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US4552885A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilized fungicide compositions

Assignee: BASF Corp
•
Filing: 1982-12-22
•
Granted: 1985-11-12
•
Expires: 2002-12-22
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Abstract

Abstract Fungicides and fungicidal formulations are stabilized against the adverse effects of exposure to light by the addition thereto of effective amounts of a 2,2,6,6-tetraalkylpiperidine compound, or a UV absorber, or a blend of said piperidine compound and said UV absorber.

Inventors

  • 👤 Peter D. Gabriele
  • 👤 Jerry E. Rademan

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 09:32
CPC Classifications
C; C09; C09D; C09D5/00; C09D5/14; A; A01; A01N; A01N25/00; A01N25/22

Claims Analysis

Total Claims: 28
Claim 1
Independent Claim 21 words
A composition of matter comprising a fungicide subject to light-induced deterioration stabilized with an effective stabilizing amount of a 2,2,6,6-tetraalkylpiperidine compound.
Claim 2
Dependent Claim 21 words
A composition of matter comprising a fungicide subject to light-induced deterioration stabilized with an effective stabilizing amount of a 2,2,6,6-tetraalkylpiperidine compound.
Claim 3
Dependent Claim 23 words
The composition of matter of claim 1, wherein said compound contains a group of the formula ##STR22## wherein R is hydrogen or methyl.
Claim 4
Dependent Claim 9 words
The composition of claim 2, wherein R is hydrogen.
Claim 5
Dependent Claim 29 words
A composition of matter comprising a fungicide subject to light-induced deterioration stabilized with an effective light stabilizing amount of a blend of a 2,2,6,6-tetraalkylpiperidine compound and a UV absorber.
Claim 6
Dependent Claim 29 words
A composition of matter comprising a fungicide subject to light-induced deterioration stabilized with an effective light stabilizing amount of a blend of a 2,2,6,6-tetraalkylpiperidine compound and a UV absorber.
Claim 7
Dependent Claim 22 words
The composition of claim 4, wherein said piperidine compound and said UV absorber being present in relative concentrations of 16:1 to 1:16.
Claim 8
Dependent Claim 222 words
The composition of claim 1, wherein said 2,2,6,6-tetraalkylpiperidine compound corresponds to the formula (II) ##STR23## in which n is a number from 1-4 inclusive; R is hydrogen or methyl; R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3-C 8 alkenyl, C 1 -C 8 alkynyl, C 7-C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or a group --CH 2 --CH(OH)--Z wherein Z is hydrogen, methyl or phenyl, and R 2 when n is 1 is hydrogen, C 1 -C 18 alkyl optionally interrupted by one or more oxygen atoms, cyanoethyl, benzyl, glycidyl, a monovalent radical of an aliphatic, cycloaliphatic, araliphatic or aromatic carboxylic acid, or of carbamic acid or of a phosphorus-containing acid, or a monovalent silyl radical; R 2 when n is 2 is C 2 -C 12 alkylene, C 4 -C 12 alkenylene, xylylene, a bivalent radical of an aliphatic, cycloaliphatic, araliphatic or aromatic dicarboxylic acid, of dicarbamic acid or of a phosphorus-containing acid, or a bivalent silyl radical; R 2 when n is 3 is a trivalent radical of an aliphatic, cycloaliphatic or aromatic tricarboxylic acid, of an aromatic tricarbamic acid or of a phosphorus-containing acid, or a trivalent silyl radical; and R 2 when n is 4 is a tetravalent radical of an aliphatic, cycloaliphatic or aromatic tetracarboxylic acid.
Claim 9
Dependent Claim 225 words
The composition of claim 4, wherein said 2,2,6,6-tetraalkyl piperidine compound corresponds to the formula II ##STR24## in which n is a number from 1-4 inclusive; R is hydrogen or methyl; R 1 is hydrogen, oxyl, C 1 -C 18 alkyl, C 3 -C 8 alkenyl, C 1 -C 8 alkynyl, C 7 -C 12 aralkyl, C 1 -C 8 alkanoyl, C 3 -C 5 alkenoyl, glycidyl or a group --CH 2 --CH(OH)--Z wherein Z is hydrogen, methyl or phenyl; and R 2 when n is 1 is hydrogen, C 1 -C 18 alkyl optionally interrupted by one or more oxygen atoms, cyanoethyl, benzyl, glycidyl, a monovalent radical of an aliphatic, cycloaliphatic, araliphatic or aromatic carboxylic acid, or of carbamic acid or of a phosphorus-containing acid, or a monovalent silyl radical; R 2 when n is 2 is C 2 -C 12 alkylene, C 4 -C 12 alkenylene, xylylene, a bivalent radical of an aliphatic, cycloaliphatic, araliphatic or aromatic dicarboxylic acid, of dicarbamic acid or of a phosphorus-containing acid, or a bivalent silyl radical; R 2 when n is 3 is a trivalent radical of an aliphatic, cycloaliphatic or aromatic tricarboxylic acid, of an aromatic tricarbamic acid or of a phosphorus-containing acid, or a trivalent silyl radical; and R 2 when n is 4 is a tetravalent radical of an aliphatic, cycloaliphatic or aromatic tetracarboxylic acid.
Claim 10
Dependent Claim 123 words
A composition according to claim 6, wherein in the stabilizer of formula (II) ##STR25## n is the number 1 or 2; R is hydrogen or methyl; R 1 is hydrogen, C 1 -C 12 alkyl, allyl, benzyl, acetyl or acryloyl; and R 2 , when n is 1, is a radical of an aliphatic carboxylic acid having 2-18 C atoms, of a cycloaliphatic carboxylic acid having 5-12 C atoms or of an aromatic carboxylic acid having 7-15 C atoms; and R 2 , when n is 2, is a radical of an aliphatic dicarboxylic acid having 2-36 C atoms, of a cycloaliphatic or aromatic dicarboxylic acid having 8-14 C atoms or of an aliphatic, cycloaliphatic or aromatic dicarbamic acid having 8-14 C atoms.
Claim 11
Dependent Claim 123 words
A composition according to claim 7, wherein in the stabilizer of formula (II) ##STR26## n is the number 1 or 2; R is hydrogen or methyl R 1 is hydrogen, C 1 -C 12 alkyl, allyl, benzyl, acetyl or acryloyl; and R 2 , when n is 1, is a radical of an aliphatic carboxylic acid having 2-18 C atoms, of a cycloaliphatic carboxylic acid having 5-12 C atoms or of an aromatic carboxylic acid having 7-15 C atoms; and R 2 , when n is 2, is a radical of an aliphatic dicarboxylic acid having 2-36 C atoms, of a cycloaliphatic or aromatic dicarboxylic acid having 8-14 C atoms, or of an aliphatic, cycloaliphatic or aromatic dicarbamic acid having 8-14 C atoms.
Claim 12
Dependent Claim 13 words
A composition according to claim 1, wherein said piperidine compound is bis-(2,2,6,6-tetramethyl-4-piperidyl) sebacate.
Claim 13
Dependent Claim 13 words
A composition according to claim 4, wherein said piperidine compound is bis-(2,2,6,6-tetramethyl-4-piperidyl) sebacate.
Claim 14
Dependent Claim 13 words
A composition according to claim 1, wherein said piperidine compound is bis(1,2,2,6,6-pentamethyl-4-piperidyl) decanedioate.
Claim 15
Dependent Claim 13 words
A composition according to claim 4, wherein said piperidine compound is bis(1,2,2,6,6-pentamethyl-4-piperidyl decanedioate.
Claim 16
Dependent Claim 30 words
The composition according to claim 1, wherein said piperidine compound is the polyester oligomer of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine and 2,2-diethylmalonic acid; bis (1,2,2,6,6-pentamethyl-4-piperidyl)[[3,5-bis(1,1-di-methylethyl-4-hydroxyphenyl)methyl]butyl]propanedioate or the mixture of 3-(5-chloro-2H-benzotriazole-2-yl)-4-hydroxy-5-(1,1-dimethylethyl-phenylpropionic acid)-octyl- and -2-ethylhexyl esters.
Claim 17
Dependent Claim 31 words
The composition according to claim 4, where said piperidine compound is the polyester oligomer of 1-(2-hydroxyethyl)-2,2,6,6-tetramethyl-4-hydroxypiperidine and 2,2-diethylmalonic acid; bis (1,2,2,6,6-pentamethyl-4-piperidyl) [[3,5-bis(1,1-di-methylethyl-4-hydroxyphenyl)methyl]butyl]propanedioate; or the mixture of 3-(5-chloro-2H-benzotriazole-2-yl)-4-hydroxy-5-(1,1-dimethylethyl-phenylpropionic acid)-octyl- and -2-ethylhexyl esters.
Claim 18
Dependent Claim 29 words
The composition of claim 4, wherein said U.V. absorber is selected from the group consisting of 2-(2-hydroxyphenyl)-2H-benzotriazoles, 2,4-bis(2-hydroxyphenyl)-6-alkyl-s-triazines, 2-hydroxybenzophenones, 1,3-bis(2-hydroxybenzoyl)-benzenes, esters of benzoic acids, acrylates and oxalic acid diamides.
Claim 19
Dependent Claim 12 words
The composition of claim 16, wherein said U.V. absorber is a benzotriazole.
Claim 20
Dependent Claim 12 words
The composition of claim 17, wherein said benzotriazole is 2-(2-hydroxy-4-methylphenyl)-2H-benzotriazole or 2-(2-hydroxy-3,5-di-tert.amylphenyl)-2H-benzotriazole.
Claim 21
Dependent Claim 17 words
The composition of claim 16, wherein said U.V. absorber is 8-acetyl-3-dodecyl-7,7,9,9-tetramethyl-1,3,8-triazaspiro[4.5]decane-2 4-dione 2-dodecyl-2'-ethoxy-oxanilide 2-hydroxy-4-n-octoxybenzophenone; 2,2'-dihydroxy-4-methoxybenzophenone or 2,4-dihydroxybenzophenone.
Claim 22
Dependent Claim 16 words
The composition of claim 4, wherein said stabilizer is a blend of bis(1,2,2,6 6-pentamethyl-4-piperidinyl)decanedioate and 2-(2-hydroxy-3,5-di-tert.amylphenyl)-2H-benzotriazole.
Claim 23
Dependent Claim 42 words
The composition of claim 1, wherein said fungicide is selected from the group consisting of carbamates arsenic compounds, chlorinated phenols, copper compounds, chlorinated compounds other than chlorinated phenols organo mercury compounds, organic tin compounds, zinc compounds, ketones, sulfonyl compounds and azole compounds.
Claim 24
Dependent Claim 42 words
The composition of claim 4, where said fungicide is selected from the group consisting of carbamates, arsenic compounds, chlorinated phenols copper compounds chlorinated compounds other than chlorinated phenols, organo mercury compounds organic tin compounds, zinc compounds ketones, sulfonyl compounds and azole compounds.
Claim 25
Dependent Claim 20 words
The composition of claim 1, which is present in a paint lacquer stain enamel, substrate treatment or other coating formulation.
Claim 26
Dependent Claim 21 words
The composition of claim 4, which is present in a paint lacquer stain enamel substrate treatment formulation or other coating formulation.
Claim 27
Dependent Claim 26 words
The method of stabilizing fungicides against light-induced deterioration which comprises adding to said fungicide an effective stabilizing amount of a stabilizing composition according to claim 1.
Claim 28
Dependent Claim 26 words
A method of stabilizing fungicides against light-induced deterioration which comprises adding to said fungicide an effective stabilizing amount of a stabilizing composition according to claim 4.

References Cited (Backward Citations)

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US4045555A Cited
US4110304A Cited
EP0002753A2 Cited
US4283327A Cited
US4276211A Cited
US4265805A Cited
JPS5768643A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-11-11 1989-05-13 1989-11-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-11-11 1993-05-13 1993-11-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-11-11 1997-05-13 1997-11-12 $7700.00 Window Closed / Lapsed

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