公开(公告)号：US20240425435A1

公开(公告)日：2024-12-26

申请号：US18570415

申请日：2022-07-11

Applicant: Honeywell International Inc.

Inventor： Haluk Kopkalli ,  Haiyou Wang ,  Gustavo Cerri ,  Selma Bektesevic ,  Yuon Chiu ,  Christian Jungong ,  Richard D. Horwath ,  Daniel C. Merkel ,  Jennifer W. McClaine ,  Terris Yang ,  Richard Wilcox ,  Joshua Close ,  Rajendar Mallepally

IPC: C07C17/363 ,  B01J27/224

Abstract: The present disclosure provides an integrated process for producing trifluoroiodomethane (CF3I), in three steps: a) reacting a first reactant stream comprising hydrogen (H2) and iodine (I2) in the presence of a first catalyst to produce a first product stream comprising hydrogen iodide (HI); (b) reacting the first product stream with a second reactant stream comprising trifluoroacetyl chloride (TFAC) in the presence of a second catalyst to produce an intermediate product stream comprising trifluoroacetyl iodide (TFAI); and (c) reacting the intermediate product stream to produce a final product stream comprising trifluoroiodomethane. (CF3I).

公开(公告)号：US11472757B2

公开(公告)日：2022-10-18

申请号：US16757825

申请日：2018-10-25

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Christian Jungong ,  Daniel C. Merkel

IPC: C07C17/358 ,  C07C17/25 ,  C07C21/18 ,  C07C17/383

Abstract: A method for conversion of a composition containing HCFO-1233zd(Z) and HCFC-244fa to form HCFO-1233zd(E) by reacting a mixture including HCFO-1233zd(Z) and HCFC-244fa in a vapor phase in the presence of a catalyst to simultaneously isomerize HCFO-1233zd(Z) to form HCFO-1233zd(E) and dehydrohalogenate HCFC-244fa to form HCFO-1233zd(E). The catalyst may be a chromium-based catalyst such as chromium trifluoride, chromium oxyfluoride, or chromium oxide, for example.

公开(公告)号：US20220112144A1

公开(公告)日：2022-04-14

申请号：US17495511

申请日：2021-10-06

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang ,  Daniel C. Merkel

IPC: C07C17/389

Abstract: A method of producing trifluoroiodomethane (CF3I) includes providing a feedstock comprising trifluoroacetyl iodide (TFAI), passing the feedstock through at least one column charged with carbonaceous materials to remove hydrogen iodide (HI), hydrogen triiodide (HI3) and iodine (I2) from the feedstock, and providing the feedstock to a reactor to produce a trifluoroiodomethane product stream.
Another method of producing trifluoroiodomethane (CF3I) includes providing a feedstock comprising trifluoroacetyl iodide (TFAI) to a reactor to produce a trifluoroiodomethane product stream, and passing the trifluoroiodomethane product stream from the reactor through at least one column charged with carbonaceous materials to remove hydrogen iodide (HI), hydrogen triiodide (HI3) and iodine (I2) from the trifluoroiodomethane product stream.

公开(公告)号：US20200115305A1

公开(公告)日：2020-04-16

申请号：US16571948

申请日：2019-09-16

Applicant: Honeywell International Inc.

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

IPC: C07C21/18 ,  C07C19/16

Abstract: The present disclosure provides azeotrope or azeotrope-like compositions including trifluoroiodomethane (CF3I) and hexafluoroacetone (HFA), and a method of forming an azeotrope or azeotrope-like composition comprising the step of combining hexafluoroacetone (HFA) and trifluoroiodomethane (CF3I) to form an azeotrope or azeotrope-like comprising hexafluoroacetone (HFA) and trifluoroiodomethane (CF3I) having a boiling point of about −29.84° C.±0.30° C. at a pressure of about 14.40 psia±0.30 psia.

公开(公告)号：US10450248B2

公开(公告)日：2019-10-22

申请号：US16177707

申请日：2018-11-01

Applicant: Honeywell International Inc.

Inventor： Christian Jungong ,  Daniel C. Merkel ,  Haiyou Wang

IPC: C07C17/37 ,  C07C17/20 ,  C07C17/358 ,  C07C21/18

Abstract: A method for producing 1,3,3,3-tetrafluoropropene (HFO-1234ze, or 1234ze) from 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd, or 1233zd). In one embodiment, HFO-1233zd is subjected to a disproportionation reaction in the presence of a catalyst at an elevated temperature to produce HFO-1234ze as well as 3,3-dichloro-1,1-difluoropropene (HCFO-1232zc). The catalyst may be at least one of a chromium oxyfluoride catalyst, a chromium oxide catalyst, or a metal fluoride catalyst. The reaction may be conducted in the vapor phase at a temperature between 100° C. and 450° C. Advantageously, in the present method, substantially no hydrogen fluoride (HF) is used as a reactant, and substantially no HF is produced as a product.

公开(公告)号：US10364201B2

公开(公告)日：2019-07-30

申请号：US15076191

申请日：2016-03-21

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Stephen A. Cottrell ,  John J. Senetar ,  Hsueh S. Tung ,  Daniel C. Merkel ,  Yuon Chiu ,  Haluk Kopkalli

IPC: C07C17/354 ,  C07C19/08 ,  C07C17/38 ,  C07C17/383 ,  C07C17/25

Abstract: In certain aspects, the present invention relates to methods for increasing the cost efficiency and safety of the hydrogenation of a fluorinated olefin by controlling the reaction conditions and parameters. In further aspects, the hydrogenation reaction is provided in a two stage reaction wherein the reactant amounts, temperature and other parameters are controlled such that the conversion percentage, selectivity, and reaction parameters are all within commercially acceptable levels.

公开(公告)号：US20190194097A1

公开(公告)日：2019-06-27

申请号：US16017526

申请日：2018-06-25

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Robert C. Johnson ,  Daniel C. Merkel

IPC: C07C17/25 ,  C07C17/20 ,  C07C21/18 ,  C07C17/087 ,  C07C19/10

CPC classification number: C07C17/25 ,  C07C17/087 ,  C07C17/20 ,  C07C17/206 ,  C07C19/10 ,  C07C21/18

Abstract: The invention provides an improved process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) by reacting 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) with hydrogen fluoride, in the presence of a fluorination catalyst, where by using 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) of high purity, the need to add an oxidizing agent (typically chlorine) to keep the catalyst active can be avoided. The HCFC-244bb is then used as an intermediate in the production of 2,3,3,3-tetrafluoropropene-1 (HFO-1234yf).

公开(公告)号：US10207972B2

公开(公告)日：2019-02-19

申请号：US14955459

申请日：2015-12-01

Applicant: Honeywell International Inc.

Inventor： Daniel C. Merkel ,  Konstantin A. Pokrovski ,  Hsueh Sung Tung ,  Haiyou Wang ,  Ryan Hulse

IPC: C09K5/04 ,  C23G5/028 ,  C11D7/08 ,  C11D7/50 ,  C07C21/18 ,  C07C21/04 ,  C07C19/08

Abstract: Provided are azeotropic or azeotrope-like mixtures of 1,3,3,3-tetrachloroprop-1-ene (HCO-1230zd) and hydrogen fluoride. Such compositions are useful as a feed stock in the production of HFC245fa and HCFO1233zd.

公开(公告)号：US10005704B2

公开(公告)日：2018-06-26

申请号：US14604867

申请日：2015-01-26

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Robert C. Johnson ,  Daniel C. Merkel

IPC: C07C17/25 ,  C07C17/087 ,  C07C17/20 ,  C07C19/10 ,  C07C21/18

Abstract: The invention provides an improved process to manufacture 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) by reacting 2-chloro-3,3,3,-trifluoropropene (HCFO-1233xf) with hydrogen fluoride, in the presence of a fluorination catalyst, where by using 2-chloro-3,3,3, -trifluoropropene (HCFO-1233xf) of high purity, the need to add an oxidizing agent (typically chlorine) to keep the catalyst active can be avoided. The HCFC-244bb is then used as an intermediate in the production of 2,3,3,3-tetrafluoropropene-1 (HFO-1234yf).

公开(公告)号：US10000431B1

公开(公告)日：2018-06-19

申请号：US15883541

申请日：2018-01-30

Applicant: Honeywell International Inc.

Inventor： Daniel C. Merkel ,  Hsueh Sung Tung

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

CPC classification number: C07C17/206 ,  C07C17/25 ,  C07C17/383 ,  C07C19/10 ,  C07C21/18

Abstract: A process for enhancing the selective and efficient production of (E)-1-chloro-3,3,3-trifluoropropene (HCFO-1233zd(E), or 1233zd(E)). During the manufacture of HCFO-1233zd(E) by fluorination of 1,1,1,3,3-pentachloropropane (HCC-240fa), a by-product of 1,1,3,3-tetrachloro-1-fluoropropane (HCFC-241fa) is separated and then dehydrochlorinated to form 1,3,3-trichloro-3-fluoropropene (HCFO-1231zd). The HCFO-1231zd is then fluorinated to form HCFO-1233zd(E).