公开(公告)号：US10343962B2

公开(公告)日：2019-07-09

申请号：US15464439

申请日：2017-03-21

Applicant: HONEYWELL INTERNATIONAL INC.

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

IPC: C07C17/42 ,  C07C17/20 ,  C07C17/25 ,  C07C17/087 ,  C07C19/10 ,  C07C21/18

Abstract: The present invention relates, in part, to the discovery that, during the fluorination of certain fluoroolefin starting reagents, particularly, 1,1,2,3-tetrachloropropene (1230xa), oligomerization/polymerization of such starting reagents reduces the conversion process and leads to increased catalyst deactivation. The present invention also illustrates that providing one or more organic co-feed to the fluooolefin starting stream reduces such oligomerization/polymerization and improves catalystic stability.

公开(公告)号：US10125066B1

公开(公告)日：2018-11-13

申请号：US15825334

申请日：2017-11-29

Applicant: Honeywell International Inc.

Inventor： Christian Jungong ,  Daniel C. Merkel

IPC: C07C17/087 ,  C07C19/10 ,  C07C21/18 ,  C07C17/38 ,  C07C17/25 ,  C07C21/04 ,  B01J23/44 ,  B01J21/02

Abstract: A method for producing 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) from a reaction composition including a mixture of HCFC-244bb and 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf) by selectively hydrogenating the HCFO-1233xf component of the mixture in a vapor phase in the presence of hydrogen gas and a catalyst to generate a product composition including unreacted HCFC-244bb and hydrogenation products of HCFO-1233xf, such as 2-chloro-1,1,1-trifluoropropane (HCFC-253db), which may be separated from the HCFC-244bb by distillation. The separated HCFC-244bb may then be purified by subsequent acid neutralization and drying steps.

公开(公告)号：US10011546B2

公开(公告)日：2018-07-03

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: C07C17/08 ,  C07C19/08 ,  C07C21/04 ,  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.

公开(公告)号：US20180057434A1

公开(公告)日：2018-03-01

申请号：US15251468

申请日：2016-08-30

Applicant: Honeywell International Inc.

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

IPC: C07C21/22 ,  C07C17/383 ,  B01D3/36

CPC classification number: C07C21/22 ,  B01D3/36 ,  C07C17/383

Abstract: Azeotropic or azeotrope-like compositions of 3,3,3-trifluoropropyne and water, such as from about 1 to about 50 wt. % water and from about 50 to about 99 wt. % 3,3,3-trifluoropropyne, based on the combined weight of the water and 3,3,3-trifluoropropyne, and methods of producing essentially water free 3,3,3-trifluoropropyne.

公开(公告)号：US09902671B2

公开(公告)日：2018-02-27

申请号：US15402327

申请日：2017-01-10

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Daniel C. Merkel ,  Hsueh S. Tung

IPC: C07C17/25 ,  C07C19/08 ,  C07C17/20

CPC classification number: C07C17/206 ,  C07C17/06 ,  C07C17/087 ,  C07C17/20 ,  C07C17/25 ,  C07C17/42 ,  C07C21/18

Abstract: The present invention relates to an improved method for manufacturing 2-chloro-3,3,3,-trifluoropropene (HCFC-1233xf) by reacting 1,1,2,3-tetrachloropropene, 1,1,1,2,3-pentachloropropane, and/or 2,3,3,3-tetrachloropropene with hydrogen fluoride, in a vapor phase reaction vessel in the presence of a vapor phase fluorination catalyst and stabilizer. HCFC-1233xf is an intermediate in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf) which is a refrigerant with low global warming potential.

公开(公告)号：US20170233314A1

公开(公告)日：2017-08-17

申请号：US15402327

申请日：2017-01-10

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Daniel C. Merkel ,  Hsueh S. Tung

IPC: C07C17/20

CPC classification number: C07C17/206 ,  C07C17/06 ,  C07C17/087 ,  C07C17/20 ,  C07C17/25 ,  C07C17/42 ,  C07C21/18

Abstract: The present invention relates to an improved method for manufacturing 2-chloro-3,3,3,-trifluoropropene (HCFC-1233xf) by reacting 1,1,2,3-tetrachloropropene, 1,1,1,2,3-pentachloropropane, and/or 2,3,3,3-tetrachloropropene with hydrogen fluoride, in a vapor phase reaction vessel in the presence of a vapor phase fluorination catalyst and stabilizer. HCFC-1233xf is an intermediate in the production of 2,3,3,3-tetrafluoropropene (HFO-1234yf) which is a refrigerant with low global warming potential.

公开(公告)号：US20160311735A1

公开(公告)日：2016-10-27

申请号：US15136084

申请日：2016-04-22

Applicant: HONEYWELL INTERNATIONAL INC.

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

IPC: C07C17/087 ,  B01J20/18 ,  B01J20/34 ,  B01J20/20 ,  C07C17/389 ,  C07C17/25

CPC classification number: B01J20/18 ,  B01J20/20 ,  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.

Abstract translation: 本发明提供一种使用稳定的氟化烃化合物如HFC-245cb（1,1,1,2,2-五氟丙烷）作为固体吸附剂如分子筛或活性炭再生的方法 再生液。

公开(公告)号：US09464013B2

公开(公告)日：2016-10-11

申请号：US14022658

申请日：2013-09-10

Applicant: HONEYWELL INTERNATIONAL INC.

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

IPC: C11D7/50 ,  C07C17/20 ,  C07C17/38 ,  C07C17/383 ,  C07C21/18

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

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：US20160237010A1

公开(公告)日：2016-08-18

申请号：US15139778

申请日：2016-04-27

Applicant: Honeywell International, Inc.

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

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

CPC classification number: B01J19/24 ,  B01J4/002 ,  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 1,1,2,3-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.

Abstract translation: 本发明涉及制备四卤代丙烯的方法，例如2-氯-3,3,3-三氟丙烯（1233xf）。 该方法包括将原料如1,1,2,3-四氯丙烯（1230xa）等进行雾化，并与过热HF混合以形成与气相基本上瞬时接触的原料和HF的蒸发组合物 氟化催化剂。 本发明延长了催化剂的寿命并阻止了催化剂的失活。

公开(公告)号：US09416074B2

公开(公告)日：2016-08-16

申请号：US14351688

申请日：2012-10-10

Applicant: HONEYWELL INTERNATIONAL INC.

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

IPC: C07C17/00 ,  C07C17/38 ,  C07C17/25 ,  C07C17/087 ,  C07C17/20

CPC classification number: C07C17/25 ,  C07C17/087 ,  C07C17/202 ,  C07C19/10 ,  C07C21/18

Abstract: The present invention relates, in part, to the discovery that the presence of impurities in a reactor for dehydrochlorinating HCFC-244bb to HFO-1234yf results in a reduced conversion rate and/or a selectivity changeover from HFO-1234yf to HCFO-1233xf. By substantially removing such impurities, it is shown that the conversion rate may be improved and selectivity to HFO-1234yf via dehydrochlorination of HCFC-244bb is also improved.

Abstract translation: 本发明部分涉及以下发现，即将HCFC-244bb脱氯化氢反应成HFO-1234yf的反应器中的杂质的存在导致从HFO-1234yf到HCFO-1233xf的转化率和/或选择性转换率降低。 通过基本上除去这些杂质，可以看出可以提高转化率，并且通过HCFC-244bb的脱氯化氢还能改善对HFO-1234yf的选择性。