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1. 发明授权

EP0812814B1 PROCESS FOR PREPARING 1,1,1,3,3-PENTAFLUOROPROPANE 失效
标题翻译：制备1,1,1,3,3-五氟丙烷的方法
公开(公告)号：EP0812814B1
公开(公告)日：2001-12-12
申请号：EP96901967.8
申请日：1996-02-08
申请人： DAIKIN INDUSTRIES, LTD.
发明人： AOYAMA, Hirokazu , SHIBATA, Noriaki , YAMAMOTO, Akinori
IPC分类号： C07C19/08 , C07C17/23 , C07B61/00 , B01J23/44 , C07C17/38
CPC分类号： C07C19/08 , C07C17/23
摘要： A process for preparing 1,1,1,3,3-pentafluoropropane comprising the step (A) of reducing 2,3-dichloro-1,1,1,3,3-pentafluoropropane with hydrogen in the presence of a hydrogenation catalyst under an atmospheric or elevated pressure by a vapor-phase reaction, the step (B) of introducing all of the products of the step (A) into a condenser to obtain a non-condensed component comprising hydrogen and hydrogen chloride and a condensed component comprising 1,1,1,3,3-pentafluoropropane or a non-condensed component comprising hydrogen and a condensed component comprising hydrogen chloride and 1,1,1,3,3-pentafluoropropane, the step (C) of separating hydrogen from the non-condensed component of the step (B) and recycling the hydrogen to the above step (A), and the step (D) of separating 1,1,1,3,3-pentafluoropropane from the condensed component of the step (B). This process makes it possible to prepare 1,1,1,3,3-pentafluoropropane industrially efficiently and economically.
摘要翻译：一种制备1,1,1,3,3-五氟丙烷的方法，包括在氢化催化剂存在下用氢气还原2,3-二氯-1,1,1,3,3-五氟丙烷的步骤（A）通过气相反应在常压或升高的压力下，将步骤（A）的所有产物引入冷凝器以获得包含氢和氯化氢的非冷凝组分和包含1 ，1,1,3,3-五氟丙烷或含有氢的非缩合成分和含有氯化氢和1,1,1,3,3-五氟丙烷的缩合成分的工序（C）步骤（B）的浓缩组分并将氢气再循环至上述步骤（A），和从步骤（B）的浓缩组分分离1,1,1,3,3-五氟丙烷的步骤（D）。该工艺可以在工业上有效且经济地制备1,1,1,3,3-五氟丙烷。

2. 发明授权

EP0810192B1 PROCESS FOR PREPARING 1,1,1,3,3-PENTAFLUOROPROPANE 失效
标题翻译：用于生产1,1,1,3,3-五氟丙烷
公开(公告)号：EP0810192B1
公开(公告)日：2001-04-25
申请号：EP96901966.0
申请日：1996-02-08
申请人： DAIKIN INDUSTRIES LTD.
发明人： AOYAMA, Hirokazu , YAMAMOTO, Akinori , SHIBATA, Noriaki
IPC分类号： C07C19/08 , C07C17/23 , B01J23/46 , B01J23/89 , B01J23/66
CPC分类号： B01J23/89 , B01J23/44 , B01J23/56 , B01J23/58 , C07C17/23 , C07C19/08
摘要： A process for preparing 1,1,1,3,3-pentafluoropropane by reducing 2,3-dichloro-1,1,1,3,3-pentafluoropropane as a raw material with hydrogen in the presence of a catalyst by a vapor-phase process, characterized in that the catalyst is a hydrogenation catalyst comprising palladium and at least one additive metal selected from the group consisting of silver, gold, copper, zinc, rhenium, cobalt, nickel, iridium, ruthenium, rhodium, tantalum, niobium, molybdenum, osmium and tungsten. This process using a hydrogenation catalyst having a long service life permits the preparation of useful 1,1,1,3,3-pentafluoropropane in a high yield, thus being advantageous economically.

3. 发明公开

EP2891646A1 METHOD FOR PRODUCING A-FLUOROACRYLIC ACID ESTER 有权
标题翻译： VERFAHREN ZUR HERSTELLUNG EINES A-FLUORACRYLSÄUREESTERS
公开(公告)号：EP2891646A1
公开(公告)日：2015-07-08
申请号：EP13833707.6
申请日：2013-08-30
申请人： Daikin Industries, Ltd.
发明人： OHTSUKA, Tatsuya , GOTOU, Akihiro , ISHIHARA, Sumi , YAMAMOTO, Yoshihiro , YAMAMOTO, Akinori , KUROKI, Yoshichika , KOMATSU, Yuzo , KISHIKAWA, Yousuke
IPC分类号： C07C67/36 , B01J31/26 , C07C69/653 , C07B61/00
摘要： The object of the present invention is to provide a process for producing α-fluoroacrylic acid ester at a high starting material conversion, high selectivity, and high yield. The present invention provides a process for producing the compound represented by the formula (1) wherein R represents alkyl optionally substituted with one or more fluorine atoms, the process comprising step A of reacting a compound represented by the formula (2) wherein X represents a bromine atom or a chlorine atom with an alcohol represented by the formula (3) wherein the symbol is as defined above, and carbon monoxide in the presence of a transition metal catalyst and a base to thereby obtain the compound represented by the formula (1).

R-OH (3)
摘要翻译：本发明的目的是提供一种以高原料转化率，高选择性和高产率生产± - 氟代丙烯酸酯的方法。本发明提供一种制备由式（1）表示的化合物的方法，其中R表示任选被一个或多个氟原子取代的烷基，该方法包括步骤A，使由式（2）表示的化合物（其中X表示溴原子或氯原子与式（3）表示的醇（其中符号如上定义）和一氧化碳在过渡金属催化剂和碱的存在下反应，由此得到式（1）表示的化合物，。 €ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒ€ƒR-OH€ƒ€ƒ€ƒ€ƒ€ƒ（3）

4. 发明公开

EP0716065A1 PROCESS FOR PRODUCING HEXAFLUOROCYCLOBUTENE AND PROCESS FOR PRODUCING HEXAFLUOROCYCLOBUTANE 失效
标题翻译：生产六氟环丁烯的方法和生产六氟环戊烷的方法
公开(公告)号：EP0716065A1
公开(公告)日：1996-06-12
申请号：EP94923068.4
申请日：1994-08-03
申请人： DAIKIN INDUSTRIES, LTD.
发明人： NAKADA, Tatsuo , AOYAMA, Hirokazu , YAMAMOTO, Akinori
IPC分类号： C07C23/06 , C07C17/23 , C07C17/354 , B01J21/08 , B01J23/26 , B01J23/74 , B01J23/86 , B01J27/138 , B01J23/44 , B01J23/46
CPC分类号： C07C23/06 , B01J23/464 , C07C17/23 , C07C17/281 , C07C17/354
摘要： Manufacturing method for hexafluorocyclobutene in which 1,2-dichlorohexafluorocyclobutane is dechlorinated using hydrogen in the presence of a metal oxide and/or silicon oxide catalyst. Manufacturing method for (Z)-1,2,3,3,4,4-hexafluorocyclobutane which carries out the hydrogen-adding reaction (hydrogen reduction) of the raw material, 1,2-dichlorohexafluorocyclobutane, in the presence of a rhodium catalyst, or which carries out vapor-phase hydrogen reduction of hexafluorocyclobutene in the presence of a palladium catalyst.
Using this manufacturing method, hexafluorocyclobutene can easily be derived in a single step with high selectivity from 1,2-dichlorohexafluorocyclobutane which can be obtained readily and at a low cost. This method also produces a high yield of (Z)-1,2,3,3,4,4-hexafluorocyclobutane.
摘要翻译：六氟环丁烯的制造方法，其中在金属氧化物和/或氧化硅催化剂存在下使用氢气使1,2-二氯六氟环丁烷脱氯。在铑催化剂存在下，对原料1,2-二氯六氟环丁烷进行加氢反应（氢还原）的（Z）-1,2,3,3,4,4-六氟环丁烷的制造方法或者在钯催化剂存在下进行六氟环丁烯的气相氢还原。采用这种制造方法，六氟环丁烯可容易地以低成本容易地从1,2-二氯六氟环丁烷高选择性地一步得到。该方法也产生（Z）-1,2,3,3,4,4-六氟环丁烷的高收率。

5. 发明公开

EP3428145A1 METHOD FOR PRODUCING FLUORINATED COMPOUND 有权转让
公开(公告)号：EP3428145A1
公开(公告)日：2019-01-16
申请号：EP17763288.2
申请日：2017-03-08
申请人： Daikin Industries, Ltd. , Osaka Prefecture University Public Corporation
发明人： MATSUURA, Makoto , YAMAMOTO, Akinori , KISHIKAWA, Yosuke , RYU, Ilhyong , FUKUYAMA, Takahide , SUMINO, Shuhei
IPC分类号： C07C17/275 , C07C19/08 , C07C22/08 , C07C41/30 , C07C43/174 , C07C67/343 , C07C69/24 , C07C69/608 , C07C69/612 , C07C69/675 , C07B37/02 , C07B61/00
摘要： This invention solves the problem of providing an efficient, new method for producing a fluoromethylene-containing compound. The problem can be solved by a method for producing a compound represented by formula (1) or a ring-closed or ring-opened derivative of the compound, wherein R 1 represents an organic group, R X represents hydrogen or fluorine, R 2a , R 2b , R 2c , and R 2d are the same or different, and each represents -Y-R 21 or - N(-R 22 ) 2 , or R 2b and R 2c may join together to form a bond, wherein Y represents a bond, oxygen, or sulfur, R 21 represents hydrogen or an organic group, and R 22 , in each occurrence, is the same or different and represents hydrogen or an organic group; the method comprising step A of reacting a compound represented by formula (2), wherein X represents a leaving group, and other symbols are as defined above, with a compound represented by formula (3), wherein the symbols are as defined above, in the presence of a reducing agent under light irradiation.

6. 发明授权

EP0703207B1 PROCESS FOR PRODUCING 1,1,1,3,3-PENTAFLUOROPROPANE AND/OR 1,1,3,3,3-PENTAFLUOROPROPENE 失效
标题翻译：用于生产1,1,1,3,3-五氟丙烷和/或1,1,3,3,3-五氟丙烯
公开(公告)号：EP0703207B1
公开(公告)日：2000-01-26
申请号：EP94916420.6
申请日：1994-05-30
申请人： DAIKIN INDUSTRIES, LTD.
发明人： YAMAMOTO, Akinori , SEKI, Eiji , AOYAMA, Hirokazu , NAKADA, Tatsuo
IPC分类号： C07C19/08 , C07C21/18 , C07C17/00 , B01J23/26 , B01J23/42 , B01J23/44 , B01J23/46 , B01J23/74 , B01J23/78 , B01J23/86
CPC分类号： C07C19/08 , C07C17/00 , C07C17/23 , C07C17/354 , C07C21/18
摘要： A process for producing 1,1,1,3,3-pentafluoropropane by reducing 1,1,1,3,3,3-pentafluoropropene with hydrogen in the presence of a palladium catalyst in vapor phase at 40 to 300 °C. A process for producing 1,1,1,3,3-pentafluoropropane and/or 1,1,3,3,3-pentafluoropropene by hydrogenating 2-chloro-1,1,3,3,3-pentafluoropropene in the presence of a catalyst comprising at least one member selected from palladium, platinum and rhodium at a temperature of particularly 30 to 450 °C. A process for producing 1,1,3,3,3-pentafluoropropene by dechlorinating 1,1,1,3,3-pentafluoro-2,3-dichloropropane with hydrogen in the presence of a metal oxide catalyst. These processes can provide 1,1,1,3,3-pentafluoropropane and/or 1,1,3,3,3-pentafluoropropene in high yields.

7. 发明授权

EP0716065B1 PROCESS FOR PRODUCING HEXAFLUOROCYCLOBUTENE AND PROCESS FOR PRODUCING HEXAFLUOROCYCLOBUTANE 失效
标题翻译：生产六氟环丁烯的方法和生产六氟环戊烷的方法
公开(公告)号：EP0716065B1
公开(公告)日：1999-07-14
申请号：EP94923068.4
申请日：1994-08-03
申请人： DAIKIN INDUSTRIES, LTD.
发明人： NAKADA, Tatsuo , AOYAMA, Hirokazu , YAMAMOTO, Akinori
IPC分类号： C07C23/06 , C07C17/23 , C07C17/354 , B01J21/08 , B01J23/26 , B01J23/74 , B01J23/86 , B01J27/138 , B01J23/44 , B01J23/46 , C07C17/281
CPC分类号： C07C23/06 , B01J23/464 , C07C17/23 , C07C17/281 , C07C17/354
摘要： A process for producing hexafluorocyclobutene by dechlorinating 1,2-dichlorohexafluorocyclobutane with hydrogen in the presence of a metal oxide and/or silicon oxide catalyst. A process for producing (Z)-1,2,3,3,4,4-hexafluorocyclobutane either by reducing hexafluorocyclobutene with hydrogen in a vapor phase in the presence of a palladium catalyst or by hydrogenating (reducing with hydrogen) 1,2-dichlorohexafluorocyclobutane in the presence of a rhodium catalyst. An inexpensively available 1,2-dichlorohexafluorocyclobutane can readily be converted into hexafluorocyclobutene in one step at an excellent selectivity. Further it is possible to produce (Z)-1,2,3,3,4,4-hexafluorocyclobutane in a high yield.
摘要翻译：一种在金属氧化物和/或氧化硅催化剂存在下用1,2-二氯六氟环丁烷与氢气脱氯生产六氟环丁烯的方法。一种生产（Z）-1,2,3,3,4,4-六氟环丁烷的方法，其通过在钯催化剂存在下用气相中的氢气还原六氟环丁烯或通过氢化（用氢还原）二氯六氟环丁烷在铑催化剂存在下反应。廉价可得的1,2-二氯六氟环丁烷可以容易地以极好的选择性一步转化成六氟环丁烯。此外，可以以高收率生产（Z）-1,2,3,3,4,4-六氟环丁烷。

8. 发明授权

EP0703208B1 Method of producing 1,1,1,3,3-pentafluoropropane 失效
标题翻译：一种生产1,1,1,3,3-五氟丙烷的过程
公开(公告)号：EP0703208B1
公开(公告)日：1999-04-07
申请号：EP94916422.2
申请日：1994-05-30
申请人： DAIKIN INDUSTRIES, LTD.
发明人： YAMAMOTO, Akinori , SEKI, Eiji , AOYAMA, Hirokazu , TAKUBO, Seiji , NAKADA, Tatsuo
IPC分类号： C07C19/08 , C07C21/18 , C07C17/00 , C07C17/10 , C07C17/20 , B01J23/42 , B01J23/44 , B01J23/46 , B01J21/04 , B01J23/26 , B01J27/10
CPC分类号： C07C19/08 , B01J23/44 , C07C17/06 , C07C17/10 , C07C17/206 , C07C17/21 , C07C17/23 , C07C19/10 , C07C21/18
摘要： 1,1,1,3,3-pentafluoropropane is produced by hydrogenating 2,2,3-trichloro-1,1,1,3,3-pentafluoropropane with at least 4.5 times by equivalent as much hydrogen in the presence of a noble metal catalyst, particularly a palladium catalyst in vapor phase. The 1,1,1,3,3-pentafluoropropane is also produced by chlorofluorinating propane, propene, hexachloropropene, etc., in the presence of a metallic catalyst into 2,2,3-trichloro-1,1,1,3,3-pentafluoropropane and reducing the product with hydrogen in the presence of a noble metal catalyst. It is possible to produce 2,2,3-trichloro-1,1,1,3,3-pentafluoropropane and 1,1,1,3,3-pentafluoropropane efficiently and economically.

9. 发明公开

EP0812814A1 PROCESS FOR PREPARING 1,1,1,3,3-PENTAFLUOROPROPANE 失效
标题翻译： VERFAHREN ZUR HERSTELLUNG VON 1,1,1,3,3-PENTAFLUOROPROPAN
公开(公告)号：EP0812814A1
公开(公告)日：1997-12-17
申请号：EP96901967.8
申请日：1996-02-08
申请人： DAIKIN INDUSTRIES, LTD.
发明人： AOYAMA, Hirokazu , SHIBATA, Noriaki , YAMAMOTO, Akinori
IPC分类号： C07C19/08 , C07C17/23 , C07B61/00 , B01J23/44
CPC分类号： C07C19/08 , C07C17/23
摘要： A manufacturing method for 1,1,1,3,3-pentafluoropropane in which the method is composed of:

step A wherein 2,3-dichloro-1,1,1,3,3-pentafluoropropane is reduced with hydrogen under the presence of hydrogenation catalyst in gaseous phase;
step B wherein all of the products of the said step A are introduced into a cooler condenser, so that either a component of hydrogen and hydrogen chloride as non-condensation component and another compoment of 1,1,1,3,3-pentafluoropropane as condensation component, or a component of hydrogen as non-condensation component and another component of hydrogen chloride and 1,1,1,3,3-pentafluoropropane as condensation component are obtained;
step C wherein hydrogen is separated from the non-condensation component of the said step B, and it is recycled to the said step A; and
step D wherein 1,1,1,3,3-pentafluoropropane is separated from the condensation component of the said step B.

The producing method based on a manufacturing process of 1,1,1,3,3-pentafluoropropane can be provided with good efficiency and economy in industrial scales.
摘要翻译： 1,1,1,3,3-五氟丙烷的制造方法，其中该方法由以下组成：步骤A，其中2,3-二氯-1,1,1,3,3-五氟丙烷在氢气存在下用氢还原的氢化催化剂; 步骤B，其中将所述步骤A的所有产物引入冷却器冷凝器中，使得氢和氯化氢的组分作为非缩合组分，另一组分为1,1,1,3,3-五氟丙烷作为缩合成分或作为非缩合成分的氢成分，以及作为缩合成分的氯化氢和1,1,1,3,3-五氟丙烷的其他成分; 步骤C，其中氢与所述步骤B的非缩合组分分离，并将其再循环至所述步骤A; 和步骤D，其中1,1,1,3,3-五氟丙烷与所述步骤B的缩合组分分离。可以提供基于1,1,1,3,3-五氟丙烷的制备方法的制备方法工业规模效益好，经济效益好。

10. 发明公开

EP0703208A1 PROCESS FOR PRODUCING 1,1,1,3,3-PENTAFLUOROPROPANE, PROCESS FOR PRODUCING 2,2,3-TRICHLORO-1,1,1,3,3-PENTAFLUOROPROPANE, AND PROCESS FOR PRODUCING 2,2,3-TRICHLORO-1,1,1-TRIFLUOROPROPANE 失效
标题翻译：用于生产1,1,1,3,3-五氟丙烷，用于生产2,2,3-三氯1,1,1,3,3-五氟丙烷及其制造方法2,2,3 三氯1,1,1-三氟
公开(公告)号：EP0703208A1
公开(公告)日：1996-03-27
申请号：EP94916422.2
申请日：1994-05-30
申请人： DAIKIN INDUSTRIES, LTD.
发明人： YAMAMOTO, Akinori , SEKI, Eiji , AOYAMA, Hirokazu , TAKUBO, Seiji , NAKADA, Tatsuo
IPC分类号： C07C19/08 , C07C21/18 , C07C17/00 , C07C17/10 , C07C17/20 , B01J23/42 , B01J23/44 , B01J23/46 , B01J21/04 , B01J23/26 , B01J27/10
CPC分类号： C07C19/08 , B01J23/44 , C07C17/06 , C07C17/10 , C07C17/206 , C07C17/21 , C07C17/23 , C07C19/10 , C07C21/18
摘要： 1,1,1,3,3-pentafluoropropane is produced by hydrogenating 2,2,3-trichloro-1,1,1,3,3-pentafluoropropane with at least 4.5 times by equivalent as much hydrogen in the presence of a noble metal catalyst, particularly a palladium catalyst in vapor phase. The 1,1,1,3,3-pentafluoropropane is also produced by chlorofluorinating propane, propene, hexachloropropene, etc., in the presence of a metallic catalyst into 2,2,3-trichloro-1,1,1,3,3-pentafluoropropane and reducing the product with hydrogen in the presence of a noble metal catalyst. It is possible to produce 2,2,3-trichloro-1,1,1,3,3-pentafluoropropane and 1,1,1,3,3-pentafluoropropane efficiently and economically.
摘要翻译： 1,1,1,3,3-五氟丙烷是通过在贵金属存在下，通过氢化等效2,2,3-三氯-1,1,1,3,3-五氟丙烷与至少4.5倍之多氢产生金属催化剂，特别是在汽相钯催化剂。因此，1,1,1,3,3-五氟丙烷是由chlorofluorinating丙烷，丙烯，六氯丙烯，等等，在存在金属催化剂的成2,2,3-三氯1,1,1,3-产生 1,1,1,3,3-五氟丙烷和减少与氢的产物在贵金属催化剂的存在下进行。它可以产生2,2,3-三氯1,1,1,3,3-五氟丙烷和1,1,1,3,3-五氟丙烷有效和经济。

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