公开(公告)号：US20180318788A1

公开(公告)日：2018-11-08

申请号：US15773769

申请日：2016-11-04

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Richard Durick HORWATH ,  Yuon CHIU ,  Haluk KOPKALLI ,  Robert A. SMITH ,  Haiyou WANG ,  Michael GATTER ,  Hsueh Sung TUNG ,  Daniel C. MERKEL

IPC: B01J20/10 ,  B01J20/20 ,  B01J20/18 ,  C02F1/28

CPC classification number: B01J20/103 ,  B01J20/18 ,  B01J20/20 ,  B01J20/3408 ,  B01J20/3416 ,  B01J20/3458 ,  B01J2220/42 ,  C02F1/281 ,  C02F1/283 ,  C02F2101/14 ,  C02F2101/36

Abstract: Disclosed is a process to separate halogenated organic contaminants such as 2-chloro-3,3,3-trifluoropropene (HCFO-1233xf), 2,3,3,3-tetrafluoropropene (HFO-1234yf), trifluoropropyne (TFPY) from hydrochloric acid (HCl) with an adsorbent selected from an activated carbon, an MFI molecular sieve, a carbon molecular sieve, silica, and combinations thereof.

公开(公告)号：US20190084906A1

公开(公告)日：2019-03-21

申请号：US16196746

申请日：2018-11-20

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haiyou WANG ,  Hsueh Sung TUNG ,  Selma BEKTESEVIC ,  Daniel C. MERKEL ,  Haluk KOPKALLI ,  Yuon CHIU

IPC: C07C17/20 ,  C07C17/087 ,  C07C17/42 ,  C07C17/25 ,  B01J27/12 ,  B01J23/26 ,  B01J27/138 ,  B01J21/04 ,  B01J23/34 ,  B01J23/745 ,  B01J23/755 ,  B01J27/10 ,  B01J23/75

Abstract: The present invention relates, in part, to the discovery that, during the fluorination of certain fluoroolefin starting reagents, oligomerization/polymerization of such reagents reduces the conversion process and leads to increased catalyst deactivation. The present invention also illustrates that vaporizing such starting reagents in the presence of one or more organic co-feed reduces such oligomerization/polymerization and improves catalytic stability.

公开(公告)号：US20140275646A1

公开(公告)日：2014-09-18

申请号：US14203823

申请日：2014-03-11

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haiyou WANG ,  Daniel C. MERKEL ,  Hsueh Sung TUNG ,  Haluk KOPKALLI

IPC: C07C17/21 ,  C07C17/23

CPC classification number: C07C17/23 ,  C07C17/087 ,  C07C17/206 ,  C07C17/25 ,  C07C19/10 ,  C07C21/18

Abstract: The present process relates to a method for minimizing the formation of 1,1,1,2,2-pentafluoropropane in a liquid phase reaction of 2-chloro-3,3,3-trifluoropropene and HF in the presence of a hydrofluorination catalyst comprising: (a) reacting HF with sufficient amount of 2-chloro-3,3,3-trifluoropropene in the presence of a hydrofluorination catalyst under conditions effective to form 2-chloro-1,1,1,2-tetrafluoropropane, the hydrofluorination catalyst being present in sufficient amounts to catalyze said reaction and the 2-chloro-1,1,1,2-tetrafluoropropane being formed with both a conversion of greater than 80% and a 1,1,1,2,2-pentafluoropropane selectivity lower than 20%; and (b) maintaining the 2-chloro-1,1,1,2-tetrafluoropropane being formed with both a conversion of about 80% or more and a 1,1,1,2,2-pentafluoropropane selectivity of about 20% or less by adding said hydrofluorination catalyst to the reactor in small increments.

Abstract translation: 本方法涉及在含氟氢化催化剂存在下，在2-氯-3,3,3-三氟丙烯和HF的液相反应中使1,1,1,2,2-五氟丙烷的形成最小化的方法，包括 ：（a）在氢氟化催化剂存在下，在有效形成2-氯-1,1,1,2-四氟丙烷的条件下，使HF与足够量的2-氯-3,3,3-三氟丙烯反应，氢氟化催化剂 以足够的量存在以催化所述反应，并且形成的2-氯-1,1,1,2-四氟丙烷的转化率大于80％，1,1,1,2,2-五氟丙烷选择性降低 超过20％; 和（b）保持形成的2-氯-1,1,1,2-四氟丙烷的转化率为约80％以上，1,1,1,2,2-五氟丙烷选择性为约20％，或 较少的是通过以小的增量将所述氢氟化催化剂加入到反应器中。

公开(公告)号：US20180297917A1

公开(公告)日：2018-10-18

申请号：US15768270

申请日：2016-10-14

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haluk KOPKALLI ,  Ron Joseph ROOF ,  Yuon CHIU ,  Hsueh Sung TUNG ,  Robert A. SMITH

IPC: C07C17/23 ,  C07C17/25 ,  C07C17/42 ,  B01J8/02 ,  B01J8/06 ,  B01J23/72

Abstract: The invention provides a reactor comprising a reaction chamber having a catalytic surface in contact with reactants in said chamber, and a source for passing electrical current through said catalytic surface. The reactor can be used for dehydrohalogentation reactions, such as dehydrochlorination of HCFC-244bb to HFO-1234yf and for reactions where zero valent metals are employed for catalysis. The invention further provides a process to prepare HFO-1234yf from HCFC-244bb using an electrically heated reaction chamber.

公开(公告)号：US20130225881A1

公开(公告)日：2013-08-29

申请号：US13863670

申请日：2013-04-16

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： George R. COOK ,  Haluk KOPKALLI ,  Stephen A. COTTRELL ,  Yuon CHIU ,  Peter SCHEIDLE ,  Daniel C. MERKEL

IPC: C07C17/23

CPC classification number: C07C17/23 ,  C07C17/25 ,  C07C21/18

Abstract: A process for the manufacture of halogenated olefins in semi-batch mode by dehydrohalogenation of halogenated alkanes in the presence of an aqueous base such as KOH which simultaneously neutralizes the resulting hydrogen halide. During the process, aqueous base is continuously added to the haloalkane which results in better yields, lower by-product formation and safer/more controllable operation.

Abstract translation: 一种通过卤化烷烃在碱性水溶液（如KOH）的存在下脱卤化氢同时中和所得卤化氢，以半间歇模式制造卤代烯烃的方法。 在此过程中，将水性碱连续加入到卤代烷烃中，产生更好的产率，更低的副产物形成和更安全/更可控的操作。

公开(公告)号：US20150225315A1

公开(公告)日：2015-08-13

申请号：US14618450

申请日：2015-02-10

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haluk KOPKALLI ,  Yuon CHIU ,  Daniel C. MERKEL ,  Ron Joseph ROOF ,  Robert A. SMITH ,  Austin V. PRANKE

IPC: C07C17/087 ,  B01J19/24 ,  B01J19/18 ,  C07C17/25

CPC classification number: C07C17/087 ,  B01F7/00041 ,  B01F15/00837 ,  B01F2015/00097 ,  B01J4/001 ,  B01J8/22 ,  B01J10/00 ,  B01J12/00 ,  B01J19/006 ,  B01J19/0066 ,  B01J19/02 ,  B01J19/18 ,  B01J19/248 ,  B01J2208/00212 ,  B01J2219/00094 ,  B01J2219/00768 ,  B01J2219/0218 ,  B01J2219/0245 ,  B01J2219/2404 ,  B01J2219/2406 ,  B01J2219/2408 ,  B01J2219/2419 ,  B01J2219/2481 ,  B01J2219/2487 ,  C07C17/206 ,  C07C17/25 ,  C07C19/10 ,  C07C21/18

Abstract: A reactor apparatus is provided having a reaction chamber; a compartmentalizing apparatus including a plurality of compartments, each compartment being open at a top end and bottom end, the compartmentalizing apparatus being disposed within the reaction chamber; and an inlet disposed at an area of the reactor and in fluid communication between the reaction chamber and a feed source. Also provided is a reactor apparatus having an assembly having a reaction chamber; at least one agitator assembly configured to generate mixing within the reaction chamber, the agitator assembly including: a shaft partially lined or coated with a fluoropolymer or other non-metallic corrosion-resistant material, and an impeller lined or coated with the fluoropolymer or other non-metallic corrosion-resistant material; and an inlet disposed at an area of the reactor and in fluid communication between the reaction chamber and a feed source. The provided reactor apparatus can be utilized in hydrofluorination processes.

Abstract translation: 提供具有反应室的反应器装置; 一个分隔设备，包括多个隔间，每个隔室在顶端和底端开口，隔间设备设置在反应室内; 以及设置在反应器的区域并且在反应室和进料源之间流体连通的入口。 还提供了具有具有反应室的组件的反应器装置; 至少一个搅拌器组件被配置为在反应室内产生混合，所述搅拌器组件包括：轴部分地衬有或涂覆有氟聚合物或其它非金属耐腐蚀材料的轴，以及内衬或涂覆有氟聚合物或其它非 - 金属耐腐蚀材料; 以及设置在反应器的区域并且在反应室和进料源之间流体连通的入口。 提供的反应器装置可用于氢氟化方法。

公开(公告)号：US20150034523A1

公开(公告)日：2015-02-05

申请号：US14456514

申请日：2014-08-11

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haluk KOPKALLI ,  Haiyou WANG ,  Hsueh SUNG TUNG ,  Daniel C. MERKEL

IPC: C09K15/30

CPC classification number: C09K15/30 ,  C07C17/087 ,  C07C17/202 ,  C07C17/206 ,  C07C17/25 ,  C07C17/42 ,  C07C21/04 ,  C07C19/10

Abstract: The present invention relates in part to a container for stabilized chloropropenes, such as 1,1,2,3-tetrachloropropene, otherwise known to decompose and degrade, and to the resulting stabilized chloropropene, using a morpholine compound and/or a trialkyl phosphate compound as defined herein. Such stabilized chloropropenes are useful in the manufacture of hydrofluoroolefins such as 2,3,3,3-tetrafluoroprop-1-ene (1234yf).

Abstract translation: 本发明部分地涉及使用吗啉化合物和/或三烷基磷酸酯化合物的用于稳定的氯丙烯的容器，例如已知分解和降解的1,1,2,3-四氯丙烯和所得稳定的氯丙烯 如本文所定义。 这种稳定的氯丙烯可用于制备氢氟烯烃，例如2,3,3,3-四氟丙-1-烯（1234yf）。

公开(公告)号：US20210163383A1

公开(公告)日：2021-06-03

申请号：US16972473

申请日：2019-06-05

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haluk KOPKALLI ,  Carlos NAVAR ,  Yuon CHIU ,  Haiyou WANG

IPC: C07C17/25 ,  C07C17/383 ,  C07C17/38

Abstract: A process for making 2,3,3,3-tetrafluoropropene (HFO-1234yf) includes providing a composition including 2-chloro-1,1,1,2-tetrafluoropropane (HCFC-244bb) to a reactor including a heater surface at a surface temperature greater than about 850° F. (454° C.), and then bringing the composition into contact with the heater surface for a contact time of less than 10 seconds to dehydrochlorinate a portion of the HCFC-244bb to make HFO-1234yf.

公开(公告)号：US20140275650A1

公开(公告)日：2014-09-18

申请号：US14203714

申请日：2014-03-11

Applicant: HONEYWELL INTERNATIONAL INC.

Inventor： Haluk KOPKALLI ,  Haiyou WANG ,  Hsueh SUNG TUNG ,  Daniel C. MERKEL

IPC: C07C17/20 ,  C07C17/42

CPC classification number: C09K15/30 ,  C07C17/087 ,  C07C17/202 ,  C07C17/206 ,  C07C17/25 ,  C07C17/42 ,  C07C21/04 ,  C07C19/10

Abstract: The present invention relates in part to a method of stabilizing chloropropenes, such as 1,1,2,3-tetrachloropropene, otherwise known to decompose and degrade, and to the resulting stabilized chloropropene, using a morpholine compound and/or a trialkyl phosphate compound as defined herein. Such stabilized chloropropenes are useful in the manufacture of hydrofluoroolefins such as 2,3,3,3-tetrafluoroprop-1-ene (1234yf).

Abstract translation: 本发明部分地涉及使用吗啉化合物和/或三烷基磷酸酯化合物稳定氯丙烯如1,1,2,3-四氯丙烯或另外已知分解和降解的方法和所得稳定的氯丙烯的方法 如本文所定义。 这种稳定的氯丙烯可用于制备氢氟烯烃，例如2,3,3,3-四氟丙-1-烯（1234yf）。