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    • 1. 发明授权
    • Method for the production of monofunctionalized dialkylphosphinic acids, esters and salts, and use thereof
    • 用于制备单官能二烷基次膦酸,酯和盐的方法及其用途
    • US09279085B2
    • 2016-03-08
    • US13140555
    • 2009-10-06
    • Michael HillHarald BauerWerner KrauseMartin Sicken
    • Michael HillHarald BauerWerner KrauseMartin Sicken
    • C07F9/02C07F9/22C07F9/28C08K5/53C09K21/12C07F9/30C07F9/32C08K5/5313
    • C09K21/12C07F9/301C07F9/3211C08K5/5313
    • The invention relates to a method for producing monofunctionalized dialkylphosphinic acids, esters, and salts, characterized in that a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to obtain an alkylphosphonous acid, the salt or ester thereof, whereupon said alkylphosphonous acid, the salt or ester (II) thereof is reacted with compounds containing C═C, C═O, or C═N double bonds to obtain compounds of type (III), wherein R1, R2, R3, R4, R5, R6 are identical or different from each other and independently represent, inter alia, H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, X represents, inter alia, H, C1-C18-alkyl, C6-C18-aryl, and/or Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K, H, and wherein A represents OH, NH2, NHR, NR2, or O—CO—R8, and W represents a mineral acid, carboxylic acid, Lewis acid, or organic acid, wherein n is a whole or a fractional number from 0 to 4, and catalyst A represents transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand. The use of said dialkylphosphonic acids, esters, and salts is also disclosed.
    • 本发明涉及一种制备单官能化二烷基次膦酸,酯和盐的方法,其特征在于,在催化剂A存在下,次膦酸源(I)与烯烃(Ⅳ)反应得到烷基亚磷酸,其盐或 酯,因此所述烷基亚膦酸,其盐或酯(II)与含有C = C,C = O或C = N双键的化合物反应,得到式(III)化合物,其中R1,R2,R3 ,R 4,R 5,R 6彼此相同或不同,并且独立地代表H,C 1 -C 18 - 烷基,C 6 -C 18 - 芳基,C 6 -C 18 - 芳烷基,X尤其表示H, C18烷基,C6-C18-芳基和/或Mg,Ca,Al,Sb,Sn,Ge,Ti,Fe,Zr,Zn,Ce,Bi,Sr,Mn,Cu,Ni,Li,Na,K ,H,其中A表示OH,NH2,NHR,NR2或O-CO-R8,W表示无机酸,羧酸,路易斯酸或有机酸,其中n为0或分数 至4,催化剂A代表转化我 tals和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系。 还公开了所述二烷基膦酸,酯和盐的用途。
    • 5. 发明申请
    • Method for the Production of Monofunctionalized Dialkylphosphinic Acids, Esters and Salts, and Use Thereof
    • 单官能二烷基次膦酸,酯和盐的制备方法及其用途
    • US20110251315A1
    • 2011-10-13
    • US13140555
    • 2009-10-06
    • Michael HillHarald BauerWerner KrauseMartin Sicken
    • Michael HillHarald BauerWerner KrauseMartin Sicken
    • C08K5/5313C07F9/32C07F9/30
    • C09K21/12C07F9/301C07F9/3211C08K5/5313
    • The invention relates to a method for producing monofunctionalized dialkylphosphinic acids, esters, and salts, characterized in that a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to obtain an alkylphosphonous acid, the salt or ester thereof, whereupon said alkylphosphonous acid, the salt or ester (II) thereof is reacted with compounds containing C═C, C═O, or C═N double bonds to obtain compounds of type (III), wherein R1, R2, R3, R4, R5, R6 are identical or different from each other and independently represent, inter alia, H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, X represents, inter alia, H, C1-C18-alkyl, C6-C18-aryl, and/or Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K, H, and wherein A represents OH, NH2, NHR, NR2, or O—CO—R8, and W represents a mineral acid, carboxylic acid, Lewis acid, or organic acid, wherein n is a whole or a fractional number from 0 to 4, and catalyst A represents transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand. The use of said dialkylphosphonic acids, esters, and salts is also disclosed.
    • 本发明涉及一种制备单官能化二烷基次膦酸,酯和盐的方法,其特征在于,在催化剂A存在下,次膦酸源(I)与烯烃(Ⅳ)反应得到烷基亚磷酸,其盐或 酯,因此所述烷基亚膦酸,其盐或酯(II)与含有C = C,C = O或C = N双键的化合物反应,得到式(III)化合物,其中R1,R2,R3 ,R 4,R 5,R 6彼此相同或不同,并且独立地代表H,C 1 -C 18 - 烷基,C 6 -C 18 - 芳基,C 6 -C 18 - 芳烷基,X尤其表示H, C18烷基,C6-C18-芳基和/或Mg,Ca,Al,Sb,Sn,Ge,Ti,Fe,Zr,Zn,Ce,Bi,Sr,Mn,Cu,Ni,Li,Na,K ,H,其中A表示OH,NH2,NHR,NR2或O-CO-R8,W表示无机酸,羧酸,路易斯酸或有机酸,其中n为0或分数 至4,催化剂A代表转化我 tals和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系。 还公开了所述二烷基膦酸,酯和盐的用途。
    • 6. 发明申请
    • Method for Producing Dialkylphosphinic Acids and Esters and Salts Thereof by Means of Acrylic Acid Derivatives and Use Thereof
    • 通过丙烯酸衍生物生产二烷基次膦酸及其酯及其盐的方法及用途
    • US20110213052A1
    • 2011-09-01
    • US13127102
    • 2009-10-06
    • Michael HillHarald BauerWerner KrauseMartin Sicken
    • Michael HillHarald BauerWerner KrauseMartin Sicken
    • C08L63/00C07F9/30C07F9/32C07F5/06C07F7/28C08G63/183C08L67/02C08G59/02C08G69/26C08L77/06
    • C09K21/12C07F9/301C07F9/3211C08K5/5313
    • The invention relates to a method for producing mono-carboxyfunctionalized dialkylphosphinic acids and esters and salts thereof, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) to yield an alkylphosphonic acid, salt or ester (II) thereof in the presence of a catalyst A, b) the alkylphosphonic acid thus obtained, salt or ester (II) thereof is reacted with an α,β-unsaturated carboxylic acid derivative (V) to yield a mono-carboxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst B, wherein R1, R2, R3, R4, R5, R6, R7 are the same or different and stand independently of each other, among other things, for H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl, and X and Y are the same or different and stand independently of each other for H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonized nitrogen base, and the catalyst A is formed by transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand, and catalyst B is formed by compounds forming peroxides and/or peroxo compounds and/or azo compounds and/or alkali metals and/or alkaline earth metals, alkali hydrides, alkaline earth hydrides and/or alkali alcoholates and alkaline earth alcoholates.
    • 本发明涉及一种用于制备单羧基官能化二烷基次膦酸及其酯和盐的方法,其特征在于a)将次膦酸源(I)与烯烃(Ⅳ)反应得到烷基膦酸,盐或酯(Ⅱ) 在催化剂A存在下,将所得的烷基膦酸,其盐或酯(II)与α,β-不饱和羧酸衍生物(V)反应,得到单羧基官能化的二烷基次膦酸衍生物( III)在催化剂B存在下,其中R 1,R 2,R 3,R 4,R 5,R 6,R 7相同或不同,彼此独立地表示H,C 1 -C 18烷基, C18芳基,C6-C18芳烷基,C6-C18烷基芳基,X和Y相同或不同,并且H,C1-C18烷基,C6-C18芳基,C6-C18芳烷基,C6-C18烷基芳基 ,Mg,Ca,Al,Sb,Sn,Ge,Ti,Fe,Zr,Zn,Ce,Bi,Sr,Mn,Cu,Ni,Li,Na,K和/或质子化氮碱 催化剂A由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系形成,催化剂B由形成过氧化物和/或 过氧化合物和/或偶氮化合物和/或碱金属和/或碱土金属,碱金属氢化物,碱土金属氢化物和/或碱金属醇盐和碱土金属盐。
    • 7. 发明授权
    • Method for producing dialkylphosphinic acids and esters and salts thereof by means of acrylic acid derivatives and use thereof
    • 通过丙烯酸衍生物及其用途制备二烷基次膦酸及其酯及其盐的方法
    • US08664418B2
    • 2014-03-04
    • US13127102
    • 2009-10-06
    • Michael HillHarald BauerWerner KrauseMartin Sicken
    • Michael HillHarald BauerWerner KrauseMartin Sicken
    • C07F9/32C07F9/30C07F5/06
    • C09K21/12C07F9/301C07F9/3211C08K5/5313
    • The invention relates to a method for producing mono-carboxyfunctionalized dialkylphosphinic acids and esters and salts thereof, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) to yield an alkylphosphonic acid, salt or ester (II) thereof in the presence of a catalyst A, b) the alkylphosphonic acid thus obtained, salt or ester (II) thereof is reacted with an α,β-unsaturated carboxylic acid derivative (V) to yield a mono-carboxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst B, wherein R1, R2, R3, R4, R5, R6, R7 are the same or different and stand independently of each other, among other things, for H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl, and X and Y are the same or different and stand independently of each other for H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl, Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Cu, Ni, Li, Na, K and/or a protonized nitrogen base, and the catalyst A is formed by transition metals and/or transition metal compounds and/or catalyst systems composed of a transition metal and/or a transition metal compound and at least one ligand, and catalyst B is formed by compounds forming peroxides and/or peroxo compounds and/or azo compounds and/or alkali metals and/or alkaline earth metals, alkali hydrides, alkaline earth hydrides and/or alkali alcoholates and alkaline earth alcoholates.
    • 本发明涉及一种用于制备单羧基官能化二烷基次膦酸及其酯和盐的方法,其特征在于a)将次膦酸源(I)与烯烃(Ⅳ)反应,得到烷基膦酸,盐或酯(II) 在催化剂A存在下,b)将由此得到的烷基膦酸,其盐或酯(II)与α,β-不饱和羧酸衍生物(V)反应,得到单羧基官能化的二烷基次膦酸衍生物(III ),其中R 1,R 2,R 3,R 4,R 5,R 6,R 7相同或不同并且彼此独立地表示,其中,H,C 1 -C 18烷基,C 6 -C 18 芳基,C 6 -C 18芳烷基,C 6 -C 18烷基芳基,X和Y相同或不同并且独立地为H,C 1 -C 18烷基,C 6 -C 18芳基,C 6 -C 18芳烷基,C 6 -C 18烷基芳基, Mg,Ca,Al,Sb,Sn,Ge,Ti,Fe,Zr,Zn,Ce,Bi,Sr,Mn,Cu,Ni,Li,Na,K和/或质子化氮碱, 并且催化剂A由过渡金属和/或过渡金属化合物和/或由过渡金属和/或过渡金属化合物和至少一种配体组成的催化剂体系形成,催化剂B由形成过氧化物和/或 过氧化合物和/或偶氮化合物和/或碱金属和/或碱土金属,碱金属氢化物,碱土金属氢化物和/或碱金属醇盐和碱土金属盐。