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US5281640A Expired / Lapsed US ⏱️ 0.0 years remaining

Diarylphosphinous acid aryl esters, a process for their preparation and their use for stabilizing plastics

Assignee: Clariant Produkte Deutschland GmbH
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Filing: 1992-07-24
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Granted: 1994-01-25
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Expires: 2012-07-24
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Abstract

Abstract Diarylphosphinous acid aryl esters are made by the disclosed process. These compounds are useful for stabilizing plastics, in particular polymerization plastics, and hence can be incorporated into a plastic molding composition.

Inventors

  • 👤 Dieter Regnat
  • 👤 Manfred Bohshar
  • 👤 Hans-Jerg Kleiner
  • 👤 Gerhard Pfahler

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 17:53
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/30; C07F9/46; C08; C08K; C08K5/00; C08K5/49; C08K5/51; C08K5/53; C08K5/5377

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 220 words
A plastic molding composition consisting essentially of a) as a thermoplastic or a thermosetting plastic, a polymer containing polymerized mono-olefin or di-olefin units or combinations thereof and b) a diarylphosphinous acid aryl ester of the formula (I) ##STR5## in a ratio of (90 to 99.99): (0.01 to 10), where n=1 or 2, in which R 1 and R 2 independently of one another, as monovalent radicals, are a phenyl or naphthyl radical, each of which carries at least 1 and up to 5 substituents, in which the substituents are identical or different and are a nonaromatic hydrocarbon radical, an alkoxy radical, alkylthio radical or dialkylamino radical having in each case 1 to 8 carbon atoms, aryl or aryloxy having in each case 6 to 10 carbon atoms or halogen having an atomic number of 9 to 35, and R 2 , as a divalent radical, is a phenylene or biphenylene radical, which is unsubstituted or substituted by up to 4 nonaromatic hydrocarbon radicals having 1 to 8 carbon atoms, or a naphthylene radical, which is unsubstituted or carries 1 to 4 nonaromatic hydrocarbon radicals having 1 to 8 carbon atoms as substituents, and R 3 , R 4 and R 5 independently of one another are hydrogen or a branched or unbranched hydrocarbon radical having 1 to 8 carbon atoms.
Claim 2
Dependent Claim 220 words
A plastic molding composition consisting essentially of a) as a thermoplastic or a thermosetting plastic, a polymer containing polymerized mono-olefin or di-olefin units or combinations thereof and b) a diarylphosphinous acid aryl ester of the formula (I) ##STR5## in a ratio of (90 to 99.99): (0.01 to 10), where n=1 or 2, in which R 1 and R 2 independently of one another, as monovalent radicals, are a phenyl or naphthyl radical, each of which carries at least 1 and up to 5 substituents, in which the substituents are identical or different and are a nonaromatic hydrocarbon radical, an alkoxy radical, alkylthio radical or dialkylamino radical having in each case 1 to 8 carbon atoms, aryl or aryloxy having in each case 6 to 10 carbon atoms or halogen having an atomic number of 9 to 35, and R 2 , as a divalent radical, is a phenylene or biphenylene radical, which is unsubstituted or substituted by up to 4 nonaromatic hydrocarbon radicals having 1 to 8 carbon atoms, or a naphthylene radical, which is unsubstituted or carries 1 to 4 nonaromatic hydrocarbon radicals having 1 to 8 carbon atoms as substituents, and R 3 , R 4 and R 5 independently of one another are hydrogen or a branched or unbranched hydrocarbon radical having 1 to 8 carbon atoms.
Claim 3
Dependent Claim 15 words
The plastics molding composition as claimed in claim 1, wherein the plastic is a poly-mono-olefin.
Claim 4
Dependent Claim 13 words
The plastics molding composition in claim 1, wherein the plastic is a polypropylene.
Claim 5
Dependent Claim 114 words
The plastics molding composition as claimed in claim 1, which consists essentially of a) the thermoplastic or the thermosetting plastic, b) the diarylphosphinous acid aryl ester mentioned and c) an ester of c 1 ) 3,3-bis-(3'-t-butyl-4'-hydroxyphenyl)-butanoic acid of the formula (III) ##STR6## in which n is 1 or 2 and R 4 is a C 1 to C 18 -alkyl radical, if n is 1, or is a C 1 to C 12 -alkylene radical, if n is 2, or c 2 ) β-(3,5-di-t-butyl-4-hydroxy-phenyl)-propionic acid of the formula (IV) ##STR7## with a mono- to tetrahydric alcohol in a ratio of a:b:c of (90 to 99.98): (0.01 to 5): (0.01 to 5) % by weight.
Claim 6
Dependent Claim 109 words
The plastics molding composition as claimed in claim 4, which consists essentially of a) the thermoplastic or the thermosetting plastic, b) the diarylldhosphinous acid aryl ester mentioned and c) an ester of c 1 ) 3,3-bis-(3'-t-butyl-4'-hydroxyphenyl)-butanoic acid of the formula III in which n is 1 or 2 and R 4 is a C 1 to C 18 -alkyl radical, if n is 1, or is a C 1 to C 12 -alkylene radical, if n is 2, or c 2 ) β-(3,5-di-t-butyl-4-hydroxy-phenyl)-propionic acid of the formula (IV) with a mono- to tetrahydric alcohol in a ratio of a:b:c of (98 to 99.95): (0.025 to 1): (0.025 to 1).
Claim 7
Dependent Claim 42 words
The plastics molding composition as claimed in claim 1, which additionally consists essentially of antioxidants, UV absorbers, light stabilizers, metal deactivators, peroxide-destroying compounds, basic costabilizers, nucleating agents, fillers, reinforcing agents, plasticizers, lubricants, emulsifiers, pigments, optical brighteners, flameproofing agents, antistatics or blowing agents.
Claim 8
Dependent Claim 179 words
A diarylphosphinous acid aryl ester of the formula (I) ##STR8## where n=1 or 2, in which R 1 and R 2 independently of one another, as monovalent radicals, are a phenyl or naphthyl radical, each of which can carry 1 to 5 substituents, in which the substituents are identical or different and are a nonaromatic hydrocarbon radical, an alkoxy radical, alkylthio radical or dialkylamino radical having in each case 1 to 8 carbon atoms, aryl or aryloxy having in each case 6 to 10 carbon atoms or halogen having an atomic number of 9 to 35, and R 2 , as a divalent radical, is a phenylene or biphenylene radical, which is unsubstituted or substituted by up to 4 nonaromatic hydrocarbon radicals having 1 to 8 carbon atoms, or a naphthylene radical, which is unsubstituted or carries 1 to 4 nonaromatic hydrocarbon radicals having 1 to 8 carbon atoms as substituents, and R 3 and R 4 are a tert.-butyl radical, and R 5 is hydrogen or a branched or unbranched hydrocarbon radical having 1 to 8 carbon atoms.
Claim 9
Dependent Claim 179 words
A diarylphosphinous acid aryl ester of the formula (I) ##STR8## where n=1 or 2, in which R 1 and R 2 independently of one another, as monovalent radicals, are a phenyl or naphthyl radical, each of which can carry 1 to 5 substituents, in which the substituents are identical or different and are a nonaromatic hydrocarbon radical, an alkoxy radical, alkylthio radical or dialkylamino radical having in each case 1 to 8 carbon atoms, aryl or aryloxy having in each case 6 to 10 carbon atoms or halogen having an atomic number of 9 to 35, and R 2 , as a divalent radical, is a phenylene or biphenylene radical, which is unsubstituted or substituted by up to 4 nonaromatic hydrocarbon radicals having 1 to 8 carbon atoms, or a naphthylene radical, which is unsubstituted or carries 1 to 4 nonaromatic hydrocarbon radicals having 1 to 8 carbon atoms as substituents, and R 3 and R 4 are a tert.-butyl radical, and R 5 is hydrogen or a branched or unbranched hydrocarbon radical having 1 to 8 carbon atoms.
Claim 10
Dependent Claim 61 words
The method of stabilizing a thermoplastic or thermosetting plastic polymer containing polymerized mono-olefin or diolefin units or combinations thereof with a compound of the formula (I) as defined in claim 7, by itself or in combination with a phenolic antioxidant, which comprises: incorporating said compound of the formula (I), by itself or in combination with a phenolic antioxidant, into the polymer.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1997-01-24 1997-07-26 1998-01-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 2001-01-24 2001-07-26 2002-01-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2005-01-24 2005-07-26 2006-01-25 $7700.00 Window Closed / Lapsed

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