US4624679A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Compositions containing antimicorbial agents in combination with stabilizers
Assignee: ATK Launch Systems LLC
•
Filing: 1985-01-03
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Granted: 1986-11-25
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Expires: 2005-01-03
Abstract
Abstract Composition of an antimicrobial agent and an antioxidant having improved antimicrobial activity compared to the antimicrobial agent alone. The preferred environment of the invention is a composition of a thermoplastic resin, an antioxidant, and an antimicrobial agent, the latter two being compatible with the resin. The resin composition can contain other usual additives, and can be melt processed at an elevated temperature to form articles such as films or fibers having improved antimicrobial activity. A method for improving the efficacy of an antimicrobial agent by combining it with an antioxidant is disclosed. A method for melt-processing a resin composition containing an antimicrobial material is also disclosed, wherein the resin composition includes an antioxidant. The inventors have thus discovered and solved the problem of oxidation of an antimicrobial composition, particularly a resin composition containing an antimicrobial agent, which arises when the composition is processed at elevated temperatures, as are typically encountered when forming a fiber or film of the composition.
Inventors
- 👤 Thomas C. McEntee
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 21:51
CPC Classifications
D; D01; D01F; D01F1/00; D01F1/02; D01F1/10; D01F1/103; C; C08; C08K; C08K5/00; C08K5/0008; C08K5/005; C08K5/0058; C08K5/59; Y; Y10; Y10S; Y10S428/00; Y10S428/907
Claims Analysis
Total Claims: 79
Claim 1
Independent Claim
51 words
A thermoplastic composition which will be resistant to microbial attack after being processed at an elevated temperature, comprising a homogeneous mixture of: A. a polyamide resin; B. an antimicrobial agent; and C. an amount of an antioxidant effective to reduce degradation of said antimicrobial agent while said composition is being melt-processed.
Claim 2
Dependent Claim
51 words
A thermoplastic composition which will be resistant to microbial attack after being processed at an elevated temperature, comprising a homogeneous mixture of: A. a polyamide resin; B. an antimicrobial agent; and C. an amount of an antioxidant effective to reduce degradation of said antimicrobial agent while said composition is being melt-processed.
Claim 3
Dependent Claim
44 words
The composition of claim 1, wherein said antioxidant is at least one member selected from the group consisting of: monophenols; bisphenols thiobisphenols; polyphenols; hydroquinones; phosphites; thioesters; naphthylamines; diarylamines; p-phenylenediamines; quinolines; blended amines; 0,0-di-n-octadecyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate); 1,6-hexamethylene bis(3,5-di-t-butyl-4-hydroxyhydrocinnamate); 1,6-hexamethylene bis(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate); thiodiethylene bis(3,5-di-t-butyl-4-hydroxy)hydrocinnamate; thiodiethylene bis(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate); octadecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate; octadecyl-3,5-di-t-butyl-4-hydroxyhydrocinnamate; 3.
Claim 4
Dependent Claim
56 words
5-di-t-butyl-4-hydroxyhydrocinnamic acid triester with 1,3,5-tris (2-hydroxyethyl)-s-triazine-2,4,6-(1H,3H,5H)trione; N-butyryl-p-aminophenol; N-(4-hydroxyphenyl)butyramide; N-pelargonoyl-p-aminophenol; N-(4-hydroxyphenyl)pelargonamide; N-lauroyl-p-aminophenol; N-(4-hydroxyphenyl)dodecanamide; 2,6-di-t-butyl-alpha-dimethylamino-p-cresol; 2,6-di-t-butyl-4-(dimethylaminomethyl)phenol; 1,3,5-tris(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)-s-triazine-2,4,6-(1H,3H,5H)trione; nickel bis(0-ethyl(3,5-di-butyl-4-hydroxybenzyl)phosphonate); 2,2'-oxamidobisethyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate; tris(2-t-butyl-4-(2-methyl-4-hydroxy-5-t-butylphenylthio)-5-methyl)-phenylphosphite; bis(3,3-bis(4-hydroxy-3-t-butylphenyl)butanoic acid glycolester; tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylylenediphosphonite; n-propyl gallate; n-propyl-3,4,5-trihydroxybenzoate; calcium bis(0-ethyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate); 2-mercapto-4-methylbenzimidazole; 2-mercapto-5-methylbenzimidadole; zinc salt of 2-mercaptobenzimidazole; 2-mercapto-4-methylbenzimidazole, zinc salt; 2-mercapto-5-methylbenzimidazole, zinc salt; 2-mercaptotoluimidazole; zinc 2-mercaptotoluimidazole; dioctadecyl disulfide; metal aromatic sulfonates; nickel di-n-butyldithiocarbamate; nickel diisobutyldithiocarbamate; nickel dimethyldithiocarbamate; 3,9-bis(3-cyclohexenyl)-2,4,8,10-tetraoxaspiro(5,5)undecane; and
Claim 5
Dependent Claim
56 words
5-di-t-butyl-4-hydroxyhydrocinnamic acid triester with 1,3,5-tris (2-hydroxyethyl)-s-triazine-2,4,6-(1H,3H,5H)trione; N-butyryl-p-aminophenol; N-(4-hydroxyphenyl)butyramide; N-pelargonoyl-p-aminophenol; N-(4-hydroxyphenyl)pelargonamide; N-lauroyl-p-aminophenol; N-(4-hydroxyphenyl)dodecanamide; 2,6-di-t-butyl-alpha-dimethylamino-p-cresol; 2,6-di-t-butyl-4-(dimethylaminomethyl)phenol; 1,3,5-tris(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)-s-triazine-2,4,6-(1H,3H,5H)trione; nickel bis(0-ethyl(3,5-di-butyl-4-hydroxybenzyl)phosphonate); 2,2'-oxamidobisethyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate; tris(2-t-butyl-4-(2-methyl-4-hydroxy-5-t-butylphenylthio)-5-methyl)-phenylphosphite; bis(3,3-bis(4-hydroxy-3-t-butylphenyl)butanoic acid glycolester; tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylylenediphosphonite; n-propyl gallate; n-propyl-3,4,5-trihydroxybenzoate; calcium bis(0-ethyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate); 2-mercapto-4-methylbenzimidazole; 2-mercapto-5-methylbenzimidadole; zinc salt of 2-mercaptobenzimidazole; 2-mercapto-4-methylbenzimidazole, zinc salt; 2-mercapto-5-methylbenzimidazole, zinc salt; 2-mercaptotoluimidazole; zinc 2-mercaptotoluimidazole; dioctadecyl disulfide; metal aromatic sulfonates; nickel di-n-butyldithiocarbamate; nickel diisobutyldithiocarbamate; nickel dimethyldithiocarbamate; 3,9-bis(3-cyclohexenyl)-2,4,8,10-tetraoxaspiro(5,5)undecane; and
Claim 6
Dependent Claim
13 words
tris (5-norbornene-2-methyl)phosphite. 3. The composition of claim 1, wherein said antioxidant is 2,6-di-t-butyl-p-cresol.
Claim 7
Dependent Claim
10 words
The composition of claim 1, wherein said antioxidant is 2,6-di-t-butyl-4-methylphenol.
Claim 8
Dependent Claim
10 words
The composition of claim 1, wherein said antioxidant is tetrakis(methylene-3-(3,5-di-t-butyl-4-hydroxyhydrocinnamate))methane.
Claim 9
Dependent Claim
10 words
The composition of claim 1, wherein said antioxidant is tris-(2,4-di-t-butylphenyl)phosphite.
Claim 10
Dependent Claim
11 words
The composition of claim 1, wherein said antioxidant is distearyl thiodipropionate.
Claim 11
Dependent Claim
10 words
The composition of claim 1, wherein said antioxidant is 1,3,5-tris(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)-s-triazine-2,4,6-(1H,3H,5H)trione.
Claim 12
Dependent Claim
11 words
The composition of claim 1 wherein said antioxidant is nickel bis(O-ethyl(3,5-di-t-butyl-4-hydroxylbenzyl)phosphonate).
Claim 13
Dependent Claim
11 words
The composition of claim 1, wherein said antioxidant is zinc 2-mercaptobenzimidazole.
Claim 14
Dependent Claim
10 words
The composition of claim 1, wherein said antioxidant is N-phenyl-alpha-naphthylamine.
Claim 15
Dependent Claim
12 words
The composition of claim 1, wherein said antioxidant is an alkylated diphenylamine.
Claim 16
Dependent Claim
11 words
The composition of claim 1, wherein said antioxidant is N,N'-hexamethylene bis(3,5-di-t-butyl-4-hydroxyhydrocinnamamide).
Claim 17
Dependent Claim
11 words
The composition of claim 1, wherein said antioxidant is N,N'-hexamethylene bis(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionamide.
Claim 18
Dependent Claim
11 words
The composition of claim 1, wherein said antioxidant is 1,6-hexamethylene bis-(3,5-di-t-butyl-4-hydroxyhydrocinnamide).
Claim 19
Dependent Claim
12 words
The composition of claim 1, wherein said antioxidant is tetrakis(methylene 3,5-di-t-butyl-4-hydroxyphenyl propionate)methane.
Claim 20
Dependent Claim
10 words
The composition of claim 1, wherein said antioxidant is tetrakis(methylene-3,5-di-t-butyl-4-hydroxyhydrocinnamate)methane.
Claim 21
Dependent Claim
11 words
The composition of claim 1, wherein said antioxidant is nickel dithiocarbamate.
Claim 22
Dependent Claim
10 words
The composition of claim 1, wherein said resin is polycaprolactam.
Claim 23
Dependent Claim
39 words
The composition of claim 1, wherein said antimicrobial agent comprises from about 170 to about 450 ppm of 10,10'-oxybisphenoxarsine, and provides an active level of 10,10'-oxybisphenoxarsine of at least about 100 ppm after said processing at an elevated temperature.
Claim 24
Dependent Claim
38 words
The composition of claim 1, wherein said antimicrobial agent comprises from about 85 to about 220 ppm of 10,10'-oxybisphenoxarsine, and provides an active level of 10,10'-oxybisphenoxarsine of at least 50 ppm after said processing at an elevated temperature.
Claim 25
Dependent Claim
14 words
The composition of claim 20, wherein said antimicrobial agent comprises about 170 ppm thereof.
Claim 26
Dependent Claim
14 words
The composition of claim 20, wherein said antimicrobial agent comprises about 200 ppm thereof.
Claim 27
Dependent Claim
41 words
The composition of claim 1, wherein said antimicrobial agent is 10,10'-oxybisphenoxarsine, said antioxidant is at least one member selected from the group consisting of: distearyldithiopropionate; N,N'-hexamethylene bis(3,5-di-t-butyl-4-hydroxyhydrocinnamamide); N,N'-hexamethylene bis(3,5-di-t-butyl-4-hydroxyhydrocinnamide); 1,6-hexamethylene bis-(3,5-di-t-butyl-4hydroxyhydrocinnamide); tris-(2,4-di-t-butylphenyl)phosphite; tetrakis(methylene-3-(3,5-di-t-butyl-4-hydroxyhydrocinnamate))methane; and nickel dithiocarbamate; and said resin is polycaprolactam.
Claim 28
Dependent Claim
38 words
The composition of claim 24, wherein said 10,10'-oxybisphenoxarsine comprises from about 170 to about 450 ppm thereof, and provides an active level of said 10,10'-oxybisphenoxarsine of at least about 100 ppm after said processing at an elevated temperature.
Claim 29
Dependent Claim
37 words
The composition of claim 24, wherein said 10,10'-oxybisphenoxarsine comprises from about 85 to about 220 ppm thereof and provides an active level of said 10,10'-oxybisphenoxarsine of at least 50 ppm after said processing at an elevated temperature.
Claim 30
Dependent Claim
13 words
The composition of claim 24, wherein said 10,10'-oxybisphenoxarsine comprises about 170 ppm thereof.
Claim 31
Dependent Claim
13 words
The composition of claim 24, wherein said 10,10'-oxybisphenoxarsine comprises about 200 ppm thereof.
Claim 32
Dependent Claim
59 words
An article selected from the group consisting of fibers and films, said article having resistance to microbial attack, said article comprising a homogeneous mixture of: A. a polyamide resin; B. an antimicrobial agent; and C. an antioxidant; wherein said ingredients A, B, and C are combined to form a composition before said composition is melt-processed to form said article.
Claim 33
Dependent Claim
59 words
An article selected from the group consisting of fibers and films, said article having resistance to microbial attack, said article comprising a homogeneous mixture of: A. a polyamide resin; B. an antimicrobial agent; and C. an antioxidant; wherein said ingredients A, B, and C are combined to form a composition before said composition is melt-processed to form said article.
Claim 34
Dependent Claim
33 words
The article of claiim 29, wherein said antioxidant is at least one member selected from the group consisting of: monophenols; bisphenols; thiobisphenols; polyphenols; hydroquinones; phosphites; thioesters; naphthylamines; diarylamines; p-phenylenediamines; quinolines; blended amines; O,O-di-n-octadecyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate;
Claim 35
Dependent Claim
33 words
The article of claiim 29, wherein said antioxidant is at least one member selected from the group consisting of: monophenols; bisphenols; thiobisphenols; polyphenols; hydroquinones; phosphites; thioesters; naphthylamines; diarylamines; p-phenylenediamines; quinolines; blended amines; O,O-di-n-octadecyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate;
Claim 36
Dependent Claim
26 words
6-hexamethylene bis(3,5-di-t-butyl-4-hydroxyhydrocinnamate; 1,6-hexamethylene bis(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate); thiodiethylene bis(3,5-di-t-butyl-4-hydroxy)hydrocinnamate; thiodiethylene bis(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate); octadecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate; octadecyl-3,5-di-t-butyl-4-hydroxyhydrocinnamate; 3,5-di-t-butyl-4-hydroxyhydrocinnamic acid triester with 1,3,5-tris(2-hydroxyethyl)-s-triazine-2,4,6-(1H,3H,5H)trione; N-butyryl-p-aminophenol; N-(4-hydroxyphenyl)butyramide; N-pelargonoyl-p-aminophenol; N-(4-hydroxyphenyl)pelargonamide; N-lauroyl-p-aminophenol; N-(4-hydroxyphenyl)dodecanamide; 2,6-di-t-butyl-alpha-dimethylamino-p-cresol; 2,6-di-t-butyl-4-(dimethylaminomethyl)phenol; 1,3,5-tris(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)-s-triazine-2,4,6-(1H,3H,5H)trione; nickel bis(0-ethyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate);
Claim 37
Dependent Claim
26 words
6-hexamethylene bis(3,5-di-t-butyl-4-hydroxyhydrocinnamate; 1,6-hexamethylene bis(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate); thiodiethylene bis(3,5-di-t-butyl-4-hydroxy)hydrocinnamate; thiodiethylene bis(3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate); octadecyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate; octadecyl-3,5-di-t-butyl-4-hydroxyhydrocinnamate; 3,5-di-t-butyl-4-hydroxyhydrocinnamic acid triester with 1,3,5-tris(2-hydroxyethyl)-s-triazine-2,4,6-(1H,3H,5H)trione; N-butyryl-p-aminophenol; N-(4-hydroxyphenyl)butyramide; N-pelargonoyl-p-aminophenol; N-(4-hydroxyphenyl)pelargonamide; N-lauroyl-p-aminophenol; N-(4-hydroxyphenyl)dodecanamide; 2,6-di-t-butyl-alpha-dimethylamino-p-cresol; 2,6-di-t-butyl-4-(dimethylaminomethyl)phenol; 1,3,5-tris(4-t-butyl-3-hydroxy-2,6-dimethylbenzyl)-s-triazine-2,4,6-(1H,3H,5H)trione; nickel bis(0-ethyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate);
Claim 38
Dependent Claim
39 words
2'-oxamidobisethyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate; tris(2-t-butyl-4-(2-methyl-4-hydroxy-5-t-butylphenylthio)-5-methyl)-phenylphosphite; bis(3,3-bis(4-hydroxy-3-t-butylphenyl)butanoic acid glycolester; tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylylenediphosphonite; n-propyl gallate; n-propyl-3,4,5-trihydroxybenzoate; calcium bis(0-ethyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate); 2-mercapto-4-methylbenzimidazole; 2-mercapto-5-methylbenzimidazole; zinc salt of 2-mercaptobenzimidazole; 2-mercapto-4-methylbenzimidazole, zinc salt; 2-mercapto-5-methylbenzimidazole, zinc salt; 2-mercaptotoluimidazole; zinc-2-mercaptotoluimidazole; dioctadecyl disulfide; metal aromatic sulfonates; nickel di-n-butyldithiocarbamate; nickel diisobutyldithiocarbamate; nickel dimethyldithiocarbamate; 3,9-bis(3-cyclohexenyl)-2,4,8,10-tetraoxaspiro(5,5)undecane; and tris(5-norbornene-2-methyl)phosphite.
Claim 39
Dependent Claim
39 words
2'-oxamidobisethyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propionate; tris(2-t-butyl-4-(2-methyl-4-hydroxy-5-t-butylphenylthio)-5-methyl)-phenylphosphite; bis(3,3-bis(4-hydroxy-3-t-butylphenyl)butanoic acid glycolester; tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylylenediphosphonite; n-propyl gallate; n-propyl-3,4,5-trihydroxybenzoate; calcium bis(0-ethyl(3,5-di-t-butyl-4-hydroxybenzyl)phosphonate); 2-mercapto-4-methylbenzimidazole; 2-mercapto-5-methylbenzimidazole; zinc salt of 2-mercaptobenzimidazole; 2-mercapto-4-methylbenzimidazole, zinc salt; 2-mercapto-5-methylbenzimidazole, zinc salt; 2-mercaptotoluimidazole; zinc-2-mercaptotoluimidazole; dioctadecyl disulfide; metal aromatic sulfonates; nickel di-n-butyldithiocarbamate; nickel diisobutyldithiocarbamate; nickel dimethyldithiocarbamate; 3,9-bis(3-cyclohexenyl)-2,4,8,10-tetraoxaspiro(5,5)undecane; and tris(5-norbornene-2-methyl)phosphite.
Claim 40
Dependent Claim
10 words
The article of claim 30, wherein said resin is polycaprolactam.
Claim 41
Dependent Claim
42 words
The article of claim 29, wherein said antimicrobial agent is 10,10'-oxybisphenoxarsine, said antioxidant is at least one member selected from the group consisting of: distearyldithiopropionate; N,N'-hexamethylene bis(3,5-di-t-butyl-4-hydroxyhydrocinnamamide); N,N'-hexamethylene bis(3-(3,5-di-t-butyl 4-hydroxyphenyl)propionamide); 1,6-hexamethylene bis-(3,5-di-t-butyl-4-hydroxyhydrocinnamide); tris-2(2,4-di-t-butylphenyl)phosphite; tetrakis(methylene-3-(3,5-di-t-butyl-4-hydroxyhydrocinnamate)methane; and nickel dithiocarbamate; and said resin is polycaprolactam.
Claim 42
Dependent Claim
23 words
The composition of claim 1, wherein the weight ratio of said antimicrobial agent to said stabilizer is from about 1:1 to about 1:5.
Claim 43
Dependent Claim
23 words
The composition of claim 24, wherein the weight ratio of said antimicrobial agent to said stabilizer is from about 1:1 to about 1:5.
Claim 44
Dependent Claim
113 words
A thermoplastic composition which will be resistant to microbial attack after being processed at an elevated temperature, comprising a homogeneous mixture of: A. a resin selected from the group consisting of polypropylene, polyamide, and polyvinyl chloride; B. an antimicrobial agent; and C. an amount of an antioxidant effective to reduce degradation of said antimicrobial agent while said composition is being melt processed, wherein said antioxidant is at least one member selected from the group consisting of: hydroquinones; thioesters; naphthylamines; diarylamines; p-phenylenediamines; quinolines; blended amines; tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylylenediphosphonite; 2-mercapto-4-methylbenzimidazole; 2-mercapto-5-methylbenzimidazole; zinc salt of 2-mercaptobenzimidazole; 2-mercapto-4-methylbenzimidazole, zinc salt; 2-mercapto-5-methylbenzimidazole, zinc salt; 2-mercaptotoluimidazole; zinc 2-mercaptotoluimidazole; dioctadecyl disulfide; metal aromatic sulfonates; nickel di-n-butyldithiocarbamate; nickel diisobutyldithiocarbamate; nickel dimethyldithiocarbamate; and 3,9-bis(3-cyclohexenyl)-2,4,8,10-tetraoxaspiro(5,5)undecane.
Claim 45
Dependent Claim
113 words
A thermoplastic composition which will be resistant to microbial attack after being processed at an elevated temperature, comprising a homogeneous mixture of: A. a resin selected from the group consisting of polypropylene, polyamide, and polyvinyl chloride; B. an antimicrobial agent; and C. an amount of an antioxidant effective to reduce degradation of said antimicrobial agent while said composition is being melt processed, wherein said antioxidant is at least one member selected from the group consisting of: hydroquinones; thioesters; naphthylamines; diarylamines; p-phenylenediamines; quinolines; blended amines; tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylylenediphosphonite; 2-mercapto-4-methylbenzimidazole; 2-mercapto-5-methylbenzimidazole; zinc salt of 2-mercaptobenzimidazole; 2-mercapto-4-methylbenzimidazole, zinc salt; 2-mercapto-5-methylbenzimidazole, zinc salt; 2-mercaptotoluimidazole; zinc 2-mercaptotoluimidazole; dioctadecyl disulfide; metal aromatic sulfonates; nickel di-n-butyldithiocarbamate; nickel diisobutyldithiocarbamate; nickel dimethyldithiocarbamate; and 3,9-bis(3-cyclohexenyl)-2,4,8,10-tetraoxaspiro(5,5)undecane.
Claim 46
Dependent Claim
11 words
The composition of claim 35, wherein said antioxidant is distearyl thiodipropionate.
Claim 47
Dependent Claim
11 words
The composition of claim 35, wherein said antioxidant is zinc 2-mercaptobenzimidazole.
Claim 48
Dependent Claim
10 words
The composition of claim 35, wherein said antioxidant is N-phenyl-alpha-naphthylamine.
Claim 49
Dependent Claim
12 words
The composition of claim 35, wherein said antioxidant is an alkylated diphenylamine.
Claim 50
Dependent Claim
11 words
The composition of claim 35, wherein said antioxidant is nickel dithiocarbamate.
Claim 51
Dependent Claim
11 words
The composition of claim 35, wherein said resin is a polyamide.
Claim 52
Dependent Claim
10 words
The composition of claim 35, wherein said resin is polycaprolactam.
Claim 53
Dependent Claim
39 words
The composition of claim 35, wherein said antimicrobial agent comprises from about 170 to about 450 ppm of 10,10'-oxybisphenoxarsine, and provides an active level of 10,10'-oxybisphenoxarsine of at least about 100 ppm after said processing at an elevated temperature.
Claim 54
Dependent Claim
14 words
The composition of claim 43, wherein said antimicrobial agent comprises about 170 ppm thereof.
Claim 55
Dependent Claim
14 words
The composition of claim 43, wherein said antimicrobial agent comprises about 200 ppm thereof.
Claim 56
Dependent Claim
38 words
The composition of claim 35, wherein said antimicrobial agent comprises from about 85 to about 220 ppm of 10,10'-oxybisphenoxarsine, and provides an active level of 10,10'-oxybisphenoxarsine of at least 50 ppm after said processing at an elevated temperature.
Claim 57
Dependent Claim
23 words
The composition of claim 35, wherein the weight ratio of said antimicrobial agent to said stabilizer is from about 1:1 to about 1:5.
Claim 58
Dependent Claim
33 words
The composition of claim 35, wherein said antimicrobial agent is 10,10'-oxybisphenoxarsine, said antioxidant is at least one member selected from the group consisting of: distearyldithiopropionate; and nickel dithiocarbamate; and said resin is polycaprolactam.
Claim 59
Dependent Claim
23 words
The composition of claim 48, wherein the weight ratio of said antimicrobial agent to said stabilizer is from about 1:1 to about 1:5.
Claim 60
Dependent Claim
121 words
An article selected from the group consisting of fibers and films, said article having resistance to microbial attack, said article comprising a homogeneous mixture of: A. a polymeric resin selected from the group consisting of polyamides, polyvinyl chlorides and polypropylene; B. an antimicrobial agent; and C. an antioxidant; wherein said ingredients A, B, and C are combined to form a composition before said composition is meltprocessed to form said article, and wherein said antioxidant is at least one member selected from the group consisting of: hydroquinones; thioesters; naphthylamines; diarylamines; p-phenylenediamines; quinolines; blended amines; tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylylenediphosphonite; 2-mercapto-4-methylbenzimidazole; 2-mercapto-5-methylbenzimidazole; zinc salt of 2-mercaptobenzimidazole; 2-mercapto-4-methylbenzimidazole, zinc salt; 2-mercapto-5-methylbenzimidazole, zinc salt; 2-mercaptotoluimidazole; zinc-2-mercaptotoluimidazole; dioctadecyl disulfide metal aromatic sulfonates; nickel di-n-butyldithiocarbamate; nickel diisobutyldithiocarbamate; nickel dimethyldithiocarbamate; and 3,9-bis(3-cyclohexenyl)-2,4,8,10-tetraoxaspiro(5,5)undecane.
Claim 61
Dependent Claim
121 words
An article selected from the group consisting of fibers and films, said article having resistance to microbial attack, said article comprising a homogeneous mixture of: A. a polymeric resin selected from the group consisting of polyamides, polyvinyl chlorides and polypropylene; B. an antimicrobial agent; and C. an antioxidant; wherein said ingredients A, B, and C are combined to form a composition before said composition is meltprocessed to form said article, and wherein said antioxidant is at least one member selected from the group consisting of: hydroquinones; thioesters; naphthylamines; diarylamines; p-phenylenediamines; quinolines; blended amines; tetrakis(2,4-di-t-butylphenyl)-4,4'-biphenylylenediphosphonite; 2-mercapto-4-methylbenzimidazole; 2-mercapto-5-methylbenzimidazole; zinc salt of 2-mercaptobenzimidazole; 2-mercapto-4-methylbenzimidazole, zinc salt; 2-mercapto-5-methylbenzimidazole, zinc salt; 2-mercaptotoluimidazole; zinc-2-mercaptotoluimidazole; dioctadecyl disulfide metal aromatic sulfonates; nickel di-n-butyldithiocarbamate; nickel diisobutyldithiocarbamate; nickel dimethyldithiocarbamate; and 3,9-bis(3-cyclohexenyl)-2,4,8,10-tetraoxaspiro(5,5)undecane.
Claim 62
Dependent Claim
11 words
The article of claim 50, wherein said resin is a polyamide.
Claim 63
Dependent Claim
10 words
The article of claim 51, wherein said resin is polycaprolactam.
Claim 64
Dependent Claim
33 words
The article of claim 50, wherein said antimicrobial agent is 10,10'-oxybisphenoxarsine, said antioxidant is at least one member selected from the group consisting of: distearyldithiopropionate; and nickel dithiocarbamate; and said resin is polycaprolactam.
Claim 65
Independent Claim
58 words
A method for melt processing a composition comprising a thermoplastic resin and an antimicrobial agent while maintaining the efficacy of said agent, comprising the following steps performed in the order stated: A. combining said thermoplastic resin, said antimicrobial agent, and an antioxidant to form a protected antimicrobial resin composition; and B. melt processing said protected antimicrobial resin composition.
Claim 66
Independent Claim
58 words
A method for melt processing a composition comprising a thermoplastic resin and an antimicrobial agent while maintaining the efficacy of said agent, comprising the following steps performed in the order stated: A. combining said thermoplastic resin, said antimicrobial agent, and an antioxidant to form a protected antimicrobial resin composition; and B. melt processing said protected antimicrobial resin composition.
Claim 67
Independent Claim
106 words
A method for providing a desired final active level of at least 1 part by weight of 10,10'-oxybisphenoxarsine in a composition following heat processing thereof, comprising the steps of: A. providing a thermoplastic composition comprising a major proportion of a resin selected from the group consisting of polypropylene, polyamide, and polyvinyl chloride; about 1.7 parts by weight of 10,10'-oxybisphenoxarsine; and from about 1.7 to about 8.5 parts by weight of an antioxidant; and B. processing said composition at a temperature of at lest about 275 degrees Celsius; thereby providing a heat-processed composition containing at least about 1.0 parts by weight of said 10,10'-oxybisphenoxarsine in active form.
Claim 68
Independent Claim
106 words
A method for providing a desired final active level of at least 1 part by weight of 10,10'-oxybisphenoxarsine in a composition following heat processing thereof, comprising the steps of: A. providing a thermoplastic composition comprising a major proportion of a resin selected from the group consisting of polypropylene, polyamide, and polyvinyl chloride; about 1.7 parts by weight of 10,10'-oxybisphenoxarsine; and from about 1.7 to about 8.5 parts by weight of an antioxidant; and B. processing said composition at a temperature of at lest about 275 degrees Celsius; thereby providing a heat-processed composition containing at least about 1.0 parts by weight of said 10,10'-oxybisphenoxarsine in active form.
Claim 69
Dependent Claim
12 words
The method of claim 55, wherein said resin is a polyamide resin.
Claim 70
Dependent Claim
31 words
The method of claim 55, wherein said processing step is carried out by melt processing said thermoplastic composition to form an article selected from the group consisting of fibers and films.
Claim 71
Dependent Claim
14 words
The method of claim 57, comprising the subsequent step of vat dyeing said article.
Claim 72
Dependent Claim
12 words
The method of claim 58, wherein said article is a carpet fiber.
Claim 73
Independent Claim
59 words
A method for melt-processing a composition comprising a thermoplastic polyamide resin and an antimicrobial agent while maintaining the efficacy of said agent, comprising the following steps performed in the order stated: A. combining said thermoplastic polyamide resin, said antimicrobial agent, and an antioxidant homogeneously to form a protected antimicrobial resin composition; and B. melt-processing said protected antimicrobial resin composition.
Claim 74
Independent Claim
59 words
A method for melt-processing a composition comprising a thermoplastic polyamide resin and an antimicrobial agent while maintaining the efficacy of said agent, comprising the following steps performed in the order stated: A. combining said thermoplastic polyamide resin, said antimicrobial agent, and an antioxidant homogeneously to form a protected antimicrobial resin composition; and B. melt-processing said protected antimicrobial resin composition.
Claim 75
Independent Claim
95 words
A method for providing a desired final active level of at least 1 part by weight of 10,10'-oxybisphenoxarsine in a composition following heat processing thereof, comprising the steps of: A. providing a thermoplastic composition comprising about 1.7 parts by weight of 10,10'-oxybisphenoxarsine, from about 1.7 to about 8.5 parts by weight of an antioxidant, and a major proportion of a polyamide resin; and B. processing said thermoplastic composition at a temperature of at least about 275 degreess Celsius; thereby providing a heat-processed composition containing about 1.0 parts by weight of said 10,10'-oxybisphenoxarsine in active form.
Claim 76
Independent Claim
95 words
A method for providing a desired final active level of at least 1 part by weight of 10,10'-oxybisphenoxarsine in a composition following heat processing thereof, comprising the steps of: A. providing a thermoplastic composition comprising about 1.7 parts by weight of 10,10'-oxybisphenoxarsine, from about 1.7 to about 8.5 parts by weight of an antioxidant, and a major proportion of a polyamide resin; and B. processing said thermoplastic composition at a temperature of at least about 275 degreess Celsius; thereby providing a heat-processed composition containing about 1.0 parts by weight of said 10,10'-oxybisphenoxarsine in active form.
Claim 77
Dependent Claim
31 words
The method of claim 61, wherein said processing step is carried out by melt processing said thermoplastic composition to form an article selected from the group consisting of fibers and films.
Claim 78
Dependent Claim
14 words
The method of claim 62, comprising the subsequent step of vat dyeing said article.
Claim 79
Dependent Claim
12 words
The method of claim 63, wherein said article is a carpet fiber.
References Cited (Backward Citations)
US2371618A
Cited
US2689837A
Cited
US2802811A
Cited
US3096183A
Cited
US3317441A
Cited
US3223547A
Cited
US3105060A
Cited
US3133072A
Cited
US3288674A
Cited
US3360431A
Cited
NL6911454A
Cited
US3833520A
Cited
US4049822A
Cited
US4086297A
Cited
US4086297B1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1989-11-24 | 1990-05-26 | 1990-11-25 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-11-24 | 1994-05-26 | 1994-11-25 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-11-24 | 1998-05-26 | 1998-11-25 | $7700.00 | Window Closed / Lapsed |