公开(公告)号：US10647645B2

公开(公告)日：2020-05-12

申请号：US16571921

申请日：2019-09-16

Applicant: Honeywell International Inc.

Inventor： Christian Jungong ,  Daniel C. Merkel ,  Haiyou Wang ,  Hang T. Pham ,  Ryan J. Hulse

IPC: C07C21/18 ,  C07C19/16 ,  C07C17/386

Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and 1,1,3,3,3-pentafluoropropene (HFO-1225zc), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising 1,1,3,3,3-pentafluoropropene (HFO-1225zc) and trifluoroiodomethane (CF3I) having a boiling point of about −25.63° C.±0.30° C. at a pressure of about 14.44 psia±0.30 psia.

公开(公告)号：US10464869B2

公开(公告)日：2019-11-05

申请号：US15606767

申请日：2017-05-26

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haiyou Wang ,  Hsueh Sung Tung ,  Sudip Mukhopadhyay

IPC: C07C17/25 ,  C07C17/20

Abstract: Disclosed are processes for producing halogenated olefins, and preferably tetrafluorinated propene(s), from one or more alkanes having both fluorine substituents and non-fluorine substituents, preferably with a high degree of conversion and selectivity. Preferably the process comprises the use of a catalyzed reaction in which the catalyst is selected from the group consisting of activated carbons halogenated mono- and di-valent metal oxides, mono- and di-valent Lewis acid metal halides, zero-valent metals, and combinations of these.

公开(公告)号：US10351494B1

公开(公告)日：2019-07-16

申请号：US15864730

申请日：2018-01-08

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang ,  Terris Yang ,  Daniel C. Merkel ,  Haluk Kopkalli ,  Gustavo Cerri ,  Yuon Chiu ,  Richard D. Horwath

IPC: B01D3/00 ,  B01D3/36 ,  C07C17/25 ,  C07C21/18 ,  C07C17/386 ,  C07C17/395

Abstract: The present disclosure provides various manufacturing processes for the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf or 1234yf). Such methods may allow for the improved yields, more economical processes, and waste reduction in the production of 1234yf and subsequent processes.

公开(公告)号：US20190210945A1

公开(公告)日：2019-07-11

申请号：US16279542

申请日：2019-02-19

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang

IPC: C07C19/10

CPC classification number: C07C19/10

Abstract: The present disclosure provides various compositions including 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) and at least one impurity comprising 2,3,3,3-tetrafluoropropene (HFO-1234yf), pentafluoropropene (HFO-1225ye isomer(s)), 1,3,3,3-tetrafluoropropene (HFO-1234ze isomer(s)), 1,1,1,2,2-pentafluoropropane (HFC-245cb), 1,1,1,2-tetrafluoropropane (HFC-254eb), 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf), 1-chloro-1,1,2,2-tetrafluoropropane (HCFC-244cc), chlorotetrafluoropropene (HCFO-1224 isomers), E-1-chloro-3,3,3-trifluoropropene (HCFO-1233zdE), 1,1,1,3,3-pentafluoropropane (HFC-245fa), heptafluorobutane (HFC-347 isomers), 2-chloro-1,1,1,3,3-pentafluoropropane (HFC-235da), 3-chloro-1,1,1,2-tetrafluoropropane (HCFC-244eb), 3-chloro-3,3,3-trifluoropropane (HCFC-253fb), dichlorotrifluoropropene (HCFO-1223 isomers), 2,3-dichloro-1,1,1,2-tetrafluoropropane (HCFC-234bb), 2,2-dichloro-1,1,1-trifluoropropane (HCFC-243db), chlorohexafluorobutene (HFO-1326 isomers), hexafluorobutene (HFO-1336 isomers), pentafluorobutene (HFO-1345 isomers), heptafluorobutene (HFO-1327 isomers), tetrafluorohexane (HFC-5-11-4 isomers), 1,3,3,3-tetrafluoropropane (HFC-254fb), chlorohexafluorobutane (HFC-346 isomers), octafluoropentane (HFC-458 isomers), octafluorohexene, 2,2-dichloro-1,1,1-trifluoroethane (HCFC-123), (Z)-1-chloro-3,3,3-trifluoropropene (HCFO-1233zd(Z)), C5H2F10 isomer, C6H2F8 isomer, C6H4F8 isomers, decafluorobutane (C4F10), C6H3F7 isomer, C6H3F9 isomer, dichlorodifluoropropene (HCFO-1232 isomers), trichlorotrifluoropropane (HCFC-233 isomers), C6H3Cl2F7 isomers, trichlorodifluoropropane (HCFC-242 isomers), C8H3F7 isomers, or long-chain halogenated hydrocarbons having a boiling point above about 15° C.

公开(公告)号：US10246389B1

公开(公告)日：2019-04-02

申请号：US15864722

申请日：2018-01-08

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang

IPC: C07C19/10

Abstract: The present disclosure provides various compositions including 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) and at least one impurity comprising 2,3,3,3-tetrafluoropropene(HFO-1234yf), pentafluoropropene (HFO-1225ye isomer(s)), 1,3,3,3-tetrafluoropropene (HFO-1234ze isomer(s)), 1,1,1,2,2-pentafluoropropane (HFC-245cb), 1,1,1,2-tetrafluoropropane (HFC-254eb), 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf), 1-chloro-1,1,2,2-tetrafluoropropane (HCFC-244cc), chlorotetrafluoropropene (HCFO-1224 isomers), E-1-chloro-3,3,3-trifluoropropene (HCFO-1233zdE), 1,1,1,3,3-pentafluoropropane (HFC-245fa), heptafluorobutane (HFC-347 isomers), 2-chloro-1,1,1,3,3-pentafluoropropane (HFC-235da), 3-chloro-1,1,1,2-tetrafluoropropane (HCFC-244eb), 3-chloro-3,3,3-trifluoropropane (HCFC-253fb), dichlorotrifluoropropene (HCFO-1223 isomers), 2,3-dichloro-1,1,1,2-tetrafluoropropane (HCFC-234bb), 2,2-dichloro-1,1,1-trifluoropropane (HCFC-243db), chlorohexafluorobutene (HFO-1326 isomers), hexafluorobutene (HFO-1336 isomers), pentafluorobutene (HFO-1345 isomers), heptafluorobutene (HFO-1327 isomers), tetrafluorohexane (HFC-5-11-4 isomers), 1,3,3,3-tetrafluoropropane (HFC-254fb), chlorohexafluorobutane (HFC-346 isomers), octafluoropentane (HFC-458 isomers), octafluorohexene, 2,2-dichloro-1,1,1-trifluoroethane (HCFC-123), (Z)-1-chloro-3,3,3-trifluoropropene (HCFO-1233zd(Z)), C5H2F10 isomer, C6H2F8 isomer, C6H4F8 isomers, decafluorobutane (C4F10), C6H3F7 isomer, C6H3F8 isomer, dichlorodifluoropropene (HCFO-1232 isomers), trichlorotrifluoropropane (HCFC-233 isomers), C6H3Cl2F7 isomers, trichlorodifluoropropane (HCFC-242 isomers), C8H3F7 isomers, or long-chain halogenated hydrocarbons having a boiling point above about 15° C.

公开(公告)号：US09938213B2

公开(公告)日：2018-04-10

申请号：US15232089

申请日：2016-08-09

Applicant: Honeywell International, Inc.

Inventor： Haiyou Wang ,  Hsueh Sung Tung

IPC: C07C17/389 ,  C07C21/18

CPC classification number: C07C17/389 ,  C07C21/18

Abstract: This invention pertains to a method for removing acidic impurity from halogenated olefins, especially methods for removing acidic impurity from halogenated propenes, and even more particularly to methods for removing acidic impurity from 1,3,3,3-tetrafluoro-1-propene (HFO-1234ze), 2,3,3,3-tetrafluoro-1-propene (HFO-1234yf), 1-chloro-3,3,3-trifluoro-1-propene (HCFO-1233zd), and 2-chloro-3,3,3-trifluoro-1-propene (HCFO-1233xf). The method is conducted by passing the halogenated olefin stream, in liquid or gas form, through a solid adsorbent bed, which contains at least one acid reactive agent.

公开(公告)号：US20170166500A1

公开(公告)日：2017-06-15

申请号：US15445407

申请日：2017-02-28

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Daniel C. Merkel ,  Konstantin A. Pokrovski ,  Hsueh S. Tung ,  Haiyou Wang

IPC: C07C17/395 ,  B01J19/12 ,  B01J27/138 ,  B01J23/44 ,  C07C17/383 ,  C07C17/25

CPC classification number: C07C17/395 ,  B01D3/009 ,  B01D3/10 ,  B01D11/04 ,  B01J19/123 ,  B01J23/44 ,  B01J27/10 ,  B01J27/138 ,  B01J2219/1203 ,  C07C17/25 ,  C07C17/383 ,  C07C21/18 ,  Y02P20/582 ,  C07C19/10

Abstract: The instant invention relates to a process and method for manufacturing 2,3,3,3-tetrafluoropropene by dehydrohalogenating a reactant stream of 2-chloro-1,1,1,2-tetrafluoropropane that is substantially free from impurities, particularly halogenated propanes, propenes, and propynes.

公开(公告)号：US20160221902A1

公开(公告)日：2016-08-04

申请号：US15095247

申请日：2016-04-11

Applicant: Honeywell International Inc.

Inventor： Daniel C. Merkel ,  Hsueh Sung Tung ,  Konstantin A. Pokrovski ,  Haiyou Wang ,  Stephen A. Cottrell ,  Hang T. Pham

IPC: C07C19/08 ,  C07C21/18 ,  C09K3/00

CPC classification number: C07C19/08 ,  C07C21/04 ,  C07C21/18 ,  C09K3/00

Abstract: Provided are azeotropic or azeotrope-like mixtures of 1,1,3,3-tetrachloroprop-1-ene (HCO-1230za) and hydrogen fluoride. Such compositions are useful as feed stock in the production of HFC-245fa and HCFO-1233zd.

Abstract translation: 提供1,1,3,3-四氯丙-1-烯（HCO-1230za）和氟化氢的共沸或类共沸混合物。 这样的组合物可用作生产HFC-245fa和HCFO-1233zd中的原料。

公开(公告)号：US09228128B2

公开(公告)日：2016-01-05

申请号：US14456514

申请日：2014-08-11

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haluk Kopkalli ,  Haiyou Wang ,  Hsueh Sung Tung ,  Daniel C. Merkel

IPC: F25B45/00 ,  F17C11/00 ,  C09K15/30 ,  C07C17/20 ,  C07C17/42 ,  C07C17/087 ,  C07C17/25

CPC classification number: C09K15/30 ,  C07C17/087 ,  C07C17/202 ,  C07C17/206 ,  C07C17/25 ,  C07C17/42 ,  C07C21/04 ,  C07C19/10

Abstract: The present invention relates in part to a container for stabilized chloropropenes, such as 1,1,2,3-tetrachloropropene, otherwise known to decompose and degrade, and to the resulting stabilized chloropropene, using a morpholine compound and/or a trialkyl phosphate compound as defined herein. Such stabilized chloropropenes are useful in the manufacture of hydrofluoroolefins such as 2,3,3,3-tetrafluoroprop-1-ene (1234yf).

Abstract translation: 本发明部分地涉及使用吗啉化合物和/或三烷基磷酸酯化合物的用于稳定的氯丙烯的容器，例如已知分解和降解的1,1,2,3-四氯丙烯和所得稳定的氯丙烯 如本文所定义。 这种稳定的氯丙烯可用于制备氢氟烯烃，例如2,3,3,3-四氟丙-1-烯（1234yf）。

公开(公告)号：US09211483B2

公开(公告)日：2015-12-15

申请号：US14168475

申请日：2014-01-30

Applicant: Honeywell International Inc.

Inventor： Daniel C. Merkel ,  Hsueh Sung Tung ,  Konstantin A. Pokrovski ,  Haiyou Wang ,  Selma Bektesevic

IPC: B01D3/00 ,  C07C17/20 ,  C07C17/25 ,  C07C17/383

CPC classification number: B01D3/009 ,  C07C17/206 ,  C07C17/25 ,  C07C17/383 ,  Y02P20/582 ,  C07C21/18

Abstract: Disclosed is a method for the production of 1233xf comprising the continuous low temperature liquid phase reaction of 1,1,1,2,3-pentachloropropane and anhydrous HF, without the use of a catalyst, wherein the reaction takes place in one or more reaction vessels, each one in succession converting a portion of the original reactants fed to the lead reaction vessel and wherein the reactions are run in a continuous fashion.

Abstract translation: 公开了一种制备1233xf的方法，其包括1,1,1,2,3-五氯丙烷和无水HF的连续低温液相反应，不使用催化剂，其中反应在一个或多个反应 容器，每个连续地将一部分原始反应物转化成铅反应容器，其中反应以连续的方式运行。