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：US20190016652A1

公开(公告)日：2019-01-17

申请号：US16026149

申请日：2018-07-03

Applicant: Honeywell International Inc.

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

IPC: C07C17/358

Abstract: The present disclosure includes various manufacturing and separation processes for the production of (Z)-1-chloro-3,3,3-trifluoropropene from (E)-1-chloro-3,3,3-trifluoropropene. The efficient separation of (Z)-1-chloro-3,3,3-trifluoropropene from unreacted (E)-1-chloro-3,3,3-trifluoropropene may allow for the ability to recycle unreacted starting materials and to maximize raw material utilization and product yields.

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：US10112879B2

公开(公告)日：2018-10-30

申请号：US15437956

申请日：2017-02-21

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Daniel C. Merkel ,  Stephen A. Cottrell ,  Robert C. Johnson

IPC: C07C17/08 ,  C07C17/087 ,  C07C17/20 ,  C07C17/25

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-1233x1) with hydrogen fluoride, in a liquid phase reaction in the presence of hydrogen chloride and a liquid phase fluorination catalyst. The hydrogen chloride is added into the reaction from an external source at a pressure of about 100 psig or more. The HCFC-244bb is an intermediate in the production of 2,3,3,3-tetrafluoropropene-1 (HFO-1234yf).

公开(公告)号：US10047026B2

公开(公告)日：2018-08-14

申请号：US15038254

申请日：2016-04-22

Applicant: HONEYWELL INTERNATIONAL INC

Inventor： Haiyou Wang ,  Daniel C. Merkel ,  Hsueh Sung Tung ,  Michael Gatter

IPC: C07C17/389 ,  C07C17/087 ,  C07C17/25

CPC classification number: C07C17/389 ,  C07C17/087 ,  C07C17/25 ,  C07C19/10 ,  C07C21/18

Abstract: The present disclosure provides a method for separating 244bb from 1233xf by using solid adsorbent selected from molecular sieves having an average pore size of 5 Å or greater.

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：US20180008956A1

公开(公告)日：2018-01-11

申请号：US15655495

申请日：2017-07-20

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haiyou WANG ,  Hsueh Sung Tung ,  Daniel C. Merkel

IPC: B01J20/18 ,  B01J20/20 ,  B01J20/34 ,  C07C17/38

CPC classification number: B01J20/18 ,  B01J20/20 ,  B01J20/3408 ,  B01J20/345 ,  C07C7/12 ,  C07C17/38 ,  C07C21/18

Abstract: The invention provides for a method of regenerating a solid adsorbent, such as a molecular sieve or activated carbon, using stable fluorinated hydrocarbon compounds such as, for example, HFC-245cb (1,1,1,2,2-pentafluoropropane, as a regeneration fluid.

公开(公告)号：US20170239638A1

公开(公告)日：2017-08-24

申请号：US15590688

申请日：2017-05-09

Applicant: Honeywell International, Inc.

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

IPC: B01J19/24 ,  C07C21/18 ,  C07C17/25 ,  B01J4/00 ,  C07C17/20

CPC classification number: B01J19/24 ,  B01J4/002 ,  B01J8/025 ,  B01J8/0278 ,  B01J19/02 ,  B01J19/26 ,  B01J2208/00902 ,  C07C17/206 ,  C07C17/25 ,  C07C21/18

Abstract: The invention relates to a process to prepare tetrahalopropenes, such as 2-chloro-3,3,3-trifluoropropene (1233xf). The process comprises atomizing a feed material, such as 1,2,3-tetrachloropropene (1230xa) and the like, and mixing it with superheated HF to form a vaporized composition of feed material and HF with substantially instantaneous contact with a vapor phase fluorination catalyst. The invention extends catalyst life and forestalls catalyst deactivation.

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).