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US3956502A Expired / Lapsed US ⏱️ 0.0 years remaining

Polyamine alcohols as microbiocides

Assignee: ChampionX LLC
•
Filing: 1974-09-04
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Granted: 1976-05-11
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Expires: 1994-09-04
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Abstract

Abstract A series of microbicides which show 1- and 24-hour kill, 48-hour inhibition, and satisfactory simulated cooling tower inhibition against microorganisms such as bacteria, fungi, and algae prevalent in aqueous systems. The compounds are (2-hydroxy R) polyamines produced by reacting an R substituted alkylene oxide utilized in 1-2 mole quantities and reacted with a molar amount of an alkylene polyamine. The R substituent on the alkylene oxide is preferably alkyl where the chain length may be C 6 -C 20 as in epoxy alkanes, which may be straight or branched, saturated or unsaturated. The R substituent may also be aryl, aralkyl, or alkaryl, such as styrene oxide. The compounds are known as mono and bis (2-hydroxy R) polyamines depending upon whether 1 or 2 moles of the alkylene oxide are utilized. Protection in simulated cooling tower operation is achieved by dosages ranging as low as 1 ppm with an effective dosage range of 1-100 ppm. These compounds may be present as mixtures due to different points of possible attachment of the hydroxy R moiety to the amine, as, for example, in diethylene triamine, but the primary amine groups are favored for reaction. Additionally, these polyamine alcohols may be further modified by cyano- or haloethylation to introduce a cyanoethyl or haloethyl group at one or more of the remaining available nitrogens, and these products exhibit similar activity against microorganisms.

Inventors

  • 👤 Manuel Slovinsky
  • 👤 Joseph Matt

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 15:53
CPC Classifications
C; C02; C02F; C02F1/00; C02F1/50

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 90 words
A bactericidal or fungicidal composition effective against bacteria or fungi and suitable for utilization in cooling tower operation consisting of an antibacterial or antifungal effective amount of a compound selected from the group consisting of: N 1 -(2-hydroxy C 11-14 alkyl) diethylene triamine; N 1 n 5 bis (2-hydroxy decyl) tetraethylene pentamine; N 1 cyanoethyl N 1 ,N 3 Bis (2-hydroxy C 11-14 alkyl) diethylene triamine; N 1 n 5 bis (2-hydroxy decyl) tetraethylene pentamine; N 1 chloroethyl N 4 (2-hydroxy C 11-14 alkyl) triethylene tetramine in an aqueous carrier.
Claim 2
Dependent Claim 90 words
A bactericidal or fungicidal composition effective against bacteria or fungi and suitable for utilization in cooling tower operation consisting of an antibacterial or antifungal effective amount of a compound selected from the group consisting of: N 1 -(2-hydroxy C 11-14 alkyl) diethylene triamine; N 1 n 5 bis (2-hydroxy decyl) tetraethylene pentamine; N 1 cyanoethyl N 1 ,N 3 Bis (2-hydroxy C 11-14 alkyl) diethylene triamine; N 1 n 5 bis (2-hydroxy decyl) tetraethylene pentamine; N 1 chloroethyl N 4 (2-hydroxy C 11-14 alkyl) triethylene tetramine in an aqueous carrier.
Claim 3
Dependent Claim 21 words
The bactericidal or fungicidal composition according to claim 1 wherein the compound is N 1 - (2-hydroxy-C 11-14 alkyl) diethylene triamine.
Claim 4
Dependent Claim 21 words
The bactericidal or fungicidal composition according to claim 1 wherein the compound is N 1 N 5 Bis (2-hydroxy-decyl) tetraethylene pentamine.
Claim 5
Dependent Claim 27 words
The bactericidal or fungicidal composition according to claim 1 wherein the compound is N 1 cyanoethyl N 1 ,N 3 -Bis (2-hydroxy C 11-14 alkyl) diethylene triamine.
Claim 6
Dependent Claim 26 words
The bactericidal or fungicidal composition according to claim 1 wherein the compound is N 1 N 5 Bis cyanoethyl N 1 N 5 Bis(2-hydroxydecyl) tetraethylene pentamine.
Claim 7
Dependent Claim 23 words
The bactericidal or fungicidal composition according to claim 1 wherein the compound is N 1 chloroethyl-N 4 (2-hydroxy C 11-14 alkyl) triethylene tetramine.
Claim 8
Independent Claim 89 words
A method of inhibiting bacteria or fungi in aqueous cooling tower systems which comprises maintaining in said systems an antibacterial or antifungal effective amount of a compound which is selected from the group consisting of: N 1 -(2-hydroxy C 11-14 alkyl) diethylene triamine; N 1 n 5 bis(2-hydroxy decyl) tetraethylene pentamine; N 1 cyanoethyl N 1 ,N 3 Bis(2-hydroxy C 11-14 alkyl) diethylene triamine; N 1 n 5 bis cyanoethyl N 1 N 5 Bis(2-hydroxy decyl) tetraethylene pentamine; N 1 chloroethyl N 4 (2-hydroxy C 11-14 alkyl) triethylene tetramine.
Claim 9
Independent Claim 89 words
A method of inhibiting bacteria or fungi in aqueous cooling tower systems which comprises maintaining in said systems an antibacterial or antifungal effective amount of a compound which is selected from the group consisting of: N 1 -(2-hydroxy C 11-14 alkyl) diethylene triamine; N 1 n 5 bis(2-hydroxy decyl) tetraethylene pentamine; N 1 cyanoethyl N 1 ,N 3 Bis(2-hydroxy C 11-14 alkyl) diethylene triamine; N 1 n 5 bis cyanoethyl N 1 N 5 Bis(2-hydroxy decyl) tetraethylene pentamine; N 1 chloroethyl N 4 (2-hydroxy C 11-14 alkyl) triethylene tetramine.
Claim 10
Dependent Claim 22 words
The method of inhibiting bacteria or fungi according to claim 7 wherein the compound is N 1 -(2-hydroxy-C 11-14 alkyl) diethylene triamine.
Claim 11
Dependent Claim 22 words
The method of inhibiting bacteria or fungi according to claim 7 wherein the compound is N 1 N 5 Bis(2-hydroxydecyl) tetraethylene pentamine.
Claim 12
Dependent Claim 27 words
The method of inhibiting bacteria or fungi according to claim 7 wherein the compound is N 1 cyanoethyl-N 1 ,N 3 Bis(2-hydroxy C 11-14 alkyl) diethylene triamine.
Claim 13
Dependent Claim 28 words
The method of inhibiting bacteria or fungi according to claim 7 wherein the compound is N 1 N 5 Bis cyanoethyl N 1 N 5 Bis(2-hydroxydecyl) tetraethylene pentamine.
Claim 14
Dependent Claim 25 words
The method of inhibiting bacteria or fungi according to claim 7 wherein the compound is N 1 chloroethyl-N 4 (2-hydroxy C 11-14 alkyl) triethylene tetramine.

References Cited (Backward Citations)

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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-05-11 1979-11-10 1980-05-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-11 1983-11-10 1984-05-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-11 1987-11-10 1988-05-11 $7700.00 Window Closed / Lapsed

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