28, 2022 for International Application No. PCT/US2022/043749.
[cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Dec. 30, 2022 for International Application No. PCT/US2022/043747.
[cited by applicant]
Notification of Transmittal of the International Search Report and the Written Opinion of the International Searching Authority with Date of Mailing Jan. 2, 2023 for International Application No. PCT/US2022/043751.
[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. 24, 2023 for International Application No. PCT/US2022/043753.
[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. 27, 2023 for International Application No. PCT/US2022/043743.
[cited by applicant]
ASTMD2887; “Standard Test Method for Boiling Range Distribution of Petroleum Fractions by Gas Chromatography”; Published Dec. 2023.
[cited by applicant]
ASTMD5399; “Standard Test Method for Boiling Point Distribution of Hydrocarbon Solvents by Gas Chromatography”; Published Aug. 2023.
[cited by applicant]
Notification of Transmittal of The International Search Report and The Written Opinion of the International Searching Authority, or the Declaration; International Application No. PCT/US2020/034170 with a mailing date of…
[cited by applicant]
USPTO Office Action dated Dec. 4, 2024 received in co-pending U.S. Appl. No. 17/755,326.
[cited by applicant]
USPTO Office Action dated Jun. 6, 2025 received co-pending U.S. Appl. No. 17/755,326.
[cited by applicant]
USPTO Office action dated Sep. 12, 2022 received in co-pending U.S. Appl. No. 17/083,592.
[cited by applicant]
USPTO Office action dated Feb. 24, 2023 received in co-pending U.S. Appl. No. 17/083,592.
[cited by applicant]
USPTO Office action dated Oct. 19, 2023 received in co-pending U.S. Appl. No. 17/083,592.
[cited by applicant]
USPTO Office action dated Aug. 1, 2024 received in co-pending U.S. Appl. No. 17/083,592.
[cited by applicant]
Co-pending U.S. Appl. No. 17/995,713, filed Oct. 7, 2022; DeBruin et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/558,376, filed Nov. 1, 2023; Slivensky et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/692,913, filed Mar. 18, 2024; Polasek et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/692,880, filed Mar. 18, 2024; Anderson et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/692,904, filed Mar. 18, 2024; Anderson et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/691,643, filed Mar. 13, 2024; Slivensky et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/691,481, filed Mar. 13, 2024; Slivensky et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/691,596, filed Mar. 13, 2024; Slivensky et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/691,472, filed Mar. 13, 2024; Wu et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/691,100, filed Mar. 12, 2024; Bitting et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/847,292, filed Sep. 16, 2024; Bitting et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/845,490, filed Sep. 10, 2024; Slivensky et al.
[cited by applicant]
Co-pending U.S. Appl. No. 18/845,527, filed Sep. 10, 2024; Bitting et al.
[cited by applicant]
European Search Report for Application 20882420.1 dated Feb. 13, 2025.
[cited by applicant]
Notification of Transmittal of The International Search Report and The Written Opinion of the International Searching Authority, or the Declaration; International Application No. PCT/US2020/057873 with a mailing date of…
[cited by applicant]
Notification of Transmittal of The International Search Report and The Written Opinion of the International Searching Authority, or the Declaration; International Application No. PCT/US2021/027007 with a mailing date of…
[cited by applicant]
Notification of Transmittal of The International Search Report and The Written Opinion of the International Searching Authority, or the Declaration; International Application No. PCT/US2023/064379 with a mailing date of…
[cited by applicant]
Notification of Transmittal of The International Search Report and The Written Opinion of the International Searching Authority, or the Declaration; International Application No. PCT/US2022/043766 with a mailing date of…
[cited by applicant]
Notification of Transmittal of The International Search Report and The Written Opinion of the International Searching Authority, or the Declaration; International Application No. PCT/US2022/064371 with a mailing date of…
[cited by applicant]
Notification of Transmittal of The International Search Report and The Written Opinion of the International Searching Authority, or the Declaration; International Application No. PCT/US2023/064383 with a mailing date of…
[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, col. 32, No. 5, pp. 5910-5922.
[cited by applicant]
Oliveira, Carina et al.; “Decarbonisation options for large vol. organic chemicals production”, Sabic Geleen Manufacturing Industry Decarbonisation Data Exchange Network; May 4, 2021; Figures 25,26; Table 14; pp. 42-44.
[cited by applicant]
Zhiyuan, Button et al.; “The release law of benzene, radon and fife in the process of pyrococosatic and plastic pyrolytic process”; Environmental Chemistry, vol. 1 27, No. 6, Nov. 2008, pp. 766-796.
[cited by applicant]
Zimmerman, Heinz et al.; “Ethylene” Ullman's Encyclopedia od Industrial Chemistry; Apr. 15, 2009; tables 3-9; figures 32-36.
[cited by applicant]
Jin, Zechen et al. “Molten Waste plastic pyrolysis in a vertical falling film reactor and the influence of temtperature on the pyrolysis products”; Chinese Journal of Chemical Engineering 26, (2018), pp. 400-406.
[cited by applicant]
European Search Report for Application 22873445.5 dated Jun. 24, 2025.
[cited by applicant]
USPTO Office Action dated Jul. 31, 2025 received in co-pending U.S. Appl. No. 17/955,713.
[cited by applicant]
European Search Report for Application 22873443.0 dated Aug. 25, 2025.
[cited by applicant]