Patent number: 8772519
Abstract: The invention relates to a process for preparing mono-allyl-functionalized dialkylphosphinic acids, esters and salts with allylic compounds, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to give an alkylphosphonous acid, or salt or ester thereof (II), b) the alkylphosphonous acid, or salt or ester thereof (II) thus formed is reacted with allylic compounds of the formula (V) in the presence of a catalyst B and of a base to give a mono-allyl-functionalized dialkylphosphinic acid derivative (III), where R1, R2, R3, R4, R5, R6, R7, R8, R9 are the same or different and are each independently, inter alia, H, C1-C18-alkyl, C6-C18-aryl, C6-C18-aralkyl, C6-C18-alkylaryl, and X is 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 protonated nitrogen base, and the catalysts A and B are transition metals and/or transition metal compounds and/or catalyst syst
Type:
Grant
Filed:
October 6, 2009
Date of Patent:
July 8, 2014
Assignee:
Clariant Finance (BVI) Limited
Inventors:
Michael Hill, Werner Krause, Martin Sicken
Patent number: 8664418
Abstract: 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 ?,?-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 b
Type:
Grant
Filed:
October 6, 2009
Date of Patent:
March 4, 2014
Assignee:
Clariant Finance (BVI) Limited
Inventors:
Michael Hill, Harald Bauer, Werner Krause, Martin Sicken
Patent number: 8614267
Abstract: The invention relates to a method for producing mono-hydroxyfunctionalized dialkylphosphinic acids and esters and salts thereof by means of allyl alcohols, 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 thus obtained alkylphosphonic acid, salt or ester (II) thereof is reacted with compounds of formula (V) to yield a mono-hydroxyfunctionalized dialkylphosphinic acid derivative (III) in the presence of a catalyst B, wherein R1, R2, R3, R4, R5, R6, R7, R8, R9, 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 stands 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 compound
Type:
Grant
Filed:
October 6, 2009
Date of Patent:
December 24, 2013
Assignee:
Clariant Finance (BVI) Limited
Inventors:
Michael Hill, Werner Krause, Martin Sicken
Patent number: 8604232
Abstract: The invention relates to method for producing mono amino-functionalised dialkylphosphonic acids esters and salts, characterized in that a) a phosphinic acid source (I) is reacted with olefins (IV) in the presence of a catalyst A to give an alkylphosphonous acid, the salt or ester thereof (II), b) the alkylphosphonous acid, the salt or ester thereof (II) produced above is reacted with an allylamine of formula (V) in the presence of a catalyst B to give mono amino-functionalised dialkylphosphinic acid derivatives (III) where, R1, R2, R3, R4, R5, R6, R7, R8, R9 independently=amongst others, H, C1-C18 alkyl, C6-C18 aryl, C6-C18 aralkyl, C6-C18 alkylaryl and X?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 protonated nitrogen base and Y=a mineral acid, a carboxylic acid, a Lewis acid or organic acid, where n=a whole or fractional number from 0 to 4, catalyst A is a transition metal and/or transition metal compound a
Type:
Grant
Filed:
October 6, 2009
Date of Patent:
December 10, 2013
Assignee:
Clariant Finance (BVI) Limited
Inventors:
Michael Hill, Werner Krause, Martin Sicken
Publication number: 20130210975
Abstract: The invention relates to a novel flameproof agent stabiliser combination for thermoplastic and duroplastic polymers, containing, as component A 25 - 97.7 wt % of a dialkylphosphinic acid salt of formula (I) and/or a diphosphinic acid salt of formula (II) and/or polymers thereof, wherein R1, R2 are the same or different and represent C1-C6-alkyl, linear or branched and/or aryl; R3 represents C1-C10-alkylene, linear or branched, C6-C10-arylene, C7-C20-alkylarylene or C7-C20-arylalkylene; M represents Mg, Ca, Al, Sb, Sn, Ge, Ti, Zn, Fe, Zr, Ce, Bi, Sr, Mn, Li, Na, K and/or a protonated nitrogen base; m represents 1-4; n represents 1-4; x represents 1-4, as component B 2-45 wt. % of a monoalkylphosphinic acid salt of general formula (Ill), wherein R4 represents C1-C6-alkyl, linear or branched; M represents Mg, Ca, Al, Sb, Sn, Ge, Ti, Zn, Fe, Zr, Ce, Bi, Sr, Mn, Li, Na, K and/or a protonated nitrogen base; representing, as component C 0.3 - 30 wt.
Type:
Application
Filed:
April 20, 2011
Publication date:
August 15, 2013
Applicant:
Clariant Finance (BVI) Limited
Inventors:
Sebastian Hoerold, Harald Bauer, Michael Hill
Publication number: 20130131239
Abstract: The invention relates to a method for producing mixtures of alkylphosphonous acid and dialkylphosphinic acid salts, characterised in that a) a phosphinic acid source (I) is reacted with olefins (II) in the presence of a catalyst A to obtain a mixture of alkylphosphonous acid (III) and dialkylphosphinic acid (IV) or salts or esters thereof, and b) the thus obtained mixture of alkylphosphonous acid (III) and dialkylphosphinic acid (IV) or the salts or esters thereof is reacted with metal compounds of Mg, Ca, Al, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Li, Na, K and/or a protonated nitrogen base to obtain the corresponding mixtures of alkylphosphonous acid salt (V) and dialkylphosphinic acid salt (VI) of said metals and/or a nitrogen compound, (V) (VI), wherein Y represents Mg, Ca, AI, Sb, Sn, Ge, Ti, Fe, Zr, Zn, Ce, Bi, Sr, Mn, Li, Na; K and/or a nitrogen compound and n represents ¼, ?, ½, 1.
Type:
Application
Filed:
April 20, 2011
Publication date:
May 23, 2013
Applicant:
CLARIANT FINANCE (BVI) LIMITED
Inventors:
Michael Hill, Sebastian Hoerold, Werner Krause, Martin Sicken