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公开(公告)号:US07659434B2
公开(公告)日:2010-02-09
申请号:US11592415
申请日:2006-11-03
申请人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Rajesh K. Dubey , Jing Ji Ma , Barbara A. Light , Kim M. Fleming , Cheryl L. Bortz , Richard Udy
发明人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Rajesh K. Dubey , Jing Ji Ma , Barbara A. Light , Kim M. Fleming , Cheryl L. Bortz , Richard Udy
IPC分类号: C07C21/18
摘要: A method for preparing fluorinated organic compounds comprising contacting hydrogen fluoride with at least one compound of formula I: CX3CXYCH3 I where each X is independently Cl, I or Br, and each Y is independently H or F, said contacting step being carried out under conditions effective to produce a compound of formula II CF3CZCH2 II where Z is Cl, I, Br, or F.
摘要翻译: 一种制备氟化有机化合物的方法,包括使氟化氢与至少一种式I化合物:CX3CXYCH3I接触,其中每个X独立地为Cl,I或Br,每个Y独立地为H或F,所述接触步骤在条件 有效地制备式II化合物CF 3 CZCH 2 II,其中Z是Cl,I,Br或F.
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公开(公告)号:US10059647B2
公开(公告)日:2018-08-28
申请号:US14269251
申请日:2014-05-05
申请人: Sudip Mukhopadhyay , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
发明人: Sudip Mukhopadhyay , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
IPC分类号: C07C17/25 , C07C17/10 , C07C17/087 , C07C17/20 , C07C17/21
CPC分类号: C07C17/25 , C07C17/00 , C07C17/04 , C07C17/087 , C07C17/10 , C07C17/20 , C07C17/204 , C07C17/206 , C07C17/21 , C07C17/26 , C07C17/269 , C07C17/272 , C07C17/278 , C07C21/18 , C07C19/01 , C07C19/10 , C07C19/08 , C07C21/073 , C07C21/04
摘要: Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF3CF═CH2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl2═CClCH2Cl (which may be purchased or synthesized from 1,2,3-trichloropropane) is fluorinated (preferably with HF in gas-phase in the presence of a catalyst) to synthesize a compound such as CF3CCl═CH2, preferably in a 80-96% selectivity. The CF3CCl═CH2 is preferably converted to CF3CFClCH3 (244-isomer) using a SbCl5 as the catalyst which is then transformed selectively to 1234yf, preferably in a gas-phase catalytic reaction using activated carbon as the catalyst. For the first step, a mixture of Cr2O3 and FeCl3/C is preferably used as the catalyst to achieve high selectivity to CF3CCl═CH2 (96%). In the second step, SbCl5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF3CFClCH3. The intermediates are preferably isolated and purified by distillation and used in the next step without further purification, preferably to a purity level of greater than about 95%.
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公开(公告)号:US08084653B2
公开(公告)日:2011-12-27
申请号:US11619592
申请日:2007-01-03
申请人: Hsueh S. Tung , Sudip Mukhopadhyay , Michael Van Der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
发明人: Hsueh S. Tung , Sudip Mukhopadhyay , Michael Van Der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
CPC分类号: C07C17/25 , C07C17/00 , C07C17/04 , C07C17/087 , C07C17/10 , C07C17/20 , C07C17/204 , C07C17/206 , C07C17/21 , C07C17/26 , C07C17/269 , C07C17/272 , C07C17/278 , C07C21/18 , C07C19/01 , C07C19/10 , C07C19/08 , C07C21/073 , C07C21/04
摘要: Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF3CF═CH2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl2═CClCH2Cl (which may be purchased or synthesized from 1,2,3-trichloropropane) is fluorinated (preferably with HF in gas-phase in the presence of a catalyst) to synthesize a compound such as CF3CCl═CH2, preferably in a 80-96% selectivity. The CF3CCl═CH2 is preferably converted to CF3CFClCH3 (244-isomer) using a SbCl5 as the catalyst which is then transformed selectively to 1234yf, preferably in a gas-phase catalytic reaction using activated carbon as the catalyst. For the first step, a mixture of Cr2O3 and FeCl3/C is preferably used as the catalyst to achieve high selectivity to CF3CCl═CH2 (96%). In the second step, SbCl5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF3CFClCH3. The intermediates are preferably isolated and purified by distillation and used in the next step without further purification, preferably to a purity level of greater than about 95%.
摘要翻译: 公开了用于生产氟化烯烃的方法,优选适于CF 3CF≡CH2(1234yf)的商业化。 在优选实施方案中可以使用三个步骤,其中诸如CCl 2 = CClCH 2 Cl(其可以从1,2,3-三氯丙烷购买或合成)的原料被氟化(优选在气相存在下在HF的情况下为催化剂) 合成化合物如CF 3 CCl = CH 2,优选选择性为80-96%。 CF 3 CCl = CH 2优选使用SbCl 5作为催化剂转化为CF 3 CFClCH 3(244-异构体),然后将其选择性地转化为1234yf,优选在使用活性炭作为催化剂的气相催化反应中。 对于第一步,优选使用Cr 2 O 3和FeCl 3 / C的混合物作为催化剂以实现对CF 3 CCl = CH 2(96%)的高选择性。 在第二步中,SbCl 5 / C优选用作用于将1233xf转化为244-异构体CF 3 CFClCH 3的选择性催化剂。 中间体优选通过蒸馏分离和纯化,并用于下一步骤而不进一步纯化,优选纯度高于约95%。
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公开(公告)号:US08754271B2
公开(公告)日:2014-06-17
申请号:US13302849
申请日:2011-11-22
申请人: Sudip Mukhopadhyay , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
发明人: Sudip Mukhopadhyay , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
CPC分类号: C07C17/25 , C07C17/00 , C07C17/04 , C07C17/087 , C07C17/10 , C07C17/20 , C07C17/204 , C07C17/206 , C07C17/21 , C07C17/26 , C07C17/269 , C07C17/272 , C07C17/278 , C07C21/18 , C07C19/01 , C07C19/10 , C07C19/08 , C07C21/073 , C07C21/04
摘要: Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF3CF═CH2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl2═CClCH2Cl is fluorinated to synthesize a compound such as CF3CCl═CH2. The CF3CCl═CH2 is preferably converted to CF3CFClCH3 (244-isomer) using a SbCl5 as the catalyst which is then transformed selectively to 1234yf. For the first step, a mixture of Cr2O3 and FeCl3/C is preferably used as the catalyst to achieve high selectivity to CF3CCl═CH2 (96%). In the second step, SbCl5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF3CFClCH3. The intermediates are preferably isolated and purified by distillation and used in the next step without further purification, preferably to a purity level of greater than about 95%.
摘要翻译: 公开了用于生产氟化烯烃的方法,优选适于CF 3CF≡CH2(1234yf)的商业化。 优选的实施方案中可以使用三个步骤,其中诸如CCl 2 = CClCH 2 Cl的原料被氟化以合成诸如CF 3 CCl = CH 2的化合物。 CF 3 CCl = CH 2优选使用SbCl 5作为催化剂转化为CF 3 CFClCH 3(244-异构体),然后将其选择性地转化为1234yf。 对于第一步,优选使用Cr 2 O 3和FeCl 3 / C的混合物作为催化剂以实现对CF 3 CCl = CH 2(96%)的高选择性。 在第二步中,SbCl 5 / C优选用作用于将1233xf转化为244-异构体CF 3 CFClCH 3的选择性催化剂。 中间体优选通过蒸馏分离和纯化,并用于下一步骤而不进一步纯化,优选纯度高于约95%。
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公开(公告)号:US20150315108A1
公开(公告)日:2015-11-05
申请号:US14269251
申请日:2014-05-05
申请人: SUDIP MUKHOPADHYAY , Hsueh S. Tung , Michael Van der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
发明人: SUDIP MUKHOPADHYAY , Hsueh S. Tung , Michael Van der Puy , Daniel C. Merkel , Jing Ji Ma , Cheryl L. Bortz , Barbara A. Light , Steven D. Phillips , Rajesh K. Dubey
IPC分类号: C07C17/20
CPC分类号: C07C17/25 , C07C17/00 , C07C17/04 , C07C17/087 , C07C17/10 , C07C17/20 , C07C17/204 , C07C17/206 , C07C17/21 , C07C17/26 , C07C17/269 , C07C17/272 , C07C17/278 , C07C21/18 , C07C19/01 , C07C19/10 , C07C19/08 , C07C21/073 , C07C21/04
摘要: Disclosed are processes for the production of fluorinated olefins, preferably adapted to commercialization of CF3CF═CH2 (1234yf). Three steps may be used in preferred embodiments in which a feedstock such as CCl2═CClCH2Cl (which may be purchased or synthesized from 1,2,3-trichloropropane) is fluorinated (preferably with HF in gas-phase in the presence of a catalyst) to synthesize a compound such as CF3CCl═CH2, preferably in a 80-96% selectivity. The CF3CCl═CH2 is preferably converted to CF3CFClCH3 (244-isomer) using a SbCl5 as the catalyst which is then transformed selectively to 1234yf, preferably in a gas-phase catalytic reaction using activated carbon as the catalyst. For the first step, a mixture of Cr2O3 and FeCl3/C is preferably used as the catalyst to achieve high selectivity to CF3CCl═CH2 (96%). In the second step, SbCl5/C is preferably used as the selective catalyst for transforming 1233xf to 244-isomer, CF3CFClCH3. The intermediates are preferably isolated and purified by distillation and used in the next step without further purification, preferably to a purity level of greater than about 95%.
摘要翻译: 公开了用于生产氟化烯烃的方法,优选适于CF 3CF≡CH2(1234yf)的商业化。 在优选实施方案中可以使用三个步骤,其中诸如CCl 2 = CClCH 2 Cl(其可以由1,2,3-三氯丙烷购买或合成)的原料被氟化(优选在气相存在下,在HF的存在下) 合成化合物如CF 3 CCl = CH 2,优选选择性为80-96%。 CF 3 CCl = CH 2优选使用SbCl 5作为催化剂转化为CF 3 CFClCH 3(244-异构体),然后将其选择性地转化为1234yf,优选在使用活性炭作为催化剂的气相催化反应中。 对于第一步,优选使用Cr 2 O 3和FeCl 3 / C的混合物作为催化剂,以实现对CF 3 CCl = CH 2(96%)的高选择性。 在第二步中,SbCl 5 / C优选用作用于将1233xf转化为244-异构体CF 3 CFClCH 3的选择性催化剂。 中间体优选通过蒸馏分离和纯化,并用于下一步骤而不进一步纯化,优选纯度高于约95%。
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公开(公告)号:US20100210883A1
公开(公告)日:2010-08-19
申请号:US12702135
申请日:2010-02-08
申请人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Rajesh K. Dubey , Jing Ji Ma
发明人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Rajesh K. Dubey , Jing Ji Ma
IPC分类号: C07C17/23 , C07C17/357
CPC分类号: C07C17/04 , C07C17/00 , C07C17/06 , C07C17/206 , C07C17/25 , C07C17/26 , C07C17/269 , C07C17/272 , C07C17/278 , C07C21/18 , C07C19/08 , C07C19/10
摘要: Disclosed are methods for producing fluorinated organic compounds, including hydrofluoropropenes, which preferably comprises converting at least one compound of formula (I): CF3CHXCH2X (I) to at least one compound of formula (II) CF3CZCHZ (II). where X is independently Cl, Br, I or F, and Z independently is H or F. In certain preferred embodiments, each Z is different.
摘要翻译: 公开了生产氟化有机化合物的方法,包括氢氟丙烯,其优选包括将至少一种式(I)化合物:CF 3 CHXCH 2 X(I)转化为至少一种式(II)CF 3 CZCHZ(II)化合物。 其中X独立地为Cl,Br,I或F,Z独立地为H或F.在某些优选实施方案中,每个Z不同。
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公开(公告)号:US08395000B2
公开(公告)日:2013-03-12
申请号:US12702135
申请日:2010-02-08
申请人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Rajesh K. Dubey , Jing Ji Ma
发明人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Rajesh K. Dubey , Jing Ji Ma
IPC分类号: C07C17/25 , C07C21/185 , C07C21/18
CPC分类号: C07C17/04 , C07C17/00 , C07C17/06 , C07C17/206 , C07C17/25 , C07C17/26 , C07C17/269 , C07C17/272 , C07C17/278 , C07C21/18 , C07C19/08 , C07C19/10
摘要: Disclosed are methods for producing fluorinated organic compounds, including hydrofluoropropenes, which preferably comprises converting at least one compound of formula (I): CF3CHXCH2X (I) to at least one compound of formula (II) CF3CZCHZ (II). where X is independently Cl, Br, I or F, and Z independently is H or F. In certain preferred embodiments, each Z is different.
摘要翻译: 公开了生产氟化有机化合物的方法,包括氢氟丙烯,其优选包括将至少一种式(I)化合物:CF 3 CHXCH 2 X(I)转化为至少一种式(II)CF 3 CZCHZ(II)化合物。 其中X独立地为Cl,Br,I或F,Z独立地为H或F.在某些优选实施方案中,每个Z不同。
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公开(公告)号:US07674939B2
公开(公告)日:2010-03-09
申请号:US11592761
申请日:2006-11-03
申请人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Rajesh K. Dubey , Jing Ji Ma
发明人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Daniel C. Merkel , Rajesh K. Dubey , Jing Ji Ma
IPC分类号: C07C17/25 , C07C21/185 , C07C21/18
CPC分类号: C07C17/04 , C07C17/00 , C07C17/06 , C07C17/206 , C07C17/25 , C07C17/26 , C07C17/269 , C07C17/272 , C07C17/278 , C07C21/18 , C07C19/08 , C07C19/10
摘要: Disclosed are methods for producing fluorinated organic compounds, including hydrofluoropropenes, which preferably comprises converting at least one compound of formula (I): CF3CHXCH2X (I) to at least one compound of formula (II) CF3CZCHZ (II). where X is independently Cl, Br, I or F, and Z independently is H or F. In certain preferred embodiments, each Z is different.
摘要翻译: 公开了生产氟化有机化合物的方法,包括氢氟丙烯,其优选包括将至少一种式(I)化合物:CF 3 CHXCH 2 X(I)转化为至少一种式(II)CF 3 CZCHZ(II)化合物。 其中X独立地为Cl,Br,I或F,Z独立地为H或F.在某些优选实施方案中,每个Z不同。
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公开(公告)号:US07880040B2
公开(公告)日:2011-02-01
申请号:US11592442
申请日:2006-11-03
申请人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Rajiv R. Singh , Haiyou Wang , Robert C. Johnson , Rajesh K. Dubey
发明人: Sudip Mukhopadhyay , Haridasan K. Nair , Hsueh S. Tung , Michael Van Der Puy , Rajiv R. Singh , Haiyou Wang , Robert C. Johnson , Rajesh K. Dubey
IPC分类号: C07C19/08
摘要: Disclosed is a method for producing fluorinated organic compounds, including hydrofluoropropenes, which preferably comprises converting at least one compound of formula (I): CF3CFnCHmXa-m (I) to at least one compound of formula (II) CF3CZCHZ (II). where each X is independently Cl, I or Br; each Z is independently H or F; n is 1 or 2; m is 1, 2 or 3, provided that when n is 1, m is 1 or 2; a is 2 or 3, and a-m≧0. Certain embodiments include the step of reacting fluorinated C2 olefin, such as tetrafluoroethylene, with a C1 addition agent under conditions effective to produce a compound of formula (I).
摘要翻译: 公开了一种制备氟化有机化合物的方法,包括氢氟丙烯,其优选包括将至少一种式(I)化合物:CF 3 CF n CH m X a-m(I)转化为至少一种式(II)CF 3 CZCHZ(II)化合物。 其中每个X独立地为Cl,I或Br; 每个Z独立地为H或F; n为1或2; m为1,2或3,条件是当n为1时,m为1或2; a为2或3,a-m≥0。 某些实施方案包括在有效产生式(I)化合物的条件下使氟化C 2烯烃如四氟乙烯与C1加成剂反应的步骤。
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公开(公告)号:US09035111B2
公开(公告)日:2015-05-19
申请号:US12196207
申请日:2008-08-21
CPC分类号: C07C17/38 , C07C17/04 , C07C17/206 , C07C17/21 , C07C17/25 , C07C17/389 , C07C21/18 , C07C19/10 , C07C19/08
摘要: A method for producing fluorinated organic compounds, including hydrofluoropropenes, which preferably comprises converting at least one compound of formula (I): CF3(—CX2X2)nCX1═H2 (I) to at least one compound of formula (II): CF3(CX2X2)nCX1═H2 (II), where X1 is Cl, Br or I, each X2 is independently selected from the group consisting of H, Cl, F, Br or J, and n is 0, 1, or 2.
摘要翻译: 包括氢氟丙烯的氟化有机化合物的制备方法,其优选包括将至少一种式(I)化合物:CF 3(-CX 2 X 2)n C X 1 = H 2(I)转化为至少一种式(II)的化合物:CF 3(CX 2 X 2 )nCX1 = H 2(II),其中X 1为Cl,Br或I,每个X 2独立地选自H,Cl,F,Br或J,且n为0,1或2。
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