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    • 5. 发明申请
    • PROCESS FOR PREPARING 2,3,3,3-TETRAFLUOROPROPENE
    • 制备2,3,3,3-四氟丙烯的方法
    • WO2010050373A2
    • 2010-05-06
    • PCT/JP2009/067971
    • 2009-10-13
    • DAIKIN INDUSTRIES, LTD.NOSE, MasatoshiTAKAHASHI, KazuhiroKOMATSU, YuzoSUGIYAMA, AkinariSHIBANUMA, Takashi
    • NOSE, MasatoshiTAKAHASHI, KazuhiroKOMATSU, YuzoSUGIYAMA, AkinariSHIBANUMA, Takashi
    • C07C17/087C07C17/25C07C17/383C07C21/18
    • C07C17/25C07C17/087C07C17/383C07C21/18Y02P20/582C07C21/22
    • The present invention provides a process for preparing 2,3,3,3-tetrafluoropropene comprising the steps of: (a) reacting 3,3,3-trifluoropropyne with hydrogen fluoride while heating to obtain a product containing 2,3,3,3-tetrafluoropropene; (b) separating the product obtained in Step (a) into Component A containing 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne, and Component B containing 1,3,3,3-tetrafluoropropene; (c) separating 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne contained in Component A obtained in Step (b) into each compound; (d) conducting a dehydrofluorination reaction by heating Component B obtained in Step (b) in the presence of a catalyst; (e) separating the product obtained in Step (d) into Component C containing 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne, and Component D containing 1,3,3,3-tetrafluoropropene; (f) separating 2,3,3,3-tetrafluoropropene and 3,3,3-trifluoropropyne contained in Component C obtained in Step (e) into each compound; and (g) conducting a dehydrofluorination reaction by heating Component D obtained in Step (e) in the presence of a catalyst. The present invention provides an effective and industrially applicable process for preparing 2,3,3,3-tetrafluoropropene.
    • 本发明提供了制备2,3,3,3-四氟丙烯的方法,包括以下步骤:(a)在加热的同时使3,3,3-三氟丙炔与氟化氢反应以获得产物 含有2,3,3,3-四氟丙烯; (b)将步骤(a)中得到的产物分离成含有2,3,3,3-四氟丙烯和3,3,3-三氟丙炔的组分A和含有1,3,3,3-四氟丙烯的组分B; (c)将步骤(b)中得到的组分A中所含的2,3,3,3-四氟丙烯和3,3,3-三氟丙炔分离成每种化合物; (d)通过在催化剂存在下加热步骤(b)中获得的组分B进行脱氟化氢反应; (e)将步骤(d)中得到的产物分离成含有2,3,3,3-四氟丙烯和3,3,3-三氟丙炔的组分C和含有1,3,3,3-四氟丙烯的组分D; (f)将步骤(e)中获得的组分C中所含的2,3,3,3-四氟丙烯和3,3,3-三氟丙炔分离成每种化合物; 和(g)通过在催化剂存在下加热步骤(e)中获得的组分D来进行脱氟化氢反应。 本发明提供了制备2,3,3,3-四氟丙烯的有效和工业上可用的方法。
    • 6. 发明申请
    • PROCESS FOR PRODUCING 2,3,3,3-TETRAFLUOROPROPENE
    • 生产2,3,3,3-四氯丙烯的方法
    • WO2012057367A1
    • 2012-05-03
    • PCT/JP2011/075365
    • 2011-10-27
    • DAIKIN INDUSTRIES, LTD.TAKAHASHI, KazuhiroKOMATSU, YuzoUEDA, Akinori
    • TAKAHASHI, KazuhiroKOMATSU, YuzoUEDA, Akinori
    • C07C17/20C07C17/25C07C21/18
    • C07C17/25C07C17/087C07C17/20C07C17/206C12Q1/686G01N21/6428G01N21/6486G01N2021/6439G01N2201/061Y02P20/582C07C21/18
    • This invention provides a process for producing 2,3,3,3-tetrafluoropropene, the process comprising: (1) a first reaction step of reacting hydrogen fluoride with at least one chlorine-containing compound selected from the group consisting of a chloropropane represented by Formula ( 1 ) : CC1X 2 CHC1CH 2 C1, wherein each X is the same or different and is CI or F, a chloropropene represented by Formula (2): CC1Y 2 CC1=CH 2 , wherein each Y is the same or different and is CI or F, and a chloropropene represented by Formula (3): CZ 2 =CC1CH 2 C1, wherein each Z is the same or different and is CI or F in a gas phase in the absence of a catalyst while heating; and (2) a second reaction step of reacting hydrogen fluoride with a reaction product obtained in the first reaction step in a gas phase in the presence of a fluorination catalyst while heating. According to the process of this invention, 2,3,3,3- tetrafluoropropene (HFO-1234yf) can be obtained with high selectivity, and catalyst deterioration can be suppressed.
    • 本发明提供了一种制备2,3,3,3-四氟丙烯的方法,该方法包括:(1)第一反应步骤,使氟化氢与至少一种含氯化合物反应,所述含氯化合物选自由 式(1):CC1X2CHC1CH2C1,其中每个X相同或不同,为C1或F,由式(2)表示的氯丙烯:CC1Y2CC1 = CH2,其中每个Y相同或不同,为C1或F,和 由式(3)表示的氯丙烯:CZ2 = CC1CH2C1,其中每个Z相同或不同,并且在加热时不存在催化剂的气相中为Cl或F; 和(2)在加热下在氟化催化剂存在下,在气相中使氟化氢与第一反应步骤中得到的反应产物反应的第二反应步骤。 根据本发明的方法,可以高选择性地获得2,3,3,3-四氟丙烯(HFO-1234yf),并且可以抑制催化剂劣化。
    • 8. 发明申请
    • PURIFICATION METHOD OF 2,3,3,3-TETRAFLUOROPROPENE
    • 2,3,3,3-四氯丙烯的纯化方法
    • WO2012011609A1
    • 2012-01-26
    • PCT/JP2011/067179
    • 2011-07-21
    • DAIKIN INDUSTRIES, LTD.CHAKI, TakehiroTAKAHASHI, Kazuhiro
    • CHAKI, TakehiroTAKAHASHI, Kazuhiro
    • C07C17/38C07C17/383C07C21/18C01B7/19
    • C07C17/386C01B7/196C07C17/38C07C17/383Y02P20/582C07C21/18
    • This invention provides a method for purifying HFO-1234yf by removing HF from a mixture of HFO-1234yf and HF under simple and economically advantageous conditions. According to the present invention, this is a purification method for 2,3,3,3-tetrafluoropropene, (1) the purification method comprising the step of subjecting a mixture comprising 2,3,3,3-tetrafluoropropene and hydrogen fluoride to extractive distillation in a distillation column A using an extractant, thereby obtaining a fraction I that contains 2,3,3,3-tetrafluoropropene and has a lower ratio of hydrogen fluoride to 2,3,3,3-tetrafluoropropene than that of the mixture, while obtaining a fraction II that contains hydrogen fluoride and has a lower ratio of 2,3,3,3-tetrafluoropropene to hydrogen fluoride than that of the mixture; (2) the extractant comprising at least one member selected from the group consisting of: (i) alcohols represented by ROH, wherein R is a C 1-5 alkyl group, (ii) ethers represented by ROR', wherein R and R' are the same or different, and each is a C 1-4 alkyl group, (iii) fluorinated alcohols represented by RfOH, wherein Rf is a C 1-3 fluoroalkyl group, (iv) ketones represented by RCOR', wherein R and R' are the same or different, and each is a C 1-4 alkyl group, (v) esters represented by RCOOR', wherein R and R' are the same or different, and each is a C 1-4 alkyl group, (vi) polyols represented by R(OH)n, wherein R is a C 1-4 alkyl group, and n is an integer of 2 to 3, and (vii) ethylene glycols represented by R 1 O(CH 2 CH 2 O) n R 2 , wherein R 1 and R 2 are the same or different, and each is hydrogen or a C 1-4 alkyl group, and n is an integer of 1 to 3.
    • 本发明提供了一种通过在简单且经济有利的条件下从HFO-1234yf和HF的混合物中除去HF来净化HFO-1234yf的方法。 根据本发明,这是2,3,3,3-四氟丙烯的纯化方法,(1)纯化方法,包括使包含2,3,3,3-四氟丙烯和氟化氢的混合物进行萃取 在使用萃取剂的蒸馏塔A中进行蒸馏,从而获得含有2,3,3,3-四氟丙烯的馏分I,并且氟化氢与2,3,3,3-四氟丙烯的比例低于混合物, 同时获得含有氟化氢并且比2,3混合物具有较低的2,3,3,3-四氟丙烯与氟化氢的比例II; (2)萃取剂,其包含选自以下的至少一种:(i)由ROH表示的醇,其中R为C 1-5烷基,(ii)由ROR'表示的醚,其中R和R'为 相同或不同,各自为C1-4烷基,(iii)由RfOH表示的氟化醇,其中Rf为C1-3氟代烷基,(iv)由RCOR'表示的酮,其中R和R'为 相同或不同,并且各自为C 1-4烷基,(v)由RCOOR'表示的酯,其中R和R'相同或不同,并且各自为C 1-4烷基,(vi)由 R(OH)n,其中R为C 1-4烷基,n为2〜3的整数,(vii)由R 1 O(CH 2 CH 2 O)n R 2表示的乙二醇,其中R 1和R 2相同或不同, 各自为氢或C 1-4烷基,n为1〜3的整数。
    • 9. 发明申请
    • PROCESS FOR PRODUCING 1,1,1,2-TETRAFLUOROPROPENE
    • 生产1,1,1,2-四氯丙烯的方法
    • WO2009084703A1
    • 2009-07-09
    • PCT/JP2008/073902
    • 2008-12-22
    • DAIKIN INDUSTRIES, LTD.TAKAHASHI, KazuhiroSHIBANUMA, Takashi
    • TAKAHASHI, KazuhiroSHIBANUMA, Takashi
    • C07C17/25C07C17/354C07C17/383C07C19/08C07C21/18
    • C07C21/18C07C17/25C07C17/354C07C17/383C07C19/08
    • Using hexafluoropropene (HFP) as a raw material, 1,1,1,2-tetrafluoropropene (HFC-1234yf) is obtained by hydrogenation, dehydrofluorination and distillation. In a series of reactions comprised of hydrogenating HFP to obtain 1,1,1,2,3,3-hexafluoropropane (HFC-236ea), dehydrofluorinating the HFC-236ea to obtain 1,1,1,2,3-pentafluoropropene (HFC-1225ye), hydrogenating the HFC-1225ye to obtain 1,1,1,2,3-pentafluoropropane (HFC-245eb), and dehydrofluorinating the HFC-245eb to obtain HFC-1234yf, the hydrogenations and the dehydrofluorinations are respectively carried out in the one step, and then distillation is carried out so that HFC-1234yf can be obtained. Alternately, HFC-1234yf can also be obtained by hydrogenating HFP to directly obtain HFC-245eb, and separating the HFC-245eb by distillation and dehydrofluorinating it. Thus, HFC-1234yf can be produced with a high selectivity.
    • 以六氟丙烯(HFP)为原料,通过氢化,脱氟化氢和蒸馏得到1,1,1,2-四氟丙烯(HFC-1234yf)。 在一系列包括氢化HFP以获得1,1,1,2,3,3-六氟丙烷(HFC-236ea)的反应中,将HFC-236ea脱氟化氢,得到1,1,1,2,3-五氟丙烯(HFC -1225ye),氢化HFC-1225ye得到1,1,1,2,3-五氟丙烷(HFC-245eb),并将HFC-245eb脱氟化氢得到HFC-1234yf,氢化和脱氟化氢分别在 一步,然后进行蒸馏,从而可以获得HFC-1234yf。 另外,HFC-1234yf也可以通过氢化HFP直接获得HFC-245eb,并通过蒸馏和脱氟化氢来分离HFC-245eb而获得。 因此,可以高选择性地制备HFC-1234yf。