公开(公告)号：US20190177252A1

公开(公告)日：2019-06-13

申请号：US16004515

申请日：2018-06-11

Applicant: HONEYWELL INTERNATIONAL INC.

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

IPC: C07C17/358 ,  C07C5/22 ,  C07C21/18 ,  C07B35/08 ,  C07C17/007

Abstract: Disclosed are processes for a high temperature isomerization reaction converting (E)-1-chloro-3,3,3-trifluoropropene to (Z)-1-chloro-3,3,3-trifluoropropene. In certain aspects of the invention, such a process includes contacting a feed stream with a heated surface, where the feed stream includes (E)-1-chloro-3,3,3-trifluoropropene or mixture of (E)-1-chloro-3,3,3-trifluoropropene with (Z)-1-chloro-3,3,3-trifluoropropene. The resulting product stream includes (Z)-1-chloro-3,3,3-trifluoropropene and (E)-1-chloro-3,3,3-trifluoropropene, where the ratio of (Z) isomer to (E) isomer in the product stream is higher than the ratio feed stream. The (E) and (Z) isomers in the product stream may be separated from one another.

公开(公告)号：US10155706B2

公开(公告)日：2018-12-18

申请号：US14643668

申请日：2015-03-10

Applicant: HONEYWELL INTERNATIONAL INC.

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

IPC: C07C17/395 ,  C07C21/18 ,  C07C17/25 ,  C07C17/383 ,  B01D3/10 ,  B01D3/00 ,  B01D11/04 ,  B01J27/10 ,  B01L3/10 ,  B01J19/12 ,  B01J23/44 ,  B01J27/138

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：US09950973B2

公开(公告)日：2018-04-24

申请号：US15252544

申请日：2016-08-31

Applicant: Honeywell International Inc.

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

IPC: C07C21/18 ,  C07C17/25 ,  C07C17/20 ,  C07C17/04

CPC classification number: C07C17/206 ,  C07C17/04 ,  C07C17/25 ,  C07C21/18 ,  C07C19/08

Abstract: Azeotropic or azeotrope-like mixtures of 1,3-dichloro-3,3-difluoroprop-1-ene (HCFO-1232zd) and hydrogen fluoride (HF). Such compositions are useful as a feed stock or intermediate in the production of 1,1,1,3,3-pentafluoropropane (HFC-245fa),1-chloro-3,3,3-trifluoropropene (HCFO-1233zd), and 1,3,3,3-tetrafluoropropene (HFO-1234ze).

公开(公告)号：US20180057430A1

公开(公告)日：2018-03-01

申请号：US15252544

申请日：2016-08-31

Applicant: Honeywell International Inc.

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

IPC: C07C17/20

CPC classification number: C07C17/206 ,  C07C17/04 ,  C07C17/25 ,  C07C21/18 ,  C07C19/08

Abstract: Azeotropic or azeotrope-like mixtures of 1,3-dichloro-3,3-difluoroprop-1-ene (HCFO-1232zd) and hydrogen fluoride (HF). Such compositions are useful as a feed stock or intermediate in the production of 1,1,1,3,3-pentafluoropropane (HFC-245fa), 1-chloro-3,3,3-trifluoropropene (HCFO-1233zd), and 1,3,3,3-tetrafluoropropene (HFO-1234ze).

公开(公告)号：US09862662B2

公开(公告)日：2018-01-09

申请号：US14840481

申请日：2015-08-31

Applicant: Honeywell International Inc.

Inventor： Konstantin A. Pokrovski ,  Rajiv Ratna Singh ,  Ian Shankland ,  Hsueh Sung Tung

IPC: C07C17/25 ,  C07C17/20 ,  C07C17/361

CPC classification number: C07C17/361 ,  C07B2200/09 ,  C07C17/206 ,  C07C17/25 ,  C07C19/10 ,  C07C21/18

Abstract: The present invention discloses high purity E-1-chloro-3,3,3-trifluoropropene (1233zd(E)) and methods to produce the same. More specifically, the present invention discloses the methods of making 1233zd(E) essentially free of toxic impurities (e.g. 2-chloro-3,3,3-trifluoropropene (1233xf), chlorotetrafluoro-propene (1224), and 3,3,3-trifluoropropyne). The present invention further provides methods for making high purity 1233zd(E) with concentration of 1233xf and 1224 at or below 200 parts per million (ppm) and 3,3,3-trifluoropropyne impurities at or below 20 ppm. Formation of 1233xf impurity can be avoided if pure 1,1,1,3,3-pentachloropropane is used as a starting material. It was also found that formation of 1233xf is avoided if a liquid phase manufacturing process is used.

公开(公告)号：US20170183278A1

公开(公告)日：2017-06-29

申请号：US15289546

申请日：2016-10-10

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Hang T. Pham ,  Daniel C. Merkel ,  Konstantin A. Pokrovski ,  Hsueh S. Tung ,  Rajiv R. Singh

IPC: C07C17/20 ,  C07C17/383

CPC classification number: C07C17/206 ,  C07C17/38 ,  C07C17/383 ,  C07C21/18 ,  C11D7/50 ,  C11D7/5054

Abstract: Provided are azeotropic and azeotrope-like compositions of 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) and hydrogen fluoride (HF). Such azeotropic and azeotrope-like compositions are useful as intermediates in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf).

公开(公告)号：US09463432B2

公开(公告)日：2016-10-11

申请号：US14697788

申请日：2015-04-28

Applicant: Honeywell International Inc.

Inventor： Hsueh Sung Tung ,  Konstantin A. Pokrovski ,  Daniel C. Merkel ,  Robert Johnson

IPC: C07C17/20 ,  B01J19/24 ,  C07C17/25 ,  C07C17/358 ,  C07C17/383 ,  B01J23/26 ,  B01J37/26

CPC classification number: B01J19/245 ,  B01J23/26 ,  B01J37/26 ,  B01J2219/00006 ,  B01J2219/24 ,  C07B2200/09 ,  C07C17/206 ,  C07C17/25 ,  C07C17/358 ,  C07C17/383 ,  Y02P20/125 ,  Y02P20/582 ,  C07C21/18

Abstract: The present invention relates to methods, process, and integrated systems for economically producing (E)-1-chloro-3,3,3-trifluoropropene via vapor phase and/or liquid processes.

公开(公告)号：US20160002128A1

公开(公告)日：2016-01-07

申请号：US14840481

申请日：2015-08-31

Applicant: Honeywell International Inc.

Inventor： Konstantin A. Pokrovski ,  Rajiv Ratna Singh ,  Ian Shankland ,  Hsueh Sung Tung

IPC: C07C17/361

CPC classification number: C07C17/361 ,  C07B2200/09 ,  C07C17/206 ,  C07C17/25 ,  C07C19/10 ,  C07C21/18

Abstract: The present invention discloses high purity E-1-chloro-3,3,3-trifluoropropene (1233zd(E)) and methods to produce the same. More specifically, the present invention discloses the methods of making 1233zd(E) essentially free of toxic impurities (e.g. 2-chloro-3,3,3-trifluoropropene (1233xf), chlorotetrafluoro-propene (1224), and 3,3,3-trifluoropropyne). The present invention further provides methods for making high purity 1233zd(E) with concentration of 1233xf and 1224 at or below 200 parts per million (ppm) and 3,3,3-trifluoropropyne impurities at or below 20 ppm. Formation of 1233xf impurity can be avoided if pure 1,1,1,3,3-pentachloropropane is used as a starting material. It was also found that formation of 1233xf is avoided if a liquid phase manufacturing process is used.

Abstract translation: 本发明公开了高纯度E-1-氯-3,3,3-三氟丙烯（1233zd（E））及其制备方法。 更具体地说，本发明公开了制备基本上不含有毒杂质的1233zd（E）的方法（例如2-氯-3,3,3-三氟丙烯（1233xf），氯四氟丙烯（1224）和3,3,3 三氟丙炔）。 本发明还提供了制备浓度为1233xf和1224等于或低于200ppm（ppm）的高纯度1233zd（E）和等于或低于20ppm的3,3,3-三氟丙炔杂质的方法。 如果使用纯1,1,1,3,3-五氯丙烷作为原料，则可以避免形成1233xf杂质。 还发现如果使用液相制造方法，则避免形成1233xf。

公开(公告)号：US20150148570A1

公开(公告)日：2015-05-28

申请号：US14609471

申请日：2015-01-30

Applicant: Honeywell International Inc.

Inventor： Stephen A. Cottrell ,  Hsueh Sung Tung ,  Konstantin A. Pokrovski

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

CPC classification number: C07C17/383 ,  C07C17/206 ,  C07C17/25 ,  C07C17/38 ,  C07C21/18 ,  Y02P20/125

Abstract: The present invention is directed to processes for the production of 1233zd from 240fa and HF, with or without a catalyst, at a commercial scale. The 240fa and HF are fed to a reactor operating at high pressure. The resulting product stream comprising 1233zd, HCl, HF, and other byproducts is treated to one or more purification techniques including phase separation and one or more distillations to provide purified 1233zd, which meets commercial product specifications, i.e., having a GC purity of 99.5% or greater.

公开(公告)号：US20140264174A1

公开(公告)日：2014-09-18

申请号：US13798385

申请日：2013-03-13

Applicant: Honeywell International Inc.

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

IPC: C07C17/21 ,  C07C17/20 ,  C23G5/028

CPC classification number: C07C21/18 ,  C07C19/08 ,  C07C21/04 ,  C09K5/044 ,  C11D7/08 ,  C11D7/5036 ,  C23G5/02806

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.

Abstract translation: 提供1,3,3,3-四氯丙-1-烯（HCO-1230zd）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HFC245fa和HCFO1233zd中的原料。