公开(公告)号：US11655406B2

公开(公告)日：2023-05-23

申请号：US17971687

申请日：2022-10-24

Applicant: THE CHEMOURS COMPANY FC, LLC

Inventor： Barry Asher Mahler ,  Mario Joseph Nappa

IPC: C09K5/04 ,  C07C17/04 ,  C07C17/087 ,  C07C17/20 ,  C07C17/25 ,  C07C19/08 ,  C07C19/10 ,  C07C19/12 ,  C07C21/04 ,  C07C21/18 ,  C08J9/14 ,  C09K3/30 ,  C09K23/00 ,  A62D1/00 ,  C09K3/00 ,  C11D7/30 ,  H01B3/56 ,  C07C17/23 ,  C09K21/08

CPC classification number: C09K5/044 ,  A62D1/0028 ,  A62D1/0057 ,  A62D1/0092 ,  C07C17/04 ,  C07C17/087 ,  C07C17/204 ,  C07C17/206 ,  C07C17/23 ,  C07C17/25 ,  C07C19/08 ,  C07C19/10 ,  C07C19/12 ,  C07C21/04 ,  C07C21/18 ,  C08J9/144 ,  C08J9/146 ,  C08J9/149 ,  C09K3/00 ,  C09K3/30 ,  C09K5/045 ,  C09K5/048 ,  C09K21/08 ,  C09K23/007 ,  C09K23/017 ,  C11D7/30 ,  H01B3/56 ,  C08J2203/14 ,  C08J2203/142 ,  C08J2203/144 ,  C08J2203/164 ,  C09K2205/12 ,  C09K2205/122 ,  C09K2205/126 ,  C09K2205/22

Abstract: Disclosed are compositions comprising HCFC-243db, HCFO-1233xf, HCFC-244db and/or HFO-1234yf and at least one additional compound. For the composition comprising 1234yf, the additional compound is selected from the group consisting of HFO-1234ze, HFO-1243zf, HCFC-243db, HCFC-244db, HFC-245cb, HFC-245fa, HCFO-1233xf, HCFO-1233zd, HCFC-253fb, HCFC-234ab, HCFC-243fa, ethylene, HFC-23, CFC-13, HFC-143a, HFC-152a, HFC-236fa, HCO-1130, HCO-1130a, HFO-1336, HCFC-133a, HCFC-254fb, CHF=CHCl, HFO-1141, HCFO-1242zf, HCFO-1223xd, HCFC-233ab, HCFC-226ba, and HFC-227ca. Compositions comprising HCFC-243db, HCFO-1233xf, and/or HCFC-244db are useful in processes to make HFO-1234yf. Compositions comprising HFO-1234yf are useful, among other uses, as heat transfer compositions for use in refrigeration, air-conditioning and heat pump systems.

公开(公告)号：US20220396537A1

公开(公告)日：2022-12-15

申请号：US17774053

申请日：2020-11-05

Applicant: Honeywell International Inc.

Inventor： Haluk Kopkalli ,  Daniel C. Merkel ,  Hang T. Pham

IPC: C07C17/383 ,  C07C17/42 ,  C07C21/18 ,  C07C21/04 ,  B01J23/644

Abstract: Heterogenous azeotrope or azeotrope-like compositions comprising 2-chloro-3,3,3-trifluoropropene (HFCO-1233xf) and water which may include from about 0.09 wt. % to about 92.69 wt. % 2-chloro-3,3,3-trifluoropropene (HFCO-1233xf) and from about 7.31 wt. % to about 99.91 wt. % water and having a boiling point between about 12.0° C. and about 13.6° C. at a pressure of between about 12.5 psia and about 16.5 psia. The azeotrope or azeotrope-like compositions may be used to separate impurities, including water, from 2-chloro-3,3,3-trifluoropropene (HFCO-1233xf).

公开(公告)号：US11001738B2

公开(公告)日：2021-05-11

申请号：US16747266

申请日：2020-01-20

Applicant: THE CHEMOURS COMPANY FC, LLC

Inventor： Barry Asher Mahler ,  Mario Joseph Nappa

IPC: C09K5/04 ,  C07C17/04 ,  C07C17/087 ,  C07C17/20 ,  C07C17/25 ,  C07C19/08 ,  C07C19/10 ,  C07C19/12 ,  C07C21/04 ,  C07C21/18 ,  C08J9/14 ,  C09K3/30 ,  A62D1/00 ,  B01F17/00 ,  C09K3/00 ,  C11D7/30 ,  H01B3/56 ,  C07C17/23 ,  C09K21/08

Abstract: Disclosed are compositions comprising HCFC-243db, HCFO-1233xf, HCFC-244db and/or HFO-1234yf and at least one additional compound. For the composition comprising 1234yf, the additional compound is selected from the group consisting of HFO-1234ze, HFO-1243zf, HCFC-243db, HCFC-244db, HFC-245cb, HFC-245fa, HCFO-1233xf, HCFO-1233zd, HCFC-253fb, HCFC-234ab, HCFC-243fa, ethylene, HFC-23, CFC-13, HFC-143a, HFC-152a, HFC-236fa, HCO-1130, HCO-1130a, HFO-1336, HCFC-133a, HCFC-254fb, CHF═CHCl, HFO-1141, HCFO-1242zf, HCFO-1223xd, HCFC-233ab, HCFC-226ba, and HFC-227ca. Compositions comprising HCFC-243db, HCFO-1233xf, and/or HCFC-244db are useful in processes to make HFO-1234yf. Compositions comprising HFO-1234yf are useful, among other uses, as heat transfer compositions for use in refrigeration, air-conditioning and heat pump systems.

公开(公告)号：US10214669B2

公开(公告)日：2019-02-26

申请号：US15270074

申请日：2016-09-20

Applicant: THE CHEMOURS COMPANY FC, LLC

Inventor： Barry Asher Mahler ,  Mario Joseph Nappa

IPC: C09K5/04 ,  C07C17/04 ,  C07C17/087 ,  C07C17/20 ,  C07C17/25 ,  C07C19/08 ,  C07C19/10 ,  C07C19/12 ,  C07C21/04 ,  C07C21/18 ,  C08J9/14 ,  C09K3/30 ,  A62D1/00 ,  B01F17/00 ,  C09K3/00 ,  C11D7/30 ,  H01B3/56 ,  C07C17/23 ,  C09K21/08

Abstract: Disclosed are compositions comprising HCFC-243db, HCFO-1233xf, HCFC-244db and/or HFO-1234yf and at least one additional compound. For the composition comprising 1234yf, the additional compound is selected from the group consisting of HFO-1234ze, HFO-1243zf, HCFC-243db, HCFC-244db, HFC-245cb, HFC-245fa, HCFO-1233xf, HCFO-1233zd, HCFC-253fb, HCFC-234ab, HCFC-243fa, ethylene, HFC-23, CFC-13, HFC-143a, HFC-152a, HFC-236fa, HCO-1130, HCO-1130a, HFO-1336, HCFC-133a, HCFC-254fb, HCFC-1131, HFO-1141, HCFO-1242zf, HCFO-1223xd, HCFC-233ab, HCFC-226ba, and HFC-227ca. Compositions comprising HCFC-243db, HCFO-1233xf, and/or HCFC-244db are useful in processes to make HFO-1234yf. Compositions comprising HFO-1234yf are useful, among other uses, as heat transfer compositions for use in refrigeration, air-conditioning and heat pump systems.

公开(公告)号：US10189759B2

公开(公告)日：2019-01-29

申请号：US15473691

申请日：2017-03-30

Applicant: SPOLEK PRO CHEMICKOU A HUTNI VYROBU A.S.

Inventor： Zdenek Ondrus ,  Pavel Kubicek ,  Karel Filas ,  Petr Sladek

IPC: C07C17/25 ,  C07C17/383 ,  C07C17/395 ,  C07C17/38 ,  C07C21/04

Abstract: Disclosed is a process for preparing a chlorinated alkene, comprising contacting a chlorinated alkane with a catalyst in a dehydrochlorination zone to produce a liquid reaction mixture comprising the chlorinated alkane and the chlorinated alkene, and extracting chlorinated alkene from the reaction mixture, wherein the concentration of the chlorinated alkene in the reaction mixture present in the dehydrochlorination zone is controlled such that the molar ratio of chlorinated alkene:chlorinated alkane is from 1:99 to 50:50.

公开(公告)号：US09950974B2

公开(公告)日：2018-04-24

申请号：US15252537

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 ,  C07C17/04 ,  C07C17/20 ,  C07C17/25 ,  C07C17/35 ,  C07C17/21 ,  C07C21/04

CPC classification number: C07C17/35 ,  C07C17/04 ,  C07C17/206 ,  C07C17/21 ,  C07C17/25 ,  C07C21/04 ,  C07C21/18 ,  C07C19/08

Abstract: Azeotropic or azeotrope-like mixtures of 1,3,3-trichloro-3-fluoroprop-1-ene (HCFO-1231zd) 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：US09359273B2

公开(公告)日：2016-06-07

申请号：US14351732

申请日：2012-10-11

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Selma Bektesevic ,  Daniel C. Merkel ,  Mario Joseph Nappa ,  Xuehui Sun ,  Hsueh Sung Tung ,  Haiyou Wang

IPC: C07C17/20 ,  C07C17/25 ,  C07C21/04 ,  C07C17/087

CPC classification number: C07C17/20 ,  C07C17/087 ,  C07C17/25 ,  C07C21/04 ,  C07C21/18 ,  C07C19/10

Abstract: The present invention relates, in part, to the discovery that the presence of impurities in 1,1,2,3-tetrachloropropene (1230xa) results in catalyst instability during the fluorination of 1230xa to 2-chloro-3,3,3-trifluoropropene. By substantially removing the impurities, it is shown that the catalyst life is extended and results in improved operation efficiency of the fluorination reaction. Such steps similarly result in an overall improvement in the production of certain hydrofluoroolefins, particularly 2,3,3,3-tetrafluoropropene (1234yf).

Abstract translation: 本发明部分涉及发现在1,1,2,3-四氯丙烯（1230xa）中杂质的存在导致在1230xa氟化为2-氯-3,3,3-三氟丙烯期间的催化剂不稳定性 。 通过基本上除去杂质，显示催化剂寿命延长并且导致改善氟化反应的操作效率。 这些步骤类似地导致某些氢氟烯烃，特别是2,3,3,3-四氟丙烯（1234yf）的生产的总体改进。

公开(公告)号：US09334210B2

公开(公告)日：2016-05-10

申请号：US13798318

申请日：2013-03-13

Applicant: Honeywell International Inc.

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

IPC: C07C17/08 ,  C07C21/04

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。 这种组合物可用作生产HFC-245fa和HCFO-1233zd中的原料。

公开(公告)号：US09315431B2

公开(公告)日：2016-04-19

申请号：US14509623

申请日：2014-10-08

Applicant: ARKEMA FRANCE

Inventor： Anne Pigamo

IPC: C07C17/25 ,  C07C17/20 ,  C07C21/04 ,  C07C21/18 ,  C07C17/38 ,  C07C17/383 ,  C01B7/07 ,  C07C17/21

CPC classification number: C07C17/20 ,  C01B7/0712 ,  C07C17/206 ,  C07C17/21 ,  C07C17/25 ,  C07C17/38 ,  C07C17/383 ,  C07C21/04 ,  C07C21/18

Abstract: The present invention provides a process of fluorination in liquid phase in a solvent medium of a compound of formula (II) CX1X2=CZCX3X4X5, in which Z represents H, Cl or F, and each X1 represents independently hydrogen or chlorine, given that at least one of the X1 represents a chlorine.

Abstract translation: 本发明提供了在式（II）化合物的溶剂介质中的液相氟化方法，其中Z表示H，Cl或F，并且每个X1独立地表示氢或氯，给定至少 X1中的一个代表氯。

公开(公告)号：US09090531B2

公开(公告)日：2015-07-28

申请号：US13804738

申请日：2013-03-14

Applicant: Honeywell International Inc.

Inventor： Haiyou Wang ,  Huseh Sung Tung ,  Selma Bektesevic

IPC: C07C17/25 ,  C07C17/38 ,  C07C17/383 ,  C07C17/42 ,  C07C21/04 ,  C07C17/278 ,  C07C17/386

CPC classification number: C07C17/42 ,  C07C17/25 ,  C07C17/278 ,  C07C17/38 ,  C07C17/386 ,  C07C21/04

Abstract: This invention is directed to a method for mitigating HCl generation during 1230xa purification, which comprises the steps of; (a) adding a chelating agent into 1230xa crude, and (b) conducting the 1230xa purification in the presence of said chelating agent at a quantity sufficient to reduce or prevent 1230xa decomposition. Examples of chelating agent include tributyl phosphate (TBP), tripropyl phosphate (TPP), and triethyl phosphate (TEP). The concentration of chelating agent in 1230xa crude can range from 0.001 to 20 wt %, preferably from 0.01 to 10 wt %, and more preferably from 0.1 to 5 wt %.

Abstract translation: 本发明涉及一种减轻1230xa纯化期间HCl产生的方法，其包括以下步骤： （a）向1230xa粗品中加入螯合剂，和（b）在所述螯合剂存在下，以足以减少或防止1230×分解的量进行1230xa纯化。 螯合剂的实例包括磷酸三丁酯（TBP），磷酸三丙基酯（TPP）和磷酸三乙酯（TEP）。 1230xa原料中螯合剂的浓度可以为0.001〜20重量％，优选为0.01〜10重量％，更优选为0.1〜5重量％。