US5093078A
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Novel polymeric quaternary ammonium trihalides and use of polymeric quaternary ammonium trihalides as microbicides, sanitizers and disinfectants
Assignee: Buckman Laboratories International Inc
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Filing: 1990-07-18
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Granted: 1992-03-03
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Expires: 2010-07-18
Abstract
Abstract Polymeric quaternary ammonium trihalides, preferably triiodides, and use of polymeric quaternary ammonium trihalides to inhibit the growth of microorganisms in aquatic systems, to disinfect or sanitize surfaces and to disinfect the skin of animals, including humans.
Inventors
- 👤 C. George Hollis
- 👤 S. Rao Rayudu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 10:54
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/02; C08G73/024; A; A01; A01N; A01N33/00; A01N33/02; A01N33/12; A61; A61P; A61P17/00; C02; C02F; C02F1/00; C02F1/72; C02F1/76; C02F1/766; C08G73/06; C08G73/0622
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
327 words
A method for inhibiting the growth of a microorganism in an aqueous liquid susceptible to growth of said microorganism which comprises the step of adding to said aqueous liquid an amount effective to inhibit the growth of said microorganism of a polymeric quaternary ammonium compound of the formula ##STR6## wherein X 1 , X 2 , X 3 are each a halogen and can all be the same halogen or different halogens; R 1 and R 2 , which can all be the same or different, are selected from the group consisting of alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, a benzyl group, and a benzyl group bearing on the benzene moiety one alkyl group having from 2 to 20 carbon atoms; A is selected from the group consisting of a divalent hydrocarbon radical containing 1 to 10 carbon atoms and also containing an oxygen atom as an ether group; wherein A may be identical with or different from B, wherein B is defined as follows: B is a divalent hydrocarbon radical containing 1 to 10 carbon atoms, said divalent hydrocarbon radical containing at least one hydroxyl group; and n is a whole number from 2 to 30, with the proviso that when A and B are identical, n is a whole number from 1 to 15, and wherein the polymer is uncapped or capped on one or both ends with a quaternary ammonium group of the formula ##STR7## wherein X 1 , X 2 , X 3 are as defined above; and R 3 , R 4 , R 5 , which can all be the same or different, are alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, or R 3 and R 4 taken together with the nitrogen to which they are attached may form a saturated heterocyclic ring having from 5 to 7 ring atoms.
Claim 2
Independent Claim
327 words
A method for inhibiting the growth of a microorganism in an aqueous liquid susceptible to growth of said microorganism which comprises the step of adding to said aqueous liquid an amount effective to inhibit the growth of said microorganism of a polymeric quaternary ammonium compound of the formula ##STR6## wherein X 1 , X 2 , X 3 are each a halogen and can all be the same halogen or different halogens; R 1 and R 2 , which can all be the same or different, are selected from the group consisting of alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, a benzyl group, and a benzyl group bearing on the benzene moiety one alkyl group having from 2 to 20 carbon atoms; A is selected from the group consisting of a divalent hydrocarbon radical containing 1 to 10 carbon atoms and also containing an oxygen atom as an ether group; wherein A may be identical with or different from B, wherein B is defined as follows: B is a divalent hydrocarbon radical containing 1 to 10 carbon atoms, said divalent hydrocarbon radical containing at least one hydroxyl group; and n is a whole number from 2 to 30, with the proviso that when A and B are identical, n is a whole number from 1 to 15, and wherein the polymer is uncapped or capped on one or both ends with a quaternary ammonium group of the formula ##STR7## wherein X 1 , X 2 , X 3 are as defined above; and R 3 , R 4 , R 5 , which can all be the same or different, are alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, or R 3 and R 4 taken together with the nitrogen to which they are attached may form a saturated heterocyclic ring having from 5 to 7 ring atoms.
Claim 3
Dependent Claim
25 words
The method of claim 1, wherein each of X 1 , X 2 , and X 3 in said polymeric quaternary ammonium compound is iodiode.
Claim 4
Dependent Claim
21 words
The method of claim 2, wherein said effective amount is from 0.1 to 100 parts per million of said aqueous liquid.
Claim 5
Dependent Claim
21 words
The method of claim 3, wherein said effective amount is from 0.3 to 25 parts per million of said aqueous liquid.
Claim 6
Dependent Claim
11 words
The method of claim 2, wherein said microorganism is a bacterium.
Claim 7
Dependent Claim
22 words
The method of claim 5, wherein said bacterium is selected from the group consisting of Enterobacter aerogenes, Staphylococcus aureus, and Salmonella choleraesuis.
Claim 8
Dependent Claim
11 words
The method of claim 2, wherein said microorganism is a fungus.
Claim 9
Dependent Claim
11 words
The method of claim 7, wherein said fungus is Aspergillus niger.
Claim 10
Dependent Claim
11 words
The method of claim 2, wherein said microorganism is an alga.
Claim 11
Dependent Claim
20 words
The method of claim 9, wherein said alga is selected from the group consisting of Chlorella pyrenoidosa and Phormidi inundatum.
Claim 12
Dependent Claim
27 words
The method of claim 2, wherein said aqueous liquid is contained in a bathing vessel selected from the group consisting of swimming pools, spas, and hot tubs.
Claim 13
Dependent Claim
16 words
The method of claim 2, wherein said aqueous liquid is contained in a water cooling device.
Claim 14
Dependent Claim
14 words
The method of claim 2, wherein said polymeric quaternary ammonium compound is poly[oxyethylene(dimethyliminio)ethylene(dimethyliminio)ethylene di(triiodide)].
Claim 15
Dependent Claim
14 words
The method of claim 2, wherein said polymeric quaternary ammonium compound is poly[(dimethyliminio)-2-hydroxypropylene triiodide].
Claim 16
Dependent Claim
15 words
The method of claim 1, wherein said aqueous liquid is water used for sanitation purposes.
Claim 17
Dependent Claim
12 words
The method of claim 15, wherein said water is toilet bowl water.
Claim 18
Independent Claim
315 words
A method of disinfecting a surface which comprises the step of contacting said surface to be disinfected with an amount effective to disinfect said surface of a polymeric quaternary ammonium compound of the formula ##STR8## wherein X 1 , X 2 , X 3 are each a halogen and can all be the same halogen or different halogens; R 1 and R 2 , which can all be the same or different, are selected from the group consisting of alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, a benzyl group, and a benzyl group bearing on the benzene moiety one alkyl group having from 2 to 20 carbon atoms; A is selected from the group consisting of a divalent hydrocarbon radical containing 1 to 10 carbon atoms and also containing an oxygen atom as an ether group; wherein A may be identical with or different from B, wherein B is defined as follows: B is a divalent hydrocarbon radical containing 1 to 10 carbon atoms, said divalent hydrocarbon radical containing at least one hydroxyl group; and n is a whole number from 2 to 30, with the proviso that when A and B are identical, n is a whole number from 1 to 15, and wherein the polymer is uncapped or capped on one or both ends with a quaternary ammonium group of the formula ##STR9## wherein X 1 , X 2 , and X 3 are as defined above; and R 3 , R 4 , and R 5 , which can all be the same or different, are alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, or R 3 and R 4 taken together with the nitrogen to which they are attached may from a saturated heterocyclic ring having from 5 to 7 ring atoms.
Claim 19
Independent Claim
315 words
A method of disinfecting a surface which comprises the step of contacting said surface to be disinfected with an amount effective to disinfect said surface of a polymeric quaternary ammonium compound of the formula ##STR8## wherein X 1 , X 2 , X 3 are each a halogen and can all be the same halogen or different halogens; R 1 and R 2 , which can all be the same or different, are selected from the group consisting of alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, a benzyl group, and a benzyl group bearing on the benzene moiety one alkyl group having from 2 to 20 carbon atoms; A is selected from the group consisting of a divalent hydrocarbon radical containing 1 to 10 carbon atoms and also containing an oxygen atom as an ether group; wherein A may be identical with or different from B, wherein B is defined as follows: B is a divalent hydrocarbon radical containing 1 to 10 carbon atoms, said divalent hydrocarbon radical containing at least one hydroxyl group; and n is a whole number from 2 to 30, with the proviso that when A and B are identical, n is a whole number from 1 to 15, and wherein the polymer is uncapped or capped on one or both ends with a quaternary ammonium group of the formula ##STR9## wherein X 1 , X 2 , and X 3 are as defined above; and R 3 , R 4 , and R 5 , which can all be the same or different, are alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, or R 3 and R 4 taken together with the nitrogen to which they are attached may from a saturated heterocyclic ring having from 5 to 7 ring atoms.
Claim 20
Dependent Claim
25 words
The method of claim 17, wherein each of X 1 , X 2 , and X 3 is said polymeric quaternary ammonium compound is iodide.
Claim 21
Dependent Claim
14 words
The method of claim 18, wherein said polymeric quaternary ammonium compound is poly[oxyethylene(dimethyliminio)ethylene(dimethyliminio)ethylene di(triiodide)].
Claim 22
Dependent Claim
14 words
The method of claim 18, wherein said polymeric quaternary ammonium compound is poly[(dimethyliminio)-2-hydroxypropylene triiodide].
Claim 23
Independent Claim
316 words
A method of disinfecting the skin of an animal which comprises the step of contacting said skin to be disinfected with an amount effective to disinfect said skin of a polymeric quaternary ammonium compound of the formula ##STR10## wherein X 1 , X 2 , X 3 are each a halogen and can all be the same halogen or different halogens; R 1 and R 2 , which can all be the same or different, are selected from the group consisting of alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, a benzyl group, and a benzyl group bearing on the benzene moiety one alkyl group having from 2 to 20 carbon atoms; A is selected from the group consisting of a divalent hydrocarbon radical containing 1 to 10 carbon atoms and also containing an oxygen atom as an ether group; wherein A may be identical with or different from B, wherein B is defined as follows: B is a divalent hydrocarbon radical containing 1 to 10 carbon atoms, said divalent hydrocarbon radical containing at least one hydroxyl group; and n is a whole number from 2 to 30, with the proviso that when A and B are identical, n is a whole number from 1 to 15, and wherein the polymer is uncapped or capped on one or both ends with a quaternary ammonium group of the formula ##STR11## wherein X 1 , X 2 , X 3 are as defined above; and R 3 , R 4 , R 5 , which can all be the same or different, are alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, or R 3 and R 4 taken together with the nitrogen to which they are attached may from a saturated heterocyclic ring having from 5 to 7 ring atoms.
Claim 24
Independent Claim
316 words
A method of disinfecting the skin of an animal which comprises the step of contacting said skin to be disinfected with an amount effective to disinfect said skin of a polymeric quaternary ammonium compound of the formula ##STR10## wherein X 1 , X 2 , X 3 are each a halogen and can all be the same halogen or different halogens; R 1 and R 2 , which can all be the same or different, are selected from the group consisting of alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, a benzyl group, and a benzyl group bearing on the benzene moiety one alkyl group having from 2 to 20 carbon atoms; A is selected from the group consisting of a divalent hydrocarbon radical containing 1 to 10 carbon atoms and also containing an oxygen atom as an ether group; wherein A may be identical with or different from B, wherein B is defined as follows: B is a divalent hydrocarbon radical containing 1 to 10 carbon atoms, said divalent hydrocarbon radical containing at least one hydroxyl group; and n is a whole number from 2 to 30, with the proviso that when A and B are identical, n is a whole number from 1 to 15, and wherein the polymer is uncapped or capped on one or both ends with a quaternary ammonium group of the formula ##STR11## wherein X 1 , X 2 , X 3 are as defined above; and R 3 , R 4 , R 5 , which can all be the same or different, are alkyl groups having from 1 to 20 carbon atoms and having either 0 or 1 hydroxyl substituent, or R 3 and R 4 taken together with the nitrogen to which they are attached may from a saturated heterocyclic ring having from 5 to 7 ring atoms.
Claim 25
Dependent Claim
11 words
The method of claim 21, wherein said animal is a human.
References Cited (Backward Citations)
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